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Creation of aromatic-type optically active conducting polymers by using liquid crystalline reaction field.

Research Project

Project/Area Number 16550106
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionUniversity of Tsukuba

Principal Investigator

GOTO Hiromasa  University of Tsukuba, Graduate School of Pure and Applied Sciences, Assistant Professor, 大学院・数理物質科学研究科, 講師 (40292528)

Co-Investigator(Kenkyū-buntansha) AKAGI Kazuo  University of Tsukuba, Graduate School of Pure and Applied Sciences, Professor, 大学院・数理物質科学研究科, 教授 (20150964)
Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,800,000 (Direct Cost: ¥3,800,000)
Fiscal Year 2005: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 2004: ¥3,000,000 (Direct Cost: ¥3,000,000)
Keywordsliquid crystalline reaction field / electrochemical polymerization / asymmetric polymerization / conjugated polymer / optically active / chiral electrochromism / optical rotation / helical / 導電性高分子 / 液晶電解液 / キラル高分子 / 円偏光二色性 / 電解不斉重合法 / キラル高分子効果 / 光学活性エレクトロクロミズム
Research Abstract

We constructed liquid crystalline reaction field by using chiral nematic liquid crystals. And achiral thiophene monomer was polymerized in this reaction field. The polymer thus obtained showed chiral aggregation behavior, and the polymer exhibited optically active properties in spite of the polymer having no chiral substituent. Through this result, this polymerization technique can be concluded as new asymmetric polymerization method, and we developed "liquid crystal asymmetric polymerization method".
Optically active polybithiophene was successfully prepared by electrochemical polymerization in a chiral nematic liquid crystal field. Polarizing and phase-contrast optical micrographs of the polymer revealed a well-resolved spiral morphology similar to the optical texture of the chiral nematic phase. Circular dichroism measurements indicated the Cotton effect for the film. The polymer exhibited optically active electrochromism and switching behavior.
The polymer was demonstrated to replicate the spiral morphology of chiral nematic liquid crystal used as a solvent in electrochemical polymerization, affording an optically active conjugated polymer exhibiting optically active electrochromism. The proposed synthesis method provides new possibilities for chiral engineering, allowing for the synthesis of a range of conjugated polymers with chiroptical properties and extending the applications of such polymers in bioscience and engineering. This study also highlights the importance and versatility of chiral reaction fields for chemical synthesis.

Report

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

    (38 results)

All 2006 2005 2004

All Journal Article (38 results)

  • [Journal Article] Vertically Aligned Polypyrrole Drawing a Fingerprint Array Prepared by Electrochemical Polymerization in Chiral Nematic Electrolyte2006

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 44

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Electrochromism of Poly(3,4-ethylenedioxythiophene) Synthesized by Electrochemical Polymerization in Lyotropic Liquid Crystal of Hydroxypropyl Cellulose/Water : Active Control of Optical Activity2006

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Chemistry Materials 18

      Pages: 255-262

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Vertically Aligned Polypyrrole Drawing a Fingerprint Array Prepared by Electrochemical Polymerization in Chiral Nematic Electrolyte2006

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 44

      Pages: 1042-1047

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Electrochromism of Poly(3,4-ethylenedioxythiophene) Synthesized by Electrochemical Polymerization in Lyotropic Liquid Crystal of Hydroxypropyl Cellulose/Water : Active Control of Optical Activity2006

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Chemistry Materials 18

      Pages: 255-262

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Mono-substituted Liquid Crystalline Polyacetylene Derivatives-Doping, Magnetic Orientation, and Photo-isomerization2005

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Synthetic Metals 155

    • NAID

      120007131400

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Asymmetric Electrochemical Polymerization : Preparation of Polybithiophene in a Chiral Nematic Liquid Crystal Field and Optically Active Electrochromism2005

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Macromolecules 38

      Pages: 1091-98

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis of Pyrrole-Based Methine Bridge Type Liquid Crystalline Conjugated Polymer2005

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 43

      Pages: 4783-93

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Electrochemical Polymerization of 3,4-Ethylenedioxythiophene(EDOT) in DNA Liquid Crystal Electrolyte2005

    • Author(s)
      Goto, H, Nomura, N, Akagi, K
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 44

