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Morphology Changes of Photochromic Single Crystals

Research Project

Project/Area Number 16072214
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionKyushu University

Principal Investigator

IRIE Masahiro  Kyushu University, Graduate School of Engineering, Professor (30001986)

Co-Investigator(Kenkyū-buntansha) MATSUDA Kenji  , Associate Professor (80262145)
FUKAMINATO Tsuyoshi  , Research Associate (80380583)
Project Period (FY) 2004 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥134,600,000 (Direct Cost: ¥134,600,000)
Fiscal Year 2006: ¥41,200,000 (Direct Cost: ¥41,200,000)
Fiscal Year 2005: ¥40,300,000 (Direct Cost: ¥40,300,000)
Fiscal Year 2004: ¥53,100,000 (Direct Cost: ¥53,100,000)
KeywordsMolecular Crystal / Photochromism / X-ray crystallographic analysis / Crystal Structure / Morphology Change
Research Abstract

In this project, we investigate the mechanism of the single-crystalline photochromism, especially excited energy migration in the crystal and amplification mechanism from the molecular structure changes to the surface morphology changes of the single crystals and their dynamics. The results are as follows.
(1) In order to prepare a single crystal, which exhibits multi-colors, yellow, red and blue, upon irradiation with UV and visible light, we synthesized three diarylethene derivatives with similar structures, 1,2-bis(2-methyl-5-phenylthiophen-3-yl)perfluorocyclopentene, 1,2-bis(5-methyl-2-phenylthiazol-4-yl)-perfluorocyclopentene, and 1,2-bis(5-methyl-2-pehnyloxazol-4-yl)perfluorocyclopentene. The single crystal, which contains the above three diarylethenes in almost equal amounts, showed the color change from colorless to yellow, red and blue upon irradiation with light of appropriate wavelength. The result suggests that long-range excited energy migration is not efficient in the crystal.
(2) Surface morphology changes of diarylethene single crystals were examined using AFM. The molecular scale images of the surface indicated that surface methyl groups change the position upon UV irradiation and return to the original positions upon visible light irradiation. The result clearly indicated that the molecular structure changes induce the surface morphology changes of the single crystal.

Report

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

    (38 results)

All 2007 2006 2005 2004

All Journal Article (38 results) (of which Peer Reviewed: 16 results)

  • [Journal Article] Rapid and Reversible Shape Changes of Molecular Crystals Upon Photoirradiation2007

    • Author(s)
      S.Kobatake, S.Takami, H.Muto, T.Ishikawa, M.Irie
    • Journal Title

      Nature 446 (in press)

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photostimulated Crystal Lattice Change Induced by the Photochemical Ring-Opening Reaction of Diarylethene Molecules2007

    • Author(s)
      T.Hamazaki, K.Matsuda, S.Kobatake, M.Irie
    • Journal Title

      Bull. Chem. Soc. Jpn. 80

      Pages: 365-370

    • NAID

      10018518295

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photochromic Reactions of Diarylethenes in Single Crystals with Intermolecular O-H…N Hydrogen-Bonding Networks2006

    • Author(s)
      M. Morimoto, M. Irie
    • Journal Title

      Chem. -A Eur. J. 12

      Pages: 4275-4282

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Direct Observation of Photochromic Dynamics in the Crystalline State of an Organorhodium Dithionite Complex2006

    • Author(s)
      H. Nakai, M. Mizuno, T. Nishioka, N. Koga, K. Shiomi, Y. Miyano, M. Irie, et al.
    • Journal Title

      Angew. Chem. Int. Ed. 45

      Pages: 6473-6476

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photoinduced Reversible Formation of Microfibrils on a Photochromic Diarylethene Microcrystalline Surface2006

    • Author(s)
      K. Uchida, N. Izumi, S. Sukata, Y. Kojima, S. Nakamura, M. Irie
    • Journal Title

      Angew. Chem. Int. Ed. 45

      Pages: 6470-6473

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of a Diarylethene Charge-Transfer Complex : Photochemical Control of Intermolecular Charge-Transfer Interaction2006

    • Author(s)
      M. Morimoto, S. Kobatake, M. Irie
    • Journal Title

      Chem. Commun. 25

      Pages: 2656-2658

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Direct Observation of Photochromic Dynamics in the Crystalline State of an Organorhodiura Dithionite Complex2006

