CN112236506A - 环戊酮化合物 - Google Patents
环戊酮化合物 Download PDFInfo
- Publication number
- CN112236506A CN112236506A CN201980037815.8A CN201980037815A CN112236506A CN 112236506 A CN112236506 A CN 112236506A CN 201980037815 A CN201980037815 A CN 201980037815A CN 112236506 A CN112236506 A CN 112236506A
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- Prior art keywords
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- compound
- composition
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- Prior art date
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- BGTOWKSIORTVQH-HOSYLAQJSA-N cyclopentanone Chemical class O=[13C]1CCCC1 BGTOWKSIORTVQH-HOSYLAQJSA-N 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 106
- 150000001875 compounds Chemical class 0.000 claims abstract description 65
- 239000004615 ingredient Substances 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000003205 fragrance Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 239000002453 shampoo Substances 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 14
- 239000002304 perfume Substances 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 9
- 239000003599 detergent Substances 0.000 claims description 8
- 239000002671 adjuvant Substances 0.000 claims description 7
- 239000000796 flavoring agent Substances 0.000 claims description 7
- 235000019634 flavors Nutrition 0.000 claims description 7
- 239000004744 fabric Substances 0.000 claims description 5
- 239000002386 air freshener Substances 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 3
- 239000002979 fabric softener Substances 0.000 claims description 3
- 239000006210 lotion Substances 0.000 claims description 3
- 241000195940 Bryophyta Species 0.000 claims description 2
- 235000010654 Melissa officinalis Nutrition 0.000 claims description 2
- 230000001166 anti-perspirative effect Effects 0.000 claims description 2
- 239000003213 antiperspirant Substances 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 230000002951 depilatory effect Effects 0.000 claims description 2
- 239000000645 desinfectant 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
- 239000000865 liniment Substances 0.000 claims description 2
- 235000011929 mousse Nutrition 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 239000013042 solid detergent Substances 0.000 claims description 2
- 241000021559 Dicerandra Species 0.000 claims 1
- 239000007844 bleaching agent Substances 0.000 claims 1
- 238000004040 coloring Methods 0.000 claims 1
- 230000000475 sunscreen effect Effects 0.000 claims 1
- 239000000516 sunscreening agent Substances 0.000 claims 1
- -1 cyclopentanone compound Chemical class 0.000 abstract description 14
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclo-pentanone Natural products O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 35
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000000969 carrier Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000005538 encapsulation Methods 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 4
- 239000012267 brine Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-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
- 230000008569 process Effects 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium 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
