EP0212407B1 - Self-decontaminating detergent - Google Patents
Self-decontaminating detergent Download PDFInfo
- Publication number
- EP0212407B1 EP0212407B1 EP86110724A EP86110724A EP0212407B1 EP 0212407 B1 EP0212407 B1 EP 0212407B1 EP 86110724 A EP86110724 A EP 86110724A EP 86110724 A EP86110724 A EP 86110724A EP 0212407 B1 EP0212407 B1 EP 0212407B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- cleansing
- fatty acid
- concentrates
- hydrogen peroxide
- 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.)
- Expired - Lifetime
Links
- 239000003599 detergent Substances 0.000 title description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 50
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 30
- 239000000194 fatty acid Substances 0.000 claims abstract description 30
- 229930195729 fatty acid Natural products 0.000 claims abstract description 30
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 28
- 239000012141 concentrate Substances 0.000 claims abstract description 24
- 239000004094 surface-active agent Substances 0.000 claims abstract description 8
- 239000000654 additive Substances 0.000 claims abstract description 5
- 150000001447 alkali salts Chemical class 0.000 claims abstract description 3
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 3
- 239000006210 lotion Substances 0.000 claims description 15
- 239000003755 preservative agent Substances 0.000 claims description 11
- -1 alkyl ether sulfates Chemical class 0.000 claims description 8
- 239000000645 desinfectant Substances 0.000 claims description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 7
- 235000002639 sodium chloride Nutrition 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
- 239000003205 fragrance Substances 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 4
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000001103 potassium chloride Substances 0.000 claims description 3
- 235000011164 potassium chloride Nutrition 0.000 claims description 3
- 239000001508 potassium citrate Substances 0.000 claims description 3
- 229960002635 potassium citrate Drugs 0.000 claims description 3
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 claims description 3
- 235000011082 potassium citrates Nutrition 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 3
- 235000011152 sodium sulphate Nutrition 0.000 claims description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000002169 ethanolamines Chemical class 0.000 claims description 2
- 230000009972 noncorrosive effect Effects 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 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 claims 1
- 239000000470 constituent Substances 0.000 claims 1
- 239000008041 oiling agent Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract 1
- 239000012459 cleaning agent Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 6
- 235000013162 Cocos nucifera Nutrition 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- LPMBTLLQQJBUOO-KTKRTIGZSA-N (z)-n,n-bis(2-hydroxyethyl)octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(CCO)CCO LPMBTLLQQJBUOO-KTKRTIGZSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 230000002070 germicidal effect Effects 0.000 description 2
- 230000003641 microbiacidal effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- KCLRQIRQHGDVMV-UHFFFAOYSA-N 2-bromo-5-nitro-1,3-dioxane Chemical compound [O-][N+](=O)C1COC(Br)OC1 KCLRQIRQHGDVMV-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000004164 Wax ester Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005202 decontamination Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000019386 wax ester Nutrition 0.000 description 1
Classifications
-
- 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
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- 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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3942—Inorganic per-compounds
-
- 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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3947—Liquid compositions
Definitions
- Water-miscible concentrates with a high content of surfactants are ideal breeding grounds for microorganisms, so that these products must be protected from attack and decomposition by microorganisms - in particular bacteria, fungi and spore formers. The undesired entry of such microorganisms can occur, for example, during the manufacture or use of the product. It is common practice to protect cleaning agents or corresponding concentrates of the type described by means of preservatives, a limited number of preservatives being available through the Cosmetics Regulation.
- Hand wash lotions are not subject to the Medicines Act. However, they have to meet special requirements when used in particular in the medical field, i.e. in the hospital, in the doctor's office or in general in nursing. In the applications described here, there is an increased risk of contamination of the water-miscible lotions with pathogenic microorganisms and spore formers. Accordingly, the corresponding cleaning agents should have the ability to automatically eliminate any germs that may occur. This is not possible with the usual preservatives, which only show microbistatic, but no microbicidal, effects in the approved use concentrations.
- US-A 3 440 319 describes an aqueous germicidal composition which contains a halogenated germicidal active ingredient and either hydrogen peroxide alone or a combination of hydrogen peroxide and a water-soluble inorganic sulfite as a discoloration inhibitor.
- Anionic, cationic or non-ionic surfactants e.g. Fatty acid alkanolamides can be present.
- no content of salts such as ammonium sulfate, sodium chloride, potassium chloride, sodium sulfate or potassium citrate is mentioned.
- US Pat. No. 3,833,565 describes, in connection with the active ingredient phenylantimony-bis (2-pyridinthiol-1-oxide), antimicrobial compositions which contain fatty acid alkanolamides.
