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Establishment of a framework for negative photochromic compound with systematic investigation of photo properties

Research Project

Project/Area Number 17K14472
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Functional solid state chemistry
Research InstitutionHiroshima University

Principal Investigator

Hatano Sayaka  広島大学, 理学研究科, 講師 (30648689)

Project Period (FY) 2017-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2018: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2017: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Keywordsフォトクロミズム / 逆フォトクロミズム / ノルボルナジエン / クアドリシクラン / 光物性 / 逆フォトクロミック分子
Outline of Final Research Achievements

Most of photochromic compounds change from a thermally stable colorless state to a metastable colored state upon UV light irradiation. On the other hand, there are a few reports on negative photochromism, in which the colored form changes to colorless state upon exposure to visible light. To our knowledge, the appropriate molecular framework that exhibits negative photochromism is not clear. Norbornadiene (NBD) isomerizes to quadricyclane (QC) upon UV light irradiation with bond-recombination. The photochemically formed QC has a large ring strain structure and can be reversed to NBD thermally. The isomerization from NBD to QC occurs with bond-recombination and leads to deceasing conjugation length by photoirradiation. It enables the negative photochromism. In this study, therefore, I attempted to synthesize a several negative photochromic compounds with NBD framework to establish a skeleton that exhibit the negative photochromism.

Academic Significance and Societal Importance of the Research Achievements

新規逆フォトクロミック分子を開発することで、通常のフォトクロミック分子では不可能であった新たな物性を発現する分子の開拓が可能となり、これまでにない機能性材料への応用へと展開されることが期待される。
本研究では、逆フォトクロミズムを示すノルボルナジエン(NBD)誘導体を用いてその光挙動を系統的に検討し、これまでに成し得なかった“分子設計段階で明確に逆フォトクロミズムを示す分子”を確立することを目的に、誘導体の合成を試みた。合成過程の反応がうまく進行せず、結果として目的物合成には至らなかったが、今後、NBD誘導体合成時に有用となる知見は得られた。

Report

(3 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • Research Products

    (4 results)

All 2019 2018

All Presentation (4 results) (of which Int'l Joint Research: 1 results)

  • [Presentation] キノイド構造を有するノルボルナジエン誘導体の光物性2019

    • Author(s)
      田邊 千佳・波多野 さや佳・石橋 千英・朝日 剛・安倍 学
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Development of a Photo-Induced Fast Spin-State Switching Molecule2018

    • Author(s)
      Sayaka Hatano, Chika Tanabe, Manabu Abe
    • Organizer
      24th IUPAC International Conference on Physical Organic Chemistry (ICPOC 24)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] キノイド構造を有するノルボルナジエン誘導体の光物性2018

    • Author(s)
      田邊 千佳・波多野 さや佳・安倍 学
    • Organizer
      2018年光化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 光照射時のみスピン状態が変化する光スイッチング分子の光物性2018

    • Author(s)
      田邊 千佳・波多野 さや佳・安倍 学
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report

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Published: 2017-04-28   Modified: 2020-03-30  

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