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2023 Fiscal Year Annual Research Report

Material Design based on Dynamic Excition and their Applications

Planned Research

Project AreaDynamic Exciton: Emerging Science and Innovation
Project/Area Number 20H05840
Research InstitutionKyoto University

Principal Investigator

梶 弘典  京都大学, 化学研究所, 教授 (30263148)

Project Period (FY) 2020-11-19 – 2025-03-31
Keywords動的エキシトン / 分子設計 / 逆項間交差 / スピン軌道相互作用 / フェルミの黄金律 / 動的核偏極NMR / 熱活性化遅延蛍光
Outline of Annual Research Achievements

1) TADF分子では、S1-T1間のエネルギー差を小さくするため、HOMO/LUMOを空間的に分離させることが求められる。このHOMO/LUMOの分離はドナー(D)-アクセプター(A)間のねじれ角により大きく左右されるが、有機EL素子内で分子は非晶状態にあるため、その角度がどのようになっているかは不明であった。今回、A02班の鈴木グループ(G)と共同で、動的核偏極固体NMR法により、非晶膜におけるTADF分子のD-A間ねじれ角の定量的解析法を開発し、その定量化に成功した(J. Am. Chem. Soc., 145, 16324 (2023))。また、筑波大学の丸本Gと共同で、TADFデバイスのoperando ESR測定に成功した(Sci. Rep., 13, 11109 (2023))。
2) 有機ELの素子寿命は大きな問題として残されている。我々は、その要因と考えられる材料純度を高める手法を開発した(ACS Sustainable Chem. Eng., 10.1021/acssuschemeng.3c07671)。
3) 我々が領域内で提供したTADF分子設計法を基に、今年度も新たなTADF分子を開発した (Bull. Chem. Soc. Jpn., 97, 1 (2024), A01班の今堀G、秋山Gとの共同研究、Sci. Rep., 13, 7644 (2023), A03班の儘田Gとの共同研究、J. Mater. Chem. C, 11, 5968 (2023), 奈良先端大 河合Gとの共同研究、ACS Appl. Opt. Mater., 10.1021/acsaom.3c00475, インドとの共同研究)。
4) 我々が以前に開発したTADF分子を基に、TADF現象の動的挙動-発光特性相関を英国との共同研究により進めた(J. Phys. Chem. C, 127, 8607 (2023))。ドイツとの共同研究では、1CT, 3CT両準位に影響を与えることなく、3LE準位を独立に変化させることにより発光特性を向上させたTADF分子群に対する基礎研究を進めた(Appl. Phys. Express, 10.35848/1882-0786/ad392a)。

Current Status of Research Progress
Current Status of Research Progress

1: Research has progressed more than it was originally planned.

Reason

当初予定していた研究実績の概要3)の新規TADF材料の開発のみならず、研究実績の概要1) において、これまで世界中の誰も知りえなかったD-A間のねじれ角を定量的に解析する手法を確立し、その定量化に成功した。また、研究実績の概要2)においても、現在問題となっている素子寿命に対する一つの解決策を提案している。共同研究は、上記を含め、領域内では14グループとの間で研究を進め、また、海外とは研究実績の概要3)のグループを含め、9グループとの間で共同研究を進めている。以上の点から、当初の計画以上の進展と言える。

Strategy for Future Research Activity

昨年度、大きな進展があった、発光に関わるすべての速度定数の定量的予測に関する研究は、現在さらなる展開へと発展しつつある。また、領域内の中野Gとの共同研究で、新たなTADF材料が開発されつつある。さらに、最低励起一重項(S1)と三重項(T1)のエネルギー準位が逆転したinverted S1-T1分子に関する研究を現在進めている。今後、これらの研究をさらに大きく推進させる。

  • Research Products

    (40 results)

All 2024 2023 Other

All Int'l Joint Research (6 results) Journal Article (11 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 11 results,  Open Access: 3 results) Presentation (22 results) (of which Int'l Joint Research: 13 results,  Invited: 12 results) Patent(Industrial Property Rights) (1 results)

  • [Int'l Joint Research] Durham University/University of St Andrews(英国)

    • Country Name
      UNITED KINGDOM
    • Counterpart Institution
      Durham University/University of St Andrews
  • [Int'l Joint Research] Julius-Maximilians-Universitat Wurzburg/University of Cologne(ドイツ)

