WO1996006152A2 - Formulations tensioactives - Google Patents
Formulations tensioactives Download PDFInfo
- Publication number
- WO1996006152A2 WO1996006152A2 PCT/EP1995/003210 EP9503210W WO9606152A2 WO 1996006152 A2 WO1996006152 A2 WO 1996006152A2 EP 9503210 W EP9503210 W EP 9503210W WO 9606152 A2 WO9606152 A2 WO 9606152A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- formulation according
- component
- weight
- formulation
- compound
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 44
- 238000009472 formulation Methods 0.000 title claims abstract description 37
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 13
- 239000000344 soap Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 8
- 239000013543 active substance Substances 0.000 claims abstract description 7
- 239000008367 deionised water Substances 0.000 claims abstract description 7
- 230000003641 microbiacidal effect Effects 0.000 claims abstract description 6
- 238000004659 sterilization and disinfection Methods 0.000 claims abstract description 5
- 239000004094 surface-active agent Substances 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 230000003165 hydrotropic effect Effects 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims abstract description 3
- -1 2-hydroxydiphenyl thioether Chemical class 0.000 claims description 33
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000000194 fatty acid Substances 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- QVBODZPPYSSMEL-UHFFFAOYSA-N dodecyl sulfate;2-hydroxyethylazanium Chemical compound NCCO.CCCCCCCCCCCCOS(O)(=O)=O QVBODZPPYSSMEL-UHFFFAOYSA-N 0.000 claims description 7
- 229940069822 monoethanolamine lauryl sulfate Drugs 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 239000003945 anionic surfactant Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 229960002303 citric acid monohydrate Drugs 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 230000000845 anti-microbial effect Effects 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Chemical group 0.000 claims description 4
- 150000001491 aromatic compounds Chemical class 0.000 claims description 3
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N 1-dodecanol group Chemical class C(CCCCCCCCCCC)O LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 2
- JBVOQKNLGSOPNZ-UHFFFAOYSA-N 2-propan-2-ylbenzenesulfonic acid Chemical compound CC(C)C1=CC=CC=C1S(O)(=O)=O JBVOQKNLGSOPNZ-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 2
- 241000723346 Cinnamomum camphora Species 0.000 claims description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 2
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- 229930008380 camphor Natural products 0.000 claims description 2
- 229940071118 cumenesulfonate Drugs 0.000 claims description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 2
- CDMGNVWZXRKJNS-UHFFFAOYSA-N 2-benzylphenol Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1 CDMGNVWZXRKJNS-UHFFFAOYSA-N 0.000 claims 1
- KDTZBYPBMTXCSO-UHFFFAOYSA-N 2-phenoxyphenol Chemical compound OC1=CC=CC=C1OC1=CC=CC=C1 KDTZBYPBMTXCSO-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 125000000373 fatty alcohol group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 10
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- 229930195729 fatty acid Natural products 0.000 description 10
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- 150000007513 acids Chemical class 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 241000304886 Bacilli Species 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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
- 235000013772 propylene glycol Nutrition 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- WLJVNTCWHIRURA-UHFFFAOYSA-N Heptanedioic acid Natural products OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N Nonanedioid acid Natural products OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N Suberic acid Natural products OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 229940079842 sodium cumenesulfonate Drugs 0.000 description 4
- QEKATQBVVAZOAY-UHFFFAOYSA-M sodium;4-propan-2-ylbenzenesulfonate Chemical compound [Na+].CC(C)C1=CC=C(S([O-])(=O)=O)C=C1 QEKATQBVVAZOAY-UHFFFAOYSA-M 0.000 description 4
- 150000003871 sulfonates Chemical class 0.000 description 4
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- 125000000217 alkyl group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000000645 desinfectant Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
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- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
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- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 2
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- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
