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

D. Pérusse (1) , J. P. Guégan (1) , H. Rolland (2) , J. Guilbot (2) , T Benvegnu (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 SEPPIC - Société d'Exploitation de Produits pour les Industries Chimiques

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

Domaines: Chimie

D. Pérusse, J. P. Guégan, H. Rolland, J. Guilbot, T Benvegnu. Efficient solvent-free cationization of alkylpolyglycoside based surfactant compositions using natural glycine betaine. Green Chemistry, 2016, 18 (6), pp.1664--1673. ⟨10.1039/C5GC02214B⟩. ⟨hal-01299899⟩