CN114599429A - 抗微生物组合物 - Google Patents
抗微生物组合物 Download PDFInfo
- Publication number
- CN114599429A CN114599429A CN202080030865.6A CN202080030865A CN114599429A CN 114599429 A CN114599429 A CN 114599429A CN 202080030865 A CN202080030865 A CN 202080030865A CN 114599429 A CN114599429 A CN 114599429A
- Authority
- CN
- China
- Prior art keywords
- piroctone
- composition
- sodium benzoate
- personal care
- fragrance
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 81
- 230000000845 anti-microbial effect Effects 0.000 title description 7
- 239000003205 fragrance Substances 0.000 claims abstract description 37
- 229950001046 piroctone Drugs 0.000 claims abstract description 36
- -1 piroctone compound Chemical class 0.000 claims abstract description 35
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims abstract description 32
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims abstract description 30
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 claims abstract description 28
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 claims abstract description 28
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims abstract description 28
- 235000010234 sodium benzoate Nutrition 0.000 claims abstract description 28
- 239000004299 sodium benzoate Substances 0.000 claims abstract description 28
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 claims abstract description 22
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000005770 Eugenol Substances 0.000 claims abstract description 16
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229960002217 eugenol Drugs 0.000 claims abstract description 16
- MVOSYKNQRRHGKX-UHFFFAOYSA-N 11-Undecanolactone Chemical compound O=C1CCCCCCCCCCO1 MVOSYKNQRRHGKX-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229940087305 limonene Drugs 0.000 claims abstract description 15
- 235000001510 limonene Nutrition 0.000 claims abstract description 15
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims abstract description 14
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 claims abstract description 14
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 claims abstract description 14
- 229940007550 benzyl acetate Drugs 0.000 claims abstract description 14
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960005233 cineole Drugs 0.000 claims abstract description 14
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000004094 surface-active agent Substances 0.000 claims abstract description 9
- 239000002253 acid Substances 0.000 claims description 11
- 239000002453 shampoo Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 5
- 229940067107 phenylethyl alcohol Drugs 0.000 claims description 5
