高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (07): 1466-1470.doi: 10.3969/j.issn.0251-0790.2012.07.018

• 有机化学 • 上一篇    下一篇

溴代1,4,5,8-萘四甲酸酐的选择性合成

张平竹, 魏超, 段晓旭, 张晓媛, 王克让, 陈华, 李小六   

  1. 河北大学化学与环境科学学院, 河北省化学生物学重点实验室, 保定 071002
  • 收稿日期:2011-10-18 出版日期:2012-07-10 发布日期:2012-07-10
  • 通讯作者: 李小六, 男, 博士, 教授, 博士生导师, 主要从事化学生物学研究. E-mail: Lixl@hbu.edu.cn E-mail:lixl@hbu.cn
  • 基金资助:

    国家"九七三"计划前期研究专项基金(批准号: 2010CB534913)、 国家自然科学基金(批准号: 21172051, 21002020)、 河北省自然科学基金(批准号: B2011201052)、 河北省教育厅基金(批准号: 2010106, 2009309)和河北大学自然科学研究计划(批准号: 2009-175)资助.

Selective Synthesis of Bromo-substituted Naphthalene Dianhydride Derivatives

ZHANG Ping-Zhu, WEI Chao, DUAN Xiao-Xu, ZHANG Xiao-Yuan, WANG Ke-Rang, CHEN Hua, LI Xiao-Liu   

  1. Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China
  • Received:2011-10-18 Online:2012-07-10 Published:2012-07-10

摘要: 在常压下, 以溴化钠和发烟硫酸(含质量分数为40%的SO3)为溴化试剂, 通过控制反应温度、 反应时间和溴化钠的投料比选择性地合成了2-溴-1,4,5,8-萘四甲酸酐和2,6-二溴-1,4,5,8-萘四甲酸酐. 本研究提供了一种合成溴代1,4,5,8-萘四甲酸酐衍生物的新方法.

关键词: 1,4,5,8-萘四甲酸酐(NDA), 溴化钠, 选择性合成

Abstract: In recent years, core-substituted 1,4,5,8-naphthalene diimides (cNDIs) have been widely used in numerous research fields, such as materials and supramolecular chemistry. As the important precursors for the synthesis of cNDIs, 2-bromo and 2,6-dibromo-1,4,5,8-naphthalene dianhydride derivatives are difficult to separate from each other, but their mixture is easily obtained according to the most synthesis conditions which have been reported. In order to develop an efficient, practical method to obtain 2-bromo and 2,6-dibromo-1,4,5,8-naphthalene dianhydride derivatives respectively, the reaction were performed with NaBr and oleum as the bromide reagents under atmospheric pressure, and the effects of reaction time, temperature, SO3 content in oleum and NaBr quantity were investigated. 2-Bromo and 2,6-dibromo-1,4,5,8-naphthalene dianhydride derivatives were selectively synthesized. Their structures and yields were characterized by derivatization of them for their napnthalimide compounds.

Key words: Naphthalene dianhydride, Sodium bromide, Selective synthesis

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