鉴于简单易得的原料和潜在的环境友好性,脂肪酸型离子液体表面活性剂近年来引起了人们极大的兴趣。以菜籽油加工过程中的下脚料芥酸(二十二碳-13-烯酸)为原料,制备了一种超长碳链的脂肪酸基离子液体表面活性剂[芥酰胺苯甲酸][胆碱](EABCho)。通过傅里叶红外光谱仪、核磁共振氢谱、碳谱确认了其分子结构。利用表面张力、电导率、偏光显微镜和流变研究了该离子液体表面活性剂水溶液的表面活性、胶束化热力学以及溶液的相行为等基础性能。结果表明超长碳链和苯环结构的引入赋予了EABCho极强的自组装能力。EABCho的临界胶束浓度仅为0.01 mmol/L,胶束化自由能达到了-59.852 kJ/mol,均远低于短碳链的[月桂酰胺苯甲酸][胆碱]。随着浓度的增大,EABCho水溶液依次呈现出胶束相、六方液晶相和层状液晶相,均表现出显著的类凝胶性质。
Ionic liquid surfactants (ILSs) are advantageous over traditional amphiphiles because of their adjustable structure and physicochemical properties. However, the improvement of common ILSs in terms of self-assembly and thickening remains a significant challenge. Compared with conventional cationic ILSs, anionic ILSs composed of a long alkyl anion and a relatively small cation have been rarely reported. Due to the simple and readily available raw materials and potential environmental friendliness, fatty-acid-based ionic liquid surfactants have attracted great interest in recent years. In this work, an ILS based on ultra-long-chain fatty acid, namely [erucamide benzoic acid] [choline] (EABCho), was designed and synthesized using erucic acid as raw material. Erucic acid is a leftover material in the processing of rapeseed oil. The molecular structure was confirmed by Fourier transform infrared spectroscopy and nuclear magnetic resonance spectroscopy. Its fundamental properties including surface activity, thermodynamics of micellization, and phase behavior of aqueous solution were investigated by surface tension, conductivity, polarized optical microscopy and rheology. The results indicated that, EABCho had a critical micelle concentration of only 0.01 mmol/L and a micellization free energy of -59.852 kJ/mol, i.e., the introduction of an ultra-long carbon chain (C22) and benzene ring structure endowed EABCho with strong self-assembly ability which was much stronger than that of the corresponding analogue with short carbon chain. With the increase of concentration, the aqueous solution of EABCho presented micellar phase, hexagonal liquid crystal phase and lamellar liquid crystal phase in sequence, all showing significant gel-like properties. Therefore, it was expected to be used as a rheology regulator in daily chemicals, oil exploration, etc.
