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1992 Fiscal Year Final Research Report Summary

Synthesis of Photochromic Compounds with Excellent Thermal Stability and Fatigue Resistivity

Research Project

Project/Area Number 03640443
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 有機化学一般
Research InstitutionYOKOHAMA NATIONAL UNIVERSITY,FACULTY OF ENGINEERING

Principal Investigator

YOKOYAMA Yasushi  Yokohama National University,Faculty of Engineering,Associate Professor, 工学部, 助教授 (60134897)

Co-Investigator(Kenkyū-buntansha) YOKOYAMA Yayoi  Tokyo Kasei Gakuin University,Faculty of Home Economics,Senior Lecturer, 家政学部, 専任講師 (70142263)
Project Period (FY) 1991 – 1993
KeywordsFULGIDE / FULGENOLIDE / PHOTON MODE / OPTICAL MEMORY / FATIGUE AND THERMAL RESISTIVITY / OUANTUM YIELD / UV STABILIZER
Research Abstract

Fulgides are potential organic photochromic compounds applicable to rewritable high-density optical memory media. We have already succeeded to improve the photochromic nature of fulgides, such as to give fulgides (1) high efficiency of photoreaction and (2) responsibility to the diode laser light (780nm). The purpose of this research was to give fulgides (1) sufficient thermal stability and (2) high resistivity toward repetitive photochromic reactions.
As the acid anhydride moiety is apparently labile to alcohols, amines, and other molecules possessing active hydrogen atoms, we first substituted the acid anhydride moiety of the indolylfulgide with diesters. It indeed improved the resistivity toward hydrolysis, the quantum yields of photochromic reactions became small, as well as the absorption maximum of the colored species shortened. We then synthesized a lactone, a compound that one carbonyl group close to the aromatic ring was reduced to methylene. Although the absorption maximum of the colored from was shorter than the corresponding fulgide, the quantum yields of the photochromic reactions were far larger than those of fulgides.
As another approach to make a photochromic system stable, we also investigated the effect of addition of UV stabilizing reagents to the polymer films containing furylfulgides. Both hindered amines and hindered phenols worked quite well to protect fulgides from fatigue, and a reagent having both hindered amine and hindered phenol prohibited 85% of decomposition of the fulgides.

  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] 横山 泰: "光記録材料としてのホトクロミックなフルギド類-新しい非破壊読み出し法の提案-" 日本化学会誌(特集号). 998-1005 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 横山 泰: "フルギドのフォトクロミズム" 染料と薬品. 37. 143-154 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasushi YOKOYAMA: "Non-destructive Readout Method for Photon-mode Optical Memory. Photochromism of Protonated 5-Dimethylaminoindolylfulgide" Abstracts of 2nd International Symposium on Chemistry of Functional Dyes,1992,August,Kobe,Japan. 46-46 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasushi YOKOYAMA: "A Non-destructive Readout Method of Photochromic Optical Memory Utilizing Acid-base Equilibrium" Abstracts of 14th IUPAC Symposium on Photochemistry,1992,July,Leuven,Belgium. 284-285 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun TAKEDA: "Intermolecular Interaction of Photochromic Furylfulgide Dispersed in a Polymer Film" Chem.Ohys.Lett.198. 609-614 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Yokoyama: "Synthesis and Photochromic Behavior of 5-Substituted Indolylfulgides" Chem. Lett.1125-1128 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Yokoyama: "Photochromism of Protonated 5-Dimethylaminoindolylfulgide:A Model of Non-destructive Readout for Photon Mode Optical Memory" J. Chem. Soc., Chem. Commun.,. 1722-1724 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Yokoyama: "Synthesis and Photoreaction of Photochromic Fulgides" Yuki Gosei Kagaku Kyokai Shi,. 49. 364-372 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Yokoyama: "Photochromism of Fulgides" Dyestuffs and Chemicals. 37. 143-154 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Yokoyama: "Photochromic Fulgides Applicable to optical Information Storage -Discovery of New Nondestructive Readout Method-" Nippon Kagaku Kaishi. 998-1005. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. Takeda: "Intermolecular Interaction of Photochromic Furylfulgide Dispersed in a Polymer Film" Chem. Phys. Lett.198. 609-614 (1992)

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

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Published: 1994-03-24  

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