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Elucidation of the characteristics of doublet-based emission: Can radicals develop highly-efficient EL devices?

Research Project

Project/Area Number 16K13973
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Functional solid state chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

Tetsuro Kusamoto  東京大学, 大学院理学系研究科(理学部), 助教 (90585192)

Research Collaborator Evans Emrys  
Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2017: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsラジカル / 発光 / 二重項 / スピン / 光機能 / 電子状態 / 発光特性
Outline of Final Research Achievements

We tackled to achieve high energy-efficiency in electroluminescent devices by using highly stable organic radicals as the emitters. What we have elucidated are shown here: (1) The photonic properties of the radicals can be modulated by chemical stimuli and appropriate molecular design, while the emission quantum yield is not simply controlled and is affected by the strength of the chemical bonds as well as the flexibility of the molecular structure. (2) Coordination to metal ions enables to vary or enhance the photofunction of radicals. (3) The radical developed in this study displays electroluminescence in the device.

Academic Significance and Societal Importance of the Research Achievements

これまでラジカルは分解しやすく(=化学反応性が高く)光らない物質として知られてきた。本研究では、これらの固定概念を覆す「光る安定ラジカル」を様々に創出できた点が、学術的に重要な成果である。さらに新たに開発したラジカルをデバイス中で発光させることができた。これは高エネルギー効率な発光デバイス実現へつながる重要な成果であり、学術的のみならず社会的にも意義深い。

Report

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

    (36 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (1 results) Journal Article (8 results) (of which Peer Reviewed: 8 results,  Acknowledgement Compliant: 3 results) Presentation (27 results) (of which Int'l Joint Research: 12 results,  Invited: 7 results)

  • [Int'l Joint Research] University of Cambridge(英国)

    • Related Report
      2018 Annual Research Report
  • [Journal Article] NIR Emission and Acid-Induced Intramolecular Electron Transfer Derived from a SOMO-HOMO Converted Non-Aufbau Electronic Structure2019

    • Author(s)
      Tanushi Akira、Kimura Shun、Kusamoto Tetsuro、Tominaga Moe、Kitagawa Yasutaka、Nakano Masayoshi、Nishihara Hiroshi
    • Journal Title

      The Journal of Physical Chemistry C

      Volume: 123 Issue: 7 Pages: 4417-4423

    • DOI

      10.1021/acs.jpcc.8b08574

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Magnetoluminescence in a Photostable, Brightly Luminescent Organic Radical in a Rigid Environment2018

    • Author(s)
      Kimura Shun、Kusamoto Tetsuro、Kimura Shojiro、Kato Ken、Teki Yoshio、Nishihara Hiroshi
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 57 Issue: 39 Pages: 12711-12715

    • DOI

      10.1002/anie.201805466

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A luminescent organic radical with two pyridyl groups: high photostability and dual stimuli-responsive properties, with theoretical analyses of photophysical processes2018

    • Author(s)
      Kimura Shun、Tanushi Akira、Kusamoto Tetsuro、Kochi Shuntaro、Sato Tohru、Nishihara Hiroshi
    • Journal Title

      Chemical Science

      Volume: 9 Issue: 7 Pages: 1996-2007

    • DOI

      10.1039/c7sc04034b

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cation-responsive turn-on fluorescence and absence of heavy atom effects of pyridyl-substituted triarylmethyl radicals2018

    • Author(s)
      Hattori Yohei、Kimura Shun、Kusamoto Tetsuro、Maeda Hiroaki、Nishihara Hiroshi
    • Journal Title

      Chemical Communications

      Volume: 54 Issue: 6 Pages: 615-618

    • DOI

      10.1039/c7cc08568k

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Solvent-Controlled Doublet Emission of an Organometallic Gold(I) Complex with a Polychlorinated Diphenyl(4-pyridyl)methyl Radical Ligand: Dual Fluorescence and Enhanced Emission Efficiency2017

    • Author(s)
      Yasuyo Ogino, *Tetsuro Kusamoto, Yohei Hattori, Masaki Shimada, Mizuho Tsuchiya, Yoshinori Yamanoi, Eiji Nishibori, Kunihisa Sugimoto, *Hiroshi Nishihara
    • Journal Title

      Inorg. Chem.

