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Issue 6, 2016
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Efficient solvent-free cationization of alkylpolyglycoside based surfactant compositions using natural glycine betaine

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Abstract

We describe here a new strategy for the preparation of 100% bio-based sugar based cationic surfactants using glycine betaine butyl ester as the cationizing agent. We first studied NaHCO3-catalyzed transesterification reactions of pure fatty alcohols and equimolar mixtures of alkyl glucosides or xylosides and fatty alcohols. Using solvent-free processes, moderate to high levels of cationization (48–90%) concerning both fatty alcohols and carbohydrates, were obtained with a certain regioselectivity toward C6 and/or C3 positions in the D-glucose and D-xylose series. This synthetic approach can also be extended to commercial alkylpolyglycosides containing large proportions of fatty alcohols (90–96%) to provide original cationized glycoside compositions, as (co-)emulsifiers.

Graphical abstract: Efficient solvent-free cationization of alkylpolyglycoside based surfactant compositions using natural glycine betaine

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Supplementary files

Article information


Submitted
15 Sep 2015
Accepted
29 Oct 2015
First published
30 Oct 2015

Green Chem., 2016,18, 1664-1673
Article type
Paper
Author version available

Efficient solvent-free cationization of alkylpolyglycoside based surfactant compositions using natural glycine betaine

D. Pérusse, J. P. Guégan, H. Rolland, J. Guilbot and T. Benvegnu, Green Chem., 2016, 18, 1664
DOI: 10.1039/C5GC02214B

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