Slow release of fragrant compounds in perfumery using a keto esters
AssigneeFirmenich SA
InventorAndreas Herrmann
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Abstract
The present invention describes a fragrance delivery system which releases fragrant aldehydes or ketones and/or fragrant compounds containing an olefin function upon exposure to light. This system comprises α-keto esters of formula in which R′* and R″* have the meaning as defined in the application and which are generally, in case of R′*, an alkyl group carrying an abstractable hydrogen in γ-position relative to the α-keto function and carrying a moiety from which is derived a fragrant compound containing an olefin function, and, in case of R″*, the organic part of a primary or secondary alcohol from R″*OH which is derived a fragrant aldehyde or ketone.
Claims11
A perfuming composition or a perfumed product comprising, together with perfuming ingredients, solvents and adjuvants of current use in perfumery, an α-keto ester of formula
- in which
- a) R′* is a hydrogen or a linear or branched, unsubstituted or substituted alkyl group or alkylene group from C1 to C35, an unsubstituted or substituted cycloalkyl group from C3 to C8, an unsubstituted or substituted phenyl group, wherein said alkyl, alkylene, cycloalkyl and phenyl groups may comprise one or several hetero atoms not directly linked to the α-keto group and selected from the group consisting of oxygen, nitrogen, phosphorous and sulfur, or
- R′* is a substituted or unsubstituted, linear or branched alkyl group carrying an abstractable hydrogen in γ-position relative to the α-keto function and comprising a moiety from which is derived a fragrant compound containing an olefin function, such that said fragrant compound containing an olefin function is eliminated after abstraction of said γ-hydrogen atom;
- and
- b) R″* is hydrogen or a methyl, ethyl or tert-butyl group or is the organic part of a primary or secondary alcohol R″*OH from which is derived a fragrant aldehyde or ketone;
- and
- provided that at least one of the groups R′* and R″* is a group derived from a fragrant compound.
A perfuming composition or a perfumed product comprising an α-keto ester of formula
- in which
- a) R′* is a hydrogen or a linear or branched, unsubstituted or substituted alkyl group or alkylene group from C1 to C35, an unsubstituted or substituted cycloalkyl group from C3 to C8, an unsubstituted or substituted phenyl groups wherein said alkyl, alkylene, cycloalkyl and phenyl groups may comprise one or several hetero atoms not directly linked to the α-keto group and selected from the group consisting of oxygen nitrogen phosphorous and sulfur, or
- R′* is a substituted or unsubstituted, linear or branched alkyl group carrying an abstractable hydrogen in γ-position relative to the α-keto function and comprising a moiety from which is derived a fragrant compound containing an olefin function, such that said fragrant compound containing an olefin function is eliminated after abstraction of said γ-hydrogen atom, and
- b) R″* is hydrogen or a methyl ethyl or tert-butyl group or is the organic part of a primary or secondary alcohol R″*OH from which is derived a fragrant aldehyde or ketone;
- and
- provided that at least one of the groups R′* and R″* is a group derived from a fragrant compound, wherein the fragrant compound containing an olefin function from which is derived R′* in formula (I) is linalool, myrcene, myrcenol, a 1,3,5-undecatriene, 9-decen-1-ol or allyl heptanoate.
A method for perfuming a surface which comprises treating said surface with an α-keto ester of formula
- in which
- a) R′* is a hydrogen or a linear or branched unsubstituted or substituted alkyl group or alkylene group from C1 to C35, an unsubstituted or substituted cycloalkyl group from C3 to C8, an unsubstituted or substituted phenyl group wherein said alkyl, alkylene, cycloalkyl and phenyl groups may comprise one or several hetero atoms not directly linked to the α-keto group and selected from the group consisting of oxygen, nitrogen, phosphorous and sulfur, or
- R′* is a substituted or unsubstituted, linear or branched alkyl group carrying an abstractable hydrogen in apposition relative to the α-keto function and comprising a moiety from which is derived a fragrant compound containing an olefin function, such that said fragrant compound containing an olefin function is eliminated after abstraction of said γ-hydrogen atom, and
- R″* is hydrogen or a methyl, ethyl or tert-butyl group or is the organic part of a primary or secondary alcohol R″*OH from which is derived a fragrant aldehyde or ketone;
- and provided that at least one of the groups R′* and R″* is a group derived from a fragrant compound.
Dependencies are inferred from the claim text.