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- 239000001263 FEMA 3042 Substances 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 241000607715 Serratia marcescens Species 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- 125000004429 atom Chemical group 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
- SUMDYPCJJOFFON-UHFFFAOYSA-N beta-hydroxyethanesulfonic acid Natural products OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- LSPHULWDVZXLIL-QUBYGPBYSA-N camphoric acid Chemical compound CC1(C)[C@H](C(O)=O)CC[C@]1(C)C(O)=O LSPHULWDVZXLIL-QUBYGPBYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-O carboxymethyl-[3-(dodecanoylamino)propyl]-dimethylazanium Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(O)=O MRUAUOIMASANKQ-UHFFFAOYSA-O 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000037304 dermatophytes Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 229960004698 dichlorobenzyl alcohol Drugs 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 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
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid group Chemical group C(CCCCC)(=O)O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229940045996 isethionic acid Drugs 0.000 description 1
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical class N1(CCOCC1)* 0.000 description 1
- DUNCVNHORHNONW-UHFFFAOYSA-N myrcenol Chemical compound CC(C)(O)CCCC(=C)C=C DUNCVNHORHNONW-UHFFFAOYSA-N 0.000 description 1
- 229930008383 myrcenol Natural products 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 229940106026 phenoxyisopropanol Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- HVFAVOFILADWEZ-UHFFFAOYSA-M sodium;2-[2-(dodecanoylamino)ethyl-(2-hydroxyethyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCC(=O)NCCN(CCO)CC([O-])=O HVFAVOFILADWEZ-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940086542 triethylamine Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Chemical class 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial 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
- A61Q19/10—Washing or bathing preparations
-
- 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
- C11D3/0063—Photo- activating compounds
Definitions
- the present invention relates to surface-active formulations as well as to their use for the disinfection and cleansing of the human skin and hands and of hard objects.
- the surface-active formulations comprise
- Soap formulations will be understood as meaning aqueous soap solutions which may be obtained as soap or so-called syndet solutions (synthetic detergents).
- the antimicrobial activity of the novel formulation reaches gram-positive and gram-negative bacteria as well as yeasts, dermatophytes and the like.
- Suitable components (a) are preferably 2-hydroxydiphenyl ethers, 2-hydroxydiphenyl methanes and 2-hydroxydiphenyl thioethers of the general formula
- X is oxygen, sulfur or -CH ,
- Y is chloro or bromo
- z is S0 2 H, N0 2 or Cj -C 4 alkyl
- n O or 1.
- X is oxygen, sulfur or -CH 2 -
- Y is chloro or bromo
- r 1 is or 2
- Component (a) in the novel formulation is preferably used in amounts of 0.02 to 0.2% by weight.
- C 3 -C 12 di- or polycarboxylic acids typically malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic and sebacic acid, undecanecarboxylic and dodecanedicarboxylic acid, fumaric, maleic, tartaric and malic acid as well as citric and aconitic acid;
- aminocarboxylic acids typically ethylenediaminetetracetic acid, hydroxyethyl- ethylenediaminetetracetic acid and nitrilotriacetic acid;
- aromatic carboxylic acids typically benzyl, phenylacetic, phenoxyacetic and cinnamic acid, 2-, 3- and 4-hydroxybenzoic acid, anilinic acid as well as o-, m- and p-chlorophenylacetic acid and o-, m- and p-chlorophenoxyacetic acid;
- amine salts Rj, R and R 3 have the meaning indicated above;
- Rj is hydrogen or C ⁇ -C 12 alkyl
- R 2 and R 3 are each independently of the other hydrogen, C r C 12 alkyl,
- Rj, R 2 , R 3 and R 4 are each independently of one another hydrogen, Ci-Cgalkyl,
- C 4 -C 18 aliphatic and monocyclic alcohols typically C -C 18 alkanols, C 2 -C 18 alkenols and teipene alcohols e.g. ethanol, propanol, isopropanol, hexanol, cis-3-hexene-l-ol, trans-2-hexene-l-ol, l-octen-3-ol, heptanol, octanol, trans-2-cis-6-nonadien-l-ol, decanol, linalol, geraniol, dihydroterpineol, myrcenol, nopol and terpineol;
- Rj, R 2 and R 3 are each independently of one another hydrogen, hydroxy, halogen or C r C 6 alkoxy, typically benzyl alcohol, 2,4-dichlorobenzyl alcohol, phenoxyethanol, l-phenoxy-2-propanol (phenoxyisopropanol) and cinnamyl alcohol;
- Rj and R 2 are each independently of the other hydrogen, C r C 12 alkyl, C 2 -C 12 alkenyl, Cj-Cgalkanoyl, C 3 -C 18 alkenoyl, R 3 -(OCH-CH 2 -)jT 5 o-, wherein
- R 3 is hydrogen, C r C 1 alkyl or C ⁇ -C ⁇ alkenyl
- R 4 is hydrogen or -CH 3 , and -(CH 2 -CH-0) ⁇ 3 ⁇ -CH 2 -CH- .
