title: Synthesis of water-soluble and water-insoluble amphiphilic derivatives of dextran in organic medium.
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.
authors.affiliation: CNRS, LCPM, FRE3564, Nancy F-54001, France.
authors.forename: Rudy
authors.initials: R
authors.lastname: Covis
authors.forename: Catherine
authors.initials: C
authors.lastname: Ladaviere
authors.forename: Jacques
authors.initials: J
authors.lastname: Desbrieres
authors.forename: Emmanuelle
authors.initials: E
authors.lastname: Marie
authors.forename: Alain
authors.initials: A
authors.lastname: Durand
mesh_terms: D002384:Catalysis; D003911:Dextrans / Q000737:chemistry*; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012995:Solubility; D012997:Solvents / Q000737:chemistry; D014783:Viscosity; D014867:Water / Q000737:chemistry
chemical_list: D003911:Dextrans; D004852:Epoxy Compounds; D000644:Quaternary Ammonium Compounds; D012997:Solvents; D014867:Water; C009405:tetrabutylammonium; D004121:Dimethyl Sulfoxide