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Multifunctional smart hole-transporters realizing extremely low-power-consumption and long life OLEDs

Research Project

Project/Area Number 20H02807
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 InstitutionYamagata University

Principal Investigator

Sasabe Hisahiro  山形大学, 大学院有機材料システム研究科, 准教授 (10570731)

Co-Investigator(Kenkyū-buntansha) 横山 大輔  山形大学, 大学院有機材料システム研究科, 准教授 (00518821)
片桐 洋史  山形大学, 大学院有機材料システム研究科, 教授 (40447206)
Project Period (FY) 2020-04-01 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥18,070,000 (Direct Cost: ¥13,900,000、Indirect Cost: ¥4,170,000)
Fiscal Year 2022: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2021: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2020: ¥9,490,000 (Direct Cost: ¥7,300,000、Indirect Cost: ¥2,190,000)
Keywords有機EL / 熱活性化遅延蛍光 / ホール輸送材料 / 界面制御 / 結合解離エネルギー / アリールアミン誘導体 / 熱活性化遅延蛍光材料 / 長寿命化 / 長寿命 / 低消費電力
Outline of Research at the Start

純粋な有機化合物を用いる熱活性化遅延蛍光(TADF)型有機 EL 素子は、効率の改善、 低消費電力化が急速に進み、現行のリン光系に匹敵しつつある。一方、効率と寿命の両立 の観点からは大幅な改善が必要である。本研究では、耐 久性・移動度に優れるホール輸送材料群により、現状、低効率で短寿命に留まっている TADF デバイスの高効率・長寿命化を実現する。

Outline of Final Research Achievements

In this study, we have tried to prolong the stability of thermally activated delayed fluorescence (TADF) based OLEDs. Specifically, we focused on the interface between the emitting layer (EML) and the charge transport layer, especially the interface between the hole transport layer (HTL) and EML, and attempted to extend the lifetime by preventing exciton quenching and electrochemical degradation at the HTL/EML interface. Consequently, by developing a series of electrochemically robust HTLs, we have greatly enhanced the lifetime of TADF-based OLEDs to over LT50 = 30000 hours at 1000 cd/m2.

Academic Significance and Societal Importance of the Research Achievements

本研究によって、発光層界面のサイエンスが明らかになり、高耐久性・高移動度ホール輸送材料の普遍的な分子設計指針が獲得できれば、TADF素子のみならず、全世代の有機ELの飛躍的な長寿命化が可能になる。また、得られる構造-物性相関の支配因子は、有機半導体物性物理の基礎学理の構築の立場から非常に意義があると考える。

Report

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

    (44 results)

All 2023 2022 2021 2020

All Journal Article (25 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 25 results,  Open Access: 2 results) Presentation (19 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results)

  • [Journal Article] Robust Spirobifluorene Core Based Hole Transporters with High Mobility for Long-Life Green Phosphorescent Organic Light-Emitting Devices2023

    • Author(s)
      Natsuo Nagamura, Hisahiro Sasabe, Hiroki Sato, Nozomi Ito, Shoki Abe, Yoshihito Sukegawa, Daisuke Yokoyama, Hironori Kaji and Junji Kido
    • Journal Title

      Chem. Eur. J.

      Volume: 29 Issue: 1

    • DOI

      10.1002/chem.202202636

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effect of substitution position of dibenzofuran-terminated robust hole-transporters on physical properties and TADF OLED performances2023

    • Author(s)
      Abe Shoki、Sasabe Hisahiro、Nakamura Takeru、Matsuya Misaki、Saito Yu、Hanayama Takanori、Araki Suguru、Kumada Kengo、Kido Junji
    • Journal Title

      Molecular Systems Design & Engineering

      Volume: 8 Issue: 3 Pages: 388-393

    • DOI

      10.1039/d2me00225f

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Quinoline-Modified Phenanthroline Electron-Transporters as n-Type Exciplex Partners for Highly Efficient and Stable Deep-Red OLEDs2023

    • Author(s)
      Saito Yu、Sasabe Hisahiro、Tsuneyama Hisaki、Abe Shoki、Matsuya Misaki、Kawano Tomoya、Kori Yuma、Hanayama Takanori、Kido Junji
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 96 Issue: 1 Pages: 24-28

