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Synthesis of water-soluble and water-insoluble amphiphilic derivatives of dextran in organic medium.

TitreSynthesis of water-soluble and water-insoluble amphiphilic derivatives of dextran in organic medium.
Publication TypeJournal Article
Year of Publication2013
AuthorsCovis, R, Ladaviere, C, Desbrieres, J, Marie, E, Durand, A
JournalCarbohydr Polym
Volume95
Issue1
Pagination360-5
Date Published2013 Jun 5
ISSN1879-1344
Mots-clésCatalysis, Dextrans, Dimethyl Sulfoxide, Epoxy Compounds, Quaternary Ammonium Compounds, Solubility, Solvents, Viscosity, Water
Abstract

Hydrophobically modified dextrans were prepared by reacting native polysaccharide with 1,2-epoxydodecane in dimethylsulfoxide. Epoxide oligomerization was shown to occur as a secondary reaction when hydroxide ions were used as base catalysts. By adjusting the amount of epoxide in the feed, dextran derivatives with degrees of substitution (DS) between 0% and 164% were obtained. Polymers with DS above 100% were readily soluble in organic solvents like tetrahydrofuran, dioxane and water-saturated chloroform and dichloromethane. Their solution properties in organic solvent were characterized by capillary viscometry. Water-soluble derivatives were compared to other amphiphilic dextrans obtained using a heterogeneous modification in aqueous medium. The effect of modification conditions on substitution pattern was evidenced.

DOI10.1016/j.carbpol.2013.03.010
Alternate JournalCarbohydr Polym
PubMed ID23618280