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US5089469A
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Bisabolene-containing composition, process for preparing same, organoleptic uses thereof and uses thereof as insect repellent
Assignee: International Flavors and Fragrances Inc
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Filing: 1991-04-25
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Granted: 1992-02-18
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Expires: 2011-04-25
Abstract
Abstract Described are isomeric mixtures of bisabolene prepared by dehydrating nerolidol using citric acid or phosphoric acid and then distilling the resulting product at particular temperature ranges and particular pressure ranges in order to prepare a composition of matter useful for augmenting or enhancing natural, dry, floral, opoponax aromas with floral, freesia, fruity, citrus, bergamot, mango and opoponax topnotes in perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic, or zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, cosmetic powders and the like; and useful for repelling specific species of insects, namely, house flies Musca domestica L. (Diptera Muscidae)) and the species of mosquitoes, Aedes aegypti.
Inventors
- 👤 Michael J. Zampino
- 👤 Richard A. Wilson
- 👤 Braja D. Mookherjee
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 16:04
CPC Classifications
C; C07; C07C; C07C1/00; C07C1/20; C07C1/24; A; A01; A01N; A01N49/00; A23; A23L; A23L27/00; A23L27/20; A23L27/29; A24; A24B; A24B15/00; A24B15/18; A24B15/28; A24B15/30; A24B15/32; C11; C11B; C11B9/00; C11B9/0003; C11B9/0026; C11B9/0034; C11B9/0042; C11B9/0046; C11B9/0049; C11B9/0053; C11D; C11D3/00; C11D3/50; C07C2527/00; C07C2527/14; C07C2527/16; C07C2527/167; C07C2527/173; C07C2531/00; C07C2531/02; C07C2531/04; C07C2601/00; C07C2601/12; C07C2601/16
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
169 words
A process for producing a bisabolene isomer mixture containing a majority of bisabolene isomers defined according to the generic structure: ##STR58## and, in addition, a minority of a mixture comprising compounds having the structures: ##STR59## wherein, in the mixture of compounds defined according to the structure: ##STR60## one of the dashed liens represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds, comprising the steps of treating nerolidol defined according to the structure: ##STR61## with a catalyst selected from the group consisting of phosphoric acid and critic acid at a temperature in the range of from 155°-175° C. for a period of time to yield a composition of matter containing a majority of bisabolene isomers defined according to the generic structure: ##STR62## and, in addition a minority of a mixture comprising compounds having the structures: ##STR63## and fractionally distilling the resulting product at a temperature in the range of 108°-124° C. and a pressure in the range of 2.8-3.20 mm Hg.
Claim 2
Dependent Claim
169 words
A process for producing a bisabolene isomer mixture containing a majority of bisabolene isomers defined according to the generic structure: ##STR58## and, in addition, a minority of a mixture comprising compounds having the structures: ##STR59## wherein, in the mixture of compounds defined according to the structure: ##STR60## one of the dashed liens represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds, comprising the steps of treating nerolidol defined according to the structure: ##STR61## with a catalyst selected from the group consisting of phosphoric acid and critic acid at a temperature in the range of from 155°-175° C. for a period of time to yield a composition of matter containing a majority of bisabolene isomers defined according to the generic structure: ##STR62## and, in addition a minority of a mixture comprising compounds having the structures: ##STR63## and fractionally distilling the resulting product at a temperature in the range of 108°-124° C. and a pressure in the range of 2.8-3.20 mm Hg.
Claim 3
Dependent Claim
10 words
The product produced according to the process of claim 1.
Claim 4
Dependent Claim
26 words
A perfume composition comprising a perfume base and intimately admixed therewith an odor augmenting, imparting or enhancing quantity of the product defined according to claim 2.
Claim 5
Dependent Claim
16 words
A cologne comprising water, ethanol and an aroma imparting quantity of the composition of claim 2.
Claim 6
Dependent Claim
63 words
A process for augmenting or enhancing the aroma of a consumable material selected from the group consisting of (a) perfume composition; (b) colognes; and (c) perfumed polymers comprising the step of intimately admixing with a perfume composition base, a cologne base or a polymer, an aroma augmenting or enhancing quantity of the bisabolene isomer-containing mixture produced according to the process of claim 1.
Claim 7
Dependent Claim
38 words
A process for augmenting or enhancing the aroma or taste of a foodstuff comprising the steps of intimately admixing with said foodstuff, an aroma or taste augmenting or enhancing quantity of the product defined according to claim 2.
Claim 8
Dependent Claim
48 words
A process for augmenting or enhancing the aroma or taste of a smoking tobacco composition or smoking tobacco article comprising the step of adding to said smoking tobacco composition or smoking article an aroma or taste augmenting or enhancing quantity of the product defined according to claim 2.
Claim 9
Dependent Claim
23 words
A tobacco composition comprising tobacco and intimately admixed therewith an aroma or taste augmenting or enhancing quantity of the product of claim 2.
Claim 10
Dependent Claim
32 words
A smoking tobacco article comprising a cylindrical body of tobacco and intimately admixed therewith the product of claim 2 and surrounding said cylindrical body of tobacco along its longitudinal dimension, a wrapper.
References Cited (Backward Citations)
US4376068A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-02-17 | 1995-08-19 | 1996-02-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-02-17 | 1999-08-19 | 2000-02-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-02-17 | 2003-08-19 | 2004-02-18 | $7700.00 | Window Closed / Lapsed |