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Development of novel near-infrared absorbing and fluorescing dyes

Research Project

Project/Area Number 16K05894
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic and hybrid materials
Research InstitutionGifu University

Principal Investigator

Kubota Yasuhiro  岐阜大学, 工学部, 助教 (50456539)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2018: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2017: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2016: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords蛍光色素 / 色素増感太陽電池 / スクアリリウム / BODIPY / 近赤外 / ホウ素 / ベンゾ[c,d]インドレニン / 機能性色素 / 近赤外蛍光色素 / 近赤外吸収色素 / ホウ素錯体 / スクアリリウム色素 / BODIPY色素 / 蛍光 / 色素 / 吸収
Outline of Final Research Achievements

Near-infrared (NIR) absorbing and fluorescing dyes have attracted much attention because of their widespread applications such as organic electronics (dye-sensitized solar cells) and medical treatment (cancer therapy). However, the molecular structure of NIR absorbing and fluorescing dyes is limited and future development has been desired.
In this study, we succeeded in developing novel NIR absorbing and fluorescing dyes including thiophene-fused BODIPY dyes and squaraines. When applied to dye-sensitised solar cells, thiophene-fused BODIPY dyes showed efficient photoelectric conversion in the NIR region. Additionally, the boron-complexation of squaraines led to the increase of the fluorescence intensity.

Academic Significance and Societal Importance of the Research Achievements

既存の近赤外吸収・蛍光色素であるスクアリリウム色素のホウ素錯体化に世界で初めて成功し,スクアリリウム色素のホウ素錯体化が蛍光強度の向上に有用であることを見出した.
これらの結果は分子構造と機能との相関を明らかにするという点で学術的意義がある.また,高性能で高感度な分子イメージング(癌の診断,治療)の実現やこれまでにない電子機器(色素増感太陽電池)の開発に寄与するという社会的意義がある.

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (35 results)

All 2019 2018 2017 2016

All Journal Article (6 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 5 results,  Acknowledgement Compliant: 1 results) Presentation (28 results) (of which Int'l Joint Research: 7 results,  Invited: 2 results) Book (1 results)

  • [Journal Article] Synthesis of Near-Infrared Absorbing and Fluorescing Thiophene-Fused BODIPY Dyes with Strong Electron-Donating Groups and Their Application in Dye-Sensitised Solar Cells2019

    • Author(s)
      Y. Kubota, K. Kimura, J. Jin, K. Manseki, K. Funabiki, M. Matsui
    • Journal Title

      New Journal of Chemistry

      Volume: 43 Issue: 3 Pages: 1156-1165

    • DOI

      10.1039/c8nj04672g

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Wide-Range Near-Infrared Sensitizing 1H-Benzo[c,d]indol-2-ylidene-Based Squaraine Dyes for Dye-Sensitized Solar Cells2018

    • Author(s)
      Yuki Haishima, Yasuhiro Kubota, Kazuhiro Manseki, Jiye Jin, Yoshiharu Sawada, Toshiyasu Inuzuka, Kazumasa Funabiki, Masaki Matsui
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 印刷中 Issue: 8 Pages: 4389-4401

    • DOI

      10.1021/acs.joc.8b00070

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] 新規蛍光色素を合成する取り組み2017

    • Author(s)
      窪田裕大
    • Journal Title

      加工技術

      Volume: 52 Pages: 8-15

    • NAID

      40021361109

    • Related Report
      2017 Research-status Report
  • [Journal Article] Synthesis and Fluorescence Properties of Novel Squarylium Boron Complexes2017

    • Author(s)
      Yasuhiro Kubota, Masahiro Tsukamoto, Katsuhiro Ohnishi, Jiye Jin, Kazumasa Funabikia, Masaki Matsui
    • Journal Title

      Organic Chemistry Frontiers

      Volume: 4 Issue: 8 Pages: 1522-1527

    • DOI

      10.1039/c7qo00225d

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Application of benz[c,d]indolenine-based unsymmetrical squaraine dyes to near-infrared dye-sensitized solar cells2017