- the invention is based on the object of providing surfactant-containing thickened cleaning agents and, in particular, cleaning agent concentrates which, through the use of small amounts of hydrogen peroxide, have the ability to sterilize themselves, but nevertheless correspond in physical appearance to the desired viscose-thickened compositions.
- the solution to this problem according to the invention is based on the finding that the joint use of hydrogen peroxide with the combination of fatty acid alkanolamides and inorganic salts described below leads to the desired property profile.
- the viscosities of the washing lotions containing hydrogen peroxide can be adjusted to the range of up to 5000 mPas, which is particularly desirable in practice, and in particular from 500 to 4000 mPas (Brookfield, as previously determined).
- the fatty acid alkanolamides are derived in particular from fatty acids in the C number range from about 10 to 22, in particular in the range from 12 to 18.
- the fatty acids can be saturated, but also partially olefinically unsaturated.
- Fatty acid alkanolamide mixtures which are derived on the one hand from coconut fatty acids and on the other hand from oleic acid.
- Fatty acid dialkanolamides and especially fatty acid diethanolamides are the mixture components preferred according to the invention for viscosity control.
- Combinations of coconut fatty acid diethanolamide and oleic acid diethanolamide in mixing ratios in the range from 0.2 to 5: 1 are particularly suitable.
- the detergent concentrates contain the hydrogen peroxide in amounts of 0.05 to a maximum of 2 percent by weight, based on the total weight of the detergent concentrate, preferably hydrogen peroxide in amounts of 0.1 to 1.5 percent by weight and in particular in amounts of 0.2 to 1 percent by weight.
- preservatives can be present in accordance with Annex VI of the EC Cosmetics Directive. Examples include esters of p-hydroxybenzoic acid, bromo-5-nitro-1,3-dioxane, 2,4,4'-trichloro-2-hydroxydiphenyl ether, chlorhexidine, phenol derivatives and aldehydes.
- the mixing ratio of such preservatives deviating from H 2 0 2 to hydrogen peroxide is preferably in the range from 0 to 2: 1.
- the cleaning agent concentrates can contain other usual mixture components, such as refatting agents, e.g. Glycerol EO fatty acid esters, fatty alcohol polyalkylene ethers, polyol fatty acid esters, wax esters, pearlescent agents, e.g. Contain fatty acid monoethanoiamide, fatty alcohol ether sulfates, fragrances and / or dyes.
- refatting agents e.g. Glycerol EO fatty acid esters, fatty alcohol polyalkylene ethers, polyol fatty acid esters, wax esters, pearlescent agents, e.g. Contain fatty acid monoethanoiamide, fatty alcohol ether sulfates, fragrances and / or dyes.
- the viscosity of the cleaning agent concentrates is preferably set in the range from 500 to 4000 mPas. Assemblies of the type described show the effect of self-decontamination. They are stable in storage tests under changing climate conditions in the temperature range from 0 to 40 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Wassermischbare Konzentrate mit einem hohen Gehalt an Tensiden zum Beispiel vom Typ der Handwaschlotionen stellen für Mikroorganismen ideale Nährböden dar, so daß diese Produkte vor dem Befall und der Zersetzung durch Mikroorganismen - insbesondere Bakterien, Pilze und Sporenbildner - geschützt werden müssen. Der unerwünschte Eintrag solcher Mikroorganismen kann beispielsweise bei der Herstellung oder bei der Verwendung des Produktes auftreten. Es ist übliche Praxis, Reinigungsmittel beziehungsweise entsprechende Konzentrate der geschilderten Art durch Konservierungsstoffe zu schützen, wobei eine durch die Kosmetikverordnung begrenzte Anzahl von Konservierungsstoffen zur Verfügung steht.Water-miscible concentrates with a high content of surfactants, for example of the type of hand-washing lotions, are ideal breeding grounds for microorganisms, so that these products must be protected from attack and decomposition by microorganisms - in particular bacteria, fungi and spore formers. The undesired entry of such microorganisms can occur, for example, during the manufacture or use of the product. It is common practice to protect cleaning agents or corresponding concentrates of the type described by means of preservatives, a limited number of preservatives being available through the Cosmetics Regulation.