      Pages: 4298-4302

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Conjugated Polymers Prepared from Achiral Monomers by Polycondensation in a Chiral Nematic Solvent.2005

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Angewandte Chemie International Edition 44

      Pages: 4322-28

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Electrochemical Synthesis and Optical Properties of a Chiral Poly[1,4-bis(3,4-ethylenedioxythiophene)-phenylene] Derivative,2005

    • Author(s)
      Goto, H, Y.Jeong, Akagi, K.
    • Journal Title

      Macromolecular Rapid Communications 26

      Pages: 1482-86

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Chiral BEDOT-based Copolymer Prepared by Chemical and Electrochemical Polymerization2005

    • Author(s)
      Jeong, Y, Goto, H, Akagi, K
    • Journal Title

      Transactions of materials Research Society of Japan 30

      Pages: 743-746

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Conjugated Polymers Prepared from Achiral Monomers by Polycondensation in a Chiral Nematic Solvent2005

    • Author(s)
      Goto, H, Akagi, K
    • Journal Title

      Angewandte Chemie 117

      Pages: 4396-4402

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Mono-substituted Liquid Crystalline Polyacetylene Derivatives - Doping, Magnetic Orientation, and Photo-isomerization2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Synthetic Metals 155

      Pages: 576-587

    • NAID

      120007131400

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Asymmetric Electrochemical Polymerization : Preparation of Polybithiophene in a Chiral Nematic Liquid Crystal Field and Optically Active Electrochromism2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Macromolecules 38

      Pages: 1091-1098

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Annual Research Report 2005 Final Research Report Summary
  • [Journal Article] Synthesis of Pyrrole-Based Methine Bridge Type Liquid Crystalline Conjugated Polymer2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 43

      Pages: 616-629

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Annual Research Report 2005 Final Research Report Summary
  • [Journal Article] Electrochemical Polymerization of 3,4-Ethylenedioxythiophene (EDOT) in DNA Liquid Crystal Electrolyte2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 43

      Pages: 4298-4302

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Conjugated Polymers Prepared from Achiral Monomers by Polycondensation in a Chiral Nematic Solvent2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Angewandte Chemie International Edition Volume 44, Issue 28

      Pages: 4322-4328

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Optically Active Conjugated Polymers Prepared from Achiral Monomers by Polycondensation in a Chiral Nematic Solvent2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Angewandte Chemie Volume 117, Issue 28

      Pages: 4396-4402

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Electrochemical Synthesis and Optical Properties of a Chiral Poly[1,4-bis(3,4 -ethylenedioxythiophene)-phenylene] Derivative2005

    • Author(s)
      Goto, H., Y.Jeong, Akagi, K.
    • Journal Title

      Macromolecular Rapid Communications 26

      Pages: 164-167

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Chiral BEDOT-based Copolymer Prepared by Chemical and Electrochemical Polymerization,2005

    • Author(s)
      Jeong, Y., Goto, H., Akagi, K.
    • Journal Title

      Transactions of materials Research Society of Japan 30

      Pages: 743-746

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Mono-substituted Liquid Crystalline Polyacetylene Derivatives -Doping, Magnetic Orientation, and Photo-isomerizatoin2005

    • Author(s)
      Goto, H., Akagi, K.
    • Journal Title

      Synthetic Metals 155

      Pages: 576-587

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Electrochemical Polymerization of 3,4-Ethylenedioxythiophene (EDOT) in DNA Liquid Crystal Electrolyte2005

    • Author(s)
      Goto, H., Nomura, N., Akagi, K.
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 44

      Pages: 4298-4302

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Optically Active Conjugated Polymers Prepared from Achiral Monomers by Polycondensation in a Chiral Nematic Solvent.2005

    • Author(s)
      Goto, H., Akage, K.
    • Journal Title

      Angewandte Chemie International Edition 44

      Pages: 4322-4328

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Electrochemical Synthesis and Optical Properties of a Chiral Poly[1,4-bis(3,4 -ethylenedioxythiophene)-phenylene] Derivative,2005

    • Author(s)
      Goto, H., Y.Jeong, Akagi, K.
    • Journal Title

      Macromolecular Rapid Communications 26

      Pages: 1482-1486

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Asymmetric Electrochemical Polymerization : Preparation of Polybithiophene in a Chiral Nematic Liquid Crystal Field and Optically Active Electrochromism2005

