JP2022502518A - シクロペンタノン化合物 - Google Patents
シクロペンタノン化合物 Download PDFInfo
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- JP2022502518A JP2022502518A JP2020567943A JP2020567943A JP2022502518A JP 2022502518 A JP2022502518 A JP 2022502518A JP 2020567943 A JP2020567943 A JP 2020567943A JP 2020567943 A JP2020567943 A JP 2020567943A JP 2022502518 A JP2022502518 A JP 2022502518A
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- -1 Cyclopentanone compound Chemical class 0.000 title abstract description 16
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclo-pentanone Natural products O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 title abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 91
- 150000001875 compounds Chemical class 0.000 claims description 59
- 239000000047 product Substances 0.000 claims description 41
- 239000003205 fragrance Substances 0.000 claims description 32
- 239000002304 perfume Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 17
- 239000002453 shampoo Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 9
- 239000003599 detergent Substances 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 239000004744 fabric Substances 0.000 claims description 5
- 239000002386 air freshener Substances 0.000 claims description 4
- 239000006210 lotion Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000002781 deodorant agent Substances 0.000 claims description 3
- 230000002708 enhancing effect Effects 0.000 claims description 3
- 239000002979 fabric softener Substances 0.000 claims description 3
- 241000195940 Bryophyta Species 0.000 claims description 2
- 239000007844 bleaching agent Substances 0.000 claims description 2
- 210000001072 colon Anatomy 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 239000000645 desinfectant Substances 0.000 claims description 2
- 239000000118 hair dye Substances 0.000 claims description 2
- 239000008266 hair spray Substances 0.000 claims description 2
- 238000010409 ironing Methods 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 235000011929 mousse Nutrition 0.000 claims description 2
- 239000000123 paper Substances 0.000 claims description 2
- 238000007493 shaping process Methods 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 239000013042 solid detergent Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- 239000000499 gel Substances 0.000 description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 238000009472 formulation Methods 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000000969 carrier Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 230000001953 sensory effect Effects 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229940022663 acetate Drugs 0.000 description 4
