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2007 Fiscal Year Final Research Report Summary

Preparation of Novel Photon-mode Molecular switch based on Photcchromic Terarylene Derivatives

Research Project

Project/Area Number 17350069
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials chemistry
Research InstitutionNara Institute of Science and Technology

Principal Investigator

KAWAI Tsuyoshi  Nara Institute of Science and Technology, Graduate School of Materials Science, Professor (40221197)

Co-Investigator(Kenkyū-buntansha) HASEGAWA Yasuchika  Nara Institute of Science and Technology, Graduate School of Materials Science, Associate Professor (80324797)
NAKASHIMA Takuya  Nara Institute of Science and Technology, Graduate School of Materials Science, Assistant Professor (70379543)
Project Period (FY) 2005 – 2007
Keywordsphotochromic / photochromism / coniugated Polymer / single crystal / conducting polymer / molecular switch
Research Abstract

The properties of pi-conjugated polymers are strongly dependent on the extent of pi-conjugation expansion. The precise control of the expanse of pi-conjugation systems by means of external stimuli including light would give a guiding principle for future photo-switching molecular devices and molecular memories. In particular, photochromic molecules modulating pi-conjugation system reversibly upon light inadiation are expected as a promising material for such photo-switching modules. In this study, we have developed photo-switching molecules based on terarylenes that could control the pi-conjugation connection pathways upon reversible photochromic reactions. Terarylenes based on 4,5-diarylthiazole and 4,5-diarylimidazole(imidazolium) were synthesized. The 4,5-diarylthiazole terarylenes exhibited high photochromic performance including high photocyclization quantum yields and reactivity in single crystalline phase, which is attributed to the steric effect of central thiazole unit such as the reduced steric hindrance and the stabilization of photo-reactive conformation with intramolecular hydrogen-bonding. The thermal stability of ring-closed colored isomer of terarylenes could be dramatically modulated by controlling the aromaticity of arylene components. Interestingly, a terarylene based on 4,5-dithienyl thiazole having four phenylethynyl units at thienyl groups showed the bleaching lifetime as short as 5 sec at room temperature.

  • Research Products

    (12 results)

All 2008 2007

All Journal Article (12 results) (of which Peer Reviewed: 6 results)

  • [Journal Article] Electrochemical Preparation of a pai-Conjugated Polymer Having Imidazole Group and Its pH-responsive Functionality2008

    • Author(s)
      M. Toba, T. Terashima, T. Nakashima and T. Kawai
    • Journal Title

      Jpn. J. Appl. Phys. 47

      Pages: 1371-1373

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Electrochemical Preparation of a pai-Conjugated Polymer Having Imidazole Group and Its pH-responsive Functionality2008

    • Author(s)
      M. Toba, T. Terashima, T. Nakashima, T. Kawai
    • Journal Title

      Jpn. J. Appl. Phys 47

      Pages: 1371-1373

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochromism of Thiazole-Containing Triangle Terarylenes2007

    • Author(s)
      T. Nakashima, K. Atsumi, S. Kawai, T. Nakagawa, Y. Hasegawa, T. Kawai
    • Journal Title

      Eur. J. Org. Chem.

      Pages: 3212-3218

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Novel Photochromic Molecules Based on 4,5-Dithienyl Thiazole with Fast Thermal Bleaching Rate2007

    • Author(s)
      S. Kawai, T. Nakashima, K. Atsumi, T. Sakai, M. Harigai, M. Imamoto, H. Kamikubo, M. Kataoka and T. Kawai
    • Journal Title

      Chem. Mater. 19

      Pages: 3479-3483

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Circularly Polarized Luminescence of a Fluorescent Chiral Binaphtylene-perylenebis carboxydiimide Dimer2007

    • Author(s)
      T. Kawai, K. Kawamura, H. Tsumatori, M. Ishikawa, M. Naito, M. Fujiki and T. Nakashima
    • Journal Title

      ChemPhysChem 8

      Pages: 1465-1468

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Size-and Temperature-Dependent Emission Properties of Zinc-blende CdTe Nanocr ystals in Ionic Liquid2007

    • Author(s)
      Y. Nonoguchi, T. Nakashima and T. Kawai
    • Journal Title

      J. Phys. Chem. C. 111

      Pages: 11811-11815

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Sensitized Photopolymerization of an Ionic Liquid-Based Monomer by Using CdTe Nanocrystals2007

    • Author(s)
      T. Nakashima, M. Sakashita, Y. Nonoguchi and T. Kawai
    • Journal Title

      Macromolecules 40

      Pages: 6540-6544

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Photochromism of Thiazole-Containing Triangle Terarylenes2007

    • Author(s)
      T. Nakashima, K. Atsumi, S. Kawai, T. Nakagawa, Y. Hasegawa, T. Kawai
    • Journal Title

      Fur. J. Org. Chem

      Pages: 3212-3218

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Novel Photochromic Molecules Based on 4,5-Dithienyl Thiazole with Fast Thermal Bleaching Rate2007

    • Author(s)
      S. Kawai, T. Nakashima, K. Atsumi, T. Sakai, M. Harigai, M. Imamoto, H. Kamikubo, M. Kataoka, T. Kawai
    • Journal Title

      Chem. Mater 19

      Pages: 3479-3483

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Circularly Polarized Luminescence of a Fluorescent Chiral Binaphtylene-perylenebiscarboxydiimide Dimer2007

    • Author(s)
      T. Kawai, K. Kawamura, H. Tsumatori, M. Ishikawa, M. Naito, M. Fujiki, T. Nakashima
    • Journal Title

      Chem Phys Chem 8

      Pages: 1465-1468

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Size- and Temperature-Dependent Emission Properties of Zinc-blende CdTe Nanocrystals in Ionic Liquid2007

    • Author(s)
      Y. Nonoguchi, T. Nakashima, T. Kawai
    • Journal Title

      J. Phys. Chem C, 111

      Pages: 11811-11815

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Sensitized Photopolymerization of an Ionic Liquid-Based Monomer by Using CdTeNanocrystals2007

    • Author(s)
      T. Nakashima, M. Sakashita, Y. Nonoguchi, T. Kawai
    • Journal Title

      Macromolecules 40

      Pages: 6540-6544

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2010-02-04  

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