    • Author(s)
      H. Nakai, M. Mizuno, T. Nishioka, N. Koga, K. Shiomi, Y. Miyano, M. Irie, et al.
    • Journal Title

      Angew. Chem. Int. Ed. 45

      Pages: 6473-6476

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Photoinduced Reversible Formation of Microfibrils on a Photochromic Diarylethene Microcrystalline Surface2006

    • Author(s)
      K.Uchida, N.Izumi, S.Sukata, Y.Kojima, S.Nakamura, M.Irie
    • Journal Title

      Angew. Chem. Int. Ed. 45

      Pages: 6470-6473

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photochromism of a Diarylethene Charge-Transfer Complex : Photochemical Control of Intermolecular Charge-Transfer Interaction2006

    • Author(s)
      M.Morimoto, S.Kobatake, M.Irie
    • Journal Title

      Chem. Commun. 25

      Pages: 2656-2658

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photochromic Reactions of Diarylethenes in Single Crystals with Intermolecular O-H…N Hydrogen-Bonding Networks2006

    • Author(s)
      M.Morimoto, M.Irie
    • Journal Title

      Chem.-A Eur. J. 12

      Pages: 4275-4282

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Direct Observation of Photochromic Dynamics in the Crystalline State of an Organorhodium Dithionite Complex2006

    • Author(s)
      H.Nakai, M.Mizuno, T.Nishioka, N.Koga, K.Shiomi, Y.Miyano, M.Irie et al.
    • Journal Title

      Angew. Chem. Int. Ed. 45

      Pages: 6473-6476

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photochromism of Diarylethene Single Crystals : Crysta Structures and Photochromic Performance (Feature Article)2005

    • Author(s)
      M. Morimoto, M. Irie
    • Journal Title

      Chem. Commun. 31

      Pages: 3895-3905

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Single Crystals Composed of Dioxazolylethene and Dithiazolylethene2005

    • Author(s)
      L. Kuroki, S. Takami, K. Shibata, M. Irie
    • Journal Title

      Chem. Commun. 48

      Pages: 6005-6007

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Conformational Control of Photochromic Reactivity in a Diarylethene Single Crystal2005

    • Author(s)
      S. Kobatake, Y. Matsumoto, M. Irie
    • Journal Title

      Angew. Chem. Int. Ed. 44

      Pages: 2148-2151

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Bis(2-alkyl- 1 -benzofuran- 3-yl)perfluorocyclopentene Derivatives2005

    • Author(s)
      T. Ymaguchi, M. Irie
    • Journal Title

      J. Org. Chem. 70

      Pages: 10323-10328

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Crystal Engineering of Photochromic Diarylethene Derivatives by Aryl-perfluoroaryl Interaction2005

    • Author(s)
      M. Morimoto, S. Kobatake, M. Irie
    • Journal Title

      Molecular Crystals and Liquid Crystals 431

      Pages: 529-534

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Nanolayered Structures in Photochomic Crystal of 1, 2-bis(2-methyl-5-p-methoxyphenyl-3-thienyl)Perfluorocyclopentene2005

    • Author(s)
      S. Kobatake, M. Morimoto, M. Irie
    • Journal Title

      Molecular Crystals and Liquid Crystals 431

      Pages: 523-527

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Bis(2-alkyl-1-benzofuran-3-yl)perfluorocyclopentene Derivatives2005

    • Author(s)
      T. Yamaguchi, M. Irie
    • Journal Title

      J. Org. Chem. 70

      Pages: 10323-10328

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Photochromism of Diarylethene Single Crystals : Crystal Structures and Photochromic Performance (Feature Article)2005

    • Author(s)
      M.Morimoto, M.Irie
    • Journal Title

      Chem.Commun. 31

      Pages: 3895-3905

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photochromism of Single Crystals Composed of Dioxazolylethene and Dithiazolylethene2005

    • Author(s)
      L.Kuroki, S.Takami, K.Shibata, M.Irie
    • Journal Title

      Chem.Commun. 48

      Pages: 6005-6007

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Conformational Control of Photochromic Reactivity in a Diarylethene Single Crystal2005

    • Author(s)
      S.Kobatake, Y.Matsumoto, M.Irie
    • Journal Title

      Angew.Chem.Int.Ed. 44

      Pages: 2148-2151

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photochromism of Bis(2-alkyl-1-benzofuran-3-yl)perfluorocyclopentene Derivatives2005

