CIESC Journal ›› 2014, Vol. 65 ›› Issue (4): 1368-1373.DOI: 10.3969/j.issn.0438-1157.2014.04.029

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Preparation and characterization of sulfonate sodium-containing Gemini surfactants

ZHANG Guanghua, FU Xiaolong, WANG Peng, LIU Lei, WU Guixia   

  1. Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry, Ministry of Education, Shaanxi University of Science & Technology, Xi'an 710021, Shaanxi, China
  • Received:2013-08-23 Revised:2013-11-04 Online:2013-11-27 Published:2014-04-05
  • Supported by:

    supported by the Key Laboratory Project of Education Department of Shaanxi Province (2010JS055).

系列磺酸钠型Gemini表面活性剂的合成及表征

张光华, 付小龙, 王鹏, 刘磊, 吴桂霞   

  1. 陕西科技大学教育部轻化工助剂化学与技术重点实验室, 陕西 西安 710021
  • 通讯作者: 付小龙
  • 作者简介:张光华(1962—),男,博士,教授。
  • 基金资助:

    陕西省教育厅重点实验室项目(2010JS055)。

Abstract: Three sulfonate sodium-containing Gemini surfactants, 6,6'-(propane-1,3-diylbis(oxy)) bis(3-nonenzenesulfonate sodium) (9B-3-9B), 6, 6'-(butane-1, 4-diylbis(oxy)) bis(3-nonylbenzenesulfonic sodium) (9B-4-9B) and 6, 6'-(pentane-1, 5-diylbis(oxy)) bis(3-nonylbenzenesulfonate sodium) (9B-5-9B), were synthesized through two-step reaction using nonylphenol (NP), 1, 3-dibromopropane, 1, 4-dibromobutane, 1, 5-dibromopentane and chloro sulfonic acid as main starting materials. The influence of reaction temperature and time on the yields of 9B-m-9B was studied. The structures of 9B-m-9B were characterized by FTIR, 1H NMR and elemental analysis, and their abilities to lower water surface tension were also evaluated by surface tension measurement. The yields were 59.94%, 65.27% and 53.91% for 9B-3-9B, 9B-4-9B and 9B-5-9B, respectively, when the reaction condition was at 0℃ for 6 h. Three synthesized surfactants 9B-m-9B (m=3, 4, 5) showed surface properties superior to conventional monomeric surfactant sodium dodecylbenzene sulfonate (SDBS), and their critical micelle concentrations (CMC) were 0.14, 0.11 and 0.12 mmol·L-1, gCMC were 29.43, 29.26 and 28.22 mN·m-1 for 9B-m-9B(m=3, 4, 5), respectively.

Key words: Gemini surfactant, surface tension, critical micelle concentration, synthesis, optimization, reaction

摘要: 通过两步反应,合成了三种磺酸钠型Gemini表面活性剂6, 6’-(丙基-1, 3-二基双氧)双(3-壬基苯磺酸钠)(9B-3-9B)、6, 6’-(正丁基-1, 4-二基双氧)双(3-壬基苯磺酸钠)(9B-4-9B)和6, 6’-(正戊基-1, 5-二基双氧)双(3-壬基苯磺酸钠)(9B-5-9B),并讨论了反应温度和反应时间对产物产率的影响,优化了反应条件。利用傅里叶变换红外光谱仪(FTIR)、核磁共振仪(1H NMR)和元素分析仪表征产物结构,并通过DCTA21表面界面张力仪测定其在水溶液中的表面张力。结果表明:与传统表面活性剂十二烷基苯磺酸钠(SDBS)相比,Gemini表面活性剂9B-m-9B(m=3, 4, 5)具有更高的表面活性,其临界胶束浓度(CMC)分别为0.14、0.11、0.12 mmol·L-1,对应的表面张力gCMC分别为29.43、29.26、28.22 mN·m-1

关键词: Gemini表面活性剂, 表面张力, 临界胶束浓度, 合成, 优化, 反应

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