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

Synthesis of 1-hydroxyethyl-2-alkyl-2-imidazoline and its derivative sulfonate amphoteric surfactant from tall oil fatty acid
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DOI:
10.1007/s10086-002-0476-8
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发表时间:
2003-08
影响因子:
2.9
通讯作者:
Shi-fa Wang;Zhi-qiang Cheng;T. Furuno
Shi-fa Wang;Zhi-qiang Cheng;T. Furuno
中科院分区:
材料科学3区
文献类型:
--
作者:
Shi-fa Wang;Zhi-qiang Cheng;T. Furuno

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以塔尔油脂肪酸为原料,合成了1-羟乙基-2-烷基-2-咪唑啉(HEAI)及其衍生物磺酸两性表面活性剂。探讨了合成中间产物和最终产物的适宜实验条件。并用红外光谱和氢核磁共振光谱研究了它们的化学结构。根据这些分析结果发现,在碱性条件下HEAI与3-氯-2-羟丙烷磺酸钠反应过程中,咪唑啉环被水解成酰胺,得到的两性表面活性剂实际上是酰胺的复杂混合物。当HEAI与3-氯-2-羟丙烷磺酸钠的摩尔比大于1:1时,羟乙基也发生醚化反应。
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.