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Synthesis and evaluation of novel fluorescent small molecules based on hydrogen bonding and structural curvature

Research Project

Project/Area Number 15K05468
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

Katagiri Hiroshi  山形大学, 大学院理工学研究科, 准教授 (40447206)

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: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Keywordsスルホニルアニリン / 蛍光色素 / π共役系 / 芳香族 / ドナー・アクセプター / 水素結合 / 軌道節面 / 分子内電荷移動 / 分子軌道
Outline of Final Research Achievements

Highly emissive and stable multicolor sulfonylaniline-based fluorescent dyes have been prepared through different combinations of substituents. These fluorescent dyes showed emission in both solution and solid states, where intra- and intermolecular hydrogen bonds dominate, respectively. Moreover, the orbital energy and optical properties were fine-tuned, revealing that there was good correlation between the orbital energy and the electron-donating ability of the substituent. These molecules present a new trend for the design of organic fluorescent small molecules, and in particular, include a rational concept: fine tuning of optical properties via molecular-orbital distribution control. These findings are useful for orbital energy control in organic optoelectronic materials.

Report

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

    (15 results)

All 2017 2016 2015 Other

All Presentation (14 results) (of which Int'l Joint Research: 1 results,  Invited: 6 results) Remarks (1 results)

  • [Presentation] 分子構造制御に基づく新奇π共役系機能性分子の開発2017

    • Author(s)
      片桐洋史
    • Organizer
      第49回構造有機化学若手の会 夏の学校
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] スルホニルアニリン色素の位置異性体の合成と蛍光特性2017

    • Author(s)
      星野七海・別部輝生・片桐洋史
    • Organizer
      第7回CSJ化学フェスタ(2017)
    • Related Report
      2017 Annual Research Report
  • [Presentation] スルホニルアニリン色素の位置異性体の合成と構造 および蛍光特性2017

    • Author(s)
      星野七海・別部輝生・片桐洋史
    • Organizer
      第26回有機結晶シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] 分子構造制御に基づく新奇なπ電子系化合物の創製と機能創発2017

    • Author(s)
      片桐洋史
    • Organizer
      平成29年度日本化学会 東北支部秋田地区講演会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] 分子構造制御に基づく新奇なπ共役系化合物の創製と機能創発2017

    • Author(s)
      片桐洋史
    • Organizer
      東京大学化学生命工学専攻談話会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] フロンティア軌道の節面を活用したスルホニルアニリン系色素の軌道エネルギーと光学特性制御2017

    • Author(s)
      工藤奨・別部輝生・片桐洋史
    • Organizer
      日本化学会第98春季年会(2018)
    • Related Report
      2017 Annual Research Report
  • [Presentation] 極めて大きなストークスシフトを有するスルホニルアニリン型蛍光色素の合成と評価2016

    • Author(s)
      工藤奨・別部輝生・片桐洋史
    • 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] 2,6-ビス(メチルスルホニル)アニリン骨格を基盤とする構造拡張と光学特性チューニング2016

    • Author(s)
      工藤奨・別部輝生・片桐洋史
    • Organizer
      第25回有機結晶シンポジウム
    • Place of Presentation
      京都大学 大学院人間・環境学研究科 地下大講義室
    • Year and Date
      2016-09-18
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and properties of sulfonylaniline-based fluorescence dyes with unusually large Stokes shifts2016

    • Author(s)
      Shoh Kudo, Teruo Beppu, Hiroshi Katagiri
    • Organizer
      平成28年度化学系学協会東北大会
    • Place of Presentation
      いわき明星大学
    • Year and Date
      2016-09-10
    • Related Report
      2016 Research-status Report
  • [Presentation] 有機半導体と有機蛍光色素の高機能化に向けた新規なπ共役系分子の開発2016

    • Author(s)
      片桐洋史
    • Organizer
      第33回無機・分析化学コロキウム
    • Place of Presentation
      東北大学川渡共同セミナーセンター
    • Year and Date
      2016-06-03
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] Tuning the optical properties of 2,6-bis(methylsulfonyl)aniline through the structural modification2016

    • Author(s)
      KUDO, Shoh; BEPPU, Teruo; KATAGIRI, Hiroshi
    • 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
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] 有機結晶の研究者からのメッセージ講演2015

    • Author(s)
      片桐洋史
    • Organizer
      第24回有機結晶シンポジウム・プレシンポジウム
    • Place of Presentation
      広島大学
    • Year and Date
      2015-10-31
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Sulfonylaniline-based fluorescent dyes: An effective push–pull system supported by intramolecular hydrogen bonding2015

    • Author(s)
      片桐洋史
    • Organizer
      平成27年度 化学系学協会東北大会
    • Place of Presentation
      弘前大学
    • Year and Date
      2015-09-12
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Molecular Design of Sulfonylaniline-based Fluorescent Dyes2015

    • Author(s)
      Hiroshi Katagiri
    • Organizer
      ICCOSS 2015: 22nd International Conference on the Chemistry of the Organic Solid State
    • Place of Presentation
      Toki Messe in Niigata, Japan.
    • Year and Date
      2015-07-14
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Remarks] 山形大学大学院理工学研究科・片桐研究室

    • URL

      http://katagiri.yz.yamagata-u.ac.jp/

    • Related Report
      2017 Annual Research Report 2016 Research-status Report 2015 Research-status Report

URL: 

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

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