电化学还原合成1,5-二氨基萘  

Synthesis of 1,5-Diaminonaphthalene by Electrochemical Reduction

作　　者：柳英姿[1] 张爱健[1] 王欢[1] 张丽[1] 陆嘉星[1] 

机构地区：[1]华东师范大学化学系上海市绿色化学与化工过程绿色化重点实验室,上海200062

出　　处：《有机化学》2008年第5期804-809,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20573037);上海市自然科学基金(No.05JC14070);上海市重点学科建设(No.B409)资助项目

摘　　要：研究了以1,5-二硝基萘为原料电化学还原合成1,5-二氨基萘的反应.室温下,运用循环伏安法研究了1,5-二硝基萘的循环伏安行为,1,5-二硝基萘的还原是一受扩散控制的不可逆反应;循环伏安图上两个连续的还原峰对应于两个硝基的还原;求出了反应的传递系数α1在0.275～0.335之间,α2在0.360～0.437之间.探讨了电解电位(E)、底物浓度(c1)、电解电量(Q)、硫酸浓度(c2)以及溶剂(DMF)与水的体积比(Y)对产物产率的影响,在最优条件下1,5-二氨基萘的产率最高可达77%.Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α1 and α2 were between 0.275-0.335 and 0.360-0.437, respectively. Influence of electrolysis potential （E）, the concentration of 1,5-dinitronaphthalene （c1）, the concentration of sulfuric acid （c2）, the passed charge （Q） and volume ratio of solvent to water （Y） was investigated to optimize the electrolytic conditions, with the maximal yield to be 77%.

关 键 词：电化学还原 1 5-二硝基萘 1 5-二氨基萘 恒电位电解 

分 类 号：TQ246.3[化学工程—有机化工]