• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Construction of triazine-based star-shaped luminescent molecules undergoing excited state intramolecular proton transfer

Research Project

Project/Area Number 16K20897
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Functional solid state chemistry
Research InstitutionIwate University

Principal Investigator

Muraoka Hiroki  岩手大学, 理工学部, 助教 (50546934)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2018: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2017: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords発光性分子 / 励起状態分子内プロトン移動 / 1,3,5-トリアジン / 波長変換特性 / 蛍光プローブ / チオフェン / プロトンセンシング / 星型発光性分子 / 有機発光材料 / 光物性
Outline of Final Research Achievements

In this study, I attempted to construct a new type of ESIPT (Excited State Intramolecular Proton Transfer)-based luminescent molecules from the viewpoint of their potential application as emissive materials. Through the design and synthesis of novel ESIPT-capable luminescent molecules containing 3-hydroxythiophene and 1,3,5-triazine, and fully characterization of their emission properties, I obtained the following research results: (i) ESIPT-based emission induced by an intramolecular hydrogen bond between the hydroxyl group on the thiophene ring (act as a proton donor site) and triazinyl nitrogen (act as a proton acceptor site); (ii) Tuning of the emission properties by functionalization with various aryl groups with different electronic nature; (iii) Environmentally-responsive emission properties.

Academic Significance and Societal Importance of the Research Achievements

ESIPT(励起状態分子内プロトン移動)特性を有する発光性分子は、「発光材料」「紫外可視光変換材料」「蛍光プローブ」など、様々な分野への応用が期待され、注目されている。本研究では、3-ヒドロキシチオフェンと1,3,5-トリアジンから構成されるESIPT発光分子を標的とて合成経路を確立し、新規合成分子の発光特性と環境応答性に関する詳細を明らかとした。本研究成果として得られた知見は、新たなESIPT発光分子開発のための重要な設計指針となり、その学術的価値は高いと考えられる。

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 (3 results) (of which Peer Reviewed: 3 results) Presentation (32 results) (of which Int'l Joint Research: 3 results)

  • [Journal Article] Synthesis and optical properties, including fluorosolvatochromic and ICT-based proton-sensing behaviors of a series of 2,4,6-tris(5-aryl-2-thienyl)pyridines2019

    • Author(s)
      Hiroki Muraoka, Takumi Obara, and Satoshi Ogawa
    • Journal Title

      Phosphorus, Sulfur, and Silicon and the Related Elements

      Volume: 印刷中 Issue: 7 Pages: 726-730

    • DOI

      10.1080/10426507.2019.1603230

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Studies of the Optical and Sensing Properties of 1,3,5-Triazine-Cored Star-Shaped (D-π)3-A Molecules with Various Amino-Donor-Type Cation Receptors2019

    • Author(s)
      Hiroki Muraoka, Hikaru Sasaki, and Satoshi Ogawa
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 92 Issue: 4 Pages: 797-806

    • DOI

      10.1246/bcsj.20180355

    • NAID

      130007632581

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Electrochemical studies of the multi-step process of tetraferrocenyloligothiophenes with electron donor and acceptor abilities2018

    • Author(s)
      Hiroki Muraoka, Kouhei Ozawa, and Satoshi Ogawa
    • Journal Title

      Heteroatom Chemistry

      Volume: 29 Issue: 5-6

    • DOI

      10.1002/hc.21455

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Presentation] アリール基で機能化したテトラチエニルエチレン誘導体の合成、構造及び物性2019

    • Author(s)
      大久保晃裕・村岡宏樹・小川 智
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アリール基で機能化した2,4-ビス(ジメチルアミノ)-6-(3-ヒドロキシ-2-チエニル)-1,3,5-トリアジンとそのメトキシ誘導体の合成と物性2019

    • Author(s)
      田口優介・村岡宏樹・小川 智
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アリール基修飾型チオフェンを側鎖に有するシロール中心星型分子の合成と物性2019

    • Author(s)
      久保田頼哉・村岡宏樹・小川 智
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ピラジンコアを有する直線型及び星型D-π-A分子の合成及び物性2019

    • Author(s)
      岩淵直樹・村岡宏樹・小川 智
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Synthesis and ICT-Based Sensing Properties of 1,3,5-Triazine-cored Star-shaped (D-π)3-A Molecules with Various Amino-type Donor Receptors2018

    • Author(s)
      Hiroki Muraoka, and Satoshi Ogawa
    • Organizer
      The 15th International Symposium on Inorganic Ring Systems
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Characterization of Tetrathienylethylene Derivatives Functionalized with Aryl Groups2018

    • Author(s)
      Akihiro Okubo, Hiroki Muraoka, and Satoshi Ogawa
    • Organizer
      28th International Symposium on the Organic Chemistry of Sulfur
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Systematic Synthesis of Star-shaped D-π-A Molecules with a Different Nitrogen-containing Heteroaromatic Core and Comparative Studies of Their Optical and ICT-based Sensing Properties2018

    • Author(s)
      Hiroki Muraoka, and Satoshi Ogawa
    • Organizer
      28th International Symposium on the Organic Chemistry of Sulfur
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Characterization of Star-shaped Molecules with a Silole core and Aryl-functionalized Thiophene Side Chains2018

    • Author(s)
      Hiroki Muraoka, Raiya Kubota, and Satoshi Ogawa
    • Organizer
      平成30年度化学系学協会東北大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Synthesis and characterization of aryl-functionalized 2,4-bis(dimethylamino)-6-(3-hydroxy-2-thienyl)-1,3,5-triazines and their methoxy analogues2018

