Flavour and fragrance compositions comprising acetophenone derivatives
US-2015374599-A1 · Dec 31, 2015 · US
US11091418B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11091418-B2 |
| Application number | US-201715998616-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 17, 2017 |
| Priority date | Feb 17, 2016 |
| Publication date | Aug 17, 2021 |
| Grant date | Aug 17, 2021 |
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The present invention relates to novel compounds and their use as fragrance materials.
Opening claim text (preview).
What is claimed is: 1. A fragrance formulation comprising a fragrance compound selected from the group consisting of: (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); a mixture of (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel) and (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2-yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2-yl)-propionaldehyde (rel); and a mixture thereof. 2. The fragrance formulation of claim 1 further comprising a complementary fragrance compound. 3. The fragrance formulation of claim 1 , wherein the fragrance compound is present in an amount from about 0.005 to about 50 weight percent of the fragrance formulation. 4. The fragrance formulation of claim 1 , wherein the fragrance compound is present in an amount from about 0.5 to about 25 weight percent of the fragrance formulation. 5. The fragrance formulation of claim 1 , wherein the olfactory acceptable fragrance compound is present in an amount from about 1 to about 10 weight percent of the fragrance formulation. 6. The fragrance formulation of claim 1 further comprising a material selected from the group consisting of a polymer, an oligomer and a non-polymer. 7. The fragrance formulation of claim 6 , wherein the non-polymer is selected from the group consisting of a surfactant, an emulsifier, a fat, a wax, a phospholipid, an organic oil, a mineral oil, a petrolatum, a natural oil, a perfume fixative, a fiber, a starch, a sugar and a solid surface material. 8. The fragrance formulation of claim 7 , wherein the solid surface material is selected from the group consisting of zeolite and silica. 9. A method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of a compound selected from the group consisting of: (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); a mixture of (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel) and (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2-yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2-yl)-propionaldehyde (rel); and a mixture thereof. 10. The method of claim 9 , wherein the fragrance formulation further comprising a complementary fragrance compound. 11. The method of claim 9 , wherein the olfactory acceptable amount is from about 0.005 to about 50 weight percent of the fragrance formulation. 12. The method of claim 9 , wherein the olfactory acceptable amount is from about 0.5 to about 25 weight percent of the fragrance formulation. 13. The method of claim 9 , wherein the olfactory acceptable amount is from about 1 to about 10 weight percent of the fragrance formulation. 14. A fragrance product containing an olfactory acceptable amount of a fragrance compound selected from the group consisting of: (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propenal (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propenal (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(octahydro-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aS,7aR)-3-(octahydro-4,7-methano-inden-2-yl)-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); a mixture of (3aS,7aR)-3-[octahydro-4,7-methano-inden-(1E)-ylidene]-propionaldehyde (rel) and (3aS,7aR)-3-[octahydro-4,7-methano-inden-(2E)-ylidene]-propionaldehyde (rel); (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel); (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2 yl)-propionaldehyde (rel); a mixture of (3aS,7aR)-3-(3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-inden-1-yl)-propionaldehyde (rel) and (3aR,7aS)-3-(3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-inden-2-yl)-propionaldehyde (rel); and a mixture thereof. 15. The fragrance product of claim 14 further comprising a complementary fragrance compound. 16. The fragrance product of claim 14 , wherein the fragrance product is selected from the group consisting of a perfume, a cologne, toilet water, a cosmetic product, a personal care product, a fabric care product, a cleaning product and an air freshener, a bar soap, a liquid soap, a shower gel, a foam bath, a cosmetic, a skin care product, a hair care product, a deodorant, an antiperspirant, a feminine care product, a baby care product, a family care product, a fabric product, an air care product, a fragrance delivery system, a cosmetic preparation, a cleaning agent, a disinfectant, a washing agent, a dental and oral hygiene product, a health care and nutritional product and a food product. 17. The fragrance product of claim 16 , wherein the cleaning product is selected from the group consisting of a detergent, a dishwashing material, a scrubbing composition, a glass cleaner, a metal cleaner, a countertop cleaner, a floor cleaner, a carpet cleaner, a toilet cleaner and a bleach additive. 18. The fragrance product of claim 16 , wherein the washing agent is selected from the group consisting of a laundry detergent and a rinse additive.
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