EP4330361A1 - 2,4-diméthylocta-2,7-diène-4-ol en tant que substance odorante - Google Patents
2,4-diméthylocta-2,7-diène-4-ol en tant que substance odoranteInfo
- Publication number
- EP4330361A1 EP4330361A1 EP21723149.7A EP21723149A EP4330361A1 EP 4330361 A1 EP4330361 A1 EP 4330361A1 EP 21723149 A EP21723149 A EP 21723149A EP 4330361 A1 EP4330361 A1 EP 4330361A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- notes
- oil
- fragrance
- group
- fruity
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000126 substance Substances 0.000 title abstract description 5
- FWFWNMAYCZXPKP-UHFFFAOYSA-N 2,4-dimethylocta-2,7-dien-4-ol Chemical compound CC(C)=CC(C)(O)CCC=C FWFWNMAYCZXPKP-UHFFFAOYSA-N 0.000 title description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 239000003205 fragrance Substances 0.000 claims description 94
- 239000000203 mixture Substances 0.000 claims description 60
- -1 ethyl 2-cyclopentenyl Chemical group 0.000 claims description 31
- 235000009508 confectionery Nutrition 0.000 claims description 27
- 239000002304 perfume Substances 0.000 claims description 19
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 claims description 10
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 9
- 230000002708 enhancing effect Effects 0.000 claims description 9
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 8
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002537 cosmetic Substances 0.000 claims description 7
- 230000001953 sensory effect Effects 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 235000007586 terpenes Nutrition 0.000 claims description 6
- NEHPIUGJDUWSRR-UHFFFAOYSA-N 1-(4-propan-2-ylcyclohexyl)ethanol Chemical compound CC(C)C1CCC(C(C)O)CC1 NEHPIUGJDUWSRR-UHFFFAOYSA-N 0.000 claims description 5
- FYMOBFDUZIDKMI-UHFFFAOYSA-N 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol Chemical compound CC1=CC=CC(CC(C)(C)CO)=C1 FYMOBFDUZIDKMI-UHFFFAOYSA-N 0.000 claims description 5
- 229940007550 benzyl acetate Drugs 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- IBCFURUUOKXNFW-QHHAFSJGSA-N (2-cyclopentylcyclopentyl) (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC1CCCC1C1CCCC1 IBCFURUUOKXNFW-QHHAFSJGSA-N 0.000 claims description 4
- VCLJLOIXTASTGU-AATRIKPKSA-N 4-methylpentan-2-yl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC(C)CC(C)C VCLJLOIXTASTGU-AATRIKPKSA-N 0.000 claims description 4
- 150000001299 aldehydes Chemical class 0.000 claims description 4
- 239000001813 ethyl (2R)-2-methylbutanoate Substances 0.000 claims description 4
- PHXATPHONSXBIL-JTQLQIEISA-N gamma-Undecalactone Natural products CCCCCCC[C@H]1CCC(=O)O1 PHXATPHONSXBIL-JTQLQIEISA-N 0.000 claims description 4
- 229940020436 gamma-undecalactone Drugs 0.000 claims description 4
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 claims description 4
- ZNPGEERBEOWCEF-XVNBXDOJSA-N 1-cyclohexylethyl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC(C)C1CCCCC1 ZNPGEERBEOWCEF-XVNBXDOJSA-N 0.000 claims description 3
- FYMOBZCTSRBVBY-UHFFFAOYSA-N 5-(3-methylphenyl)pentan-1-ol Chemical compound CC1=CC=CC(CCCCCO)=C1 FYMOBZCTSRBVBY-UHFFFAOYSA-N 0.000 claims description 3
- 235000010254 Jasminum officinale Nutrition 0.000 claims description 3
- 240000005385 Jasminum sambac Species 0.000 claims description 3
- 241000218378 Magnolia Species 0.000 claims description 3
- 241000220317 Rosa Species 0.000 claims description 3
- GSIXJEIRJVOUFB-UHFFFAOYSA-N cis- and trans-Ethyl 2,4-dimethyl-1,3-dioxolane-2-acetate Chemical compound CCOC(=O)CC1(C)OCC(C)O1 GSIXJEIRJVOUFB-UHFFFAOYSA-N 0.000 claims description 3
- HCRBXQFHJMCTLF-UHFFFAOYSA-N ethyl 2-methylbutyrate Chemical compound CCOC(=O)C(C)CC HCRBXQFHJMCTLF-UHFFFAOYSA-N 0.000 claims description 3
- 150000002596 lactones Chemical class 0.000 claims description 3
- 244000099147 Ananas comosus Species 0.000 claims description 2
- 235000007119 Ananas comosus Nutrition 0.000 claims description 2
- 235000009046 Convallaria majalis Nutrition 0.000 claims description 2
- 244000068485 Convallaria majalis Species 0.000 claims description 2
- 241000234435 Lilium Species 0.000 claims description 2
- 235000006484 Paeonia officinalis Nutrition 0.000 claims description 2
- 244000170916 Paeonia officinalis Species 0.000 claims description 2
- 235000004338 Syringa vulgaris Nutrition 0.000 claims description 2
- 244000297179 Syringa vulgaris Species 0.000 claims description 2
- 229940022663 acetate Drugs 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- 229940067107 phenylethyl alcohol Drugs 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 description 56
- 235000019198 oils Nutrition 0.000 description 55
- 239000006210 lotion Substances 0.000 description 18
- 239000006071 cream Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 14
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 10
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 8
- 239000003599 detergent Substances 0.000 description 8
- 230000035943 smell Effects 0.000 description 8
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 150000002576 ketones Chemical class 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 5
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 5
- 235000010654 Melissa officinalis Nutrition 0.000 description 5
- 244000062730 Melissa officinalis Species 0.000 description 5
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 5
- 229930007744 linalool Natural products 0.000 description 5
- 239000000865 liniment Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 4
- PRNCMAKCNVRZFX-UHFFFAOYSA-N 3,7-dimethyloctan-1-ol Chemical compound CC(C)CCCC(C)CCO PRNCMAKCNVRZFX-UHFFFAOYSA-N 0.000 description 4
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 4
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 4
- UUGLJVMIFJNVFH-UHFFFAOYSA-N Hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1 UUGLJVMIFJNVFH-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 235000000484 citronellol Nutrition 0.000 description 4
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 4
- 239000002781 deodorant agent Substances 0.000 description 4
- 239000000645 desinfectant Substances 0.000 description 4
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 4
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 4
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 description 4
- PQLMXFQTAMDXIZ-UHFFFAOYSA-N isoamyl butyrate Chemical compound CCCC(=O)OCCC(C)C PQLMXFQTAMDXIZ-UHFFFAOYSA-N 0.000 description 4
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- CZCBTSFUTPZVKJ-UHFFFAOYSA-N rose oxide Chemical compound CC1CCOC(C=C(C)C)C1 CZCBTSFUTPZVKJ-UHFFFAOYSA-N 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- YGFGZTXGYTUXBA-UHFFFAOYSA-N (±)-2,6-dimethyl-5-heptenal Chemical compound O=CC(C)CCC=C(C)C YGFGZTXGYTUXBA-UHFFFAOYSA-N 0.000 description 3
- VNGAHMPMLRTSLF-UHFFFAOYSA-N 2,2-dimethyl-3-phenylpropan-1-ol Chemical compound OCC(C)(C)CC1=CC=CC=C1 VNGAHMPMLRTSLF-UHFFFAOYSA-N 0.000 description 3
- OXYRENDGHPGWKV-UHFFFAOYSA-N 3-methyl-5-phenylpentan-1-ol Chemical compound OCCC(C)CCC1=CC=CC=C1 OXYRENDGHPGWKV-UHFFFAOYSA-N 0.000 description 3
- ORMHZBNNECIKOH-UHFFFAOYSA-N 4-(4-hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)(O)CCCC1=CCC(C=O)CC1 ORMHZBNNECIKOH-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 3
- YIKYNHJUKRTCJL-UHFFFAOYSA-N Ethyl maltol Chemical compound CCC=1OC=CC(=O)C=1O YIKYNHJUKRTCJL-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- FZJUFJKVIYFBSY-UHFFFAOYSA-N bourgeonal Chemical compound CC(C)(C)C1=CC=C(CCC=O)C=C1 FZJUFJKVIYFBSY-UHFFFAOYSA-N 0.000 description 3
- 239000012459 cleaning agent Substances 0.000 description 3
- 239000004567 concrete Substances 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 3
- PPXUHEORWJQRHJ-UHFFFAOYSA-N ethyl isovalerate Chemical compound CCOC(=O)CC(C)C PPXUHEORWJQRHJ-UHFFFAOYSA-N 0.000 description 3
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 3
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 3
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 description 2
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 2
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- OHBQPCCCRFSCAX-UHFFFAOYSA-N 1,4-Dimethoxybenzene Chemical compound COC1=CC=C(OC)C=C1 OHBQPCCCRFSCAX-UHFFFAOYSA-N 0.000 description 2
- ALXMEIMLYKTBHU-UHFFFAOYSA-N 1-(2,4-dimethylcyclohex-3-en-1-yl)-2,2-dimethylpropan-1-one Chemical compound CC1C=C(C)CCC1C(=O)C(C)(C)C ALXMEIMLYKTBHU-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- DOJDQRFOTHOBEK-UHFFFAOYSA-N 1-Octen-3-yl acetate Chemical compound CCCCCC(C=C)OC(C)=O DOJDQRFOTHOBEK-UHFFFAOYSA-N 0.000 description 2
- QUMXDOLUJCHOAY-UHFFFAOYSA-N 1-Phenylethyl acetate Chemical compound CC(=O)OC(C)C1=CC=CC=C1 QUMXDOLUJCHOAY-UHFFFAOYSA-N 0.000 description 2
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 2
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 description 2
- XSNQECSCDATQEL-SECBINFHSA-N 2,6-dimethyl-7-octen-2-ol Chemical compound C=C[C@@H](C)CCCC(C)(C)O XSNQECSCDATQEL-SECBINFHSA-N 0.000 description 2
- HGDVHRITTGWMJK-UHFFFAOYSA-N 2,6-dimethylheptan-2-ol Chemical compound CC(C)CCCC(C)(C)O HGDVHRITTGWMJK-UHFFFAOYSA-N 0.000 description 2
- PETRWTHZSKVLRE-UHFFFAOYSA-N 2-Methoxy-4-methylphenol Chemical compound COC1=CC(C)=CC=C1O PETRWTHZSKVLRE-UHFFFAOYSA-N 0.000 description 2
- RCSBILYQLVXLJG-UHFFFAOYSA-N 2-Propenyl hexanoate Chemical compound CCCCCC(=O)OCC=C RCSBILYQLVXLJG-UHFFFAOYSA-N 0.000 description 2
- PJXHBTZLHITWFX-UHFFFAOYSA-N 2-heptylcyclopentan-1-one Chemical compound CCCCCCCC1CCCC1=O PJXHBTZLHITWFX-UHFFFAOYSA-N 0.000 description 2
- CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 description 2
- CQLYXIUHVFRXLT-UHFFFAOYSA-N 2-methoxyethylbenzene Chemical compound COCCC1=CC=CC=C1 CQLYXIUHVFRXLT-UHFFFAOYSA-N 0.000 description 2
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- DRTBYQJIHFSKDT-UHFFFAOYSA-N 2-methyl-5-phenylpentan-1-ol Chemical compound OCC(C)CCCC1=CC=CC=C1 DRTBYQJIHFSKDT-UHFFFAOYSA-N 0.000 description 2
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 2
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- RHLVCLIPMVJYKS-UHFFFAOYSA-N 3-octanone Chemical compound CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 description 2
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- GNKZMNRKLCTJAY-UHFFFAOYSA-N 4'-Methylacetophenone Chemical compound CC(=O)C1=CC=C(C)C=C1 GNKZMNRKLCTJAY-UHFFFAOYSA-N 0.000 description 2
- MQBIZQLCHSZBOI-UHFFFAOYSA-N 4-(4-Methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde Chemical compound CC(C)=CCCC1=CCC(C=O)CC1 MQBIZQLCHSZBOI-UHFFFAOYSA-N 0.000 description 2
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- NTPLXRHDUXRPNE-UHFFFAOYSA-N 4-methoxyacetophenone Chemical compound COC1=CC=C(C(C)=O)C=C1 NTPLXRHDUXRPNE-UHFFFAOYSA-N 0.000 description 2
- YVSNOTITPICPTB-UHFFFAOYSA-N 4-methyl-2-(2-methylpropyl)oxan-4-ol Chemical compound CC(C)CC1CC(C)(O)CCO1 YVSNOTITPICPTB-UHFFFAOYSA-N 0.000 description 2
- IDWULKZGRNHZNR-UHFFFAOYSA-N 7-methoxy-3,7-dimethyloctanal Chemical compound COC(C)(C)CCCC(C)CC=O IDWULKZGRNHZNR-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- SCCDQYPEOIRVGX-UHFFFAOYSA-N Acetyleugenol Chemical compound COC1=CC(CC=C)=CC=C1OC(C)=O SCCDQYPEOIRVGX-UHFFFAOYSA-N 0.000 description 2
- 241000717739 Boswellia sacra Species 0.000 description 2
- 235000005241 Cistus ladanifer Nutrition 0.000 description 2
- 240000008772 Cistus ladanifer Species 0.000 description 2
- 241000759176 Copaifera langsdorffii Species 0.000 description 2
- 235000007129 Cuminum cyminum Nutrition 0.000 description 2
- 244000304337 Cuminum cyminum Species 0.000 description 2
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 2
- 241000668724 Dipterocarpus turbinatus Species 0.000 description 2
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- 150000007823 ocimene derivatives Chemical class 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- OJEQSSJFSNLMLB-UHFFFAOYSA-N p-Tolyl phenylacetate Chemical compound C1=CC(C)=CC=C1OC(=O)CC1=CC=CC=C1 OJEQSSJFSNLMLB-UHFFFAOYSA-N 0.000 description 1
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- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- SGIIQKAMTIJXBU-UHFFFAOYSA-N pentan-2-ol Chemical compound CC[CH]C(C)O SGIIQKAMTIJXBU-UHFFFAOYSA-N 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- 239000001024 permanent hair color Substances 0.000 description 1
- JDQVBGQWADMTAM-UHFFFAOYSA-N phenethyl isobutyrate Chemical compound CC(C)C(=O)OCCC1=CC=CC=C1 JDQVBGQWADMTAM-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229940100595 phenylacetaldehyde Drugs 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 239000001920 pimenta acris kostel leaf oil terpeneless Substances 0.000 description 1
- 239000001622 pimenta officinalis fruit oil Substances 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- GTVITUZSWANKRK-UHFFFAOYSA-N propan-2-yloxycyclododecane Chemical compound CC(C)OC1CCCCCCCCCCC1 GTVITUZSWANKRK-UHFFFAOYSA-N 0.000 description 1
- 239000001327 prunus amygdalus amara l. extract Substances 0.000 description 1
- JSASXSHMJYRPCM-UHFFFAOYSA-N r-3-(methylthio)-1-hexanol Chemical compound CCCC(SC)CCO JSASXSHMJYRPCM-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010668 rosemary oil Substances 0.000 description 1
- 229940058206 rosemary oil Drugs 0.000 description 1
- 239000010669 rosewood oil Substances 0.000 description 1
- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 1
- 239000010670 sage oil Substances 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 239000001290 saussurea lappa clarke root oil Substances 0.000 description 1
- 239000010673 savory oil Substances 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 239000001026 semi permanent hair color Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229940074386 skatole Drugs 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000010676 star anise oil Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- OHEFFKYYKJVVOX-UHFFFAOYSA-N sulcatol Natural products CC(O)CCC=C(C)C OHEFFKYYKJVVOX-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000010660 tarragon oil Substances 0.000 description 1
- 239000010677 tea tree oil Substances 0.000 description 1
- 229940111630 tea tree oil Drugs 0.000 description 1
- 239000001789 thuja occidentalis l. leaf oil Substances 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 229940088660 tolu balsam Drugs 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- MBDOYVRWFFCFHM-UHFFFAOYSA-N trans-2-hexenal Natural products CCCC=CC=O MBDOYVRWFFCFHM-UHFFFAOYSA-N 0.000 description 1
- NPFVOOAXDOBMCE-UHFFFAOYSA-N trans-3-hexenyl acetate Natural products CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 description 1
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 description 1
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- XMLSXPIVAXONDL-UHFFFAOYSA-N trans-jasmone Natural products CCC=CCC1=C(C)CCC1=O XMLSXPIVAXONDL-UHFFFAOYSA-N 0.000 description 1
- IMRYETFJNLKUHK-UHFFFAOYSA-N traseolide Chemical compound CC1=C(C(C)=O)C=C2C(C(C)C)C(C)C(C)(C)C2=C1 IMRYETFJNLKUHK-UHFFFAOYSA-N 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- WKSPQBFDRTUGEF-UHFFFAOYSA-N tridec-2-enenitrile Chemical compound CCCCCCCCCCC=CC#N WKSPQBFDRTUGEF-UHFFFAOYSA-N 0.000 description 1
- DBWSGRFEGVADLQ-UHFFFAOYSA-N trideca-3,12-dienenitrile Chemical compound C=CCCCCCCCC=CCC#N DBWSGRFEGVADLQ-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- HETFMJQWNWIBPN-UHFFFAOYSA-N undec-2-enenitrile Chemical compound CCCCCCCCC=CC#N HETFMJQWNWIBPN-UHFFFAOYSA-N 0.000 description 1
- WCTNXGFHEZQHDR-UHFFFAOYSA-N valencene Natural products C1CC(C)(C)C2(C)CC(C(=C)C)CCC2=C1 WCTNXGFHEZQHDR-UHFFFAOYSA-N 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 229940117960 vanillin Drugs 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- 239000001846 viola odorata l. leaf absolute Substances 0.000 description 1
- 239000001529 viverra civetta schreber and viverra zibeth a schreber absolute Substances 0.000 description 1
- 239000009637 wintergreen oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- QRPLZGZHJABGRS-UHFFFAOYSA-N xi-5-Dodecanolide Chemical compound CCCCCCCC1CCCC(=O)O1 QRPLZGZHJABGRS-UHFFFAOYSA-N 0.000 description 1
- WGPCZPLRVAWXPW-UHFFFAOYSA-N xi-Dihydro-5-octyl-2(3H)-furanone Chemical compound CCCCCCCCC1CCC(=O)O1 WGPCZPLRVAWXPW-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- HZRFVTRTTXBHSE-AYJHFOLZSA-N α-cedrene epoxide Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1C1(C)OC1C2 HZRFVTRTTXBHSE-AYJHFOLZSA-N 0.000 description 1
- PFSTYGCNVAVZBK-KVDYQJCMSA-N α-sinensal Chemical compound O=CC(\C)=C/CCC(/C)=C/C\C=C(\C)C=C PFSTYGCNVAVZBK-KVDYQJCMSA-N 0.000 description 1
- YHQGMYUVUMAZJR-UHFFFAOYSA-N α-terpinene Chemical compound CC(C)C1=CC=C(C)CC1 YHQGMYUVUMAZJR-UHFFFAOYSA-N 0.000 description 1
- 229930007850 β-damascenone Natural products 0.000 description 1
- NOPLRNXKHZRXHT-PVMFERMNSA-N β-sinensal Chemical compound O=CC(\C)=C/CCC(/C)=C/CCC(=C)C=C NOPLRNXKHZRXHT-PVMFERMNSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0007—Aliphatic compounds
- C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0003—Compounds of unspecified constitution defined by the chemical reaction for their preparation
Definitions
- the present invention relates to the use of 2,4-dimethylocta-2,7-dien-4-ol, the compound of formula (I), as a fragrance. Furthermore, the present invention relates to fragrance compositions, their use and a method for imparting, modifying and/or enhancing certain odor notes.
- a second important problem is the need to provide fragrance compositions that not only conform to a specific odor profile, but also possess so-called secondary beneficial properties.
- perfume compositions known on the market have significant disadvantages in use, such as poor solubility and stability to storage, but also defects related to subjective issues such as fullness, charisma and the like.
- fragrance compositions require high dosages to achieve the desired olfactory outcome.
- Another requirement for fragrances nowadays is high biodegradability as well dermatological and toxicological safety. Consequently, there is a particularly great demand for providing fragrances which, even in small doses, have a major effect on other fragrances and change rather unpleasant smell impressions into a positive one and/or enhance pleasant smell impressions.
- the object on which the present invention is based was therefore to provide a new fragrance capable of improving positive and advantageous odor aspects of other fragrances and/or (at the same time) reducing, inhibiting and/or masking undesirable, unpleasant odor aspects.
- the new fragrance should also be characterized in that it improves the stability, solubility and overall performance of other fragrances and reduces the dosage required.
- the fragrance compositions themselves should have excellent biodegradability and be safe for humans and the environment.
- the primary object is achieved according to the invention by using the compounds of the formula (I) (2,4-dimethylocta-2,7-dien-4-ol, CAS no. 120792-35-0) as a fragrance.
- the compound of the formula (I) to be used according to the invention can be present in any stereoisomeric form or can be present as any mixture of stereoisomers. What is said herein for a compound of the formula (I), in particular the advantages described herein, also apply to a mixture of stereoisomers of the compound of the formula (I) to be used or employed according to the invention (see above).
- the compound of the formula (I) has completely independent olfactory properties which stand out clearly from the known fragrances and also surpass them.
- the suitability of the compounds of the formula (I) as a fragrance was hitherto unknown. It is therefore particularly surprising that an odorant with valuable, interesting and complex odor properties could be found in the already well-studied field.
- the compound of formula (I) is known under the name isolinalool (2,4-dimethylocta-2,7-dien-4-ol) in the fragrance industry as a secondary yield from the production process of linalool from pinene. As already mentioned above, suitability as a fragrance is not known. There is also no precise description of the odor, but the perfumers believe that the compound of the formula (I) smells like juniper, musty, earthy and like carrots and is therefore rather unpleasant.
- the compound of the formula (I) is suitable as a fragrance and, in small doses, produces special effects in combination with other fragrances, in particular fragrances with one or more odor notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet, green, technical, earthy, fatty and metallic, preferably one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet and green, in particular with a or more olfactory notes selected from the group consisting of fruity and floral notes.
- the use according to the invention preferably relates to a use for imparting, modifying and/or enhancing one or more olfactory notes selected from the group consisting of fruity, floral, juicy, fresh, sweet, green, technical, earthy, fatty and metallic notes, preferably one or more olfactory notes selected from the group consisting of fruity, floral, juicy, fresh, sweet notes and green, preferably one or more olfactory notes selected from the group consisting of fruity and floral notes.
- a preferred embodiment relates to the use of the compound of formula (I) as described herein for imparting one, two or more olfactory notes selected from the group consisting of the notes fruity and floral.
- the compound of formula (I) to be used according to the invention may impart a very complex and varied overall sensory impression, which can otherwise usually only be achieved by mixtures of several components (such as essential oils or spice mixtures), is particularly surprising .
- the compound of the formula (I) also has positive secondary properties, in particular high substantivity compared to fragrances with similar odor properties, and high stability in certain media and preparations, high yield and is also biodegradable.
- the compound of the formula (I) to be used according to the invention can also increase the intensity of a fragrance mixture (fragrance composition) and round off the overall picture of the mixture in terms of smell.
- the compound described herein can therefore be used to give a fragrance composition more fullness, freshness, (radiant) power, radiance, shine, roundness, harmony and/or naturalness.
- the compound of the formula (I) is suitable as an agent for increasing the substantivity and/or retention of a fragrance mixture.
- the compound of the formula (I) to be used according to the invention can be prepared by means of reactions and processes known per se.
- the compound of formula (I) is a by-product of the manufacturing process of linalool from pinene.
- Figure 1 below shows a schematic overview of the production process for linalool (the starting materials used are commercially available).
- the compound of the formula (I) to be used according to the invention is usually used in a sensory effective amount, ie in a total amount in which it develops a sensory effect.
- the compound of the formula (I) to be used according to the invention is preferably used together with other fragrances.
- Such fragrance compositions can be produced in a customary manner, for example by simply mixing or homogenizing the components.
- These further fragrances can be any further fragrances.
- the fruity olfactory note is selected from the group consisting of pineapple, apple and/or plum.
- the olfactory note is floral selected from the group consisting of jasmine, magnolia, peony, lily of the valley, lily, lilac and/or rose.
- the present invention further relates to a fragrance composition comprising or consisting of the compound of the formula (I) and at least one other fragrance.
- the fragrance composition preferably comprises or consists of the compound of the formula (I) and one, two, three, four, five, six, seven, eight, nine, ten or more other fragrances.
- the weight ratio of the total amount of compounds of the formula (I) to the total amount of other fragrances is preferably in the range from 1:1000 to 1:0.1, preferably from 1:1000 to 1:0.5.
