不对称联苯醌电子传输材料的合成及光导性应用  

Synthesis of Dissymmetrical Diphenoquinone and Its Application in Organic Photosensitive Conductor

作　　者：李祥高[1] 王勇[1] 侯薇[1] 赵学明[1] 

机构地区：[1]天津大学化工学院精细化工系,天津300072

出　　处：《精细化工》2006年第8期729-732,742,共5页Fine Chemicals

基　　金：国家863计划资助项目(2002AA325050);天津市科技攻关项目(043186411)~~

摘　　要：以2,6烷-基取代苯酚合成了3,5二-甲基-3′,5′-二叔丁基联苯醌(Ⅰ)和3,3′-二甲基-5,5′-二叔丁基联苯醌(Ⅱ)。适宜的合成条件是以三氯甲烷作溶剂,颗粒度低于200目的KMnO4作氧化剂,在50℃反应3 h,收率分别为90.01%和89.87%。分离提纯采用硅胶色谱柱,V(石油醚)∶V(乙酸乙酯)=60∶1的混合液作流动相,HPLC面积归一法测得Ⅰ和Ⅱ色谱纯度分别为100%和99.5%。对合成产物进行了组成和结构鉴定。用Ⅰ和Ⅱ制成有机光导器件,静电特性数据分别为Ⅰ:充电电位Vm ax=340 V,残余电势Vr=80 V,光敏性E1/2=1.60 lux.s;Ⅱ:Vm ax=840 V,Vr=160 V,E1/2=2.67 lux.s。说明化合物Ⅰ和Ⅱ有较好的静电特性。3, 5-Dimethyl-3＇, 5＇-di-tert-butyldiphenoquinone （Ⅰ） and 3, 3＇-dimethyl-5, 5＇-di-tertbutyldiphenoquinone（Ⅱ） were synthesized from 2,6-disubstituted phenols in yields of 90. 01% and 89. 87% respectively. Reaction was conducted at 50℃ in solvent chloroform for 3 h with potassium permanganate（ 〈200 mesh） as oxidant. Separation and purification were performed in column of silica gel with pet. ether and ethyl acetate[ V（ pet. ether ）：V（ ethyl acetate） =60：1 ] as mobile phase. Then Ⅰ andⅡ were used for photoconductor and the data of their xerographic property were determined as follows. Ⅰ： Vm= =340 V,VE =80 V,E1/2 =1.60 lux ·s;Ⅱ：Vmax= =840 V,Vr =160 V,E1/2 =2.67 lux · s.

关 键 词：电子传输材料 不对称联苯醌 光导性 

分 类 号：TQ054.43[化学工程]