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 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
- 239000007864 aqueous solution Substances 0.000 description 3
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical class C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000005354 coacervation Methods 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 125000004494 ethyl ester group Chemical group 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- 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
- GKGOLPMYJJXRGD-UHFFFAOYSA-N 2-methyl-4-propyl-1,3-oxathiane Chemical compound CCCC1CCOC(C)S1 GKGOLPMYJJXRGD-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- DLICJXPMMTZITN-UHFFFAOYSA-N 3-methyl-1,2-thiazol-4-one Chemical compound CC1=NSCC1=O DLICJXPMMTZITN-UHFFFAOYSA-N 0.000 description 2
- ALHUZKCOMYUFRB-UHFFFAOYSA-N 3-methylcyclopentadecan-1-one Chemical compound CC1CCCCCCCCCCCCC(=O)C1 ALHUZKCOMYUFRB-UHFFFAOYSA-N 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- MBZRJSQZCBXRGK-UHFFFAOYSA-N 4-tert-Butylcyclohexyl acetate Chemical compound CC(=O)OC1CCC(C(C)(C)C)CC1 MBZRJSQZCBXRGK-UHFFFAOYSA-N 0.000 description 2
- 229940100484 5-chloro-2-methyl-4-isothiazolin-3-one Drugs 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 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
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 2
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 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
- 239000002253 acid Substances 0.000 description 2
- 229920003180 amino resin Polymers 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 229960002903 benzyl benzoate Drugs 0.000 description 2
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 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
- XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-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
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- DHSYMKWEBIENTJ-UHFFFAOYSA-N ethyl 1-hept-6-enyl-2-oxocyclopentane-1-carboxylate Chemical compound C(CCCCC=C)C1(C(CCC1)=O)C(=O)OCC DHSYMKWEBIENTJ-UHFFFAOYSA-N 0.000 description 2
- UOUSCQBGPZMCGJ-UHFFFAOYSA-N ethyl 1-hex-5-enyl-2-oxocyclopentane-1-carboxylate Chemical compound C(CCCC=C)C1(C(CCC1)=O)C(=O)OCC UOUSCQBGPZMCGJ-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
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 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
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 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
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
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- GVOWHGSUZUUUDR-UHFFFAOYSA-N methyl N-methylanthranilate Chemical compound CNC1=CC=CC=C1C(=O)OC GVOWHGSUZUUUDR-UHFFFAOYSA-N 0.000 description 2
- 229940017219 methyl propionate Drugs 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 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
- 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
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 2
- 239000001738 pogostemon cablin oil Substances 0.000 description 2
- 238000006068 polycondensation reaction Methods 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
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 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
