长脂肪链酰胺丙基磺基甜菜碱的合成及性能

Synthesis and properties of long-chain amidopropyl sulfobetaine

摘要:

为了考察长脂肪链酰胺丙基磺基甜菜碱的性能，以硬脂酸甲酯、油酸甲酯、11-(3,4-二甲基-苯基)-硬脂酸甲酯、3-二甲胺基丙胺、1,3-丙磺酸内酯为原料，通过两步反应合成了3种长脂肪链酰胺丙基磺基甜菜碱，并采用1HNMR及MS进行结构确认。通过表面张力、耐盐性、泡沫性能、油水界面张力性能测试，发现3种长脂肪链酰胺丙基磺基甜菜碱均具有良好的表/界面活性、泡沫稳定性、乳化能力及耐盐性；长脂肪链中引入芳烷基增强了11-(3,4-二甲基-苯基)-十八烷基酰胺丙基-N,N-二甲基磺基甜菜碱（C18DAMSB）的表面活性，临界胶束浓度及表面张力分别为1.57×10-5 mol/L、28.98 mN/m，低于油酸酰胺丙基磺基甜菜碱（UC18AMP3SB）及硬脂酸酰胺丙基磺基甜菜碱（R18DMSA）；UC18AMP3SB疏水链中的双键使其耐盐性由于优于C18DAMSB和R18DMSA。

Abstract:

In order to research the properties of long-chain amidopropyl sulfobetaines, three kinds of long alkyl chain amidopropyl sulfobetaines were prepared from methyl stearate, methyl oleate, 11-(3,4-dimethyl-phenyl)-stearic acid methyl ester, 3-dimethylaminopropylamine and 1,3-propane sultone by two-step reaction, and the structures were confirmed by 1HNMR and mass spectrometry through the surface tension, salt resistance, foam performance, oil-water interfacial tension performance tests, it is found that the three long alkyl chain amidopropyl sulfobetaines have good surface/interface activity, foam stability, emulsifying ability, resistance ability to salts; introducing aralkyl groups into long alkyl chains enhanced the surface activity of 11-(3,4-Dimethyl-phenyl)-octadecylamidopropyl-N,N-dimethylsulfobetaine (C18DAMSB), the critical micelle concentration and surface tension were 1.57×10-5 mol/L and 28.98 mN/m, both lower than oleic acid amidopropyl sulfobetaine (UC18AMP3SB) and stearic acid amidopropyl sulfobetaine (R18DMSA); the double bond in the hydrophobic chain of UC18AMP3SB makes its salt tolerance better than C18DAMSB and R18DMSA.