- 239000012267 brine Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005538 encapsulation Methods 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 3
- VNWOJVJCRAHBJJ-UHFFFAOYSA-N 2-pentylcyclopentan-1-one Chemical compound CCCCCC1CCCC1=O VNWOJVJCRAHBJJ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- 235000007586 terpenes Nutrition 0.000 description 3
- VPKMGDRERYMTJX-CMDGGOBGSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one Chemical compound CCC(=O)\C=C\C1C(C)=CCCC1(C)C VPKMGDRERYMTJX-CMDGGOBGSA-N 0.000 description 2
- GTDLILFCRHJTRW-UHFFFAOYSA-N 1-methoxyhexane-3-thiol Chemical compound CCCC(S)CCOC GTDLILFCRHJTRW-UHFFFAOYSA-N 0.000 description 2
- HIGGFWFRAWSMBR-UHFFFAOYSA-N 2-Methyl-3-hexanone Chemical compound CCCC(=O)C(C)C HIGGFWFRAWSMBR-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- 235000004936 Bromus mango Nutrition 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 235000010254 Jasminum officinale Nutrition 0.000 description 2
- 240000005385 Jasminum sambac Species 0.000 description 2
- 240000007228 Mangifera indica Species 0.000 description 2
- 235000014826 Mangifera indica Nutrition 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 235000009184 Spondias indica Nutrition 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 2
- 229920003180 amino resin Polymers 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- JBDSSBMEKXHSJF-UHFFFAOYSA-N cyclopentanecarboxylic acid Chemical compound OC(=O)C1CCCC1 JBDSSBMEKXHSJF-UHFFFAOYSA-N 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- KRJHRNUTLDTSKY-UHFFFAOYSA-N diethyl cyclohexane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCC(C(=O)OCC)CC1 KRJHRNUTLDTSKY-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 2
- JHZPNBKZPAWCJD-UHFFFAOYSA-N ethyl 2-oxocyclopentane-1-carboxylate Chemical compound CCOC(=O)C1CCCC1=O JHZPNBKZPAWCJD-UHFFFAOYSA-N 0.000 description 2
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 2
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 2
- 235000001510 limonene Nutrition 0.000 description 2
- 229940087305 limonene Drugs 0.000 description 2
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- GVOWHGSUZUUUDR-UHFFFAOYSA-N methyl N-methylanthranilate Chemical compound CNC1=CC=CC=C1C(=O)OC GVOWHGSUZUUUDR-UHFFFAOYSA-N 0.000 description 2
- KYWIYKKSMDLRDC-UHFFFAOYSA-N methyl n-nonyl ketone Natural products CCCCCCCCCC(C)=O KYWIYKKSMDLRDC-UHFFFAOYSA-N 0.000 description 2
