Zong Luyi, Gong Yanbin, Yu Yun, Xie Yujun, Xie Guohua, Peng Qian, Li Qianqian, Li Zhen
Department of Chemistry, Hubei Key Lab on Organic and Polymeric Opto-Electronic Materials, Wuhan University, Wuhan 430072, China.
Department of Chemistry, Hubei Key Lab on Organic and Polymeric Opto-Electronic Materials, Wuhan University, Wuhan 430072, China.
Sci Bull (Beijing). 2018 Jan 30;63(2):108-116. doi: 10.1016/j.scib.2017.10.021. Epub 2017 Oct 27.
Perylene diimide (PDI) derivatives, due to their special opto-electronic property, have been successfully utilized in organic field-effect transistor (OFET), solar cells, and as non-fullerene acceptor and others, while few cases in organic light-emitting diodes (OLEDs). In this work, six perylene bisimide-based red emitters, N,N'-bis(2-decyltetradecyl)-1-([1,1':3',1″-terphenyl]-5'-yl)perylene-3,4,9,10-diimide (STPH), N,N'-bis(2-decyltetradecyl)-1,7-bis([1,1':3',1″-terphenyl]-5'-yl)perylene-3,4,9,10-diimide (DTPH), N,N'-bis(2-decyltetradecyl)-1-(5'-phenyl-[1,1':3',1″-terphenyl]-4-yl)perylene-3,4,9,10-diimide (STRPH), N,N'-bis(2-decyltetradecyl)-1,7-bis(5'-phenyl-[1,1':3',1″-terphenyl]-4-yl)perylene-3,4,9,10-diimide (DTRPH), N,N'-bis(2-decyltetradecyl)-1-(4-(2,2-diphenylvinyl)phenyl)perylene-3,4,9,10-diimide (STTPE) and N,N'-bis(2-decyltetradecyl)-1,7-bis(4-(2,2-diphenylvinyl)phenyl)perylene-3,4,9,10-diimide (DTTPE), with the excellent chemical, thermal and photo-chemical stability, are synthesized through the convenient Suzuki coupling reaction, in which, the fluorescent properties can be modified easily from ACQ to AIE by just simply changing the bulky volume of the introduced aromatic substituents. After being fabricated into organic light-emitting diodes, STRPH exhibits the best performance with the maximum luminescence, power efficiency, current efficiency and external quantum efficiency of 1,948 cd m, 2.04 lm W, 5.85 cd A, 4.93% at Commission Internationale de L'Eclairage (CIE) coordinates of (0.56, 0.34), as the result of the high efficient energy transfer and good energy match achieved in the device.
苝二酰亚胺（PDI）衍生物因其特殊的光电性能，已成功应用于有机场效应晶体管（OFET）、太阳能电池以及作为非富勒烯受体等领域，而在有机发光二极管（OLED）中的应用较少。在本工作中，通过简便的铃木偶联反应合成了六种基于苝双酰亚胺的红色发光体，即N,N'-双（2-癸基十四烷基）-1-（[1,1':3',1″-三联苯]-5'-基）苝-3,4,9,10-二酰亚胺（STPH）、N,N'-双（2-癸基十四烷基）-1,7-双（[1,1':3',1″-三联苯]-5'-基）苝-3,4,9,10-二酰亚胺（DTPH）、N,N'-双（2-癸基十四烷基）-1-（5'-苯基-[1,1':3',1″-三联苯]-4-基）苝-3,4,9,10-二酰亚胺（STRPH）、N,N'-双（2-癸基十四烷基）-1,7-双（5'-苯基-[1,1':3',1″-三联苯]-4-基）苝-3,4,9,10-二酰亚胺（DTRPH）、N,N'-双（2-癸基十四烷基）-1-（4-（2,2-二苯基乙烯基）苯基）苝-3,4,9,10-二酰亚胺（STTPE）和N,N'-双（2-癸基十四烷基）-1,7-双（4-（2,2-二苯基乙烯基）苯基）苝-3,4,9,10-二酰亚胺（DTTPE），它们具有优异的化学、热和光化学稳定性，并且通过简单改变引入的芳族取代基的体积，荧光性质可容易地从聚集诱导猝灭（ACQ）转变为聚集诱导发光（AIE）。将它们制成有机发光二极管后，STRPH表现出最佳性能，在国际照明委员会（CIE）坐标为（0.56, 0.34）时，最大发光强度、功率效率、电流效率和外量子效率分别为1,948 cd m、2.04 lm W、5.85 cd A、4.93%，这是由于器件中实现了高效的能量转移和良好的能量匹配。
