IP Library Granted Patent US 10,907,116
Granted Patent B2
US 10,907,116 · App. 15/578,629 · Granted Feb 2, 2021

Olfactive compositions comprising cyclohexyl-alkyl carbinols

Inventors: Patrick Foley (New Haven, CT); Yonghua Yang (Niantic, CT)
Assignee: P2 SCIENCE, INC.
C11B9/0034A23L27/203A61K8/34A61Q13/00C07C29/143C07C33/14C07C43/162C07C45/69C07C45/72C07C49/543C07C69/007C07C69/24C07C2601/16
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Quick Facts
Patent No.
US 10,907,116
App. No.
15/578,629
Granted
Feb 2, 2021
Kind
B2
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.

Claims (18)

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.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Feb 6, 2023
From: HG VENTURES LLC
To: P2 SCIENCE, INC.
Reel/Frame 062650/0301 →
SECURITY INTEREST Recorded Dec 3, 2022
From: P2 SCIENCE, INC.
To: HG VENTURES LLC
Reel/Frame 062050/0152 →
SECURITY INTEREST Recorded May 15, 2020
From: P2 SCIENCE, INC.
To: WEBSTER BANK, NATIONAL ASSOCIATION
Reel/Frame 052678/0391 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2019
From: FOLEY, PATRICK; YANG, YONGHUA
To: P2 SCIENCE, INC.
Reel/Frame 049148/0176 →
Continuity (2)
Provisional Application 62171063 · Jun 4, 2015
Related Publication 20180163158A1 · Jun 14, 2018