Researcher Profile and Settings

Affiliation

• Faculty of Engineering　Applied Chemistry　Chemistry of Functional Molecules

Job Title

• Professor

Degree

• Doctor of Engineering（Hokkaido University）
• Master of Engineering（Hokkaido University）

URL

http://poly-ac.eng.hokudai.ac.jp/
http://poly-ac.eng.hokudai.ac.jp/index_e.html

ORCID ID

•  https://orcid.org/0000-0001-5449-9642

Researcher ID

• A-5316-2012

J-Global ID

• 200901006558592385

Research Interests

• 環化重合   開環重合   カチオン重合   糖鎖ポリマー   ハイパーブランチポリマー   環境材料   アルミニウム触媒   サレン錯体   両親媒性ポリマー   多分岐糖鎖   ジエポキシ化合物   ジアンヒドロ糖   光学活性   高分子合成   不斉反応   ポリ乳酸   ナノ材料   エナンチオ選択性   分子認識   亜鉛触媒   立体選択重合   ナノカプセル   エチルグリコリド   メタロセン触媒   アンヒドロ糖   ハイパーブランチ糖鎖高分子   高分子構造・物性   生分解性高分子   水素移動重合   生分解性   有機化学   高分子化学   Polymer Chemistry   

Research Areas

• Nanotechnology/Materials / Inorganic and coordination chemistry
• Environmental science/Agricultural science / Environmental materials/recycling technology
• Environmental science/Agricultural science / Environmental load reduction/restoration technology
• Life sciences / Biomaterials
• Life sciences / Biomedical engineering
• Nanotechnology/Materials / Polymer chemistry
• Nanotechnology/Materials / Polymer materials

Educational Organization

•  Bachelor's degree program　School of Engineering
•  Master's degree program　Graduate School of Chemical Sciences and Engineering
•  Doctoral (PhD) degree program　Graduate School of Chemical Sciences and Engineering

Academic & Professional Experience

• 2013/04 - Today Hokkaido University Faculty of Engineering Professor
• 2016/04 - 2020/03 Hokkaido University Graduate School of Chemical Sciences and Engineering Vice Dean
• 2007/04 - 2013/03 Hokkaido University Graduate School of Engineering Associate Professor
• 2002/02 - 2007/03 Hokkaido University CRIS Researcher
• 1997/04 - 2007/03 Hokkaido University Graduate Scheool of Engineering Instructor
• 1998/06 - 2000/04 日本学術振興会 海外特別研究員
• 1996/10 - 1997/09 Hokkaido University Faculty of Engineering Instructor
• 1994/04 - 1996/09 日本学術振興会 日本学術振興会特別研究員DC1

Education

•        - 1996  Hokkaido University
•        - 1994  Hokkaido University
•        - 1992  Hokkaido University  School of Engineering

Association Memberships

• 有機合成化学協会   日本化学会   基礎錯体工学研究会   高分子学会北海道支部 若手研究会   米国化学会   高分子学会   The Chemical Society of Japan   American Chemical Society   Japan.   The Society of Polymer Science   

Research Activities

Published Papers

• Construction of novel coaxial electrospun polyetherimide@polyaniline core-shell fibrous membranes as free-standing flexible electrodes for supercapacitors

  Lei Wang, Chunhong Zhang, Xianqi Cao, Xiaodong Xu, Jianwei Bai, Jiahui Zhu, Ruiqi Li, Toshifumi Satoh

  Journal of Power Sources 2024/05
• Crystallinity improvements in cellulose II after multiple posttreatment cycles with a dilute NaOH solution

  Yuki Kugo, Satoshi Nomura, Takuya Isono, Masashi Fujiwara, Toshifumi Satoh, Hirofumi Tani, Tomoki Erata, Kenji Tajima

  Polymer Journal 2024/05
• Elucidating the structural changes of cellulose molecules and dynamics of Na ions during the crystal transition from cellulose I to II in low temperature and low concentration NaOH solution

  Yuki Kugo, Satoshi Nomura, Takuya Isono, Shin-ichiro Sato, Masashi Fujiwara, Toshifumi Satoh, Hirofumi Tani, Tomoki Erata, Kenji Tajima

  Carbohydrate Polymers 2024/05
• Organobase-Catalyzed Ring-Opening Copolymerization of Cyclic Anhydrides and Oxetanes: Establishment and Application in Block Copolymer Synthesis

  Iyoka Ota, Ryota Suzuki, Yuta Mizukami, Xiaochao Xia, Kenji Tajima, Takuya Yamamoto, Feng Li, Takuya Isono, Toshifumi Satoh

  Macromolecules 2024/04/23
• Structural study of two polymer chains of poly(2-methoxyethyl glycidyl ether)-b-poly(2-ethoxyethyl glycidyl ether) thermoresponsive block copolymers using molecular dynamics simulations

  Erika Terada, Takuya Isono, Toshifumi Satoh, Takuya Yamamoto, Toyoji Kakuchi, Shin-ichiro Sato

  Chemical Physics Letters 840 141137 - 141137 0009-2614 2024/04 [Refereed][Not invited]
  
• Rational nanoarchitectonics of polypyrrole/graphene/polyimide composite fibrous membranes with enhanced electrochemical performance as self-supporting flexible electrodes for supercapacitors

  Lei Wang, Jiaqi Wu, Chunhong Zhang, Xianqi Cao, Xiaodong Xu, Jianwei Bai, Jiahui Zhu, Ruiqi Li, Toshifumi Satoh

  Journal of Energy Storage 81 110425 - 110425 2352-152X 2024/03 [Refereed][Not invited]
  
• Enhanced performance of phototransistor memory by optimizing the block copolymer architectures comprising Polyfluorenes and hydrogen-bonded insulating coils

  Chen-Fu Lin, Ya-Shuan Wu, Hui-Ching Hsieh, Wei-Cheng Chen, Takuya Isono, Toshifumi Satoh, Yan-Cheng Lin, Chi-Ching Kuo, Wen-Chang Chen

  Polymer 2024/03
• Ultrasmall 3D network morphologies from biobased sugar–terpenoid hybrid block co-oligomers in the bulk and the thin film states

  Chaehun Lee, Brian J. Ree, Kai Chen, Ryoya Komaki, Satoshi Katsuhara, Takuya Yamamoto, Redouane Borsali, Kenji Tajima, Hsin-Lung Chen, Toshifumi Satoh, Takuya Isono

  Giant 17 100211 - 100211 2666-5425 2024/03 [Refereed][Not invited]
  
• Acetyl Cellooligosaccharide-Based Block Copolymers for Toughening Cellulose Triacetate/Poly(ε-caprolactone) Biodegradable Blends

  Satoshi Katsuhara, Yuki Tsuji, Naoki Sunagawa, Kiyohiko Igarashi, Kenji Takahashi, Takuya Yamamoto, Feng Li, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  ACS Sustainable Chemistry & Engineering 2168-0485 2024/02/14
• Chemically Recyclable Unnatural (1→6)-Polysaccharides from Cellulose-Derived Levoglucosenone and Dihydrolevoglucosenone

  Yuta Mizukami, Yuto Kakehi, Feng Li, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  ACS Macro Letters 2024/02/09
• Positive Synergy between the Helical Poly(phenylacetylene) Backbones and the Helical L-Proline Oligopeptide Pendants for Enhanced Enantioseparation Properties

  Yanli Zhou, Chunhong Zhang, Jiahe Huang, Lijia Liu, Jianwei Bai, Junqing Li, Toshifumi Satoh, Yoshio Okamoto

  Analytical Chemistry 2024/02/06
• Chromaticity sensor for discriminatory identification of aliphatic and aromatic primary amines based on conformational changes of polyacetylene

  Yuanyuan Gu, Lijia Liu, Yudan Wang, Chunhong Zhang, Toshifumi Satoh

  Talanta 268 125361 - 125361 0039-9140 2024/02 [Refereed][Not invited]
  
• Toughening of a polymer network by the addition of a small amount of large-sized multicyclic chains

  Hironori Marubayashi, Minami Ebe, Atsushi Imasaki, Kaiyu Fujiwara, Naruhiko Mashita, Katsumi Hagita, Takahiro Murashima, Sunao Mori, Takuya Isono, Toshifumi Satoh, Hiroshi Jinnai

  Polymer 2024/01
• Tunable structure of chimeric isomaltomegalosaccharides with double α-(1 → 4)-glucosyl chains enhances the solubility of water-insoluble bioactive compounds

  Weeranuch Lang, Takayoshi Tagami, Yuya Kumagai, Seiya Tanaka, Hye-Jin Kang, Masayuki Okuyama, Wataru Saburi, Haruhide Mori, Tohru Hira, Chaehun Lee, Takuya Isono, Toshifumi Satoh, Hiroshi Hara, Takayuki Kurokawa, Nobuo Sakairi, Yoshiaki Yuguchi, Atsuo Kimura

  Carbohydrate Polymers 319 121185 - 121185 0144-8617 2023/11 [Refereed][Not invited]
  
• One-Step Synthesis of Poly(amide ester)-Based Block Copolymers with Defined Phase Separation Behavior

  Tianle Gao, Feng Li, Ryota Suzuki, Huan Li, Takuya Yamamoto, Xiaochao Xia, Takuya Isono, Toshifumi Satoh

  Macromolecules 0024-9297 2023/10/12 [Refereed][Not invited]
  
• Hierarchical supramolecular self-assembly of Bi-Valine-Containing Poly(phenylacetylene) and tunable chirality

  Yuanyuan Gu, Lijia Liu, Yudan Wang, Chunhong Zhang, Toshifumi Satoh

  Journal of Molecular Liquids 386 122481 - 122481 0167-7322 2023/09 [Refereed][Not invited]
  
• Alkali Metal Carboxylates: Simple, Efficient, and Industrial Relevant Catalysts for Controlled Polymer Synthesis

  Feng Li, Ryota Suzuki, Tianle Gao, Xiaochao Xia, Takuya Isono, Toshifumi Satoh

  Bulletin of the Chemical Society of Japan 0009-2673 2023/08/17 [Refereed][Invited]
  
• Harnessing Topology and Stereochemistry of Glycidylamine‐Derived Lipid Nanoparticles for in Vivo mRNA Delivery to Immune Cells in Spleen and Their Application for Cancer Vaccination

  Mahmoud M. Abd Elwakil, Ryota Suzuki, Alaa M. Khalifa, Rania M. Elshami, Takuya Isono, Yaser H.A. Elewa, Yusuke Sato, Takashi Nakamura, Toshifumi Satoh, Hideyoshi Harashima

  Advanced Functional Materials 1616-301X 2023/07/26 [Refereed]
   

  Abstract mRNA lipid nanoparticles (LNPs) have reached an inflection point and are now paving the way for a new wave of precision therapies. The design of nonhepatocyte RNA delivery systems without targeting ligands, however, remains a challenge. It is reported that the development of ligand‐free glycidylamine (GA) derivatives containing LNPs (GA‐LNPs) that preferentially deliver mRNA to immune cells in the spleen. Notably, it is demonstrated that the stereochemistry of GA‐lipids has a significant impact on their self‐assembly and in vitro and in vivo RNA delivery efficiency and tropism. This impact is dependent on the monomeric structure of GA and number of stereogenic centers. Furthermore, the nonlinear topology of GA lipid derivatives induced a sevenfold improvement in mRNA delivery efficiency. The top‐performing estriol‐GA05‐30 LNPs elicited strong antitumor activity in a therapeutic and prophylactic cancer model and are well tolerated in mice. These results highlight the significance of the chemistry of ionizable lipids for extrahepatic RNA delivery and indicated a promising direction for the development of next‐generation mRNA immunotherapies.
• Sustained Flexible Photonic Transistor Memories Based on Fully Natural Floating Gate Electrets

  Chun-Kai Chen, Jin-Chieh Ho, Chih-Chien Hung, Wei-Cheng Chen, Toshifumi Satoh, Wen-Chang Chen

  ACS Applied Materials & Interfaces 1944-8244 2023/07/10 [Refereed][Not invited]
  
• Biosynthesis of High-Molecular-Weight Poly(D‑lactate)-Containing Block Copolyesters Using Evolved Sequence-Regulating Polyhydroxyalkanoate Synthase PhaCAR

  Hien Thi Phan, Shoko Furukawa, Koto Imai, Hiroya Tomita, Takuya Isono, Toshifumi Satoh, Ken'ichiro Matsumoto

  ACS Sustainable Chemistry & Engineering 11 (30) 11123 - 11129 2168-0485 2023/07 [Refereed][Not invited]
  
• Rotaxane Formation of Multicyclic Polydimethylsiloxane in a Silicone Network: A Step toward Constructing “Macro-Rotaxanes” from High-Molecular-Weight Axle and Wheel Components

  Minami Ebe, Asuka Soga, Kaiyu Fujiwara, Brian J. Ree, Hironori Marubayashi, Katsumi Hagita, Atsushi Imasaki, Miru Baba, Takuya Yamamoto, Kenji Tajima, Tetsuo Deguchi, Hiroshi Jinnai, Takuya Isono, Toshifumi Satoh

  Angewandte Chemie International Edition 135 (35) e202304493  0044-8249 2023/07 [Refereed][Not invited]
   

  Abstract Rotaxanes consisting of a high‐molecular‐weight axle and wheel components (macro‐rotaxanes) have high structural freedom, and are attractive for soft‐material applications. However, their synthesis remains underexplored. Here, we investigated macro‐rotaxane formation by the topological trapping of multicyclic polydimethylsiloxanes (mc‐PDMSs) in silicone networks. mc‐PDMS with different numbers of cyclic units and ring sizes was synthesized by cyclopolymerization of a α,ω‐norbornenyl‐functionalized PDMS. Silicone networks were prepared in the presence of 10–60 wt % mc‐PDMS, and the trapping efficiency of mc‐PDMS was determined. In contrast to monocyclic PDMS, mc‐PDMSs with more cyclic units and larger ring sizes can be quantitatively trapped in the network as macro‐rotaxanes. The damping performance of a 60 wt % mc‐PDMS‐blended silicone network was evaluated, revealing a higher tan δ value than the bare PDMS network. Thus, macro‐rotaxanes are promising as non‐leaching additives for network polymers.
• All-Atom Molecular Dynamics Simulations of the Temperature Response of Poly(glycidyl ether)s with Oligooxyethylene Side Chains Terminated with Alkyl Groups

  Erika Terada, Takuya Isono, Toshifumi Satoh, Takuya Yamamoto, Toyoji Kakuchi, Shinichiro Sato

  Nanomaterials 2023/05/12
• Effect of degree of substitution on the microphase separation and mechanical properties of cellooligosaccharide acetate-based elastomers

  Toshifumi Satoh

  Carbohydrate Polymers 2023/05 [Refereed][Not invited]
  
• Molecular Weight-Dependent Oxidation and Optoelectronic Properties of Defect-Free Macrocyclic Poly(3-hexylthiophene)

  Ryohei Sato, Atsuo Utagawa, Koji Fushimi, Feng Li, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Hiroshi Hirata, Yoshihiro Kikkawa, Takuya Yamamoto

  Polymers 15 (3) 666 - 666 2023/01/28 

  The redox behaviors of macrocyclic molecules with an entirely π-conjugated system are of interest due to their unique optical, electronic, and magnetic properties. In this study, defect-free cyclic P3HT with a degree of polymerization (DPn) from 14 to 43 was synthesized based on our previously established method, and its unique redox behaviors arising from the cyclic topology were investigated. Cyclic voltammetry (CV) showed that the HOMO level of cyclic P3HT decreases from –4.86 eV (14 mer) to –4.89 eV (43 mer), in contrast to the linear counterparts increasing from –4.94 eV (14 mer) to –4.91 eV (43 mer). During the CV measurement, linear P3HT suffered from electro-oxidation at the chain ends, while cyclic P3HT was stable. ESR and UV–Vis–NIR spectroscopy suggested that cyclic P3HT has stronger dicationic properties due to the interactions between the polarons. On the other hand, linear P3HT showed characteristics of polaron pairs with multiple isolated polarons. Moreover, the dicationic properties of cyclic P3HT were more pronounced for the smaller macrocycles.
• Sequential Polymerization from Complex Monomer Mixtures: Access to Multiblock Copolymers with Adjustable Sequence, Topology, and Gradient Strength

  Xiaochao Xia, Tianle Gao, Feng Li, Ryota Suzuki, Takuya Isono, Toshifumi Satoh

  Macromolecules 2023/01/10 [Refereed][Not invited]
  
• Self-Assembly Behavior of Sugar-Based Block Copolymers in the Complex Phase Window Modulated by Molecular Architecture and Configuration

  Kai Chen, Chun-Yu Chen, Hsin-Lung Chen, Ryoya Komaki, Nao Kawakami, Takuya Isono, Toshifumi Satoh, Du-Yuan Hung, Ying-Ling Liu

  Macromolecules 2023/01/10
• Cyclopolymerization: a versatile approach toward multicyclic polystyrene and polystyrene-containing multicyclic copolymers

  Yamato Ebii, Yoshinobu Mato, Feng Li, Kenji Tajima, Takuya Yamamoto, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 14 (26) 3099 - 3109 1759-9954 2023 [Refereed][Not invited]
   

  Macromolecules with cyclic topologies have attracted significant attention because of their unique structures.
• Asymmetric aldol reaction catalyzed by amino acid tetrapeptides ( l -Pro- l -Pro- l -Phe- l -Phe-OMe)

  Toshifumi Satoh

  Reaction Chemistry & Engineering 2023
• Hybridization of helical poly(phenylacetylene)s bearing l-proline tripeptide pendants into porous silica microspheres as a solvent-tolerable chiral stationary phase for liquid chromatography

  Toshifumi Satoh

  Analyst 2023
• An l-proline-modified chiral porous hyper-crosslinked l-phenylalanine dipeptide-increased reaction rate and selectivity in asymmetric catalysis

  Toshifumi Satoh

  Polymer Chemistry 2023
• Installation of the adamantyl group in polystyrene-block-poly(methyl methacrylate) via Friedel–Crafts alkylation to modulate the microphase-separated morphology and dimensions

  Takuya Isono, Ema Baba, Shunma Tanaka, Ken Miyagi, Takahiro Dazai, Feng Li, Takuya Yamamoto, Kenji Tajima, Toshifumi Satoh

  Polymer Chemistry 14 (22) 2675 - 2684 1759-9954 2023 [Refereed][Not invited]
   

  We present the polystyrene block post-polymerization modification of PS-b-PMMA through Friedel–Crafts alkylation with adamantanols to modulate its microphase-separated morphology and dimensions.
• Physically crosslinked PAA/Lys-BPEA hydrogel with rapid self-healing and long-term antibacterial activities

  Huan Li, Yingying Li, Yudan Wang, Lijia Liu, Hongxing Dong, Chunhong Zhang, Toshifumi Satoh

  Polymer 2023/01
• Skin-friendly PVA/PDA/Tyr-PEAm composite hydrogel with long-term antibacterial and self-recovery ability for wearable strain/pressure sensor

  Toshifumi Satoh

  European Polymer Journal 2023
• Amidoxime-modified Hypercrosslinked Porous Poly(styrene-co-acrylonitrile) Adsorbent with Tunable Porous Structure for Extracting Uranium Efficiently from Seawater

  Lien Zhu, Chunhong Zhang, Feifan Qin, Fuqiu Ma, Changlong Bi, Ruiqi Zhu, Lijia Liu, Jianwei Bai, Hongxing Dong, Toshifumi Satoh

  Journal of Molecular Liquids 120741 - 120741 0167-7322 2022/11 [Refereed]
  
• Size Control and Enhanced Stability of Silver Nanoparticles by Cyclic Poly(ethylene glycol)

  Yubo Wang, Jose Enrico Quijano Quinsaat, Feng Li, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Takuya Yamamoto

  Polymers 14 (21) 4535 - 4535 2022/10/26 [Refereed][Not invited]
   

  Silver nanoparticles (AgNPs) are used in a wide range of applications, and the size control and stability of the nanoparticles are crucial aspects in their applications. In the present study, cyclized poly(ethylene glycol) (c-PEG) with various molecular weights, along with linear PEG with hydroxy chain ends (HO–PEG–OH) and methoxy chain ends (MeO–PEG–OMe) were applied for the Tollens’ synthesis of AgNPs. The particle size was significantly affected by the topology and end groups of PEG. For example, the size determined by TEM was 40 ± 7 nm for HO–PEG5k–OH, 21 ± 4 nm for c-PEG5k, and 48 ± 9 nm for MeO–PEG5k–OMe when the molar ratio of PEG to AgNO3 (ω) was 44. The stability of AgNPs was also drastically improved by cyclization; the relative UV–Vis absorption intensity (A/A0 × 100%) at λmax to determine the proportion of persisting AgNPs in an aqueous NaCl solution (37.5 mM) was 58% for HO–PEG5k–OH, 80% for c-PEG5k, and 40% for MeO–PEG5k–OMe, despite the fact that AgNPs with c-PEG5k were much smaller than those with HO–PEG5k–OH and MeO–PEG5k–OMe.
• Polyether/Polythioether Synthesis via Ring-Opening Polymerization of Epoxides and Episulfides Catalyzed by Alkali Metal Carboxylates

  Tianle Gao, Xiaochao Xia, Kenji Tajima, Takuya Yamamoto, Takuya Isono, Toshifumi Satoh

  Macromolecules 55 (21) 9373 - 9383 0024-9297 2022/10/21 [Refereed]
  
• Multidimensional Control of Repeating Unit/Sequence/Topology for One-Step Synthesis of Block Polymers from Monomer Mixtures

  Xiaochao Xia, Tianle Gao, Feng Li, Ryota Suzuki, Takuya Isono, Toshifumi Satoh

  Journal of the American Chemical Society 144 (39) 17905 - 17915 0002-7863 2022/10/05 [Refereed][Not invited]
  
• Fabrication of electrospun polyetherimide/polyaniline self-supporting microfiber membranes as electrodes for flexible supercapacitors via in-situ polymerization

  Toshifumi Satoh

  Colloids and Surfaces A: Physicochemical and Engineering Aspects 651 129796 - 129796 0927-7757 2022/10 [Refereed][Not invited]
  
• Tailored Solid-State Carbohydrate Nanostructures Based on Star-Shaped Discrete Block Co-Oligomers

  Takuya Isono, Ryoya Komaki, Nao Kawakami, Kai Chen, Hsin-Lung Chen, Chaehun Lee, Kazushige Suzuki, Brian J. Ree, Hiroaki Mamiya, Takuya Yamamoto, Redouane Borsali, Kenji Tajima, Toshifumi Satoh

  Biomacromolecules 23 (9) 3978 - 3989 1525-7797 2022/09/12 [Refereed][Not invited]
  
• Synthesis of hyperbranched polyesters via the ring-opening alternating copolymerisation of epoxides with a cyclic anhydride having a carboxyl group

  Ryota Suzuki, Xiaochao Xia, Tianle Gao, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 13 (38) 5469 - 5477 1759-9954 2022/08 [Refereed][Not invited]
   

  Hyperbranched polyesters (HBPEs) are well-known interesting materials used in many fields.
• Improving the mechanical properties of polycaprolactone using functionalized nanofibrillated bacterial cellulose with high dispersibility and long fiber length as a reinforcement material

  Hamidah binti Hashim, Nur Aisyah Adlin binti Emran, Takuya Isono, Satoshi Katsuhara, Hiroko Ninoyu, Tokuo Matsushima, Takuya Yamamoto, Redouane Borsali, Toshifumi Satoh, Kenji Tajima

  Composites Part A: Applied Science and Manufacturing 158 106978 - 106978 1359-835X 2022/07 [Refereed][Not invited]
  
• Fabrication of Ultrafine, Highly Ordered Nanostructures Using Carbohydrate-Inorganic Hybrid Block Copolymers

  Taiki Nishimura, Satoshi Katsuhara, Chaehun Lee, Brian J. Ree, Redouane Borsali, Takuya Yamamoto, Kenji Tajima, Toshifumi Satoh, Takuya Isono

  Nanomaterials 12 (10) 1653 - 1653 2022/05/12 [Refereed][Not invited]
   

  Block copolymers (BCPs) have garnered considerable interest due to their ability to form microphase-separated structures suitable for nanofabrication. For these applications, it is critical to achieve both sufficient etch selectivity and a small domain size. To meet both requirements concurrently, we propose the use of oligosaccharide and oligodimethylsiloxane as hydrophilic and etch-resistant hydrophobic inorganic blocks, respectively, to build up a novel BCP system, i.e., carbohydrate-inorganic hybrid BCP. The carbohydrate-inorganic hybrid BCPs were synthesized via a click reaction between oligodimethylsiloxane with an azido group at each chain end and propargyl-functionalized maltooligosaccharide (consisting of one, two, and three glucose units). In the bulk state, small-angle X-ray scattering revealed that these BCPs microphase separated into gyroid, asymmetric lamellar, and symmetric lamellar structures with domain-spacing ranging from 5.0 to 5.9 nm depending on the volume fraction. Additionally, we investigated microphase-separated structures in the thin film state and discovered that the BCP with the most asymmetric composition formed an ultrafine and highly oriented gyroid structure as well as in the bulk state. After reactive ion etching, the gyroid thin film was transformed into a nanoporous-structured gyroid SiO2 material, demonstrating the material’s promising potential as nanotemplates.
• Topology-Dependent Interaction of Cyclic Poly(ethylene glycol) Complexed with Gold Nanoparticles against Bovine Serum Albumin for a Colorimetric Change

  Onyinyechukwu Justina Oziri, Masatoshi Maeki, Manabu Tokeshi, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Takuya Yamamoto

  Langmuir 38 (17) 5286 - 5295 0743-7463 2022/05/03 [Refereed][Not invited]
  
• Topology and Sequence-Dependent Micellization and Phase Separation of Pluronic L35, L64, 10R5, and 17R4: Effects of Cyclization and the Chain Ends

  Tomohisa Watanabe, Yubo Wang, Tomoko Ono, Satoru Chimura, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Daichi Ida, Takuya Yamamoto

  Polymers 14 (9) 1823 - 1823 2022/04/29 [Refereed][Not invited]
   

  The topology effects of cyclization on thermal phase transition behaviors were investigated for a series of amphiphilic Pluronic copolymers of both hydrophilic–hydrophobic–hydrophilic and hydrophobic–hydrophilic–hydrophobic block sequences. The dye solubilization measurements revealed the lowered critical micelle temperatures (TCMT) along with the decreased micellization enthalpy (ΔHmic) and entropy (ΔSmic) for the cyclized species. Furthermore, the transmittance and dynamic light scattering (DLS) measurements indicated a block sequence-dependent effect on the clouding phenomena, where a profound decrease in cloud point (Tc) was only found for the copolymers with a hydrophilic–hydrophobic–hydrophilic block sequence. Thus, the effect of cyclization on these critical temperatures was manifested differently depending on its block sequence. Finally, a comparison of the linear hydroxy-terminated, methoxy-terminated, and cyclized species indicated the effect of cyclization to be unique from a simple elimination of the terminal hydrophilic moieties.
• Sustainable Alternatives to Nondegradable Medical Plastics

  Dai-Hua Jiang, Toshifumi Satoh, Shih Huang Tung, Chi-Ching Kuo

  ACS Sustainable Chemistry & Engineering 10 (15) 4792 - 4806 2168-0485 2022/04/18 [Refereed][Not invited]
  
• Trapping probabilities of multiple rings in end-linked gels

  Katsumi Hagita, Takahiro Murashima, Minami Ebe, Takuya Isono, Toshifumi Satoh

  Polymer 245 124683 - 124683 0032-3861 2022/04 [Refereed][Not invited]
  
• Membrane-active amino acid-coupled polyetheramine derivatives with high selectivity and broad-spectrum antibacterial activity

  Li, H., Li, Y., Wang, Y., Liu, L., Dong, H., Satoh, T.

  Acta Biomaterialia 142 136 - 148 1878-7568 2022/04 [Refereed][Not invited]
  
• Self-assembly of carbohydrate-based block copolymer systems: glyconanoparticles and highly nanostructured thin films

  Hong Li, Muhammad Mumtaz, Takuya Isono, Toshifumi Satoh, Wen-Chang Chen, Redouane Borsali

  Polymer Journal 54 (4) 455 - 464 0032-3896 2022/04 [Refereed][Invited]
  
• Unimodal and Well-Defined Nanomicelles Assembled by Topology-Controlled Bicyclic Block Copolymers

  Brian J. Ree, Yusuke Satoh, Kyeong Sik Jin, Takuya Isono, Toshifumi Satoh

  Macromolecules 55 (3) 862 - 872 0024-9297 2022/02/08 [Refereed][Not invited]
  
• One-step synthesis of sequence-controlled multiblock polymers with up to 11 segments from monomer mixture

  Xiaochao Xia, Ryota Suzuki, Tianle Gao, Takuya Isono, Toshifumi Satoh

  Nature Communications 13 (1) 163  2022/01/10 [Refereed][Not invited]
   

  Switchable polymerization holds considerable potential for the synthesis of highly sequence-controlled multiblock. To date, this method has been limited to three-component systems, which enables the straightforward synthesis of multiblock polymers with less than five blocks. Herein, we report a self-switchable polymerization enabled by simple alkali metal carboxylate catalysts that directly polymerize six-component mixtures into multiblock polymers consisting of up to 11 blocks. Without an external trigger, the catalyst polymerization spontaneously connects five catalytic cycles in an orderly manner, involving four anhydride/epoxide ring-opening copolymerizations and one L-lactide ring-opening polymerization, creating a one-step synthetic pathway. Following this autotandem catalysis, reasonable combinations of different catalytic cycles allow the direct preparation of diverse, sequence-controlled, multiblock copolymers even containing various hyperbranched architectures. This method shows considerable promise in the synthesis of sequentially and architecturally complex polymers, with high monomer sequence control that provides the potential for designing materials.
• 環境低負荷なセルフスイッチ重合法-ポリエステル系ブロックポリマーをワンステップで合成

  鈴木涼太, 磯野拓也, 佐藤敏文

  化学 77 (1) 0451-1964 2022
• Morphological Significances of Cyclic Polymers in Solution and Solid State

  Toshifumi Satoh

  Topological Polymer Chemistry 409 - 419 2022/01/01 [Refereed][Invited]
  
• Oxime-modified hierarchical self-assembly polyimide microspheres for high-efficient uranium recovery from wastewater†

  Zhu, L., Zhang, C., Ma, F., Bi, C., Zhu, R., Qin, F., Liu, L., Bai, J., Dong, H., Satoh, T.

  Environmental Science: Nano 9 (3) 1168 - 1179 2051-8161 2022 [Refereed][Not invited]
   

  A new oxime-modified hierarchical self-assembled polyimide adsorbent with high adsorption capacity, excellent selectivity and recyclability, and the applicability of fixed-bed column adsorption was developed to recycle uranium from wastewater.
• Synthesis and bioactivities of new N-terminal dipeptide mimetics with aromatic amide moiety: Broad-spectrum antibacterial activity and high antineoplastic activity

  Huan Li, Shuang Fu, Lijia Liu, Xuan Yuan, Yudan Wang, Chunhong Zhang, Hongxing Dong, Toshifumi Satoh

  European Journal of Medicinal Chemistry 113977 - 113977 0223-5234 2022/01 [Refereed][Not invited]
  
• Artificial polyhydroxyalkanoate poly[2-hydroxybutyrate-block-3-hydroxybutyrate] elastomer-like material

  Yuki Kageyama, Hiroya Tomita, Takuya Isono, Toshifumi Satoh, Ken’ichiro Matsumoto

  Scientific Reports 11 (1) 22446 - 22446 2021/12 [Refereed]
   

  The first polyhydroxyalkanoate (PHA) block copolymer poly(2-hydroxybutyrate-b-3-hydroxybutyrate) [P(2HB-b-3HB)] was previously synthesized using engineered Escherichia coli expressing a chimeric PHA synthase PhaC_AR with monomer sequence-regulating capacity. In the present study, the physical properties of the block copolymer and its relevant random copolymer P(2HB-ran-3HB) were evaluated. Stress–strain tests on the P(88 mol% 2HB-b-3HB) film showed an increasing stress value during elongation up to 393%. In addition, the block copolymer film exhibited slow contraction behavior after elongation, indicating that P(2HB-b-3HB) is an elastomer-like material. In contrast, the P(92 mol% 2HB-ran-3HB) film, which was stretched up to 692% with nearly constant stress, was stretchable but not elastic. The differential scanning calorimetry and wide-angle X-ray diffraction analyses indicated that the P(2HB-b-3HB) contained the amorphous P(2HB) phase and the crystalline P(3HB) phase, whereas P(2HB-ran-3HB) was wholly amorphous. Therefore, the elasticity of P(2HB-b-3HB) can be attributed to the presence of the crystalline P(3HB) phase and a noncovalent crosslinked structure by the crystals. These results show the potential of block PHAs as elastic materials.
• Suzuki–Miyaura Catalyst-Transfer Polycondensation of Triolborate-Type Carbazole Monomers

  Saburo Kobayashi, Mayoh Ashiya, Takuya Yamamoto, Kenji Tajima, Yasunori Yamamoto, Takuya Isono, Toshifumi Satoh

  Polymers 13 (23) 4168 - 4168 2021/11/28 [Refereed]
   

  Herein, we report the Suzuki–Miyaura catalyst-transfer polycondensation (SCTP) of triolborate-type carbazole monomers, i.e., potassium 3-(6-bromo-9-(2-octyldodecyl)-9H-carbazole-2-yl)triolborate (M1) and potassium 2-(7-bromo-9-(2-octyldodecyl)-9H-carbazole-2-yl) triolborate (M2), as an efficient and versatile approach for precisely synthesizing poly[9-(2-octyldodecyl)-3,6-carbazole] (3,6-PCz) and poly[9-(2-octyldodecyl)-2,7-carbazole] (2,7-PCz), respectively. The SCTP of triolborate-type carbazole monomers was performed in a mixture of THF/H2O using an initiating system consisted of 4-iodobenzyl alcohol, Pd2(dba)3•CHCl3, and t-Bu3P. In the SCTP of M1, cyclic by-product formation was confirmed, as reported for the corresponding pinacolboronate-type monomer. By optimizing the reaction temperature and reaction time, we successfully synthesized linear end-functionalized 3,6-PCz for the first time. The SCTP of M2 proceeded with almost no side reaction, yielding 2,7-PCz with a functional initiator residue at the α-chain end. Kinetic and block copolymerization experiments demonstrated that the SCTP of M2 proceeded in a chain-growth and controlled/living polymerization manner. This is a novel study on the synthesis of 2,7-PCz via SCTP. By taking advantage of the well-controlled nature of this polymerization system, we demonstrated the synthesis of high-molecular-weight 2,7-PCzs (Mn = 5–38 kg mol−1) with a relatively narrow ÐM (1.35–1.48). Furthermore, we successfully synthesized fluorene/carbazole copolymers as well as 2,7-PCz-containing diblock copolymers, demonstrating the versatility of the present polymerization system as a novel synthetic strategy for well-defined polycarbazole-based materials.
• Densely Arrayed Cage-Shaped Polymer Topologies Synthesized via Cyclopolymerization of Star-Shaped Macromonomers

  Yoshinobu Mato, Maho Sudo, Hironori Marubayashi, Brian J. Ree, Kenji Tajima, Takuya Yamamoto, Hiroshi Jinnai, Takuya Isono, Toshifumi Satoh

  Macromolecules 54 (19) 9079 - 9090 0024-9297 2021/10/12 [Refereed][Not invited]
  
• One‐Shot Intrablock Cross‐Linking of Linear Diblock Copolymer to Realize Janus‐Shaped Single‐Chain Nanoparticles

  Kodai Watanabe, Noya Kaizawa, Brian J. Ree, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Angewandte Chemie 133 (33) 18270 - 18276 2021/08/09
• Facile one-pot synthesis of rod-coil bio-block copolymers and uncovering their role in forming the efficient stretchable touch-responsive light emitting diodes

  Dai-Hua Jiang, Brian J. Ree, Takuya Isono, Xiao-Chao Xia, Li-Che Hsu, Saburo Kobayashi, Kuan Hoon Ngoi, Wei-Cheng Chen, Chih-Chun Jao, Loganathan Veeramuthu, Toshifumi Satoh, Shih Huang Tung, Chi-Ching Kuo

  Chemical Engineering Journal 418 129421 - 129421 1385-8947 2021/08 [Refereed]
   

  Bio-derived optoelectronic material is captivating and sustainable research as it reduces the environmental toxicity and comforting the wearable aspects. Our research involves the synthesis of series of bio-derived polyfluorene-block-poly(δ-decanolactone) (PF-b-PDL) conjugated block copolymers through smart one-pot procedure that involves simple purification for fabricating touch-responsive light-emitting diode (LED) devices. Compared with PF homopolymer, the block copolymers exhibit higher photoluminescence quantum yields and higher exciton binding energies. PF -b-PDL specifically exhibits external quantum efficiency (EQE %) (~6 times higher than PF homopolymer). Moreover, because of coily PDL block inducing a highly stable bound state in block copolymer generating the increment in PL lifetime and exciton binding energies than the homopolymer. Furthermore, the diblock copolymers device exhibits fully solution processability, higher carrier recombination efficiency, flex-stretch stability, good structural integrity and mechanical endurance highlighting the brighter potential of our bio-derived block copolymers for fabricating highly durable wearable stretchable nano and microelectronic devices. 18 13
• Enhanced Self-Assembly and Mechanical Properties of Cellulose-Based Triblock Copolymers: Comparisons with Amylose-Based Triblock Copolymers

  Satoshi Katsuhara, Yasuko Takagi, Naoki Sunagawa, Kiyohiko Igarashi, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  ACS Sustainable Chemistry & Engineering 2168-0485 2021/07/08 [Refereed]
  
• Highly Ordered Nanoscale Film Morphologies of Block Copolymers Governed by Nonlinear Topologies

  Toshifumi Satoh

  ACS Macro Letters 811 - 818 2161-1653 2021/06/14 [Refereed]
  
• Engineered ϵ-decalactone lipomers bypass the liver to selectively: In vivo deliver mRNA to the lungs without targeting ligands

  Abd Elwakil, M.M., Gao, T., Isono, T., Sato, Y., Elewa, Y.H.A., Satoh, T., Harashima, H.

  Materials Horizons 8 (8) 2051-6355 2021/06 [Refereed]
   

  Engineered lipomers coming from sustainable sources can efficiently bypass the liver to deliver a genetic message to the lungs after systemic administration without targeting ligands.

• Cyclization of PEG and Pluronic Surfactants and the Effects of the Topology on Their Interfacial Activity

  Tomohisa Watanabe, Satoru Chimura, Yubo Wang, Tomoko Ono, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Daichi Ida, Takuya Yamamoto

  Langmuir 37 (23) 6974 - 6984 0743-7463 2021/05/28 [Refereed]
  
• One‐Shot Intrablock Crosslinking of Linear Diblock Copolymer to Realize Janus‐shaped Single‐Chain Nanoparticle

  Kodai Watanabe, Noya Kaizawa, Brian J. Ree, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Angewandte Chemie International Edition 60 (33) 18122 - 18128 1433-7851 2021/05/26 [Refereed]
  
• Smart Access to Sequentially and Architecturally Controlled Block Polymers via a Simple Catalytic Polymerization System

  Xia, X., Suzuki, R., Takojima, K., Jiang, D.-H., Isono, T., Satoh, T.

  ACS Catalysis 11 (10) 5999 - 6009 2155-5435 2021/05/02 [Refereed]
  
• Correlations of nanoscale film morphologies and topological confinement of three-Armed cage block copolymers

  Ree, B.J., Satoh, Y., Isono, T., Satoh, T.

  Polymer Chemistry 12 (23) 1759-9962 2021/05 [Refereed]
   

  Three-armed cage block copolymers composed of immiscible blocks in near equivalent volume fractions formed topologically controlled sub-10 nm cylindrical and lamellar nanostructures in nanoscale films.

• Influence of Topological Confinement on Nanoscale Film Morphologies of Tricyclic Block Copolymers

  Brian J. Ree, Yusuke Satoh, Takuya Isono, Toshifumi Satoh

  Macromolecules 0024-9297 2021/04/19 [Refereed]
   

  This study is the first quantitative synchrotron grazing incidence X-ray scattering investigation of nanoscale film morphologies of tricyclic block copolymers based on poly(n-decyl glycidyl ether) (PDGE) and poly(2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether) (PTEGGE) blocks in equivalent volume fractions. Both PDGE and PTEGGE blocks of the tricyclic block copolymers are amorphous, but copolymers exhibit phase-separated lamellar nanostructures due to block immiscibility. The lamellar structures vary in their structural parameters such as lamellar orientation and structural integrity stability depending on the degree of topological confinement effect taking effect. Interestingly, sub-10 nm domain spacings are established by all nanostructures, which are remarkably shorter than that of the linear analogue. These exceptionally short domain spacings are evident that the tricyclic block copolymer approach is highly efficient for developing high-performance nanolithographic materials for future advanced semiconductor applications.
• Carbohydrate-attached fullerene derivative for selective localization in ordered carbohydrate-block-poly(3-hexylthiophene) nanodomains

  Yoko Sakai-Otsuka, Yu Ogawa, Toshifumi Satoh, Wen Chang Chen, Redouane Borsali

  Carbohydrate Polymers 255 117528 - 117528 0144-8617 2021/03/01 [Refereed]
   

  © 2020 Elsevier Ltd A carbohydrate-based fullerene derivative (AcMal7-C61) is designed, synthesized and applied to a lamellar-forming high-χ block copolymer system, poly(3-hexylthiophene)-block-peracetylated maltoheptaose (P3HT-b-AcMal7), to actualize an ordered donor/acceptor (D/A) network. A well-defined D/A lamellar structure of the P3HT-b-AcMal7:AcMal7-C61 blend with sub-10 nm domain features is achieved upon thermal annealing. The AcMal7-C61 molecules are localized in the phase-separated AcMal7 nanodomains without causing the formation of fullerene crystals while maintaining the lamellar morphology up to 1:0.5 (D:A) blending ratio. The cross-sectional TEM observation and GISAXS measurement reveals that the P3HT-b-AcMal7 tends to spontaneously organize into lamellar structures oriented perpendicular to the film surface at the air/film interface while the domain orientation at the bottom interface depends on the nature of the substrate.
• Improving the performance of photonic transistor memory devices using conjugated block copolymers as a floating gate

  Yu Che Chen, Yan Cheng Lin, Hui Ching Hsieh, Li Che Hsu, Wei Chen Yang, Takuya Isono, Toshifumi Satoh, Wen Chang Chen

  Journal of Materials Chemistry C 9 (4) 1259 - 1268 2050-7534 2021/01/28 [Refereed]
   

  © The Royal Society of Chemistry 2020. We report the synthesis, morphology and photo-memory device applications of a block copolymer (BCP) consisting of poly(9,9-dioctylfluorene) (PFO) and polystyrene (PS). Three BCPs were designed with various PS contents to manipulate the structure-performance relationship of the polymer electrets in a photonic field-effect transistor-type (FET) memory device. The memory device using the BCP electret exhibited a dynamic switching behaviour with photo-writing and electrical-erasing processes. We found that the BCPs with a high PS content provided improved device performance, which could be explained by two aspects: (1) the enhanced β-conformation of the PFO strengthened the electron-trapping capability, (2) the well-dispersed and microphase-separated morphology stabilized the trapped electrons on the interface of PFO and PS domains. Consequently, PFO5k-b-PS22koutperformed in terms of the photo-responding current along with having a high current on/off ratio of 104and exhibited a retention time of more than 10 000 s. Our experimental results revealed the effectiveness of using the design based on a BCP for application in photonic FET memory devices.
• Stretchable OFET Memories: Tuning the Morphology and the Charge-Trapping Ability of Conjugated Block Copolymers through Soft Segment Branching

  Li Che Hsu, Takuya Isono, Yan Cheng Lin, Saburo Kobayashi, Yun Chi Chiang, Dai Hua Jiang, Chih Chien Hung, Ender Ercan, Wei Chen Yang, Hui Ching Hsieh, Kenji Tajima, Toshifumi Satoh, Wen Chang Chen

  ACS Applied Materials and Interfaces 13 (2) 2932 - 2943 1944-8244 2021/01/20 [Refereed]
   

  © 2021 American Chemical Society. The mechanical properties and structural design flexibility of charge-trapping polymer electrets have led to their widespread use in organic field-effect transistor (OFET) memories. For example, in the electrets of polyfluorene-based conjugated/insulating block copolymers (BCPs), the confined fiberlike polyfluorene nanostructures in the insulating polymer matrix act as effective hole-trapping sites, leading to controllable memory performance through the design of BCPs. However, few studies have reported intrinsically stretchable charge-trapping materials and their memory device applications, and a practical method to correlate the thin-film morphology of BCP electrets with their charge-trapping ability has not yet been developed. In this study, a series of new conjugated/insulating BCPs, poly(9,9-di-n-hexyl-2,7-fluorene)-block-poly(δ-decanolactone)s (PF-b-PDLx, x = 1-3), as stretchable hole-trapping materials are reported. The linear and branched PDL blocks with comparable molecular weights were used to investigate the effect of polymer architecture on morphology and device performance. Moreover, the coverage area of the polyfluorene nanofibers on the BCP films was extracted from atomic force microscopy images, which can be correlated with the trapping density of the polymer electrets. The branched PDL segments not only improve stretchability but also tailor crystallinity and phase separation of the BCPs, thus increasing their charge-trapping ability. The OFET memory device with PF-b-PDL3 as the electret layer exhibited the largest memory window (102 V) and could retain its performance at up to 100% strain. This research highlights the importance of the BCP design for developing stretchable charge-trapping materials.
• Topologically controlled phase transitions and nanoscale film self-assemblies of cage poly(ε-caprolactone) and its counterparts

  Brian J. Ree, Yoshinobu Mato, Li Xiang, Jehan Kim, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 12 (5) 744 - 758 1759-9954 2021/01/11 

  Here we report the first quantitative investigation of nanoscale film morphologies of a cage-shaped poly(ε-caprolactone) and its counterparts in star, cyclic, and linear topologies through synchrotron grazing incidence X-ray scattering analysis.

• リング-環状高分子-精密重合法を用いた環状高分子の効率的合成

  間藤芳允, 磯野拓也, 佐藤敏文

  高分子 70 (12) 0454-1138 2021
• Development of bio-based elastomer with cellooligosaccaharide derivative as the hard segment

  勝原哲, 高木靖子, 砂川直輝, 五十嵐圭日子, 山本拓矢, 田島健次, 磯野拓也, 佐藤敏文

  Cellulose Communications 28 (4) 1342-730X 2021
• PEGylation of Silver Nanoparticles by Physisorption of Cyclic Poly(Ethylene Glycol) for Enhanced Dispersion Stability, Antimicrobial Activity, and Cytotoxicity

  Onyinyechukwu Oziri, Yubo Wang, Tomohisa Watanabe, Shuya Uno, Masatoshi Maeki, Manabu Tokeshi, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Yutaka Miura, Takuya Yamamoto

  Nanoscale Advances 4 (2) 532 - 545 2516-0230 2021 [Refereed]
   

  Silver nanoparticles (AgNPs) are practically valuable in biological applications. However, no steady PEGylation has been established, which is essential for internal use in humans or animals. In this study, cyclic...
• Enhanced dispersion stability of gold nanoparticles by the physisorption of cyclic poly(ethylene glycol)

  Yubo Wang, Jose Enrico Q. Quinsaat, Tomoko Ono, Masatoshi Maeki, Manabu Tokeshi, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Shin-ichiro Sato, Yutaka Miura, Takuya Yamamoto

  Nature Communications 11 (1) 6089 - 6089 2020/12 [Refereed]
   

  Nano-sized metal particles are attracting much interest in industrial and biomedical applications due to the recent progress and development of nanotechnology, and the surface-modifications by appropriate polymers are key techniques to stably express their characteristics. Herein, we applied cyclic poly(ethylene glycol) (c-PEG), having no chemical inhomogeneity, to provide a polymer topology-dependent stabilization for the surface-modification of gold nanoparticles (AuNPs) through physisorption. By simply mixing c-PEG, but not linear counterparts, enables AuNPs to maintain dispersibility through freezing, lyophilization, or heating. Surprisingly, c-PEG endowed AuNPs with even better dispersion stability than thiolated PEG (HS–PEG–OMe). The stronger affinity of c-PEG was confirmed by DLS, ζ-potential, and FT-IR. Furthermore, the c-PEG system exhibited prolonged blood circulation and enhanced tumor accumulation in mice. Our data suggests that c-PEG induces physisorption on AuNPs, supplying sufficient stability toward bio-medical applications, and would be an alternative approach to the gold–sulfur chemisorption.
• Rapid access to discrete and monodisperse block co-oligomers from sugar and terpenoid toward ultrasmall periodic nanostructures

  Takuya Isono, Ryoya Komaki, Chaehun Lee, Nao Kawakami, Brian J. Ree, Kodai Watanabe, Kohei Yoshida, Hiroaki Mamiya, Takuya Yamamoto, Redouane Borsali, Kenji Tajima, Toshifumi Satoh

  Communications Chemistry 3 (1) 2020/12 [Refereed][Not invited]
   

  Discrete block co-oligomers (BCOs) are gaining considerable attention due to their potential to form highly ordered ultrasmall nanostructures suitable for lithographic templates. However, laborious synthetic routes present a major hurdle to the practical application. Herein, we report a readily available discrete BCO system that is capable of forming various self-assembled nanostructures with ultrasmall periodicity. Click coupling of propargyl-functionalized sugars (containing 1–7 glucose units) and azido-functionalized terpenoids (containing 3, 4, and 9 isoprene units) afforded the discrete and monodisperse BCOs with a desired total degree of polymerization and block ratio. These BCOs microphase separated into lamellar, gyroid, and cylindrical morphologies with the domain spacing (d) of 4.2–7.5 nm. Considering easy synthesis and rich phase behavior, presented BCO systems could be highly promising for application to diverse ~4-nm nanofabrications.
• Programmed folding into spiro-multicyclic polymer topologies from linear and star-shaped chains

  Yoshinobu Mato, Kohei Honda, Brian J. Ree, Kenji Tajima, Takuya Yamamoto, Tetsuo Deguchi, Takuya Isono, Toshifumi Satoh

  Communications Chemistry 3 (1) 2020/12/01 [Refereed][Not invited]
   

  © 2020, The Author(s). The development of precise folding techniques for synthetic polymer chains that replicate the unique structures and functions of biopolymers has long been a key challenge. In particular, spiro-type (i.e., 8-, trefoil-, and quatrefoil-shaped) polymer topologies remain challenging due to their inherent structural complexity. Herein, we establish a folding strategy to produce spiro-type multicyclic polymers via intramolecular ring-opening metathesis oligomerization of the norbornenyl groups attached at predetermined positions along a synthetic polymer precursor. This strategy provides easy access to the desired spiro-type topological polymers with a controllable number of ring units and molecular weight while retaining narrow dispersity (Ɖ < 1.1). This effective strategy marks an advancement in the development of functionalized materials composed of specific three-dimensional nanostructures.
• Design of Self-Cross-Linkable Poly(n-butyl acrylate)-co-poly[N-(hydroxymethyl)acrylamide] Amphiphilic Copolymers toward Elastic and Self-Healing Properties

  Livy Lays, ra, Ching-Heng Chuang, Saburo Kobayashi, Ai-Nhan Au-Duong, Yu-Hsuan Cheng, Yen-Ting Li, Maina Moses Mburu, Takuya Isono, Toshifumi Satoh, Yu-Cheng Chiu

  ACS Applied Polymer Materials 2637-6105 2020/11/06 [Refereed]
  
• Competing molecular packing of blocks in a lamella-forming carbohydrate-block-poly(3-hexylthiophene) copolymer

  Sakai-Otsuka, Y., Nishiyama, Y., Putaux, J.-L., Brinkmann, M., Satoh, T., Chen, W.-C., Borsali, R.

  Macromolecules 53 (20) 1520-5835 2020/10/13 [Refereed][Not invited]
  
• A theoretical study on the alkali metal carboxylate‐promoted L‐Lactide polymerization

  Cihan Ozen, Toshifumi Satoh, Satoshi Maeda

  Journal of Computational Chemistry 41 (25) 2197 - 2202 0192-8651 2020/09/30 [Refereed][Not invited]
  
• Metal-free anionic polymerization of n-hexyl isocyanate catalyzed by phosphazene bases

  Toshifumi Satoh

  Polymer Chemistry 1759-9954 2020/09 [Refereed][Not invited]
   

  Metal-free anionic polymerization of n-hexyl isocyanate (HIC) catalyzed by phosphazene bases in THF at −98 °C under 10⁻⁶ Torr was attempted to obtain poly(n-hexyl isocyanate) (PHIC) peptide mimics with a high purity.

• Isolation of poly[d-lactate (LA)-co-3-hydroxybutyrate)]-degrading bacteria from soil and characterization of d-LA homo-oligomer degradation by the isolated strains

  Chiaki Hori, Tomohiro Sugiyama, Kodai Watanabe, Jian Sun, Yuu Kamada, Toshihiko Ooi, Takuya Isono, Toshifumi Satoh, Shin-ichiro Sato, Seiichi Taguchi, Ken'ichiro Matsumoto

  Polymer Degradation and Stability 179 109231 - 109231 0141-3910 2020/09 [Refereed][Not invited]
   

  P[D-lactate (LA)-co-3-hydroxybutyrate (3HB)] is an artificial polyhydroxyalkanoate (PHA) containing unusual D-LA units. In this study, the P(D-LA-co-3HB)-degrading bacterial group in the soil was analyzed and the bacterial degradation of the D-LA clustering structure in the copolymer were evaluated by using chemically synthetic D-LA homo-oligomers. A total of 216 soil samples were screened on the basis of clear zone formation on agar plates containing emulsified P(64 mol% D-LA-co-3HB). The 16S rRNA analysis of the isolated bacteria resulted in the identification of eight Variovorax, three Acidovorax, and one Burkholderia strains, which are closely related to previously identified natural PHA-degrading bacteria. These bacteria nearly consumed the P(D-LA-co-3HB) emulsion in the liquid culture; however, a small amount of the D-LA fraction remained unconsumed, which should be attributable to the D-LA-clustering structure in the copolymer. Cultivation of the isolated bacteria with the D-LA homo-oligomers revealed that the oligomers with a degree of polymerization (DP) ranging from 10 to 30 were partly consumed by six Variovorax and one Acidovorax strains. In contrast, the oligomers with DP ranging from 20 to 60 were not consumed by the isolated bacteria. These results indicate that D-LA homo-oligomers with DP higher than approximately 20 are hardly degraded by the soil bacteria. Molecular dynamic simulation of the D-LA homo-oligomers indicated that the upper limit of DP is likely to be determined by the conformational structure of the oligomers in water. The information obtained in this study will be useful for the molecular design of biodegradable D-LA-containing polymers. (C) 2020 Elsevier Ltd. All rights reserved.
• Highly asymmetric lamellar nanostructures from nanoparticle-linear hybrid block copolymers.

  Kodai Watanabe, Satoshi Katsuhara, Hiroaki Mamiya, Yukihiko Kawamura, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Nanoscale 12 (31) 16526 - 16534 2040-3364 2020/08/13 [Refereed][Not invited]
   

  The highly asymmetric lamellar (A-LAM) nanostructure is one of the most important template geometries for block copolymer (BCP) lithography. However, A-LAM is unattainable from conventional BCPs, and there is no general molecular design strategy for A-LAM-forming BCP. Herein, a nanoparticle-linear hybrid BCP system is reported, which is designed based on the intramolecular crosslinking technique, as a remarkably effective platform to obtain the A-LAM morphology. The hybrid BCPs consisting of polystyrene single-chain nanoparticles and linear polylactide segments show a remarkable capability to form the A-LAM morphology in bulk, where a maximum width ratio of 4.1 between the two domains is obtained. This unusual phase behavior is attributed to the bulky and rigid characteristics of the nanoparticle block. Furthermore, the thin films of these hybrid BCPs show perpendicularly oriented A-LAM morphology on a chemically modified Si substrate, allowing promising application in the fabrication of asymmetric line-and-space nanopatterns.
• Bicyclic Topology Transforms Self-Assembled Nanostructures in Block Copolymer Thin Films

  Brian J. Ree, Yusuke Satoh, Takuya Isono, Toshifumi Satoh

  Nano Letters 20 (9) 6520 - 6525 1530-6984 2020/07/28 [Refereed][Not invited]
   

  Ongoing efforts in materials science have resulted in linear block copolymer systems that generate nanostructures via the phase separation of immiscible blocks; however, such systems are limited with regard to their domain miniaturization and lack of orientation control. We overcome these limitations through the bicyclic topological alteration of a block copolymer system. Grazing incidence X-ray scattering analysis of nanoscale polymer films revealed that bicyclic topologies achieve 51.3-72.8% reductions in domain spacing when compared against their linear analogue, which is more effective than the theoretical predictions for conventional cyclic topologies. Moreover, bicyclic topologies achieve unidirectional orientation and a morphological transformation between lamellar and cylindrical domains with high structural integrity. When the near-equivalent volume fraction between the blocks is considered, the formation of hexagonally packed cylindrical domains is particularly noteworthy. Bicyclic topological alteration is therefore a powerful strategy for developing advanced nanostructured materials for microelectronics, displays, and membranes.
• High‐Performance Nonvolatile Organic Photonic Transistor Memory Devices using Conjugated Rod–Coil Materials as a Floating Gate

  Toshifumi Satoh

  Advanced Materials 2002638 - 2002638 0935-9648 2020/07/23 [Refereed][Not invited]
  
• Highly Stretchable Semiconducting Polymers for Field-Effect Transistors through Branched Soft–Hard–Soft Type Triblock Copolymers

  Li-Che Hsu, Saburo Kobayashi, Takuya Isono, Yun-Chi Chiang, Brian J. Ree, Toshifumi Satoh, Wen-Chang Chen

  Macromolecules 53 (17) 7496 - 7510 0024-9297 2020/07/21 [Refereed][Not invited]
   

  In this study, poly(3-hexylthiophene)-block-poly(delta-decanolactone)s (P3HT-b-PDLs) with the molecular architecture of AB, BAB, B(2)AB(2), and B(3)AB(3) (A: P3HT, B: PDL) were synthesized for stretchable organic field-effect transistors (OFETs) through the Cu-catalyzed azido-alkyne click reaction (CuAAC) with a high yield. The effects of triblock and branched architectures on the thermal, mechanical, and electrical properties of the prepared block copolymers were studied. Block copolymer thin films prepared from the selective solvent of cyclohexane exhibited a distinct phase separating the domain of P3HT with a nanofibrillar structure. Grazing-incidence X-ray scattering results indicated that all of the block copolymer thin films possessed the P3HT crystalline domains with the same domain spacing regardless of the branched architecture. However, the branched soft segments led to a more random phase separation of the block copolymer and lower crystallinity of the P3HT block. Consequently, thin films made by the triblock copolymers with branched PDL segments (B(2)AB(2) and B(3)AB(3)) exhibited favorable electrical properties with significantly improved stretchability and smaller elastic modulus. The carrier mobility of the block copolymer-based OFETs showed a comparable performance to that of the pristine P3HT homopolymer. Also, the B(3)AB(3)-based OFET could maintain 72-75% on the charge mobility under 100% strain and 71-75% after 500 stretch-release cycles at 50% strain. The study revealed that the stretchability of the conjugated/elastic block copolymers can be significantly enhanced by our architecture design without losing their semiconducting property.
• Sweet Pluronic poly(propylene oxide)-b-oligosaccharide block copolymer systems: Toward sub-4 nm thin-film nanopattern resolution

  Toshifumi Satoh

  European Polymer Journal 134 109831 - 109831 0014-3057 2020/07 [Refereed][Not invited]
  
• Carbohydrates as Hard Segments for Sustainable Elastomers: Carbohydrates Direct the Self-Assembly and Mechanical Properties of Fully Bio-Based Block Copolymers

  Takuya Isono, Saki Nakahira, Hui-Ching Hsieh, Satoshi Katsuhara, Hiroaki Mamiya, Takuya Yamamoto, Wen-Chang Chen, Redouane Borsali, Kenji Tajima, Toshifumi Satoh

  Macromolecules 53 (13) 5408 - 5417 0024-9297 2020/06/16 [Refereed][Not invited]
  
• Chemically Controlled Volatile and Nonvolatile Resistive Memory Characteristics of Novel Oxygen-Based Polymers

  Brian J. Ree, Takuya Isono, Toshifumi Satoh

  ACS Applied Materials & Interfaces 1944-8244 2020/06/11 [Refereed][Not invited]
  
• Nanostructure- and Orientation-Controlled Resistive Memory Behaviors of Carbohydrate-block-Polystyrene with Different Molecular Weights via Solvent Annealing

  Tsung-Han Chuang, Yun-Chi Chiang, Hui-Ching Hsieh, Takuya Isono, Chao-Wei Huang, Redouane Borsali, Toshifumi Satoh, Wen-Chang Chen

  ACS Applied Materials & Interfaces 12 (20) 23217 - 23224 1944-8244 2020/05/20 [Refereed][Not invited]
  
• Synthesis of poly(phenylacetylene)s containing chiral phenylethyl carbamate residues as coated‐type CSPs with high solvent tolerability

  Yanli Zhou, Ruiqi Zhu, Chunhong Zhang, Xudong Liu, Zhongpeng Wang, Zhengjin Zhou, Lijia Liu, Hongxing Dong, Toshifumi Satoh, Yoshio Okamoto

  Chirality 32 (5) 547 - 555 0899-0042 2020/05 [Refereed][Not invited]
  
• Facile Fabrication of Stretchable Touch-Responsive Perovskite Light-Emitting Diodes Using Robust Stretchable Composite Electrodes

  Dai-Hua Jiang, Yi-Chun Liao, Chia-Jung Cho, Loganathan Veeramuthu, Fang-Cheng Liang, Ting-Chieh Wang, Chu-Chen Chueh, Toshifumi Satoh, Shih-Huang Tung, Chi-Ching Kuo

  ACS Applied Materials & Interfaces 12 (12) 14408 - 14415 1944-8244 2020/03/25 [Refereed][Not invited]
  
• Detailed Structural Analyses of Nanofibrillated Bacterial Cellulose and Its Application as Binder Material for a Display Device

  Kenji Tajima, Koutaro Tahara, Junya Ohba, Ryo Kusumoto, Ryota Kose, Hiroyuki Kono, Tokuo Matsushima, Koji Fushimi, Takuya Isono, Takuya Yamamoto, Toshifumi Satoh

  Biomacromolecules 21 (2) 581 - 588 1525-7797 2020/02/10 [Refereed][Not invited]
  
• Synthesis and asymmetric catalytic performance of one-handed helical poly(phenylacetylene)s bearing proline dipeptide pendants

  Liu, L., Wang, Y., Wang, F., Zhang, C., Zhou, Y., Zhou, Z., Liu, X., Zhu, R., Dong, H., Satoh, T.

  Reactive and Functional Polymers 146 2020 [Refereed][Not invited]
  
• Suzuki–Miyaura Catalyst-Transfer Polycondensation of Triolborate-Type Fluorene Monomer: Toward Rapid Access to Polyfluorene-Containing Block and Graft Copolymers from Various Macroinitiators

  Saburo Kobayashi, Kaiyu Fujiwara, Dai-Hua Jiang, Takuya Yamamoto, Kenji Tajima, Yasunori Yamamoto, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 11 (42) 6832 - 6839 1759-9954 2020 [Refereed][Not invited]
   

  In this study, we demonstrated that the Suzuki–Miyaura catalyst transfer polycondensation (SCTP) of the triolborate-type fluorene monomer, viz. potassium 2-(7-bromo-9,9-dihexyl-9H-fluorene-2-yl)triolborate, can be an efficient and versatile approach to the precise...

• Organocatalytic Ring-opening Polymerization Approach to Highly Alternating Copolymers of Lactic Acid and Glycolic Acid

  Kaoru Takojima, Hiroshi Makino, Tatsuya Saito, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 11 (39) 6365 - 6373 1759-9954 2020 [Refereed][Not invited]
   

  The alternating copolymer of lactic acid and glycolic acid (PLGA) is a highly promising next generation biodegradable material for biomedical and pharmaceutical applications due to its uniform degradation behaviors in...

• Metallopolymer-block-oligosaccharide for sub-10 nm microphase separation

  Satoshi Katsuhara, Hiroaki Mamiya, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Polymer Chemistry 11 (17) 2995 - 3002 1759-9954 2020 [Refereed][Not invited]
   

  The novel high-χ BCPs comprising poly(vinyl ferrocene) and oligosaccharides formed hexagonal cylinder morphology with d values of ∼8 nm. Lamellar morphology with d values of ∼9 nm was also realized by mixing these polymers and glucose.

• Light down-converter based on luminescent nanofibers from the blending of conjugated rod-coil block copolymers and perovskite through electrospinning

  Jiang, D.-H., Kobayashi, S., Jao, C.-C., Mato, Y., Isono, T., Fang, Y.-H., Lin, C.-C., Satoh, T., Tung, S.-H., Kuo, C.-C.

  Polymers 12 (1) 84 - 84 2020 [Refereed][Not invited]
  
• Organic–Inorganic Nanocomposite Film for High-Performance Stretchable Resistive Memory Device

  Wu, P.-H., Lin, Y.-C., Laysandra, L., Lee, M.-H., Chiu, Y.-C., Isono, T., Satoh, T., Chen, W.-C.

  Macromolecular Rapid Communications 41 (3) e1900542  1022-1336 2020 [Refereed][Not invited]
  
• Facile synthesis of poly(trimethylene carbonate) by alkali metal carboxylate-catalyzed ring-opening polymerization

  Kaoru Takojima, Tatsuya Saito, Cedric Vevert, Viko Ladelta, Panayiotis Bilalis, Jun Watanabe, Shintaro Hatanaka, Takashi Konno, Takuya Yamamoto, Kenji Tajima, Nikos Hadjichristidis, Takuya Isono, Toshifumi Satoh

  Polymer Journal 52 (1) 103 - 110 0032-3896 2020/01 [Refereed][Not invited]
  
• Facile 3D boron nitride integrated electrospun nanofibrous membranes for purging organic pollutants

  Jiang, D.-H., Chiu, P.-C., Cho, C.-J., Veeramuthu, L., Tung, S.-H., Satoh, T., Chiang, W.-H., Cai, X., Kuo, C.-C.

  Nanomaterials 9 (10) 1383  2019/09 [Refereed][Not invited]
  
• Macromolecular [2]Rotaxanes Linked with Polystyrene: Properties and Nanoscale Film Morphologies

  Brian J. Ree, Daisuke Aoki, Jehan Kim, Toshifumi Satoh, Toshikazu Takata, Moonhor Ree

  Macromolecules 52 (14) 5325 - 5336 0024-9297 2019/07/23 [Refereed][Not invited]
  
• Installing a functional group into the inactive ω-chain end of PMMA and PS- b -PMMA by terminal-selective transesterification

  Toshifumi Satoh

  Polymer Chemistry Royal Society of Chemistry ({RSC}) 2019/06/18 [Refereed][Not invited]
  
• Trimethyl Glycine as an Environmentally Benign and Biocompatible Organocatalyst for Ring-Opening Polymerization of Cyclic Carbonate

  Tatsuya Saito, Kaoru Takojima, Takafumi Oyama, Shintaro Hatanaka, Takashi Konno, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  ACS Sustainable Chemistry & Engineering 7 (9) 8868 - 8875 2168-0485 2019/05/06 [Refereed][Not invited]
  
• Recyclable helical poly(phenylacetylene)-supported catalyst for asymmetric aldol reaction in aqueous media

  Zhang, C., Qiu, Y., Bo, S., Wang, F., Wang, Y., Liu, L., Zhou, Y., Niu, H., Dong, H., Satoh, T.

  Journal of Polymer Science, Part A: Polymer Chemistry 57 (9) 1024 - 1031 0887-624X 2019/05/01 [Refereed][Not invited]
  
• Biodegradable Compatibilizers for Poly(hydroxyalkanoate)/Poly(ϵ-caprolactone) Blends through Click Reactions with End-Functionalized Microbial Poly(hydroxyalkanoate)s

  Oyama, T., Kobayashi, S., Okura, T., Sato, S., Tajima, K., Isono, T., Satoh, T.

  ACS Sustainable Chemistry and Engineering American Chemical Society ({ACS}) 7 (8) 7969 - 7978 2168-0485 2019/04/15 [Refereed][Not invited]
  
• Nanoscale film morphology and property characteristics of dielectric polymers bearing monomeric and dimeric adamantane units

  Brian J. Ree, Shingo Kobayashi, Kyuyoung Heo, Taek Joon Lee, Toshifumi Satoh, Takashi Ishizone, Moonhor Ree

  Polymer 169 225 - 233 0032-3861 2019/04 [Refereed][Not invited]
   

  © 2019 In this study, we report for the first time the thin film morphology and property characteristics of a series of adamantane-containing polymers, which were investigated by using synchrotron grazing incidence X-ray scattering, X-ray reflectivity and spectroscopic ellipsometry. The chemically incorporated monomeric and dimeric adamantane units could disturb regular chain packing, ultimately producing amorphous polymers. They further tend to randomize chain orientations even in nanoscale thin films; surprisingly, random chain orientations could be achieved even for thermally-annealed thin films, which are quite different from the in-plane orientations of conventional polymer films being enhanced by thermal annealing. As a result, isotropic optical refractive indices and dielectric constants could be demonstrated even in nanoscale thin films, which are highly demanded for the production of advanced microelectronic devices. Moreover, the adamantane units incorporated into the backbone and as primary side groups could significantly reduce the dielectric constant, refractive index, critical angle, electron density and mass density of polymer. Overall, the positive impacts of incorporated adamantane units are huge on the polymer morphology and properties. All adamantane-containing polymers of this study are suitable materials for advanced microelectronics, which can replace current workhorse dielectrics, such as silicon oxide, silicon nitride, and polyimides, being used in microelectronic devices.
• Post-polymerization modification of PS-b-PMMA for achieving directed self-assembly with sub-10nm feature size

  Toshifumi Satoh

  Proceedings of SPIE 10960 109600U-1 - 109600U-8 2019/03/25 [Not refereed][Not invited]
  
• Downsizing feature of microphase-separated structures via intramolecular crosslinking of block copolymers.

  Kodai Watanabe, Satoshi Katsuhara, Hiroaki Mamiya, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Chemical science 10 (11) 3330 - 3339 2019/03/21 [Refereed][Not invited]
   

  A novel strategy for downsizing the feature of microphase-separated structures was developed via the intramolecular crosslinking reaction of block copolymers (BCPs) without changing the molecular weight. A series of BCPs consisting of poly[styrene-st-(p-3-butenyl styrene)] and poly(rac-lactide) (SBS-LA) was subjected to Ru-catalyzed olefin metathesis under highly diluted conditions to produce intramolecularly crosslinked BCPs (SBS(cl)-LAs). Small-angle X-ray scattering measurement and transmission electron microscopy observation of the SBS(cl)-LAs revealed feature size reduction in lamellar (LAM) and hexagonally close-packed cylinder (HEX) structures in the bulk state, which was surely due to the restricted chain dimensions of the intramolecularly crosslinked SBS block. Notably, the degree of size reduction was controllable by varying the crosslink density, with a maximum decrease of 22% in the LAM spacing. In addition, we successfully observed the downsizing of the HEX structure in the thin film state using atomic force microscopy, indicating the applicability of the present methodology to next-generation lithography technology.
• Facile Preparation of Cu/Ag Core/Shell Electrospun Nanofibers as Highly Stable and Flexible Transparent Conductive Electrodes for Optoelectronic Devices

  Jiang, D.-H., Tsai, P.-C., Kuo, C.-C., Jhuang, F.-C., Guo, H.-C., Chen, S.-P., Liao, Y.-C., Satoh, T., Tung, S.-H.

  ACS Applied Materials and Interfaces 11 (10) 2019/03 [Refereed][Not invited]
  
• A versatile synthetic strategy for macromolecular cages: intramolecular consecutive cyclization of star-shaped polymers.

  Yoshinobu Mato, Kohei Honda, Kenji Tajima, Takuya Yamamoto, Takuya Isono, Toshifumi Satoh

  Chemical science 10 (2) 440 - 446 2019/01/14 [Refereed][Not invited]
   

  Cage-shaped polymers, or "macromolecular cages", are of great interest as the macromolecular analogues of molecular cages because of their various potential applications in supramolecular chemistry and materials science. However, the systematic synthesis of macromolecular cages remains a great challenge. Herein, we describe a robust and versatile synthetic strategy for macromolecular cages with defined arm numbers and sizes based on the intramolecular consecutive cyclization of highly reactive norbornene groups attached to each end of the arms of a star-shaped polymer precursor. The cyclizations of three-, four-, six-, and eight-armed star-shaped poly(ε-caprolactone)s (PCLs) bearing a norbornenyl group at each arm terminus were effected with Grubbs' third generation catalyst at high dilution. 1H NMR, SEC, and MALDI-TOF MS analyses revealed that the reaction proceeded to produce the desired macromolecular cages with sufficient purity. The molecular sizes of the macromolecular cages were controlled by simply changing the molecular weight of the star-shaped polymer precursors. Systematic investigation of the structure-property relationships confirmed that the macromolecular cages adopt a much more compact conformation, in both the solution and bulk states, as compared to their linear and star-shaped counterparts. This synthetic approach marks a significant advance in the synthesis of complex macromolecular architectures and provides a platform for novel applications using cage-shaped molecules with polymer frameworks.
• Novel ultra-stable and highly luminescent white light-emitting diodes from perovskite quantum dots - Polymer nanofibers through biaxial electrospinning

  Jiang, D.-H., Tsai, Y.-H., Veeramuthu, L., Liang, F.-C., Chen, L.-C., Lin, C.C., Satoh, T., Tung, S.-H., Kuo, C.-C.

  APL Materials 7 (11) 2019 [Refereed][Not invited]
  
• Effect of a conjugated/elastic block sequence on the morphology and electronic properties of polythiophene based stretchable block copolymers

  Chiang, Y.-C., Kobayashi, S., Isono, T., Shih, C.-C., Shingu, T., Hung, C.-C., Hsieh, H.-C., Tung, S.-H., Satoh, T., Chen, W.-C.

  Polymer Chemistry 10 (40) 2019 [Refereed][Not invited]
  
• Controlled/living Ring-Opening Polymerization of Cyclic Esters Using Organocatalyst.

  齋藤達也, 磯野拓也, 佐藤敏文

  触媒 61 (3) 150‐156  0559-8958 2019 [Not refereed][Not invited]
  
• Influence of different sequences of l-proline dipeptide derivatives in the pendants on the helix of poly(phenylacetylene)s and their enantioseparation properties

  Zhou, Y., Zhang, C., Zhou, Z., Zhu, R., Liu, L., Bai, J., Dong, H., Satoh, T., Okamoto, Y.

  Polymer Chemistry 10 (35) 2019 [Refereed][Not invited]
  
• Synthesis of helical poly(phenylacetylene) derivatives bearing diastereomeric pendants for enantioseparation by HPLC

  Yanli Zhou, Chunhong Zhang, Rui Ma, Lijia Liu, Hongxing Dong, Toshifumi Satoh, Yoshio Okamoto

  New Journal of Chemistry 43 (8) 3439 - 3446 2019 [Refereed][Not invited]
  
• Micelle Structure Details and Stabilities of Cyclic Block Copolymer Amphiphile and Its Linear Analogues

  Brian J. Ree, Toshifumi Satoh, Takuya Yamamoto

  Polymers 11 (1) 163/161 - 163/116 2073-4360 2019/01 [Refereed][Not invited]
   

  In this study, we investigate structures and stabilities of the micelles of a cyclic amphiphile (c-PBA-b-PEO) composed of poly(n-butyl acrylate) (PBA) and poly(ethylene oxide) (PEO) blocks and its linear diblock and triblock analogues (l-PBA-b-PEO and l-PBA-b-PEO-b-PBA) by using synchrotron X-ray scattering and quantitative data analysis. The comprehensive scattering analysis gives details and insights to the micellar architecture through structural parameters. Furthermore, this analysis provides direct clues for structural stabilities in micelles, which can be used as a good guideline to design highly stable micelles. Interestingly, in water, all topological polymers are found to form ellipsoidal micelles rather than spherical micelles; more interestingly, the cyclic polymer and its linear triblock analog make oblate-ellipsoidal micelles while the linear diblock analog makes a prolate-ellipsoidal micelle. The analysis results collectively inform that the cyclic topology enables more compact micelle formation as well as provides a positive impact on the micellar structural integrity.
• Microphase separation of carbohydrate-based star-block copolymers with sub-10 nm periodicity

  Toshifumi Satoh

  Polymer Chemistry 1759-9954 2019 [Refereed][Not invited]
  
• Synthesis and characterization of cyclic P3HT as a donor polymer for organic solar cells

  Toshifumi Satoh

  Journal of Polymer Science Part B: Polymer Physics 57 (5) 266 - 271 2019/01 [Refereed][Not invited]
  
• Phase Transition Behaviors and Nanoscale Film Morphologies of Poly(δ-valerolactone) Axles Bearing Movable and Fixed Rotaxane Wheels

  Ree, B.J., Aoki, D., Kim, J., Satoh, T., Takata, T., Ree, M.

  Macromolecular Rapid Communications 40 (21) 2019 [Refereed][Not invited]
  
• A Comparative Study of Dynamic Light and X-Ray Scatterings on Micelles of Topological Polymer Amphiphiles

  Brian J. Ree, Jongchan Lee, Yusuke Satoh, Kyungho Kwon, Takuya Isono, Toshifumi Satoh, Moonhor Ree

  Polymers 10 (12) 2073-4360 2018/12 [Refereed][Not invited]
   

  Micelles were prepared in organic solvents by using three topological polymer amphiphiles: (i) cyclic poly(n-decyl glycidyl ether-block-2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether) (c-PDGE-b-PTEGGE) and (ii) its linear analogue (l-PDGE-b-PTEGGE); (iii) linear poly(6-phosphorylcholinehexylthiopropyl glycidyl ether-block-n-dodecanoyl glycidyl ether) (l-PPCGE-b-PDDGE). For the individual micelle solutions, the size and distribution were determined by dynamic light scattering (DLS) and synchrotron X-ray scattering analyses. The synchrotron X-ray scattering analysis further found that c-PDGE-b-PTEGGE forms oblate ellipsoidal micelle in an ethanol/water mixture, l-PDGE-b-PTEGGE makes prolate ellipsoidal micelle in an ethanol/water mixture, and l-PPCGE-b-PDDGE forms cylindrical micelle in chloroform. This comparative study found that there are large differences in the size and distribution results extracted by DLS and X-ray scattering analyses. All possible factors to cause such large differences are discussed. Moreover, a better use of the DLS instrument with keeping its merits is proposed.
• Chain-End Functionalization with a Saccharide for 10 nm Microphase Separation: “Classical” PS-b-PMMA versus PS-b-PMMA-Saccharide

  Kohei Yoshida, Shunma Tanaka, Takuya Yamamoto, Kenji Tajima, Redouane Borsali, Takuya Isono, Toshifumi Satoh

  Macromolecules American Chemical Society ({ACS}) 51 (21) 8870 - 8877 2018/11/13 [Refereed][Not invited]
  
• Novel Multifunctional Luminescent Electrospun Fluorescent Nanofiber Chemosensor-Filters and Their Versatile Sensing of pH, Temperature, and Metal Ions

  Bo-Yu Chen, Yen-Chen Lung, Chi-Ching Kuo, Fang-Cheng Liang, Tien-Liang Tsai, Dai-Hua Jiang, Toshifumi Satoh, RU-JONG JENG

  Polymers 10 (11) 1259/1251 - 1259/1216 2018/11 [Refereed][Not invited]
  
• Synthesis, Isolation, and Properties of All Head-to-Tail Cyclic Poly(3-hexylthiophene): Fully Delocalized Exciton over the Defect-Free Ring Polymer

  Takuya Yamamoto, Masaaki Hosokawa, Minato Nakamura, Shin-ichiro Sato, Takuya Isono, Kenji Tajima, Toshifumi Satoh, Masamichi Sato, Yasuyuki Tezuka, Akinori Saeki, Yoshihiro Kikkawa

  Macromolecules American Chemical Society ({ACS}) 51 (22) 9284 - 9293 0024-9297 2018/11 [Refereed][Not invited]
  
• Facile and Efficient Modification of Polystyrene- block-poly(methyl methacrylate) for Achieving Sub-10 nm Feature Size

  Yoshida, K., Tian, L., Miyagi, K., Yamazaki, A., Mamiya, H., Yamamoto, T., Tajima, K., Isono, T., Satoh, T.

  Macromolecules 51 (20) 8064  2018/10 [Refereed][Not invited]
  
• Synthesis of μ-ABC Tricyclic Miktoarm Star Polymer via Intramolecular Click Cyclization.

