Pro-perfume compositions

Patent metadata

Field	Value
Publication number	US-12325839-B2
Application number	US-202017755686-A
Country	US
Kind code	B2
Filing date	Dec 18, 2020
Priority date	Dec 20, 2019
Publication date	Jun 10, 2025
Grant date	Jun 10, 2025

Abstract

Described herein is a perfuming composition including at least two pro-perfume compounds selected from: a pro-perfume compound releasing a perfume compound upon exposure to light, a pro-perfume compound releasing a perfume compound upon exposure to air/oxygen, a pro-perfume compound releasing a perfume compound upon exposure to heat, a pro-perfume compound releasing a perfume compound upon exposure to moisture, and a pro-perfume compound releasing a perfume compound upon exposure to enzymes. Also described herein is a perfumed consumer product including such a perfuming composition, as well as the use of the perfuming composition for improving, enhancing, conferring, and/or modifying the fragrance impression and/or fragrance intensity of a consumer product.

First claim

The invention claimed is:

1. A perfuming composition comprising at least two pro-perfume compounds comprising a first pro-perfume compound and a second pro-perfume compound, wherein the at least two pro-perfume compounds are selected from the group consisting of
a pro-perfume compound releasing a perfume compound upon exposure to light,
a pro-perfume compound releasing a perfume compound upon exposure to air/oxygen,
a pro-perfume compound releasing a perfume compound upon exposure to heat,
a pro-perfume compound releasing a perfume compound upon exposure to moisture and
a pro-perfume compound releasing a perfume compound upon exposure to enzymes,
wherein the first pro-perfume compound is a compound of formula:

wherein R represents a C 1 -C 20 alkyl or alkenyl group,
or wherein the first pro-perfume compound is a linear polysiloxane co-polymer comprising at least one repeating unit of formula

wherein the double hatched lines indicate the bonding to another repeating unit; and
wherein the second pro-perfume compound is a compound of formula

wherein
R 9 represents a C 1-15 alkyl, C 2-15 alkenyl, C 3-15 cycloalkyl or C 5-15 cycloalkenyl group, each optionally substituted with one or more of a C 1-15 alkyl, C 1-15 alkoxy, C 3-15 cycloalkyl, C 5-15 cycloalkenyl, C 6-10 aryl and/or C 6-10 aryloxy group, each optionally substituted with one or more of a C 1-8 alkyl, C 1-8 alkoxy, hydroxy, carboxylic acid and/or C 1-4 carboxylic ester group;
R 10 represents a hydrogen atom, a C 1-15 alkyl group or a OR 10′ wherein R 10′ represents a C 1-12 alkyl group, a C 3-12 alkenyl group, a phenethyl group or a benzyl group;
R 9 and R 10 , when taken together, form a C 5-15 cycloalkyl, C 5-15 cycloalkenyl, C 4-14 heterocycloalkyl or C 4-14 heterocycloalkenyl group, each optionally substituted with one or more of a C 1-15 alkyl, C 1-15 alkoxy, C 3-15 cycloalkyl, C 5-15 cycloalkenyl or C 6-10 aryl group, each optionally substituted with one or more of a C 1-8 alkyl, C 1-8 alkoxy, carboxylic acid and/or C 1-4 carboxylic ester group,
wherein the heteroatom represents one or more of an oxygen;
R 11 represents a hydrogen, a C 1-15 alkyl, C 2-15 alkenyl, C 3-15 cycloalkyl, C 5-15 cycloalkenyl or C 6-10 aryloxy group, each optionally substituted with one or more a C 1-15 alkyl, C 1-15 alkoxy, C 3-15 cycloalkyl, C 5-15 cycloalkenyl, C 6-10 aryl and/or C 6-10 aryloxy group, each optionally substituted with one or more of a C 1-8 alkyl, C 1-8 alkoxy, carboxylic acid and/or C 1-4 carboxylic ester group; and
R 12 , each independently, represent a hydrogen or a C 1-5 alkyl group; and
R 11 and R 12′ , when taken together, form a C 3-15 cycloalkyl, C 5-15 cycloalkenyl or C 6-10 aryl group, each optionally substituted with one or more of a C 1-15 alkyl, C 2-10 alkenyl, C 1-15 alkoxy, C 3-15 cycloalkyl, C 5-15 cycloalkenyl, C 6-10 aryl and/or C 6-10 aryloxy group, each optionally substituted with one or more of a C 1-8 alkyl, C 1-8 alkoxy, carboxylic acid and/or C 1-4 carboxylic ester group;
R 9 and R 12 , when taken together, form a C 3-15 cycloalkyl, C 5-15 cycloalkenyl group or C 6-10 aryl group, each optionally substituted with one or more of a C 1-15 alkyl, C 2-10 alkenyl, C 1-15 alkoxy, C 3-15 cycloalkyl, C 5-15 cycloalkenyl, C 6-10 aryl and/or C 6-10 aryloxy group, each optionally substituted with one or more of a C 1-8 alkyl, C 1-8 alkoxy, carboxylic acid and/or C 1-4 carboxylic ester group; and
the dotted line represent a single bond when n is 1 or the dotted line represent a double bond when n is 0 provided that the dotted line is a double bond when R 9 and R 12 and/or R 11 and R 12′ are taken together to form C 6-10 aryl.