Handwaschlotionen unterliegen nicht dem Arzneimittelgesetz. An sie müssen aber beim Einsatz insbesondere im Medizinalbereich, also im Krankenhaus, in der Arztpraxis oder allgemein bei der Krankenpflege besondere Anforderungen gestellt werden. Bei den hier geschilderten Anwendungsfällen besteht die erhöhte Gefahr einer Kontamination der wassermischbaren Lotionen mit pathogenen Mikroorganismen und Sporenbildnern. Die entsprechenden Reinigungsmittel sollten dementsprechend die Fähigkeit besitzen, eventuell auftretende Verkeimungen selbsttätig zu eliminieren. Das ist mit den gebräuchlichen Konservierungsmitteln, die in den zugelassenen Einsatzkonzentrationen nur mikrobistatische, jedoch keine mikrobizide Wirkung zeigen, nicht möglich.Hand wash lotions are not subject to the Medicines Act. However, they have to meet special requirements when used in particular in the medical field, i.e. in the hospital, in the doctor's office or in general in nursing. In the applications described here, there is an increased risk of contamination of the water-miscible lotions with pathogenic microorganisms and spore formers. Accordingly, the corresponding cleaning agents should have the ability to automatically eliminate any germs that may occur. This is not possible with the usual preservatives, which only show microbistatic, but no microbicidal, effects in the approved use concentrations.
Zur Entwicklung autosteriler Reinigungsmittel beispielsweise von der Art der Handwaschlotionen für den Medizinalbereich muß dementsprechend nach Möglichkeiten gesucht werden, durch Zusatz geringer Mengen an toxikologisch - insbesondere dermatologisch - unbedenklicher Substanzen neben der bereits durch den Zusatz von Konservierungsstoffen erreichten Haltbarmachung eine mikrobizide Wirkung zu erreichen.For the development of autosterile cleaning agents, for example of the type of hand-washing lotions for the medical sector, it is accordingly necessary to look for ways of achieving a microbicidal effect by adding small amounts of toxicologically - in particular dermatologically - harmless substances in addition to the preservation already achieved by the addition of preservatives.
Es ist bekannt, daß man durch Zugabe geringer Mengen von Wasserstoffperoxid zu wässrigen Desinfektionsmitteln selbstdekontaminierende Hautdesinfektionsmittel gewinnen kann. So schildert die DE-OS 29 04 217 Desinfektionsmittel auf Basis von wässrigen Alkohollösungen, die zusätzlich geringe Mengen von Wasserstoffperoxid enthalten. Desinfektionsmittel dieser Art sind in der Lage, unfreiwillig eingebrachte Sporen abzutöten und damit das Desinfektionsmittel im Gebrauch keimfrei zu halten.It is known that self-decontaminating skin disinfectants can be obtained by adding small amounts of hydrogen peroxide to aqueous disinfectants. DE-OS 29 04 217 describes disinfectants based on aqueous alcohol solutions which additionally contain small amounts of hydrogen peroxide. Disinfectants of this type are able to kill spores that have been involuntarily introduced and thus keep the disinfectant germ-free during use.
Gemäß der heutigen Praxis ist es allerdings üblich, zur Verbesserung der Haptik und der Handhabung von Reinigungsmitteln der beschriebenen Art und insbesondere von Handwaschlotionen diese durch den Einsatz von organischen Verdickungsmitteln auf Viskositäten etwa im Bereich von 500 bis 5000 mPas, insbesondere auf Viskositäten im Bereich von etwa 500 bis 4000 mPas - gemessen z.B. mit einem Rotationsviskosimeter der Fa. Brookfield, Modell LVF, bei 20° C, Spindel 4/20 Upmin - einzustellen. Der Zusatz von Wasserstoffperoxid zu solchen eingedickten tensidhaltigen Reinigungsmitteikonzentraten bringt erhebliche Konfektionierungsprobleme, da schon durch den Zusatz geringer Mengen an Wasserstoffperoxid die viskositätsregulierenden Eigenschaften der herkömmlichen Verdicker verloren gehen.According to current practice, however, it is customary to improve the feel and handling of cleaning agents of the type described and in particular hand wash lotions by using organic thickeners to viscosities in the range from about 500 to 5000 mPas, in particular to viscosities in the range of about 500 to 4000 mPas - measured, for example, using a Brookfield rotary viscometer, model LVF, at 20 ° C., spindle 4/20 rpm. The addition of hydrogen peroxide to such thickened surfactant-containing cleaning agent concentrates poses considerable packaging problems, since the addition of small amounts of hydrogen peroxide loses the viscosity-regulating properties of the conventional thickeners.
In der US-A 4 130 501 werden wäßrige Wasserstoffperoxidlösungen beschrieben, die neben einem vernetzten Polymeren als Verdickungsmittel Fettsäuremono- und -diethanolamide als oberflachenaktive Substanzen enthalten. Die Viskosität dieser Zusammensetzungen ist bei der Lagerung nicht stabil.US Pat. No. 4,130,501 describes aqueous hydrogen peroxide solutions which, in addition to a crosslinked polymer as a thickening agent, contain fatty acid mono- and diethanolamides as surface-active substances. The viscosity of these compositions is not stable during storage.
