Glycine surfactants derived from dodecenyl succinic anhydride

Dix, Leslie and Moon, Andrew (2011) Glycine surfactants derived from dodecenyl succinic anhydride. Journal of surfactants and detergents, 15 (3). pp. 351-357. ISSN 1097-3958

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We report the synthesis and properties of two surfactants with a novel head group based on glycine. A monocarboxylic surfactant N-glycine methyl ester (2-dodecen-1-yl succinamic acid) (I) was prepared by ring opening of an n-alkyl succinic anhydride. Hydrolysis of the ester functionality yields a dicarboxylic acid II. The sodium salts of I and II were effective surfactants at neutral pH giving a low minimum surface tension (\30 mN m-1 at 20°C). At high pH (*12) the surface activity of both surfactants is reduced compared to neutral pH, indicating that at neutral pH an ‘acid soap’ is formed. The pKa of the acid form of the surfactants was determined. Addition of calcium ions reduced the CMC of II but did not reduce the surface tension above the CMC. The resistance of II to calcium ion precipitation was measured at pH 7.

Item Type: Article
Uncontrolled Keywords: Surfactant, dicarboxylic acid, glycine, surface tension, calcium ions
Subjects: F100 Chemistry
Department: Faculties > Health and Life Sciences > Applied Sciences
Related URLs:
Depositing User: Les Dix
Date Deposited: 20 Sep 2012 13:21
Last Modified: 12 Oct 2019 18:26

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