4-(4,′4′-二苯基-1,′3′-丁二烯基)-N,N-二(4″-甲基苯基)苯胺的合成及性能

Synthesis and Property of 4-(4′,4′-Diphenyl-1′,3′-butadienyl)-N,N-bis(4″-methylphenyl) aniline

该文通过V ilsm e ier反应,用4,4′-二甲基三苯胺制得了4-[N,N-二(4′-甲基苯基)]氨基苯甲醛(Ⅰ),收率85.4%;Ⅰ与1,1-二苯基-3-氯丙烯经W ittig反应合成了三苯胺衍生物4-(4,′4′-二苯基-1,′3′-丁二烯基)-N,N-二(4″-甲基苯基)苯胺(Ⅱ),收率43.0%,HPLC面积归一法测定目的产物为99.64%。通过紫外光谱、红外光谱、质谱和元素分析对产物的组成和结构进行了鉴定。用Ⅱ作空穴传输材料制成功能分离型有机光导体,测得其静电特性数据为V0=-580 V,VR=-20 V,E1/2=0.50 lx.s,表明Ⅱ具有优良的空穴传输特性。

4-[N, N-Bis （4′-methylphenyl）] aminobenzaldehyde （ Ⅰ） was prepared by Vilsmeier reaction of 4,4′-dimethyltriphenylamine in 85.4% yield, which then reacted with 1,1-diphenyl-3-cholopropylene via Wittig reaction to get triphenylamine derivative 4-（4′, 4′-diphenyl-1′, 3′-butadienyl）-N, N-bis （4″-methylphenyl） aniline （ Ⅱ ）. The yield was 43.0% , and its area was 99.64% of the total peak areas measured by HPLC area normalization method. The composition and structure of Ⅰ and Ⅱ were measured by UV, IR, MS and elementary analysis. Then Ⅱ was used for the fabrication of organic photoconductor of functional separation type as hole transfer material（HTM） ,the data of its xerographic property being V0 = - 580 V, VR = - 20 V and E1/2 = O. 50 lx · s. It is showed that Ⅱ had excellent photographic performance.