# US 11,306,273 B2 · Consumer products and delivery systems utilizing organoleptic compounds

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- Number: US 11,306,273 B2
- Document ID: US11306273B2
- Status: Granted
- Kind: B2
- Application number: 16/659,605
- Filed: 2019-10-22
- Published: 2020-04-30
- Granted: 2022-04-19
- Earliest claimed: 2018-10-24
- Assignees: The Procter & Gamble Company
- Applicants: The Procter & Gamble Company
- Inventors: Hugo Robert Germain Denutte; Johan Smets; Philip John Porter; Freek Annie Camiel Vrielynck; Koen Van Aken; Bart Antoon Judith Ruttens; Anubhav P. S. Narula; Richard A. Weiss
- Web page: https://patentgrep.com/patent/US11306273B2

## CPC

- C11B 9/0034: {the ring containing six carbon atoms}
- C11D 3/505: {encapsulated or adsorbed on a carrier, e.g. zeolite or clay}
- C11D 3/2072: {Aldehydes-ketones}
- C11D 3/507: {Compounds releasing perfumes by thermal or chemical activation}
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL

## Abstract

The present application relates to perfume delivery systems and consumer products comprising a novel organoleptic compound and or perfume delivery systems having the novel organoleptic compound, as well as methods for using such perfume delivery systems and consumer products.

## Claims

### Claim 1

A consumer product comprising an organoleptic compound selected from the group consisting of:
(E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; and
a mixture thereof.

### Claim 2 (depends on 1)

The consumer product according to claim 1, wherein the organoleptic compound is the mixture of (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one and (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one.

### Claim 3 (depends on 1)

The consumer product according to claim 1, wherein the composition comprises, based on total composition weight, from about 0.0001% to about 25% of the organoleptic compound.

### Claim 4 (depends on 1)

The consumer product according to claim 1, wherein the consumer product is a fabric and/or hard surface cleaning and/or treatment composition, said composition comprising, based on total composition weight, from about 0.00001% to about 25% of the organoleptic compound.

### Claim 5 (depends on 1)

The consumer product according to claim 1, wherein the consumer product is a detergent, said detergent comprising, based on total detergent weight, from about 0.00001% to about 25% of the organoleptic compound.

### Claim 6 (depends on 1)

The consumer product according to claim 1, wherein the consumer product is a highly compacted consumer product, said highly compacted consumer product comprising, based on total highly compacted consumer product weight, from about 0.00001% to about 25% of the organoleptic compound.

### Claim 7 (depends on 1)

A method of treating an area with the consumer product of claim 1.

### Claim 8

A perfume delivery system comprising an organoleptic compound selected from the group consisting of:
(E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one;
(E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol;
(E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; and
a mixture thereof.

### Claim 9 (depends on 8)

The perfume delivery system of claim 8, wherein said perfume delivery system is selected from a polymer assisted delivery system; a molecule-assisted delivery system; a fiber-assisted delivery system; an amine assisted delivery system; a cyclodextrin delivery system; a starch encapsulated accord; an inorganic carrier delivery system; or a pro-perfume.

### Claim 10 (depends on 9)

The perfume delivery system of claim 9, wherein the organoleptic compound is the mixture of (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one and (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one.

### Claim 11 (depends on 8)

The perfume delivery system of claim 8 further comprising, based on total perfume delivery system weight, from about 0.1% to about 99% of the organoleptic compound.

### Claim 12 (depends on 8)

The perfume delivery system according to claim 8, wherein the perfume delivery system is a capsule.

### Claim 13 (depends on 8)

The perfume delivery system according to claim 8, wherein perfume delivery system is a starch encapsulated accord.

### Claim 14 (depends on 8)

The perfume delivery system according to claim 8, wherein the perfume delivery system is a cyclodextrin delivery system comprising, based on total cyclodextrin delivery system weight, from 0.1% to about 99% of the organoleptic compound.

### Claim 15 (depends on 8)

The perfume delivery system according to claim 8, wherein the perfume delivery system is a polymer assisted delivery matrix system comprising, based on total polymer assisted delivery matrix system weight, from 0.1% to about 99% of the organoleptic compound.

### Claim 16 (depends on 8)

The perfume delivery system according to claim 8, wherein the perfume delivery system is an amine assisted delivery system comprising, based on total amine assisted delivery system weight, from 1% to about 99% of the organoleptic compound.

### Claim 17 (depends on 8)

The perfume delivery system according to claim 8, wherein the perfume delivery system is a pro-perfume amine reaction product comprising, based on total pro-perfume amine reaction product weight, from 0.10% to about 99% of the organoleptic compound.

### Claim 18 (depends on 8)

A method of treating an area with a consumer product comprising the perfume delivery system of claim 8.