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- BSAIUMLZVGUGKX-UHFFFAOYSA-N non-2-enal Chemical compound CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 2
- 239000012047 saturated solution Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 230000004936 stimulating effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 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 2
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 description 2
- GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 2
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 description 2
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 description 1
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- UWSPWQQZFOSTHS-UHFFFAOYSA-N (2,5-dimethyl-1,3-dihydroinden-2-yl)methanol Chemical compound CC1=CC=C2CC(C)(CO)CC2=C1 UWSPWQQZFOSTHS-UHFFFAOYSA-N 0.000 description 1
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 description 1
- JIYIHILAGIZIMD-CLFYSBASSA-N (4z)-cyclopentadec-4-en-1-one Chemical compound O=C1CCCCCCCCCC\C=C/CC1 JIYIHILAGIZIMD-CLFYSBASSA-N 0.000 description 1
- NKMKFQCVDZVEJR-NTMALXAHSA-N (5z)-3-methylcyclopentadec-5-en-1-one Chemical compound CC1C\C=C/CCCCCCCCCC(=O)C1 NKMKFQCVDZVEJR-NTMALXAHSA-N 0.000 description 1
- KRLBLPBPZSSIGH-CSKARUKUSA-N (6e)-3,7-dimethylnona-1,6-dien-3-ol Chemical compound CC\C(C)=C\CCC(C)(O)C=C KRLBLPBPZSSIGH-CSKARUKUSA-N 0.000 description 1
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- XEJGJTYRUWUFFD-FNORWQNLSA-N (e)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one Chemical compound C\C=C\C(=O)C1C(C)C=CCC1(C)C XEJGJTYRUWUFFD-FNORWQNLSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- DSVGICPKBRQDDX-UHFFFAOYSA-N 1,3-diacetoxypropane Chemical compound CC(=O)OCCCOC(C)=O DSVGICPKBRQDDX-UHFFFAOYSA-N 0.000 description 1
- BVDMQAQCEBGIJR-UHFFFAOYSA-N 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol Chemical compound CCCC(O)CCC1C(C)CCCC1(C)C BVDMQAQCEBGIJR-UHFFFAOYSA-N 0.000 description 1
- CRIGTVCBMUKRSL-FNORWQNLSA-N 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enone Chemical compound C\C=C\C(=O)C1C(C)=CCCC1(C)C CRIGTVCBMUKRSL-FNORWQNLSA-N 0.000 description 1
- AGZBJJSLDGWKSU-UHFFFAOYSA-N 1-oxacyclohexadec-13-en-2-one Chemical compound O=C1CCCCCCCCCCC=CCCO1 AGZBJJSLDGWKSU-UHFFFAOYSA-N 0.000 description 1
- HWCUCNKPBMGSSC-UHFFFAOYSA-N 1-phenylethenyl acetate Chemical compound CC(=O)OC(=C)C1=CC=CC=C1 HWCUCNKPBMGSSC-UHFFFAOYSA-N 0.000 description 1
- 239000001875 1-phenylethyl acetate Substances 0.000 description 1
- GRWFGVWFFZKLTI-IUCAKERBSA-N 1S,5S-(-)-alpha-Pinene Natural products CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 1
