新型含噁二唑环双Schiff碱的合成及光电性能

Synthesis and properties of novel bi-schiff base derivatives incorporating oxadiazole ring as optoelectronic materials

设计合成了两种新型含噁二唑环双Schiff碱化合物:2,5-二(4-甲氧基苯基亚甲基-4'-氨基苯基)-1,3,4-噁二唑(MPAO)和2,5-二(4-(N,N-二苯基氨基)苯基亚甲基-4'-氨基苯基)-1,3,4-噁二唑(DPAPAO)。通过红外光谱和核磁共振氢谱等测试方法对化合物的结构进行了确认,并对化合物的紫外吸收光谱、荧光光谱、热稳定性和电化学性能进行了研究。结果表明,化合物MPAO和DPAPAO在DMF溶液中的紫外最大吸收峰分别在354和388 nm处;在DMF溶液中均发出较强的蓝色荧光;化合物MPAO和DPAPAO均表现出较强的电子传输性能,其电子亲和势分别为2.88和3.22 eV,均高于常用电子传输材料PBD(2.82 eV)。TG分析结果表明,MPAO和DPAPAO热分解温度(Td)分别为386和453℃,均具有良好的热稳定性。

Two novel Bis-Schiff base derivatives containing oxadiazole ring,including 2,5-bis（4-methoxyphenylmethyl-4＇-aminophenyl）-1,3,4-oxadiazole（MPAO） and 2,5-bis（4-（N,N-diphenylamino）-phenylmethyl-4＇-aminophenyl）-1,3,4-oxadiazole（DPAPAO） were designed and synthesized.The two target compounds were characterized by means of 1H NMR and FTIR,and their UV-Vis spectra,photoluminescence spectra,cyclic voltammetry curves and thermal stability were studied.The results show that the maximum UV absorption peaks of MPAO and DPAPAO are 354 and 388 nm respectively,and both of them emit the blue fluorescence in DMF and present strong electron-transporting property.The electron affinity energy levels of MPAO and DPAPAO are 2.88 and 3.22 eV respectively,which indicates that they have the better electron-transporting property than PBD.The analysis of TG curves show that the thermal decomposition temperatures（Td） of MPAO and DPAPAO are 386 and 453 ℃ respectively,they all have good thermal stability.