- All organic acids mentioned under (b) may also be obtained in the form of their water-soluble salts, such as the alkali metal salts, preferably the sodium or potassium salts or the amine(NR ⁇ R 2 R 3 ) salts, wherein
- R j , R 2 and R 3 are each independently of one another hydrogen
- R j , R 2 and R 3 together with the linking nitrogen atom, are unsubstituted or
- Component (b) can consist of only one compound of subclass (bj) or also of mixtures of one or more than one compound of subclass (b ⁇ ), also together with components of further subclasses. Preferably a combination of one or more than one compound of subclass (bj) and one or more than one compound of subclass (b 2 ) is used.
- Particularly preferred in this connection is a combination of cumene sulfonate and citric acid monohydrate.
- Suitable components (c) are anionic, nonionic or zwitterionic and amphoteric synthetic, surface-active substances.
- Suitable anionic surface-active substances are:
- - sulfates typically fatty alcohol sulfates, which contain 8 to 18 carbon atoms in the alkyl chain, e.g. sulfated lauryl alcohol;
- - fatty alcohol ether sulfates typically the acid esters or the salts thereof of a polyadduct of 2 to 30 mol of ethylene oxide with 1 mol of a C 8 -C 22 fatty alcohol;
- alkali metal salts, ammonium salts or amine salts of C 8 -C 20 f att y acids which are termed soaps, typically coconut fatty acid;
- alkylamine sulfates typically monoethanolamine lauryl sulfate
- alkane sulfonates containing 8 to 20 carbon atoms in the alkyl chain, e.g. dodecyl sulfonate;
- sulfosuccinic acid derivatives typically alkyl sulfosuccinates, alkyl ether sulfosuccinates or alkyl sulfosuccinamide derivatives;
- X is hydrogen, C r C 4 alkyl or -COO M + ,
- Y is hydrogen or - alkyl
- Z is -(CH 2 ) m 1 -
- ⁇ I is an integer from 6 to 18, and
- M is an alkali metal ion or an amine ion; alkyl ether carboxylates and alkylaryl ether carboxylates of formula
- X is a radical
- R is hydrogen or C j - alkyl, Y i s -(CHCHO T30-,
- 0-M + A is -(CH ) — COO M + or " y O M + m 2 is 1 to 6, and
- M is an alkali metal cation or an amine cation.
- the anionic surfactants used may furthermore be fatty acid methyl taurides, alkylisothionates, fatty acid polypeptide condensates and fatty alcohol phosphoric acid esters.
- the alkyl radicals in these compounds preferably contain 8 to 24 carbon atoms.
- the anionic surfactants arc usually obtained in the form of their water-soluble salts, such as the alkali metal, ammonium or amine salts.
- Typical examples of such salts are lithium, sodium, potassium, ammonium, trie thy lamine, ethanolamine, diethanolamine or triethanolamine salts. It is preferred to use the sodium or potassium salts or the ammonium-(NR ] R 2 R 3 ) salts, wherein R j , R 2 and R 3 are each independently of one another hydrogen, C ⁇ -C 4 alkyl or C r C 4 hydroxyalkyl.
- Very particularly preferred anionic surfactants in the novel formulation are monoethanolamine lauryl sulfate or the alkali metal salts of fatty alcohol sulfates, preferably the sodium lauryl sulfate and the reaction product of 2 to 4 mol of ethylene oxide and sodium lauryl ether sulfate.
- Suitable zwitterionic and amphoteric surfactants are C -C 18 betaines, C 8 -C 18 sulfobetaines, C 8 -C 4 alkylamido-C 1 -C alkylenebetaines, imidazoline carboxylates, alkylamphocarboxy carboxylic acids, alkylamphocarboxylic acids (e.g. lauroamphoglycinate) and N-alkyl- ⁇ - aminopropionates or N-alkyl- ⁇ -iminodipropionates. It is preferred to use the C 1 o-C 2 oalkylamido-C 1 -C 4 alkylenebetaines and, more particularly, cocoamidopropylbetaine.
