Synthesis of 1-hydroxyethyl-2-alkyl-2-imidazoline and its derivative sulfonate amphoteric surfactant from tall oil fatty acid

Abstract

1-Hydroxyethyl-2-alkyl-2-imidazoline (HEAI) and its derivative sulfonate amphoteric surfactant were synthesized using tall oil fatty acid as the raw material. Suitable experimental conditions for synthesizing the intermediate and final products were probed. Their chemical structures were also investigated by means of infrared spectroscopy and hydrogen nuclear magnetic resonance spectroscopy. Based on the results of these analyses, it has been found that during the reaction process of HEAI with sodium 3-chloro-2-hydroxypropane sulfonate under alkaline condition the imidazoline ring was hydrolyzed to amides, and the obtained amphoteric surfactant was actually a complex mixture of amides. An etherification reaction in the hydroxyethyl group was also observed when the HEAI/sodium 3-chloro-2-hydroxypropane sulfonate molar ratio was more than 1 : 1.