Slow release of fragrant compounds in perfumery using 2-benzoyl benzoates, 2-alkanoyl benzoates or .alpha.-keto esters
AssigneeFirmenich SA
InventorsJana Pika, Andreas Herrmann, Christian Vial
Life of this patent
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Abstract
A fragrance delivery system which releases fragrant alcohols upon exposure to light. The system comprises 2-benzoyl benzoates of general formulae ##STR1## which can comprise various subtituents R.sub.1 -R.sub.5 as defined in the application and a substituted R* which is the organic part of a fragrant alcohol.
Claims19
A perfuming composition containing a compound of formula ##STR12## in which R represents a group of formula ##STR13## in which X and Y can be identical or different and represent hydrogen, a linear or branched alkyl or alkoxy group from C.sub.1 to C.sub.12, a phenyl group, an olefinic group from C.sub.2 to C.sub.12, an alcohol group a CO.sub.2 M group, a --NR.sub.6 R.sub.7 group or a group of formula ##STR14## R.sub.2 can be identical to R.sub.1 or different from it and represents hydrogen, a linear or branched alkyl or alkoxy group from C.sub.1 to C.sub.12, a phenyl group, an olefinic groulp from C.sub.2 to C.sub.12, an alcohol group, a CO.sub.2 M group, a --NR.sub.6 R.sub.7 group or a group of formnula ##STR15## or a polyalcohol or polyether group;
- R.sub.3 represents hydrogen, an alkyl or aLkoxy group fom C.sub.1 to C.sub.4, linear or branched, a OH group or a NH.sub.2 group;
- R.sub.4 and R.sub.5, taken separately, can be hydrogen or have the meaning given above for R.sub.1 and can be identical to or different from R.sub.1 or from each other;
- or R.sub.4 and R.sub.5, taken together, form a bridging group between the two aromatic rings, which bridging group can be a methylene or a keto group;
- m is an integer from 0 to 3 and n is an integer from 0 to 2;
- R.sub.6 and R.sub.7, taken separately, each represents hydrogen, an alkyl group from C.sub.1 to C.sub.4, an alcohol group having an alkyl chain from C.sub.1 to C.sub.12, or a phenyl group, or, R.sub.6 and R.sub.7, taken together with the nitrogen atom form a 5-membered or 6-memnbered ring optionally containing another hetero atom;
- R.sub.8 represents hydrogen, an alkyl group from C.sub.1 to C.sub.4, an alcohol group having an alkyl chain from C.sub.1 to C.sub.12 or a phenyl group;
- M represents hydrogen or an alkali metal;
- and
- R* is the organic part derived from a primary or secondary fragrant alcohol R*OH, wherein the fragrant alcohol is released upon exposure of the composition to light to provide a fragrance.
A compound of fornmula ##STR17## in which R.sub.1 represents a group of formula ##STR18## in which X and Y can be identical or different and represent hydrogen, a linear or branched alkyl or alkoxy group from C.sub.1 to C.sub.12, a phenyl group, an olefinic group from C.sub.2 to C.sub.12, an alcohol group, a CO.sub.2 M group, a --NR.sub.6 R.sub.7 group or a group of formula ##STR19## R.sub.2 can be identical to R.sub.1 or different from it and represents hydrogen, a linear or branched alkyl or alkoxy group from C.sub.1 to C.sub.12, a plienyl group, an olefinic group from C.sub.2 to C.sub.12, an alcohol group, a CO.sub.2 M group, a --NR.sub.6 R.sub.7 group, a group of formula ##STR20## or a polyalcohol or polyether group;
- R.sub.3 represents hydrogen, an alkyl or alkoxy group from C.sub.1 to C.sub.4, linear or branched, a OH group or a NH.sub.2 group;
- R.sub.4 and R.sub.5, taken separately, can be hydrogen or have the meaning given above for R.sub.1 and can be identical to or different from R.sub.1 or from each other;
- or
- R.sub.4 and R.sub.5, taken together, form a bridging group between the two aromatic rings, which bridging group can be a methylene or a keto group;
- m is an integer from 0 to 3 an n is an integer from 0 to 2;
- R.sub.6 and R.sub.7, taken separately, each represents hydrogen, an alkyl group from C.sub.1 to C.sub.4, an alcohol group having an alkyl chain from C.sub.1 to C.sub.12, or a phenyl group, or, R.sub.6 and R.sub.7, taken together with the nitrogen atom form a 5-membered or 6-membered ring optionally containing another hetero atom;
- R.sub.8 represents hydrogen, an alkyl group from C.sub.1 to C.sub.4, an alcohol group having an alkyl chain from C.sub.1 to C.sub.12 or a phenyl group;
- M represents hydrogen or an alkali metal;
- and
- R* is the organic part derived from a primary or secondary fragrant alcohol R*OH.
A compound of the formula (I'):
- ##STR21## in which:
- R.sub.1 is a branched alkyl group from C.sub.3 to C.sub.4 containing a second hydrocarbon group;
- R.sub.2 is a branched allyl group from C.sub.3 to C.sub.4 and is identical to R.sub.1 ;
- R.sub.3 is hydrogen or a linear or branched alkyl group from C.sub.1 to C.sub.4 ;
- R.sub.4 is hydrogen or a linear or branched alkyl group from C.sub.1 to C.sub.4 ;
- R.sub.5 is hydrogen or a linear or branched alkyl group from C.sub.1 to C.sub.4 ;
- and
- R* is the organic part derived from a primary or secondary fragrant alcohol R*OH.
Dependencies are inferred from the claim text.