    • Author(s)
      Masaki Matsui, Yuki Haishima, Yasuhiro Kubota, Kazumasa Funabiki, Jiye Jin, Taek Hyeon Kim, Kazuhiro Manseki
    • Journal Title

      Dyes and Pigments

      Volume: 141 Pages: 457-462

    • DOI

      10.1016/j.dyepig.2017.02.024

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis and Fluorescence Properties of Pyrimidine-Based Diboron Complexes with Donor-π-Acceptor Structure2016

    • Author(s)
      Y. Kubota, K. Kasatani, T. Niwa, H. Sato, K. Funabiki, M. Matsui
    • Journal Title

      Chem. Eur. J.

      Volume: 22 Issue: 5 Pages: 1816-1824

    • DOI

      10.1002/chem.201503625

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] アントラキノン骨格を有するホウ素錯体の合成と光学特性2019

    • Author(s)
      窪田 裕大・水野 佑香・赤田 宙生・犬塚 俊康・船曳 一正・松居 正樹
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 近赤外吸収・蛍光ビスピロールスクアリリウム色素の合成2019

    • Author(s)
      窪田 裕大・直井 良磨・立川 元貴・犬塚 俊康・船曳 一正
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Synthesis, absorption and fluorescence properties of anthraquinone boron complexes2018

    • Author(s)
      Yasuhiro Kubota, Yuka Mizuno, Hiroki, Akada, Kazumasa Funabiki, Masaki Matsui
    • Organizer
      6th International Symposium on Dyeing and Functionalization of Textiles and Polymers
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis of solid-state fluorescent boron dyes2018

    • Author(s)
      Yasuhiro Kubota
    • Organizer
      The Asian Pacific Society for Materials Research 2018
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Aggregation-induced emission properties of boron complexes2018

    • Author(s)
      Yasuhiro Kubota, Kazumasa Funabiki, Masaki Matsui
    • Organizer
      Spring Meeting 2018
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] チオフェン縮環BODIPY 色素の合成と近赤外色素増感太陽電池用増感色素への応用2018

    • Author(s)
      窪田裕大・木村興誠・萬関一広・船曳一正
    • Organizer
      第49回中部化学関係学協会支部連合秋季大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ピロロピロール骨格を母体とする近赤外色素の開発2018

    • Author(s)
      窪田 裕大・小出 健太・船曳 一正
    • Organizer
      第49回中部化学関係学協会支部連合秋季大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 1,2-型および1,3-型スクアリリウム色素の開発2018

    • Author(s)
      窪田裕大・直井良磨・船曳一正
    • Organizer
      第49回中部化学関係学協会支部連合秋季大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アントラキノンを母体とするホウ素錯体の合成と光学特性2018

    • Author(s)
      窪田裕大・水野佑香・赤田宙生・船曳一正・松居正樹
    • Organizer
      第49回中部化学関係学協会支部連合秋季大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アントラキノンホウ素錯体の合成と光学特性2018

    • Author(s)
      窪田裕大・水野佑香・赤田宙生・船曳一正・松居正樹
    • Organizer
      2018年色材研究発表会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ホウ素錯体の合成2018

    • Author(s)
      窪田裕大・船曳一正・松居正樹
    • Organizer
      2018年色材研究発表会
    • Related Report
      2018 Annual Research Report
  • [Presentation] チオフェン縮環BODIPY色素の近赤外色素増感太陽電池用増感色素への応用2018

    • Author(s)
      窪田裕大・木村興誠・船曳一正
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] ピロロピロールを母体とする色素の合成2018

    • Author(s)
      窪田裕大・小出健太・船曳一正
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] アントラキノン二核ホウ素錯体の合成と光学特性2018

    • Author(s)
      窪田裕大・水野佑香・赤田宙生・船曳一正・松居正樹
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] クロコニウム色素の合成と光学特性2018

