%0 Journal Article
%T Controlled Release of Damascone from Poly(styrene-co-maleic anhydride)-based Bioconjugates in Functional Perfumery
%A Damien L. Berthier
%A Nicolas Paret
%A Alain Trachsel
%A Wolfgang Fieber
%A Andreas Herrmann
%J Polymers
%D 2013
%I MDPI AG
%R 10.3390/polym5010234
%X Poly(styrene -co-maleic anhydride)s were modified with poly(propylene oxide (PO) -co-ethylene oxide (EO)) side chains (Jeffamine £¿) with different EO/PO molar ratios, varying between 0.11 and 3.60. These copolymers were then further functionalized with a ¦Â-mercapto ketone of ¦Ä-damascone. The obtained poly(maleic acid monoamide)-based ¦Â-mercapto ketones were then studied as delivery systems for the controlled release of ¦Ä-damascone by retro 1,4-addition. The release of ¦Ä-damascone, a volatile, bioactive molecule of the family of rose ketones, was studied by dynamic headspace analysis above a cotton surface after deposition of a cationic surfactant containing fabric softening formulation, as a function of the ethylene oxide (EO)/propylene oxide (PO) molar ratio of the grafted copolymer side chains. The polarity of the EO/PO side chain influenced the release efficiency of the damascone in a typical fabric softening application. PO-rich copolymers and the corresponding poly(styrene -co-maleic anhydride) without Jeffamine £¿ side chains were found to be less efficient for the desired fragrance release than the corresponding bioconjugate with a EO/PO ratio of 3.60 in the side chain. This copolymer conjugate seemed to represent a suitable balance between hydrophilicity and hydrophobicity to favor the release of the ¦Ä-damascone and to improve the deposition of the conjugate from an aqueous environment onto a cotton surface.
%K controlled release
%K damascones
%K fragrances
%K headspace analysis
%K Jeffamines
%K polymer conjugates
%K poly(maleic anhydride)
%K profragrances
%K retro 1
%K 4-additions
%K thioethers
%U http://www.mdpi.com/2073-4360/5/1/234