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Control of the selectivity of chemical reaction by using the heterogenous structure of ionic liquids

Research Project

Project/Area Number 17KT0012
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeMulti-year Fund
Section特設分野
Research Field Transition State Control
Research InstitutionDoshisha University

Principal Investigator

Kimura Yoshifumi  同志社大学, 理工学部, 教授 (60221925)

Co-Investigator(Kenkyū-buntansha) 八坂 能郎  金沢大学, 自然システム学系, 特任助教 (80631910)
遠藤 太佳嗣  同志社大学, 理工学部, 准教授 (50743837)
Project Period (FY) 2017-07-18 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥18,590,000 (Direct Cost: ¥14,300,000、Indirect Cost: ¥4,290,000)
Fiscal Year 2019: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2018: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Fiscal Year 2017: ¥13,000,000 (Direct Cost: ¥10,000,000、Indirect Cost: ¥3,000,000)
Keywordsイオン液体 / 不均一性 / プロトン移動 / 励起波長依存性 / 反応選択制 / 電子移動 / 不均一構造 / 励起状態プロトン移動 / 過渡吸収 / 時間分解蛍光 / 遷移状態 / 反応速度
Outline of Final Research Achievements

In this research, we tried to control the reaction selectivity by solvent ionic liquids which have a segregated structure composed of polar and non-polar domains from the view point of reaction coordinate and solvent coordinate. We clarified that the domain structure did not make a significant control of the reaction rate of the electron transfer reaction which is controlled by the long-ranged Coulomb force. On the other hand, photo-induced intramolecular proton transfer reaction is strongly affected by the domain structure and excitation wavelength of the reaction. The molecular dynamics of the non-polar domain was revealed not to have the relation with the solvent dynamics which affects the viscosity.

Academic Significance and Societal Importance of the Research Achievements

イオン液体のもつ構造特異性と反応基質の構造をデザインすることにより、化学反応の収率をコントロールできる可能性があることが本研究によって示され、またその物理化学的な背景があきらかとなった。特に、反応特異性が示される系とそうでない系の特徴を本研究で示したこと、また無極性部分の運動性の特徴が解明されたことは、今後イオン液体を活用していくにあたって、重要な指針をあたえるものと考えられる。

Report

(4 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Research-status Report
  • 2017 Research-status Report
  • Research Products

    (28 results)

All 2020 2019 2018 2017

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (23 results) (of which Int'l Joint Research: 7 results,  Invited: 2 results)

  • [Journal Article] Solvation heterogeneity in ionic liquids as demonstrated by photo-chemical reactions2020

    • Author(s)
      Kimura Yoshifumi
    • Journal Title

      Pure and Applied Chemistry

      Volume: 0 Issue: 10 Pages: 1-14

    • DOI

      10.1515/pac-2019-1116

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photo-excitation dynamics of N, N-dimethyl-p-nitroaniline in ionic liquids: Effect of cation alkyl-chain length2019

    • Author(s)
      Kimura Yoshifumi、Fukui Teppei、Okazoe Shinya、Miyabayashi Hanamichi、Endo Takatsugu
    • Journal Title

      Journal of Molecular Liquids

      Volume: 289 Pages: 111128-111128

    • DOI

      10.1016/j.molliq.2019.111128

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Excited-State Proton Transfer of 5,8-Dicyano-2-Naphthol in High-Temperature and High-Pressure Methanol: Effect of Solvent Polarity and Hydrogen Bonding Ability2018

    • Author(s)
      Kaori Fujii, Megumi Aramaki, and Yoshifumi Kimura
    • Journal Title

      J. Phys. Chem. B

      Volume: 122 Issue: 51 Pages: 12363-12374

    • DOI

      10.1021/acs.jpcb.8b09235

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Photoexcitation dynamics of p-nitroaniline and N,N-dimethyl-p-nitroaniline in 1-alkyl-3- methylimidazolium-cation based ionic liquids with different alkyl-chain lengths2017

    • Author(s)
      Y. Kimura, S. Ibaraki, R. Hirano, Y. Sugita, Y. Yasaka, M. Ueno
    • Journal Title

      Phys. Chem.Chem. Phys.

      Volume: 19 Issue: 33 Pages: 22161-22168

    • DOI

      10.1039/c7cp03610h

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Excited-State Proton Transfer of Cyanonaphthols in Protic Ionic Liquids: Appearance of a New Fluorescent Species2017

    • Author(s)
      Kaori Fujii, Yoshiro Yasaka, Masakatsu Ueno, Yoshinari Koyanagi,Sora Kasuga, Yoshihiro Matano, Yoshifumi Kimura
    • Journal Title

      J. Phys. Chem. B

      Volume: 121 Issue: 24 Pages: 6042-6049

    • DOI

      10.1021/acs.jpcb.7b03658

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Presentation] イオン液体中におけるフラボノール誘導体の励起状態分子内プロトン移動過程の励起波長依存性2020

    • Author(s)
      宮林花道、藤井香里、渡邉拓未、俣野善博、遠藤太佳嗣、木村佳文
    • Organizer
      第100回日本化学会春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Molecular Dynamics and Chemical Reactions in Ionic Liquids Reflecting the Heterogeneous Structure2019

    • Author(s)
      Y. Kimura
    • Organizer
      The 36th International Conference on Solution Chemistry
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Excited state proton transfer of cyanonaphthol in high-temperature and high-pressure alcohol: Effect of solvent polarity and hydrogen bonding ability2019

    • Author(s)
      Kaori Fujii, Yoshifumi Kimura
    • Organizer
      The 36th International Conference on Solution Chemistry
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Alkyl-chain length dependence of the excited state intramolecular proton transfer reaction in ionic liquids studied by the transient absorption spectroscopy2019

