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该文以二苯基溴甲烷和4-[N,N-二(4-甲苯基)]氨基苯甲醛经Wittig-Horner反应合成了4-(2,2-二苯基乙烯基)-N,N-二(4-甲苯基)苯胺。考察了原料配比、反应温度及反应时间对收率的影响,得到优化的工艺条件为:n(亚磷酸三乙酯)∶n(二苯基溴甲烷)∶n(4-[N,N-二(4-甲苯基)]氨基苯甲醛)∶n(叔丁醇钾)=5∶1∶0.7∶1.2,反应温度15℃,反应时间4 h,在该条件下收率为97.94%。在优化工艺条件下进行了10倍放大合成,产物平均收率96.79%。采用1HNMR、MS及FTIR对化合物结构进行了表征,根据c-V曲线法得到了化合物的HOMO和LUMO能级,并以该化合物作为空穴传输材料制备激光有机光电导器件,充电电位(V0)为550 V,暗衰率(R d)为10 V/s,光敏性(E1/2)为0.6 lux·s,残余电位(V R)为10 V,表现出优良的光导性能。
In this paper, 4- (2,2-diphenylethenyl) -N, N (N-methylphenyl) ethanolamine was synthesized by Wittig-Horner reaction between diphenylmethyl bromide and 4- [ - bis (4-tolyl) aniline. The effects of the ratio of the raw materials, the reaction temperature and the reaction time on the yield were investigated. The optimized technological conditions were as follows: n (triethylphosphite) :n (4- [N, N- (4-tolyl)] aminobenzaldehyde): n (potassium tert-butoxide) = 5:1:1:.7:1.2, the reaction temperature was 15 ℃ and the reaction time was 4 h. The yield was 97.94% under these conditions. Under optimized process conditions, the product was amplified 10 times and the average yield of the product was 96.79%. The structures of the compounds were characterized by 1HNMR, MS and FTIR. The HOMO and LUMO energy levels of the compounds were obtained by cV curve method. The compound was used as the hole transport material to prepare laser organic photoconductive devices. The charge potential (V0) was 550 V, the dark decay rate (R d) is 10 V / s, the photosensitivity (E1 / 2) is 0.6 lux · s and the residual potential (VR) is 10 V.