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Development of Advanced Photoresponsive Molecular Systems Based on Photo-Induced Proton-Electron Transfer

Research Project

Project/Area Number 15K05475
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionOsaka University

Principal Investigator

HIRAO Yasukazu  大阪大学, 理学研究科, 助教 (50506392)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords光反応 / 構造異性化 / 電子移動 / 構造・機能材料 / プロトン共役電子移動 / フォトクロミズム / ソルバトクロミズム / 水素結合 / 分子性固体
Outline of Final Research Achievements

This research was aiming to realize a new photo-responsive system by combining a photo-induced electron transfer, proton transfer, and conformational change. A newly designed compound consisting of anthranol and acridine was synthesized and its photo-induced-electron transfer was confirmed. However, it was revealed that the reducing ability of the acridine unit after electron transfer was so high that side reactions with solvent molecules prevailed. In addition, an isomerization with a large structural change, which is a part of the initially targeted multistep reaction, was achieved. In particular, a new function in which the molecular structure responds to solvent polarity was realized by the difference in the zwitterionic character of the two isomers.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (16 results)

All 2018 2017 2016 2015

All Journal Article (4 results) (of which Peer Reviewed: 4 results,  Open Access: 1 results,  Acknowledgement Compliant: 1 results) Presentation (12 results) (of which Int'l Joint Research: 2 results,  Invited: 1 results)

  • [Journal Article] Polarity-Dependent Isomerization of an Unsymmetrical Overcrowded Ethylene Promoted by Zwitterionic Contribution in the Twisted Isomer2018

    • Author(s)
      Hirao, Yasukazu; Nagamachi, Nobuhiro; Hosoi, Katsuma; Kubo, Takashi
    • Journal Title

      Chem. Asian J.

      Volume: 13 Issue: 5 Pages: 510-514

    • DOI

      10.1002/asia.201701805

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Charge-Transfer and Arrangement Effects on Delayed Photoluminescence from Phthalimide Cocrystals2018

    • Author(s)
      Yasuyuki Kita, Jun-ichi Nishida, Shota Nishida, Yasunori Matsui, Hiroshi Ikeda, Yasukazu Hirao, Takeshi Kawase
    • Journal Title

      ChemPhotoChem

      Volume: 2 Issue: 1 Pages: 42-52

    • DOI

      10.1002/cptc.201700112

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Anthroxyl-based biradical: toward the construction of highly stable multi-spin systems2017

    • Author(s)
      Yasukazu Hirao, Akihito Konishia, Takashi Kubo
    • Journal Title

      Org. Chem. Front.

      Volume: 印刷中 Issue: 5 Pages: 828-838

    • DOI

      10.1039/c7qo00130d

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Elucidation of Intramolecular Through‐Space Electronic Communication in Propeller‐Shaped Molecule2017

    • Author(s)
      Takuya Kodama, Yasukazu Hirao, Tomohiko Nishiuch, Takashi Kubo
    • Journal Title

      ChemPlusChem

      Volume: 印刷中 Issue: 7 Pages: 1006-1009

    • DOI

      10.1002/cplu.201700045

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Presentation] π電子供与基によって安定化したTwisted型ビアントロンの物性解明2018

    • Author(s)
      平尾泰一, 長町伸宏
    • Organizer
      第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] アクリジン・アンスラノールカップリング体を用いた光誘起複合反応系の構築2017

    • Author(s)
      長町伸宏
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Stabilization of Twisted-Bianthrone Derivatives and Elucidation of the Electronic State2017

    • Author(s)
      平尾泰一, 長町伸宏
    • Organizer
      17th International Symposium on Novel Aromatics ( ISNA 2017)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Solvent-dependent isomerization and absorption characteristics of the asymmetric bianthrone derivative2017

    • Author(s)
      平尾泰一, 長町伸宏
    • Organizer
      光化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 対称ビアントロン誘導体MeAAの溶媒応答およびその電子状態の解明2017

    • Author(s)
      平尾泰一, 長町伸宏
    • Organizer
      第7回CSJ化学フェスタ2017
    • Related Report
      2017 Annual Research Report
  • [Presentation] 光誘起プロトン共役電子移動を介したアクリジン・アンスラノール結合体における構造異性化2016

    • Author(s)
      長町伸宏
    • Organizer
      第6回CSJ化学フェスタ2016
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] アクリジン・アンスラノールカップリング体における光誘起複合反応2016

    • Author(s)
      長町伸宏
    • Organizer
      第10回分子化学討論会
    • Place of Presentation
      神戸ファッションマート
    • Year and Date
      2016-09-13
    • Related Report
      2016 Research-status Report
  • [Presentation] Conformational Change of Acridine-Anthranol Coupled Molecule Based on Photo-Induced Proton and Electron Transfer2016

    • Author(s)
      Nobuhiro Nagamachi
    • Organizer
      ICMM2016
    • Place of Presentation
      仙台国際センター
    • Year and Date
      2016-09-04
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Conformational change of Acr-Ant-OH based on photo-induced PCET2016

    • Author(s)
      長町伸宏
    • Organizer
      第48回構造裕貴若手の会 夏の学校
    • Place of Presentation
      白浜荘(滋賀県)
    • Year and Date
      2016-08-04
    • Related Report
      2016 Research-status Report
  • [Presentation] アクリジン・アンスラノールカップリング体における光誘起プロトン電子移動に基づく構造異性化2016

    • Author(s)
      長町伸宏
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学 京田辺キャンパス
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
  • [Presentation] Photochemical and Electrochemical Properties of Anthranol-Acridine Dyad2015

    • Author(s)
      平尾泰一
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ホノルル(米国)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
  • [Presentation] プロトン共役電子移動に基づく機能発現 を指向した分子性材料の開発2015

    • Author(s)
      平尾泰一
    • Organizer
      九重分子科学セミナー2015
    • Place of Presentation
      九州地区国立大学九重共同研修所
    • Year and Date
      2015-07-24
    • Related Report
      2015 Research-status Report
    • Invited

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Published: 2015-04-16   Modified: 2019-03-29  

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