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Synthesis and Physical Properties of the Conjugated Dendrons Bearing Twisted Acenes Used in Solution Processing of Organic Light-Emitting Diodes

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journal contribution
posted on 13.11.2013, 00:00 by Zhenying Liu, Jinchong Xiao, Qiang Fu, Huanran Feng, Xuemin Zhang, Tiejun Ren, Sujuan Wang, Dongge Ma, Xuefei Wang, Hua Chen
Five novel organic conjugated derivatives containing multifraction twisted acene units have been synthesized and characterized. These compounds and the model molecule 2-methyl-5,12-diphenyl-6:7,10:11-bisbenzotetracene emit strong blue light in diluted solution with quantum yields of 0.21–0.67, while in the solid state, except for the 1,2,3,4,5,6-hexa­(2-(5,12-diphenyl-6:7,10:11-bis­(4′-tert-butylbenzo)­tetracene))­benzene, green luminance is seen. The experimental results also indicate that the multifraction structure leads to a significant fluorescence enhancement (over two times) compared to the monomer, which might be attributed to the formation of delocalized excited state in multibranch structures. The quantum-chemical calculation implies that only two branches are involved in formation of the delocalized system for the multibranched derivatives. Furthermore, the organic light-emitting diode (OLED) devices using compounds 1,4-di­(2-(5,12-diphenyl-6:7,10:11-bis­(4′-tert-butylbenzo)­tetracene))­benzene, 1,3-di­(2-(5,12-diphenyl-6:7,10:11-bis­(4′-tert-butylbenzo)­tetracene))­benzene, and 1,3,5-tri­(2-(5,12-diphenyl-6:7,10:11-bis­(4′-tert-butylbenzo)­tetracene))­benzene as emitters exhibit good electroluminescent performance. Our systematic studies might provide more chances to challenge the rational design and synthesis of new- and high-generation branched dendrimers.