    • DOI

      10.1246/bcsj.20220297

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly Luminescent Aluminum Complex with β-Diketone Ligands Exhibiting Near-Unity Photoluminescence Quantum Yield, Thermally Activated Delayed Fluorescence, and Rapid Radiative Decay Rate Properties in Solution-Processed Organic Light-Emitting Devices2023

    • Author(s)
      Matsuya Misaki、Sasabe Hisahiro、Sumikoshi Shunsuke、Hoshi Keigo、Nakao Kohei、Kumada Kengo、Sugiyama Ryo、Sato Ryoma、Kido Junji
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 96 Issue: 2 Pages: 183-189

    • DOI

      10.1246/bcsj.20220327

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Tetrapyridine/triphenyltriazine-conjugated electron transporters for low-power-consumption, high-stability phosphorescent OLEDs2023

    • Author(s)
      Kawano Tomoya、Sasabe Hisahiro、Saito Yu、Chen Yuhui、Kori Yuma、Nakamura Takeru、Abe Shoki、Maruyama Tomohiro、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 11 Issue: 12 Pages: 4129-4135

    • DOI

      10.1039/d2tc04647d

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly efficient and stable green fluorescent OLEDs with high color purity using a BODIPY derivative2023

    • Author(s)
      Nakamura Takeru、Sasabe Hisahiro、Abe Shoki、Kumada Kengo、Sugiyama Ryo、Hanayama Takanori、Kido Junji
    • Journal Title

      Molecular Systems Design & Engineering

      Volume: - Issue: 7 Pages: 866-873

    • DOI

      10.1039/d3me00029j

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Extremely High Power Efficiency Solution‐Processed Orange‐Red TADF OLEDs via a Synergistic Strategy of Molecular and Device Engineering2022

    • Author(s)
      Jiang Dehao、Sasabe Hisahiro、Arai Hiroki、Nakao Kohei、Kumada Kengo、Kido Junji
    • Journal Title

      Advanced Optical Materials

      Volume: 10 Issue: 6 Pages: 2102774-2102774

    • DOI

      10.1002/adom.202102774

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly stable and efficient deep-red phosphorescent organic light-emitting devices using a phenanthroline derivative as an n-type exciplex host partner2022

    • Author(s)
      Tsuneyama Hisaki、Sasabe Hisahiro、Saito Yu、Noda Taito、Saito Daiki、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 10 Issue: 6 Pages: 2073-2079

    • DOI

      10.1039/d1tc05417a

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Four Dibenzofuran‐Terminated High‐Triplet‐Energy Hole Transporters for High‐Efficiency and Long‐Life Organic Light‐Emitting Devices2022

    • Author(s)
      Sasabe Hisahiro、Araki Suguru、Abe Shoki、Ito Nozomi、Kumada Kengo、Noda Taito、Sukegawa Yoshihito、Yokoyama Daisuke、Kido Junji
    • Journal Title

      Chemistry A European Journal

      Volume: 28 Issue: 13

    • DOI

      10.1002/chem.202104408

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Controlling the electronic structures of triphenylene based sky blue TADF emitters by chemical modifications for high efficiency with shorter emission lifetimes2022

    • Author(s)
      Kumada Kengo、Sasabe Hisahiro、Nakao Kohei、Matsuya Misaki、Noda Taito、Arai Hiroki、Kido Junji
    • Journal Title

      Chemical Engineering Journal

      Volume: 435 Pages: 134925-134925

    • DOI

      10.1016/j.cej.2022.134925

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Constructing Soluble Anthracene‐Based Blue Emitters Free of Electrically Inert Alkyl Chains for Efficient Evaporation‐ and Solution‐Based OLEDs2022

    • Author(s)
      Noda Taito、Sasabe Hisahiro、Owada Tsukasa、Sugiyama Ryo、Arai Ayato、Kumada Kengo、Tsuneyama Hisaki、Saito Yu、Kido Junji
    • Journal Title

      ChemPlusChem

      Volume: 87 Issue: 3

    • DOI

      10.1002/cplu.202100517

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A multifunctional hole-transporter for high-performance TADF OLEDs and clarification of factors governing the transport property by multiscale simulation2022

