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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (05): 804-809. 上一篇    下一篇

研究论文

电化学还原合成1,5-二氨基萘

柳英姿，张爱健，王欢，张丽，陆嘉星*   

  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)
  • 收稿日期:2007-08-23 修回日期:2007-10-25 发布日期:2008-05-20
  • 通讯作者: 陆嘉星

Synthesis of 1,5-Diaminonaphthalene by Electrochemical Reduction

LIU Ying-Zi,ZHANG Ai-Jian,WANG Huan,ZHANG Li,LU Jia-Xing*   

  1. (Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry,
    East China Normal University, Shanghai 200062)
  • Received:2007-08-23 Revised:2007-10-25 Published:2008-05-20
  • Contact: LU Jia-Xing

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1300

被引次数

16

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%.

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

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 calcu-lated. 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 opti-mize the electrolytic conditions, with the maximal yield to be 77%.

Key words: 1,5-dinitronaphthalene, 1,5-diaminonaphthalene, constant-potential elec-trolysis, electrochemical reduction