Die US-A 3 440 319 beschreibt eine wäßrige keimtötende Zusammensetzung, die einen halogenierten keimtötenden Wirkstoff und entweder Wasserstoffperoxid allein oder eine Kombination aus Wasserstoffperoxid und einem wasserlöslichen anorganischen Sulfit als Verfärbungsinhibitor enthält. Anionische, kationische oder nichtionogene Tenside, wie z.B. Fettsäurealkanolamide können vorhanden sein. In dieser Druckschrift wird kein Gehalt an Salzen wie Ammoniumsulfat, Natriumchlorid, Kaliumchlorid, Natriumsulfat oder Kaliumzitrat erwähnt.US-A 3 440 319 describes an aqueous germicidal composition which contains a halogenated germicidal active ingredient and either hydrogen peroxide alone or a combination of hydrogen peroxide and a water-soluble inorganic sulfite as a discoloration inhibitor. Anionic, cationic or non-ionic surfactants, e.g. Fatty acid alkanolamides can be present. In this document, no content of salts such as ammonium sulfate, sodium chloride, potassium chloride, sodium sulfate or potassium citrate is mentioned.
Die US-A 3 833 565 beschreibt im Zusammenhang mit dem Wirkstoff Phenylantimon-bis(2-pyridinthiol-1-oxid) antimikrobiell wirksame Zusammensetzungen, die Fettsäurealkanolamide enthalten.US Pat. No. 3,833,565 describes, in connection with the active ingredient phenylantimony-bis (2-pyridinthiol-1-oxide), antimicrobial compositions which contain fatty acid alkanolamides.
Die Erfindung geht von der Aufgabe aus, tensidhaltige eingedickte Reinigungsmittel und insbesondere Reinigungsmittelkonzantrate zur Verfügung zu stellen, die durch Mitverwendung geringer Mengen an Wasserstoffperoxid die Fähigkeit zur selbsttätigen Sterilisation besitzen, in ihrem physikalischen Erscheinungsbild gleichwohl den gewünschten viskos angedickten Massen entsprechen.The invention is based on the object of providing surfactant-containing thickened cleaning agents and, in particular, cleaning agent concentrates which, through the use of small amounts of hydrogen peroxide, have the ability to sterilize themselves, but nevertheless correspond in physical appearance to the desired viscose-thickened compositions.
Die Lösung dieser erfindungsgemäßen Aufgabenstellung geht von der Feststellung aus, daß die gemeinsame Verwendung von Wasserstoffperoxid mit der im folgenden geschilderten Kombination von Fettsäurealkanolamiden und anorganischen Salzen zum gewünschten Eigenschaftsbild führt.The solution to this problem according to the invention is based on the finding that the joint use of hydrogen peroxide with the combination of fatty acid alkanolamides and inorganic salts described below leads to the desired property profile.
Gegenstand der Erfindung sind dementsprechend angedickte wassermischbare und autosterile Reinigungsmittelkonzentrate, insbesondere für den Einsatz als Handwaschlotion im Medizinalbereich, mit einer Viskosität im Bereich von 500 bis 5000 mPas, gemessen mit einem Rotationsviskosimeter der Fa. Brookfield, Modell LVF, Spindel 4/20 Upmin, bei 20°C, enthaltend 5 bis 15 Gewichtsprozent waschaktive Tenside, ausgewählt aus der aus Alkylethersulfaten, Amidethersulfaten, Sulfobernsteinsäureestern und Eiweiß-Fettsäure-Kondensaten bestehenden Gruppe, in Form ihrer Na-, (NH4)- oder Ethanolamin-Salze, dermatologisch verträgliche Desinfektions- und/oder Konservierungsmittel sowie gewünschtenfalls übliche Zusatzstoffe wie Rückfetter, Perlglanzmitel, Duftstoffe und Farbstoffe. Dise Reinigungsmittelkonzentrate sind dadurch gekennzeichnet, daß sie zusammen mit 0,05 bis 2 Gewichtsprozent Wasserstoffperoxid als Eindickungsmittel eine Kombination aus
- A) 0,2 bis 5 Gewichtsprozent Fettsäurealkanolamiden, und
- B) 0,5 bis 3 Gewichtsprozent wasserlöslichen, nicht-korrosiven Salzen ausgewählt aus der aus Ammoniumsulfat, Natriumchlorid, Kaliumchlorid, Natriumsulfat und Kaliumcitrat bestehenden Gruppe
enthalten, wobei die Gewichtsprozentangaben jeweils auf das Gesamtgewicht des Reinigungsmittelkonzentrates bezogen sind.
