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Synthesis of chiral strainer using polydienes containing dialkylamide function

Research Project

Project/Area Number 16550108
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionNagaoka University of Technology

Principal Investigator

TAKENAKA Katsuhiko  Nagaoka University of Technology, Deportment of Materials Science and Technology, Associate Professor (30188205)

Co-Investigator(Kenkyū-buntansha) SHIOMI Tomoo  Nagaoka University of Technology, Department of Materiaes Science and Technology, Professor (10134967)
TAKESHITA Hiroki  Nagaoka University of Technology, Department of Materials Science and Technology, Assistant Professor (80313568)
Project Period (FY) 2004 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 2006: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 2005: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 2004: ¥2,700,000 (Direct Cost: ¥2,700,000)
Keywordsoptical resolution / block copolymer / anionic polymerization / chiral strainer / dialkylamide / polydiene / RAFT polymerization / aminoacid / ジフェニルメチルカリウム / N,N-ジエチル-2-メチレン-3-ブテンアミド / ミクロ構造 / ジエチル亜鉛 / ラジカル重合 / N-(2-メチレン-3-ブテノイル)-2-メトキシメチルピロリジン / 共重合 / モノマー反応性比 / N,N-ジイソプロピル-2-メチレン-3-ブテンアミド
Research Abstract

Diblock copolymers composed of polystyrene and poly(L-N-(2-methylene-3-butenoyl) -3-methoxymethylpyrrolidine), Poly(St-block-LMPy) were prepared by sequential anionic living polymerization and/or RAFT polymerization using benzyl dithiobenzoate as a chain-transfer agent. The microstructure of poly(LMPy) segment in the block copolymer depends on the polymerization mechanism. 1, 4-structure predominates in the polymer obtained by RAFT polymerization whereas complex mixed structure of 1, 4-E, 1, 4-Z, and 1, 2- were obtained in the polymer by anionic polymerization.
THE solution of the block copolymer thus obtained was mixed with fine glass beads to coat the surface of the beads. Then the ability of chiral recognition was evaluated by liquid chromatography by charging the polymer coated glass beads in the column. The racemic mixture of prolin was charged in the column and the retention time for L- and D- isomers were compared. Although variety of sample concentration and resolution temperature, no significant optical resolution was possible.

Report

(4 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • 2004 Annual Research Report
  • Research Products

    (14 results)

All 2008 2007 2006 2005 2004

All Journal Article (14 results)

  • [Journal Article] Polymerization of 1,3-Dienes with Functional Groups. 4. Anionic Polymerization of N,N-Diethy1-2-methylene-3-butenamide2008

    • Author(s)
      Takenaka, K.; Shibata, N.; Tsuhida, S.; Takeshita, H.; Miya, M.; Shiomi, T.
    • Journal Title

      e-Journal of Soft-Materials (In press)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Polymerization of 1,3-Dienes with Functional Groups. 4. Anionic Polymerization of N,N-Diethyl-2-methylene-3-butenamide2008

    • Author(s)
      Takenaka, K., Shibata, N., Tsuhida, S., Takeshita, H., Miya, M., Shiomi, T
    • Journal Title

      e-Journal of Soft-Materials (in press)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] 官能基を有する新規ジエンモノマーの合成と重合2007

    • Author(s)
      竹中克彦
    • Journal Title

      日本ゴム協会誌 80

      Pages: 46-46

    • NAID

      10018291324

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Stnthesis and Polymerization of novel diene monomers containing functional groups2007

    • Author(s)
      Takenaka, K
    • Journal Title

      Nippon Gomu Kyokaishi 80

      Pages: 46-46

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] N,N-ルジアルキルアミド基を置換した1,3-ブタジエン誘導体の重合と構造制御2006

    • Author(s)
      竹中 克彦
    • Journal Title

      高分子学会予稿集 55(2)

      Pages: 3319-3320

    • Related Report
      2006 Annual Research Report
  • [Journal Article] N,N- ジエチル-2-メチレン-3-ブテンアミドのアニオン重合2006

    • Author(s)
      上田 真輔
    • Journal Title

      高分子学会予稿集 55(1)

      Pages: 325-325

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Polymerization of 1,3-Dienes Containing Carboxylic Orthoester and Dialkylamide Groups2006

    • Author(s)
      Katsuhiko Takenaka
    • Journal Title

      Proceedings of the 10^<th> World Multe-Conference on Systemics, Cybernetics and Informatics III

      Pages: 18-18

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Anionic Polymerization of N,N-diethyl-2-methylene-3-butanamide2006

    • Author(s)
      Katsuhiko Takenaka
    • Journal Title

      Proceedings of the 12^<th> International Conference on Polymers and Organic Chemistry 2006(POC'06)

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Free-radical Polymerization of 1,3-Dienes Containing N,N-dialkylamide Function2005

    • Author(s)
      Katsuhiko Takenaka
    • Journal Title

      Proceedings of the 10^<th> International Seminar on Elastomers 10(CD-ROMのためページ割付無し)

    • Related Report
      2005 Annual Research Report
  • [Journal Article] 官能基を有する1,3-ジエン類の合成と重合[XXII] N,N-ジイソプロピル-2-メチレン-3-ブテンアミドのアニオン重合2005

    • Author(s)
      柴田 奈津代
    • Journal Title

      高分子学会予稿集 54(1)

      Pages: 222-222

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Effect of Lithium Compounds on the S_N2 Reaction of Anionic Living Polyisoarene in Heptanes2005

    • Author(s)
      Katsuhiko Takenaka
    • Journal Title

      Proceedings of the International Rubber Conference 2005, Yokohama

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of polychloroprene-silica composites by sol-gel method in the presence of modified polychloroprene containing triethoxysilyl group2005

    • Author(s)
      Kiyoshi Sunada
    • Journal Title

      Journal of Applied Polymer science 97

      Pages: 1545-1552

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Free-radical Polymerization of 1,3-Dienes Containing N,N-dialkylamide Function2005

    • Author(s)
      Katsuhiko Takenaka
    • Journal Title

      Proceedings of the 10^<th> International Seminar on Elastomers (in press)

    • Related Report
      2004 Annual Research Report
  • [Journal Article] N,N-ジイソプロピル-2-メチレン-3-ブテンアミドの合成とアニオン重合2004

    • Author(s)
      柴田奈津代
    • Journal Title

      第53回高分子学会北陸支部研究発表講演会 53

      Pages: 201-201

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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