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Establishment of the method to regulate emission colors in aggregation systems using molecular movement

Research Project

Project/Area Number 20H02813
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 35030:Organic functional materials-related
Research InstitutionOsaka University

Principal Investigator

Takeda Youhei  大阪大学, 大学院工学研究科, 准教授 (60608785)

Project Period (FY) 2020-04-01 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥18,200,000 (Direct Cost: ¥14,000,000、Indirect Cost: ¥4,200,000)
Fiscal Year 2022: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2021: ¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2020: ¥9,880,000 (Direct Cost: ¥7,600,000、Indirect Cost: ¥2,280,000)
Keywordsメカノクロミズム / 立体配座 / ドナー・アクセプター / 外部刺激応答性 / 有機EL / セレン / テルル / 発光 / 熱活性化遅延蛍光 / ゲルマニウム / 電荷移動 / 外部刺激応答 / ヘリセン
Outline of Research at the Start

本基盤研究では、研究代表者がこれまでに開発したねじれ型ドナー・アクセプター・ドナーπ共役分子を独自の発光性プラットフォームとして活用することで、圧力や温度など様々な外部刺激に応答して発光色が複数色に変幻する「多色発光性メカノクロミズム」分子を創出し、その指導原理を解明する。さらに、理論科学による分子設計の妥当性の検証や、センシングデバイス材料としての実装にも挑戦する。

Outline of Final Research Achievements

Using the twisted electron donor-acceptor-donor (D-A-D) platform that have been developed by the principle investigator, novel D-A-D molecules that can have conformational diversity and degrees of freedom in molecular rotation and vibration were designed and sythesized as luminescent mechanochromic molecules. To construct D-A-D molecules, dibenzophenazine was employed as an electron acceptor, and a heteroatom-bridged diarylamines that can have conformational flexibility was selected as the electron donor. Synthesized molecules exhibited distinct luminescent mechanochromism. The developed compounds have been also applied to emissive material in highly efficient organic light-emitting diodes.

Academic Significance and Societal Importance of the Research Achievements

発光性メカノクロミズム分子の設計は、発光性の付与と分子集合状態制御とを両立させる必要があることから、困難である。世界中で様々な研究者が勢力的に独自の分子骨格に意匠をこらして分子凝集系における発光特性制御法を開拓している。しかし、いずれも水素結合や金属ー金属相互作用など分子間相互作用を介した分子配列制御法にもとづく設計であり、これに対して本研究で得られた成果は、明確に異なる立体配座の相互変換による発光メカノクロミズム特性の発現が可能であることを示しており、既存の多色発光性メカノクロミズムの分子設計と原理的に全く異なっている点で学術的意義が高い。

Report

(4 results)
  • 2022 Annual Research Report   Final Research Report ( PDF )
  • 2021 Annual Research Report
  • 2020 Annual Research Report
  • Research Products

    (45 results)

All 2022 2021 2020 Other

All Int'l Joint Research (9 results) Journal Article (6 results) (of which Int'l Joint Research: 6 results,  Peer Reviewed: 6 results,  Open Access: 3 results) Presentation (30 results) (of which Int'l Joint Research: 9 results,  Invited: 19 results)

  • [Int'l Joint Research] Silesian University of Technology(ポーランド)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] Technological University of Denmark(デンマーク)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] Silesian University of Technology(ポーランド)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] Technical University of Denmark(デンマーク)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] Durham University(英国)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] University of Freiburg(ドイツ)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Silesian University of Technology(ポーランド)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Durham University(英国)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Technological University of Denmark(デンマーク)

    • Related Report
      2020 Annual Research Report
  • [Journal Article] Dual-photofunctional organogermanium compound based on donor-acceptor-donor architecture2022

    • Author(s)
      Nyga Aleksandra、Kaihara Takahito、Hosono Takumi、Sipala Massimiliano、Stachelek Patrycja、Tohnai Norimitsu、Minakata Satoshi、de Sousa Leonardo Evaristo、de Silva Piotr、Data Przemyslaw、Takeda Youhei
    • Journal Title

      Chemical Communications

      Volume: 58 Issue: 39 Pages: 5889-5892

    • DOI

      10.1039/d2cc01568d

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Comparative study of thermally activated delayed fluorescent properties of donor?acceptor and donor-acceptor-donor architectures based on phenoxazine and dibenzo[a,j]phenazine2022

    • Author(s)
      Izumi Saika、Govindharaj Prasannamani、Drewniak Anna、Crocomo Paola Zimmermann、Minakata Satoshi、de Sousa Leonardo Evaristo、de Silva Piotr、Data Przemyslaw、Takeda Youhei
    • Journal Title

      Beilstein Journal of Organic Chemistry

      Volume: 18 Pages: 459-468

    • DOI

      10.3762/bjoc.18.48

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Dibenzophenazine‐Based TADF Emitters as Dual Electrochromic and Electroluminescence Materials2022

