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US5196200A Expired / Lapsed US ⏱️ 0.0 years remaining

Bisabolene-containing composition, process for preparing same, organoleptic uses thereof and uses thereof as insect repellent

Assignee: University of Florida
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Filing: 1993-03-06
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Granted: 1993-03-23
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Expires: 2013-03-06
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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 composiitions, drier-added fabrics 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

  • 👤 Richard A. Wilson
  • 👤 Braja D. Mookherjee
  • 👤 Michael J. Zampino
  • 👤 Jerry F. Butler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 06:13
CPC Classifications
C; C11; C11B; C11B9/00; C11B9/0042; C11B9/0046; C11B9/0049; C11B9/0053; A; A01; A01N; A01N49/00; C07; C07C; C07C1/00; C07C1/20; C07C1/24; C11B9/0003; C11B9/0007; C11B9/0026; C11B9/0034; C07C2527/00; C07C2527/14; C07C2527/16; C07C2527/167; C07C2527/173; C07C2531/00; C07C2531/02; C07C2531/04; C07C2601/00; C07C2601/12; C07C2601/16; Y; Y10; Y10S; Y10S424/00; Y10S424/10

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 116 words
A method of repelling at least one of the insect species: (a) Musca Domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti from a three dimensional space inhabited by at least one of said insect species comprising the step of exposing said three dimensional space inhabited by at least one of said insect species to a: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti repelling concentration and quantity of an insect repellent composition of matter consisting essentially of bisabolene isomers defined according to the structure: ##STR59## wherein in the mixture in each of the compound one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represents a carbon-carbon single bond.
Claim 2
Independent Claim 116 words
A method of repelling at least one of the insect species: (a) Musca Domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti from a three dimensional space inhabited by at least one of said insect species comprising the step of exposing said three dimensional space inhabited by at least one of said insect species to a: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti repelling concentration and quantity of an insect repellent composition of matter consisting essentially of bisabolene isomers defined according to the structure: ##STR59## wherein in the mixture in each of the compound one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represents a carbon-carbon single bond.
Claim 3
Independent Claim 217 words
A method of repelling at least one of the insect species: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti from a three dimensional space inhabited by at least one of said insect species comprising the step of exposing said three dimensional space inhabited by at least one of said insect species to a: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti repelling concentration and quantity of an inspect repellent composition of matter consisting essentially of a bisabolene isomer containing composition prepared by treating nerolidol defined according to the structure: ##STR60## with a catalyst selected from the group consisting of phosphoric acid and citric acid and heating the composition in the presence of a solvent at a temperature of from 155° up to 175° C. for a period of time such that a majority of isomers is prepared defined according to the structure: ##STR61## and, in addition, a minority of a mixture is prepared comprising compounds having the structures: ##STR62## wherein the mixture of compounds defined according to the structure: ##STR63## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represents carbon-carbon single bonds and fractionally distilling the resulting product at a temperature in the range of 109°-124° C. and a pressure in the range of 2.8-3.20 mm/Hg.
Claim 4
Independent Claim 217 words
A method of repelling at least one of the insect species: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti from a three dimensional space inhabited by at least one of said insect species comprising the step of exposing said three dimensional space inhabited by at least one of said insect species to a: (a) Musca domestica L.(Diptera:Muscidae); and/or (b) Aedes aegypti repelling concentration and quantity of an inspect repellent composition of matter consisting essentially of a bisabolene isomer containing composition prepared by treating nerolidol defined according to the structure: ##STR60## with a catalyst selected from the group consisting of phosphoric acid and citric acid and heating the composition in the presence of a solvent at a temperature of from 155° up to 175° C. for a period of time such that a majority of isomers is prepared defined according to the structure: ##STR61## and, in addition, a minority of a mixture is prepared comprising compounds having the structures: ##STR62## wherein the mixture of compounds defined according to the structure: ##STR63## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represents carbon-carbon single bonds and fractionally distilling the resulting product at a temperature in the range of 109°-124° C. and a pressure in the range of 2.8-3.20 mm/Hg.
Claim 5
Dependent Claim 79 words
An insect repellent candle comprising a wick being surrounded by a cylindrical candle body, said candle body comprising a candle base and intimately admixed therewith a isabolene isomer containing composition consisting essentially of a mixture of bisabolene isomers defined according to the structure: ##STR64## wherein, in the mixture of compounds defined according to the structure: ##STR65## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds.
Claim 6
Dependent Claim 79 words
An insect repellent candle comprising a wick being surrounded by a cylindrical candle body, said candle body comprising a candle base and intimately admixed therewith a isabolene isomer containing composition consisting essentially of a mixture of bisabolene isomers defined according to the structure: ##STR64## wherein, in the mixture of compounds defined according to the structure: ##STR65## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds.
Claim 7
Dependent Claim 173 words
An insect repellent candle comprising a wick being surrounded by a cylindrical candle body, said candle body comprising a candle base and intimately admixed therewith a bisabolene isomer containing composition consisting essentially of a product prepared by treating nerolidol defined according to the structure: ##STR66## with a catalyst selected from the group consisting of phosphoric acid and citric acid and heating the composition in the presence of a solvent at a temperature of from 155° up to 175° C. for a period of time such that a majority of isomers is prepared defined according to the structure: ##STR67## and in addition, a minority of a mixture is prepared comprising compound having the structures: ##STR68## wherein, in the mixture of compounds defined according to the structure: ##STR69## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds, and fractionally distilling the resulting product at a temperature in the range of 109°-124° C. and a pressure in the range of 2.8-3.20 mm/Hg.
Claim 8
Dependent Claim 173 words
An insect repellent candle comprising a wick being surrounded by a cylindrical candle body, said candle body comprising a candle base and intimately admixed therewith a bisabolene isomer containing composition consisting essentially of a product prepared by treating nerolidol defined according to the structure: ##STR66## with a catalyst selected from the group consisting of phosphoric acid and citric acid and heating the composition in the presence of a solvent at a temperature of from 155° up to 175° C. for a period of time such that a majority of isomers is prepared defined according to the structure: ##STR67## and in addition, a minority of a mixture is prepared comprising compound having the structures: ##STR68## wherein, in the mixture of compounds defined according to the structure: ##STR69## one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds, and fractionally distilling the resulting product at a temperature in the range of 109°-124° C. and a pressure in the range of 2.8-3.20 mm/Hg.

References Cited (Backward Citations)

US3988432A Cited
US4376068A Cited
US4449987A Cited
US4735803A Cited
US4853413A Cited
US5089469A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-03-22 1996-09-21 1997-03-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-03-22 2000-09-21 2001-03-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-03-22 2004-09-21 2005-03-23 $7700.00 Window Closed / Lapsed

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