    • Author(s)
      Natsuo Nagamura, Hisahiro Sasabe, Hiroki Sato, Takahiro Kamata, Nozomi Ito, Suguru Araki, Shoki Abe, Yoshihito Sukegawa, Daisuke Yokoyama, Hironori Kaji and Junji Kido
    • Journal Title

      J. Mater. Chem. C

      Volume: 10 Issue: 22 Pages: 8694-8701

    • DOI

      10.1039/d2tc00716a

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nonbonding/Bonding Molecular Orbital Regulation of Nitrogen‐Boron‐Oxygen‐embedded Blue/Green Multiresonant TADF Emitters with High Efficiency and Color Purity2022

    • Author(s)
      Liu Guanting、Sasabe Hisahiro、Kumada Kengo、Arai Hiroki、Kido Junji
    • Journal Title

      Chemistry A European Journal

      Volume: 28 Issue: 48

    • DOI

      10.1002/chem.202201605

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Dibenzothiophene/Terpyridine Conjugated Asymmetric Electron-Transporters for High-efficiency and Long-life Green Phosphorescent OLEDs2021

    • Author(s)
      Maruyama Tomohiro、Sasabe Hisahiro、Watanabe Yuichiro、Owada Tsukasa、Yoshioka Ryo、Saito Yu、Kawano Tomoya、Kido Junji
    • Journal Title

      Chemistry Letters

      Volume: 50 Issue: 3 Pages: 534-537

    • DOI

      10.1246/cl.200803

    • NAID

      130007995519

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Novel Series of Mononuclear Aluminum Complexes for High-Performance Solution-Processed Organic Light-Emitting Devices2021

    • Author(s)
      Kohei Nakao, Hisahiro Sasabe, Yusuke Shibuya, Amane Matsunagara, Hiroshi Katagiri, Junji Kido
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 133 Issue: 11 Pages: 6101-6106

    • DOI

      10.1002/anie.202014941

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Improved operational lifetime of deep-red phosphorescent organic light-emitting diodes using a benzothienobenzothiophene (BTBT)-based p-type host material2021

    • Author(s)
      Saito Daiki、Sasabe Hisahiro、Kikuchi Takayoshi、Ito Takashi、Tsuneyama Hisaki、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 9 Issue: 4 Pages: 1215-1220

    • DOI

      10.1039/d0tc05234e

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] π‐Extended Carbazole Derivatives as Host Materials for Highly Efficient and Long‐Life Green Phosphorescent Organic Light‐Emitting Diodes2021

    • Author(s)
      Arai Ayato、Sasabe Hisahiro、Nakao Kohei、Masuda Yuki、Kido Junji
    • Journal Title

      Chemistry ? A European Journal

      Volume: 27 Issue: 15 Pages: 4971-4976

    • DOI

      10.1002/chem.202005144

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Spirobiacridine‐based Delayed Fluorescence Emitters for High‐performance Organic Light‐Emitting Devices2021

    • Author(s)
      Arai Hiroki、Sasabe Hisahiro、Tsuneyama Hisaki、Kumada Kengo、Kido Junji
    • Journal Title

      Chemistry ? A European Journal

      Volume: 27 Issue: 42 Pages: 10869-10874

    • DOI

      10.1002/chem.202101188

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Facile synthesis of multi-resonance ultra-pure-green TADF emitters based on bridged diarylamine derivatives for efficient OLEDs with narrow emission2021

    • Author(s)
      Liu Guanting、Sasabe Hisahiro、Kumada Kengo、Matsunaga Amane、Katagiri Hiroshi、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 9 Issue: 26 Pages: 8308-8313

    • DOI

      10.1039/d1tc01427g

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bis(Triphenylamine)Benzodifuran Chromophores: Synthesis, Electronic Properties and Application in Organic Light-Emitting Diodes2021

    • Author(s)
      Li Hui、Komatsu Ryutaro、Hankache Jihane、Sasabe Hisahiro、Lawson Daku Latevi Max、?zen Bilal、Chen Songjie、Hauser J?rg、Hauser Andreas、Decurtins Silvio、Kido Junji、Liu Shi-Xia
    • Journal Title