- PUKWIVZFEZFVAT-UHFFFAOYSA-N 2,2,5-trimethyl-5-pentylcyclopentan-1-one Chemical compound CCCCCC1(C)CCC(C)(C)C1=O PUKWIVZFEZFVAT-UHFFFAOYSA-N 0.000 description 1
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- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- KVWWIYGFBYDJQC-MNOVXSKESA-N methyl 2-[(1r,2s)-3-oxo-2-pentylcyclopentyl]acetate Chemical compound CCCCC[C@H]1[C@@H](CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-MNOVXSKESA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- LVECZGHBXXYWBO-UHFFFAOYSA-N pentadecanolide Natural products CC1CCCCCCCCCCCCC(=O)O1 LVECZGHBXXYWBO-UHFFFAOYSA-N 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000008389 polyethoxylated castor oil Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035909 sensory irritation Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-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
- 150000004043 trisaccharides Chemical class 0.000 description 1
- NBSLHMOSERBUOV-UHFFFAOYSA-N undecan-4-one Chemical compound CCCCCCCC(=O)CCC NBSLHMOSERBUOV-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 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
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 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
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six carbon atoms
-
- 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
- A23L27/203—Alicyclic compounds
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/002—Aftershave preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/04—Preparations for care of the skin for chemically tanning the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/02—Shaving preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/04—Depilatories
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/647—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2072—Aldehydes-ketones
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Nutrition Science (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Abstract
Description
我々の知る限り、本発明の化合物は、付香化合物として、又は一般ににおいを有するものとして公知でない。
本発明は、フルーティー−エキゾチックなノートを付与し、フローラルな側面がない式(I)の化合物に関する。
i)前記で定義した式(I)の化合物の少なくとも1つ、
ii)香料キャリヤー及び香料ベースからなる群から選択される成分の少なくとも1つ、並びに
iii)任意に香料補助剤の少なくとも1つ
を含む、付香組成物である。
驚くべきことに、式(I)
i)付香成分として、前記の少なくとも1つの本発明の化合物、
ii)香料キャリヤー及び香料ベースからなる群から選択される少なくとも1つの成分、並びに
iii)任意に少なくとも1つの香料補助剤
を含む付香組成物である。
特に、香料配合物において慣用的に使用される付香補助成分を挙げてよく、例えば以下のものである:
− アルデヒド成分:デカナール、ドデカナール、2−メチル−ウンデカナール、10−ウンデカナール、オクタナール、ノナナール及び/又はノネナール;
− 芳香性ハーブ成分:ユーカリ油、樟脳、ユーカリプトール、5−メチルトリシクロ[6.2.1.0〜2,7〜]ウンデカン−4−オン、1−メトキシ−3−ヘキサンチオール、2−エチル−4,4−ジメチル−1,3−オキサチアン、2,2,7/8,9/10−テトラメチルスピロ[5.5]ウンデセ−8−エン−1−オン、メントール及び/又はアルファ−ピネン;
