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1998 Fiscal Year Final Research Report Summary

Photoswitchable functional organic materials

Research Project

Project/Area Number 08555229
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Synthetic chemistry
Research InstitutionTottori University

Principal Investigator

KIJI Jitsuo  Tottori University, Faculty of Engineering, Professor, 工学部, 教授 (60026002)

Co-Investigator(Kenkyū-buntansha) YOKOYAMA Yasushi  Yokohama National University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (60134897)
OKANO Tamon  Tottori University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (20112104)
Project Period (FY) 1996 – 1998
KeywordsChiral fulgide / Indolylgulgide / Photoswitchable function / Photochromism / Fluorescence / Fatigue-resistant Photochromic molecule
Research Abstract

(1) Control of the Pitch of Liquid Crystal by Photochromic Reactions
Chiral binaphthol-condensed fulgide derivatives work as the chiral dopants to induce the cholestic phases when doped with a nematic liquid crystal (LC). Their photochromic reactions induce the reversible and large change of the pitch values of the choleslic phases. Structural control of LC is possible by on/off switching of the photochromism.
(2) Control of Fluorescence by Photochromic Reactions
While the colorless form of the propyl-substituted, binaphthol-condensed indolylfulgide does not emit fluorescence, its colored form, which is generated by UV-irradiation, emits fluorescence. A perfect on/off switching system of fluorescence controlled by the photochromism was exhibited.
(3) CD Spectra and Optical Rotation of Chiral Fulgides
Resolved, optically-active indolylfulgide, and binaphthol-condensed indolylfulgides and beuzofulgides were synthesized and their CD spectra and optical rotation were measured. Large change of specific rotation values was observed by photochromic reactions.
(4) Others
(a) An indolylfulgide, which is trapped in an organic-inorganic matrix prepared by the sol-gel possess using methyltri-methoxysilane, showed photochromism.
(b) Bisthienylfulgides of C2 synimetly were prepared by the palladium-catalyzed carbonylation method and their photo-chromic reactions were studied.
(c) Crowned flilgides were prepared and their photochromic reactions were studied in the presence or absence of guest cations.

  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] Y.Yokoyama: "Diasterseoselective Photochromism of (R)-Binaphthol-condensed Indolylfulgide." J.Am.Chem.Soc.118(13). 3100-3107 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Photpchromism of 4-Substituted Phenoxynaphthacenequinones." Chem.Lett.1996(6). 355-356 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Study on the Conformation of an Isopropyl-substituted Furylfulgide. Photochromic Coloring Reaction and Thermal Racemization." Bull.Chem.Soc.Jpn.69(6). 1605-1612 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Role of the Methoxy Substituents on the Photochromic Indolylfulgides. Absorption Maximum vs. Molar Absorption Coefficient of the Colored Form." Chem.Lett.1996(8). 587-588 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Trifluoromethyl-substituted Photochromic Indolylfulgide. A Remarkably Durable Fulgide towards Photochemical and Thermal Treatments." Chem.Lett.1996(12). 1037-1038 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Inada: "Perfect On/Off Switching of Emission of Fluorescence by Photochromic Reaction of a Binaphthol-Condensed Fulgide Derivative." Chem.Lett.1997(4), (9). 321-322,961 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Reversible Control of Pitch of Induced Cholesteric Liquid Ceystal by Optically Active Photochromic Fulgide Derivatives." Chem.Lett.1997(8). 687-688 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.Biteau: "Photochromism of an Indolyfulgide Trapped in a Hybrid sol-Gel Matrix." Chem.Lett.1998(4). 359-360 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Absoluts Stereochemistry and CD Spectra of Resolved Enantiomers of the Colored Form of a Photochromic Diarylethene." Chem.Lett.1998(11). 1093-1094 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Chiral Photochromic Compounds and Control of Functions." Enantiomes. 3(2). 123-132 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Yokoyama: "Diastereoselective Photochromism of (R) -Binaphthol-condensed Indolylfulgide." J.Am.Chem.Soc.118 (13). 3100-3107 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Photochromism of 4-Substituted Phenoxy-naphthacenequinones." Chem.Lett.1996 (6). 355-356 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Study on the Conformation of an Isopropyl-substituted Furylfulgide. Photochromic Coloring Reaction and Thermal Racemization." Bull.Chem.Soc.Jpn.69 (6). 1605-1612 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Role of the Methoxy Substituents on the Photochromic Indolylfulgides. Absorption Maximum vs.Molar Absorption Coefficient of the Colored Form." Chem.Lett.1996 (8). 587-588 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Trifluoromethyl-substituted Photochromic Indolylfulgide. A Remarkably Durable Fulgide towards Photochemical and Thermal Treatments." Chem.Lett.1996 (12). 1037-1038 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Inada: "Perfect On/Off Switching of Emission of Fluorescence by Photochromic Reaction of a Binaphthol-Condensed Fulgide Derivative." Chem.Lett.1997 (4), (9). 321-322,961 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Reversible Control of Pitch of Induced Cholesteric Liquid Crystal by Optically Active Photochromic Fulgide Derivatives." Chem.Lett.1997 (8). 687-688 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J.Biteau: "Photochromism of an Indolylfulgide Trapped in a Hybrid Sol-Gel Matrix." Chem.Lett.1998 (4). 359-360 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Absolute Stereochemistry and CD Spectra of Resolved Enantiomers of the Colored Form of a Photochromic Diarylethene." Chem.Lett.1998 (11). 1093-1094 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Yokoyama: "Chiral Photochromic Compounds and Control of Functions." Enantiomer.3 (2). 123-132 (1998)

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

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Published: 1999-12-08  

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