Olfactive compositions comprising cyclohexyl-alkyl carbinols

Patent metadata

Field	Value
Publication number	US-10907116-B2
Application number	US-201615578629-A
Country	US
Kind code	B2
Filing date	Jun 3, 2016
Priority date	Jun 4, 2015
Publication date	Feb 2, 2021
Grant date	Feb 2, 2021

Abstract

The present application relates to the preparation of cyclohexyl-alkyl carbinols, including 1-(cyclohex-3-en-1-yl)-2-methylpropan-1-ol, which possesses a minty aroma that can be described as fresh, invigorating, and menthol-like, and also possesses cooling properties. The use of cyclohexyl-alkyl carbinols as readily accessible and cost effective fragrance, flavor, and cooling ingredients, and potential applications thereof is also described.

First claim

What is claimed:

1. A perfume, soap, air freshener, laundry detergent, household cleaning product, liquid or bar soap, shampoo, conditioner, hairspray, cosmetic, makeup, deodorant, insect repellant, insecticide, or pet litter, comprising a fragrance composition comprising 1-(cyclohex-3-en-1-yl)-2-methylpropane-1-ol (compound (I)); or
a mouth wash, toothpaste, floss, breath freshener, orally administered liquid, tablet or capsule medication, or food product, comprising a flavor composition comprising 1-(cyclohex-3-en-1-yl)-2-methylpropane-1-ol (compound (I)); or
a flavor blend, food, cosmetic preparation, confectionery, soft beverage, alcoholic beverage, chewing gum, toothpaste, dental floss, mouthwash, anti-plaque composition, anti-gingivitis composition, shampoo, lotion, deodorant, after shave lotion, shaving gel, shaving aid composition, fragrance, skin sanitizing composition, throat lozenge, throat drop, chewable antacid tablet, pharmaceutical composition or medication, comprising a physiologically cooling composition comprising 1-(cyclohex-3-en-1-yl)-2-methylpropane-1-ol (compound (I)).

2. The composition according to claim 1 , comprising one or more additives, one or more fragrance agents or flavor agents or cooling agents, or a combination thereof.

3. The composition according to claim 2 , wherein the one or more additives is a surfactant.

4. The composition according to claim 2 , wherein the one or more additives is an oil.

5. The composition according to claim 1 , wherein the concentration of compound (I) is 0.0005% to 99.9% by mass, 0.05% to 50% by mass, or 0.5% to 10% by mass.

6. The composition of claim 1 , wherein stereoisomer Ia,

is present in compound (I) in an amount greater than about 50%, or in an amount greater than about 90%.

7. The composition of claim 1 , wherein stereoisomer Ib,

is present in compound (I) in an amount greater than about 50%, or in an amount greater than about 90%.

8. The composition of claim 1 , wherein stereoisomer Ic,

is present in compound (I) in an amount greater than about 50%, or in an amount greater than about 90%.

9. The composition of claim 1 , wherein stereoisomer Id,

is present in compound (I) in an amount greater than about 50%, or in an amount greater than about 90%.

10. The composition of claim 1 , wherein the composition is a perfume, soap, air freshener, laundry detergent, household cleaning product, liquid or bar soap, shampoo, conditioner, hairspray, cosmetic, makeup, deodorant, insect repellant, insecticide, or pet litter.

11. The composition of claim 1 , wherein the composition is a mouth wash, toothpaste, floss, breath freshener, orally administered liquid, tablet or capsule medication, or food product.

12. The composition of claim 1 , wherein the composition is a flavor blend, food, cosmetic preparation, confectionery, soft beverage, alcoholic beverage, chewing gum, toothpaste, dental floss, mouthwash, anti-plaque composition, anti-gingivitis composition, shampoo, lotion, deodorant, after shave lotion, shaving gel, shaving aid composition, fragrance, skin sanitizing composition, throat lozenge, throat drop, chewable antacid tablet, pharmaceutical composition or medication.

Assignees

• P2 Science Inc

Inventors

• Foley Patrick
• Yang Yonghua

Classifications

• C07C29/143

  of ketones · CPC title

• C07C43/162

  containing rings other than six-membered aromatic rings · CPC title

• C07C2601/16

  the ring being unsaturated · CPC title

• C11B9/0034 Primary

  the ring containing six carbon atoms · CPC title

• C07C33/14

  containing six-membered rings · CPC title