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 125000005526 alkyl sulfate group Chemical group 0.000 claims 1
- 229920001296 polysiloxane Polymers 0.000 description 21
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 7
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 7
- 229940081510 piroctone olamine Drugs 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 230000003750 conditioning effect Effects 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 238000004321 preservation Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 230000003042 antagnostic effect Effects 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000004530 micro-emulsion Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229920005573 silicon-containing polymer Polymers 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 229960003885 sodium benzoate Drugs 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 description 2
- 239000002888 zwitterionic surfactant Substances 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 1
- DUMAFWZFOOOEPH-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;dodecyl benzenesulfonate Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 DUMAFWZFOOOEPH-UHFFFAOYSA-N 0.000 description 1
- BIHQJMSIEXRWPS-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;dodecyl dihydrogen phosphate Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOP(O)(O)=O BIHQJMSIEXRWPS-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- 229930186217 Glycolipid Natural products 0.000 description 1
- 241000588748 Klebsiella Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000881813 Pluralibacter gergoviae Species 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 229920013822 aminosilicone Polymers 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- OPVLOHUACNWTQT-UHFFFAOYSA-N azane;2-dodecoxyethyl hydrogen sulfate Chemical compound N.CCCCCCCCCCCCOCCOS(O)(=O)=O OPVLOHUACNWTQT-UHFFFAOYSA-N 0.000 description 1
- ZWXYEWJNBYQXLK-UHFFFAOYSA-N azanium;4-dodecoxy-4-oxo-3-sulfobutanoate Chemical compound [NH4+].CCCCCCCCCCCCOC(=O)C(S(O)(=O)=O)CC([O-])=O ZWXYEWJNBYQXLK-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940018562 coco monoisopropanolamide Drugs 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- PHXATPHONSXBIL-JTQLQIEISA-N gamma-Undecalactone Natural products CCCCCCC[C@H]1CCC(=O)O1 PHXATPHONSXBIL-JTQLQIEISA-N 0.000 description 1
- 229940020436 gamma-undecalactone Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002356 laser light scattering Methods 0.000 description 1
