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Synthesis of Highly Selective Polymer Materials with Solid-Solution Phases and Multiphase-Structure Analysis under Functioning State

Research Project

Project/Area Number 59430016
Research Category

Grant-in-Aid for General Scientific Research (A)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionInstitute of Industrial Science, University of Tokyo

Principal Investigator

URYU Toshiyuki  Institute of Industrial Science, University of Tokyo, 生産技術研究所, 教授 (80011005)

Co-Investigator(Kenkyū-buntansha) OGAWA Shojiro  Faculty of Home Economics, Ochanomizu University, 家政学部, 助教授 (20013196)
SHIRAISHI Shinsaku  Institute of Industrial Science, University of Tokyo, 生産技術研究所, 教授 (30013163)
SENO Manabu  Institute of Industrial Science, University of Tokyo, 生産技術研究所, 教授 (40013099)
Project Period (FY) 1984 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥35,000,000 (Direct Cost: ¥35,000,000)
Fiscal Year 1986: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1985: ¥9,500,000 (Direct Cost: ¥9,500,000)
Fiscal Year 1984: ¥24,500,000 (Direct Cost: ¥24,500,000)
KeywordsHeparinoid / Anticoagulant activity / High performance liquid chromatography / Chloromethylated polystyrene beads / Polymer liquid crystal / Aromatic polyester / Solid state CP / 固体高分解能CP・MAS【_(13)C】NMR / 多糖グラフト高分子 / 多糖マクロマー / t-ブチルジメチルシリル / 合成高分子グラフト多糖 / NMR / アルキル置換ポリスチレンゲル
Research Abstract

Dextran-type polysaccharides containing sulfamide and sulfate groups at regio-selective positions were synthesized by a series of reactions starting from the ring-opening polymerization of 1,6-anhydro-azido sugars. The sulfamide group exhibted almost the same anticoagulant activity as that of the sulfate group, and the former had a function to decrease the acute toxicity <LD_(50)> . 1,5- <alpha> -Linked furanan-type polysaccharides which were prepared by the ring-opening polymerization of 1,4-anhydro-ribose and -xylose were sulfated to give sulfated furanan-type polysaccharides. These heparinoids showed the highest anticoagulant activity of the so-far prepared heparinoids. The structure analysis of synthetic polysaccharides and sulfated ones was performed by using ordinary NMR and 2D NMR spectroscopy as well as the elemental analysis, indicating the position of sulfate group.
Chloromethylated polystyrene beads were reacted with various alkylamines to provide the stationary phase of high … More perfomance liquid chromatography. The obtained chloromethylated polystyrene beads can be used in a wide pH range. In addition, the selective separation of halobenzenes and alkylbenzenes was possible by properly choosing the alkyl chain length, for example, by using a <C_(14)> stationary phase. Functionalization of crosslinked poly(chloromethylstyrene) beads was carried out by the reaction with sodium nitrite in the presence of phase transfer catalyst to afford the beads having carboxyl and hydroxyl groups.
Thermotropic aromatic polyesters and low-molecular-weight model compounds were synthesized. They consisted of aromatic mesogens and flexible alkylene spacers. The structure of aromatic polyesters most of which were hardly soluble in solvents were analyzed with solid state CP/MAS <^(13)C> NMR spectroscopy. In the polyester prepared at low temperature, the alkoxy group bonded to the aromatic ring had a fixed orientation, which provides a guide to the molecular design of liquid crystalline polymers with excellent mechanical properties. Less

Report

(2 results)
  • 1986 Final Research Report Summary
  • 1985 Annual Research Report
  • Research Products

    (19 results)

All Other

All Publications (19 results)

  • [Publications] 畑中研一,吉田孝,宮原伸太郎,佐藤孝博,小野藤彦,瓜生敏之,葛原弘美: Journal of Medicinal Chemistry. (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 吉田孝,喜田益夫,瓜生敏之: Polymer Journal. (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 黄圭卓,岩元和敏,高井信治,妹尾学: Journal of Liquid Chromatography. 8. 2387-2402 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 黄圭卓,高橋雅人,岩元和敏,妹尾学: Makromoleculare Chemie. (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 瓜生敏之,加藤隆史: Chemistry Letters. 211-214 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 瓜生敏之,加藤隆史: Macromolecules. (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 瓜生敏之,堀江一之,白石振作: "ポリマー材料" 東京大学出版会, 210 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Kricheldorf,Penczek,Uryu.: "Models of Biopolymers by Ring-Opening Polymerization" CRC Press,Inc., (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Kenichi Hatanaka, Takashi Yoshida, Shintaro Miyahara, Takahiro Sato, Fujihiko Ono, Toshiyuki Uryu, and Hiroyoshi Kuzuhara: "Synthesis of New Heparinoids with High Anticoagulant Activity" Journal of Medicinal Chemistry. (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Yoshida, Masuo Kida, and Toshiyuki Uryu: "Selective Ring-Opening Polymerization of Di-O-t-butyldimethylsilylated and Di-O-p-bromobenzylated 1,4-Anhydro- -L-arabinopyranoses and Structural Analysis of the Free Arabinans" Polymer Journal.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Kyu Tak Howang, Kazutoshi Iwamoto, Nobuharu Takai, and Manabu Seno: "Preparation and Characterization of Amine Modified Porous Polymer for RPLC" Journal of Liquid Chromatography. 8. 2387-2402 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Kyu Tak Howang, Masato Takahashi, and Manabu Seno: "Three Phase Carboxylation Reactions of Poly(chloromethylstyrene) Beads with Sodium Nitrite" Makromoleculare Chemie. (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Toshiyuki Uryu and Takashi Kato: "Conformational Effects in High Resolution Solid State CP/MAS <^(13)C> NMR Spectra of Thermotropic Ester Compound, 4'-Cyanophenyl-4-n-pentoxy-benzoate" Chemistry Letters. 211-214 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Toshiyuki Uryu, Kazuyuki Horie, and Shinsaku Shiraishi: University of Tokyo Press. Polymer Materials, (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Carbohydr.Res.141-1. (1985)

    • Related Report
      1985 Annual Research Report
  • [Publications] J.Liq.Chromatography. 8-13. (1985)

    • Related Report
      1985 Annual Research Report
  • [Publications] Macromolecules. 18-4. (1985)

    • Related Report
      1985 Annual Research Report
  • [Publications] J.Appl.Polym.Sci.30-2. (1985)

    • Related Report
      1985 Annual Research Report
  • [Publications] Macromolecules. 19-1. (1986)

    • Related Report
      1985 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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