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Study of the dynamics of photo-excited high-spin pai-radicals toward molecular spintronics

Research Project

Project/Area Number 24350076
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypePartial Multi-year Fund
Section一般
Research Field Functional materials chemistry
Research InstitutionOsaka City University

Principal Investigator

Teki Yoshio  大阪市立大学, 大学院理学研究科, 教授 (00180068)

Co-Investigator(Kenkyū-buntansha) HIROTSU MASAKAZU  大阪市立大学, 大学院理学研究科, 准教授 (30312903)
ITO AKITAKA  大阪市立大学, 大学院理学研究科, 助教 (20708060)
Project Period (FY) 2012-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥18,200,000 (Direct Cost: ¥14,000,000、Indirect Cost: ¥4,200,000)
Fiscal Year 2015: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2014: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Fiscal Year 2013: ¥8,320,000 (Direct Cost: ¥6,400,000、Indirect Cost: ¥1,920,000)
Fiscal Year 2012: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Keywords光励起状態 / スピンダイナミックス / πラジカル / 光耐久性 / ペンタセン / 高スピン状態 / 原子価互変異性 / スピントロニクス / 励起状態ダイナミクス / ビラジカル / 発光挙動変化 / 高スピンπラジカル / 安定ラジカル / 励起高スピン状態 / スピン整列 / 時間分解ESR / LIESST
Outline of Final Research Achievements

In this project, the following scientific achievements were obtained. A new photo-stabilization method of acene derivatives utilizing stable radical was discovered. Thus, a combination of two unstable species (photo-reactive pentacene and radical) led to remarkable photo-stability enhancement and the solubility enhancement in organic solvents. To clarify the mechanism of the photo-stability enhancement, excited-state dynamics of the pentacene derivatives having stable radical substituents were investigated by using the transient absorption measurements. The derivatives showed ultrafast formation of triplet excited state in the pentacene moiety from photoexcited singlet state owing to the contributions of enhanced intersystem crossing and singlet fission.
In addition, we also obtained some new results concerned with the excited-state spin dynamics of radicals. Furthermore, the magnetic and optical properties of Co complexes with radical ligands were also investigated.

Report

(5 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • Research Products

    (48 results)

All 2016 2015 2014 2013 2012 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results,  Acknowledgement Compliant: 5 results) Presentation (36 results) (of which Int'l Joint Research: 6 results,  Invited: 3 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Photostability enhancement of the pentacene derivative having two nitronyl nitroxide radical substituents2016

    • Author(s)
      A. Shimizu, A. Ito and Y. Teki
    • Journal Title

      Chem. Commun.

      Volume: 52 Issue: 14 Pages: 2889-2892

    • DOI

      10.1039/c5cc09481j

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Fluorescence behaviour of an anthracene-BODIPY system affected by spin states of a dioxolene-cobalt centre2016

    • Author(s)
      K. Katayama, M. Hirotsu, A. Ito and Y. Teki
    • Journal Title

      Dalton Transactions

      Volume: 45 Issue: 25 Pages: 10165-10172

    • DOI

      10.1039/c6dt00864j

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Spin-pump-induced spin transport in a thermally evaporated pentacene film2015

    • Author(s)
      Y. Tani, Y. Teki and E. Shikoh
    • Journal Title

      Applied Physics Letters

      Volume: 107 Issue: 24 Pages: 242406

    • DOI

      10.1063/1.4938132

    • NAID

      120006349709

    • URL

      https://ocu-omu.repo.nii.ac.jp/records/2019632

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Excited-State Dynamics of Pentacene Derivatives with Stable Radical Substituents2014

    • Author(s)
      A. Ito, A. Shimizu, N. Kishida, Y. Kawanaka, D. Kosumi, H. Hashimoto, and Y. Teki
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 53 Issue: 26 Pages: 6715-6719

    • DOI

      10.1002/anie.201310291

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis, Magnetic Properties and Dynamic Behavior of Cobalt Complexes with an Anthracene Containing Dioxolene Ligand2014

    • Author(s)
      K. Katayama, M. Hirotsu, I. Kinoshita, and Y. Teki
    • Journal Title

      Dalton Trans.

      Volume: 43 Issue: 35 Pages: 13384-13391

    • DOI

      10.1039/c4dt01574f

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Using​ Stable​ Radicals​ To​ Protect​ Pentacene​ Derivatives​ from​ Photodegradation2013

    • Author(s)
      Y. Kawanaka, A. Shimizu, T. Shinada, R. Tanaka, Y. Teki
    • Journal Title

      Angew. Chem. Int. Ed. Engl.