- A) 0.2 to 5 percent by weight of fatty acid alkanolamides, and
- B) 0.5 to 3 percent by weight of water-soluble, non-corrosive salts selected from the group consisting of ammonium sulfate, sodium chloride, potassium chloride, sodium sulfate and potassium citrate
included, the weight percentages are based in each case on the total weight of the detergent concentrate.
Erfindungsgemäß gelingt mit dieser neuen Möglichkeit der Viskositätsregelung die Einstellung von Viskositäten der Wasserstoffperoxid enthaltenden Waschlotionen auf den in der Praxis besonders gewünschten Bereich bis 5000 mPas und insbesondere von 500 bis 4000 mPas (Brookfield, wie zuvor bestimmt).According to the invention, with this new possibility of viscosity control, the viscosities of the washing lotions containing hydrogen peroxide can be adjusted to the range of up to 5000 mPas, which is particularly desirable in practice, and in particular from 500 to 4000 mPas (Brookfield, as previously determined).
Die Fettsäurealkanolamide leiten sich insbesondere von Fettsäuren des C-Zahlbereichs von etwa 10 bis 22 insbesondere des Bereichs von 12 bis 18 ab. Die Fettsäuren können dabei gesättigt, anteilsweise aber auch olefinisch ungesättigt sein. Besonders geeignet sind z.B. Fettsäurealkanolamidgemische, die sich einerseits von Kokosfettsäuren und andererseits von Ölsäure ableiten.The fatty acid alkanolamides are derived in particular from fatty acids in the C number range from about 10 to 22, in particular in the range from 12 to 18. The fatty acids can be saturated, but also partially olefinically unsaturated. For example, Fatty acid alkanolamide mixtures, which are derived on the one hand from coconut fatty acids and on the other hand from oleic acid.
Fettsäuredialkanolamide und insbesondere Fettsäurediethanolamide sind die erfindungsgemäß bevorzugten Mischungskomponenten zur Viskositätsregelung. Geeignet sind insbesondere Kombinationen von Kokosfettsäurediethanolamid und Ölsäurediethanolamid in Mischungsverhältnissen im Bereich von 0,2 bis 5:1.Fatty acid dialkanolamides and especially fatty acid diethanolamides are the mixture components preferred according to the invention for viscosity control. Combinations of coconut fatty acid diethanolamide and oleic acid diethanolamide in mixing ratios in the range from 0.2 to 5: 1 are particularly suitable.
Die Reinigungsmittelkonzentrate enthalten das Wasserstoffperoxid in Mengen von 0,05 bis maximal 2 Gewichtsprozent - bezogen auf das Gesamtgewicht des Reinigungsmittelkonzentrats - wobei bevorzugt Wasserstoffperoxid in Mengen von 0,1 bis 1,5 Gewichtsprozent und insbesondere in Mengen von 0,2 bis 1 Gewichtsprozent vorliegt. Zusammen mit dem Wasserstoffperoxid können Konservierungsmittel entsprechend des Anhangs VI der EG-Richtlinie Kosmetik zugegen sein. Als Beispiele seien genannt Ester der p-Hydroxybenzoesäure, Brom-5-nitro-1,3-dioxan, 2,4,4'-Trichlor-2-hydroxydiphenylether, Chlorhexidin, Phenolderivate und Aldehyde.The detergent concentrates contain the hydrogen peroxide in amounts of 0.05 to a maximum of 2 percent by weight, based on the total weight of the detergent concentrate, preferably hydrogen peroxide in amounts of 0.1 to 1.5 percent by weight and in particular in amounts of 0.2 to 1 percent by weight. Together with the hydrogen peroxide, preservatives can be present in accordance with Annex VI of the EC Cosmetics Directive. Examples include esters of p-hydroxybenzoic acid, bromo-5-nitro-1,3-dioxane, 2,4,4'-trichloro-2-hydroxydiphenyl ether, chlorhexidine, phenol derivatives and aldehydes.
Bei der gemeinsamen Verwendung von Wasserstoffperoxid und Konservierungsmitteln liegt das Mischungsverhältnis solcher von H202 abweichender Konservierungsmittel zum Wasserstoffperoxid vorzugsweise im Mengenbereich von 0 bis 2:1.When hydrogen peroxide and preservatives are used together, the mixing ratio of such preservatives deviating from H 2 0 2 to hydrogen peroxide is preferably in the range from 0 to 2: 1.
