CN112566890A - 作为加香成分的环氧基醚化合物 - Google Patents
作为加香成分的环氧基醚化合物 Download PDFInfo
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- CN112566890A CN112566890A CN201980052471.8A CN201980052471A CN112566890A CN 112566890 A CN112566890 A CN 112566890A CN 201980052471 A CN201980052471 A CN 201980052471A CN 112566890 A CN112566890 A CN 112566890A
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- alkyl
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- 239000004615 ingredient Substances 0.000 title claims abstract description 42
- 239000004593 Epoxy Substances 0.000 title abstract description 4
- 150000002170 ethers Chemical class 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 119
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 18
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 11
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 102
- 239000003205 fragrance Substances 0.000 claims description 22
- 238000002360 preparation method Methods 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 239000002453 shampoo Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 239000002304 perfume Substances 0.000 claims description 10
- 150000002148 esters Chemical group 0.000 claims description 9
- 239000003599 detergent Substances 0.000 claims description 8
- 239000000796 flavoring agent Substances 0.000 claims description 8
- 235000019634 flavors Nutrition 0.000 claims description 8
- 239000002671 adjuvant Substances 0.000 claims description 7
- 239000004744 fabric Substances 0.000 claims description 5
- ORLYWBYSPHCVAT-UHFFFAOYSA-N 4-(2-pentylcyclopent-2-en-1-yl)oxybutanal Chemical compound C(CCCC)C=1C(CCC=1)OCCCC=O ORLYWBYSPHCVAT-UHFFFAOYSA-N 0.000 claims description 4
- 239000002386 air freshener Substances 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 4
- LAFXABGCADUGPB-UHFFFAOYSA-N 4-cyclopentyloxy-2-ethyl-2-methylbutanal Chemical compound C1(CCCC1)OCCC(C=O)(C)CC LAFXABGCADUGPB-UHFFFAOYSA-N 0.000 claims description 3
- LQBITHSOQZPGNX-UHFFFAOYSA-N 4-cyclopentyloxybutanal Chemical compound C1(CCCC1)OCCCC=O LQBITHSOQZPGNX-UHFFFAOYSA-N 0.000 claims description 3
- DCNNWWAUGABGIT-UHFFFAOYSA-N 5-cyclopentyloxy-2,2-dimethylpentanal Chemical compound C1(CCCC1)OCCCC(C=O)(C)C DCNNWWAUGABGIT-UHFFFAOYSA-N 0.000 claims description 3
- UMCSVDRNEQHKEC-UHFFFAOYSA-N 5-cyclopentyloxy-2-ethyl-2-methylpentanal Chemical compound C1(CCCC1)OCCCC(C=O)(C)CC UMCSVDRNEQHKEC-UHFFFAOYSA-N 0.000 claims description 3
- SXPONDWLJPVGCV-UHFFFAOYSA-N 5-cyclopentyloxypentanal Chemical compound C1(CCCC1)OCCCCC=O SXPONDWLJPVGCV-UHFFFAOYSA-N 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
- 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
- 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
- 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 ether compound Chemical class 0.000 abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 7
- CRDAMVZIKSXKFV-YFVJMOTDSA-N (2-trans,6-trans)-farnesol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CO CRDAMVZIKSXKFV-YFVJMOTDSA-N 0.000 abstract description 4
- 239000001257 hydrogen Substances 0.000 abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract description 2
