催化学报

催化学报 ›› 2006, Vol. 27 ›› Issue (7): 573-578.

• 研究论文 • 上一篇    下一篇

碳酸二甲酯法合成1,5-萘二氨基甲酸甲酯的反应机理

肖福魁1,2,3,张德胜3,董庆年1,温冬梅3,潘玲3,焦立平3, 魏伟1,孙予罕1   

  1. 1 中国科学院山西煤炭化学研究所煤转化国家重点实验室, 山西太原 030001; 2 中国科学院研究生院, 北京 100049; 3 中国石油吉林石化公司研究院, 吉林吉林 132021
  • 收稿日期:2006-07-25 出版日期:2006-07-25 发布日期:2006-07-25

Mechanism of Synthesis of 1,5-Naphthalene Dicarbamate from1,5-Naphthalene Diamine and Dimethyl Carbonate

XIAO Fukui1,2,3, ZHANG Desheng3, DONG Qingnian1, WEN Dongmei3, PAN Ling3, JIAO Liping3, WEI Wei1*, SUN Yuhan1   

  1. 1 State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, The Chinese Academy of Sciences, Taiyuan 030001, Shanxi, China; 2 Graduate University of The Chinese Academy of Sciences, Beijing 100049, China; 3 Research Institute of Jilin Petrochemical Company of Petrochina, Jilin 132021, Jilin, China
  • Received:2006-07-25 Online:2006-07-25 Published:2006-07-25

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摘要： 应用红外光谱技术研究了在乙酸锌催化作用下1,5-萘二胺与碳酸二甲酯甲氧基羰基化反应机理. 结果表明,二水合乙酸锌只有失去两个结晶水变成无水乙酸锌后才能产生催化活性. 无水乙酸锌与1,5-萘二胺形成一个新的配位络合物,该配位络合物是一个适宜的亲核试剂,能与碳酸二甲酯进行亲核反应,生成1,5-萘二胺的甲氧基羰基化产物. 在无水乙酸锌与1,5-萘二胺形成配位络合物的过程中,无水乙酸锌的结构从双齿型转变成单齿型.

关键词: 1, 5-萘二氨基甲酸甲酯, 乙酸锌, 1, 5-萘二胺, 碳酸二甲酯, 反应机理

Abstract: The methoxycarbonylation mechanism of 1,5-naphthalene diamine with dimethyl carbonate catalyzed by zinc acetate was investigated by Fourier transform infrared spectroscopy. Zinc acetate dihydrate was not active for the reaction until it changed into anhydrous zinc acetate by losing the crystal water. Anhydrous zinc acetate activated 1,5-naphthalene diamine by the formation of a new zinc complex. The new complex was a suitable nucleophilic reagent that could react with dimethyl carbonate to produce a methoxycarbonylation compound. When the complex of anhydrous zinc acetate with 1,5-naphthalene diamine was formed, the anhydrous zinc acetate changed from a bidentate ligand to a unidentate ligand.

Key words: 1,5-naphthalene dicarbamate, zinc acetate, 1,5-naphthalene diamine, dimethyl carbonate, reaction mechanism