Neben den bisher genannten Komponenten können die Reinigungsmittelkonzentrate übliche sonstige Mischungsbestandteile, wie Rückfetter, z.B. Glycerin-EO-Fettsäure-Ester, Fettalkohol-polyalkylenether, Polyol-Fettsäure-Ester, Wachsester, Perlglanzmittel, z.B. Fettsäuremonoethanoiamid, Fettalkoholethersulfate, Duftstoffe und/oder Farbstoffe enthalten.In addition to the components mentioned so far, the cleaning agent concentrates can contain other usual mixture components, such as refatting agents, e.g. Glycerol EO fatty acid esters, fatty alcohol polyalkylene ethers, polyol fatty acid esters, wax esters, pearlescent agents, e.g. Contain fatty acid monoethanoiamide, fatty alcohol ether sulfates, fragrances and / or dyes.
Besonders geeignete Reinigungsmittelkonzentrate der erfindungsgemäßen Art enthalten in wäßriger und/oder wasserlöslich organischer Lösung bzw. Aufschlemmung die folgenden Komponenten in den folgenden Mengenbereichen - Gewichtsprozent jeweils wieder bezogen auf das Gesamtgewicht des Reinigungsmittelkonzentrats:
- 5 bis 15 Gewichtsprozent waschaktiver Tenside
- 0,2 bis 1 Gewichtsprozent Wasserstoffperoxid, gewünschtenfalls in Gemisch mit üblichen Konservierungs- und/oder Desinfektionsmitteln
- 0,5 bis 3,5 Gewichtsprozent der Fettsäurealkanolamide, insbesondere eine Kombination von Kokosfettsäurediethanolamid und Ölsäurediethanolamid im Verhältnis von 0,2 bis 5:1
- 0,8 bis 2,5 Prozent der Alkali- und/oder Ammoniumsalze
- 0,5 bis 5 Gewichtsprozent übliche Zusatzstoffe wie Rückfetter, Perlglanzmittel, Duft- und Farbstoffe.
- 5 to 15 percent by weight of detergent surfactants
- 0.2 to 1 percent by weight of hydrogen peroxide, if desired in a mixture with conventional preservatives and / or disinfectants
- 0.5 to 3.5 percent by weight of the fatty acid alkanolamides, in particular a combination of coconut fatty acid diethanolamide and oleic acid diethanolamide in a ratio of 0.2 to 5: 1
- 0.8 to 2.5 percent of the alkali and / or ammonium salts
- 0.5 to 5 percent by weight of common additives such as refatting agents, pearlescent agents, fragrances and colorants.
Die Viskosität der Reinigungsmittelkonzentrate ist bevorzugt auf den Bereich von 500 bis 4000 mPas eingestellt. Konfektionierungen der geschilderten Art zeigen den Effekt der Selbstdekontamination. Sie sind bei Lagerversuchen unter Wechselklimabedingungen im Temperaturbereich von 0 bis 40°C stabil.The viscosity of the cleaning agent concentrates is preferably set in the range from 500 to 4000 mPas. Assemblies of the type described show the effect of self-decontamination. They are stable in storage tests under changing climate conditions in the temperature range from 0 to 40 ° C.
Es wurde eine Handwaschlotion (Lotion A) der folgenden Zusammensetzung hergestellt:
- 6 Gew.-% Natriumsalz eines C,4-Fettalkoholethersulfats mit 4 EO
- 3 Gew.-% handelsübliches Triethanolaminsalz eines Kondensationsproduktes aus Eiweißhydrolysat und Fettsäure (Lamepon(R) ST 40; Hersteller: Chemische Fabrik Grünau, Illertissen)
- 1 Gew.-% Cu6-Fettsäuremonoethanolamid
- 2 Gew.-% Anlagerungsprodukt von 8 EO an Glycerin, verestert mit 3 Mol Kokosfettsäure
- 1 Gew.-% Propylenglykol
- 2 Gew.-% Ammoniumsulfat
- 1 Gew.-% Kokosfettsäurediethanolamid
- 1 Gew.-% Ölsäurediethanolamid
- 0,2 Gew.-% β-Hydroxybenzoesäuremethylester
- 0,2 Gew.-% Wasserstoffperoxid
- ad 100 Gew.-% Duftstoffe, Farbstoffe, Wasser
- 6% by weight sodium salt of a C, 4-fatty alcohol ether sulfate with 4 EO
- 3% by weight of commercially available triethanolamine salt of a condensation product of protein hydrolyzate and fatty acid (Lamepon ( R ) ST 40; manufacturer: Chemische Fabrik Grünau, Illertissen)
- 1% by weight of Cu6 fatty acid monoethanolamide
- 2% by weight adduct of 8 EO on glycerol, esterified with 3 moles of coconut fatty acid
- 1% by weight propylene glycol
- 2% by weight ammonium sulfate
- 1% by weight of coconut fatty acid diethanolamide
- 1% by weight oleic acid diethanolamide
- 0.2 wt .-% methyl β-hydroxybenzoate
- 0.2% by weight of hydrogen peroxide
- ad 100% by weight of fragrances, dyes, water
Zu Vergleichszwecken wurde eine Handwaschlotion derselben Zusammensetzung, jedoch ohne den Zusatz von 0,2 Gew.-% Wasserstoffperoxid hergestellt (Lotion B).For comparison purposes, a hand wash lotion of the same composition, but without the addition of 0.2% by weight of hydrogen peroxide, was produced (Lotion B).
