Photolabile acetal and ketal compounds for the controlled release of active volatile carbonyl compounds
AssigneeFirmenich SA
InventorAndreas Herrmann
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Abstract
The present invention relates to 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. 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 said acetal or ketal compounds in perfumery, as well as in perfuming compositions or perfumed consumer articles.
Claims20
A delivery system for releasing one or more active volatile aldehydes or ketones comprising 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.
An acetal or ketal compound of formula
- wherein
- R1 and R2, simultaneously or independently, represent 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 and 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;
- R4 and R5 represent, simultaneously or independently, from each other, a hydrogen atom, or a methylthio group, with at least one R4 or R5 being a methylthio group.
Dependencies are inferred from the claim text.