G. Jonas et R. Stadler, CARBOHYDRATE MODIFIED POLYSILOXANES .2. SYNTHESIS VIA HYDROSILATION OF MONOSACCHARIDE AND DISACCHARIDE AND OLIGOSACCHARIDE ALLYLGLYCOSIDES, Acta polymerica, 45(1), 1994, pp. 14-20
The synthesis of linear carbohydrate modified polysiloxanes has been s
uccessfully performed by hydrosilation of functionalized and protected
carbohydrate derivates. The functionalization (allyl glycosilation) m
ay be applied to a wide variety of reducing carbohydrates. In this stu
dy, mono-, di- and oligosaccharides were converted by a simple two-ste
p reaction (beta-acetylation and allyl glycosilation) into active comp
ounds, allowing the polymer analogous addition to random poly[dimethyl
-co-hydromethyl]siloxanes (hydrosilation). By variation of the Si-H am
ount in the starting polymers, polysiloxanes with 1.5% to 56% (by weig
ht) carbohydrate content were prepared. At small degrees of substituti
on the modified polysiloxanes remain soluble in non-polar media. With
increasing carbohydrate content the polymers become more and more solu
ble in polar solvents like isopropanol or methanol. A polysiloxane wit
h 29% maltose modified comonomeric units (56 wt.-% carbohydrate conten
t) was fully water soluble.