Proben dieser Lotionen wurden mit den in der nachstehenden Tabelle angegebenen Keimen massiv kontaminiert und das mikrobiologische Verhalten der Lotionen bei der Lagerung festgestellt.Samples of these lotions were heavily contaminated with the germs listed in the table below and the microbiological behavior of the lotions during storage was determined.
Ergebnis der Auswertung:Result of the evaluation:
Damit steht also die Möglichkeit zur Verfügung, nach Bakterien-, Pilz- oder Sporen-Befall viskositätsstabile Handwaschlotionen herzustellen, die sich selbst dekontaminieren.This means that, after bacterial, fungal or spore infestation, viscosity-stable hand-washing lotions are available that decontaminate themselves.
Claims (6)
the percentages by weight being based on the total weight of the cleansing concentrate.
the percentages by weight being based on the total weight of the cleansing concentrate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT86110724T ATE58915T1 (en) | 1985-08-10 | 1986-08-02 | SELF-DECONTAMINATING CLEANERS. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3528843 | 1985-08-10 | ||
DE19853528843 DE3528843A1 (en) | 1985-08-10 | 1985-08-10 | SELF-DECONTAMINATING DETERGENTS |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0212407A2 EP0212407A2 (en) | 1987-03-04 |
EP0212407A3 EP0212407A3 (en) | 1988-09-07 |
EP0212407B1 true EP0212407B1 (en) | 1990-12-05 |
Family
ID=6278290
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP86110724A Expired - Lifetime EP0212407B1 (en) | 1985-08-10 | 1986-08-02 | Self-decontaminating detergent |
Country Status (5)
Country | Link |
---|---|
US (1) | US4746451A (en) |
EP (1) | EP0212407B1 (en) |
JP (1) | JPS6239698A (en) |
AT (1) | ATE58915T1 (en) |
DE (2) | DE3528843A1 (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4935248A (en) * | 1988-07-28 | 1990-06-19 | Albert L. Jacobs | Antimicrobial veterinary compositions and methods |
US5066497A (en) * | 1988-07-28 | 1991-11-19 | Albert L. Jacobs, Jr. | Antimicrobial veterinary compositions and methods |
ATE164390T1 (en) * | 1990-09-28 | 1998-04-15 | Procter & Gamble | POLYHYDROXYFATTY ACID AMIDE SURFACTANT IN DETERGENT COMPOSITIONS CONTAINING BLEACH |
DE4304066C2 (en) * | 1993-02-11 | 1995-01-26 | Beiersdorf Ag | Use of high electrolyte concentrations in cosmetic cleaners |
DE19623571C2 (en) * | 1996-06-13 | 2000-06-08 | Cognis Deutschland Gmbh | Thickener for aqueous hydrogen peroxide solutions |
US6235299B1 (en) * | 1998-02-27 | 2001-05-22 | Buckman Laboratories International Inc | Potentiation of biocide activity using diethanolamide |
PL332783A1 (en) * | 1999-04-27 | 2000-11-06 | Nowakowski Grzegorz | Pharmaceutic preparation in the form of gel |
DE10013796A1 (en) * | 2000-03-20 | 2001-09-27 | Kaercher Gmbh & Co Alfred | Decontamination composition useful for treating surfaces contaminated with chemical warfare agents comprises an active agent, a neutral salt, an emulsifier and a solvent derived from natural fatty acids |
FR2827768B1 (en) * | 2001-07-27 | 2005-08-26 | Oreal | FOAMING COSMETIC COMPOSITION FOR BATH |
US9192598B2 (en) * | 2008-06-25 | 2015-11-24 | University Of North Texas Health Science Center At Fort Worth | Prevention of bacterial growth and biofilm formation by ligands that act on cannabinoidergic systems |
JP4900370B2 (en) * | 2008-12-01 | 2012-03-21 | パナソニック株式会社 | Steam iron |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB962585A (en) * | 1961-11-03 | 1964-07-01 | Unilever Ltd | Detergent compositions |