- 125000004185 ester group Chemical group 0.000 abstract description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 239000000047 product Substances 0.000 description 43
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 238000007037 hydroformylation reaction Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000969 carrier Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 5
- 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 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000004440 column chromatography Methods 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 239000003480 eluent Substances 0.000 description 5
- 238000005538 encapsulation Methods 0.000 description 5
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- 238000002156 mixing Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 239000000741 silica gel Substances 0.000 description 5
- 229910002027 silica gel Inorganic materials 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000005457 ice water Substances 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 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
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- LUUIFRXXIQGGQY-UHFFFAOYSA-N 5-ethoxy-1-pentylcyclopentene Chemical compound CCCCCC1=CCCC1OCC LUUIFRXXIQGGQY-UHFFFAOYSA-N 0.000 description 3
- 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 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- AUMBMBHWNZPTRI-UHFFFAOYSA-N C(CCCC)C=1C(CCC=1)OCCCCC=O Chemical compound C(CCCC)C=1C(CCC=1)OCCCCC=O AUMBMBHWNZPTRI-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 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
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000005354 coacervation Methods 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
- 239000000284 extract Substances 0.000 description 3
- 239000007789 gas Substances 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
- 239000000267 (Z)-hex-3-en-1-ol Substances 0.000 description 2
- WSTQLNQRVZNEDV-CSKARUKUSA-N (e)-4-methyldec-3-en-5-ol Chemical compound CCCCCC(O)C(\C)=C\CC WSTQLNQRVZNEDV-CSKARUKUSA-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
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 2
- GTDLILFCRHJTRW-UHFFFAOYSA-N 1-methoxyhexane-3-thiol Chemical compound CCCC(S)CCOC GTDLILFCRHJTRW-UHFFFAOYSA-N 0.000 description 2
- XILIYVSXLSWUAI-UHFFFAOYSA-N 2-(diethylamino)ethyl n'-phenylcarbamimidothioate;dihydrobromide Chemical compound Br.Br.CCN(CC)CCSC(N)=NC1=CC=CC=C1 XILIYVSXLSWUAI-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
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- 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
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- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- OJEUMLCEDLWFIL-UHFFFAOYSA-N C(C=CC)OC1CCC=C1CCCCC Chemical compound C(C=CC)OC1CCC=C1CCCCC OJEUMLCEDLWFIL-UHFFFAOYSA-N 0.000 description 2
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- PFJAOESUUGPIDE-UHFFFAOYSA-N CC(CCC=1C(CCC=1)OCCCC=O)C Chemical compound CC(CCC=1C(CCC=1)OCCCC=O)C PFJAOESUUGPIDE-UHFFFAOYSA-N 0.000 description 2
