Efficient oxidative modification of polysaccharides in water using H2O2 activated by iron sulfophthalocyanine

Carmen Klein Koerkamp (1) , Robert Granet (1) , Rachida Zerrouki (1) , Nicolas Villandier (2) , François Jérôme (2) , Joël Barrault (2) , Pierre Krausz (1)

1 LCSN - Laboratoire de Chimie des Substances Naturelles
2 LACCO - Laboratoire de catalyse en chimie organique

Selective and environmentally friendly oxidation of polysaccharides by hydrogen peroxide in the presence of iron tetrasulfophthalocyanine (FePcS) catalyst was studied in aqueous media. Oxidation under mild conditions led to the cleavage of the C-C bond of vicinal diols of glycoside units as a result of carbonyl and carboxyl formation. Optimized experimental conditions allowed oxidation of hydroxyethylcellulose (HEC), sodium carboxymethylcellulose (NaCMC), guar gum (GG), and inulin to the extent of 19, 30, 53, 23 carbonyl functions per 100 anhydroglucose units, respectively. Possible explanation for this relatively modest conversion is discussed. Over-oxidation phenomena appear to play an important role during the oxidation process.

Mots clés: Iron sulfophthalocyanine; Oxidation; H2O2; hydroxyethylcellulose; Carboxymethylcellulose; Guar gum; Inulin

Domaines: Chimie; Chimie organique; Chimie; Polymères

Carmen Klein Koerkamp, Robert Granet, Rachida Zerrouki, Nicolas Villandier, François Jérôme, et al.. Efficient oxidative modification of polysaccharides in water using H2O2 activated by iron sulfophthalocyanine. Carbohydrate Polymers, 2009, 78 (4), pp.938-944. ⟨10.1016/j.carbpol.2009.07.021⟩. ⟨hal-00697144⟩