      Frontiers in Chemistry

      Volume: 9 Pages: 721272-721272

    • DOI

      10.3389/fchem.2021.721272

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Spirobiacridine-based Host Material for Highly Efficient Blue Phosphorescent Organic Light-emitting Devices2020

    • Author(s)
      Arai Hiroki、Sasabe Hisahiro、Nakao Kohei、Masuda Yuki、Kido Junji
    • Journal Title

      Chemistry Letters

      Volume: 49 Issue: 3 Pages: 228-231

    • DOI

      10.1246/cl.190840

    • NAID

      130007805913

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A terpyridine-modified chrysene derivative as an electron transporter to improve the lifetime in phosphorescent OLEDs2020

    • Author(s)
      Owada Tsukasa、Sasabe Hisahiro、Sukegawa Yoshihito、Watanabe Taiki、Maruyama Tomohiro、Watanabe Yuichiro、Yokoyama Daisuke、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 8 Issue: 9 Pages: 3200-3205

    • DOI

      10.1039/c9tc06393e

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Simultaneous realization of high-efficiency, low-drive voltage, and long lifetime TADF OLEDs by multifunctional hole-transporters2020

    • Author(s)
      Kamata Takahiro、Sasabe Hisahiro、Ito Nozomi、Sukegawa Yoshihito、Arai Ayato、Chiba Takayuki、Yokoyama Daisuke、Kido Junji
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 8 Issue: 21 Pages: 7200-7210

    • DOI

      10.1039/d0tc00330a

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular Orientations of Delayed Fluorescent Emitters in a Series of Carbazole-Based Host Materials2020

    • Author(s)
      Hisahiro Sasabe, Yuki Chikayasu, Satoru Ohisa, Hiroki Arai, Tatsuya Ohsawa, Ryutaro Komatsu, Yuichiro Watanabe, Daisuke Yokoyama, Junji Kido
    • Journal Title

      Frontiers in Chemistry

      Volume: 8 Pages: 427-427

    • DOI

      10.3389/fchem.2020.00427

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] <i>S</i>-Vinyl Sulfide-Derived Pendant-Type Sulfone/Phenoxazine-Based Polymers Exhibiting Thermally Activated Delayed Fluorescence: Synthesis and Photophysical Property Characterization2020

    • Author(s)
      Kosai Jun、Masuda Yuki、Chikayasu Yuki、Takahashi Yoshihito、Sasabe Hisahiro、Chiba Takayuki、Kido Junji、Mori Hideharu
    • Journal Title

      ACS Applied Polymer Materials

      Volume: 2 Issue: 8 Pages: 3310-3318

    • DOI

      10.1021/acsapm.0c00441

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Presentation] 熱活性化遅延蛍光を示す単核アルミニウム錯体と高効率塗布型有機EL2022

    • Author(s)
      松家実咲、星京吾、熊田健吾、佐藤龍磨、笹部久宏、城戸淳二
    • Organizer
      第83回応用物理学会秋季学術講演会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 低消費電力・長寿命な緑色リン光有機 EL を実現するテトラピリジン含有電子輸送材料群2022

    • Author(s)
      河野朝哉、齋藤優、郡悠真、丸山朋洋、笹部久宏、城戸淳二
    • Organizer
      第83回応用物理学会秋季学術講演会
    • Related Report
      2022 Annual Research Report
  • [Presentation] TADF 分子を増感剤に用いた狭半値幅緑色有機 EL の高効率・長寿命化2022

    • Author(s)
      中村剛瑠、阿部翔希、熊田健吾、吉田波音、笹部久宏、城戸淳二
    • Organizer
      第83回応用物理学会秋季学術講演会
    • Related Report
      2022 Annual Research Report
  • [Presentation] カルバゾール誘導体ホスト中での TADF 分子の分子配向2022

    • Author(s)
      田波音、荒井博貴、中村剛瑠、笹部久宏、城戸淳二
    • Organizer
      第83回応用物理学会秋季学術講演会
    • Related Report
      2022 Annual Research Report
  • [Presentation] りん光アシストドーパントを用いた高効率・長寿命近赤外有機 EL2022

