Direct and one-pot conversion of polyguluronates and alginates into alkyl-l-guluronamide-based surfactant compositions. Issue 24 (12th October 2016)

• Record Type: Journal Article
• Authors: Sari-Chmayssem, N.; Pessel, F.; Guégan, J. P.; Taha, S.; Mawlawi, H.; Benvegnu, T.
• Is Part Of: Green chemistry. Volume 18:Issue 24(2016)
• Page Start: 6573
• Page End: 6585
• Publication Date: 2016-10-12
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c6gc01983h
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : One-pot transformation ofl -polyguluronates or alginates into 100% bio-based surfactants proceeded efficiently to provide novel long-chain alkyl-l -guluronamide/d -mannuronamide compositions as emulsion stabilizers. Abstract : We describe here an efficient one-pot process for the synthesis of 100% bio-basedl -guluronic acid based surfactant compositions as emulsion stabilizers, directly froml -polyguluronate or whole alginate, a renewable polysaccharide extracted from brown seaweeds. The transformation of these polymers into long-chain alkyl-l -guluronamides associated withd -mannuronamides when the alginate was used, has been achieved through the preparation of n -butyl uronate monosaccharide intermediates involving methane sulfonic acid-promoted hydrolysis, Fisher glycosylation and esterification reactions, followed by an in situ solvent-free aminolysis reaction with fatty amines.