    • Author(s)
      窪田裕大・谷内優介・船曳一正
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] スクアリウム色素およびそのホウ素錯体合成と吸収・蛍光特性2017

    • Author(s)
      窪田裕大、船曳一正、松居正樹
    • Organizer
      2016年色材研究発表会
    • Place of Presentation
      大阪大学
    • Year and Date
      2017-10-13
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Optical Properties of Boron Complexes2017

    • Author(s)
      Yasuhiro Kubota, Kazumasa Funabiki, Masaki Matsui
    • Organizer
      8th East Asia Symposium on Functional Dyes and Advanced Materials
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Fluorescence Properties of Novel Squarylium Boron Complexes2017

    • Author(s)
      Yasuhiro Kubota, Kazumasa Funabiki, Masaki Matsui
    • Organizer
      2nd International Conference on Sustainable Materials Science and Technology
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Optical Properties of Squarylium Dyes and Their Boron Complexes2017

    • Author(s)
      Yasuhiro Kubota, Motoki Tachikawa, Toshiyasu Inuzuka, Kazumasa Funabiki, Masaki Matsui
    • Organizer
      色材協会創立90周年記念会議
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 近赤外色素増感太陽電池用チオフェン縮環BODIPYの色素の開発2017

    • Author(s)
      窪田 裕大・木村 興誠・萬関 一広・犬塚 俊康・船曳 一正
    • Organizer
      第48回中部化学関係学協会支部連合秋季大会
    • Related Report
      2017 Research-status Report
  • [Presentation] ピロール縮環BODIPY色素の開発2017

    • Author(s)
      窪田 裕大・小出 健太・犬塚俊康・船曵 一正
    • Organizer
      第48回中部化学関係学協会支部連合秋季大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 種々の置換基を有するベンズ[c,d]インドレニン型スクアリリウム色素の色素増感太陽電池への応用2017

    • Author(s)
      蓜島 優生・窪田 裕大・犬塚 俊康・船曳 一正・萬関 一広・松居 正樹
    • Organizer
      第48回中部化学関係学協会支部連合秋季大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 近赤外領域に吸収を示すスクアリリウムカチオン色素の開発2017

    • Author(s)
      窪田裕大、牧野俊樹、船曳一正、犬塚俊康、松居正樹
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学
    • Related Report
      2016 Research-status Report
  • [Presentation] チオフェン縮環BODIPY の色素増感太陽電池への応用2017

    • Author(s)
      窪田裕大、木村興誠、船曳一正、犬塚俊康、松居正樹
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学
    • Related Report
      2016 Research-status Report
  • [Presentation] ピロール縮環BODIPY の合成と光学特性2017

    • Author(s)
      窪田裕大、小出健太、船曳一正、犬塚俊康、松居正樹
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and fluorescence properties of bisboron complexes having β-iminoenolate ligands2016

    • Author(s)
      窪田裕大、船曳一正、松居正樹
    • Organizer
      2nd Internacional Caparica Conference on Chromogenic and Emissive Materials
    • Place of Presentation
      リスボン
    • Year and Date
      2016-09-05
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] アミノ基を有するビスピロールスクアリリウム色素のカチオン化による長波長化の検討2016

    • Author(s)
      窪田裕大、立川元貴、船曳一正、松居正樹
    • Organizer
      第47回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Related Report
      2016 Research-status Report
  • [Presentation] ナフチリジンホウ素錯体の合成と光学特性2016

    • Author(s)
      窪田裕大、牧野俊樹、船曳一正、松居正樹
    • Organizer
      第47回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Related Report
      2016 Research-status Report
  • [Book] 機能性色素の新規合成・実用化動向2016

    • Author(s)
      窪田裕大他18名、監修:松居正樹
    • Total Pages
      27
    • Publisher
      シーエムシー出版
    • Related Report
      2016 Research-status Report

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Published: 2016-04-21   Modified: 2020-03-30  

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