- 229940094506 lauryl betaine Drugs 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003761 preservation solution Substances 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- 229940048106 sodium lauroyl isethionate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- BRMSVEGRHOZCAM-UHFFFAOYSA-M sodium;2-dodecanoyloxyethanesulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)OCCS([O-])(=O)=O BRMSVEGRHOZCAM-UHFFFAOYSA-M 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
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Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
一种包含清洁相的个人护理组合物，所述清洁相包含一种或多种清洁表面活性剂，所述个人护理组合物包含：i.吡罗克酮化合物；ii.苯甲酸钠；iii.包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的比例为1:1:1至1:130:130。
Description
技术领域
本发明涉及个人护理，特别是护发组合物的保存领域。
背景技术
在个人护理和化妆品行业，持续需要丰富且易于获得的保存化学品，尤其是来自天然来源的保存化学品。
个人护理行业已经使用了大量抗微生物活性化合物，但仍在继续寻找替代品。并非所有抗微生物剂都具有足够的保存性能，因此特别需要新的保存溶液。需要注意的是，个人护理领域使用的物质必须是：
·毒理学上可接受的
·皮肤容易耐受的
·稳定的
·制备成本低廉(即采用标准工艺和/或从标准前体开始)
·易于配制(即优选为液体)，且不应对最终产品有害。
本申请发现了适合实现个人护理组合物的保存的抗微生物化学品的组合。
一种由Hindustan Lever出售的名为Lifebuoy Total 10Germ ProtectionBodywash的产品据说特别含有吡罗克酮乙醇胺(piroctone olamine)、苯甲酸钠和丁香酚，但根据产品标签上的成分顺序，苯甲酸钠组分在组合物中的含量低于吡罗克酮乙醇胺。另一个商业化的产品是Rituals Ancient Samurai Hydrating Body Moisturiser，据说从标签上其含有柠檬烯、丁香酚、苯甲酸钠和吡罗克酮乙醇胺；然而，这不是清洁产品，而是明显的免洗型保湿产品。
本说明书中对明显在先公开的文件的列举或讨论不应被视为承认该文件是现有技术的一部分或者是公知常识。
发明内容
本发明涉及一种个人护理组合物，其包含：
i)吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂。
本发明进一步涉及通过使用以下的组合来保存组合物的方法：
i)吡罗克酮化合物；
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂。
本发明进一步涉及以下的组合在保存个人护理组合物中的用途：
i)吡罗克酮化合物；
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯和丁香酚的芳香剂组分的芳香剂。
在某些实施方案中，本发明可涉及一种个人护理组合物，其包含：
i)吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的重量比为1:1:1至1:130:130，进一步优选1:1:1至1:100:100，更优选1:1:1至1:75:75，最优选1:1:1至1:50:50。
在某些实施方案中，本发明可进一步涉及一种通过使用以下的组合来保存组合物的方法：
i)吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的重量比为1:1:1至1:130:130，进一步优选1:1:1至1:100:100，更优选1:1:1至1:75:75，最优选1:1:1至1:50:50。
在某些进一步的实施方案中，本发明可进一步涉及以下的组合在保存个人护理组合物中的用途：
i)吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的所述芳香剂组分iii)的重量比为1:1:1至1:130:130，进一步优选1:1:1至1:100:100，更优选1:1:1至1:75:75，最优选1:1:1至1:50:50。
在其他实施方案中，本发明涉及一种个人护理组合物，其包含：
i)为吡罗克酮酸的吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂。
在其他实施方案中，本发明涉及一种通过使用以下的组合来保存组合物的方法：
i)为吡罗克酮酸的吡罗克酮化合物；
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂。
在进一步的实施方案中，本发明进一步涉及以下的组合在保存个人护理组合物中的用途：
i)为吡罗克酮酸的吡罗克酮化合物；
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯和丁香酚的芳香剂组分的芳香剂。
具体实施方式
本发明的组合物包含吡罗克酮化合物。根据本发明的吡罗克酮化合物的形式包括吡罗克酮酸，吡罗克酮酸的伯、仲和叔醇胺盐(如二乙醇胺和三乙醇胺盐)，以及它们的混合物，优选吡罗克酮酸、吡罗克酮酸的伯醇胺盐(即吡罗克酮醇胺，也称为
)及其混合物，更优选吡罗克酮酸。
可用于本发明的吡罗克酮化合物通常包含由式(IV)定义的结构：
(IV)
其中R4选自C1-C17烃基基团，R5选自C1-4烷基、C2-4烯基或炔基、氢、苯基或苄基，且M1选自氢、单乙醇胺(MEA)、二乙醇胺(DEA)或三乙醇胺(TEA)。优选的R4基团是(CH3)3CCH2CH(CH3)CH2-并且优选的R5是甲基。更优选地，R4是(CH3)3CCH2CH(CH3)CH2-，R5是甲基并且M1是氢或MEA。最优选地，R4是(CH3)3CCH2CH(CH3)CH2-，R5是甲基并且M1是氢。