    • Author(s)
      Hiroki Muraoka, Yusuke Taguchi, and Satoshi Ogawa
    • Organizer
      平成30年度化学系学協会東北大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ピラジンをコアに有するD-π-A分子の合成及び物性2018

    • Author(s)
      岩淵直樹・村岡宏樹・小川 智
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アミノ基含有イオン認識部位を有する星型トリアジン誘導体の合成と蛍光センシング特性2018

    • Author(s)
      村岡宏樹・小川 智
    • Organizer
      第35回有機合成化学セミナー
    • Related Report
      2018 Annual Research Report
  • [Presentation] アリール基で機能化したテトラチエニルエチレン誘導体の合成、構造及び物性2018

    • Author(s)
      大久保晃裕・村岡宏樹・小川 智
    • Organizer
      第45回有機典型元素化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ピラジンコアを有する直線型及び星型D-π-A分子の合成及び物性2018

    • Author(s)
      岩淵直樹・村岡宏樹・小川 智
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] アリール基で機能化したテトラチエニルエチレン誘導体の合成と物性2018

    • Author(s)
      大久保晃裕・村岡宏樹・小川 智
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] アリール基修飾型ジベンゾチエノテトラチオフェン誘導体の合成と物性2018

    • Author(s)
      佐藤慶太・村岡宏樹・小川 智
    • Organizer
      第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] Synthesis and Characterization of Spiro-type Oligothiophene Derivatives Functionalized by Aryl Groups2018

    • Author(s)
      MURAOKA, Hiroki; MATSUBARA, Yuuki; OGAWA, Satoshi
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Research-status Report
  • [Presentation] アザクラウンエーテルをドナー基として有する(D-π)3-A型トリアジン誘導体の合成と蛍光センシング特性2017

    • Author(s)
      佐々木ひかる, 村岡宏樹, 小川智
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] アリール基修飾型ジベンゾチエノテトラチオフェン誘導体の合成と物性2017

    • Author(s)
      佐藤慶太, 村岡宏樹, 小川智
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] 電子供与基で修飾した2,4,6-トリ(5-アリール-2-チエニル)-1,3,5-トリアジン誘導体の合成及び物性2017

    • Author(s)
      小原拓弥, 村岡宏樹, 小川智
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Characterization of Fused-type Oligothiophene Derivatives with a Heterole Core2017

    • Author(s)
      Hiroki Muraoka, Jasmin Kang, Satoshi Ogawa
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Characterization of Spiro-type Oligothiophene Derivatives Functionalized with Aryl Groups2017

    • Author(s)
      Hiroki Muraoka, Yuuki Matsubara, Satoshi Ogawa
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] アリール基で機能化したテトラチエニルエチレン誘導体の合成と物性2017

    • Author(s)
      村岡宏樹・大久保晃裕・小川 智
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] Studies on the synthesis and characterization of star-shaped D-π-A molecules with a nitrogen-containing heteroaromatic core2017

    • Author(s)
      Hiroki Muraoka
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] Synthesis and Characterization of Tetrathienylethylene Derivatives Functionalized with Aryl Groups2017

    • Author(s)
      Hiroki Muraoka, Akihiro Okubo, Satoshi Ogawa
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] Synthesis and properties of linear- and star-shaped molecules with a pyrazine core2017

    • Author(s)
      Hiroki Muraoka, Naoki Iwabuchi, Satoshi Ogawa
    • Organizer
      平成29年度化学系学協会東北大会
    • Related Report
      2017 Research-status Report
  • [Presentation] アリール基修飾型ジベンゾチエノテトラチオフェン誘導体の合成と物性2017

    • Author(s)
      佐藤慶太・村岡宏樹・小川 智
    • Organizer
      第47回複素環化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] アリール基で機能化したスピロ型オリゴチオフェン誘導体の合成と物性2017

    • Author(s)
      松原祐貴・村岡宏樹・小川 智
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] 金属イオン認識部位を導入したトリチエニルトリアジン誘導体の合成と蛍光センシング特性2016

    • Author(s)
      佐々木ひかる, 村岡宏樹, 小川智
    • Organizer
      第43回有機典型元素化学討論会
    • Place of Presentation
      仙台市民会館(宮城県仙台市)
    • Year and Date
      2016-12-08
    • Related Report
      2016 Research-status Report
  • [Presentation] D-π-A型2,4,6-トリ(アリールオリゴチエニル)ピリミジン並びにピリジン誘導体の合成及び物性2016

    • Author(s)
      小原拓弥, 村岡宏樹, 小川智
    • Organizer
      第46回複素環化学討論会
    • Place of Presentation
      金沢歌劇座(石川県金沢市)
    • Year and Date
      2016-09-26
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Characterization of Spiro-type Oligothiophene Derivatives Functionalized with Aryl Groups2016

    • Author(s)
      Hiroki Muraoka, Yuuki Matsubara, Satoshi Ogawa
    • 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(福島県いわき市)
    • Year and Date
      2016-09-10
    • Related Report
      2016 Research-status Report
  • [Presentation] Synthesis and Characterization of Aryl-functionalized Dibenzothienotetrathiophene Derivatives2016

    • Author(s)
      Hiroki Muraoka, Keita Sato, Satoshi Ogawa
    • 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(福島県いわき市)
    • Year and Date
      2016-09-10
    • Related Report
      2016 Research-status Report
  • [Presentation] 含窒素複素芳香環をコアユニットに用いた星型D-π-A分子の合成と物性2016

    • Author(s)
      村岡宏樹, 小川智
    • Organizer
      第27回基礎有機化学討論会
    • Place of Presentation
      広島国際会議場(広島県広島市)
    • Year and Date
      2016-09-01
    • Related Report
      2016 Research-status Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi