JP7232833B2 - エチルバニリン及びエチルバニリン誘導体の匂いを持つアセタール - Google Patents
エチルバニリン及びエチルバニリン誘導体の匂いを持つアセタール Download PDFInfo
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- JP7232833B2 JP7232833B2 JP2020534901A JP2020534901A JP7232833B2 JP 7232833 B2 JP7232833 B2 JP 7232833B2 JP 2020534901 A JP2020534901 A JP 2020534901A JP 2020534901 A JP2020534901 A JP 2020534901A JP 7232833 B2 JP7232833 B2 JP 7232833B2
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- Prior art keywords
- formula
- compound
- acetal
- fragrance
- flavor
- 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.)
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- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 title claims description 29
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 title description 21
- 229940073505 ethyl vanillin Drugs 0.000 title description 8
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 76
- 239000000203 mixture Substances 0.000 claims description 54
- -1 acetal compounds Chemical class 0.000 claims description 51
- 239000003205 fragrance Substances 0.000 claims description 50
- 239000000796 flavoring agent Substances 0.000 claims description 36
- 235000019634 flavors Nutrition 0.000 claims description 36
- 230000000873 masking effect Effects 0.000 claims description 31
- 239000002781 deodorant agent Substances 0.000 claims description 30
- 150000001241 acetals Chemical class 0.000 claims description 28
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 25
- 239000000047 product Substances 0.000 claims description 18
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 claims description 13
- VEKVFFPDTKFHEW-UHFFFAOYSA-N 2-ethoxy-1-(1-ethoxyethoxy)-4-methylbenzene Chemical compound C(C)OC1=C(C=CC(=C1)C)OC(C)OCC VEKVFFPDTKFHEW-UHFFFAOYSA-N 0.000 claims description 10
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- 238000003786 synthesis reaction Methods 0.000 claims description 8
- UJZUQYFFDNODDD-UHFFFAOYSA-N 3-ethoxy-4-(1-ethoxyethoxy)benzaldehyde Chemical compound C(C)OC=1C=C(C=O)C=CC=1OC(C)OCC UJZUQYFFDNODDD-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- QSTJOLPANUWJJL-UHFFFAOYSA-N 2-[3-ethoxy-4-(1-ethoxyethoxy)phenyl]-4-methyl-1,3-dioxolane Chemical compound C(C)OC=1C=C(C=CC=1OC(C)OCC)C1OCC(O1)C QSTJOLPANUWJJL-UHFFFAOYSA-N 0.000 claims description 6
- RGKIJMUCNSCWEL-UHFFFAOYSA-N 2-ethoxy-1-(1-ethoxyethoxy)-4-(methoxymethyl)benzene Chemical compound C(C)OC1=C(C=CC(=C1)COC)OC(C)OCC RGKIJMUCNSCWEL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002989 phenols Chemical class 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000006359 acetalization reaction Methods 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 230000001877 deodorizing effect Effects 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000003921 oil Substances 0.000 description 24
