4.8 Article

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

Journal

GREEN CHEMISTRY
Volume 18, Issue 24, Pages 6573-6585

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6gc01983h

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Funding

  1. AZM & SAADE association
  2. Doctoral School for Sciences and Technology-Lebanese University

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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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