  Tomoki Shingu, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Polymers 10 (8) 2073-4360 2018/08/06 [Refereed][Not invited]
   

  Cyclic polymers exhibit unique physical and chemical properties because of the restricted chain mobility and absence of chain ends. Although many types of homopolymers and diblock copolymers possessing cyclic architectures have been synthesized to date, there are relatively few reports of cyclic triblock terpolymers because of their synthetic difficulties. In this study, a novel synthetic approach for μ-ABC tricyclic miktoarm star polymers involving t-Bu-P₄-catalyzed ring-opening polymerization (ROP) of glycidyl ethers and intramolecular copper-catalyzed azido-alkyne cycloaddition (CuAAC) was developed. First, the t-Bu-P₄-catalyzed ROP of decyl glycidyl ether, dec-9-enyl glycidyl ether, and 2-(2-(2-methoxyethoxy) ethoxy) ethyl glycidyl ether with the aid of functional initiators and terminators was employed for the preparation of a clickable linear triblock terpolymer precursor possessing three azido and three ethynyl groups at the selected positions. Next, the intramolecular CuAAC of the linear precursor successfully produced the well-defined tricyclic triblock terpolymer with narrow dispersity in a reasonable yield. The present strategy is useful for synthesizing model polymers for studying the topological effects on the triblock terpolymer self-assembly.
• Unraveling the stress effects on the optical properties of stretchable rod-coil polyfluorene-poly( n -butyl acrylate) block copolymer thin films

  Toshifumi Satoh

  Polymer Chemistry 9 (27) 3820 - 3831 1759-9954 2018/07/21 [Refereed][Not invited]
  
• Control over Molecular Architectures of Carbohydrate-Based Block Copolymers for Stretchable Electrical Memory Devices

  Toshifumi Satoh

  Macromolecules 51 (13) 4966 - 4975 0024-9297 2018/07/10 [Refereed][Not invited]
  
• Multicyclic Polymer Synthesis through Controlled/Living Cyclopolymerization of α,ω-Dinorbornenyl-Functionalized Macromonomers

  Takuya Isono, Tetsuya Sasamori, Kohei Honda, Yoshinobu Mato, Takuya Yamamoto, Kenji Tajima, Toshifumi Satoh

  Macromolecules American Chemical Society ({ACS}) 51 (10) 3855 - 3864 1520-5835 2018/05/22 [Refereed][Not invited]
   

  A novel synthesis of multicyclic polymers that feature ultradense arrays of cyclic polymer units has been developed by exploiting the cyclopolymerization of α,ω-norbornenyl end-functionalized macromonomers mediated by the Grubbs third-generation catalyst (G3). Owing to the living polymerization nature, the number of cyclic repeating units in these multicyclic polymers was controlled to be between 1 and approximately 70 by varying the initial macromonomer-to-G3 ratio. The ring size was also tuned by choosing the molecular weight of the macromonomer in this way we successfully prepared multicyclic polymers that possess cyclic repeating units composed of up to about 500 atoms, which by far exceeds those prepared to date by cyclopolymerization. Specifically, cyclopolymerizations of α,ω-norbornenyl end-functionalized poly(l-lactide)s (PLLAs) proceeded homogeneously under highly dilute conditions (∼0.1 mM in CH2Cl2) to give multicyclic polymers that feature cyclic PLLA repeating units on the polynorbornene backbone. The cyclic product architectures were confirmed not only by structural characterization based on NMR, MALDI-TOF MS, and SEC analyses but also by comparing their glass transition temperatures, viscosities, and hydrodynamic radii with their acyclic counterparts. The cyclopolymerization strategy was applicable to a variety of α,ω-norbornenyl end-functionalized macromonomers, such as poly(ϵ-caprolactone), poly(ethylene glycol) (PEG), poly(tetrahydrofuran), and PLLA-b-PEG-b-PLLA. The successful statistical and block cyclocopolymerizations of the PLLA and PEG macromonomers gave amphiphilic multicyclic copolymers.
• Synthesis, Thermal Properties, and Morphologies of Amphiphilic Brush Block Copolymers with Tacticity-Controlled Polyether Main Chain

  Takuya Isono, Hoyeol Lee, Kana Miyachi, Yusuke Satoh, Toyoji Kakuchi, Moonhor Ree, Toshifumi Satoh

  Macromolecules 51 (8) 2939 - 2950 1520-5835 2018/04/24 [Refereed][Not invited]
   

  A series of brush block copolymers (BBCPs) consisting of poly(decyl glycidyl ether) (PDGE) and poly(10-hydroxyldecyl glycidyl ether) (PHDGE) blocks, having four different types of chain tacticities, i.e., [at-PDGE]-b-[at-PDEGE], [at-PDGE]-b-[it-PDEGE], [it-PDGE]-b-[at-PDEGE], and [it-PDGE]-b-[it-PDEGE], where the it and at represent the isotactic and atactic chains, respectively, were prepared by t-Bu-P4-catalyzed sequential anionic ring-opening polymerization of glycidyl ethers followed by side-chain modification. The corresponding homopolymers, i.e., at-PDGE, it-PDGE, at-PHDGE, and it-PHDGE, were also prepared for comparison with the BBCPs. The PDGE homopolymers were significantly promoted in the phase transitions and morphological structure formation by the isotacticity formation. In particular, it-PDGE was found to form only a horizontal multibilayer structure with a monoclinic lattice in thin films, which was driven by the bristles' self-assembling ability and enhanced by the isotacticity. However, the PHDGE homopolymers were found to reveal somewhat different behaviors in the phase transitions and morphological structure formation by the tacticity control due to the additional presence of a hydroxyl group in the bristle end as an H-bonding interaction site. The H-bonding interaction could be enhanced by the isotacticity formation. The it-PHDGE homopolymer formed only the horizontal multibilayer structure, which was different from the formation of a mixture of horizontal and tilted multibilayer structures in at-PHDGE. The structural characteristics were further significantly influenced by the diblock formation and the tacticity of the counterpart block. Because of the strong self-assembling characteristics of the individual block components, all the BBCPs formed separate crystals rather than cocrystals. The isotacticity always promoted the formation of better quality morphological structures in terms of their lateral ordering and orientation.
• Synthesis of Hard-Soft-Hard Triblock Copolymers, Poly(2-naphthyl glycidyl ether)- block -poly[2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether]- block -poly(2-naphthyl glycidyl ether), for Solid Electrolytes

  Boram Kim, Chang-Geun Chae, Yusuke Satoh, Takuya Isono, Min-Kyoon Ahn, Cheong-Min Min, Jin-Hyeok Hong, Carolina Frias Ramirez, Toshifumi Satoh, Jae-Suk Lee

  Macromolecules American Chemical Society ({ACS}) 51 (6) 2293 - 2301 1520-5835 2018/03/27 [Refereed][Not invited]
   

  Hard-soft-hard triblock copolymers based on poly(ethylene oxide) (PEO), poly(2-naphthyl glycidyl ether)-block-poly[2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether]-block-poly(2-naphthyl glycidyl ether)s (PNG-PTG-PNGs), were synthesized by sequential ring-opening polymerization of 2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether and 2-naphthyl glycidyl ether using a bidirectional initiator catalyzed by a phosphazene base. Four PNG-PTG-PNGs had different block compositions (fwt,PNG = 9.2-28.6 wt %), controlled molecular weights (Mn = 23.9-30.9 kDa), and narrow dispersities (Crossed D sign = 1.11-1.14). Most of the PNG-PTG-PNG electrolytes had much higher Li+ conductivities than that of a PEO electrolyte (6.54 × 10-7 S cm-1) at room temperature. Eespecially, the Li+ conductivity of PNG18-PTG107-PNG18 electrolyte (9.5 × 10-5 S cm-1 for fwt,PNG = 28.6 wt %) was comparable to one of a PTG electrolyte (1.11 × 10-4 S cm-1). The Li+ conductivities of PNG-PTG-PNG electrolytes were closely correlated to efficient Li+ transport channels formed by the microphase separation into soft PTG and hard PNG domains.
• Alkali Metal Carboxylate as an Efficient and Simple Catalyst for Ring-Opening Polymerization of Cyclic Esters

  Tatsuya Saito, Yusuke Aizawa, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  Macromolecules 51 (3) 689 - 696 1520-5835 2018/02/13 [Refereed][Not invited]
   

  Alkali metal carboxylates were discovered as efficient and simple catalysts for the ring-opening polymerization of cyclic esters that are alternatives to conventional metal-based catalysts and organocatalysts. In our system using an alcohol initiator and this simple catalyst, biodegradable and biocompatible aliphatic polyesters, such as poly(lactide), poly(e-caprolactone), poly(δ-valerolactone), and poly(trimethylene carbonate), were obtained with predictive molecular weights ranging from 3500 to 22-600 and narrow dispersities. A kinetic experiment for the ROP of l-lactide confirmed the controlled/living nature of the present ROP system, which allowed the precise synthesis of end-functionalized polyesters as well as multihydroxyl-containing polyesters, including α,hydroxy telechelic and star-shaped polyesters. Furthermore, a block copolymer containing the poly(l-lactide) segment was successfully synthesized using a macroinitiator possessing a hydroxyl group at the chain end. The tunability of the alkali metal carboxylates by the appropriate choice of the alkyl moiety and countercation enables not only control of the polymerization behavior but also expansion of the scope of the applicable monomers. Given the low cost, easy handling, and low toxicity of the alkali metal carboxylates, the present ROP system can be highly promising for both laboratory- and industrial-scale polyester productions.
• Dynamic Changes of Intracellular Monomer Levels Regulate Block Sequence of Polyhydroxyalkanoates in Engineered Escherichia coli

  Ken'Ichiro Matsumoto, Chiaki Hori, Ryunosuke Fujii, Masahiro Takaya, Takashi Ooba, Toshihiko Ooi, Takuya Isono, Toshifumi Satoh, Seiichi Taguchi

  Biomacromolecules 19 (2) 662 - 671 1526-4602 2018/02/12 [Refereed][Not invited]
   

  Biological polymer synthetic systems, which utilize no template molecules, normally synthesize random copolymers. We report an exception, a synthesis of block polyhydroxyalkanoates (PHAs) in an engineered Escherichia coli. Using an engineered PHA synthase, block copolymers poly[(R)-2-hydroxybutyrate(2HB)-b-(R)-3-hydroxybutyrate(3HB)] were produced in E. coli. The covalent linkage between P(2HB) and P(3HB) segments was verified with solvent fractionation and microphase separation. Notably, the block sequence was generated under the simultaneous consumption of two monomer precursors, indicating the existence of a rapid monomer switching mechanism during polymerization. Based on in vivo metabolic intermediate analysis and the relevant in vitro enzymatic activities, we propose a model in which the rapid intracellular 3HB-CoA fluctuation during polymer synthesis is a major factor in generating block sequences. The dynamic change of intracellular monomer levels is a novel regulatory principle of monomer sequences of biopolymers.
• Water-Resistant Efficient Stretchable Perovskite-Embedded Fiber Membranes for Light-Emitting Diodes

  Chun Che Lin, Dai-Hua Jiang, Chi-Ching Kuo, Chia-Jung Cho, Yi-Hsuan Tsai, Toshifumi Satoh, Chaochin Su

  ACS Applied Materials and Interfaces 10 (3) 2210 - 2215 1944-8252 2018/01/24 [Refereed][Not invited]
   

  Cesium lead halide perovskite nanocrystals (NCs) with excellent intrinsic properties have been employed universally in optoelectronic applications but undergo hydrolysis even when exposed to atmospheric moisture. In the present study, composite CsPbX3 (X = Cl, Br, and I) perovskite NCs were encapsulated with stretchable (poly(styrene-butadiene-styrene) SBS) fibers by electrospinning to prepare water-resistant hybrid membranes as multicolor optical active layers. Brightly luminescent and color-tunable hydrophobic fiber membranes (FMs) with perovskite NCs were maintained for longer than 1 h in water. A unique remote FMs packaging approach was used in high-brightness perovskite light-emitting diodes (PeLEDs) for the first time.
• Highly Ordered Cylinder Morphologies with 10 nm Scale Periodicity in Biomass-Based Block Copolymers

  Takuya Isono, Brian J. Ree, Kenji Tajima, Redouane Borsali, Toshifumi Satoh

  Macromolecules 51 (2) 428 - 437 1520-5835 2018/01/23 [Refereed][Not invited]
   

  Microphase-separated structures of block copolymers (BCPs) have attracted considerable attention for their potential application in the bottom-up fabrication of 10 nm scale nanostructured materials. To realize sustainable development within this field, the creation of novel BCP materials from renewable biomass resources is of fundamental interest. Thus, we herein focused on maltoheptaose-b-poly(δ-decanolactone)-b-maltoheptaose (MH-b-PDL-b-MH) as a sustainable alternative for nanostructure-forming BCPs, in which both constitutional blocks can be derived from renewable biomass resources, in the case, δ-decanolactone and amylose. Well-defined MH-b-PDL-b-MHs with varying PDL lengths were synthesized through a combination of controlled/living ring-opening polymerization and the click reaction. The prepared MH-b-PDL-b-MHs successfully self-assembled into highly ordered hexagonal cylindrical structures with a domain-spacing of ∼12-14 nm in both the bulk and thin film states. Interestingly, the as-cast thin films of MH-b-PDL-b-MHs (with PDL lengths of 9K and 13K) form horizontal cylinders, with thermal annealing (180 °C, 30 min) resulting in a drastic change in the domain orientation from horizontal to vertical. Thus, the results presented herein demonstrated that the combination of oligosaccharides and biomass-derived hydrophobic polymers appears promising for the sustainable development of nanotechnology and related fields.
• 開環重合を用いたブロック共重合体の合成

  磯野拓也, 佐藤敏文

  CSJ Current Review (29) 58‐68,1(1)  2018 [Not refereed][Not invited]
  
• Well-defined and stable nanomicelles self-assembled from brush cyclic and tadpole copolymer amphiphiles: a versatile smart carrier platform

  Brian J. Ree, Yusuke Satoh, Kyeong Sik Jin, Takuya Isono, Won Jong Kim, Toyoji Kakuchi, Toshifumi Satoh, Moonhor Ree

  NPG ASIA MATERIALS 9 1884-4049 2017/12 [Refereed][Not invited]
   

  This study reports the first well-defined and stable nanomicelles (20 - 30 nm in diameter) self-assembled from amphiphilic brush (comb-like) cyclic and tadpole-shaped copolymers composed of hydrophobic n-decyl and hydrophilic 2-(2-methoxyethoxy)ethoxy) ethyl bristle blocks based on a poly(glycidyl ether) backbone. The micelle formation behaviour and structural details were investigated by synchrotron X-ray scattering analysis in a rigorous and complementary manner. The amphiphilic brush cyclic topology facilitates more compact and stable aggregation behaviour in the micelle core and a more densely packed corona, which prevents intermicellar aggregation. The presence of a hydrophobic component with brush cyclic topology inside the core is identified as the primary micelle stabilizing factor, enabling stable core aggregation and sharper core-corona interface formation. The presence of a hydrophilic brush cyclic component in the corona is determined as the secondary micelle stabilizing factor, helping nullify the corona penetration by polymer chains from other micelles and ultimately prevent the intermicellar aggregation-mediated collapse of the micellar structure. Overall, the brush cyclic topology was confirmed to be beneficial for forming highly stable nanomicelles with an extremely narrow (pseudo-monodisperse) size distribution compared with conventional linear topology and tadpole topologies. All the results of this study provide a unique opportunity for designing advanced functional high-performance amphiphilic materials for nanomicelles that are unattainable by other conventional methods and broadening their applications in various fields, including drug delivery, biomedical imaging, foods, cosmetics, smart coatings, photonics and molecular electronics.
• Immobilization of helical poly(phenylacetylene)s having L-phenylalanine ethyl ester pendants onto silica gel as chiral stationary phases for HPLC

  Yanli Zhou, Chunhong Zhang, Qianqian Geng, Lijia Liu, Hongxing Dong, Toshifumi Satoh, Yoshio Okamoto

  POLYMER 131 17 - 24 0032-3861 2017/11 [Refereed][Not invited]
   

  Novel one-handed helical copoly(phenylacetylene)s bearing a small amount of 3-(triethoxysilyl)propyl residues (CPAs 1-4) were synthesized, and efficiently chemically immobilized onto silica gel by the intermolecular polycondensation of the triethoxysilyl groups. Their chiral recognition abilities were evaluated as immobilized-type chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC). These immobilized-type CSPs showed different chiral recognition abilities from the corresponding coated-type CSPs, which may be ascribed to the conformational change in the copoly(phenylacetylene)s during the immobilization process according to the diffuse reflectance circular dichroism (DRCD) measurement of the copolymer. In addition, the immobilized-type CSPs showed a universal solvent tolerability, for instance, CHCl3-containing eluents that cannot be used with the corresponding coated-type CSPs could now be used for the immobilized-type CSPs so that the chiral recognition of i-CSP-2 for the racemic 1-(9-anthyl)-2,2,2-trifluoroethanol (5) was improved with separation factors comparable or higher than those obtained on the popular polysaccharide-based CSPs. The intermolecular polycondensation of the triethoxysilyl groups of the copoly(phenylacetylene)s is a valuable immobilization method for poly(phenylacetylene)-based CSPs. (C) 2017 Published by Elsevier Ltd.
• Design and synthesis of thermoresponsive aliphatic polyethers with a tunable phase transition temperature

  Takuya Isono, Kana Miyachi, Yusuke Satoh, Shin-ichiro Sato, Toyoji Kakuchi, Toshifumi Satoh

  POLYMER CHEMISTRY 8 (37) 5698 - 5707 1759-9954 2017/10 [Refereed][Not invited]
   

  This paper describes a comprehensive study of the lower critical solution temperature (LCST)-type thermoresponsive properties of various poly(glycidyl ether) homopolymers with a varying side chain structure, molecular weight, and main chain tacticity, as well as their copolymers with a varying monomer composition and monomer sequence. For the initial screening, we prepared nine kinds of poly(glycidyl ether)s by the phosphazene base-catalyzed ring-opening polymerization of glycidyl methyl ether (MeGE), ethyl glycidyl ether (EtGE), glycidyl isopropyl ether (iPrGE), 2-methoxyethyl glycidyl ether (MeEOGE), 2-ethoxyethyl glycidyl ether (EtEOGE), 2-propoxyethyl glycidyl ether (PrEOGE), 2-(2- methoxyethoxy) ethyl glycidyl ether (MeEO(2)GE), 2-(2-ethoxyethyl) ethyl glycidyl ether (EtEO(2)GE), and 2-(2-(2-methoxyethoxy) ethoxy) ethyl glycidyl ether (MeEO(3)GE). Among them, poly(MeGE), poly(EtGE), poly(MeEOGE), poly(EtEOGE), and poly(MeEO(2)GE) (M-n = ca. 5000 g mol(-1)) were found to exhibit a LCST-type phase transition in water at 65.5 degrees C, 10.3 degrees C, 91.6 degrees C, 41.3 degrees C, and 58.2 degrees C, respectively. Although the molecular weight and main chain tacticity had little impact on the phase transition temperature, the side chain structure, i.e., the number of oxyethylene units and terminal alkyl groups, significantly affected the transition temperature. The statistical copolymers composed of MeEOGE and EtEOGE revealed that the transition temperature of the polymer can be desirably customized in between those of the homopolymers by varying the monomer composition. On the other hand, we found that the block copolymer composed of MeEOGE and EtEOGE exhibited a complex thermoresponsive behavior due to its ability to form a micellar aggregate.
• One-Step Production of Amphiphilic Nanofibrillated Cellulose Using a Cellulose-Producing Bacterium

  Kenji Tajima, Ryo Kusumoto, Ryota Kose, Hiroyuki Kono, Tokuo Matsushima, Takuya Isono, Takuya Yamamoto, Toshifumi Satoh

  BIOMACROMOLECULES 18 (10) 3432 - 3438 1525-7797 2017/10 [Refereed][Not invited]
   

  Nanofibrillated bacterial cellulose (NFBC) is produced by culturing a cellulose-producing bacterium (Gluconacetobacter intermedius NEDO-01) with rotation or agitation in medium supplemented with carboxymethylcellulose (CMC). Despite a high yield and dispersibility in water, the product immediately aggregates in organic solvents. To broaden its applicability, we prepared amphiphilic NFBC by culturing strain NEDO-01 in medium supplemented with hydroxyethylcellulose or hydroxypropylcellulose instead of CMC. Transmission electron microscopy analysis revealed that the resultant materials (HE-NFBC and HP-NFBC, respectively) comprised relatively uniform fibers with 'diameters of 33 +/- 7 and 42 +/- 8 nm, respectively. HP-NFBC was dispersible in polar organic solvents such as methanol, acetone, isopropyl alcohol, acetonitrile, tetrahydrofuran (THF), and dimethylformamide, and was also dispersible in poly(methyl methacrylate) (PMMA) by solvent mixing using THF. HP-NFBC/PMMA composite films were highly transparent and had a higher tensile strength than neat PMMA film. Thus, HP-NFBC has a broad range of applications, including as a filler material.
• Synthesis and characterization of Eu(III)-based coordination complexes of modified D-glucosamine and poly(N-isopropylacrylamide)

  Guihua Cui, Dehai Zhao, Peng Lv, Zhengguo Gao, Shuiying Chen, Nannan Qiu, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  OPTICAL MATERIALS 72 115 - 121 0925-3467 2017/10 [Refereed][Not invited]
   

  A series of novel fluorescent complexes was formed by chelation of the thermosensitive polymers with europium(III) ions. The polymers was synthesized via atom transfer radical polymerization (ATRP), which composed of poly(N-isopropyl acrylamide) (PNIPAM) and 2-amino-2-deoxy-D-glucopyranose(D-glucosamine, GA). The aqueous solutions of the polymers and its Eu(III) complexes exhibited a lower critical solution temperatures (LCSTs), and which were approximately equal to body temperature. The maximum emission intensity of the complexes at 613 nm was enhanced by a factor of approximately 10 relative to that of the corresponding Eu(III) chloride. Cell viability assays suggested that these thermosensitive polymers and Eu(III) complexes showed excellent biocompatibility in vitro. (C) 2017 Elsevier B.V. All rights reserved.
• Development of Controlled/living Organocatalytic Polymerization

  齋藤 達也, 磯野 拓也, 佐藤 敏文

  化學工業 小峰工業出版 68 (9) 643 - 651 0451-2014 2017/09 [Not refereed][Not invited]
  
• Synthesis of lactate (LA)-based poly(ester-urethane) using hydroxyl-terminated LA-based oligomers from a microbial secretion system

  Camila Utsunomia, Tatsuya Saito, Ken'ichiro Matsumoto, Chiaki Hori, Takuya Isono, Toshifumi Satoh, Seiichi Taguchi

  JOURNAL OF POLYMER RESEARCH 24 (10) 1022-9760 2017/09 [Refereed][Not invited]
   

  D-Lactate (LA)-based oligomers (D-LAOs), consisting of D-LA and D-3-hydroxybutyrate (D-3HB), are biobased compounds which are produced and spontaneously secreted by recombinant Escherichia coli. By supplementing the bacterial cultivation with diethylene glycol (DEG), the oligomers featuring hydroxyl groups at both ends of their structures, the D-LAOs-DEG, can be efficiently biosynthesized. In the present work, we attempted to verify the feasibility of D-LAOs-DEG as building blocks to be assembled into LA-based poly(ester-urethane) via polyaddition reactionwith diisocyanate. The polymeric products were demonstrated by SEC and the urethane bound formation in the polymer was determined by FT-IR analysis, indicating that the polymerization was successfully performed. These results suggested that the one-step biosynthesized D-LAOs-DEG are potential substrates for the synthesis of LA-based poly(ester-urethane) and can be further applied to the synthesis of other LA copolymers.
• Synthesis and characterization of Eu(III) complexes of modified D-glucosamine and poly(N-isopropylacrylamide)

  Guihua Cui, Yu Bai, Wenliang Li, Zhengguo Gao, Shuiying Chen, Nannan Qiu, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS 78 603 - 608 0928-4931 2017/09 [Refereed][Not invited]
   

  A series of chain-end functional polymers composed of poly(N-isopropylacrylamide) (PNIPAM) and 2-amino-2deoxy-D-glucopyranose(D-glucosamine, GA) was synthesized via atom transfer radical polymerization (ATRP). Novel fluorescent complexes of glucosamine-PNI-PAM/Eu(III) were then formed by chelation of the polymers and europium(III) ions. The aqueous solutions of the polymers and its Eu(III) complexes exhibited a lower critical solution temperatures (LCSTs), and which were approximately equal to body temperature. Cell viability assays suggested that these thermosensitive polymers and Eu(III) complexes showed excellent biocompatibility in vitro. (C) 2017 Published by Elsevier B.V.
• A facile strategy for manipulating micellar size and morphology through intramolecular cross-linking of amphiphilic block copolymers

  Ryoto Tanaka, Kodai Watanabe, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  POLYMER CHEMISTRY 8 (23) 3647 - 3656 1759-9954 2017/06 [Refereed][Not invited]
   

  The effect of intramolecular cross-linking in an amphiphilic block copolymer (BCP) system was systematically investigated in terms of its thermal properties, critical micelle concentration (CMC), and aqueous self-assembly. A series of linear BCPs consisting of poly(ethylene glycol) (PEG) as a hydrophilic block and poly(epsilon-caprolactone-co-7-allyloxepan-2-one) (P(CL-co-ACL)) as a hydrophobic block were prepared by the ring-opening copolymerization of epsilon-caprolactone (CL) and 7-allyloxepan-2-one (ACL) using poly (ethylene glycol) monomethyl ether as an initiator. The intramolecular olefin metathesis reaction in the P(CL-co-ACL) block was subsequently carried out under various conditions to prepare the cross-linked BCPs with different degrees of cross-linking. The thermal analysis confirmed that the linear P(CL-co-ACL) block was found to crystallize, while the cross-linked one showed no crystallinity. In addition, glass transition temperature of the P(CL-co-ACL) block increased upon cross-linking. On the other hand, the intramolecular cross-linking had no significant influence on the CMC. The self-assembled micelles were prepared from the obtained BCPs and their size and morphology were investigated. For the BCPs with relatively short PEG chains, the micellar size decreased from 36.6 nm to 16.7 nm as the degree of cross-linking of the P(CL-co-ACL) block increased. On the other hand, the BCPs with relatively long PEG chains showed a change in the micellar morphology from spherical micelles to short worm and large compound micelles upon cross-linking.
• Synthesis of architectural polymers via precision polymerization

  Isono, T., Satoh, T.

  Kobunshi 高分子学会 66 (5) 214 - 216 0454-1138 2017/05 [Not refereed][Not invited]
  
• Stretchable Conjugated Rod Coil Poly(3-hexylthiophene)-block-poly(butyl acrylate) Thin Films for Field Effect Transistor Applications

  Jau-Tzeng Wang, Shoichi Takshima, Hung-Chin Wu, Chien-Chung Shih, Takuya Isono, Toyoji Kakuchi, Toshifumi Satoh, Wen-Chang Chen

  MACROMOLECULES 50 (4) 1442 - 1452 0024-9297 2017/02 [Refereed][Not invited]
   

  We report the synthesis, morphology, and properties of poly(3-hexylthiophene)-block-poly(butyl acrylate) (P3HT-b-PBA) for stretchable electronics applications, which are consisted of semiconducting P3HT and low glass transistion temperature (T-g) PBA blocks. The P3HT-b-PBA thin films self-assembled into fibrillar-like nanostructures and maintained the edge-on oreientation even at a low P3HT composition, based on the results from atomic force microscopy (AFM) and grazing incidence X-ray diffraction (GIRD). By varying the P3HT/PBA ratio, the tensile modulus decreased as the block length of PBA increased, from 0.93 GPa for P3HT to 0.19 GPa for P3HT-b-PBA(12k). The field effect transistor (FET) using P3HT-b-PBA as the active layer exhibited a high p-type mobility over 10(-2) cm(2) indicating its good charge transporting ability. Furthermore, the P3HT-b-PBA(6k) based FET under 100% strain had a high mobility of 2.5 X 10(-2) cm(2) V-1 s(-1) with an on/off ratio of 7.2 X 10(6), and it maintained over 10(-2) cm(2) V-1 s(-1) for 1000 cycles, suggesting the promising stability and reproducbility. The result demonstrated that the newly designed conjugated rod coil block copolymers could have potential applications in stretchable electronic devices.
• Polyacetylenes as Colorimetric and Fluorescent Chemosensor for Anions

  Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER REVIEWS 57 (1) 159 - 174 1558-3724 2017 [Refereed][Not invited]
   

  This review describes the recent progress in the design and fabrication of polyacetylene-based chemosensors applicable to colorimetric and fluorescence anion sensing that has been increasingly demanded in diverse fields. The validity of polyacetylene derivatives as an anion sensor material has been demonstrated based on the evaluation of the anion-induced optical responses for various types of polyacetylenes with different binding sites and pendant structures. Suitable molecular designs of the polyacetylene have been found to exert a beneficial influence on the anion detection abilities, which are specifically highlighted in this review article.
• Synthesis of Well-Defined Three- and Four-Armed Cage-Shaped Polymers via "Topological Conversion" from Trefoil- and Quatrefoil-Shaped Polymers

  Yusuke Satoh, Hirohiko Matsuno, Takuya Yamamoto, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  MACROMOLECULES 50 (1) 97 - 106 0024-9297 2017/01 [Refereed][Not invited]
   

  This paper describes a novel synthetic approach for three- and four-armed cage-shaped polymers based on the topological conversion of the corresponding trefoil- and quatrefoil-shaped precursors. The trefoil- and quatrefoil-shaped polymers were synthesized by the following three reaction steps: (1) the t-Bu-P-4-catalyzed ring-opening polymerization of butylene oxide using multiple hydroxy- and azido-functionalized initiators to produce the three- or four-armed star-shaped polymers possessing three or four azido groups at the focal point, respectively, (2) the omega-end modification to install a propargyl group at each chain end, and (3) the intramolecular multiple click cyclization of the clickable star-shaped precursors. The topological conversion from the trefoil- and quatrefoil-shaped polymers to the cage-shaped polymers was achieved by the catalytic hydrogenolysis of the benzyl ether linkages that had been installed at the focal point. The amphiphilic cage-shaped block copolymers together with the corresponding trefoil- and quatrefoil-shaped counterparts were synthesized in a similar way using 2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether as a hydrophilic monomer and decyl glycidyl ether as a hydrophobic monomer. Interestingly, significant changes in the critical micelle concentration and micellar morphology were observed for the amphiphilic block copolymers upon the topological conversion from the trefoil- and quatrefoil-shaped to cage-shaped architectures.
• 高分子の形の制御 精密重合法による特殊構造ポリマーの合成

  磯野拓也, 佐藤敏文

  高分子 66 (5) 214‐216  0454-1138 2017 [Not refereed][Not invited]
  
• 注目される有機分子触媒の新展開 有機分子触媒を用いた精密重合法の開発

  齋藤達也, 磯野拓也, 佐藤敏文

  化学工業 68 (9) 643‐651  0451-2014 2017 [Not refereed][Not invited]
  
• In vitro synthesis of polyhydroxyalkanoates using thermostable acetyl-CoA synthetase, CoA transferase, and PHA synthase from thermotorelant bacteria

  Kenji Tajima, Xuerong Han, Yoshiki Hashimoto, Yasuharu Satoh, Toshifumi Satoh, Seiichi Taguchi

  JOURNAL OF BIOSCIENCE AND BIOENGINEERING 122 (6) 660 - 665 1389-1723 2016/12 [Refereed][Not invited]
   

  Thermostable enzymes are required for the rapid and sustainable production of polyhydroxyalkanoate (PHA) in vitro. The in vitro synthesis of PHA using the engineered thermostable synthase PhaC1(SG)(STQK) has been reported; however, the non-thermostable enzymes acetyl-CoA synthetase (ACS) and CoA transferase (CT) from mesophilic strains were used as monomer-supplying enzymes in this system. In the present study, acs and ct were cloned from the thermophilic bacteria Pelotomaculum thermopropionicum JCM10971 and Thermus thermophilus JCM10941 to construct an in vitro PHA synthesis system using only thermostable enzymes. ACS from P. thermopropionicum (ACS(Pt)) and CT from I thermophilus (CTTt) were confirmed to have high thermostability, and their optimal temperatures were around 60 degrees C and 75 degrees C, respectively. The in vitro PHA synthesis was successfully performed by ACS(Pt), CTTt, PhaC1(SG)(STQK), and poly(3-hydroxybutyrate) [P(3HB)] was synthesized at 45 degrees C. Furthermore, the yields of P(3HB) and P(lactate-co-3HB) at 37 degrees C were 1.4-fold higher than those of the in vitro synthesis system with non-thermostable ACS and CT from mesophilic strains. Overall, the thermostable ACS and CT were demonstrated to be useful for the efficient in vitro PHA synthesis at relatively high temperatures. (C) 2016, The Society for Biotechnology, Japan. All rights reserved.
• Temperature-Triggered Switchable Helix-Helix Inversion of Poly(phenylacetylene) Bearing L-Valine Ethyl Ester Pendants and Its Chiral Recognition Ability

  Yanli Zhou, Chunhong Zhang, Yuan Qiu, Lijia Liu, Taotao Yang, Hongxing Dong, Toshifumi Satoh, Yoshio Okamoto

  MOLECULES 21 (11) 1420-3049 2016/11 [Refereed][Not invited]
   

  A phenylacetylene containing the L-valine ethyl ester pendant (PAA-Val) was synthesized and polymerized by an organorhodium catalyst (Rh(nbd)BPh4) to produce the corresponding one-handed helical cis-poly(phenylacetylene) (PPAA-Val). PPAA-Val showed a unique temperature-triggered switchable helix-sense in chloroform, while it was not observed in highly polar solvents, such as N,N'-dimethylformamide (DMF). By heating the solution of PPAA-Val in chloroform, the sign of the CD absorption became reversed, but recovered after cooling the solution to room temperature. Even after six cycles of the heating-cooling treatment, the helix sense of the PPAA-Val's backbone was still switchable without loss of the CD intensity. The PPAA-Val was then coated on silica gel particles to produce novel chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). These novel PPAA-Val based CSPs showed a high chiral recognition ability for racemic mandelonitrile (alpha = 2.18) and racemic trans-N,N'-diphenylcyclohexane-1,2-dicarboxamide (alpha = 2.60). Additionally, the one-handed helical cis-polyene backbone of PPAA-Val was irreversibly destroyed to afford PPAA-Val-H by heating in dimethyl sulfoxide (DMSO) accompanied by the complete disappearance of the Cotton effect. Although PPAA-Val-H had the same L-valine ethyl ester pendants as its cis-isomer PPAA-Val, it showed no chiral recognition. It was concluded that the one-handed helical cis-polyene backbone of PPAA-Val plays an important role in the chiral recognition ability.
• End-Functionalized Poly(N-isopropylacrylamide) with D-Glucosamine through Different Initiator from C-1 and C-2 Positions via Atom Transfer Radical Polymerization

  Guihua Cui, Zhengguo Gao, Nannan Qiu, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  MATERIALS 9 (11) 1996-1944 2016/11 [Refereed][Not invited]
   

  Regioselective modification of D-glucosamine (2-amino-2-deoxy-D-glucopyranose, GA) through C-1 and C-2 positions to synthesized thermo-responsive D-Glucosamine-poly(N-isopropylacrylamide) (PNIPAM) via atom transfer radical polymerization (ATRP) was investigated for the first time. Two different schemes of the synthesis for GA derivatives (GA-PNIPAM (i) and (ii)) with well-defined structures using 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranose and 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose intermediates were examined. The GA-PNIPAM (ii) had an amino at C-2 position, while there was a hydroxyl in GA-PNIPAM (i) at this position. Both the resulting oligomers (i) and (ii) had a narrow dispersity, and no significant cytotoxic response of copolymers (i) and (ii) was observed in the cell line over the concentration range from 0.1 mu g/mL to 1000 mu g/mL at any of the exposure times. In addition, it was discovered that GA-PNIPAM (i) and (ii) inhibited the proliferation of Human Hepatocellular Carcinoma Cells HepG2 as the concentration and the time changed, and the inhibitory activity of polymer (ii) was higher than that of he (i). The results suggest that the GA-PNIPAM polymers show excellent biocompatibility in vitro.
• Effect of Chain Architecture on the Phase Transition of Star and Cyclic Poly(N-isopropylacrylamide) in Water

  Na Xue, Xing-Ping Qiu, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi, Francoise M. Winnik

  JOURNAL OF POLYMER SCIENCE PART B-POLYMER PHYSICS 54 (20) 2059 - 2068 0887-6266 2016/10 [Refereed][Not invited]
   

  The heat-induced phase transition of aqueous solutions of Poly(N-isopropylacrylamide) (PNIPAM) in water is examined for a four-arm PNIPAM star (s-PNIPAM), a cyclic PNI-PAM (c-PNIPAM), and their linear counterparts (l-PNIPAM) in the case of polymers (1.0 g L-1) of 12,700 g mol(-1) < M-n < 14,700 g mol(-1). Investigations by turbidity, high-sensitivity differential scanning calorimetry (HS-DSC), and light scattering (LS) indicate that the polymer architecture has a strong effect on the cloud point (T-c: decrease for s-PNIPAM; increase for c-PNIPAM), the phase transition enthalpy change (Delta H decrease for s-PNIPAM and c-PNIPAM), and the hydrodynamic radius of the aggregates formed above T-c (R-H: c-PNIPAM< s-PNIPAM< l-PNIPAM). The properties of s-PNIPAM are compared with those of previously reported PNIPAM star polymers (3 to 52 arms). The overall observations are described in terms of the arm molecular weight and the local chain density in the vicinity of the core of the star, by analogy with the model developed for PNIPAM brushes on nanoparticlesor planar surfaces. (C) 2016 Wiley Periodicals, Inc.
• High-performance stretchable resistive memories using donor-acceptor block copolymers with fluorene rods and pendent isoindigo coils

  WANG Jau‐Tzeng, SAITO Kengo, WU Hung‐Chin, SUN Han‐Sheng, HUNG Chih‐Chien, CHEN Yougen, ISONO Takuya, KAKUCHI Toyoji, SATOH Toshifumi, CHEN Wen‐Chang

  NPG Asia Materials (Web) 8 (Aug) WEB ONLY  1884-4057 2016/08 [Not refereed][Not invited]
  
• High-performance stretchable resistive memories using donor-acceptor block copolymers with fluorene rods and pendent isoindigo coils

  Jau-Tzeng Wang, Kengo Saito, Hung-Chin Wu, Han-Sheng Sun, Chih-Chien Hung, Yougen Chen, Takuya Isono, Toyoji Kakuchi, Toshifumi Satoh, Wen-Chang Chen

  NPG ASIA MATERIALS 8 1884-4049 2016/08 [Refereed][Not invited]
   

  Diblock copolymers consisting of electron-donating poly[2,7-(9,9-dihexylfluorene)] (PF) rods and electron-withdrawing poly (pendent isoindigo) (Piso) coils were designed and synthesized through a click reaction. The electronic properties and interchain organization of the copolymers could be tuned by varying the PF/Piso ratio (PF14-b-Piso(n) (n= 10, 20, 60 and 100)). The highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels of the studied polymers were progressively reduced as the length of Piso increased, affecting the charge trapping and intramolecular charge transfer environment between PF and Piso domains. Thermally treated PF14-b-Piso(n) thin films exhibited a clear nanofibrillar structure, and the d-spacing was enhanced systematically as the Piso chain length increased. Resistive memory characteristics were explored with a sandwich indium tin oxide/PF14-b-Piso(n)s/Al device configuration. The enhanced conjugated PF conducting channels led to stable resistance switching behavior, exhibiting volatile SRAM (static random access memory) (PF14-b-Piso(10)) and nonvolatile WORM (write-once-read-many-times) (PF14-b-Piso(20), PF14-b-Piso(60), PF14-b-Piso(100)) characteristics with a large ON/OFF ratio (10(6)) and a stable retention time (10(4) s). A more appealing feature is that such memory cells were integrated on a soft poly(dimethylsiloxane) substrate, allowing for the development of a stretchable data storage device. Reliable and reproducible electrical characteristics, including SRAM- and WORM-type memories, could be explored as the device was stretched under an applied tensile strain ranging from 0 to 50%. The studied donor-acceptor copolymers indeed showed great potential for stretchable electronic applications with controllable digital information storage characteristics.
• Self-Assembly of Maltoheptaose-block-polycaprolactone Copolymers: Carbohydrate-Decorated Nanoparticles with Tunable Morphology and Size in Aqueous Media

  Takuya Isono, Kana Miyachi, Yusuke Satoh, Ryosuke Nakamura, Yao Zhang, Issei Otsuka, Kenji Tajima, Toyoji Kakuchi, Redouane Borsali, Toshifumi Satoh

  MACROMOLECULES 49 (11) 4178 - 4194 0024-9297 2016/06 [Refereed][Not invited]
   

  This paper describes the systematic investigation into the aqueous self-assembly of a series of block copolymers (BCPs) consisting of maltoheptaose (MH; as the A block) and poly(e-caprolactone) (PCL; as the B block), i.e., linear AB-type diblock copolymers with varied PCL molecular weights (MH-b-PC1-(2.5(k,3.3k,5k10k))), AB(y)-type = 2, MH-b(PCL5k) 2; y = 3, MH-b-(PCL3.3k)(3)), A(2)B(2)-type ((MH)(2)-b(PCL(5)k)(2)), and AxB-type miktoarm star polymers (x = 2, (MH)2-b-PCL10k; x = 3, (MH)(3)-b-PCLiok), which had been precisely synthesized via the combination of the living ring opening polymerization and click reaction. Under similar conditions, the nanoprecipitation method was employed to self -assemble them in an aqueous medium. Imaging and dynamic light scattering techniques indicated the successful formation of the carbohydrate -decorated nanoparticles via self -assembly. The MH-b-PCLs formed regular core shell micellar nanoparticles with the hydrodynamic "radius (Rh) of 17-43 nm. MH-b-(PCL5k)2 and MH-b-(PCL3.3k)(3), which have an NPCL comparable to MH-b-PCLiok, were found to form large compound micelles with relatively large radii (Rh of 49 and 56 nm, respectively). On the other hand, (MH),-b-(PCL5k),, (MH),-b-PCLiok, and (MH)3-bPCLiok predominantly formed the regular core shell micellar nanoparticles (Rh = 29-39 nm) with a size smaller than that of MH-b-PCLiok (Rh = 43 nm).
• Advanced functionalization of polyhydroxyalkanoate via the UV-initiated thiol-ene click reaction

  Kenji Tajima, Kosuke Iwamoto, Yasuharu Satoh, Ryosuke Sakai, Toshifumi Satoh, Tohru Dairi

  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY 100 (10) 4375 - 4383 0175-7598 2016/05 [Refereed][Not invited]
   

  Polyhydroxyalkanoates (PHAs) incorporating vinyl-bearing 3-hydroxyalkanoates were prepared in 8.5-12.9 g L-1 yield. The molar ratios (0-16 mol%) of the vinyl-bearing 3-hydroxyalkanoate derivatives were controlled by the continuous feeding of undecylenate at various concentrations. Subsequently, the PHAs were functionalized by UV-initiated thiol-ene click reaction and chemical modification. H-1 NMR spectra suggested that 3-mercaptopropionic acid and 2-aminoethanethiol were successfully introduced into the vinyl-bearing PHA. Subsequently, chemical modification using fluorescein or a fibronectin active fragment (GRGDS) was attempted. The former yielded a PHA derivative capable of emitting fluorescence under UV irradiation, which was useful for determining the miscibility of PHA in a composite film comprising poly-EY-lactic acid (PLLA) and PHA. In the latter case, PHA bearing GRGDS peptides exhibited cell adhesiveness, suggesting that its biocompatibility was improved upon peptide introduction. Taken together, the UV-initiated thiol-ene click reaction was demonstrated to be useful in PHA modification.
• Donor-Acceptor Poly(3-hexylthiophene)-block-Pendent Poly(isoindigo) with Dual Roles of Charge Transporting and Storage Layer for High-Performance Transistor-Type Memory Applications

  Jau-Tzeng Wang, Shoichi Takashima, Hung-Chin Wu, Yu-Cheng Chiu, Yougen Chen, Takuya Isono, Toyoji Kakuchi, Toshifumi Satoh, Wen-Chang Chen

  ADVANCED FUNCTIONAL MATERIALS 26 (16) 2695 - 2705 1616-301X 2016/04 [Refereed][Not invited]
   

  Field-effect transistor memories usually require one additional charge storage layer between the gate contact and organic semiconductor channel. To avoid such complication, new donor-acceptor rod-coil diblock copolymers (P3HT(44)-b-Piso(n)) of poly(3-hexylthiophene)(P3HT)-block-poly(pendent isoindigo) (Piso) are designed, which exhibit high performance transistor memory characteristics without additional charge storage layer. The P3HT and Piso blocks are acted as the charge transporting and storage elements, respectively. The prepared P3HT(44)-b-Piso(n) can be self-assembled into fibrillar-like nanostructures after the thermal annealing process, confirmed by atomic force microscopy and grazing-incidence X-ray diffraction. The lowest-unoccupied molecular orbital levels of the studied polymers are significantly lowered as the block length of Piso increases, leading to a stronger electron affinity as well as charge storage capability. The field-effect transistors (FETs) fabricated from P3HT(44)-b-Piso(n) possess p-type mobilities up to 4.56 x 10(-2) cm(2) V-1 s(-1), similar to that of the regioregular P3HT. More interestingly, the FET memory devices fabricated from P3HT(44)-b-Piso(n) exhibit a memory window ranging from 26 to 79 V by manipulating the block length of Piso, and showed stable long-term data endurance. The results suggest that the FET characteristics and data storage capability can be effectively tuned simultaneously through donor/acceptor ratio and thin film morphology in the block copolymer system.
• B(C6F5)(3)-Catalyzed Group Transfer Polymerization of N,N-Disubstituted Acrylamide Using Hydrosilane: Effect of Hydrosilane and Monomer Structures, Polymerization Mechanism, and Synthesis of alpha-End-Functionalized Polyacrylamides

  Seiya Kikuchi, Yougen Chen, Kodai Kitano, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 49 (8) 3049 - 3060 0024-9297 2016/04 [Refereed][Not invited]
   

  The tris(pentafluorophenyl)borane- (B(C6F5)(3)-) catalyzed group transfer polymerization (GTP) of N,N-disubstituted acrylamide (DAAm) using a moisture-tolerant hydrosilane (HSi) as part of the initiator has been intensively investigated in this study. The screening experiment using various HSis suggested that dimethylethylsilane (Me2EtSiH) with, the least steric bulkiness was the most appropriate reagent for the polymerization control. The chemical structure of the DAAms significantly affected the livingness of the polymerization. For instance, the polymerization of N,N-diethylacrylamide (DEtAAm) using Me2EtSiH only showed better control over the molecular weight distribution, while that of N-acryloylmorpholine (MorAAm) with a more obstructive side group using the same HSi afforded precise control of the molecular weight as well as its distribution. Given that the entire polymerization was composed of the monomer activation, the in situ formation of a silyl ketene aminal as the true initiator by the 1,4-hydrosilylation of DAAm, and the GTP process, the polymerization mechanism was discussed in detail for each specific case, e.g., the B(C6F5)(3)-catalyzed polymerizations of DEtAAm and MorAAm and the polymerization of MorAAm using B(C6F5)(3) and Me3SiNTf2 as a double catalytic system. Finally, the convenient alpha-end-functionalization of poly(N,N-disubstituted acrylamide) (PDAAm) was achieved by the in situ preparation of functional silyl ketene aminals through the 1,4-hydrosilylation of functional methacrylamides, which has no polymerization reactivity in the Lewis acid-catalyzed GTP, followed by the Me3SiNTf2-catalyzed GTP of DAAms.
• Heat Storage and Release Tests of Heat Storage Material with Crystal Transformation

  Toshifumi Satoh

  Transactions of the Japan Society for Aeronautical and Space Sciences, AeroSpace Technology Japan 14 (ists30) Pi_1 - Pi_6 2016 [Refereed][Not invited]
  
• 有機分子触媒の化学 モノづくりのパラダイムシフト 日本化学会編 ポリマー合成への応用

  磯野拓也, 佐藤敏文

  CSJ Current Review (22) 204‐205  2016 [Not refereed][Not invited]
  
• Synthesis, morphology, and electrical memory application of oligosaccharide-based block copolymers with pi-conjugated pyrene moieties and their supramolecules

  Han-Sheng Sun, Yougen Chen, Wen-Ya Lee, Yu-Cheng Chiu, Takuya Isono, Toshifumi Satoh, Toyoji Kakuchi, Wen-Chang Chen

  POLYMER CHEMISTRY 7 (6) 1249 - 1263 1759-9954 2016 [Refereed][Not invited]
   

  We report the synthesis, morphology, and field effect transistor memory application of malto-heptaose-based block copolymers, maltoheptaose-block-poly(1-pyrenylmethyl methacrylate) (MH-bPPyMA), and their supramolecules with (4-pyridyl)-acceptor-(4-pyridyl), MH(4Py-Acceptor-4Py)(x)-b-PPyMA. MH-b-PPyMA was prepared by the combination of the t-Bu-P-4-catalyzed group transfer polymerization and the Cu(I)-catalyzed azide-alkyne cycloaddition reaction. After the thermal annealing process, the MH-b-PPyMA bulk sample underwent microphase separation to form the sub-10 nm periodic self-assembled nanostructure. The self-assembled morphologies transform from the hexagonal cylinder packing to the body-centered cubic sphere arrangement and the disordered spherical nano-domain with the increase of the PPyMA segment length. On the contrary, only the spherical nanodomain was observed in the thermo-annealed thin film samples of both MH-b-PPyMA and MH(4Py-Acceptor-4Py)(x)-b-PPyMA. The electrical characteristics of the p-type pentacene-based OFET memory device were studied using the thermo-annealed polymer thin film as the electret layer. The MH(4Py-Acceptor-4Py)(x)-b-PPyMA-based organic field effect transistor (OFET) devices had the high hole mobility of 0.20-1.08 cm(2) V-1 s(-1) and the ON/OFF current (I-ON/I-OFF) ratio of 10(7)-10(8), in which the acceptor of the benzo[c][1,2,5] thiadiazole (BT) based device possessed the higher hole mobility than that of the isoindigo-based one due to the more ordered packing pentacene crystals. The memory window (Delta V-TH) of the supramolecule-based device was increased with enhancing the 4Py-Acceptor-4Py blending composition, and that of the MH(4Py-BT-4Py)(1.5)-b-PPyMA10-based device had the largest Delta V-TH of ca. 9 V, a long-term retention time greater than 10(4) s and the high I-ON/I-OFF memory ratio of 10(6)-10(7) (reading at V-g = 0 V) for more than 100 programming/erasing cycles. Our results demonstrate that the bio-related block copolymers and their supramolecular thin film could be used as electret layers for high-performance nonvolatile flash green memory devices.
• Synthesis of Well-Defined Amphiphilic Star-Block and Miktoarm Star Copolyethers via t-Bu-P-4-Catalyzed Ring-Opening Polymerization of Glycidyl Ethers

  Yusuke Satoh, Kana Miyachi, Hirohiko Matsuno, Takuya Isono, Kenji Tajima, Toyoji Kakuchi, Toshifumi Satoh

  MACROMOLECULES 49 (2) 499 - 509 0024-9297 2016/01 [Refereed][Not invited]
   

  A comprehensive set of amphiphilic star-shaped block copolyethers with a fixed molecular weight and composition was synthesized via the t-Bu-P-4-catalyzed ring opening polymerization (ROP) of 2-(2-(2-methoxyethoxy)-ethoxy)ethyl glycidyl ether as a hydrophilic monomer and decyl glycidyl ether as a hydrophobic monomer. The three and four-armed star-block copolyethers, i.e., the (AB)(3)-, (BA)(3)-, (AB)(4)-, and (BA)(4)-type star-block copolyethers, where A and B represent hydrophilic and hydrophobic blocks, respectively, were synthesized by the sequential t-Bu-P-4-catalyzed block copolymerization using tri- and tetra-alcohol initiators, respectively, according to the core-first method. The homogeneous growth of each arm was confirmed by cleaving the linkages between the initiator residue and polyether arms. The synthesis of the A(2)B(2)-, AB(2)-, and A(2)B-type miktoarm star copolyethers was achieved by the combination of the t-Bu-P-4-catalyzed ROP and azido-alkyne click chemistry. The azido- and ethynyl-functionalized precursor polyethers with the predicted molecular weights were separately prepared by the t-Bu-P-4-catalyzed ROP with the aid of functional initiators as well as a terminator. The intermolecular click reaction of the precursors provided the desired miktoarm star copolyethers. All the obtained star-shaped block copolyethers had a comparable monomer composition (degree of polymerization = 50:50) and total molecular weight (ca. 22 200 g mol(-1)) with a narrow dispersity (<1.05). The hydrodynamic diameter and the cloud point analyses for the aqueous micellar solution of the amphiphilic star-shaped block copolyethers revealed that the self-assembly properties were affected by the block arrangements and branched architectures of the amphiphilic polymers.
• Intramolecular olefin metathesis as a robust tool to synthesize single-chain nanoparticles in a size-controlled manner

  Kodai Watanabe, Ryoto Tanaka, Kenji Takada, Myung-Jin Kim, Jae-Suk Lee, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  POLYMER CHEMISTRY 7 (29) 4782 - 4792 1759-9954 2016 [Refereed][Not invited]
   

  A comprehensive examination of the synthesis of single-chain nanoparticles (SCNPs) from statistical copolymers of n-butyl methacrylate (BMA) and 3-butenyl methacrylate (3BMA), i.e., P(BMA-co-3BMA)s, via the intramolecular olefin metathesis reaction under high dilution conditions is described. The olefin metathesis reaction of P(BMA-co-3BMA) using Grubbs' 2nd generation catalyst in CH2Cl2 efficiently gave the corresponding SCNPs under mild conditions. We achieved the size-controlled synthesis of the SCNPs by adjusting the following factors: (1) the olefin content in the precursor, (2) the molecular weight of the precursor, and (3) the solvent quality of the reaction medium. The hydrodynamic radius and the intrinsic viscosity of the resultant SCNPs were investigated by DLS and viscometric measurements, respectively, which provided further evidence of SCNP formation with controlled diameters. Furthermore, the above-established intramolecular olefin metathesis approach was successfully applied to poly(acrylate), poly(styrene), and poly(ester) precursors, which proved that the present approach could be applied to a wide range of olefin-containing precursors to give SCNPs with various functional groups.
• Sequential Mukaiyama-Michael reaction induced by carbon acids

  Hikaru Yanai, Osamu Kobayashi, Kenji Takada, Takuya Isono, Toshifumi Satoh, Takashi Matsumoto

  CHEMICAL COMMUNICATIONS 52 (16) 3280 - 3283 1359-7345 2016 [Refereed][Not invited]
   

  In the presence of a strong carbon acid, the sequential Mukaiyama-Michael reaction using two different Michael acceptors proceeded and the reaction of ketene silyl acetal derived from EtOAc with alpha-pyrones as primal acceptors yielded the corresponding cyclic ketene silyl acetals, which were reactive enough to undergo the following reaction with second acceptors.
• Sub-20 nm microphase-separated structures in hybrid block copolymers consisting of polycaprolactone and maltoheptaose

  Takuya Isono, Issei Otsuka, Sami Halila, Redouane Borsali, Toyoji Kakuchi, Toshifumi Satoh

  Journal of Photopolymer Science and Technology 28 (6) 755 - 762 1349-6336 2015/11/16 [Not refereed][Not invited]
   

  The present review summarizes our recent results regarding the synthesis and morphological characterization of sugar-based hybrid block copolymers (BCPs) consisting of maltoheptaose (MH) and poly(ε-caprolactone) (PCL). The AB-, AB2-, AB3-, ABA-, and A2B-type BCPs, in which the A and B blocks are MH and PCL, respectively, were synthesized by combining the living polymerization and click reaction. The in-situ small angle X-ray scattering experiments revealed the formation of ordered microphase-separated structures with a sub-20 nm periodicity.
• Group transfer polymerization of acrylic monomers

  Yougen Chen, Keita Fuchise, Toshifumi Satoh, Toyoji Kakuchi

  Anionic Polymerization: Principles, Practice, Strength, Consequences and Applications 451 - 494 2015/09/01 [Refereed][Not invited]
   

  Group transfer polymerization (GTP) as one of the living polymerizations was put forward over 30 years ago by DuPont for the upscale and cost-reducing synthesis of acrylic polymers. In the GTP process, a silyl ketene acetal compound is used as an initiator and a Lewis base/acid as the catalysts, and polymerizations can be operated at advantageously moderate temperatures when compared with the conventional living anionic polymerizations of acrylic monomers. GTP using conventional catalysts, referred to as conventional GTP, had experienced a booming development during 1980-1990s. In retrospect, most of the studies in this field before 2007 had been focusing on the optimization of conventional catalysts, the exploration of applicable monomers, and the molecular design of polymeric architectures. In addition, debates on polymerization mechanisms involving associative and dissociative routes had also been discussed. In contrast to the conventional GTP, the recent progress (2007~) in this field has been mainly reflected on the significant and creative utilization of organocatalysts, such as strong organic Lewis acids/bases, which might be termed as organocatalytic GTP. This subchapter strives to provide a latest, systematic, and comprehensive summary throughout the over 30-year development, and in particular, the organocatalytic GTP will be emphatically described.
• Influence of Helical Structure on Chiral Recognition of Poly(phenylacetylene)s Bearing Phenylcarbamate Residues of L-Phenylglycinol and Amide Linage as Pendants

  Chunhong Zhang, Rui Ma, Hailun Wang, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Lijia Liu, Yoshio Okamoto

  CHIRALITY 27 (8) 500 - 506 0899-0042 2015/08 [Refereed][Not invited]
   

  Four poly(phenylacetylene)s (PPA-1, PPA-2, PPA-3, PPA-4) bearing phenylcarbamate residues of L-phenylglycinol and amide linkage as pendants were prepared to be used as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC), and the influences of coating solvents, dimethylformamide (DMF) and tetrahydrofuran (THF), which were used for coating the polymers on silica gel, on the helical structure of the polymers and their chiral recognition abilities were investigated. The structure analysis of PPA-1, PPA-2, PPA-3, PPA-4 by H-1 nuclear magnetic resonance (NMR), size exclusion chromatography (SEC), optical rotation, and circular dichroism (CD) spectra indicated that the polymers possess the cis-transoidal structure with dynamic helical conformation. The polymers in THF seem to have shorter conjugated helical main chains along with a tighter twist conformation than those in DMF. The chiral recognition abilities of PPA-1, PPA-2, PPA-3, PPA-4 with the different helical structures induced by the coating solvents were evaluated as the CSPs in HPLC. The helical structures of PPA-1, PPA-2, PPA-3, PPA-4 induced with THF are preferable for chiral recognition for some racemates compared to those induced with DMF, and higher chiral recognition abilities of PPA-1, PPA-2, PPA-3, PPA-4 were achieved using THF. Chirality 27:500-506, 2015. (c) 2015 Wiley Periodicals, Inc.
• Complex Thin Film Morphologies of Poly(n-hexyl isocyanate)(5k,10k)-Poly(epsilon-caprolactone)(1-3)(10k,17k) Miktoarm Star Polymers

  Rarm Phinjaroenphan, Young Yong Kim, Brian J. Ree, Takuya Isono, Jinseok Lee, Supagorn Rugmai, Heesoo Kim, Santi Maensiri, Toyoji Kakuchi, Toshifumi Satoh, Moonhor Ree

  MACROMOLECULES 48 (16) 5816 - 5833 0024-9297 2015/08 [Refereed][Not invited]
   

  Two series of crystalline-crystalline miktoarm star polymers were prepared and their thin film morphologies were investigated in detail by synchrotron grazing incidence X-ray scattering (GIXS): poly(n-hexyl isocyanate)(5000) poly(epsilon-caprolactone) (1-3)(17000) (PHIC(5k)-PCL1-3(17k)) and poly(n-hexyl isocyanate) (10000) poly(epsilon-caprolactone)(1-3)(10000) (PHIC(10k)-PCL1-3(10k)). In addition, their thermal properties were examined. All miktoarm star polymers revealed a two-step thermal degradation behavior where the PHIC arm was degraded first, followed by the PCL arm underwent degradation. Interestingly, all miktoarms were found to show a highly enhanced thermal stability, regardless of their molecular weight over 3k to 17k, which might be attributed to their one-end group capped with the counterpart arm(s) via arm-joint formation. Surprisingly, all miktoarm star polymers always developed only lamellar structure in toluene- and chloroform-annealed films via phase-separation, regardless of the length of PHIC arm as well as the length and number of PCL arm. Despite having highly imbalanced volume fractions, lamellar structure was constructed in the films of miktoarm star polymers through the override of volume fraction rule based on the rigid chain properties, self-assembling characteristics, conformational asymmetry, and compressibilities of PHIC and PCL arms. Furthermore, the orientation of such lamellar structures was controlled by the selection of either toluene or chloroform in the solvent-annealing process. The PHIC arm phases in the lamellar structures favorably formed a mixture of edge-on and face-on structures with fully extended backbone and bristle conformations even under the confined lamellar geometry and arm-joint. The PCL arm phases still crystallized, forming fringed-micelle like structures in which orthorhombic crystals were laterally grown along the in-plane direction of lamellae although their crystallization was somewhat suppressed by the confined lamellar geometry and arm-joint. Overall, crystalline-crystalline PHIC-PCL1-3 miktoarm polymers demonstrated very interesting but unusual, very complex hierarchical structures in the solvent-annealed thin films.
• Synthesis of Oligosaccharide-Based Block Copolymers with Pendent pi-Conjugated Oligofluorene Moieties and Their Electrical Device Applications

  Han-Sheng Sun, Yu-Cheng Chiu, Wen-Ya Lee, Yougen Chen, Akira Hirao, Toshifumi Satoh, Toyoji Kakuchi, Wen-Chang Chen

  MACROMOLECULES 48 (12) 3907 - 3917 0024-9297 2015/06 [Refereed][Not invited]
   

  We report the synthesis and electric device applications of oligosaccharide-based diblock copolymers consisting of a maltoheptaose (MH) block and a poly(4-oligofluorenylstyrene) block (PStFl(n), n = 1 or 2), referred to as MH-b-PStFl(n). MH-b-PStFl(n) was prepared by the Cu(I)-catalyzed click reaction of azido-terminated PStFl(n) (PStFl(n)-N-3), which was obtained from the azidation reaction of the bromo-terminated PStFl(n) (PStFl(n)-Br), with excess ethynylterminated MH in the THF/DMF mixture solvent. The resulting diblock copolymers self-assembled to spherical microdomains with sub-10 nm sizes in both bulk and thin film state after annealing process. Thereafter, the MH-b-PStFl(n) thin film (similar to 50 nm) with the self-assembled nanoscale spherical aggregates was used as the charge storage layer for the pentacene-based field-effect transistor type memory devices. The MH-b-PStFl(n)-based devices had the excellent hole mobility (0.25-0.52 cm(2) V-1 s(-1)) and the high ON/OFF current (I-ON/I-OFF) ratio of 10(7)-10(8), of which the MH-b-PStFl(1)-based one had the higher mobility than that of the MH-b-PStFl(2)-based one because the pentacene crystal in the former device possessed the larger grain size and fewer boundaries. On the other hand, the MH-b-PStFl(2)-based device showed a larger memory window than the MH-b-PStFl(1)-based one because the stronger electron-donating effect of the difluorenyl group in MH-b-PStFl(2) increased the charge storage capability of its related device. All the memory devices showed a long-term retention time over 10(4) s with the high I-ON/I-OFF ratio of 10(6)-10(8). Among these devices, the MH-b-PStFl(1)-based device showed a good WRER endurance over 180 cycles. This work not only demonstrates the tunable electrical memory characteristics by adjusting the pi-conjugation length of the oligofluorenyl side chain in the polymer electret but also provides a promising approach for developing the next-generation "green electronics" using natural materials.
• Luminescent Coordination Glass: Remarkable Morphological Strategy for Assembled Eu(III) Complexes

  Yuichi Hirai, Takayuki Nakanishi, Yuichi Kitagawa, Koji Fushimi, Tomohiro Seki, Hajime Ito, Hiroyuki Fueno, Kazuyoshi Tanaka, Toshifumi Satoh, Yasuchika Hasegawa

  INORGANIC CHEMISTRY 54 (9) 4364 - 4370 0020-1669 2015/05 [Refereed][Not invited]
   

  Syntheses of novel luminescent Eu(III) coordination glasses 1 ([Eu(hfa)(3)(o-dpeb)](2)), 2 ([Eu(hfa)(3)(m-dpeb)](3)), and 3 ([Eu(hfa)(3)(p-dpeb)](n)) are reported. They are composed of Eu(III) ions, hexafluoroacetylacetonato (hfa) ligands, and unique bent-angled phosphine oxide (o-, m-, p-dpeb) ligands with ethynyl groups. Their coordination structures and glass formability are dependent on the regiochemistry of substitution in regard to the internal benzene core. Single-crystal X-ray analyses and DFT calculation reveals dinuclear, trinuclear, and polymer structures for Eu(III) coordination glasses 1, 2, and 3, respectively. Those compounds show characteristic glass-transition (T-g = 25-96 degrees C) and strong luminescence properties (phi(Ln) = 72-94%).
• Controlled/Living Ring-Opening Polymerization of Glycidylamine Derivatives Using t-Bu-P-4/Alcohol Initiating System Leading to Polyethers with Pendant Primary, Secondary, and Tertiary Amino Groups

  Takuya Isono, Shunsuke Asai, Yusuke Satoh, Toshimitsu Takaoka, Kenji Tajima, Toyoji Kakuchi, Toshifumi Satoh

  MACROMOLECULES 48 (10) 3217 - 3229 0024-9297 2015/05 [Refereed][Not invited]
   

  The combination of t-Bu-P-4 and alcohol was found to be an excellent catalytic system for the controlled/living ring-opening polymerization (ROP) of N,N-disubstituted glycidylamine derivatives, such as N,N-dibenzylglycidylamine (DBGA), N-benzyl-N-methylglycidylamine, N-glycidylmorpholine, and N,N-bis(2-methoxyethyl)glycidylamine, to give well-defined polyethers having various pendant tertiary amino groups with predictable molecular weights and narrow molecular weight distributions (typically M-w/M-n, < 1.2). The tBu-P-4-catalyzed ROP of these monomers in toluene at room temperature proceeded in a living manner, which was confirmed by a MALDI-TOF MS analysis, kinetic measurement, and postpolymerization experiment. The well-controlled nature of the present system enabled the production of the block copolymers composed of the glycidylamine monomers. The polyethers having pendant primary and secondary amino groups, i.e., poly(glycidylamine) and poly(glycidylmethylamine), respectively, were readily obtained by the debenzylation of poly(DBGA) and poly(BMGA), respectively, through the treatment with Pd/C in THF/MeOH under a hydrogen atmosphere. To the best of our knowledge, this report is the first example of the controlled/living polymerization of glycidylamine derivatives, providing a rapid and comprehensive access to the polyethers having primary, secondary, and tertiary amino groups.
• Diphenyl Phosphate-Catalyzed Ring-Opening Polymerization of 1,5-Dioxepan-2-one

  Kosuke Makiguchi, Chihiro Asakura, Kazuma Yanai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULAR SYMPOSIA 349 (1) 74 - 84 1022-1360 2015/03 [Not refereed][Not invited]
   

  The ring-opening polymerization (ROP) of 1,5-dioxepan-2-one (DXO) catalyzed by diphenyl phosphate (DPP) using 3-phenyl-1-propanol (PPA) as an initiator has been studied. The polymerization in toluene at room temperature produced poly(1,5-dioxepan-2-one) (PDXO) with a narrow polydispersity index. For the initial [DXO](0)/[PPA](0)/[DPP](0) of 50/1/1, the molecular weight determined from H-1 NMR (M-n,M-NMR) of 5670gmol(-1) agreed with the calculated one (M-n,M-calcd) of 5680gmol(-1). The obtained PDXO possessing a PPA residue at the -chain end was confirmed by the H-1 NMR and MALDI-TOF MS measurements. The livingness of the ROP of DXO was supported by the kinetic and chain-extension experiments. The diblock and random copolymerizations of DXO and E-caprolactone (CL) afforded respective copolymers. The monomer reactivity ratios were obtained as r(DXO)=0.59 and r(CL)=1.19 using the Kelen-Tudos method, and the random copolymers showed different thermal properties corresponding to copolymer compositions.
• Sub-10 nm Scale Nanostructures in Self-Organized Linear Di- and Triblock Copolymers and Miktoarm Star Copolymers Consisting of Maltoheptaose and Polystyrene

  Issei Otsuka, Yao Zhang, Takuya Isono, Cyrille Rochas, Toyoji Kakuchi, Toshifumi Satoh, Redouane Borsali

  MACROMOLECULES 48 (5) 1509 - 1517 0024-9297 2015/03 [Refereed][Not invited]
   

  The present paper describes the sub-10 nm scale self-assembly of AB-type diblock, ABA-type triblock, and A(2)B-type miktoarm star copolymers consisting of maltoheptaose (MH: A block) and polystyrene (PS: B block). These block copolymers (BCPs) were synthesized through coupling of end-functionalized MH and PS moieties. Small-angle X-ray scattering and atomic force microscope investigations indicated self-organized cylindrical and lamellar structures in the BCP bulks and thin films with domain spacing (d) ranging from 7.65 to 10.6 nm depending on the volume fraction of MH block (phi(MH)), Flory-Huggins interaction parameter (chi), and degree of polymerization (N). The BCP architecture also governed the morphology of the BCPs, e.g. the AB-type diblock copolymer (phi(MH) = 0.42), the ABA-type triblock copolymer (phi(MH) = 0.40), and the A2B-type miktoarm star copolymer (phi(MH) = 0.45) self-organized into cylinder (d = 7.65 nm), lamellar (d = 8.41 nm), and lamellar (d = 9.21 nm) structures, respectively.
• Synthesis and Chiral Recognition of Helical Poly(phenylacetylene)s Bearing L-Phenylglycinol and its Phenylcarbamates as Pendants

  Chunhong Zhang, Hailun Wang, Taotao Yang, Rui Ma, Lijia Liu, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Yoshio Okamoto

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 53 (6) 809 - 821 0887-624X 2015/03 [Refereed][Not invited]
   

  A series of novel stereoregular one-handed helical poly(phenylacetylene) derivatives (PPA-1 and PPA-1a similar to g) bearing L-phenylglycinol and its phenylcarbamate residues as pendants was synthesized for use as chiral stationary phases (CSPs) for HPLC, and their chiral recognition abilities were evaluated using 13 racemates. The phenylcarbamate residues include an unsubstituted phenyl, three chloro-substituted phenyls (3-Cl, 4-Cl, 3,5-Cl-2), and three methyl-substituted phenyls (3-CH3, 4-CH3, 3,5-(CH3)(2)). The acidity of the phenylcarbamate N-H proton and the hydrogen bonds formed between the N-H groups of the phenylcarbamate residues were dependent on the type, position, and the number of substituents on the phenylcarbamate residues. The chiral recognition abilities of these polymers significantly depended on the dynamic helical conformation of the main chain with more or less regularly arranged pendants. The chiral recognition abilities seem to be improved by the introduction of substituents on the phenylcarbamate residues, and PPA-1d bearing the more acidic N-H groups due to the 3,5-dichloro substituents, exhibited a higher chiral recognition than the others. PPA-1d showed an efficient chiral recognition for some racemates, and baseline separation was possible for racemates 5, 11, 12, and 15. (C) 2014 Wiley Periodicals, Inc.
• Synthesis of Homopolymers, Diblock Copolymers, and Multiblock Polymers by Organocatalyzed Group Transfer Polymerization of Various Acrylate Monomers

  Kenji Takada, Takahiro Ito, Kodai Kitano, Shinji Tsuchida, Yu Takagi, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 48 (3) 511 - 519 0024-9297 2015/02 [Refereed][Not invited]
   

  The group transfer polymerization (GTP) with N-(trimethylsilyl)bis(trifluoromethanesulfonyl)imide (Me3SiNTf2) and 1-methoxy-1-triisopropylsiloxy-2-methyl-1-propene (iPr-SKA) has been studied using methyl acrylate (MA), ethyl acrylate (EA), n-butyl acrylate (nBA), 2-ethylhexyl acrylate (EHA), cyclohexyl acrylate (cHA), dicyclopentanyl acrylate (dcPA), tert-butyl acrylate (tBA), 2-methoxyethyl acrylate (MEA), 2-(2-ethoxyethoxy)ethyl acrylate (EEA), 2-(dimethylamino)ethyl acrylate (DMAEA), allyl acrylate (AlA), propargyl acrylate (PgA), 2-(triisopropylsiloxy)ethyl acrylate (TIPS-HEA), and triisopropylsilyl acrylate (TIPSA). Except for tBA and DMAEA, the GTPs of all other monomers described above proceeded rapidly in a living manner and produced well-defined homo acrylate polymers. The living nature of the GTPs of such acrylate monomers was further applied to the postpolymerizations of MA, EA, nBA, and MEA and also to the sequential GTPs of diverse acrylate monomers for preparing di- and multiblock acrylate polymers. In greater detail, the AB and BA diblock copolymers, (ABC)(4) dodecablock terpolymer, (ABCD)(3) dodecablock quaterpolymer, and ABCDEF hexablock sestopolymer were synthesized by sequential GTP methods using various acrylate monomers.
• Poly(cyclic olefin)s

  Takuya Isono, Toshifumi Satoh

  Encyclopedia of Polymeric Nanomaterials 1677 - 1683 2015 [Refereed][Invited]
  
• Organocatalytic Polymerization

  Toshifumi Satoh

  Encyclopedia of Polymeric Nanomaterials 1485 - 1497 2015 [Refereed][Invited]
  
• Phosphazene Base-Catalyzed Living Ring-Opening Polymerization System for Substituted Epoxides

  磯野拓也, 佐藤悠介, 覚知豊次, 佐藤敏文

  高分子論文集 72 (5) 295 - 305 0386-2186 2015 [Refereed][Not invited]
   

  This comprehensive paper describes the anionic ring-opening polymerization of substituted epoxides using a phosphazene base catalyst, t-Bu-P-4, and its application for the synthesis of architecturally complex polyethers. The t-Bu-P-4-catalyzed ROP of 1,2-butylene oxide (BO) produced the poly(BO) having the predicted molecular weight and narrow polydispersity. The kinetic analysis revealed that the ROP system proceeded in a living manner. The t-Bu-P(4)catalyzed ROP was then applied to the polymerization of various epoxides having a variety of side chains, e.g. styrene oxide. The synthesis of star-shaped polyethers was achieved by the t-Bu-P-4-catalyzed ROP using polyols as an initiator. The syntheses of cyclic-, figure-eight-shaped, and tadpole-shaped polyethers were also achieved via the intramolecular click reaction of the well-defined linear precursors bearing azido and ethynyl functions at designed positions.
• Synthesis of AB block and A(2)B(2) and A(3)B(3) miktoarm star-shaped copolymers using omega-end-functionalized poly(methyl methacrylate) with a hydroxyl group prepared by organocatalyzed group transfer polymerization

  Ofosu-Twum Eric, Yougen Chen, Kenji Takada, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 6 (45) 7841 - 7850 1759-9954 2015 [Refereed][Not invited]
   

  The synthesis of miktoarm star-shaped polymers has been studied using various poly(methyl methacrylate)s (PMMAs) functionalized with a hydroxyl group, which were prepared by organocatalyzed group transfer polymerization (GTP) of methyl methacrylate, followed by Mukaiyama aldol-type termination of a silyl ketene acetal (SKA) moiety at the living PMMA end. To further elucidate this method, the effects of the employed catalysts, polymer chain length, and benzaldehyde derivatives on the omega-end-functionalization efficiency (%F) were investigated in detail. The electrophilic termination of the living PMMA end with benzaldehyde as the terminator produced a structurally defect-free omega-end-functionalized PMMA with a hydroxyl group (PMMA-OH). In addition, a two-arm PMMA with two hydroxyl groups (PMMA(2)-OH2) and a three-arm star-shaped PMMA with three hydroxyl groups (PMMA(3)-OH3), whose hydroxyl groups were located at the polymer chain centers, were prepared using terephthalaldehyde and benzene-1,3,5-tricarbaldehyde, respectively. The PMMA-OH, PMMA(2)-OH2, and PMMA(3)-OH3 obtained were then used as macroinitiators for the ring-opening polymerization (ROP) of D-lactide (DLA) to synthesize an AB block copolymer, and A(2)B(2) and A(3)B(3) type miktoarm copolymers.
• Sub-20 nm Microphase-Separated Structures in Hybrid Block Copolymers Consisting of Polycaprolactone and Maltoheptaose

  Takuya Isono, Issei Otsuka, Sami Halila, Redouane Borsali, Toyoji Kakuchi, Toshifumi Satoh

  JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY 28 (5) 635 - 642 0914-9244 2015 [Refereed][Not invited]
   

  The present review summarizes our recent results regarding the synthesis and morphological characterization of sugar-based hybrid block copolymers (BCPs) consisting of maltoheptaose (MH) and poly(epsilon-caprolactone) (PCL). The AB-, AB(2)-, AB(3)-, ABA-, and A(2)B-type BCPs, in which the A and B blocks are MH and PCL, respectively, were synthesized by combining the living polymerization and click reaction. The in-situ small angle X-ray scattering experiments revealed the formation of ordered microphase-separated structures with a sub-20 nm periodicity.
• Synthesis of end-functionalized poly(methyl methacrylate) by organocatalyzed group transfer polymerization using functional silyl ketene acetals and alpha-phenylacrylates

  Yougen Chen, Kenji Takada, Naoya Kubota, Ofosu-Twum Eric, Takahiro Ito, Takuya Isono, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 6 (10) 1830 - 1837 1759-9954 2015 [Refereed][Not invited]
   

  The present study describes the alpha- and omega-end-functionalization of poly(methyl methacrylate)s (PMMAs) by organocatalyzed group transfer polymerization (GTP) using both functional silyl ketene acetal (SKA) initiators and alpha-phenylacrylate terminators. The syntheses of structurally defect-free alpha-end-functionalized PMMAs with hydroxyl, ethynyl, vinyl, and norbornenyl groups (HO-PMMA, HC C-PMMA, H2C CH-PMMA, and NB-PMMA, respectively) were achieved by either the N-(trimethylsilyl)bis(trifluoromethanesulfonyl)imide-( Me3SiNTf2-) or t-Bu-P-4-catalyzed GTP of MMA using functional trimethyl SKAs (1a-1d). On the other hand, the omega-end-functionalized PMMAs with ethynyl, hydroxyl, vinyl, and bromo groups (PMMA-C CH, PMMA-OH, PMMA-CH CH2, and PMMA-Br, respectively) were for the first time obtained by the Me3SiNTf2-catalyzed GTP of MMA followed by a termination reaction using functional alpha-phenylacrylates (2a-2d). All the polymerizations produced end-functionalized PMMAs with controlled molar masses, narrow dispersities, and defect-free polymer structures as designed. The quantitative incorporation of functionalities into the alpha- or omega-end of the PMMAs was confirmed by the H-1 NMR and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) measurements.
• Synthesis of multifunctional poly(1-pyrenemethyl methacrylate)-b-poly(N-isopropylacrylamide)-b-poly(N-methylolacrylamide)s and their electrospun nanofibers for metal ion sensory applications

  Jau-Tzeng Wang, Yu-Cheng Chiu, Han-Sheng Sun, Kohei Yoshida, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi, Wen-Chang Chen

  POLYMER CHEMISTRY 6 (12) 2327 - 2336 1759-9954 2015 [Refereed][Not invited]
   

  We report the synthesis and characterization of multifunctional triblock copolymers, poly(1-pyrenemethylmethacrylate)-block-poly(N-isopropylacrylamide)-block-poly(N-methylolacrylamide) (PPyb-PNIPAAm-b-PNMA), and their electrospun (ES) nanofibers for temperature or metal-ion sensing. The triblock copolymers are composed of fluorescent and metal-ion-sensitive PPy, thermoresponsive PNIPAAm, and chemically crosslinkable PNMA segments. Non-crosslinked ES nanofibers are initially prepared using the aforementioned PPy-b-PNIPAAm-b-PNMA triblock copolymers followed by thermal crosslinking. It is found that ES nanofibers prepared from PPy-b-PNIPAAm-b-PNMA can self-assemble to form nano-scale spherical aggregates with PNMA located at the core, PNIPAAm at the center layer, and PPy at the shell. This self-assembly characteristic therefore induces a strong excimer emission between the pyrenyl moieties. The crosslinking process between PNMA blocks is then implemented to stabilize the ES nanofibers since the non-crosslinked ones are metastable objects. The resulting crosslinked nanofibers exhibit a predominant wettability and dimension stability under aqueous states, and can perform a detectable photoluminescence transition at different temperatures or toward an Fe3+ ion. In contrast to their counterpart drop-cast film, ES nanofibers with a high surface/volume ratio have obviously higher sensing ability toward thermal stimuli and metal ions, and are expected to be applied as multifunctional sensory devices.
• B(C6F5)(3)-catalyzed group transfer polymerization of alkyl methacrylates with dimethylphenylsilane through in situ formation of silyl ketene acetal by B(C6F5)(3)-catalyzed 1,4-hydrosilylation of methacrylate monomer

  Yougen Chen, Kodai Kitano, Shinji Tsuchida, Seiya Kikuchi, Kenji Takada, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 6 (18) 3502 - 3511 1759-9954 2015 [Refereed][Not invited]
   

  The group transfer polymerization (GTP) of alkyl methacrylates has been studied using hydrosilane and tris(pentafluorophenyl) borane (B(C6F5)(3)) as the new initiation system. For the B(C6F5)(3)-catalyzed polymerization of methyl methacrylate (MMA) using triethylsilane, tri-n-butylsilane (nBu(3)SiH), dimethylphenylsilane (Me2PhSiH), triphenylsilane, and triisopropylsilane, nBu(3)SiH and Me2PhSiH were suitable for producing well-defined polymers with predicted molar masses and a low polydispersity. The livingness of the GTP of MMA using Me2PhSiH/B(C6F5)(3) was verified by the matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) measurement of the resulting polymers, kinetic analyses, and chain extension experiments. The B(C6F5)(3)-catalyzed GTP using Me2PhSiH was also applicable for other alkyl methacrylates, such as the n-propyl, n-hexyl, n-decyl, 2-ethylhexyl, iso-butyl, and cyclohexyl methacrylates. The in situ formation of the silyl ketene acetal by the 1,4-hydrosilylation of MMA was proved by the MALDI-TOF MS and H-2 NMR measurements of the polymers obtained from the B(C6F5)(3)-catalyzed GTPs of MMA with Me2PhSiH or Me2PhSiD, which was terminated using CH3OH or CD3OD.
• Synthesis and thermoresponsive properties of four-arm star-shaped poly(N-isopropylacrylamide)s bearing covalent and non-covalent cores

  Yougen Chen, Nao Xiao, Moe Fukuoka, Kohei Yoshida, Qian Duan, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 6 (19) 3608 - 3616 1759-9954 2015 [Refereed][Not invited]
   

  The present study describes the precise synthesis and thermoresponsive properties of two types of four-arm star-shaped poly(N-isopropylacrylamide)s (PNIPAM), i.e., the covalently linked one (3) and the non-covalently Ru(II)-chelated one (5). The atom transfer radical polymerization (ATRP) method was used to prepare the azido-terminated PNIPAM (1) arm using (2-azidoethyl)-2-chloropropionamide (AECP) as the initiator. 3 was subsequently prepared based on the click reaction of 1 with a multifunctional linker of tetra[(5-hexynyloyloxy)methyl]methane. For comparison, its linear counterpart 2 was also synthesized as a reference polymer by the same method using ethyl 5-hexynyloate. The four-arm star-shaped PNIPAM Ru complex 5, on the other hand, was prepared by a click-to-chelate approach, which involves the click reaction of 1 with 2,6-diethynylpyridine to produce the macroligand of 2,6-bis(1-PNIPAM-1,2,3-triazol-4-yl) pyridine (4) and the chelating reaction of RuCl3 with 4 to afford 5. The thermoresponsive properties of the resulting polymers were investigated using a UV-vis spectrophotometer by measuring the optical transmittance of the polymer solution with varying solution temperature and the cloud point (T-c) at 50% transmittance intensity in order to assess their thermoresponsive properties. The detailed thermoresponsive properties of these polymers, including the effects of the polymer terminal and core linkage and constituents of the four-arm star-shaped PNIPAMs on the T-c, are significantly described in the later part of this study.
• Organophosphate-catalyzed bulk ring-opening polymerization as an environmentally benign route leading to block copolyesters, end-functionalized polyesters, and polyester-based polyurethane

  Tatsuya Saito, Yusuke Aizawa, Kenji Tajima, Takuya Isono, Toshifumi Satoh

  POLYMER CHEMISTRY 6 (24) 4374 - 4384 1759-9954 2015 [Refereed][Not invited]
   

  The ring-opening polymerizations (ROPs) of epsilon-caprolactone (epsilon-CL), delta-valerolactone, 1,5-dioxepan-2-one, trimethylene carbonate, and L-lactide were performed in the bulk using an organophosphate, such as diphenyl phosphate, bis(4-nitrophenyl)phosphate, and di(2,6-xylyl)phosphate, as the catalyst. The ROPs proceeded in a well-controlled manner even under the bulk conditions to afford well-defined aliphatic polyesters, polyester-ether, and polycarbonate with relatively low dispersities. Notably, the amount of the loaded catalyst was successfully reduced when compared to the conventional organophosphate-catalyzed ROP in solution. A kinetic study revealed the controlled/living nature of the present bulk ROP system, which allowed us to produce the block copolymers composed of polyesters, polyester-ether, and polycarbonate in one pot. Syntheses of the end-functionalized poly(epsilon-caprolactone)s (PCLs) and poly(trimethylene carbonate) were successfully demonstrated using alcohol initiators possessing highly reactive functional groups. Furthermore, the alpha,beta-dihydroxy telechelic PCL-diol as well as the three-and fourarmed star-shaped PCL-polyols were also easily obtained by using the polyols as an initiator. Finally, the one-pot synthesis of polyurethane via the ROP of epsilon-CL and a subsequent urethane forming reaction was demonstrated by taking advantage of the dual catalytic abilities of the organophosphate for both the ROP and polyurethane synthesis.
• Organic acids as efficient catalysts for group transfer polymerization of N,N-disubstituted acrylamide with silyl ketene acetal: polymerization mechanism and synthesis of diblock copolymers