2. The perfuming composition according to claim 1 , wherein the second pro-perfume compound of formula (IV) is selected from the group consisting of (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(octan-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, 1-(4-(((Z)-hex-3-en-1-yl)oxy)-3-methylbut-3-en-1-yl)-4-methoxybenzene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, (2-((2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(2-methyl-3-phenethoxyallyl)benzene, (2-((2-isopropyl-5-methylcyclohexylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)-4-propylbenzene, 2-ethoxy-1-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 2-ethoxy-1-((2-ethoxy-2-phenylvinyl)oxy)-4-methylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 1-isopropyl-2-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (1E,5E)-9-(phenethoxymethylene)cyclododeca-1,5-diene, 1-((2,6-dimethyloct-7-en-2-yl)oxy)-2-methylundec-1-ene, (3-methyl-4-(octyloxy)but-3-en-1-yl)benzene, 4-(4-((2-phenylprop-1-en-1-yl)oxy)phenyl)butan-2-one, 4-allyl-2-methoxy-1-((2-methylundec-1-en-1-yl)oxy)benzene, 1-((2-ethyl-4,4-dimethylcyclohexylidene)methoxy)-2-methoxy-4-propylbenzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 4-allyl-2-methoxy-1-((4-(tert-pentyl)cyclohexylidene)methoxy)benzene, methyl 2-((2-methoxy-2-phenylvinyl)oxy) benzoate, methyl 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy) benzoate, 2-ethoxy-1-((2-methoxy-2-phenylvinyl)oxy)-4-(methoxymethyl)benzene, (Z)-hex-3-en-1-yl 2-((2-methoxy-2-phenylvinyl)oxy) benzoate, 1-((2-butoxy-2-phenylvinyl)oxy)-2-methoxy-4-propylbenzene, 2-methoxy-1-((2-methoxy-2-(4-methoxyphenyl) vinyl)oxy)-4-propylbenzene, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde, methyl 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzoate and (Z)-hex-3-en-1-yl 2-((2-(((Z)-hex-3-en-1-yl)oxy)-2-phenylvinyl)oxy) benzoate.

3. A perfumed consumer product comprising
the perfuming composition according to claim 1 .

4. The perfumed consumer product according to claim 3 , wherein the perfumed consumer product is a perfume, a fabric care product, a body-care product, a cosmetic preparation, a skin-care product, an air care product or a home care product, a fine perfume, a splash or eau de perfume, a cologne, a shave or after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a carpet cleaners, curtain-care products, a shampoo, a coloring preparation, a color care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, a hair conditioning product, a vanishing cream, a deodorant or antiperspirant, hair remover, tanning or sun product, nail products, skin cleansing, a makeup, a perfumed soap, shower or bath mousse, oil or gel, or a foot/hand care products, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a mold remover, furnisher care, wipe, a dish detergent or hard-surface detergent, a leather care product, or a car care product.

5. A

Assignees

• Firmenich & Cie

Inventors

• Womack Gary
• Herrmann Andreas

Classifications

• C11B9/0034 Primary

  the ring containing six carbon atoms · CPC title

• C11B9/0015

  containing oxygen as the only heteroatom · CPC title

• C11B9/0019

  carbocylic acids; Salts or esters thereof · CPC title

• C11B9/0061

  compounds containing a six-membered aromatic ring not condensed with another ring · CPC title

• A61Q13/00

  Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) · CPC title