具有AIE特性的咔唑衍生物的合成及光谱和电化学性能

摘要

Two novel carbazole derivatives; 3-fluorenylidene hydrazo methylene-N-ethylcarbazole and 3, 6-bis-(fluorenylidene hydrazo methylene)-N-ethylcarbazole(a and b)were synthesized by addition reaction with carbazole and fluorenone as raw materials. The structures of the two target compounds were characterized by means of FTIR, 1H NMR and elemental analysis. Their UV-Vis spectra, fluorescence spectra, electrochemical behavior and thermal stability were studied respectively. The results show that the thin films of the two compounds(a and b) emit red fluorescence. They all obviously have the performance of Aggregation-Induced Emission (AIE). Their ionization potential energy levels (5.62 and 5.65 eV) match the work function of positive electrode ITO, implying that the hole transporting barrier can be effectively reduced to be in favor of hole-transport. The results of TG curves show that their thermal decomposition temperatures are 310 and 309℃ , respectively, and they all have good thermal stability.%以咔唑、芴酮等为原料,通过亲核加成等反应合成了两个新型咔唑衍生物:3-亚芴基肼撑亚甲基-N-乙基咔唑和3,6-双(亚芴基肼撑亚甲基)-N-乙基咔唑(a和b).通过红外、核磁和元素分析对所合成的两种化合物的结构进行了表征,并考察了其紫外吸收光谱、荧光光谱、电化学行为和热稳定性.实验结果表明:所合成化合物a和b的薄膜均显示出较强的红色荧光,且均具有明显的聚集诱导发光(Aggregation-Induced Emission,AIE)特性；化合物a和b的电离势分别为5.62和5.65eV,与正电极ITO的功函数相匹配,可有效降低空穴注入的能垒,有利于空穴的传输；化合物a和b的热分解温度分别是310℃和309℃,均具有良好的热稳定性.