  Seiya Kikuchi, Yougen Chen, Kodai Kitano, Kenji Takada, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 6 (38) 6845 - 6856 1759-9954 2015 [Refereed][Not invited]
   

  The group transfer polymerization (GTP) of N,N-diethylacrylamide (DEAA) was studied using various combinations of an organic acid of N-(trimethylsilyl) bis-(trifluoromethanesulfonyl) imide (Me3SiNTf2), 1-(2,3,4,5,6-pentafluorophenyl)-1,1-bis(trifluoromethanesulfonyl) methane (C6F5CHTf2), and tris(pentafluorophenyl) borane (B(C6F5)(3)) and a silyl ketene acetal (SKA) of 1-methoxy-1-(trimethylsiloxy)-2-methyl-1-propene (MeSKA), 1-methoxy-1-(triethylsiloxy)-2-methyl-1-propene (EtSKA), 1-methoxy1-(triisopropylsiloxy)-2-methyl-1-propene (iPrSKA), and 1-methoxy-1-(triphenylsiloxy)-2-methyl-1-propene (PhSKA), among which the combination of B(C6F5)(3) and EtSKA afforded a relatively better control over the molecular weight distribution. The polymerization behavior of DEAA using B(C6F5)(3) and EtSKA was then intensively investigated in terms of the polymerization kinetics, chain extension experiments, and MALDI-TOF MS analyses, by which the polymerization was proven to proceed in a living fashion though an induction period of tens of minutes occurred. The B(C6F5)(3)-catalyzed GTP was further extended to various N, N-disubstituted acrylamides (DAAs), such as N, N-dimethylacrylamide (DMAA), N, N-di-n-propylacrylamide (DnPAA), N-acryloylpiperidine (API), N-acryloylmorpholine (NAM), N-(2-methoxyethyl)-N-methylacrylamide (MMEAA), N, N-bis(2-methoxyethyl) acrylamide (BMEAA), N, N-diallylacrylamide (DAlAA), and N-methyl-N-propargylacrylamide (MPAA). Finally, the livingness of the polymerization was used to synthesize acrylamide-acrylamide block copolymers and methacrylate-acrylamide hetero-block copolymers.
• Rod-coil type miktoarm star copolymers consisting of polyfluorene and polylactide: precise synthesis and structure-morphology relationship

  Kengo Saito, Takuya Isono, Han-Sheng Sun, Toyoji Kakuchi, Wen-Chang Chen, Toshifumi Satoh

  POLYMER CHEMISTRY 6 (39) 6959 - 6972 1759-9954 2015 [Refereed][Not invited]
   

  A series of rod-coil miktoarm star copolymers consisting of poly[2,7-(9,9-dihexylfluorene)] (PF) and polylactide (PLA) arms as the rod and coil segments, respectively, were synthesized by combining the chain-growth Suzuki-Miyaura coupling polymerization and living ring-opening polymerization (ROP). First, PFs having a hydroxyl group at the alpha-chain end (PF-BnOH) were prepared by the polymerization of 2-(7-bromo-9,9-dihexyl-9H-fluorene-2-yl) 4,4,5,5-tetramethyl-1,2,3-dioxaborolane using the initiating system of 4-(tetrahydropyran-2'-yloxymethyl)-iodobenzene/Pd-2(dba)(3)/t-Bu3P. After a couple of chain end modifications, PFs having one, two, and three hydroxyl groups at the alpha-chain end (PF-OH, PF-(OH)(2), and PF-(OH)(3), respectively) were obtained with dispersity (D) values of less than 1.29. The obtained PF-OH, PF-(OH)(2), and PF-(OH)(3) were used as the initiators for the organic base-catalyzed ROP of rac-lactide to produce the AB type linear diblock (PF-b-PLA) and AB(2) and AB(3) type miktoarm star copolymers (PF-b-(PLA)(2) and PF-b-(PLA)(3), respectively). The self-assembled nanostructures in the thermally-annealed PF-b-(PLA)(x)s (x = 1, 2, and 3) were evaluated in the bulk by synchrotron small angle X-ray scattering (SAXS) and transmission electron microscopy (TEM). The PF-b-PLA, PF-b-(PLA)(2), and PF-b-(PLA)(3) with the PF weight fractions of 0.52-0.56 were found to form poorly ordered PLA cylindrical structures in the PF matrix due to a strong rod-rod interaction of the PF segment. On the other hand, these BCPs with the PF weight fractions of 0.22-0.23 exhibited the hexagonally close-packed cylinder (Hex) morphologies, in which the cylindrical PF phase was embedded in the PLA matrix. More interestingly, the domain-spacing (d) values for the Hex morphologies decreased with the increasing PLA arm number despite each BCP having a comparable molecular weight and PF weight fraction: d = 26.4 nm for PF-b-PLA, d = 21.7 nm for PF-b-(PLA)(2), and d = 18.6 nm for PF-b-(PLA)(3).
• Influence of Degradation on Storage of Heat of Heat Storage Material with Crystal Transformation

  國拓也, 戸谷剛, 佐藤敏文, 磯野拓也, 脇田督司, 永田晴紀

  熱物性 日本熱物性学会 29 (4) 173 - 178 0913-946X 2015 [Not refereed][Not invited]
   

  Trans-1,4-Polybutadiene (TPBD) transforms a crystal structure at the temperature of heat storage. In this study, the molecular structure of TPBD was measured using the Raman spectroscopy. The measurement of the amount of heat storage of TPBD was performed using a differential scanning calorimetry. It is found that there is a correlation between the amount of heat storage and the change of C-H bond by auto-oxidation. A thermal cycle test was carried out to obtain the change of heat storage and release amount of TPBD. The heat storage and release amount was calculated from the obtained temperature history. The heat storage amount became between 60 J/g and 90 J/g. The heat release amount became between -70 J/g and -100 J/g. It is verified that the amount of heat storage of TPBD does not deteriorate during 1700 cycles.
• Grazing Incidence Small-Angle X-ray Scattering Studies of the Thin Film Morphologies of Miktoarm Crystalline Star Polymers

  Rarm Phinjaroenphan, Young Yong Kim, Sungmin Jung, Takuya Isono, Yusuke Satoh, Santi Maensiri, Supagorn Rugmai, Toyoji Kakuchi, Toshifumi Satoh, Moonhor Ree

  SCIENCE OF ADVANCED MATERIALS 6 (11) 2526 - 2531 1947-2935 2014/11 [Refereed][Not invited]
   

  The nanoscale thin film morphologies of a series of interesting miktoarm star polymers composed of a highly rigid and crystallizable poly(n-hexyl isocyanate) (PHIC) arm and one to three flexible and crystallizable poly(epsilon-caprolactone) (PCL) arms were investigated using synchrotron grazing incidence X-ray scattering methods. Nanoscale thin films of a PHIC and a PCL homopolymer were also characterized for comparison. The PCL homopolymer and star polymers formed horizontally oriented lamellar structures in toluene-annealed films. The horizontal lamellar structures formed in the miktoarm star polymer films were quite different from those observed in common flexible block copolymer specimens. Interestingly, the structural parameters associated with the star polymer films were significantly influenced by the exceptional rigidity of the PHIC arm chain and by the number and length of the PCL arms. This study demonstrated that a miktoarm star polymer system consisting of rigid and crystallizable arms could form thin films with a morphology that is suitable for specific target applications.
• Hierarchical Structures in Thin Films of Miktoarm Star Polymers: Poly(n-hexyl isocyanate)(12K)-Poly(epsilon-caprolactone)(1-3)(5K)

  Young Yong Kim, Sungmin Jung, Changsub Kim, Brian J. Ree, Daisuke Kawato, Naoki Nishikawa, Daichi Suemasa, Takuya Isono, Toyoji Kakuchi, Toshifumi Satoh, Moonhor Ree

  MACROMOLECULES 47 (21) 7510 - 7524 0024-9297 2014/11 [Refereed][Not invited]
   

  A series of miktoarm star polymers, [poly(n-hexyl isocyanate)(12K)][poly(epsilon-caprolactone)(13)(5K)] (PHICPCL13) (composed of a rigid self-assembling PHIC arm and one to three flexible crystallizable PCL arms), were investigated to examine the polymers thermal properties and nanoscale thin film morphologies. The miktoarm polymers were stable up to 180 degrees C. The PHIC and PCL arm components underwent phase separation during the solution casting, drying, and post toluene-annealing processes, forming interesting but very complex thin film morphologies. The resulting thin film morphologies were examined in detail for the first time using synchrotron grazing incidence X-ray scattering (GIXS) measurements and quantitative data analysis. All of the miktoarm star polymer films formed vertically well-oriented lamellar structures, regardless of the number and length of PCL arms. These structures were quite different from the cylindrical structures commonly observed in conventional flexible diblock copolymer films having comparable volume fractions. The individual PHIC and PCL lamellar domains self-assembled to form their own respective morphological structures. The PHIC lamellae consisted of a mixture of horizontal and vertical multibilayer structure domains, as observed in the PHIC homopolymer film. The PCL lamellae formed fringed micelle-like crystals and/or highly imperfect folded crystals that differed significantly from the structures found in a PCL homopolymer film composed of typical folded lamellar crystals. These PCL crystals were formed with a mixture of vertical and horizontal orthorhombic lattices. Overall, the GIXS analysis revealed that the parameters that characterized the hierarchical structures in the thin films depended significantly on the number and length of the PCL arm and its crystallization characteristics as well as the chain rigidity and multibilayer structure formation characteristics of the PHIC arm.
• Stereoblock-like Brush Copolymers Consisting of Poly(L-lactide) and Poly(D-lactide) Side Chains along Poly(norbornene) Backbone: Synthesis, Stereocomplex Formation, and Structure-Property Relationship

  Takuya Isono, Yohei Kondo, Shun Ozawa, Yougen Chen, Ryosuke Sakai, Shin-ichiro Sato, Kenji Tajima, Toyoji Kakuchi, Toshifumi Satoh

  MACROMOLECULES 47 (20) 7118 - 7128 0024-9297 2014/10 [Refereed][Not invited]
   

  Random and block copolymerizations of poly(l-lactide) (PLLA) and poly(d-lactide) (PDLA) macromonomers having an exo-norbornene group at the alpha- or pi-chain end (D/L ratio = 1/1, M-n = ca. 5000 g mol(-1)) were performed via ring-opening metathesis polymerization to produce the brush random and block copolymers consisting of parallel or antiparallel aligned PLLA and PDLA side chains on a poly(norbornene) backbone. The molecular weight and polydispersity index of the brush copolymers were in the range of 40 300-458 000 g mol(-1) and 1.031.14, respectively. Despite such high molecular weights, these brush copolymers formed a stereocomplex without homochiral crystallization. The melting temperature (T-m) and crystallinity (X) of the resulting stereocomplex varied depending on the backbone length, relative chain direction, and distribution of the PLLA/PDLA side chains. The parallel brush copolymers showed significantly higher T-m and X values than the antiparallel ones.
• B(C6F5)(3)-Catalyzed Group Transfer Polymerization of n-Butyl Acrylate with Hydrosilane through In Situ Formation of Initiator by 1,4-Hydrosilylation of n-Butyl Acrylate

  Keita Fuchise, Shinji Tsuchida, Kenji Takada, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi

  ACS MACRO LETTERS 3 (10) 1015 - 1019 2161-1653 2014/10 [Refereed][Not invited]
   

  The group transfer polymerization (GTP) of n-butyl acrylate (nBA) using hydrosilane (R3SiH) and tris-(pentafluoropheny)borane (B(C6F5)(3)) has been studied, which did not need to use the initiator of a silyl ketene acetal (SICA) as the starting polymerization component. B(C6F5)(3) catalyzed the in situ 1,4-hydrosilylation of nBA by R3SiH to generate the corresponding SKA prior to the polymerization of nBA, which was confirmed by the H-1 NMR measurement of the model reaction. The formed SKA performed as the initiator for the B(C6F5)(3)-catalyzed GTP of nBA leading to well-defined polymers with targeted molar masses and low dispersities.
• Synthesis of 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, and 12-armed star-shaped poly(styrene oxide) Ru(II) complexes by a click-to-chelate approach

  Yougen Chen, Nao Xiao, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 5 (17) 4993 - 5001 1759-9954 2014/09 [Refereed][Not invited]
   

  This study describes the first convenient preparation of 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, and 12-armed star-shaped poly(styrene oxide) (PSO) Ru(II) complexes using a click-to-chelate approach. This approach involves the combination of the click reaction and stepwise chelating reactions of Ru(II)(DMSO)(4)Cl-2 with macroligands, 2-(1-PSOn-1,2,3-triazol-4-yl)pyridine (PSOn-tapy) or 2-(1-PSOm-1,2,3-triazol-4-yl)-6-(1-PSOn-1,2,3-triazol-4-yl)pyridine (PSOm-bitapy-PSOn) (m, n = 1, 2, or 3). Click chemistry was used to prepare the PSOn-tapy and PSOm-bitapy-PSOn macroligands. More specifically, PSOn-tapy was prepared by reacting the azido-functionalized PSOn (PSOn-N-3) with excess 2-ethynylpridine. On the other hand, PSOm-bitapy-PSOn was obtained by the click reaction of excess PSOn-N-3 with 2,6-diethynylpridine to afford (PSOn)(2)-bitapy when m equals n, and by the stepwise click reactions of PSOm-N-3 and PSOn-N-3 with 2,6-diethynylpridine to produce PSOm-bitapy-PSOn when m is not equal to n. In order to obtain these polymer-substituted macroligands, PSOn-N-3 was initially synthesized by the living ring-opening polymerization (ROP) of styrene oxide (SO) using t-Bu-P-4 as a catalyst and the azido-functionalized mono- or multi-hydroxyl compounds, e.g., 6-azido-1-hexanol, 2-((6-azidohexyloxy)methyl)-2-methylpropane-1,3-diol (1) and 2-((6-azidohexyloxy)methyl)-2-(hydroxymethyl)propane-1,3-diol (2) as initiators.
• Synthesis of End-Functionalized Poly(N-isopropyl acrylamide) with Zinc Porphyrin and Its Photocatalytic Activity Under Visible Light

  Nannan Qiu, Yanhui Li, Shuangli Han, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  JOURNAL OF APPLIED POLYMER SCIENCE 131 (15) 40523,1-8  0021-8995 2014/08 [Refereed][Not invited]
   

  A series of well-defined linear poly(N-isopropyl acrylamide) with an asymmetrical zinc(II) porphyrin (ZnPor-PAM) end group was synthesized by atom transfer radical polymerization, wherein 5,10,15,20-tetra(p-bromopropanoyloxyethylphenyl) zinc porphyrin tripropionate was used as the initiator and CuBr/tris(2-dimeoethyl)amine was used as the catalyst system. The structure of the ZnPor-PAM was characterized by Fourier transform infrared spectroscopy and H-1-NMR. In addition, the polydispersity index (PDI) obtained by gel permeation chromatography indicated that the molecular weight distribution was narrow; thus, the polymerization was well controlled (1.05<PDI<1.21). Because of the incorporation of hydrophobic porphyrin, the lower critical solution temperature of ZnPor-PAM was lower than that of the N-isopropyl acrylamide homopolymer. Most interestingly, the ZnPor-PAM possessed remarkable photocatalytic activity for the oxidative degradation of methylene blue in the presence of hydrogen peroxide under visible-light radiation. Moreover, ZnPor-PAM could be reused through the uncomplicated procedure, which exploited the thermoresponsive properties of ZnPor-PAM without any significant loss in activity. (c) 2014 Wiley Periodicals, Inc.
• High-Performance Nonvolatile Organic Transistor Memory Devices Using the Electrets of Semiconducting Blends

  Yu-Cheng Chiu, Tzu-Ying Chen, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi, Wen-Chang Chen

  ACS APPLIED MATERIALS & INTERFACES 6 (15) 12780 - 12788 1944-8244 2014/08 [Not refereed][Not invited]
   

  Organic nonvolatile transistor memory devices of the n-type semiconductor N,N'-bis(2-phenylethyl)-perylene-3,4:9,10-tetracarboxylic diimide (BPE-PTCDI) were prepared using various electrets (i.e., three-armed star-shaped poly[4-(diphenylamino)benzyl methacrylate] (N(PTPMA)(3)) and its blends with 6,6-phenyl-C-61-butyric acid methyl ester (PCBM), 6,13-bis(triisopropylsilylethynyl)pentacene (TIPS-pen) or ferrocene). In the device using the PCBM:N(PTPMA)3 blend electret, it changed its memory feature from a write-once-read-many (WORM) type to a flash type as the PCBM content increased and could be operated repeatedly based on a tunneling process. The large shifts on the reversible transfer curves and the hysteresis after implementing a gate bias indicated the considerable charge storage in the electret layer. On the other hand, the memory characteristics showed a flash type and a WORM characteristic, respectively, using the donor/donor electrets TIPS-pen:N(PTPMA)(3) and ferrocene:N(PTPMA)(3). The variation on the memory characteristics was attributed to the difference of energy barrier at the interface when different types of electret materials were employed. All the studied memory devices exhibited a long retention over 10(4) s with a highly stable read-out current. In addition, the afore-discussed memory devices by inserting another electret layer of poly(methacrylic acid) (PMAA) between the BPE-PTCDI layer and the semiconducting blend layer enhanced the write-read-erase-read (WRER) operation cycle as high as 200 times. This study suggested that the energy level and charge transfer in the blend electret had a significant effect on tuning the characteristics of nonvolatile transistor memory devices.
• Thermoresponsive properties of 3-, 4-, 6-, and 12-armed star-shaped poly[2-(dimethylamino)ethyl methacrylate]s prepared by core-first group transfer polymerization

  Seiya Kikuchi, Yougen Chen, Keita Fuchise, Kenji Takada, Junsuke Kitakado, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 5 (16) 4701 - 4709 1759-9954 2014/08 [Refereed][Not invited]
   

  The t-Bu-P-4-catalyzed group transfer polymerization (GTP) of 2-(dimethylamino)ethyl methacrylate (DMAEMA) using multi-functional GTP initiators that bear multiple silyl ketene acetal moieties (MTS3, MTS4, MTS6, and MTS12) homogeneously proceeded and rapidly completed to afford well-defined starshaped poly[2-(dimethylamino)ethyl methacrylate]s (s-PDMAEMAs) with relatively narrow polydispersities. The molecular weights (MWs) of s-PDMAEMAs were well-controlled by optimizing the molar ratios of the monomer to initiators. For the structural analyses, the arm number and length uniformity of each s-PDMAEMA were then investigated by arm cleavage experiments using a transesterification method. The thermoresponsive properties in an aqueous solution of the resulting s-PDMAEMAs together with their analogous linear PDMAEMAs (l-PDMAEMAs), in terms of polymer concentration, molecular weight, and arm number, were eventually elucidated based on turbidimetry curves.
• Synthesis of alpha-, omega-, and alpha,omega-End-Functionalized Poly(n-butyl acrylate)s by Organocatalytic Group Transfer Polymerization Using Functional Initiator and Terminator

  Kenji Takada, Keita Fuchise, Naoya Kubota, Takahiro Ito, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 47 (16) 5514 - 5525 0024-9297 2014/08 [Refereed][Not invited]
   

  The alpha-functionalized (hydroxyl, ethynyl, vinyl, and norbornenyl), omega-functionalized (ethynyl, vinyl, hydroxyl, and bromo), and alpha,omega-functionalized polyacrylates were precisely synthesized by the N-(trimethylsily)bis-(trifluoroethanesulfonyl)imide (Me3SiNTf2)-catalyzed group transfer polymerization (GTP) of n-butyl acrylate (nBA). The alpha-functionalization and omega-functionalization were carried out using the functional triisopropylsilyl ketene acetal as the initiator (initiation approach) and 2-phenyl acrylate derivatives as the terminator (termination approach) for the organocatalytic GTP, respectively. All the polymerizations precisely occurred and produced well-defined end-functionalized poly(n-butyl acrylate)s which had predictable molecular weights and narrow molecular weight distributions. High-molecular-weight polyacrylates were easily synthesized using both approaches. In addition, the alpha,omega-functionalized (hetero)telechelic polyacrylates were synthesized by the combination of the initiation and termination approaches. The structure of the obtained polyacrylates and degree of functionalization were confirmed by the H-1 NMR and matrix-assisted laser desorption/ionization time-of-flight mass spectroscopy (MALDI-TOF MS) measurements. The spectra of the H-1 NMR and MALDI-TOF MS showed that the end-functionalization quantitatively proceeded without any side reactions.
• Bis(4-nitrophenyl) phosphate as an efficient organocatalyst for ring-opening polymerization of beta-butyrolactone leading to end-functionalized and diblock polyesters

  Kosuke Makiguchi, Tatsuya Saito, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 52 (14) 2032 - 2039 0887-624X 2014/07 [Refereed][Not invited]
   

  The ring-opening polymerization (ROP) of -butyrolactone (-BL) has been studied using the organocatalysts of diphenyl phosphate (DPP) and bis(4-nitrophenyl) phosphate (BNPP). The controlled ROP of -BL was achieved using BNPP, whereas that of using DPP was insufficient because of its low acidity. For the BNPP-catalyzed ROP of -BL, the dual activation property for -BL and the chain-end models of poly(-butyrolactone) (PBL) were confirmed by NMR measurements. The optimized polymerization condition for the ROP of -BL proceeded through an O-acyl cleavage to produce the well-defined PBLs with molecular weights up to 10,650 g mol-1 and relatively narrow polydispersities of 1.19-1.39. Functional initiators were utilized for producing the end-functionalized PBLs with the ethynyl, maleimide, pentafluorophenyl, methacryloyl, and styryl groups. Additionally, the diblock copolymers consisting of the PBL segment with the polyester or polycarbonate segments were prepared by the BNPP-catalyzed ROPs of epsilon-caprolactone or trimethylene carbonate without quenching. (c) 2014 Wiley Periodicals, Inc.
• Synthesis of star poly(N-isopropylacrylamide) with end-group of zinc-porphyrin via ATRP and its photocatalytic activity under visible light

  Nannan Qiu, Yanhui Li, Shuangli Han, Guihua Cui, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY 283 38 - 44 1010-6030 2014/06 [Refereed][Not invited]
   

  A series of well-defined star-shaped poly(N-isopropylacrylamide) (ZnTHPP-PAM) with zinc-porphyrin as the core was synthesized by atom transfer radical polymerization (ATRP). Zinc(11)meso-tetra(p-bromopropionylphenyl)porphyrin (ZnTHPP-Br) was employed as the initiator, and CuBr/tris(2-dimeoeth-yl)amine(Me6TREN) was selected as the catalyst system. The structures of the target polymers were characterized by FT-IR and H-1 NMR. The polydispersity index (PDI) was obtained by gel permeation chromatography (GPC), indicating that the molecular weight distribution was narrow and the polymerization was well controlled. The lower critical solution temperatures (LCST) for the aqueous solutions of ZnTHPP-PAM were generated by using turbidimetry method. The result exhibited lower value as compared to that of NIPAM homopolymer, which was arose from the incorporation of the hydrophobic porphyrin core. The photocatalytic activity of ZnTHPP-PAM was verified by the degradation of Methylene Blue in the presence of hydrogen peroxide under visible light. It was worth noting that the catalytic efficiency was higher at the LCST of the polymer, which benefited to the reuse of the photocatalyst. (C) 2014 Elsevier B.V. All rights reserved.
• Synthesis and Characterization of Aminoporphyrin- End- Functionalized Poly( N- isopropylacrylamide) with Photodynamic and Thermoresponsive Effects

  Yang Yang, Yanhui Li, Nannan Qiu, Guihua Cui, Toshifumi Satoh, Qian Duan

  CHEMISTRY-AN ASIAN JOURNAL 9 (5) 1379 - 1387 1861-4728 2014/05 [Refereed][Not invited]
   

  The novel aminoporphyrin-end-functionalized poly(N-isopropylacrylamide) (PNIPAM) polymer H2N-TPP-PNIPAM (TPP=5,10,15,20-tetraphenyl-21H,23H-porphyrin) behaves as a multifunctional platform that displays a photodynamic effect, thermosensitivity, and fluorescence properties. The polymer was designed by using an asymmetrical aminoporphyrin (i.e., H2N-TPP-Cl) as the initiator for the atom-transfer radical polymerization of N-isopropylacrylamide (NIPAM). The polydispersity index (PDI) obtained by gel-permeation chromatography indicated that the molecular-weight distribution was narrow (1.09 < PDI < 1.27). The lower critical solution temperatures of H2N-TPP-PNIPAM showed a decreasing trend as the molecular weight was increased as a result of the incorporation of the porphyrin group at the end of the chain. The fluorescence spectra revealed the luminescent properties of the materials. The results of confocal laser scanning microscopy showed that the polymer could enter the cytoplasm through endocytosis. In addition, the multifunctional platform exhibited low toxicity against normal cells (L929) and cancer cells (Hela) and enhanced photodynamic activity towards HeLa cells, without significant necrocytosis towards L929 cells; as a result this material may be useful in the future for practical photodynamic therapy.
• A Model Chiral Graft Copolymer Demonstrates Evidence of the Transmission of Stereochemical Information from the Side Chain to the Main Chain on a Nanometer Scale

  Priyank N. Shah, Chang-Geun Chae, Joonkeun Min, Ryotaro Shimada, Toshifumi Satoh, Toyoji Kakuchi, Jae-Suk Lee

  MACROMOLECULES 47 (9) 2796 - 2802 0024-9297 2014/05 [Refereed][Not invited]
   

  A model chiral graft copolymer, poly(phenylacetylene)-g-poly(n-hexyl isocyanate) (PPA-g-PHIC), in which a chiral moiety is located at the end of each PHIC side chain, was synthesized. First, chiral PHIC macromonomers with a phenylacetylene end group were synthesized via living anionic polymerization using the functional initiator sodium N-(4-ethynylphenyl)benzamide (Na-4EPBA) and then end-capped using the chiral terminator (S)-2-acetoxypropionyl chloride ((S)-Ct). The molecular weights (MWs) of the PHIC macromonomers were controlled based on the feed ratio of the monomer to the initiator. Subsequent polymerization of PHIC macromonomers using Rh+(2,5-norbornadiene)[(eta(6)-C6H5)-B-(C6H5)(3)] (Rh(nbd)BPh4) catalyst generated chiral PPA-g-PHIC graft copolymers with varying graft strand lengths. Chiral macromonomers and graft copolymers were characterized by SEC-MALLS, NMR, and CD spectroscopy. This model chiral graft copolymer provided an excellent example of the transmission of stereochemical information from the side chain to the main chain, as a preferred helicity was induced in the PPA backbone of the graft copolymer even when chiral moieties were separated from the main chain by nanometer scale distances (5.4-13 nm). Furthermore, CD spectroscopy clearly showed that the CD intensity of the PPA main chain was directly dependent on the CD intensity of the optically active PHIC side chain determined by the strand length.
• Synthesis of Linear, Cyclic, Figure-Eight-Shaped, and Tadpole-Shaped Amphiphilic Block Copolyethers via t-Bu-P-4-Catalyzed Ring-Opening Polymerization of Hydrophilic and Hydrophobic Glycidyl Ethers

  Takuya Isono, Yusuke Satoh, Kana Miyachi, Yougen Chen, Shin-ichiro Sato, Kenji Tajima, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 47 (9) 2853 - 2863 0024-9297 2014/05 [Refereed][Not invited]
   

  This paper describes the synthesis of systematic sets of figure-eight- and tadpole-shaped amphiphilic block copolyethers (BCPs) consisting of poly(decyl glycidyl ether) and poly[2-(2-(2-methoxyethoxy)ethoxy)ethyl glycidyl ether], together with the corresponding cyclic counterparts, via combination of the t-Bu-P-4-catalyzed ring-opening polymerization (ROP) and click cyclization. The clickable linear BCP precursors, with precisely controlled azido and ethynyl group placements as well as a fixed molecular weight and monomer composition (degree of polymerization for each block was adjusted to be around 50), were prepared by the t-Bu-P-4-catalyzed ROP with the aid of functional initiators and terminators. The click cyclization of the precursors under highly diluted conditions produced a series of cyclic, figure-eight-, and tadpole-shaped BCPs with narrow molecular weight distributions of less than 1.06. Preliminary studies of the BCPs self-assembly in water revealed the significant variation in their cloud points depending on the BCP architecture, though there were small architectural effects on their critical micelle concentration and morphology of the aggregates.
• Diphenyl Phosphate/4-Dimethylaminopyridine as an Efficient Binary Organocatalyst System for Controlled/Living Ring-Opening Polymerization of L-Lactide Leading to Diblock and End-Functionalized Poly(L-lactide)s

  Kosuke Makiguchi, Seiya Kikuchi, Kazuma Yanai, Yoshitaka Ogasawara, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 52 (7) 1047 - 1054 0887-624X 2014/04 [Refereed][Not invited]
   

  The ring-opening polymerizations (ROPs) of epsilon-caprolactone (epsilon-CL) and L-lactide (LLA) have been studied using the organocatalysts of diphenyl phosphate (DPP) and 4-dimethylaminopyridine (DMAP). The dual activation property of DPP and the bifunctional activation property of DPP/DMAP were confirmed by the NMR measurement for epsilon-CL and its chain-end model of poly(epsilon-caprolactone) and for LLA and its chain-end model of poly(L-lactide) (PLLA), respectively. The molar ratio of DPP/DMAP was optimized as 1/2 for the ROP of LLA leading to the well-defined PLLA, such as the molecular weight determined from H-1 NMR measurement of 19,200 g mol(-1) and the narrow polydispersity of 1.10. Additionally, functional initiators were utilized for producing the end-functionalized PLLAs. The DPP-catalyzed ROPs of epsilon-CL and its analogue cyclic monomers and then the DPP/DMAP-catalyzed ROP of LLA produced block copolymers. (c) 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1047-1054
• Rod-Like Amphiphile of Diblock Polyisocyanate Leading to Cylindrical Micelle and Spherical Vesicle in Water

  Naoya Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 47 (5) 1699 - 1704 0024-9297 2014/03 [Refereed][Not invited]
   

  The self-assembling property of an amphiphilic rod rod diblock copolymer has been demonstrated using poly(n-hexyl isocyanate)-block-poly(2,5,8,11-tetraoxatridecyl isocyanate) (PHIC-b-PEOIC) with different degrees of polymerization for the PHIC and PEOIC segments. The critical aggregation concentrations (CAC) of PHIC-b-PEOIC decreased with the increasing fraction of the hydrophobic PHIC segment. The relation between the hydrodynamic radius (R-h) and the PHIC/PEOIC ratio differed from that for the radius of gyration (R-g). The self-assembled PHIC-b-PEOIC was stable in various polymer concentrations. The rho parameter (R-g/R-h) strongly suggested that the macromolecular architecture was a cylindrical micelle for PHIC13-b-PEOIC41 (rho = 1.63) and a spherical vesicle for PHIC22-b-PEOIC36 (rho = 1.09) and PHIC31-b-PEOIC31 (rho = 1.09). Transmission electron microscope (TEM) images closely agreed with the structures of the cylindrical micelle and spherical vesicle, which were expected based on the rho parameter.
• Synthesis of water-soluble polyisocyanates with the oligo(ethylene glycol) side-chain as new thermoresponsive polymers

  Naoya Sakai, Mingoo Jin, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 5 (3) 1057 - 1062 1759-9954 2014/02 [Not refereed][Not invited]
   

  Isocyanates with oligo(ethylene glycol) units have been designed and synthesized as 2,5-dioxaheptyl, 2,5,8-trioxadecyl, 3,6,9-trioxaundecyl, and 2,5,8,11-tetraoxatridecyl isocyanates (MeEO2IC, MeEO3IC, EtEO3IC, and MeEO4IC, respectively). The bulk polymerization of the isocyanates using n-butoxy(eta(5)-cyclopentadienyl)dichlorotitanium(IV) at 10 degrees C proceeded via a living manner to produce well-defined water-soluble polyisocyanates of PMeEO3IC, PEtEO3IC, and PMeEO4IC except for PMeEO2IC. The phase transition property of the obtained polyisocyanates was estimated by their cloud point temperatures (T(cp)s) in an aqueous solution (40 g L-1). For PMeEO3IC, the T-cp decreased from 90.0 to 74.9 degrees C with the increasing molecular weight (M-n,M-NMR) from 1960 to 9000 g mol(-1). The T-cp of 94.0 degrees C for PMeEO4IC (4460 g mol(-1)) was higher than that of 79.6 degrees C for PMeEO3IC (4560 g mol(-1)), and the T-cp decreased from 79.6 to 34.7 degrees C by changing from the methyl to the ethyl group in the oligo(ethylene glycol) units from PMeEO3IC to PEtEO3IC (4470 g mol(-1)).
• Synthesis of cyclic and figure-eight-shaped block copolyether by combining t-Bu-P-4-catalyzed ring opening polymerization and click cyclization

  Satoh, Yusuke, Isono, Takuya, Tajima, Kenji, Kakuchi, Toyoji, Satoh, Toshifumi

  Abstracts of Papers of the American Chemical Society 247 2014
• Synthesis of maltose centered star-shaped polystyrenes via atom transfer radical polymerization and click reaction

  Zhang, Yao, Kondo, Yohei, Suemasa, Daichi, Isono, Takuya, Tajima, Kenji, Kakuchi, Toyoji, Satoh, Toshifumi

  Abstracts of Papers of the American Chemical Society 247 2014
• Synthesis and chiral separation of helical poly(phenylacetylene)s having L-amino acid derivatives as side groups

  Zhang, Chunhong, Yang, Taotao, Ma, Rui, Satoh, Toshifumi, Kakuchi, Toyoji, Okamoto, Yoshio

  Abstracts of Papers of the American Chemical Society 247 2014
• F117 Heat Storage and Release Tests of Heat Storage Material with Crystal Transformation

  Totani Tsuyoshi, Kuni Takuya, Satoh Toshifumi, Wakita Masashi, Nagata Harunori

  The Proceedings of the Thermal Engineering Conference 一般社団法人 日本機械学会 2014 _F117-1_ - _F117-2_ 2014 [Not refereed]
   

  It is desirable that the heat storage materials for nano and micro satellites have the characteristic of not phase change but crystal transformation for the heat storage. Trans-1,4-polybutadien has the desirable characteristic of crystal transformation at the heat storage temperature. The heat storage and release tests were conducted on the ground and in orbit. It is clarified that the heat storage and release characteristics do not change in heat storage and release cycle of 300 times and Trans-1,4-polybutadien can storage and release heat in orbit.
• 若きリーダー達 II For the Students

  SATO TOSHIFUMI

  高分子 63 (1) 23 - 24 0454-1138 2014 [Not refereed][Not invited]
  
• Heat Storage Material without Phase-change for Micro and Nano Satellite

  TOTANI TSUYOSHI, SATOH TOSHIFUMI, WAKITA MASASHI, NAGATA HARUNORI

  Trans Jpn Soc Aeronaut Space Sci Aerosp Technol Jpn (Web) THE JAPAN SOCIETY FOR AERONAUTICAL AND SPACE SCIENCES 12 (ists29) PO.4.1-PO.4.5 (J-STAGE) - Po_4_5 1884-0485 2014 [Refereed][Not invited]
   

  The thermal analysis of a micro cubic satellite pointing to the Earth on a sun-synchronous and circular orbit has been carried out using one-nodal analysis. The altitude of the orbit is 500 km. The local time of descending node of the orbit is 11 AM. The combination of the solar absorptivity and the infrared emissivity on the surface of the satellite under which the temperature of the satellite is kept within the allowable temperature range, from 0 to 40 degree Celsius, has been clarified. As the heat capacity is larger, the number of the combinations of the solar absorptivity and the infrared emissivity increases. In order to increase the heat capacity of nano and micro satellites, the development of a heat storage material has been performed. It is desirable that the heat storage materials for micro and nano satellites have the characteristic of not phase- change but crystal transformation at heat storage because a container for heat storage material is not required. Trans-1,4- polybutadiene transforms crystal structure at the temperature of heat storage. Trans-1,4-polybutadiene is produced and the heat storage performance is measured. The produced trans-1,4-polybutadiene has the amount of heat storage of about 80 J/g at the heat storage temperature of 74 deg. C. This amount corresponds to about 70% amount of heat storage of a literature data (112 kJ/kg).The density of the produced trans-1,4-polybutadiene is 706 kg/m³.
• Precise synthesis of a rod-coil type miktoarm star copolymer containing poly(n-hexyl isocyanate) and aliphatic polyester

  Toshifumi Satoh, Naoki Nishikawa, Daisuke Kawato, Daichi Suemasa, Sungmin Jung, Young Yong Kim, Moonhor Ree, Toyoji Kakuchi

  POLYMER CHEMISTRY 5 (2) 588 - 599 1759-9954 2014 [Refereed][Not invited]
   

  Well-defined hydroxyl end-functionalized poly(n-hexyl isocyanate), PHIC-(OH)(2) and PHIC-(OH)(3), as rod-type macroinitiators were synthesized by the Cu-catalyzed azide-alkyne cycloaddition reactions of azido end-functionalized PHIC with ethynyl alcohol derivatives. The PHIC-(OH)(2) and PHIC-(OH) 3 were suitable macroinitiators for the ring-opening polymerization of L-LA and epsilon-CL leading to the synthesis of novel rod-coil type miktoarm star copolymers, PHIC-b-PLLA(2), PHIC-b-PLLA(3), PHIC-b-PCL2, and PHIC-b-PCL3, with controlled molecular weights, narrow polydispersities, and controlled arm numbers. Additionally, the thermal and solution properties of the obtained miktoarm star copolymers along with the corresponding block copolymers, PHIC-b-PLLA and PHIC-b-PCL, were characterized by TGA, DSC, and DLS analyses.
• Binaphthol-derived phosphoric acids as efficient chiral organocatalysts for the enantiomer-selective polymerization of rac-lactide

  Kosuke Makiguchi, Takuto Yamanaka, Toyoji Kakuchi, Masahiro Terada, Toshifumi Satoh

  CHEMICAL COMMUNICATIONS 50 (22) 2883 - 2885 1359-7345 2014 [Refereed][Not invited]
   

  A high enantiomer-selectivity for the polymerization of rac-lactide was achieved using chiral binaphthol-derived monophosphoric acids as organocatalysts. During the polymerization, D-lactide (DLA) preferentially polymerized via kinetic resolution with the maximum selectivity factor (k(D)/k(L)) of 28.3. The selective polymerization of DLA was derived from a dual activation, i.e., monomer activation and chain-end activation.
• 持続可能社会に向けて進化する有機分子触媒 4 有機分子触媒による精密重合 金属触媒に変わる重合触媒の開発

  佐藤敏文

  化学と工業 日本化学会 67 (6) 483 - 485 0022-7684 2014 [Not refereed][Not invited]
  
• Synthesis, Self-Assembly, and Thermal Caramelization of Maltoheptaose-Conjugated Polycaprolactones Leading to Spherical, Cylindrical, and Lamellar Morphologies

  Takuya Isono, Issei Otsuka, Daichi Suemasa, Cyrille Rochas, Toshifumi Satoh, Redouane Borsali, Toyoji Kakuchi

  MACROMOLECULES 46 (22) 8932 - 8940 0024-9297 2013/11 [Refereed][Not invited]
   

  Three different self-assembled nanostructures, i.e., lamellar (Lam), hexagonally close-packed cylinder (Hex), and body-centered cubic (BCC), have been obtained from ABA triblock (MH-b-PCL-b-MH) and A(2)B star-branched copolymers ((MH)(2)-b-PCL) consisting of maltoheptaose (MH, as the A block) and polycaprolactone (PCL, as the B block). MH-b-PCL-b-MH and(MH)(2)-b-PCL were synthesized by the click reaction of the alpha,omega-diazido and alpha,alpha-diazido end-functionalized PCLs with N-maltoheptaosyl-3-acetamido-1-propyne in high yields. The self-assembled nanostructures of the block copolymers (BCPs) in bulk were investigated as a function of temperature by time-resolved small-angle X-ray scattering using a synchrotron light source. The SAXS analysis revealed that the obtained BCPs exhibited microphase-separated structures with the domain-spacing of 10.4-21.0 nm. MH-b-PCL-b-MH (the MH volume fraction (phi(MH)) of 0.28 and 0.15) exhibited a hexagonally close-packed cylinder (Hex) at below ca. 230 degrees C, and the self-assembling behavior of MH-b-PCL-b-MH was essentially the same as that of the diblock counterpart, MH-b-PCL, having comparable phi(MH) values. The lamellar (Lam) morphology, which was unattainable from the corresponding linear counterparts, was observed from (MH)(2)-b-PCL (phi(MH) = 0.27 and 0.16). Furthermore, the microphase transitions from the Hex into the body-centered cubic sphere and the Lam into the Hex were observed upon the thermal caramelization of the MH block.
• Synthesis of Helical Poly(phenylacetylene)s with Amide Linkage Bearing L-Phenylalanine and L-Phenylglycine Ethyl Ester Pendants and Their Applications as Chiral Stationary Phases for HPLC

  Chunhong Zhang, Hailun Wang, Qianqian Geng, Taotao Yang, Lijia Liu, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Yoshio Okamoto

  MACROMOLECULES 46 (21) 8406 - 8415 0024-9297 2013/11 [Refereed][Not invited]
   

  Novel stereoregular helical poly(phenylacetylene) derivatives (PPA-Phe and PPA-Phg) with an amide linkage bearing L-phenylalanine and L-phenylglycine ethyl ester pendants were synthesized for use as chiral stationary phases (CSPs) in HPLC. The polymers showed different chiral recognition abilities depending on the coating solvents. Both PPA-Phe and PPA-Phg exhibited higher chiral recognitions when coated with CHCl3 by having preferable conformations. Their chiral recognition abilities depended on their molecular weight and optical rotations which were influenced by the polymerization solvents and monomer concentration. PPA-Phe and PPA-Phg showed rather different chiral recognitions, indicating that the benzyl group of the former and the phenyl group of the latter also play important roles in the chiral recognition. A few racemates were completely separated on PPA-Phe or PPA-Phg with separation factors comparable or higher than those obtained on the popular polysaccharide-based CSPs.
• Synthesis and Stereocomplex Formation of Star-Shaped Stereoblock Polylactides Consisting of Poly(L-lactide) and Poly(D-lactide) Arms

  Takuya Isono, Yohei Kondo, Issei Otsuka, Yoshiharu Nishiyama, Redouane Borsali, Toyoji Kakuchi, Toshifumi Satoh

  MACROMOLECULES 46 (21) 8509 - 8518 0024-9297 2013/11 [Refereed][Not invited]
   

  The synthesis of star-shaped polylactides (PLAs) having both poly(L-lactide) (PLLA) and poly(D-lactide) (PDLA) arms in one molecule, i.e., stereo-miktoarm star-shaped PLAs, is described. The azido-functionalized PDLAs and ethynyl-functionalized PLLA possessing linear and two- and three-branched structures were prepared by the ring-opening polymerization of D-lactide and L-lactide using azido- or ethynyl-functionalized initiators. The number-average molecular weights (M(n,NMR)s) of the PLAs were ca. 5000 g, mol(-1) with narrow molecular weight distributions (M-w/M(n)s) of less than 1.18. The click reaction of the azido-functionalized PDLAs and the ethynyl-functionalized PLLAs using the copper(I) bromide/N,N,N',N '',N ''-pentamethyldiethylenetriamine catalyst in a mixed solvent of dichloromethane/1,1,1,3,3,3-hexafluoro-2-propanol (14/1, v/v) gave a linear stereoblock PLA as well as 3-, 4-, 5-, and 6-armed stereo-miktoarm star-shaped PLAs with M(n,NMR)s of ca. 10 000 g mol(-1) and M-w/M(n)s of less than 1.16. The wide-angle X-ray scattering and differential scanning calorimetry measurements proved that these stereo-miktoarm star-shaped PLAs formed stereocomplex crystals without any trace of homochiral crystallization.
• Synthesis and characterization of novel thermoresponsive fluorescence complexes based on copolymers with rare earth ions

  Guihua Cui, Shuiying Chen, Bao Jiang, Yan Zhang, Nannan Qiu, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  OPTICAL MATERIALS 35 (12) 2250 - 2256 0925-3467 2013/10 [Refereed][Not invited]
   

  The thermo-sensitive and fluorescent complexes containing Eu(III) or Tb(III) were synthesized and characterized, in which cholesterol-g-poly(N-isopropylacrylamide) (PNIPAM) copolymer was used as a polymer ligand. The results from the experiments indicated that Eu(III) or Tb(III) was bonded to nitrogen and oxygen atoms in the polymer chain. The fluorescence lifetimes of the powdered Eu(III) and Tb(III) complexes was 11.48 ms and 10.71 ms, respectively. The maximum emission intensity of the PNIPAM-Eu(III) complex at 613 nm and the PNIPAM-Tb(III) complex at 545 nm were enhanced about 11.1 and 11.3 times compared with that of the corresponding rare earth ions, respectively. Additionally, the lower critical solution temperature (LCST) of complexes were slightly higher than those of the copolymers. (C) 2013 Elsevier B.V. All rights reserved.
• Chiral recognition of helical poly(phenylacetylene) derivatives bearing L-amino acid ethyl ester pendants

  Chun-Hong Zhang, Hai-Lun Wang, Fang-Bin Liu, Xian-De Shen, Li-Jia Liu, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Yoshio Okamoto

  Acta Polymerica Sinica (6) 811 - 816 1000-3304 2013/06/20 [Refereed][Not invited]
   

  Three one-handed helical poly (phenylacetylene) derivatives bearing L-amino acid ethyl ester pendants, PPA-S-Phe, PPA-S-Leu and PPA-A-Leu were respectively synthesized by the polymerization of the corresponding monomers using Rh (nbd) BPh4 as a catalyst, and their chiral recognition abilities for seven racemates were evaluated as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) after coating them on silica gel. The difference between PPA-S-Phe and PPA-S-Leu is the chiral pendants. The chiral pendant of PPA-S-Phe is L-phenylalanine ethyl ester, while that of PPA-S-Leu is L-leucine ethyl ester. The difference between PPA-S-Leu and PPA-A-Leu is the linkage groups between polymer main chains and chiral pendants. The linkage of PPA-S-Leu is sulphonamide group,while that of PPA-A-Leu is amide group. PPA-S-Phe, PPA-S-Leu and PPA-A-Leu possess their characteristic helical conformation and show their characteristic chiral recognition depending on the chiral pendants and the linkage groups. When linkage is a sulphonamide group, PPA-S-Leu with L-leucine ethyl ester pendants shows higher chiral recognition abilities than PPA-S-Phe with L-phenylalanine ethyl ester pendants. When chiral pendant is L-leucine ethyl ester, PPA-A-Leu with amide linkage shows higher chiral recognition abilities than PPA-S-Leu with sulphonamide linkage. It is concluded that the linkage groups play an important role in chiral recognition as well as the chiral pendants.
• Synthesis of block and end-functionalized polyesters by triflimide-catalyzed ring-opening polymerization of ε-caprolactone, 1,5-dioxepan-2-one, and rac-lactide

  Kosuke Makiguchi, Seiya Kikuchi, Toshifumi Satoh, Toyoji Kakuchi

  Journal of Polymer Science, Part A: Polymer Chemistry 51 (11) 2455 - 2463 0887-624X 2013/06 [Refereed][Not invited]
   

  The ring-opening polymerization (ROP) of cyclic esters, such as ε-caprolactone, 1,5-dioxepan-2-one, and racemic lactide using the combination of 3-phenyl-1-propanol as the initiator and triflimide (HNTf 2) as the catalyst at room temperature with the [monomer] 0/[initiator]0 ratio of 50/1 was investigated. The polymerizations homogeneously proceeded to afford poly(ε-caprolactone) (PCL), poly(1,5-dioxepan-2-one) (PDXO), and polylactide (PLA) with controlled molecular weights and narrow polydispersity indices. The molecular weight determined from an 1H NMR analysis (PCL, Mn,NMR = 5380 PDXO, Mn,NMR = 5820 PLA, Mn,NMR = 6490) showed good agreement with the calculated values. The 1H NMR and matrix-assisted laser desorption ionization time-of-flight mass spectrometry analyses strongly indicated that the obtained compounds were the desired polyesters. The kinetic measurements confirmed the controlled/living nature for the HNTf 2-catalyzed ROP of cyclic esters. A series of functional alcohols, such as propargyl alcohol, 6-azido-1-hexanol, N-(2-hydroxyethyl)maleimide, 5-hexen-1-ol, and 2-hydroxyethyl methacrylate, successfully produced end-functionalized polyesters. In addition, poly(ethylene glycol)-block- polyester, poly(δ-valerolactone)-block-poly(ε-caprolactone), and poly(ε-caprolactone)-block-polylactide were synthesized using the HNTf 2-catalyzed ROP. © 2013 Wiley Periodicals, Inc.
• Tunable Encapsulation Property of Amphiphilic Polymer Based on Hyperbranched Polyethylenimine

  Decheng Wan, Toshifumi Satoh

  Encapsulation Nanotechnologies 225 - 253 2013/05/28 [Refereed][Not invited]
   

  A highly specific supramolecular entrapment is traditionally and exclusively promoted by specific noncovalent interactions. This strategy is limited to two aspects: the guest species are limited to those which are topologically or electronically featured and the hosts have to be meticulously tailored in terms of size, morphology and electronic motif. Therefore, the host synthesis is tedious and challenging, and the spectrum of wellrecognizable guest species is narrow. In this chapter, it is shown that the derivatives of a hyperbranched polymer (mainly hyperbranched polyethylenimine (PEI)) can encapsulate a variety of guest species, and the encapsulating system shows a rather high guest selectivity in which a specific interaction is absent or very weak. It is known that a complex system tends to deviate from linearity. The nonlinear property of a supramolecular system implies that the appropriate combination of nonspecific elementary interactions possibly results in a high guest selectivity Experiments have shown that with the electronic engineering of a PEI-based nanocapsule, its guest affinity can be switched, the guest selectivity can be improved, and the guest releasing behavior becomes adjustable. It was found that 100% charge selective separation could be a general case, and effective separation of many anionic mixtures was also possible. These features of PEI-based nanocapsules have been employed for mixture separation and controlled guest release. The unimolecularity of a nanocapsule can also be enhanced by core engineering. © 2013 Scrivener Publishing LLC. All rights reserved.
• Synthesis of star- and figure-eight-shaped polyethers by t -Bu-P 4-catalyzed ring-opening polymerization of butylene oxide

  Takuya Isono, Kensuke Kamoshida, Yusuke Satoh, Toshimitsu Takaoka, Shin-Ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  Macromolecules 46 (10) 3841 - 3849 0024-9297 2013/05/28 [Refereed][Not invited]
   

  The synthesis of well-defined four-armed star-shaped poly(butylene oxide) and figure-eight-shaped poly(butylene oxide)s (s-PBO and 8-PBO, respectively) with predicted molecular weights and narrow molecular weight distributions (Mw/Mns) was achieved by the t-Bu-P4-catalyzed ring-opening polymerization (ROP) of butylene oxide (BO). The t-Bu-P 4-catalyzed ROP of BO using 1,2,4,5-benzenetetramethanol as the initiator produced s-PBOs having number-average molecular weights (M n,NMRs) ranging from ca. 4000 to 12 000 g mol-1 and narrow Mw/Mns of < 1.03. Cleavage of the linkage between the initiator residue and PBO arms in s-PBO provided evidence for the homogeneous growth of each arm during the polymerization. The synthesis of 8-PBO was carried out through three reaction steps including (1) the synthesis of a PBO possessing two azido groups at the chain center ((N3) 2-(PBO)2) by the ROP of BO using 2,2-bis((6-azidohexyloxy) methy)propane-1,3-diol as the initiator, (2) the introduction of an ethynyl group at the two ω-chain ends by etherification using propargyl bromide to give the ω,ω′-diethynyl poly(butylene oxide) with two azido groups ((N3)2-(PBO-C≡CH)2), and (3) the intramolecular click cyclization of (N3)2-(PBO-C≡CH) 2 using the copper(I) bromide/N,N,N′,N″,N″- pentamethyldiethylenetriamine catalyst in DMF under high dilution conditions. Size exclusion chromatography, FT-IR, and 1H NMR measurements confirmed that the click reaction proceeded in an intramolecular fashion to give 8-PBOs having Mn,NMRs ranging from ca. 3000 to 12 000 g mol -1 and narrow Mw/Mns of < 1.06. The viscosity property of s-PBO and 8-PBO was evaluated together with linear and cyclic PBOs (l-PBO and c-PBO, respectively). The intrinsic viscosity ([η]) of l-PBO, c-PBO, s-PBO, and 8-PBO decreased in the order of l-PBO > s-PBO > c-PBO > 8-PBO. © 2013 American Chemical Society.
• Influence of stereoregularity and linkage groups on chiral recognition of poly(phenylacetylene) derivatives bearing L-leucine ethyl ester pendants as chiral stationary phases for HPLC

  Chunhong Zhang, Fangbin Liu, Yufa Li, Xiande Shen, Xiaodong Xu, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Yoshio Okamoto

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 51 (10) 2271 - 2278 0887-624X 2013/05 [Refereed][Not invited]
   

  Stereoregular poly(phenylacetylene) derivatives bearing L-leucine ethyl ester pendants, poly-1 and poly-2a, were, respectively, synthesized by the polymerization of N-(4-ethynylphenylcarbamoyl)-L-leucine ethyl ester (1) and N-(4-ethynylphenyl-carbonyl)-L-leucine ethyl ester (2) using Rh(nbd)BPh4 as a catalyst, while stereoirregular poly-2b was synthesized by solid-state thermal polymerization of 2. Their chiral recognition abilities for nine racemates were evaluated as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) after coating them on silica gel. Both poly-1 and poly-2a with a helical conformation showed their characteristic recognition depending on coating solvents and the linkage groups between poly(phenylacetylene) and L-leucine ethyl ester pendants. Poly-2a with a shorter amide linkage showed higher chiral recognition than poly-1 with a longer urea linkage. Coating solvents played an important role in the chiral recognition of both poly-1 and poly-2a due to the different conformation of the polymer main chains induced by the solvents. A few racemates were effectively resolved on the poly-2a coated with a MeOH/CHCl3 (3/7, v/v) mixture. The separation factors for these racemates were comparable to those obtained on the very popular CSPs derived from polysaccharide phenylcarbamates. Stereoirregular poly-2b exhibited much lower chiral recognition than the corresponding stereoregular, helical poly-2a, suggesting that the regular structure of poly(phenylacetylene) main chains is essential to attain high chiral recognition. (c) 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013, 51, 2271-2278
• Synthesis and characterization of Eu(III) complexes of modified cellulose and poly(N-isopropylacrylamide)

  Guihua Cui, Yanhui Li, Tiantian Shi, Zhengguo Gao, Nannan Qiu, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  CARBOHYDRATE POLYMERS 94 (1) 77 - 81 0144-8617 2013/04 [Refereed][Not invited]
   

  A series of thermo-responsive copolymers of poly(N-isopropylacrylamide) (PNIPAM) and cellulose were synthesized via atom transfer radical polymerization (ATRP) using N-isopropylacrylamide as the monomer, cellulose acetate as the initiator, and CuCl/tris(2-dimethylaminoethyl)amine (Me6TREN) as a catalytic system. The resulting polymers had a narrow range of polydispersity indexes 1.27-1.37, and molecular weights of 8600-17,300 g mol(-1). Novel functional complexes of cellulose-g-PNIPAM/Eu(III) with excellent thermosensitive and fluorescent properties were then formed by the chelation of copolymers and europium(III) ions. The maximum emission intensity of the complexes at 613 nm was enhanced by a factor of approximately 10 relative to that of the corresponding Eu(III) complexes. Additionally, the lower critical solution temperatures (LCSTs) of cellulose-g-PNIPAM/Eu(III) were slightly greater than those of the copolymers. (C) 2013 Elsevier Ltd. All rights reserved.
• Diphenyl phosphate as an efficient acidic organocatalyst for controlled/living ring-opening polymerization of trimethylene carbonates leading to block, end-functionalized, and macrocyclic polycarbonates

  Kosuke Makiguchi, Yoshitaka Ogasawara, Seiya Kikuchi, Toshifumi Satoh, Toyoji Kakuchi

  Macromolecules 46 (5) 1772 - 1782 0024-9297 2013/03/12 [Refereed][Not invited]
   

  The ring-opening polymerization (ROP) of cyclic carbonates with diphenyl phosphate (DPP) as the organocatalyst and 3-phenyl-1-propanol (PPA) as the initiator has been studied using trimethylene carbonate (TMC), 5,5-dimethyl-1,3-dioxan-2-one, 5,5-dibromomethyl-1,3-dioxan-2-one, 5-benzyloxy-1,3-dioxan-2-one, 5-methyl-5-allyloxycarbonyl-1,3-dioxan-2-one, and 5-methyl-5-propargyloxycarbonyl-1,3-dioxan-2-one. All the polymerizations proceeded without backbiting, decarboxylation, and transesterification reactions to afford polycarbonates having narrow polydispersity indices. In addition, 6-azido-1-hexanol, propargyl alcohol, and N-(2-hydroxyethyl)maleimide were used as functional initiators for the DPP-catalyzed ROP to produce the end-functionalized poly(trimethylene carbonate)s. For further modification of the azido end-functionlized polycarbonate, the macrocyclic poly(trimethylene carbonate) was synthesized by the intramolecular click cyclization of the α-azido, ω-ethynyl poly(trimethylene carbonate). The DPP-catalyzed ROP was applicable for the block copolymerization of TMC and δ-valerolactone or ε-caprolactone to afford poly(trimethylene carbonate)-block-poly(δ-valerolactone) and poly(trimethylene carbonate)-block-poly(ε-caprolactone), and for that of TMC and l-lactide using DPP coupled with 4-dimethylaminopyridine without quenching to produce poly(trimethylene carbonate)-block-poly(l-lactide). © 2013 American Chemical Society.
• Emulsified Phosphatidylserine, Simple and Effective Peptide Carrier for Induction of Potent Epitope-Specific T Cell Responses

  Toru Ichihashi, Toshifumi Satoh, Chihiro Sugimoto, Kiichi Kajino

  PLOS ONE 8 (3) e60068  1932-6203 2013/03 [Refereed][Not invited]
   

  Background: To induce potent epitope-specific T cell immunity by a peptide-based vaccine, epitope peptides must be delivered efficiently to antigen-presenting cells (APCs) in vivo. Therefore, selecting an appropriate peptide carrier is crucial for the development of an effective peptide vaccine. In this study, we explored new peptide carriers which show enhancement in cytotoxic T lymphocyte (CTL) induction capability. Methodology/Principal Findings: Data from an epitope-specific in vivo CTL assay revealed that phosphatidylserine (PS) has a potent adjuvant effect among candidate materials tested. Further analyses showed that PS-conjugated antigens were preferentially and efficiently captured by professional APCs, in particular, by CD11c(+)CD11b(+)MHCII(+) conventional dendritic cells (cDCs) compared to multilamellar liposome-conjugates or unconjugated antigens. In addition, PS demonstrated the stimulatory capacity of peptide-specific helper T cells in vivo. Conclusions/Significance: This work indicates that PS is the easily preparable efficient carrier with a simple structure that delivers antigen to professional APCs effectively and induce both helper and cytotoxic T cell responses in vivo. Therefore, PS is a promising novel adjuvant for T cell-inducing peptide vaccines.
• Synthesis of miktoarm star copolymer Ru(II) complexes by click-to-chelate approach

  Nao Xiao, Yougen Chen, Xiande Shen, Chunhong Zhang, Shigenobu Yano, Michael Gottschaldt, Ulrich S. Schubert, Toyoji Kakuchi, Toshifumi Satoh

  POLYMER JOURNAL 45 (2) 216 - 225 0032-3896 2013/02 [Refereed][Not invited]
   

  A series of AB(2)-, ABC-, (AB)(2)-, A(2)B(2)- and ABCD-type miktoarm copolymer Ru(II) complexes was synthesized by a stepwise chelating method, which involved the first-step chelating reaction of Ru(II)(DMSO)(4)Cl-2 with a polymer-substituted 2-(1H-1,2,3-triazol-4-yl)pyridine (tapy) or 2,6-bis(1H-1,2,3-triazol-4-yl)pyridine (bitapy) ligand to produce a stable polymer Ru(I!) mono-complex, and a second-step chelating reaction of the polymer Ru(II) mono-complex with another tapy or bitapy ligand to afford the miktoarm copolymer Ru(II) complexes. In order to synthesize them, the polymer-substituted tapy and bitapy ligands were first prepared by the click reaction of azido-terminated polymers with 2-ethynylpyridine and 2,6-diethynylpyridine, respectively. The azido-terminated polystyrene (PS) and poly(n-butyl acrylate) (PBA) were prepared by the atom-transfer radical polymerizations of styrene and n-butyl acrylate using ethyl 2-bromoisobutyrate as the initiator, followed by the substitutions of their end bromines with an azido group, respectively. The azido-terminated poly(n-hexyl isocyanate) was prepared by the living coordination polymerization of n-hexyl isocyanate using dichloro(cyclopentadienyl)(6-azidohexyloxy)titanium that was prepared by mixing 6-azido-1-hexanol with trichloro(cyclopentadienyl)titanium before the polymerization. The azido-terminated poly(styrene oxide) and poly(epsilon-caprolactone) were synthesized by the controlled/living ring-opening polymerizations of epsilon-caprolactone using diphenyl phosphate as the catalyst and of styrene oxide using the phosphazene base of t-Bu-P-4 as the catalyst, respectively, in which 6-azido-1-hexanol was used as the initiator. Polymer Journal (2013) 45, 216-225; doi:10.1038/pj.2012.100; published online 13 June 2012
• Sub-10 nm Nano-Organization in AB(2)- and AB(3)-Type Miktoarm Star Copolymers Consisting of Maltoheptaose and Polycaprolactone

  Takuya Isono, Issei Otsuka, Yohei Kondo, Sami Halila, Sebastien Fort, Cyrille Rochas, Toshifumi Satoh, Redouane Borsali, Toyoji Kakuchi

  MACROMOLECULES 46 (4) 1461 - 1469 0024-9297 2013/02 [Refereed][Not invited]
   

  The AB(2)- and AB(3)-type miktoarm star copolymers consisting of maltoheptaose (MH, as A block) and poly(epsilon-caprolactone) (PCL, as B block), namely MH-b-(PCL)(2) and MH-b-(PCL)(3), were synthesized, and their nano-organization was characterized. The syntheses of MHb-(PCL)(2) and MH-b-(PCL)(3) were carried out through two reaction steps: (1) preparation of linear and three-branched PCLs bearing an azido group on the chain center (N-3-(PCL)(2) and N-3-(PCL)(3)) by the diphenyl phosphate-catalyzed ring-opening polymerization of epsilon-caprolactone (epsilon-CL) using azido-functionalized di- and triols (N-3-(OH)(2) and N-3-(OH)(3)) as the initiators and (2) the copper-catalyzed azide-alkyne cycloaddition of N-3-(PCL)(2) and N-3-(PCL)(3) with the ethynyl-functionalized MH. The miktoarm star copolymers having M-n for the PCL block of ca. 5000 (MH-b-(PCL2.5k)(2) and MH-b-(PCL1.7k)(3)) and 10 000 (MH-b-(PCL5k)(2) and MH-b-(PCL3.3k)(3)) were obtained with a very narrow polydispersity index of less than 1.05. Bulk samples of the four types of miktoarm star copolymers exhibited body centered cubic phases, as determined by small angle X-ray diffraction experiments. The domain spacing were determined to be 9.8 nm for MH-b-(PCL2.5k)(2), 8.8 nm for MH-b-(PCL1.7k)(3), 10.5 nm for MH-b-(PCL5k)(2), and 9.8 nm for MH-b-(PCL3.3k)(3), which were smaller than those of the corresponding linear diblock copolymers.
• Synthesis of end-functionalized poly(beta-butyrolactone) using super Bronsted acid

  Kikuchi, Seiya, Makiguchi, Kosuke, Kaga, Harumi, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 245 2013
• D131 Storage of Heat of Heat Storage Material with Crystal Transformation

  Totani Tsuyoshi, Kuni Takuya, Satoh Toshifumi, Wakita Masashi, Nagata Harunori

  The Proceedings of the Thermal Engineering Conference 一般社団法人 日本機械学会 2013 115 - 116 2013 [Not refereed]
   

  In order to increase the heat capacity of nano and micro satellites, the development of a heat storage material for nano and micro satellites has been performed. It is desirable that the heat storage materials for nano and micro satellites have the characteristic of not phase change but crystal transformation for the heat storage. Trans-1,4-polybutadien transforms crystal structure at the temperature of heat storage. Trans-1,4-polybutadien is produced and the heat storage performance is measured. It is clarified that the produced trans-1,4-polybutadien has 80 J/g of heat storage performance. This value corresponding to 70 % of heat storage performance pointed out in the previous literature.
• Friedel-Crafts/Protonation反応およびFriedel-Crafts/Henry反応 Gilman試薬 ホスファゼン塩基 ホスホロアミダイト

  荒井 孝義, 前川 智弘, 藤岡 弘道, 佐藤 敏文, 山本 靖典

  有機合成化学協会誌 The Society of Synthetic Organic Chemistry, Japan 71 (7) 731 - 731 0037-9980 2013
• Organocatalytic Ring-Opening Polymerization of Cyclic Esters, Cyclic Carbonates, and Epoxides

  牧口孝祐, 覚知豊次, 佐藤敏文

  有機合成化学協会誌 71 (7) 706 - 715 0037-9980 2013 [Not refereed][Not invited]
   

  In recent years, along with growing concern about green chemistry, organocatalysis have been developed as novel catalytic systems due to its metal free nature. Because of their low toxicity and high chemical stability, organocatalysts have increasingly replaced metal catalyzed organic reactions. In particular, ring-opening polymerization (ROP) of cyclic esters, cyclic carbonates, and epoxides proceeded in a controlled/living fashion with organocatalysts. Previously, Hedrick and Waymouth mainly reported various basic or nucleophilic catalysts for ROP of lactide, lactones and trimethylene carbonate. In addition, we newly revealed organic super bases are suitable catalysts for ROP of epoxides. On the other hand, we and some other researchers investigated Brønsted acid catalysts to produce polyester or polycarbonate. In this review, we introduce our and their challenges for ROP using organocatalysts.
• Recent progress in organocatalytic group transfer polymerization

  Keita Fuchise, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER CHEMISTRY 4 (16) 4278 - 4291 1759-9954 2013 [Refereed][Not invited]
   

  Group transfer polymerization (GTP) has been a minor research topic since the emergence of controlled/living radical polymerization methods in the mid-1990s, even though it is counted as one of the living polymerization methods. However, the performance of GTP has much improved in many aspects, such as catalytic activity, polymerizable monomers, molecular weight control, and polymer structures that can be synthesized, through the introduction of newly developed Lewis base/acid organocatalysts and novel initiators since 2007-2008. In this review article, recent progress in GTP brought about by organocatalysts is described.
• 10 nm Scale Cylinder-Cubic Phase Transition Induced by Caramelization in Sugar-Based Block Copolymers

  Issei Otsuka, Takuya Isono, Cyrille Rochas, Sami Halila, Sebastien Fort, Toshifumi Satoh, Toyoji Kakuchi, Redouane Borsali

  ACS MACRO LETTERS 1 (12) 1379 - 1382 2161-1653 2012/12 [Refereed][Not invited]
   

  To date, the feature size of microphase separation in block copolymers has been downsizing to 10 nm scale. However, morphological control for such a small feature is still a challenging task. The present Letter discusses a phase transition in a natural/synthetic "hybrid" block copolymer system based on an oligosaccharide and poly(e-caprolactone) via thermal annealing. Time-resolved small-angle X-ray scattering investigation as a function of temperature indicated the phase transition from hexagonally close-packed cylinder to body-centered cubic at 10 am scale. Atomic force microscope images of the block copolymer thin films annealed at different temperatures clearly confirmed the existence of these morphologies. The driving force of this phase transition (from cylinder to cubic) is the change of volume fraction of the block copolymer due to thermal caramelization.
• Well-Defined Functional Linear Aliphatic Diblock Copolyethers: A Versatile Linear Aliphatic Polyether Platform for Selective Functionalizations and Various Nanostructures

  Wonsang Kwon, Yecheol Rho, Kensuke Kamoshida, Kyung Ho Kwon, Youn Cheol Jeong, Jonghyun Kim, Hideki Misaka, Tae Joo Shin, Jehan Kim, Kwang-Woo Kim, Kyeong Sik Jin, Taihyun Chang, Heesoo Kim, Toshifumi Satoh, Toyoji Kakuchi, Moonhor Ree

  ADVANCED FUNCTIONAL MATERIALS 22 (24) 5194 - 5208 1616-301X 2012/12 [Refereed][Not invited]
   

  Low-temperature anionic ring-opening homopolymerizations and copolymerizations of two glycidol derivatives (allyl glycidyl ether (AGE) and ethoxyethyl glycidyl ether (EEGE)) are studied using a metal-free catalyst system, 3-phenyl-1-propanol (PPA) (an initiator) and 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris-(dimethylamino)phosphoranylidenamino]-2?5,4?5-catenadi(phosphazene) (t-Bu-P4) (a promoter) in order to obtain well-defined functional linear polyethers and diblock copolymers. With the aid of the catalyst system, AGE is found to successfully undergo anionic ring-opening polymerization (ROP) even at room temperature (low reaction temperature) without any side reactions, producing well-defined linear AGE-homopolymer in a unimodal narrow molecular weight distribution. Under the same conditions, EEGE also undergoes polymerization, producing a linear EEGE-homopolymer in a unimodal narrow molecular-weight distribution. In this case, however, a side reaction (i.e., chain-transfer reaction) is found to occur at low levels during the early stages of polymerization. The chemical properties of the monomers in the context of the homopolymerization reactions are considered in the design of a protocol used to synthesize well-defined linear diblock copolyethers with a variety of compositions. The approach, anionic polymerization via the sequential step feed of AGE and EEGE as the first and second monomers, is found to be free from side reactions at room temperature. Each block of the obtained linear diblock copolymers undergoes selective deprotection to permit further chemical modification for selective functionalization. In addition, thermal properties and structures of the polymers and their post-modification products are examined. Overall, this study demonstrates that a low-temperature metal-free anionic ROP using the PPA/t-Bu-P4 catalyst system is suitable for the production of well-defined linear AGE-homopolymers and their diblock copolymers with the EEGE monomer, which are versatile and selectively functionalizable linear aliphatic polyether platforms for a variety of post-modifications, nanostructures, and their applications.
• "Helicity Inversion": Linkage Effects of Chiral Poly(n-hexyl isocyanate)s

  Priyank N. Shah, Joonkeun Min, Chang-Geun Chae, Naoki Nishikawa, Daichi Suemasa, Toyoji Kakuchi, Toshifumi Satoh, Jae-Suk Lee

  MACROMOLECULES 45 (22) 8961 - 8969 0024-9297 2012/11 [Refereed][Not invited]
   

  Poly(n-hexyl isocyanate)s (PHICs) with chiral moieties at both ends of their polymeric chains were synthesized by living anionic polymerizations. Such PHICs. were synthesized using a bidirectional initiator (sodium naphthalenide (Na-Naph)) and terminated with a chiral acid chloride, (S)-2-acetoxypropionyl chloride ((S)-Ct). Na-Naph created a covalent linkage in the middle of the chains by radical radical coupling. PHICs containing a chiral moiety at both ends adopted conformations with an opposite helical sense in comparison with those PHICs that had the same chiral moiety at only one end of their chain. By observing these structural differences, it was hypothesized that such a "helicity inversion" occurred in the PHICs due to the covalent linkage in the middle of the chain. Therefore, to prove this assumption about helicity inversion, a comparison study of the helical behaviors between the PHIC with the chiral moiety at both ends and the PHIC with the chiral moiety at only one end was performed. The synthesized PHICs were characterized using size exclusion chromatography-multiangle laser light scattering (SEC MALLS), MALDI-TOF. mass spectrometry, NMR spectrometry, and circular dichroism (CD).
• Colorimetric Detection of Anions in Aqueous Solution Using Poly(phenylacetylene) with Sulfonamide Receptors Activated by Electron Withdrawing Group

  Ryosuke Sakai, Eric B. Barasa, Naoya Sakai, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 45 (20) 8221 - 8227 0024-9297 2012/10 [Refereed][Not invited]
   

  A series of sulfonamide-conjugated poly-(phenylacetylene)s with various electron withdrawing and donating substituents were designed and synthesized in order to develop a novel colorimetric probe for anions in water. The UV-vis absorption measurements, which were performed in an organic solvent to provide fundamental insights into the anion detection properties of these polymers, clarified that the colorimetric response ability is highly enhanced by the incorporation of strong electron withdrawing groups (EWG). Sulfonamide-conjugated poly(phenylacetylene) with nitro groups, the strongest EWG, was therefore used for the detection of anions in an aqueous environment. In a solution containing up to 20% water, the polymer exhibited obvious color changes to anions including the biologically important carboxylates. On the basis of the NMR titration analysis, such a colorimetric response was confirmed to be based on the deprotonation event of the sulfonamide binding site, which was suggested to be essential for the detection of aqueous anions.
• Controlled polymerization of methyl acrylate for high-molecular-weight polymers by pentafluorophenylbis(triflyl)methane-promoted group transfer polymerization using triisopropylsilyl ketene acetal

  Kenji Takada, Keita Fuchise, Yougen Chen, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 50 (17) 3560 - 3566 0887-624X 2012/09 [Refereed][Not invited]
   

  The group transfer polymerization (GTP) of methyl acrylate (MA) was studied using pentafluorophenylbis(triflyl)methane (C6F5CHTf2) as the organocatalyst and 1-trimethylsiloxy-, 1-triethylsiloxy-, and 1-triisopropylsiloxy-1-methoxy-2-methyl-1-propene (MTSMe, MTSEt, and MTSiPr, respectively) as the initiators. The C6F5CHTf2-promoted GTP of MA using MTSiPr proceeded in a living nature to produce poly(methyl acrylate)s (PMAs) with controlled molecular weights and narrow molecular weight distributions, which allowed the synthesis of high-molecular-weight PMA with the number-average molecular weight (Mn(SEC)) of up to 108,000 and the polydispersity (Mw/Mn) of 1.07. The matrix-assisted laser desorption/ionization time-of-flight mass spectrometry measurement revealed that the obtained PMA possessed the chain end structure that originated from MTSiPr, showing that the C6F5CHTf2-promoted GTP of MA proceeded without any side reactions. In addition, the kinetic study and the postpolymerization experiment supported the living manner of the polymerization. Moreover, the block copolymerization of MA and n-butyl acrylate (nBA) smoothly proceeded to afford the well-defined PMA-block-poly(n-butyl acrylate) (PnBA). (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
• Synthesis of syndiotactic-rich star-shaped poly(methyl methacrylate) by core-first group transfer polymerization using N-(trimethylsilyl)bis(trifluoromethanesulfonyl)imide

  Yougen Chen, Kenji Takada, Keita Fuchise, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 50 (16) 3277 - 3285 0887-624X 2012/08 [Refereed][Not invited]
   

  The N-(trimethylsilyl)bis(trifluoromethanesulfonyl)imide-catalyzed (Me3SiNTf2-catalyzed) group transfer polymerization (GTP) of methyl methacrylate (MMA) has been studied for synthesizing stereospecific star-shaped poly(methyl methacrylate)s (PMMAs). The catalytic property of Me3SiNTf2 for the GTP of MMA using 1-methoxy-1-trimethylsilyloxy-2-methyl-propene as the initiator was confirmed by a kinetic investigation and matrix-assisted laser desorption ionization time-of-flight mass spectrometry measurement. The initiating efficiency (f) of Me3SiNTf2 was 0.941.00, which was estimated by the value of Mn(calcd)/Mn(SEC). The Me3SiNTf2-catalyzed GTP of MMA was carried out using initiators possessing three, four, and six MTS groups (MTS3, MTS4, and MTS6, respectively) under the condition of [MMA]0/[MTS3, MTS4, or MTS6]0 = 120 at -55 degrees C. All the obtained PMMAs exhibited unimodal and narrow molecular weight distributions as Mw/Mns = 1.031.04 and the Mw(MALS)s of the 3-, 4-, and 6-armed star-shaped PMMAs (PMMA3, PMMA4, and PMMA6, respectively) were 12.9, 12.9, and 13.4 kgmol-1, respectively, which fairly agreed with the calculated Mw(calcd) values. The syndiotacticities, rrs, of PMMA3, PMMA4, and PMMA6 were in the range of 8789%. The stereoblock synthesis of PMMA3, PMMA4, and PMMA6 was performed by the first and second polymerizations at -55 and 45 degrees C; the rrs of the first and second PMMA blocks were 87.0, 87.0, and 86.0% and 65.0, 65.0, and 64.0%, respectively. The glass transition temperatures (Tgs) were 118.1, 115.8, and 111.5 degrees C for the respective syndiotactic-rich PMMA3, PMMA4, and PMMA6 and 111.5, 109.7, and 107.6 degrees C for the respective stereoblock ones. (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
• Effect of Counter Anions on Kinetics and Stereoregularity for the Strong Bronsted Acid-Promoted Group Transfer Polymerization of N,N-Dimethylacrylamide

  Keita Fuchise, Yougen Chen, Kenji Takada, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULAR CHEMISTRY AND PHYSICS 213 (15) 1604 - 1611 1022-1352 2012/08 [Refereed][Not invited]
   

  The strong Bronsted acid-promoted group transfer polymerization (GTP) of N,N-dimethylacrylamide (DMAA) using trifluoromethanesulfonimide (Tf2NH) and 2,3,4,5,6-pentafluorophenyl-1,1-bis(trifluoromethanesulfonyl)methane (Tf2CHC6F5) was carried out to quantitatively evaluate the effect of the counter anions for the employed acid on the kinetics and the stereoregularity of the polymerization. The equilibrium constant for the monomer activation (K) and the rate constant for the propagation reaction (kp) were determined from the integrated rate equation derived from the presumed polymerization mechanism. Both of the constants for the polymerization using Tf2CHC6F5 were higher than those for Tf2NH. The activation parameters for the syndiotactic propagation were determined from the Fordham plot.
• Synthesis and conformation effects of poly(phenylacetylene)s having chiral and racemic polylactide pendants

  Chunhong Zhang, Hailun Wang, Guangdong Su, Ruiqi Li, Xiande Shen, Shuang Zhang, Qianqian Geng, Fangbin Liu, Issei Otsuka, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER INTERNATIONAL 61 (7) 1158 - 1162 0959-8103 2012/07 [Refereed][Not invited]
   

  Chiral and racemic macromonomers with a polymerizable phenylacetylenyl end group (PA-PLLA and PA-PDLLA) were successfully synthesized through living ring-opening polymerization of chiral and racemic monomers (L-lactide and DL-lactide), respectively. Then the homopolymerization of PA-PLLA and PA-PDLLA was successfully carried out to give poly(PA-PLLA) and poly(PA-PDLLA), respectively. Chiroptical properties, hydrodynamic radii and micromorphologies of poly(PA-PLLA) and poly(PA-PDLLA) were analyzed via circular dichroism, dynamic light scattering and atomic force microscopy (AFM), and the conformation of the polymers is discussed. The results indicate that poly(PA-PLLA) induced Cotton effects with different intensities in various solvents, and its hydrodynamic radii and dispersity were also different in various solvents, while poly(PA-PDLLA) induced no Cotton effects and its hydrodynamic radii and dispersity were approximately the same in various solvents. Furthermore, a helical conformation of poly(PA-PLLA) and the random main chains of poly(PA-PDLLA) were observed by AFM. Therefore, it is concluded that poly(PA-PLLA) possesses a dynamic one-handed helical conformation in various solvents due to chiral poly(L-lactide) pendants, while poly(PA-PDLLA) possesses racemic main chains because of the racemic poly(DL-lactide) pendants. Copyright (c) 2012 Society of Chemical Industry
• Precise Synthesis of Clickable Poly(n-hexyl isocyanate)

  Toshifumi Satoh, Ryosuke Ihara, Daisuke Kawato, Naoki Nishikawa, Daichi Suemasa, Yohei Kondo, Keita Fuchise, Ryosuke Sakai, Toyoji Kakuchi

  MACROMOLECULES 45 (9) 3677 - 3686 0024-9297 2012/05 [Refereed][Not invited]
   

  Well-defined clickable poly(n-hexyl isocyanate) (PHIC) with an azido or alkyne end group as rod-like building block has been prepared by the living coordination polymerization using organotitanium catalysts. The obtained clickable PHIC was subjected to the Cu-catalyzed azide/alkyne cycloaddition for the synthesis of well-defined macromolecular architectures based on PHIC as a rod polymer, e.g., PHIC-b-poly(N-isopropyl acrylamide) as rod-coil block copolymer and 4-arm star PHIC as a rod star polymer. Additionally, PHIC-b-poly(L-lactide) and PHIC-b-poly(epsilon-caprolactone) as novel rod coil block copolymers were respectively synthesized by the ring-opening polymerizations of L-lactide and epsilon-caprolactone initiated from hydroxyl end-functionalized PHIC. All products were characterized by H-1 NMR spectroscopy, MALDI-TOF mass spectrometry, and size exclusion chromatography equipped with multiangle laser light scattering and viscosity detectors.
• Synthesis of end-functionalized polyethers by phosphazene base-catalyzed ring-opening polymerization of 1,2-butylene oxide and glycidyl ether

  Hideki Misaka, Eisuke Tamura, Kosuke Makiguchi, Kensuke Kamoshida, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 50 (10) 1941 - 1952 0887-624X 2012/05 [Refereed][Not invited]
   

  For the living ring-opening polymerization (ROP) of epoxy monomers, the catalytic activity of organic superbases, tert-butylimino-tris(dimethylamino)phosphorane, 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2?5,4?5-catenadi(phosphazene), 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, and 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phosphoranylidenamino]-2?5,4?5-catenadi(phosphazene) (t-Bu-P4), was confirmed. Among these superbases, only t-Bu-P4 showed catalytic activity for the ROP of 1,2-butylene oxide (BO) to afford poly(1,2-butylene oxide) (PBO) with predicted molecular weight and narrow molecular weight distribution. The results of the kinetic, post-polymerization experiments, and MALDI-TOF MS measurement revealed that the t-Bu-P4-catalyzed ROP of BO proceeded in a living manner in which the alcohol acted as the initiator. This alcohol/t-Bu-P4 system was applicable to the glycidol derivatives, such as benzyl glycidyl ether (BnGE) and t-butyl glycidyl ether, to afford well-defined protected polyglycidols. The a-functionalized polyethers could be obtained using different functionalized initiators, such as 4-vinylbenzyl alcohol, 5-hexen-1-ol, and 6-azide-1-hexanol. In addition, the well-defined cyclic-PBO and PBnGE were successfully synthesized using the combination of t-Bu-P4-catalyzed ROP and click cyclization. (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
• Fluorescence Turn-On Sensing of Anions Based on Disassembly Process of Urea-Functionalized Poly(phenylenebutadiynylene) Aggregates

  Ryosuke Sakai, Atsushi Nagai, Yasuyuki Tago, Shin-ichiro Sato, Yoshinobu Nishimura, Tatsuo Arai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 45 (10) 4122 - 4127 0024-9297 2012/05 [Refereed][Not invited]
   

  A rationally designed poly-(phenylenebutadiynylene) bearing urea functionalities (poly-1) was demonstrated to be a novel fluorescence turn-on probe for various anions. Poly-1 itself exhibits an extremely weak emission that was undetectable by the naked eye, whereas the fluorescence emission of poly-1 was significantly enhanced by the addition of anions. Based on the NMR, dynamic light scattering, and fluorescence decay measurements, the observed fluorescence turn-on response was determined to be realized by the fluorescence recovery based on the disassembly of the poly-1 aggregates, which was originally triggered by the anion recognition event at the urea units of poly-1.
• Erratum to: Synthesis of star-shaped poly (N-isopropylacrylamide) via atom transfer radical polymerization and its photocatalytic oxidation of rhodamine B. (Macromolecular Research, (2012), 20, 5, (544), 10.1007/s13233-012-0046-x)

  Zhengguo Gao, Jinaying Liang, Xiangdong Tao, Yuan Cui, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  Macromolecular Research 20 (5) 508 - 514 1598-5032 2012/05/01 [Refereed][Not invited]
   

  Zinc(II) tetra-(2-chloropropionylamido) phthalocyanine (TAPcCl) was synthesized as the initiator for atom transfer radical polymerization (ATRP). Using CuBr/tris(2-dimethylaminoethyl)amine as the catalyst system, AT R P o f N-isopropylacrylamide (NIPAM) was performed to create a new star-shaped poly(N-isopropylacrylamide) (PNIPAM) with a zinc phthalocyanine core and PNIPAM arms (TAPc-PAM). The structures of the initiator and the polymers were characterized by means of Fourier transform infrared spectroscopy and proton nuclear magnetic resonance. The polydispersity index obtained by gel permeation chromatography indicated that the molecular weight distribution was narrow. The lower critical solution temperatures (LCST) for the TAPc-PAM aqueous solutions measured using the turbidimetry method were increased due to incorporation of the phthalocyanine core and decreased as molecular weight increased. TAPc-PAM possessed photocatalytic activity, a finding that was verified by Rhodamine B degradation in the presence of hydrogen peroxide under visible light. Moreover, the catalytic efficiency was higher at its LCST, which encouraged reuse of the photocatalyst.
• SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLY(PHENYLACETYLENE) WITH POLYLACTIDE SIDE CHAINS

  Chun-hong Zhang, Guang-dong Su, Hai-lun Wang, Li-li Zhang, Xian-de Shen, Jian-wei Bai, Toshifumi Satoh, Toyoji Kakuchi

  ACTA POLYMERICA SINICA (4) 365 - 373 1000-3304 2012/04 [Refereed][Not invited]
   

  Sonagashira coupling reaction between 4-bromobenzyl alcohol and trimethysilylacetylene was carried out and then the trimethylsilyl group was removed to give 4-ethynylbenzyl alcohol. Living ring-opening polymerization of lactide was performed under normal pressure and temperature by using DBU as a catalyst and 4-ethynylbenzyl alcohol as an initiator. H-1-NMR spectra and GPC were employed to characterize the chemical structure of the products and analyze the molecular weight and polydispersity. The results indicated that polylactide macromonmers bearing 4-ethynylbenzyloxy end group (PA-PLLA-3k, PA-PLLA-4k, PA-PDLA-3k, and PA-PDLA-4k) were successfully synthesized, and the molecular weight of the macromonmers was controlled effectively. Homopolymerization of the macromonomers was carried out by using [Rh(nbd)Cl](2)/Et3N as the catalyst to give poly(phenylacetylene)s with polylactide side chains (poly(PA-PLLA)-3k, poly(PA-PLLA)-4k, poly(PA-PDLA)-3k and poly(PA-PDLA)-4k). The poly(phenylacetylene)s were characterized by GPC, GPC-MALLS and H-1-NMR. The results indicated that poly(PA-PLLA) and poly(PA-PDLA) possess linear flexible chain with high molecular weight. CD and UV-Vis spectra of the poly(phenylacetylene)s showed that poly(PA-PLLA) and poly(PA-PDLA) main chains assuredly possess predominantly one-handed helical conformations, and the direction of Cotton effects was affected by the chirality of macromonomers. The direction of Cotton effects of the poly(phenylacetylene)s was the same when the chirality of macromonomers was the same, Cotton effects of the poly(phenylacetylene)s were reverse when the chirality of macromonomers was reverse. The intensity of Cotton effects was various in different solvents, this meant that the regularity of helical conformation of the poly(phenylacetylene) main chain was variable in different solvents. Moreover, the stability of helical conformation of poly(phenylacetylene) decreased with the increasing temperature.
• Synthesis of urea-functionalized poly(phenylenebutadiynylene) as a turn-on fluorescent probe for anion sensing

  Ryosuke Sakai, Atsushi Nagai, Yasuyuki Tago, Shin-ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 243 0065-7727 2012/03 [Refereed][Not invited]
  
• Corolimetric anion detection by urea-functionalized poly(phenylacetylene)s bearing L-amino acids as a pendants

  Naoya Sakai, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 243 0065-7727 2012/03 [Refereed][Not invited]
  
• Group transfer polymerization of acrylates mediated by a super Bronsted acid as an organocatalyst

  Kenji Takada, Keita Fuchise, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 243 0065-7727 2012/03 [Refereed][Not invited]
  
• Synthesis of hyperbranched polymer using slow monomer addition method

  Satoh, T.