- the total amount of compound of the formula (I) is in the range from 0.0001 to 99.9% by weight, preferably 0.001 to 99.5% by weight, particularly preferably 0.01 to 99% by weight, 0.01 to 90% by weight, 0.01 to 50% by weight, 0.01 to 20% by weight and particularly preferably 0.01 to 1.5% by weight , in particular 0.05 to 1.5 wt .-%, based in each case on the total weight of the fragrance composition
- the total amount of compounds of formula (I) in the fragrance composition is chosen so that it is contained in a sensory effective amount that is sufficient to one or more odor notes selected from the group consisting of the notes fruity, floral , juicy, fresh, sweet, green, technical, earthy, fatty and metallic, preferably one or more olfactory notes selected from the group consisting of to impart and/or enhance and/or modify the notes of fruity, floral, juicy, fresh, sweet and green.
- fragrances also) one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet, green, technical, earthy , greasy and metallic, preferably one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet and green, mediate, modify and / or enhance, but in particular mediate.
- fragrances which can be advantageously combined with a compound of formula (I) in the context of the present invention can be found, for. B. in S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, N.J. 1969, self-published, or K. Bauer ei a/., Common Fragrance and Flavor Materials, 4th Edition, Wiley-VCH, Weinheim 2001.
- extracts from natural raw materials such as essential oils, concretes, absolutes, resins, resinoids, balms, tinctures such as z. B.
- amber tincture amyris oil; angelica seed oil; angelica root oil; anise oil; valerian oil;
- basil oil basil oil; tree moss absolute; bay oil; mugwort oil; benzoeresin; bergamot oil;
- cabreuva oil cabreuva oil
- cade oil Calmus oil
- camphor oil cananga oil
- cardamom oil cascarilla oil
- cassia oil cassie absolute; castoreum absolute; cedar leaf oil; cedarwood oil; cistus oil; citronellol; lemon oil; copaiva balm; copaiva balm oil; coriander oil; costus root oil;
- oakmoss absolute oakmoss absolute
- elemi oil tarragon oil
- Eucalyptus citriodora oil eucalyptus oil
- fennel oil spruce needle oil; galbanum oil; galbanum resin; geranium oil; grapefruit oil;
- guaiac wood oil guaiac wood oil; gurjun balm; gurjun balm oil; helichrysum absolute; helichrysum oil;
- ginger oil orris root absolute; orris root oil; jasmine absolute; calamus oil; chamomile oil blue;
- myrtle oil clove leaf oil; clove flower oil; neroli oil; olibanum absolute; olibanum oil;
- opoponax oil orange blossom absolute; orange oil; origanum oil; palmarosa oil;
- perilla oil Peru balsam oil; parsley leaf oil; parsley seed oil; petitgrain oil;
- Peppermint oil pepper oil; allspice oil; pine oil; poley oil; rose absolute; rosewood oil; rose oil;
- rosemary oil sage oil Dalmatian; sage oil spanish; sandalwood oil; celery seed oil; spilavender oil; star anise oil; styrax oil; marigold oil; pine needle oil; tea tree oil; turpentine oil; thyme oil; tolu balsam; tonka absolute; tuberose absolute; vanilla extract; violet leaf absolute; verbena oil; vetiver oil; juniper berry oil; wine yeast oil; wormwood oil; oil of wintergreen; ylang oil; hyssop oil; civet absolute; cinnamon leaf oil; Cinnamon bark oil and fractions thereof, or ingredients isolated therefrom;
- fragrances from the group of hydrocarbons such as 3-carene; ⁇ -pinene; ⁇ -pinene; a-terpinene; ⁇ -terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedren; farnese; limonene; longifolia; myrcene; ocimene; valencene; (E,Z)-1,3,5-undecatriene; styrene; diphenylmethane; the aliphatic alcohols such as hexanol; octanol; 3-octanol; 2,6-dimethylheptanol; 2-methyl-2-heptanol; 2-methyl-2-octanol; (E)-2-hexenol; 1-octen-3-ol; mixture of 3,4,5,6,6-pentamethyl-3/4-hepten-2-ol and 3,5,6,6-te
- cyclic alcohols such as 4-tert-butylcyclohexanol; 3,3,5-trimethylcyclohexanol; 3-isocamphylcyclohexanol; 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1-ol; 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol; the cycloaliphatic alcohols such as alpha,3,3-trimethylcyclohexylmethanol; 1-(4-isopropylcyclohexyl)ethanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)butanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-but
- cinnamyl acetate 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate; the araliphatic ethers such as 2-phenylethyl methyl ether; 2-phenylethyl isoamyl ether; 2-phenylethyl-1-ethoxyethyl ether; phenylacetaldehyde dimethyl acetal; phenylacetaldehyde diethyl acetal; hydratropaaldehyde dimethyl acetal;
- benzophenone 1,1,2,3,3,6-hexamethyl-5-indanyl methyl ketone; 6-tert-butyl-1,1-di- methyl -4-indanyl methyl ketone; 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indenyl]ethanone; 5 , ,6 , ,7 , ,8 , -tetrahydro-3 , ,5',5 , ,6 , ,8 , ,8 , -hexamethyl-2-aceto-naphthone; the aromatic and araliphatic carboxylic acids and their esters such as benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenyl acetate; ethyl phenyl acetate;
- naphthyl iso-butyl ether 1,4-dimethoxybenzene; eugenyl acetate; 2-methoxy-4-methylphenol; 2-ethoxy-5-(1-propenyl)phenol; p-cresylphenyl acetate; the heterocyclic compounds such as 2,5-dimethyl-4-hydroxy-2H-furan-3-one; 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-o ⁇ ; 3-hydroxy-2-methyl-4H-pyran-4-one; 2-ethyl-3-hydroxy-4H-pyran-4-one; the lactones such as 1,4-octanolide; 3-methyl-1,4-octanolide; 1,4-nonanolide; 1,4-decanolide; 8-decene-1,4-olide; 1,4-undecanolide; 1,4-dodecanolide; 1,5-decanolide; 1,5-dodecanolide; 4-methyl-1,4-decanolide
- the at least one other fragrance is selected from the group consisting of terpenes, aldehydes, nitriles, esters, lactones, alcohols and mixtures thereof.
