Synthesis and Catalytic Properties of Hydrophobically Modified Poly(alkylmethyldiallylammonium bromides)

Article abstract of DOI:10.1021/jo00013a043

A series of hydrophobically modified homo- and copolymers of the poly(alkylmethyldiallylammonium bromide) type has been prepared by free-radical cyclo(co)polymerization of alkylmethyldiallylammonium bromide monomers in aqueous solution.Depending on the length of the alkyl side chain (varied between C1 and C12) and the conformational freedom of the polymeric main chain, polysoap behavior was found as indicated by the hypsochromic shift of the long-wavelength absorption band of Methyl Orange, noncovalently bound to the macromolecule.The formation of a compact coil results in the presence of hydrophobic microdomains.Polysoap formation, akin to intramolecular micellization, is also revealed by appreciable catalytic effects on the unimolecular decarboxylation of 6-nitrobenzisoxazole-3-carboxylate at pH 11.3 and 30 degC.