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- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
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- 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
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- 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
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- 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
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Abstract
本发明涉及式(I)的环戊酮化合物作为加香成分的用途，例如赋予果香、果香‑外来类型的气味香调：
Description
技术领域
本发明涉及香料(日化香精)领域。更具体而言，其涉及环戊酮化合物作为加香成分的用途。本发明涉及所述化合物在香料工业中的用途以及含有所述化合物的组合物或制品。
背景技术
据我们所知，没有一种本发明化合物已知为加香化合物或通常具有气味的化合物。
某些本发明化合物本身可能是已知的，但仅作为化学中间体被列举，例如J.Am.Chem.Soc.,1994,116,4183-4188,J.Org.Chem.,1994,59,3186-3192,Biocatalysis,1994,10,289-294或Chemistry Letters,1984,869-870。
但是，这些现有技术文献没有报道或暗示式(I)化合物的任何感官特性，或所述化合物在香料领域的任何用途。
发明内容
本发明涉及赋予果香-外来(fruity-exotic)香调且没有花香细微特征(aspect)的式(I)化合物。
因此，本发明的第一个目的是式(I)化合物作为加香成分的用途：
该化合物为其任何一种立体异构体或它们的混合物的形式，并且其中n代表1或2。
本发明的第二个目的是给予、增强、改善或改变加香组合物或已加香制品的气味特性的方法，该方法包括向所述组合物或制品中加入有效量的至少一种式(I)化合物：
该化合物为其任何一种立体异构体或它们的混合物的形式，并且其中n代表1或2。
本发明的第三个目的是一种加香组合物，其包含：
i)至少一种如上定义的式(I)化合物；
ii)至少一种从由香料载体和香料基料构成的群组中选出的成分；和
iii)可选地，至少一种香料佐剂。
本发明的另一个目的是包含至少一种如上定义的式(I)化合物或如上定义的组合物的已加香消费品。
具体实施方式
令人惊讶的是，现已发现式(I)化合物可以用作加香成分，例如赋予果香、果香-外来类型的气味香调：
该化合物为其任何一种立体异构体或它们的混合物的形式，其中
n代表1或2。
为了清楚起见，用表述“其任何一种立体异构体或它们的混合物”或类似术语表示本领域技术人员所理解的正常含义，即本发明化合物可以是纯对映异构体，或为对映异构体混合物的形式。
根据本发明的一个特定实施方案，n代表1。
根据本发明的一个特定实施方案，式(I)化合物为2-(己-5-烯-1-基)环戊-1-酮。
作为本发明化合物的具体例子，可以列举作为非限定性例子的2-(己-5-烯-1-基)环戊-1-酮，其具有水果-内酯-外来味、芒果和西番莲果样的嗅觉内涵。
当将本发明化合物的气味与现有技术化合物2-戊基环戊-1-酮的气味进行比较时，则本发明化合物通过明显更强的果香-外来香调且缺乏花香-茉莉香调(现有技术化合物的特征)而与其不同。
所述差异使本发明化合物予现有技术化合物各自适合于不同的用途，即赋予不同的感官印象。
如上所述，本发明涉及式(I)化合物作为加香成分的用途。换句话说，它涉及给予、增强、改善或修饰加香组合物或已加香制品或表面的气味特性的方法或工艺，该方法包括向所述组合物或制品中加入有效量的至少一种式(I)化合物，例如赋予其典型的香调。应理解，最终享乐效应可能取决于本发明化合物的精确剂量和感官特性，但是本发明化合物的添加将取决于剂量而赋予最终产品以香调(note)、风格(touch)或细微特征(aspect)等形式的典型风格。
通过“式(I)化合物的用途”，在此还必须理解为含有式(I)化合物并且可有利地用于香料工业的任何组合物的用途。
事实上可有利地用作加香成分的所述组合物也是本发明的目的。
因此，本发明的另一个目的是一种加香组合物，其包含：
i)作为加香成分的至少一种如上定义的本发明化合物；
ii)至少一种从由香料载体和香料基料构成的群组中选出的成分；和
iii)可选地，至少一种香料佐剂。
通过“香料载体”，是指从香料的观点来看实际上是中性，即不会显著改变加香成分的感官特性的材料。所述载体可以是液体或固体。
作为液体载体，可以列举作为非限制性例子的乳化体系，即溶剂和表面活性剂体系，或通常用于香料中的溶剂。香料中通常使用的溶剂的性质和类型的详细描述是无法穷尽的。然而，可以列举作为非限制性例子的溶剂，如丁二醇或丙二醇、甘油、二丙二醇及其单醚、三乙酸1,2,3-丙三酯、戊二酸二甲酯、己二酸二甲酯、乙酸1,3-二乙酰氧基丙-2-基酯、邻苯二甲酸二乙酯、肉豆蔻酸异丙酯、苯甲酸苄酯、苄醇、2-(2-乙氧基乙氧基)-1-乙醇、柠檬酸三乙酯或它们的混合物，它们是最常用的。对于同时包含香料载体和香料基料的组合物，除之前详细说明的，其他合适的香料载体也可以是乙醇，水/乙醇混合物，柠檬烯或其他萜烯，异链烷烃，如以商标
公知的那些(来源：Exxon Chemical)，或二醇醚和二醇醚酯，如以商标
公知的那些(来源：Dow Chemical Company)，或氢化蓖麻油，如以商标
RH 40公知的那些(来源：BASF)。
固体载体是指这样一种材料，加香组合物或加香组合物的某些成分可以化学地或物理地与其结合。通常，使用这样的固体载体来稳定组合物，或控制组合物或某些成分的蒸发速率。固体载体是目前在本领域中使用的，并且本领域技术人员知道如何达到期望的效果。然而，作为固体载体的非限定性例子，可以列举吸收树胶或聚合物或无机材料，例如多孔聚合物、环糊精、木基材料、有机或无机凝胶、粘土、石膏、滑石或沸石。
作为固体载体的其他非限制性例子，可以列举包封材料。这种材料的例子可包括成壁材料和增塑材料，例如单糖、二糖或三糖，天然或改性淀粉，水胶体，纤维素衍生物，聚乙酸乙烯酯，聚乙烯醇，蛋白质或果胶，或在参考文献例如H.Scherz,Hydrokolloide:Stabilisatoren,Dickungs-und Geliermittel in Lebensmitteln,Band 2 derSchriftenreihe Lebensmittelchemie,
Behr's Verlag GmbH&Co.,Hamburg,1996中列举的材料。包封是本领域技术人员熟知的方法，并且可以通过例如使用诸如喷雾干燥、附聚或挤出的技术进行；或由包括凝聚和复合凝聚技术的涂层包封组成。
作为固体载体的非限制性例子，可以特别列举核-壳胶囊，其使用氨基塑料、聚酰胺、聚酯、聚脲或聚氨酯类型的树脂或它们的混合物(所有所述树脂都是本领域技术人员公知的)，通过使用聚合、界面聚合、凝聚等技术或这些技术一起(所有所述技术已经在现有技术中描述)引发的相分离方法，并且可选地在聚合物稳定剂或阳离子共聚物的存在下进行。