- the compound of the formula (I) to be used according to the invention is preferably combined with one or more, particularly preferably with two, three, four, five or more other fragrances which have a floral and/or have a fruity scent.
- the present invention also relates to a fragrance composition which comprises one, two, three, four, five or more further fragrances which impart a flowery and/or fruity olfactory note.
- the compound of the formula (I) to be used according to the invention advantageously (at least partially) achieves an odor enhancement of the floral fragrances.
- Flowery fragrances with which the compound of the formula (I) to be used according to the invention (in particular in fragrance compositions according to the invention) can be combined particularly advantageously are preferably selected from the group consisting of:
- the compound of the formula (I) to be used according to the invention is advantageously suitable for enhancing the smell of fruity fragrances in particular.
- Fruity fragrances with which the compound of the formula (I) to be used according to the invention can advantageously be combined and which are therefore particularly preferred (further) fragrances of a fragrance composition according to the invention are preferably selected from the group consisting of:
- the at least one other fragrance is selected from the group consisting of ethyl 2-cyclopentenyl acetate, 1-cyclohexylethyl (E)-but-2-enoate, ethyl 2-methylbutanoate, ethyl (2, 4-dimethyl-1,3-dioxolan-2-yl) acetate, 4-methylpentan-2-yl (E)-but-2-enoate, (2-cyclopentylcyclopentyl) (E)-but-2-enoate, phenylethyl alcohol, 5-(3-methylphenyl)pentan-1-ol, benzyl acetate, methyl 3-oxo-2-pentylcyclopentane acetate, 1-(4-propan-2-ylcyclohexyl)ethanol, 3,7-dimethyloct-6-en-1- ol, gamma undecalactone, 2,2-dimethyl-3-(3
- Perfume compositions according to the invention which contain the compound of the formula (I) can be in liquid form, undiluted or diluted with a solvent and can advantageously be used for perfuming.
- Preferred solvents for this are ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, propylene glycol, 1,2-butylene glycol, dipropylene glycol, diethyl phthalate, triethyl citrate, isopropyl myristate, triacetin and diacetin.
- fragrance compositions according to the invention can be adsorbed on a carrier which ensures both fine distribution of the fragrances in the product and controlled release during use.
- a carrier can be porous inorganic materials such as light sulphate, silica gels, zeolites, gypsum, clays, clay granules, aerated concrete etc. or organic materials such as wood, cellulose-based substances, sugar, dextrins (e.g. maltodextrin) or plastics such as PVC, polyvinyl acetate or polyurethanes.
- the resulting combination of composition according to the invention and carrier is also to be understood as a fragrance composition according to the invention or can be present as an article according to the invention (as described further below).
- Perfume compositions according to the invention can also be present in microencapsulated, spray-dried form, as inclusion complexes or as extrusion products and can be added in this form, for example, to a product to be perfumed. If necessary, the properties of the compositions or articles modified in this way can be further optimized by so-called “coating" with suitable materials with regard to a more targeted scent release, for which wax-like plastics such as polyvinyl alcohol are preferably used. The resulting products in turn represent articles according to the invention .
- Another aspect of the present invention relates to the use of a fragrance composition for conveying, modifying and/or enhancing one or more olfactory notes selected from the group consisting of the notes fruity, flowery, juicy, fresh, sweet, green, technical, earthy, greasy and metallic, preferably one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet and green.
- the olfactory notes are selected from the notes fruity and flowery.
- Fragrance compositions according to the invention can advantageously be used in concentrated form, in solutions or in the modified form described above for the production of perfumed articles according to the invention, such as. Perfume extras, eau de perfumes, eau de toilettes, aftershaves, eau de colognes, pre-shave products, splash colognes and perfumed refreshing towels, as well as the perfuming of acidic, alkaline and neutral cleaning agents, such as floor cleaners, window cleaners, dishwashing detergents , bathroom and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, textile fresheners, ironing aids, liquid detergents, powder detergents, laundry pre-treatment agents such as bleach, softening agents and stain removers, fabric softeners, washing soap, washing tablets, disinfectants, surface disinfectants and of air fresheners in liquid, gel-like form or applied to a solid carrier form, aerosol sprays, waxes and polishes such as furniture polishes, floor waxes
- fragrance compositions according to the invention can also be a component of a wide variety of cosmetic compositions or a component of household compositions.