- Nonionic surfactants are typically derivatives of the adducts of propylene oxide/ethylene oxide having a molecular weight of 1000 to 15000, fatty alcohol ethoxylates (1-50 EO), alkylphenol polyglycol ethers (1-50 EO), ethoxylated carbohydrates, fatty acid glycol partial esters, typically diethylene glycol monostearate, fatty acid alkanolamides and fatty acid dialkanolamides, fatty acid alkanolamide ethoxylates and fatty acid amine oxides.
- component (c) may furthermore be used the salts of saturated and unsaturated Cg- ⁇ fatty acids, either by themselves, in admixture with each other or in admixture with the other surface-active substances cited for component (c).
- Illustrative examples of these fatty acids are typically capric, lauric, myristic, palmitic, stearic, arachic, behenic, dodecenoic, tetradecenoic, octadecenoic, oleic, eicosanic and erucic acid, as well as the technical mixtures of such acids, typically coconut fatty acid.
- acids may be obtained in the form of salts, suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
- suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
- suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
- Suitable components (d) are dihydric alcohols, preferably those containing 2 to 6 carbon atoms in the alkylene radical, typically ethylene glycol, 1,2- or 1,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1,5-pentanediol and 1,6-hexanediol. 1,2-propanediol (propylene glycol) is preferred.
- Component (e) is preferably ethanol, n-propanol and isopropanol, or a mixture of these alcohols. Components (d) and (e) may also be obtained in admixture with each other.
- the pH of the novel formulation is 3 to 10, preferably 3,5 to 5,5.
- novel formulations obtained as soap or syndet solutions may additionally comprise customary additives, typically sequestrants, dyes, perfume oils, thickeners or solidifiers (consistency regulators), emollients, UV absorbers, skin-protection agents, antioxidants, additives which improve the mechanical properties, such as dicarboxylic acids and/or Al, Zn, Ca, Mg salts of C 1 -C 2 fatty acids and, if desired, preservatives.
- customary additives typically sequestrants, dyes, perfume oils, thickeners or solidifiers (consistency regulators), emollients, UV absorbers, skin-protection agents, antioxidants, additives which improve the mechanical properties, such as dicarboxylic acids and/or Al, Zn, Ca, Mg salts of C 1 -C 2 fatty acids and, if desired, preservatives.
- Soap formulations of the invention can be prepared by mixing components (a) and (b) and, optionally, (c), (d) and (e), in any order, with the requisite amount of water and stirring the mixture to homogeneity.
- the mixture is bulked to 100% with mains water or deinonised water. This procedure is a purely physical procedure. Accordingly, there is no chemical reaction of the individual components.
- the novel soap formulations can be applied thereto in dilute or undilute form, suitably in an amount of at least 2 ml, preferably in the undilute form, for hand disinfection.
- the invention is illustrated by the following Examples. Parts and percentages are by weight.
- 0.5 % propylene glycol are stirred to homogeneity and about 90% of the requisite water is then added.
- the pH is adjusted to 4.0 with monoethanolamine.
- Deionised water is then added to the solution to make up a total of 100 parts.
- the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.
- 1.0 % propylene glycol are stirred to homogeneity and about 90% of the requisite water is then added.
- the pH is adjusted to 4.0 with monoethanolamine.
- Deionised water is then added to the solution to make up a total of 100 parts.
- the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.
- 0.019 % NaOH are stirred to homogeneity and about 90% of the requisite water is then added.
- the pH is adjusted to 9.1 with monoethanolamine.
- Deionised water is then added to the solution to make up a total of 100 parts.
- the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 9.1.