    • Author(s)
      Goto, H., Akagi, K
    • Journal Title

      Macromolecules 38

      Pages: 1091-1098

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis of Pyrrole-Based Methine Bridge Type Liquid Crystalline Conjugated Polymer2005

    • Author(s)
      Goto, H., Akagi, K
    • Journal Title

      Journal of Polymer Science Part A. Polymer Chemistry Edition 43

      Pages: 616-629

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Electrochemical Synthesis and Optical Properties of a Chiral Poly[1,4-bis(3',4'-ethylenedioxythiophene)-phenylene] Derivative2005

    • Author(s)
      Goto, H., Akagi, K
    • Journal Title

      Macromolecular Rapid Communications 26

      Pages: 164-167

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis and Properties of Polymers from Monosubstituted Acetylene Derivatives Bearing Ferroelectric Liquid Crystalline Groups2004

    • Author(s)
      Goto, H, Dai, X-M, Ueoka, T, Akagi, K
    • Journal Title

      Macromolecules 37

      Pages: 616-629

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis of Polythiophene Derivatives Bearing Ferroelectric Liquid Crystalline Substituents.2004

    • Author(s)
      Goto, H, Dai, X-M, Narihiro, H, Akagi, K
    • Journal Title

      Macromolecules 37

      Pages: 2353-2362

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Magnetic Property of Polydiphenylamine Derivatives Bearing Stable Radical Groups2004

    • Author(s)
      Goto, H, Koyano, T, Ikeda, H, Yoshizaki, R, Akagi, K
    • Journal Title

      Polymer 45

      Pages: 4559-4564

    • NAID

      120007131440

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A New Asymmetric Polymerization Method for the Preparation of Poly(3,4-ethylenedioxythiophene) in a Chiral Nematic Liquid Crystal Field2004

    • Author(s)
      Goto, H, Akagi K
    • Journal Title

      Macromolecular Rapid Communications 25

      Pages: 1482-1486

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A New Asymmetric Polymerization Method for the Preparation of Poly(3,4-ethylenedioxythiophene) in a Chiral Nematic Liquid Crystal Field2004

    • Author(s)
      Goto, H., Akagi K.
    • Journal Title

      Macromolecular Rapid Communications 25

      Pages: 1482-1486

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Properties of Polymers from Monosubstituted Acetylene Derivatives Bearing Ferroelectric Liquid Crystalline Groups2004

    • Author(s)
      Goto, H., Dai, X-M., Ueoka, T., Akagi K.
    • Journal Title

      Macromolecules 37

      Pages: 4783-4793

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] Synthesis of Polythiophene Derivatives Bearing Ferroelectric Liquid Crystalline Substituents.2004

    • Author(s)
      Goto, H., Dai, X-M., Narihiro, H., Akagi, K.
    • Journal Title

      Macromolecules 37(7)

      Pages: 2353-2362

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Magnetic Property of Polydiphenylamine Derivatives Bearing Stable Radical Groups2004

    • Author(s)
      Goto H., Koyano, T., Ikeda, H., Yoshizaki, R., Akagi, K.
    • Journal Title

      Polymer 45(13)

      Pages: 4559-4564

    • NAID

      120007131440

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis of Polythiophene Derivatives Bearing Ferroelectric Liquid Crystalline Substituents2004

    • Author(s)
      Goto, H., Dai, X-M., Narihiro, H., Akagi, K
    • Journal Title

      Macromolecules 37

      Pages: 2353-2362

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis and Magnetic Property of Polydiphenylamine Derivatives Bearing Stable Radical Groups2004

    • Author(s)
      Goto, H., Koyano, T., Ikeda, H., Yoshizaki, R., Akagi, K.
    • Journal Title

      Polymer 45

      Pages: 4559-4564

    • NAID

      120007131440

    • Related Report
      2004 Annual Research Report
  • [Journal Article] A New Asymmetric Polymerization Method for the Preparation of Poly(3,4-ethylenedioxythiophene) in a Chiral Nematic Liquid Crystal Field2004

    • Author(s)
      Goto, H., Akagi, K
    • Journal Title

      Macromolecular Rapid Communications 25

      Pages: 1482-1486

    • Related Report
      2004 Annual Research Report

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

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