    • Author(s)
      花山貴則、佐野健志、齋藤優、高下太一、笹部久宏、城戸淳二
    • Organizer
      第83回応用物理学会秋季学術講演会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 高効率有機 ELを実現するスピロビアクリジン誘導体 TADF 材料群の合成と分子配向のホスト依存性2022

    • Author(s)
      荒井博貴、吉田波音、熊田健吾、笹部久宏、城戸淳二
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 高効率・長寿命有機ELを実現する多機能性ホール輸送材料群2022

    • Author(s)
      笹部久宏
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] 高性能TADF型有機ELを実現する多機能型ホール輸送材料とマルチスケールシミュレーションによる定量的解析2021

    • Author(s)
      長村夏生、笹部久宏、佐藤弘毅、伊藤望、鎌田嵩弘、荒木卓、阿部翔希、鮏川慶仁、横山大輔、梶弘典、城戸淳二
    • Organizer
      第82回応用物理学会秋季学術講演会
    • Related Report
      2021 Annual Research Report
  • [Presentation] o-ビフェニル含有ビアントラセン誘導体青色蛍光材料2021

    • Author(s)
      野田泰登、笹部久宏、大和田宰、杉山遼、荒井綾斗、城戸淳二
    • Organizer
      第82回応用物理学会秋季学術講演会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 高効率・長寿命有機ELを実現するキノリン含有フェナントロリン誘導体電子輸送材料群2021

    • Author(s)
      齋藤優、笹部久宏、河野朝哉、丸山朋洋、城戸淳二
    • Organizer
      第82回応用物理学会秋季学術講演会
    • Related Report
      2021 Annual Research Report
  • [Presentation] ジベンゾフラン含有ホール輸送材料の末端置換位置の効果2021

    • Author(s)
      阿部翔希、笹部久宏、荒木卓、中村剛瑠、伊藤望、城戸淳二
    • Organizer
      第82回応用物理学会秋季学術講演会
    • Related Report
      2021 Annual Research Report
  • [Presentation] High-efficiency and low-driving voltage solution-processed orange-red OLEDs based on dibenzo[a,c]phenazine-based TADF emitters2021

    • Author(s)
      Dehao Jiang, Hisahiro Sasabe, Hiroki Arai, Kohei Nakao, Kengo Nakao, Junji Kido
    • Organizer
      第82回応用物理学会秋季学術講演会
    • Related Report
      2021 Annual Research Report
  • [Presentation] Multifunctional Smart Hole-Transporters Realizing High-Efficiency and Stable TADF OLEDs2021

    • Author(s)
      Hisahiro Sasabe
    • Organizer
      13th Asian Conference on Organic Electronics, VIP2-3
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高効率・長寿命TADF 型有機 EL を実現するテトラジベンゾフラン誘導体ホール輸送材料群2021

    • Author(s)
      荒木 卓、笹部 久宏、伊藤 望、阿部 翔希、城戸 淳二
    • Organizer
      第 68 回応用物理学会春季学術講演会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 高効率有機EL 素子を実現する非対称スピロビアクリジ ン誘導体 TADF 発光材料2021

    • Author(s)
      荒井博貴、 笹部 久宏、熊田 健吾、 城戸 淳二
    • Organizer
      第 68 回応用物理学会春季学術講演会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 高効率塗布型有機 EL 素子を実現する単核アルミニウム錯体群2021

    • Author(s)
      中尾 晃平、笹部 久宏、渋谷 勇助、松永 周、片桐 洋史、城戸 淳二
    • Organizer
      第 68 回応用物理学会春季学術講演会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Multi-resonance green TADF emitters based on bridged diarylamine derivatives2021

    • Author(s)
      Guanting Liu, Hisahiro Sasabe, Kengo Kumada, Junji Kido
    • Organizer
      第 68 回応用物理学会秋季学術講演会
    • Related Report
      2020 Annual Research Report
  • [Presentation] フェナントロリン誘導体を n 型ホスト材料として用いた長寿命深赤色有機 EL2020

    • Author(s)
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    • Related Report
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Published: 2020-04-28   Modified: 2024-01-30  

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