- Example 5 Test of the microbicidal activitiv of the novel formulations The microbicidal activity (in decimal logarithms) of the novel formulations according to Examples 1 to 4 is determined with a suspension test. This test is used to assess the bactericidal activity of water-soluble antiseptics, disinfectants and of liquid soaps. The test consists in seeding the test product in selected dilutions with the test bacillus. After a certain contact time, aliquots is taken and the number of surviving bacilli is determined. The difference between the number of the bacilli added and the number of the surviving bacilli is expressed as bacilli reduction in decimal logarithms. The concentration is 90%, the contact time is 30 seconds.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Abstract
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95929862A EP0777716A2 (fr) | 1994-08-25 | 1995-08-14 | Formulations tensioactives |
CA002196774A CA2196774A1 (fr) | 1994-08-25 | 1995-08-14 | Formulations tensioactives |
SK245-97A SK24597A3 (en) | 1994-08-25 | 1995-08-14 | Surface-active formulations |
JP8507757A JPH10504591A (ja) | 1994-08-25 | 1995-08-14 | 界面活性組成物 |
MX9701417A MX9701417A (es) | 1994-08-25 | 1995-08-14 | Formulaciones de actividad superficial. |
AU33451/95A AU3345195A (en) | 1994-08-25 | 1995-08-14 | Surface-active formulations |
BR9508767A BR9508767A (pt) | 1994-08-25 | 1995-08-14 | Formulações tensoativas |
FI970741A FI970741L (fi) | 1994-08-25 | 1997-02-21 | Pinta-aktiiviset valmisteet |
BG101306A BG101306A (bg) | 1994-08-25 | 1997-03-11 | Повърхностноактивни състави |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH261094 | 1994-08-25 | ||
CH2610/94-6 | 1994-08-25 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1996006152A2 true WO1996006152A2 (fr) | 1996-02-29 |
WO1996006152A3 WO1996006152A3 (fr) | 1996-05-02 |
Family
ID=4237644
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/003210 WO1996006152A2 (fr) | 1994-08-25 | 1995-08-14 | Formulations tensioactives |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0777716A2 (fr) |
JP (1) | JPH10504591A (fr) |
AU (1) | AU3345195A (fr) |
BG (1) | BG101306A (fr) |
BR (1) | BR9508767A (fr) |
CA (1) | CA2196774A1 (fr) |
CZ (1) | CZ55597A3 (fr) |
FI (1) | FI970741L (fr) |
HU (1) | HUT77706A (fr) |
MX (1) | MX9701417A (fr) |
SK (1) | SK24597A3 (fr) |
WO (1) | WO1996006152A2 (fr) |
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WO1998002139A1 (fr) * | 1996-07-12 | 1998-01-22 | Indústria e Comércio de Cosméticos Natura Ltda. | Savon liquide antiseptique dermatologique |
WO1997046218A3 (fr) * | 1996-06-04 | 1998-03-12 | Ciba Sc Holding Ag | Formulations liquides concentrees comprenant un principe actif microbicide |
US5968539A (en) * | 1997-06-04 | 1999-10-19 | Procter & Gamble Company | Mild, rinse-off antimicrobial liquid cleansing compositions which provide residual benefit versus gram negative bacteria |
US6107261A (en) * | 1999-06-23 | 2000-08-22 | The Dial Corporation | Compositions containing a high percent saturation concentration of antibacterial agent |
WO2000078141A1 (fr) * | 1999-06-23 | 2000-12-28 | The Dial Corporation | Compositions antibacteriennes |
US6183757B1 (en) | 1997-06-04 | 2001-02-06 | Procter & Gamble Company | Mild, rinse-off antimicrobial cleansing compositions which provide improved immediate germ reduction during washing |
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US6190675B1 (en) | 1997-06-04 | 2001-02-20 | Procter & Gamble Company | Mild, rinse-off antimicrobial liquid cleansing compositions which provide improved residual benefit versus gram positive bacteria |
