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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (08): 1290-1294. 上一篇    下一篇

研究简报

金刚烷基甜菜碱型和季铵盐阳离子型表面活性剂的合成研究

蔡璐1，郭建维*,1，刘卅2，朱乐杰1，关念云1，崔英德1，孙保兴3   

  1. (1广东工业大学轻工化工学院 广州 510006)
    (2华南理工大学材料学学院 广州 510640)
    (3广州市瑞洋表面活性剂有限公司 广州 511400)
  • 收稿日期:2010-10-11 修回日期:2011-03-07 发布日期:2011-03-25
  • 通讯作者: 蔡璐 E-mail:cailugg09@2008.sina.com

Synthesis of Adamantane-Based Betaine and Quaternary Ammo-nium Surfactants

Cai Lu1 Guo Jianwei*,1 Liu Sa2 Zhu Lejie1 Guan Nianyun1 Cui Yingde1 Sun Baoxing3   

  1. (1 Faculty of Chemical Engineering & Light Industry, Guangdong University of Technology, Guangzhou 510006)
    (2 College of Material Science & Engineering, South China Univer-sity of Technology, Guangzhou 510640)
    (3 Guangzhou Rui Yang Surfactant Ltd., Guangzhou 511400)
  • Received:2010-10-11 Revised:2011-03-07 Published:2011-03-25
  • Contact: Lu CAI E-mail:cailugg09@2008.sina.com

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被引次数

9 | 3

以金刚烷胺为起始反应物, 首先在过量甲酸存在下, 与甲醛发生埃斯韦勒-克拉克甲基化反应合成了N,N-二甲基金刚烷叔胺, 在此基础上通过N,N-二甲基金刚烷叔胺与氯乙酸钠、溴代正丁烷、溴代正辛烷、溴代十二烷、溴代十六烷等一系列季铵化试剂的季铵化反应, 分别合成了N,N-二甲基金刚烷甜菜碱型表面活性剂及N-(1-金刚烷基)-N,N-二甲基正丁基溴化铵、N-(1-金刚烷基)-N,N-二甲基辛基溴化铵、N-(1-金刚烷基)-N,N-二甲基十二烷基溴化铵、N-(1-金刚烷基)-N,N-二甲基十六烷基溴化铵等金刚烷季铵盐阳离子型表面活性剂, 产率分别为75%, 75%, 61%, 44%, 54%. 采用元素分析, IR, 1H NMR等分析手段对5种产物进行了结构鉴定, 测试了各种金刚烷表面活性剂水溶液的表面张力.

关键词: 金刚烷, 表面活性剂, 合成

N-(1-Adamantyl)-N,N-dimethylamine was synthesized by Eschweiler-Clarke methylation reaction of 1-adamantine and formaldehyde in presence of excess formic acid firstly. Then five adamantane-based surfactants, including N-(1-adamantyl)-N,N-dimethyl-betaine, N-(1-adamantyl)-N,N-dimethyl- butyl-1-ammonium bromide, N-(1-adamantyl)-N,N-dimethyloctyl-1-ammonium bromide, N-(1-adamantyl)- N,N-dimethyldodecyl-1-ammonium bromide and N-(1-adamantyl)-N,N-dimethyl-hexadecyl-1-ammonium bromide were prepared via quaternarization reactions of N-(1-adamantyl)-N,N-dimethylamine with the sodium chloroacetate, 1-bromobutane, 1-bromooctane, 1-bromododecane and 1-bromohexadecane, respectively. The structures of products were identified by elemental analysis, IR, 1HNMR, etc.

Key words: adamantane, quaternary ammonium, surfactant, synthesis

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