FRAGRANCE MIXTURES CONTAINING 1-(4,4-DIMETHYLCYCLOHEXEN-1-YL) ETHANON

Abstract

The present invention relates to fragrance mixtures comprising or consisting of a compound of formula (I) and one or more fragrances having a green and/or flowery scent. The invention further provides methods for producing a fragrance mixture according to the invention and methods for enhancing and/or modifying a green and/or flowery scent by mixing a compound of formula (I) with one or more fragrances having a green and/or flowery scent. Moreover, the present invention provides perfumed products comprising a fragrance mixture of the present invention and methods for producing a perfumed product as well as a use of the compound of formula (I) to enhance and/or modify a green and/or flowery scent.

Claims

1. A fragrance mixture comprising: (a) a compound of formula (I), and ##STR00002## (b) one or more fragrance(s) having a green and/or flowery scent.

2. The fragrance mixture of claim 1, wherein the one or more fragrance(s) having a green and/or flowery scent is/are selected from (3Z)-hex-3-en-1-ol, (3Z)-hex-3-en-1-yl acetate, 1-(5,5-dimethylcyclohexen-1-yl)pent-4-en-1-one, 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, [(Z)-hex-3-enyl] methylcarbonate, allyl-2-(cyclohexoxy)acetate, 2-phenylethanol, 4-acetoxybenzyl acetate, methyl-2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(4-isopropylcyclohexyl)ethanol, (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one, 3-methyl-5-phenyl-pentan-1-ol, or 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol.

3. The fragrance mixture of claim 1, wherein (a) is present in an amount of 0.01 to 30 wt.-%, with respect to a total weight of (b).

4. The fragrance mixture of claim 1, further comprising one or more further components selected from further fragrances, solvents, additives, or excipients, wherein the compound of formula (I) is present in an amount of 0.01 to 10 wt.-%, with respect to a total weight of the fragrance mixture.

5. A method for producing a fragrance mixture of claim 1 comprising: mixing (a) with (b) and, optionally, with further components.

6. A method for enhancing and/or modifying a green and/or flowery scent comprising mixing: (a) a compound of formula (I), and ##STR00003## (b) one or more fragrance(s) having a green and/or flowery scent.

7. The method of claim 6, wherein the one or more fragrance(s) having a green and/or flowery scent is/are selected from (3Z)-hex-3-en-1-ol, (3Z)-hex-3-en-1-yl acetate, 1-(5,5-dimethylcyclohexen-1-yl)pent-4-en-1-one, 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, [(Z)-hex-3-enyl] methylcarbonate, allyl-2-(cyclohexoxy)acetate, 2-phenylethanol, 4-acetoxybenzyl acetate, methyl-2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(4-isopropylcyclohexyl)ethanol, (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one, 3-methyl-5-phenyl-pentan-1-ol, or 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol.

8. The method of claim 6, wherein the compound of formula (I) is mixed with the one or more fragrances having a green and/or flowery scent in an amount of 0.01 to 30 wt.-%, preferably, with respect to a total weight of the one or more fragrances having a green and/or flowery scent.

9. A perfumed product comprising the fragrance mixture of claim 1.

10. The perfumed product of claim 9, wherein the product is selected from perfume extracts, eau de parfums, eau de toilettes, after-shave, eau de colognes, pre-shave-products, splash colognes, perfumed wet wipes, acidic, alkalic and neutral cleaning agents, textile refreshener, iron aids, liquid laundry soaps, laundry soap powders, laundry pretreatment agents, fabric softerners, cleaning soaps, cleaning tabs, disinfectants, surface disinfectants, air improver, aerosol sprays, waxes and polishes, body care products, hand crèmes and lotions, foot crèmes and lotions, hair removal crèmes and lotions, aftershave crèmes and lotions, tanning crèmes and lotions, hair care products, deodorants and antiperspirants, products of decorative cosmetics, candles, lamp oils, incense sticks, insecticides, repellents, or blowing agents.

11. The perfumed product of claim 9, wherein the fragrance mixture is present in an amount of 0.01 to 10 wt.-%, with respect to a total weight of the product.

