Carbazole-Based DABNA Analogues as Highly Efficient Thermally Activated Delayed Fluorescence Materials for Narrowband Organic Light-Emitting Diodes

被引:196
|
作者
Oda, Susumu [1 ]
Kumano, Wataru [1 ]
Hama, Toshiki [1 ]
Kawasumi, Ryosuke [2 ]
Yoshiura, Kazuki [1 ]
Hatakeyama, Takuji [1 ]
机构
[1] Kwansei Gakuin Univ, Sch Sci & Technol, Dept Chem, 2-1 Gakuen, Sanda, Hyogo 6691337, Japan
[2] JNC Petrochem Corp, 5-1 Goi Kaigan, Ichihara, Chiba 2908551, Japan
基金
日本科学技术振兴机构; 日本学术振兴会;
关键词
borylation; carbazole; organic light-emitting diodes; organoboron; thermally activated delayed fluorescence; MOLECULAR DESIGN; PURE BLUE; BORON COMPLEXES; DONOR; EMITTERS; BORYLATION; STRATEGY; OLEDS;
D O I
10.1002/anie.202012891
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carbazole-based DABNA analogues (CzDABNAs) were synthesized from triarylamine by regioselective one-shot single and double borylation. The reaction proceeded selectively at the ortho position of the carbazolyl group, where the highest occupied molecular orbital is mainly localized owing to the difference in the electron-donating abilities of the diarylamino and carbazolyl groups. The facile and scalable method enabled synthesis of CzDABNAs, exhibiting narrowband thermally activated delayed fluorescence with emission spectra ranging from deep blue to green. The organic light-emitting diode devices employing these products as emitters exhibited deep-blue, sky-blue, and green emission with high external quantum efficiencies of 19.5, 21.8, and 26.7 %, respectively.
引用
收藏
页码:2882 / 2886
页数:5
相关论文
共 50 条
  • [41] Highly efficient organic light-emitting diodes from delayed fluorescence
    Uoyama, Hiroki
    Goushi, Kenichi
    Shizu, Katsuyuki
    Nomura, Hiroko
    Adachi, Chihaya
    NATURE, 2012, 492 (7428) : 234 - +
  • [42] Organoboron emitters with narrowband thermally activated delayed fluorescence for doped organic light emitting diodes
    Zhao, Tingting
    A, Suru
    Ma, Yurong
    Wang, Nan
    Su, Zhongmin
    Liu, Fangbin
    NEW JOURNAL OF CHEMISTRY, 2025, 49 (10) : 4035 - 4041
  • [43] Efficient thermally activated delayed fluorescence organic light-emitting device based on an exciplex
    Jiang, Xinyan
    Chen, Huanghuang
    Wu, Zhifang
    Jin, Yu
    Zhang, Xining
    Li, Xiaoyan
    Yang, Huishan
    Wu, Zhijun
    OPTICS LETTERS, 2022, 47 (22) : 5873 - 5876
  • [44] Dimesitylarylborane-based luminescent emitters exhibiting highly-efficient thermally activated delayed fluorescence for organic light-emitting diodes
    Kitamoto, Yuichi
    Namikawa, Taketo
    Suzuki, Takatsugu
    Miyata, Yasuo
    Kita, Hiroshi
    Sato, Tetsuo
    Oi, Shuichi
    ORGANIC ELECTRONICS, 2016, 34 : 216 - 225
  • [45] Spiro-Based Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes
    Deng, Yun
    Li, Yue
    Li, Xiaoyan
    Yu, Fan
    Li, Hao
    Zhu, Shoujia
    Wang, Bingyang
    Chen, Zhikuan
    Feng, Quanyou
    Xie, Linghai
    Huang, Wei
    ADVANCED OPTICAL MATERIALS, 2025, 13 (05):
  • [46] Oxadiazole- and triazole-based highly-efficient thermally activated delayed fluorescence emitters for organic light-emitting diodes
    Lee, Jiyoung
    Shizu, Katsuyuki
    Tanaka, Hiroyuki
    Nomura, Hiroko
    Yasuda, Takuma
    Adachi, Chihaya
    JOURNAL OF MATERIALS CHEMISTRY C, 2013, 1 (30) : 4599 - 4604
  • [47] Degradation Mechanisms of Organic Light-Emitting Diodes Based on Thermally Activated Delayed Fluorescence Molecules
    Sandanayaka, Atula S. D.
    Matsushima, Toshinori
    Adachi, Chihaya
    JOURNAL OF PHYSICAL CHEMISTRY C, 2015, 119 (42): : 23845 - 23851
  • [48] Numerical Device Model for Organic Light-Emitting Diodes Based on Thermally Activated Delayed Fluorescence
    van der Zee, Bas
    Li, Yungui
    Wetzelaer, Gert-Jan A. H.
    Blom, Paul W. M.
    ADVANCED ELECTRONIC MATERIALS, 2022, 8 (07)
  • [49] Probe exciplex structure of highly efficient thermally activated delayed fluorescence organic light emitting diodes
    Tzu-Chieh Lin
    Monima Sarma
    Yi-Ting Chen
    Shih-Hung Liu
    Ke-Ting Lin
    Pin-Yi Chiang
    Wei-Tsung Chuang
    Yi-Chen Liu
    Hsiu-Fu Hsu
    Wen-Yi Hung
    Wei-Chieh Tang
    Ken-Tsung Wong
    Pi-Tai Chou
    Nature Communications, 9
  • [50] Probe exciplex structure of highly efficient thermally activated delayed fluorescence organic light emitting diodes
    Lin, Tzu-Chieh
    Sarma, Monima
    Chen, Yi-Ting
    Liu, Shih-Hung
    Lin, Ke-Ting
    Chiang, Pin-Yi
    Chuang, Wei-Tsung
    Liu, Yi-Chen
    Hsu, Hsiu-Fu
    Hung, Wen-Yi
    Tang, Wei-Chieh
    Wong, Ken-Tsung
    Chou, Pi-Tai
    NATURE COMMUNICATIONS, 2018, 9