树脂可以通过醛(例如甲醛、2,2-二甲氧基乙醛、乙二醛、乙醛酸或羟乙醛及它们的混合物)与胺例如脲、苯并胍胺、甘脲基(glycoluryl)、三聚氰胺、羟甲基三聚氰胺、甲基化羟甲基三聚氰胺、胍唑等以及它们的混合物缩聚产生。或者，可以使用预先形成的树脂烷基化(alkylolated)多胺，例如以商标
(来源：Cytec Technology Corp.)、Cy
(来源：Cytec Technology Corp.)、
或
(来源：BASF)可商购的那些。
其他树脂是通过多元醇如甘油与多异氰酸酯如六亚甲基二异氰酸酯的三聚体、异佛尔酮二异氰酸酯或苯二甲基二异氰酸酯的三聚体或六亚甲基二异氰酸酯的缩二脲、或苯二甲基二异氰酸酯与三羟甲基丙烷的三聚体(以商品名
已知，来源：MitsuiChemicals)的缩聚产生的那些，其中优选苯二甲基二异氰酸酯与三羟甲基丙烷的三聚体和六亚甲基二异氰酸酯的缩二脲。
与通过氨基树脂即三聚氰胺基树脂与醛类缩聚而包封香料有关的一些研究文献包括诸如K.Dietrich等人发表的文章Acta Polymerica,1989,vol.40,pages 243,325和683以及1990,vol.41,page 91。这些文章已经描述了影响根据现有技术方法制备这种核-壳微胶囊的各种参数，这些方法在专利文献中也被进一步详述和示例。Wiggins TeapeGroup Limited的US 4'396'670是后者的相关早期例子。此后，许多其他作者已经丰富了这一领域的文献，这里并不可能涵盖所有发表的进展，但是包封技术的一般知识是非常重要的。更为近期的针对性的出版物也涉及这种微胶囊的合适用途，代表文章例如K.Bruyninckx and M.Dusselier,ACS Sustainable Chemistry&Engineering,2019,vol.7,pages 8041-8054。
通过“香料基料”，这里指的是包含至少一种加香助成分的组合物。
所述加香助成分不是式(I)。此外，通过“加香助成分”，这里指的是这样一种化合物，其用于加香制剂或组合物中以赋予享乐效果。换句话说，要被认为是加香助成分的此种助成分必须被本领域技术人员公认为能够以主动或令人愉快的方式赋予或改变组合物的气味，而不仅仅是具有气味。
基料中存在的加香助成分的性质和类型在这里不保证更详细的描述，其无论如何都是无法穷尽的，技术人员能够根据其常识并根据预期的用途或应用和所需的感官效果对它们进行选择。一般而言，这些加香助成分属于不同的化学分类，如醇类、内酯类、醛类、酮类、酯类、醚类、乙酸酯类、腈类、萜类化合物、含氮或含硫杂环化合物和精油，并且所述加香助成分可以是天然来源的或合成来源的。
特别是可以列举已知具有类似嗅觉香调的的加香助成分，例如：
特别是可以列举通常用于香料制剂中的加香助成分，例如：
-醛香成分：癸醛、十二醛、2-甲基十一醛、10-十一烯醛、辛醛和/或壬烯醛；
-芳香草本成分：桉树油、樟脑、桉油醇、5-甲基三环[6.2.1.0～2,7～]十一碳-4-酮、1-甲氧基-3-己硫醇、2-乙基-4,4-二甲基-1,3-氧硫杂环己烷(oxathiane)，2,2,7/8,9/10-四甲基螺[5.5]十一碳-8-烯-1-酮、薄荷醇和/或α-蒎烯；
-香脂成分：香豆素、乙基香草醛和/或香草醛；
-柑橘香成分：二氢月桂烯醇、柠檬醛、橙油、乙酸芳樟酯、香茅腈、橙萜烯、柠檬烯、乙酸1-对薄荷烯-8-基酯和/或1,4(8)-对薄荷二烯；
-花香成分：二氢茉莉酮酸甲酯、芳樟醇、香茅醇、苯乙醇、3-(4-叔丁基苯基)-2-甲基丙醛、己基肉桂醛、乙酸苄酯、水杨酸苄酯、四氢-2-异丁基-4-甲基-4(2H)-吡喃醇、β-紫罗兰酮、2-(甲基氨基)苯甲酸甲酯、(E)-3-甲基-4-(2,6,6-三甲基-2-环己烯-1-基)-3-丁烯-2-酮、(1E)-1-(2,6,6-三甲基-2-环己烯-1-基)-1-戊烯-3-酮、1-(2,6,6-三甲基-1,3-环己二烯-1-基)-2-丁烯-1-酮、(2E)-1-(2,6,6-三甲基-2-环己烯-1-基)-2-丁烯-1-酮、(2E)-1-[2,6,6-三甲基-3-环己烯-1-基]-2-丁烯-1-酮、(2E)-1-(2,6,6-三甲基-1-环己烯-1-基)-2-丁烯-1-酮、2,5-二甲基-2-茚满甲醇、2,6,6-三甲基-3-环己烯-1-甲酸酯、3-(4,4-二甲基-1-环己烯-1-基丙醛、水杨酸己酯、3,7-二甲基-1,6-壬二烯-3-醇、3-(4-异丙基苯基)-2-甲基丙醛、乙酸三环癸烯酯、香叶醇、对薄荷-1-烯-8-醇、乙酸4-(1,1-二甲基乙基)-1-环己酯、乙酸1,1-二甲基-2-苯基乙酯、4-环己基-2-甲基-2-丁醇、水杨酸戊酯、高顺式二氢茉莉酮酸甲酯、3-甲基-5-苯基-1-戊醇、丙酸三环癸烯酯、乙酸香叶酯、四氢芳樟醇、顺-7-对薄荷醇、(S)-2-(1,1-二甲基丙氧基)丙酸丙酯、2-甲氧基萘、乙酸2,2,2-三氯-1-苯基乙酯、4/3-(4-羟基-4-甲基戊基)-3-环己烯-1-甲醛、戊基肉桂醛、8-癸烯-5-内酯、4-苯基-2-丁酮、乙酸异壬酯、乙酸4-(1,1-二甲基乙基)-1-环己酯、异丁酸三环癸烯酯和/或甲基紫罗兰酮异构体的混合物；
-果香成分：γ-十一内酯、2,2,5-三甲基-5-戊基环戊酮、2-甲基-4-丙基-1,3-氧硫杂环己烷、4-癸内酯、2-甲基-戊酸乙酯、乙酸己酯、2-甲基丁酸乙酯、γ-壬内酯、庚酸烯丙酯、异丁酸2-苯氧基乙酯、2-甲基-1,3-二氧戊环-2-乙酸乙酯、3-(3,3/1,1-二甲基-5-茚满基)丙醛、1,4-环己烷二甲酸二乙酯、乙酸3-甲基-2-己烯-1-基酯、[3-乙基-2-环氧乙烷基]乙酸1-[3,3-二甲基环己基]乙酯和/或1,4-环己烷二甲酸二乙酯；
-青香成分：2-甲基-3-己酮(E)-肟、2,4-二甲基-3-环己烯-1-甲醛、乙酸2-叔丁基-1-环己酯、乙酸苏合香酯、(2-甲基丁氧基)乙酸烯丙酯、4-甲基-3-癸烯-5-醇、二苯醚、(Z)-3-己烯-1-醇和/或1-(5,5-二甲基-1-环己烯-1-基)-4-戊烯-1-酮；
-麝香成分：1,4-二氧杂-5,17-环十七烷二酮、(Z)-4-环十五碳烯-1-酮、3-甲基环十五碳酮、1-氧杂-12-环十六碳烯-2-酮、1-氧杂-13-环十六碳烯-2-酮、(9Z)-9-环十七碳烯-1-酮、丙酸2-{1S)-1-[(1R)-3,3-二甲基环己基]乙氧基}-2-氧乙基酯、3-甲基-5-环十五碳烯-1-酮、1,3,4,6,7,8-六氢-4,6,6,7,8,8-六甲基环戊并[G]-2-苯并吡喃、丙酸(1S,1'R)-2-[1-(3',3'-二甲基-1'-环己基)乙氧基]-2-甲基丙酯、氧杂环十六烷-2-酮和/或丙酸(1S,1'R)-[1-(3',3'-二甲基-1'-环己基)乙氧基羰基]甲酯；
-木香成分：1-[(1RS,6SR)-2,2,6-三甲基环己基]-3-己醇、3,3-二甲基-5-[(1R)-2,2,3-三甲基-3-环戊烯-1-基]-4-戊烯-2-醇、3,4'-二甲基螺[环氧乙烷-2,9'-三环[6.2.1.02,7]十一碳[4]烯、(1-乙氧基乙氧基)环十二烷、乙酸2,2,9,11-四甲基螺[5.5]十一碳-8-烯-1-基酯，1-(八氢-2,3,8,8-四甲基-2-萘基)-1-乙酮、广藿香油、广藿香油的萜烯馏分、
(1'R,E)-2-乙基-4-(2',2',3'-三甲基-3'-环戊烯-1'-基)-2-丁烯-1-醇、2-乙基-4-(2,2,3-三甲基-3-环戊烯-1-基)-2-丁烯-1-醇、甲基柏木酮、5-(2,2,3-三甲基-3-环戊烯基)-3-甲基戊-2-醇、1-(2,3,8,8-四甲基-1,2,3,4,6,7,8,8a-八氢萘-2-基)乙-1-酮和/或乙酸异冰片酯；
