Photolabile acetal and ketal compounds for the controlled release of active volatile carbonyl compounds
AssigneeFirmenich SA
InventorAndreas HERRMANN
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Abstract
A method for releasing one or more active volatile aldehydes or ketones from a delivery system based on photosensitive acetal or ketal compounds capable of liberating upon exposure to light an active volatile carbonyl compound in a controlled manner from a surface into the surrounding environment. The delivery system can be used to release active substances such as flavors, fragrances, malodor counteractants, insect attractants or insect repellents. The invention also relates to the use of such acetal or ketal compounds in perfumery, as well as in perfuming compositions or perfumed consumer articles.
Claims14
A method for releasing one or more active volatile aldehydes or ketones which comprises:
- providing a delivery system that includes a compound of formula
- wherein
- R1 and R2 represent simultaneously or independently a hydrogen atom, a C1-18 hydrocarbon group or a C1-18 group that includes one to three oxygen atoms, one to two nitrogen atoms, and/or one sulfur atom, provided that at least one or both of R1 and R2 includes one of the C1-18 groups;
- wherein R1 and R2 are derived from an active aldehyde or ketone of formula (R1)(R2)C(═O);
- said aldehyde or ketone having a molecular weight comprised between 80 and 230 g/mol and being a C5-18 compound;
- R3 represent simultaneously or independently from each other, a hydrogen atom, a linear C1-C8 alkyl group, a branched or cyclic C3-C8 alkyl group, a hydroxy group, a methoxy group, an ethoxy group, a 2-hydroxyethoxy group, a 2-ethoxyethoxy group, a (OCH2CH2)nOH group, a (OCH2CH2)nOCH3 group, a methylthio group, a dimethylamino group, or a diethylamino group, with n being an integer varying between 2 and 8;
- and
- R4 and R5 represent, simultaneously or independently from each other, a hydrogen atom, a linear C1-C4 alkyl group, a branched C3-C4 alkyl group, a methoxy group, an ethoxy group, a 2-hydroxyethoxy group, a 2-ethoxyethoxy group, a (OCH2CH2)nOH group, a (OCH2CH2)nOCH3 group, a methylthio group, a dimethylamino group, or a diethylamino group, with n having the same meaning as above, wherein at least one R4 and at least one R5 are a dimethylamino group;
- and
- triggering the release of the one or more active volatile aldehyde or ketone by light.
The method of claim 9, wherein the R4 and R5 groups in ortho position with respect to the bond between the aromatic ring and the oxygenated ring are hydrogen atoms, or wherein the R4 and R5 groups in ortho and para position with respect to the bond between the aromatic ring and the oxygenated ring are hydrogen atoms.
Dependencies are inferred from the claim text.