IP Library Granted Patent US 7,884,065
Granted Patent B2
US 7,884,065 · App. 11/576,268 · Granted Feb 8, 2011

4-isoamylcyclohexanol as odiferant

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Quick Facts
Patent No.
US 7,884,065
App. No.
11/576,268
Granted
Feb 8, 2011
Kind
B2
Abstract

The use of 4-isoamylcyclohexanol [4-(3-methylbutyl)-cyclohexan-1-ol], in particular of cis-4-isoamylcyclohexanol, as an odoriferous or aroma substance, in particular as a flowery odoriferous substance which is distinguished especially by rose and geranium notes, is primarily described. Certain mixtures of cis- and trans-4-isoamylcyclohexanol and a process for the preparation of these mixtures are additionally described.

Claims (42)

1. A composition comprising greater than 98 wt-% cis-4-isoamylcyclohexanol.

2. A mixture comprising

(a) cis-4-isoamylcyclohexanol and trans-4-isoamylcyclohexanol, the weight ratio of cis-4-isoamylcyclohexanol to trans-4-isoamylcyclohexanol being greater than 2:3, or

(b) greater than 98 wt-% cis-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol and at least one further odoriferous or aroma substance, or

(c) greater than 98 wt-% trans-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol and at least one further odoriferous or aroma substance.

3. A perfumed product comprising a sensorially active amount of a mixture according to claim 2 and

(a) a solid or semi-solid carrier in contact with said mixture, or

(b) a liquid phase dissolved or suspended therein.

4. A perfumed product according to claim 3 , wherein the product is a detergent or a hygiene or care product.

5. The mixture according to claim 2 , comprising

(a) cis-4-isoamylcyclohexanol and trans-4-isoamylcyclohexanol, the weight ratio of cis-4-isoamylcyclohexanol to trans-4-isoamylcyclohexanol being greater than 2:3, or

(b) cis-4-isoamylcyclohexanol and at least one further odoriferous or aroma substance, trans-4-isoamylcyclohexanol not being present, or

(c) trans-4-isoamylcyclohexanol and at least one further odoriferous or aroma substance, cis-4-isoamylcyclohexanol not being present.

6. A method of imparting an odor or aroma to a substance by contacting said substance with 4-isoamylcyclohexanol in the form of

(a) a mixture of the cis/trans isomers in a ratio greater than 2:3 by weight, or

(b) greater than 98 wt-% cis-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol, or

(c) greater than 98 wt-% trans-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol.

7. The method according to claim 6 , wherein said 4-isoamylcyclohexanol is in the form of

(a) cis-4-isoamylcyclohexanol and trans-4-isoamylcyclohexanol, the weight ratio of cis-4-isoamylcyclohexanol to trans-4-isoamylcyclohexanol being greater than 2:3, or

(b) cis-4-isoamylcyclohexanol, with trans-4-isoamylcyclohexanol not being present, or

(c) trans-4-isoamylcyclohexanol, with cis-4-isoamylcyclohexanol not being present.

8. The method according to claim 7 , further comprising contacting said substance with at least one further odoriferous or aroma substance.

9. A method for imparting, intensifying or modifying a rose and/or geranium-like smell comprising:

providing 4-isoamylcyclohexanol or a mixture comprising 4-isoamylcyclohexanol in the form of

(a) a mixture of the cis/trans isomers in a ratio greater than 2:3 by weight, or

(b) greater than 98 wt-% cis-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol, or

(c) greater than 98 wt-% trans-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol; and

bringing into contact or mixing of a sensorially active amount of the 4-isoamylcyclohexanol or the mixture comprising 4-isoamylcyclohexanol with a product.

10. The method according to claim 9 , wherein said 4-isoamylcyclohexanol or mixture comprising 4-isoamylcyclohexanol is in the form of:

(a) cis-4-isoamylcyclohexanol and trans-4-isoamylcyclohexanol, the weight ratio of cis-4-isoamylcyclohexanol to trans-4-isoamylcyclohexanol being greater than 2:3, or

(b) cis-4-isoamylcyclohexanol, with trans-4-isoamylcyclohexanol not being present, or

(c) trans-4-isoamylcyclohexanol, with cis-4-isoamylcyclohexanol not being present.

11. The method according to claim 10 , wherein said 4-isoamylcyclohexanol or mixture comprising 4-isoamylcyclohexanol comprises at least one further odoriferous or aroma substance.

12. A method for increasing the olfactory perception of odoriferous substances or odoriferous substance compositions by adding 4-isoamylcyclohexanol as a fixative or as an agent in the form of

(a) a mixture of the cis/trans isomers in a ratio greater than 2:3 by weight, or

(b) greater than 98 wt-% cis-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol, or

(c) greater than 98 wt-% trans-4-isoamylcyclohexanol based on the total amount of 4-isoamylcyclohexanol.

13. The method according to claim 12 , wherein said 4-isoamylcyclohexanol is in the form of:

(a) cis-4-isoamylcyclohexanol and trans-4-isoamylcyclohexanol, the weight ratio of cis-4-isoamylcyclohexanol to trans-4-isoamylcyclohexanol being greater than 2:3, or

(b) cis-4-isoamylcyclohexanol, with trans-4-isoamylcyclohexanol not being present, or

(c) trans-4-isoamylcyclohexanol, with cis-4-isoamylcyclohexanol not being present.

14. The method according to claim 13 , further comprising adding at least one further odoriferous or aroma substance to said odoriferous substance or odoriferous substance composition.

Assignments (4)
MERGER Recorded Apr 22, 2011
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 026171/0575 →
CHANGE OF NAME Recorded Dec 23, 2010
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 025565/0937 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 15, 2010
From: RECKZIEGEL, AURELIA; SURBURG, HORST; DILK, ERICH
To: SYMRISE GMBH & CO. KG
Reel/Frame 025147/0636 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2009
From: RECKZIEGEL, AURELIA; SURBURG, HORST; DILK, ERICH
To: SYMRISE GMBH & CO. KG
Reel/Frame 022547/0635 →