12. A method for producing a perfumed product comprising: providing a fragrance mixture of claim 1, (ii) providing further components of the perfumed product, and (iii) contacting the further components of the perfumed product provided in (ii) with a sensorially effective amount of the fragrance mixture provided in (i), wherein the amount of the compound of formula (I) is sufficient to enhance and/or modify the green and/or flowery scent of the fragrance(s) of (b), wherein modifying a green and/or flowery scent renders the scent more fruity and/or softer and/or more fresh and/or more natural, and/or wherein the amount of the compound of formula (I) is sufficient to mask or decrease a plastic or technical note of the fragrance(s) of (b).

13. The method of claim 12, wherein the one or more fragrance(s) having a green and/or flowery scent is/are selected from alcohols having a molecular weight of 95 to 180 g/mol, esters having a molecular weight of 140 to 230 g/mol, or aldehydes and ketones having a molecular weight of 135 to 230 g/mol.

14. The method of claim 13, wherein the one or more fragrance(s) having a green and/or flowery scent is/are selected from (3Z)-hex-3-en-1-ol, (3Z)-hex-3-en-1-yl acetate, 1-(5,5-dimethylcyclohexen-1-yl)pent-4-en-1-one, 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, [(Z)-hex-3-enyl] methylcarbonate, allyl-2-(cyclohexoxy)acetate, 2-phenylethanol, 4-acetoxybenzyl acetate, methyl-2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(4-isopropylcyclohexyl)ethanol, (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one, 3-methyl-5-phenyl-pentan-1-ol, or 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol.

15. The method of claim 13, wherein the compound of formula (I) is in an amount of 0.01 to 30 wt.-%, with respect to a total weight of the one or more fragrance(s) having a green and/or flowery scent.

16. The fragrance mixture of claim 1, wherein the one or more fragrance(s) having a green and/or flowery scent is/are selected from alcohols having a molecular weight of 95 to 180 g/mol, esters having a molecular weight of 140 to 230 g/mol, and aldehydes and ketones having a molecular weight of 135 to 230 g/mol.

17. The fragrance mixture of claim 1, wherein (a) is present in an amount of 0.1 to 20 wt.-%, with respect to a total weight of (b).

18. The fragrance mixture of claim 1, wherein (a) is present in an amount of 1 to 10 wt.-%, with respect to a total weight of (b).

19. The fragrance mixture of claim 1, further comprising one or more further components selected from further fragrances, solvents, additives, or excipients, wherein the compound of formula (I) is present in an amount of 0.1 to 7 wt.-%, with respect to a total weight of the fragrance mixture.

20. The fragrance mixture of claim 1, further comprising one or more further components selected from further fragrances, solvents, additives, or excipients, wherein the compound of formula (I) is present in an amount of 1 to 5 wt.-%, with respect to a total weight of the fragrance mixture.

Description

Example 1: Perfume Oil 1

[0090]

TABLE-US-00002 ACETESSIGSAEUREETHYLESTER 2 FLORALOZONE 0.2 HEXENOL CIS-3 0.4 HEXENYLACETAT CIS-3 0.4 LEAFOVERT ® 0.3 LIGUSTRAL 0.5 ALLYLAMYLGLYCOLAT 0.1 GLYCOLIERRAL 1 STYROLYLACETAT 0.5 DIHYDROMYRCENOL 20 LINALYLACETAT 10 CITRONENOEL ITAL. 10 METHYLANTHRANILAT 0.6 EUCALYPTOL NAT. 10% BB 1 CARDAMOMENOEL GUATEMALA 1 ALDEHYD C18 SOG. 0.1 LILIAL 30 CALONE 0.3 CANTHOXAL 1 HELIONAL 10 LYRAL 20 ETHYLLINALOOL 1 LINALOOL 10 PHENYLETHYLDIMETHYLCARBINOL 7 PHENYLETHYLALKOHOL 1 GERANIOL COEUR 1 CITRONELLYLACETAT EXTRA 1 DAMASCON ALPHA 0.1 RESEDA BODY 0.1 HEDION 210 HEXYLZIMTALDEHYD ALPHA 1 JASMON CIS 0.1 HEXENYLSALICYLAT CIS-3 14 IONON BETA 1 IRALDEIN GAMMA REIN IFF 30 HELIOTROPIN 5 VANILLIN 3 CUMARIN 3 VERTOFIX 3 CASHMERAN 1 ISO E SUPER 100 TRIMOFIX O BM 1 SANDALORE 15 SANDRANOL ® 1 GUAJAKHOLZOEL 2 AMBROXIDE 4 AMBRETTOLIDE 2 ETHYLENBRASSYLAT 108 EXALTENONE 942008 3 GLOBALIDE ® 20 MACROLIDE ® SUPRA 51 MUSCENONE 2 ZIBETON 0.3 GALAXOLID 50% IN BB 20 ALKOHOL, FUER PARFUEMERIE VERG. SD39C 13 BENZYLALKOHOL DD 10 BENZYLBENZOAT M 245 HYDROXYCITRONELLOL 1 Parts in g: 1.000.00