通常，吡罗克酮化合物包括吡罗克酮酸、吡罗克酮乙醇胺或其混合物。最优选的例子是吡罗克酮酸。
吡罗克酮化合物的优选含量为总组合物重量的0.01至5％，更优选0.05至2重量％，最优选0.1至1.5重量％。
根据本发明的组合物包含苯甲酸钠。苯甲酸钠的优选含量为总组合物重量的0.01至5％，更优选0.05至2重量％，最优选0.1至1.5重量％。
根据本发明的组合物包含芳香剂，所述芳香剂包含乙酸苄酯、乙酸己酯、苯乙醚、丁酸乙酯、桉油精、柠檬烯、十一内酯和丁香酚作为组分。在一个实施方案中，十一内酯可以是γ十一内酯。优选的芳香剂含量为总组合物重量的0.01至10％，更优选0.05至6重量％，最优选0.05至3重量％。
优选地，吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的重量比为1:1:1至1:130:130，进一步优选1:1:1至1:100:100，更优选1:1:1至1:75:75，最优选1:1:1至1:50:50。
优选地，所述组合物包含总组合物的至少50重量％水的水性碱。
在一个优选的实施方案中，个人护理组合物包含清洁相，所述清洁相包含一种或多种清洁表面活性剂。
根据本发明的组合物优选包含选自阴离子、非离子、两性离子或两性表面活性剂或其混合物的表面活性剂。
合适的阴离子表面活性剂包括烷基硫酸盐、烷基醚硫酸盐、烷芳基磺酸盐、烷酰基羟乙基磺酸盐、烷基琥珀酸盐、烷基磺基琥珀酸盐、N-烷酰基肌氨酸盐、烷基磷酸盐、烷基醚磷酸盐、烷基醚羧酸盐和α-烯烃磺酸盐，尤其是它们的钠、镁、铵以及单、二和三乙醇胺盐。烷基和酰基通常含有8-18个碳原子，并且可以是不饱和的。烷基醚硫酸盐、烷基醚磷酸盐和烷基醚羧酸盐可含有每分子1-10个环氧乙烷或环氧丙烷单元，优选含有每分子2-3个环氧乙烷单元。
合适的阴离子表面活性剂的例子包括油烯基琥珀酸钠、月桂基磺基琥珀酸铵、月桂基硫酸铵、十二烷基苯磺酸钠、十二烷基苯磺酸三乙醇胺、椰油基羟乙基磺酸钠、月桂酰基羟乙基磺酸钠和N-月桂基肌氨酸钠。最优选的阴离子表面活性剂是月桂基硫酸钠，月桂基硫酸三乙醇胺，单月桂基磷酸三乙醇胺，月桂基醚硫酸钠1EO、2EO和3EO，月桂基硫酸铵和月桂基醚硫酸铵1EO、2EO和3EO。
适用于本发明组合物的非离子表面活性剂可包括脂肪族(C8-C18)伯或仲直链或支链醇或酚与环氧烷(通常为环氧乙烷)的缩合产物，通常具有6-30个环氧乙烷基团。其他合适的非离子表面活性剂包括单或二烷基烷醇酰胺、优选地选自鼠李糖脂和槐糖脂的糖脂。
适用于本发明组合物的两性和两性离子表面活性剂可包括烷基氧化胺、烷基甜菜碱、烷基酰胺丙基甜菜碱、烷基磺基甜菜碱(磺基甜菜碱)、烷基甘氨酸盐、烷基羧基甘氨酸盐、烷基两性丙酸盐、烷基两性甘氨酸盐、烷基酰胺丙基羟基磺基甜菜碱、酰基牛磺酸盐和酰基谷氨酸盐，其中烷基和酰基具有8-19个碳原子。例子包括月桂基氧化胺、椰油二甲基磺丙基甜菜碱，并且优选月桂基甜菜碱、椰油酰胺丙基甜菜碱、椰油单或二乙醇酰胺、椰油单异丙醇酰胺和椰油两性丙酸钠(sodium cocamphopropionate)。
通常，本发明的洗发剂组合物中表面活性剂的存在量为按重量计0.1-50％，优选5-30％，更优选10-25％。
本发明的组合物优选为个人护理组合物，更优选洗发剂组合物。
本发明的组合物可包含硅酮调理剂，优选为用于增强调理性能的乳化液滴形式。
合适的硅酮包括聚二有机硅氧烷，特别是具有CTFA名称二甲聚硅氧烷的聚二甲基硅氧烷。同样适用于本发明组合物(特别是洗发剂和调理剂)的是具有羟基端基的聚二甲基硅氧烷，其具有CTFA名称聚二甲基硅氧烷醇。同样适用于本发明组合物的是具有轻微交联度的硅酮胶，如例如WO 96/31188中所述。
在25℃，乳化硅酮本身(而非乳液或最终的头发调理组合物)的粘度通常为至少10,000cst；硅酮本身的粘度优选为至少60,000cst，最优选为至少500,000cst，理想地为至少1,000,000cst。为便于配制，粘度优选不超过109cst。
用于本发明洗发剂组合物的乳化硅酮在组合物中的D90硅酮液滴尺寸通常小于30，优选小于20，更优选小于10微米，理想地为0.01-1微米。平均硅酮液滴尺寸(D50)为0.15微米或更小的硅酮乳液通常称为微乳液。
硅酮颗粒尺寸可通过激光散射技术测量，例如使用Malvern Instruments的2600D颗粒尺寸仪。合适的预形成乳液的例子包括可从Dow Corning获得的Xiameter MEM 1785和DC2-1865微乳液。这些是聚二甲基硅氧烷醇的乳液/微乳液。交联的硅酮胶也可以以预乳化的形式获得，这有利于易于配制。
包含在本发明的洗发剂和调理剂中的另一类优选的硅酮是氨基官能硅酮。“氨基官能硅酮”是指含有至少一个伯、仲或叔胺基或者季铵基的硅酮。合适的氨基官能硅酮的例子包括：具有CTFA名称“氨端聚二甲基硅氧烷”的聚硅氧烷。
适用于本发明的氨基官能硅酮的具体例子是氨基硅油DC2-8220，DC2-8166和DC2-8566(均来自Dow Corning)。
EP-A-0 530,974中描述了合适的季硅酮聚合物。优选的季硅酮聚合物是K3474，来自Goldschmidt。
氨基官能硅油与非离子和/或阳离子表面活性剂的乳液也是合适的。氨基官能硅酮的预形成乳液也可从Dow Corning和General Electric等硅油供应商处获得。具体例子包括DC939阳离子乳液和非离子乳液DC2-7224、DC2-8467、DC2-8177和DC2-8154(均来自DowCorning)。
硅酮的总量优选为总组合物的0.01-10重量％，更优选0.1-5重量％，最优选0.5-3重量％是合适的含量。优选地，硅酮调理剂与短链不饱和有机酸的重量比为20:1-1:4。
本发明的组合物可包含另外的成分，例如阳离子沉积聚合物，优选选自阳离子纤维素和阳离子瓜耳胶衍生物的那些。
在根据本发明的组合物中发现的成分的其他例子包括芳香剂和pH调节剂。优选地，组合物在20℃的pH值为3至7，更优选为4至6。
现将通过以下非限制性实施例说明本发明。
实施例
使用分数浓度和分数抑制浓度(FIC)的概念，已经广泛探索了单独和混合物中抑制性抗微生物剂的不同行为。参见例如JRW Lambert and R Lambert,J.Appl.Microbiol95,734(2003)；T.Jadavji,CG Prober and R Cheung,Antimicrobial Agents andChemotherapy 26,91(1984)以及WO 2004/006876。这些参数可以被定义如下：