− バルサム成分:クマリン、エチルバニリン及び/又はバニリン;
− シトラス成分、ジヒドロミリセノール、シトラール、オレンジ油、リナリルアセテート、シトロネリルニトリル、オレンジテルペン、リモネン、1−P−メンテン−8−イルアセテート及び/又は1,4(8)−P−メンタジエン;
− フローラル成分:メチルジヒドロジャスモネート、リナロール、シトロネロール、フェニルエタノール、3−(4−tert−ブチルフェニル)−2−メチルプロパナール、ヘキシルシンナムアルデヒド、ベンジルアセテート、ベンジルサリチレート、テトラヒドロ−2−イソブチル−4−メチル−4(2H)−ピラノール、ベータイオノン、メチル2−(メチルアミノ)ベンゾエート、(E)−3−メチル−4−(2,6,6−トリメチル−2−シクロヘキセン−1−イル)−3−ブテン−2−オン、(1E)−1−(2,6,6−トリメチル−2−シクロヘキセン−1−イル)−1−ペンテン−3−オン、1−(2,6,6−トリメチル−1,3−シクロヘキサジエン−1−イル)−2−ブテン−1−オン、(2E)−1−(2,6,6−トリメチル−2−シクロヘキセン−1−イル)−2−ブテン−1−オン、(2E)−1−[2,6,6−トリメチル−3−シクロヘキセン−1−イル]−2−ブテン−1−オン、(2E)−1−(2,6,6−トリメチル−1−シクロヘキセン−1−イル)−2−ブテン−1−オン、2,5−ジメチル−2−インダンメタノール、2,6,6−トリメチル−3−シクロヘキセン−1−カルボキシレート、3−(4,4−ジメチル−1−シクロヘキセン−1−イル)プロパナール、ヘキシルサリチレート、3,7−ジメチル−1,6−ノナジエン−3−オール、3−(4−イソプロピルフェニル)−2−メチルプロパナール、バージルアセテート、ゲラニオール、P−メンタ−1−エン−8−オール、4−(1,1−ジメチルエチル)−1−シクロヘキシルアセテート、1,1−ジメチル−2−フェニルエチルアセテート、4−シクロヘキシル−2−メチル−2−ブタノール、アミルサリチレート、高シスメチルジヒドロジャスモネート、3−メチル−5−フェニル−1−ペンタノール、バージルプロピオネート、ゲラニルアセテート、テトラヒドロリナロール、シス−7−P−メタノール、プロピル(S)−2−(1,1−ジメチルプロポキシ)プロパノエート、2−メトキシナフタレン、2,2,2−トリクロロ−1−フェニルエチルアセテート、4/3−(4−ヒドロキシ−4−メチルペンチル)−3−シクロヘキセン−1−カルバルデヒド、アミルシンナムアルデヒド、8−デセン−5−オリド、4−フェニル−2−ブタノン、イソノニルアセテート、4−(1,1−ジメチルエチル)−1−シクロヘキシルアセテート、バージルイソブチレート及び/又はメチルイオノン異性体の混合物;
− フルーティー成分:ガンマ−ウンデカラクトン、2,2,5−トリメチル−5−ペンチルシクロペンタノン、2−メチル−4−プロピル−1,3−オキサチアン、4−デカノリド、エチル 2−メチル−ペンタノエート、ヘキシルアセテート、エチル 2−メチルブタノエート、ガンマ−ノナラクトン、アリルヘプタノエート、2−フェノキシエチルイソブチレート、エチル 2−メチル−1,3−ジオキソラン−2−アセテート、3−(3,3/1,1−ジメチル−5−インダニル)プロパナール、ジエチル 1,4−シクロヘキサンジカルボキシレート、3−メチル−2−ヘキセン−1−イルアセテート、1−[3,3−ジメチルシクロヘキシル]エチル[3−エチル−2−オキシラニル]アセテート及び/又はジエチル 1,4−シクロヘキサンジカルボキシレート;
− グリーン成分:2−メチル−3−ヘキサノン(E)−オキシム、2,4−ジメチル−3−シクロヘキセン−1−カルバルデヒド、2−tert−ブチル−1−シクロヘキシルアセテート、スチラリルアセテート、アリル(2−メチルブトキシ)アセテート、4−メチル−3−デセン−5−オール、ジフェニルエーテル、(Z)−3−ヘキセン−1−オール及び/又は1−(5,5−ジメチル−1−シクロヘキセン−1−イル)−4−ペンテン−1−オン;
− ムスク成分:1,4−ジオキサ−5,17−シクロヘプタデカンジオン、(Z)−4−シクロペンタデセン−1−オン、3−メチルシクロペンタデカノン、1−オキサ−12−シクロヘキサデセン−2−オン、1−オキサ−13−シクロヘキサデセン−2−オン、(9Z)−9−シクロヘプタデセン−1−オン、2−{1S)−1−[(1R)−3,3−ジメチルシクロヘキシル]エトキシ}−2−オキサエチルプロピオネート、3−メチル−5−シクロペンタデセン−1−オン、1,3,4,6,7,8−ヘキサヒドロ−4,6,6,7,8,8−ヘキサメチル−シクロペンタ−g−2−ベンゾピラン、(1S,1’R)−2−[1−(3’,3’−ジメチル−1’−シクロヘキシル)エトキシ]−2−メチルプロピルプロパノエート、オキサシクロヘキサデカン−2−オン及び/又は(1S,1’R)−[1−(3’,3’−ジメチル−1’−シクロヘキシル)エトキシカルボニル]メチルプロパノエート;
− ウッディー成分:1−[(1RS,6SR)−2,2,6−トリメチルシクロヘキシル]−3−ヘキサノール、3,3−ジメチル−5−[(1R)−2,2,3−トリメチル−3−シクロペンテン−1−イル]−4−ペンテン−2−オール、3,4’−ジメチルスピロ[オキシラン−2,9’−トリシクロ[6.2.1.02,7]ウンデセ[4]エン、(1−エトキシエトキシ)シクロドデカン、2,2,9,11−テトラメチルスピロ[5.5]ウンデセ−8−エン−1−イルアセテート、1−(オクタヒドロ−2,3,8,8−テトラメチル−2−ナフタレニル)−1−エタノン、パチュリ油、パチュリ油のテルペン画分、clearwood(登録商標)、(1’R,E)−2−エチル−4−(2’,2’,3’−トリメチル−3’−シクロペンテン−1’−イル)−2−ブテン−1−オール、2−エチル−4−(2,2,3−トリメチル−3−シクロペンテン−1−イル)−2−ブテン−1−オール、メチルセドリルケトン、5−(2,2,3−トリメチル−3−シクロペンテニル)−3−メチルペンタン−2−オール、1−(2,3,8,8−テトラメチル−1,2,3,4,6,7,8,8a−オクタヒドロナフタレン−2−イル)エタン−1−オン及び/又はイソボルニルアセテート;