-其他成分(例如琥珀香、粉香、辣或水样)：十二氢-3a,6,6,9a-四甲基萘并[2,1-b]呋喃及其任何立体异构体、胡椒醛、茴香醛、丁子香酚、肉桂醛、丁香油、3-(1,3-苯并间二氧杂环戊烯-5-基)-2-甲基丙醛、7-甲基-2H-1,5-苯并二氧杂环庚-3(4H)-酮、2,5,5-三甲基-1,2,3,4,4a,5,6,7-八氢-2-萘酚，乙酸1-苯基乙烯基酯、6-甲基-7-氧杂-1-硫杂-4-氮杂螺[4.4]壬烷和/或3-(3-异丙基-1-苯基)丁醛。
根据本发明的香料基料可以不限于上述加香助成分，并且许多其他的这些助成分在任何情况下都在参考文献中列出，例如S.Arctander,Perfume and Flavor Chemicals,1969,Montclair,New Jersey,USA或其更新的版本，或其他相似性质的著作，以及香料业领域大量的专利文献。还应当理解，所述助成分也可以是已知以受控方式释放各种类型的加香化合物的化合物，也被称为香料前体(properfume)或芳香剂前体(profragrance)。合适的香料前体的非限制性例子可包括4-(十二烷基硫代)-4-(2,6,6-三甲基-2-环己烯-1-基)-2-丁酮、4-(十二烷基硫代)-4-(2,6,6-三甲基-1-环己烯-1-基)-2-丁酮、反式-3-(十二烷基硫代)-1-(2,6,6-三甲基-3-环己烯-1-基)-1-丁酮、氧代(苯基)乙酸2-苯基乙酯或它们的混合物。
通过“香料佐剂”，这里我们指能够赋予附加的额外益处如颜色、特定的耐光性、化学稳定性等的成分。在加香组合物中通常使用的佐剂的性质和类型的详细描述是无法穷尽的，但是必须提及的是所述成分是本领域技术人员熟知的。作为具体的非限制性例子可以列举如下：粘性剂(例如表面活性剂、增稠剂、胶凝和/或流变改性剂)，稳定剂(例如防腐剂、抗氧化剂、热/光或缓冲剂或螯合剂，例如BHT)，着色剂(例如染料和/或颜料)，防腐剂(例如抗菌剂或抗微生物剂或抗真菌剂或抗刺激剂)，研磨剂，皮肤清凉剂，定香剂，驱虫剂，软膏，维生素及它们的混合物。
可以理解的是，本领域技术人员仅通过应用本领域的标准知识以及通过试错法来混合加香组合物的上述组分，完全能够设计用于期望效果的最佳配方。
除了包含至少一种式(I)化合物、至少一种香料载体、至少一种香料基料和可选的至少一种香料佐剂的加香组合物之外，由至少一种式(I)化合物和至少一种香料载体组成的加香组合物也构成本发明的一种特定实施方案。
根据一个特定的实施方案，上述组合物包含多于一种的式(I)化合物，其能够使调香师制备具有本发明不同化合物的气味调子的调和物或香料，从而为创造目的创造新的结构单元。
为了清楚起见，还应当理解，直接由化学合成(其中本发明的物质组合物作为起始材料、中间体或终产物)得到的任何混合物，例如没有充分纯化的反应介质，不能被认为是根据本发明的加香组合物，只要所述混合物不以合适的用于香料的形式提供本发明的化合物。因此，除非另有说明，否则未纯化的反应混合物通常被排除在本发明之外。
本发明的化合物也可以有利地用于现代香料(即精细香料或功能性香料)的所有领域中，以主动地赋予或改变添加有所述式(I)化合物的消费品的气味。因此，本发明的另一个目的在于一种已加香消费品，该消费品包含至少一种如上定义的式(I)化合物作为加香成分。
本发明的化合物可以原样加入或作为本发明加香组合物的一部分加入。
为了清楚起见，“已加香消费品”是指一种消费品，其向施覆它的表面或空间(例如皮肤、头发、织物或家庭表面)递送至少一种令人愉快的加香效果。换句话说，根据本发明的已加香消费品是这样一种已加香消费品，其包含功能性配方以及对应于期望的消费品的可选的附加益处剂，以及嗅觉有效量的至少一种本发明化合物。为了清楚起见，所述已加香消费品是不可食用的产品。
已加香消费品的成分的性质和类型不保证在这里更详细的描述，其无论如何都是无法穷尽的，技术人员能够基于其常识并根据所述产品的特性及期望的效果对它们进行选择。
合适的已加香消费品的非限制性例子包括香水，例如精细香水、涂抹式香水(splash)或淡香精(eau de perfume)、古龙水或剃须水或须后水；织物护理产品，例如液体或固体洗涤剂、织物柔软剂、液体或固体香味增强剂、织物清新剂、熨烫水、纸张、漂白剂、地毯清洁剂、窗帘护理产品；身体护理产品，例如头发护理产品(例如洗发剂、着色剂或头发喷雾剂、颜色护理产品、头发定型产品、牙齿护理产品)，消毒剂，私处护理产品；化妆品制剂(例如护肤霜或护肤液、雪花膏、体香剂(除臭剂)或止汗剂(例如喷雾或走珠)，脱毛剂，晒黑剂、防晒或晒后产品，指甲产品，皮肤清洁产品，化妆品)；或皮肤护理产品(例如香皂、沐浴摩丝、浴油或沐浴露，或卫生用品或足部/手部护理产品)；空气护理产品，例如空气清新剂或“即用型”粉末空气清新剂，其可用于家庭空间(房间、冰箱、橱柜、鞋或车)和/或公共空间(大厅、旅馆、商场等)；或家庭护理产品，例如去霉剂、家具护理产品、擦拭巾、餐具洗涤剂或硬表面(例如地板、浴室、洁具或窗户清洁)洗涤剂；皮革护理产品；汽车护理产品，如抛光剂、蜡或塑料清洁剂。
上述已加香消费品中的一些可能代表本发明化合物的侵蚀性介质，因此可能需要保护其免于过早分解，例如通过包封或通过将其化学结合到另一种在受到合适的外部刺激，如酶、光、热或pH变化时适于释放本发明成分的化学物质。
根据本发明的化合物可以掺入到各种上述产品或组合物中的比例在很宽的数值范围内变化。当根据本发明的化合物与本领域通常使用的加香助成分、溶剂或添加剂混合时，这些值取决于待加香制品的性质和所需感官效果以及给定基料中的助成分的性质。
例如，在加香组合物的情况下，基于其所掺入到的组合物的重量，本发明化合物的典型浓度为0.001重量％至10重量％，或甚至更多。在已加香消费品的情况下，基于其所掺入到的消费品的总重量，本发明化合物的典型浓度为0.001重量％至5重量％，或甚至更多。
本发明的化合物可以根据下文所述本领域已知的标准方法制备。
实施例
现在将通过以下实施例更详细地描述本发明，其中缩写具有本领域的通常含义，温度以摄氏度(℃)表示；NMR光谱数据对于1H和13C用360MHz或400MHz的机器在CDCl3中记录(如果没有另外说明)，化学位移δ相对于作为标准物的TMS以ppm表示，偶合常数J以Hz表示。
实施例1
式(I)化合物的合成
·2-(己-5-烯-1-基)环戊-1-酮
步骤1：1-(己-5-烯-1-基)-2-氧代环戊烷-1-甲酸乙酯：
在室温下，向2-氧代环戊烷-1-甲酸乙酯(56mL，375mmol，1当量)的丙酮(871mL)溶液中迅速加入碳酸钾(118g，845mmol，2.25当量)和碘化钾(20g，120mmol，0.32当量)。搅拌10分钟后，加入6-溴己-1-烯(51mL，381mmol，1.01当量)的丙酮(232ml)溶液，并将反应物回流19小时。加入乙醚(900mL)，将混合物在硅藻土垫上过滤，并将溶剂蒸发。残余物用乙醚稀释，用水和盐水洗涤，用硫酸钠干燥，过滤并真空浓缩，得到1-(己-5-烯-1-基)-2-氧代环戊烷-1-甲酸乙酯，为油状物(93.3g，91％纯度，95％收率)。
1H NMR:1.25(t,J＝7.1Hz,3H),1.27-1.42(m,4H),1.53-1.59(m,1H),1.86-2.07(m,6H),2.21-2.28(m,1H),2.37-2.44(m,1H),2.50-2.56(m,1H),4.11-4.21(m,2H),4.92-5.01(m,2H),5.73-5.82(m,1H).
13C NMR:215.0(s),171.1(s),138.6(d),114.5(t),61.3(t),60.5(s),38.0(t),33.7(t),33.4(t),32.7(t),29.1(t),24.3(t),19.6(t),14.1(q).