    • Author(s)
      Zimmermann Crocomo Paola、Okazaki Masato、Hosono Takumi、Minakata Satoshi、Takeda Youhei、Data Przemyslaw
    • Journal Title

      Chemistry - A European Journal

      Volume: 28 Issue: 43

    • DOI

      10.1002/chem.202200826

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] The Impact of C2 Insertion into a Carbazole Donor on the Physicochemical Properties of Dibenzo[a,j]phenazine-Cored Donor-Acceptor-Donor Triads2021

    • Author(s)
      Zimmermann Crocomo Paola、Kaihara Takahito、Kawaguchi. Soki、Stachelek Patrycja、Minakata Satoshi、Silva Piotr、Data Przemyslaw、Takeda Youhei
    • Journal Title

      Chemistry-A European Journal

      Volume: 27 Issue: 53 Pages: 13390-13398

    • DOI

      10.1002/chem.202101654

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Revealing the internal heavy chalcogen atom effect on the photophysics of the dibenzo[a,j]phenazine-cored donor-acceptor-donor triad2021

    • Author(s)
      Goto Shimpei、Nitta Yuya、Decarli Nicolas Oliveira、de Sousa Leonardo Evaristo、Stachelek Patrycja、Tohnai Norimitsu、Minakata Satoshi、de Silva Piotr、Data Przemyslaw、Takeda Youhei
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 9 Issue: 39 Pages: 13942-13953

    • DOI

      10.1039/d1tc02635f

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Peripherally Donor-Installed 7,8-Diaza[5]helicenes as A Platform for Helical Luminophores2021

    • Author(s)
      Yuta Ikari, Takahito Kaihara, Shimpei Goto, Marcel Bovenkerk, David C. Grenz, Birgit Esser, Marli Ferreira, Patrycja Stachelek, Przemyslaw Data, Takumu Yoshida, Tomoyuki Ikai, Norimitsu Tohnai, Satoshi Minakata, and Youhei Takeda
    • Journal Title

      Synthesis

      Volume: 53 Issue: 09 Pages: 1584-1596

    • DOI

      10.1055/a-1343-5810

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Presentation] Development of TADF/RTP-Active Multi-Photofunctional Organic Emitters: Lessons from Reactions and Molecules2022

    • Author(s)
      Youhei Takeda
    • Organizer
      NTU Chemistry Lectures in Spring Semester 2022
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Development of TADF/RTP-Active Multi-Photofunctional Organic Emitters2022

    • Author(s)
      Youhei Takeda
    • Organizer
      The inaugural OU-WUT joint symposium on physical organic chemistry 2022
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Development of TADF-Active Multi-Photofunctional Organic Materials Based on Novel Constructive Methods of Azaaromatics2022

    • Author(s)
      Youhei Takeda
    • Organizer
      International Conference on the Science and Technology of Synthetic Metals 2022 (ICSM 2022)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] ホウ素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成および光物性2022

    • Author(s)
      中川 陸, 武田洋平, 南方聖司
    • Organizer
      第56回有機反応若手の会
    • Related Report
      2022 Annual Research Report
  • [Presentation] ホウ素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成および光物性2022

    • Author(s)
      中川 陸, 武田洋平, 南方聖司
    • Organizer
      第42回有機合成若手セミナー
    • Related Report
      2022 Annual Research Report
  • [Presentation] Development of TADF/RTP-Active Multi-Photofunctional Organic Emitters2022

    • Author(s)
      Youhei Takeda
    • Organizer
      6th International Workshop on Nano and Biophotonics (IWNBP 2022)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Development of External Stimuli-Responsive Organic Chromic Materials Based on Molecular Conformational Change2022

    • Author(s)
      Youhei Takeda
    • Organizer
      11th International Workshop on Infrared Microscopy and Spectroscopy with Accelerator Based Sources (WIRMS 2022)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 分子の形と元素の性質で産み出す多機能性発光分子2022

    • Author(s)
      武田洋平
    • Organizer
      信州大学繊維学部 講演会
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] Development of TADF/RTP-Active Multi-Photofunctional Organic Emitters Based on Dibenzo[a,j]phenazine-Cored Donor-Acceptor-Donor Architectures2022

    • Author(s)
      Youhei Takeda
    • Organizer
      Japan Taiwan Bilateral Workshop on Nano-Science 2022
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] ホウ素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとする新規D-A-D分子の合成および光物性2022

    • Author(s)
      中川 陸, 武田洋平, 南方聖司
    • Organizer
      第49回有機典型元素化学討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 分子の形と元素の性質を活用する有機発光材料の創製2022

