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Issue 24, 2016
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Direct and one-pot conversion of polyguluronates and alginates into alkyl-L-guluronamide-based surfactant compositions

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Abstract

We describe here an efficient one-pot process for the synthesis of 100% bio-based L-guluronic acid based surfactant compositions as emulsion stabilizers, directly from L-polyguluronate or whole alginate, a renewable polysaccharide extracted from brown seaweeds. The transformation of these polymers into long-chain alkyl-L-guluronamides associated with D-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.

Graphical abstract: Direct and one-pot conversion of polyguluronates and alginates into alkyl-l-guluronamide-based surfactant compositions

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Publication details

The article was received on 20 Jul 2016, accepted on 29 Sep 2016 and first published on 29 Sep 2016


Article type: Paper
DOI: 10.1039/C6GC01983H
Citation: Green Chem., 2016,18, 6573-6585
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    Direct and one-pot conversion of polyguluronates and alginates into alkyl-L-guluronamide-based surfactant compositions

    N. Sari-Chmayssem, F. Pessel, J. P. Guégan, S. Taha, H. Mawlawi and T. Benvegnu, Green Chem., 2016, 18, 6573
    DOI: 10.1039/C6GC01983H

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