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Direct and one-pot conversion of polyguluronates and alginates into alkyl-l-guluronamide-based surfactant compositionsElectronic supplementary information (ESI) available: 1H NMR, 13C (JMod) of guluronate monomers 1-3 and fractions enriched in α or β furanosides or pyranosides in the d-mannuronamide or l-guluronamide series, isolated after silica gel column chromatography of the GulC4N12, GulC4N18, AlgC4N12 and AlgC4N18 compositions. See DOI: 10.1039/c6gc01983h
Erscheinungsjahr
2016-12
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
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.
One-pot transformation of
l
-polyguluronates or alginates into 100% bio-based surfactants proceeded efficiently to provide novel long-chain alkyl-
l
-guluronamide/
d
-mannuronamide compositions as emulsion stabilizers.
Sprache
Englisch
Identifikatoren
ISSN: 1463-9262
eISSN: 1463-9270
DOI: 10.1039/c6gc01983h
Titel-ID: cdi_rsc_primary_c6gc01983h
Format
–
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