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US6210695B1 (en) | 1997-06-04 | 2001-04-03 | The Procter & Gamble Company | Leave-on antimicrobial compositions |
US6214363B1 (en) | 1997-11-12 | 2001-04-10 | The Procter & Gamble Company | Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria |
US6284259B1 (en) | 1997-11-12 | 2001-09-04 | The Procter & Gamble Company | Antimicrobial wipes which provide improved residual benefit versus Gram positive bacteria |
US6287577B1 (en) | 1997-11-12 | 2001-09-11 | The Procter & Gamble Company | Leave-on antimicrobial compositions which provide improved residual benefit versus gram positive bacteria |
US6287583B1 (en) | 1997-11-12 | 2001-09-11 | The Procter & Gamble Company | Low-pH, acid-containing personal care compositions which exhibit reduced sting |
WO2000078275A3 (fr) * | 1999-06-23 | 2001-09-27 | Dial Corp | Compositions antibacteriennes |
EP1167503A1 (fr) * | 2000-06-21 | 2002-01-02 | Ciba SC Holding AG | Préparations tensio-actives |
WO2001039728A3 (fr) * | 1999-12-01 | 2002-05-16 | Henkel Ecolab Gmbh & Co Ohg | Lotion pour le lavage des mains destinee a un dispositif de production de mousse rechargeable |
WO2002048298A1 (fr) * | 2000-12-14 | 2002-06-20 | Ciba Specialty Chemicals Holding Inc. | Compositions tensioactives |
WO2002078667A1 (fr) * | 2001-03-29 | 2002-10-10 | The Dial Corporation | Compositions antibacteriennes pour soin cutane |
WO2002087725A1 (fr) * | 2001-05-01 | 2002-11-07 | The Dial Corporation | Reduction des mauvaises odeurs dans des compositions hydrotropes |
US6616922B2 (en) | 2001-03-27 | 2003-09-09 | The Dial Corporation | Antibacterial compositions |
WO2004004677A1 (fr) * | 2002-07-10 | 2004-01-15 | The Dial Corporation | Compositions ayant une meilleure capacite a deposer sur une surface un compose actif topiquement |
GB2393907A (en) * | 2002-10-12 | 2004-04-14 | Reckitt Benckiser Inc | Antimicrobial hard surface cleaner |
US6794351B2 (en) | 2001-04-06 | 2004-09-21 | Kimberly-Clark Worldwide, Inc. | Multi-purpose cleaning articles |
WO2006062835A3 (fr) * | 2004-12-09 | 2007-01-04 | Dial Corp | Compositions presentant une efficacite antivirale et antibacterienne elevee |
EP1886660A1 (fr) * | 2006-07-27 | 2008-02-13 | Gojo Industries, Inc. | Lavage des mains antimicrobien |
US8232305B2 (en) | 2006-06-14 | 2012-07-31 | Basf Se | Anti-microbial compositions |
US8329685B1 (en) * | 2000-07-19 | 2012-12-11 | North West University | Enhancement of the action of anti-infective agents and of central and peripheral nervous system agents and transportation of nucleic acid substances |
EP2708590A1 (fr) * | 2012-09-14 | 2014-03-19 | The Procter & Gamble Company | Procédé pour introduire un composé antibactérien hydrophobe dans une composition aqueuse |
EP2727991A1 (fr) * | 2012-10-30 | 2014-05-07 | The Procter & Gamble Company | Compositions détergente liquides nettoyant et désinfectant pour laver la vaisselle à la main |
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EP3285725B1 (fr) | 2015-04-23 | 2019-12-04 | The Procter and Gamble Company | Compositions nettoyantes d'hygiène personnelle concentrées |
WO2016172482A1 (fr) | 2015-04-23 | 2016-10-27 | The Procter & Gamble Company | Compositions concentrées de nettoyage personnel et procédés correspondants |
CN107530249B (zh) | 2015-04-23 | 2021-09-07 | 宝洁公司 | 浓缩型个人清洁组合物及方法 |
CN107530245B (zh) | 2015-04-23 | 2021-05-04 | 宝洁公司 | 浓缩型个人清洁组合物和用途 |
EP3528777B1 (fr) | 2016-10-21 | 2021-09-01 | The Procter & Gamble Company | Compositions de nettoyage de la peau et procédés |
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US10806686B2 (en) | 2017-02-17 | 2020-10-20 | The Procter And Gamble Company | Packaged personal cleansing product |