      Volume: 52 Issue: 26 Pages: 6643-6647

    • DOI

      10.1002/anie.201300595

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Spin Dynamics on Photoexcited State of Functionality -Radical via Quantum-Mixed State: Theoretical Study of the Spin Polarized State Generation Using the Mechanism via Quantum-Mixed State2013

    • Author(s)
      Y. Teki and T. Matsumoto
    • Journal Title

      Synthetic Metals

      Volume: 173 Pages: 35-39

    • DOI

      10.1016/j.synthmet.2012.12.005

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Theoretical Study of Dynamic Electron-Spin Polari-zation via the Doublet-Quartet Quantum Mixed State(II). Population Transfer and Magnetic Field Dependence the Quartet High Spin State2012

    • Author(s)
      T. Matsumoto and Y. Teki
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: (accepted) Issue: 29 Pages: 10178-10186

    • DOI

      10.1039/c2cp41121k

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design, synthesis, magnetic properties of a π-radical ligand with photo-excited high-spin state and its Fe(II) complex. The first stage of a new strategy for LIESST materials2012

    • Author(s)
      Katayama, Koichi
    • Journal Title

      Dalton Transaction

      Volume: 41 Issue: 43 Pages: 13465-13473

    • DOI

      10.1039/c2dt31831h

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Presentation] 2つのニトロニルニトロキシドラジカル置換基の導入によるペンタセンの光耐久性の向上2016

    • Author(s)
      清水章皓,伊藤亮孝,手木芳男
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学(京都府・京田辺市)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] 過渡吸収分光法によるアントラセン-安定ラジカル誘導体の励起状態ダイナミクス2016

    • Author(s)
      伊藤 亮孝,樋下 万純,手木芳男
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学(京都府・京田辺市)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Photochemically-Stable Pentacene-Radical Derivatives toward Molecular Spintronics2015

    • Author(s)
      A. Ito, A. Shimizu, Y. Kawanaka, D. Kosumi, H. Hashimoto, and Y. Teki
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2015
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Photostability Enhancement of Pentacene Derivative by Introducing Radical Substituent2015

    • Author(s)
      A. Shimizu, A. Ito, and Y. Teki
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2015
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and valence tautomerism of cobalt complexes with a dioxolene ligand containing a π-conjugated system2015

    • Author(s)
      K. Katayama, M. Hirotsu, I. Kinoshita, and Y. Teki
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2015
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Photochemical Stability of A Pentacene Derivative Having Two Radical Substituents2015

    • Author(s)
      A. Shimizu, A. Ito, and Y. Teki
    • Organizer
      The 19th Osaka City University International Workshop on Advanced Molecular Materials Science
    • Place of Presentation
      Osaka City University, Japan
    • Year and Date
      2015-11-12
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and fluorescence behavior of cobalt complexes with a dioxolene ligand linked to an anthracene-BODIPY moiety2015

    • Author(s)
      K. Katayama, M. Hirotsu, I. Kinoshita, H. Nakajima, and Y. Teki
    • Organizer
      The 19th Osaka City University International Workshop on Advanced Molecular Materials Science
    • Place of Presentation
      Osaka City University, Japan
    • Year and Date
      2015-11-12
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] スピン流の高感度検出を目指したEDMR測定系の構築2015

    • Author(s)
      樋下 万純, 仕幸 英治, 手木 芳男
    • Organizer
      第54回電子スピンサイエンス学会年会
    • Place of Presentation
      新潟コンベンションセンター(新潟県・新潟市)
    • Year and Date
      2015-11-02
    • Related Report
      2015 Annual Research Report
  • [Presentation] 光耐久性の高いペンタセンーラジカル誘導体の創成およびその機構2015

    • Author(s)
      清水章皓,伊藤亮孝,小澄大輔,橋本秀樹,手木芳男
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京都・江戸川区)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] 機能性部位連結ジオキソレン配位子を有するコバルト錯体の合成と性質2015

    • Author(s)
      片山晃一,廣津昌和,木下勇,中島洋,手木芳男
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京都・江戸川区)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] BODIPY-アントラセンを連結したジオキソレンコバルト錯体の合成と発光挙動2015

    • Author(s)
      片山晃一,廣津昌和,木下勇,中島洋,手木芳男
    • Organizer
      錯体化学会第65回討論会
    • Place of Presentation
      奈良女子大学(奈良県・奈良市)
    • Year and Date
      2015-09-21
    • Related Report
      2015 Annual Research Report
  • [Presentation] Luminescence behavior and magnetic properties of cobalt complexes with a dioxolene ligand containing an anthracene-BODIPY unit2015

    • Author(s)
      K. Katayama,M. Hirotsu,I. Kinoshita,H. Nakajima,and Y. Teki
    • Organizer
      2015年光化学討論会
    • Place of Presentation
      Osaka City University, Japan
    • Year and Date
      2015-09-09
    • Related Report
      2015 Annual Research Report
  • [Presentation] Excited-state Spin Alignment and Spin Dynamics of Acene Derivative having Radical Components2015

