SYNTHESIS AND PROPERTIES OF WATER-SOLUBLE POLYPHOSPHAZENES WITH AMINOALCOHOLIC FUNCTIONS

Phosphazene polymers with 2-(trimethylsiloxy)ethylamino, 3-(trimethylsiloxy)propylamino and 2,3-bis(trimethylsiloxy)propylamino substituents are described. These polymers have been prepared by reaction of the corresponding hydroxy-protected aminoalcohol with poly(dichlorophosphazene). Total halogen replacement was achieved only with the 2-(trimethylsiloxy)ethylamino and 3-(trimethylsiloxy)propylamino groups. Replacement of remaining chlorine was achieved by subsequent introduction of glycine ethyl ester groups as co-substituents. The trimethyl silyl-protecting groups were removed by reaction of the polymer with tetrabutylammonium fluoride. This yielded water-soluble degradable polyphosphazene derivatives with 2-(hydroxyethyl)amino, 3-(hydroxypropyl)amino or 2,3-(dihydroxypropyl)amino substituents. The structures and physical properties of the prepared polymers were investigated using NMR, IR, and thermal analyses. The hydrolytical degradation of the final water-soluble polymers was also evaluated. A significant reduction in reduced viscosity and the release of 3-amino-1-propanol was observed during incubation in water at 37-degrees-C of the polyphosphazene derivative substituted with 3-(hydroxypropyl)amino groups.