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Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
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DE1467619A1 (de) * | 1965-11-27 | 1969-02-13 | Henkel & Cie Gmbh | Farbstabile,Desinfektionsmittel enthaltende fluessige Wasch-,Reinigungs- und Spuelmittel |
GB1266060A (fr) * | 1969-09-12 | 1972-03-08 | ||
BE768041R (fr) * | 1971-06-03 | 1971-12-03 | Ciba Geigy Ag | Composition pour combattre les |
SE376928B (fr) * | 1971-12-13 | 1975-06-16 | Basf Wyandotte Corp | |
GB1539031A (en) * | 1975-02-22 | 1979-01-24 | Beecham Group Ltd | Pharmaceutical compositions |
LU78554A1 (de) * | 1977-11-21 | 1979-06-13 | Ciba Geigy Ag | Verfahren zur herstellung neuer 3-hydroxydiphenylaether |
DE3117792C2 (de) * | 1981-05-06 | 1990-08-23 | Schülke & Mayr GmbH, 2000 Norderstedt | Die Verwendung einer wässrigen Lösung von Alkoholen, Phenolen und oberflächenaktiven Stoffen als viruzides Mittel |
DE3723990A1 (de) * | 1986-07-23 | 1988-02-04 | Ciba Geigy Ag | Mikrobizide zubereitung |
BR8900685A (pt) * | 1988-02-17 | 1989-10-10 | Ciba Geigy Ag | Composicao de sabao antimicrobiana e aplicacao |
US4832861A (en) * | 1988-05-27 | 1989-05-23 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
JPH05279693A (ja) * | 1992-04-02 | 1993-10-26 | Shin Etsu Chem Co Ltd | 抗菌性洗浄剤 |
-
1995
- 1995-08-14 HU HU9800340A patent/HUT77706A/hu unknown
- 1995-08-14 CZ CZ97555A patent/CZ55597A3/cs unknown
- 1995-08-14 MX MX9701417A patent/MX9701417A/es unknown
- 1995-08-14 WO PCT/EP1995/003210 patent/WO1996006152A2/fr not_active Application Discontinuation
- 1995-08-14 CA CA002196774A patent/CA2196774A1/fr not_active Abandoned
- 1995-08-14 EP EP95929862A patent/EP0777716A2/fr not_active Withdrawn
- 1995-08-14 AU AU33451/95A patent/AU3345195A/en not_active Abandoned
- 1995-08-14 JP JP8507757A patent/JPH10504591A/ja active Pending
- 1995-08-14 BR BR9508767A patent/BR9508767A/pt not_active Application Discontinuation
- 1995-08-14 SK SK245-97A patent/SK24597A3/sk unknown
-
1997
- 1997-02-21 FI FI970741A patent/FI970741L/fi unknown
- 1997-03-11 BG BG101306A patent/BG101306A/xx unknown
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US6183763B1 (en) | 1997-06-04 | 2001-02-06 | Procter & Gamble Company | Antimicrobial wipes which provide improved immediate germ reduction |
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US6287577B1 (en) | 1997-11-12 | 2001-09-11 | The Procter & Gamble Company | Leave-on antimicrobial compositions which provide improved residual benefit versus gram positive bacteria |
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AU2003269278B2 (en) * | 2002-10-12 | 2009-07-09 | Reckitt Benckiser Llc | Cleaning and disinfecting composition |
WO2006062835A3 (fr) * | 2004-12-09 | 2007-01-04 | Dial Corp | Compositions presentant une efficacite antivirale et antibacterienne elevee |
US8232305B2 (en) | 2006-06-14 | 2012-07-31 | Basf Se | Anti-microbial compositions |
EP1886660A1 (fr) * | 2006-07-27 | 2008-02-13 | Gojo Industries, Inc. | Lavage des mains antimicrobien |
US8372790B2 (en) | 2006-07-27 | 2013-02-12 | Gojo Industries, Inc. | Antimicrobial hand wash |
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Also Published As
Publication number | Publication date |
---|---|
HUT77706A (hu) | 1998-07-28 |
FI970741A0 (fi) | 1997-02-21 |
FI970741L (fi) | 1997-02-21 |
BR9508767A (pt) | 1997-11-11 |
CA2196774A1 (fr) | 1996-02-29 |
BG101306A (bg) | 1997-09-30 |
JPH10504591A (ja) | 1998-05-06 |
SK24597A3 (en) | 1997-08-06 |
AU3345195A (en) | 1996-03-14 |
CZ55597A3 (en) | 1997-06-11 |
WO1996006152A3 (fr) | 1996-05-02 |
EP0777716A2 (fr) | 1997-06-11 |
MX9701417A (es) | 1997-05-31 |
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