步骤2：2-(己-5-烯-1-基)环戊-1-酮：
在室温下，向步骤1的酮酯(93.3g，91％纯度，356mmol，1当量)的甲醇(860mL)溶液中逐滴加入6M的HCl水溶液(428mL，2.57mol，7.2当量)。将反应物回流6天。加入乙醚，水层用乙醚萃取两次。依次用水、饱和碳酸氢钠溶液、水和盐水洗涤合并的有机萃取物，用硫酸钠干燥，过滤并真空浓缩。残余物通过在Vigreux柱上蒸馏(92～93℃，1.5mbar)纯化，得到所需的酮，为油状物(42.0g，71％收率)。
1H NMR:1.21-1.44(m,5H),1.46-1.56(m,1H),1.71-1.83(m,2H),1.96-2.15(m,5H),2.18-2.33(m,2H),4.91-5.02(m,2H),5.74-5.85(m,1H).
13C NMR:221.5(s),138.9(d),114.4(t),49.1(d),38.2(t),33.6(t),29.6(t),29.5(t),28.9(t),27.0(t),20.8(t).
·2-(庚-6-烯-1-基)环戊-1-酮
步骤1：1-(庚-6-烯-1-基)-2-氧代环戊烷-1-甲酸乙酯：
在室温下，向2-氧代环戊烷-1-甲酸乙酯(3.56mL，26.7mmol，1当量)的丙酮(62mL)溶液中迅速加入碳酸钾(8.43g，60.4mmol，2.25当量)和碘化钾(1.43g，8.55mmol，0.32当量)。搅拌10分钟后，加入7-溴庚-1-烯(4.23mL，26.9mmol，1.01当量)的丙酮(17ml)溶液，并将反应物回流23小时。加入乙醚(100mL)，将混合物在硅藻土垫上过滤，并将溶剂蒸发。残余物用乙醚稀释，用水和盐水洗涤，用硫酸钠干燥，过滤并真空浓缩，得到1-(庚-6-烯-1-基)-2-氧代环戊烷-1-甲酸乙酯，为油状物(6.37g，88％纯度，92％收率)。
步骤2：2-(庚-6-烯-1-基)环戊-1-酮：
在室温下，向步骤1的酮酯(6.64g，88％纯度，24.5mmol，1当量)的甲醇(59mL)溶液中逐滴加入6M的HCl水溶液(29.4mL，177mol，7.2当量)。将反应物回流5天。加入乙醚，水层用乙醚萃取两次。依次用水、饱和碳酸氢钠溶液、水和盐水洗涤合并的有机萃取物，用硫酸钠干燥，过滤并真空浓缩。残余物通过硅胶快速柱色谱法(庚烷/AcOEt 95:5)纯化，并进行球对球蒸馏(115℃，0.8～0.9mbar)，得到所需的酮，为油状物(3.06g，68％收率)。
1H NMR(CDCl3,400MHz):1.22-1.41(m,7H),1.48-1.55(m,1H),1.73-1.81(m,2H),1.97-2.13(m,5H),2.19-2.23(s,1H),2.27-2.31(m,1H),4.95-5.00(m,2H),5.76-5.83(m,1H).
13C NMR(CDCl3,100MHz):221.6(s),139.0(d),114.3(t),49.1(d),38.2(t),33.7(t),29.7(t),29.6(t),29.1(t),28.7(t),27.4(t),20.8(t).
实施例2
加香组合物的制备
通过混合以下成分制备加香组合物：
*在二丙二醇中
1)十五碳烯内酯；来源：瑞士日内瓦Firmenich SA
2)二氢茉莉酮酸甲酯；来源：瑞士日内瓦Firmenich SA
3)丙酸(1S,1'R)-2-[1-(3',3'-二甲基-1'-环己基)乙氧基]-2-甲基丙酯；来源：瑞士日内瓦Firmenich SA
4)乙酸2-叔丁基-1-环己酯；来源：美国International Flavors&Fragrances
在上述组合物中加入80重量份的2-(己-5-烯-1-基)环戊-1-酮，赋予后者具有果香-外来(芒果和西番莲果样)的内涵，并带有少量酸性细微香调(facet)，使香气更加多汁和自然。
当代替本发明的化合物而添加2-庚基环戊-1-酮(Fleuramone，芳茉莉酮)时，在上述组合物中几乎没有观察到效果。上述组合物变得略多花香(类似茉莉花)。
当代替本发明的化合物而添加2-戊基环戊-1-酮(Delphone)时，香料组合物变得更多青香(类似芹菜)和更多花香(类似茉莉花)。
实施例3
包含本发明化合物的液体洗涤剂的制备
表1：液体洗涤剂配方的组成
1)Hostapur SAS 60；来源：Clariant
2)Edenor K 12-18；来源：Cognis
3)Genapol LA 070；来源：Clariant
4)来源：Genencor International
5)Aculyn 88；来源：Dow Chemical
通过在轻轻摇动下将相对于液体洗涤剂总重量为1.5重量％的实施例2的本发明组合物添加到表1的未加香液体洗涤剂配方中来制备液体洗涤剂。
实施例4
包含本发明化合物的织物柔软剂的制备
表2：柔软剂配方的组成
| 成分 | 浓度[重量％] |
| 甲基双[牛油酸乙酯基]-2-羟乙基硫酸甲酯铵<sup>1)</sup> | 12.20 |
| 1,2-苯并异噻唑啉-3-酮<sup>2)</sup> | 0.04 |
| CaCl<sub>2</sub>(10％水溶液) | 0.40 |
| 水 | 87.36 |
1)Stepantex VL90 A Diester Quat；来源：Stepan
2)Proxel GXL；来源：Arch
通过称重加热到65℃的甲基双[牛油酸乙酯基]-2-羟乙基硫酸甲酯铵来制备柔软剂。然后将水和1,2-苯并异噻唑啉-3-酮放入到反应器中，并在搅拌下于65℃加热。向上述混合物中加入甲基双[牛油酸乙酯基]-2-羟乙基硫酸甲酯铵。将混合物搅拌15分钟，并加入CaCl2。然后，相对于柔软剂的总重量，添加0.5至2重量％的实施例2的本发明的组合物。将混合物搅拌15分钟，并在搅拌下冷却至室温(粘度测量：结果为35+/-5mPas。(剪切速率为106秒-1))。
实施例5
包含本发明组合物的透明均质洗发剂的制备
表3：透明均质洗发剂配方的组成
1)Ucare Polymer JR-400，来源：Noveon
2)来源：Schweizerhall
3)Glydant，来源：Lonza
4)Texapon NSO IS，来源：Cognis
5)Tego Betain F 50，来源：Evonik
6)Amphotensid GB 2009，来源：Zschimmer&Schwarz
7)Monomuls 90L-12，来源：Gruenau