    • Author(s)
      Y. Teki
    • Organizer
      Telluride Science Research Conference
    • Place of Presentation
      Telluride, USA
    • Year and Date
      2015-06-22
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 新規ペンタセン-ビラジカル誘導体の合成およびその光化学的性質2015

    • Author(s)
      清水章皓, 伊藤亮孝, 手木芳男
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学(千葉県船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] πラジカルの励起状態と励起スピンダイナミックスに関する最近の話題2014

    • Author(s)
      手木芳男
    • Organizer
      九州大学公開講演会
    • Place of Presentation
      九州大学(福岡県福岡市)
    • Year and Date
      2014-11-08
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Excited-State Spin Dynamics of π-Radicals and Possible Application toward Organic Spintronics2014

    • Author(s)
      Y. Teki, A. Shimizu, N. Kishida, A. Ito, Y. Kawanaka, T. Matsumoto, D. Kosumi, and H. Hashimoto
    • Organizer
      5th International Meeting on Spin in Organic Semiconductors
    • Place of Presentation
      イーグレ姫路(兵庫県姫路市)
    • Year and Date
      2014-10-13 – 2014-10-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] Kinetic Elucidation for Excited States of Pentacene–Radical Hybrids2014

    • Author(s)
      A. Shimizu, N. Kishida, A. Ito, Y. Kawanaka, D. Kosumi, H. Hashimoto, and Y. Teki
    • Organizer
      5th International Meeting on Spin in Organic Semiconductors
    • Place of Presentation
      イーグレ姫路(兵庫県姫路市)
    • Year and Date
      2014-10-13 – 2014-10-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] Magnetic Properties of Co Complexes with Anthracene Moiety2014

    • Author(s)
      K. Katayama, M. Hirotsu, I. Kinoshita, and Y. Teki
    • Organizer
      5th International Meeting on Spin in Organic Semiconductors
    • Place of Presentation
      イーグレ姫路(兵庫県姫路市)
    • Year and Date
      2014-10-13 – 2014-10-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] 希薄溶液状態のペンタセン-ラジカル誘導体における一重項分裂と励起状態ダイナミクス2014

    • Author(s)
      清水章皓,岸田憲明,伊藤亮孝,小澄大輔,橋本秀樹,手木芳男
    • Organizer
      第8回分子科学討論会
    • Place of Presentation
      広島大学(広島県東広島市)
    • Year and Date
      2014-09-21 – 2014-09-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] 発光部位を有するカテコール誘導体を用いたコバルト錯体の合成と性質2014

    • Author(s)
      片山晃一,廣津昌和,木下勇,手木芳男
    • Organizer
      錯体化学会第64回討論会
    • Place of Presentation
      中央大学(東京都八王子市)
    • Year and Date
      2014-09-18 – 2014-09-20
    • Related Report
      2014 Annual Research Report
  • [Presentation] Ultrafast Triplet Formation of Pentacene Moiety by Introducing Radical Substituents2014

    • Author(s)
      A. Shimizu, N. Kishida, A. Ito, D. Kosumi, H. Hashimoto, and Y. Teki
    • Organizer
      The 14th International Conference on Molecule-Based Magnets
    • Place of Presentation
      Saint Petersburg, Russia
    • Year and Date
      2014-07-05 – 2014-07-10
    • Related Report
      2014 Annual Research Report
  • [Presentation] Using Excited-State Spin Dynamics of π-Radical Toward Organic Spintronics2014

    • Author(s)
      Y. Teki, A. Shimizu, N. Kishida, A. Ito, Y. Kawanaka, T. Matsumoto, Y. Takemoto, T. Shinada, D. Kosumi, and H. Hashimoto
    • Organizer
      The 14th International Conference on Molecule-Based Magnets
    • Place of Presentation
      Saint Petersburg, Russia
    • Year and Date
      2014-07-05 – 2014-07-10
    • Related Report
      2014 Annual Research Report
  • [Presentation] 安定ラジカル置換基を有するペンタセン誘導体の励起状態ダイナミクス2014

    • Author(s)
      清水章皓、岸田憲明、伊藤亮孝、川中優輔、小澄大輔、橋本秀樹、手木芳男
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 三重結合を介して安定ラジカル置換基を導入した新規ペンタセン誘導体の合成とスピン特性2014

    • Author(s)
      樋下万純、清水章皓、伊藤亮孝、手木芳男
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 励起高スピン状態をとるペンタセン-安定ラジカル系の光化学的性質と磁気的性質2013

    • Author(s)
      清水章皓、川中優輔、手木芳男
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学琵琶湖草津キャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Annual Research Report
  • [Presentation] ペンタセン骨格を有する有機πラジカルの合成と物性 (III)2013

