Journal of Polymer Science Part A: Polymer Chemistry, Vol.49, No.8, 1881-1886, 2011
Synthesis of Amphiphilic Copolymer Having Acid-Labile Bicyclo Bisoxazolidine in the Side Chain for Controlled Release of Fragrance Aldehyde
A metharylate monomer having an octanal-derived bicyclo bisoxazolidine (BBOX) moiety was synthesized and was radically copolymerized with a methacrylate having a hydrophilic poly(ethylene glycol) chain to obtain an amphiphilic copolymer having the BBOX moieties as hydrophobic side chains. The BBOX moieties were stable for 7 days at pH 7.0, whereas they were gradually hydrolyze at pH 5.0 to release octanal continuously for 7 days, confirming the potential applicability of the copolymer to a polymeric pro-fragrance that can release aldehyde-type fragrance molecules slowly for a long period. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49:1881-1886, 2011
Keywords:amphiphiles;bicyclo oxazolidine moiety;controlled release;micelles;stimuli-sensitive polymers