  International Journal of Polymer Science 2012 2012
• Synthesis of various clickable polymers bearing one azido group on center of main chain[p]

  Isono, Takuya, Makiguchi, Kosuke, Kawato, Daisuke, Nishikawa, Naoki, Suemasa, Daichi, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Syntheses of AB(2), A(2)B, and A(2)B(2) type ruthenium(II) complexed miktoarm star copolymers

  Xiao, Nao, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Synthesis of Hyperbranched Polymer Using Slow Monomer Addition Method

  Satoh, Toshifumi

  International Journal of Polymer Science 2012
• Synthesis of end-functionalized polyester using organocatalyst and alcohol initiator

  Makiguchi, Kosuke, Kaga, Harumi, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Synthesis of Hyperbranched Polymer Using Slow Monomer Addition Method

  Toshifumi Satoh

  International Journal of Polymer Science 2012
• Precise synthesis of rod-coil block copolymer using clickable poly(n-hexyl isocyanate)

  Satoh, Toshifumi, Kawato, Daisuke, Nishikawa, Naoki, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Precise synthesis of star-shaped poly(methyl methacrylate)s by t-Bu-P-4-catalyzed group transfer polymerization

  Chen, Yougen, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Precise synthesis and end-functionalization of poly(N,N-diethylacrylamide) by group transfer polymerization using super Bronsted acid

  Ohta, Shigeki, Fuchise, Keita, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 243 2012
• Advanced polymer particles

  Eri Yoshida, Takashi Kaneko, Toshifumi Satoh, Yusuf Menceloglu, Atsuyoshi Nakayama

  International Journal of Polymer Science 2012 1687-9422 2012 [Refereed][Not invited]
  
• Synthesis of High Molecular Weight and End-Functionalized Poly(styrene oxide) by Living Ring-Opening Polymerization of Styrene Oxide Using the Alcohol/Phosphazene Base Initiating System

  Hideki Misaka, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 44 (23) 9099 - 9107 0024-9297 2011/12 [Not refereed][Not invited]
   

  The ring-opening polymerization (ROP) of styrene oxide (SO) was carried out using 3-phenyl-1-propanol (PPA) as the initiator and a phosphazene base, 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phospho oranylidenamino]-2 Lambda(5),4 Lambda(5)-catenadi(phosphazene) (t-Bu-P(4)), as the catalyst at room temperature. The polymerization proceeded in a living manner, which was confirmed by the kinetic and chain extension experiments, to produce the poly(styrene oxide) (PSO) with a controlled molecular weight (S200-21 800 g mol(-1)) and narrow molecular weight distribution (<1.14). The (1)H NMR and MALDI-TOF MS measurements of the obtained PSO dearly indicated the presence of the PPA residue at the chain end. In addition, the t-Bu-P(4)-catalyzed ROP of SO with functional initiators, such as 4-vinylbenzyl alcohol, 5-hexen-1-ol, 6-azide-1-hexanol, and 3-hydroxymethyl-3-methyloxetane, successfully afforded the corresponding end-functionalized PSO with precise molecular control. The t-Bu-P(4)-catalyzed ROP of SO proceeded throup the beta- and alpha-scissions as the main and minor ring-opening manners on the basis of the microstructure of the PSOs analyzed by the (13)C NMR measurement, which was clarified in the model reactions corresponding to the initiation and propagation. For the thermal analysis of PSO, the glass transition temperature and 5% weight loss temperature were found to be 34 and 310 degrees C, respectively.
• Core-First Synthesis of Three-, Four-, and Six-Armed Star-Shaped Poly(methyl methacrylate)s by Group Transfer Polymerization Using Phosphazene Base

  Yougen Chen, Keita Fuchise, Atsushi Narumi, Seigou Kawaguchi, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 44 (23) 9091 - 9098 0024-9297 2011/12 [Not refereed][Not invited]
   

  The core-first synthesis of three-, four-, and six-armed star-shaped poly(methyl methacrylate)s (PMMAs) with predicted molecular weights and narrow molecular weight distributions (M(w)/M(n)s) was carried out by the t-BuP(4)-catalyzed group transfer polymerization (GTP) of methyl methacrylate (MMA) using the newly designed silyl enolates, such as 1,1,1-tris[2-methyl-1-(trimethylsilyloxy)prop-1-enyloxymethyl]propane (E(C(MTS)(3)), tetrakis{[2-niethyl-1-(trimethylsilyloxy)prop-1-enyloxy]methyl}methane (C(MTS)(4)), and bis{2,2,2-tris[2,methyl-1-(trimethylsilyloxy)prop-1-enyloxy]ethyl}ether (O-(C(MTS)(3))(2)), respectively. The absolute molecular weight (M(w)(MALS)) of the obtained polymers proportionally increased with the increasing [MMA](0)/[initiator](0) ratio, and the highest molecular weight was ca. 132 kg mol(-1). Characterizations for the star-shaped PMMAs were conducted by cleavage and intrinsic viscosity [eta] experiments. Cleavage experiments of the star-shaped PMMAs provided the evidence for homogeneous growth of the each arm in the t-Bu-P(4)-catalyzed GTP. The number of arm determined from the shrinking factors (g') of [eta] also supported the successful syntheses of the star-shaped polymers by the present core-first method. The versatility of this core-first method toward other methacrylic monomers was confirmed by the t-BuP4-catalyzed GTPs of allyl methacrylate (AMA), stearyl methacrylate (SMA), and 2-(dimethylamino)ethyl methacrylate (DMAEMA) using C(MTS)(4) as an initiator leading to well-defined star-shaped polymers.
• Chemo-enzymatic synthesis of polyhydroxyalkanoate (PHA) incorporating 2-hydroxybutyrate by wild-type class I PHA synthase from Ralstonia eutropha

  Xuerong Han, Yasuharu Satoh, Toshifumi Satoh, Ken'ichiro Matsumoto, Toyoji Kakuchi, Seiichi Taguchi, Tohru Dairi, Masanobu Munekata, Kenji Tajima

  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY 92 (3) 509 - 517 0175-7598 2011/11 [Not refereed][Not invited]
   

  A previously established improved two-phase reaction system has been applied to analyze the substrate specificities and polymerization activities of polyhydroxyalkanoate (PHA) synthases. We first analyzed the substrate specificity of propionate coenzyme A (CoA) transferase and found that 2-hydroxybutyrate (2HB) was converted into its CoA derivative. Then, the synthesis of PHA incorporating 2HB was achieved by a wild-type class I PHA synthase from Ralstonia eutropha. The PHA synthase stereoselectively polymerized (R)-2HB, and the maximal molar ratio of 2HB in the polymer was 9 mol%. The yields and the molecular weights of the products were decreased with the increase of the (R)-2HB concentration in the reaction mixture. The weight-average molecular weight of the polymer incorporating 9 mol% 2HB was 1.00 x 10(5), and a unimodal peak with polydispersity of 3.1 was observed in the GPC chart. Thermal properties of the polymer incorporating 9 mol% 2HB were analyzed by DSC and TG-DTA. T (g), T (m), and T (d) (10%) were observed at -1.1A degrees C, 158.8A degrees C, and 252.7A degrees C, respectively. In general, major components of PHAs are 3-hydroxyalkanoates, and only engineered class II PHA synthases have been reported as enzymes having the ability to polymerize HA with the hydroxyl group at C2 position. Thus, this is the first report to demonstrate that wild-type class I PHA synthase was able to polymerize 2HB.
• Chemo-enzymatic synthesis of polyhydroxyalkanoate (PHA) incorporating 2-hydroxybutyrate by wild-type class I PHA synthase from Ralstonia eutropha

  Xuerong Han, Yasuharu Satoh, Toshifumi Satoh, Ken'ichiro Matsumoto, Toyoji Kakuchi, Seiichi Taguchi, Tohru Dairi, Masanobu Munekata, Kenji Tajima

  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY 92 (3) 509 - 517 0175-7598 2011/11 [Not refereed][Not invited]
   

  A previously established improved two-phase reaction system has been applied to analyze the substrate specificities and polymerization activities of polyhydroxyalkanoate (PHA) synthases. We first analyzed the substrate specificity of propionate coenzyme A (CoA) transferase and found that 2-hydroxybutyrate (2HB) was converted into its CoA derivative. Then, the synthesis of PHA incorporating 2HB was achieved by a wild-type class I PHA synthase from Ralstonia eutropha. The PHA synthase stereoselectively polymerized (R)-2HB, and the maximal molar ratio of 2HB in the polymer was 9 mol%. The yields and the molecular weights of the products were decreased with the increase of the (R)-2HB concentration in the reaction mixture. The weight-average molecular weight of the polymer incorporating 9 mol% 2HB was 1.00 x 10(5), and a unimodal peak with polydispersity of 3.1 was observed in the GPC chart. Thermal properties of the polymer incorporating 9 mol% 2HB were analyzed by DSC and TG-DTA. T (g), T (m), and T (d) (10%) were observed at -1.1A degrees C, 158.8A degrees C, and 252.7A degrees C, respectively. In general, major components of PHAs are 3-hydroxyalkanoates, and only engineered class II PHA synthases have been reported as enzymes having the ability to polymerize HA with the hydroxyl group at C2 position. Thus, this is the first report to demonstrate that wild-type class I PHA synthase was able to polymerize 2HB.
• Synthesis and property study on Eu(III) complexes of modified poly(N-isopropylacrylamide)

  Xiangdong Tao, Ran Zhang, Zhengguo Gao, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  JOURNAL OF MATERIALS SCIENCE 46 (19) 6396 - 6401 0022-2461 2011/10 [Not refereed][Not invited]
   

  Poly(N-isopropylacrylamide) with aromatic end groups (Ar-PNIPAM) were synthesized by atom transfer radical polymerization of N-isopropylacrylamide in isopropanol using phenyl 2-chloropropionate, (4'-phenyl) phenyl 2-chloropropionate, and (2',6'-diphenyl) phenyl 2-chloropropionate as initiators and CuCl/tris(2-dimethyl-aminoethyl) amine (Me(6)TREN) as a catalytic system. The resulting polymers had narrow polydispersity index of 1.10-1.14 and molecular weights of 3700-4600 g mol(-1). Then, novel functional complexes of Ar-PNIPAM, Europium(III) (Eu(III)), and alpha-Thenoyltrifluoroacetone (TTA) (Ar-PNIPAM/Eu(III)/TTA) with thermosensitive and fluorescent properties were synthesized and characterized by Fourier transform infrared spectra and fluorescence spectroscopy. Metal Eu(III) was not only bonded to oxygen and nitrogen atoms of polymer chain in PNIPAM, but also bonded to TTA. The maximum emission intensity of the complexes at 613 nm was enhanced about 22, 27, 33 times compared with that of the corresponding Eu(III). The lower critical solution temperatures (LCSTs) of Ar-PNI-PAM/Eu(III)/TTA were slightly greater compared with that of PNIPAM. Eu(III) complexes had excellent fluorescence performance, the fluorescence spectrum presented characteristic emission of Eu(III) at 613 nm.
• Synthesis of a novel one-handed helical poly(phenylacetylene) bearing poly(L-lactide) side chains

  Chunhong Zhang, Fangbin Liu, Qianqian Geng, Shuang Zhang, Xiande Shen, Ryohei Kakuchi, Hideki Misaka, Toyoji Kakuchi, Toshifumi Satoh, Ryosuke Sakai

  EUROPEAN POLYMER JOURNAL 47 (10) 1923 - 1930 0014-3057 2011/10 [Refereed][Not invited]
   

  The living ring-opening polymerization of L-lactide was carried out by using organocatalyst to synthesize the molecular weight controlled poly(L-lactide) with an phenylacetylenyl end group (HC C-PLLA), then the homopolymerization of HC C-PLLA was performed by using two different rhodium catalysts. Low molecular weight poly-PLLA(6)-1 (M(W,SEC). (MALLS) = 46,700) was synthesized by using Rh(nbd)BPh(4) as the catalyst, and higher molecular weight poly-PLLA(6)-2 (M(W,SEC-MALLS) = 471,000) was synthesized by using the [Rh(nbd)Cl](2)/ Et(3)N catalyst system. Then high molecular weight poly-PLLA(20), poly-PLLA(29), and polyPLLA(68) were successfully synthesized by using the [Rh(nbd)Cl](2)/Et(3)N catalyst system. The a values of the poly-PLLAs using [Rh(nbd)Cl](2)/Et(3)N catalyst system were all in the range of 0.6-0.8, this means that these polymers possess linear flexible chain. It is concluded that [Rh(nbd)Cl](2)/Et(3)N was more suitable for the synthesis of the cylindrical polymer brush, poly-PLLA with high molecular weight. The analyses of the CD spectra indicated that poly-PLLA possesses a predominantly one-handed helical conformation, temperature and solvents had significant influences on the helical structure of poly-PLLA. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis and property study on Eu(III) complexes of modified poly(N-isopropylacrylamide)

  Xiangdong Tao, Ran Zhang, Zhengguo Gao, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  JOURNAL OF MATERIALS SCIENCE 46 (19) 6396 - 6401 0022-2461 2011/10 [Not refereed][Not invited]
   

  Poly(N-isopropylacrylamide) with aromatic end groups (Ar-PNIPAM) were synthesized by atom transfer radical polymerization of N-isopropylacrylamide in isopropanol using phenyl 2-chloropropionate, (4'-phenyl) phenyl 2-chloropropionate, and (2',6'-diphenyl) phenyl 2-chloropropionate as initiators and CuCl/tris(2-dimethyl-aminoethyl) amine (Me(6)TREN) as a catalytic system. The resulting polymers had narrow polydispersity index of 1.10-1.14 and molecular weights of 3700-4600 g mol(-1). Then, novel functional complexes of Ar-PNIPAM, Europium(III) (Eu(III)), and alpha-Thenoyltrifluoroacetone (TTA) (Ar-PNIPAM/Eu(III)/TTA) with thermosensitive and fluorescent properties were synthesized and characterized by Fourier transform infrared spectra and fluorescence spectroscopy. Metal Eu(III) was not only bonded to oxygen and nitrogen atoms of polymer chain in PNIPAM, but also bonded to TTA. The maximum emission intensity of the complexes at 613 nm was enhanced about 22, 27, 33 times compared with that of the corresponding Eu(III). The lower critical solution temperatures (LCSTs) of Ar-PNI-PAM/Eu(III)/TTA were slightly greater compared with that of PNIPAM. Eu(III) complexes had excellent fluorescence performance, the fluorescence spectrum presented characteristic emission of Eu(III) at 613 nm.
• Synthesis of Various End-Functionalized Polyesters by Controlled/Living Ring-Opening Polymerization of Lactones Using Pentafluorophenylbis(triflyl)methane

  Kosuke Makiguchi, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 49 (17) 3769 - 3777 0887-624X 2011/09 [Not refereed][Not invited]
   

  The ring-opening polymerizations (ROPs) of epsilon-caprolactone (epsilon-CL) and delta-valerolactone (delta-VL) with pentafluorophenyl-bis(triflyl)methane (C(6)F(5)CHTf(2)) as the organocatalyst and alcohol initiators were carried out. For the ROP using 3-phenyl-1-propanol (PPA) as the initiator in CH(2)Cl(2) at room temperature with the [epsilon-CL or delta-VL](0)/[PPA](0)/[C(6)F(5)CHTf(2)] ratio of 50/1/0.1, the polymerization homogeneously proceeded to afford poly(epsilon-caprolactone) (PCL) and poly(delta-valerolactone) (PVL) having narrow polydispersity indices. The molecular weights of the obtained polymers determined from (1)H NMR spectra showed good agreement with those estimated from the initial ratio of [epsilon-CL or delta-VL](0)/[PPA](0) and monomer conversions. The (1)H NMR, size exclusion chromatography, and matrix-assisted laser desorption ionization time-of-flight mass spectrometry measurements strongly indicated that PCL and PVL possessed the 3-phenylpropoxy group as the alpha-chain-end and the hydroxy group as the omega-chain-end. In addition, the controlled/living nature for the C(6)F(5)CHTf(2)-catalyzed ROP of lactones was confirmed by kinetic and chain-extension experiments. The block copolymerization of PCL and PVL successfully proceeded to afford PCL-b-PVL and PVL-b-PCL. In addition, various end-functionalized PCLs and PVLs with narrow molecular weight distributions were synthesized by the ROP of epsilon-CL and delta-VL using functional initiators, such as 6-azido-1-hexanol, 2-hydroxyethyl methacrylate, propargyl alcohol, N-(2-hydroxyethyl)maleimide, 4-vinylbenzyl alcohol, 5-hexen-1-ol, and 5-norbornene-2-methanol. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 3769-3777, 2011
• Selective synthesis of 1,6-anhydro-beta-D-mannopyranose and -mannofuranose using microwave-assisted heating

  Nguyen To Hoai, Akiyoshi Sasaki, Masahide Sasaki, Harumi Kaga, Toyoji Kakuchi, Toshifumi Satoh

  CARBOHYDRATE RESEARCH 346 (13) 1747 - 1751 0008-6215 2011/09 [Not refereed][Not invited]
   

  The dehydration of D-mannose and the demethanolization of methyl-alpha-D-mannopyranoside (M alpha MP) or methyl-alpha-D-mannofuranoside (M alpha MF) were examined using microwave-assisted heating for a 3-min irradiation at temperature from 120 to 280 degrees C in ordinary or dry sulfolane without any catalyst. The microwave-assisted heating of MaMP and M alpha MF smoothly proceeded to selectively afford the anhydromannoses, 1,6-anhydro-beta-D-mannopyranose (AMP) and 1,6-anhydro-beta-D-mannofuranose (AMF), respectively, in high yields. For MaMP in ordinary sulfolane at 240 degrees C, AMP was selectively obtained in the AMF: AMP ratio of 4: 96, whereas AMF was the major product at the AMF: AMP ratio of 97: 3 from M alpha MF in dry sulfolane at 220 degrees C. (C) 2011 Elsevier Ltd. All rights reserved.
• Guest release and solution behavior of a hydrogen-bonding physical micelle during chemoresponsive shell disruption

  Decheng Wan, Feng Chen, Toyoji Kakuchi, Toshifumi Satoh

  POLYMER 52 (15) 3405 - 3412 0032-3861 2011/07 [Not refereed][Not invited]
   

  The guest release and solution behavior during shell disruption of a polymeric nanocapsule are described. Hyperbranched polyethylenimine (PEI, M(n) = 10 000) is chemically functionalized with multiple DAD hydrogen-bonding motifs (D and A: hydrogen-bonding donor and acceptor), leading to PEI(232)-(DAD)(x) (3) (x = 93 (3a), x = 46 (3b), x = 23 (3c), x = 12 (3d)). Meanwhile, polyethylene oxide (M(n) = 2 200) is end-capped with thymine moieties (PEO-ADA) (4). Mixing of the hydrogen-bonding complementary 3 and 4 (DAD/ADA = 1) leads to a physical micelle (3.4) in apolar media, and the resulting micelle can completely and irreversibly transfer the ionic and water-soluble Congo red (CR) into chloroform phase by encapsulation. Experiment proves that the micelle can exist as a pseudo-unimolecular micelle (p-UIM, meaning one PEI in one micelle) or as aggregate, depending on the shell density. As a result, 3b.4 generally exists as a p-UIM while 3d.4 can exist as p-UIM only in a very narrow range of concentrations. The critical aggregation concentration (CAC) is also dependent on the core structure of the micelle, thus when the residual amines in the core of 3b are transformed into amide, the resulting 5b.4 shows a very low CAC. Small chemicals bearing DAD hydrogen-bonding motif can compete to bind with the PEO-ADA shell and destruct the p-UIM, leading to aggregation and precipitation of the p-UIM along with the CRs. Experiment proves that the CR has strong acid base interaction with the PEI core of the p-UIM, but when the basicity of the PEI core is reduced by amidation, partial CRs can be released into the water phase. (C) 2011 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Polyrotaxane by Clipping and Cyclopolymerization of alpha,omega-Diethynyl Isophthalamide with Pyridiniumdicarboxamide Chloride

  Takuya Isono, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 49 (14) 3184 - 3192 0887-624X 2011/07 [Not refereed][Not invited]
   

  The one-pot synthesis of a main chain-type polyrotaxane composed of axle molecules threaded through the macrocyclic units on the polymer main chain was achieved via the combination of cyclopolymerization and clipping procedures. The cyclopolymerization of an a, x-diethynyl monomer bearing an isophthalamide moiety (1), which clips onto an axle component bearing a pyridiniumdicarboxamide moiety (2 center dot Cl) through a chloride anion was carried out in chloroform with the monomer concentration of 0.06 mol L-1 at 40 degrees C using [Rh(nbd)Cl](2)/Et3N as a catalyst to afford a gel-free polymer. The resulting polymer was assigned to the main chain-type polyrotaxane with a poly(phenylacetylene) backbone (poly-3 center dot Cl) based on size exclusion chromatography and H-1 NMR measurements. The diffusion-order two-dimensional NMR and circular dichroism spectra provided definitive proof of the rotaxaned architecture in the polymer. The mole fraction of the rotaxane unit in the total cyclic repeating unit was determined to be 26.3%. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 3184-3192, 2011
• Organic Superbase as an Efficient Catalyst for Group Transfer Polymerization of Methyl Methacrylate

  Toyoji Kakuchi, Yougen Chen, Junsuke Kitakado, Kota Mori, Keita Fuchise, Toshifumi Satoh

  MACROMOLECULES 44 (12) 4641 - 4647 0024-9297 2011/06 [Not refereed][Not invited]
   

  Organic superbases, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), proazaphosphatranes (P(RNCH2CH2)(3)-N: R = CH3, TMP; R = i-Bu, TiBP), and phosphazene bases (1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2 Lambda(5),4 Lambda(5)- catenadi(phosphazene), t-Bu-P-2; 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phosphoranylidenamino]-2 Lambda(5),4 Lambda(5)-catenadi(phosphazene), t-Bu-P-4) were employed to determine the catalytic activity in the group transfer polymerization (GTP) of methyl methacrylate (MMA). Among the superbases used, TiBP and t-Bu-P-4 effectively catalyzed the polymerization to afford poly(methyl methacrylate) (PMMA) with controlled molecular weight and narrow polydispersity. In particular, the molecular weight of the PMMA obtained from the r-Bu-P-4-catalyzed GTP was up to 109 600 g mol(-1). Only one series of peaks was observed in the MALDI-TOF MS spectra of the PMMAs obtained from the TiBP- and t-Bu-P-4-catalyzed GTPs, indicating that both polymerizations proceeded without any side reactions. A postpolymerization experiment further supported the living nature of the TiBP- and t-Bu-P-4-catalyzed GTPs of MMA. Furthermore, a mechanistic study of the TiBP- and t-Bu-P-4-catalyzed GTPs of MMA was attempted by determining the stereoregularity of the obtained PMMAs and obtaining a series of NMR spectra for the equimolar mixtures of MTS and TiBP or t-Bu-P-4.
• Strict Size Specificity in Colorimetric Anion Detection Based on Poly(phenylacetylene) Receptor Bearing Second Generation Lysine Dendrons

  Ryosuke Sakai, Naoya Sakai, Toshifumi Satoh, Wen Li, Afang Zhang, Toyoji Kakuchi

  MACROMOLECULES 44 (11) 4249 - 4257 0024-9297 2011/06 [Refereed][Not invited]
   

  Poly(phenylacetylene) bearing second generation lysine dendrons through urea groups (poly-2) was demonstrated to be a superior anion receptor possessing strict size specificity in colorimetric anion detection. On the basis of the comparison of the colorimetric response behavior between poly-2 and poly-1, which is poly(phenylacetylene) bearing first generation lysine dendrons, the size of the pendant dendron was implied to dictate the selectivity in the colorimetric anion detection. Various instrumental analyses including H-1 NMR, light scattering, and viscosity measurements concluded that the conjugation of the bulky G2 dendrons in the vicinity of the urea receptors plays a crucial role in imparting the strict size specificity in the anion-sensing ability of poly-2.
• Synthesis of Novel Hyperbranched Polymer Through Cationic Ring-Opening Multibranching Polymerization of 2-Hydroxymethyloxetane

  Toshifumi Satoh, Masaki Tamaki, Tsukasa Taguchi, Hideki Misaka, Nguyen To Hoai, Ryosuke Sakai, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 49 (11) 2353 - 2365 0887-624X 2011/06 [Refereed][Not invited]
   

  The cationic ring-opening multibranching polymerization of 2-hydroxymethyloxetane (1) as a novel latent AB(2)-type monomer was carried out using trifluoromethane sulfonic acid or trifluoroboron diethyl etherate by a slow-monomer-addition (SMA) method. The polymer yield of poly-1 ranged from ca. 58-88%, which increase with the increasing monomer addition time on the SMA method. The absolute molecular weights (M-w,M-MALLS) and the polydispersities of poly-1 were in the range of 8,000-43,500 and 1.45-4.53, respectively, which also increased with the increasing monomer addition time. The Mark-Houwink-Sakurada exponents alpha in 0.2 M NaNO3 aq. were determined to be 0.02-0.25 for poly-1, indicating that poly-1 has compact forms in the solution because of the highly branched structure. The degree of the branching value of poly-1, which was calculated by Frey's equation, ranged from ca. 0.50 to 0.58, which increased with the increasing monomer addition time. The steady shear flow of poly-1 in aqueous solution exhibited a Newtonian behavior with steady shear viscosities independent of the shear rate. The results of the MALLS, NMR, and viscosity measurements indicated that poly-1 is composed of a highly branched structure, i.e., the hyperbranched poly (2-hydroxymethyloxetane). (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 2353-2365, 2011
• Organic Superbase as an Efficient Catalyst for Group Transfer Polymerization of Methyl Methacrylate

  Toyoji Kakuchi, Yougen Chen, Junsuke Kitakado, Kota Mori, Keita Fuchise, Toshifumi Satoh

  MACROMOLECULES 44 (12) 4641 - 4647 0024-9297 2011/06 [Not refereed][Not invited]
   

  Organic superbases, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), proazaphosphatranes (P(RNCH2CH2)(3)-N: R = CH3, TMP; R = i-Bu, TiBP), and phosphazene bases (1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2 Lambda(5),4 Lambda(5)- catenadi(phosphazene), t-Bu-P-2; 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)phosphoranylidenamino]-2 Lambda(5),4 Lambda(5)-catenadi(phosphazene), t-Bu-P-4) were employed to determine the catalytic activity in the group transfer polymerization (GTP) of methyl methacrylate (MMA). Among the superbases used, TiBP and t-Bu-P-4 effectively catalyzed the polymerization to afford poly(methyl methacrylate) (PMMA) with controlled molecular weight and narrow polydispersity. In particular, the molecular weight of the PMMA obtained from the r-Bu-P-4-catalyzed GTP was up to 109 600 g mol(-1). Only one series of peaks was observed in the MALDI-TOF MS spectra of the PMMAs obtained from the TiBP- and t-Bu-P-4-catalyzed GTPs, indicating that both polymerizations proceeded without any side reactions. A postpolymerization experiment further supported the living nature of the TiBP- and t-Bu-P-4-catalyzed GTPs of MMA. Furthermore, a mechanistic study of the TiBP- and t-Bu-P-4-catalyzed GTPs of MMA was attempted by determining the stereoregularity of the obtained PMMAs and obtaining a series of NMR spectra for the equimolar mixtures of MTS and TiBP or t-Bu-P-4.
• Hyperbranched Glyco-Conjugated Polymers

  Toshifumi Satoh, Toyoji Kakuchi

  Complex Macromolecular Architectures: Synthesis, Characterization, and Self-Assembly 195 - 227 2011/05/03 [Refereed][Not invited]
   

  The synthesis of novel hyperbranched glyco-conjugated polymers, prepared by the ring-opening multibranching polymerizations of anhydro and dianhydro sugars, is described. The hyperbranched glyco-conjugated polymers were formed by the cationic polymerization of 1,6-anhydro-β-D-hexopyranose, 1,4-anhydrotetritol, 2,3-anhydrotetritol, and 1,2:5,6-dianhydro-D-mannitol. These polymerizations proceeded without gelation to produce water-soluble hyperbranched glyco-conjugated polymers with controlled molecular weights and narrow polydispersities. This chapter also details the preparation and encapsulation-release property of novel amphiphilic hyperbranched polymers with a micellar characteristic as a single molecule, which are referred to as a 'unimolecular micelle' or 'unimolecular nanocapsule'. The amphiphilic hyperbranched polymers consisting of a hydrophilic hyperbranched glyco-conjugated polymer core and hydrophobic shell possessed an encapsulation ability for hydrophilic guest molecules and the controlled release property of the encapsulated guest molecules, e.g. the biodegradable unimolecular reversed micelle consisting of a hyperbranched D-mannan core and a poly(L-lactide) shell, and the pH-sensitive unimolecular reversed micelle consisting of a hyperbranched D-glucan core and L-leucine ethyl ether shell. © 2011 John Wiley & Sons (Asia) Pte Ltd.
• Synthesis, Characterization, and Lectin Recognition of Hyperbranched Polysaccharide Obtained from 1,6-Anhydro-D-hexofuranose

  Nguyen To Hoai, Akiyoshi Sasaki, Masahide Sasaki, Harumi Kaga, Toyoji Kakuchi, Toshifumi Satoh

  BIOMACROMOLECULES 12 (5) 1891 - 1899 1525-7797 2011/05 [Refereed][Not invited]
   

  1,6-Anhydro-D-hexofuranoses, such as 1,6-anhydro-beta-D-glucofuranose (1), 1,6-anhydro-beta-D-mannofuranose (2), and 1,6-anhydro-alpha-D-galactofuranose (3), were polymerized using a thermally induced cationic catalyst in dry propylene carbonate to afford hyperbranched polysaccharides (poly1-3) with degrees of branching from 0.40 to 0.46. The weight-average molecular weights of polyl - 3 measured by multiangle laser light scattering varied in the range from (1.02 to 5.84) x 10(4) g.mol(-1), which were significantly higher than those measured by size exclusion chromatography. The intrinsic viscosities ([eta]) of poly1 - 3 were very low in the range from 4.9 to 7.4 mL.g(-1). The exponent (alpha) in the Mark-Houkwink-Sakurada equation ([eta] = KM(alpha)) of the polymers was 0.20 to 0.33, which is < 0.5. The steady shear flow of poly1 - 3 in an aqueous solution exhibited a Newtonian behavior with steady shear viscosities independent of the shear rate. These viscosity characteristics were attributed to the spherical structures of hyperbranched polysaccharides in an aqueous solution. Poly1 - 3 contained a high portion of terminal units of 31-43 mol % nonreducing D-hexopyranosyl and D-hexofuranosyl units, in which the D-hexofuranosyl units were 20-44 mol %. Moreover, polyl and poly2 showed a strong interaction to Concanavalin A due to the cluster effect or multivalent effect of numerous nonreducing saccharide units on their surfaces with binding constants in the range from 1.7 x 10(4) to 2.7 x 10(5) M(-1).
• Diphenyl Phosphate as an Efficient Cationic Organocatalyst for Controlled/Living Ring-Opening Polymerization of delta-Valerolactone and epsilon-Caprolactone

  Kosuke Makiguchi, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 44 (7) 1999 - 2005 0024-9297 2011/04 [Refereed][Not invited]
   

  The ring-opening polymerization of delta-valerolactone (delta-VL) and epsilon-caprolactone (epsilon-CL) using 3-phenyl-1-propanol (PPA) as the initiator and dipheny phosphate (DPP) as the catalyst in toluence at room temperature with the [delta-VL or epsilon-CL](0)/[PPA](0)/[DPP] ratio of 50/1/1 homogeneously proceeded to afford poly(delta-valerolactone) (PVL) and poly(epsilon-caprolactone) (PCL) with narrow polydispersity indices. The molecular weights determined from a (1)H NMR analysis (PVL, M(n,NMR) = 5170 g mol(-1) and PCL, M(n,NMR =) 5920 g mol(-1)) showed good agreement with those estimated from the initial of [delta-VL or epsilon-CL](0)/[PPA] and monomer conversions (PVL, M(n,theo) = 4890 g mol(-1) and PCL, M(n,theo) = 5680 g mol(-1)). The (1)H NMR, SEC, and MALDI-TOF MS measurements of the obtained PVL and PCL clearly indicated the presence of the initiator residue at the chain end, confirming that the DPP-catalyzed ROP of lactones proceeded through a activated monomer mechanishm. The kinectic and chain extension experiments confirmed the controlled/living nature for the DPP-catalyzed ROP of lactones. In addition, the block copolymerization of PVL and PCL successfully proceeded to afford PVL-b-PCL regardless of the monomer additon sequence. The DPP-catalyzed ROP of delta-VL and epsilon-CL using functional initiators, such as 2-hydroxyethyl methacrylate, 4-vinylbenzyl alcohol, propargyl alcohol, and 6-azido-1-hexanol, produced the corresponding end-functionalized PVLs and PCLs with narrow molecular weight distributions.
• Biosynthesis of a lactate (LA)-based polyester with a 96 mol% LA fraction and its application to stereocomplex formation

  Fumi Shozui, Ken'ichiro Matsumoto, Ren Motohashi, Jian Sun, Toshifumi Satoh, Toyoji Kakuchi, Seiichi Taguchi

  POLYMER DEGRADATION AND STABILITY 96 (4) 499 - 504 0141-3910 2011/04 [Refereed][Not invited]
   

  A poly(lactic acid) (PLA)-like terpolyester consisting of 96 mol% lactate (LA). I mol% 3-hydroxybutyrate and 3 mol% 3-hydroxyvalerate was produced in recombinant Escherichia coli LS5218 expressing LA-polymerizing enzyme (LPE). The strain was grown on glucose with a feeding of valerate as the monomer precursor. The glass transition and melting temperatures of the terpolyester were close to those of chemically synthesized poly(L-LA)s (PLLAs) having similar molecular weights. Additionally, a blend of the terpolyester, which was composed entirely of (R)-LA (D-LA) due to the strict enantiospecificity of LPE, with PLLA formed a stereocomplex with higher melting temperature (201.9 degrees C). These results indicate that the biological PLA-like polyester produced via this one-step microbial process has comparable thermal properties to chemically synthesized PLAs. (C) 2011 Elsevier Ltd. All rights reserved.
• Living anionic ring-opening polymerization of styrene oxide catalyzed by phoshpazene base

  Hideki Misaka, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 241 0065-7727 2011/03 [Refereed][Not invited]
  
• Chirality sensing towards amino acid using poly(phenylacetylene) conjugated with l-lysine through urea linkage

  Naoya Sakai, Ryosuke Sakai, Toshifumi Satoh, Afang Zhang, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 241 0065-7727 2011/03 [Refereed][Not invited]
  
• Syntheses of 3-Arm and 4-Arm Star-Branched Polystyrene Ru(II) Complexes by the Click-to-Chelate Approach

  Chunhong Zhang, Xiande Shen, Ryosuke Sakai, Michael Gottschaldt, Ulrich S. Schubert, Shiho Hirohara, Masao Tanihara, Shigenobu Yano, Makoto Obata, Nao Xiao, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 49 (3) 746 - 753 0887-624X 2011/02 [Refereed][Not invited]
   

  Metal template synthesis is a useful methodology to make sophisticated macromolecular architectures because of the variety of metal ion coordination. To use metal template methodology, chelating functionalities should be introduced to macromolecules before complexation. In this article, we demonstrate the click-to-chelate approach to install chelating functionality to polystyrene (PS) and complexation with Ru(II) ions to form 3-arm and 4-arm star-branched PS Ru(II) complexes. Azide-terminated PS (PS-N-3) was readily prepared by atom transfer radical polymerization using 1-bromoethylbenzene as an initiator followed by substitution of bromine by an azide group. The Cu(I)-catalyzed 1,3-dipolar cycloaddition of PS-N-3 with 2-ethynylpyridine or 2,6-diethynylpyridine affords 2-(1H-1,2,3-triazol-4-yl)pyridine (PS-tapy) or 2,6-bis(1H-1,2,3-triazol-4-yl)pyridine (PS-bitapy) ligands bearing one or two PS chains at the first-position of the triazole rings. Ru(II) complexes of PS-tapy and PS-bitapy were prepared by conventional procedure. The number-averaged molecular weights (M(n)s) of these complexes were determined to be 6740 and 10,400, respectively, by size exclusion chromatography using PS standards. These M-n values indicated the formation of 3-arm and 4-arm star-branched PS Ru(II) complexes [Ru(PS-tapy)(3)](PF6)(2) and [Ru(PS-bitapy)(2)](PF6)(2) on the basis of the M-n values of PS-tapy (2090) and PS-bitapy (4970). The structures of these complexes were also confirmed by UV-vis spectroscopy and X-ray crystallography of the Ru(II) complexes [Ru(Bn-tapy)(3)](PF6)(2) and [Ru(Bn-bitapy)(2)](PF6)(2), which bear a benzyl group instead of a PS chain. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 746-753, 2011
• A hydrophilic unimolecular nanocapsule with cyclodextrin moieties in the core: chemically triggered on-demand release and pH-response

  Decheng Wan, Shigeki Ohta, Toyoji Kakuchi, Toshifumi Satoh

  SOFT MATTER 7 (14) 6422 - 6425 1744-683X 2011 [Refereed][Not invited]
   

  With beta-cyclodextrin inserted in the core, a completely hydrophilic nanocapsule (a hyperbranched polyethylenimine core with a poly (ethylene oxide) shell) can encapsulate hydrophobic pyrene with unique releasing properties: on-demand chemically triggered release and unprecedented sensitivity to pH value.
• ChemInform Abstract: Hyperbranched Glycoconjugated Polymers

  Toshifumi Satoh, Toyoji Kakuchi

  ChemInform 43 (3) no - no 0931-7597 2011
• Controlled/living ring-opening polymerization of lactone using diphenyl phosphate as cationic organocatalyst

  Makiguchi, Kosuke, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 241 2011
• Synthesis and characterization of well-defined thermo- and light-responsive diblock copolymers by atom transfer radical polymerization and click chemistry

  Xiangdong Tao, Zhengguo Gao, Toshifumi Satoh, Yuan Cui, Toyoji Kakuchi, Qian Duan

  POLYMER CHEMISTRY 2 (9) 2068 - 2073 1759-9954 2011 [Refereed][Not invited]
   

  We synthesized a series of well-defined, stimuli-responsive diblock copolymers composed of poly(N-isopropylacrylamide) and poly(6-[4-(4-methoxyphenylazo)phenoxy]hexyl methacrylate) by atom transfer radical polymerization and click chemistry. The diblock copolymers were then characterized by nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and gel permeation chromatography. When the azobenzene content reached 4.5 mol%, the diblock copolymer became insoluble in water. The aqueous solutions of the polymers exhibited a lower critical solution temperature (LCST) that depended on the amount of incorporated azobenzene. Higher LCSTs were observed after UV irradiation, with a maximum difference of 4.1 degrees C for the copolymer containing 1.4 mol% azobenzene groups. The photochemical properties of the polymer were also studied by UV-vis spectroscopy.
• Synthesis of end-functionalized poly(N-isopropylacrylamide) with group of asymmetrical phthalocyanine via atom transfer radical polymerization and its photocatalytic oxidation of Rhodamine B

  Zhengguo Gao, Xiangdong Tao, Yuan Cui, Toshifumi Satoh, Toyoji Kakuchi, Qian Duan

  POLYMER CHEMISTRY 2 (11) 2590 - 2596 1759-9954 2011 [Refereed][Not invited]
   

  A novel asymmetrical zinc(II) phthalocyanine (ZnPcBr) was synthesized as the initiator for atom transfer radical polymerization (ATRP). Using CuBr/tris(2-dimethylaminoethyl) amine (Me6TREN) as the catalyst system, the ATRP of N-isopropylacrylamide (NIPAM) was carried out to afford a new linear poly(N-isopropylacrylamide) with end group of asymmetrical phthalocyanine (ZnPc-PAM). The structures of the initiator and the polymers were characterized by means of FT-IR and H-1 NMR. Polydispersity index (PDI) obtained by gel permeation chromatography (GPC) indicated that the molecular weight distribution was narrow. The lower critical solution temperatures (LCST) for the aqueous solutions of ZnPc-PAM, measured by turbidimetry method and differential scanning calorimetry (DSC), respectively, were increased due to the incorporation of the phthalocyanine group at the chain end and lowered with increasing molecular weight. It was verified that ZnPc-PAM possessed photocatalytic activity by the degradation of Rhodamine B in the presence of hydrogen peroxide under visible light. Moreover, it presented the highest catalytic efficiency at around its LCST owing to the thermo-sensitive property, which benefited the recycling of the polymeric photocatalyst.
• Efficient Colorimetric Anion Detection Based on Positive Allosteric System of Urea-Functionalized Poly(phenylacetylene) Receptor

  Ryosuke Sakai, Shota Okade, Eric B. Barasa, Ryohei Kakuchi, Magdalena Ziabka, Satoshi Umeda, Katsuyuki Tsuda, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 43 (18) 7406 - 7411 0024-9297 2010/09 [Refereed][Not invited]
   

  Poly(phenylacetylene) with rationally designed urea groups was demonstrated to be a superior anion receptor possessing both a calorimetric response ability and a positive homotropic allosteric binding mode. The target polymer, poly(phenylacetylene) with [bis(trifluoromethyl)phenyflurea pendants (poly-1), was synthesized by the stereoselective polymerization with Rh(nbd)BPh(4) (nbd = norbornadiene) in high yield. The anion sensing ability of poly-1 was evaluated using the tetra-n-butylammonium (rBA) salts of a series of anions in TH F. Upon the addition of anions such as CH(3)CO(2)(-), C(6)H(5)CO(2)(-), F(-), Cl(-), Br(-), NO(3)(-), N(3)(-), and HSO(4)(-), the yellow color of the THF solution of poly-1 immediately turned to a different color depending on the types of anions, indicating the anion recognition capability of poly-1. The 111 NM R Otrations of poly-1 by using increasing amounts of CH(3)CO(2)(-) revealed that the colorimetric response of poly] was considered to be the direct consequence of the hydrogen-bonding complex formation between the urea functionality and the anions. Interestingly, during the course of the determination of the anion-binding affinity, we encountered highly cooperative binding ability of poly-1. The Hill plot analysis provided an exceptional positive cooperativity, e.g., 8.4 of Hill coefficient in the complexation between poly-I and C(6)H(5)CO(2)(-). This result clearly indicated that this binding mode was based on a positive homotropic altosterism, in which the partially formed urea/anion complex units in the polymer chain should produce a change in the whole main chain conformation, facilitating further anion binding. Additionally, by comparing the anion binding of poly-I with that of previously prepared urea-functionalized poly(phenylacetylene) (poly-2), an enhanced anion binding ability based on two electron-withdrawing -CF(3) groups was found to be essential to realize such cooperativity.
• Controlled/Living Ring-Opening Polymerization of delta-Valerolactone Using Triflylimide as an Efficient Cationic Organocatalyst

  Ryohei Kakuchi, Yosuke Tsuji, Kaori Chiba, Keita Fuchise, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 43 (17) 7090 - 7094 0024-9297 2010/09 [Refereed][Not invited]
   

  The polymerization of h-valerolactone (delta-VL) using 3-phenyl-1-propanol (3-Ph-PrOH) as the initiator and trifluoromethanesulfonimide (HNTf(2)) as the catalyst in CH(2)Cl(2) at 27 degrees C with the [delta-VL](0)/[3-Ph-PrOH](0)/[HNTf(2)](0) ratio of 100:1:0.1 proceeded homogeneously to afford a poly(delta-valerolactone) (PVL) with a narrow polydispersity index. The molecular weight determined from the (1)H NMR analysis, M(n) = 9600 g mol(-1) fairly agreed with that estimated from the initial ratio of [delta-VI](0)/[3-Ph-PrOH](0), M(n,theo) = 9400 g mol(-1). In addition, the kinetic and chain extension experiments confirmed that the HNTf(2)-catalyzed ROP proceeded in a living fashion. The (1)H NM R, SEC, and MALDI-TOF MS measurements of the obtained PVL clearly indicated the presence of the initiator residue at the chain end, showing that the HNTf(2)-catalyzed ROP of delta-VL proceeded through a living mechanism. The HNTf(2)-catalyzed ROP of delta-VL with functional initiators, such as 6-azido-1-hexanol, 2,3,4,5,6-pentafluorobenzyl alcohol, and N-(2-hydroxyethyl)maleimide, successfully afforded the corresponding end-functionalized PVL with a precise molecular control.
• Precise synthesis of poly(1-adamantyl methacrylate) by atom transfer radical polymerization

  Keita Fuchise, Masako Sone, Yutaka Miura, Ryosuke Sakai, Atsushi Narumi, Shin-Ichiro Sato, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER JOURNAL 42 (8) 626 - 631 0032-3896 2010/08 [Refereed][Not invited]
   

  1-Adamantyl methacrylate (AdMA) was polymerized using the atom transfer radical polymerization (ATRP) method with methyl alpha-bromoisobutyrate (MBiB), copper(I) bromide (CuBr), copper(II) bromide (CuBr(2)) and 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA) in toluene at 60 degrees C, producing well-defined poly(1-adamantyl methacrylate) (PAdMA). Simultaneous control of the molecular weight and tacticity of PAdMA was successfully achieved by the ATRP method using the MBiB/CuBr/CuBr(2)/ tris[2-(dimethylamino)ethyl]amine-initiating system in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) at -20 degrees C. Block copolymerization of AdMA and methyl methacrylate (MMA) was successfully achieved by the poly(methyl methacrylate) macroinitiator/CuBr(2)/HMTETA/tin(II) 2-ethylhexanoate-initiating system based on activators generated by electron transfer (AGET) ATRP method. Differential scanning calorimetry revealed the relationship between the glass transition temperature, molecular weight and tacticity of the obtained PAdMA. Polymer Journal (2010) 42, 626-631; doi: 10.1038/pj.2010.55; published online 30 June 2010
• Group transfer polymerization of N,N-dimethylacrylamide promoted by super Bronsted acid as an organocatalyst

  Keita Fuchise, Atsushi Narumi, Ryosuke Sakai, Toshifumi Satoh, Seigou Kawaguchi, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 240 0065-7727 2010/08 [Refereed][Not invited]
  
• Group Transfer Polymerization of N,N-Dimethylacrylamide Using Nobel Efficient System Consisting of Dialkylamino Silyl Enol Ether as an Initiator and Strong Bronsted Acid as an Organocatalyst

  Keita Fuchise, Ryosuke Sakai, Toshifumi Satoh, Shin-ichiro Sato, Atsushi Narumi, Seigou Kawaguchi, Toyoji Kakuchi

  MACROMOLECULES 43 (13) 5589 - 5594 0024-9297 2010/07 [Refereed][Not invited]
   

  The combination of (Z)-1-(dimethylammo)-1-ti imethylsiloxy- I -propene ((Z)-DATP) and Bronsted acid of trffluoromethanesulfonmnde (Tf(2)NH) was found to act as a highly efficient c-rp initiating system for N,N-chmethylmethacrylamide (DMAA) at 0 degrees C The Tf(2)NH-catalyzed GTP of DMAA initiated by (Z)-DATP proceeded in a lime, manner to pi duce poly(N,N-dimethylacrylamide)s (PDMAA) with controlled molecular weights and mu row molecular weight distributions The living nature was confirmed by measuiements and a postpolymei ization experiment Furthermore. the MALDI-TOF MS analysis revealed that the moleculai weight of the obtained PDMAA was in perfect agreement with that of PDMAA conta ming the (Z)-DATP initiator lesidue and the desdylated chain end, showing that the Tf(2)NH-catalyzed GTP of DMAA pi oceeded without any side reactions The obtained PDM AA was r diad rich and had up to 73% of r diad contents Glass transition tempei at tn es of PDMAA showed molecular weight dependence below 20 kg moI(-1)
• Pendant Structure Governed Anion Sensing Property for Sulfonamide-Functionalized Poly(phenylacetylene)s Bearing Various alpha-Amino Acids

  Ryohei Kakuchi, Ryotaro Shimada, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 48 (8) 1683 - 1689 0887-624X 2010/04 [Refereed][Not invited]
   

  The colorimetric detection of anionic species has been studied for a-amino acid-conjugated poly(phenylacetylene)s, which were prepared by the polymerization of the ethyl esters of N-(4-ethynylphenylsulfonyl)-L-alanine, L-isoleueine, L-valine, L-phenylalanine, L-aspartic acid, and L-glutamic acid using Rh+(2,5-norbornadiene)[(eta(6)-C6H5)B-(C6H5)(3)) as the catalyst in CHCl3. The one-handed helical conformations of all the sulfonamide-functionalized polymers were characterized by Cotton effects in the circular dichroism spectra. The addition of anions with a relatively high basicity, such as tetra-n-butylammonium acetate and fluoride, induced drastic changes in both the optical and chiroptical properties. On the other hand, anions with a relatively low basicity, such as tetra-n-butylammonium nitrate, azide, and bromide, had essentially no effects on the helical conformation of all the sulfonamide-functionalized polymers. The anion signaling property of the sulfonamide-functionalized polymers possessing a-amino acid moieties was significantly affected by the installed residual amino acid structures. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1683-1689, 2010
• Hyperbranched 5,6-glucan as reducing sugar ball

  Masaki Tamaki, Tsukasa Taguchi, Soichi Nakabayashi, Kota Mori, Yoshikazu Kitajyo, Ryosuke Sakai, Toyoji Kakuchi, Toshifumi Satoh

  POLYMER CHEMISTRY 1 (1) 82 - 92 1759-9954 2010/03 [Refereed][Not invited]
   

  The ring-opening polymerization of 5,6-anhydro-1,2-O-isopropylidene-alpha-D-glucofuranose (1) as a latent cyclic AB(2)-type monomer was carried out using potassium tert-butoxide (t-BuOK) or boron trifluoride diethyletherate (BF(3).OEt(2)) as an initiator in order to synthesize a novel hyperbranched glycopolymer. The anionic and cationic polymerizations proceeded via the proton-transfer reaction mechanism to produce the hyperbranched poly(5,6-anhydro-1,2-O-isopropylidene-alpha-D-glucofuranose) (2). In particular, the cationic polymerization with the slow-monomer-addition strategy is a facile method leading to the hyperbranched glycopolymers with high molecular weights and highly branched structures. The weight-average molecular weight (M(w.SEC).MALLs) values of 2 measured by multi-angle laser light scattering (MALLS) varied in the range from 7400 to 122 400, which were significantly higher than the weight-average molecular weight (M(w.SEC)) values determined by size exclusion chromatography (SEC). The intrinsic viscosities ([n]) of these polymers were very low in the range of 3.3-4.6 mL g(-1) and the Mark-Houwink-Sakurada exponents, alpha, were calculated to be 0.08-0.27. These results of the MALLS. SEC, and viscosity measurements suggested that these polymers exist in a compact spherical conformation in solution because of their highly branched structure. The synthesis of the hyperbranched 5,6-glucan (3) by hydrolysis of polymer 2 was also demonstrated. Polymer 3 is a novel water-soluble hyperbranched glycopolymer arranged with numerous reducing D-glucose units on the peripheries of the polymer, and has a higher reducing ability than D-glucose because of the glycocluster effect or the multivalent effect of the reducing D-glucose units. Therefore, polymer 3 should be called a "reducing sugar ball".
• Host-Guest Complexation-Triggered Chiroptical Change of Poly(phenylacetylene)s Bearing Binaphthocrown Ether Moieties on the Main Chain

  Ryosuke Sakai, Takafumi Yonekawa, Issei Otsuka, Ryohei Kakuchi, Toshifumi Satoh, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 48 (5) 1197 - 1206 0887-624X 2010/03 [Refereed][Not invited]
   

  Diacetylene monomers with respective lengths of the oxyethylene chains were cyclopolymerized with a rhodium catalyst to produce novel poly(phenylacetylene)s bearing a different cavity size of the chiral crown ether in the repeating units (2a-c). In the circular dichroism spectra of the resulting polymers, characteristic Cotton effects were observed in the range from 350 to 500 nm corresponding to the absorption of the conjugated polymer backbone, indicating that the polymers possessed a helical structure with an excess single screw sense induced by the covalently bonded binaphthyl units. The host-guest complexation of 2a-c with achiral guests produced a chiroptical change based on the fluctuation in the main chain conformation. The behavior of the complexation-induced chiroptical change was essentially dictated by the cavity size of the binaphthocrown ether units. Additionally, a chirality-responsive helicity change was observed in the case of the complexation of 2a-c with chiral guests, which also depended on the crown ether size. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1197-1206, 2010
• Reactions of excited-state benzophenone ketyl radical in a room-temperature ionic liquid

  Kenji Takahashi, Hiroaki Tezuka, Shingo Kitamura, Toshifumi Satoh, Ryuzi Katoh

  PHYSICAL CHEMISTRY CHEMICAL PHYSICS 12 (8) 1963 - 1970 1463-9076 2010 [Refereed][Not invited]
   

  The photochemistry of the benzophenone ketyl radical in D(1) excited state, BPH(D(1)), was studied by means of two-color dual-pulse laser flash photolysis (355 and 532 nm) in a room-temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide (Bmim-TFSA), and in methanol. Upon excitation with the 532 nm pulse, BPH(D(1)) emitted strong fluorescence. The transient absorption and fluorescence spectra of BPH(D(1)) were measured with nanosecond and sub-nanosecond time resolution, respectively. The observed Stokes shift was 1700 cm(-1) in Bmim-TFSA, and this shift was close to that in acetonitrile. The fluorescence lifetime of BPH(D(1)) was determined to be 5 ns in Bmim-TFSA, and again the value was close to that in acetonitrile. The rate constant of the reaction of BPH(D(1)) with CCl(4) in Bmim-TFSA was determined to be (2.1 +/- 0.4) x 10(9) M(-1) s(-1), which was 10 times the rate constant calculated on the basis of the bulk viscosity of Bmim-TFSA. The results are discussed in terms of the effective microscopic viscosity of the ionic liquid that was recently reported for the cage effect.
• Formation of Anhydrosugars from Polysaccharides in Ionic Liquids by Microwave Irradiation

  Hiroe Satoh, Momoko Hayashi, Toshifumi Satoh, Toyoji Kakuchi, Harumi Kaga, Kenji Takahashi

  IONIC LIQUID APPLICATIONS: PHARMACEUTICALS, THERAPEUTICS, AND BIOTECHNOLOGY 1038 (1038) 145 - 154 0097-6156 2010 [Not refereed][Not invited]
   

  It is known that some ionic liquids can dissolve cellulose, and that ionic liquids can be heated very rapidly using microwave irradiation. These characteristics make it possible to use ionic liquids as a reaction medium to form anhydrosugars from polysaccharides by microwave irradiation. In the present study, we examined formation of anhydroglucose from "glucose, cellobiose, and cellulose using microwave irradiation in several ionic liquids. A single-mode microwave was used to carry out the reactions. The yield of anhydroglucose from cellobiose was quite high: a 60 mol% yield at 270 degrees C after 4 min of heating time. It has also been found that in the ionic liquids, diethyl-methyl-(2-methoxyethyl)ammonium bis(trifluoromethanesulfonyl)imide and butylmethyl imidazolium bis(trifluoromethanesulfonyl)imide, a few products were obtained from depolymerization of cellulose and cellobiose. The main products were identified as 1,6-anhydro-beta-D-glucopyranose and 1,6-anhydro-beta-D-glucofuranose. In contrast, in the ionic liquid butyl-methylimidazolium chloride after a few minutes of microwave heating, the samples turned dark brown; no anhydrosugars were produced. These results suggest the importance of proper selection of the anion in the ionic liquids to produce anhydrosugars.
• Formation of Anhydroglucose in Ionic Liquids by Microwave Heating-Temperature and Chloride Ion Effects

  Hiroe Satoh, Harumi Kaga, Toyoji Kakuchi, Toshifumi Satoh, Kenji Takahashi

  CHEMISTRY LETTERS 38 (12) 1178 - 1179 0366-7022 2009/12 [Not refereed][Not invited]
   

  it is found that the dehydration of glucose to anhydroglucose, such as 1,6-anhydro-beta-D-glucopyranose and 1,6-anhydro-beta-D-glucofuranose, proceeds very effectively in hydrophobic ionic liquids, for example ionic liquid N,N-diethyl-N-(2-methoxyethyl)-N-methylammonium bis(trifluoromethanesulfonyl)amide, without any catalysts at high temperature. On the other hand, addition of a small amount of an ionic liquid with chloride anion reduces the yield of the anhydroglucose significantly.
• LCST-Type Liquid-Liquid and Liquid-Solid Phase Transition Behaviors of Hyperbranched Polyglycerol Bearing Imidazolium Salt

  Masaki Tamaki, Tsukasa Taguchi, Yoshikazu Kitajyo, Kenji Takahashi, Ryosuke Sakai, Toyoji Kakuchi, Toshifumi Satoh

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 47 (24) 7032 - 7042 0887-624X 2009/12 [Not refereed][Not invited]
   

  A hyperbranched polyglycerol bearing imidazolium. tosylate units (ITHB) was synthesized through the imidazolium salt-modification of hyperbranched polyglycerol (HB). ITHB was found to possess novel reversible lower critical solution temperature (LCST)-type liquid-liquid and liquid-solid phase transition behaviors in a methanol/chloroform mixed solution The phase transition temperatures of the liquid-liquid phase transition (PTT(1to2)) and liquid-solid phase transition (PTT(2toSus)) increased with increasing the ratio of methanol in the mixed solution and decreasing the concentration of ITHB. Additionally, increasing the molecular weight of ITHB decreased the PTT values. The liquid-liquid phase transition was caused by the aggregation of ITHB, which was proved by dynamic light scattering measurement. In contrast, the liquid-solid phase transition was caused by the solvation cleavage between the imidazolium. rings and solvents, which was proved by (1)H NMR measurement. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A Polym Chem 47, 7032-7042, 2009
• Formation kinetics of levoglucosan from glucose in high temperature water

  Kenji Takahashi, Hiroe Satoh, Toshifumi Satoh, Toyoji Kakuchi, Masakatsu Miura, Akiyoshi Sasaki, Masahide Sasaki, Harumi Kaga

  CHEMICAL ENGINEERING JOURNAL 153 (1-3) 170 - 174 1385-8947 2009/11 [Not refereed][Not invited]
   

  The application of high temperature water to produce levoglucosan from glucose was studied. The reactions were performed using a tube reactor, and the kinetics for the decomposition Of glucose and levoglucosan in high temperature water was examined. The temperature dependence of the reaction rate of the glucose decomposition was of the Arrhenius type. In contrast, the reaction rates for the decomposition of levoglucosan decreased with the increasing temperature at the constant pressure of 25 MPa. The yields of levoglucosan were examined in the temperature range from 200 to 410 degrees C and the pressure from 5 to 25 MPa. It was found that the yields of levoglucosan increased with the decreasing pressure. (C) 2009 Elsevier B.V. All rights reserved.
• Control of Thermoresponsive Property of Urea End-Functionalized Poly(N-isopropylacrylamide) Based on the Hydrogen Bond-Assisted Self-Assembly in Water

  Keita Fuchise, Ryohei Kakuchi, Sung-Tso Lin, Ryosuke Sakai, Shin-Ichiro Sato, Toshifumi Satoh, Wen-Chang Chen, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 47 (22) 6259 - 6268 0887-624X 2009/11 [Not refereed][Not invited]
   

  The precise synthesis and variation in the thermoresponsive property based on the supramolecular assembly of a novel urea end-functionalized poly(N-isopropylacrylamide) (PNIPAM) were studied. A series of PNIPAMs with different diphenylurea groups at the chain end (X-Ph-NH-CO-NH-Ph-trz-PNIPAM.: X = H, OCH(3), CH(3), NO(2), Cl, and CF(3)) were synthesized by using a combination of the atom transfer radical polymerization and the copper(I)-catalyzed azide-alkyne cycloaddition. The cloud point of the obtained polymers depended on the hydrogen-bonding ability of the introduced urea group. The (1)H NMR measurement suggested that the obtained PNIPAM assembled in water via the intermolecular hydrogen bonding by the terminal urea group. From the dynamic light scattering and transmission electron microscopy measurements, the aggregated nanoparticles of the resulting polymer were directly observed in water at a temperature below its cloud point. The hydrogen-bonding property of the chain end urea group was concluded to be involved in the aggregation of the PNIPAM in water, leading to the variation in its cloud point. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6259-6268, 2009
• Strong Bronsted Acid as a Highly Efficient Promoter for Group Transfer Polymerization of Methyl Methacrylate

  Ryohei Kakuchi, Kaori Chiba, Keita Fuchise, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 42 (22) 8747 - 8750 0024-9297 2009/11 [Refereed][Not invited]
   

  The Bronsted acid, trifluoromethanesulfonimide (HNTf(2)), was revealed to act as a highly efficient activator for group transfer polymerization (GTP) of methyl methacrylate (MMA) at ambient temperature. The HNTf(2)-catalyzed GTP of MMA initiated by 1-methoxy-1-trimethylsilyloxy-2-methylpropene (MTS) proceeded in a living manner to produce poly(methyl methacrylate)s (PMMA) with controlled molecular weights and narrow molecular weight distributions. Kinetic measurement and post-polymerization experiment further supported that the polymerization proceeded in a living fashion. Furthermore, from the MALDI-TOF MS analysis, only one series of peaks was observed, which was in perfect agreement with the molecular weight of PMMA possessing the MTS initiator residue and the desilylated chain end, showing that the HNTf(2)-catalyzed GTP of MMA proceeded without any side reactions. The syndiotacticity of the PMMA obtained by the HNTf(2)-catalyzed GTP increased with the decreasing polymerization temperature the syndiotactic (rr) triad content was 72% at 27 degrees C and 90% at -55 degrees C.
• Structural effect of a series of block copolymers consisting of poly(N-isopropylacrylamide) and poly(N-hydroxyethylacrylamide) on thermoresponsive behavior

  Yougen Chen, Masako Sone, Keita Fuchise, Ryosuke Sakai, Ryohei Kakuchi, Qian Duan, Jingliang Sun, Atsushi Narumi, Toshifumi Satoh, Toyoji Kakuchi

  REACTIVE & FUNCTIONAL POLYMERS 69 (7) 463 - 469 1381-5148 2009/07 [Refereed][Not invited]
   

  Well-defined diblock and triblock copolymers consisting of poly(N-isopropylacrylamide) (PNIPAM) and poly(N-hydroxyethylacrylamide) (PHEAA) were prepared using the atom transfer radical polymerization (ATRP) method. The number-average molecular weight and fraction of each segment were precisely controllable by adjusting the monomer/initiator ratio in feed. The lower critical solution temperature (LCST) of a series of block copolymers with different compositions was examined using a turbidimetry analysis. The copolymers with a relatively lower molar fraction of HEAA units in the polymer chain exhibited phase transition phenomenon, in which the LCST depended on the fraction in the copolymer. On the other hand, the LCST disappeared for the copolymers with higher HEAA unit molar fractions. The (1)H NMR measurement clarified that the disappearance of the LCST was attributed to the formation of the water-soluble micelle. Furthermore, the thermoresponsive property of the series of block copolymers was elucidated on the basis of the structural effect of the copolymer, which includes the order and length of the block segments. (C) 2008 Elsevier Ltd. All rights reserved.
• Effect of the Pendant Structure on Anion Signaling Property of Poly(phenylacetylene)s Conjugated to alpha-Amino Acids through Urea Groups

  Ryohei Kakuchi, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 42 (13) 4430 - 4435 0024-9297 2009/07 [Not refereed][Not invited]
   

  A colorimetric detection of guest counteranions has been demonstrated using poly(phenylacetylenes)s with urea functionalities and alpha-amino acids, such as L-leucinie, L-glutamic acid, L-aspartic acid, L-phenylalanine, L-isoleucine, and L-alanine (PPA-Leu, PPA-Glu, PIIA-Asp, PPA-Phe, PPA-Ile, and PPA-Ala, respectively). The polymers were prepared by the polymerization of the N-(4-ethynylphenylcarbamoyl)-L-amino acids ethyl ester (PA-Leu, PA-Glu, PA-Asp, PA-Phe, PA-Ile, and PA-Ala) using Rh+(2,5-norbornadiene)[(eta(6)-C6H5)B-(C6H5)(3)] (Rh(nbd)BPh4) as the catalyst. The biased helical conformations of all the urea-functionalized polymers were demonstrated through Cotton effects in the circular dichroism (CD) spectra. The addition of various ammonium salts including tetra-n-butylammonium acetate (TBAA), benzoate (TBAB), nitrate (TBAN), azide (TBAN(3)), fluoride (TBAF), chloride (TBACl), and bromide (TBABr) to,I solution of all the urea-functionalized polymers intensified the CD responses of the polymers, indicative of the chiral adjustability of the anion recognition using urea groups. The anion signaling property of the urea-functionalized polymers was different from each other. In particular, the signs of the induced Cotton effect for the urea-functionalized polymers in the presence of anions were strongly dependent on the pendant Structure of the alpha-amino acids.
• Synthesis of Well-Defined Macrocyclic Poly(delta-valerolactone) by "Click Cyclization"

  Hideki Misaka, Ryohei Kakuchi, Chunhong Zhang, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 42 (14) 5091 - 5096 0024-9297 2009/07 [Not refereed][Not invited]
   

  The living ring-opening polymerization of delta-valerolactone (VL) initiated from 6-azide-1-hexanol using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 1-[3,5-bis(trifluoromethyl)phenyl]-3-cyclohexylthiourea (BCT) was carried out to prepare the poly(delta-valerolactone)s (N-3-PVL-OH) bearing azide groups at the cc-chain ends with M-n,M-NMRS (PDIs) of 2600 (1.08), 4700 (1.11), and 9900 (1.09). The acetylene functionality was introduced at the omega-end of N-3-PVL-OH using 5-hexynoyl chloride to afford the telechelic poly(delta-valerolactone) with the azide group at the alpha-end and acetylene group at the omega-end (N-3-PVL-C CH). The click reaction between the alpha-azide and the omega-acetylene of N-3-PVL-C CH in DMF was carried out under the highly diluted condition as [N-3-PVL-C CH] = 0.18 mM, which was monitored by IR and H-1 NMR measurements. The SEC peak of the cyclic-PVL shifted to the lower molecular weight region than that of N-3-PVL-C CH, and the intrinsic viscosity of the cyclic-PVL, significantly decreased. In addition, there was no change in the molecular weight of the resulting polymer through the click cyclization, which was confirmed on the basis of the MALDI-TOF M:S measurement. Finally, we succeeded in the synthesis of a well-defined cyclic-PVL having a narrow polydispersity (M-w/M-n = 1.09-1.15) and the predicted molecular weight (M-n,M-NMR = 2800-9500) in reasonable yield (60-80%) using the click cyclization.
• Formation of levoglucosan from cellobiose in ionic liquids

  Yoshinori Nambu, Momoko Hayashi, Toshifumi Satoh, Toyoji Kakuchi, Hrumi Kaga, Kenji Takahashi

  3rd Congress on Ionic Liquids Proceedings of 3rd Congress on Ionic Liquids 1 page in CD-ROM  2009/06 [Not refereed][Not invited]
  
• Optical and Chiroptical Output of Anion Recognition Event Using Clustered Sulfonamide Groups Organized on Poly(phenylacetylene) Backbone

  Ryohei Kakuchi, Tatsuro Kodama, Ryotaro Shimada, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 42 (12) 3892 - 3897 0024-9297 2009/06 [Not refereed][Not invited]
   

  Three-dimensionally organized sulfonamide groups have been demonstrated to show an anion signaling ability using poly(phenylacetylene) with L-aspartic acid and sulfonamide functionalities (poly-1). The polymerization of N-4-ethynylphenylsulfonyl)-L-aspartic acid diethyl ester (1) was carried out using Rh(+)(2,5-norbornadiene)[(eta(6)-C(6)H(5))B(-)(C(6)H(5))(3)] (Rh(nbd)BPh(4)) as a catalyst to afford poly-1. The biased helical conformation of poly-1 was demonstrated through Cotton effects in the circular dichroism (CD) spectra. The addition of the anions including perchlorate (ClO(4)(-)), nitrate (NO(3)(-)), azide (N(3)(-)), and bromide (Br(-)) anions had fundamentally no effect on both the CD and UV profiles of poly-1. On the other hand, the addition of the anions including acetate and fluoride anions (CH(3)COO(-) and F(-)) into the poly-1 solution intensified the CD responses of the poly-1, showing that the anion recognition of sulfonamide groups induced distinct changes in the poly(phenylacetylene) backbone. In addition, a distinct red shift was observed for poly-1 in the presence of these two anions; i.e., the lambda(max) value for CH(3)COO(-) changed from 408 to 447 nm, and that for F(-) changed from 408 to 482 nm. The guest specificity observed in the solution color change of poly-1 with counteranions clearly correlated with the guest basicity.
• Photoinduced in situ formation of various F-actin assemblies with a photoresponsive polycation

  Manami Misu, Hidemitsu Furukawa, Hyuck-Joon Kwon, Kazuhiro Shikinaka, Akira Kakugo, Toshifumi Satoh, Yoshihito Osada, Jian Ping Gong

  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A 89A (2) 424 - 431 1549-3296 2009/05 [Not refereed][Not invited]
   

  We developed a novel in situ method for the control of F-actin assembly by using a synthetic photoresponsive polycation. The photoresponsive polycation mainly comprises a water-soluble cationic monomer and also contains a small amount of the monomer of a triphenylmethane leucohydroxide derivative (20 mol %), which is a well-known photochromic molecule that can be cationized in aqueous solution by ultra violet (UV) irradiation, thereby causing an increase in the total charge on the photoresponsive polycation. Thus, by exposure to UV radiation in aqueous solution, F-actin and the photoresponsive polycation start assembling into F-actin/photoresponsive polycation complexes of various morphologies Such as bundles, coils, and networks, depending upon the concentrations of both the F-actin and salt. Further, localized UV irradiation can be applied in order to control the local formation of F-actin/photoresponsive polycation complexes. Thus, this technique provides a novel method for the spatiotemporal control of F-actin assembly and can be applied to investigate the unknown characteristics of F-actin. (C) 2008 Wiley Periodicals, Inc. J Biomed Mater Res 89A: 424-431, 2009
• Kinetic Salt Effects on an Ionic Reaction in Ionic Liquid/Methanol Mixtures-Viscosity and Coulombic Screening Effects

  Kenji Takahashi, Hiroaki Tezuka, Toshifumi Satoh, Yosuke Katsumura, Masayoshi Watanabe, Robert A. Crowell, James F. Wishart

  CHEMISTRY LETTERS 38 (3) 236 - 237 0366-7022 2009/03 [Not refereed][Not invited]
   

  The kinetic salt effect on the disproportionation reaction between diiodide anions in methanol has been examined using two ionic liquids and one inorganic salt. The ionic reaction was accelerated significantly, depending on the cation of the salt, and the ionic liquids enhanced the reaction more effectively. At higher concentrations the reaction rates decrease owing to increasing viscosities.
• Chemo-Enzymatic Synthesis of Poly(lactate-co-(3-hydroxybutyrate)) by a Lactate-Polymerizing Enzyme

  Kenji Tajima, Yasuharu Satoh, Toshifumi Satoh, Rumi Itoh, Xuerong Han, Seiichi Taguchi, Toyoji Kakuchi, Masanobu Munekata

  MACROMOLECULES 42 (6) 1985 - 1989 0024-9297 2009/03 [Not refereed][Not invited]
   

  In our previous paper, we synthesized poly-3-hydroxybutyrate [P(3HB)] by using the water-organic-solvent two-phase reaction system (TPRS), in which (R)-3-hydroxybutyrylCoA [(R)-3HBCoA] was continuously supplied to PHA synthase by the ester exchange reaction between CoA and thiophenol in thiophenyl (R)-3HB [(R)-3HBTP]. By applying TPRS to the screening, we found a lactate- (LA-) polymerizing enzyme from PHA synthases. The enzyme was an engineered PHA synthase, which stereoselectively copolymerized (R)-LA together with (R)-3HB. NMR and GPC revealed that the TPRS successfully synthesized poly(lactate-co-(3-hydroxybutyrate)) [P(LA-co-3HB)] using the LA-polymerizing enzyme as a catalyst. The molar ratios of LA in the copolymers were controllable in the range of 0 to 36 mol% by varying the ratio of (R)-LATP and (R)-3HBTP fed into the TPRS. The number-average molecular weight and the polydispersity of P(36 mol%-co-3HB) were 1.1 x 10(4) and 1.4, respectively. This is the first report on the chemo-enzymatic synthesis of P(LA-co-3HB) by a LA-polymerizing enzyme.
• Efficient Anion Recognition Property of Three Dimensionally Clustered Amide Groups Organized on a Poly(phenylacetylene) Backbone

  Ryohei Kakuchi, Sachiko Nagata, Yasuyuki Tago, Ryosuke Sakai, Issei Otsuka, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 42 (5) 1476 - 1481 0024-9297 2009/03 [Not refereed][Not invited]
   

  Three-dimensionally organized amide groups have been demonstrated to show a high sensitivity toward anionic guests using poly(phenylacetylene)s with L-leucine and amide functionalities (poly-PA-Leu). The poly-PA-Leu was prepared from the N-(4-ethynylphenylcarbonyl)-L-leucine ethyl ester (PA-Leu) using Rh(+)(2,5-norbornadiene)[(eta(6)-C(6)H(5))B(-)(C(6)H(5))(3)] (Rh(nbd)BPh(4)) as a catalyst. The biased helical conformation of poly-PA-Leu was demonstrated through Cotton effects in the circular dichroism (CD) spectra. The addition of ammonium salts including acetate, fluoride, benzoate, azide, and bromide (CH(3)COO(-), F(-). C(6)H(5)COO(-), N(3)(-), and Br(-), respectively) into the poly-PA-Leu solution intensified the CD responses of the poly-PA-Leu, indicative of the polyacetylene helicity changes triggered by anion recognition of the amide groups. The efficient anion binding was observed for poly-PA-Leu with CH(3)COO(-), whose apparent binding constant was estimated to be 1.1 x 10(3) (mol(-1).L). On the other hand, the anions including perchlorate (ClO(4)(-)), nitrate (NO(3)(-)), chloride (Cl(-)), and iodide (I(-)) had essentially no effects on both the CD and UV profiles of poly-PA-Leu. The guest specificity observed in the CD spectra of poly-PA-Leu with counteranions clearly correlated with the guest-basicity.
• Poly(N-hydroxyethylacrylamide) Prepared by Atom Transfer Radical Polymerization as a Nonionic, Water-Soluble, and Hydrolysis-Resistant Polymer and/or Segment of Block Copolymer with a Well-Defined Molecular Weight

  Atsushi Narumi, Yougen Chen, Masako Sone, Keita Fuchise, Ryosuke Sakai, Toshifumi Satoh, Qian Duan, Seigou Kawaguchi, Toyoji Kakuchi

  MACROMOLECULAR CHEMISTRY AND PHYSICS 210 (5) 349 - 358 1022-1352 2009/03 [Not refereed][Not invited]
   

  N-Hydroxyethylacrylamide (HEAA) was polymerized using the atom transfer radical polymerization (ATRP) with ethyl 2-chloropropionate (ECP), copper(I) chloride (CuCl), and tris[2-(dimethylamino)ethyl]amine (Me(6)TREN) in ethanol/water, producing poly(N-hydroxyethylacrylamide) (PHEAA) with well-defined molecular weights. The thermogravimetric analysis (TGA) indicated that the obtained PHEAA broadly decomposed with a two-stage weight loss. The first loss was due to the decomposition of the hydroxyethyl groups, which started at temperatures ranging from 249.2 to 277.1 degrees C. The remaining polyacrylamide backbones started to decompose at temperatures ranging from 352.5 to 383.4 degrees C. The differential scanning calorimetry (DSC) indicated that PHEAA had a glass transition temperature (T(g)) ranging from 70.6 to 117.8 degrees C. The ability of the obtained PHEAA as a prepolymer to initiate other acrylamide derivatives is described. N,N-Dimethylacrylamide (DMAA), N-acyloylmorpholine (NAM), and N-[3-(dimethylamino)propyl]acrylamide (DMAPAA) were subsequently added to the solutions after the polymerization of HEAA with ECP/CuCl/Me(6)TREN, producing the corresponding block copolymers.
• Size-Selective Encapsulation Property of Unimolecular Reverse Micelle Consisting of Hyperbranched D-Glucan Core and L-Leucine Ethyl Ether Shell

  Toshifumi Satoh, Yoshikazu Kitajyo, Ryosuke Sakai, Atsushi Narumi, Kenji Takahashi, Harumi Kaga, Noriaki Kaneko, Toyoji Kakuchi

  MACROMOLECULAR SYMPOSIA 279 (1) 145 - 150 1022-1360 2009 [Not refereed][Not invited]
   

  The synthesis of a unimolecular reverse micelle (3) consisting of hyperbranched D-glucan as the core and L-leucine ethyl ester as the shell was accomplished through the carbamation reaction of the hyperbranched D-glucan (1) with the N-carbonyl L-leucine ethyl ester (2) in pyridine at 100 degrees C. The polymer 3 was soluble in a large variety of organic solvents, such as methanol, acetone, chloroform, and ethyl acetate, and insoluble in water, which remarkably differed from the solubility of 1. The solubilities Of 3 were also changed by the substitution degrees of the L-leucine moiety. The encapsulation ability of 3 toward water-soluble dyes has been investigated. These results indicated that 3 was a unimolecular reverse micelle with an encapsulation ability toward hydrophilic dye molecules. in addition, 3 showed an molecular size-selective encapsulation ability.
• Kinetic salt effects on an ionic reaction in ionic liquid/methanol mixtures: viscosity and coulombic screening effects

  Chem. Lett. 38 (3) 236 - 237 0366-7022 2009 [Not refereed][Not invited]
  
• Synthesis, thermomorphic characteristics, and fluorescent properties of poly[2,7-(9,9-dihexylfluorene)]-block-poly(N-isopropylacrylamide)-block-poly(N-hydroxyethylacrylamide) rod-coil-coil triblock copolymers

  Sung-Tso Lin, Keita Fuchise, Yougen Chen, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi, Wen-Chang Chen

  SOFT MATTER 5 (19) 3761 - 3770 1744-683X 2009 [Not refereed][Not invited]
   

