Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
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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

  • Ro, Y.C. (Dept. of Ind.Chem., Chungbuk Nat. Univ.) ;
  • Kim, H.S. (Dept. of Chem. Eng., Chungcheong Junior Colle.) ;
  • Nam, K.D. (Dept. of Ind.Chem., Chungbuk Nat. Univ.)
  • 노윤찬 (충북대학교 공과대학 공업화학과) ;
  • 김홍수 (충청전문대학 화학공업과) ;
  • 남기대 (충북대학교 공과대학 공업화학과)
  • Published : 1994.11.30
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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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