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- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 2
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- 125000001967 indiganyl group Chemical group [H][In]([H])[*] 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/277—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- 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
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- A—HUMAN NECESSITIES
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Abstract
本发明涉及式(I)的环氧基醚化合物作为加香成分的用途,例如赋予花香‑青香(茉莉花样)和水样类型的气味香调:
Description
技术领域
本发明涉及香料(日化香精)领域。更具体而言,其涉及环氧基醚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。
WO 2011/101757描述了具有相似气味香调的化合物,但与本发明化合物的显著不同之处在于烷基醚取代基上缺少羰基。
据我们所知,现有技术没有报道或暗示式(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
本发明涉及赋予花香-青香(茉莉花样)和水样香调的式(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
虚线代表碳-碳单键或双键;
p代表0至3,优选1至3;
n代表0至2;
R彼此独立地代表各自可选地取代有酯基的C1-C6烷基或C2-C6烯基;
R1彼此独立地代表氢原子或C1-C3烷基。
本发明的第二个目的是给予、增强、改善或修饰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
虚线代表碳-碳单键或双键;
p代表0至3,优选1至3;
n代表0至2;
R彼此独立地代表各自可选地取代有酯基的C1-C6烷基或C2-C6烯基;
R1彼此独立地代表氢原子或C1-C3烷基。
本发明的第三个目的是式(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
虚线代表碳-碳单键或双键;
p代表0至3,优选1至3;
n代表0至2;
R彼此独立地代表各自可选地取代有酯基的C1-C6烷基或C2-C6烯基;
R1彼此独立地代表氢原子或C1-C3烷基;
条件是排除4-(环戊基氧基)丁醛,4-(环戊基氧基)-2-乙基-2-甲基丁醛,5-(环戊基氧基)戊醛,5-(环戊基氧基)-2-乙基-2-甲基戊醛和5-(环戊基氧基)-2,2-二甲基戊醛。
本发明的另一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一种已加香消费品,其包含至少一种如上定义的式(I)化合物或如上定义的加香组合物。
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,例如赋予花香-青香(茉莉花样)和水样类型的气味香调:
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,并且其中
虚线代表碳-碳单键或双键;
p代表0至3,优选1至3;
n代表0至2;
R彼此独立地代表各自可选地取代有酯基的C1-C6烷基或C2-C6烯基;
R1彼此独立地代表氢原子或C1-C3烷基。
为了清楚起见,通过表述“其任何一种立体异构体或它们的混合物”或类似表述,是指本领域技术人员所理解的正常含义,即式(I)化合物可以是纯对映异构体或非对映异构体。换句话说,式(I)化合物可以具有几个立体中心,并且每个所述立体中心可以具有两种不同的立体化学(例如R或S)。式(I)化合物甚至可以是纯对映异构体的形式,或对映异构体或非对映异构体的混合物的形式。式(I)化合物可以呈外消旋形式或非外消旋(scalemic)形式。因此,式(I)化合物可以是一种立体异构体,或为包含各种立体异构体或由各种立体异构体组成的物质组合物的形式。
为了清楚起见,通过表述“可选地取代有酯基”或类似表述,是指本领域技术人员所理解的正常含义,即烷基或烯基的一个氢可以被OC(=O)Ra或C(=O)ORa基团取代,其中Ra可以代表氢原子或C1-4烷基。
根据一个特定实施方案,在式(I)化合物中,p可以代表1、2或3,优选1或2,甚至更优选1。
根据一个特定实施方案,在式(I)化合物中,n可以代表1或2,优选为1。
根据一个特定实施方案,在式(I)化合物中,虚线可以是碳-碳双键。
根据本发明的一个特定实施方案,所述式(I)化合物为式(II)化合物:
其中p、R和R1的定义与上述相同。
根据一个特定实施方案,在式(II)化合物中,p可以代表1或2,优选为1。
根据一个特定实施方案,在式(I)或(II)的化合物中,R可以彼此独立地代表各自可选地取代有酯基的C1-C5烷基或C2-C5烯基。优选地,R可以代表C1-C5烷基。甚至更优选地,R可以代表甲基、戊基或异戊基。
根据本发明的一个特定实施方案,所述式(I)化合物或特别是所述式(II)化合物为式(III)化合物:
其中R1的定义与以上定义相同;
R2代表C1-C6烷基或C2-C6烯基;
R3代表氢原子或C1-C6烷基。
根据一个特定实施方案,在式(III)化合物中,R2可以代表C2-C5烷基或C2-C5烯基,优选C3-C5烷基或C3-C5烯基,优选C5烷基,甚至更优选戊基或异戊基。
根据一个特定实施方案,在式(III)化合物中,R3可以代表氢原子或C1-C3烷基,优选氢原子或甲基,甚至更优选氢原子。
根据一个特定实施方案,在式(I)至(III)的化合物中,R1可以彼此独立地代表氢或C1-C2烷基,优选氢原子或甲基。
根据一个特定实施方案,在式(I)至(III)的化合物中,所有R1可以代表氢原子。
根据另一个特定实施方案,在式(I)至(III)的化合物中,一个R1可以代表甲基,并且剩余的R1可以代表氢原子。
根据本发明的上述实施方案中的任一个,所述式(I)至(III)的化合物为C10至C16化合物,优选为C11至C15化合物,甚至优选为C14至C15化合物。
为了清楚起见,通过表述“其中一条虚线代表碳-碳单键或双键”或类似表述,是指本领域技术人员所理解的正常含义,即通过所述虚线连接的碳原子之间的整个键(例如实线和虚线)是碳-碳单键或双键。
式(I)化合物都是新化合物,因此是本发明的另一个目的,条件是排除4-(环戊基氧基)丁醛,4-(环戊基氧基)-2-乙基-2-甲基丁醛,5-(环戊基氧基)戊醛,5-(环戊基氧基)-2-乙基-2-甲基戊醛和5-(环戊基氧基)-2,2-二甲基戊醛。