      Volume: 56 Issue: 7 Pages: 3909-3915

    • DOI

      10.1021/acs.inorgchem.6b02864

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Structural and Magnetic Investigations of a Heterospin System Composed of High-spin Mn(II) and Pyridyl-containing Triarylmethyl Radicals2016

    • Author(s)
      *Tetsuro Kusamoto, Shun Kimura, *Hiroshi Nishihara
    • Journal Title

      Chem. Lett.

      Volume: 45 Issue: 9 Pages: 1057-1059

    • DOI

      10.1246/cl.160574

    • NAID

      130005549136

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synergistic luminescence enhancement of a pyridyl-substituted triarylmethyl radical based on fluorine substitution and coordination to gold2016

    • Author(s)
      Yohei Hattori, Tetsuro Kusamoto, Tohru Sato, Hiroshi Nishihara
    • Journal Title

      Chemical Communications

      Volume: 52 Issue: 91 Pages: 13393-13396

    • DOI

      10.1039/c6cc07898b

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] ‘Modulated Luminescence of a Stable Open-shell Triarylmethyl Radical: Effects of Chemical Modification on its Electronic Structure and Physical Properties2016

    • Author(s)
      T. Kusamoto, S. Kimura, Y. Ogino, C. Ohde, and H. Nishihara
    • Journal Title

      Chem. Eur. J.

      Volume: 22 Issue: 49 Pages: 17725-17733

    • DOI

      10.1002/chem.201602942

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Presentation] NIR Emission and SOMO-HOMO Converted Electronic Structure of Novel Donor-Acceptor Type Stable Organic Radicals2018

    • Author(s)
      Yuki Tani, Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      2018年光化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Doublet-based luminescence of photostable organic radicals2018

    • Author(s)
      Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      27th IUPAC International Symposium on Photochemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Photostable Fluorescent Radicals: Modulated Luminescence by Coordination to Metal2017

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      8th Pacific Symposium on Radical Chemistry (PSRC-8)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Stimuli-Responsive Fluorescent Radicals2017

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      International Symposium on Pure & Applied Chemistry (ISPAC2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Enhanced luminescence of gold(I) complexes with a fluorescent radical ligand2017

    • Author(s)
      Tetsuro Kusamoto, Yohei Hattori, Yasuyo Ogino, Hiroshi Nishihara
    • Organizer
      6th Asian Conference on Coordination Chemistry (ACCC6)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] A possible quantum spin liquid state on highly anisotropic triangular lattices of bilayer Mott system2017

    • Author(s)
      Tetsuro Kusamoto, Chie Ohde, Shiori Sugiura, Taichi Terashima, Shinya Uji, Satoshi Yamashita, Yasuhiro Nakazawa, and Hiroshi Nishihara
    • Organizer
      The 12th International Symposium on Crystalline Organic Metals, Superconductors and Magnets
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Magnetic field effect on luminescence behaviors of organic radicals in rigid matrices2017

    • Author(s)
      Shun Kimura, Tetsuro Kusamto, Shojiro Kimura, Hiroshi Nishihara
    • Organizer
      2017年光化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] Development and magnetic field effect of luminescent stable radicals2017

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      3rd KASC meeting
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] A luminescent triarylmethyl radical with two pyridyl groups: Superior photostability and the formation of 1D CuII coordination polymer2017

    • Author(s)
      Shun Kimura, Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      The 6th Asian Conference on Coordination Chemistry
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 光るラジカル2016

    • Author(s)
      草本哲郎
    • Organizer
      錯体化学若手の会 北陸支部勉強会
    • Place of Presentation
      金沢大学角間キャンパス(石川県金沢市)
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] Enhanced fluorescence in stable organic radicals2016

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      ETHZ-UTokyo Joint Symposium of Frontier Chemistry
    • Place of Presentation
      Hongo campus, The University of Tokyo (Tokyo, Hongo)
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] Highly Photostable Luminescent Organic Radicals and the Metal Complexes2016

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      13th Materials Science School for Young Scientists: Rising Star Pre-ICMM@IMR
    • Place of Presentation
      Institute for Materials Research, Tohoku University (Miyagi, Sendai)
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Highly Photostable Luminescent Organic Radicals and the Metal Complexes2016

    • Author(s)
      Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      The 15th International Conference on Molecule-Based Magnets (ICMM2016)
    • Place of Presentation
      Sendai international center (Miyagi, Sendai)
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] bilayer Mott電子系を有する分子性結晶の構造と磁性2016

