Selective synthesis of amphiphilic hydroxyalkylethers of disaccharidesover solid basic catalysts. Influence of the superficial hydrophilic-lipophilicbalance of the catalyst

The direct etherification of three disaccharidic polyols, sucrose, trehalose and isomalt®, with 1,2-epoxydodecane was studied. The catalytic activity of various solid basic catalysts, differing by their superficial hydrophilic–lipophilic properties, was investigated. Disaccharide hydroxyalkylethers...

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Bibliographic Details
Published inJournal of molecular catalysis. A, Chemical Vol. 259; no. 1-2; pp. 67 - 77
Main Authors Villandier, Nicolas, Adam, Isabelle, Jerome, Francois, Barrault, Joël, Pierre, Ronan, Bouchu, Alain, Fitremann, Juliette, Queneau, Y.
Format Journal Article
LanguageEnglish
Published Elsevier [1995, Vol. 95, n° 1-janvier 2017, vol. 426, part B] 15.11.2006
Subjects
Catalysis
Chemical Sciences
Disaccharides
Catalysis
Surfactants
Etherification
Sustainable chemistry
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Summary:The direct etherification of three disaccharidic polyols, sucrose, trehalose and isomalt®, with 1,2-epoxydodecane was studied. The catalytic activity of various solid basic catalysts, differing by their superficial hydrophilic–lipophilic properties, was investigated. Disaccharide hydroxyalkylethers yields greater than 90% were obtained in a DMSO–water mixture in the presence of the recoverable PS–NOH solid catalyst. The regioselectivity of the reaction was fully investigated by HPLC and NMR.
ISSN:1381-1169
DOI:10.1016/j.molcata.2006.06.008