如上所述,本发明化合物的气味以青香(green)香调为特征,并且在许多情况下以花香-青香(茉莉花样)和水样香调为特征。
作为本发明化合物的具体例子,可以列举(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛作为非限制性例子,其具有新鲜的、青香、天然的和水样内涵。青香香调不会赋予泥土香调和霉调。此外,还值得注意的是,所述化合物与的花香香调,的水样香调和(Z)-3-己烯-1-醇的青香香调混合得特别好。
作为另一例子,可以列举(±)-4-{[2-(3-甲基丁基)-2-环戊烯-1-基]氧基}丁醛,(±)-2-甲基-3-[(3-甲基-2-戊基-2-环戊烯-1-基)氧基]丙醛或(±)-5-[(2-戊基-2-环戊烯-1-基)氧基]戊醛,它们各自具有类似于(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛的气味但略弱。
根据本发明的一个特定实施方案,式(I)化合物为(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛,(±)-4-{[2-(3-甲基丁基)-2-环戊烯-1-基]氧基}丁醛,(±)-2-甲基-3-[(3-甲基-2-戊基-2-环戊烯-1-基)氧基]丙醛或(±)-5-[(2-戊基-2-环戊烯-1-基)氧基]戊醛。
根据本发明的另一个特定实施方案,式(I)化合物是(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛。
当将本发明化合物的气味与现有技术化合物5-乙氧基-1-戊基-1-环戊烯的气味进行比较时,本发明化合物通过缺乏现有技术化合物的泥土香调而与其不同。所述差异使本发明化合物和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,但是无论如何,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”,这里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,或香料中通常使用的溶剂。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RH40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,可以列举吸收性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 2derSchriftenreihe 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.)、(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US4'396'670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”,这里是指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”,这里是指这样一种化合物,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无论如何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。
根据一个特定实施方案,本发明的组合物包含二氢茉莉酮酸甲酯。
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。
根据一个特定实施方案,上述组合物包含多于一种的式(I)化合物,并且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20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0.0001重量%至5重量%,或甚至更多。
本发明的化合物可以通过以下实施例中所述的方法制备,即通过使用例如混合气CO/H2对双键进行加氢甲酰化(hydroformulation)。由于通过加氢甲酰化制备本发明的化合物的方法,CO可以偶联在双键的两个碳原子中的任何一个上。这将导致区域异构体的不同混合物,这意味着可以获得直链或支链的加氢甲酰化产物的混合物。
通过使用通过加氢甲酰化来制备本发明化合物的方法,可以获得双键的直链和支链加氢甲酰化产物的混合物。在一个特定实施方案中,可以获得以下特定的产物:
可以以99:1至40:60,优选95:5至60:40或90:10至70:30的混合物(即对应于直链:支链加氢甲酰化产物的比例)获得化合物的混合物。直链和支链加氢甲酰化产物的混合物也可以用作根据本发明的加香成分。
实施例
现在将通过以下实施例进一步详细描述本发明,其中缩写具有本领域的通常含义,温度以摄氏度(℃)表示;使用在(400MHz(1H)和100MHz(13C)下操作的Bruker AdvanceII Ultrashield 400plus,或在(500MHz(1H)和125MHz(13C)下操作的Bruker Advance III500plus,或在(600MHz(1H)和150MHz(13C)下操作的Bruker Advance III 600冷冻探针获得NMR光谱。光谱相对于0.0ppm的四甲基硅烷做内部参考。1H NMR信号位移以δppm表示,偶合常数(J)以Hz表示,具有以下多重性:s,单峰;d,双峰;t,三重峰;q,四重峰;m,多重峰;b,宽峰(表示未解的耦合),并使用Bruker Topspin软件进行解释。13C NMR数据以化学位移δppm表示,来自DEPT 90和DEPT 135实验的杂化,C,四级;CH,次甲基;CH2,甲亚基;CH3,甲基。
实施例1
式(I)化合物的合成
a)(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛的制备
步骤1:(±)-5-烯丙氧基-1-戊基-1-环戊烯的合成
在氮气下将(±)-2-戊基-2-环戊烯-1-醇(40g;259mmol)溶解于无水THF(0.3升)中,并将溶液冷却至冰水浴中。固体叔丁醇钾(36g;311mmol)一次全部加入。10分钟后,除去冷却浴,并将反应搅拌1.5小时。将反应再次冷却至冰水浴中。加入四丁基碘化铵(5.75g;15.6mmol),然后在10分钟后,在2小时内加入烯丙基氯(59.5g;778mmol)。将反应温热至室温并搅拌过夜。然后将其用饱和NH4Cl水溶液淬灭,用乙醚萃取两次。萃取液用盐水洗涤,经硫酸钠干燥并在旋转蒸发仪上浓缩。产物通过在硅胶上进行柱色谱法纯化(洗脱液:庚烷/乙酸乙酯19:1),然后进行球对球蒸馏(60℃/1mbar),得到(±)-5-烯丙氧基-1-戊基-1-环戊烯,其为无色液体(38.6g;199mmol;77%)。
13C-NMR:144.81(s);135.64(d);127.46(d);116.36(t);85.46(d);69.36(t);31.89(t);30.07(t);29.94(t);28.37(t);27.35(t);22.60(t);14.08(q).