- Another aspect of the invention is a method of imparting, enhancing and/or modifying one or more olfactory notes selected from the group consisting of fruity, floral, juicy, fresh, sweet, green, technical, earthy, fatty and metallic notes , preferably one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet and green, more preferably one or more olfactory notes selected from the group consisting of the notes fruity and floral, comprising or consisting of the following steps
- the at least one further fragrance has one or more olfactory notes selected from the group consisting of the notes fruity, floral, juicy, fresh, sweet, green, technical, earthy, greasy and metallic.
- Another aspect of the present invention relates to a perfumed article comprising or consisting of
- the article is selected from cosmetic, hygiene and/or household articles. What was said above in connection with uses according to the invention or fragrance composition according to the invention applies accordingly to preferred configurations.
- a perfumed article is preferably selected from the group consisting of detergents and cleaning agents, hygiene or care products, preferably in the field of body and hair care, cosmetics and the household, preferably from the group consisting of perfume extras, Eau de perfumes, Eau de toilettes, aftershaves, eau de colognes, pre-shave products, splash colognes, scented towelettes, acidic, alkaline or neutral detergents, Textile fresheners, ironing aids, liquid detergents, powder detergents, laundry pre-treatment agents, fabric softeners, laundry soaps, detergent tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes, body care products, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave -Creams and lotions, tanning creams and lotions, hair care products, deodorants, antiperspirants, decorative cosmetics products, candles, lamp oils, incense sticks, insecticides, repellents
- component (i) is contained in a sensorially effective amount that is sufficient for a consumer to have one or more odor notes selected from the group consisting of the notes fruity, floral, juicy, fresh , sweet, green, perceives.
- the total amount of compound of formula (I), based on the total weight of the article is in the range from 0.00001 to 10% by weight, preferably from 0.0001 to 5% by weight %, more preferably 0.001 to 2% by weight, more preferably 0.005 to 1% by weight.
- the additives, auxiliaries and/or active ingredients described above are preferably not fragrances. These can be, for example, preservatives, antibacterial agents, chelating agents, cleaning agents, emulsifiers, fats, etc. and in principle all substances that are used as additives, auxiliaries and/or active ingredients in cosmetics, especially in fragrance compositions and in household compositions.
- isolinalool enhances the floral notes, gives the mixture more impact and a round and natural olfactory impression.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'invention concerne l'utilisation des composés de formule (I) en tant que substance odorante.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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PCT/EP2021/060984 WO2022228658A1 (fr) | 2021-04-27 | 2021-04-27 | 2,4-diméthylocta-2,7-diène-4-ol en tant que substance odorante |
Publications (1)
Publication Number | Publication Date |
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EP4330361A1 true EP4330361A1 (fr) | 2024-03-06 |
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ID=75787043
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP21723149.7A Pending EP4330361A1 (fr) | 2021-04-27 | 2021-04-27 | 2,4-diméthylocta-2,7-diène-4-ol en tant que substance odorante |
Country Status (7)
Country | Link |
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US (1) | US20240209281A1 (fr) |
EP (1) | EP4330361A1 (fr) |
JP (1) | JP2024515811A (fr) |
KR (1) | KR20240004630A (fr) |
CN (1) | CN117203313A (fr) |
BR (1) | BR112023019133A2 (fr) |
WO (1) | WO2022228658A1 (fr) |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1150974B (de) * | 1961-07-03 | 1963-07-04 | Studiengesellschaft Kohle Mbh | Verfahren zur Herstellung von Linalool, insbesondere in optisch aktiver Form |
US5892104A (en) * | 1997-02-14 | 1999-04-06 | Millenium Specialty Chemicals, Inc. | Cycloheptenols and their derivatives, methods of making thereof, and utilization thereof as fragrances |
JP2001348308A (ja) * | 2000-03-13 | 2001-12-18 | Lion Corp | 菌代謝阻害剤 |
-
2021
- 2021-04-27 JP JP2023566001A patent/JP2024515811A/ja active Pending
- 2021-04-27 BR BR112023019133A patent/BR112023019133A2/pt unknown
- 2021-04-27 WO PCT/EP2021/060984 patent/WO2022228658A1/fr active Application Filing
- 2021-04-27 EP EP21723149.7A patent/EP4330361A1/fr active Pending
- 2021-04-27 US US18/285,302 patent/US20240209281A1/en active Pending
- 2021-04-27 CN CN202180097231.7A patent/CN117203313A/zh active Pending
- 2021-04-27 KR KR1020237040694A patent/KR20240004630A/ko active Search and Examination
Also Published As
Publication number | Publication date |
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WO2022228658A1 (fr) | 2022-11-03 |
CN117203313A (zh) | 2023-12-08 |
BR112023019133A2 (pt) | 2023-11-07 |
KR20240004630A (ko) | 2024-01-11 |
US20240209281A1 (en) | 2024-06-27 |
JP2024515811A (ja) | 2024-04-10 |
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