  New thermoresponsive conjugated rod-coil-coil triblock copolymers were successfully synthesized from terminal azido functionalized poly(N-isopropylacrylamide)-b-poly(N-hydroxyethylacrylamide) (PNIPAAm-b-PHEAA) and alkynyl functionalized polyfluorene (PF) via a click reaction. The azido functionalized PNIPAAm-b-PHEAA copolymers with different block ratio was prepared by atom transfer radical polymerization from an initiator bearing the azide group, whereas alkynyl functionalized PF was synthesized by Suzuki coupling reaction. The lower critical solution temperature (LCST) of the block copolymers increased with an enhanced hydrophilic PHEAA block ratio, since the longer PHEAA segment facilitated the copolymer chains to stretch at an elevated temperature. The micelles of PNIPAAm-b-PHEAA with different block ratio changed into spheres, aggregate spheres, vesicles, and wormlike micelles as the temperature was increased, due to the variation on the hydrophilic/hydrophobic characteristic of PNIPAAm. However, the micellar morphologies became worms, bundles of wormlike micelles, and hollow tubes in the triblock PF-b-PNIPAAm-b-PHEAA, which were probably induced by the pi-pi interaction among the fluorene segments. The variation of the micelle morphology with temperature was consistent from the results of transmission electron microscopy, atomic force microscopy, and dynamic light scattering. Also, the micelle morphologies of PF-b-PNIPAAm-b-PHEAA showed a thermoreversible property based on its LCST. The photoluminescence characteristics behaved as an on/off fluorescence indicator of temperature, showing an "on-off-on'' profile at an elevated temperature in water at a higher block ratio of PNIPAAm and switching to "on-off'' as the block ratio of PNIPAAm decreased. The present study suggests that the PF-b-PNIPAAm-b-PHEAA copolymers have tunable morphologies and could be potentially used as thermoresponsive sensory materials.
• 支部発 話題欄 1 分岐が多い多糖類の面白さ 新しい化学構造がもたらす機能性多糖に期待

  佐藤敏文

  化学と工業 62 (3) 256 - 257 0022-7684 2009 [Not refereed][Not invited]
  
• High-performance carbohydrate polymer synthesized from plant source

  佐藤敏文

  Bio industry シーエムシー出版 26 (8) 50 - 57 0910-6545 2009 [Not refereed][Not invited]
  
• Unimolecular micelles based on hyperbranched polycarbohydrate cores

  Toshifumi Satoh

  SOFT MATTER 5 (10) 1972 - 1982 1744-683X 2009 [Refereed][Not invited]
   

  This Review article details the preparation and encapsulation-release properties of novel amphiphilic hyperbranched polymers with a micellar characteristic as a single molecule, which are referred to as "unimolecular micelles'' or "unimolecular nanocapsules''. Amphiphilic hyperbranched polymers consisting of a hydrophilic hyperbranched polycarbohydrate core and hydrophobic shell possess an ability to encapsulate hydrophilic guest molecules and control the release of the encapsulated guest molecules, e. g., a biodegradable unimolecular reversed micelle consisting of a hyperbranched D-mannan core and a poly(L-lactide) shell, and the pH-sensitive unimolecular reversed micelle consisting of a hyperbranched D-glucan core and L-leucine ethyl ether shell. An amphiphilic hyperbranched polymer consisting of a hyperbranched polythreitol as the hydrophilic core and trityl groups as the hydrophobic shell acts as unimolecular nanocapsule, and shows a high encapsulation ability for guest molecules. Amphiphilic hyperbranched polymer with a hydrophobic core and hydrophilic L-aspartic acid shell possess encapsulation properties for hydrophobic molecules in water. Hence, hyperbranched polymers are found to be good candidates for the dendritic core molecule of a unimolecular micelle or unimolecular nanocapsule.
• Copolymerization of Ethylene and Norbornene Using Cyclopentadienylzirconium Trichloride Activated by Isobutyl-Modified Methylaluminoxane

  Osamu Nishizawa, Hideki Misaka, Ryosuke Sakai, Toyoji Kakuchi, Toshifumi Satoh

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 46 (22) 7411 - 7418 0887-624X 2008/11 [Not refereed][Not invited]
   

  The copolymerization of ethylene (E) and norbornene (NB) was investigated using the commercially available and inexpensive catalyst system, cyclopentadienylzirconium trichloride (CpZrCl3)/isobutyl-modified methylaluminoxane (MMAO), at a moderate polymerization temperature in toluene. For the CpZrCl3 catalyst system activated by aluminoxane with a 40 mol % methyl group and a 60 mol % isobutyl group (MMAO), the quantities of the charged NB and the polymerization temperature significantly affected the molecular weights, polydispersities, and NB contents of the obtained copolymers and the copolymerization activities in all the experiments. As the charged NB increased and thereby the NB/E molar ratio increased, the NB content in the copolymer increased and reached a maximum value of 71 mol %. The CpZrCl3/MMAO ([A1]/[Zr] = 1000) catalyst system with the [NB] of 2.77 mol L-1 and ethylene of 0.70 MPa at 50 degrees C showed the highest activity of 1690 kg mol(zr)(-1) h(-1) and molecular weight of 21,100 g mol(-1). The C-13 NMR analysis showed that the CpZrCl3/MMAO catalyst system produced the E-NB random copolymer with a number of NB homosequences such as the NN dyad and NNN triad. (C) 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7411-7418, 2008
• Reactions of solvated electrons with imidazolium cations in ionic liquids

  Kenji Takahashi, Toshifumi Sato, Yosuke Katsumura, Jinfeng Yang, Takafumi Kondoh, Yoichi Yoshida, Ryuzi Katoh

  RADIATION PHYSICS AND CHEMISTRY 77 (10-12) 1239 - 1243 0969-806X 2008/10 [Not refereed][Not invited]
   

  We examined formation of solvated electrons in several ionic liquids composed of ammonium, pyrrolidinium and piperidinium cations by observing absorption spectra in the visible and near-infrared regions using pulse radiolysi. We also examined reactions of the solvated electrons with imidazolium cations in the ionic liquids. The reaction rate constants were an order of magnitude faster than the diffusion-limited rate calculated from the viscosity. The electrons before full solvation (dry electrons) reacted efficiently with the imidazolium cations. These observations suggest that the electrons in the ionic liquids can move easily before solvation. The scavenging of the dry electron by the imidazolium cation was also examined using C2-alkylated-imidazolium cations. It is found that the alkylation of imidazolium suppresses the reactivity with the dry electron. (c) 2008 Elsevier Ltd. All rights reserved.
• Chiroptical switching system based on the host-guest interaction between metal cations and poly(phenylacetylene)s bearing polycarbohyd rate ionophore

  Issei Otsuka, Ryosuke Sakai, Ryohei Kakuchi, Toshifumi Satoh, Toyoji Kakuchi

  EUROPEAN POLYMER JOURNAL 44 (9) 2971 - 2979 0014-3057 2008/09 [Not refereed][Not invited]
   

  Polycarbohydrate macromonomers with different degrees of polymerization (DP), that is, end-functionalized (1 -> 6)-2.5-anhydro-3,4-di-O-ethyl-D-glucitols with 4-ethynylbenzoyl groups (macromonomer 2: DP = 6.6. and macromonomer 3: DP = 9.5) were synthesized. The copolymerizations of these nnacromonomers and phenylactylene (PA) were carried out in various molar ratios to give poly(phenylacetylene)s bearing a polycarbohydrate ionophore as the graft chain with various grafting rates, poly-(2(x)-co-PA(y)) and poly(3(x)-co-PA(y)). These polymers showed split-type circular dichroism (CD) spectra in the long absorption region of the conjugated polymer backbones (280-500 nm). This indicated that poly-(2(x)-co-PA(y)) and poly-(3(x)-co-PA(y)) had predominantly one-handed helical conformations in the backbones. The CD spectral patterns of these polymers were inverted in the presence of metal cationic guest Molecules. On the other hand, control experiments using poly(phenylacetylene)s bearing a monocarbohydrate (poly-(4(x)-co-PA(y))) and metal cations did not show such a CD spectral inversion. These results clearly indicated that the chiroptical switching of the poly(phenylacetylene)s bearing polycarbohydrate ionophore was attributable to the host-guest complexation of the polycarbohydrate ionophore with metal cations. (c) 2008 Elsevier Ltd. All rights reserved.
• Microwave-Assisted Heating of Glucose in High-Boiling Solvent

  Akiyoshi Sasaki, Masahide Sasaki, Kenji Takahashi, Atsushi Narumi, Toshifumi Satoh, Toyoji Kakuchi, Harumi Kaga

  Proceedings of Grobal Congress on Microwave Energy Applications Proceedings of Grobal Congress on Microwave Energy Applications 669-670(2008)  2008/08 [Not refereed][Not invited]
  
• Depolymerization of Cellulose in High-Boiling Solvent by Microwave-Assisted Heating

  Akiyoshi Sasaki, Masahide Sasaki, Kenji Takahashi, Atsushi Narumi, Toshifumi Satoh, Toyoji Kakuchi, Harumi Kaga

  Proceedings of Grobal Congress on Microwave Energy Applications Proceedings of Grobal Congress on Microwave Energy Applications 607-608(2008)  2008/08 [Not refereed][Not invited]
  
• Synthesis, structure, and characteristics of hyperbranched polyterpene alcohols

  Toshifumi Satoh, Yuki Kinugawa, Masaki Tamaki, Yoshikazu Kitajyo, Ryosuke Sakai, Toyoji Kakuchi

  MACROMOLECULES 41 (14) 5265 - 5271 0024-9297 2008/07 [Not refereed][Not invited]
   

  A novel series of bio-based hyperbranched polymers, i.e., hyperbranched polyterpene alcohols, were prepared by the cationic ring-opening polymerizations of citronellol oxide (1) and nopol epoxide (2) using boron trifluoride diethyl etherate (BF3 center dot OEt2) as the catalyst. The polymerizations of 1 and 2 homogeneously proceeded without gelation to produce organic solvent-soluble polymers (poly-1 and poly-2, respectively). The absolute weight-average molecular weights (M-W,M-MALLS), which were measured by a multiangle laser light scattering instrument (MALLS), were 3700-6200 g mol(-1) for poly(-1) and 9000-20 000 g mol(-1) for poly-2, which were ca. 1.4-4.8 times greater than the relative molecular weights (M-W,M-SEC) measured by size exclusion chromatography (SEC). The intrinsic viscosities ([eta]) of these polymers were very low in the range of 8.5-10.1 mL g(-1) for poly-1 and 5.9-9.5 mL g(-1) for poly-2. The Mark-Houwink-Sakurada exponent alpha was calculated to be 0.32-0.40 for poly-1 and 0.25-0.35 for poly-2. These results of the MALLS, SEC, and viscosity measurements suggested that these polymers exist in a compact spherical conformation in solution.
• A versatile method for adjusting thermoresponsivity: Synthesis and 'Click' reaction of an azido end-functionalized poly(N-isopropylacrylamide)

  Atsushi Narumi, Keita Fuchise, Ryohei Kakuchi, Atsushi Toda, Toshifumi Satoh, Seigou Kawaguchi, Kenji Sugiyama, Akira Hirao, Toyoji Kakuchi

  MACROMOLECULAR RAPID COMMUNICATIONS 29 (12-13) 1126 - 1133 1022-1336 2008/07 [Not refereed][Not invited]
   

  The 2-chloropropionamide derivative featuring an azido group is used as the initiator for the ATRP of N-isopropylacrylamide (NIPAM) with copper(I) chloride (CuCl) and tris[2-(dimethylamino)ethyl]amine (Me(6)TREN) to produce the PNIPAM end-functionalized with an azido group. Subsequently, the 'click' reaction between the azido end-group and acetylene derivatives is demonstrated to produce PNIPAM in which the end-groups are modified by the phenyl, 4-phenoxyphenyl, butyl, octyl, carboxylic acid, and hydroxymethyl groups. The resulting PNIPAM derivatives show a LCST that ranges from 34.8 to 44.6 degrees C depending on the introduced end-group.
• Thermochemical transformation of glucose to 1,6-anhydroglucose in high-temperature steam

  Masahide Sasaki, Kenji Takahashi, Yul Haneda, Hiroe Satoh, Akiyoshi Sasaki, Atsushi Narumi, Toshifumi Satoh, Toyoji Kakuchi, Harumi Kaga

  CARBOHYDRATE RESEARCH 343 (5) 848 - 854 0008-6215 2008/04 [Not refereed][Not invited]
   

  An aqueous solution of glucose was reacted at temperatures from 200 to 400 degrees C under atmospheric pressure using a continuous flow reactor. For reaction temperatures above 300 degrees C, the liquid product yield was not sensitive to the temperature change; on the other hand, below 300 degrees C it decreased rapidly with decreasing temperature. 1,6-Anhydro-beta-D-glucopyranose (AGP) and 1,6-anhydro-beta-D-glucofuranose (AGF) were the major components in the liquid product. The yields of AGP and AGF were 40% and 19%. respectively, at 360 degrees C and a feed rate of 0.5 mL/min. The optimum space time to produce AGP and AGF was about 0.2-0.4 s under the present temperature conditions. (C) 2008 Elsevier Ltd. All rights reserved.
• Vinyl addition polymerization of norbornene using cyclopentadienylzirconium trichloride activated by isobutyl-modified methylaluminoxane

  Osamu Nishizawa, Hideki Misaka, Toyoji Kakuchi, Toshifumi Satoh

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 46 (4) 1185 - 1191 0887-624X 2008/02 [Not refereed][Not invited]
   

  Norbornene polymerization using the commercially available and inexpensive catalyst system, cyclopentadienylzirconium trichloride (CpZrCl3) and isobutyl-modified methylaluminoxane (MMAO), were carried out over a wide range of polymerization temperatures and monomer concentrations. For the CpZrCl3 catalyst system activated by aluminoxane with a 40 mol % methyl group and a 60 mol % isobutyl group (MMAO(40/60)), the polymerization temperature and monomer concentration significantly affected the molecular weight (M-n) of the obtained polymer and the catalytic activity. With an increase in the polymerization temperature from 0 to 27 degrees C, the catalytic activity and M. increased, but these values dramatically decreased with the increasing polymerization temperature from 27 to 70 degrees C, meaning that the most suitable temperature was 27 degrees C. The CpZrCl3/MMAO(40/60) ([Al]/[Zr] = 1000) catalyst system with the [NB] of 2.76 mol L-1 at 27 degrees C showed the highest activity of 145 kg mol(Zr)(-1) h(-1) and molecular weight of 211,000 g mol(-1). The polymerization using the CpZrCl3/MMAO(40/60) catalyst system proceeds through the vinyl addition mechanism to produce atactic polynorbornene, which was soluble in chloroform, toluene, and 1,2-dichlorobenzene, but insoluble in methanol. (C) 2008 Wiley Periodicals, Inc.
• Polymerization of norbornene with half-zirconocene/modified methylaluminoxane catalyst system

  Polym. Prepr. 49 (1) 559  2008 [Not refereed][Not invited]
  
• Synthesis and characterization of poly(P-phenylene ethynylene) bearing maltohexaose

  Polym. Prepr. 49 (1) 607 - 608 2008 [Not refereed][Not invited]
  
• POLY 141-Synthesis and characterization of poly(p-phenylene ethynylene) bearing maltohexaose

  Konosu, Ryo, Hongo, Takayoshi, Otsuka, Issei, Narumi, Atsushi, Satoh, Toshifumi, Deffieux, Alain, Hirao, Akira, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 235 2008
• POLY 139-Polymerization of norbornene with half-zirconocene/modified methylaluminoxane catalyst system

  Misaka, Hideki, Nishizawa, Osamu, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 235 2008
• Application of ionic liquids for formation of anhydroglucose from polysaccharide

  Takahashi, Kenji, Satoh, Hiroe, Hayashi, Momoko, Satoh, Toshifumi

  Abstracts of Papers of the American Chemical Society 236 2008
• Size-Specific, Colorimetric Detection of Counteranions by using Helical Poly(phenylacetylene) Conjugated to L-Leucine Groups through Urea

  Ryohei Kakuchi, Sachiko Nagata, Ryosuke Sakai, Issei Otsuka, Hiroshi Nakade, Toshifumi Satoh, Toyoji Kakuchi

  CHEMISTRY-A EUROPEAN JOURNAL 14 (33) 10259 - 10266 0947-6539 2008 [Not refereed][Not invited]
   

  A colorimetric detection susceptible to the dimensions of guest counteranions has been demonstrated by using poly(phenylacetylene) with L-leucine and urea functionalities (poly-PA-Leu). Poly-PA-Leu was prepared from N-(4-ethynylphenylcarbomoyl)-L-leucine ethyl ester (PA-Leu) by using [Rh(+){eta(6)-C(6)H(5))B(-)(C(6)H(5))(3)} (2,5-norbornadiene)] as a catalyst. The biased helical conformation of poly-PA-Leu was demonstrated through Cotton effects in the circular dichroism (CD) spectra. The addition of ammonium salts, including tetra-n-butylammonium acetate, tetra-n-butylammonium chloride, and tetra-n-butylammonium bromide anions (CH(3)COO(-), Cl(-), and Br(-)), into the poly-PA-Leu solution intensified the CD responses of poly-PA-Leu, which is indicative of the chiral adjustability of anion recognition by using urea groups. In addition, the combination of poly-PA-Leu with the CH(3)COO(-), Cl(-), and Br(-) anions promoted large redshifts in the absorption spectra, thus providing dramatic color changes from pale yellow to red. Guest dependency in the CD and UV/Vis spectra was clearly correlated with the size of the counteranions. Fundamentally, the addition of tetra-n-butylammonium nitrate, tetra-n-butylarmmonium hydrogen sulfate, tetra-n-butylammonium perchlorate, tetra-n-butylammonium fluoride, and tetra-n-butylammonium iodide anions (NO(3)(-), HSO(4)(-), ClO(4)(-), N(3)(-), F(-), and I(-)) has no effect on either the CD or UV/Vis spectra clearly demonstrated the guest-dimension selectivity of poly-PA-Leu in counteranion recognition.
• Synthesis, characterization, and functionalization of hyperbranched poly(3,4-epoxycyclohexanemethanol)

  Yoshikazu Kitajyo, Yuki Kinugawa, Masaki Tamaki, Harumi Kaga, Noriaki Kaneko, Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULES 40 (26) 9313 - 9321 0024-9297 2007/12 [Not refereed][Not invited]
   

  The cationic ring-opening polymerizations of an alicyclic epoxyalcohol, 3,4-epoxycyclohexanemethanol (1), were carried Out using boron trifluoride diethyletherate (BF3 center dot OEt2) as a catalyst. Polymerization of I heterogeneously proceeded to yield a gel-free polymer (poly-1). On the basis of the C-13 NMR measurement, poly-1 was a hyperbranched polymer with numerous terminal units, and the degrees of branching (DBs) of poly-1 were in the range from 0.36 to 0.42. The three-dimensional property of poly-1 was investigated by comparison to the physical property of a linear poly(3,4-epoxycyclohexanemethanol) (poly-3). The viscosity and Mark - Houwink exponent a of poly-1 were much lower than those of poly-3, suggesting that poly-1 had a compact conformation in solution. In addition, the glass-transition temperature (T-g) of poly-1 was ca. 105 degrees C, which was also lower than that of poly-3. A novel amphiphilic dendritic polymer (poly-1ASP) having a hydrophobic poly-1 core and hydrophilic L-aspartic acid shell was synthesized. On the basis of the results of an encapsulation experiment, poly-1ASP possessed an encapsulation property for hydrophobic molecule (Reichardt's dye) in water.
• Enantiomer-selective radical polymerization of bis(4-vinylbenzoate)s with chiral atom transfer radical polymerization initiating systems

  Atsushi Narumi, Ryosuke Sakai, So Ishido, Masako Sone, Toshifumi Satoh, Harumi Kaga, Hiroshi Nakade, Toyoji Kakuchi

  MACROMOLECULES 40 (26) 9272 - 9278 0024-9297 2007/12 [Not refereed][Not invited]
   

  We report a series of cyclopolymerizations of bis(4-vinylbenzoate) monomers through an atom transfer radical polymerization (ATRP) using chiral ligands. Cyclized polymers showing chiroptical properties were produced by polymerization of the racemic bifunctional monomer, rac-2,4-pentanediyl bis(4-vinylbenzoate) (rac-1), and enantiomerically unbalanced bifunctional monomers were recovered, providing substantial evidence for the enantiomer-selective polymerization of rac-I mediated through the ATRP with chiral ligands. A comparison between the enantiomerically pure monomers, (2R,4R)-2,4-pentanediyl bis(4-vinylbenzoate) (RR-1) and (2S,4S)2.4-pentanediyl bis(4-vinylbenzoate) (SS-1), revealed a drastic discrepancy in the rates Of their homopolymerizations during the ATRP. The enantiomeric copolymerization of RR-1 and SS-1 indicated that the monomer reactivity ratio of RR-1 was higher than that of SS-1 for the ATRP with chiral ligands. The results of both homopolymerizations and copolymerizations clearly demonstrate the propensity for incorporation of the RR-1 enantiomer and thus the enantiomer-selective polymerization in this system. The monomer-structural effects on the enantiomer-selectivity were examined, and it was concluded that the chirality in the monomer is also essential for the enantiomer-selective polymerization as well as the chiral ligands for ATRP. Finally, the viability of the cyclopolymerization in the enantiomer-selective polymerization was proved using mono(4-vinylbenzoate) monomers incapable of cyclizing through the polymerization.
• Chiroptical and lectin recognition properties of glycoconjugated poly(phenylacetylene)s featuring variable saccharide functionalities

  Issei Otsuka, Takayoshi Hongo, Hiroshi Nakade, Atsushi Narumi, Ryosuke Sakai, Toshifumi Satoh, Harumi Kaga, Toyoji Kakuchi

  MACROMOLECULES 40 (25) 8930 - 8937 0024-9297 2007/12 [Not refereed][Not invited]
   

  We report the chiroptical properties and lectin affinities of poly(phenylacetylene)s featuring saccharide functionalities including D-glucopyranoside and D-galactopyranoside. The glycoconjugated poly(phenylacetylene)s were synthesized by rhodium mediated polymerization from phenylacetylene monomers containing a series of saccharide groups; 4-ethynylphenyl 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranoside (PA-(alpha-Glc-OAc), beta-D-glucopyranoside (PA-beta-Glc-OAc), alpha-D-galactopyranoside (PA-alpha-Gal-OAc), and beta-D-galactopyranoside (PA-beta-Gal-OAc). On the basis of CD and UV-vis experiments, these polymers were found to have biased helical conformations in a variety of solvents, such as CHCl3, THF, and HFIP. The deprotection of the acetyl groups using CH3ONa provided the linear saccharide arrays with diverse saccharide functionalities; poly-PA-alpha-Glc, poly-PA-beta-Glc, poly-PA-alpha-Gal, and poly-PA-beta-Gal. CD experiments revealed that poly-PA-alpha-Glc and poly-PA-,beta-Glc have identical helical structures, and poly-PA-alpha-Gal and poly-PA-beta-Gal feature mirror-imaged helical structures. The binding affinities to lectins were demonstrated by a fluorometric assay using the fluorescein isothiocyanate labeled lectins, such as Concanavalin A (FITC-Con A) and peanut agglutinin (FITC-PNA). As expected, increasingly enhanced affinities for Con A and PNA were observed for the helical saccharide arrays in comparison to the monomeric models. Accordingly, the enhanced affinities are essentially correlated with the multivalency and conformational organization of the saccharide functionalities in the arrays.
• POLY 455-Synthesis and anion sensing property of poly(phenylacetylene) bearing urea derivative of L-leucine as pendant

  Ryohei Kakuchi, Sachiko Nagata, Ryosuke Sakai, Takafumi Yonekawa, Issei Otsuka, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 234 0065-7727 2007/08 [Refereed][Not invited]
  
• POLY 457-Synthesis and chiroptical property of poly(phenylacetylene) bearing maltohexaose

  Takayoshi Hongo, Issei Otsuka, Atsushi Narumi, Ryosuke Sakai, Toshifumi Satoh, Harumi Kaga, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 234 0065-7727 2007/08 [Refereed][Not invited]
  
• POLY 438-Anomer-selective synthesis of poly(p-ethynylphenyl hexopyranoside)s: Effects of anomeric configuration on their stimulus response and lectin detection

  Issei Otsuka, Takayoshi Hongo, Atsushi Narumi, Ryosuke Sakai, Toshifumi Satoh, Harumi Kaga, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 234 0065-7727 2007/08 [Refereed][Not invited]
  
• POLY 165-Precise tuning of thermoresponsive property of poly(N-isopropylacrylamide)s by combination of ATRP and "click" chemistry

  Ryohei Kakuchi, Atsushi Toda, Atsushi Narumi, Ryosuke Sakai, Toshifumi Satoh, Kenji Sugiyama, Christopher W. Macosko, Akira Hirao, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 234 0065-7727 2007/08 [Refereed][Not invited]
  
• Synthesis of hyperbranched carbohydrate polymers by ring-opening multibranching polymerization of anhydro sugar

  Toshifumi Satoh, Toyoji Kakuchi

  MACROMOLECULAR BIOSCIENCE 7 (8) 999 - 1009 1616-5187 2007/08 [Refereed][Not invited]
   

  The synthesis of novel hyperbranched carbohydrate polymers, prepared by the ring-opening multibranching polymerizations of anhydro and dianhydro sugars, is described. The hyperbranched carbohydrate polymers were formed by the cationic polymerization of 1,6-anhydro-beta-D-hexopyranose, 1,4-anhydrotetritol, 2,3-anhydrotetritol, and 1,2:5,6-dianhydro-D-mannitol. These polymerizations proceeded without gelation to produce water-soluble hyperbranched carbohydrate polymers with controlled molecular weights and narrow polydispersities. The values for the degree of branching of the polymers were in the range of 0.28-0.50. The polymerization method, which proceeds through a ring-opening reaction by a proton-transfer reaction mechanism, is a facile method leading to a spherical carbohydrate polymer with a high degree of branching.
• Formation of Anhydroglucose from Polysaccharide in Ionic Liquids

  Momoko Hayashi, Miho Hamauchi, Hiroe Satoh, Kenji Takahashi, Toshifumi Satoh, Toyoji Kakuchi, Harumi Kaga

  Proceedings of 2nd International Congress on Ionic Liquid Proceedings of 2nd International Congress on Ionic Liquid 219  2007/07 [Not refereed][Not invited]
  
• A unimolecular nanocapsule: Encapsulation property of amphiphilic polymer based on hyperbranched polythreitol

  Yoshikazu Kitajyo, Yumiko Nawa, Masaki Tamaki, Hirofumi Tani, Kenji Takahashi, Harumi Kaga, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER 48 (16) 4683 - 4690 0032-3861 2007/07 [Not refereed][Not invited]
   

  Hyperbranched polythreitol (1) with different molecular weights (M-w,M-SLS: 1.18 x 10(4) and 4.79 x 10(4)) was reacted with trityl chloride in DMF to afford a novel amphiphilic polymer (2) consisting of 1 as the hydrophilic core and the trityl groups as the hydrophobic shell. Compound 2 was tested for its ability to act as a unimolecular nanocapsule toward the water-soluble dye, rose bengal (RB). Their encapsulation and release properties were also evaluated by comparison with the degree of substitution (DS) of the trityl groups, i.e., the hydrophobic shell density. The polymers were found to have very good unimolecular nanocapsule characteristics even at extremely low concentrations. The average number of RBs per polymer molecule depended on the hydrophilic core size and the hydrophobic shell density. The increasing DS value led to a decrease in the encapsulated amount due to the decrease in the hydrophilic core space, while the low DS value (less than ca. 20 rnol%) led to a destabilization as a unimolecular nanocapsule and a lower encapsulation ability. In particular, 2 with ca. 23% DS value showed an efficient encapsulation. Based on a release test of the RB-loaded unimolecular nanocapsules, the polymers showed a high RB-holding ability in water. (c) 2007 Elsevier Ltd. All rights reserved.
• Encapsulation-release property of amphiphilic hyperbranched D-glucan as a unimolecular reverse micelle

  Yoshikazu Kitajyo, Tomoko Imai, Yoko Sakai, Masaki Tamaki, Hirofumi Tani, Kenji Takahashi, Atsushi Narumi, Harumi Kaga, Noriaki Kaneko, Toshifumi Satoh, Toyoji Kakuchi

  POLYMER 48 (5) 1237 - 1244 0032-3861 2007/02 [Not refereed][Not invited]
   

  The synthesis of a novel unimolecular reverse micelle, the hyperbranched D-glucan carbamate (3), was accomplished through the carbamation reaction of the hyperbranched D-glucan (1) with the N-carbonyl L-leucine ethyl ester (2) in pyridine at 100 degrees C. Polymer 3 was soluble in a large variety of organic solvents, such as methanol, acetone, chloroform, and ethyl acetate, and insoluble in water, which remarkably differed from the solubility of 1. The degree of carbamate substitution (DS) for 3 was controlled by the feed rate of 2, and the DS values were in the range of 46.0-93.7%. Polymer 3 possessed the encapsulation ability for water-soluble molecules, such as rose bengal, thymol blue, and alizarin yellow in chloroform, and the encapsulation ability depended on the hydrophilicity of 3 and the molecular size of the dye. The rose bengal (RB) encapsulated polymer (RB/3) showed a slow release from the RB/3 system into water at neutral pH, while the release rate was significantly accelerated by the hydrolysis of the hydrophobic polymer shell under basic conditions. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and Thermoresponsive Property of Poly(N-Isopropylacrylamide) with Aryl Chain-End and Its Cyclodextrin-Inclusion Complex

  Polymer Preprints 48 (2) 350 - 351 2007 [Not refereed][Not invited]
  
• Synthesis and Chiroptical Property of Poly(Phenylacetylene) Bearing Maltohexaose

  Polymer Preprints 48 (2) 119 - 120 2007 [Not refereed][Not invited]
  
• Synthesis and Anion Sensing Property of Poly(Phenylacetylene) Bearing Urea Derivative of L-Leucine as Pendant

  Polymer Preprints 48 (2) 115 - 116 2007 [Not refereed][Not invited]
  
• Anomer-Selective Synthesis of Poly(Ρ-Ethynylphenyl Hexopyranoside)s: Effects of Anomeric Configuration on Their Stimulus Response and Lectin Detection

  Polymer Preprints 48 (2) 82 - 83 2007 [Not refereed][Not invited]
  
• Precise Tuning of Thermoresponsive Property of Poly(N-Isopropylacrylamide)S by Combination of ATRP and "Click" Chemistry

  Polymer Preprints 48 (2) 344 - 345 2007 [Not refereed][Not invited]
  
• Synthesis and Characterization of Hyperbranched Polymer by Cationic Ring-Opening Polymerization of 3,4-Epoxycyclohexanemethanol

  Polymer Preprints 48 (2) 328 - 329 2007 [Not refereed][Not invited]
  
• POLY 168-Synthesis and thermoresponsive property of poly(N-isopropylacrylamide) with aryl chain-end and its cyclodextrin-inclusion complex

  Narumi, Atsushi, Duan, Qian, Miura, Yutaka, Satoh, Toshifumi, Kaga, Harumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 234 2007
• POLY 157-Synthesis and characterization of hyperbranched polymer by cationic ring-opening polymerization of 3,4-epoxycyclohexanemethanol

  Kitajyo, Yoshikazu, Tamaki, Masaki, Kaga, Harumi, Kaneko, Noriaki, Satoh, Toshifumi, Kakuchi, Toyoji

  Abstracts of Papers of the American Chemical Society 234 2007
• End-functionalization of polystyrene by malto-oligosaccharide generating aggregation-tunable polymeric reverse micelle

  Atsushi Narumi, Yutaka Miura, Issei Otsuka, Shin Yamane, Yoshikazu Kitajyo, Toshifumi Satoh, Akira Hirao, Noriaki Kaneko, Harumi Kaga, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (16) 4864 - 4879 0887-624X 2006/08 [Not refereed][Not invited]
   

  This article describes that glucose, maltose, maltotriose, maltotetraose, maltopentaose, and maltohexaose (a, b, c, d, e, and f, respectively) were introduced into the initiating chain-end of polystyrene (PSt) through the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated radical polymerization. A series of glycoconjuaged. TEMPO-adducts, 1a-f, was synthesized and used as the initiators for the polymerization of styrene (St) for 6 h at 120 degrees C to afford the end-functionalized PSt's with the acetyl saccharides, 2a-f, in the yields of 37-43%. For 2a-f obtained by the polymerizations using the [St]/[1] of 125, 250, and 500, the number-average molecular weights determined by size exclusion chromatography (SEC), M-n,M-SEC's, were 4800-6300, 8800-10,600, and 18,40025,200, respectively, which fairly agreed with the predicted values. The end-functionalized PSt's with saccharides, 3a-f, which were obtained from the deacetylation of 2a-f using sodium metboxide in dry THF, formed the polymeric reverse micelles consisting of a saccharide-core and a PSt-shell in chloroform and toluene. The static laser light scattering (SLS) measurements provided the average molar mass of the aggregates in toluene, M-w,M-SLS's, which ranged from 7.50 x 10(4) to 1.77 x 10(5) for 3a, from 1.90 x 10(5) to 4.93 x 10(5) for 3b, from 4.41 x 10(5) to 7.21 x 10(5) for 3c, from 5.85 x 10(5) to 8.51 x 10(5) for 3d, from 7.55 x 10(5) to 8.53 x 10(5) for 3e, and from 8.54 x 10(5) to 9.26 x 10(5) for 3f The aggregation numbers, N-agg's, which were calculated from the M-w,(SLS)'s, were from 7 to 24 for 3a, from 20 to 37 for 3b, from 34 to 89 for 3c, from 39 to 116 for 3d, from 41 to 145 for 3e and from 31 to 146 for 3f It was confirmed that the aggregation property, such as the M-w,M-SLS or N-agg values, was strongly related to the polymerization degrees of St (DP's) or the number of the glucose residues (n's) for 3a-f. (c) 2006 Wiley Periodicals, Inc.
• Glycoconjugated polymer: Synthesis and characterization of poly(vinyl saccharide)-block-polystyrene-block-poly(vinyl saccharide) as an amphiphilic ABA triblock copolymer

  Atsushi Narumi, Issei Otsuka, Takeshi Matsuda, Yutaka Miura, Toshifumi Satoh, Noriaki Kaneko, Harumi Kaga, Toyoji Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (13) 3978 - 3985 0887-624X 2006/07 [Not refereed][Not invited]
   

  Styrene (St) was polymerized with alpha,alpha'-bis(2',2',6,6'-tetramethyl-1'-piperidinyloxy)-1,4-diethylbenzene (1) as an initiator (bulk, [St]/[1] = 570) at 120 degrees C for 5.0 h to obtain polystyrene having 2,2,6,6-tetramethylpiperidiloxy moieties on both sides of the chain ends (2) with a number-average molecular weight (M-n) of 14,300 and a polydispersity index [weight-average molecular weight/number-average molecular weight (M-w/M-n)] of 1.14. 4-Vinylbenzyl glucoside peracetate (3a) was polymerized with 2 as a macromolecular initiator and dicumyl peroxide (DCP) as an accelerator in chlorobenzene at 120 degrees C. The polymerization with the [3a]/[2]/[DCP] ratio of 30/1/1.2 for 5 h afforded a product in a yield of 73%; it was followed by purification with preparative size exclusion chromatography to provide the ABA triblock copolymer containing the pendant acetyl glucose on both sides of the chain ends (4a; M-n = 21,000, M-w/ M-n = 1.16). Similarly, the polymerization of 4-vinylbenzyl maltobexaoside peracetate produced the ABA triblock copolymer containing the pendant acetyl maltohexaose on both side of the chain end (4b; M-n = 31,800, M-w/M-n = 1.11). Polymers 4a and 4b were modified by deacetylation into amphiphilic ABA triblock copolymers containing the pendant glucose and maltohexaose as hydrophilic segment, 5a and 5b, respectively. (c) 2006 Wiley Periodicals, Inc.
• Thermoresponsive on-off switching of chiroptical property induced in poly(4 '-ethynylbenzo-15-crown-5)/alpha-amino acid system

  R Sakai, Otsuka, I, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  MACROMOLECULES 39 (12) 4032 - 4037 0024-9297 2006/06 [Not refereed][Not invited]
   

  Cis-transoidal poly(4'-ethynylbenzo-15-crown-5) ( 2) prepared by the polymerization of 4'-ethynylbenzo- 15-crown-5 with Rh(nbd) BPh4 has been used as a thermoresponsive material with a chiral on-off switching property. In the circular dichroism ( CD) spectrum of 2 in the presence of the perchloric acid salt of L-phenylglycine (L-Pgly center dot HClO4) at - 30 degrees C, a large Cotton effect with an intensity of + 2.96 x 10(4) deg cm(2) dmol(-1) was observed in the range from 300 to 550 nm corresponding to the absorption of the conjugated polymer backbone, indicating that 2 formed the one-handed helical structure triggered by the host-guest complexation with L-Pgly center dot HClO4. However, the induced CD (ICD) intensity significantly decreased with the increasing temperature and almost completely disappeared at 30 degrees C or over. Furthermore, an alternate temperature modulation between - 30 and 30 degrees C brought about the reversible on-off switching of the ICD of 2.
• Polystyrene microgel amphiphiles with maltohexaose. Synthesis, characterization, and potential applications

  Atsushi Narumi, Harumi Kaga, Yutaka Miura, Issei Otsuka, Toshifumi Satoh, Noriaki Kaneko, Toyoji Kakuchi

  BIOMACROMOLECULES 7 (5) 1496 - 1501 1525-7797 2006/05 [Not refereed][Not invited]
   

  4-Vinylbenzyl maltohexaoside peracetate (1) was copolymerized with divinylbenzene (DVB) using 1-phenyl-1( (2', 2', 6', 6'-tetramethyl-1'-piperidinyloxy) ethane (2) in m-xylene. The copolymerizations were performed at 138 degrees C for 20 h using the mole fraction of 1 in the total feed of 1 and DVB (F-1: [1]/[1]+[DVB]) varying from 0.11 to 0.38, affording polymeric products in yields ranging from 32 to 40%. The characterizations by linear PS-calibrated size exclusion chromatography (SEC), dynamic laser light scattering (DLS) measurements, and H-1 NMR spectroscopy indicated that the product was assignable to the cross-linked poly(4-vinylbenzyl maltohexaoside peracetate) particle which is able to produce stable solutions, i.e., the PSt microgel with acetyl maltohexaose, 3. The specific rotations ([alpha](D)(23), c) 1.0 CHCl3) of 3 ranged from +43.3 degrees to +85.6 degrees. The average molar masses determined by the static laser light scattering (SLS) measurement of 3, M-w,M- SLS's, were from 64 700 to 118 000, which were calculated using the respective refractive index increments, dn/dc's, ranging from 0.03387 to 0.08340 The apparent numbers of the 1, 2, and DVB units in 3, N-1, N-2, and N-DVB, which were estimated from the respective [ R] D 23 values, Mw, SLS's, and real yields, ranged from 22 to 35, from 7 to 26, and from 146 to 506, respectively. The deacetylation of 3 was achieved by treatment with sodium methoxide in dry 1,4-dioxane to produce the PSt microgel with maltohexaose as the hydrophilic segment, 4, as a white solid. The solubility of 4 in various solvents was examined, indicating that a hydrophilic property was effectively introduced. Notably, 4 gave clear solutions in the mixed solvent of 1,4-dioxane and H2O. The ability to solubilize fullerite (mixture of fullerenes, C-60/C-70) ca. 9/1) in aqueous solutions was examined according to the literature method. Approximately, 100 mg of 4 (1.7 mu mol) solubilizes 1.3 mg of fullerite (1.7 mu mol).
• Synthesis and thermoresponsive property of end-functionalized poly(N-isopropylacrylamide)s with phenyl, biphenyl, and triphenyl groups

  Atsushi Narumi, Qian Duan, Yutaka Miura, Toshifumi Satoh, Harumi Kaga, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 231 (1) 317 - 318 0065-7727 2006/03 [Not refereed][Not invited]
  
• Synthesis of polystyrene microgel with glucose as hydrophilic segment via controlled free-radical polymerization

  A Narumi, H Kaga, Y Miura, T Satoh, N Kaneko, T Kakuchi

  POLYMER 47 (7) 2269 - 2273 0032-3861 2006/03 [Not refereed][Not invited]
   

  4-Vinylbenzyl glucoside peracetate (1) was copolymerized with divinylbenzene (DVB) using I-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (2) as an initiator in in-xylene at 138 degrees C for 20h ([DVB]/[2]=28; [DVB]=0.62mol L-1). The copolymerizations were performed using the mole fraction of I in the total feed of I and DVB (F-1: [1]/[1] + [DVB]) ranging from 0.11 to 0.38 that produced the polystyrene (PSt) microgel with acetyl glucose, 3, in 46-53% yields. Dynamic laser light scattering (DLS) measurements showed that 3 was stably suspended in toluene as particles with average diameters (d's) ranging from 12 to 22 nm. A static laser light scattering (SLS) measurement gave the average molar mass, M-w,M-SLS, of 3 that ranged from 9.69 X 10(4) to 6.96 X 10(5). The numbers of the 1, 2, and DVB units in 3 (N-1, N-2, and N-DVB, respectively) were from I I I to 238, from 17 to 208, and from 350 to 45 10, respectively. The deacetylation of 3 was achieved by treatment with sodium methoxide in dry 1,4-dioxane to produce the PSt microgel with glucose as the hydrophilic segment, 4. The solubilities of 4 in toluene, CHCl3, THF, 1,4-dioxane, pyridine, DMF, DMSO, and H2O, and the mixture of H2O and 1,4-dioxane were examined, indicating that a hydrophilic property had been effectively introduced into 4. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis and photocrosslinking reaction of N-allylcarbamoylmethyl cellulose leading to hydrogel

  XD Shen, Y Kitajyo, Q Duan, A Narumi, H Kaga, N Kaneko, T Satoh, T Kakuchi

  POLYMER BULLETIN 56 (2-3) 137 - 143 0170-0839 2006/02 [Refereed][Not invited]
   

  The reaction of the carboxymethyl cellulose sodium salt (Na-CMC) (degrees of substitution (DS) = 1.2) with N-hydroxysuccinimide (Su-OH) in the presence of 1-hydroxybenzotriazole and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) was carried out in water to obtain the Su-OH ester of carboxymethyl cellulose, Su-CMC, with the DS values of 0.19 - 1.04. N-Allylcarbamoylmethyl cellulose (Allyl-CMC), which was prepared from the reaction of Su-CMC with an excess amount of allylamine, was crosslinked by UV-irradiation. In addition, the photocrosslinked Allyl-CMC film was swollen with water to form a hydrogel having a relatively high water-swelling property, e.g., the degree of swelling (ds) was ca. 360% for Allyl-CMC with the DS of 0.93.
• Synthesis of well-defined syndiotactic poly(methyl methacrylate) with low-temperature atom transfer radical polymerization in fluoroalcohol

  Y Miura, T Satoh, A Narumi, O Nishizawa, Y Okamoto, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (4) 1436 - 1446 0887-624X 2006/02 [Not refereed][Not invited]
   

  The copper-mediated atom transfer radical polymerization of methyl methacrylate (MMA) in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) was studied to simultaneously control the molecular weight and tacticity. The polymerization using tris[2-(dimethylamino)ethyl]amine (Me6TREN) as a ligand was performed even at -78 degrees C with a number-average molecular weight (M-n) of 13,400 and a polydispersity (weight-average molecular weight/number-average molecular weight) of 1.31, although the measured M.'s were much higher than the theoretical ones. The addition of copper(II) bromide (CuBr2) apparently affected the early stage of the polymerization; that is, the polymerization could proceed in a controlled manner under the condition of [MMA](0)/[methyl alpha-bromoisobutyrate](0)/[CuBr](0)/[CuBr2](0)/[Me6TREN](0) = 200/1/1/0.2/1.2 at -20 degrees C with an MMA/HFIP ratio of 1/4 (v/v). For the field desorption mass spectrum of (CuBr)-Br-I/Me6TREN in HFIP, there were [Cu(Me6TREN)Br](+) and [Cu(Me6TREN)OCH(CF3)(2)](+), indicating that HFIP should coordinate to the Cu-I/Me6TREN complex. The syndiotacticity of the obtained poly(methyl methacrylate)s increased with the decreasing polymerization temperature; the racemo content was 84% for -78 degrees C, 77% for -30 degrees C, 75% for -20 degrees C, and 63% for 30 degrees C. (c) 2006 Wiley Periodicals, Inc.
• Synthesis and thermoresponsive property of end-functionalized poly(N-isopropylacrylamide) with pyrenyl group

  Q Duan, Y Miura, A Narumi, Shen, X, S Sato, T Satoh, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (3) 1117 - 1124 0887-624X 2006/02 [Not refereed][Not invited]
   

  N-Isopropylacrylamide (NIPAM) was polymerized using 1-pyrenyl 2-chloropropionate (PyCP) as the initiator and CuCl/tris[2-(dimethylamino)ethyl]-amine (Me6TREN) as the catalyst system. The polymerizations were performed using the feed ratio of [NIPAM](0)/[PyCP](0)/[CuCl](0)/[Me6TREN](0) = 50/1/1/1 in DMF/water of 13/2 at 20 degrees C to afford an end-functionalized poly(N-isopropylacrylamide) with the pyrenyl group (Py-PNIPAM). The characterization of the Py-PNIPAM using matrix-assisted laser desorption ionization time-of-flight mass spectrometry provided the number-average molecular weight (M-n,M-MS). The lower critical solution temperature (LCST) for the liquid-solid phase transition was 21.7, 24.8, 26.5, and 29.3 degrees C for the Py-PNIPAMs with the M(n,MS')s of 3000, 3400, 4200, and 5000, respectively; hence, the LCST was dramatically lowered with the decreasing M-n,M-MS. The aqueous Py-PNIPAM solution below the LCST was characterized using a static laser light scattering (SLS) measurement to determine its molar mass, M,,,SLS. The aqueous solutions of the Py-PNIPAMs with the M-n,M-MS's of 3000, 3400, 4200, and 5000 showed the M-w,M-SLS of 586,000, 386,000, 223,000, and 170,000, respectively. Thus, lowering the LCST for Py-PNIPAM should be attributable to the formation of the PNIPAM aggregates. The LCST of 21.7 degrees C for Py-PNIPAM with the Mn,MS of 3000 was effectively raised by adding beta-cyclodextrin (beta-CD) and reached the constant value of similar to 26 degrees C above the molar ratio of [beta-CD]/[Py-PNIPAM] = 2/1, suggesting that beta-CD formed an inclusion complex with pyrene in the chain-end to disturb the formation of PNIPAM aggregates, thus raising the LCST. (c) 2005 Wiley Periodicals, Inc.
• Synthesis and encapsulation-release property of unimolecular inversed micelle having hyperbranched polysaccharide core

  Toshifumi Satoh

  Proceedings of the World Multi-conference on Systemics, Cybernetics and Informatics 2006
• Synthesis, inversion, and chiral discrimination of helical polymers based on the host-guest complexation

  Toshifumi Satoh

  Kobunshi Ronbunshu 63 (5) 2006
• より安全で高性能な医用材料を目指して

  創成ニューズレター (北海道大学) 4 10 - 11 2006 [Not refereed][Not invited]
  
• Synthesis and photocrosslinking reaction of N-allylcarbamoylmethyl cellulose leading to hydrogel

  Shen, X., Kitajyo, Y., Duan, Q., Narumi, A., Kaga, H., Kaneko, N., Satoh, T., Kakuchi, T.

  Polymer Bulletin 56 (2-3) 137 - 143 0887-624X 2006 [Not refereed][Not invited]
   

  The reaction of the carboxymethyl cellulose sodium salt (Na-CMC) (degrees of substitution (DS) = 1.2) with N-hydroxysuccinimide (Su-OH) in the presence of 1-hydroxybenzotriazole and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) was carried out in water to obtain the Su-OH ester of carboxymethyl cellulose, Su-CMC, with the DS values of 0.19 – 1.04. N-Allylcarbamoylmethyl cellulose (Allyl-CMC), which was prepared from the reaction of Su-CMC with an excess amount of allylamine, was crosslinked by UV-irradiation. In addition, the photocrosslinked Allyl-CMC film was swollen with water to f...
• Synthesis of unimolecular reversed micelle consisting of a poly(L-lactide) shell and hyperbranched D-mannan core

  T Satoh, M Tamaki, Y Kitajyo, T Maeda, H Ishihara, T Imai, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (1) 406 - 413 0887-624X 2006/01 [Not refereed][Not invited]
   

  A novel biodegradable unimolecular reversed micelle consisting of a poly (L-lactide) (PLA) shell and a hyperbranched D-mannan (HBM) core, that is, a chestnut-shaped polymer (PLA-HBM), was synthesized by the polymerization Of L-lactide on HBM with 4-(dimethylamino)pyridine (DMAP) as the catalyst. The obtained polymers were soluble in dimethyl sulfoxide, tetrahydrofuran, and chloroform but insoluble in H2O. The molecular weights of the PLA chain on PIA-HBM tended to increase with increasing polymerization time. The number of PLA chains on PLA-HBM could be controlled by the ratio of DMAP to the sugar unit in HBM. The obtained copolymer, PLAHBM, acted as a unimolecular reversed micelle with an encapsulation ability toward the hydrophilic molecule. In addition, the entrapped hydrophilic molecules were slowly released from the core of PLA-HBM, and the release rate was accelerated by the breaking of the PLA chains of the shell when proteinase K as a hydrolase of PLA was used. (c) 2005 Wiley Periodicals, Inc.
• Chiral discrimination of a helically organized crown ether array parallel to the helix axis of polyisocyanate

  R Sakai, Otsuka, I, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 44 (1) 325 - 334 0887-624X 2006/01 [Not refereed][Not invited]
   

  The asymmetric polymerization of 4'-isocyanatobenzo-18-crown-6 with the lithium amide of (S)-(2-methoxymethyl)pyrrolidine successfully proceeded to afford end-functionalized poly(4'-isocyanatobenzo-18-crown-6) with (S)-(2-methoxymethyl)pyrrolidine (polymer 2). In the circular dichroism (CD) spectrum of 2, a clear positive Cotton effect was observed in the range of 240-350 run corresponding to the absorption of the polymer backbone, indicating that 2 partially formed a one-handed helical structure, which was preserved by the chirality of (S)-(2-methoxymethyl)pyrrolidine bonding to the terminal end in 2. In the titration experiments for the CD intensity of 2 in the presence Of D- and L-Phe-HClO4 (where Phe is phenylalanine), a small but remarkable difference was observed in the amount of the chiral guest needed for saturation of the CD intensity and in the saturated CD intensity, indicating that the extremely stable, one-handed helical part should exist in the main chain of 2, which was not inverted even when the unfavorable chiral guest for the predominant helical sense, L-Phe.HClO4, was added. In addition, helical polymer 2 exhibited a chiral discrimination ability toward racemic guests; that is, the guests were extracted from the aqueous phase into the organic phase with enantiomeric excess. The driving force of the chiral discrimination ability of 2 should certainly be attributed to the one-handed helical structure in 2. (c) 2005 Wiley Periodicals, Inc.
• Chromatographic application of 3,4-di-O-alkyl-(1 -> 6)-2,5-anhydro-D-glucitol for separation of alkali and alkaline earth metal ions

  T Satoh, Otsuka, I, R Sakai, K Saitoh, S Umeda, K Tsuda, H Hashimoto, T Kakuchi

  POLYMER JOURNAL Society of Polymer Science, Japan 38 (5) 490 - 494 0032-3896 2006 [Not refereed][Not invited]
  
• Thermoresponsive property controlled by end-functionalization of poly(N-isopropylacrylamide) with phenyl, biphenyl, and triphenyl groups

  Q Duan, A Narumi, Y Miura, XD Shen, SI Sato, T Satoh, T Kakuchi

  POLYMER JOURNAL 38 (3) 306 - 310 0032-3896 2006 [Not refereed][Not invited]
  
• Metal-cation-induced chiroptical switching for poly(phenylacetylene) bearing a macromolecular ionophore as a graft chain

  Otsuka, I, R Sakai, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 43 (23) 5855 - 5863 0887-624X 2005/12 [Not refereed][Not invited]
   

  A poly(phenylacetylene) bearing a polycarbohydrate ionophore as a graft chain (copolymer 4) was synthesized by the copolymerization of end-functionalized (1 -> 6)-2,5-anhydro-3,4-di-O-ethyl-D-glucitol with a 4-ethynylbenzoyl group (macromonomer 2) with phenylacetylene. Copolymer 4 showed a split-type circular dichroism (CD) in the long absorption region of the conjugated polymer backbone (280-500 nm), and the CD pattern varied in response to external stimuli, such as the solvents and temperature. This suggested that 4 had a predominantly one-handed helical conformation in the polyacetylene backbone. The CD pattern of 4 was completely inverted by the formation of a complex between the macromolecular ionophore units and the selected metal cations, that is, Ba2+, Pb2+, Sr2+, Na+, and Li+. This suggested that copolymer 4 underwent a helix-helix transition through the host-guest complexation with achiral inorganic metal cations. (c) 2005 Wiley Periodicals, Inc.
• Regio- and stereoselective cyclizations of dianhydro sugar alcohols catalyzed by a chiral (salen)Co-III complex

  T Satoh, T Imai, S Umeda, K Tsuda, H Hashimoto, T Kakuchi

  CARBOHYDRATE RESEARCH 340 (17) 2677 - 2681 0008-6215 2005/12 [Not refereed][Not invited]
   

  The (salen)(CoOAc)-O-III ((R,R)-1 and (S,S)-1) catalyzed cyclizations of the chiral dianhydro sugars, 1,2:5,6-dianhydro-3,4-di-O-methyl-D-glucitol (2), 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (3), 1,2:5,6-dianhydro-3,4-di-O-methyl-L-iditol (4), and 1,2:4,5-dianhydro-3-O-methyl-L-arabinitol (5), is a facile method for the synthesis of anhydroalditol alcohols. Cyclization of 2 using (R,R)-1 and (S,S)-1 proceeded diastereoselectively to form 2,5-anhydro-3,4-di-O-methyl-D-mannitol (6) and 2,5-anhydro-3,4-di-O-methyl-L-iditol (7), respectively. The cyclization of 3 and 5 is a novel method for obtaining 1,6-anhydro-3,4-di-O-methyl-D-mannitol (11) and a stereoselective route to 1,5-anhydro-3-O-methyl-L-arabinitol (13). It is proposed that the reaction occurs via endo-selective cyclization of an epoxy alcohol produced by the endo-selective ring-opening of one of the two epoxide moieties in the starting material. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of cellulose carbamates having alpha-amino acid moieties

  XD Shen, N Sugie, Q Duan, Y Kitajyo, T Satoh, T Kakuchi

  POLYMER BULLETIN 55 (5) 317 - 322 0170-0839 2005/11 [Not refereed][Not invited]
   

  The reaction of cellulose with N-carbonyl alpha-amino acid ester 1 leading to cellulose carbamate 2 was carried out in N,N-dimethylacetamide at 100 degrees C. For N-carbonyl L-leucine ethyl ester (1a), the degree of the carbamate substituent (DS) in 2a was 2.5 for [1a]/[glucose units in cellulose] = 3.0 and reached ca. 3.0 for [1a]/[glucose units in cellulose] = 4.0. Cellulose carbamate 2a was highly soluble in not only aprotic polar solvents but also other organic solvents such as ethyl ether and methyl alcohol. The chiral discrimination ability of 2a was higher than those of the cellulose carbamates having L-phenylalanine and L-aspartic acid moieties.
• Synthesis and helicity induction of poly(phenylacetylene) derivatives bearing a crown cavity on the main chain

  R Kakuchi, R Sakai, Otsuka, I, T Satoh, H Kaga, T Kakuchi

  MACROMOLECULES 38 (23) 9441 - 9447 0024-9297 2005/11 [Not refereed][Not invited]
   

  The cyclopolymerizations of alpha,omega-diacetylene monomers, 1, 14-bis(4'-ethynylphenoxy)-3,6,9,12-tetraoxatetradecane (1) and 1,17-bis(4'-ethynylphenoxy)-3,6,9,12,15-pentaoxaheptadecane (2), were carried out in chloroform at a monomer concentration of 0.02 mol L(-1) using Rh(nbd)BPh(4) as the catalyst to afford organic-solvent-soluble and gel-free polymers. The obtained polymers were assignable to poly(phenylacetylene) derivatives with crown ether on the main chain (poly-1 and poly-2, respectively). In addition, the laser Raman spectra showed that both polymers possessed a highly cis-transoidal stereoregularity. The CD spectra of poly-1 and poly-2 in the presence of the perchloric acid salts of L-phenylglycine (L center dot Pgly center dot HClO(4)) showed a characteristic induced CD (ICD) in the UV-vis absorption region of the polymer backbone from 290 to 530 nm, and the CD patterns of both polymers in the presence Of D-and L center dot Pgly center dot HClO(4) were mirror images. Like other dynamic helical polymers, the amount of a guest, temperature, and solvent had significant influences on the induced helical structure.
• Star-shaped polystyrenes with glycoconjugated periphery and interior: Synthesis and entrapment of hydrophilic molecule

  A Narumi, S Yamane, Y Miura, H Kaga, T Satoh, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 43 (19) 4373 - 4381 0887-624X 2005/10 [Not refereed][Not invited]
   

  Star-shaped polystyrenes with acetyl glucose in the periphery and interior were synthesized via two-steps, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated living radical polymerizations. In the first step, styrene (St) was polymerized with 4-[1'-(2",2",6",6"-tetramethyl-1"-piperidinyloxy)ethyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside, 1, at 120 C to afford a TEMPO-terminated polystyrene with acetyl glucose in the chain-end, arm-polymer 2. Similarly, St was polymerized with 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane, 3, to obtain a TEMPO-terminated polystyrene, arm-polymer 4. In the second step, the coupling reaction of arm-polymer 2 was performed using divinylbenzene (DVB) as a linking agent in m-xylene at 138 C, giving a star-shaped polystyrene with acetyl glucose in the periphery, 5. The coupling reaction of arm-polymer 4 with DVB was carried out in the presence of 1, which produced a star-shaped polystyrene with acetyl glucose in the interior, 6. Dynamic laser light scattering (DLS) measurements indicated that 5 and 6 existed as the particles in toluene with the average diameters ranging from 12-40 nm. The numbers of the arm (N-arm) were 12-23 and 6-64 for 5 and 6, respectively, which were determined by their isolated yields and static laser light scattering (SLS) measurements. The numbers of the acetyl glucose units (N-1) were 12-23 and 9-104 for 5 and 6, respectively, which were determined from specific rotation ([alpha](365)). Finally, 5 and 6 were modified by deacetylation using sodium methoxide, producing star-shaped polystyrenes with glucose in the periphery and interior, 7 and 8, respectively. The final architectures were found to entrap a hydrophilic molecule at their glycoconjugated periphery or interior in good solvents for polystyrene such as chloroform. (c) 2005 Wiley Periodicals, Inc.
• Synthesis of well-defined AB(20)-type star polymers with cyclodextrin-core by combination of NMP and ATRP

  Y Miura, A Narumi, S Matsuya, T Satoh, Q Duan, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 43 (18) 4271 - 4279 0887-624X 2005/09 [Not refereed][Not invited]
   

  The synthesis of an AB(20)-type heteroarm star polymer consisting of a polystyrene arm and 20-arms of poly(methyl methacrylate) or poly(tert-butyl acrylate) was carried out using the combination of nitroxide-mediated polymerization (NMP) and atom transfer radical polymerization (ATRP). The NMP of styrene was carried out using mono-6-[4-(1'-(2 '',2 '',6 '',6-tetramethyl-1 ''-piperidinyloxy)ethyl)benzamido]-beta-cyclodextrin peracetate (1) to afford end-functionalized polystyrene with an acetylated beta-cyclodextrin (beta-CyD) unit (prepolymer 2) with a number-average molecular weight (M-n) of 11700 and a polydispersity (M-w/M-n) of 1.17. After deacetylation of prepolymer 2, the resulting polymer was reacted with 2-bromoisobutyric anhydride to give endfunctionalized. polystyrene with 20(2-bromoisobutyrol)s beta-Cyl), macroinitiator 4. The copper (I)-mediated ATRP of methyl methacrylate (MMA) and tert-butyl acrylate (tBA) was carried out using macroinitiator 4. The resulting polymers were isolated by SEC fractionation to produce AB(20)-type star polymers with a beta-CyD-core, 5. The well-defined structure of 5 with weight-average molecular weight (M-w)s of 13,500-65,300 and M-w/M-n's of 1.26-1.28 was demonstrated by SEC and light scattering measurements. The arm polymers were separated from 5 by destruction with 28 wt % sodium methoxide in order to analyze the details of their characteristic structure. (c) 2005 Wiley Periodicals, Inc.
• Polymerization of 1,2 : 5,6-diepithio-3,4-di-O-methyl-D-mannitol, 1,2 : 5,6-diepithio-3,4-di-O-methyl-L-iditol, and 1,2 : 5,6-diepithio-3,4-di-O-methyl-allitol using zinc complexes: The regio- and stereoselectivities and asymmetric synthesis of thiosugar polymers

  T Satoh, T Imai, N Sugie, H Hashimoto, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 43 (18) 4118 - 4125 0887-624X 2005/09 [Refereed][Not invited]
   

  The polymerizations of the diepisulfides 1,2:5,6-diepithio-3,4-di-O-methyl-D-mannitol (1a), 1,2:5,6-diepithio-3,4-di-O-methyl-L-iditol (1b), and 1,2:5,6-diepithio-3,4-di-0-methyl-allitol (1c) were carried out with ZnEt2/H2O, ZnEt2/alcohol, and ZnEt2/(S or R)-1,1'-bi-2-naphthol (BN) as the initiator systems. All the polymerizations proceeded without any gel formation and gave white, powdery products. The number-average molecular weights of the obtained polymers were changed in the range of 5300-33,600. The polymerization of la using the ZnEt2/H2O (1/1) catalyst in tetrahydrofuran proceeded through a regio- and stereoselective cyclopolymerization mechanism to produce thiosugar polymers mainly consisting of 2,5-anhydro-1,5dithio-D-glucitol as the five-membered ring units. The polymers obtained from 1b and 1c with ZnEt2/H2O exhibited lower stereoregularities than that from la. For the polymers obtained from la with the ZnEt2/alcohol systems, the molar fraction of the five-membered ring units depended on the alcohol used as a ligand. On the other hand, the polymerization of le using ZnEt2/(R or S)-BN asymmetrically proceeded, and optically active polymers consisting of desulfurized acyclic units were obtained. When ZnEt2/(R)-BN (1/1) was used in toluene, the polymer with [alpha](D)(23) = +56.9 degrees was obtained in an 88.6% yield. The resulting polymer had an isotactic-rich structure consisting of about 90% (R)-configurational units and about 10% (S)-units. (c) 2005 Wiley Periodicals, Inc.
• Depolymerization of glucan through microwave-assisted heating

  Harumi Kaga, Atsushi Narumi, Masakatsu Miura, Kenji Takahashi, Toshifumi Satoh, Toyoji Kakuchi

  Proceedings of 7th Austrian Polymer Meeting Proceedings of 7th Austrian Polymer Meeting 90  2005/07 [Not refereed][Not invited]
  
• Synthesis, branched structure, and solution property of hyperbranched D-glucan and D-galactan

  T Satoh, T Imai, H Ishihara, T Maeda, Y Kitajyo, Y Sakai, H Kaga, N Kaneko, F Ishii, T Kakuchi

  MACROMOLECULES 38 (10) 4202 - 4210 0024-9297 2005/05 [Not refereed][Not invited]
   

  The ring-opening multibranching polymerizations of 1,6-anhydro-β-D-glucopyranose (1) and 1,6-anhydro-β-D-galactopyranose (2) have been studied in order to synthesize hyperbranched polysaccharides. The solution polymerization in propylene carbonate and the bulk polymerization of 1 and 2 using a thermally induced cationic initiator proceeded through a ring-opening reaction and a proton transfer reaction to afford highly water-soluble polysaccharides, i.e., poly-1 and poly-2, respectively. For the polymers from 1 and 2 with the same polymerization conditions, the M-w,M-SLS and yield of poly-1 were higher than those of poly-2. Here, poly-1 and poly-2 were characterized as hyperbranched polysaccharides consisting of α- and β-linked D-hexopyranosyl and D-hexofuranosyl repeating units, hyperbranched D-glucan and D-galactan, respectively. In addition, poly-1 and poly-2 had ca. 30-40 mol % nonreducing D-hexopyranosyl and D-hexofuranosyl terminal units, and the degree of branching was ca. 0.38 for poly-1 and 0.44-0.60 for poly-2. The respective viscosities of poly-1 and poly-2 in aqueous NaNO3(0.2 mol(.)L(-1)) solution were very low with the intrinsic viscosity values of 0.023-0.042 dL(.)g(-1). The steady shear flow of poly-1 in aqueous solution exhibited a Newtonian behavior with steady shear viscosities independent of the shear rate, even at high concentrations. The results indicated that the characteristics of the viscosities were attributed to the spherical structure of the hyperbranched polysaccharide in aqueous solution.
• Synthesis of hyperbranched polytetritol by ring-opening multibranching polymerizations of 2,3-anhydroerythritol and 2,3-anhydro-DL-threitol

  T Imai, Y Nawa, Y Kitajyo, T Satoh, H Kaga, N Kaneko, T Kakuchi

  MACROMOLECULES 38 (5) 1648 - 1654 0024-9297 2005/03 [Not refereed][Not invited]
   

  2,3-Anhydroerythritol (1a) and 2,3-anhydro-DL-threitol (1b) were polymerized using boron trifluoride diethyl etherate (BF3.OEt2) as a cationic initiator. The polymerizations of 1a and 1b proceeded through a ring-opening reaction with a proton-transfer reaction to produce hyperbranched carbohydrate polymers (2a and 2b) consisting of DL-threitol and erythritol units, respectively. The degrees of branching (DBs) estimated by the C-13 NMR spectra of 2a and 2b were 0.47 and 0.45, respectively. The weight-average molecular weight (M-w,M-SLS) values (2.67 x 10(5)-3.20 x 10(6)) estimated using static light scattering (SLS) of the resulting hyperbranched carbohydrate polymers were significantly higher than the weight-average molecular weight (M,,SEC) values (1.04 x 10(3)-2.77 x 10(3)) estimated using size exclusion chromatography (SEC). The viscosities of 2a and 2b in aqueous sodium nitrate (NaNO3) solution were very low, and the intrinsic viscosities ([eta]) of 2a and 2b were in the range from 0.0190 to 0.0250 dL g(-1). The three-dimensional properties characterized by the SLS and viscosity measurements indicated that 2a and 2b should be spherical molecules.
• Atom transfer radical polymerization of methyl methacrylate in fluoroalcohol: Simultaneous control of molecular weight and tacticity

  Y Miura, T Satoh, A Narumi, O Nishizawa, Y Okamoto, T Kakuchi

  MACROMOLECULES 38 (4) 1041 - 1043 0024-9297 2005/02 [Not refereed][Not invited]
  
• Synthesis and characterization of well-defined end-functionalized poly(N-isopropylacrylamide) with a pyrenyl group

  Miura, Y, Duan, Q, Narumi, A, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 230 2005
• Simultaneous control of molecular weight and tacticity of poly(methyl methacrylate) by atom transfer radical polymerization in fluoroalcohol.

  Miura, Y, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 229 2005
• Synthesis of polyisocyanate bearing crown ether via asymmetric polymerization with chiral initiator

  Sakai, R, Satoh, T, Otsuka, I, Kakuchi, R, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 230 2005
• Synthesis and encapsulation-release property of star-shaped polylactide having hyperbranched D-Mannan as a core

  Satoh, T, Tamaki, M, Kitajyo, Y, Imai, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 230 2005
• Helix-helix transition for poly (phenylacetylene) bearing macromollecular ionophore via the host-guest complexation with metal cations

  Otsuka, I, Satoh, T, Sakai, R, Kakuchi, R, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 230 2005
• Enantiomer-selective polymerization of rac-2,4-pentanediyl bis(4-vinylbenzoate) using chiral atom transfer radical initiating system

  Satoh, T, Ishido, S, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 230 2005
• 多分岐糖鎖を用いた機能性医用材料の創製～より安全で、高性能な医用材料を目指して～

  創成ニューズレター (北海道大学) 2 17 - 19 2005 [Not refereed][Not invited]
  
• 多分岐糖鎖高分子の面白さ 新しい化学構造と機能性をもつ材料の開発に期待

  佐藤敏文, 佐藤敏文

  化学と生物 43 (12) 778 - 779 0453-073X 2005 [Not refereed][Not invited]
  
• Asymmetry selection radical polymerization of the bis(4-vinyl benzoate) derivative using the chiral start system

  石戸総, 青木登和子, 佐藤敏文, 覚知豊次

  高分子加工 高分子刊行会 54 (1) 2 - 6 0023-2564 2005 [Not refereed][Not invited]
  
• Novel synthetic method for preparing artificial carbohydrate polymers

  Satoh, Toshifumi, Imai, Tomoko, Kitajyo, Yoshikazu, Kakuchi, Toyoji, Bregg, RK

  Current Topics in Polymer Research 195 - 231 2005 [Refereed][Not invited]
  
• Synthesis of star-shaped polystyrenes with glucose in the chain-end and core

  H Kaga, S Yamane, A Narumi, T Satoh, T Kakuchi

  MACROMOLECULAR SYMPOSIA 217 29 - 38 1022-1360 2004/10 [Not refereed][Not invited]
   

  2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) was reacted with 4-ethylphenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside using tert-butyl hydroperoxide and cobalt(II)acetate tetrahydrate in acetonitrile. The reaction provided 4-[1'-(2",2",6",6"-tetramethyl-1"-piperidinyloxy)-ethyl]phenyl 2,3,4,6-tetra- O-acetyl-beta-D-glucopyranoside, glycoconjugated initiator. Star-shaped polystyrene architectures in which glucose was covalently bonded in the core and chain-end were successfully prepared from the glycoconjugated initiator, styrene, and 1,4-divinylbenzene as starting materials.
• Synthesis of hyperbranched polysaccharide by thermally induced cationic polymerization of 1,6-anhydrohexopyranose

  T Satoh, T Imai, Y Kitajyo, T Maeda, A Narumi, H Kaga, N Kaneko, T Kakuchi

  MACROMOLECULAR SYMPOSIA 217 39 - 46 1022-1360 2004/10 [Not refereed][Not invited]
   

  The thermally induced cationic polymerizations of 1,6-anhydro-beta-D-glucopyranose (1a), 1,6-anhydro-beta-D-mannopyranose (1b) and 1,6-anhydro-beta-D-galactopyranose (1c) as a latent cyclic AB(4)-type monomer were carried out using (S-2-butenyl)tetramethylenesulfonium hexafluoroantimonate (2) as an initiator. The solution polymerization in propylene carbonate proceeded without gelation to produce the water-soluble hyperbranched polysaccharides (3a-c) with controlled molecular weights and narrow polydispersities. The degree of branching (DB), estimated by the methylation analysis of 3a-c, was in the range of 0.38 - 0.49. The thermally induced cationic polymerization of 1a-c using 2 is a facile method leading to a hyperbranched polysaccharide with a high DB value.
• Enantiomer-selective radical cyclopolymerization of rac-2.4-pentanediyl dimethacrylate using a ruthenium-mediated chiral atom transfer radical polymerization initiating system

  M Tsuji, T Aoki, R Sakai, T Satoh, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 42 (18) 4563 - 4569 0887-624X 2004/09 [Not refereed][Not invited]
   

  The enantiomer-selective radical polymerization of rac-2,4-pentanediyl dimethacrylate, an equimolar mixture of (2S,4S)-2,4-pentanediyl dimethaerylate (SS-1) and (2R,4R)-2,4-pentanediyl dimethacrylate (RR-1), was carried out with a chiral atom transfer radical polymerization initiating system consisting of methyl 2-bromoisobutyrate (3), dichlorotris(triphenylphosphine)ruthenium [RuCl2(PPh3)(3)], and a chiral additive in anisole at 60 degreesC. When (S)-1,1'-bi-2-naphthol (a-3) was used as the chiral additive, the recovered monomer was enriched in SS-1, and the enantiomeric excess was 16.9% at a 22.6% monomer conversion. The specific rotation ([alpha](435), c 0.3, CHCl3) of the resulting polymer was +40.3degrees at a 22.6% monomer conversion. For the copolymerization of SS-1 and RR-1 with 3/RuCl2(PPh3)(3)/a-3 in anisole at 60 degreesC, the monomer reactivity ratio for RR-1 (r(R)) was determined to be 4.94, and that for SS-1 (r(S)) was 0.27. For the homopolymerizations of SS-1 and RR-1 with 3/RuCl2(PPh3)(3)/a-3 in anisole at 60 degreesC, the polymerization rate of RR-1 was considerably faster than that of SS-1, and the rate constants for the homopolymerizations were determined to be k(SS) = 2.0 x 10(-3) h(-1) and k(RR) = 8.2 x 10(-3) h(-1), respectively. With the values of k(SS), k(RR), r(R), and r(S), the relative ratio k(SS)/k(RR)/k(SR)/k(RS) was determined to be 1.2:4.9:4.5:1, which indicated that both the growing end of SS-1 and that of RR-1 preferentially reacted with RR-1. (C) 2004 Wiley Periodicals, Inc.
• Cyclopolymerization of dianhydro sugar leading to novel carbohydrate polymers as macromolecular ionophores

  Satoh, T, Kakuchi, T

  Progress in Polymer Science 29 (1) 0931-7597 2004/08
• Helicity induction of polyisocyanate with a crown cavity on the main chain synthesized by cyclopolymerization of alpha,omega-diisocyanate

  R Sakai, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  MACROMOLECULES 37 (11) 3996 - 4003 0024-9297 2004/06 [Not refereed][Not invited]
   

  Polymerization of a novel alpha,omega-diisocyanate monomer, 1,14-bis(4-isocyanatophenoxy)-3,6,9,12-tetraoxatetradecane (1), was carried out in DMF using MeLi to afford a gel-free linear polymer according to a cyclopolymerization mechanism. The resulting polymer was assignable to poly(phenyl isocyanate) with a C-2 symmetrical crown cavity on the main chain (2). The circular dichroism (CD) spectrum of 2 in the presence of the perchloric acid salt Of L-phenylglycine (L-Pgly.HClO4) showed a negative Cotton effect with a high intensity of -3.2 x 10(4) deg cm(2) dmol(-1) in the range from 245 to 330 nm, corresponding to the absorption of the polymer backbone, while a positive Cotton effect was observed for D-Pgly.HClO4, and the CD spectrum pattern was a mirror image of that of 2 with L-Pgly-HClO4. Thus, this suggested that the novel type of poly(phenyl isocyanate) with the crown cavity on the main chain (2) formed a one-handed helical structure driven by the host-guest complexation with the chiral guest molecules. Although the solvent significantly influenced the CD intensities of 2, the CD intensities hardly changed at any temperature.
• Synthesis of hyperbranched carbohydrate polymer by ring-opening multibranching polymerization of 1,4-anhydroerythritol and 1,4-anhydro-L-threitol

  T Imai, T Satoh, H Kaga, N Kaneko, T Kakuchi

  MACROMOLECULES 37 (9) 3113 - 3119 0024-9297 2004/05 [Not refereed][Not invited]
   

  1,4-Anhydroerythritol (1a) and 1,4-anhydro-L-threitol (1b) were polymerized using trifluoromethanesulfonic acid (CF3SO3H) or fluorosulfonic acid (FSO3H) as a cationic initiator. The polymerizations of la and 1b, proceeded through a ring-opening reaction with a proton-transfer reaction to produce hyperbranched carbohydrate polymers (2a and 2b) mainly consisting of erythritol and L-threitol units, respectively. The degrees of branching (DB) estimated by the C-13 NMR spectra of 2a and 2b were ca. 0.28-0.47. The weight-average molecular weight (M-w,(SLS)) values (3.2 X 10(4) - 5.1 x 10(5)) estimated using static laser light scattering (SLS) of the resulting hyperbranched carbohydrate polymers were significantly higher than the weight-average molecular weight (M,SEC) values (1.5 x 10(3)-1.4 x 10(4)) estimated using size exclusion chromatography (SEC). The solution viscosities of 2a and 2b were very low, and the intrinsic viscosities ([eta]) of 2a and 2b were in the range from 3.26 x 10(-2) to 7.30 x 10(-2) dL.g(-1). The three-dimensional properties characterized by the SLS and viscosity measurements indicated that 2a and 2b should be nanoscale particles.
• 植物由来の原料を利用した新しい医療用ゲル材料の開発～より安全な外科用接着剤、止血剤を目指して～

  創成ニューズレター (北海道大学) 1 9 - 9 2004 [Not refereed][Not invited]
  
• Capsulation-release property of amphiphilic hyperbranched polysaccharide for hydrophilic guest molecules

  Kitajyo, Y, Sakai, Y, Imai, T, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 227 2004
• Capsulation-release property of amphiphilic hyperbranched polysaccharide for hydrophilic guest molecules

  Toshifumi Satoh

  Abstracts of Papers of the American Chemical Society 2004
• Synthesis of Hyperbranched Polysaccharides by Cationic Ring-opening Polymerization of Anhydrohexopyranose

  佐藤敏文, 今井知子, 北城喜一, 覚知豊次

  Foods & Food Ingredients Journal of Japan FFIジャーナル編集委員会 209 (5) 397 - 403 0919-9772 2004 [Not refereed][Not invited]
  
• Enantiomer-Selective Radical Polymerization of 2,4-Pentanediyl Dimethacrylate Using Chiral Ruthenium Catalyst

  辻雅司, 堺井亮介, 青木登和子, 佐藤敏文, 加我晴生, 覚知豊次

  高分子論文集 高分子学会 61 (4) 269 - 274 0386-2186 2004 [Not refereed][Not invited]
   

  The enantiomer-selective radical polymerization of rac-2,4-pentanediyl dimethacrylate (rac-1) was carried out using methyl 2-bromoisobutylate (3) /Ru catalyst (Ru-X) /chiral additive (A-X) as the chiral atom transfer radical polymerization (ATRP) initiating system in anisole at 60 degreesC. The chiral metal complex affected the enantiomer selectivity, e.g., when (S)-1, 1'-bi-2-naphthol (A-4) was used as the chiral additive, (2R,4R)-2,4-pentanediyl dimethacrylate (RR-1) was predominantly consumed and the enantiomeric excess of the recovered monomer was 16.9% at 22.6% of a monomer conversion. The enantiomeric excess of the recovered monomer increased with the increasing monomer conversion, and the specific rotation of the resulting polymers decreased. In conclusion, we achieved the enantiomer-selective polymerization by cyclopolymerizing rac-1 by the ATRP method using the chiral initiating system.
• Cyclopolymerization of dianhydro sugar leading to novel carbohydrate polymers as macromolecular ionophores

  T Satoh, T Kakuchi

  PROGRESS IN POLYMER SCIENCE 29 (1) 13 - 43 0079-6700 2004/01 [Refereed][Not invited]
   

  The regio- and stereoselective cyclopolymerization of 1,2:5,6-dianhydrohexitol, 1,2:4,5-dianhydropentitol, and 1,2:5,6-diepithio-1,2:5,6-tetradeoxy-hexitoI has been studied as a new synthetic method for preparing artificial carbohydrate polymers lacking an anomeric linkage, quite different from the structure of naturally occurring polysaccharides. The carbohydrate polymers consisting of (1 --> 6)-linked 2,5-anhydrohexitol as five-membered ring units were formed by the cyclopolymerizations of 1,2:5,6-dianhydro-3,4-di-O-alkyl-D-mannitol, -L-iditol, -D-glucitol, and -allitol, while the formation of six-membered ring units was found in a polymer prepared by the cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-alkyl-galactitol. In addition, the anionic cyclopolymerization of 1,2:5,6-dianhydrohexitol produced a well-defined carbohydrate polymer. The cationic cyclopolymerization of 1,2:4,5-dianhydro-3-0-methylxylitol proceeded regio- and stereoselectively to produce a novel carbohydrate polymer consisting of mainly (2 --> 5)-linked 1,4-anhydro-3-O-methyl-DL-arabinitoI as five-membered ring units. The cationic and anionic cyclopolymerizations of 1,2:5,6-diepithio-1,2,5,6-tetradeoxy-3,4-di-O-methyl-D-mannitoI and 1,2:5,6-diepithio-1,2,5,6-tetradeoxy-3,4-di-O-methyl-L-iditoI were a novel method for producing sulfur-containing carbohydrate polymers, i.e. thiosugar polymers. These carbohydrate polymers acted as a macromolecular ionophore, which exhibited size-selective cation-binding ability for metal cations and chiral discrimination ability for racemic amino acid derivatives. They were applied to optical resolution systems as liquid and solid membranes and, chiral stationary phase in HPLC. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis of hyperbranched 2,5-anhydro-D-glucitol by proton-transfer cyclopolymerization of 1,2 : 5,6-dianhydro-D-mannitol

  T Imai, T Satoh, H Kaga, N Kaneko, T Kakuchi

  MACROMOLECULES 36 (17) 6359 - 6363 0024-9297 2003/08 [Not refereed][Not invited]
   

  The cyclopolymerization of 1,2:5,6-dianhydro-D-mannitol (1) was carried out using (BF3OEt2)-O-. and t-BuOK. Although the anionic polymerization tended to form gels, the cationic polymerization proceeded through the proton-transfer reaction mechanism to produce hyperbranched carbohydrate polymers (2) mainly consisting of 2,5-anhydro-D-glucitol units. The weight-average molecular weight (M-w,(SLS)) values of 2 measured by static light scattering (SLS) varied in the range of 2.08 x 10(5)-26.9 x 10(5), which were significantly higher than the weight-average molecular weight (M-w,M-SEC) values by size exclusion chromatography (SEC). The degree of branching (DB), estimated by the C-13 NMR measurements, was ca. 0.44-0.46. The alpha value of the Mark-Houwink equation, which was determined by the viscosity measurements, was ca. 0.3. The hyperbranched polymers 2 were nanoscale particle with the radii of gyration (R-g) of 67.4-132.0 nm.
• Synthesis of hyperbranched polysaccharide by thermally induced cationic polymerization of 1,6-anhydro-beta-D-mannopyranose

  T Satoh, T Imai, H Ishihara, T Maeda, Y Kitajyo, A Narumi, H Kaga, N Kaneko, T Kakuchi

  MACROMOLECULES 36 (17) 6364 - 6370 0024-9297 2003/08 [Not refereed][Not invited]
   

  The thermally induced cationic polymerization of 1,6-anhydro-beta-D-mannopyranose (1) as a latent cyclic AB(4)-type monomer was carried out using 2-butenyltetramethylenesulfonium hexafluoroantimonate (2) as the initiator. The solution polymerization in propylene carbonate proceeded without gelation to produce the water-soluble hyperbranched polysaccharides (3) with controlled molecular weights and narrow polydispersities. The weight-average molecular weight (M-w,M-SLS) values of 3 measured by static laser light scattering (SLS) varied in the range 6.5 x 10(3) to 6.4 x 10(5), which were significantly higher than the weight-average molecular weight (Mw,SEC) values by size exclusion chromatography (SEC). The viscosity of the solution of 3 was very low, and the intrinsic viscosities were from 0.032 to 0.047 dL(.)g(-1). Polymer 3 was composed of alpha- and beta-linked hyperbranched polysaccharides consisting of 19 kinds of D-mannopyranosyl and D-mannofuranosyl repeating units, which had numerous nonreducing D-mannopyranosyl terminal units. The degree of branching (DB), estimated by the methylation analysis of 3, was in the range of 0.38-0.44. The thermally induced cationic polymerization of 1 using 2 is a facile method leading to the hyperbranched polysaccharide with a high DB value.
• Glycoconjugated polymer. 5. Synthesis and characterization of a seven-arm star polystyrene with beta-cyclodextrin core based on TEMPO-mediated living radical polymerization

  T Kakuchi, A Narumi, T Matsuda, Y Miura, N Sugimoto, T Satoh, H Kaga

  MACROMOLECULES 36 (11) 3914 - 3920 0024-9297 2003/06 [Not refereed][Not invited]
   

  beta-Cyclodextrin (-CyD) was modified into a seven-functional initiator (1) for 2,2,6,6-tetramethylpiperidinyloxy- (TEMPO-) mediated living radical polymerization. Styrene (St) was polymerized with 1 under several conditions to afford original products I-IV. Size exclusion chromatography (SEC) traces of I-IV exhibited trimodal molecular weight distributions; hence, they were fractionated into the respective three species, i.e., main products 2, byproducts 3 with lower molecular weights, and byproducts 4 with higher molecular weights. The weight-average molecular weights determined by SEC and static laser light scattering measurement (M-w,M-SEC and M-w,M-SLS,M- respectively) were 1.34 x 10(4) and ;2.98 x 10(4) for 2-I, 4.52 x 10(4) and 6.77 x 10(4) for 2-II, 1.35 x 10(5) and 1.87 x 10(5) for 2-III, and 9.67 x 10(5) and 1.89 x 10(6) for 2-IV. The M-w,M-SLS's were larger than the respective M-w,M-SEC's. In the H-1 NMR spectra of 2, the signals due to polystyrene (PSt) appeared along with the characteristic signals due to the 1 unit. therefore, those of 2 were assignable to a star PSt with an acetylated beta-CyD core. Polymer 2 was treated with sulfuric acid to give. core-cleaved polymer 2'. The M-w,M-SEC's were 2.80 x 10(3), 9.60 x 10(3), 2.70 x 10(4), and 2.61 x 10(5) for 2'-I, 2-II, 2'-III, and 2'-IV, indicating that the arm number of 2, N-PSt, was seven. The byproducts 3 and 4 were characterized and found to be a TEMPO-terminated linear PSt and a star-star coupled polymer, respectively. The seven-arm star PSt with a beta-CyD core, 5, was obtained through deacetylation of 2 using sodium methoxide in dry THF. The M-w,M-SLS values were 3.96 x 10(5), 3.78 x 10(5), 2.40 x 10(5), and 1.94 x 10(6) for 5-I, 5-II, 5-III, and 5-IV. Hence, 5-I and 5-II showed aggregation in a good solvent for PSt with aggregation-numbers (N-A) of 13 and 6, respectively.
• Glycoconjugated polymer. 4. Synthesis and aggregation property of well-defined end-functionalized polystyrene with beta-cyclodextrin

  T Kakuchi, A Narumi, Y Miura, S Matsuya, N Sugimoto, T Satoh, H Kaga

  MACROMOLECULES 36 (11) 3909 - 3913 0024-9297 2003/06 [Not refereed][Not invited]
   

  2,2,6,6-Tetramethylpiperidinyloxy (TEMPO)-substituted beta-cyclodextrin (beta-CyD), 1, was synthesized as the initiator for the nitroxide-mediated living radical polymerization. Styrene (St) was polymerized with 1 using a molar ratio of St and 1 in a feed ([St]/[1]) of 200 at 120 degreesC for 6 h. The size exclusion chromatography (SEC) trace of the product exhibited a symmetrical peak with a weight-average molecular weight (M-w,SEC) of 11400 and a polydispersity (M-w/M-n) of 1.13. In the H-1 NMR spectrum of the product, the signals due to polystyrene (PSt) appeared along with the characteristic signals due to the 1 unit. Thus, the product was assignable to the end-functionalized PSt with acetylated beta-CyD, 2. The introduction of acetylated beta-CyD into 2 was found to occur in a quantitative fashion, which was confirmed by thin-layer chromatography equipped with a flame ionization detector (TLC-FID). For the [St]/[1] of 600 at 120 degreesC, the St/1 system proceeded in a controlled manner to afford 2 with polymerization times of 1.5-9 h with yields of 5-40% and M-w,M-SEC's of 7500-26 000. On the other hand, the St/1 system for 15 and 20 h afforded polymers with 54 and 75% though an unexpected side reaction occurred. Polymer 2 with M-w,SEC'S of 7500-26 000 was modified by deacetylation using sodium methoxide in dry THF into end-functionalized PSt with beta-CyD, 3. Particle formation was observed during dynamic laser light scattering measurements of 3 in benzene, indicating that 3 was stably suspended in a good solvent for PSt by forming aggregates with beta-CyD as a core. The average aggregation numbers (N-A) of the aggregates were found to range from 42 to 125, which were determined by static laser light scattering measurement.
• Macromolecular helicity induction for novel optically inactive poly(phenyl isocyanate) bearing crown ether based on the host-guest complexation

  R Sakai, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  MACROMOLECULES 36 (10) 3709 - 3713 0024-9297 2003/05 [Not refereed][Not invited]
   

  The macromolecular helicity induction of a novel optically inactive poly(phenyl isocyanate) bearing crown ether as a host group (2) based on host-guest complexation was discussed. 4'-Isocyanatobenzo-18-crown-6 (1) was polymerized with MeLi in THF at -78 degreesC to afford 2 with 71% yield. The circular dichroism (CD) spectrum of 2 in the presence of the perchloric acid salt of L-phenylalanine (L-Phe.HClO4) showed a negative Cotton effect with the high intensity of -3.7 x 10(4) deg cm(2) dmol(-1) in the range from 240 to 340 nm, corresponding to the absorption of the polymer backbone, while a positive Cotton effect was observed for D-Phe.HClO4 and the CD spectrum pattern was the mirror image of that of 2 with L-Phe.HClO4, On the other hand, a clear Cotton effect was not observed at all in the range from 230 to 290 nm for the unimer of 2,4'-(N,N-diacetylamino)benzo-18-crown-6 (3), with L-Phe.HClO4, though the cation-binding property of 3 was almost the same as that of 2, indicating that the induced CDs were based on not the inclusion of the chiral guest in the host group but the structure change in the main chain, i.e., the macromolecular helicity induction for 2 through the host-guest interaction. The helical structure of 2 was significantly affected by the molar ratio of the guest and host, the temperature change, and the type of guests.
• Glycoconjugated polymer 6. Synthesis of poly[styrene-block-(styrene-graft-amylose)] via potato phosphorylase-catalyzed polymerization

  A Narumi, K Kawasaki, H Kaga, T Satoh, N Sugimoto, T Kakuchi

  POLYMER BULLETIN 49 (6) 405 - 410 0170-0839 2003/03 [Not refereed][Not invited]
   

  The potato phosphorylase-catalyzed polymerization of alpha-D-glucose-I-phosphate (G-1-P) onto poly [styrene-block-(4-vinylbenzyl maltohexaoside)] (1) was performed at the molar ratios of [G-1-P](0) and [maltohexaose](0) of 35, 80, and 250. The product was found to be soluble in dimethyl sulfoxide, which was a good solvent for amylose, and showed the complex-formation with iodine, indicating that the product was assignable to poly[styrene-block-(styrene-graft-amy lose)] (2). The quantitative analysis of the liberated phosphoric acid gave the average degree of polymerization of the glucose unit (n) as 27, 51, and 180 for 2-I, 2-II, and 2-III, respectively.
• A novel ladder polymer. Two-step polymerization of oxetanyl oxirane leading to a "fused 15-crown-4 polymer" having a high Li+-binding ability

  T Satoh, H Ishihara, H Sasaki, H Kaga, T Kakuchi

  MACROMOLECULES 36 (5) 1522 - 1525 0024-9297 2003/03 [Not refereed][Not invited]
   

  A novel ladder polymer, i.e., a "fused 15-crown-4 polymer", has been synthesized by a two-step polymerization of 3-ethyl-3-oxiranylmethoxymethyloxetane (1). The anionic polymerization of 1 produced the polyoxirane (2) with multiple pendant oxetanyl groups. The second cationic cyclopolymerization of 2 homogeneously proceeded to form gel-free polymers (3), i.e., "fused 15-crown-4 polymers", having M(n)s of ca. 13 000 in 60-90% yield. The cation-binding ability of 3 has also been evaluated by a liquid-liquid extraction method using picrates of alkali, alkaline-earth, and transition metals. The metal cation-binding property of 3 strongly depended on the metal cation radius. For 3 having an M. of 13 200 and M-w/M-n of 2.42, the extraction yields of Li+, CO2+, Ni2+, and Cu2+ (with radii of 0.68-0.72 Angstrom) were relatively high. Ion selectivity values were similar to those of 14-crown-4.
• より安全な医療材料を目指して

  リテラポプリ(北海道大学) 16 9 - 10 2003 [Not refereed][Not invited]
  
• Synthesis of glycoconjugated polystyrene microgel via tempo-mediated living radical polymerization.