1H-NMR:5.99-5.87(m,1H);5.55(broad s,1H);5.20(m,2H);4.42(m,1H);3.97(m,2H);2.46-2.34(m,1H);2.25-2.00(m,4H);1.85-1.74(m,1H);1.56-1.23(m,6H);0.89(t,3H,J=7Hz).
步骤2:(±)-5-烯丙氧基-1-戊基-1-环戊烯的加氢甲酰化
将(±)-5-烯丙氧基-1-戊基-1-环戊烯(10g;51mmol)溶解于甲苯(60ml)中,并在50bar H2/CO(55:45;混合气)下于不锈钢高压釜中在[HRh(CO)(PPH3)3](20mg;0.022mmol)和三苯膦(87mg;0.332mmol)的存在下于90℃搅拌2h。将反应物在旋转蒸发仪上浓缩,并将粗物质通过在硅胶上进行柱色谱法直接纯化(洗脱液:庚烷/乙酸乙酯19:1至9:1),然后进行球对球蒸馏(85℃/0.03mbar),得到(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛,其为无色液体(5.5g;24mmol;47%)。
13C-NMR:202.45(d);144.64(s);127.41(d);86.04(d);67.15(t);41.09(t);31.85(t);30.06(t);29.82(t);28.35(t);27.31(t);22.95(t);22.57(t);14.07(q).
1H-NMR:9.78(t,1H,J=1.6Hz);5.55(m,1H);4.34(m,1H);3.53(m,1H);3.37(m,1H);2.54(m,2H);2.43-2.35(m,1H);2.23-1.99(m,4H);1.91(m,2H);1.75(m,1H);1.54-1.39(m,2H);1.37-1.24(m,4H);0.89(t,3H,J=7Hz).
b)(±)-2-甲基-3-[(3-甲基-2-戊基环戊-2-烯-1-基)氧基]丙醛的制备
使用与实施例1a)中所述相同的反应顺序,将(±)-3-羟基-1-甲基-2-戊基环戊-1-烯转化为(±)-2-甲基-3-[(3-甲基-2-戊基环戊-2-烯-1-基)氧基]丙醛。在硅胶上进行柱色谱纯化(洗脱液:庚烷/乙酸乙酯19:1),然后进行球对球蒸馏(75℃/0.01mbar)后,得到非对映异构体的混合物。
13C-NMR:204.38(d);204.23(d);136.83(s);136.870(s);135.66(s);135.65(s);87.31(d);87.13(d);68.49(t);68.19(t);47.03(d);46.98(d);35.85(t);35.83(t);31.92(t);31.91(t);28.32(t);28.31(t);22.58(t);14.10(q);10.96(q);10.81(q).1H-NMR:9.74(m,1H);4.44(m,1H);3.69(m,1H);3.50(m,1H);2.62(m,1H);2.43-2.34(m,1H);2.21-1.98(m,4H);1.73-1.66(m,1H);1.65(broad s,3H);1.47-1.19(m,6H):1.22(m,3H);0.89(t,J=7Hz,3H).
c)(±)-4-[(2-异戊基环戊-2-烯-1-基)氧基]丁醛的制备
使用与实施例1a)所述相同的反应顺序,将(±)-5-羟基-1-异戊基-环戊-1-烯转化为(±)-4-[(2-异戊基环戊-2-烯-1)-基)氧基]丁醛。产物通过在硅胶上进行柱色谱纯化(洗脱液:庚烷/乙酸乙酯19:1至4:1),然后进行球对球蒸馏(85℃/0.05mbar)。
13C-NMR:202.4(d);144.8(s);127.3(d);86.1(d);67.2(t);41.1(t);36.8(t);30.1(t);29.8(t);27.9(d);26.2(t);22.9(t);22.8(q);22.4(q).