    • Author(s)
      川中優輔、清水章皓、手木芳男
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学琵琶湖草津キャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Annual Research Report
  • [Presentation] Photoprotection of Pentacene Derivatives Utilizing Excited-State Spin Dynamics2013

    • Author(s)
      Y. Teki, A. Shimizu, N. Kishida, A. Ito, Y. Kawanaka, D. Kosumi, and H. Hashimoto
    • Organizer
      The 7th Japanease-Russian Workshop on Open Shell Compounds and Molecular Spin Devices
    • Place of Presentation
      Awaji Yumebutai, Hyogo
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 有機ラジカルを用いたペンタセン誘導体の光に対する安定化とその機構2013

    • Author(s)
      清水章皓、岸田憲明、伊藤亮孝、川中優輔、小澄大輔、橋本秀樹、手木芳男
    • Organizer
      第7回分子科学討論会
    • Place of Presentation
      京都テルサ
    • Related Report
      2013 Annual Research Report
  • [Presentation] ペンタセン-安定ラジカル誘導体の光防御機構と励起状態スピンダイナミクス2013

    • Author(s)
      清水章皓、岸田憲明、伊藤亮孝、川中優輔、小澄大輔、橋本秀樹、手木芳男
    • Organizer
      第52回電⼦子スピンサイエンス学会年年会
    • Place of Presentation
      浦和ロイヤルパインズホテル
    • Related Report
      2013 Annual Research Report
  • [Presentation] アントラセン連結カテコール配位子を有するコバルト錯体の合成と性質2013

    • Author(s)
      片山晃一、廣津昌和、木下勇、手木芳男
    • Organizer
      錯体化学会第63回討論会
    • Place of Presentation
      琉球大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 光励起高スピン状態をとるπ共役安定有機ラジカルを配位子をする錯体の合成と磁気的性質2012

    • Author(s)
      片山晃一、廣津昌和、木下勇、手木芳男
    • Organizer
      第51回電子スピンサイエンス学会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2012-11-03
    • Related Report
      2012 Annual Research Report
  • [Presentation] ペンタセン骨格を有する有機πラジカルの合成とその物性 (II)2012

    • Author(s)
      川中優輔、清水章皓、手木芳男
    • Organizer
      第51回電子スピンサイエンス学会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2012-11-03
    • Related Report
      2012 Annual Research Report
  • [Presentation] LIVT挙動を示すCo単核錯体のESRによる研究 (3)2012

    • Author(s)
      田代惇、金川慎治、佐藤治、手木芳男
    • Organizer
      第51回電子スピンサイエンス学会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2012-11-02
    • Related Report
      2012 Annual Research Report
  • [Presentation] π共役安定有機ラジカルを配位子とするコバルト錯体の合成と磁気的性質2012

    • Author(s)
      片山晃一、廣津昌和、木下勇、手木芳男
    • Organizer
      第6回分子科学討論会
    • Place of Presentation
      東京大学
    • Year and Date
      2012-09-21
    • Related Report
      2012 Annual Research Report
  • [Presentation] LIVT挙動を示すCo単核錯体のESRによる研究(2)2012

    • Author(s)
      田代惇、金川慎治、佐藤治、手木芳男
    • Organizer
      第6回分子科学討論会
    • Place of Presentation
      東京大学
    • Year and Date
      2012-09-20
    • Related Report
      2012 Annual Research Report
  • [Presentation] ペンタセン骨格を有する有機πラジカルの合成とその物性 (I)2012

    • Author(s)
      川中優輔、清水章皓、手木芳男
    • Organizer
      第6回分子科学討論会
    • Place of Presentation
      東京大学
    • Year and Date
      2012-09-20
    • Related Report
      2012 Annual Research Report
  • [Book] CSJカレントレビュー「スピン化学が拓く分子磁性の新展開: 設計から機能化まで」2014

    • Author(s)
      手木芳男
    • Total Pages
      8
    • Publisher
      日本化学会
    • Related Report
      2014 Annual Research Report
  • [Remarks] 量子機能物質学研究室分子スピン科学グループ

    • URL

      http://www.sci.osaka-cu.ac.jp/chem/RKINOU/subMolSpin/subMolSpin.html

    • Related Report
      2015 Annual Research Report
  • [Patent(Industrial Property Rights)] 安定であるπ電子共役系化合物およびその製造方法2013

    • Inventor(s)
      手木芳男,品田哲郎,川中優輔,清水章皓
    • Industrial Property Rights Holder
      大阪市立大学
    • Filing Date
      2013-02-01
    • Related Report
      2012 Annual Research Report

URL: 

Published: 2012-04-24   Modified: 2019-07-29  

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