Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)
- Volume 11 Issue 2
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- Pages.113-120
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- 1994
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- 1225-9098(pISSN)
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- 2288-1069(eISSN)
DOI QR Code
Syntheses and Surface Active Properties of Amphoteric Surfactant(3);Syntheses of Carboxylated Amides from Imidazoline
양쪽성계면활성제의 유도체합성 및 계면성에 관한 연구(제3보);이미다졸린으로부터 유도된 카르복시화 아미드류의 합성
Abstract
Amphoteric surfactants were synthesized by the cyclization of 1-(2-hydroxyethyl)-2-undecyl-2-imidazoline [I] with acrylic acid ethyl ester. Compound [I] was easily hydrolyzed with water, especially in the presence of a alkali, to afford amidoamines. After [I] was hydrolyzed, the reaction mixture was allowed to react with acrylic acid ethyl ester and then soapoinfied. Only sodium salts of N- -(2-carboxyethyl)-N'-(2-hydroxyethyl)aminoethyl]dodecanoyl amide[III] was obtained. However, when the reacton of [I] with acrylic acid ethyl ester was carried out in the presence of water, followed by soapnification, ring cleavage of [I] occurred at 2, 3 position, different from hydrolysis of [I] where the cleavage occurred at 1, 2 position, to give sodium salts of N-[N'-(2-carboxyethyl)aminoethyl]-N-(2-hydroxyethyl)dodecanoyl amide [IV] and N-[N', N'-bis(2-carboxyethyl)aminoethyl]-N(2-hydroxyethyl)dodecanoyl amide [V] as main products.
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