1H-NMR:9.78(broad t,1H);5.54(m,1H);4.34(m,1H);3.53(m,1H);3.37(m,1H);2.54(m,2H);2.42-2.34(m,1H);2.22-1.98(m,4H);1.91(m,2H);1.74(m,1H);1.55(m,1H);1.35(m,2H);0.91(d,J=7Hz,3H);0.89(d,J=7Hz,3H).
d)(±)-5-[(2-戊基环戊-2-烯-1-基)氧基]戊醛的制备(coll.74013)
步骤1:(±)-5-(丁-2-烯-1-基氧基)-1-戊基环戊-1-烯的合成
在氮气下将(±)-5-羟基-1-戊基环戊-1-烯(10.5g;68mmol)溶解于无水THF(300ml)中,并将溶液冷却至冰水浴中。固体叔丁醇钾(9.5g;82mmol)一次全部加入。10分钟后,除去冷却浴,并将反应搅拌1.5小时。将反应再次冷却至冰水浴中。加入n-Bu4NI(1.5g;4mmol),然后在10分钟后,在2小时内加入1-氯丁-2-烯(26.4g;204mmol)(放热反应)。将反应温热至室温并搅拌过夜。然后将其用饱和NH4Cl水溶液淬灭,用乙醚萃取两次。萃取液用盐水洗涤,经硫酸钠干燥并在旋转蒸发仪上浓缩。产物通过球对球蒸馏(60℃/1mbar)纯化,得到(±)-5-(丁-2-烯-1-基氧基)-1-戊基环戊-1-烯,其为无色液体(7g;33mmol;48%),并且是E/Z异构体的70/30混合物。
13C-NMR:144.89(s);144.88(s);128.68(d);128.39(d);127.72(d);127.33(d);127.28(d);127.19(d);85.25(d);85.12(d);69.11(t);63.62(t);31.87(t);30.11(t);30.06(t);29.98(t);29.92(t);28.36(t);28.35(t);27.31(t);22.59(t);17.78(q);14.08(q);13.18(q).
1H-NMR:5.74-5.56(m,2H);5.53(m,1H);4.40(m,1H);4.10-3.81(m,2H);2.45-2.35(m,2H);2.24-2.01(m,4H);1.85-1.76(m,1H);1.72-1.66(m,3H);1.55-1.24(m,5H);0.89(m,3H).
步骤2:(±)-5-[(2-戊基环戊-2-烯-1-基)氧基]戊醛
将(±)-5-(丁-2-烯-1-基氧基)-1-戊基-1-环戊烯(6.5g;32mmol)溶解于甲苯(60ml)中,并在50bar H2/CO(55:45;混合气)下于不锈钢高压釜中在[HRh(CO)(PPH3)3](20mg;0.022mmol)和三苯膦(87mg;0.332mmol)的存在下于90℃搅拌4h。将反应物在旋转蒸发仪上浓缩,并将粗产物通过在硅胶上进行柱色谱法直接纯化两次(洗脱液:庚烷/乙酸乙酯19:1至9:1),然后进行球对球蒸馏(85℃/0.03mbar),得到(±)-5-[(2-戊基-2-环戊烯-1-基)氧基]丁醛,其为无色液体(0.45g;1.8mmol;6%)。
13C-NMR:202.6(d);144.8(s);127.3(d);86.0(d);67.8(t);43.7(t);31.9(t);30.1(t);29.8(t);29.6(t);28.4(t);27.3(t);22.6(t);19.1(t);14.1(q).
1H-NMR:9.77(t,J=1.5Hz,1H);5.54(m,1H);4.34(m,1H);3.51(m,1H);3.35(m,1H);2.46(m,2H);2.43-2.35(m,1H);2.24-2.01(m,4H);1.80-1.68(m,3H);1.65-1.58(m,2H);1.55-1.39(m,2H);1.37-1.25(m,4H);0.89(t,J=7Hz,3H).