- 235000019198 oils Nutrition 0.000 description 24
- 235000009499 Vanilla fragrans Nutrition 0.000 description 20
- 235000012036 Vanilla tahitensis Nutrition 0.000 description 20
- 239000002585 base Substances 0.000 description 16
- 235000019645 odor Nutrition 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- 244000263375 Vanilla tahitensis Species 0.000 description 14
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 13
- 239000000463 material Substances 0.000 description 12
- 239000000344 soap Substances 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 10
- 229940022663 acetate Drugs 0.000 description 10
- 235000009508 confectionery Nutrition 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- IFUIILQWHYHIEK-UHFFFAOYSA-N 2-Ethoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol Chemical compound C1=C(O)C(OCC)=CC(C2OC(C)CO2)=C1 IFUIILQWHYHIEK-UHFFFAOYSA-N 0.000 description 7
- 241000402754 Erythranthe moschata Species 0.000 description 7
- 239000002304 perfume Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 244000290333 Vanilla fragrans Species 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 5
- 150000002825 nitriles Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 5
- ZWQBCCVEOIYNDL-UHFFFAOYSA-N 2-ethoxy-4-methylphenol Chemical compound CCOC1=CC(C)=CC=C1O ZWQBCCVEOIYNDL-UHFFFAOYSA-N 0.000 description 4
- BGTBFNDXYDYBEY-FNORWQNLSA-N 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one Chemical compound C\C=C\C(=O)C1=C(C)CCCC1(C)C BGTBFNDXYDYBEY-FNORWQNLSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 4
- 235000012141 vanillin Nutrition 0.000 description 4
- 239000003039 volatile agent Substances 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- FNEWGEWRECZWQM-UHFFFAOYSA-N 2-Ethoxy-4-(methoxymethyl)phenol Chemical compound CCOC1=CC(COC)=CC=C1O FNEWGEWRECZWQM-UHFFFAOYSA-N 0.000 description 3
- WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- XOJVVFBFDXDTEG-UHFFFAOYSA-N Norphytane Natural products CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- ULDHMXUKGWMISQ-VIFPVBQESA-N (+)-carvone Chemical compound CC(=C)[C@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-VIFPVBQESA-N 0.000 description 2
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 2
- XHXUANMFYXWVNG-UHFFFAOYSA-N (+/-)-Menthyl acetate Chemical compound CC(C)C1CCC(C)CC1OC(C)=O XHXUANMFYXWVNG-UHFFFAOYSA-N 0.000 description 2
- XHXUANMFYXWVNG-ADEWGFFLSA-N (-)-Menthyl acetate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(C)=O XHXUANMFYXWVNG-ADEWGFFLSA-N 0.000 description 2
- ULDHMXUKGWMISQ-SECBINFHSA-N (-)-carvone Chemical compound CC(=C)[C@@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-SECBINFHSA-N 0.000 description 2
- MBDOYVRWFFCFHM-SNAWJCMRSA-N (2E)-hexenal Chemical compound CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 description 2
- ZCHHRLHTBGRGOT-SNAWJCMRSA-N (E)-hex-2-en-1-ol Chemical compound CCC\C=C\CO ZCHHRLHTBGRGOT-SNAWJCMRSA-N 0.000 description 2
- HRHOWZHRCRZVCU-AATRIKPKSA-N (E)-hex-2-enyl acetate Chemical compound CCC\C=C\COC(C)=O HRHOWZHRCRZVCU-AATRIKPKSA-N 0.000 description 2
- BSAIUMLZVGUGKX-BQYQJAHWSA-N (E)-non-2-enal Chemical compound CCCCCC\C=C\C=O BSAIUMLZVGUGKX-BQYQJAHWSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- IAIHUHQCLTYTSF-UHFFFAOYSA-N 2,2,4-trimethylbicyclo[2.2.1]heptan-3-ol Chemical compound C1CC2(C)C(O)C(C)(C)C1C2 IAIHUHQCLTYTSF-UHFFFAOYSA-N 0.000 description 2
- DBZAKQWXICEWNW-UHFFFAOYSA-N 2-acetylpyrazine Chemical compound CC(=O)C1=CN=CC=N1 DBZAKQWXICEWNW-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
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- IKDIJXDZEYHZSD-UHFFFAOYSA-N 2-phenylethyl formate Chemical compound O=COCCC1=CC=CC=C1 IKDIJXDZEYHZSD-UHFFFAOYSA-N 0.000 description 2
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 2
- YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 description 2
- PCBSXBYCASFXTM-UHFFFAOYSA-N 4-(4-Methoxyphenyl)-2-butanone Chemical compound COC1=CC=C(CCC(C)=O)C=C1 PCBSXBYCASFXTM-UHFFFAOYSA-N 0.000 description 2
- AHXXIALEMINDAW-UHFFFAOYSA-N 4-(methoxymethyl)phenol Chemical compound COCC1=CC=C(O)C=C1 AHXXIALEMINDAW-UHFFFAOYSA-N 0.000 description 2
- CWRKZMLUDFBPAO-SREVYHEPSA-N 4-Decenal Chemical compound CCCCC\C=C/CCC=O CWRKZMLUDFBPAO-SREVYHEPSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- AUBLFWWZTFFBNU-UHFFFAOYSA-N 6-butan-2-ylquinoline Chemical compound N1=CC=CC2=CC(C(C)CC)=CC=C21 AUBLFWWZTFFBNU-UHFFFAOYSA-N 0.000 description 2
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- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 description 2
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000005770 Eugenol Substances 0.000 description 2
- 239000004863 Frankincense Substances 0.000 description 2
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- OCWLYWIFNDCWRZ-UHFFFAOYSA-N Methyl (S)-2-Methylbutanoate Chemical compound CCC(C)C(=O)OC OCWLYWIFNDCWRZ-UHFFFAOYSA-N 0.000 description 2
- CRZQGDNQQAALAY-UHFFFAOYSA-N Methyl benzeneacetate Chemical compound COC(=O)CC1=CC=CC=C1 CRZQGDNQQAALAY-UHFFFAOYSA-N 0.000 description 2
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- 239000002253 acid Substances 0.000 description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 2
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- LRVLBFSVAFUOGO-UHFFFAOYSA-N amyl phenylacetate Chemical compound CCCCCOC(=O)CC1=CC=CC=C1 LRVLBFSVAFUOGO-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
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- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- XUPYJHCZDLZNFP-UHFFFAOYSA-N butyl butanoate Chemical compound CCCCOC(=O)CCC XUPYJHCZDLZNFP-UHFFFAOYSA-N 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
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- BFBPISPWJZMWJN-UHFFFAOYSA-N methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate Chemical compound COC(=O)C1=CC=CC=C1N=CCC(C)CCCC(C)(C)O BFBPISPWJZMWJN-UHFFFAOYSA-N 0.000 description 1
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- 229940102398 methyl anthranilate Drugs 0.000 description 1
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- 239000002088 nanocapsule Substances 0.000 description 1
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- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
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- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
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- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 description 1
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- YEIGUXGHHKAURB-UHFFFAOYSA-N viridine Natural products O=C1C2=C3CCC(=O)C3=CC=C2C2(C)C(O)C(OC)C(=O)C3=COC1=C23 YEIGUXGHHKAURB-UHFFFAOYSA-N 0.000 description 1
- 239000001854 vitis vinifera oil white Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 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 1
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/204—Aromatic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/84—Flavour masking or reducing agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
- C07C41/54—Preparation of compounds having groups by reactions producing groups by addition of compounds to unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
-
- 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
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
-
- 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
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/0076—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing less than six atoms
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Emergency Medicine (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Seasonings (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Detergent Compositions (AREA)
Description
エチルバニリン:甘い、クリーミー、バニラ、カラメル様
イソブタバン(Isobutavan):バニラ、甘い、フルーティー
バニリン:甘い、バニラ、クリーミー、チョコレート
エチルバニリンプロピレングリコールアセタール:甘い、バニラ、クリーミー、スパイシー
メチルジアンティリス:スパイシー、カーネーション、甘い、バニラ
アジョワン油、アミリス油、アルモワーズ油、アルテミシア油、バジル油、ビーズワックスアブソリュート、ベルガモット油、バーチタール油、ブラックペッパー油、ブラックペッパーオレオレジン、樟脳油、カナンガ油、キャラウェイ油、カルダモン油、ニンジン種子油、カストリウムアブソリュート、シダーリーフ油、シダーウッド油、セロリ種子油、カモミール油、シナモンバーク油、シナモンリーフ油、シスタスアブソリュート、シスタス油、シトロネラ油、シトロネラテルペン、クラリセージ油、精留クローブ油、ホワイトコニャック油、コリアンダー種子油、クミン種子油、サイプレス油、ダバナ油、ディル種子油、エレミ油、エレミレジノイド、ユーカリ油、ファーニードル油、ガルバナム油、ゼラニウム油、インディアンジンジャーオイル、グレープフルーツ油、ガイアックウッド油、グルユンバルサム、ジャスミンアブソリュート、ジャタマンシ油、ジュニパーベリー油、ジュニパーリーフ油、カチュール油、ラブダナムアブソリュート、ラブダナムレジノイド、ラベンダー油、レモン油、レモン油テルペン、レモングラス油、ライム油、リツエアクベバ油、リツエアクベバテルペン、チョーヤロバン(Lobhan choya)レジノイド、マンダリン油、ヨウシュハッカ(Mentha arvenis)油、ベルガモットミント油、ミモザアブソリュート、ミルラレジノイド、ナガルモタ油、ナツメグ油、オークモスアブソリュート、オークモスレジノイド、オリバナム油、オリバナムレジノイド、オレンジ油、オリガナム油、パルマローザ油、パチュリ油、ペパーミント油、ペルーバルサムレジノイド、プチグレン油、パインニードル油、ピンクペッパー油、ローズアブソリュート、ローズ油、ローズマリー油、サンダルウッド油、シーウィードアブソリュート、スペアミント油、スガンダコキラ油、スガンダマントリ油、タジェット油、トルーバルサムレジノイド、チューベローズアブソリュート、ターメリック油、テレビン油、バレリアン油、ベチバー油、ベチバーテルペン。
