欢迎访问《日用化学工业(中英文)》,今天是

日用化学工业 ›› 2021, Vol. 51 ›› Issue (11): 1039-1044.doi: 10.3969/j.issn.1001-1803.2021.11.001

• 基础研究 •    下一篇

动态亚胺型pH开关表面活性剂的合成及性能研究

李欢1,方银军2,刘雪锋1,*()   

  1. 1.江南大学 化学与材料工程学院 合成与生物胶体教育部重点实验室,江苏 无锡 214122
    2.赞宇科技集团股份有限公司,浙江 杭州 310030
  • 收稿日期:2021-01-06 修回日期:2021-10-26 出版日期:2021-11-22 发布日期:2021-11-19
  • 通讯作者: 刘雪锋
  • 基金资助:
    国家自然科学基金资助项目(21673103);赞宇科研基金资助项目

Synthesis and properties of pH-switchable surfactants based on dynamic imine bond

Li Huan1,Fang Yinjun2,Liu Xuefeng1,*()   

  1. 1. Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China
    2. Zanyu Technology Group Co., Ltd., Hangzhou, Zhejiang 310030, China
  • Received:2021-01-06 Revised:2021-10-26 Online:2021-11-22 Published:2021-11-19
  • Contact: Xuefeng Liu

摘要:

基于动态亚胺键特殊的pH响应特性,构筑具有pH可逆响应的表面活性剂及其自组装体系是近年来表面活性剂物理化学领域的热点之一,但是两性离子型的动态亚胺键表面活性剂尚未见报导。为此,设计并合成一种带有磺基甜菜碱亲水基的芳香醛(FPSA,(CHO)C6H4OCH2CH2N+(CH32CH2CH2CH2SO3-)的前驱体,并与脂肪辛基伯胺(OA)在水溶液中原位形成动态亚胺键型表面活性剂FPSA-OA(C8H17N=CH-C6H4OCH2CH2N+(CH32CH2CH2CH2SO3-)。通过表面张力(γ)曲线得到25 ℃时FPSA-OA的临界胶束浓度(cmc)为3.43×10-3 mol/L,γcmc为30.89 mN/m;此外,FPSA-OA可以将石油醚-水的界面张力降低至4.87 mN/m,表现出良好的表(界)面活性。结果表明,FPSA-OA具有pH响应性,其pH开关窗口为8~12;对于2×10-3 mol/L FPSA-OA溶液而言,当pH分别在8和12可逆变化时,其γ在70和37 mN/m之间相应可逆改变;如此循环5次,FPSA-OA水溶液的表面张力均表现出良好的响应可逆性。

关键词: pH开关, 两性离子表面活性剂, 动态亚胺键, 可逆响应

Abstract:

Based on the particular pH-response of dynamic imine bonds, constructing pH-responsive surfactants and the self-assemblies thereof has been one of the hotspots recently in the field of physical chemistry of surfactants. However, the reports on amphoteric surfactants containing dynamic imine bonds with simple structure have been rarely seen. Herein, an aromatic aldehyde containing sulfobetaine group (FPSA, (CHO)C6H4OCH2CH2N+(CH32CH2CH2CH2SO3-) was designed and synthesized. FPSA and octylamine (OA) were used as the precursors to form an amphoteric dynamic imine surfactant (FPSA-OA, C8H17N=CH-C6H4OCH2CH2N+(CH32CH2CH2CH2SO3-) in situ in the aqueous solution. The critical micelle concentration (cmc) and the surface tension (γ) at cmc were 3.43×10-3mol/L and 30.89 mN/m at 25 ℃, respectively. In addition, the interfacial tension at the interface of petroleum ether-water was reduced to 4.87 mN/m. All of these results indicate that the interfacial activities of FPSA-OA are quite well. The pH-response of FPSA-OA was observed, and the pH-responsive window was in the range of 8 to 12. For a sample solution of FPSA-OA (2×10-3mol/L), the value of γ was reduced from approximately 70 mN/m to 37 mN/m when the pH was changed from 8 to 12, and then restored to approximately 70 mN/m if the pH was changed back to 8. This transition could be steadily and reversibly carried out over 5 cycles without any remarkable variation, which implies that FPSA-OA has an excellent pH-reversibility.

Key words: pH-switchable, amphoteric surfactant, dynamic imine bond, reversible response

中图分类号: 

  • TQ423