Synthesis and properties of fluoroalkyl end-capped sulfobetaine polymers

摘要

A variety of fluoroalkyl end-capped 3-N-(3-acrylamido)propyl-N,N-dimethylammoniopropanesulfonate polymers R-F-(APDAPS)(n)-R-F were prepared by the reactions of fluoroalkanoyl peroxides with the corresponding monomer under very mild conditions. Similarly, fluoroalkyl end-capped 2-vinylpyridinio propane sulfonate polymer was obtained by the use of fluoroalkanoyl peroxide. These fluoroalkyl end-capped sulfobetaine polymers exhibited a good solubility in water; however, these polymers have a poor solubility in other solvents. In particular, R-F(APDAPS)(n)-R-F polymers caused gelation in methanol, although R-F-(VPPA)(n)-R-F polymer showed no gelation in methanol. R-F-(APDAPS)(n)-R-F polymers were found to form the self-assembled molecular aggregates with the aggregations of the end-capped fluoroalkyl segments and the ionic interactions between sulfobetaine segments in aqueous solutions. On the other hand, it was suggested that R-F-2-vinylpyridinio propane sulfonate (VPPS)(n)-R-F polymer is not likely to form the self-assemblies in aqueous solutions because of the steric hindrance of pyridiniopropyl betaine units in polymer. We also studied the surfactant properties of R-F-(APDAPS)(n)-R-F and R-F-(VPPS)(n)-R-F polymers compared with those of other fluoroalkyl end-capped betaine-type polymers such as 2-acrylamido-2-methylpropanesulfonic acid polymers and 2-(3-acrylamidopropyldimethylammonio) ethanoate polymers. (C) 2004 Wiley Periodicals, Inc. References: 13