エステル、例えば:アルデヒドC16、アミルグリコール酸アリル、カプロン酸アリル、シクロヘキシルプロピオン酸アリル、ヘプタン酸アリル、フェノキシ酢酸アリル、酢酸イソアミル、安息香酸アミル、酪酸アミル、カプロン酸アミル、桂皮酸アミル、イソ吉草酸アミル、フェニル酢酸アミル、プロピオン酸アミル、サリチル酸イソアミル、アミリスアセテート、酢酸アニシル、酢酸ベンジル、安息香酸ベンジル、酪酸ベンジル、桂皮酸ベンジル、蟻酸ベンジル、イソ酪酸ベンジル、ベンジルイソオイゲノール、プロピオン酸ベンジル、サリチル酸ベンジル、チグリン酸ベンジル、酢酸ブチル、酪酸ブチル、ブチリル乳酸ブチル、酢酸カリオフィレン、酢酸セドリル、酢酸シンナミル、酪酸シンナミル、酢酸シス-3-ヘキセニル、安息香酸シス-3-ヘキセニル、カプロン酸シス-3-ヘキセニル、蟻酸シス-3-ヘキセニル、イソ酪酸シス-3-ヘキセニル、酪酸シス-3-ヘキセニル-2-メチル、プロピオン酸シス-3-ヘキセニル、サリチル酸シス-3-ヘキセニル、チグリン酸シス-3-ヘキセニル、酢酸シトロネリル、酪酸シトロネリル、蟻酸シトロネリル、イソ酪酸シトロネリル、プロピオン酸シトロネリル、チグリン酸シトロネリル、シクラブート(Cyclabute)、シクロガルバネート、酢酸シクロヘキシルエチル、酢酸デシル、フタル酸ジブチル、マロン酸ジエチル、フタル酸ジエチル、酢酸ジヒドロミルセニル、オクタニル酢酸ジメチル、酢酸ジメチルフェニルエチルカルビニル、アジピン酸ジオクチル、フタル酸ジオクチル、酢酸ジメチルベンジルカルビニル、酪酸ジメチルベンジルカルビニル、酢酸エチルリナリル、2-メチル酪酸エチル、3-フェニルプロピオン酸エチル、酢酸エチル、アセト酢酸エチル、安息香酸エチル、酪酸エチル、カプリン酸エチルC10、カプロン酸エチルC6、カプリル酸エチルC8、桂皮酸エチル、ヘプタン酸エチル、酢酸エチルヘキシル、イソ酪酸エチル、ラウリン酸エチル、ペラルゴン酸エチル、フェノキシ酢酸エチル、フェニル酢酸エチル、フェニルグリシド酸エチル、プロピオン酸エチル、サフラン酸エチル、サリチル酸エチル、吉草酸エチル、酢酸オイゲニル、エヴェルニル(Evernyl)、酢酸フェンキル、フロラマット(Floramat)、フレスコラット(Frescolat)ML、フラクトン、フルイテート、酢酸ゲラニル、酪酸ゲラニル、蟻酸ゲラニル、プロピオン酸ゲラニル、チグリン酸ゲラニル、ジベスコン(Givescone)、酢酸グアイオール、ヘディオネート(Hedionate)、ヘディオン(Hedione)、ヘルヴェトリド(Helvetolide)、ハーバネート(Herbanate)、酢酸ヘキシル、安息香酸ヘキシル、酪酸ヘキシル、カプロン酸ヘキシル、イソ酪酸ヘキシル、プロピオン酸ヘキシル、サリチル酸ヘキシル、酢酸イソボルニル、酢酸イソブチル、フェニル酢酸イソブチル、サリチル酸イソブチル、酢酸イソオイゲニル、酢酸イソノニル、イソペンチレート、2-メチル酪酸イソプロピル、ミリスチン酸イソプロピル、ジャスモニル(Jasmonyl)、リファローム(Liffarome)、酢酸リナリル、マハゴネート(Mahagonate)、マンザネート(Manzanate)、酢酸メンタニル、酢酸メンチル、安息香酸メチル、酢酸2-メチルブチル、メチルカモミール、桂皮酸メチル、シクロゲラン酸メチル、炭酸メチルヘプチン、ラウリン酸メチル、炭酸メチルオクチン、フェニル酢酸メチル、サリチル酸メチル、2-メチル酪酸メチル、ネオフォリオン(Neofolione)、酢酸ノピル、酢酸オクテニル、酢酸オクチル、イソ酪酸オクチル、酢酸パラクレシル、イソ酪酸パラクレシル、フェニル酢酸パラクレシル、ペアーエステル、ペラナット、イソ酪酸フェノキシエチル、酢酸フェニルエチル、酪酸フェニルエチル、蟻酸フェニルエチル、イソ酪酸フェニルエチル、フェニル酢酸フェニルエチル、プロピオン酸フェニルエチル、サリチル酸フェニルエチル、チグリン酸フェニルエチル、イソ酪酸フェニルプロピル、酢酸プレニル、ロマンドリド(Romandolide)、セージセート(Sagecete)、酢酸スチラリル、プロピオン酸スチラリル、タンジェリノール(Tangerinol)、酢酸テルピニル、テサロン(Thesaron)、酢酸トランス-2-ヘキセニル、トロピカート(Tropicate)、ヴェルドックス(Verdox)、ベルジルアセテート、ベルジルプロピオネート、ヴェルテネックス(Vertenex)、ベチコールアセテート、酢酸ベチベリル、ヤスモリス(Yasmolys)。
本発明に従う好ましい実施形態では、式(1)、式(2)、式(3)又は式(4)の化合物は、それぞれ2-エトキシ-4-メチルフェノール(5)、3-エトキシ-4-(1-エトキシエトキシ)ベンズアルデヒド(6)、2-エトキシ-4-(4-メチル-1,3-ジオキソラン-2-イル)フェノール(7)、及び2-エトキシ-4-(メトキシメチル)フェノール(8)をエトキシエテンと酸性条件下において反応させることによって、有利に調製され得る。
警告:エトキシエテン(ethoxyethane)は酸と激しく反応するので、酸触媒を反応混合物に追加するときには注意されなければならない。非効率的な冷却又は塩酸の過量は、熱的なオーバーランに至る。
2-エトキシ-1-(1-エトキシエトキシ)-4-メチルベンゼンの合成
1H NMR (500 MHz, DMSO-d6) δ 6.89 (d, J = 8.0 Hz, 1H), 6.81 (d, J = 1.8 Hz, 1H), 6.65 (dd, J = 8.0, 1.3 Hz, 1H), 5.20 (q, J = 5.2 Hz, 1H), 4.00 (q, J = 7.0 Hz, 2H), 3.81 - 3.72 (m, 1H), 3.56 - 3.47 (m, 1H), 2.24 (s, 3H), 1.35 (d, J = 5.2 Hz, 3H), 1.33 (t, J = 7.0 Hz, 3H), 1.10 (t, J = 7.1 Hz, 3H).