    • Author(s)
      H. Miyabayashi, K. Fujii, 1Y. Matano, T. Endo, Y. Kimura
    • Organizer
      Joint EMLG/JMLG Annual Meeting
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 一酸化炭素の回転から見るイオン液体の不均一構造2019

    • Author(s)
      隅田大樹,八坂能郎,木村佳文,遠藤太佳嗣
    • Organizer
      第13回分子科学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] イオン液体中のフラボノール誘導体に関する 光反応ダイナミクスの系統的理解と反応制御2019

    • Author(s)
      宮林花道,藤井香里,俣野善博,遠藤太佳嗣,木村佳文
    • Organizer
      第13回分子科学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 6-ヒドロキシキノリンのプロトン移動からみたプロトン性イオン液体のプロトン活性2019

    • Author(s)
      松村千尋,藤井香里,七原悠夏,遠藤太佳嗣,木村佳文
    • Organizer
      第13回分子科学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 6-ヒドロキシキノリンのプロトン移動からみたプロトン性イオン液体のプロトン供与能と受容能2019

    • Author(s)
      松村千尋,藤井香里,七原悠夏,遠藤太佳嗣,木村佳文
    • Organizer
      第42回溶液化学シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] イオン液体の特異な極性構造を用いた電子励起状態における反応制御2019

    • Author(s)
      宮林花道,藤井香里,渡邊拓未, 俣野善博, 遠藤太佳嗣,木村佳文
    • Organizer
      第42回溶液化学シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] 一酸化炭素の回転緩和によるイオン液体の不均一性の評価2019

    • Author(s)
      隅田大樹,遠藤太佳嗣,木村佳文
    • Organizer
      第42回溶液化学シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] On the excited state intramolecular proton transfer reaction in ionic liquids studied by the transient absorption2019

    • Author(s)
      Hanamichi Miyabayashi, Kaori Fujii, Takumi Watanabe, Yoshihiro Matano, Takatsugu Endo, Yoshifumi Kimura
    • Organizer
      Student Conference on Light 2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] 一酸化炭素の回転から見るイオン液体:アルキル鎖長依存性2019

    • Author(s)
      隅田大樹、木村 佳文、遠藤太佳嗣
    • Organizer
      第10回イオン液体討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] イオン液体中のフラボノール誘導体の励起状態分子内プロトン移動過程におけるアルキル鎖長効果2019

    • Author(s)
      宮林花道、藤井香里、俣野善博、遠藤太佳嗣、木村佳文
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] イオン液体中でのニトロアニリン類の励起状態緩和過程に対するアルキル鎖長効果2018

    • Author(s)
      木村佳文,福井哲平,岡副眞也,遠藤太佳嗣
    • Organizer
      第12回分子科学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 超臨界アルコール中での励起状態プロトン移動の測定と拡散反応モデルに基づく解析2018

    • Author(s)
      藤井 香里,荒巻 愛,木村 佳文
    • Organizer
      第12回分子科学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] Excited state proton transfer of 5, 8-dicyano-2-naphthol in supercritical alcohol assessed by diffusion-controlled reaction model2018

    • Author(s)
      Kaori Fujii, Megumi Aramaki, Yoshifumi Kimura
    • Organizer
      Joint Conference of EMLG/JMLG Annual Meeting 2018 and 41st Symposium on Solution Chemistry of Japan
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Photo-excitation dynamics of p-nitroaniline compounds in ionic liquids: Effect of alkyl-chain length of cations2018

    • Author(s)
      Yoshifumi Kimura, Teppei Fukui, Shinya Okazoe, Hanamichi Miyabayashi, Takatsugu Endo
    • Organizer
      Joint Conference of EMLG/JMLG Annual Meeting 2018 and 41st Symposium on Solution Chemistry of Japan
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Solvation Heterogeneity of Ionic Liquids Viewed from Translational and Rotational Dynamics of Solutes2017

    • Author(s)
      Yoshifumi Kimura
    • Organizer
      8th International Discussion Meeting on Relaxations in Complex Systems
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Excited-state proton transfer of cyanonaphthols in protic ionic liquids2017

    • Author(s)
      Kaori Fujii, Yoshiro Yasaka, Masakatsu Ueno, Yoshinari Koyanagi,Sora Kasuga, Yoshihiro Matano, Yoshifumi Kimura
    • Organizer
      EMLG - JMLG annual meeting 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] プロトン性イオン液体中におけるプロトン移動反応 :イオン液体に特有の反応中間体の観測と同定2017

    • Author(s)
      藤井香里,八坂能郎,上野正勝,小柳誉也,春日想楽,俣野善博,木村佳文
    • Organizer
      第11回分子科学会
    • Related Report
      2017 Research-status Report
  • [Presentation] アルキル鎖長の異なるイミダゾリウムカチオン系のイオン液体中におけるニトロアニリン類の光励起ダイナミクス2017

    • Author(s)
      木村佳文,茨木伸哉,平野隆成,杉田陽佑,八坂能郎,上野正勝
    • Organizer
      第40回溶液化学シンポジウム
    • Related Report
      2017 Research-status Report
  • [Presentation] [Cnmim][NTf2]中におけるニトロアニリン類の光励起ダイナミクス2017

    • Author(s)
      木村佳文,茨木伸哉,平野隆成,杉田陽佑,八坂能郎,上野正勝
    • Organizer
      第8回イオン液体討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] プロトン性イオン液体中におけるシアノナフトールのプロトン移動ダイナミクス2017

    • Author(s)
      藤井香里,八坂能郎,上野正勝,小柳誉也,春日想楽,俣野善博,遠藤太佳嗣、木村佳文
    • Organizer
      第8回イオン液体討論会
    • Related Report
      2017 Research-status Report

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Published: 2017-07-21   Modified: 2021-02-19  

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