8)尼泊金单钠，来源：NIPA
洗发剂通过将聚季铵盐-10分散在水中来制备。将A相的其余成分逐个添加，同时在每种助剂添加后充分混合。将该预混合物加入到聚季铵盐-10分散体中，并再混合5分钟。然后，在搅拌的同时添加预混合的B相和预混合的C相(将Monomuls 90L-12加热以熔融在Texapon NSO IS中)。在搅拌的同时添加D相和E相。用柠檬酸溶液调节pH值直到pH：5.5～6.0，制得未加香的洗发剂配方。
通过在轻轻摇动下将相对于洗发剂的总重量为0.4至0.8重量％的实施例2的本发明组合物添加到表3的未加香的洗发剂配方中，以制备已加香的洗发剂。
实施例6
包含本发明组合物的结构化沐浴露的制备
表4：沐浴露配方的组成
| 成分 | 量(％重量) |
| 去离子水 | 49.350 |
| EDTA四钠<sup>1)</sup> | 0.050 |
| 丙烯酸酯共聚物<sup>2)</sup> | 6.000 |
| C12-C15链烷醇聚醚硫酸钠<sup>3)</sup> | 35.000 |
| 氢氧化钠20％水溶液 | 1.000 |
| 椰油酰胺丙基甜菜碱<sup>4)</sup> | 8.000 |
| 甲基氯异噻唑啉酮和甲基异噻唑啉酮<sup>5)</sup> | 0.100 |
| 柠檬酸(40％) | 0.500 |
1)EDETA B粉末；商标和来源：BASF
2)CARBOPOL AQUA SF-1聚合物；商标和来源：NOVEON
3)ZETESOL AO 328U；商标和来源：ZSCHIMMER&SCHWARZ
4)TEGO-BETAIN F 50；商标和来源：GOLDSCHMIDT
5)KATHON CG；商标和来源：ROHM&HASS
通过在轻轻摇动下将相对于沐浴露总重量为0.5至1.5重量％的实施例2的本发明组合物添加到表4的未加香的沐浴露配方中，以制备沐浴露。
实施例7
包含本发明组合物的透明沐浴露的制备
表5：透明沐浴露配方的组成
| 成分 | 浓度(％重量) |
| 去离子水 | 52.40 |
| EDTA四钠<sup>1)</sup> | 0.10 |
| 苯甲酸钠 | 0.50 |
| 丙二醇 | 2.00 |
| C12-C15链烷醇聚醚硫酸钠<sup>2)</sup> | 35.00 |
| 椰油酰胺丙基甜菜碱<sup>3)</sup> | 8.00 |
| 聚季铵盐-7<sup>4)</sup> | 0.20 |
| 柠檬酸(40％) | 1.00 |
| 氯化钠 | 0.80 |
1)EDETA B粉末；商标和来源：BASF
2)ZETESOL AO 328 U；商标和来源：ZSCHIMMER&SCHWARZ
3)TEGO-BETAIN F 50；商标和来源：GOLDSCHMIDT
4)MERQUAT 550；商标和来源：LUBRIZOL
通过在轻轻摇动下将相对于沐浴露总重量为0.5至1.5重量％的实施例2的本发明组合物添加到表5的未加香的沐浴露配方中，以制备透明沐浴露。
实施例8
包含本发明组合物的乳状沐浴露的制备
表6：乳状沐浴露配方的组成
| 成分 | 浓度(％重量) |
| 去离子水 | 50.950 |
| EDTA四钠<sup>1)</sup> | 0.050 |
| 苯甲酸钠 | 0.500 |
| 甘油86％ | 3.500 |
| 十二烷基聚氧乙醚硫酸钠<sup>2)</sup> | 27.000 |
| 聚季铵盐-7<sup>3)</sup> | 1.000 |
| 椰油酰胺丙基甜菜碱(Coco-Betaine)<sup>4)</sup> | 6.000 |
| PEG-120甲基葡萄糖三油酸酯<sup>5)</sup> | 1.000 |
| 柠檬酸(40％) | 1.000 |
| 二硬脂酸乙二醇酯&月桂醇聚醚-4&椰油酰胺丙基甜菜碱<sup>6)</sup> | 3.000 |
| 氯化钠20％ | 5.000 |
| PEG-40氢化蓖麻油<sup>7)</sup> | 1.000 |
1)EDETA B粉末；商标和来源：BASF
2)Texapon NSO IS；商标和来源：COGNIS
3)MERQUAT 550；商标和来源：LUBRIZOL
4)DEHYTON AB-30；商标和来源：COGNIS
5)GLUCAMATE LT；商标和来源：LUBRIZOL
6)EUPERLAN PK 3000AM；商标和来源：COGNIS
7)CREMOPHOR RH 40；商标和来源：BASF
通过在轻轻摇动下将相对于沐浴露总重量为0.5至1.5重量％的实施例2的本发明组合物添加到表6的未加香的沐浴露配方中，以制备透明沐浴露。
实施例9
包含本发明组合物的珠光洗发剂的制备
表7：珠光均质洗发剂配方的组成
1)EDETA B粉末，来源：BASF
2)Jaguar C14 S，来源：Rhodia
3)Ucare Polymer JR-400，来源：Noveon
4)Sulfetal LA B-E，来源：Zschimmer&Schwarz
5)Zetesol LA，来源：Zschimmer&Schwarz
6)Tego Betain F 50，来源：Evonik
7)Xiameter MEM-1691，来源：Dow Corning
8)Lanette 16，来源：BASF
9)Comperlan 100，来源：Cognis
10)Cutina AGS，来源：Cognis
11)Kathon CG，来源：Rohm&Haas
12)D-泛醇，来源：Roche
洗发剂通过将瓜尔胶羟丙基三甲基氯化铵和聚季铵盐-10分散在水和EDTA四钠中来制备。一旦A相均匀了，就添加NaOH 10％溶液(B相)。然后，加入预混合的C相。并将混合物加热至75℃。加入D相成分并混合直至均匀。将混合物冷却。在45℃下，在混合的同时添加E相成分。用25％的NaCl溶液调节最终粘度，用10％的NaOH溶液调节pH 5.5-6。
通过在轻轻摇动下将相对于洗发剂的总重量为0.4至0.8重量％的实施例2的本发明组合物添加到表7的未加香的洗发剂配方中，以制备已加香的珠光洗发剂。
实施例10
包含本发明组合物的结构化沐浴露的制备
表8：乳状沐浴露配方的组成
| 成分 | 量(％重量) |
| 去离子水 | 49.350 |
| EDTA四钠<sup>1)</sup> | 0.050 |
| 丙烯酸酯共聚物<sup>2)</sup> | 6.000 |