13C NMR (125 MHz, DMSO-d6) δ = 150.38, 143.91, 132.86, 121.34, 120.72, 115.05, 101.50, 64.07, 62.05, 21.14, 20.99, 15.56, 151.19
3-エトキシ-4-(1-エトキシエトキシ)ベンズアルデヒドの合成
1H NMR (500 MHz, DMSO-d6) δ 9.85 (s, 1H), 7.50 (dd, J = 8.2, 1.9 Hz, 1H), 7.44 (d, J = 1.9 Hz, 1H), 7.25 (d, J = 8.2 Hz, 1H), 5.56 (q, J = 5.2 Hz, 1H), 4.11 (q, J = 7.0 Hz, 2H), 3.75 - 3.67 (m, 1H), 3.56 - 3.47 (m, 1H), 1.44 (d, J = 5.2 Hz, 3H), 1.36 (t, J = 7.0 Hz, 3H), 1.11 (t, J = 7.1 Hz, 3H).
13C NMR (126 MHz, DMSO-d6) δ 191.51, 151.49, 149.54, 130.73, 124.95, 117.09, 111.93, 100.31, 63.93, 61.60, 20.21, 15.02, 14.54.
2-(3-エトキシ-4-(1-エトキシエトキシ)フェニル)-4-メチル-1,3-ジオキソランの合成
1H NMR (500 MHz, DMSO) δ 7.04 - 6.99 (m, 2H), 6.94 (dd, J = 8.2, 1.9 Hz, 0.56H), 6.92 (dd, J = 8.2, 1.9 Hz, 0.44H), 5.79 (s, 0.44H), 5.66 (s, 0.56H), 5.34 - 5.27 (m,1H), 4.34 - 4.20 (m, 1.44H), 4.06 - 3.99 (m, 2.56H), 3.78 - 3.70 (m, 1H), 3.55 - 3.47 (m, 1.56H), 3.45 (dd, J = 7.9, 7.0 Hz, 0.44H), 1.37 (dd, J = 5.2, 2.1 Hz, 3H), 1.33 (td, J = 7.0, 2.1 Hz, 3H), 1.28 (d, J = 6.1 Hz, 1.68H), 1.24 (d, J = 6.1 Hz, 1.32H), 1.10 (td, J = 7.0, 0.9 Hz, 3H).
13C NMR (126 MHz, DMSO-d6) δ 149.63, 149.59, 146.42, 146.28, 133.26, 132.78, 119.12, 118.93, 112.02, 111.75, 102.90, 101.84, 100.77, 72.61, 71.70, 71.28, 70.59, 63.80, 61.51, 20.44, 18.53, 18.31, 15.07, 14.66.
2-エトキシ-1-(1-エトキシエトキシ)-4-(メトキシメチル)ベンゼンの合成
1H NMR (500 MHz, DMSO-d6) δ 6.98 (d, J = 8.1 Hz, 1H), 6.93 (d, J = 1.9 Hz, 1H), 6.80 (dd, J = 8.1, 1.9 Hz, 1H), 5.27 (q, J = 5.2 Hz, 1H), 4.32 (s, 2H), 4.02 (q, J = 7.0 Hz, 2H), 3.79 - 3.71 (m, 1H), 3.55 - 3.47 (m, 1H), 3.26 (s, 3H), 1.36 (d, J = 5.2 Hz, 3H), 1.33 (t, J = 7.0 Hz, 3H), 1.10 (t, J = 7.1 Hz, 3H).
13C NMR (126 MHz, DMSO-d6) δ 149.79, 145.04, 133.12, 119.90, 119.55, 113.15, 100.83, 73.42, 63.68, 61.52, 57.30, 20.48, 15.08, 14.68.