    • Author(s)
      草本 哲郎
    • Organizer
      第11回 量子スピン系研究会
    • Place of Presentation
      福井大学文京キャンパス(福井見福井市)
    • Related Report
      2016 Research-status Report
  • [Presentation] 高い光安定性を有する発光ラジカルとその金属錯体2016

    • Author(s)
      草本 哲郎 、木村 舜、西原 寛
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      神戸ファッションセンター(兵庫県神戸市)
    • Related Report
      2016 Research-status Report
  • [Presentation] σ-hole結合に基づいた金属ジチオレンアニオンラジカル塩の分子配列制御2016

    • Author(s)
      大出千恵, 草本哲郎, 西原寛
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      神戸ファッションセンター(兵庫県神戸市)
    • Related Report
      2016 Research-status Report
  • [Presentation] 白金ジチオレン錯体結晶におけるσ-hole結合に基づく超分子構造と物性の相関2016

    • Author(s)
      大出千恵, 草本哲郎, 西原寛
    • Organizer
      錯体化学会第66回討論会
    • Place of Presentation
      福岡大学(福岡県福岡市)
    • Related Report
      2016 Research-status Report
  • [Presentation] A Photostable luminescent radical with two pyridyl groups: Photochemical and photophysical properties and the formation of 1D Cu(II) coordination polymer2016

    • Author(s)
      木村舜, 田主陽, 草本哲郎, 西原寛
    • Organizer
      錯体化学会第66回討論会
    • Place of Presentation
      福岡大学(福岡県福岡市)
    • Related Report
      2016 Research-status Report
  • [Presentation] Enhanced fluorescence of gold(I) complexes with coordinated photostable radicals2016

    • Author(s)
      Yohei Hattori, Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      錯体化学会第66回討論会
    • Place of Presentation
      福岡大学(福岡県福岡市)
    • Related Report
      2016 Research-status Report
  • [Presentation] 安定ラジカルが配位した金錯体の二重項蛍光の高効率化2016

    • Author(s)
      服部陽平, 草本哲郎, 西原寛
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東大駒場キャンパス(東京都目黒区)
    • Related Report
      2016 Research-status Report
  • [Presentation] A Luminescent Triarylmethyl Radical with Two Pyridyl Groups: High photostability, stimuli-responsive property and solid state emissio2016

    • Author(s)
      木村舜, 田主陽, 草本哲郎, 西原寛
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東大駒場キャンパス(東京都目黒区)
    • Related Report
      2016 Research-status Report
  • [Presentation] 蛍光性ジフェニルピリジルメチルラジカルの安定性と物性におけるハロゲン置換効果2016

    • Author(s)
      服部陽平, 草本哲郎, 西原寛
    • Organizer
      第27会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)
    • Related Report
      2016 Research-status Report
  • [Presentation] ピリジン環を2つ有する光安定な発光トリアリールメチルラジカル2016

    • Author(s)
      木村舜, 田主陽, 草本哲郎, 西原寛
    • Organizer
      第27会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)
    • Related Report
      2016 Research-status Report
  • [Presentation] ピリジン環を2つ有する光安定な発光トリアリールメチルラジカル2016

    • Author(s)
      木村舜, 田主陽, 草本哲郎, 西原寛
    • Organizer
      錯体化学若手の会夏の学校2016
    • Place of Presentation
      火の国ハイツ(熊本県熊本市)
    • Related Report
      2016 Research-status Report
  • [Presentation] Luminescent Open-Shell Organic Radicals and the Metal Complexes Tetsuro Kusamoto2016

    • Author(s)
      Tetsuro Kusamoto
    • Organizer
      International Conference on Coordination Chemistry 2016 (ICCC2016)
    • Place of Presentation
      Le Quartz congres (Brest, France)
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Luminescent Properties of a Pentafluorophenyl Gold(I) Complex with an Open-Shell Fluorescent Radical Ligand2016

    • Author(s)
      Yasuyo Ogino, Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      International Conference on Coordination Chemistry 2016 (ICCC2016)
    • Place of Presentation
      Le Quartz congres (Brest, France)
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Supramolecular 2D network mediated via sulfur’s s-hole in a conducting molecular crystal2016

    • Author(s)
      Chie Ohde, Tetsuro Kusamoto, Hiroshi Nishihara
    • Organizer
      The 15th International Conference on Molecule-Based Magnets (ICMM2016)
    • Place of Presentation
      Sendai international center (Miyagi, Sendai)
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research

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

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