    • Country Name
      GERMANY
    • Counterpart Institution
      Julius-Maximilians-Universitat Wurzburg/University of Cologne
  • [Int'l Joint Research] Indian Institute of Science(インド)

    • Country Name
      INDIA
    • Counterpart Institution
      Indian Institute of Science
  • [Int'l Joint Research] University of Parma(イタリア)

    • Country Name
      ITALY
    • Counterpart Institution
      University of Parma
  • [Int'l Joint Research] Kyung Hee University(韓国)

    • Country Name
      KOREA (REP. OF KOREA)
    • Counterpart Institution
      Kyung Hee University
  • [Int'l Joint Research]

    • # of Other Countries
      1
  • [Journal Article] Benzoylfuran- and Thiophene-Based Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes2024

    • Author(s)
      Thamodharan Viswanathan, Yu Kusakabe, Upasha Acharyya, Hironori Kaji and Pachaiyappan Rajamalli
    • Journal Title

      ACS Appl. Opt. Mater.

      Volume: - Pages: -

    • DOI

      10.1021/acsaom.3c00475

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Significant Waste Reduction in Liquid Chromatography by a Reusable Large-Volume Monolithic Silica Column2024

    • Author(s)
      Riichi Miyamoto, Kazuyoshi Kanamori, Hiromichi Nakagawa, Hiroyuki Tanaka and Hironori Kaji
    • Journal Title

      ACS Sustainable Chem. Eng.

      Volume: - Pages: -

    • DOI

      10.1021/acssuschemeng.3c07671

    • Peer Reviewed
  • [Journal Article] Triarylborane-based thermally activated delayed fluorescence materials with an efficient reverse intersystem crossing2024

    • Author(s)
      Ryosuke Okumura, Yu Kusakabe, Florian Rauch, Lukas Lubczyk, Katsuaki Suzuki, Todd Marder and Hironori Kaji
    • Journal Title

      Appl. Phys. Express

      Volume: - Pages: -

    • DOI

      10.35848/1882-0786/ad392a

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] The Perfluoroadamantyl group: a bulky and highly electron-withdrawing substituent in thermally activated delayed fluorescence materials2024

    • Author(s)
      Midori Akiyama, Yuka Yasuda, Daiki Kisoi, Yu Kusakabe, Hironori Kaji and Hiroshi Imahori
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 97 Pages: 1-6

    • DOI

      10.1093/bulcsj/uoae025

    • Peer Reviewed
  • [Journal Article] Conformational, Host, and Vibrational Effects Giving Rise to Dynamic TADF Behavior in the Through-Space Charge Transfer, Triptycene Bridged Acridine-Triazine Donor Acceptor TADF Molecule TpAT-tFFO2023

    • Author(s)
      Hector Miranda-Salinas, Angela Rodriguez-Serrano, Jeremy M. Kaminski, Fabian Dinkelbach, Nakagawa Hiromichi, Yu Kusakabe, Hironori Kaji, Christel M. Marian*, and Andrew P. Monkman
    • Journal Title

      J. Phys. Chem. C

      Volume: 127 Pages: 8607-8617

    • DOI

      10.1021/acs.jpcc.2c07529

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] A binaphthalimide motif as a chiral scaffold for thermally activated delayed fluorescence with circularly polarized luminescence activity2023

    • Author(s)
      Yugo Tsuji, Natsuko Kanno, Chigusa Goto, Shohei Katao, Yasuo Okajima, Pablo Reine, Paulius Imbrasas, Sebastian Reineke, Katsuyuki Shizu, Takuya Nakashima, Hironori Kaji, Tsuyoshi Kawai and Marine Louis
    • Journal Title

      J. Mater. Chem. C

      Volume: 11 Pages: 5968-5978

    • DOI

      10.1039/d3tc00316g

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Multiple donor-acceptor design for highly luminescent and stable thermally activated delayed fluorescence emitters2023

    • Author(s)
      Bhagya Madushani, Masashi Mamada, Kenichi Goushi, Thanh Ba Nguyen, Hajime Nakanotani, Hironori Kaji and Chihaya Adachi
    • Journal Title

      Sci. Rep.

