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

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.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01438116
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Submitted on : Thursday, March 16, 2017 - 10:50:01 AM
Last modification on : Thursday, July 16, 2020 - 3:17:19 AM
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N. Sari-Chmayssem, F. Pessel, Jean-Paul Guégan, S. Taha, H. Mawlawi, et al.. Direct and one-pot conversion of polyguluronates and alginates into alkyl-L-guluronamide-based surfactant compositions. Green Chemistry, Royal Society of Chemistry, 2016, 18 (24), pp.6573-6585. ⟨10.1039/c6gc01983h⟩. ⟨hal-01438116⟩

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