− 他の成分(例えばアンバー、パウダリースパイシー又はウォータリー):ドデカヒドロ−3a,6,6,9a−テトラメチル−ナフト[2,1−b]フラン及び任意のその立体異性体、ヘリオトロピン、アニスアルデヒド、オイゲノール、シンナムアルデヒド、チョウジ油、3−(1,3−ベンゾジオキソール−5−イル)−2−メチルプロパナール、7−メチル−2H−1,5−ベンゾジオキセピン−3(4H)−オン、2,5,5−トリメチル−1,2,3,4,4a,5,6,7−オクタヒドロ−2−ナフタレノール、1−フェニルビニルアセテート、6−メチル−7−オキサ−1−チア−4−アザスピロ[4.4]ノナン及び/又は3−(3−イソプロピル−1−フェニル)ブタナール。
本発明を以下の実施例によってさらに詳細に記載するが、ここで略号は当該技術分野において通常の意味を有し、温度は摂氏(℃)で示す。NMRスペクトルのデータは、CDCl3(その他の記載がない限り)中で、1H及び13Cについて360MHz又は400MHzの機器で記録し、ケミカルシフトδは、標準としてTMSを基準としてppmで記載し、結合定数Jを、Hzで記載する。
式(I)の化合物の合成
2−(ヘキセ−5−エン−1−イル)シクロペンタン−1−オン
ステップ1:エチル 1−(ヘキセ−5−エン−1−イル)−2−オキソシクロペンタン−1−カルボキシレート:
室温でアセトン(871mL)中エチル 2−オキソシクロペンタン−1−カルボキシレート(56mL、375mmol、1当量)の溶液に、炭酸カリウム(118g、845mmol、2.25当量)及びヨウ化カリウム(20g、120mmol、0.32当量)を急速に添加した。10分間撹拌後に、アセトン(232ml)中6−ブロモヘキセ−1−エン(51mL、381mmol、1.01当量)を添加し、そして反応物を19時間還流した。ジエチルエーテル(900mL)を添加し、その混合物をセライトパッド上で濾過し、そしてその溶媒を蒸発させた。残りをエーテルで希釈し、水及びブラインで洗浄し、硫酸ナトリウム上で乾燥させ、そして真空内で濃縮して、油状物としてエチル 1−(ヘキセ−5−エン−1−イル)−2−オキソシクロペンタン−1−カルボキシレートを得た(93.3g、純度91%、収率95%)。
室温でメタノール(860mL)中でステップ1のケトエステル(93.3g、純度91%、356mmol、1当量)の溶液に、6MのHCl水溶液(428mL、2.57mol、7.2当量)を滴加した。その反応物を6日間還流した。ジエチルエーテルを添加し、その水性層をエーテルで2回抽出した。合した有機抽出物を、水、重炭酸ナトリウムの飽和溶液、水及びブラインで順次洗浄し、硫酸ナトリウム上で乾燥させ、濾過し、そして真空内で濃縮した。残りを、Vigreuxカラム(92〜93℃、1.5mbar)上で蒸留により精製して、油状物として所望のケトンを得た(42.0g、収率71%)。
ステップ1:エチル 1−(ヘプテ−6−エン−1−イル)−2−オキソシクロペンタン−1−カルボキシレート:
室温でアセトン(62mL)中エチル 2−オキソシクロペンタン−1−カルボキシレート(3.56mL、26.7mmol、1当量)の溶液に、炭酸カリウム(8.43g、60.4mmol、2.25当量)及びヨウ化カリウム(1.43g、8.55mmol、0.32当量)を急速に添加した。10分間撹拌後に、アセトン(17ml)中7−ブロモヘプテ−1−エン(4.23mL、26.9mmol、1.01当量)を添加し、そして反応物を23時間還流した。ジエチルエーテル(100mL)を添加し、その混合物をセライトパッド上で濾過し、そしてその溶媒を蒸発させた。残りをエーテルで希釈し、水及び塩水で洗浄し、硫酸ナトリウム上で乾燥させ、そして真空内で濃縮して、油状物としてエチル 1−(ヘプテ−6−エン−1−イル)−2−オキソシクロペンタン−1−カルボキシレートを得た(6.37g、純度88%、収率92%)。
室温でメタノール(59mL)中でステップ1のケトエステル(6.64g、純度88%、24.5mmol、1当量)の溶液に、6MのHCl水溶液(29.4mL、177mol、7.2当量)を滴加した。その反応物を5日間還流した。ジエチルエーテルを添加し、その水性層をエーテルで2回抽出した。合した有機抽出物を、水、重炭酸ナトリウムの飽和溶液、水及びブラインで順次洗浄し、硫酸ナトリウム上で乾燥させ、濾過し、そして真空内で濃縮した。残りをシリカゲル上でフラッシュカラムクロマトグラフィー(ヘプタン/AcOEt 95:5)及びバルブツーバルブ蒸留(115℃、0.8−0.9mbar)により精製して、油状物として所望のケトンを得た(3.06g、収率68%)。
付香組成物の製造
付香組成物を、次の成分を混合することによって製造した:
2) メチルジヒドロジャスモネート;出所:Firmenich SA、Geneva、Switzerland
3) (1S,1’R)−2−[1−(3’,3’−ジメチル−1’−シクロヘキシル)エトキシ]−2−メチルプロピルプロパノエート;出所:Firmenich SA、Geneva、Switzerland
4) 2−tert−ブチル−1−シクロヘキシルアセテート;出所:International Flavors & Fragrances、USA。
本発明の化合物を含む液体洗剤の配合
2) Edenor K 12−18;供給元:Cognis
3) Genapol LA 070;供給元:Clariant
4) 供給元:Genencor International
5) Aculyn 88;供給元:Dow Chemical。
本発明の組成物を含む透明な等方性のシャンプーの配合
2) 供給元:Schweizerhall
3) Glydant、供給元:Lonza
4) Texapon NSO IS、供給元:Cognis
5) Tego Betain F 50、供給元:Evonik