| C12-C15链烷醇聚醚硫酸钠<sup>3)</sup> | 35.000 |
| 氢氧化钠20％水溶液 | 1.000 |
| 椰油酰胺丙基甜菜碱<sup>4)</sup> | 8.000 |
| 甲基氯异噻唑啉酮和甲基异噻唑啉酮<sup>5)</sup> | 0.100 |
| 柠檬酸(40％) | 0.500 |
6)EDETA B粉末；商标和来源：BASF
7)CARBOPOL AQUA SF-1聚合物；商标和来源：NOVEON
8)ZETESOL AO 328U；商标和来源：ZSCHIMMER&SCHWARZ
9)TEGO-BETAIN F 50；商标和来源：GOLDSCHMIDT
10)KATHON CG；商标和来源：ROHM&HASS
通过在轻轻摇动下将相对于沐浴露总重量为0.5至1.5重量％的实施例2的本发明组合物添加到表8的未加香的沐浴露配方中，以制备透明沐浴露。
实施例11
包含本发明化合物的淡香水的制备
通过在轻轻摇动下将相对于淡香水总重量为5至20重量％的实施例2的本发明组合物添加到乙醇中，以制备淡香水。
Claims (8)
1.式(I)化合物作为加香成分的用途：
该化合物为其任何一种立体异构体或它们的混合物的形式，其中
n代表1或2。
2.根据权利要求1所述的用途，其特征在于n代表1。
3.给予、增强、改善或改变加香组合物或已加香制品的气味特性的方法，该方法包括向所述组合物或制品中加入有效量的至少一种式(I)化合物：
该化合物为其任何一种立体异构体或它们的混合物的形式，其中
n代表1或2。
4.根据权利要求3所述的方法，其特征在于n表示1。
5.一种加香组合物，其包含：
i)至少一种权利要求1至4中任一项所定义的式(I)化合物；
ii)至少一种从由香料载体和香料基料构成的群组中选出的成分；和
iv)可选地，至少一种香料佐剂。
6.一种已加香消费品，其包含至少一种权利要求1至4中任一项所定义的式(I)化合物或权利要求5中定义的组合物。
7.根据权利要求6所述的已加香消费品，其特征在于，消费品基料是香水，织物护理产品，身体护理产品，空气护理产品或家庭护理产品。
8.根据权利要求7所述的已加香消费品，其特征在于，消费品基料是精细香水、涂抹式香水或淡香精、古龙水、剃须水或须后水、液体或固体洗涤剂、织物柔软剂、织物清新剂、熨烫水、纸张、漂白剂、地毯清洁剂、窗帘护理产品、洗发剂、着色制剂、颜色护理产品、头发定型产品、牙齿护理产品、消毒剂、私处护理产品、头发喷雾剂、雪花膏、体香剂或止汗剂、脱毛剂、晒黑或防晒产品、指甲产品、皮肤清洁剂、化妆品、香皂、沐浴摩丝、浴油或沐浴露、或足部/手部护理产品、卫生用品、空气清新剂、“即用型”粉末空气清新剂、去霉剂、家具护理剂、擦拭巾、餐具洗涤剂或硬表面洗涤剂、皮革护理产品、汽车护理产品。
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| PCT/EP2019/077756 WO2020078892A1 (en) | 2018-10-15 | 2019-10-14 | Cyclopentanone compounds |
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| CN107849488A (zh) * | 2015-07-14 | 2018-03-27 | 弗门尼舍有限公司 | 具有铃兰气味的化合物 |
| CN108026477A (zh) * | 2015-10-01 | 2018-05-11 | 弗门尼舍有限公司 | 香根草气味剂 |
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| FR2877339B1 (fr) | 2004-11-03 | 2008-10-31 | Mane Fils Sa V | Gamma-undecenolactone, procede de preparation et utilisations |
| US7345204B2 (en) | 2005-07-01 | 2008-03-18 | International Flavors & Fragrances Inc | Substituted cyclopentenone derivatives and their use in perfume compositions |
| US8754028B2 (en) | 2008-12-16 | 2014-06-17 | The Procter & Gamble Company | Perfume systems |
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| 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 |
| CN107849488A (zh) * | 2015-07-14 | 2018-03-27 | 弗门尼舍有限公司 | 具有铃兰气味的化合物 |
| CN108026477A (zh) * | 2015-10-01 | 2018-05-11 | 弗门尼舍有限公司 | 香根草气味剂 |
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| IL278774B (en) | 2022-01-01 |
| ES2914874T3 (es) | 2022-06-17 |
| JP7317867B2 (ja) | 2023-07-31 |
| IL278774A (en) | 2021-01-31 |
| WO2020078892A1 (en) | 2020-04-23 |
| MX2020012829A (es) | 2021-02-15 |
| JP2022502518A (ja) | 2022-01-11 |
| EP3775119A1 (en) | 2021-02-17 |
| US20240067895A1 (en) | 2024-02-29 |
| US20210230503A1 (en) | 2021-07-29 |
| EP3775119B1 (en) | 2022-04-27 |
| US11859151B2 (en) | 2024-01-02 |
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