新型三苯胺衍生物的合成及光谱和电化学性能

Synthesis and Spectral and Electrochemical Properties of Novel Triphenylamine Derivatives

摘要:

以三苯胺、芴酮等为原料，通过亲核加成反应合成了3个新型三苯胺衍生物: 4-亚芴基肼撑亚甲基苯基二苯胺、双（4-亚芴基肼撑亚甲基苯基）苯胺和三（4-亚芴基肼撑亚甲基苯基）胺（a~c）。用FTIR、1HNMR、元素分析对3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。结果表明：3个化合物（a~c）的薄膜均显示较强的红色荧光；且均具有明显的聚集诱导发光（Aggregation-induced emission，AIE）性能；其电离势（5.62~ 5.65 eV）与正电极（ITO）的功函数（4.8 eV）相匹配，可有效降低空穴注入的能垒，有利于空穴的传输；化合物（a~c）的热分解温度分别是317，292和303 ℃，均具有良好的热稳定性。

Abstract:

With triphenylamine and fluorenone as raw materials, three novel triphenylamine derivatives: (4-fluorenylidene hydrazo methylenephenyl)diphenylamine, bis-(4-fluorenylidene hydrazo methylenephenyl)phenylamine and tris-(4-fluorenylidene hydrazo methylenephenyl)amine（a~c） were synthesized via Nucleophilic Addition. The structures of the three target compounds were characterized by means of FTIR, 1HNMR 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 three compounds（a~c） emit red fluorescence. They all obviously have the performance of Aggregation-Induced Emission (AIE). Their ionization potential energy levels (5.62~ 5.65 eV) are matched with work function (4.8 eV) of positive electrode（ITO）, so the barrier of hole transporting can be effectively reduced and in favor of hole-transport. The results of TG curves show that their thermal decomposition temperatures (Td) are 317，292 and 303 ℃ and they all have good thermal stability.