  Narumi, A, Kaga, H, Satoh, T, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 226 2003
• Macromolecular helicity induction in poly(phenylisocyanate) derivative bearing crown ether.

  Sakai, R, Satoh, T, Kakuchi, R, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 225 2003
• A convenient synthesis of functionalized alkoxyamines as initiators for living free radical polymerization

  N Sugimoto, A Narumi, T Satoh, H Kaga, T Kakuchi

  POLYMER BULLETIN 49 (5) 337 - 340 0170-0839 2003/01 [Not refereed][Not invited]
   

  2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) was reacted with ethylbenzene (1a), 1-bromo-4-ethylbenzene (1b), and 4-ethylphenyl acetate (1c), respectively, using tert-BuOOH/Co(OAc).4H(2)O in acetonitrile at room temperature. The reactions produced the respective TEMPO-adducts (2a, 2b, and 2c) in the yields of 37, 44, and 45 %, which were based on TEMPO. Similarly, TEMPO was reacted with 4-ethylphenyl 2,3,6,2',3',4',6'-hepta-O-acetyl-beta-D-cellobioside (1d) to afford the glycoconjugated TEMPO-adduct (2d) in 45 % yield, which was based on 1d. These results indicated that the reaction has the potential to become an easy and also safe strategy, which provided various functionalized alkoxylamines.
• Enantiomer-selective radical polymerization of rac-2,4-pentanediyl dimethacrylate by 2,2 '-azobisisobutyronitrile/copper(II) trifluoromethanesulfonate/chiral diamine as asymmetric reverse atom transfer radical polymerization initiating system

  M Tsuji, R Sakai, T Satoh, H Kaga, T Kakuchi

  POLYMER JOURNAL 35 (1) 84 - 87 0032-3896 2003 [Not refereed][Not invited]
  
• Asymmetric atom transfer radical polymerization: Enantiomer-selective cyclopolymerization of rac-2,4-pentanediyl dimethacrylate using chiral ATRP initiator

  T Kakuchi, M Tsuji, T Satoh

  ADVANCES IN CONTROLLED/LIVING RADICAL POLYMERIZATION 854 206 - 220 0097-6156 2003 [Refereed][Not invited]
   

  The enantiomer-selective radical cyclopolymerization of the racemic mixture of (2R,4R)-2,4-pentanediyl dimethacryrate (RR-1) and (2S,4S)-2,4-pentanediyl dimethacrylate (SS-1) was achieved using chiral atom transfer radical polymerization (ATRP) initiating systems. RR-1 and SS-1 were predominantly polymerized using methyl 2-bromoisobutyrate /CuBr/(S,S)-2,6-bis(4-isopropyl-2-oxazolin-2-yl)pyridine and methyl 2-bromoisobutyrate/RuCl2(PPh3)(3)/(S)-1,1'-bi-2-naphthol, respectively. The enantiomer selectivity ratio was 1.3 similar to 3.2 for the Cu-catalyzed ATRP initiating system and ca. 1.0 similar to 3.4 for the Ru-catalyzed ATRP initiating system.
• Enantiomer-selective polymerization of (RS)(phenoxymethyl)thiirane with diethylzinc/L-amino acid

  T Imai, K Hayakawa, T Satoh, H Kaga, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 40 (20) 3443 - 3448 0887-624X 2002/10 [Not refereed][Not invited]
   

  Enantiomer-selective polymerization of (RS)-(phenoxymethyl)thiirane (RS-1) was carried out with ZnEt2/L-alpha-amino acid as an initiator system, and the effect of the initiator system on the enantiomer selectivity was examined with various amino acids. All polymerizations heterogeneously proceeded, and every initiating system was effective in producing optically active polymers. For the polymerization of RS-1 with diethylzinc (ZnEt2)/(L)-leucine (1/1), the conversion was 43.7% in 12 days, and the number-average molecular weight of the polymer was 18,000. The enantiomer selectivity was maximum when the molar ratio of the two components in the ZnEt2/(L)-alpha-amino acid system was 1:1. When the ZnEt2/(L)-leucine (1/1) system was used in the polymerization, the best result was obtained with an enantiomer-selectivity value of 5.36. During the polymerization, the S enantiomer was preferentially consumed, and the isotactic-rich polymer was enriched in the S configurational units produced. (C) 2002 Wiley Periodicals, Inc.
• Enantiomer-selective radical cyclopolymerization of rac-2,4-pentanediyl dimethacrylate using ATRP initiating system with chiral amine ligand

  M Tsuji, R Sakai, T Satoh, H Kaga, T Kakuchi

  MACROMOLECULES 35 (22) 8255 - 8257 0024-9297 2002/10 [Not refereed][Not invited]
  
• Synthesis of amphiphilic triblock copolymer of polystyrene and poly(4-vinylbenzyl glucoside) via TEMPO-mediated living radical polymerization

  A Narumi, T Matsuda, H Kaga, T Satoh, T Kakuchi

  POLYMER 43 (17) 4835 - 4840 0032-3861 2002/08 [Not refereed][Not invited]
   

  4-Vinylbenzyl glucoside peracetate 1 was polymerized with alpha,alpha'-bis(2',2',6',6'-tetramethyl-1-piperidinyloxy)-1,4-diethylbenzene 2 in chlorobenzene using (IS)-(+)-10-camphorsulfonic acid anhydrous (CSA) as an accelerator ([1] = 0.4 M,[1]/[2]/[CSA] = 75/1/1.3) at 125 degreesC for 5 h. The polymerization afforded poly(4-vinylbenzyl glucoside peracetate) having TEMPO moieties on both sides of the chain ends, 3, with a molecular weight (M-wSLS) of 8500, a polydispersity index (M-w/M-n) of 1.09, and an average degree of polymerization of the I unit (x) of 17. Styrene (St) was polymerized with 3 in chlorobenzene at 125 degreesC (St/chlorobenzene = 1/2, w/w). The polymerization successfully afforded polystyrene - poly(4-vinyl glucoside peracetate) -polystyrene, 4, when the polymerization time was below about 2 h. Polymer 4 with the M-w,M-SLS of 12,500, 17,900, and 29,400, the compositions (y-x-y) of 20-17-20, 45-17-45, and 100-17-100, and the M-w/M-n of 1.12, 1.14 and 1.17 were modified by deacetylation using sodium methoxide in dry-THF into polystyrene - poly(4-vinyl glucoside peracetate) -polystyrene, 5. The solubility of polymer 5 was examined using a good solvent for polystyrene such as toluene and for the saccharide such as H2O. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Enantioseparation properties of (1 -> 6)-alpha-D-glucopyranan and (1 -> 6)-alpha-D-mannopyranan tris(phenylcarbamate)s as chiral stationary phases in HPLC

  A Kusuno, N Mori, T Satoh, M Miura, H Kaga, T Kakuchi

  CHIRALITY 14 (6) 498 - 502 0899-0042 2002/06 [Refereed][Not invited]
   

  Synthetic polysaccharides, (1-->)6-alpha-D-glucopyranan (3a) and (1-->6)-alpha-D-mannopyranan (3b), were prepared by the cationic ring-opening polymerization of 1,6-anhydro-2,3,4-tri-O-allyl-beta-D-glucopyranose (1a) and 1,6-anhydro-2,3,4-O-6-allyl-beta-D-mannopyranose (1b), followed by the cleavage of the allyl ether linkage of 2,3,4-tri-O-allyl-(1-->6)-alpha-D-glucopyranan (2a) and 2,3,4-tri-O-allyl-(1-->6)-alpha-D-mannopyranan (2b), respectively. 2,3,4-Tris-O-(3,5-dimethylphenylcarbamoyl)- and 2,3,4-tris-O-(3,5-dichlorophenylcarbamoyl)-(1-->6)-alpha-D-glucopyranan (CSP-1 and CSP-2, respectively) and 2,3,4-tris-O-(3,5-dimethylphenylcarbamoyl)- and 2,3,4-tris-O-(3,5-dichlorophenylcarbamoyl)-(1-->6)-alpha-D-mannopyranan (CSP-3 and CSP-4, respectively) were prepared by the reaction of 3 with the corresponding 3,5-disubstituted phenylisocyanates and the chiral recognition abilities of CSP-1-4 as chiral stationary phases (CSPs) in high-performance liquid chromatography (HPLC) were evaluated. Racemic compounds such as trans-cyclopropanedicarboxylic acid dianilide (9), 1,2,2,2-tetraphenylethanol (10), flavanone (11), Troger's base (12), benzoin (13), and cobalt(III) tris(acetylacetonate) (14) were efficiently resolved using CSP-1-4. For comparison among CSPs, the chiral recognition properties of the (1-->6)-alpha-D-glucopyranan CSPs were different from that of the (1-->6)-alpha-D-mannopyranan CSPs, and CSP-4 exhibited the highest chiral recognition ability among the CSPs. The resolution factors of 12 and 14 were 0.42 and 0.56 for CSP-1, 0.32 and 2.16 for CSP-2, 1.80 and 0.84 for CSP-3, and 2.31 and 8.26 for CSP-4, respectively.
• Synthesis of star-shaped polystyrenes with glucose- and maltohexaose-conjugated core through nitroxide-controlled free-radical polymerization

  H Kaga, A Narumi, T Satoh, T Matsuda, M Sharfuddin, T Kakuchi

  MACROMOLECULAR SYMPOSIA 181 95 - 100 1022-1360 2002/05 [Not refereed][Not invited]
   

  Coupling reactions of TEMPO-terminated polystyrene (PS-TEMPO) with divinylbenzene were performed in the presence of vinyl saccharides 1, successfully producing star-shaped polystyrenes with glycoconjugated core 2. Amphiphilic star-shaped polystyrenes with cores containing saccharide as hydrophilic segments 3 were obtained by the deacetylation of 2, which exhibited an encapsulation ability toward methyl orange (MO) in chloroform. A positive Cotton effect was observed in the CD spectrum for the MO/3 in the adsorption area of MO, indicating that MO existed in a chiral segment, i.e., the glycoconjugated core.
• Precision synthesis of (1 -> 6)-alpha-D-glucopyranan by cationic ring-opening polymerization of 1,6-anhydro-2,3,4-tri-O-allyl-beta-D-glucopyranose

  T Kakuchi, A Kusuno, M Mori, T Satoh, M Miura, M Sharfuddin, H Kaga

  MACROMOLECULAR SYMPOSIA 181 101 - 106 1022-1360 2002/05 [Not refereed][Not invited]
   

  The ring-opening polymerization of 1,6-anhydro-2,3,4-tri-O-allyl-beta-D-glucopyranose (2) has been carried out using various cationic initiators. For the condition of [2]/[BF3.OEt2] = 20 at -15 degreesC for 90 h, the polymer yield, M-w and M-w/M-n of the polymer obtained were 79%, 215,600 and 3.45, respectively. In order to study the living characteristic of the polymerization of 2, the cationic ring-opening bulk polymerization initiated by trimethylsilyl trifluoromethanesulfonate (TMSOTf) was carried out under the condition of [2]/[TMSOTf] = 1000 at -15 degreesC. The M-w, value increased in proportion to conversion until c.a. 30% and below. The M-w/M(n)s of resulting polymers were very narrow, e.g., the M-w/M-n value was 1.2 and below, which was smaller than that for the solution polymerization using BF3.OEt2. These results indicated that the ring-opening bulk polymerization of 2 using TMSOTf was living-like.
• Bulk cyclopolymerization of 1,2 : 5,6-diepithio-3,4-di-O-methyl-1,2 : 5,6-tetradeoxy-D-mannitol with quaternary ammonium salts leading to gel-free thiosugar polymer

  T Satoh, T Imai, N Sugie, R Nonokawa, K Yokota, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 40 (8) 965 - 970 0887-624X 2002/04 [Not refereed][Not invited]
   

  The bulk cyclopolymerization of diepisulfide, 1,2:5,6-diepithio-3,4-di-O-methyl-1,2:5,6-tetradeoxy-D-mannitol (1), was studied using R4N+Br (R = -CH3, C2H5, C3H7, C4H9, and C7H15) and (C4H9)(4)N+X- (X = Cl, I, NO3, and ClO4) as the initiators. All the bulk polymerizations of 1 using quaternary tetraalkylammonium salts at 90 degreesC proceeded without gelation even at high conversion to produce gel-free polymers consisting of 2,5-anhydro-1,5-dithio-D-glucitol (I) as the major cyclic repeating unit along with 1,5-anhydro-2,5-dithio-D-mannitol (II) and the desulfurized acyclic unit (III) as the minor units. The polymerization rate and molar fraction of the I unit increased with the increasing alkyl chain length of the tetraalkylammonium cation and the increasing nucleophilicity of the counteranion. Tetrabutylammonium chloride exhibited the highest catalytic activity and the highest stereoselectivity, that is, the thiosugar polymer with I:II:III = 81:15:4 and a number-average molecular weight of 31.9 x 10(3) was obtained in 85% yield for a polymerization time of 0.5 h. (C) 2002 Wiley Periodicals, Inc.
• Synthesis of well-defined (1 -> 6)-alpha-D-glucopyranan by ring-opning polymerization of 1,6-anhydro-2,3,4-tri-0-allyl-beta-D-glucopyranose using triflates.

  Mori, M, Kusuno, A, Satoh, T, Kaga, H, Miura, M, Tsuda, K, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 223 2002
• Synthesis of hyperbranched polysaccharide by thermally induced cationic polymerization of 1,6-anhydro sugar.

  Satoh, T, Ishihara, H, Maeda, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 224 2002
• Synthesis of end-functionalized polymer with cyclodextrin based on tempo-mediated radical polymerization.

  Narumi, A, Miura, Y, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 224 2002
• Enantiomer-selective polymerization of (RS)-(phenoxymethyl) thiirane using ZnEt2/L-amino acid.

  Imai, T, Satoh, T, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 223 2002
• Enantiomer-selective radical cyclopolymerization of rac-2,4-pentanediyl dimethacrylate using chiral bipyridine.

  Tsuji, M, Sakai, R, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 223 2002
• Synthesis of hyperbranched polysaccharide by thermally induced cationic polymerization of 1,6-anhydro sugar

  Toshifumi Satoh

  Abstracts of Papers of the American Chemical Society 2002
• Glycoconjugated polymer. 3. Synthesis and amphiphilic property of core-glycoconjugated star-shaped polystyrene

  A Narumi, T Satoh, H Kaga, T Kakuchi

  MACROMOLECULES 35 (3) 699 - 705 0024-9297 2002/01 [Not refereed][Not invited]
   

  Coupling reactions of 2,2,6,6-tetramethylpiperidinyloxy-terminated polystyrene (PS-TEMPO) using divinylbenzene (DVB) as a linking agent were performed in the presence of 4-vinylbenzyl glucoside peracetate (1a) and 4-vinylbenzyl maltohexaoside peracetate (1b). To prepare core-glycoconjugated starshaped polymers with various amphiphilic properties, the molar ratio of 1 and DVB in the feed (F-1, [1]/[DVB]) was changed from 0.13 to 0.38 for the coupling reaction. Star-shaped polystyrenes having 1a and lb units in their cores (2a and 2b, respectively) were obtained by purification using preparative SEC. The weight-average molecular weights determined by static laser light scattering measurements (M-w,M-SLS), the polydispersity indices determined by size exclusion chromatography (M-w/M-n), the number of polystyrene arms (N-arm), and the core-composition ratio (f(1), [1 unit]/[DVB unit]) were 2.89 x 10(5)-3.31 x 10(5), 1.36-1.38, 18, and 0.09-0.23 for 2a and 2.28 x 10(5)-2.60 x 10(5), 1.29-1.35, 11-14, and 0.05-0.17 for 2b, respectively. Amphiphilic star-shaped polystyrenes with cores containing glucose and maltohexaose as hydrophilic segments (3a and 3b, respectively), which were obtained by the deacetylation of 2a and 2b, exhibited an encapsulation ability toward water-soluble molecules, such as methyl orange (MO), in chloroform. The amounts of encapsulated MO remarkably increased with the increasing hydrophilic property of 3. A positive Cotton effect was observed in the circular dichroism spectrum for the MO/3 system in the adsorption area of MO, indicating that MO existed in a chiral segment, i.e., the glycoconjugated core.
• Glycoconjugated polymer. I. Synthesis and characterization of amphiphilic polystyrenes with glucose, maltose, and maltohexaose as hydrophilic segments

  A Narumi, H Kaga, K Kawasaki, Y Taniguchi, T Satoh, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 39 (23) 4061 - 4067 0887-624X 2001/12 [Not refereed][Not invited]
   

  Glucosyl styrene (1a), maltosyl styrene (1b), and maltohexaosyl styrene (1c) were prepared by the glycosylation of 4-vinylbenzyl alcohol with the corresponding glycosyl trichloroacetimidates with boron trifluoride diethyl ether complex. The copolymerizations of 1a-1c with styrene were carried out with 2,2'-azobis(2-methylpropionitrile) as an initiator in dry NN-dimethylformamide at 60 degreesC, and this was followed by deacetylation to produce amphiphilic polystyrenes with glucose (3a), maltose (3b), and maltohexaose (3c) as hydrophilic segments. 3 showed various solubility characteristics that were dependent on the content of glucose residues, especially within a range of 20-50 wt%. The solubility characteristics of 3, related to the copolymer composition, indicated that the hydrophilic property was remarkably improved with an increased number of glucose units, that is, in the order 3a < 3b much less than 3c. The results described in this article provide useful information for the design of glycoconjugated architectures with desired amphiphilic properties. (C) 2001 John Wiley & Sons, Inc.
• Synthesis of star-shaped polystyrene with glycoconjugated core via arm first method.

  Narumi, A, Satoh, T, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 222 2001
• Regio- and stereoselectivity for polymerization of diepisulfides catalysed by zinc complexes.

  Satoh, T, Imai, T, Kakuchi, T, Yokota, K

  Abstracts of Papers of the American Chemical Society 221 2001
• Regio- and stereoelective cyclization of diepoxides catalyzed by chiral Co(salen) complex.

  Satoh, T, Kakuchi, T, Yokota, K

  Abstracts of Papers of the American Chemical Society 221 2001
• Precision synthesis of (1 -> 6)-alpha-D-glucopyranan by cationic ring-opening polymerization of 1,6-anhydro-beta-D-glucopyranose.

  Kusuno, A, Mori, M, Satoh, T, Miura, M, Kaga, H, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 222 2001
• キラルな三座配位Shiff塩基‐金属錯体を用いたカルボジイミドの不斉重合

  佐藤敏文, NOVAK B M

  Jasco Rep 43 (1) 10 - 12 0916-3492 2001 [Not refereed][Not invited]
  
• Chirality induction in cyclopolymerization XVI. Synthesis of optically active poly(methyl acrylate-co-dimethyl fumarate) by radical cyclopolymerization of asymmetrical nonconjugated diene having chiral pentanediol

  H Nakade, M Obata, M Tsuji, A Narumi, T Satoh, K Yokota, T Kakuchi

  POLYMER JOURNAL 33 (12) 946 - 951 0032-3896 2001 [Not refereed][Not invited]
   

  The molecular design and synthesis of asymmetric bifunctional monomers, 3-(S)-acryloyloxy-1-(S)-methyl-butyl methyl fumarate (1a) and 3-(R)-acryloyloxy-1-(R)-methyl-butyl methyl fumarate (1b), have been carried out in terms of a novel method of producing optically active polymers based on cyclopolymerization. The polymerization of 1 proceeded via the cyclopolymerization mechanism to yield the cyclopolymer 2 with the extent cyclization of 0,87-0.96 when the monomer concentration ([M]) in the feed was 0.3 mol L-1 or less. The number-average molecular weight (M-n) decreased with a decrease in the [M] from 8300 to 3300 for polymer 2a and from 4200 to 2400 for polymer 2b. The rotation ([alpha](435)(23), c 1.0, CHCl3) of the resulting polymers changed from + 19.3degrees to + 33.4degrees for 2a and from -26.2degrees to -34.9degrees for 2b. In order to confirm the chirality induction, the chiral pentanediyl moiety was removed from polymer 2 by saponification, and the hydrolyzed polymer was treated with diazomethane to give poly(methyl acrylate-co-dimethyl fumarate) (3). The M-n was 2200-2600 for 3a and 2300-5700 for 3b, and the template-free polymers showed an optical activity with a specific rotation that ranged from -1.4degrees to -9.3degrees for 3a and from +7.5degrees to +8.8degrees for 3b. The CD spectra of 3a showed a positive Cotton effect whereas 3b showed a negative Cotton effect which is the mirror image of 3a. The optical activity of polymer 3 should be attributed to the threo-erythro sequence of the methyl acrylate and dimethyl fumarate units.
• Glycoconjugated polymer II. Synthesis of polystyrene-block-poly(4-vinylbenzyl glucoside) and polystyrene-block-poly(4-vinylbenzyl maltohexaoside) via 2,2,6,6-tetramethylpiperidine-1-oxyl-mediated living radical polymerization

  A Narumi, T Matsuda, H Kaga, T Satoh, T Kakuchi

  POLYMER JOURNAL 33 (12) 939 - 945 0032-3896 2001 [Not refereed][Not invited]
   

  The polymerizations of glycoconjugated monomers, i.e., 4-vinylbenzyl glucoside peracetate (1a) and 4-vinylbenzyl maltohexaoside peracetate (1b), were carried out using 2,2,6,6-tetramethylpiperidine-1-oxyl-terminated polystyrene (PS-TEMPO, M-n = 8100 and M-w/M-n = 1.17) as a macromolecular initiator in xylene at 120degreesC ([1]/[PS-TEMPO] = 25). The M-n of the product increased from 9900 to 12700 for the polystyrene-block-poly-1a (2a) and from 14200 to 16200 for the polystyrene-block-poly-1b (2b) with the increasing polymerization time, whereas the M-w/M-n values were constant at 1.13-1.21. The deacetylation of 2a and 2b using sodium methoxide in dry-THF provided amphiphilic block copolymers containing glucose and maltohexaose as hydrophilic segments, i.e., polystyrene-block-poly(4-vinylbenzyl glucoside) (3a) and polystyrene-block-poly(4-vinylbenzyl maltohexaoside) (3b). The solution property of the block copolymers 3a and 3b in toluene (a good solvent for polystyrene) and H2O (a good solvent for saccharides) varied depending on the weight fraction of the glucose residues (f(g), wt%) in 3, i.e., 3a with an f(g)s of 4, 10, and 14 wt% formed reversed micelle-like aggregate in toluene, whereas 3a with an f(g) of 17 wt% and 3b with an f(g) of 37 and 50 wt% formed micelle-like aggregates in H2O.
• Experiences in American Universities as a Postdoctoral Fellow

  SATOH Toshifumi

  高分子 49 (11) 798 - 798 0454-1138 2000/11/01 [Not refereed][Not invited]
  
• Synthesis of a novel polymeric carbohydrate via regio- and stereoselective cyclopolymerization of 1,2 : 5,6-dianhydrohexitol

  K Yokota, T Kakuchi, T Satoh, S Umeda, M Kamada

  MACROMOLECULAR SYMPOSIA 157 13 - 20 1022-1360 2000/07 [Not refereed][Not invited]
   

  The selective cyclopolymerization of 1,2:5,6-dianhydrohexitols corresponding to diepoxides was a new synthetic strategy for polycarbohydrates, though the polymer is a lack of the anomeric linkage which is found in the naturally occurring polysaccharides. 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol L-iditol, and D-glucitol were polymerized using t-BuOK and BF3. OEt2, to produce the polymers consisting of five-membered rings. On the other hand, the polymers consisting of six-membered rings were obtained by the cationic and anionic polymerizations of meso allitol and galactitol monomers, respectively.
• Cyclopolymerization of 1,2 : 5,6-diepithio-3,4-di-O-methyl-1,2,5,6-tetradeoxy-D-mannitol and -L-iditol leading to a novel thiosugar polymer

  T Satoh, D Kitazawa, R Nonokawa, M Kamada, K Yokota

  MACROMOLECULES 33 (14) 5303 - 5307 0024-9297 2000/07 [Not refereed][Not invited]
  
• グローイングポリマー

  佐藤 敏文

  高分子 公益社団法人 高分子学会 49 (11) 798 - 798 0454-1138 2000 [Not refereed][Not invited]
  
• Stereoselectivity in ring-opening polymerization of racemic compounds using chiral tridentate Schiff base-metal complexes.

  Satoh, T, Novak, BM

  Abstracts of Papers of the American Chemical Society 219 2000
• 光学分割膜 液膜による光学分割

  覚知豊次, 梅田哲, 佐藤敏文, 横田和明

  膜 日本膜学会 25 (6) 273 - 276 0385-1036 2000 [Not refereed][Not invited]
  
• Ring-opening and ring-forming polymerization of 1,2 : 5,6 : 9,10-triepoxydecane leading to a highly regioselective polymer consisting of octahydrobifuranyl unit

  T Kakuchi, R Nonokawa, S Umeda, T Satoh, K Yokota

  MACROMOLECULES 33 (2) 246 - 247 0024-9297 2000/01 [Not refereed][Not invited]
  
• Syntheses of novel carbohydrate polymers via regio- and stereoselective cyclopolymerization of 1,2 : 5,6-dianhydrohexitols

  Yokota, K, Satoh, T, Umeda, S, Hashimoto, H, Kakuchi, T, RS

  Current Trends in Polymer Science, Vol 5 5 63 - 77 2000 [Refereed][Not invited]
  
• A novel chiral stationary phase in HPLC: Optical resolution of racemic amino compounds by (1 -> 6)-2,5-anhydro-3,4-di-O-ethyl-D-glucitol bound on silica gel

  S Umeda, T Satoh, K Saitoh, H Kanai, M Kamada, K Yokota, T Kakuchi

  ENANTIOMER 5 (5) 473 - 479 1024-2430 2000 [Refereed][Not invited]
   

  [(1 --> 6)-2,5-Anhydro-3,4-di-O-ethyl-D-glucitol]-bound silica gel (CSP 4a), which was prepared by a two-step reaction, was used as a chiral stationary phase in high performance liquid chromatography. The chiral recognition ability of the CSP 4a for racemates was examined using aq. NaClO4 (pH 2) and aq. NaClO4 (pH 2)/CH3CN as the eluents. For the resolution of amino acids and amino acid methyl esters, the D-isomers were eluted first. The separation factors of many of the racemates were 1.1-1.4, and the resolution factors were 0.59-7.75. This stationary phase showed a relatively high-resolving power toward compounds having a bulky substituent on the chiral carbon, such as phenyl-glycine and 1-(1-naphthyl)ethylamine.
• Asymmetric cyclization of meso-diepoxides using chiral (salen)Co(III)OAc catalyst forming optically active 1,4-anhydropentitols and 2,5-anhydrohexitols

  M Kamada, T Satoh, T Kakuchi, K Yokota

  TETRAHEDRON-ASYMMETRY 10 (19) 3667 - 3669 0957-4166 1999/09 [Not refereed][Not invited]
   

  The asymmetric hydrations of meso-diepoxides, 1,2:4,5-dianhydro-3-0-methylxylitol 2, 1,2:5,6-dianhydro-3,4-di-O-methylallitol 3 and 1,2:5,6-dianhydro-3,4-di-O-methylgalactitol 4, were carried out using (R,R)-1 and (S,S)-1. An optically active five-membered cyclic compound was selectively produced in good yield from 2, but a mixture of the five- and six-membered cyclic compounds was obtained in the cases of 3 and 4. The ees of all cyclic products exceeded 90%. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Regio- and stereoselective cyclopolymerization of 1,2 : 5,6-dianhydroallitol and 1,2 : 5,6-dianhydrogalactitol leading to a novel carbohydrate polymer of (2 -> 6)-1,5-anhydro-DL-galactitol

  M Kamada, T Satoh, K Yokota, T Kakuchi

  MACROMOLECULES 32 (18) 5755 - 5759 0024-9297 1999/09 [Not refereed][Not invited]
   

  The cyclopolymerizations of two meso dianhydrohexitols, 1,2:5,6-dianhydro-3,4-di-O-methylallitol (1) and -galactitol (3), were examined to form a polymer with six-membered ring repeating units. Distinct from the cases of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (5), -L-iditol (6), and -D-glucitol (7) in which the five-membered ring units were formed with high regio- and stereoselectivity, six-membered ring units were found in polymers 2b, 4a, and 4b obtained by the polymerizations of 1 and 3. The anionic polymerization of 1 with t-BuOK was highly regio- and stereoselective to form polymer 2a consisting of five-membered ring units, but that of 3 was different in the scission mode of the epoxy groups to form polymer 4a consisting essentially of six-membered ring units. The cationic polymerization of 1 with BF3. OEt2 produced polymer 2b having a structure consisting of the six-membered ring units as major constituents and five-membered ring units as minor ones. The structure of polymer 4b from the cationic polymerization of 3 was somewhat complex, comprising unknown units and uncyclized units along with the five- and six-membered ring units. The steric hindrance in the growing ion was an advantage in forming the six-membered ring unit.
• Regio- and stereoselective cyclopolymerization of 1,2 : 4,5-dianhydro-3-O-methyl-xylitol leading to a novel polycarbohydrate of (2 -> 5)-1,4-anhydro-3-O-methyl-pentitol

  T Satoh, K Shibata, K Yokota, T Kakuchi

  MACROMOLECULAR RAPID COMMUNICATIONS 20 (2) 55 - 58 1022-1336 1999/02 [Refereed][Not invited]
   

  (2-->5)-1,4-Anhydro-3-O-methyl-pentitol, which is a novel carbohydrate polymer without an anomeric linkage, was synthesized by cationic cyclopolymerization of 1,2: 4,5-dianhydro-3-O-methylxylitol. When BF3 . OEt2 was used as the initiator, soluble polymers were obtained in 28 to 50% yield. These polymers have number-average molecular weights of 1150 to 2340 corresponding to an average degree of polymerization of 8.8 to 18.0. It was confirmed by C-13 NMR that the resulting polymer mainly consists of 1,4-anhydro-3-O-methyl-DL-arabinitol units.
• Ring-opening and ring-forming polymerization of 1,2 : 5,6 : 9,10-triepoxydecane.

  Satoh, T, Yokota, K, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 218 1999
• Kinetic resolution of diepoxides with chiral (salen) cobalt catalysts.

  Nonokawa, R, Satoh, T, Yokota, K, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 218 1999
• Macromolecular ionophore II. Metal cation-binding property of (1 -> 6)-2,5-anhydro-D-glucitol

  T Kakuchi, T Hatakeyama, H Kanai, T Satoh, K Yokota, K Haraguchi, H Kaga

  POLYMER JOURNAL Society of Polymer Science 31 (3) 293 - 295 0032-3896 1999 [Not refereed][Not invited]
   

  The cation-binding property has been studied for polymer 1 consisting of 3,4-di-O-methyl-D-glucitol units, (1 --> 6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol and polymer 2 with a mole fraction of cyclized units of 0.52 synthesized by the polymerization of 1,2:5,6-dianhydro-3,4-O-isopropylidene-D-mannitol. Polymer 1 exhibited cation-binding selectivity in the order of K+ > Rb+ > Cs+ >Na+ > Li+, which was estimated using both liquid-liquid extraction and liquid-membrane transport methods. On the other hand, 2 showed an extremely low cation-binding characteristic in both extraction yield and selectivity, and the yield of K+ for 2 was ca. one-eighth of that for 1. There was a need for ca. 21-25 and ca. 200-400 repeating units in the complexes of 1 and 2 with K+, respectively. The binding ability of 1 strongly depended on the radius of the metal cations, and the extraction yields were relatively low for a cation with a radius of 1.12 Angstrom and below (Mg2+, Li+, Ni2+, Co2+, Cu2+, Zn2+, Cd2+, Na+, Ca2+, and Sr2+) and high for a cation with a radius of 1.20 Angstrom and above (Pb2+, Ag+, K+, Ba2+, Rb+, and Cs+).
• Enantioselective permeability of membranes prepared from polyacrylonitrile-graft-(1 -> 6)-2,5-anhydro-D-glucitol

  T Satoh, Y Tanaka, K Yokota, T Kakuchi

  REACTIVE & FUNCTIONAL POLYMERS 37 (1-3) 293 - 298 1381-5148 1998/06 [Not refereed][Not invited]
   

  Enantioselective permeation of racemic amino acid perchlorates has been studied using a solid membrane prepared from polyacrylonitrile-graft-(1 --> 6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol. The permeation rates of the amino acids decreased in the order of phenylglycine > phenylalanine > tryptophane, according to the molecular size of the guest compounds. For all the amino acids tested, the permeation rate of the D-isomer was greater than that of the L-isomer. When D- and L-phenylglycine perchlorates were permeated, the D-isomer permeated 1.17 times faster than the L-isomer. During transport using racemic phenylglycine perchlorate, the D-isomer was permeated first and the optical purity was 75% ee (max.). For the adsorption experiment for racemic phenylglycine, the L-isomer was more strongly adsorbed than the D-isomer (5.8% ee). From these data, it was directly made clear that the (1 --> 6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol moieties in the membrane preferentially interacted with the L-isomer rather than with the D-isomer. (C) 1998 Elsevier Science B.V. All rights reserved.
• "Living" nature in anionic cyclopolymerization of 1,2 : 5,6-dianhydro-3,4-di-O-methyl-D-mannitol using the potassium tert-butoxide/l8-crown-6 initiating system

  T Hatakeyama, M Kamada, T Satoh, K Yokota, T Kakuchi

  MACROMOLECULES 31 (9) 2889 - 2893 0024-9297 1998/05 [Not refereed][Not invited]
   

  The effect of 18-crown-6 ether (18C6) in the anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1) using potassium tert-butoxide (t-BuOK) was studied. The addition of 18C6 did not affect the regio-and stereoselectivity in the polymerization of 1, and the resultant polymer was (1-->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol (2). The complexation of t-BuOK with 18C6 increased the initiator efficiency from 0.3 to 1.0, which was accompanied by enhancement of the apparent polymerization rate. The rate constant ratios of the transfer reaction to the propagation (k(tr)/k(p)) in the systems with and without 18C6 were 1 order of magnitude lower than the value in the polymerization of monoepoxides. The "living" nature of the t-BuOK/18C6 initiating system was evaluated by the two-step monomer resumption experiment.
• Synthesis of (1 -> 6)-2,5-anhydro-D-glucitol through cyclopolymerization of 3,4-di-O-allyl-1,2 : 5,6-dianhydro-D-mannitol and optical resolution ability of its derivative in HPLC

  S Umeda, T Satoh, K Saitoh, K Yokota, T Kakuchi

  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 36 (6) 901 - 909 0887-624X 1998/04 [Refereed][Not invited]
   

  The cyclopolymerization of 3,4-di-O-allyl-1,2 : 5,6-dianhydro-D-mannitol (1) was carried out using BF3 . OEt2 and t-BuOK. The polymer obtained by the polymerization with BF3 . OEt2 mainly consisted of (1-->6)-bonded 3,4-di-O-alkyl-2,5-anhydro-D-glucitol as the five-membered constitutional repeating unit, though it contained a small amount of other cyclic repeating units. On the other hand, during the polymerization using t-BuOK, the stereoregular polymer (1-->6)-linked 3,4-di-0-allyl-2,5-anhydro-D-glucitol (2) was synthesized via a regio-and stereoselective mechanism. Cleavage of the allyl ether linkage in polymer 2 occurred to produce the polymer consisting of only 2,5-anhydro-D-glucitol units, i.e., (1-->6)-2,5-anhydro-D-glucitol (3). Chromatographic enantioseparation of chloroquine and troger base has been performed on (3,5-dimethylphenyl)carbamate and 4-methylbenzoate derivatives of 3 as a chiral stationary phase for high-performance liquid chromatography. (C) 1998 John Wiley & Sons, Inc.
• Chromatographic optical resolution of enantiomer by (1 -> 6)-3,4-di-O-alkyl-2,5-anhydro-D-glucitol derivatives bound on silica gel

  Umeda, S, Saitoh, K, Satoh, T, Yokota, K, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 216 1998
• Synthesis of end-functionalized (1 -> 6)-2,5-anhydro-D-glucitols via anionic cyclopolymerization of 1,2 : 5,6-dianhydro-3,4-di-O-methyl-D-mannitol for preparing graft copolymers

  T Satoh, T Miura, T Hatakeyama, K Yokota, T Kakuchi

  MACROMOLECULAR RAPID COMMUNICATIONS 18 (12) 1041 - 1048 1022-1336 1997/12 [Not refereed][Not invited]
   

  End-functionalized (1-->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitols (3a-c) were synthesized by the anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1), followed by treatment with a terminating agent such as 4-vinylbenzyl (2 a), oxetanyl (2b), and methacryloyl group (2c). The end-functionalization proceeded in a high efficiency at 73-98%. The radical copolymerization of styrene with 3a yielded a polymer (5 a) whose GPC trace exhibited a unimodal peak. 5a was polystyrene with (1-->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol as pendant groups whose structure was confirmed by the H-1 NMR spectrum.
• Cyclopolymerization of (2S,3S,4S,5S)-1,2:5,6-diepithio-3,4-dimethoxy-hexane leading to a novel polymer with a cyclic sulfide unit possessing high Ag+- and Cu2+-binding characteristics

  T Satoh, D Kitazawa, H Hashimoto, K Yokota, T Kakuchi

  MACROMOLECULES 30 (9) 2802 - 2804 0024-9297 1997/05 [Not refereed][Not invited]
  
• Chiral recognition properties of (1->6)-2,5-anhydro-3,4-di-O-alkyl-D-glucitol toward racemic amino acids and amines

  Satoh, T, Yokota, K, Kakuchi, T

  Abstracts of Papers of the American Chemical Society 213 1997
• Precision Polymerization and Polymers I. Polymerizability in Anionic Cyclopolymerization of 1,2:5,6-Dianhydrohexitols.

  畑山猛, 鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  高分子論文集 54 (10) 710 - 715 0386-2186 1997 [Not refereed][Not invited]
   

  In order to clarify the differences of polymerizability among 1,2:5,6-dianhydrohexitols, characteristics of the polymerizations of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1), -L-iditol (2), and -D-glucitol (3) with potassium tert-butoxide (t-BuOK) were compared. The apparent rat constant of polymerization decreased in the order of 1>3> 2. The polymerizations of 2 and 3 showed that chain transfer reactions occurred concurrently. End-functionalization in the polymerization of 1 proceeded in a high efficiency over 95% to yield macromonomers having a styryl group or oxetanyl group at a terminal. The result indicated that the polymerization of 1 proceeded in a living manner. The initiator efficiency in the polymerization of 1 was low (0.55) owing to the poor solubility of t-BuOK. 18-Crown-6 ether (18C6) increased the solubility of t-BuOK by forming it complex. The polymerization of 1 in the presence of 18C6 yielded the polymer with a number-average degree of polymerization (DP,) corresponding to the feed molar ratio of the monomer to the initiator ([M](0)/[I](0)).
• Cyclopolymerization of 1,2: 5,6-Dianhydrohexitol Leading to A Novel Poly-meric Carbohydrate.

  覚知豊次, 佐藤敏文, 横田和明

  有機合成化学協会誌 55 (4) 290 - 300 0037-9980 1997 [Refereed][Not invited]
   

  Cyclopolymerization of 1,2:5, 6-dianhydrohexitol has been studied in terms of ectivity. The anionic cyclopolymerizations of 1,2:5, 6-dianhydro-D-mannitol and L-iditol produced (1 --> 6)- and (6 --> 1)-2, 5-anhydro-D-glucitol, respectively. On the other hand, the cyclopolymerizations using a cationic initiator gave the polymer consisting of 2,6-anhydro-D-glucitol as the cyclic constitutional unit along with 1,6:2, 5-dianhydro-D-glucitol as a by-product. For the cationic cyclopolymerization of 1,2:5,6-dianhpdro-D-glucitol, the resulting polymer was confirmed to have the constitutional unit mainly of 2,5-anhydro-D-mannitol, while the polymer obtained using anionic initiator consisted of two cyclic repeating units, 2; 5-anhydro-D-mannitol unit and 2, 5-anhydro-L-iditol unit. The cyclopolymerization of 1,2:5,6-dianhydrohexitol was regio- and stereoselective, i.e., the intramolecular cyclization proceeded through the alpha-scission with inversion of the configuration at the alpha-carbon and the intermolecular Propagation through the beta-scission with retention. The polymer consisting of 2,5-anhydrohexitol, a novel polymeric carbohydrate, showed a metal cation-binding ability and a chiral recognition property toward the racemic amino acid derivatives.w
• Chromatographic optical resolution of racemic amines and amino acids by (1->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol bound on silica gel

  T Kakuchi, T Satoh, H Kanai, S Umeda, T Hatakeyama, K Yokota

  ENANTIOMER 2 (3-4) 273 - 276 1024-2430 1997 [Refereed][Not invited]
   

  (1 --> 6)-2,5-Anhydro-3,4-di-O-methyl-D-glucitol formed complexes with alkali metals and also showed a chiral recognition property for racemic amino ester salts. Here we report the covalent attachment of the polymer to silica gel and use of the designed polymeric host site to resolve amines, amino acids, and amino ester as guests by solid-liquid chromatography. The polymer bound on silica gel was prepared by a two-step reaction. The chiral recognition ability of the chiral stationary phase for racemates was examined using water (pH 2), water (pH 2)-methanol, and water (pH 2)-acetonitrile as eluents. The separation factors of many racemates were 1.1-1.2, and the resolution factors were 0.38-0.63. This stationary phase showed relatively high resolving power toward compounds having a bulky substituent on the chiral carbon, such as tryptophan and phenylglycine.
• Anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-L-iditol leading to (6->1)-2,5-anhydro-3,4-di-O-methyl-D-glucitol

  T Satoh, T Hatakeyama, S Umeda, M Kamada, K Yokota, T Kakuchi

  MACROMOLECULES 29 (21) 6681 - 6684 0024-9297 1996/10 [Not refereed][Not invited]
   

  The anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4- di-O-methyl-L-iditol (3) was carried out using t-BuOK and KOH. The resulting polymer 4 consisted of 2,5-anhydro-3,4-di-O-methyl-D-glucitol as a five-membered repeating unit, which was identical with that of polymer 2 obtained from 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1). The copolymerization of 1 with 3 produced a random copolymer consisting of (1-->6)-, (6-->1)-, (1-->1)-, and (6-->6)-linked 2,5-anhydro-3,4-di-O-methyl-D-glucitol. These facts elucidated the presence of two Linkages during the homopolymerization of 1 and 3, i.e., the (1-->6) and (6-->1)-bonded 2,5-anhydro-3,4-di-O-methyl-D-glucitol units in polymers 2 and 4, respectively.
• Regio- and stereoselectivity in cyclopolymerization of (2S,5S)-1,2:5,6-diepoxyhexane

  T Kakuchi, T Satoh, H Kanai, S Umeda, T Hatakeyama, H Hashimoto, K Yokota

  MACROMOLECULES 29 (13) 4490 - 4493 0024-9297 1996/06 [Not refereed][Not invited]
   

  The cyclopolymerizations of (2S,5S)-1,2:5,6-diepoxyhexane using BF3 . OEt(2) and tert-BuOK have been studied. The polymer yield and molecular weight of the polymer using tert BuOK were higher than those using BF3 . OEt(2). For the polymers using BF3 . OEt(2), the mole fractions of the cyclized units were 0.76-0.90, and the cyclic constitutional repeating units were five and six-membered rings. The polymer using tert-BuOK essentially consisted of the five-membered cyclic repeating unit.
• A novel polymeric carbohydrate. Synthesis of (1->6)-2,5-anhydro-D-glucitol by regio- and stereoselective anionic cyclopolymerization of 1,2:5,6-dianhydro-D-mannitol

  T Satoh, T Hatakeyama, S Umeda, H Hashimoto, K Yokota, T Kakuchi

  MACROMOLECULES 29 (10) 3447 - 3452 0024-9297 1996/05 [Not refereed][Not invited]
   

  The anionic cyclopolymerizations of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1) and 1,2:5,6-dianhydro-3,4-O-isopropylidene-D-mannitol (2) have been carried out using potassium tert-butoxide (t-BuOK) and potassium hydroxide (KOH). For the polymerization of 1, a well-defined carbohydrate polymer consisting of (1-->6) linked 2,5-anhydro-3,4-di-O-methyl-D-glucitol units was synthesized through a regio- and stereoselective mechanism. When a [1]/[t-BuOK] molar ratio of 20 was used in toluene for 48 h, the yields and number-average molecular weights (M(n)) of the polymers gradually increased with polymerization time. The M(n) of the polymer varied with the molar ratio of monomer to initiator, and a linear relationship between them was found. The degree of polymerization was larger than that estimated from the molar ratio, resulting in an initiator efficiency of about 55%. KOH was also effective for converting monomer 1 to a gel-free polymer but was not as active as t-BuOK. The rate of polymerization was rather slow, and the polymerization was not complete, even after 100 h. The presence of a crown ether, 18-crown-6, in the cyclopolymerization allowed the M(n) of the polymer to approach the value estimated from the [1]/[t-BuOK] molar ratio. On the other hand, monomer 2 tended to form a gel in the polymerization process, so soluble polymers were isolated only at early stages of the polymerization.
• Lymphocyte activation effect of(1->-6)-2,5-anhydro-D-glucitol and it derivatives with 3,4-di-O-methyl and sulfate groups

  T Kakuchi, S Umeda, T Satoh, K Yokota, T Yuhta, A Kikuchi, S Murabayashi

  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES 18 (1-2) 147 - 148 0141-8130 1996/02 [Not refereed][Not invited]
   

  (1-->6)-2, 5-Anhydro-3,4-di-O-methyl-D-glucitol (2a) and (1-->6)-2,5-anhydro-D-glucitol (2c) and its sulfated derivative (2d) were synthesized and their biological activities were evaluated in regards to the effects on murine lymphocytes. The polymers showed different effects on the lymphocytes depending on the substituent groups. The sulfated polymer (2d) induced mitogenic activities, and specifically activated the CD4(-)CD8(-) subset of lymphocytes.
• Chromatographic optical resolution of racemic amine and amino acid salts by (1->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol bound on silica gel.

  Kakuchi, T, Satoh, T, Yokota, K

  Abstracts of Papers of the American Chemical Society 212 1996
• Regio- and stereoselective cyclopolymerization of (2S,3S,4S,5S)-1,2:5,6-diepithio-3,4-dimethoxyhexane

  Kakuchi, T, Satoh, T, Yokota, K

  Abstracts of Papers of the American Chemical Society 211 1996
• Regio- and stereoselective cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-glucitol leading to polymers with 2,5-anhydro-3,4-di-O-methyl-D-mannitol and/or -L-iditol units

  T Satoh, T Hatakeyama, S Umeda, K Yokota, T Kakuchi

  POLYMER JOURNAL 28 (6) 520 - 526 0032-3896 1996 [Not refereed][Not invited]
   

  The cyclopolymerization of 1,2:5,5-dianhydro-3,4-di-O-methyl-D-glucitol was carried out using cationic and anionic catalysts. The polymerizations proceeded homogeneously up to high conversion and gave linear polymers without formation of gel. For the cationic cyclopolymerizations using BF3 . OEt(2) and SnCl4, the resulting polymer was confirmed to have the constitutional unit mainly of 2,5-anhydro-3,4-di-O-methyl-D-mannitol by comparing its C-13 NMR spectrum with that of 2,5-anhydro-1,3,4-6-tetra-O-methyl-D-mannitol. For anionic cyclopolymerization using t-BuOK, the obtained polymer consisted of two cyclic repeating units, 2.5-anhydro-3,4-di-O-methyl-D-mannitol and 2,5-anhydro-3,4-di-O-methyl-L-iditol. For the regio-and stereoselective polymerizations, intra- and intemolecular reactions introduced alpha- and beta-scissions of the epoxides with inversion and retention of the configuration at the alpha-carbon, respectively.
• Synthesis and cation-binding properties of (1->6)-2,5-anhydro-D-glucitol with 3,4-di-O-pentyl and decyl groups by cyclopolymerization of 1,2:5,6-dianhydro-D-mannitols

  T Kakuchi, T Satoh, J Mata, S Umeda, H Hashimoto, K Yokota

  JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY A33 (3) 325 - 336 1060-1325 1996 [Refereed][Not invited]
   

  The cyclopolymerizations of 1,2:5,6-dianhydro-3,4-di-O-pentyl-D-mannitol (1b) and 1,2:5,6-dianhydro-3,4-di-O-decyl-D-mannitol (1c) were carried out using BF3 . OEt(2) and t-BuOK. All the resulting polymers consisted of cyclic constitutional units, i.e., the extent of cyclization was 100%. The polymer structures for the polymerization with t-BuOK were (1 --> 6)-2,5-anhydro-3,4-di-O-pentyl-D-glucitol (2b) and (1 --> 6)-2,5-anhydro-3,4-di-O-decyl-D-glucitol (2c), whereas those with BF3 . OEt(2) comprised 2,5-anhydro-D-glucitols as major units along with other cyclic ones. These polymers were soluble in n-hexane, CHCl3, and THF, but insoluble in water, which differs from the amphiphilic solubility of (1 --> 6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol (2a). The cation-binding properties of 2b and 2c were examined using alkali-metal picrates in order to compare them with those of 2a. The extraction yields for each cation decreased in the order of 2c < 2b < 2a. Every polymer exhibited a similar cation-binding selectivity in the order Cs+ > Rb+ > K+ much greater than Na+ > Li+. The ratio of K+ and Na+, K+/Na+, was 4.6 for 2a, 5.1 for 2b, and 7.1 for 2c in the increasing order 2a < 2b < 2c.
• CYCLOPOLYMERIZATION - CHIRALITY INDUCTION FOR THE SYNTHESIS OF CHIROSELECTIVE CORAND IONOPHORE LIGANDS

  K YOKOTA, O HABA, T SATOH, T KAKUCHI

  MACROMOLECULAR CHEMISTRY AND PHYSICS 196 (8) 2383 - 2416 1022-1352 1995/08 [Refereed][Not invited]
   

  This article presents several methods to prepare polymeric chiral crown ethers by cyclopolymerization. Chiral templates such as 1,1'-bi-2-naphthol, D-mannitol, L-threitol, and pyranosidic sugars are very useful for synthesizing the polymers by cyclopolymerization of divinyl ethers, polymers which possess the ability of chiral recognition towards or-amino acids. The chiral twist of the (R)- or (S)-binaphthyl template induces the main chain to form a chiral, R,R- or S,S-racemo sequence, respectively. Other templates with chiral axis can be also used as a tool for chirality induction in cyclopolymerization and cyclocopolymerization. The initiating system consisting of chiral alkylsulfonic acid and Lewis acid induces the enantioselective cyclopolymerization of a divinyl acetal (37). Chiral diepoxides polymerize regio- and stereospecifically with Lewis acid and KOH, and especially the diepoxide originating from D-mannitol forms a polymer having the character as a new macromolecular ionophore.
• Regio- and Stereoselectivity in Cationic Cyclopolymerizations of 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol and -L-iditol and the Synthesis of Poly[(1→6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol]

  Toyoji Kakuchi, Toshifumi Satoh, Satoshi Umeda, Hisaho Hashimoto, Kazuaki Yokota

  Macromolecules 28 (16) 5643 - 5648 1520-5835 1995/07/01 [Not refereed][Not invited]
   

  The cyclopolymerizations of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1) and -L-iditol (2) were carried out using BF3·OEt2 and SnCl4. The polymers obtained were soluble in chloroform, methanol, tetrahydrofuran, and water but insoluble in re-hexane. The specific rotations ([α]22546) of the polymers were +41.3 to +73.2° for 1 and +38.2 to +62.9° for 2 (c = 1.0, CHCl3). For all the polymers, the extent of cyclization was 100%. The structure of the polymers obtained from both 1 and 2 was (1→6)-bonded 2,5-anhydro-3,4-di-O-methyl-D-mannitol as the 5-membered constitutional unit, namely, poly-[(1→6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol], The re-hexane-soluble products, which were obtained together with the n-hexane-insoluble polymers for the polymerization using BF3·OEt2, contained 1,6:2,5-dianhydro-3,4-di-O-methyl-D-glucitol, the cyclic dimer of 2,5-anhydro-3,4-di-O-methyl-D-glucitol and its higher cyclic homologs. © 1995, American Chemical Society. All rights reserved.
• Synthesis of (1→6)-2,5-Anhydro-3,4-di-O-methyl-D-glucitol via Highly Regio- and Stereospecific Cyclopolymerization of 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol with Potassium tert-Butoxide

  Toshifumi Satoh, Kazuaki Yokota, Toyoji Kakuchi

  Macromolecules 28 (13) 4762 - 4764 1520-5835 1995/06/01 [Not refereed][Not invited]
  
• REGIOSPECIFICITY AND STEREOSPECIFICITY IN CATIONIC CYCLOPOLYMERIZATION OF 1,2/5,6-DIANHYDRO-D-MANNITOLS AND SYNTHESIS OF POLY[(1-]6)-2,5-ANHYDRO-3,4-DI-O-ETHYL-D-GLUCITOL]

  T KAKUCHI, T SATOH, S UMEDA, H HASHIMOTO, K YOKOTA

  MACROMOLECULES 28 (12) 4062 - 4066 0024-9297 1995/06 [Not refereed][Not invited]
   

  The cyclopolymerizations of 1,2:5,6-dianhydro-D-mannitols were carried out using cationic initiators. For the polymerization of 1,2:5,6-dianhydro-3,4-di-O-ethyl-D-manni with BF3 . OEt(2), the n-hexane-insoluble polymer consisted mainly of 2,5-anhydro-3,4-di-O-ethyl-D-glucitol as the cyclic constitutional unit and a large amount of 1,6:2,5-dianhydro-3,4-di-O-ethyl-D-glucitol was obtained as the n-hexane-soluble reaction product. The degree of polymerization for the n-hexane-insoluble polymer was 14-30, and the specific rotation ([alpha](22)(546)) was 42.7-54.3 degrees (c = 1.0 in CHCl3). On the other hand, 1,2: 5,6-dianhydro-3,4-O-isopropylidene-D-mannitol polymerized with BF3 . OEt(2-) and SnCl4-produced polymers with cyclic and acyclic units due to the restricted free rotation of the bond between the carbons at the 3,4-positions in which the extent of cyclization was about 0.5.
• REGIOSPECIFICITY AND STEREOSPECIFICITY IN ANIONIC CYCLOPOLYMERIZATION OF 1,2-5,6-DIANHYDRO-3,4-DI-O-METHYL-D-MANNITOL

  KAKUCHI, T, SATOH, T, YOKOTA, K

  Abstracts of Papers of the American Chemical Society 209 1995
• Synthesis of Poly[(1→6)-2,5-Anhydro-d-Glucitol] by Cationic Cyclopolymerization of 3,4-Di-O-Allyl-1,2:5,6-Dianhydro-D-Mannitol

  Toyoji Kakuchi, Satoshi Umeda, Kazuaki Yokota, Toshifumi Satoh, Hisaho Hashimoto

  Journal of Macromolecular Science, Part A A32 (7) 1007 - 1018 1060-1325 1995 [Not refereed][Not invited]
  
• MACROMOLECULAR IONOPHORES .1. CHIRAL RECOGNITION PROPERTIES OF POLY[(1-]6)-2,5-ANHYDRO-D-GLUCITOL] TOWARD RACEMIC AMINO-ACID ESTER

  T KAKUCHI, T SATOH, S UMEDA, J MATA, K YOKOTA

  CHIRALITY 7 (3) 136 - 139 0899-0042 1995 [Not refereed][Not invited]
   

  The chiral recognition property of poly[(1-->6)-2,5-anhydro-3,4-di-O-alkyl-D-glucitol] (1) toward racemic RCH (CO2CH3)NH3+. PF6- (2 . HPF6) has been studied using a transport system involving an aqueous source and receiving phases separated by a chloroform phase containing 1, Transport rates for aromatic guests 2a (R = Ph) and 2b (R = CH(2)Ph) were faster than those for aliphatic guests, 2c (R = CH(CH3)(2)) and 2d (R = CH2CH(CH3)(2)), using the polymer substituted with methyl groups (1a), The enantiomeric excess (e.e.) was 10.9% for 2a as a maximum value and decreased in the order of 2a > 2c > 2b = 2d, When the transport of 2a . HPF6 was carried out using the polymers with 3,4-di-O-methyl (1a), ethyl (1b), allyl (1c), and pentyl (1d) groups, the e.e. was 22.0% for 1d as a maximum value and increased in the order of 1a < 1b < 1c < 1d, The formation of a complex between 1a and 2a . HPF6 was confirmed by H-1 and C-13 NMR spectral measurements. (C) 1995 Wiley-Liss, Inc.
• テトラヒドロフラン環を繰り返し構造とする新規合成多糖の免疫細胞機能調節効果

  村林 俊, 菊池 晃, 勇田 敏夫, 梅田 哲, 佐藤 敏文, 覚知 豊次

  人工臓器 JAPANESE SOCIETY FOR ARTIFICIAL ORGANS 23 S114a - S114a 0300-0818 1994
• NEW MACROMOLECULAR IONOPHORE - ENANTIOSELECTIVE MEMBRANE-TRANSPORT OF RACEMIC AMINO-ACID BY POLY[(1-]6)-2,5-ANHYDRO-3,4-DI-O-METHYL-D-GLUCITOL]

  T KAKUCHI, Y HARADA, T SATOH, K YOKOTA, H HASHIMOTO

  POLYMER 35 (1) 204 - 206 0032-3861 1994 [Not refereed][Not invited]
   

  The chiral recognition property of poly[(1-->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol] (2b) towards racemic RCH(CO2CH3)NH3+.X(-) (3HX) has been studied using a transport system involving an aqueous source and receiving phases separated by a chloroform phase containing 2b. For HPF6, HClO4 and HCl salts of 3a (R=Ph), the amount of 3a transported into the receiving phase decreased in the order of PF6- > ClO4- > Cl-, but the optical purities changed only slightly from 9.3 to 10.9%. The transport rates for aromatic guests, 3a and 3b (R = CH(2)Ph), were faster than those for aliphatic ones, 3e (R = CH(CH3)(2)) and 3d (CH2CH(CH3)(2)), using PF6- as the counterion. The optical purity was 10.9% for 3a as a maximum value and decreased in the order of 3a > 3c> 3b and 3d. The formation of a complex between 2b and 3a HX was confirmed by H-1 and C-13 n.m.r. spectral measurements.
• CYCLOPOLYMERIZATION OF ALPHA,OMEGA-DIEPOXIDE WITH MONOEPOXY COMONOMER - SYNTHESIS AND CATION-BINDING PROPERTY OF COPOLYMERS WITH DIBENZO-19-CROWN-6 UNITS

  T KAKUCHI, H HASHIMOTO, Y HARADA, T SATOH, K YOKOTA

  JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY A31 (6) 751 - 759 1060-1325 1994 [Refereed][Not invited]
   

  Cyclocopolymerizations of 5,6-benzo-1,2:9,10-diepoxy-4,7-dioxa-deca-5-ene (BDD) and monoepoxy comonomers, propylene oxide (PO), epichlorohydrin (ECH), and phenyl glycidyl ether (PGE), were carried out with SnCl4 to form gel-free copolymers with no residual epoxy groups. The copolymerization parameters were r1 = 1.09 and r2 = 0.86 for BDD (M1)-PGE (M2). In addition, 5,6:14,15-dibenzo-1,2:18,19-diepoxy-4,7,-10,13,16-pentaoxanonadeca-5,14-diene (DDP) with PO, ECH, or PGE were copolymerized with SnCl4 in CH2Cl2 and with KOH in DMSO to form copolymers with dibenzo-19-crown-6 units. Poly[(dibenzo-19-crown-6)-co-PO] and poly[(dibenzo-19-crown-6)-co-PGE] showed lower extracting yields for alkali-metal picrates than did the homopolymer of DDP, poly(dibenzo-19-crown-6). However, poly[(dibenzo-19-crown-6)-co-PGE] exhibited a higher selectivity for K+ than did the other polymers.

Books etc

• 環境低負荷なセルフスイッチ重合法-ポリエステル系ブロックポリマーをワンステップで合成

  鈴木涼太, 磯野拓也, 佐藤敏文 
  2022
• リング-環状高分子-精密重合法を用いた環状高分子の効率的合成

  間藤芳允, 磯野拓也, 佐藤敏文 
  2021
• Complex Macromolecular Architectures: Synthesis, Characterization, and Self-Assembly

  John Wiley & Sons (Asia) Pte Ltd, Singapore 2011
• Ionic Liquid Applications: Pharmaceuticals, Therapeutics, and Biotechnology, ACS Symposium Series, 1038 (Ionic Liquid Applications)

  American Chemical Society 2010
• イオン液体III―ナノ・バイオサイエンスへの挑戦― Ionic Liquid III―Challenges to Nano-Bio Sciences―

  （株）シーエムシー出版 2010
• Current Topics in Polymer Research

  Nova Science Publishers, Inc. 2005
• Advances in Controlled/Living Radical Polymerization

  American Chemical Society 2003
• Polymeric Material Encyclopedia

  CRC Press 1996

Conference Activities & Talks

• 高分子担持型カルボン酸アルカリ金属塩を開環重合触媒に用いたポリエステル類の合成

  高橋逸貴, 高木理, 間藤芳允, 田島健次, 山本拓矢, FENG Li, 磯野拓也, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• 非対称ポリスチレン/ポリメタクリル酸メチルトリブロック共重合体の合成とミクロ相分離挙動

  飯塚冬威, 鈴木和重, 宮城賢, 太宰尚宏, FENG Li, 磯野拓也, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• ポリフルオレン含有特殊構造ブロック共重合体の合成とカーボンナノチューブ可溶化剤としての応用

  芦谷万葉, 陳梅儂, 邱ほう誠, 李ほう, 山本拓矢, 田島健次, 佐藤敏文, 磯野拓也

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• ポリ(N-ビニルピロリドン)含有ブロック共重合体を添加剤とした酢酸セルロースの物性改質

  小林嵩弥, 勝原哲, 辻悠希, FENG Li, 山本拓矢, 田島健次, 佐藤敏文, 磯野拓也

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• 有機塩基触媒を用いた環状酸無水物とオキセタンの開環交互共重合

  太田伊代香, 鈴木涼太, GAO Tianle, XIA Xiaochao, FENG Li, 磯野拓也, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• 糖ジオール由来芳香族ポリエステルの系統的合成と構造・物性評価

  馬場江麻, 橋本久穂, FENG Li, 佐藤信一郎, 佐藤敏文, 磯野拓也

  化学系学協会北海道支部冬季研究発表会(Web)  2023
• 多環状ポリスチレンの合成とエラストマー添加剤としての応用

  海老井大和, 間藤芳允, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2022
• 相溶化剤としての応用を目指した酢酸セルロース含有ブロック共重合体の合成

  辻悠希, 勝原哲, 砂川直輝, 五十嵐圭日子, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2022
• 再利用可能な高分子支持型カルボン酸アルカリ金属塩触媒による環状エステル類の開環重合

  高橋逸貴, 高木理, 間藤芳允, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2022
• Orientation changes of gold nanorods depending on polymer brush structure

  関澤祐侑, 三友秀之, 与那嶺雄介, 磯野拓也, 田島健次, 佐藤敏文, 居城邦治

  ナノ学会大会講演予稿集  2022
• Investigation of crystal transition process from cellulose I to cellulose II by low temperature alkali treatment

  久語佑希, 磯野拓也, 惠良田知樹, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2022
• Studies for mass production of nanofibrillated bacterial cellulose (NFBC) in aerated and stirred bioreactors

  上西将斗, 高濱良, 松島得雄, 磯野拓也, 佐藤敏文, 荻野千秋, 田島健次

  セルロース学会年次大会講演要旨集  2022
• Statistical analysis of nano-fibrillated cellulose structures using image processing

  細川真明, 瀬野修一郎, 辻崎晴人, 磯野拓也, 佐藤敏文, 折原宏, 田島健次

  セルロース学会年次大会講演要旨集  2022
• Development of compatibilizer for improving physical properties of cellulose acetate

  辻悠希, 勝原哲, 砂川直輝, 五十嵐圭日子, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  セルロース学会年次大会講演要旨集  2022
• Higher-order structure and dispersed state of nano-fibrillated bacterial cellulose

  辻崎晴人, 山縣義文, 宮本圭介, 細川真明, 瀬野修一郎, 磯野拓也, 山本拓矢, 佐藤敏文, 折原宏, 田島健次

  セルロース学会年次大会講演要旨集  2022
• Synthesis and Microphase-separated Structure of Discrete Block Copolymers Consisting of Inorganic Polymer and Oligosaccharide

  西村大輝, 田島健次, 磯野拓也, 佐藤敏文

  繊維学会予稿集(CD-ROM)  2022
• Structure and Properties of Thermoplastic Elastomers Blended with Multicyclic Polymers

  丸林弘典, 今崎篤, 海老井大和, 間藤芳允, 磯野拓也, 佐藤敏文, 陣内浩司

  繊維学会予稿集(CD-ROM)  2022
• Design of Hyperbranched Polyester via Ring-opening Alternating Copolymerization of Cyclic Anhydride and Epoxide

  鈴木涼太, XIA Xiaochao, XIA Xiaochao, 磯野拓也, 田島健次, 佐藤敏文

  繊維学会予稿集(CD-ROM)  2022
• 配列制御型ポリエステル合成酵素を用いたエラストマー様共重合体の生合成

  今井昂渡, 影山友基, 冨田宏矢, 磯野拓也, 佐藤敏文, 松本謙一郎

  日本農芸化学会東北支部大会プログラム・講演要旨集  2022
• Construction of Ultrafine Microphase-separated Structure by Sugar-Terpenoid Hybrid Materials

  LEE Chaehun, REE Brian J., CHEN Kai, 小牧凌也, 勝原哲, 磯野拓也, 山本拓矢, 田島健次, CHEN Hsin-Lung, 佐藤敏文

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2021
• Preparation of Silicone Rubbers with Rotaxane Cross-Linking Comprising of Multicyclic Polymer

  江部陽, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文, 今崎篤, 丸林弘典, 陣内浩司

  エラストマー討論会講演要旨集  2021
• 組換え大腸菌を用いた酢酸菌セルロース合成酵素複合体の調製と結晶構造解析

  岡睦基, 二之湯寛子, 今井友也, 磯野拓也, 山本拓矢, 佐藤敏文, 姚閔, 田島健次

  日本結晶学会年会講演要旨集  2021
• Structural and functional analysis of terminal complex from Gluconacetobacter using recombinant Escherichia coli

  岡睦基, 二之湯寛子, 今井友也, 磯野拓也, 山本拓矢, 佐藤敏文, YAO Min, 田島健次

  セルロース学会年次大会講演要旨集  2021
• Viscoelastic properties of nano-fibrillated bacterial cellulose

  辻崎晴人, 山縣義文, 宮本圭介, 細川真明, 瀬野修一郎, 磯野拓也, 山本拓矢, 佐藤敏文, 折原宏, 田島健次

  セルロース学会年次大会講演要旨集  2021
• Investigation of crystal transition process from cellulose I to cellulose II by low temperature alkali treatment

  久語佑希, 磯野拓也, 田島健次, 佐藤敏文, 惠良田知樹

  セルロース学会年次大会講演要旨集  2021
• Preparation and functional analysis of terminal complex from Gluconacetobacter using recombinant Escherichia coli

  岡睦基, 二之湯寛子, 今井友也, 磯野拓也, 山本拓矢, 佐藤敏文, YAO Min, 田島健次

  日本生物工学会大会講演要旨集  2021
• Synthesis and mechanical properties of cellulose acetate-based ABA-type triblock copolymer

  勝原哲, 高木靖子, 砂川直輝, 五十嵐圭日子, 北岡本光, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  セルロース学会年次大会講演要旨集  2021
• 糖ジオール立体異性体を用いたらせん高分子の合成とその構造解析  [Not invited]

  馬場江麻, 小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2020/01
• L-グルタミンおよびL-トリプトファン由来アミド基を有するポリ(フェニルアセチレン)のキラル識別能の評価

  長井世梨花, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• 脂肪族スルホンアミドレセプターを有するポリ(フェニルアセチレン)の合成と比色アニオン検出

  尾形佳亮, 鈴木涼太, 梅田哲, 津田博幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• 天然由来原料からなる両親媒性分子による超微細ミクロ相分離構造の構築

  李采訓, 小牧凌也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2020
• L-イソロイシン由来ウレアレセプターを側鎖に有するポリ(フェニルアセチレン)のキラル識別能の評価

  鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• (R)-(+)-α-メチルベンジルイソシアネート由来のウレア基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価

  森田空翔, 尾形佳亮, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• キラルカルボン酸テトラブチルアンモニウム塩を用いたラクチドの開環重合

  近藤眞生, 尾形佳亮, 吉田雅紀, 梅田哲, 津田勝幸, 磯野拓也, 佐藤敏文, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• L-グルタミンおよびL-トリプトファン由来アミド基を有するポリ(フェニルアセチレン)のキラル識別能の評価

  長井世梨花, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• (S)-グルタル酸由来キラルウレアレセプターを有するポリ(フェニルアセチレン)のキラル識別

  安藤輝紀, 尾形佳亮, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• ポリスチレン-ポリメタクリル酸メチル共重合体のポリスチレン側鎖修飾によるミクロ相分離挙動の制御

  田中舜馬, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2020
• グルタチオンで表面修飾されたCdSe/ZnS量子ドットを用いた蛍光キラル識別

  中島優作, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• (-)-カンファン酸由来アミドレセプターを有するポリ(フェニルアセチレン)の合成と比色アニオン検出

  ナビル, 尾形佳亮, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2020
• 非天然ポリエステル生合成系の開発と配列制御型ポリマーへの展開  [Not invited]

  松本謙一郎, 松本謙一郎, 松本謙一郎, 堀千明, 大井俊彦, 大井俊彦, 磯野拓也, 佐藤敏文, 石井大輔, 石井大輔, 岩田忠久, 岩田忠久, 田口精一, 田口精一

  日本農芸化学会大会講演要旨集(Web)  2019/03
• 環状P3HTの合成と有機薄膜太陽電池への応用  [Not invited]

  福島達也, 石橋寛隆, 末政大地, 中村亮介, 蓬田昌伸, 磯野拓也, 佐藤敏文, 梶弘典

  応用物理学会春季学術講演会講演予稿集(CD-ROM)  2019/02
• L-グルタミン由来アミド基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価

  長井世梨花, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• キラルスルホンアミドレセプターを有するポリ(フェニルアセチレン)の合成と機能評価

  尾形佳亮, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• ヤヌス型分子内架橋ブロック共重合体の合成とミクロ相分離解析

  貝沢野矢, 渡部航大, 磯野拓也, 山本拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2019
• 4-(トリフルオロメチル)ベンズアルデヒドから誘導したポリ(ピリレンメチン)の合成とpH応答性

  高橋侑希, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• ポリビニルフェロセンとマルトトリオースからなるブロック共重合体の合成

  勝原哲, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2019
• L-イソロイシンから誘導したキラルアミドレセプターを側鎖に持つポリ(フェニルアセチレン)のキラルセンシングの評価

  鈴木涼太, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• 有機触媒を用いたメチルグリコリドの位置選択的開環重合

  牧野寛, 蛸島薫, 斎藤達也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2019
• 分子内架橋を基盤とした両親媒性ブロック共重合体の水中自己組織化制御法

  田中涼斗, 渡部航大, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2019
• L-グルタミン由来アミド基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価

  長井世梨花, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• L-イソロイシン由来キラルレセプターを有するポリ(フェニルアセチレン)のキラル識別能の評価

  鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  日本分析化学会年会講演要旨集(Web)  2019
• (S)-マンデル酸由来キラルアミドレセプターを有するポリ(フェニルアセチレン)の比色キラル認識

  尾形佳亮, 松山あいり, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  日本分析化学会年会講演要旨集(Web)  2019
• 酢酸菌由来セルロース合成酵素の抽出および精製

  青島望乃, 二之湯寛子, 今井友也, 磯野拓也, 山本拓矢, 佐藤敏文, MIN Yao, 田島健次

  セルロース学会年次大会講演要旨集  2019
• 遺伝子組換え大腸菌における酢酸菌由来セルロース合成酵素複合体の再構築

  二之湯寛子, 青島望乃, 今井友也, 磯野拓也, 山本拓矢, 佐藤敏文, MIN Yao, 田島健次

  セルロース学会年次大会講演要旨集  2019
• ポリエチレングリコール鎖とキラルアミノ基で表面修飾されたCdSe/ZnS量子ドットによる蛍光キラルセンシング

  中島優作, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• (S)-マンデル酸由来キラルアミドレセプターを有するポリ(フェニルアセチレン)を用いたキラル識別能の評価

  松山あいり, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• L-グルタミン由来アミド基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価

  長井世梨花, 鈴木涼太, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2019
• 糖ジオールと脂環式ジオールから誘導される高分子の合成とその高次構造

  大崎真鈴, 甲野裕之, 磯野拓也, 佐藤敏文, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2019
• トリオールボレート塩モノマーの連鎖重縮合による両末端官能基化ポリフルオレンの精密合成

  藤原魁佑, 小林三朗, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2019
• オリゴ糖鎖を一成分とする新規エラストマー材料の設計  [Not invited]

  磯野拓也, 中平早紀, 間宮弘明, 田島健次, BORSALI Redouane, 佐藤敏文

  ポリマー材料フォーラム講演予稿集  2018/11
• 単分散オリゴ糖‐ソラネソールブロック共重合体によるシングルナノオーダー自己組織化  [Not invited]

  小牧凌也, 川上菜穂, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• クリック反応性基を有するセロオリゴ糖の酵素合成とその誘導体化  [Not invited]

  高木靖子, 磯野拓也, 砂川直輝, 山本拓矢, 五十嵐圭日子, 北岡本光, 佐藤敏文, 田島健次

  高分子学会予稿集(CD-ROM)  2018/08
• オリゴ糖鎖とポリ(δ‐デカノラクトン)からなる分岐状ブロック共重合体の合成とミクロ相分離挙動  [Not invited]

  中平早紀, HUNG Chih‐Chien, 磯野拓也, 山本拓矢, 田島健次, CHEN Wen‐Chang, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• かご型および多環状構造を有するポリカプロラクトンの系統的合成と物性評価  [Not invited]

  間藤芳允, 本田康平, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 動的配列制御に基づくブロック共重合ポリエステル生合成系の発見とポリマー構造解析  [Not invited]

  松本謙一郎, 藤井隆之輔, 堀千明, 大井俊彦, 磯野拓也, 佐藤敏文, 田口精一

  高分子学会予稿集(CD-ROM)  2018/08
• トリオールボレート塩型モノマーの鈴木・宮浦触媒移動型連鎖縮合重合によるポリフルオレンの合成  [Not invited]

  小林三朗, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 末端クリック反応性ポリヒドロキシアルカノエートを基盤とした相溶化剤の開発  [Not invited]

  小山貴史, 齋藤達也, 小林新吾, 大倉徹夫, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 末端選択的エステル交換反応によるポリスチレン‐ポリメタクリル酸メチルブロック共重合体の末端修飾  [Not invited]

  吉田康平, 田中舜馬, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, BORSALI Redouane, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• t‐Bu‐P₄触媒によるグリシジルエーテルのブロック共重合:トリブロックターポリマーの合成と自己組織化挙動  [Not invited]

