0000000000184146
AUTHOR
Volker Von Braunmühl
Synthesis of aldonamide siloxanes by hydrosilylation
Abstract The synthesis of hydrophobic/hydrophilic hybrid polymers based on polydimethylsiloxanes (PDMS) and carbohydrate derivatives involving a hydrosilylation step is reported. Starting with poly(dimethyl- co -hydromethyl)siloxanes (PDMS- co -HMS), O -acetylated N -allylaldonamides of various sugars can be attached to the siloxane backbone using platinum catalysts. The characteristics of different transition metal complexes in the polymer-analogous formation of SiC bonds are investigated. A generalized reaction pathway applicable to several reducing carbohydrates is established to synthesize aldonamide siloxanes in a broad variety of molecular weight and composition. The products obtaine…
Polydimethylsiloxanes with amylose side chains by enzymatic polymerization
Maltoheptaonamide modified polydimethylsiloxane was prepared applying a simplified synthetic pathway in the derivatization sequence of the carbohydrate. The products were characterized by 13C NMR and FT-IR spectroscopy. The glucan side chains of these “sweet siloxanes” were elongated by enzymatic catalysis with potato phosphorylase.
Saccharide modified silica particles by enzymatic grafting
The surface of silica particles has been chemically modified with oligo- or poly-(α,1→4)-D-glucopyranose (amylose) chains of various length by covalently attaching maltoheptaose derivatives to the solid support and enzymatic polymerization of glucose-1-phosphate with a potato phosphorylase as catalyst. The characterization of the products by solid-state NMR spectroscopy showed an interesting dependence of the linewidth with the grafting density of the glucan chains. The modified silica particles showed chiral discrimination in liquid chromatography.