Equilibrated dynamic mixtures to control the release of perfuming aldehydes and ketones

A dynamic mixture, for the controlled release of perfuming aldehydes or ketones, obtainable by reacting, in a water-containing medium

• i) at least two perfuming aldehydes and/or ketones each having a molecular weight comprised between 80 and 230 g/mol;
• with
• ii) at least one derivative of formula
• wherein:
• n is 0 or 1;
• each R1 represents, independently of each other, a hydrogen atom, a phenyl group optionally substituted, or a C1-10 alkyl or alkenyl group optionally substituted;
• if n =0, two R1 taken together represent a C4 group forming with the carbon atoms to which they are linked an aromatic ring which is optionally substituted;
• each R2 represents, independently of each other, a hydrogen atom, a phenyl group optionally substituted, or a C1-10 alkyl or alkenyl group optionally substituted;
• two R2 or two R1 or one R1 and one R2, taken together, may form a C3-8 alkanediyl or alkenediyl group;
• R3 represents a C3-5 heteroaryl group optionally substituted;
• or R3 and the adjacent R1, taken together, represent with the carbon atoms to which they are linked and the NH group between them a 1 H-pyrrole ring;
• each R4 represents, independently of each other, a hydrogen atom or a methyl group;
• and
• R5 represents a CHR3R4 group, a benzyl group optionally substituted or a C1-10 alkyl or alkenyl group;
• or R5 and the adjacent R1, taken together, represent a C3-5 group forming with the carbon and nitrogen atom to which they are linked a saturated ring which is optionally substituted with a CHR3R4 group or a CH2NHCHR3R4 group or one or two C1-4 alkyl groups;
• and wherein the substituents of said R1 or R2 are one, two or three groups of NR62, (NR6R72)X, OR7, SO3M, COOR8 or R6, with R6 representing a phenyl group optionally substituted by a C1-C10, or C1-C4, hydrocarbon group or representing a C1 to C10 alkyl or alkenyl group optionally comprising from 1 to 5 oxygen atoms, R7 representing a hydrogen atom or a R6 group, M representing a hydrogen atom or an alkali metal ion, R8 representing a M group or a R6 group and X representing a halogen atom or a sulphate;
• and
• the substituents of said R3 or R5 are one, two or three groups selected amongst i) halogens. ii) C5-12 cycloalkyl or cycloalkenyl, iii) C1-10 alkoxy, alkyl, alkenyl, polyalkyleneglycols or halo- or perhalo-hydrocarbons, iv) COOR8 wherein R8 is as defined above, v) CH2OH or CHO groups, or vi) a benzyl group or a fused or non-fused phenyl or indanyl group, said groups being optionally substituted by one, two or three halogen, C1-8 alkyl, alkoxy, amino, nitro, ester, sulfonate or halo- or perhalo-hydrocarbon groups.

A method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article, which method comprises adding to said composition or article an effective amount of a dynamic mixture, for the controlled release of perfuming aldehydes or ketones, obtained by reacting, in a water-containing medium,

• i) at least two perfuming aldehydes and/or ketones each having a molecular weight comprised between 80 and 230 g/mol;
• with
• ii) at least one derivative of formula
• wherein:
• n is 0 or 1;
• each R1 represents, independently of each other, a hydrogen atom, a phenyl group optionally substituted, or a C1-10 alkyl or alkenyl group optionally substituted;
• if n =0, two R1 taken together represent a C4 group forming with the carbon atoms to which they are linked an aromatic ring which is optionally substituted;
• each R2 represents, independently of each other, a hydrogen atom, a phenyl group optionally substituted, or a C1-10 alkyl or alkenyl group optionally substituted;
• two R2 or two R1 or one R1 and one R2, taken together, may form a C3-8 alkanediyl or alkenediyl group;
• R3 represents a C3-5 heteroaryl group optionally substituted;
• or R3 and the adjacent R1, taken together, represent with the carbon atoms to which they are linked and the NH group between them a 1 H-pyrrole ring;
• each R4 represents, independently of each other, a hydrogen atom or a methyl group;
• and
• R5 represents a CHR3R4 group, a benzyl group optionally substituted or a C1-10 alkyl or alkenyl group;
• or R5 and the adjacent R1, taken together, represent a C3-5 group forming with the carbon and nitrogen atom to which they are linked a saturated ring which is optionally substituted with a CHR3R4 group or a CH2NHCHR3R4 group or one or two C1-4 alkyl groups;
• and wherein the substituents of said R1 or R2 are one, two or three groups of NR62, (NR6R72)X, OR7, SO3M, COOR8 or R6, with R6 representing a phenyl group optionally substituted by a C1-C10, or C1-C4, hydrocarbon group or representing a C1 to C10 alkyl or alkenyl group optionally comprising from 1 to 5 oxygen atoms, R7 representing a hydrogen atom or a R6 group, M representing a hydrogen atom or an alkali metal ion, R8 representing a M group or a R6 group and X representing a halogen atom or a sulphate;
• and
• the substituents of said R3 or R5 are one, two or three groups selected amongst i) halogens, ii) C5-12 cycloalkyl or cycloalkenyl, iii) C1-10 alkoxy, alkyl, alkenyl, polyalkyleneglycols or halo- or perhalo-hydrocarbons, iv) COOR8 wherein R8 is as defined above, v) CH2OH or CHO groups, or vi) a benzyl group or a fused or non-fused phenyl or indanyl group, said groups being optionally substituted by one, two or three halogen, C1-8 alkyl, alkoxy, amino, nitro, ester, sulfonate or halo- or perhalo-hydrocarbon groups.