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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (02): 227-230. 上一篇    下一篇

研究简报

氯化烷基咪唑: 一种氯气吸收及氯化反应的媒介

施沈一，孔爱国，单永奎*   

  1. (华东师范大学化学系 上海 200062)
  • 收稿日期:2009-12-11 修回日期:2010-08-12 发布日期:2010-09-10
  • 通讯作者: 施沈一 E-mail:shishenyi@gmail.com

Alkylimadazolium Chloride: A Medium of Chlorine Absorption and Chlorination

SHI Shen-Yi, KONG Ai-Guo, DAN Yong-Kui   

  1. (Department of Chemistry, East China Normal Univeristy, Shanghai 200062)
  • Received:2009-12-11 Revised:2010-08-12 Published:2010-09-10

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1473

被引次数

5

依据离子液体1-甲基-3-正己基咪唑氯盐([HeMIM]Cl)和1-甲基-3-正辛基咪唑氯盐([OcMIM]Cl)在常温下呈液态, 且能与氯气反应生成三氯离子的特性, 将其作为吸收氯气的反应媒介, 并将所形成的含三氯离子的离子液体作为氯代试剂用于一些有机化合物, 如烯烃、酮、芳香化合物的氯代反应之中, 取得了令人满意的结果. 这两种离子液体的最大吸收氯气含量分别达到25.9%和23.1% (质量分数), 而且这些含有氯离子或三氯离子的离子液体作为吸收媒介或氯代试剂可以重复利用.

关键词: 离子液体, 氯气, 氯化反应, 三氯离子

The ionic liquids containing trichloride ion, 1-methyl-3-n-hexylimadazolium trichloride ([HeMIM][Cl3]) and 1-methyl-3-n-octylimadazolium trichloride ([OcMIM][Cl3]), were synthesized by bubbling purified chlorine gas into the ionic liquids containing chloride ion, 1-methyl-3-n-hexylimadazolium chloride ([HeMIM]Cl) and 1-methyl-3-n-octylimadazolium chloride ([OcMIM]Cl), at room temperature and possess an excellent performance as chlorinating agent for the chlorination of some organic substrates including alkenes, ketones and arenes. The experimental results indicate that the ionic liquids, [HeMIM]Cl and [OcMIM]Cl, are the ideal medium for absorption of chlorine, their maximum absorption contents of active chloride are 25.9% and 23.1% (w/w), respectively, and these ionic liquids can be recycled for the absorption of chlorine as absorption medium and for the chlorination reaction as chlorinating agent.

Key words: ionic liquid, chlorine, chlorination, trichloride