Novel Hydroxyl Containing Polyesters and Polycarbonates by the Copolymerization of Glycidyl Ethers of Protected Alditols and Cyclic Anhydrides

Abstract

Novel functional biodegradable polyesters and polycarbonates have been prepared by copolymerization of either succinic anhydride or carbon dioxide with the glycidyl ethers of protected alditols, such as glycidylisopropyl ideneglycerol and glycidyldiisopropylidenepentitols, and their mixtures with propylene oxide in the presence of organo-metal catalysts. Highly hydrophilic polyesters have also been prepared by copolymerization of succinic anhydride with N-glycidylpyrrolidone. Polyesters and polycarbonates of protected alditols thus obtained have been transformed into the corresponding polyhydroxylated polymers by selective removal of side-chain isopropylidene protecting groups. The hydrophilic/hydrophobic balance of the polymeric products can be tuned by changing the nature of the glycidyl ether, by varying the glycidyl ether/propyl ene oxide molar ratio in the feed mixture and by controlling the extent of iso propylidene groups' removal.