苯乙烯基三苯胺化合物的高收率合成与光导性能  

Synthesis of the Styryl Triarylamine Hole-transporting Materials with High Yield and Photoconductive Properties

作　　者：张红星[1] 李祥高[1] 王世荣[1] 姜凤[1] 

机构地区：[1]天津大学化工学院,天津300072

出　　处：《精细化工》2007年第2期105-107,168,共4页Fine Chemicals

基　　金：国家高技术研究发展计划(863)资助项目(2002AA325050);天津市科技发展计划项目(06YFGPGX07600)

摘　　要：以亚磷酸三乙酯与氯化苄或对甲基氯化苄反应制备Wittig试剂，再与N，N-二（甲）苯基氨基苯甲醛反应，高收率制备了N，N-二（4-甲基苯基）4-[2-（4-甲基苯基）乙烯基]苯胺（Ha）、N，N-二（4-甲基苯基）4-（2-苯基乙烯基）苯胺（Ⅱb）、N，N-二苯基4-[2-（4-甲基苯基）乙烯基]苯胺（Ⅱc）、N，N-二苯基4-（2-苯基乙烯基）苯胺（Ⅱd）4种空穴传输材料，收率分别达96．4％、92．1％、89．4％、92．6％。产物通过元素分析、红外光谱和质谱等进行了表征。以Y—TiOPc为电荷产生材料，合成化合物为空穴传输材料，制备了有机光导体，并进行了光电性能测试，化合物Ha、Hb和Hc光敏性均在0．04～0．05lx·S，是性能优异的电荷传输材料。The Wittig reagent（ Ⅰ ） was prepared by reaction of triethyl phosphite with 4-methylbenzyl chloride or benzyl chloride. Then N, N-bis （ 4-methylphenyl ）-4-[ 2-（ 4-methylphenyl ） ethenyl ] benzenamine（ Ⅱ a ）, N, N-bis （4-methylphenyl）-4-（ 2-phenylethenyl ） benzenamine （ Ⅱ b ）, N, N- diphenyl-4-[ 2-（ 4-methylphenyl ） ethenyl ] benzenamine （ Ⅱ c ） and N, N-diphenyl-4-（ 2- phenylethenyl） benzenamine （ Ⅱ d） were synthesized with I and N, N-bis （4-methylphenyl） -4-amino benzaldehyde or N, N-diphenyl-4-amino-benzaldehyde in 96.4%, 92. 1%, 89. 4% and 92.6% yield respectively. The compositions and structures of the title compounds were identified by melting point, elementary analysis, 1HNMR, IR and MS. The photoconductivities of the organic photoconductors which take Y- TiOPc as charge generating material and the title compounds as hole transporting materials were tested. The results show that the photosensitivity of the compounds Ⅱ a, Ⅱb and Ⅱ c are between 0. 04 lx · s and 0. 05 lx ·s, and the parameters show that these compounds are excellent charge transfer materials.

关 键 词：空穴传输材料 苯乙烯基三苯胺 光电导性 Winig试剂 

分 类 号：TQ246.3[化学工程—有机化工]