  新宮智樹, BRIAN Ree J, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 二重活性化を鍵とする環境低負荷触媒を用いた脂肪族ポリエステル類の合成  [Not invited]

  齋藤達也, 蛸島薫, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• t‐Bu‐P₄触媒によるグリシジルエーテルのブロック共重合:立体規則性制御ブロック共重合体の合成と物性評価  [Not invited]

  磯野拓也, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 芳香族カルボン酸塩を触媒に用いたポリ乳酸およびポリトリメチレンカーボネートの精密合成  [Not invited]

  蛸島薫, 齋藤達也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• ブロックコポリマーの分子内架橋によるミクロ相分離構造の微細化  [Not invited]

  渡部航大, 勝原哲, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/08
• 両親媒性ナノフィブリル化バクテリアセルロース合成における培養条件の最適化  [Not invited]

  上西将斗, 石井亨, 松島得雄, 甲野裕之, 磯野拓也, 山本拓矢, 佐藤敏文, 田島健次

  高分子学会予稿集(CD-ROM)  2018/08
• バクテリアを用いた両親媒ナノセルロースの合成とその応用  [Not invited]

  田島健次, 楠元領, 石井亨, 上西将斗, 小瀬亮太, 甲野裕之, 松島得雄, 磯野拓也, 山本拓矢, 佐藤敏文

  セルロース学会年次大会講演要旨集  2018/07
• ナノフィブリル化バクテリアセルロースのイムノクロマト法への応用  [Not invited]

  梶田悠介, 松島得雄, 磯野拓也, 山本拓矢, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2018/07
• ナノフィブリル化バクテリアセルロースの表層疎水化  [Not invited]

  宇野大輝, 岸本亮太, 甲野裕之, 松島得雄, 磯野拓也, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2018/07
• 電界紡糸法による配向性樹脂/セルロースナノファイバーの複合材料の創製  [Not invited]

  石井亨, 松島得雄, BORSALI Redouane, 磯野拓也, 山本拓矢, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2018/07
• セロデキストリンホスホリラーゼを用いた末端官能基化セロオリゴ糖の合成およびその誘導体化  [Not invited]

  高木靖子, 磯野拓也, 砂川直輝, 山本拓也, 五十嵐圭日子, 北岡本光, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2018/07
• 多環状ポリカプロラクトンの合成と物性解析  [Not invited]

  間藤芳允, 本田康平, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• 糖鎖とポリテルペンからなる単分散ブロック共重合体の合成とモルフォロジー解析  [Not invited]

  磯野拓也, 川上菜穂, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• ポリプロピレンオキシドとオリゴ糖からなるブロック共重合体の合成とミクロ相分離挙動  [Not invited]

  高木靖子, 磯野拓也, 田島健次, BORSALI Redouane, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• ポリカプロラクトンとマルトトリオースからなる糖鎖スターブロックコポリマーの合成とミクロ相分離挙動  [Not invited]

  磯野拓也, 川上菜穂, BORSALI Redouane, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• 末端にオリゴ糖鎖を導入したポリスチレン‐ポリメタクリル酸メチルブロック共重合体の合成とミクロ相分離構造  [Not invited]

  吉田康平, 田中舜馬, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, BORSALI Redouane, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• 芳香族カルボン酸塩を触媒に用いた環状エステル類の開環重合  [Not invited]

  蛸島薫, 齋藤達也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• 分子内架橋によるブロック共重合体のミクロ相分離構造微細化  [Not invited]

  勝原哲, 渡部航大, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• トリオールボレート塩モノマーの触媒移動型連鎖縮合重合によるポリフルオレンの精密合成  [Not invited]

  小林三朗, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018/05
• Versatile nanomicelle carrier platform self-assembled by brush cyclic and tadpole copolymer amphiphiles

  Brian Ree, Yusuke Satoh, Kyeong Sik Jin, Takuya Isono, Won Jong Kim, Toyoji Kakuchi, Toshifumi Satoh, Moonhor Ree

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2018/03  AMER CHEMICAL SOC
  
• Intramolecular cross-linking of poly(styrene-b-lactide) s for decreasing domain sizes in microphase-separated structures  [Not invited]

  Watanabe Kodai, Katsuhara Satoshi, Isono Takuya, Yamamoto Takuya, Tajima Kenji, Satoh Toshifumi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2018/03
• Synthesis and self-assembly of poly(styrene-block-methyl methacrylate) end-capped with oligosaccharide  [Not invited]

  Yoshida Kohei, Tanaka Shunma, Miyagi Ken, Isono Takuya, Yamamoto Takuya, Borsali Redouane, Tajima Kenji, Satoh Toshifumi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2018/03
• L‐イソロイシン由来アミドレセプターを有するポリ(フェニルアセチレン)の合成とキラル識別能の評価  [Not invited]

  鈴木涼太, 渡邊響, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• ポリエチレングリコール鎖とキラルアミノ基で表面修飾されたCdSe/ZnS量子ドットの合成と機能評価  [Not invited]

  貝沼健成, 渡邊響, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• トリオールボレート塩モノマーの連鎖縮合重合による末端官能基化ポリフルオレンの合成  [Not invited]

  小林三朗, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• ポリプロピレンオキシドとマルトトリオースからなるブロック共重合体の合成とミクロ相分離挙動  [Not invited]

  高木靖子, 磯野拓也, 田島健次, BORSALI Redouane, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• PEG鎖を有するL‐メチオニンで修飾された金ナノ粒子の合成とキラル識別  [Not invited]

  渡邊響, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• 縮合反応を用いたナノフィブリル化バクテリアセルロースへの機能性タンパク質の導入  [Not invited]

  梶田悠介, 山本拓矢, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• ナノフィブリル化バクテリアセルロースの選択的表層疎水化  [Not invited]

  宇野大輝, 岸本亮太, 甲野裕之, 松島得雄, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• 糖ジアミンを有するらせんポリアミドの合成とその高次構造  [Not invited]

  松山亜由, 小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• 分子内連鎖的環化による多環状ポリマーの合成と物性評価  [Not invited]

  間藤芳允, 本田康平, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2018/01
• オリゴ糖鎖とポリ(δ-デカノラクトン)からなる分岐状ブロック共重合体の合成とミクロ相分離挙動

  中平早紀, HUNG Chih-Chien, 磯野拓也, 山本拓矢, 田島健次, CHEN Wen-Chang, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018
• 末端選択的エステル交換反応によるポリスチレン-ポリメタクリル酸メチルブロック共重合体の末端修飾

  吉田康平, 田中舜馬, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, BORSALI Redouane, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018
• t-Bu-P₄触媒によるグリシジルエーテルのブロック共重合:トリブロックターポリマーの合成と自己組織化挙動

  新宮智樹, BRIAN Ree J., 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2018
• 芳香族カルボン酸ナトリウム塩を触媒に用いた環状エステルの開環重合  [Not invited]

  蛸島薫, 齋藤達也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2018
• ブロック共重合体の分子内架橋によるミクロ相分離構造の微細化  [Not invited]

  勝原哲, 渡部航大, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2018
• ソラネソール‐糖鎖ハイブリッド材料によるシングルナノオーダー自己組織化  [Not invited]

  川上菜穂, REE Brian J, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2018
• オリゴ糖鎖を末端に有するポリスチレン‐ポリメタクリル酸メチルブロック共重合体の合成とミクロ相分離構造  [Not invited]

  田中舜馬, 吉田康平, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, BORSALI Redouane, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会(Web)  2018
• Sub‐10nmのパターニングを実現するポリスチレン‐ポリメタクリル酸メチルブロック共重合体の側鎖変換  [Not invited]

  吉田康平, TIAN Lin, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• ホスファゼン塩基触媒を用いたグリシジルエーテル類の開環重合による熱応答性ポリエーテルの合成  [Not invited]

  磯野拓也, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• 糖鎖含有トリブロック共重合体のミクロ相分離に基づいたエラストマー材料の設計  [Not invited]

  磯野拓也, 中平早紀, BORSALI Redouane, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• 有機酸塩を触媒に用いた環状エステル類の開環重合  [Not invited]

  齋藤達也, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• t‐Bu‐P₄触媒を用いたエポキシドの開環重合による特殊構造トリブロックターポリマーの合成  [Not invited]

  新宮智樹, 佐藤悠介, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• バイオポリエステルとポリカプロラクトンからなるブロック共重合体の合成と相溶化特性  [Not invited]

  小山貴史, 齋藤達也, 小林新吾, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• 末端にオリゴ糖を有するポリスチレン‐ポリメタクリル酸メチルブロック共重合体の合成およびミクロ相分離構造  [Not invited]

  吉田康平, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• 有機分子触媒を用いた環状エステルおよびエポキシドの精密重合  [Not invited]

  佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/09
• ナノフィブリル化バクテリアセルロースの大量生産とその応用  [Not invited]

  小瀬亮太, 砂川直輝, 田原功太郎, 楠元領, 大場淳也, 松島得雄, 甲野裕之, 磯野拓也, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2017/07
• 新規ナノフィブリル化バクテリアセルロース生産菌の取得とその生産性評価  [Not invited]

  石井亨, 村野玲奈, 大場淳也, 楠元領, 松島得雄, 磯野拓也, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2017/07
• 主鎖に糖ジオール骨格とアゾベンゼンを有するポリマーの合成と糖ジオール骨格による光異性化反応の違い  [Not invited]

  小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 橋本久穂

  高分子学会予稿集(CD-ROM)  2017/05
• 両親媒性ブロック共重合体の分子内架橋による自己組織化制御  [Not invited]

  田中涼斗, 渡部航大, 山本拓矢, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/05
• 末端クリック反応性バイオポリエステルを原料としたブロック共重合体の合成  [Not invited]

  小山貴史, 齋藤達也, 小林新吾, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/05
• 分子内マルチクリック環化によるμ‐ABC三つ葉型ターポリマーの合成  [Not invited]

  新宮智樹, 佐藤悠介, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/05
• マルトトリオースとポリ(n‐ブチルアクリレート)からなるABA型トリブロックコポリマーの合成とミクロ相分離挙動  [Not invited]

  中平早紀, 渡部航大, HUNG Chih‐Chien, 磯野拓也, 山本拓矢, 田島健次, CHEN Wen‐Chang, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/05
• 三つ葉型および四つ葉型ポリマーのトポロジー変換によるカゴ型ポリマーの合成  [Not invited]

  磯野拓也, 佐藤悠介, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2017/05
• L‐フェニルアラニン由来キラルレセプターを有するポリ(フェニルアセチレン)の合成と比色キラル識別機構  [Not invited]

  間藤芳允, 小澤駿, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  分析化学討論会講演要旨集  2017/05
• ポリカプロラクトンとマルトトリオースからなるスターブロックコポリマーの合成とミクロ相分離挙動  [Not invited]

  川上菜穂, 大塚一世, BORSALI Redouane, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2017
• L‐酒石酸で表面修飾された金ナノ粒子の合成とキラル識別能の評価  [Not invited]

  渡邊響, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2017
• 新規取得菌によるナノフィブリル化バクテリアセルロースの生産性評価  [Not invited]

  石井亨, 村野玲奈, 大場淳矢, 楠元領, 松島得雄, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2017
• ポリエチレングリコール鎖とアミノ基で表面修飾されたCdSe/ZnS量子ドットの合成と機能評価  [Not invited]

  中出怜生, 渡邊響, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2017
• L‐ロイシン由来アミド基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価  [Not invited]

  渡辺珠巳, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2017
• L‐フェニルアラニン由来アミドレセプターを有するポリ(フェニルアセチレン)の比色キラル識別機構  [Not invited]

  間藤芳允, 小澤駿, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2017
• N‐メチルピロールとアルデヒドの付加縮合を利用した共役ポリマーの合成と機能評価  [Not invited]

  村山大雅, 間藤芳允, 石川浩也, 小寺史浩, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2017
• 両親媒性ナノフィブリル化バクテリアセルロースの調製とその材料応用  [Not invited]

  楠元領, 石井亨, 松島得雄, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2017
• 分子内連鎖的環化による種々の多環状ポリマーの合成  [Not invited]

  本田康平, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2017
• キラリティーの比色識別に適用可能な光学活性ポリ(フェニルアセチレン)の合成  [Not invited]

  間藤芳允, 小澤駿, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  日本分析化学会年会講演要旨集  2016/08
• 極性基を導入したスチレン‐メタクリル酸メチルブロック共重合体のミクロ相分離構造  [Not invited]

  吉田康平, TIAN Lin, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/08
• t‐Bu‐P₄触媒を用いたエポキシ化合物の開環重合  [Not invited]

  佐藤悠介, 磯野拓也, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/08
• ナノフィブリル化バクテリアセルロースの表面改質とその材料応用  [Not invited]

  楠元領, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会予稿集(CD-ROM)  2016/08
• 種々の有機酸塩を触媒に用いた環状エステルの開環重合  [Not invited]

  相澤佑輔, 齋藤達也, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/08
• 遺伝子組換えによるセルロース合成大腸菌の創製  [Not invited]

  村野玲奈, 渡辺耕平, 今井友也, 磯野拓也, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2016/07
• バクテリア由来CeSDの構造,機能解析  [Not invited]

  村野玲奈, 渡辺耕平, 水野正浩, 宇都卓也, 磯野拓也, 湯井敏文, 天野良彦, YAO Min, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2016/07
• ナノフィブリル化バクテリアセルロースの分散状態に及ぼすカルボキシメチルセルロースの置換度の影響  [Not invited]

  楠元領, 大場淳也, 甲野裕之, 磯野拓也, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2016/07
• 分子内オレフィンメタセシスによる単分子ナノパーティクルのサイズ選択的合成  [Not invited]

  渡部航大, 田中涼斗, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• ポリカプロラクトンとマルトヘプタオースからなるミクトアームスターポリマーの精密合成と水中自己組織化  [Not invited]

  磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• α,ω‐ノルボルネン官能基化マクロモノマーの環化重合による多環状ポリマーの合成  [Not invited]

  磯野拓也, 笹森哲弥, 本田康平, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• 糖鎖含有ポリカプロラクトンと糖類からなるブレンド膜の作製とミクロ相分離構造評価  [Not invited]

  梅坪優人, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• 主鎖にアゾベンゼンユニットと糖アミンユニットを有するらせんポリマーの合成とその光異性化によるらせんの挙動  [Not invited]

  小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 橋本久穂

  高分子学会予稿集(CD-ROM)  2016/05
• オリゴ糖鎖とポリカプロラクトンからなるスターブロックコポリマーの精密合成とモルフォロジー評価  [Not invited]

  川上菜穂, 吉田康平, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• オレフィンメタセシス反応によるジブロックコポリマーの分子内架橋  [Not invited]

  田中涼斗, 渡部航大, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• 開環重合およびマルチクリック環化による多環状ポリエーテルの精密合成  [Not invited]

  佐藤悠介, 松野拓彦, 磯野拓也, 田島健次, 覺知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• 両親媒性スターブロックおよびミクトアームスターコポリエーテルの精密合成  [Not invited]

  佐藤悠介, 宮地香奈, 磯野拓也, 田島健次, 覺知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• フェニルアラニン由来アミド基を導入したポリ(フェニルアセチレン)によるキラルセンシング  [Not invited]

  間藤芳允, 小澤駿, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会予稿集(CD-ROM)  2016/05
• 末端官能基化星形ポリマーの連鎖的分子内環化によるかご型ポリマーの合成  [Not invited]

  本田康平, 笹森哲弥, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016/05
• α,ω-ノルボルネン官能基化マクロモノマーの環化重合による多環状ポリマーの合成

  磯野拓也, 笹森哲弥, 本田康平, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016
• 極性基を導入したスチレン-メタクリル酸メチルブロック共重合体のミクロ相分離構造

  吉田康平, TIAN Lin, 宮城賢, 磯野拓也, 山本拓矢, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016
• t-Bu-P₄触媒を用いたエポキシ化合物の開環重合

  佐藤悠介, 磯野拓也, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2016
• アミノリシス反応によるスチレン-メタクリル酸メチルブロック共重合体への極性基導入

  田林, 吉田康平, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• 糖鎖含有ブロック共重合体と糖類からなるブレンド膜の作製とナノ構造評価  [Not invited]

  梅坪優人, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• アミノリシス反応によるスチレン‐メタクリル酸メチルブロック共重合体への極性基導入  [Not invited]

  田林, 吉田康平, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• 酒石酸イミドジオールを用いたらせんポリマーの合成とその分子認識能  [Not invited]

  蛸島薫, 小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 覚知豊次, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2016
• オレフィンメタセシス反応による分子内架橋ブロックコポリマーの合成  [Not invited]

  田中涼斗, 渡部航大, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• 主鎖にアゾベンゼンユニットを有する糖ジアミンポリマーの合成とその光異性化によるらせんの挙動  [Not invited]

  小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 覚知豊次, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2016
• ピロールとアルデヒドの付加縮合を経由した共役ポリマーの合成と機能評価  [Not invited]

  三部勇人, 間藤芳允, 齋藤僚, 小寺史浩, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2016
• 分子内オレフィンメタセシスを用いた単分子ナノ粒子合成法の確立  [Not invited]

  渡部航大, 田中涼斗, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• オリゴ糖鎖とポリカプロラクトンからなる星型ブロックコポリマーの合成  [Not invited]

  川上菜穂, 吉田康平, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2016
• トリフルオロアセチル基を有するセルロース誘導体のin vivo合成  [Not invited]

  村野玲奈, 佐藤悠介, 大場淳矢, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2016
• ポリエチレングリコール鎖とアミノ基で表面修飾された金ナノ粒子の合成と機能評価  [Not invited]

  渡邊響, 間藤芳允, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2016
• フェニルアラニン由来アミド基を導入したポリ(フェニルアセチレン)によるキラル識別  [Not invited]

  間藤芳允, 小澤駿, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2016
• 有機超塩基触媒を用いた熱応答性脂肪族ポリエーテルの精密合成  [Not invited]

  宮地香奈, 佐藤悠介, 磯野拓也, 佐藤敏文, 覚知豊次, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016
• ポリメタクリレートからなる分子内架橋ナノ粒子の合成と物性評価  [Not invited]

  渡部航大, 田中涼斗, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016
• マルチクリック環化反応を用いた多環状ポリエーテルの精密合成  [Not invited]

  松野拓彦, 佐藤悠介, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016
• マクロモノマーの環化重合による多環状高分子の合成  [Not invited]

  笹森哲弥, 本田康平, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016
• 末端官能基化スターポリマーの分子内環化によるかご型ポリマーの合成  [Not invited]

  本田康平, 笹森哲弥, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2016
• フッ素で置換された炭素酸触媒を用いる逐次反応の開発  [Not invited]

  矢内光, 小林穣, 高田健司, 磯野拓也, 佐藤敏文, MEDEBIELLE Maurice, 松本隆司

  フッ素化学討論会講演要旨集  2015/09
• B(C₆F₅)₃/ヒドロシランを用いたアクリル系モノマーの新規グループトランスファー重合  [Not invited]

  北野広大, 菊地誠也, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/08
• 星型ポリ(N‐イソプロピルアクリルアミド)の熱応答特性―アーム数およびアーム長の影響―  [Not invited]

  吉田康平, TIAN Lin, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/08
• ポリフルオレンを一成分とするミクトアームスターポリマーの精密合成とミクロ相分離構造  [Not invited]

  磯野拓也, CHEN Wen‐Chang, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/08
• 有機リン酸触媒を用いた環状エステルの無溶媒重合  [Not invited]

  齋藤達也, 相澤佑輔, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/08
• フォスファゼン塩基触媒によるグリシジルアミン誘導体のリビング開環重合  [Not invited]

  佐藤敏文, 磯野拓也, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/08
• コアファースト法を用いたグループトランスファー重合による星型アクリレートポリマーの精密合成  [Not invited]

  伊藤貴弘, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/08
• グループトランスファー重合による大環状ポリ(N,N‐ジエチルアクリルアミド)の合成と熱応答特性評価  [Not invited]

  一戸瑛治, 菊地誠也, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/08
• 表面修飾によるナノフィブリル化バクテリアセルロースの機能化  [Not invited]

  大場淳矢, 田原功太郎, 磯野拓也, 甲野裕之, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2015/07
• コアファースト法を用いたグループトランスファー重合による星型ポリアクリル酸エステルの合成  [Not invited]

  伊藤貴弘, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/05
• リビング開環重合と分子内クリック環化反応を用いた三つ葉型ポリブチレンオキシドの精密合成  [Not invited]

  松野拓彦, 佐藤悠介, 磯野拓也, 田島健次, 覺知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• ポリアセチレンを主鎖とするグラフトポリ(3‐ヘキシルチオフェン)の合成  [Not invited]

  高島象一, 蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• 分子内メタセシス反応によるサイズ制御された単分子ナノパーティクルの合成  [Not invited]

  渡部航大, 高田健司, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• 表面修飾によるナノフィブリル化バクテリアセルロースの機能化  [Not invited]

  大場淳矢, 田原功太郎, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会予稿集(CD-ROM)  2015/05
• グループトランスファー重合による両末端官能基化ポリ(N,N‐ジエチルアクリルアミド)の合成  [Not invited]

  一戸瑛治, 北野広大, 菊地誠也, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/05
• ラセミラクチドのエナンチオマー選択的バルク重合  [Not invited]

  相澤佑輔, 齋藤達也, 磯野拓也, 田島健次, 寺田眞浩, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• HSiMe₂Ph/B(C₆F₅)₃を用いたメタクリル酸エステルのグループトランスファー重合  [Not invited]

  北野広大, 菊地誠也, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/05
• 有機リン酸触媒を用いた環状エステルのバルク重合  [Not invited]

  齋藤達也, 相澤佑輔, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• フォスファゼン塩基触媒を用いた開環重合による立体規則性ポリエーテルの精密合成  [Not invited]

  宮地香奈, 磯野拓也, 佐藤悠介, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/05
• 分子内薗頭カップリングによる大環状ポリ(3‐ヘキシルチオフェン)の合成  [Not invited]

  蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 梶弘典, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• フェニルアラニン由来アミド基を導入したポリ(フェニルアセチレン)の合成とキラルセンシング能の評価  [Not invited]

  間藤芳允, 小澤駿, 酒井直哉, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会予稿集(CD-ROM)  2015/05
• メタセシス触媒を用いた両末端ノルボルネン官能基化ポリラクチドの環化重合  [Not invited]

  笹森哲弥, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015/05
• α‐アクリロイル化PMMA/HSiR₃開始系を用いたグループトランスファー重合によるジブロック共重合体の合成  [Not invited]

  佐藤友亮, 伊藤貴弘, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015/05
• Synthesis of Amphiphilic Trefoil-shaped Block Copolyethers using Multiple Click Cylization  [Not invited]

  SATOH YUSUKE, MIYACHI KANA, MATSUNO HIROHIKO, ISONO TAKUYA, TAJIMA KENJI, KAKUCHI TOYOJI, SATOH TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2015/05
• Synthesis of Miktoarm Copolymer Using Hydroxyl End-Functionalized Poly(methyl methacrylate)s Prepared by Group Transfer Polymerization  [Not invited]

  OFOSU-TWUM ERIC, CHEN YOUGEN, SATO SHIN-ICHIRO, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2015/05
• Effect of Star-Shaped Architecture on Thermoresponsive Properties of Poly(N-isopropylacrylamide)  [Not invited]

  YOSHIDA KOHEI, TIAN LIN, ISONO TAKUYA, TAJIMA KENJI, KAKUCHI TOYOJI, SATOH TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2015/05
• Synthesis of Multiblock Acrylate Polymers by Organocatalyzed Group Transfer Polymerization  [Not invited]

  TAKADA KENJI, ITO TAKAHIRO, CHEN YOUGEN, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2015/05
• 分子内薗頭カップリングによる大環状ポリ(3-ヘキシルチオフェン)の合成

  蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 梶弘典, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015
• グループトランスファー重合による両末端官能基化ポリ(N,N-ジエチルアクリルアミド)の合成

  一戸瑛治, 北野広大, 菊地誠也, CHEN Yougen, 佐藤敏文, 覚知豊次, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015
• グループトランスファー重合による大環状ポリ(N,N-ジエチルアクリルアミド)の合成と熱応答特性評価

  一戸瑛治, 菊地誠也, CHEN Yougen, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015
• 星型ポリ(N-イソプロピルアクリルアミド)の熱応答特性-アーム数およびアーム長の影響-

  吉田康平, TIAN Lin, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015
• 分子内薗頭反応による大環状ポリ(3-ヘキシルチオフェン)の合成

  蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 梶弘典, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• α-アクリロイル化PMMA/HSiR₃開始系を用いたグループトランスファー重合によるジブロック共重合体の合成

  佐藤友亮, 伊藤貴弘, 高田健司, CHEN Yougen, 佐藤敏文, 覚知豊次, 覚知豊次

  高分子学会予稿集(CD-ROM)  2015
• ポリアセチレンを主鎖とするグラフトポリ(3-ヘキシルチオフェン)の合成

  高島象一, 蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2015
• ナノフィブリル化バクテリアセルロースの形態観察と表面修飾による機能化  [Not invited]

  田原功太郎, 小瀬亮太, 大場淳矢, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2015
• 有機リン酸触媒を用いた環状エステルの塊状重合  [Not invited]

  齋藤達也, 相澤佑輔, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• フェニルアラニン由来アミド基を導入したポリ(フェニルアセチレン)のキラル識別能の評価  [Not invited]

  間藤芳允, 小澤駿, 酒井直哉, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2015
• クリック反応によるナノフィブリル化バクテリアセルロースの表面修飾  [Not invited]

  大場淳矢, 田原功太郎, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2015
• グルタチオンで修飾した金ナノ粒子の合成と機能評価  [Not invited]

  石坂昂成, 小澤駿, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2015
• 主鎖にアゾベンゼンユニットを有する糖ジオールポリマーの合成とその光異性化によるらせんの挙動  [Not invited]

  小林三朗, 甲野裕之, 磯野拓也, 佐藤敏文, 覚知豊次, 橋本久徳

  高分子学会北海道支部研究発表会講演要旨集  2015
• 光分解性ブロック共重合体を用いた生分解性ナノ構造体の創製  [Not invited]

  齋藤憲吾, 孫翰笙, 磯野拓也, 田島健次, 陳文章, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• 分子内薗頭反応による大環状ポリ(3‐ヘキシルチオフェン)の合成  [Not invited]

  蓬田昌伸, 中村亮介, 磯野拓也, 田島健次, 梶弘典, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• 側鎖にキラルアミノ基を有するポリジアセチレンによるカルボン酸のキラル識別  [Not invited]

  小澤駿, 中村亮介, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2015
• ロイシン由来のウレア基を有するポリ(フェニルアセチレン)の合成およびキラル識別能の評価  [Not invited]

  二階堂佑作, 小澤駿, 酒井直哉, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2015
• ルテニウム触媒を用いた両末端ノルボルネン官能基化ポリ乳酸の環化重合  [Not invited]

  笹森哲弥, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• 結晶構造変化により蓄熱する蓄熱材の地上および軌道上試験  [Not invited]

  戸谷剛, 國拓也, 磯野拓也, 佐藤敏文, 脇田督司, 永田晴紀

  宇宙科学技術連合講演会講演集(CD-ROM)  2015
• ロジウム触媒を用いた末端エチニル化ポリチオフェンのグラフト重合  [Not invited]

  高島象一, 中村亮介, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• サイズ制御された分子内架橋ポリマーの合成  [Not invited]

  渡部航大, 高田健司, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2015
• 結晶転移により蓄熱する蓄熱材の蓄熱量に及ぼす劣化の影響  [Not invited]

  國拓也, 戸谷剛, 佐藤敏文, 脇田督司, 永田晴紀

  Thermophys Prop  2014/11
• On-orbit Test of Heat Storage Materials with Crystal Transformation  [Not invited]

  戸谷 剛, 國 拓也, 佐藤 敏文

  宇宙科学技術連合講演会講演集  2014/11  日本航空宇宙学会
  
• Precise synthesis of cyclic-and star-shaped poly(3-hexylthiophene)s  [Not invited]

  Ryosuke Nakamura, Daich Suemasa, Takuya Isono, Kenji Tajima, Hironori kaji, Toshifumi Satoh

  The Ist Innovation Forum of Engineering Education(SPACC)  2014/10
• オリゴ糖とポリカプロラクトンからなるブロックコポリマーの精密合成とナノ構造形成  [Not invited]

  磯野拓也, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/09
• 4級アンモニウム塩を用いたナノフィブリル化バクテリアセルロースの機能化  [Not invited]

  田原功太郎, 小瀬亮太, 大場淳矢, 磯野拓也, 佐藤敏文, 田島健次

  高分子学会予稿集(CD-ROM)  2014/09
• 有機リン酸触媒を用いた環状エステルのリビング開環重合  [Not invited]

  佐藤敏文, 磯野拓也, 覚知豊次

  高分子学会予稿集(CD-ROM)  2014/09
• 立体規則性を制御した両親媒性ジブロックコポリエーテルの精密合成  [Not invited]

  宮地香奈, 磯野拓也, 佐藤悠介, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2014/09
• Group Transfer Polymerization of Acrylic Monomers by using Tris(pentafluorophenyl)boron as a Catalyst  [Not invited]

  CHEN YOUGEN, TSUCHIDA SHINYA, KITANO KODAI, KIKUCHI SEIYA, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2014/09
• 位置異性配位子を有する発光性Eu(III)錯体の形態制御  [Not invited]

  平井悠一, 中西貴之, 関朋宏, 伊藤肇, 佐藤敏文, 伏見公志, 長谷川靖哉

  錯体化学会討論会講演要旨集  2014/09
• 【141】触媒移動型連鎖重縮合による末端エチニル化ポリチオフェンの精密合成  [Not invited]

  蓬田 昌伸, 末政 大地, 中村 亮介, 磯野 拓也, 田島 健次, 梶 弘典, 佐藤 敏文

  2014年度北海道高分子若手研究会, 定山渓ビューホテル(北海道）  2014/08
• 海藻由来新奇セルロース合成菌の解析  [Not invited]

  田原功太郎, 砂川直輝, 渡辺耕平, HAN Xuerong, 小瀬亮太, 佐藤敏文, 田島健次

  セルロース学会年次大会講演要旨集  2014/07
• キラルリン酸触媒を用いたラセミラクチドのエナンチオマー選択重合  [Not invited]

  齋藤達也, 牧口孝祐, 磯野拓也, 山中卓人, 寺田眞浩, 覚知豊次, 佐藤敏文

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2014/06
• 持続可能社会に向けて進化する有機分子触媒 4 有機分子触媒による精密重合 金属触媒に変わる重合触媒の開発  [Not invited]

  佐藤敏文

  化学と工業  2014/06
• フォスファゼン塩基を触媒に用いたグリシジルアミン誘導体のリビング開環重合  [Not invited]

  浅井俊介, 佐藤悠介, 磯野拓也, 田島健次, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/05
• ビス(4‐ニトロフェニル)リン酸を触媒に用いたβ‐ブチロラクトンの開環重合  [Not invited]

  齋藤達也, 牧口孝祐, 田島健次, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/05
• 両親媒性タッドポール型ブロックコポリエーテルの合成  [Not invited]

  佐藤悠介, 宮地香奈, 磯野拓也, 田島健次, 覺知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/05
• リビング開環重合とクリック反応を用いた多環状ポリカプロラクトンの精密合成  [Not invited]

  松野拓彦, 佐藤悠介, 磯野拓也, 田島健次, 覺知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/05
• 星型ポリ(N‐イソプロピルアクリルアミド)の合成と熱応答特性  [Not invited]

  吉田康平, ZHANG Yao, 磯野拓也, 田島健次, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014/05
• Precise synthesis of end-functionalized poly(methyl methacrylate) by group transfer polymerization using functional initiators and terminators  [Not invited]

  CHEN YOUGEN, KUBOTA NAOYA, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2014/05
• Synthesis of AnBm-type Miktoarm Star Polymers by Combination of Atom Transfer Radical Polymerization and Click Reaction  [Not invited]

  ZHANG YAO, ISONO TAKUYA, TAJIMA KENJI, KAKUCHI TOYOJI, SATOH TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2014/05
• Synthesis of Hydroxyl End-functionalized Poly(methyl methacrylate) by t-BuP4 catalyzed Group Transfer Polymerization  [Not invited]

  OFOSU-TWUM ERIC, KUBOTA NAOYA, CHEN YOUGEN, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2014/05
• Synthesis and Characteristics of cyclic-and star-shaped Poly(3-hexylthiophene)  [Not invited]

  Toshifumi Satoh, Daichi Duemasa, Ryosuke, Nakamura, Hirotaka, Ishibashi,Tatsuya

  Institute for Chemical Research International Symposium 2014  2014/03
• フェニルアラニン由来アミド基を有するポリ(フェニルアセチレン)の合成とキラル識別能の評価  [Not invited]

  小澤駿, 酒井直哉, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• リビング開環重合によるポリグリシジルアミン誘導体の精密合成  [Not invited]

  浅井俊介, 佐藤悠介, 磯野拓也, 田島健次, 覚知豊次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• 大環状ポリ(3‐ヘキシルチオフェン)の精密合成  [Not invited]

  末政大地, 齋藤憲吾, 中村亮介, 田島健次, 梶典弘, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• ウレア基を有する蛍光アニオンセンサーの振電相互作用機構による蛍光出力スイッチング  [Not invited]

  屋内一馬, 島田遼太郎, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次, 佐藤信一郎

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• マルチクリック環化による8の字型ブロックコポリエーテルの精密合成  [Not invited]

  佐藤悠介, 宮地香奈, 磯野拓也, 田島健次, 覚知豊次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• 分岐構造を有するポリ乳酸の合成とステレオコンプレックス形成能  [Not invited]

  近藤洋平, 磯野拓也, 田島健次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• 有機リン酸エステルを触媒に用いたβ‐ブチロラクトンのカチオン開環重合  [Not invited]

  齋藤達也, 牧口孝祐, 田島健次, 覚知豊次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• ADMET重合を用いた不飽和脂肪酸由来高分子の合成  [Not invited]

  中田暉, 堺井亮介, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• 側鎖にアンモニウムカチオンを有するポリジアセチレンのアニオン検出能の評価  [Not invited]

  前谷枝保, 中村亮介, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次, 堺井亮介

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014/01
• 大環状ポリ(3-ヘキシルチオフェン)の精密合成

  末政大地, 齋藤憲吾, 中村亮介, 田島健次, 梶典弘, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014
• 有機リン酸エステルを触媒に用いたβ-ブチロラクトンのカチオン開環重合

  齋藤達也, 牧口孝祐, 田島健次, 覚知豊次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集(CD-ROM)  2014
• 星型ポリ(N-イソプロピルアクリルアミド)の合成と熱応答特性

  吉田康平, ZHANG Yao, 磯野拓也, 田島健次, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014
• ビス(4-ニトロフェニル)リン酸を触媒に用いたβ-ブチロラクトンの開環重合

  齋藤達也, 牧口孝祐, 田島健次, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2014
• 側鎖末端オレフィンのヒドロホウ素化-酸化による両親媒性ブロックコポリエーテルの精密合成

  宮地香奈, 佐藤悠介, 磯野拓也, 佐藤敏文, 佐藤信一郎, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2014
• 星型ポリ(N-イソプロピルアクリルアミド)の合成と水溶液中での熱応答特性

  吉田康平, 張瑶, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2014
• 結晶変化を伴う蓄熱材の蓄熱・放熱試験

  戸谷剛, 國拓也, 佐藤敏文, 脇田督司, 永田晴紀

  日本機械学会熱工学コンファレンス講演論文集(CD-ROM)  2014
• ロイシン由来のウレア基を有するポリ(フェニルアセチレン)によるキラル識別  [Not invited]

  奥山しおり, 小澤駿, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2014
• 側鎖末端オレフィンのヒドロホウ素化‐酸化による両親媒性ブロックコポリエーテルの精密合成  [Not invited]

  宮地香奈, 佐藤悠介, 磯野拓也, 佐藤敏文, 佐藤信一郎, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2014
• 側鎖にキラルアミノ基を導入したポリジアセチレンの合成とキラルセンシング  [Not invited]

  井上亮平, 中村亮介, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2014
• 星型ポリ(N‐イソプロピルアクリルアミド)の合成と水溶液中での熱応答特性  [Not invited]

  吉田康平, 張瑶, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2014
• リビング開環重合とクリック反応を用いた8の字型ポリエステルの精密合成  [Not invited]

  松野拓彦, 佐藤悠介, 磯野拓也, 田島健次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2014
• リノール酸由来モノマーのADMET重合によるバイオベースポリマーの合成  [Not invited]

  河原崎勇, 中田暉, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2014
• エチニル基を有するセルロース誘導体のin vivo合成  [Not invited]

  渡辺耕平, 齋藤憲吾, 佐藤敏文, 田島健次

  高分子学会北海道支部研究発表会講演要旨集  2014
• リン酸ジフェニルを触媒に用いた環状エステルエーテルの精密重合  [Not invited]

  朝倉千裕, 牧口孝祐, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2014
• フェニルグリシン由来アミド基を有するポリ(フェニルアセチレン)のキラル識別能の評価  [Not invited]

  西山浩史, 小澤駿, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2014
• グアニジニウム基を有するポリジアセチレンのアニオン検出能の評価  [Not invited]

  川上太郎, 前谷枝保, 菊地真依子, 津田勝幸, 梅田哲, 佐藤敏文, 覚知豊次, 堺井亮介

  高分子学会北海道支部研究発表会講演要旨集  2014
• F117 Heat Storage and Release Tests of Heat Storage Material with Crystal Transformation  [Not invited]

  Totani Tsuyoshi, Kuni Takuya, Satoh Toshifumi, Wakita Masashi, Nagata Harunori

  The Proceedings of the Thermal Engineering Conference  2014  一般社団法人 日本機械学会
   

  It is desirable that the heat storage materials for nano and micro satellites have the characteristic of not phase change but crystal transformation for the heat storage. Trans-1,4-polybutadien has the desirable characteristic of crystal transformation at the heat storage temperature. The heat storage and release tests were conducted on the ground and in orbit. It is clarified that the heat storage and release characteristics do not change in heat storage and release cycle of 300 times and Trans-1,4-polybutadien can storage and release heat in orbit.
• Synthesis and chiral separation of helical poly(phenylacetylene)s having L-amino acid derivatives as side groups  [Not invited]

  Zhang Chunhong, Yang Taotao, Ma Rui, Satoh Toshifumi, Kakuchi Toyoji, Okamoto Yoshio

  Abstracts of Papers of the American Chemical Society  2014
• Synthesis of cyclic and figure-eight-shaped block copolyether by combining t-Bu-P-4-catalyzed ring opening polymerization and click cyclization  [Not invited]

  Satoh Yusuke, Isono Takuya, Tajima Kenji, Kakuchi Toyoji, Satoh Toshifumi

  Abstracts of Papers of the American Chemical Society  2014
• Synthesis of maltose centered star-shaped polystyrenes via atom transfer radical polymerization and click reaction  [Not invited]

  Zhang Yao, Kondo Yohei, Suemasa Daichi, Isono Takuya, Tajima Kenji, Kakuchi Toyoji, Satoh Toshifumi

  Abstracts of Papers of the American Chemical Society  2014
• Synthesis of Hydroxyl End-functionalized Poly(methyl methacrylate) by t-BuP4 catalyzed Group Transfer Polymerization  [Not invited]

  OFOSU-TWUM ERIC, SATOH TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2014
• Eu(III)配位複合体の組織構造と発光特性  [Not invited]

  HIRAI YUICHI, NAKANISHI TAKAYUKI, SEKI TOMOHIRO, ITO HAJIME, SATO TOSHIFUMI, FUSHIMI KOJI, HASEGAWA YASUCHIKA

  錯体化学会討論会講演要旨集  2013/10
• 超分子型Eu(III)錯体の発光特性と構造転移  [Not invited]

  HIRAI YUICHI, NAKANISHI TAKAYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, FUSHIMI KOJI, HASEGAWA YASUCHIKA

  光化学討論会講演要旨集  2013/09
• 有機強酸を触媒としたアクリル酸エステルおよびN,N‐ジアルキルアクリルアミドのグループトランスファー重合  [Not invited]

  TAKADA KENJI, FUCHISE KEITA, CHEN YOUGEN, KUBOTA NAOYA, SATO SHIN'ICHIRO, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/08
• 有機ブレンステッド酸を触媒に用いた環状エステルおよび環状カーボネートのリビング開環重合  [Not invited]

  MAKIGUCHI KOSUKE, KIKUCHI SEIYA, SATO SHIN'ICHIRO, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/08
• バイオベースマテリアルを用いた機能性単分子ミセルの開発  [Not invited]

  SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/08
• 有機分子触媒を用いたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  KUBOTA NAOYA, TAKADA KENJI, CHEN YOUGEN, FUCHISE KEITA, SATO SHIN'ICHIRO, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/08
• 有機分子触媒を用いたグループトランスファー重合によるポリソルビン酸エステルの精密合成  [Not invited]

  TAKAGI YU, KUBOTA NAOYA, TAKADA KENJI, SAKAI NAOYA, FUCHISE KEITA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2013/05
• リビング開環重合とクリック反応を用いた特殊構造ポリブチレンオキシドの精密合成  [Not invited]

  KAMOSHIDA KENSUKE, SATO YUSUKE, ISONO TAKUYA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2013/05
• ポリn‐ヘキシルイソシアナートと脂肪族ポリエステルからなる新規rod‐coil型ミクトアームスターポリマーの精密合成  [Not invited]

  NISHIKAWA NAOKI, SUEMASA DAICHI, SAITO KENGO, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/05
• 星型ステレオブロックポリ乳酸の合成とステレオコンプレックス形成能  [Not invited]

  KONDO YOHEI, ISONO TAKUYA, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会予稿集(CD-ROM)  2013/05
• 両親媒性8の字型ブロックコポリエーテルの精密合成および会合挙動  [Not invited]

  SATO YUSUKE, KAMOSHIDA KENSUKE, ISONO TAKUYA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2013/05
• ヒドロシランを潜在性開始剤としたアクリル酸n‐ブチルのグループトランスファー重合  [Not invited]

  TSUCHIDA SHINJI, FUCHISE KEITA, TAKADA KENJI, KIKUCHI SEIYA, YOSHIDA SEIICHIRO, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会予稿集(CD-ROM)  2013/05
• キラルレセプターを有するポリ(フェニルアセチレン)を用いた比色キラル分析  [Not invited]

  SAKAI RYOSUKE, OZAWA SHUN, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI

  分析化学討論会講演要旨集  2013/05
• 結晶転移する蓄熱材の蓄熱量

  戸谷剛, 國拓也, 佐藤敏文, 脇田督司, 永田晴紀

  日本機械学会熱工学コンファレンス講演論文集  2013
• ポリ(n-ヘキシルイソシアナート)と脂肪族ポリエステルからなる光分解性ブロック共重合体の精密合成

  齋藤憲吾, 末政大地, 西川直毅, 酒井直哉, 覚知豊次, 佐藤敏文

  高分子学会北海道支部研究発表会講演要旨集  2013
• 結晶転移する蓄熱材の蓄熱量

  戸谷剛, 國拓也, 佐藤敏文, 脇田督司, 永田晴紀

  Thermophysical Properties  2013
• 有機強酸を触媒としたアクリル酸エステルおよびN,N-ジアルキルアクリルアミドのグループトランスファー重合

  高田健司, 渕瀬啓太, CHEN Yougen, 久保田直也, 佐藤信一郎, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2013
• ヒドロシランを潜在性開始剤としたアクリル酸n-ブチルのグループトランスファー重合

  土田晋士, 渕瀬啓太, 高田健司, 菊地誠也, 吉田誠一郎, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2013
• グループトランスファー重合による星型ポリ[2-(ジメチルアミノ)エチルメタクリレート]の精密合成

  菊地誠也, 北門惇介, 陳友根, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2013
• ポリn-ヘキシルイソシアナートと脂肪族ポリエステルからなる新規rod-coil型ミクトアームスターポリマーの精密合成

  西川直毅, 末政大地, 齋藤憲吾, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2013
• 両親媒性環状および星型ブロックコポリエーテルの精密合成  [Not invited]

  SATO YUSUKE, ISONO TAKUYA, KAMOSHIDA KENSUKE, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2013
• Click環化反応を用いた大環状ポリトリメチレンカーボネートの精密合成  [Not invited]

  OGASAWARA HIROTAKA, MAKIGUCHI KOSUKE, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2013
• 有機分子触媒を用いたソルビン酸エステルのグループトランスファー重合  [Not invited]

  TAKAGI YU, KUBOTA NAOYA, TAKADA KENJI, SAKAI NAOYA, FUCHISE KEITA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2013
• グループトランスファー重合による星型ポリ[2‐(ジメチルアミノ)エチルメタクリレート]の精密合成  [Not invited]

  KIKUCHI SEIYA, KITAKADO JUNSUKE, CHIN YUKON, FUCHISE KEITA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2013
• キラルアミノ基を有するポリジアセチレンのキラル識別能の評価  [Not invited]

  NAKAMURA RYOSUKE, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, SAKAI RYOSUKE

  高分子学会北海道支部研究発表会講演要旨集  2013
• 側鎖にフェニルアラニン由来カルボキシル基を有するポリジアセチレンの合成と3級アミンの識別  [Not invited]

  NAKAJIMA KONOMI, NAKAMURA RYOSUKE, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, SAKAI RYOSUKE

  高分子学会北海道支部研究発表会講演要旨集  2013
• 有機ブレンステッド酸触媒を用いた環状エステルおよび環状カーボネートのリビング開環重合  [Not invited]

  SATO TOSHIFUMI

  日本プロセス化学会ウィンターシンポジウム講演要旨集  2013
• フェニルアラニン由来のアミド基を導入したポリ(フェニルアセチレン)のキラル識別  [Not invited]

  OZAWA SHUN, SAKAI NAOYA, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, SAKAI RYOSUKE

  高分子学会北海道支部研究発表会講演要旨集  2013
• スレオニン由来アミド基を有するポリ(フェニルアセチレン)によるキラルセンシング  [Not invited]

  TOKODAI HARUHIKO, SAKAI NAOYA, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, SAKAI RYOSUKE

  高分子学会北海道支部研究発表会講演要旨集  2013
• ポリ(n‐ヘキシルイソシアナート)と脂肪族ポリエステルからなる光分解性ブロック共重合体の精密合成  [Not invited]

  SAITO KENGO, SUEMASA DAICHI, NISHIKAWA NAOKI, SAKAI NAOYA, KAKUCHI TOYOJI, SATO TOSHIFUMI

  高分子学会北海道支部研究発表会講演要旨集  2013
• フォスファゼン塩基を触媒に用いたグリシジルアミン誘導体の精密重合  [Not invited]

  TAKAOKA TOSHIMITSU, SATO YUSUKE, ISONO TAKUYA, SATO TOSHIFUMI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  2013
• グアニジニウム基を有するポリジアセチレンのアニオン検出能の評価  [Not invited]

  KIKUCHI MAIKO, MAETANI SHIHO, UMEDA SATOSHI, TSUDA KATSUYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, SAKAI RYOSUKE

  高分子学会北海道支部研究発表会講演要旨集  2013
• 構造転移する蓄熱材の蓄熱量  [Not invited]

  TOTANI TSUYOSHI, KUNI TAKUYA, SATO TOSHIFUMI, WAKITA MASASHI, NAGATA HARUNORI

  宇宙科学技術連合講演会講演集(CD-ROM)  2013
• 結晶転移する蓄熱材の蓄熱特性  [Not invited]

  TOTANI TSUYOSHI, SATO TOSHIFUMI, WAKITA MASASHI, NAGATA HARUNORI

  日本伝熱シンポジウム講演論文集(CD-ROM)  2013
• 超分子型Eu(III)錯体の発光特性とアモルファス特性  [Not invited]

  HIRAI YUICHI, NAKANISHI TAKAYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, FUSHIMI KOJI, HASEGAWA YASUCHIKA

  配位化合物の光化学討論会講演要旨集  2013
• 結晶転移する蓄熱材の蓄熱性能  [Not invited]

  戸谷剛, 佐藤敏文, 脇田督司, 永田晴紀

  Thermophys Prop  2012/10
• 鎖中央にアジド基を有する分岐ポリエステルおよびポリエーテルの合成  [Not invited]

  磯野拓也, 近藤洋平, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012/05
• 官能基を有する開始剤を用いたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  久保田直也, 高田健司, CHEN Yougen, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012/05
• 触媒にトリス(ペンタフルオロフェニル)ボランを用いたアクリルモノマーのグループトランスファー重合  [Not invited]

  吉田誠一郎, 久保田直也, 太田茂樹, 高田健司, 酒井直哉, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012/05
• 有機分子触媒を用いたカチオン開環重合による末端官能基化ポリ(β‐ブチロラクトン)の合成  [Not invited]

  菊地誠也, 牧口孝祐, 加我晴生, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012/05
• ポリイソシアナートと生分解性ポリマーからなる新規ブロック共重合体の精密合成  [Not invited]

  末政大地, 西川直毅, 川戸大輔, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2012/05
• ポリイソシアナートを有するミクトアーム型スターポリマーの精密合成および相分離構造  [Not invited]

  川戸大輔, 西川直毅, 末政大地, REE Moonhor, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2012/05
• トリス(ペンタフルオロフェニル)ボランを触媒に用いたアクリルモノマーのグループトランスファー重合  [Not invited]

  吉田誠一郎, 太田茂樹, 酒井直哉, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012/01
• グループトランスファー重合による末端エチニル化ポリメタクリル酸メチルの合成  [Not invited]

  久保田直也, 高田健司, 陳友根, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012/01
• トリフリルイミドを触媒に用いたβ‐ブチロラクトンのカチオン開環重合  [Not invited]

  菊地誠也, 牧口孝祐, 辻洋輔, 加我晴生, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012/01
• グループトランスファー重合による末端官能基化ポリ(N,N‐ジエチルアクリルアミド)の精密合成  [Not invited]

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012/01
• スーパーブレンステッド酸を触媒に用いた環状エステルのカチオン開環重合

  牧口孝祐, 菊地誠也, 加我晴生, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• リン酸ジフェニルを触媒に用いたトリメチレンカーボネートのリビングカチオン重合

  小笠原啓孝, 牧口孝祐, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• Investigation of Morphological Change behind Submerged Breakwater Analyzed Using Shoreline Prediction Model and Empirical Orthogonal Function Analysis

  栗山善昭, 伴野雅之, 岸弘之, 佐藤敏文, 水内邦夫

  土木学会論文集 B2(海岸工学)(Web)  2012
• Verification test of coastal stabilization by submerged groin etc. in Niigata West Coast

  岸弘之, 佐藤敏文, 水内邦夫, 親松康義

  土木学会論文集 B2(海岸工学)(Web)  2012
• 新潟港海岸(西海岸地区)における海浜安定対策の効果について

  山本高士, 菊地洋二, 佐藤敏文, 水内邦夫

  沿岸技術研究センター論文集  2012
• 側鎖にアンモニウムカチオンを有するポリジアセチレンのアニオン検出能の評価

  前谷枝保, 中村亮介, 堺井亮介, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• 側鎖にキラルアミノ基を導入したポリジアセチレンによるカルボン酸のキラル識別能の評価

  中村亮介, 堺井亮介, 梅田哲, 津田勝幸, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• グループトランスファー重合による星形ポリ[2-(ジメチルアミノ)エチルメタクリレート]の精密重合と温度応答性

  菊地誠也, 北門惇介, CHEN Yougen, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• クリック反応性基を有する分岐ポリラクチドの精密合成

  近藤洋平, 磯野拓也, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• ポリイソシアナートを空孔源とした生分解性ポーラス材料の作製

  末政大地, 西川直毅, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2012
• 有機分子触媒を用いたカチオン開環重合による末端官能基化ポリ(β-ブチロラクトン)の合成

  菊地誠也, 牧口孝祐, 加我晴生, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2012
• ポリヘキシルイソシアナートと脂肪族ポリカーボネートからなる新規ブロック共重合体の精密合成

  末政大地, 西川直毅, 川戸大輔, 覚知豊次, 佐藤敏文

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012
• グループトランスファー重合による末端官能基化ポリ(N,N-ジエチルアクリルアミド)の精密合成

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012
• トリフリルイミドを触媒に用いたβ-ブチロラクトンのカチオン開環重合

  菊地誠也, 牧口孝祐, 辻洋輔, 加我晴生, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2012
• Corolimetric anion detection by urea-functionalized poly(phenylacetylene)s bearing L-amino acids as a pendants  [Not invited]

  Sakai Naoya, Sakai Ryosuke, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Precise synthesis and end-functionalization of poly(N,N-diethylacrylamide) by group transfer polymerization using super Bronsted acid  [Not invited]

  Ohta Shigeki, Fuchise Keita, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Group transfer polymerization of acrylates mediated by a super Bronsted acid as an organocatalyst  [Not invited]

  Takada Kenji, Fuchise Keita, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Precise synthesis of rod-coil block copolymer using clickable poly(n-hexyl isocyanate)  [Not invited]

  Satoh Toshifumi, Kawato Daisuke, Nishikawa Naoki, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Precise synthesis of star-shaped poly(methyl methacrylate)s by t-Bu-P-4-catalyzed group transfer polymerization  [Not invited]

  Chen Yougen, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Syntheses of AB(2), A(2)B, and A(2)B(2) type ruthenium(II) complexed miktoarm star copolymers  [Not invited]

  Xiao Nao, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Synthesis of end-functionalized polyester using organocatalyst and alcohol initiator  [Not invited]

  Makiguchi Kosuke, Kaga Harumi, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Synthesis of urea-functionalized poly(phenylenebutadiynylene) as a turn-on fluorescent probe for anion sensing  [Not invited]

  Sakai Ryosuke, Nagai Atsushi, Tago Yasuyuki, Sato Shin-ichiro, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• Synthesis of various clickable polymers bearing one azido group on center of main chain[p]  [Not invited]

  Isono Takuya, Makiguchi Kosuke, Kawato Daisuke, Nishikawa Naoki, Suemasa Daichi, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2012
• 構造転移により蓄熱する超小型衛星用蓄熱材の開発  [Not invited]

  戸谷剛, 佐藤敏文, 脇田督司, 永田晴紀

  宇宙科学技術連合講演会講演集(CD-ROM)  2012
• Analysis of polymerization mechanism of group transfer polymerization catalyzed by super Brosted acids  [Not invited]

  FUCHISE Keita, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2011/09
• Synthesis of Star-shaped Poly(methyl methacrylate) by Phosphazene Base-catalyzed Group Transfer Polymerization  [Not invited]

  CHEN Yougen, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2011/09
• 有機超強酸を触媒に用いた(メタ)アクリル酸エステルのグループトランスファー重合における開始剤の影響  [Not invited]

  高田健司, 渕瀬啓太, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/09
• Characterization of Poly(styrene oxide) Synthesized using Phosphazene Base  [Not invited]

  MISAKA Hideki, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2011/09
• 超強酸触媒を用いたグループトランスファー重合によるポリ(N,N‐ジアルキルアクリルアミド)の精密合成  [Not invited]

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/09
• ポリ乳酸を基材とするナノポーラス材料の作製  [Not invited]

  西川直毅, 川戸大輔, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2011/09
• ポリイソシアナートを有する星型ポリマーを利用した生分解性ナノポーラス材料の作製  [Not invited]

  川戸大輔, 西川直毅, 牧口孝祐, 覚知豊次, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2011/09
• 1,6‐アンヒドロヘキソースから得られたハイパーブランチ多糖の構造とレクチン認識能  [Not invited]

  佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/09
• ポリヘキシルイソシアネートとポリラクチドからなる新規高分子構造体の精密合成  [Not invited]

  西川直毅, 川戸大輔, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• 末端水酸基化ポリヘキシルイソシアネートをマクロ開始剤に用いたε‐カプロラクトンのリビングカチオン重合  [Not invited]

  川戸大輔, 西川直毅, 牧口孝祐, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• ピリジン環を有する糖ジオールらせんポリマーの合成とその金属錯形成能  [Not invited]

  鷲尾達也, 磯野拓也, 甲野裕之, 佐藤敏文, 覚知豊次, 橋本久穂

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• ポリグリシドール誘導体の側鎖変換反応を用いた新規ブロックコポリマーの合成  [Not invited]

  鴨志田健介, 牧口孝祐, 三坂英樹, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• 糖ジオールらせんポリマーにおけるらせん由来の旋光性  [Not invited]

  橋本久穂, 鷲尾達也, 磯野拓也, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• グループトランスファー重合によるポリ(N,N‐ジアルキルアクリルアミド)の精密合成  [Not invited]

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011/07
• ポリヘキシルイソシアネートとポリカプロラクトンを有する新規共重合体の精密合成  [Not invited]

  川戸大輔, 西川直毅, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• スーパーブレンステッド酸触媒を用いたアクリル酸エステルのグループトランスファー重合  [Not invited]

  高田健司, 岩本晋也, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• ウレア基修飾ポリ(p‐フェニレン)を用いた蛍光性アニオンプローブの設計  [Not invited]

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• フォスファゼン塩基を触媒に用いたグリシドール誘導体の精密共重合  [Not invited]

  鴨志田健介, 牧口孝祐, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• 主鎖にキラルなロタキサン構造を有するポリフェニルアセチレン誘導体の合成  [Not invited]

  磯野拓也, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• ポリヘキシルイソシアネートとポリラクチドからなる新規ブロック共重合体の精密合成  [Not invited]

  西川直毅, 川戸大輔, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• 有機超強酸を触媒に用いたグループトランスファー重合の動力学解析  [Not invited]

  岩本晋也, 千葉香織, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011/05
• ウレア基修飾ポリ(p‐フェニレン)によるアニオンの蛍光検出  [Not invited]

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011/02
• アミノ酸由来ウレア基を有するポリ(フェニルアセチレン)のキラル比色検出能  [Not invited]

  酒井直哉, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• ポリ(ピリレンメチン)の合成とpH応答性の評価  [Not invited]

  中村亮介, 堺井亮介, 梅田哲, 青山陽子, 津田勝幸, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• アミド基を側鎖に導入したポリ(フェニルアセチレン)によるキラルカルボン酸塩の検出  [Not invited]

  田口主, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• α,ω‐ジアセチレンの環化重合による主鎖型ポリロタキサンの合成  [Not invited]

  磯野拓也, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011/02
• 有機分子触媒を用いたメタクリル酸エステルのグループトランスファー重合におけるエステル基の影響  [Not invited]

  大橋直耕, 高田健司, 北門惇介, 岩本晋也, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011/02
• 有機超強塩基触媒を用いたグリシドール誘導体の精密共重合  [Not invited]

  鴨志田健介, 牧口孝祐, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• 有機超強酸を触媒としたグループトランスファー重合によるポリアクリル酸メチルの精密合成  [Not invited]

  高田健司, 大橋直耕, 北門惇介, 岩本晋也, 渕瀬啓太, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011/02
• ポリヘキシルイソシアネートをマクロ開始剤に用いた新規ポリ乳酸ブロック共重合体の合成  [Not invited]

  西川直毅, 川戸大輔, 長井敦, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• 有機超強酸を触媒に用いたグループトランスファー重合の動力学的研究  [Not invited]

  岩本晋也, 千葉香織, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011/02
• ブレンステッド酸触媒を用いたラクトンのリビングカチオン開環重合  [Not invited]

  牧口孝祐, 辻洋輔, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• ポリヘキシルイソシアネートとポリカプロラクトンを有する新規ブロック共重合体の精密合成  [Not invited]

  川戸大輔, 西川直毅, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2011/02
• 末端水酸基化ポリヘキシルイソシアネートをマクロ開始剤に用いたε-カプロラクトンのリビングカチオン重合

  川戸大輔, 西川直毅, 牧口孝祐, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011
• ウレア基修飾ポリ(p-フェニレン)によるアニオンの蛍光検出

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011
• α,ω-ジアセチレンの環化重合による主鎖型ポリロタキサンの合成

  磯野拓也, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2011
• 1,6-アンヒドロヘキソースから得られたハイパーブランチ多糖の構造とレクチン認識能

  佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011
• 新潟港海岸における海浜安定化対策の現地実証実験について

  菊地洋二, 山本高士, 佐藤敏文, 澁谷覚

  沿岸技術研究センター論文集  2011
• グループトランスファー重合によるポリ(N,N-ジアルキルアクリルアミド)の精密合成

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2011
• ウレア基修飾ポリ(p-フェニレン)を用いた蛍光性アニオンプローブの設計

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011
• 超強酸触媒を用いたグループトランスファー重合によるポリ(N,N-ジアルキルアクリルアミド)の精密合成

  太田茂樹, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2011
• Living anionic ring-opening polymerization of styrene oxide catalyzed by phoshpazene base  [Not invited]

  Misaka Hideki, Sakai Ryosuke, Satoh Toshifumi, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2011
• Chirality sensing towards amino acid using poly(phenylacetylene) conjugated with l-lysine through urea linkage  [Not invited]

  Sakai Naoya, Sakai Ryosuke, Satoh Toshifumi, Zhang Afang, Kakuchi Toyoji

  Abstracts of Papers of the American Chemical Society  2011
• アミノ酸由来アミド基を側鎖に有するポリ(フェニルアセチレン)のアニオン検出能  [Not invited]

  寺田絵里加, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• L‐リシン誘導体を側鎖に有するポリ(フェニルアセチレン)のキラル識別能  [Not invited]

  酒井直哉, 堺井亮介, 佐藤敏文, ZHANG Afang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• プロアザフォスファトランを触媒としたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  北門惇介, 渕瀬啓太, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• アミノ酸由来アミド基を有するポリ(フェニルアセチレン)のアニオン比色検出  [Not invited]

  柴崎拓也, 島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• フォスファゼン塩基を触媒としたグループトランスファー重合による3‐アーム型ポリ[4‐(ジフェニルアミノ)ベンジルメタクリレート]の精密合成  [Not invited]

  CHEN Yougen, FANG Yi‐kai, 堺井亮介, 佐藤敏文, CHEN Wen‐chang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• スーパーブレンステッド酸によるアクリルアミドのグループトランファー重合  [Not invited]

  渕瀬啓太, 堺井亮介, 鳴海敦, 佐藤敏文, 川口正剛, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• 有機酸触媒を用いたグループトランスファー重合の動力学的研究  [Not invited]

  岩本晋也, 千葉香織, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• 有機ブレンステッド酸触媒を用いたラクトンのリビングカチオン重合  [Not invited]

  牧口孝祐, 辻洋輔, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• 有機超強塩基を触媒に用いたエポキシ化合物のブロック共重合  [Not invited]

  田村英祐, 三坂英樹, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• ウレア基修飾ポリ(p‐フェニレン)によるアニオンの蛍光検出  [Not invited]

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• 官能基修飾によるポリヒドロキシアルカン酸の機能化  [Not invited]

  岩本浩介, 谷尾亮, 佐藤康治, 田島健次, 堺井亮介, 佐藤敏文, 鳥谷部哲也, 松島得雄, 覚知豊次, 大利徹, 棟方正信, 棟方正信

  高分子学会予稿集(CD-ROM)  2010/09
• ハイパーブランチポリ(2‐ヒドロキシメチル環状エーテル)の合成と特性  [Not invited]

  佐藤敏文, 田巻匡貴, 田口圭, 加我晴生, 堺井亮介, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• 側鎖にウレア基を有するポリ(フェニレンブタジイニレン)の蛍光特性を用いたアニオン識別  [Not invited]

  長井敦, 岡出翔太, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• アニオンテンプレート法と環化重合法を組み合わせた新規主鎖型ポリロタキサンの合成  [Not invited]

  磯野拓也, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• Synthesis of Star-shape Polystyrene Ru (II) Complexes via a Combination of ATRP, Click reaction and Coordination Chemistry  [Not invited]

  ZHANG Chunhong, SHEN Xiande, SAKAI Ryosuke, SATOH Toshifumi, YANO Shigenobu, GOTTSCHALDT Michael, SCHUBERT Ulrich S, OBATA Makoto, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2010/09
• 末端官能基化ポリヘキシルイソシアネートの精密合成とブロックコポリマー化  [Not invited]

  川戸大輔, 伊原良介, 三坂英樹, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/09
• Vapochromic detection of Volatile Organic Compounds using Carbamate-Substituted Polydiacetylene Microfibers  [Not invited]

  JIAN Mingxian, SAKAI Ryosuke, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2010/09
• Characteristics of hyperbranched polysaccharides obtained from 1,6-anhydro-hexoses  [Not invited]

  HOAI Nguyen To, SASAKI Akiyoshi, SASAKI Masahide, KAGA Harumi, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2010/09
• コンクリート・モルタルのひび割れ予測評価に関する考察―地下空洞型処分施設性能確証試験―  [Not invited]

  伊藤喜広, 石橋勝彦, 鈴木康正, 小田川昌史, 矢込吉則, 佐藤敏文, 秋山吉弘

  土木学会年次学術講演会講演概要集(CD-ROM)  2010/08
• 膨張材を使用した高流動モルタル打設時の側圧について―地下空洞型処分施設性能確証試験―  [Not invited]

  石橋勝彦, 鈴木康正, 伊藤喜広, 佐藤敏文, 秋山吉弘

  土木学会年次学術講演会講演概要集(CD-ROM)  2010/08
• 放射性廃棄物処分におけるベントナイト緩衝材の施工方法について―地下空洞型処分施設性能確証試験結果による―  [Not invited]

  中島貴弘, 寺田賢二, 秋山吉弘, 佐藤敏文, 織田信明

  地盤工学研究発表会発表講演集  2010/07
• Boc‐アミノ酸由来アミド基を有するポリ(フェニルアセチレン)のアニオン比色検出能  [Not invited]

  柴崎拓也, 島田遼太郎, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• 高感度アニオン検出能を発揮するアミノ酸由来アミド基を有するポリ(フェニルアセチレン)  [Not invited]

  寺田絵里加, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• L‐リシン由来デンドロンを有するポリ(フェニルアセチレン)を用いた比色アニオン検出  [Not invited]

  堺井亮介, 酒井直哉, 佐藤敏文, ZHANG Afang, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• 非プロトン性極性溶媒を用いるアンヒドロマンノースの合成研究  [Not invited]

  HOAI Nguyen To, HOAI Nguyen To, 佐々木皇美, 佐々木正秀, 佐藤敏文, 覚知豊次, 加我晴生

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• アミノ酸由来スルホンアミド基を有するポリ(フェニルアセチレン)のアニオン認識能  [Not invited]

  島田遼太郎, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• ウレア基を有するアキラルポリ(フェニルアセチレン)による光学活性カルボン酸塩の検出  [Not invited]

  岡出翔太, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010/07
• クリックケミストリーを用いたトリアゾール環構造を有するキチン誘導体の合成  [Not invited]

  大島和浩, 大山翼, 佐藤敏文, 覚知豊次

  セルロース学会年次大会講演要旨集  2010/07
• 蛍光性基を有する糖ジオールらせんポリマーの合成  [Not invited]

  鷲尾達也, 磯野拓也, 甲野裕之, 佐藤敏文, 覚知豊次, 橋本久穂

  日本化学会北海道支部夏季研究発表会講演要旨集  2010/06
• 側鎖にアミノ酸由来アミド基を有するポリ(フェニルアセチレン)のアニオン認識能  [Not invited]

  寺田絵里加, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2010/06
• スーパーブレンステッド酸を触媒に用いた臨グループトランスファー重合の動力学的研究  [Not invited]

  岩本晋也, 千葉香織, 渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2010/06
• フォスファゼン塩基触媒を用いたグループトランスファー重合によるポリ[4‐(ジフェニルアミノ)ベンジルメタクリレート]の精密合成  [Not invited]

  陳友根, 堺井亮介, 佐藤敏文, 陳文章, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2010/06
• Vapochromic detection of Volatile Organic Compounds based on Carbamate-Substituted Polydiacetylene Microfibers  [Not invited]

  JIAN Mingxian, SAKAI Ryosuke, SATOH Toshifumi, KAKUCHI Toyoji

  日本化学会北海道支部夏季研究発表会講演要旨集  2010/06
• 側鎖にウレア基を有するポリ(フェニレンブタジイニレン)の合成とアニオン検出能  [Not invited]

  長井敦, 岡出翔太, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• リン酸エステル触媒を用いたε‐カプロラクトンのリビングカチオン重合  [Not invited]

  牧口孝祐, 辻洋輔, 千葉香織, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• アセチレンおよびアジド末端を有するポリヘキシルイソシアネートの精密合成  [Not invited]

  佐藤敏文, 伊原良介, 福岡萌, 渕瀬啓太, 三坂英樹, 堺井亮介, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• プロアザフォスファトランを触媒に用いたメタクリル酸メチルのグループ移動重合  [Not invited]

  北門惇介, 千葉香織, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• 側鎖にL‐リシン由来デンドロンを有するポリ(フェニルアセチレン)の合成とアニオン認識能  [Not invited]

  酒井直哉, 堺井亮介, 佐藤敏文, ZHANG Afang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• アミノ酸由来アミド基を有するポリ(フェニルアセチレン)のアニオン比色検出能  [Not invited]

  柴崎拓也, 島田遼太郎, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• フォスファゼン塩基を用いたスチレンオキシドのアニオン開環重合  [Not invited]

  三坂英樹, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• スーパーブレンステッド酸を触媒としたN,N‐ジメチルアクリルアミドのグループトランファー重合  [Not invited]

  渕瀬啓太, 堺井亮介, 鳴海敦, 佐藤敏文, 川口正剛, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• 高度に分岐したポリ(2‐ヒドロキシメチルオキセタン)の合成と特性  [Not invited]

  佐藤敏文, 田巻匡基, 田口圭, 加我晴生, 堺井亮介, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010/05
• Synthesis of hyperbranched polysaccharide from 1,6-anhydrohexofuranose  [Not invited]

  HOAI Nguyen To, SASAKI Akiyoshi, SASAKI Masahide, TAMAKI Masaki, KAGA Harumi, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会予稿集(CD-ROM)  2010/05
• 糖ジオールを用いた縮合系らせん高分子の構築  [Not invited]

  磯野拓也, 増田隆平, 鷲尾達也, 甲野裕之, 佐藤敏文, 覚知豊次, 橋本久穂

  日本化学会講演予稿集  2010/03
• 糖ジオール誘導ポリエステルのキロプティカル特性  [Not invited]

  磯野拓也, 甲野裕之, 佐藤敏文, 覚知豊次, 橋本久穂

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• 側鎖にβ‐ヒドロキシスルホンアミド基を有するポリフェニルアセチレンの合成とアニオン検出能  [Not invited]

  小玉達郎, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010/01
• アセチレンおよびアジド末端を有するポリヘキシルイソシアネートの精密合成とブロックコポリマー化  [Not invited]

  伊原良介, 福岡萌, 渕瀬啓太, 三坂英樹, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• アミド基とキラルカルボン酸塩の相互作用によるポリ(フェニルアセチレン)のらせん誘起  [Not invited]

  田口主, BARASA Eric, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• スーパーブレンステッド酸を用いたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  千葉香織, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• 星形ポリ(N‐イソプロピルアクリルアミド)から成るルテニウム錯体の精密合成  [Not invited]

  福岡萌, 張春紅, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• 側鎖にウレア基を有するポリ(P‐フェニレンブタジイニレン)の合成とアニオン検出能  [Not invited]

  長井敦, 岡出翔太, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• 有機超強塩基を触媒に用いたメタクリル酸メチルのグループ移動重合  [Not invited]

  北門惇介, 千葉香織, 渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010/01
• リシン由来デンドロンを側鎖に有するポリ(フェニルアセチレン)の合成とアニオン認識能  [Not invited]

  酒井直哉, 伊原良介, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• ウレア基を有するポリ(m‐フェニレンブタジイニレン)の合成とアニオンセンシング  [Not invited]

  多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010/01
• アミノ酸由来アミド基を側鎖に有するポリ(フェニルアセチレン)のアニオン認識能  [Not invited]

  寺田絵里加, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• リン酸ジフェニル触媒を用いたε‐カプロラクトンのリビングカチオン重合  [Not invited]

  牧口孝祐, 辻洋輔, 千葉香織, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010/01
• Boc‐アミノ酸を有するポリ(フェニルアセチレン)の合成とアニオン比色検出能  [Not invited]

  柴崎拓也, 島田遼太郎, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• Colorimetric Detection of Volatile Organic Compounds (VOCs) Based on Carbamate-Substituted Polydiacetylene Microfibers  [Not invited]

  JIAN Mingxian, SAKAI Ryosuke, SATOH Toshifumi, KAKUCHI Toyoji

  高分子学会北海道支部研究発表会講演要旨集  2010/01
• リン酸エステル触媒を用いたε-カプロラクトンのリビングカチオン重合

  牧口孝祐, 辻洋輔, 千葉香織, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• ハイパーブランチポリ(2-ヒドロキシメチル環状エーテル)の合成と特性

  佐藤敏文, 田巻匡貴, 田口圭, 加我晴生, 堺井亮介, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• ウレア基を有するポリ(m-フェニレンブタジイニレン)の合成とアニオンセンシング

  多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010
• フォスファゼン塩基触媒を用いたグループトランスファー重合によるポリ[4-(ジフェニルアミノ)ベンジルメタクリレート]の精密合成

  陳友根, 堺井亮介, 佐藤敏文, 陳文章, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2010
• フォスファゼン塩基を触媒としたグループトランスファー重合による3-アーム型ポリ[4-(ジフェニルアミノ)ベンジルメタクリレート]の精密合成

  CHEN Yougen, FANG Yi-kai, 堺井亮介, 佐藤敏文, CHEN Wen-chang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• L-リシン誘導体を側鎖に有するポリ(フェニルアセチレン)のキラル識別能

  酒井直哉, 堺井亮介, 佐藤敏文, ZHANG Afang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• ウレア基修飾ポリ(p-フェニレン)によるアニオンの蛍光検出

  島田遼太郎, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• Boc-アミノ酸由来アミド基を有するポリ(フェニルアセチレン)のアニオン比色検出能

  柴崎拓也, 島田遼太郎, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010
• 星形ポリ(N-イソプロピルアクリルアミド)から成るルテニウム錯体の精密合成

  福岡萌, 張春紅, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010
• L-リシン由来デンドロンを有するポリ(フェニルアセチレン)を用いた比色アニオン検出

  堺井亮介, 酒井直哉, 佐藤敏文, ZHANG Afang, 覚知豊次

  シンポジウム「モレキュラー・キラリティー」講演要旨集  2010
• 側鎖にウレア基を有するポリ(P-フェニレンブタジイニレン)の合成とアニオン検出能

  長井敦, 岡出翔太, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010
• Boc-アミノ酸を有するポリ(フェニルアセチレン)の合成とアニオン比色検出能

  柴崎拓也, 島田遼太郎, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2010
• 放射性廃棄物処分におけるベントナイト緩衝材の施工方法について-地下空洞型処分施設性能確証試験結果による-

  中島貴弘, 寺田賢二, 秋山吉弘, 佐藤敏文, 織田信明

  地盤工学研究発表会発表講演集  2010
• 側鎖にL-リシン由来デンドロンを有するポリ(フェニルアセチレン)の合成とアニオン認識能

  酒井直哉, 堺井亮介, 佐藤敏文, ZHANG Afang, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• スーパーブレンステッド酸を触媒としたN,N-ジメチルアクリルアミドのグループトランファー重合

  渕瀬啓太, 堺井亮介, 鳴海敦, 佐藤敏文, 川口正剛, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• 高度に分岐したポリ(2-ヒドロキシメチルオキセタン)の合成と特性

  佐藤敏文, 田巻匡基, 田口圭, 加我晴生, 堺井亮介, 覚知豊次

  高分子学会予稿集(CD-ROM)  2010
• 側鎖にβ-ヒドロキシスルホンアミド基を有するポリフェニルアセチレンの合成とアニオン検出能

  小玉達郎, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010
• リン酸ジフェニル触媒を用いたε-カプロラクトンのリビングカチオン重合

  牧口孝祐, 辻洋輔, 千葉香織, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2010
• 地下空洞型処分施設性能確証試験における周辺岩盤の間隙水圧計測の結果と評価について  [Not invited]

  中島貴弘, 佐藤敏文, 寺田賢二, 秋山吉弘, 鈴木康正, 山下正

  岩盤力学に関するシンポジウム講演集(CD-ROM)  2010
• Group Transfer polymerization of N,N-dimethylacrylamide promoted by super Bronsted acid as an organocatalyst  [Not invited]

  Polymer Preprints  2010
• 新規ハイパーブランチポリマーの創製と分子認識特性  [Not invited]

  佐藤敏文

  日本分析化学会年会講演要旨集  2009/09
• 乳酸重合酵素によるP(LA‐co‐3HB)の化学酵素合成  [Not invited]

  田島健次, 佐藤康治, 佐藤敏文, 伊藤瑠美, HAN Xuerong, 田口精一, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2009/09
• ウレア基を側鎖に有するポリ(フェニルアセチレン)の光学活性カルボン酸塩によるらせん誘起  [Not invited]

  岡出翔太, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• アミノ酸を側鎖に有するポリ(フェニルアセチレン)類のアニオン認識能  [Not invited]

  島田遼太郎, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• ATRPとクリック反応によるPNIPAMグラフトセルロースの合成  [Not invited]

  大島和浩, 渕瀬啓太, 三坂英樹, 堺井亮介, 佐藤敏文, 大塚一世, BORSALI Redouane, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• フォスファゼン塩基を触媒としたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  覚知亮平, 森宏太, 千葉香織, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• 感温性セグメントを有するトリブロックコポリマーの精密合成と熱応答性への構造効果  [Not invited]

  CHEN Yougen, ZHANG Chunhong, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• 有機超強塩基を触媒に用いたエポキシ化合物のアニオン開環重合  [Not invited]

  田村英祐, 三坂英樹, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• 乳酸重合酵素によるP(LA‐co‐3HB)の化学酵素合成  [Not invited]

  田島健次, 佐藤康治, 佐藤敏文, 伊藤瑠美, HAN Xuerong, 田口精一, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2009/09
• スーパーブレンステッド酸を触媒としたMMAの立体特異的グループ移動重合  [Not invited]

  千葉香織, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• スーパーブレンステッド酸を触媒として用いたδ‐バレロラクトンの開環重合  [Not invited]

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/09
• 植物由来原料による高機能糖鎖材料―ハイパーブランチ糖鎖高分子の調製と特性―  [Not invited]

  佐藤敏文

  Bio Ind  2009/08
• 地下空洞型処分施設性能確証試験におけるコンクリートピット等の施工確認試験に関する検討―コンクリート・モルタルのひび割れ予測評価に関する考察―  [Not invited]

  鈴木康正, 石橋勝彦, 小山俊博, 佐藤敏文, 寺田賢二

  土木学会年次学術講演会講演概要集(CD-ROM)  2009/08
• 地下空洞型処分施設性能確証試験のうち地中無線計測装置の設置  [Not invited]

  高村尚, 福田勝美, 奥津一夫, 須賀原慶久, 鈴木聡司, 佐藤敏文, 和田隆太郎, 寺田賢二

  土木学会年次学術講演会講演概要集(CD-ROM)  2009/08
• 地下空洞型処分施設性能確証試験における底部低拡散材施工確認試験に関する検討―挙動計測結果に基づく高流動モルタルの諸特性―  [Not invited]

  新井慶将, 鈴木康正, 石橋勝彦, 伊藤喜広, 小山俊博, 佐藤敏文, 寺田賢二

  土木学会年次学術講演会講演概要集(CD-ROM)  2009/08
• 地下空洞型処分施設性能確証試験の成果概要について―平成20年度実施分を中心として―  [Not invited]

  寺田賢二, 秋山吉弘, 佐藤敏文, 根木政広, 中島貴弘, 松村勝秀

  土木学会年次学術講演会講演概要集(CD-ROM)  2009/08
• 側鎖にアミノ酸由来スルホンアミド基を有するポリアセチレン類のアニオン認識能  [Not invited]

  島田遼太郎, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• 末端に糖を有する熱応答性ジブロックコポリマーのミセル形成と糖クラスター効果  [Not invited]

  岩本晋也, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• フォスファゼン塩基によるエポキシ化合物のリビング開環重合  [Not invited]

  田村英祐, 三坂英樹, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• 側鎖にベンゼンスルホンアミド誘導体を有するポリフェニルアセチレンのアニオン検出能  [Not invited]

  バラサ エリック, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• 星形ポリ(N‐イソプロピルアクリルアミド)の精密合成と熱応答性評価  [Not invited]

  福岡萌, 三坂英樹, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• ジカルボン酸部位のチューニングによる糖ジオールポリエステルのらせん構造制御  [Not invited]

  橋本久穂, 磯野拓也, 甲野裕之, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• スーパーブレンステッド酸触媒を用いたδ‐バレロラクトンのリビング開環重合  [Not invited]

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• ウレア基と光学活性カルボン酸塩の相互作用を介したポリアセチレンへのらせん誘起  [Not invited]

  岡出翔太, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• 芳香環を有するジカルボン酸から構成される糖ジオールポリエステルの合成とそのらせん構造  [Not invited]

  磯野拓也, 鷲尾達也, 甲野裕之, 佐藤敏文, 覚知豊次, 橋本久穂

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• トリフリルイミドを触媒に用いたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  千葉香織, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009/06
• ATRPとクリックケミストリーを用いた温度応答性セルロース/PNIPAMコポリマーの合成  [Not invited]

  大島和浩, 渕瀬啓太, 三坂英樹, 堺井亮介, 佐藤敏文, 覚知豊次

  セルロース学会年次大会講演要旨集  2009/06
• アミノ酸由来スルホンアミド基を側鎖に有するポリアセチレン類のアニオン認識能評価  [Not invited]

  島田遼太郎, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/05
• 有機超強塩基触媒を用いた脂肪族エポキシドの開環重合  [Not invited]

  田村英祐, 三坂英樹, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/05
• 光学活性カルボン酸塩によるウレア基を有するポリフェニルアセチレンへのらせん誘起  [Not invited]

  岡出翔太, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/05
• スーパーブレンステッド酸触媒を用いたδ‐バレロラクトンのカチオン開環重合  [Not invited]

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009/05
• Helical structures and molecular recognition abilities of sugar diol polyesters  [Not invited]

  ISONO TAKUYA, MASUDA RYUHEI, KONO HIROYUKI, SATO TOSHIFUMI, KAKUCHI TOYOJI, HASHIMOTO HISAHO

  日本化学会講演予稿集  2009/03
• ウレア基を側鎖に有するポリフェニルアセチレンの合成とらせん誘起  [Not invited]

  岡出翔太, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009/02
• 感温性セグメントを有するブロックコポリマーの精密合成と熱応答性評価  [Not invited]

  陳友根, 渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009/02
• スーパーブレンステッド酸触媒を用いたδ‐バレロラクトンの開環重合  [Not invited]

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009/02
• フォスファゼン塩基を用いた脂肪族エポキシドの開環重合  [Not invited]

  田村英祐, 三坂英樹, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009/02
• 有機分子触媒を用いたエステル開環重合によるポリ乳酸グラフト化ヒドロキシプロピルセルロースの合成  [Not invited]

  大島和浩, 三坂英樹, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009/02
• 側鎖にスルホンアミド基を有するポリアセチレン類の合成とアニオン認識能評価  [Not invited]

  島田遼太郎, 小玉達郎, 多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2009/01
• フォスファゼン塩基を触媒に用いたメタクリル酸メチルのグループトランスファー重合  [Not invited]

  森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2009/01
• 末端にウレア基を有するポリ(N‐イソプロピルアクリルアミド)の熱応答挙動  [Not invited]

  渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2009/01
• 乳酸重合酵素によるP(LA-co-3HB)の化学酵素合成

