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有机化学
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有机化学 ›› 2025, Vol. 45 ›› Issue (9): 3390-3400.DOI: 10.6023/cjoc202503019 上一篇    下一篇

研究论文

基于间三联苯修饰的热活化延迟荧光主体材料的设计、合成及电致发光性能研究

朱俊宇a, 廖金龙b, 戴雷b, 陈文铖a,*(), 霍延平a,*()   

  1. a 广东工业大学轻工化工学院 广州 510006
    b 广东阿格蕾雅光电材料有限公司 广东佛山 528300
  • 收稿日期:2025-03-20 修回日期:2025-05-03 发布日期:2025-05-19

Design, Synthesis, and Electroluminescent Performance Study of meta-Terphenyl-Modified Thermally Activated Delayed Fluorescence Host

Junyu Zhua, Jinlong Liaob, Lei Daib, Wencheng Chena,*(), Yanping Huoa,*()   

  1. a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006
    b Guangdong Aglaia Optoelectronic Materials Co. Ltd., Foshan, Guangdong 528300
  • Received:2025-03-20 Revised:2025-05-03 Published:2025-05-19
  • Contact: E-mail: wencchen@gdut.edu.cn; yphuo@gdut.edu.cn

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热活化延迟荧光(TADF)材料是实现超高清有机电激光显示的热门材料, 激基复合物具有TADF的特性. 本工作设计并合成基于间三联苯修饰的9-([1,1':3',1'-三苯基]-3-基)-9'-苯基-9H,9'H-3,3'-双咔唑(BCz-terph-ph)、9,9'-二([1,1':3',1'-三苯基]-3-基)-9H,9'H-3,3'-双咔唑(BCz-terph)、2-([1,1':3',1'-三苯基]-3-基)-4-(二苯并[b,d]呋喃-1-基)-6-苯基-1,3,5-三嗪(TRz-terph-dbf)、2-(8-([1,1':3',1'-三苯基]-3-基)二苯并[b,d]呋喃-1-基)-4,6-二苯基-1,3,5-三嗪(TRz-dbf-terph)的主体材料. 使用核磁和质谱对4个分子的结构进行表征, 且对热稳定性、电化学性质和光物理性质进行了测试. 4个分子通过物理混合形成4种激基复合物, 以4种激基复合物作为主体材料制备的可溶液加工有机发光二极管器件, 呈现出525~527 nm的绿色发光. 器件A1~C1在1000 cd•m-2下未发生严重的效率滚降. 其中性能表现较好的器件B1的最大外量子效率达到了19.5%.

关键词: 热活化延迟荧光, 间三联苯, 激基复合物, 有机发光二极管

Thermally activated delayed fluorescence (TADF) materials are popular for achieving ultra-high-definition organic electroluminescent displays. The exciplex has the characteristic of TADF. In this work, four hosts based on meso-triarylben- zene modifications were designed and synthesized: 9-([1,1':3',1'-triphenyl]-3-yl)-9'-phenyl-9H,9'H-3,3'-bobenzogeno[3,4-b]- pyrazine (BCz-terph-ph), 9,9'-di([1,1':3',1'-triphenyl]-3-yl)-9H,9'H-3,3'-bobenzogeno[3,4-b]pyrazine (BCz-terph), 2-([1,1':3', 1'-triphenyl]-3-yl)-4-(dibenzofuran-1-yl)-6-phenyl-1,3,5-triazine (TRz-terph-dbf), and 2-(8-([1,1':3',1'-triphenyl]-3-yl)diben- zofuran-1-yl)-4,6-diphenyl-1,3,5-triazine (TRz-dbf-terph). The structures were characterized using NMR and mass spectrometry, and the thermal stability, electrochemical properties, and photophysical properties of the four molecules were tested. The four molecules formed exciplexes through physical mixing, and organic light-emitting diodes fabricated with these exciplexes as the hosts exhibited green emission in the range of 525~527 nm. Devices A1~C1 have not significant efficiency roll-off at 1000 cd•m-2. Among them, device B1 exhibited the best performance, achieving a maximum external quantum efficiency of 19.5%.

Key words: thermally activated delayed fluorescence, meta-terphenyl, exciplex, organic light-emitting diodes