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)(-)-(8R)-8,12-环氧-13,14,15,16-去四甲基赖百当烷;来源:瑞士日内瓦的Firmenich SA
2)7-甲基-2H,4H-1,5-苯并二氧杂环庚-3(4H)-酮;来源:瑞士日内瓦的FirmenichSA
3)1-氧杂环十六碳-12/13-烯-2-酮;来源:瑞士日内瓦的Firmenich SA
4)3-氧代-2-戊基环戊烷乙酸甲酯;来源:瑞士日内瓦的Firmenich SA
5)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:瑞士日内瓦的Firmenich SA
6)1-(5,5-二甲基-1-环己烯基)戊-4-烯-1-酮;来源:瑞士日内瓦的Firmenich SA
7)(E)-3,3-二甲基-5-(2,2,3-三甲基-3-环戊烯-1-基)-4-戊烯-2-醇;来源:瑞士日内瓦的Firmenich SA
8)来源:瑞士日内瓦的Firmenich SA
9)3-(4/2-乙基苯基)-2,2-二甲基丙醛;来源:美国的International Flavors&Fragrances
10)1-(八氢-2,3,8,8-四甲基-2-萘基)-1-乙酮;来源:美国的InternationalFlavors&Fragrances
11)[(Z)-己-3-烯基]碳酸甲酯;来源:美国的International Flavors&Fragrances
12)3-(4-叔丁基苯基)-2-甲基丙醛;来源:瑞士韦尔涅的Givaudan SA
13)烯丙基紫罗兰酮;来源:瑞士韦尔涅的Givaudan SA
14)2-环己基氧乙酸丙-2-烯基酯;来源:德国荷兹明登的Symrise AG
15)3-(1,3-苯并二恶唑-5-基)-2-甲基丙醛;来源:瑞士日内瓦的Firmenich SA
16)4-甲基-3-癸烯-5-醇;来源:瑞士韦尔涅的Givaudan SA
17)广藿香提取物,CAS编号84238-39-1;来源:瑞士日内瓦的Firmenich SA
在上述组合物中添加1000重量份的(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛赋予该组合物更强烈,更新鲜,更具青香,更天然且更具水样的内涵。(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛与花香的Hedione、水样的Calone和青香的(Z)-3-己烯-1-醇成分的混合特别好。
当代替本发明的化合物而加入5-乙氧基-1-戊基-1-环戊烯时,上述组合物变得更具青香、更具泥土味和更具霉味。5-乙氧基-1-戊基-1-环戊烯与组合物的其余部分不能很好地混合,因为它带来令人不快的肮脏-霉味和泥土味细微香调(facet)。
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
成分 | 浓度[重量%] |
C14-17仲烷基磺酸钠<sup>1)</sup> | 7 |
C12-18和C18-不饱和脂肪酸<sup>2)</sup> | 7.5 |
具有7mol EO的C12/14脂肪醇聚乙二醇醚<sup>3)</sup> | 17 |
三乙醇胺 | 7.5 |
丙二醇 | 11 |
柠檬酸 | 6.5 |
氢氧化钾 | 9.5 |
Properase L<sup>4)</sup> | 0.2 |
Puradax EG L<sup>4)</sup> | 0.2 |
Purastar ST L<sup>4)</sup> | 0.2 |
丙烯酸酯/硬脂醇聚醚-20甲基丙烯酸酯结构化交联聚合物<sup>5)</sup> | 6 |
去离子水 | 27.4 |
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0.5至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 328U;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 328 U;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 (11)
4.根据权利要求1至3所述的用途,其中所述化合物(I)至(III)是C10至C16化合物。
5.根据权利要求1至4所述的用途,其中所述化合物(I)至(III)是(±)-4-[(2-戊基-2-环戊烯-1-基)氧基]丁醛。
8.一种加香组合物,其包含:
i)至少一种权利要求1至6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。
9.一种已加香消费品,其包含至少一种权利要求1至6中任一项所定义的式(I)化合物或权利要求8中定义的加香组合物。
10.根据权利要求9所述的已加香消费品,其中该香料消费品基料是香水,织物护理产品,身体护理产品,化妆品制剂,皮肤护理产品,空气护理产品或家庭护理产品。
11.根据权利要求10所述的已加香消费品,其中该香料消费品是精细香水,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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