      Volume: 13 Pages: 7644

    • DOI

      10.1038/s41598-023-34623-9

    • Peer Reviewed / Open Access
  • [Journal Article] Direct operando observation and control of charge states in organic light-emitting diodes with a thermally activated delayed fluorescence material2023

    • Author(s)
      Shintaro Yumoto, Junya Katsumata, Fumiya Osawa, Yoshimasa Wada, Katsuaki Suzuki, Hironori Kaji and Kazuhiro Maru
    • Journal Title

      Sci. Rep.

      Volume: 13 Pages: 11109

    • DOI

      10.1038/s41598-023-38063-3

    • Peer Reviewed / Open Access
  • [Journal Article] Torsion Angle Analysis of a Thermally Activated Delayed Fluorescence Emitter in an Amorphous State Using Dynamic Nuclear Polarization Enhanced Solid-State NMR2023

    • Author(s)
      Katsuaki Suzuki and Hironori Kaji
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 145 Pages: 16324-16329

    • DOI

      10.1021/jacs.3c05204

    • Peer Reviewed
  • [Journal Article] Multiple Stimuli-Responsive Supramolecular Organic Framework under Concomitant Emission Color Changes2023

    • Author(s)
      Hiroyuki Tanaka, Yoshiyuki Mizuhata, Norihiro Tokitoh, Riichi Miyamoto, Kazuyoshi Kanamori and Hironori Kaji
    • Journal Title

      J. Phys. Chem. C

      Volume: 127 Pages: 20459-20465

    • DOI

      10.1021/acs.jpcc.3c03459

    • Peer Reviewed
  • [Journal Article] Unusual flexibility of transparent poly(methylsilsesquioxane) aerogels by surfactant-induced mesoscopic fiber-like assembly2023

    • Author(s)
      Ryota Ueoka , Yosuke Hara, Ayaka Maeno, Hironori Kaji, Kazuki Nakanishi and Kazuyoshi Kanamori
    • Journal Title

      Nat. Commun.

      Volume: 15 Pages: 5461

    • DOI

      10.1038/s41467-024-44713-5

    • Peer Reviewed / Open Access
  • [Presentation] 分子動力学および動的モンテカルロ法による有機蒸着膜中での分子配向と電荷移動度の予測2024

    • Author(s)
      石原 蔵人、梶 弘典
    • Organizer
      2024年第71回応用物理学会春季学術講演会
  • [Presentation] 項間交差より高速な逆項間交差を有する新規有機発光材料の開発2024

    • Author(s)
      奥村 亮祐、田中 啓之、志津 功將、福嶋 祥平、梶 弘典
    • Organizer
      2024年第71回応用物理学会春季学術講演会
  • [Presentation] Computer-based Materials Design and Comprehensive Understanding of Emitters in Organic Light-Emitting Diodes2023

    • Author(s)
      Hironori Kaji
    • Organizer
      14th Japan-China Joint Symposium on Conduction and Photoconduction in Organic Solids and Related Phenomena
    • Int'l Joint Research / Invited
  • [Presentation] Multiscale Simulation for OLEDs: Molecular-Level Understanding of Charge Traps2023

    • Author(s)
      Kaji Hironori
    • Organizer
      The 9th International Symposium on Dynamic Exciton (ISDyEx) and International Symposium on Chiral Nanostructures for Photonique Applications
    • Int'l Joint Research / Invited
  • [Presentation] In-Silico Molecular Design, Device Fabrication, Multiscale Simulation, and NMR for OLEDs2023

    • Author(s)
      Hironori KAJI
    • Organizer
      Strasbourg/Osaka/Kyoto Symposium on Organic Electronics
    • Int'l Joint Research / Invited
  • [Presentation] Molecular design, Device Fabrication, Multiscale Simulation, and NMR for OLEDs2023

    • Author(s)
      Hironori Kaji
    • Organizer
      3rd International Symposium on Dynamic Exciton (ISDyEx)
    • Int'l Joint Research / Invited
  • [Presentation] 固体NMR・DNP-NMRによる非晶構造解析とその有機ELへの応用2023

    • Author(s)
      梶弘典、鈴木克明
    • Organizer
      日本核磁気共鳴学会 第62回NMR討論会
  • [Presentation] Quantitative Prediction of All Rate Constants Relevant to Emission and Quantitative Structure Determination in Amorphous Emitters2023