次の発明では、例(B/C/D)を石鹸への使用のためのムスクアコード芳香中に包含した(A=ブランク)。
0.2重量%の2-エトキシ-1-(1-エトキシエトキシ)-4-メチルベンゼン(化合物(1))の導入は、ジャコウの香料で観察されるような甘くかつ自然なままの動物的な側面を香りに加える。この効果は経時的に更に発展する。(C)の2-エトキシ-1-(1-エトキシエトキシ)-4-メチルベンゼン(1)は多大な光安定性を示す。
2つの他のバニラ材料と比較して、次の効果が観察される。
0.5重量%のエチルバニリンの導入は、より甘いジャコウの香料系の効果、より「パウダリーな」ノートを与える。経時的に、石鹸は薄茶色へと変色する(D)。
0.2重量%のウルトラバニルの導入は、強いフェノール系効果を与え、ジャコウの香りノートを強い動物的な香りへと転ずる。経時的に、石鹸の非常に僅かな変色が起こる(B)。
0.2重量%の2-エトキシ-1-(1-エトキシエトキシ)-4-メチルベンゼン(化合物(1))の導入は、ジャコウの香料のような甘く自然のままの動物的な側面をジャコウの香りに与える。この効果は経時的に更に発展する。(C)の2-エトキシ-1-(1-エトキシエトキシ)-4-メチルベンゼンは多大な光安定性を示す。
2つの他のバニラ材料と比較して、次の効果が観察される。
0.5重量%のエチルバニリンの導入は、合成的なドライなバニラ効果を与える。経時的に、石鹸は薄茶色へと変色する(D)。
0.2重量%のウルトラバニルの導入は、強いフェノール系効果を与える。経時的に、石鹸の非常に僅かな変色が起こる(B)。
Claims (18)
- アセタールが化合物(1)、化合物(3)及び化合物(4)から選択される、請求項1に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 式(1)、式(2)、式(3)又は式(4)の化合物から選択されるアセタール化合物の含量が0.0001及び95重量%の間に含まれる、請求項1~2の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 式(1)、式(2)、式(3)又は式(4)の化合物から選択されるアセタール化合物の含量が0.1及び10重量%の間に含まれる、請求項3に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 組成物が更に少なくとも1つのエステル及び/又は1つのアルコールを含む、請求項1~4の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- エステル(単数若しくは複数)及び/又はアルコール(単数若しくは複数)と一緒になった式(1)又は式(2)又は式(3)又は式(4)の化合物(単数若しくは複数)の総含量が、25重量%以上である、請求項5に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 式(5)又は式(6)又は式(7)又は式(8)のそれぞれの親フェノールと一緒になった式(1)又は式(2)又は式(3)又は式(4)の化合物(単数又は複数)の総含量が、5重量%以上である、請求項7に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 式(1)又は式(2)又は式(3)又は式(4)のアセタールと式(5)又は式(6)又は式(7)又は式(8)のそれぞれの親フェノールとの間の重量比が、0.01/99.99及び99.99/0.01の間に含まれる、請求項7~8の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 式(1)又は式(2)又は式(3)又は式(4)のアセタールと式(5)又は式(6)又は式(7)又は式(8)のそれぞれの親フェノールとの間の重量比が、80/20及び99/1の間に含まれる、請求項7~8の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 組成物が、更に、式(1)又は式(2)又は式(3)又は式(4)のアセタールに加えて、エトキシエテンとの式(5)又は式(6)又は式(7)又は式(8)のそれぞれの親フェノールの間の反応の反応生成物を含む、請求項7~10の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- アセタールが化合物(1)、化合物(3)及び化合物(4)から選択される、請求項12に記載のアセタール。
- 香り付き又は風味付き製品に使用する、請求項1~11の何れか1項に記載の芳香、風味、及び/又は脱臭/マスキング組成物。
- 香り付き又は風味付き製品に使用する、請求項12~13の何れか1項に記載のアセタール。
- 合成が、式(5)、(6)、(7)又は(8)の化合物をエトキシエテンと反応させることによって行われる、請求項16に記載のアセタールを調製するための方法。
- 合成が酸性条件下で行われる、請求項17に記載のアセタールを調製するための方法。
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JP6005159B2 (ja) * | 2011-09-12 | 2016-10-12 | フイルメニツヒ ソシエテ アノニムFirmenich Sa | 付香アセタール |
US9834739B2 (en) * | 2014-01-16 | 2017-12-05 | Takasago International Corporation | Fragrance composition |
JP6404266B2 (ja) * | 2016-05-27 | 2018-10-10 | 山本香料株式会社 | 臭気変調剤及び臭気変調方法 |
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