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A Donor–Acceptor Cage for Thermally Activated Delayed Fluorescence: toward a New Kind of TADF Exciplex Emitters

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    A Donor–Acceptor Cage for Thermally Activated Delayed Fluorescence: toward a New Kind of TADF Exciplex Emitters
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    • Lihua Chen
      Lihua Chen
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
      More by Lihua Chen
    • Chuanlong Li
      Chuanlong Li
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
      More by Chuanlong Li
    • Enguang Fu
      Enguang Fu
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
      More by Enguang Fu
    • Mengyang Li
      Mengyang Li
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
      More by Mengyang Li
    • Yoshiaki Kuboi
      Yoshiaki Kuboi
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
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    • Zi-Ying Li
      Zi-Ying Li
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
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    • Zhenghong Chen
      Zhenghong Chen
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
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    • Jiaolong Chen
      Jiaolong Chen
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
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    • Xuelong Liu
      Xuelong Liu
      Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan
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    • Xun Tang
      Xun Tang
      Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan
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    • Lucas Frédéric
      Lucas Frédéric
      Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, IPCM 4 place Jussieu, Paris 75005, France
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    • François Maurel
      François Maurel
      Université Paris Cité, CNRS, ITODYS, Paris F-75013, France
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      Orcidhttps://orcid.org/0000-0002-4768-1902
    • Chihaya Adachi*
      Chihaya Adachi
      Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan
      International Institute for Carbon Neutral Energy Research (WPI-I2CNER), 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan
      *Email: [email protected]
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      Orcidhttps://orcid.org/0000-0001-6117-9604
    • Fabrice Mathevet*
      Fabrice Mathevet
      Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan
      Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, IPCM 4 place Jussieu, Paris 75005, France
      *Email: [email protected]
      More by Fabrice Mathevet
    • Shaodong Zhang*
      Shaodong Zhang
      School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China
      *Email: [email protected]
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      Orcidhttps://orcid.org/0000-0001-7923-8457
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    ACS Materials Letters

    Cite this: ACS Materials Lett. 2023, 5, 5, 1450–1455
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    https://doi.org/10.1021/acsmaterialslett.3c00310
    Published April 11, 2023
    Copyright © 2023 American Chemical Society
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    Abstract

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    We present the rational design of an organic cage combining an electron-donating (D) triazatruxene and electron-accepting (A) triphenyl triazine connected by three electronically inert pillars. This controlled architecture leads to a precise spatial separation and cofacial alignment of the D and A motifs. Such an architecture induces an efficient intramolecular through-space charge transfer (TSCT), providing a small singlet–triplet energy difference (ΔEST) of 0.049 eV, and thus gives rise to a thermally activated delayed fluorescence (TADF) macrocyclic exciplex emitter.

    Copyright © 2023 American Chemical Society

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    Cited By

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    This article is cited by 7 publications.

    1. Yixiao Yin, Yinyan Wu, Binghong He, Zekun Xia, Weiguo Zhu, Jun Yeob Lee, Yafei Wang. New Concept for HLCT Emitter: Acceptor Molecule in Exciplex System for Highly Efficient and Extremely Low-Efficiency Roll-Off Solution-Processed OLED. ACS Materials Letters 2024, 6 (10) , 4738-4747. https://doi.org/10.1021/acsmaterialslett.4c01643
    2. Swadhin Garain, Kazutaka Shoyama, Lea-Marleen Ginder, Menyhárt Sárosi, Frank Würthner. The Delayed Box: Biphenyl Bisimide Cyclophane, a Supramolecular Nano-environment for the Efficient Generation of Delayed Fluorescence. Journal of the American Chemical Society 2024, 146 (31) , 22056-22063. https://doi.org/10.1021/jacs.4c07730
    3. Lihuan Tong, Jie Yang, Yujie Yang, Zhenjiang Liu, Manman Fang, Zhen Li. Odd–Even Effect in Charge Transfer Complexes through the Regulation of the Alkyl Chain. ACS Materials Letters 2024, 6 (7) , 2748-2756. https://doi.org/10.1021/acsmaterialslett.4c00955
    4. Fu-Ming Liu, Zhi-Hao Qu, Peng Zuo, You-Jun Yu, Meng-Tian Li, Liang-Sheng Liao, Dong-Ying Zhou, Zuo-Quan Jiang. Ternary Wrapped Nitrogen/Carbonyl Multiresonance TADF Emitters with Quenching-Resistant Abilities. ACS Materials Letters 2024, 6 (4) , 1380-1387. https://doi.org/10.1021/acsmaterialslett.4c00210
    5. Gang Wu, Sheng-Yi Zhuang, Jiabin Xing, Qihan Lin, Zhan-Ting Li, Dan-Wei Zhang. Modular Strategy for Constructing para-Cage[n]arenes, meta-Cage[n]arenes, and meta-Bimacrocyclic-Arenes. Organic Letters 2024, 26 (10) , 2007-2012. https://doi.org/10.1021/acs.orglett.4c00033
    6. Yating Wang, Tingting Yang, Shufan Dong, Song Zhao, Wenjian Dong, Huixia Xu, Xiyu Wang, Yanqin Miao, Hua Wang. Thermally Activated Delayed Fluorescent Emitters Based on Cyanobenzene Exhibiting Fast Reverse Intersystem Crossing to Suppress the Efficiency Roll-Off. ACS Materials Letters 2024, 6 (3) , 1020-1028. https://doi.org/10.1021/acsmaterialslett.3c01620
    7. Zhenyu Yang, Ramesh Nandi, Anna Orieshyna, Renana Gershoni-Poranne, Shaodong Zhang, Nadav Amdursky. Light-Triggered Enhancement of Fluorescence Efficiency in Organic Cages. The Journal of Physical Chemistry Letters 2024, 15 (1) , 136-141. https://doi.org/10.1021/acs.jpclett.3c02667
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    ACS Materials Letters

    Cite this: ACS Materials Lett. 2023, 5, 5, 1450–1455
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acsmaterialslett.3c00310
    Published April 11, 2023
    Copyright © 2023 American Chemical Society
    Request reuse permissions

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