6) Amphotensid GB 2009、供給元:Zschimmer & Schwarz
7) Monomuls 90 L−12、供給元:Gruenau
8) Nipagin Monosodium、供給元:NIPA。
本発明の組成物を含む構造化シャワーゲルの配合
2) CARBOPOL AQUA SF−1 POLYMER;商標及び供給元:NOVEON
3) ZETESOL AO 328 U;商標及び供給元:ZSCHIMMER&SCHWARZ
4) TEGO−BETAIN F 50;商標及び供給元:GOLDSCHMIDT
5) KATHON CG;商標及び供給元:ROHM&HASS。
本発明の組成物を含む透明なシャワーゲルの配合
2) ZETESOL AO 328 U;商標及び供給元:ZSCHIMMER&SCHWARZ
3) TEGO−BETAIN F 50;商標及び供給元:GOLDSCHMIDT
4) MERQUAT 550;商標及び供給元:LUBRIZOL。
本発明の組成物を含む乳白色のシャワーゲルの配合
2) Texapon NSO IS;商標及び供給元:COGNIS
3) MERQUAT 550;商標及び供給元:LUBRIZOL
4) DEHYTON AB−30;商標及び供給元:COGNIS
5) GLUCAMATE LT;商標及び供給元:LUBRIZOL
6) EUPERLAN PK 3000 AM;商標及び供給元:COGNIS
7) CREMOPHOR RH 40;商標及び供給元:BASF。
本発明の組成物を含む真珠光沢のシャンプーの配合
2) Jaguar C14 S、供給元:Rhodia
3) Ucare Polymer JR−400、供給元:Noveon
4) Sulfetal LA B−E、供給元:Z schimmer&Schwarz
5) Zetesol LA、供給元:Zschimmer&Schwarz
6) Tego Betain F 50、供給元:Evonik
7) Xiameter MEM−1691、供給元:Dow Corning
8) Lanette 16、供給元:BASF
9) Comperlan 100、供給元:Cognis
10) Cutina AGS、供給元:Cognis
11) KathonCG、供給元:Rohm&Haas
12) D−Panthenol、供給元:Roche。
本発明の組成物を含む構造化シャワーゲルの調製
2) CARBOPOL AQUA SF−1 POLYMER;商標及び供給元:NOVEON
3) ZETESOL AO 328 U;商標及び供給元:ZSCHIMMER&SCHWARZ
4) TEGO−BETAIN F 50;商標及び供給元:GOLDSCHMIDT
5) KATHON CG;商標及び供給元:ROHM&HASS。
本発明の化合物を含むオードトワレの配合
オードトワレを、オードトワレの全質量に対して、本発明の実施例2の組成物の5〜20質量%を、穏やかに振盪しながらエタノールに添加することによって配合した。
Claims (8)
- nが1を示すことを特徴とする、請求項1に記載の使用。
- nが1を示すことを特徴とする、請求項3に記載の方法。
- 以下、
i) 請求項1から4までのいずれか1項において定義した式(I)の化合物の少なくとも1つ、
ii) 香料キャリヤー及び香料ベースからなる群から選択される成分の少なくとも1つ、並びに
iv) 任意に香料補助剤の少なくとも1つ
を含む、付香組成物。 - 請求項1から4までのいずれか1項において定義した式(I)の少なくとも1つの化合物、又は請求項5において定義した組成物を含む、着香消費者製品。
- 消費者製品ベースが、香料、布地ケア製品、ボディケア製品、エアケア製品又はホームケア製品であることを特徴とする、請求項6に記載の着香消費者製品。
- 消費者製品ベースが、精製した香料、スプラッシュ又はオーデパヒューム、コロン、シェーブローション又はアフターシェーブローション、液体又は固形洗剤、布地用柔軟剤、布地用リフレッシャー、アイロン水、紙、漂白剤、カーペットクリーナー、カーテンケア製品、シャンプー、染毛料、カラーケア製品、ヘアシェーピング製品、デンタルケア製品、消毒剤、インティメイトケア製品、ヘアスプレー、バニシングクリーム、デオドラント又は発汗抑制剤、脱毛剤、日焼け用製品、爪用製品、スキンクレンジング、メイクアップ、着香石鹸、シャワー又はバス用のムース、オイル又はゲル、又はフット/ハンドケア製品、衛生製品、エアフレッシュナー、「すぐに使用できる」粉末状エアフレッシュナー、カビ取り剤、ファーニッシャーケア、ワイプ、皿用洗剤又は硬質表面洗剤、レザーケア製品、カーケア製品であることを特徴とする、請求項7に記載の着香消費者製品。
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US4217251A (en) * | 1976-05-13 | 1980-08-12 | Firmenich Sa | Novel cyclopentanone derivatives used as perfume ingredients |
US4396670A (en) | 1980-04-08 | 1983-08-02 | The Wiggins Teape Group Limited | Process for the production of microcapsules |
US5283237A (en) * | 1993-07-01 | 1994-02-01 | International Flavors & Fragrances Inc. | Use in perfumery of 2(1-vinyl-5-hexenyl) cyclopentanone, a process for preparing same, and process intermediates |
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