具有D-π-A结构的三苯胺衍生物的合成及其性能  

Synthesis and Properties of a Triphenylamine Derivative with D-π-A Structure

作　　者：张正垠[1,2] 赵鑫[1,2] 戚裕[1,2] 邵晶[1,2] 何星[1,2] 林朝阳[1,2] 

机构地区：[1]苏州科技学院化学生物与材料工程学院,江苏苏州215009 [2]江苏省环境功能材料重点实验室,江苏苏州215009

出　　处：《石油化工》2014年第4期425-429,共5页Petrochemical Technology

摘　　要：以三苯胺、5-醛基-2-噻吩硼酸、丙二腈为主要原料,合成了一种具有D-π-A结构的三苯胺衍生物2-[5-[4-(N,N-二苯氨基)苯基]噻吩基]亚甲基丙二腈(DPTM)。通过FTIR、1H NMR和元素分析对该化合物的结构进行了表征,考察了其UV-Vis光谱、荧光光谱、电化学行为和热稳定性。研究结果表明,DPTM具有溶液成膜性,DPTM的二氯甲烷溶液及其固态薄膜均显示出很强的红色荧光,荧光量子产率为79.15%;DPTM的HOMO能级为-5.51 eV,与正电极的功函数(-4.8 eV)相匹配,可有效降低空穴注入的能垒,有利于空穴的注入和传输;DPTM的热分解温度为182℃,具有良好的热稳定性。DPTM有望作为一种具有空穴传输性能和发光性能的新型红色发光材料。A triphenylamine derivative with D-π-A structure,2-[5-[4-（N,N-diphenylamino） phenyl] thienyl] methene malononitrile（DPTM） was synthesized from triphenylamine,5-formyl-2-thiophene boric acid and malononitrile.The structure of DPTM was characterized by means of FTIR,1H NMR and elemental analysis.Its UV-Vis spectra,fluorescence spectra,electrochemical behavior and thermal stability were studied.The results showed that DPTM had good solution film-forming capacity,and both the dichloromethane solution and the solid state thin film of DPTM emitted strong red fluorescence,and its fluorescence quantum yield was 79.15％.Its HOMO energy level （-5.51 eV） matches with the work function （-4.8 eV） of positive electrode,so the barrier of the hole transporting can effectively be reduced.The TG curve indicated that the thermal decomposition temperature of DPTM was 182 ℃,so it had good thermal stability.Therefore,DPTM can hopefully be applied to organic light emitting diodes as a potential red electroluminescent material.

关 键 词：三苯胺衍生物 5-醛基-2-噻吩硼酸 丙二腈 D-π-A结构 有机发光材料 

分 类 号：TQ426.91[化学工程]