FIC(组分a)＝MIC(在混合物中测试的组分a)/MIC(作为单一活性物质测试的组分a)。
抗微生物剂之间的相互作用可以是叠加的、协同的或可能是拮抗的，这取决于组合的功效是否等于、大于或小于单独测试时单一组分的相同总浓度所获得的功效。
这些关系可以通过将混合物中存在的所有组分的FIC值相加以给出“分数抑制指数”来进行数学表达：
∑FIC＝FIC(组分1)+FIC(组分2)+FIC(组分3)
使得：
∑FIC≥1对应于叠加或拮抗活性
∑FIC<1对应于协同活性
一种可比较的方法是协同指数(SI)的计算，这是由Kull,F.C.；Eisman,P.C.；Sylwestrowicz,H.D.and Mayer,R.L.,in Applied Microbiology 9:538-541(1961)描述的工业上公认的方法。
进行液体肉汤测定(MIC和棋盘测试)以确定单一和三种抗微生物化学品的最低浓度。使用ISO 20776-1:2006的修改方法进行如下筛选。用1-5x106革兰氏阴性发酵菌(日沟维肠杆菌(Enterobacter gergoviae)和克雷伯氏菌属(Klebsiella)物种)的微生物混合物接种抗微生物化学品原液(stock solution)和胰蛋白酶大豆肉汤。
样品在30℃孵育24小时，然后测量OD600nm处的光密度。MIC被定义为与不含有抗微生物化学品的阳性生长对照相比，观察到<25％生长时的浓度。
表1已建立的单一化学品的MIC浓度
在亚MIC浓度下评估三种的组合以确定是否观察到协同作用。
表2：吡罗克酮乙醇胺、苯甲酸钠和第三种化学品的组合对革兰氏阴性发酵细菌的分数抑制浓度。FIC值是在每个三种组合观察到的最低值。
在上表中，任何1.00或以上的FIC值都是非协同的或仅是叠加的。值2.00是拮抗的。
表2证明根据本发明的实施例证明了对抗革兰氏阴性发酵细菌的协同的化学组合。
表3进一步证明了根据本发明的组合物和方法的益处，在与表2中的组合物相同的条件下以不同的成分组分比例进行测试。以下是包含不同比例时观察到的三种成分的比例组合和相应的FIC分数。
制备具有根据表4的配方的洗发剂。
表4：洗发剂配方
Claims (11)
1.一种个人护理组合物，其包含清洁相，以及：
i)吡罗克酮化合物；
ii)苯甲酸钠；
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯、丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的比例为1:1:1至1:130:130，
所述清洁相包含一种或多种清洁表面活性剂。
2.根据权利要求1所述的个人护理组合物，其中所述吡罗克酮化合物是吡罗克酮酸。
3.根据前述权利要求任一项所述的个人护理组合物，其中所述清洁表面活性剂是烷基硫酸盐和/或乙氧基化的烷基硫酸盐阴离子表面活性剂；并且所述表面活性剂以总组合物重量的0.5至20％，优选地5至15重量％的含量存在。
4.根据前述权利要求中任一项所述的个人组合物，其中所述吡罗克酮化合物以总组合物重量的0.01至5％，优选0.05至2重量％，更优选0.1至1重量％的含量存在。
5.根据前述权利要求中任一项所述的个人护理组合物，其中所述组合物在20℃的pH为3至6。
6.根据前述权利要求中任一项所述的个人护理组合物，其中所述苯甲酸钠的含量为总组合物重量的0.01至5％。
7.根据前述权利要求中任一项所述的个人护理组合物，其是头发处理组合物。
8.根据前述权利要求中任一项所述的个人护理组合物，其是洗去型组合物。
9.根据权利要求7或权利要求8所述的个人护理组合物，其是洗发剂组合物。
10.一种通过使用以下的组合来保存包含清洁相的组合物的方法，所述清洁相包含一种或多种清洁表面活性剂：
i)吡罗克酮化合物
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的比例为1:1:1至1:130:130。
11.以下的组合在保存包含清洁相的个人护理组合物中的用途：
i)吡罗克酮化合物
ii)苯甲酸钠；以及
iii)包含选自乙酸苄酯、乙酸己酯、苯乙醇、丁酸乙酯、桉油精、柠檬烯、十一内酯丁香酚及其混合物的芳香剂组分的芳香剂，其中吡罗克酮与苯甲酸钠与定义的芳香剂组分iii)的比例为1:1:1至1:130:130；所述清洁相包含一种或多种清洁表面活性剂。
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| EP19170898.1 | 2019-04-24 | ||
| PCT/EP2020/061159 WO2020216770A1 (en) | 2019-04-24 | 2020-04-22 | Antimicrobial compositions |
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| EP (1) | EP3958987B1 (zh) |
| JP (1) | JP7558970B2 (zh) |
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| BR112021018863A2 (pt) | 2021-11-30 |
| CN114599429B (zh) | 2024-02-02 |
| EP3958987B1 (en) | 2023-11-29 |
| AR118747A1 (es) | 2021-10-27 |
| JP7558970B2 (ja) | 2024-10-01 |
| WO2020216770A1 (en) | 2020-10-29 |
| JP2022541087A (ja) | 2022-09-22 |
| EP3958987A1 (en) | 2022-03-02 |
| MX2021012865A (es) | 2021-12-10 |
| US20220226219A1 (en) | 2022-07-21 |
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