[0091] 2 wt.-% of the compound of formula (I) are added to perfume oil 1.

Example 2: Perfume Oil 2

[0092]

TABLE-US-00003 ALDEHYD C12 LAURIN 5 FARENAL ® 2 PROFARNESAL 1 FLORALOZONE 25 HEXENOL CIS-3 7 HEXENYLACETAT CIS-3 5 LEAFOVERT ® 3 LIGUSTRAL 5 PHENYLACETALDEHYD 50% PEA 45 PHENYLACETALDEHYD DIMETHYLACETAL 45 MELONAL 8 CYCLAMENALDEHYD 15 CALONE 8 FLORHYDRAL 5 MAJANTOL ® 55 MAYOL 8 MUGETANOL 35 ETHYLLINALOOL 45 DIMETHYLBENZYLCARBINYLACETAT 30 PHENYLETHYLALKOHOL 149.5 CITRONELLOL 950 30 DAMASCONE DELTA 3 HYACINTHE BODY 8 RESEDA BODY 5 BENZYLACETAT 150 HEDION 80 HEXYLZIMTALDEHYD ALPHA 45 AMYLSALICYLAT N 35 HEXYLSALICYLAT 25 NONADIENAL TRANS, CIS-2,6 10% IPM 0.5 ZIMTALKOHOL 7 HERBYLPROPIONAT 45 ISO E SUPER 45 ETHYLENBRASSYLAT 20 Parts in g: 1,000.00

[0093] 3 wt.-% of the compound of formula (I) are added to perfume oil 2.

Example 3: Perfume Oil 3

[0094]

TABLE-US-00004 FLORAZON 1 HEXENOL CIS-3 1.3 HEXENYLACETAT CIS-3 1.2 HEXENYLBUTYRAT CIS-3 1 LEAFOVERT ® 0.5 LIGUSTRAL 0.6 MAGNOLAN 12 DIHYDROMYRCENOL 5 LINALYLACETAT 6 OXANTHIA 50% IN TEC 2 HEXYLACETAT 1.5 ISOAMYLACETAT 1.5 JASMAPRUNAT 10 ALDEHYD C14 SOG 0.5 FRAMBINON ® 5 ETHYLMALTOL 0.5 FLOROSA BM/PYRANOL 40 MAJANTOL ® 1 LINALOOL COEUR (FASS) 30 DIMETHYLBENZYLCARBINYLACETAT 10 ROSENOXID HIGH CIS 2 PHENYLETHYLALKOHOL 150 PHENYLETHYLMETHYLETHER 0.5 CITRONELLOL 950 30 GERANIOL 60 B 45 DAMASCENON 0.7 DIPHENYLOXID 10 BENZYLACETAT 10 HEDION 20 HEXYLZIMTALDEHYD ALPHA 40 JASMON CIS 10% DOC 2 HEXYLSALICYLAT 30 IONON BETA 12 VANILLIN 2 CUMARIN 10% DOC 2 HERBAFLORAT 20 CEDERNHOLZOEL VIRGINIA 9 CASHMERAN 2 ISO E SUPER 80 PATCHOULIOEL ENTF. DM 7 SANDRANOL ® 15 EVERNYL 0.8 ETHYLENBRASSYLAT 90 INDOL FF 10% DOC 2 DIOCTYL ADIPATE 387.4 Parts in g: 1.100.00

[0095] 5 wt.-% of the compound of formula (I) are added to perfume oil 3.

[0096] The addition of the compound of formula (I) to the perfume oils shown above gave a more rounded, floral, green, fruity scent with a strong effect in applications.