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Development of ESIPT fluorophores with a ditopic recognition ability

Research Project

Project/Area Number 17K05842
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionChitose Institute of Science and Technology

Principal Investigator

Sakai Ken-ichi  公立千歳科学技術大学, 理工学部, 准教授 (50342788)

Project Period (FY) 2017-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2019: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2018: ¥390,000 (Direct Cost: ¥300,000、Indirect Cost: ¥90,000)
Fiscal Year 2017: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Keywords蛍光 / プロトン移動 / クロミズム / 水素結合 / 励起状態分子内プロトン移動 / 光物性 / 発光
Outline of Final Research Achievements

Fluorophores that possess recognition ability to specific substances (called fluorescence sensors and probes) are key reagents for environmental analysis, bioimaging, etc. For the purpose of creating novel fluorophores with a ditopic recognition ability, we designed and synthesized several excited-state intramolecular proton transfer (ESIPT) type of fluorophores. As a result, we succeeded in obtaining two unique fluorophores. One is the stimuli-responsive full-color (i.e., red: R, green: G, blue: B, and white: W) emissive fluorophore that responds to the concentration of certain acids and their conjugate base anions. The other is the fluorophore that causes gelation when certain cation and anion are simultaneously added.

Academic Significance and Societal Importance of the Research Achievements

今回開発に成功した蛍光色素が示した、(1)外部からの信号の種類だけでなくその強度までを認識してフルカラーの蛍光応答を示す現象や、(2)複数の特定の信号が同時に入力された時のみゲル化する現象は、共に過去に報告例のない極めてユニークな現象である。これら成果は蛍光色素、とりわけESIPT型蛍光色素の新たな可能性を示したものである。近年蛍光センサーや蛍光プローブの重要性が増す中で、今回の成果はそれら開発研究に重要な知見を提供出来たものと考えている。

Report

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

    (18 results)

All 2020 2018 2017 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (12 results) (of which Int'l Joint Research: 3 results,  Invited: 1 results) Remarks (3 results)

  • [Journal Article] ESIPT fluorescent chromism and conformational change of 2-(2-hydroxyphenyl-5'-sulfonic acid)benzothiazole by amine sorption2018

    • Author(s)
      Y. Nakane, T. Takeda, N. Hoshino, K. Sakai, and T. Akutagawa
    • Journal Title

      J. Phys. Chem. C

      Volume: 122 Issue: 28 Pages: 16249-16255

    • DOI

      10.1021/acs.jpcc.8b03248

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Color changes of a full-color emissive ESIPT fluorophore in response to recognition of certain acids and their conjugate base anions2018

    • Author(s)
      S. Tsuchiya, K. Sakai, K. Kawano, Y. Nakane, T. Kikuchi, T. Akutagawa
    • Journal Title

      Chem. Eur. J.

      Volume: 24 Issue: 22 Pages: 5868-5875

    • DOI

      10.1002/chem.201705622

    • NAID

      120006650285

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dual fluorescent zwitterionic organogel of a quinoxalinone derivative using cation-anion detection keys2017

    • Author(s)
      Y. Nakane, T. Takeda, N, Hoshino, K. Sakai, T. Akutagawa
    • Journal Title

      J. Mater. Chem. C

      Volume: 5 Issue: 25 Pages: 6234-6242

    • DOI

      10.1039/c7tc01242j

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Presentation] ESIPTを利用した光励起による双性イオン種の生成と可逆的クロミズム2020

    • Author(s)
      宮本尚也、坂井賢一、河野敬一、芥川智行
    • Organizer
      化学系学協会北海道支部2020年冬季研究発表会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 両末端にサリチル酸メチルを有するπ-σ-π型分子の結晶構造と光学特性2020

    • Author(s)
      高橋未久、坂井賢一、三部宏平、芥川智行
    • Organizer
      化学系学協会北海道支部2020年冬季研究発表会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 両末端にサリチル酸を有するπ-σ-π型分子のプロトン脱着による蛍光制御2020

    • Author(s)
      小川愛、坂井賢一、三部宏平、芥川智行
    • Organizer
      化学系学協会北海道支部2020年冬季研究発表会
    • Related Report
      2019 Annual Research Report
  • [Presentation] アントラセンを連結したESIPT型蛍光色素のH2Oセンシング2018

    • Author(s)
      坂井賢一、上田愛永、鈴木千尋、芥川智行
    • Organizer
      2018年光化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] ESIPT型蛍光色素BTImPとアニオンとの錯形成の直接観測:15N-NMRによる評価2018

    • Author(s)
      土屋早紀、坂井賢一、河野敬一、中根由太、菊地毅光、芥川智行
    • Organizer
      第57回NMR討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] チオフェンを連結したESIPT色素の蛍光特性2018

    • Author(s)
      安田琢硫、坂井賢一、芥川智行
    • Organizer
      日本化学会北海道支部2018年夏季研究発表会
    • Related Report
      2018 Research-status Report
  • [Presentation] ピリジル基を有するベンゾチアゾール誘導体の発光クロミズムとメカニズム2018

    • Author(s)
      高橋慧瑚、中根由太、武田貴志、星野哲久、坂井賢一、芥川智行
    • Organizer
      第12回分子科学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] ジトピック認識特性を有するESIPT型蛍光色素BTImPの多色蛍光発光2018

    • Author(s)
      土屋早紀、坂井賢一、河野敬一、中根由太、菊地毅光、芥川智行
    • Organizer
      日本化学会第98回春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] Solid state fluorochromism based on control of intra- or intermolecular hydrogen bond2017

    • Author(s)
      K. Sakai
    • Organizer
      KJF-ICOMEP 2017
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Multicolor fluorescence by two-step switching of hydrogen bond in the ESIPT fluorophore of BTImP2017

    • Author(s)
      S. Tsuchiya, K. Sakai, K. Kawano, Y. Nakane, T. Kikuchi, T. Akutagawa
    • Organizer
      18th Chitose International Forum on Photonics Science and Technology
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Solid-state near-infrared emissive ESIPT fluorophores having a salicylidene aniline skeleton2017

    • Author(s)
      Y. Tatemoto, K. Sakai, T. Kikuchi, T. Akutagawa
    • Organizer
      18th Chitose International Forum on Photonics Science and Technology
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 分子内水素結合を切替え可能なESIPT色素BTImPの固体蛍光クロミズムと多色蛍光発光2017

    • Author(s)
      土屋早紀、坂井賢一、中根由太、菊地毅光、芥川智行
    • Organizer
      第11回分子科学討論会
    • Related Report
      2017 Research-status Report
  • [Remarks] 公立千歳科学技術大学 理工学部 応用化学生物学科 坂井研究室

    • URL

      https://www.chitose.ac.jp/~k-sakai/index.html

    • Related Report
      2019 Annual Research Report
  • [Remarks] 公立千歳科学技術大学 理工学部 応用化学生物学科 坂井研究室

    • URL

      https://www.chitose.ac.jp/~k-sakai/index.html

    • Related Report
      2018 Research-status Report
  • [Remarks] 千歳科学技術大学 理工学部 応用化学生物学科 坂井研究室

    • URL

      https://www.chitose.ac.jp/~k-sakai/index.html

    • Related Report
      2017 Research-status Report

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Published: 2017-04-28   Modified: 2021-02-19  

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