Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (8): 2595-2602.DOI: 10.6023/cjoc202401024 Previous Articles     Next Articles

ARTICLES

一种三氰基取代的9-苯基芴化合物的合成及其激基复合物发光

曹洪涛a, 曹庆a, 胡杨军a, 余梓萌a, 解鑫淼a, 常永正a,*(), 侯鹏飞a,*(), 汪莎莎a, 解令海a,b,*()   

  1. a 南京邮电大学材料科学与工程学院/化学与生命科学学院 有机电子与信息显示国家重点实验室 南京 210023
    b 河南大学柔性电子学院/河南省柔性电子产业技术研究院 郑州 450046
  • 收稿日期:2024-01-18 修回日期:2024-03-24 发布日期:2024-04-24
  • 基金资助:
    国家自然科学基金(62288102); 国家自然科学基金(22275098); 中国博士后科学基金面上项目(2022M711684); 国家留学基金(202008320051); 江苏省高等学校基础科学(自然科学)研究面上项目(22KJB430036); 及南京邮电大学校级自然科学基金(NY221084); 及南京邮电大学校级自然科学基金(NY221085); 及南京邮电大学校级自然科学基金(NY222157)

Synthesis and Exciplex Emission of a Tricyano-substituted 9-Phenylfluorene Compound

Hongtao Caoa, Qing Caoa, Yangjun Hua, Zimeng Yua, Xinmiao Xiea, Yongzheng Changa(), Pengfei Houa(), Shasha Wanga, Linghai Xiea,b()   

  1. a State Key Laboratory of Organic Electronics and Information Displays, College of Materials Science and Engineering, College of Chemistry and Life Sciences, Nanjing University of Posts & Telecommunications, Nanjing 210023
    b School of Flexible Electronics and Henan Institute of Flexible Electronics, Henan University, Zhengzhou 450046
  • Received:2024-01-18 Revised:2024-03-24 Published:2024-04-24
  • Contact: E-mail: iamyzchang@njupt.edu.cn; 52274300048@stu.ecnu.edu.cn; iamlhxie@njupt.edu.cn
  • Supported by:
    National Natural Science Foundation of China(62288102); National Natural Science Foundation of China(22275098); China Postdoctoral Science Foundation(2022M711684); State Scholarship Fund of China Scholarship Council(202008320051); Natural Science Foundation of the Jiangsu Higher Education Institutions(22KJB430036); Natural Science Foundation of Nanjing University of Posts and Telecommunications(NY221084); Natural Science Foundation of Nanjing University of Posts and Telecommunications(NY221085); Natural Science Foundation of Nanjing University of Posts and Telecommunications(NY222157)

Exciplex-emitters are attractive due to their distinct feature of easily achieving small singlet-triplet energy splitting for thermally activated delayed fluorescence (TADF), but face with challenges in convenient design of electron acceptors. New 9-phenylfluorene-based acceptor 9-[6-(2-cyano-7-isocyano-9-phenyl-9H-fluoren-9-yl)-9-ethyl-9H-carbazol-3-yl]-9-phenyl- 9H-fluorene-2,7-dicarbonitrile (TriCNDPFCz) was designed and synthesized through tricyano-substitution. By mixing TriCNDPFCz with conventional donor 1,1-bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC), bright exciplex-TADF was obtained with a maximum current efficiency of 46.7 cd•A-1, power efficiency of 52.3 lm•W-1 and external quantum efficiency of 14.5%. The experimental characterizations indicate that tricyano-substitution in 9-phenylfluorene skeleton can form strong electron-accepting ability, which is useful and convenient for constructing electron acceptor in exciplex emission.

Key words: 9-phenylfluorene, cyano-substitution, asymmetric modification, exciplex emission