    • Author(s)
      T.Yamaguchi, M.Irie
    • Journal Title

      J.Org.Chem. 70

      Pages: 10323-10328

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Crystal Engineering of Photochromic Diarylethene Derivatives by Aryl-perfluoroaryl Interaction2005

    • Author(s)
      M.Morimoto, S.Kobatake, M.Irie
    • Journal Title

      Molecular Crystals and Liquid Crystals 431

      Pages: 529-534

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Nanolayered Structures in Photochromic Crystal of 1,2-bis(2-methyl-5-p-methoxyphenyl-3-thienyl) Perfluorocyclopentene2005

    • Author(s)
      S.Kobatake, M.Morimoto, M.Irie
    • Journal Title

      Molecular Crystals and Liquid Crystals 431

      Pages: 523-527

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Crystal Engineering of Photocheomic Diarylethene Single Crystals2004

    • Author(s)
      M. Morimoto, S. Kobatake, M. Irie
    • Journal Title

      The Chemical Record 4

      Pages: 23-38

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Single-Crystalline Photochromism of Diarylethenes2004

    • Author(s)
      S. Kobatake, M. Irie
    • Journal Title

      Bull. Chem. Soc. Jpn. 77

      Pages: 195-210

    • NAID

      10012094291

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Single-Crystalline Photochromism of a Diarylethene Dimer2004

    • Author(s)
      S. Kobatake, S. Kuma, M. Irie
    • Journal Title

      Bll. Chem. Soc. Jpn. 77

      Pages: 945-951

    • NAID

      10012940524

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Furylfulgide in a Single-Crystalline Phase2004

    • Author(s)
      S. Kobatake, M. Irie
    • Journal Title

      Chem. Lett. 33

      Pages: 904-905

    • NAID

      10013285190

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Metal Complexes Composed of Diarylethene Ligands and Zn(II), Mn(II), and Cu(II) Hexafluoroacetylacetonates2004

    • Author(s)
      K. Matsuda, K. Takayama, M. Irie
    • Journal Title

      Inorganic Chemistry 43

      Pages: 482-489

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Photochromism of Metal Complexes Composed of Diarylethen Ligands and ZnCh_22004

    • Author(s)
      K. Matsuda, Y. Shinkai, M. Irie
    • Journal Title

      Inorganic Chemistry 43

      Pages: 3774-3776

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Single-Crystalline Photochromism of a Diarylethene Dimer2004

    • Author(s)
      S. Kobatake, S. Kuma, M. Irie
    • Journal Title

      Bull. Chem. Soc. Jpn. 77

      Pages: 945-951

    • NAID

      10012940524

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Photochromism of Metal Complexes Composed of Diarylethen Ligands and ZnCl_22004

    • Author(s)
      K. Matsuda, Y. Shinkai, M. Irie
    • Journal Title

      Inorganic Chemistry 43

      Pages: 3774-3776

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Crystal Engineering of Photocheomic Diarylethene Single Clystals2004

    • Author(s)
      M.Morimoto, S.Kobatake, M.Irie
    • Journal Title

      The Chemical Record 4

      Pages: 23-38

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Single-Crystalline Photochromism of Diarylethenes2004

    • Author(s)
      S.Kobatake, M.Irie
    • Journal Title

      Bill.Chem.Soc.Jpn. 77

      Pages: 195-210

    • NAID

      10012094291

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Single-Crystalline Photochromism of a Diarylethene Dimer2004

    • Author(s)
      S.Kobatake, S.Kuma, M.Irie
    • Journal Title

      Bull.Chem.Soc.Jpn. 77

      Pages: 945-951

    • NAID

      10012940524

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Photochromism of Furylfulgide in a Single-Crystalline phase2004

    • Author(s)
      S.Kobatake, M.Irie
    • Journal Title

      Chem.Lett. 33

      Pages: 904-905

    • NAID

      10013285190

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Photochromism of Metal Complexes Composed of Diarylethene Ligands and Zu(II),Mn(II), and Cu(II) Hexafluoroacetylacetonates2004

    • Author(s)
      K.Matsuda, K.Takayama, M.Irie
    • Journal Title

      Inorganic Chemistry 43

      Pages: 482-489

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Photochromism of Metal Complexes Composed of Diarylethene Ligands and ZnCl22004

    • Author(s)
      K.Matsuda, Y.Shinkai, M.Irie
    • Journal Title

      Inorganic Chemistry 43

      Pages: 3774-3776

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2018-03-28  

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