IP Library › Granted Patent US 11,549,080
Granted Patent B2
US 11,549,080 · App. 17/678,675 · Granted Jan 10, 2023

Fine fragrance compositions containing norbornene ester derivatives

Inventor: Larry F Rhodes (Akron, OH)
Assignee: PROMERUS, LLC
C11B9/0042C11B9/0061
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Quick Facts
Patent No.
US 11,549,080
App. No.
17/678,675
Granted
Jan 10, 2023
Kind
B2
Abstract

Embodiments in accordance with the present invention relate generally to a variety of norbornene derivatives exhibiting olfactive properties and are suitable as fine fragrance ingredients. More specifically, this invention relates to various fragrance compositions containing one or more of a compound of formulae (IA) to (IC): Wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined herein. The compounds of formulae (IA) to (IC) are useful as perfumes, colognes, and in perfume augmenting, modifying, enhancing, and imparting compositions. The compositions of this invention are therefore useful in a variety of products including perfumes, colognes, soaps, detergents, candles, air fresheners, trash bags, tissues, deodorants, lotions, skin care products, hair products, sanitary products, cleaning products, and the like.

Claims (24)

1. A fine fragrance composition comprising:

a) an olfactory acceptable amount of at least one compound in the form of any one of its enantiomers or a mixture thereof, which is selected from the group consisting of:

diethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate; and

dimethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate;

b) at least one of a fragrance carrier and a fragrance base selected from the group consisting of galaxolide, hexyl cinnamic aldehyde, citronellol, 3,4,5,6,6-pentamethylheptan-2-ol (kohinool), linalool, linalyl acetate, styrallyl acetate, butylphenyl methylpropional (lilial), 2,4-dimethyl-3-cyclohexen-1-carbaldehyde (triplal), orange terpenes, musk ketone, ethylene brassylate, ethyl vanillin, coumarin, helional, methyl dihydrojasmonate (hedione), oxacyclohexadecan-2-one (exaltolide), patchouli oil, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan (ambroxan), beta-ionone, geraniol, cyclamen aldehyde, phenyl ethyl alcohol, benzyl acetate, benzaldehyde, allyl cyclohexyl propionate, cis-3-hexenol, cis-3-hexenyl acetate, hexyl acetate and ethyl alcohol; and

c) optionally at least one fragrance adjuvant.

2. The fragrance composition according to claim 1 , wherein said compound is:

diethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate.

3. The fragrance composition according to claim 1 , wherein said compound is:

dimethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate.

4. The fragrance composition according to claim 1 , wherein said at least one compound is present in the composition at less than one parts by weight per one hundred parts by weight of the total composition.

5. The fragrance composition according to claim 1 , wherein said at least one compound is present in the composition at least in the amount of about one parts by weight per one hundred parts by weight of the total composition.

6. The fragrance composition according to claim 1 , wherein said at least one compound is present in the composition at least in the amount of about two parts by weight per one hundred parts by weight of the total composition.

7. The fragrance composition according to claim 1 , wherein said at least one compound is present in the composition at less than three parts by weight per one hundred parts by weight of the total composition.

8. A perfuming composition comprising i) at least one compound as defined in claim 1 ; ii) at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and iii) optionally at least one perfumery adjuvant.

9. A perfuming consumer product comprising: i) at least one compound as defined in claim 1 ; and ii) a perfumery consumer base.

10. The perfuming consumer product according to claim 9 , which is selected from the group consisting of a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, toilet water, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, a cosmetic product and a personal care product.

11. A method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article, which method comprises adding to said composition or article an effective amount of at least one compound in the form of any one of its enantiomers or a mixture thereof, which is selected from the group consisting of:

diethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate; and

dimethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate.

12. The method according to claim 11 , wherein said compound is:

diethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate.

13. The method according to claim 11 , wherein said compound is:

dimethyl 2-((bicyclo[2.2.1]hept-5-en-2-yl)methyl)malonate.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2024
From: PROMERUS, LLC
To: SUMITOMO BAKELITE CO., LTD.
Reel/Frame 069364/0733 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 11, 2024
From: RHODES, LARRY F, DR.
To: PROMERUS, LLC
Reel/Frame 067080/0822 →
Continuity (3)
Continuation 17149903 · Jan 15, 2021
Provisional Application 62961297 · Jan 15, 2020
Related Publication 20220177807A1 · Jun 9, 2022