    • Author(s)
      Hironori Kaji
    • Organizer
      The 15th Asian Conference on Organic electronics 2023
    • Int'l Joint Research / Invited
  • [Presentation] Rational Molecular Design for Accelerating Reverse Intersystem Crossing in TADF2023

    • Author(s)
      Yu Kusakabe, Hironori Kaji
    • Organizer
      The 2nd Seminar on International Core-to-Core Project Nano Carbon Device Science at Kyoto
    • Int'l Joint Research
  • [Presentation] Molecular-Level Analysis of Charge Traps in An Organic Amorphous Film by Multiscale Simulation2023

    • Author(s)
      Hiroki Sato, Hironori Kaji
    • Organizer
      The 2nd Seminar on International Core-to-Core Project Nano Carbon Device Science at Kyoto
    • Int'l Joint Research
  • [Presentation] NMR Studies on Organic Light-Emitting Diodes2023

    • Author(s)
      梶 弘典
    • Organizer
      第23回若手NMR研究会
    • Invited
  • [Presentation] マルチスケールシミュレーションを用いた有機非晶膜における電荷トラップの分子レベル解析2023

    • Author(s)
      佐藤 弘毅、上田 駿、梶 弘典
    • Organizer
      第84回応用物理学会秋季学術講演会
    • Invited
  • [Presentation] Quantitative Solid-State NMR analysis of amorphous structures in organic light-emitting diodes2023

    • Author(s)
      Hironori Kaji
    • Organizer
      SMASH 2023
    • Int'l Joint Research
  • [Presentation] Accelerating Reverse Intersystem Crossing in Thermally Activated Delayed Fluorescence via the Heavy-Atom Effect2023

    • Author(s)
      Katsuyuki Shizu, Hironori Kaji
    • Organizer
      International Congress on Pure & Applied Chemistry (ICPAC) Bali 2023
    • Int'l Joint Research / Invited
  • [Presentation] 可逆なクロミック特性を示す刺激応答性超分子有機構造体2023

    • Author(s)
      田中 啓之、水畑 吉行、時任 宣博、宮本 利一、金森 主祥、梶 弘典
    • Organizer
      2023年光化学討論会
  • [Presentation] Quantitative Amorpous Structure Analysis of Organic Light-emitting Materials by Solid-state NMR2023

    • Author(s)
      Hironori Kaji
    • Organizer
      ACS FALL 2023
    • Int'l Joint Research / Invited
  • [Presentation] Material Design on Dynamic Exciton2023

    • Author(s)
      Hironori Kaji
    • Organizer
      The 10th International Summer Course on "Dynamic Exciton"
    • Int'l Joint Research / Invited
  • [Presentation] Host effect in solution-processed hyperfluorescence systems2023

    • Author(s)
      Yongxia Ren、梶 弘典
    • Organizer
      「有機EL討論会」第36回例会
  • [Presentation] 有機非晶系におけるマルチスケール電荷輸送解析-移動度の分布と電荷トラップの分子論的理解-2023

    • Author(s)
      佐藤 弘毅、梶 弘典
    • Organizer
      「有機EL討論会」第36回例会
  • [Presentation] 多重共鳴熱活性型遅延蛍光における逆項間交差メカニズムの理論的解明2023

    • Author(s)
      志津 功將、梶 弘典
    • Organizer
      日本コンピュータ化学会2023年春季年会
  • [Presentation] Structural and Dynamics Analysis of Organic Semiconducting Materials by Solid State NMR2023

    • Author(s)
      K. Suzuki and H. Kaji
    • Organizer
      243rd ECS Meeting
    • Int'l Joint Research / Invited
  • [Presentation] Computational Approach for Materials Design and Comprehensive Understanding of Organic Light-Emitting Diode2023

    • Author(s)
      H. Kaji
    • Organizer
      243rd ECS Meeting
    • Int'l Joint Research / Invited
  • [Patent(Industrial Property Rights)] 化合物の処理方法、化合物又はその反応物の製造方法、化合物の処理システム及び交換用の処理カラム2023

    • Inventor(s)
      金森主祥、宮本利一、梶弘典、田中啓之、中川博道
    • Industrial Property Rights Holder
      金森主祥、宮本利一、梶弘典、田中啓之、中川博道
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      特願2023-112226

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Published: 2024-12-25  

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