Cyclohexanols and their use in perfume compositions

Patent metadata

Field	Value
Publication number	US-9416334-B2
Application number	US-201514620339-A
Country	US
Kind code	B2
Filing date	Feb 12, 2015
Priority date	Jul 21, 2014
Publication date	Aug 16, 2016
Grant date	Aug 16, 2016

Abstract

The present invention pertains to a method of counteracting malodor by introducing a malodor counteracting effective amount of novel cyclohexanol compounds, wherein the compounds are represented by the following formula:

an isomer or a mixture of isomers thereof,
wherein one of R and R′ represents hydrogen with the other representing a C 1 -C 6 linear, branched or cyclic alkyl, alkenyl, alkynyl or aromatic group; and
one of the dashed lines represents a carbon-carbon single bond with the other representing a carbon-carbon double bond.

First claim

What is claimed is:

1. A method of counteracting malodor in an air space or a substrate comprising the step of introducing a malodor counteracting effective amount of a compound of formula:

an isomer or a mixture of isomers thereof,
wherein one of R and R′ represents hydrogen with the other representing a C 1 -C 6 linear, branched or cyclic alkyl, alkenyl, alkynyl or aromatic group.

2. The method of claim 1 , wherein the compound is of formula:

an isomer or a mixture of isomers thereof,
wherein one of R 1 and R 2 represents hydrogen with the other representing a C 1 -C 6 linear, branched or cyclic alkyl group.

3. The method of claim 2 , wherein the compound is selected from the group consisting of:
(E)-4-Ethylidene-2-methoxy-cyclohexanol;
(Z)-4-Ethylidene-2-methoxy-cyclohexanol;
(E)-5-Ethylidene-2-methoxy-cyclohexanol;
(Z)-5-Ethylidene-2-methoxy-cyclohexanol;
(E)-4-Ethylidene-2-ethoxy-cyclohexanol;
(Z)-4-Ethylidene-2-ethoxy-cyclohexanol;
(E)-5-Ethylidene-2-ethoxy-cyclohexanol;
(Z)-5-Ethylidene-2-ethoxy-cyclohexanol;
(E)-4-Ethylidene-2-propoxy-cyclohexanol;
(Z)-4-Ethylidene-2-propoxy-cyclohexanol;
(E)-5-Ethylidene-2-propoxy-cyclohexanol;
(Z)-5-Ethylidene-2-propoxy-cyclohexanol;
(E)-4-Ethylidene-2-isopropoxy-cyclohexanol;
(Z)-4-Ethylidene-2-isopropoxy-cyclohexanol;
(E)-5-Ethylidene-2-isopropoxy-cyclohexanol;
(Z)-5-Ethylidene-2-isopropoxy-cyclohexanol; and
a mixture thereof.

4. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.2 mg to about 2 g per cubic meter of the air space.

5. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.4 mg to about 0.8 g per cubic meter of the air space.

6. The method of claim 1 , wherein the malodor counteracting effective amount is from about 2 mg to about 0.4 g per cubic meter of the air space.

7. The method of claim 1 , wherein the malodor counteracting effective amount is from about 4 mg to about 0.2 g per cubic meter of the air space.

8. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.005% to about 50% by weight of the substrate.

9. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.01% to about 20% by weight of the substrate.

10. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.05% to about 10% by weight of the substrate.

11. The method of claim 1 , wherein the malodor counteracting effective amount is from about 0.1% to about 5% by weight of the substrate.

12. The method of claim 1 , wherein the substrate is a functional product selected from the group consisting of a room freshener spray, a fragrance diffuser, a candle, a sachet, a clothes deodorant, a detergent, a fabric softener, a fabric refresher, a linen spray, a disposable diaper, a diaper pail deodorant, an antiperspirant, a deodorant, a garbage bag, a car freshener, a pet care product and an animal litter material.

Assignees

• Int Flavors & Fragrances Inc

Inventors

• Jones Paul D
• Weiss Richard A
• Belko Robert P
• Boden Richard M
• Monteleone Michael G

Classifications

• C07D307/54

  Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title

• C07C43/196

  containing hydroxy or O-metal groups · CPC title

• A61K2800/74

  Biological properties of particular ingredients · CPC title

• C11D3/2068

  Ethers · CPC title

• C11B9/0034 Primary

  the ring containing six carbon atoms · CPC title