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Development of new functional molecules based on 2-sulfanylhydroquinone dimers

Research Project

Project/Area Number 26620031
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionYamaguchi University

Principal Investigator

Kamimura Akio  山口大学, 創成科学研究科, 教授 (30194971)

Research Collaborator WATANABE Ryusuke  山口大学, 大学院医学系研究科
ISHIKAWA Mari  山口大学, 大学院医学系研究科
SAKAMOTO Sanshiro  山口大学, 大学院医学系研究科
FUKUMITSU Tomoki  山口大学, 大学院創成科学研究科
IKEDA Kazuki  山口大学, 工学部応用化学科, 学生
Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2016: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2015: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywords蛍光染料 / 大環状化合物 / ヒドロキノン / ビアリール / 蛍光材料 / バイオイメージング
Outline of Final Research Achievements

New functional molecules based on 2-sulfanylhydroquinone dimers were investigated. 2-Sulfanylhudroquinone dimers show relatively strong blue fluorescence on irradiation at 320 nm of UV light. We investigated extension and application of 2-sulfanylhydroquinone chemistry to 1. acquiring water-solubility, 2. conversion and synthesis to other heterocyclic system, and 3. switiching of the fluorescence activity by changing chemical structure. We also studied a new synthesis of a novel macrocyclic compound, deltaarenes, using this chemistry starting from precursors derived from benzenedithiols. This deltaarene has a relatively large triangular hole, whose shape and size are equilateral-triangular, 1.16 nm on a side. We examined several guest-candidate molecules for inclusion in the hole by NMR observation. C8-viologene dibrmide showed some interesting changes in NMR spectra that suggested a sort of interaction between the two molecules happened.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (13 results)

All 2017 2016 2015 2014 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (10 results) (of which Int'l Joint Research: 1 results) Remarks (1 results)

  • [Journal Article] Synthesis of unsymmetrical 3,7-bisarylthio-2,8-dioxydibenzofuran and its physical properties2015

    • Author(s)
      Akio Kamimura,* Mari Ishikawa, Ryusuke Watanabe, Sanshiro Sakamoto, and Hidemitsu Uno
    • Journal Title

      Phosphous, Sulfur Silicon Relat. Elem.

      Volume: 190 Issue: 8 Pages: 1219-1224

    • DOI

      10.1080/10426507.2014.983598

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Preparation of Hydrophobic 2-Phenylthiohydroquinone Dimers and Evaluation of Their Photophysical Properties2014

    • Author(s)
      Akio Kamimura,* Yasuko Takechi, and Ryusuke Watanabe
    • Journal Title

      Heteroatom Chem.

      Volume: 25 Issue: 5 Pages: 402-409

    • DOI

      10.1002/hc.21169

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] 新規大環状化合物デルタアレーンとビオロゲンとの相互作用2017

    • Author(s)
      福光智紀・池田一稀・川本拓治・上村明男
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応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 Annual Research Report
  • [Presentation] スルファニルヒドロキノンを単位構造とする大環状三量体の合成と物性2016

    • Author(s)
      福光智紀・池田一稀・宇野英満・川本拓治・上村明男
    • 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 Annual Research Report
  • [Presentation] 2-スルファニルヒドロキノンを用いた新しい機能性材料の開発2016

    • Author(s)
      池田一稀・福光智紀・坂本三四郎・川本拓治・上村明男
    • 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 Annual Research Report
  • [Presentation] 2-スルファニルヒドロキノン二量体を構成要素とする新規大環状化合物の合成とその物性研究2016

    • Author(s)
      福光智紀・上村明男・川本拓治
    • Organizer
      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 Annual Research Report
  • [Presentation] Derivatization of 2-sulfanylhydroquinone dimers: development of water solubility and other new functionalization2016

    • Author(s)
      Akio Kamimura
    • Organizer
      ISOCS27
    • Place of Presentation
      Jena University, Jena, Germany
    • Year and Date
      2016-07-24
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis of a new macrocyclic trimers based on hydoroquinone dimes units and their physical properties2015

    • Author(s)
      ISHIKAWA, Mari; WATANABE, Ryusuke; KAMIMURA, Akio
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      船橋市 日本大学理工学部
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 2-スルファニルヒドロキノンを基本構造とする新規大環状化合物の創成2014

    • Author(s)
      渡邉竜介・坂本三四郎・上村明男
    • Organizer
      第41回有機典型元素化学討論会
    • Place of Presentation
      宇部市 宇部市文化会館
    • Year and Date
      2014-11-27 – 2014-11-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 2-スルファニル-1,4-アルコキシビアリールを使った水溶性蛍光色素2014

    • Author(s)
      坂本三四郎・渡邉竜介・上村明男
    • Organizer
      第41回有機典型元素化学討論会
    • Place of Presentation
      宇部市 宇部市文化会館
    • Year and Date
      2014-11-27 – 2014-11-29
    • Related Report
      2014 Research-status Report
  • [Presentation] A WATER-SOLUBLE FLUORESCENCE DYE BASED ON 2- SULFANYLHYDROQUINONE DIMER2014

    • Author(s)
      Akio Kamimura,* Tomomi Nokubi, Ryusuke Watanabe, and Mari Ishikawa
    • Organizer
      ISOCS26
    • Place of Presentation
      Istanbul, Turkey
    • Year and Date
      2014-08-24 – 2014-08-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 8-METHOXY-3,7-BISARYLTHIO-BENZOFURAN-2-OL AS A NEW MATERIAL FOR REDOX SENSOR2014

    • Author(s)
      Mari Ishikawa, Ryusuke Watanabe, and Akio Kamimura
    • Organizer
      ISOCS26
    • Place of Presentation
      Istanbul, Turkey
    • Year and Date
      2014-08-24 – 2014-08-29
    • Related Report
      2014 Research-status Report
  • [Remarks]

    • URL

      http://perkin.chem.yamaguchi-u.ac.jp/

    • Related Report
      2014 Research-status Report

URL: 

Published: 2014-04-04   Modified: 2018-03-22  

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