    • Author(s)
      武田洋平
    • Organizer
      第92回触媒化学融合研究センター講演会
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] 「分子の形」と「元素の性質」が織りなす多彩な電荷移動状態に基づく発光有機分子の創製2022

    • Author(s)
      武田 洋平
    • Organizer
      日本化学会第102春季年会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] ホウ素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成および光物性2022

    • Author(s)
      中川 陸, 武田 洋平, 南方 聖司
    • Organizer
      日本化学会第102春季年会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 新奇反応の開発に基づいた多彩な発光有機分子の創製と応用2021

    • Author(s)
      武田 洋平
    • Organizer
      九州大学先導物質化学研究所 講演会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 分子の形と元素の性質が奏でる多彩な光機能有機分子材料2021

    • Author(s)
      武田 洋平
    • Organizer
      第41回有機合成若手セミナー
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 含窒素π共役骨格の新構築法を基盤とする多彩な光機能分子の創製2021

    • Author(s)
      武田 洋平
    • Organizer
      第31回基礎有機化学討論会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 高周期カルコゲン元素で架橋した芳香族アミンを電子ドナーとするD-A-D分子の光物性2021

    • Author(s)
      新田 優也, 後藤 慎平, de Silva Piotr, Data Przemyslaw, 武田 洋平, 南方 聖司
    • Organizer
      第31回基礎有機化学討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] ジベンゾフェナジンを電子アクセプター、ジヒドロフェナザシリンを電子ドナーとするD-A-D型分子の合成と室温燐光特性2021

    • Author(s)
      中川 陸, 武田 洋平, 南方 聖司
    • Organizer
      ホウ素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成および物性
    • Related Report
      2021 Annual Research Report
  • [Presentation] 高周期カルコゲン元素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成と物性2021

    • Author(s)
      新田 優也, 後藤 慎平, de Silva Piotr, Data Przemyslaw, 武田 洋平, 南方 聖司
    • Organizer
      第50回複素環化学討論
    • Related Report
      2021 Annual Research Report
  • [Presentation] 高周期カルコゲン元素で架橋したジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成と物性2021

    • Author(s)
      新田 優也, 後藤 慎平, de Silva Piotr, Data Przemyslaw, 武田 洋平, 南方 聖司
    • Organizer
      第11回CSJ化学フェスタ2021
    • Related Report
      2021 Annual Research Report
  • [Presentation] 汎用元素から成る高効率発光有機材料の開発と多機能化2021

    • Author(s)
      武田 洋平
    • Organizer
      大阪大学工業会 産学高分子塾 10周年記念公開セミナー1 応用化学専攻の有機・高分子材料研究最前線
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 新奇な合成反応を起点とする多彩な光機能π共役分子の創製と応用2021

    • Author(s)
      武田 洋平
    • Organizer
      大阪市立大学 化学科談話会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] Development of dibenzophenazine-cored multiphotofunctional D-A-D π-conjugated molecule having Se-bridged diarylamine donors2021

    • Author(s)
      Youhei Takeda, Shimpei Goto, Przemyslaw Data, Satoshi Minakata
    • Organizer
      2021 International Chemical Congress of Pacific Basin Societies
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research
  • [Presentation] アザπ電子系の新構築法に基づいた多彩な発光機能分子の創製2021

    • Author(s)
      武田 洋平
    • Organizer
      第14回有機π電子系シンポジウム
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] テルル架橋ジフェニルアミンを電子ドナー、ジベンゾフェナジンを電子アクセプターとするD-A-D分子の合成と物性2021

    • Author(s)
      新田 優也, 武田 洋平, 南方 聖司
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 含窒素芳香環の新奇構築法に基づいた多彩な発光分子材料の創製2020

    • Author(s)
      武田 洋平
    • Organizer
      第2回“光”機到来!Qコロキウム
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] ヘテロ元素の特性を活用した多彩な有機機能材料化学2020

    • Author(s)
      武田 洋平
    • Organizer
      第174回東海高分子研究会講演会
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] The Development of Multi-Photofunctional Organic Materials: Lessons from New Reactions and Scaffolds2020

    • Author(s)
      Youhei Takeda
    • Organizer
      ACES Early Career Advisory Board Virtual Symposium
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] フェノセレナジンを電子ドナーとするD-A-D型ジベンゾ[a,j]フェナジン誘導体の合成と物性2020

    • Author(s)
      後藤 慎平, Data Przemyslaw, 武田 洋平, 南方 聖司
    • Organizer
      第10回CSJ化学フェスタ2020
    • Related Report
      2020 Annual Research Report
  • [Presentation] Development of TADF/RTP-Active Multi-Photofunctional Organic Emitters: Lessons from Molecular Viewpoint2020

    • Author(s)
      Youhei Takeda
    • Organizer
      5th International TADF Workshop/3rd i3-opera Forum
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited

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Published: 2020-04-28   Modified: 2024-01-30  

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