  田島健次, 佐藤康治, 佐藤敏文, 伊藤瑠美, HAN Xuerong, 田口精一, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2009
• 乳酸重合酵素によるP(LA-co-3HB)の化学酵素合成

  田島健次, 佐藤康治, 佐藤敏文, 伊藤瑠美, HAN Xuerong, 田口精一, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2009
• 星形ポリ(N-イソプロピルアクリルアミド)の精密合成と熱応答性評価

  福岡萌, 三坂英樹, 渕瀬啓太, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009
• スーパーブレンステッド酸触媒を用いたδ-バレロラクトンのリビング開環重合

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部夏季研究発表会講演要旨集  2009
• 末端にウレア基を有するポリ(N-イソプロピルアクリルアミド)の熱応答挙動

  渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  化学系学協会北海道支部冬季研究発表会講演要旨集  2009
• 地下空洞型処分施設性能確証試験におけるコンクリートピット等の施工確認試験に関する検討-コンクリート・モルタルのひび割れ予測評価に関する考察-

  鈴木康正, 石橋勝彦, 小山俊博, 佐藤敏文, 寺田賢二

  土木学会年次学術講演会講演概要集(CD-ROM)  2009
• 地下空洞型処分施設性能確証試験における底部低拡散材施工確認試験に関する検討-挙動計測結果に基づく高流動モルタルの諸特性-

  新井慶将, 鈴木康正, 石橋勝彦, 伊藤喜広, 小山俊博, 佐藤敏文, 寺田賢二

  土木学会年次学術講演会講演概要集(CD-ROM)  2009
• 地下空洞型処分施設性能確証試験の成果概要について-平成20年度実施分を中心として-

  寺田賢二, 秋山吉弘, 佐藤敏文, 根木政広, 中島貴弘, 松村勝秀

  土木学会年次学術講演会講演概要集(CD-ROM)  2009
• スーパーブレンステッド酸を触媒として用いたδ-バレロラクトンの開環重合

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009
• スーパーブレンステッド酸触媒を用いたδ-バレロラクトンのカチオン開環重合

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2009
• スーパーブレンステッド酸触媒を用いたδ-バレロラクトンの開環重合

  辻洋輔, 千葉香織, 森宏太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2009
• マイクロ波加熱によるイオン液体中での新規な無水糖製法の開発  [Not invited]

  林桃子, 南部圭徳, 高橋憲司, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会北陸支部研究発表講演会講演要旨集  2008/11
• Clickケミストリーを用いた大環状ポリエステルの合成  [Not invited]

  三坂英樹, 覚知亮平, ZHANG Chunhong, ZHANG Chunhong, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/09
• クリック反応を用いた末端修飾によるポリ(N‐イソプロピルアクリルアミド)のLCST制御  [Not invited]

  渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/09
• 側鎖にアミノ酸誘導体を有するポリ(フェニルアセチレン)の合成と分子認識能  [Not invited]

  多胡泰之, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/09
• 高分子量ハイパーブランチポリグリセロールの合成と機能  [Not invited]

  田巻匡基, 加我晴生, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/09
• Application of ionic liquids for formation of anhydroglucose from polysaccharide  [Not invited]

  Kenji Takahashi, Hiroe Satoh, Momoko Hayashi, Toshifumi Satoh

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2008/08  AMER CHEMICAL SOC
  
• アミノアルコールを側鎖に有するポリフェニルアセチレンの合成とキラル特性評価  [Not invited]

  安達将輝, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/07
• メチルトリフラートを開始剤に用いた1,6‐無水グルコピラノースのカチオン開環重合  [Not invited]

  伊原良介, 田巻匡基, 三坂英樹, 森宏太, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/07
• 側鎖にL‐アスパラギン酸誘導体を有するポリフェニルアセチレンの合成とイオン検出能  [Not invited]

  小玉達郎, 覚知亮平, 鴻巣亮, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/07
• アミノ酸誘導ウレア基を側鎖に有するポリフェニルアセチレンの合成とアニオン検出能  [Not invited]

  多胡泰之, 覚知亮平, 永田幸子, 鴻巣亮, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/07
• 側鎖にスルホンアミド基を有するポリフェニルアセチレンの合成とアニオンセンサーへの応用  [Not invited]

  覚知亮平, 小玉達郎, 鴻巣亮, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/05
• マルトオリゴ糖を側鎖に有するポリフェニルアセチレンのキラル特性  [Not invited]

  BARASA Eric Barack, 大塚一世, 本郷孝剛, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/05
• アミノ酸由来アミド基を有するポリ(フェニルアセチレン)の合成およびアニオン認識能  [Not invited]

  永田幸子, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/05
• アミノ酸由来ウレア基を側鎖に有するポリ(フェニルアセチレン)の合成とアニオンセンシング能  [Not invited]

  多胡泰之, 覚知亮平, 永田幸子, 鴻巣亮, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/05
• ラクトースを外殻に持つ両親媒性ハイパーブランチ糖鎖高分子の合成と分子捕捉能  [Not invited]

  佐藤敏文, 森宏太, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008/05
• POLY 139-Polymerization of norbornene with half-zirconocene/modified methylaluminoxane catalyst system  [Not invited]

  Hideki Misaka, Osamu Nishizawa, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2008/04  AMER CHEMICAL SOC
  
• POLY 141-Synthesis and characterization of poly(p-phenylene ethynylene) bearing maltohexaose  [Not invited]

  Ryo Konosu, Takayoshi Hongo, Issei Otsuka, Atsushi Narumi, Toshifumi Satoh, Alain Deffieux, Akira Hirao, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2008/04  AMER CHEMICAL SOC
  
• アセチルグルコースを有するアクリルアミドの合成と精密重合  [Not invited]

  衣川雄規, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008/01
• ポリ(N‐イソプロピルアクリルアミド)をアームに持つスターポリマーの合成  [Not invited]

  福岡萌, 曽根昌子, 渕瀬啓太, 覚知亮平, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008/01
• ジアセチレンモノマーの環化重合を用いたポリロタキサンの合成  [Not invited]

  米川貴史, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008/01
• ポリ(N‐イソプロピルアクリルアミド)の末端基変換によるLCST制御  [Not invited]

  渕瀬啓太, 覚知亮平, 戸田篤志, 鳴海敦, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008/01
• 種々の中性アミノ酸を側鎖に有するポリフェニルアセチレンの合成とアニオンセンシング  [Not invited]

  多胡泰之, 覚知亮平, 永田幸子, 鴻巣亮, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• 側鎖にアミノ酸由来アミド基およびスルホンアミド基を導入したポリフェニルアセチレンの合成とアニオン検出能の評価  [Not invited]

  永田幸子, 小玉達郎, 覚知亮平, 鴻巣亮, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• マルトオリゴ糖を側鎖に有するポリフェニルアセチレンの合成  [Not invited]

  本郷孝剛, 大塚一世, BARASA Eric, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• 原子移動ラジカル重合によるポリ(N‐ヒドロキシエチルアクリルアミド)の合成と機能化  [Not invited]

  曽根昌子, 鳴海敦, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• 極性基を導入したポリノルボルネンの合成  [Not invited]

  三坂英樹, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• メチルグルコース‐高沸点溶媒系のマイクロ波加熱による無水グルコースの選択的合成  [Not invited]

  佐々木皇美, 佐々木正秀, 高橋憲司, 鳴海敦, 佐藤敏文, 覚知豊次, 加我晴生

  日本化学会北海道支部研究発表会講演要旨集  2008/01
• クリック反応を用いた末端修飾によるポリ(N-イソプロピルアクリルアミド)のLCST制御

  渕瀬啓太, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2008
• 手根管症候群を呈した結核性屈筋腱腱鞘滑膜炎の1例

  瀧村浩介, 和田卓郎, 射場浩介, 織田崇, 青木光広, 佐藤敏文, 山下敏彦

  北海道整形災害外科学会雑誌  2008
• ポリ(N-イソプロピルアクリルアミド)の末端基変換によるLCST制御

  渕瀬啓太, 覚知亮平, 戸田篤志, 鳴海敦, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008
• メチルグルコース-高沸点溶媒系のマイクロ波加熱による無水グルコースの選択的合成

  佐々木皇美, 佐々木正秀, 高橋憲司, 鳴海敦, 佐藤敏文, 覚知豊次, 加我晴生

  日本化学会北海道支部研究発表会講演要旨集  2008
• 側鎖にL-アスパラギン酸誘導体を有するポリフェニルアセチレンの合成とイオン検出能

  小玉達郎, 覚知亮平, 鴻巣亮, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008
• 原子移動ラジカル重合によるポリ(N-ヒドロキシエチルアクリルアミド)の合成と機能化

  曽根昌子, 鳴海敦, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008
• メチルトリフラートを開始剤に用いた1,6-無水グルコピラノースのカチオン開環重合

  伊原良介, 田巻匡基, 三坂英樹, 森宏太, 堺井亮介, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2008
• ポリ(N-イソプロピルアクリルアミド)をアームに持つスターポリマーの合成

  福岡萌, 曽根昌子, 渕瀬啓太, 覚知亮平, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2008
• マルトオリゴ糖を側鎖に有するポリフェニルアセチレンの合成とキラル特性  [Not invited]

  本郷孝剛, 大塚一世, 堺井亮介, 鳴海敦, 佐藤敏文, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• ロイシンを有するポリ(フェニルアセチレン)の合成とエナンチオ選択的アニオンセンシング  [Not invited]

  永田幸子, 覚知亮平, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• ATRPによるポリ(N‐イソプロピルアクリルアミド)の精密合成[1]末端疎水化とシクロデキストリン添加によるLCST制御  [Not invited]

  鳴海敦, DUAN Qian, 常橋洋介, 川口正剛, DEFFIEUX Alain, REE Moonhor, 平尾明, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• ATRPによるポリ(N‐ヒドロキシエチルアクリルアミド)の精密合成と機能化  [Not invited]

  曽根昌子, 渕瀬啓太, 鳴海敦, REE Moonhor, 平尾明, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• ATRPによるポリ(N‐イソプロピルアクリルアミド)の精密合成[2]クリック反応を用いたポリ(N‐イソプロピルアクリルアミド)の曇点制御  [Not invited]

  渕瀬啓太, 戸田篤志, 覚知亮平, 鳴海敦, REE Moonhor, 平尾明, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• マルトヘキサオースを側鎖に有するπ共役高分子の合成とレクチン認識能  [Not invited]

  鴻巣亮, 本郷孝剛, 大塚一世, 鳴海敦, 佐藤敏文, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• アミノ酸を側鎖に有するポリ(フェニルアセチレン)の合成とアニオンセンサーへの応用  [Not invited]

  覚知亮平, 永田幸子, 多胡泰之, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/09
• POLY 168-Synthesis and thermoresponsive property of poly(N-isopropylacrylamide) with aryl chain-end and its cyclodextrin-inclusion complex  [Not invited]

  Atsushi Narumi, Qian Duan, Yutaka Miura, Toshifumi Satoh, Harumi Kaga, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2007/08  AMER CHEMICAL SOC
  
• POLY 157-Synthesis and characterization of hyperbranched polymer by cationic ring-opening polymerization of 3,4-epoxycyclohexanemethanol  [Not invited]

  Yoshikazu Kitajyo, Masaki Tamaki, Harumi Kaga, Noriaki Kaneko, Toshifumi Satoh, Toyoji Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2007/08  AMER CHEMICAL SOC
  
• マルトヘキサオースを側鎖に有するポリ(p‐フェニレンエチニレン)の合成と機能  [Not invited]

  鴻巣亮, 鳴海敦, 佐藤信一郎, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• クリック反応を用いたポリ(N‐イソプロピルアクリルアミド)の末端官能基化  [Not invited]

  渕瀬啓太, 戸田篤志, 鳴海敦, 覚知亮平, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• マルトヘキサオースを側鎖に有するポリフェニルアセチレンの合成  [Not invited]

  本郷孝剛, 大塚一世, 佐藤敏文, 加賀晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• L‐ロイシンを側鎖に有するポリ(フェニルアセチレン)の合成  [Not invited]

  永田幸子, 覚知亮平, 米川貴史, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• 外殻にラクトースを有する両親媒性ハイパーブランチ糖鎖高分子の合成  [Not invited]

  森宏太, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• ハーフメタロセン‐変性メチルアルミノキサン触媒系を用いたノルボルネンの重合  [Not invited]

  三坂英樹, 西澤理, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/07
• アジド基を開始末端に有するポリ(N‐イソプロピルアクリルアミド)の合成  [Not invited]

  戸田篤志, 覚知亮平, 堺井亮介, 鳴海敦, 佐藤敏文, 佐藤敏文, MACOSKO Christopher W, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• 5,6‐アンヒドロ‐1,2‐O‐イソプロピリデン‐α‐D‐グルコフラノースのアニオン開環重合によるハイパーブランチ糖鎖高分子の合成  [Not invited]

  佐藤敏文, 佐藤敏文, 中林宗一, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• ラクトースを外殻に有する両親媒性ハイパーブランチ糖鎖高分子の合成  [Not invited]

  森宏太, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• マルトヘキサオースを導入したポリ(p‐フェニレンエチニレン)の合成と機能  [Not invited]

  鴻巣亮, 鳴海敦, 佐藤敏文, 佐藤敏文, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• ハーフジルコノセン‐変性メチルアルミノキサン触媒系を用いたノルボルネンの重合  [Not invited]

  三坂英樹, 西澤理, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• イミダゾリウムカチオン部位を有するハイパーブランチポリグリセロールの合成と特性  [Not invited]

  田巻匡基, 北城喜一, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• マルトースを側鎖に有するポリフェニルアセチレンの合成  [Not invited]

  本郷孝剛, 大塚一世, 堺井亮介, 鳴海敦, 佐藤敏文, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• 糖を有するポリフェニルアセチレンの合成とレクチン認識  [Not invited]

  大塚一世, 本郷孝剛, 堺井亮介, 鳴海敦, 佐藤敏文, SCHAPPACHER Michel, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007/05
• 分岐ポリマー最前線 ハイパーブランチ糖鎖ポリマー  [Not invited]

  佐藤敏文

  高分子  2007/05  公益社団法人 高分子学会
   

  Amylopectin and glycogen are recognized as highly branched polymers of glucose found in plants and animals, respectively. These natural polysaccharides have some specific physical and biological properties depending on there chemical structures, so that of great interest is to synthesize and characterize the highly branched polysaccharide, i. e., hyperbranched carbohydrate polymers. In this section, I introduce the detailed research for the synthesis and characterization of hyperbranched carbohydrate polymers, for example, hyperbranched carbohydrate polymers based on the strategy of the ring-opening multibranching polymerization, solid-state polycondensation, enzymatic decomposition, and extraction from plant.
• Synthesis and characteristics of hyperbranched carbohydrate polymer  [Not invited]

  佐藤 敏文

  Materials integration  2007/05  ティー・アイ・シィー
  
• 知の創造から知の活用へ―北大創成科学共同研究機構 ハイパーブランチ糖鎖高分子の合成と特性  [Not invited]

  佐藤敏文, 佐藤敏文

  Mater Integr  2007/04
• ハーフジルコノセン触媒を用いたノルボルネンの重合  [Not invited]

  三坂英樹, 西澤理, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007/02
• 側鎖にマルトースを有するポリフェニルアセチレンの合成  [Not invited]

  本郷孝剛, 大塚一世, 堺井亮介, 鳴海敦, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007/02
• 側鎖にウレア結合を有するポリ(フェニルアセチレン)の合成とらせん構造制御  [Not invited]

  永田幸子, 堺井亮介, 米川貴史, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007/02
• 末端にラクトースを有する両親媒性多分岐糖鎖の合成と分子認識能  [Not invited]

  森宏太, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007/02
• オリゴ糖修飾ポリ(p‐フェニレンエチニレン)の合成  [Not invited]

  鴻巣亮, 鳴海敦, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007/02
• 原子移動ラジカル重合による末端にアジド基を有するポリ(N‐イソプロピルアクリルアミド)の合成  [Not invited]

  戸田篤志, 鳴海敦, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• グルコース‐高沸点溶媒系のマイクロ波加熱による無水グルコースの選択的合成  [Not invited]

  佐々木皇美, 佐々木正秀, 高橋憲司, 鳴海敦, 佐藤敏文, 覚知豊次, 加我晴生

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• 主鎖にキラルなクラウンエーテルを有するポリフェニルアセチレンの合成とらせん制御  [Not invited]

  米川貴史, 堺井亮介, 大塚一世, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• 還元糖末端を有するハイパーブランチ糖鎖高分子の合成  [Not invited]

  中林宗一, 北城喜一, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• イオン液体部位を有する新規ハイパーブランチポリマーの合成と機能性評価  [Not invited]

  田巻匡基, 北城喜一, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• 単糖を側鎖に有するポリフェニルアセチレンの合成とレクチン認識能  [Not invited]

  大塚一世, 本郷孝剛, 堺井亮介, 鳴海敦, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007/01
• ハーフメタロセン-変性メチルアルミノキサン触媒系を用いたノルボルネンの重合

  三坂英樹, 西澤理, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007
• L-ロイシンを側鎖に有するポリ(フェニルアセチレン)の合成

  永田幸子, 覚知亮平, 米川貴史, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007
• オリゴ糖修飾ポリ(p-フェニレンエチニレン)の合成

  鴻巣亮, 鳴海敦, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会北海道支部研究発表会講演要旨集  2007
• ATRPによるポリ(N-イソプロピルアクリルアミド)の精密合成[2]クリック反応を用いたポリ(N-イソプロピルアクリルアミド)の曇点制御

  渕瀬啓太, 戸田篤志, 覚知亮平, 鳴海敦, REE Moonhor, 平尾明, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• ハーフジルコノセン-変性メチルアルミノキサン触媒系を用いたノルボルネンの重合

  三坂英樹, 西澤理, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• グルコース-高沸点溶媒系のマイクロ波加熱による無水グルコースの選択的合成

  佐々木皇美, 佐々木正秀, 高橋憲司, 鳴海敦, 佐藤敏文, 覚知豊次, 加我晴生

  日本化学会北海道支部研究発表会講演要旨集  2007
• マルトヘキサオースを導入したポリ(p-フェニレンエチニレン)の合成と機能

  鴻巣亮, 鳴海敦, 佐藤敏文, 佐藤敏文, DEFFIEUX Alain, 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• ATRPによるポリ(N-ヒドロキシエチルアクリルアミド)の精密合成と機能化

  曽根昌子, 渕瀬啓太, 鳴海敦, REE Moonhor, 平尾明, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• ATRPによるポリ(N-イソプロピルアクリルアミド)の精密合成[1]末端疎水化とシクロデキストリン添加によるLCST制御

  鳴海敦, DUAN Qian, 常橋洋介, 川口正剛, DEFFIEUX Alain, REE Moonhor, 平尾明, 佐藤信一郎, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• 5,6-アンヒドロ-1,2-O-イソプロピリデン-α-D-グルコフラノースのアニオン開環重合によるハイパーブランチ糖鎖高分子の合成

  佐藤敏文, 佐藤敏文, 中林宗一, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• 原子移動ラジカル重合による末端にアジド基を有するポリ(N-イソプロピルアクリルアミド)の合成

  戸田篤志, 鳴海敦, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007
• アジド基を開始末端に有するポリ(N-イソプロピルアクリルアミド)の合成

  戸田篤志, 覚知亮平, 堺井亮介, 鳴海敦, 佐藤敏文, 佐藤敏文, MACOSKO Christopher W., 平尾明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2007
• クリック反応を用いたポリ(N-イソプロピルアクリルアミド)の末端官能基化

  渕瀬啓太, 戸田篤志, 鳴海敦, 覚知亮平, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007
• マルトヘキサオースを側鎖に有するポリ(p-フェニレンエチニレン)の合成と機能

  鴻巣亮, 鳴海敦, 佐藤信一郎, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2007
• 知の創造から知の活用へ-北大創成科学共同研究機構 ハイパーブランチ糖鎖高分子の合成と特性

  佐藤敏文, 佐藤敏文

  Materials Integration  2007
• テルペン誘導体のカチオン開環重合による多分岐ポリテルペンの合成  [Not invited]

  衣川雄規, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/09
• シクロヘキサン環を骨格とするハイパーブランチポリマーの合成と構造評価  [Not invited]

  北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/09
• ハイパーブランチバイオポリマーの合成と特性  [Not invited]

  佐藤敏文, 佐藤敏文, 北城喜一, 衣川雄規, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/09
• 糖類を側鎖に有するポリフェニルアセチレンの合成とキラル特性  [Not invited]

  本郷孝剛, 大塚一世, 堺井亮介, 鳴海敦, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/09
• イミダゾリウム型カチオンを有するハイパーブランチポリグリセロールの合成と特性  [Not invited]

  田巻匡基, 北城喜一, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/09
• Ni‐Y型ゼオライトによる水相中希薄チオフェノール高効率除去  [Not invited]

  多湖輝興, 齋藤聡敏, 大堀武蔵, 田島健次, 田口精一, 佐藤敏文, 佐藤康治, 増田隆夫

  化学工学会秋季大会研究発表講演要旨集(CD-ROM)  2006/08  公益社団法人 化学工学会
  
• 1‐アダマンチルメタクリレートの原子移動ラジカル重合と生成ポリマーの熱的性質  [Not invited]

  曽根昌子, 三浦裕, 鳴海敦, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• シトロネロールオキシドのカチオン開環重合による多分岐ポリテルペンの合成  [Not invited]

  衣川雄規, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• キラルなクラウンエーテルを主鎖に有するポリフェニルアセチレンのらせん制御  [Not invited]

  米川貴史, 堺井亮介, 大塚一世, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• 側鎖にヘキソピラノースを有するポリフェニルアセチレンの合成  [Not invited]

  本郷孝剛, 大塚一世, 堺井亮介, 鳴海敦, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• イミダゾリウム型カチオンを末端に有するハイパーブランチポリグリセロールの合成  [Not invited]

  田巻匡基, 北城喜一, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• アザクラウンエーテルを主鎖が兼ねるポリフェニルアセチレンの合成とらせん誘起  [Not invited]

  戸田篤志, 堺井亮介, 大塚一世, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/07
• 両親媒性を有する多分岐ポリスレイトールの合成と分子捕捉能  [Not invited]

  佐藤敏文, 佐藤敏文, 縄裕美子, 北城喜一, 田巻匡基, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• 時間‐濃度換算則による直鎖/多分岐ブレンド水溶液の減粘性に関する研究  [Not invited]

  石井文明, 佐々木康行, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• 側鎖に単糖を有するポリフェニルアセチレンの合成  [Not invited]

  大塚一世, 本郷孝剛, 堺井亮介, 鳴海敦, 加我晴生, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• 水‐有機溶媒二相反応系によるP(3HB)の化学酵素合成  [Not invited]

  石井綾子, 中澤浩二, 田島健次, 佐藤康治, 佐藤敏文, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2006/05
• 3,4‐エポキシシクロヘキサンメタノールのカチオン開環重合によるハイパーブランチポリマーの合成  [Not invited]

  北城喜一, 田巻匡基, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• キラル開始系による4‐ビニルベンゾエート類のエナンチオマー選択ラジカル重合  [Not invited]

  堺井亮介, 石戸総, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• 光反応を用いたアクチン自己組織化制御とその物性評価  [Not invited]

  三栖茉奈美, KWON Hyuck‐Joon, 敷中一洋, 角五彰, 古川英光, GONG Jian Ping, GONG Jian Ping, 長田義仁, 佐藤敏文, 佐藤敏文

  高分子学会予稿集(CD-ROM)  2006/05
• 原子移動ラジカル重合によるポリ(1‐アダマンチルメタクリレート)の合成と熱的性質  [Not invited]

  曽根昌子, 三浦裕, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• キラルなクラウンエーテルを主鎖に有するポリアセチレンの合成  [Not invited]

  米川貴史, 堺井亮介, 大塚一世, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006/05
• 環化重合法によるビス(4‐ビニルベンゾエート)の不斉選択ラジカル重合  [Not invited]

  石戸総, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/01
• キラルなクラウンエーテルを主鎖に有するポリフェニルアセチレンの合成  [Not invited]

  米川貴史, 大塚一世, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/01
• 直鎖/多分岐多糖ブレンド水溶液の粘性流動特性に関する温度・時間および濃度・時間換算則  [Not invited]

  佐々木康行, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 石井文明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/01
• 分子捕捉能を有する両親媒性ハイパーブランチポリスレイトールの合成  [Not invited]

  縄裕美子, 北城喜一, 田巻匡基, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006/01
• アクチン自己組織化の光制御  [Not invited]

  三栖ま奈美, KWON Hyuck‐Joon, 敷中一洋, 角五彰, 古川英光, GONG Jian Ping, GONG Jian Ping, 長田義仁, 佐藤敏文

  高分子ゲル研究討論会講演要旨集  2006/01
• Ni-Y型ゼオライトによる水相中希薄チオフェノール高効率除去

  多湖輝興, 齋藤聡敏, 大堀武蔵, 田島健次, 田口精一, 佐藤敏文, 佐藤康治, 増田隆夫

  化学工学会秋季大会研究発表講演要旨集(CD-ROM)  2006
• 水-有機溶媒二相反応系によるP(3HB)の化学酵素合成

  石井綾子, 中澤浩二, 田島健次, 佐藤康治, 佐藤敏文, 覚知豊次, 棟方正信

  高分子学会予稿集(CD-ROM)  2006
• 原子移動ラジカル重合によるポリ(1-アダマンチルメタクリレート)の合成と熱的性質

  曽根昌子, 三浦裕, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006
• キラル開始系による4-ビニルベンゾエート類のエナンチオマー選択ラジカル重合

  堺井亮介, 石戸総, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006
• 3,4-エポキシシクロヘキサンメタノールのカチオン開環重合によるハイパーブランチポリマーの合成

  北城喜一, 田巻匡基, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006
• 環化重合法によるビス(4-ビニルベンゾエート)の不斉選択ラジカル重合

  石戸総, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006
• 時間-濃度換算則による直鎖/多分岐ブレンド水溶液の減粘性に関する研究

  石井文明, 佐々木康行, 佐藤敏文, 佐藤敏文, 覚知豊次

  高分子学会予稿集(CD-ROM)  2006
• 1-アダマンチルメタクリレートの原子移動ラジカル重合と生成ポリマーの熱的性質

  曽根昌子, 三浦裕, 鳴海敦, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2006
• Synthesis, inversion, and chiral discrimination of helical polymers based on the host-guest complexation  [Not invited]

  R Sakai, Otsuka, I, R Kakuchi, T Satoh, T Kakuchi

  KOBUNSHI RONBUNSHU  2006  SOC POLYMER SCIENCE JAPAN
   

  This comprehensive paper describes the macromolecular helicity induction, helix inversion, and chiral discrimination on the basis of the host-guest complexation. The optically inactive polyisocyanate and polyacetylene with crown ether on the side chain formed a one-handed helical structure through the host-guest complexation with chiral guest molecules. Similar helicity induction was achieved for the polyisocyanate and polyacetylene bearing crown ethers on the main chain, which were prepared by the cyclopolymerization of the corresponding a, co-bifunctional monomers. The helix inversion for the polyacetylene bearing macromolecular ionophore was also examined. The host-guest complexation with metal cations brought about the helix inversion, which depended on the size of the metal cation. Furthermore, it was clarified that the helically organized crown ether array, which was synthesized by the asymmetric polymerization of phenyl isocyanate bearing a crown ether, exhibited a chiral discrimination ability toward guest molecules. The driving force for the chiral discrimination was attributed to the chirality of the one-handed helical structure.
• Synthesis, inversion, and chiral discrimination of helical polymers based on the host-guest complexation  [Not invited]

  R Sakai, Otsuka, I, R Kakuchi, T Satoh, T Kakuchi

  KOBUNSHI RONBUNSHU  2006  SOC POLYMER SCIENCE JAPAN
   

  This comprehensive paper describes the macromolecular helicity induction, helix inversion, and chiral discrimination on the basis of the host-guest complexation. The optically inactive polyisocyanate and polyacetylene with crown ether on the side chain formed a one-handed helical structure through the host-guest complexation with chiral guest molecules. Similar helicity induction was achieved for the polyisocyanate and polyacetylene bearing crown ethers on the main chain, which were prepared by the cyclopolymerization of the corresponding a, co-bifunctional monomers. The helix inversion for the polyacetylene bearing macromolecular ionophore was also examined. The host-guest complexation with metal cations brought about the helix inversion, which depended on the size of the metal cation. Furthermore, it was clarified that the helically organized crown ether array, which was synthesized by the asymmetric polymerization of phenyl isocyanate bearing a crown ether, exhibited a chiral discrimination ability toward guest molecules. The driving force for the chiral discrimination was attributed to the chirality of the one-handed helical structure.
• ハイパーブランチ糖鎖[XX]ハイパーブランチ糖鎖高分子の合成と特性  [Not invited]

  佐藤敏文, 佐藤敏文, 北城喜一, 田巻匡基, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/09
• ハイパーブランチ糖鎖[XXI]定常流粘度測定による直鎖/多分岐多糖ブレンド水溶液の減粘性に関する研究  [Not invited]

  佐々木康行, 酒井陽子, 佐藤敏文, 佐藤敏文, 加我晴生, 石井文明, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/09
• 側鎖に糖鎖を有するポリフェニルアセチレンの金属カチオンによるらせん反転  [Not invited]

  大塚一世, 堺井亮介, 佐藤敏文, 佐藤敏文, 覚知亮平, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/09
• Synthesis of polyisocyanate bearing crown ether via asymmetric polymerization with chiral initiator  [Not invited]

  R Sakai, T Satoh, Otsuka, I, R Kakuchi, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/08  AMER CHEMICAL SOC
  
• Enantiomer-selective polymerization of rac-2,4-pentanediyl bis(4-vinylbenzoate) using chiral atom transfer radical initiating system  [Not invited]

  T Satoh, S Ishido, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/08  AMER CHEMICAL SOC
  
• Synthesis and encapsulation-release property of star-shaped polylactide having hyperbranched D-Mannan as a core  [Not invited]

  T Satoh, M Tamaki, Y Kitajyo, T Imai, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/08  AMER CHEMICAL SOC
  
• Helix-helix transition for poly (phenylacetylene) bearing macromollecular ionophore via the host-guest complexation with metal cations  [Not invited]

  Otsuka, I, T Satoh, R Sakai, R Kakuchi, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/08  AMER CHEMICAL SOC
  
• Synthesis and characterization of well-defined end-functionalized poly(N-isopropylacrylamide) with a pyrenyl group  [Not invited]

  Y Miura, Q Duan, A Narumi, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/08  AMER CHEMICAL SOC
  
• 直鎖多糖と多分岐多糖のブレンド水溶液における流動特性および減粘性  [Not invited]

  佐々木康行, 酒井陽子, 佐藤敏文, 佐藤敏文, 加我晴生, 石井文明, 金子憲明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/07
• 5,6‐アンヒドロ‐1,2‐O‐イソプロピリデン‐α‐D‐グルコフラノースを用いた多分岐糖鎖の合成  [Not invited]

  中林宗一, 縄裕美子, 北城喜一, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/07
• 多分岐多糖をコアに持つ星型ポリラクチドの合成と分子捕捉能  [Not invited]

  田巻匡基, 北城喜一, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/07
• β‐シクロデキストリン誘導体を多官能性開始剤とした星型ポリ(N‐イソプロピルアクリルアミド)の合成  [Not invited]

  戸田篤志, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/07
• 主鎖にクラウンエーテルを有するポリフェニルアセチレンの合成とらせん誘起  [Not invited]

  覚知亮平, 堺井亮介, 大塚一世, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• ハイパーブランチ糖鎖[XVIII]多分岐多糖をコアに持つ星型ポリグリコリドの合成と分子捕捉能  [Not invited]

  田巻匡基, 北城喜一, 今井知子, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• ハイパーブランチ糖鎖[XVII]両親媒性ハイパーブランチ糖鎖の合成とゲスト捕捉能  [Not invited]

  北城喜一, 今井知子, 田巻匡基, 佐藤敏文, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• 直鎖状多糖と多分岐多糖の混合溶液における力学特性  [Not invited]

  佐々木康行, 酒井陽子, 佐藤敏文, 佐藤敏文, 加我晴生, 石井文明, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• フルオロアルコールを用いたメタクリル酸メチルの低温原子移動ラジカル重合  [Not invited]

  三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• 側鎖に糖鎖を有するポリフェニルアセチレンのらせん構造制御  [Not invited]

  大塚一世, 堺井亮介, 佐藤敏文, 佐藤敏文, 覚知亮平, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• クラウンエーテルを有するフェニルイソシアネートのらせん選択重合  [Not invited]

  堺井亮介, 大塚一世, 覚知亮平, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• オリゴ糖を末端に有するポリスチレン―糖鎖長および重合度が与える会合挙動への影響―  [Not invited]

  山根伸, 鳴海敦, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• 不斉銅開始系によるエナンチオマー選択原子移動ラジカル重合  [Not invited]

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• ハイパーブランチ糖鎖[XIX]ハイパーブランチ多糖水溶液の流動特性  [Not invited]

  佐藤敏文, 佐藤敏文, 酒井陽子, 佐々木康行, 加我晴生, 金子憲明, 石井文明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• β‐シクロデキストリンをコアに有する星型ポリ(N‐イソプロピルアクリルアミド)の合成  [Not invited]

  戸田篤志, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005/05
• Simultaneous control of molecular weight and tacticity of poly(methyl methacrylate) by atom transfer radical polymerization in fluoroalcohol.  [Not invited]

  Y Miura, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2005/03  AMER CHEMICAL SOC
  
• ハイパーブランチ糖鎖の合成とその機能化  [Not invited]

  佐藤敏文, 佐藤敏文

  日本化学会北海道支部研究発表会講演要旨集  2005/01
• フルオロアルコールを用いたメタクリル酸メチルの原子移動ラジカル重合  [Not invited]

  三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/01
• 糖鎖を側鎖に有するポリフェニルアセチレンの主鎖らせん構造の制御  [Not invited]

  大塚一世, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/01
• 不斉銅開始系を用いたビス(4‐ビニルベンゾエート)のエナンチオマー選択ラジカル重合  [Not invited]

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/01
• 糖を末端に有する両親媒性ポリスチレンの精密合成とその会合特性  [Not invited]

  山根伸, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005/01
• β-シクロデキストリンをコアに有する星型ポリ(N-イソプロピルアクリルアミド)の合成

  戸田篤志, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005
• β-シクロデキストリン誘導体を多官能性開始剤とした星型ポリ(N-イソプロピルアクリルアミド)の合成

  戸田篤志, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005
• 5,6-アンヒドロ-1,2-O-イソプロピリデン-α-D-グルコフラノースを用いた多分岐糖鎖の合成

  中林宗一, 縄裕美子, 北城喜一, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005
• オリゴ糖を末端に有するポリスチレン-糖鎖長および重合度が与える会合挙動への影響-

  山根伸, 鳴海敦, 三浦裕, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2005
• 不斉銅開始系を用いたビス(4-ビニルベンゾエート)のエナンチオマー選択ラジカル重合

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2005
• Preparation and optical properties of reverse saturable absorption polymer with alkoxy phthalocyanine Pb - art. no. 602819  [Not invited]

  Q Duan, H Xia, DJ Liu, F Wang, T Satoh, T Kakuchi

  ICO20: Lasers and Laser Technologies  2005  SPIE-INT SOC OPTICAL ENGINEERING
   

  In order to obtain the optical limiting materials with broad protective wavelength and high optical transmission as well as quick response, we synthesize three derivatives of alkoxy phthalocyanine Pb. The structures of these derivatives were characterized by means of IR, (HNMR)-H-1 spectra and elementary analysis. Mix the three derivatives of alkoxy phthalocyanine Pb into the Monomer of MMA respectively; the phthalocyanine Pb / polymethy methacrylate (PMMA) that are polymers with non-linear optical properties are prepared. The absorption spectra of the polymers in the visible range (200-800nm) are measured to determine their Q-bands. It is found that there is high possibility having the third-nonlinear optical limiting effect for the polymers. The non-linear reverse saturable absorption and optical limiting measurements of the polymers were performed with a frequency-doubled Q switched Nd:YAG laser with 8ns laser pulse at wavelength 532nm. The factors that affect the performance of reverse saturable absorption and optical limiting of the polymers were discussed. A phenomenological model is used to describe the optical limiting phenomena.
• ハイパーブランチ糖鎖[XIV]ハイパーブランチ多糖を用いた両親媒性多分岐ポリマーの合成とその分子捕捉能  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• スクシンイミド化多糖誘導体を用いた新規ハイドロゲルの合成  [Not invited]

  SHEN X, DUAN Q, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• ハイパーブランチ糖鎖[XVI]直鎖および多分岐多糖溶液の力学的性質  [Not invited]

  酒井陽子, SHEN X, 佐藤敏文, 加我晴生, 金子憲明, 石井文明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• 臭化銅/トリス((2‐ジメチルアミノ)エチル)アミン錯体を用いたメタクリル酸メチルの低温原子移動ラジカル重合  [Not invited]

  三浦裕, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• ハイパーブランチ糖鎖[XV]2,3‐アンヒドロテトリトールの開環重合によるハイパーブランチ糖鎖の合成  [Not invited]

  縄裕美子, 今井知子, 北城喜一, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• キラル金属錯体による二官能性モノマーの不斉選択ラジカル重合  [Not invited]

  青木登和子, 石戸総, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• クラウンエーテルを有するらせんポリイソシアネートの合成と機能評価  [Not invited]

  堺井亮介, 佐藤敏文, 覚知亮平, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• ATRP法を用いた鎖末端に官能基を有するポリ(N‐イソプロピルアクリルアミド)の合成  [Not invited]

  DUAN Q, 佐藤大介, SHEN X, 三浦裕, 佐藤敏文, 山崎厳, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• 側鎖に糖鎖を有するキラルなポリフェニルアセチレンの合成と側鎖の分子捕捉によるらせん構造の変化  [Not invited]

  大塚一世, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• ハイパーブランチ糖鎖[XII]アンヒドロ糖アルコールの開環重合によるハイパーブランチ糖鎖の合成  [Not invited]

  今井知子, 縄裕美子, 北城喜一, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• ハイパーブランチ糖鎖[XIII]アンヒドロ糖の熱カチオン重合によるハイパーブランチ多糖の合成と機能評価  [Not invited]

  佐藤敏文, 今井知子, 北城喜一, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• 原子移動ラジカル重合による二官能性モノマーのエナンチオマー選択重合  [Not invited]

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• リビングラジカル重合を用いた糖修飾ポリスチレンの精密合成とその会合挙動  [Not invited]

  山根伸, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/09
• 糖を末端に有するポリスチレンの精密合成とその逆ミセル形成能  [Not invited]

  山根伸, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/07
• ハイパーブランチグルカンの定常流測定による粘性挙動  [Not invited]

  酒井陽子, 佐藤敏文, 加我晴生, 石井文明, 金子憲明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/07
• 糖鎖を側鎖に有する新規なポリフェニルアセチレン誘導体の合成  [Not invited]

  大塚一世, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• キラル開始系を用いたビス(4‐ビニルベンゾエート)誘導体の不斉選択ラジカル重合  [Not invited]

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• キラルなRu開始系を用いた2,4‐ペンタンジイルジメタクリレートの不斉選択ラジカル重合  [Not invited]

  青木登和子, 石戸総, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• ハイパーブランチ糖鎖[XI]ハイパーブランチ多糖を用いたコア‐シェル型両親媒性ポリマーの合成  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• ハイパーブランチ糖鎖[IX]無水エリスリトールのカチオン開環重合によるハイパーブランチ糖鎖の合成  [Not invited]

  縄裕美子, 今井知子, 北城喜一, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• ハイパーブランチ糖鎖[X]外殻にポリラクチドを有するハイパーブランチ多糖の合成  [Not invited]

  佐藤敏文, 前田貴広, 北城喜一, 今井知子, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• 分岐アミンを配位子として用いたメタクリル酸メチルの低温原子移動ラジカル重合  [Not invited]

  三浦裕, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004/05
• Capsulation-release property of amphiphilic hyperbranched polysaccharide for hydrophilic guest molecules  [Not invited]

  Y Kitajyo, Y Sakai, T Imai, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2004/03  AMER CHEMICAL SOC
  
• 1,4‐アンヒドロテトリトールの開環重合によるハイパーブランチ糖鎖の合成  [Not invited]

  今井知子, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/01
• 原子移動ラジカル重合法を用いたビス(4‐ビニルベンゾエート)モノマーのエナンチオマー選択重合  [Not invited]

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/01
• リビングラジカル重合によるAB_n型ヘテロアームスターポリマーの合成  [Not invited]

  松谷聡, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/01
• ホスト・ゲスト相互作用を利用したポリイソシアネートのらせん誘起  [Not invited]

  堺井亮介, 覚知亮平, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/01
• ハイパーブランチ多糖をコアに持つ両親媒性ポリマーの分子捕捉能  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004/01
• 原子移動ラジカル重合法を用いたビス(4-ビニルベンゾエート)モノマーのエナンチオマー選択重合

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004
• 1,4-アンヒドロテトリトールの開環重合によるハイパーブランチ糖鎖の合成

  今井知子, 佐藤敏文, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2004
• ハイパーブランチ糖鎖[XI]ハイパーブランチ多糖を用いたコア-シェル型両親媒性ポリマーの合成

  北城喜一, 今井知子, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• キラルなRu開始系を用いた2,4-ペンタンジイルジメタクリレートの不斉選択ラジカル重合

  青木登和子, 石戸総, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• キラル開始系を用いたビス(4-ビニルベンゾエート)誘導体の不斉選択ラジカル重合

  石戸総, 青木登和子, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• ATRP法を用いた鎖末端に官能基を有するポリ(N-イソプロピルアクリルアミド)の合成

  DUAN Q, 佐藤大介, SHEN X, 三浦裕, 佐藤敏文, 山崎厳, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• ハイパーブランチ糖鎖[XV]2,3-アンヒドロテトリトールの開環重合によるハイパーブランチ糖鎖の合成

  縄裕美子, 今井知子, 北城喜一, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• 臭化銅/トリス((2-ジメチルアミノ)エチル)アミン錯体を用いたメタクリル酸メチルの低温原子移動ラジカル重合

  三浦裕, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集(CD-ROM)  2004
• Enantiomer-selective radical polymerization of 2,4-pentanediyl dimethacrylate using chiral ruthenium catalyst  [Not invited]

  M Tsuji, R Sakai, T Aoki, T Satoh, H Kaga, T Kakuchi

  KOBUNSHI RONBUNSHU  2004  SOC POLYMER SCIENCE JAPAN
   

  The enantiomer-selective radical polymerization of rac-2,4-pentanediyl dimethacrylate (rac-1) was carried out using methyl 2-bromoisobutylate (3) /Ru catalyst (Ru-X) /chiral additive (A-X) as the chiral atom transfer radical polymerization (ATRP) initiating system in anisole at 60 degreesC. The chiral metal complex affected the enantiomer selectivity, e.g., when (S)-1, 1'-bi-2-naphthol (A-4) was used as the chiral additive, (2R,4R)-2,4-pentanediyl dimethacrylate (RR-1) was predominantly consumed and the enantiomeric excess of the recovered monomer was 16.9% at 22.6% of a monomer conversion. The enantiomeric excess of the recovered monomer increased with the increasing monomer conversion, and the specific rotation of the resulting polymers decreased. In conclusion, we achieved the enantiomer-selective polymerization by cyclopolymerizing rac-1 by the ATRP method using the chiral initiating system.
• Encapsulation-release property of amphiphilic hyperbranched polysaccharide for hydrophilic guest molecules  [Not invited]

  Polym. Prepr.  2004
• ハイパーブランチ糖鎖 [VII] 1,6‐アンヒドロ糖の熱カチオン開環重合によるハイパーブランチ多糖の合成と構造解析  [Not invited]

  佐藤敏文, 今井知子, 北城善一, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集  2003/09
• ハイパーブランチ糖鎖 [VI] アンヒドロ糖アルコールのカチオン開環重合による新規ハイパーブランチ糖鎖の合成  [Not invited]

  今井知子, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/09
• ハイパーブランチ糖鎖[VIII]ハイパーブランチ多糖をコアに持つ両親媒性ポリマーの合成とその分子捕捉能  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/09
• クラウンエーテルを有するポリ(フェニルイソシアネート)の合成とらせん誘起  [Not invited]

  佐藤敏文, 堺井亮介, 覚知亮平, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/09
• キラルな原子移動ラジカル重合開始系を用いた不斉選択重合  [Not invited]

  覚知豊次, 青木登和子, 辻雅司, 堺井亮介, 佐藤敏文, 加我晴生

  高分子学会予稿集  2003/09
• 原子移動ラジカル重合法を用いた不斉選択重合  [Not invited]

  覚知豊次, 青木登和子, 辻雅司, 堺井亮介, 佐藤敏文, 加我晴生

  高分子学会予稿集  2003/09
• Synthesis of glycoconjugated polystyrene microgel via tempo-mediated living radical polymerization.  [Not invited]

  A Narumi, H Kaga, T Satoh, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2003/09  AMER CHEMICAL SOC
  
• リビングラジカル重合法を用いたグルコース修飾スターポリスチレンの合成  [Not invited]

  山根伸, 鳴海敦, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003/07
• 二無水マンニトールの開環‐環化重合によるハイパーブランチ糖鎖の合成  [Not invited]

  今井知子, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003/07
• セルロース誘導体を用いた機能性ゲル材料の合成  [Not invited]

  沈賢徳, 佐藤敏文, 加我晴生, 金子憲明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003/07
• レボガラクトサンの熱カチオン開環重合によるハイパーブランチ多糖の合成  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003/07
• ハイパーブランチ多糖誘導体を用いた新規ゲル材料の合成  [Not invited]

  佐藤敏文, 酒井陽子, 沈賢徳, 加我晴生, 金子憲明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003/07
• リビングラジカル重合法による糖分子を有するジビニルベンゼンマイクロゲルの合成  [Not invited]

  鳴海敦, 加我晴生, 佐藤敏文, 覚知豊次

  高分子学会予稿集  2003/05
• 原子移動ラジカル環化重合法を用いた2,4‐ペンタンジイルジメタクリレートのエナンチオマー選択重合  [Not invited]

  青木登和子, 辻雅司, 堺井亮介, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003/05
• 側鎖にクラウンエーテルを有するポリ(フェニルイソシアネート)の合成とらせん誘起  [Not invited]

  堺井亮介, 佐藤敏文, 覚知亮平, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/05
• 二官能性環状エーテル類のカチオン環化重合  [Not invited]

  石原弘之, 佐々木裕, 佐藤敏文, 覚知豊次

  高分子学会予稿集  2003/05
• アミノ酸由来イソシアナートを用いた新規セルロース誘導体の合成  [Not invited]

  佐藤敏文, 酒井陽子, SHEN X, 杉江紀彦, 覚知豊次, 加我晴生

  高分子学会予稿集  2003/05
• シクロデキストリンを分岐点とする星型ブロックポリマーの合成  [Not invited]

  松谷聡, 鳴海敦, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/05
• グルコースを有するTEMPO付加体による星型ポリマーの合成  [Not invited]

  山根伸, 鳴海敦, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2003/05
• ハイパーブランチ糖鎖[IV]1,2:5,6‐ジアンヒドロ‐D‐マンニトールの環化重合によるハイパーブランチ糖鎖の合成と構造解析  [Not invited]

  今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003/05
• ハイパーブランチ糖鎖[V]1,6‐無水ガラクトースの熱カチオン重合による多分岐多糖の合成と構造評価  [Not invited]

  北城喜一, 今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003/05
• Macromolecular helicity induction in poly(phenylisocyanate) derivative bearing crown ether.  [Not invited]

  R Sakai, T Satoh, R Kakuchi, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2003/03  AMER CHEMICAL SOC
  
• 開環‐環化重合による糖鎖高分子の合成  [Not invited]

  佐藤敏文

  高分子加工  2003/02  高分子刊行会
  
• ハイパーブランチ糖鎖[V]1,6-無水ガラクトースの熱カチオン重合による多分岐多糖の合成と構造評価

  北城喜一, 今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003
• ハイパーブランチ糖鎖[IV]1,2:5,6-ジアンヒドロ-D-マンニトールの環化重合によるハイパーブランチ糖鎖の合成と構造解析

  今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003
• 開環-環化重合による糖鎖高分子の合成

  佐藤敏文

  高分子加工  2003
• ハイパーブランチ糖鎖 [VII] 1,6-アンヒドロ糖の熱カチオン開環重合によるハイパーブランチ多糖の合成と構造解析

  佐藤敏文, 今井知子, 北城善一, 加我晴生, 金子憲明, 覚知豊次

  高分子学会予稿集  2003
• 二無水マンニトールの開環-環化重合によるハイパーブランチ糖鎖の合成

  今井知子, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2003
• 原子移動ラジカル環化重合法を用いた2,4-ペンタンジイルジメタクリレートのエナンチオマー選択重合

  青木登和子, 辻雅司, 堺井亮介, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2003
• 不斉金属錯体を用いたエナンチオマー選択ラジカル重合  [Not invited]

  辻雅司, 堺井亮介, 佐藤敏文, 覚知豊次

  高分子学会予稿集  2002/09
• アミノ酸エステルイソシアナートを用いた新規セルロースカルバメートの合成と物性評価  [Not invited]

  佐藤敏文, 杉江紀彦, 酒井陽子, 加我晴生, 覚知豊次

  高分子学会予稿集  2002/09
• ハイパーブランチ糖鎖 [III] 1,2:5,6‐ジアンヒドロ‐D‐マンニトールの開環‐環化重合による新規ハイパーブランチ糖鎖の合成  [Not invited]

  今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/09
• ハイパーブランチ糖鎖 [I] 熱開始剤を用いた1,6‐無水糖のカチオン重合による多分岐多糖の合成  [Not invited]

  前田貴広, 北城喜一, 石原弘之, 今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/09
• 原子移動ラジカル重合法を用いたrac‐2,4‐ペンタンジイルジメタクリレートのエナンチオマー選択ラジカル重合  [Not invited]

  堺井亮介, 辻雅司, 青木登和子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/09
• ハイパーブランチ糖鎖 [II] 1,6‐アンヒドログルコピラノースの熱カチオン開環重合による多分岐多糖の合成  [Not invited]

  佐藤敏文, 北城喜一, 前田貴広, 石原弘之, 今井知子, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/09
• リビングラジカル重合法による外殻にシクロデキストリンを有する星型ポリマーの合成  [Not invited]

  鳴海敦, 松谷聡, 山根伸, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2002/09
• リビングラジカル重合法によるシクロデキストリン含有ポリスチレンの合成と自己組織化  [Not invited]

  松谷聡, 鳴海敦, 山根伸, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2002/09
• Synthesis of hyperbranched polysaccharide by thermally induced cationic polymerization of 1,6-anhydro sugar.  [Not invited]

  T Satoh, H Ishihara, T Maeda, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2002/08  AMER CHEMICAL SOC
  
• Synthesis of end-functionalized polymer with cyclodextrin based on tempo-mediated radical polymerization.  [Not invited]

  A Narumi, Y Miura, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2002/08  AMER CHEMICAL SOC
  
• 熱カチオン開始剤を用いた1,6‐無水糖の開環重合による多分岐多糖の合成  [Not invited]

  前田貴広, 石原弘之, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002/07
• クラウンエーテルを有するポリイソシアネートの合成と機能評価  [Not invited]

  堺井亮介, 佐藤敏文, 覚知豊次, 加我晴生

  日本化学会北海道支部研究発表会講演要旨集  2002/07
• 遷移金属触媒を用いたエナンチオマー選択ラジカル重合  [Not invited]

  辻雅司, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002/07
• (1→6)‐D‐ガラクトピラナンの合成とキラル認識能  [Not invited]

  守真奈美, 楠野篤志, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002/07
• 多糖誘導体を開始剤としたリビングラジカル重合  [Not invited]

  杉本直哉, 佐藤敏文, 加我晴生, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002/07
• rac‐2,4‐ペンタンジイルジメタクリレートのエナンチオマー選択ラジカル重合  [Not invited]

  辻雅司, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2002/05
• 1,6‐アンヒドロ糖のカチオン開環重合による新規ハイパーブランチ多糖の合成  [Not invited]

  石原弘之, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/05
• アミノ酸エステルイソシアナートを用いたセルロースカーバメート誘導体の合成  [Not invited]

  杉江紀彦, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/05
• 1,6‐無水マンノースのカチオン重合によるハイパーブランチ多糖の合成  [Not invited]

  前田貴広, 守真奈美, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/05
• 光学活性な亜鉛錯体触媒を用いたラセミ体(フェノキシメチル)チイランの不斉選択重合  [Not invited]

  今井知子, 佐藤敏文, 覚知豊次

  高分子学会予稿集  2002/05
• 亜鉛/アミン系触媒によるビニルモノマーのラジカル重合  [Not invited]

  堺井亮介, 辻雅司, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002/05
• キラル亜鉛触媒を用いたメソ形ジエピチオヘキシトールの不斉合成重合  [Not invited]

  佐藤敏文, 今井知子, 覚知豊次

  高分子学会予稿集  2002/05
• Synthesis of a Novel Polymeric Carbohydrate by Cyclopolymerization  [Not invited]

  SATOH Toshifumi

  高分子学会予稿集  2002/05
• Synthesis of well-defined (1 -> 6)-alpha-D-glucopyranan by ring-opning polymerization of 1,6-anhydro-2,3,4-tri-0-allyl-beta-D-glucopyranose using triflates.  [Not invited]

  M Mori, A Kusuno, T Satoh, H Kaga, M Miura, K Tsuda, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2002/04  AMER CHEMICAL SOC
  
• Enantiomer-selective radical cyclopolymerization of rac-2,4-pentanediyl dimethacrylate using chiral bipyridine.  [Not invited]

  M Tsuji, R Sakai, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2002/04  AMER CHEMICAL SOC
  
• Enantiomer-selective polymerization of (RS)-(phenoxymethyl) thiirane using ZnEt2/L-amino acid.  [Not invited]

  T Imai, T Satoh, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2002/04  AMER CHEMICAL SOC
  
• アリル基で保護した1,6‐無水糖のカチオン開環重合と生成多糖の機能評価  [Not invited]

  守真奈美, 楠野篤志, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002/01
• ハイパーブランチ糖鎖 [II] 1,6-アンヒドログルコピラノースの熱カチオン開環重合による多分岐多糖の合成

  佐藤敏文, 北城喜一, 前田貴広, 石原弘之, 今井知子, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• 1,6-アンヒドロ糖のカチオン開環重合による新規ハイパーブランチ多糖の合成

  石原弘之, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• 熱カチオン開始剤を用いた1,6-無水糖の開環重合による多分岐多糖の合成

  前田貴広, 石原弘之, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002
• 1,6-無水マンノースのカチオン重合によるハイパーブランチ多糖の合成

  前田貴広, 守真奈美, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• 原子移動ラジカル重合法を用いたrac-2,4-ペンタンジイルジメタクリレートのエナンチオマー選択ラジカル重合

  堺井亮介, 辻雅司, 青木登和子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• 環化重合による糖鎖高分子の合成

  佐藤敏文

  高分子学会予稿集  2002
• ハイパーブランチ糖鎖 [I] 熱開始剤を用いた1,6-無水糖のカチオン重合による多分岐多糖の合成

  前田貴広, 北城喜一, 石原弘之, 今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• (1→6)-D-ガラクトピラナンの合成とキラル認識能

  守真奈美, 楠野篤志, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002
• アリル基で保護した1,6-無水糖のカチオン開環重合と生成多糖の機能評価

  守真奈美, 楠野篤志, 加我晴生, 佐藤敏文, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2002
• ハイパーブランチ糖鎖 [III] 1,2:5,6-ジアンヒドロ-D-マンニトールの開環-環化重合による新規ハイパーブランチ糖鎖の合成

  今井知子, 佐藤敏文, 覚知豊次, 加我晴生

  高分子学会予稿集  2002
• rac-2,4-ペンタンジイルジメタクリレートのエナンチオマー選択ラジカル重合

  辻雅司, 堺井亮介, 佐藤敏文, 加我晴生, 覚知豊次

  高分子学会予稿集  2002
• Synthesis of well-defined (1->6)-alfa-D-glucopyranan by ring-opening polymerization of 1,6-anhydro-2,3,4-tri-O-allyl-b-D-glucopyranose using triflates  [Not invited]

  Polym. Prepr.  2002
• アリル基で保護した1,6‐無水糖のカチオン開環重合による多糖合成  [Not invited]

  守真奈美, 楠野篤志, 佐藤敏文, 覚知豊次, 津田勝幸

  高分子学会予稿集  2001/08
• ジエピチオヘキシトールの環化重合によるチオ糖鎖ポリマーの合成と位置および立体選択性  [Not invited]

  杉江紀彦, 今井知子, 佐藤敏文, 覚知豊次

  高分子学会予稿集  2001/08
• 環化重合法を用いた主鎖の精密制御による不斉発現  [Not invited]

  佐藤敏文, 中出宏, 辻雅司, 覚知豊次

  高分子学会予稿集  2001/08
• Synthesis of star-shaped polystyrene with glycoconjugated core via arm first method.  [Not invited]

  A Narumi, T Satoh, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2001/08  AMER CHEMICAL SOC
  
• Precision synthesis of (1 -> 6)-alpha-D-glucopyranan by cationic ring-opening polymerization of 1,6-anhydro-beta-D-glucopyranose.  [Not invited]

  A Kusuno, M Mori, T Satoh, M Miura, H Kaga, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2001/08  AMER CHEMICAL SOC
  
• グリシジルオキセタンの選択的開環重合による新規ポリエーテルの合成  [Not invited]

  石原弘之, 佐藤敏文, 覚知豊次, 佐々木裕

  日本化学会北海道支部研究発表会講演要旨集  2001/07
• メソ形ジエピチオヘキシトールの不斉選択的重合  [Not invited]

  今井知子, 杉江紀彦, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2001/05
• 新規チオ糖鎖ポリマーの合成を目的としたメソ型ジエピチオ化合物の環化重合  [Not invited]

  杉江紀彦, 今井知子, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2001/05
• ZnEt₂/α‐アミノ酸系錯体によるフェノキシプロピレンスルフィドの不斉選択的重合  [Not invited]

  今井知子, 早川耕平, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2001/05
• 同一分子中に存在するオキセタンとオキシランの選択的開環重合  [Not invited]

  石原弘之, 佐藤敏文, 横田和明, 覚知豊次, 佐々木裕

  高分子学会予稿集  2001/05
• アルミニウムおよび亜鉛系触媒を用いたエチルグリコリドの開環重合  [Not invited]

  佐藤敏文, 石橋忠司, 横田和明, 覚知豊次

  高分子学会予稿集  2001/05
• Regio- and stereoelective cyclization of diepoxides catalyzed by chiral Co(salen) complex.  [Not invited]

  T Satoh, T Kakuchi, K Yokota

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2001/04  AMER CHEMICAL SOC
  
• Regio- and stereoselectivity for polymerization of diepisulfides catalysed by zinc complexes.  [Not invited]

  T Satoh, T Imai, T Kakuchi, K Yokota

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2001/04  AMER CHEMICAL SOC
  
• 生分解性ポリマーを目的としたAlおよびZn触媒を用いたエチルグリコリドの開環重合  [Not invited]

  石橋忠司, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2001/01
• メソ型ジエポキシ化合物の環化重合による新規チオ多糖鎖ポリマーの合成  [Not invited]

  杉江紀彦, 今井知子, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2001/01
• フェノキシプロピレンスルフィドのZnEt₂/α‐アミノ酸系錯体による不斉選択的重合  [Not invited]

  早川耕平, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2001/01
• フェノキシプロピレンスルフィドのZnEt₂/α-アミノ酸系錯体による不斉選択的重合

  早川耕平, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  2001
• アリル基で保護した1,6-無水糖のカチオン開環重合による多糖合成

  守真奈美, 楠野篤志, 佐藤敏文, 覚知豊次, 津田勝幸

  高分子学会予稿集  2001
• ZnEt₂/α-アミノ酸系錯体によるフェノキシプロピレンスルフィドの不斉選択的重合

  今井知子, 早川耕平, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2001
• 不斉非対称化操作を用いた二官能性環状エーテルの不斉選択開環-環化反応  [Not invited]

  倉田奨学金研究報告  2001
• ジアンヒドロ糖の開環‐環化重合法による機能性糖鎖の合成  [Not invited]

  佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000/09
• 三配位Shiff塩基‐金属錯体を用いたラセミ環状モノマーの不斉選択重合  [Not invited]

  佐藤敏文, NOVAK B M

  高分子学会予稿集  2000/05
• サレン‐金属錯体触媒を用いたプロピレンスルフィドの不斉重合  [Not invited]

  鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000/05
• ラクチドとラクトンのリパーゼ触媒による開環共重合  [Not invited]

  石橋忠司, 佐藤敏文, 横田和明, 鳴海敦, 覚知豊次, 加我晴生

  高分子学会予稿集  2000/05
• (1→6)‐2,5‐アンヒドロ‐D‐グルシトール誘導体を固定相としたHPLCによるエナンチオマーの光学分割  [Not invited]

  梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000/05
• 種々の金属錯体を用いたジエピチオヘキシトールの配位アニオン重合  [Not invited]

  今井知子, 鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000/05
• Stereoselectivity in ring-opening polymerization of racemic compounds using chiral tridentate Schiff base-metal complexes.  [Not invited]

  T Satoh, BM Novak

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2000/03  AMER CHEMICAL SOC
  
• (1→6)-2,5-アンヒドロ-D-グルシトール誘導体を固定相としたHPLCによるエナンチオマーの光学分割

  梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000
• ジアンヒドロ糖の開環-環化重合法による機能性糖鎖の合成

  佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000
• サレン-金属錯体触媒を用いたプロピレンスルフィドの不斉重合

  鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  2000
• 三配位Shiff塩基-金属錯体を用いたラセミ環状モノマーの不斉選択重合

  佐藤敏文, NOVAK B M

  高分子学会予稿集  2000
• Asymmetric hydration of meso diepoxides along with cyclization using Jacobsen-type Cobalt(salen) complex as a catalyst.  [Not invited]

  KAMADA MASATOSHI, SATO TOSHIFUMI, KAKUCHI TOYOJI, YOKOTA KAZUAKI

  日本化学会講演予稿集  1999/09
• Kinetic Resolution and Asymetric Cyclization of Diepoxides using O ptical Active (Salen)Co Complexes.  [Not invited]

  NONOKAWA RYUJI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会講演予稿集  1999/09
• Kinetic resolution of diepoxides with chiral (salen) cobalt catalysts.  [Not invited]

  R Nonokawa, T Satoh, K Yokota, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1999/08  AMER CHEMICAL SOC
  
• Ring-opening and ring-forming polymerization of 1,2 : 5,6 : 9,10-triepoxydecane.  [Not invited]

  T Satoh, K Yokota, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1999/08  AMER CHEMICAL SOC
  
• Ring-Expansion Polymerization of Triepoxydecane.  [Not invited]

  NONOKAWA RYUJI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1999/05
• Cyclopolymerization of diepoxides derivated from pentitols and asynmetric recognition of the polymers.  [Not invited]

  HAYAKAWA KOHEI, SHIBATA KEN, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1999/05
• Enantioselective adsorption of polystyrene-graft-(1.RAR.6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol for racemic amino acids.  [Not invited]

  MIURA TAKAHIRO, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1999/05
• Preparation of (1.RAR.6)-3,4-Di-O-alkyl-2,5-anhydro-D-glucitol as a Stationary Phase and Its Resolving Ability for Metal Cations in HPLC.  [Not invited]

  SAITO KEI, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1999/05
• Asymmetric cyclizations of 1,2:5,6-dianhydrohexitols using chiral Co(salen) complex.  [Not invited]

  KAMADA MASATOSHI, MATSUURA RYOKO, SATO TOSHIFUMI, KAKUCHI TOYOJI, YOKOTA KAZUAKI

  日本化学会講演予稿集  1999/03
• Jacobsen触媒によるメソ型ジアンヒドロ糖の不斉環化反応  [Not invited]

  早川耕平, 鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1999/02
• Enantioselective adsorption of polystyrene-graft-(1→6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol for racemic amino acids.

  三浦高裕, 梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  1999
• Preparation of (1→6)-3,4-Di-O-alkyl-2,5-anhydro-D-glucitol as a Stationary Phase and Its Resolving Ability for Metal Cations in HPLC.

  斎藤圭, 梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  1999
• 新型離岸堤CALMOSの開発  [Not invited]

  佐藤 敏文, 西山 桂司

  電力土木 = Electric power civil engineering  1998/11  電力土木技術協会
  
• Synthesis and functionalization of new polysaccharides by cyclic polymerization of diepoxy compounds.  [Not invited]

  YOKOTA KAZUAKI, SATO TOSHIFUMI

  ゼネラル石油研究奨励財団研究報告書  1998/11
• Optical Resolution of Enantiomer by (1.RAR.6)-2,5-Anhydro-D-glucitol Derivatives. Effect of Substituents at 3,4-Position.  [Not invited]

  UMEDA SATOSHI, SAITO KEI, SATO TOSHIFUMI, KAKUCHI TOYOJI, YOKOTA KAZUAKI

  日本化学会講演予稿集  1998/09
• HPLC Study of Molecular Recognition Ability of (1.RAR.6)-2,5-Anhydro-D-gulucitol.  [Not invited]

  SAITO KEI, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/09
• Effects of Absolute Configuration of 1,2:5,6-dianhydrohexitols during their Cyclopolymerization.  [Not invited]

  KAMATA MASATOSHI, HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/09
• Preparation of Graft Polymer from End-functionalized (1.RAR.6)-2,5-Anhydro-D-glucitols.  [Not invited]

  MIURA TAKAHIRO, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/09
• Stereoselective Cyclopolymerization of 1,2:5,6-Diepithiohexitols.  [Not invited]

  NONOKAWA RYUJI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/09
• Chromatographic optical resolution of enantiomer by (1 -> 6)-3,4-di-O-alkyl-2,5-anhydro-D-glucitol derivatives bound on silica gel  [Not invited]

  S Umeda, K Saitoh, T Satoh, K Yokota, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1998/08  AMER CHEMICAL SOC
  
• (1→6)‐2,5‐アンヒドロ‐D‐グルシトールを固定相としたイオンクロマトグラフィー  [Not invited]

  斎藤圭, 梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998/07
• 1,2:5,6‐ジエピチオヘキシトールの環化重合における生成ポリマーの環構造  [Not invited]

  野々川竜司, 北沢大輔, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998/07
• キラルなコバルト錯体触媒を用いた1,2:5,6‐ジアンヒドロヘキシトールの不斉環化反応  [Not invited]

  鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998/07
• 五炭糖より誘導したジエポキシ化合物の環化重合による新規糖ポリマーの合成  [Not invited]

  柴田憲, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998/07
• Regio- and Stereoselective Cyclopolymerization of 1,2:5,6-Diepithiohexane.  [Not invited]

  SATO TOSHIFUMI, KITAZAWA DAISUKE, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/05
• Structural Analysis of of the Polymers formed by Cyclopolymerization of the Achiral 1,2:5,6-Dianhydrohexitols.  [Not invited]

  KAMADA MASATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/05
• Preparation of 3,4-D-O-alkyl-(1.RAR.6)-2,5-anhydro-D-glucitol Derivatives as a Chiral Stationary Phases and Its Optical Resolution of Racemic Compounds in HPLC.  [Not invited]

  SAITO KEI, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1998/05
• Cyclopolymerization of 1,2:5,6-Diepithiohexitol using Onium salts.  [Not invited]

  NONOKAWA RYUJI, HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/05
• Diastereoselectivity in Anionic Cyclopolymerization of 3,4-Di-O-alkyl-1,2:5,6-dianhydro-D-glucitol.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/05
• Cyclopolymerization of 1,2:4,5-Dianhydropentitols.  [Not invited]

  SHIBATA KEN, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1998/05
• Position and stereoselectivity of achiral dianhydrohexitol in cyclic polymerization.  [Not invited]

  KAMADA MASATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1998/02
• Substituent effect in high performance liquid chromatography optical resolution using (1.RAR.6)-2,5 - anhydro - D - glucitol as a chiral selector.  [Not invited]

  SAITO KEI, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1998/02
• Cyclic polymerization of di-epithio hexitol anion having stereospecific configuration.  [Not invited]

  KITAZAWA DAISUKE, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1998/02
• Preparation of Graft Polymer from End-functionalized (1→6)-2,5-Anhydro-D-glucitols.

  三浦高裕, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  1998
• HPLC Study of Molecular Recognition Ability of (1→6)-2,5-Anhydro-D-gulucitol.

  斎藤圭, 梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  高分子学会予稿集  1998
• キラルなコバルト錯体触媒を用いた1,2:5,6-ジアンヒドロヘキシトールの不斉環化反応

  鎌田匡俊, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998
• 1,2:5,6-ジエピチオヘキシトールの環化重合における生成ポリマーの環構造

  野々川竜司, 北沢大輔, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998
• Optical Resolution of Enantiomer by (1→6)-2,5-Anhydro-D-glucitol Derivatives. Effect of Substituents at 3,4-Position.

  梅田哲, 斎藤圭, 佐藤敏文, 覚知豊次, 横田和明

  日本化学会講演予稿集  1998
• (1→6)-2,5-アンヒドロ-D-グルシトールを固定相としたイオンクロマトグラフィー

  斎藤圭, 梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  日本化学会北海道支部研究発表会講演要旨集  1998
• Synthesis of (1.RAR.6)-2,5-anhydro-D- glucitol macromonomer and its polymerization.  [Not invited]

  MIURA TAKAHIRO, SAUTO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1997/08
• Substituent conversion of 3,4 sites of (1.RAR.6)-2,5-anhydro-D-glucitol and asymmetry recognition ability of the formed polymer.  [Not invited]

  SAITO KEI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1997/08
• Effect of Crown Ether on the Anionic Cyclopolymerization of 1,2:5,6-Dianhydrohexitols.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1997/05
• Synthesis of Phenylcarbamate and Benzoate Derivatives of (1.RAR.6)-2,5-Anhydro-D-glucitol and Its Optical Resolution of Enantiomers in HPLC.  [Not invited]

  UMEDA SATOSHI, SAITO KEI, KANAI HIROMITSU, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1997/05
• Synthesis and polymerization of end-functionalized (1.RAR.6)-2,5-anhydro-D-glucitol.  [Not invited]

  SATO TOSHIFUMI, MIURA TAKAHIRO, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1997/05
• Synthesis and cyclopolymerization of achiral 1,2:5,6-dianhydrohexitol.  [Not invited]

  KAMADA MASATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1997/05
• Preparation of (1.RAR.6)-2,5-anhydro-D-glucitol-polyacrylonitrile membrane, and optical resolution ability towards .ALPHA.-amino acids.  [Not invited]

  TANAKA YOSHIKI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1997/05
• Chiral recognition properties of (1->6)-2,5-anhydro-3,4-di-O-alkyl-D-glucitol toward racemic amino acids and amines  [Not invited]

  T Satoh, K Yokota, T Kakuchi

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1997/04  AMER CHEMICAL SOC
  
• Separation of optical isomer by HPLC using (1.RAR.6)-2,5-anhydro-D-glucitol.  [Not invited]

  KANAI HIROMITSU, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1997/02
• Chiral recognition properties of (1->6)-2,5-anhydro-3,4-di-O-alkyl-D-glucitol toward racemic amino acids and amines  [Not invited]

  Polym. Prepr.  1997
• Polymerizability in anionic cyclopolymerization of 1,2:5,6-dianhydrohexitols  [Not invited]

  T Hatakeyama, M Kamada, T Satoh, K Yokota, T Kakuchi

  KOBUNSHI RONBUNSHU  1997  SOC POLYMER SCIENCE JAPAN
   

  In order to clarify the differences of polymerizability among 1,2:5,6-dianhydrohexitols, characteristics of the polymerizations of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1), -L-iditol (2), and -D-glucitol (3) with potassium tert-butoxide (t-BuOK) were compared. The apparent rat constant of polymerization decreased in the order of 1>3> 2. The polymerizations of 2 and 3 showed that chain transfer reactions occurred concurrently. End-functionalization in the polymerization of 1 proceeded in a high efficiency over 95% to yield macromonomers having a styryl group or oxetanyl group at a terminal. The result indicated that the polymerization of 1 proceeded in a living manner. The initiator efficiency in the polymerization of 1 was low (0.55) owing to the poor solubility of t-BuOK. 18-Crown-6 ether (18C6) increased the solubility of t-BuOK by forming it complex. The polymerization of 1 in the presence of 18C6 yielded the polymer with a number-average degree of polymerization (DP,) corresponding to the feed molar ratio of the monomer to the initiator ([M](0)/[I](0)).
• The Comparison of Polymerizability in Anionic Cyclopolymerization of 1,2:5,6-Dianhydrohexitols.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1996/09
• Synthesis of (1.RAR.6)-2,5-Anhydro-D-glucitol with Various Substituent Groups at 3,4-Di-O-position and Chiral Recognition Properties of the Derived Polymers.  [Not invited]

  UMEDA SATOSHI, KANAI HIROMITSU, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1996/09
• Chiral Discrimination Ability of (1.RAR.6)-2,5-Anhydro-3,4-di-O-methyl-D-glucitol.  [Not invited]

  SATO TOSHIFUMI, KANAI HIROMITSU, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1996/09
• Chromatographic optical resolution of racemic amine and amino acid salts by (1->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol bound on silica gel.  [Not invited]

  T Kakuchi, T Satoh, K Yokota

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1996/08  AMER CHEMICAL SOC
  
• Anionic Copolymerizabilities of 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol and -L-iditol.  [Not invited]

  HATAKEYAMA TAKESHI, KAMADA MASATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1996/05
• The Comparison of Characteristics of Anionic Cyclopolymerization of 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol and -L-iditol.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1996/05
• Regio- and Stereoselectivity in Cyclopolymerization of 1,2:5,6-Diepithiohexane.  [Not invited]

  SATO TOSHIFUMI, KITAZAWA DAISUKE, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1996/05
• Optical Resolution of Amino Acids by Liquid Chromatography using Novel Polysaccharides as Chiral Stationary Phase.  [Not invited]

  KANAI HIROMITSU, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1996/05
• Chiral Recognition Properties of (1.RAR.6)-2,5-Anhydro-3,4-di-O-methyl-D-glucitol toward Racemic Amino Acid Derivative.  [Not invited]

  SATO TOSHIFUMI, KANAI HIROMITSU, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  シンポジウム「モレキュラー・キラリティー」講演要旨集  1996/05
• Regio- and stereoselective cyclopolymerization of (2S,3S,4S,5S)-1,2:5,6-diepithio-3,4-dimethoxyhexane  [Not invited]

  T Kakuchi, T Satoh, K Yokota

  ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  1996/03  AMER CHEMICAL SOC
  
• Comparison of polymerizability of 12:5,6 - dianhydrohexitol in anion cyclic polymerization .  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部研究発表会講演要旨集  1996/02
• Anion cyclic polymerization behavior of 1, 2 : 5, 6-dianhydrohexitol.  [Not invited]

  KAMADA MASATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部夏季研究発表会講演要旨集  1996
• Cyclic polymerization of D-mannitol and a di-epithio compound with an L-iditol skeleton and its position of polymerization and stereoselectivity.  [Not invited]

  KITAZAWA DAISUKE, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部夏季研究発表会講演要旨集  1996
• Regio- and stereoselective cyclopolymerization of (2S,3S,4S,5S)-1,2:5,6-diepithio-3,4-dimethoxyhexane  [Not invited]

  Polym. Prepr.  1996
• Chromatographic optical resolution of racemic amine and amino acid salts by (1->6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol bound on silica gel  [Not invited]

  Polym. Prepr.  1996
• Development of MHI Distributed Control System  [Not invited]

  OHYAMA Toshio, SATOH Toshifumi, YONEYAMA Hironobu, TANIGAWA Manabu

  JOURNAL OF THE MARINE ENGINEERING SOCIETY IN JAPAN  1995/11  The Japan Institute of Marine Engineering
   

  Safe operation and labor - saving in merchant ships are eternal themes, which have given impetus to the development of automation. In recent years, according to the complexity in ship's plants, the technique of higher advanced automation has been required.<BR>The conventional centralized type monitoring and control system, however, has been limited in performance depending on the processing capacity of CPU, and insufficient in expandability. Therefore, the Distributed Control System (DCS) which has been applied to land use plants but not developed for marine application, is going into use on the ships where highly advanced automation is required.<BR>Under these circumstances, we have developed MHI - DCS which is superior in flexibility and expandability, and suitable for marine use. The system consists of operator station, control station, input/output station, and network.<BR>In the application of MHI - DCS, individual control system onboard can be standardized resulting in better operability and simple maintainability. In addition, since it is superior in expandability, the most optimum system can be composed for every plant. We are confident that this system will considerably contribute to the ship's safe operation and labor-saving in the future.
• NMR Study on Chiral Recognition of (1.RAR.6)-2,5-Anhydrohexitol Toward Amino Acid.  [Not invited]

  UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1995/09
• Regio- and Stereoselectivity on Anionic Cyclopolymerization of 1,2:5,6-Dianhydrohexitol.  [Not invited]

  SATO TOSHIFUMI, HATAKEYAMA TAKESHI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1995/09
• Synthesis of New Polysacchride via Anionic Cyclopolymerization of 3,4-Di-O-allyl-1,2:5,6-Dianhydro-D-mannitol.  [Not invited]

  UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1995/05
• Anionic and cationic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-glucitol.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1995/05
• Regio- and Stereospecificity in Anionic Cyclopolymerization of 1,2:5,6-Dianhydro-3,4-di-O-methyl-D-mannitol.  [Not invited]

  SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOTSUGU

  高分子学会予稿集  1995/05
• Chiral Recogunition of Poly (1.RAR.6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol toward Amino acid. NMR Measurements in the Host-guest Complexations.  [Not invited]

  MATA JUNJI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1995/05
• ポリ[(1→6)‐2,5‐アンヒドロ‐D‐グルシトール]のアミノ酸不斉認識 ホスト・ゲスト錯体のNMRスペクトル  [Not invited]

  真多淳二, 佐藤敏文, 横田和明, 覚知豊次

  北海道支部研究発表会講演要旨集  1995/02
• Regio- and stereospecificity in anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  1995/02
• Structural study of the polymer obtained by cyclopolymerization of (2S,5S)-1,2:5,6-diepoxyhexane.  [Not invited]

  KANAI HIROMITSU, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会北海道支部研究発表会講演要旨集  1995/02
• ポリ[(1→6)-2,5-アンヒドロ-D-グルシトール]のアミノ酸不斉認識 ホスト・ゲスト錯体のNMRスペクトル

  真多淳二, 佐藤敏文, 横田和明, 覚知豊次

  北海道支部研究発表会講演要旨集  1995
• Synthesis of a new polysaccharide by the anionic cyclization polymerization of 1,2 : 5,6 - dianhydrohexitol and its polymerization position and stereoselectivity.  [Not invited]

  HATAKEYAMA TAKESHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  日本化学会北海道支部夏季研究発表会講演要旨集  1995
• Regio- and stereospecificity in anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol  [Not invited]

  Polym. Prepr.  1995
• Structure and Chiral recognition of Poly (1.RAR.6)-2,5-anhydrohexose .  [Not invited]

  SATO TOSHIFUMI, MATA JUNJI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1994/05
• Structural analysis of oligomers obtained by cationic cyclopolymerization of 1,2,:5,6-dianhydro-D-mannitol.  [Not invited]

  UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI, KAKUCHI TOYOJI

  高分子学会予稿集  1994/05
• 1,2:5,6‐ジアンヒドロ‐D‐マンニトールの環化重合 オリゴマーの分離と構造解析  [Not invited]

  梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  北海道支部研究発表会講演要旨集  1994/02
• 1,2:5,6-ジアンヒドロ-D-マンニトールの環化重合 オリゴマーの分離と構造解析

  梅田哲, 佐藤敏文, 横田和明, 覚知豊次

  北海道支部研究発表会講演要旨集  1994
• テトラヒドロフラン環を繰り返し構造とする新規合成多糖の免疫細胞機能調節効果  [Not invited]

  村林 俊, 菊池 晃, 勇田 敏夫, 梅田 哲, 佐藤 敏文, 覚知 豊次

  人工臓器  1994  一般社団法人 日本人工臓器学会
  
• Enantioselective Transport of Amino Acid and Selective Transport of Metal Ions by Poly (1.RAR.6)-2,5-Anhydrohexose as a Macromolecular Ionophore.  [Not invited]

  KAKUCHI TOYOJI, SATO TOSHIFUMI, MATA JUNJI, YOKOTA KAZUAKI

  高分子学会予稿集  1993/09
• Regio- and Stereospecificity on Cationic Cyclopolymerization of 1,2:5,6-Dianhydrohexose.  [Not invited]

  KAKUCHI TOYOJI, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1993/09
• Synthesis of poly[(1.RAR.6)-2,5-anhydro-D-glucitol] by deallylation of the polymer obtained by cationic polymerization of 1,2:5,6-dianhydro-3,4-di-0-allyl-D-mannitol.  [Not invited]

  KAKUCHI TOYOJI, UMEDA SATOSHI, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1993/05
• Synthesis of Regio- and Stereospecific Polymer by Cationic Cyclopolymerization of 1,2:5,6-Dianhydro-3,4-di-0-methyl-D-glucitol.  [Not invited]

  KAKUCHI TOYOJI, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1993/05
• Selective Transport of Alkali Metal Ions by Poly [(1.RAR.6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol] as a Macromolecular Ionophore.  [Not invited]

  KAKUCHI TOYOTSUGU, HARADA YASUHIRO, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1993/05
• Selective Transport of Alkali Metal Ions by Poly [(1→6)-2,5-anhydro-3,4-di-O-methyl-D-glucitol] as a Macromolecular Ionophore.

  覚知豊次, 原田泰宏, 佐藤敏文, 横田和明

  高分子学会予稿集  1993
• Synthesis of poly[(1→6)-2,5-anhydro-D-glucitol] by deallylation of the polymer obtained by cationic polymerization of 1,2:5,6-dianhydro-3,4-di-0-allyl-D-mannitol.

  覚知豊次, 梅田哲, 佐藤敏文, 横田和明

  高分子学会予稿集  1993
• ポリ[(1→6)-2,5-アンヒドロ-D-グルシトール]の分子認識における側鎖アルキル基の影響

  覚知豊次, 真多淳二, 佐藤敏文, 横田和明, 原口謙策

  日本化学会北海道支部夏季研究発表会講演要旨集  1993
• ポリ[(1→6)‐2,5‐アンヒドロ‐D‐グルシトール]の分子認識における側鎖アルキル基の影響  [Not invited]

  覚知豊次, 真多淳二, 佐藤敏文, 横田和明, 原口謙策

  日本化学会北海道支部夏季研究発表会講演要旨集  1993
• Regio- and Stereospecific, Cationic Cyclopolymerization of 1,2:5,6-Dianhydro-hexose.  [Not invited]

  KAKUCHI TOYOTSUGU, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1992/09
• Macromolecular ionophore. [IV]. Synthesis of poly[(1.RAR.6)-2,5-anhydro-D-glucitol] via cyclopolymerization of 1,2:5,6-dianhydro-L-iditol.  [Not invited]

  KAKUCHI KATATSUGU, SATO TOSHIFUMI, YOKOTA KAZUAKI

  高分子学会予稿集  1992/05
• Macromolecular ionophore. [IV]. Synthesis of poly[(1→6)-2,5-anhydro-D-glucitol] via cyclopolymerization of 1,2:5,6-dianhydro-L-iditol.

  覚知豊次, 佐藤敏文, 横田和明

  高分子学会予稿集  1992