Synthesis and properties of water-soluble polyphosphazenes with aminoalcoholic functions

• Published in: Die Makromolekulare Chemie 1992-06, Vol.193 (6), p.1261-1271
• Main Authors: Crommen, Jan H. L., Vandorpe, Joke, Schacht, Etienne H.
• Format: Article
• Language: English
• ISSN: 0025-116X; 0025-116X
• DOI: 10.1002/macp.1992.021930602

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°C of the polyphosphazene derivative substituted with 3‐(hydroxypropyl)amino groups.