Synthesis of an Amphiphilic Polymer Having Hydrophobic Acetal and Hydrophilic Pyrrolidone Moieties and Its Application to Persisting Release of Aldehyde as a Pro-Fragrance

A polymer having acetal moiety in the side chain was synthesized by a reaction of 1,3-diol structure of poly(vinyl alcohol-co-N-vinylpyrrolidone) and octanal. The hydrophobicity of the resulting acetal moiety and the hydrophilicity of the pyrrolidone moiety allowed the polymer to exhibit amphiphilicity. The polymer released octanal by hydrolysis of the acetal side chains under acidic conditions. The release of octanal was enhanced by the increased hydrophilicity of the polymer because of the presence of pyrrolidone moiety. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 3816-3822, 2010