NL128284C (en) * | 1964-12-29 | |||
DE1924325A1 (en) * | 1969-05-13 | 1970-11-19 | Henkel & Cie Gmbh | Clear liquid cleaning agent concentrates |
US3833565A (en) * | 1972-09-29 | 1974-09-03 | Procter & Gamble | Phenylantimony bis(2-pyridinethiol 1-oxide) |
US4130501A (en) * | 1976-09-20 | 1978-12-19 | Fmc Corporation | Stable viscous hydrogen peroxide solutions containing a surfactant and a method of preparing the same |
US4321156A (en) * | 1977-03-30 | 1982-03-23 | S. C. Johnson & Son, Inc. | Shampoo composition |
CA1146851A (en) * | 1978-05-01 | 1983-05-24 | Donald F. Greene | Hydrogen peroxide disinfecting and sterilizing compositions |
DE2904217A1 (en) * | 1979-02-05 | 1980-08-14 | Henkel Kgaa | DISINFECTANTS BASED ON ALCOHOLS AND ITS USE FOR SKIN DISINFECTION |
US4329334A (en) * | 1980-11-10 | 1982-05-11 | Colgate-Palmolive Company | Anionic-amphoteric based antimicrobial shampoo |
US4491539A (en) * | 1981-06-04 | 1985-01-01 | The Procter & Gamble Company | Liquid cleansing product with skin feel additives |
US4387040A (en) * | 1981-09-30 | 1983-06-07 | Colgate-Palmolive Company | Liquid toilet soap |
-
1985
- 1985-08-10 DE DE19853528843 patent/DE3528843A1/en not_active Withdrawn
-
1986
- 1986-07-30 US US06/892,023 patent/US4746451A/en not_active Expired - Fee Related
- 1986-08-02 DE DE8686110724T patent/DE3676004D1/en not_active Expired - Fee Related
- 1986-08-02 EP EP86110724A patent/EP0212407B1/en not_active Expired - Lifetime
- 1986-08-02 AT AT86110724T patent/ATE58915T1/en not_active IP Right Cessation
- 1986-08-11 JP JP61189479A patent/JPS6239698A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
ATE58915T1 (en) | 1990-12-15 |
DE3528843A1 (en) | 1987-02-12 |
EP0212407A3 (en) | 1988-09-07 |
DE3676004D1 (en) | 1991-01-17 |
US4746451A (en) | 1988-05-24 |
EP0212407A2 (en) | 1987-03-04 |
JPS6239698A (en) | 1987-02-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE69715421T2 (en) | CONCENTRATED LIQUID MICROBICIDE COMPOSITIONS | |
DE69512841T2 (en) | Skin disinfection formulation | |
DE60024860T2 (en) | SKIN CLEANER FOR REMOVING INK | |
DE60008868T2 (en) | LIQUID CONCENTRATES LIKE COSMETIC CONSERVATIVE | |
EP1652431B1 (en) | Agents having a controlled sustained release to combat microorganisms | |
EP2316410A2 (en) | Composition based on glycerol ether/polyol mixtures | |
EP0212407B1 (en) | Self-decontaminating detergent | |
CH644892A5 (en) | DETERGENT AND CLEANING AGENT. | |
EP0287805B1 (en) | Preserved hair and skin cleaning compositions, and use of a combination of preservatives | |
EP0365825B1 (en) | Preserved hair and body treatment compositions, and use of a combination of preservatives | |
DE2351386A1 (en) | AGAINST MICROBUSES AND THEIR USE | |
DE102007034438A1 (en) | Aqueous surfactant formulation containing polypropylene glycol (3) myristyl ether | |
EP1250917A2 (en) | Compositions for the control of microorganisms, comprising primary and secondary esters of polyglycerol in an effective ratio | |
DE1288747B (en) | Use of 2-hydroxydiphenyl ethers as potentizing agents in antimicrobial agents | |
EP1250842A1 (en) | Composition for controlling microorganisms containing an effective amount of polyglycerinesters | |
DE2060764A1 (en) | Synergistic, antimicrobial combinations of active ingredients and their use in antimicrobial agents | |
EP1908453A1 (en) | Alkyl ether citrates for selective cleansing of skin | |
DE102015122276A1 (en) | Alcoholic compositions containing octenidine dihydrochloride | |
EP0242586B1 (en) | Cleansing and skin-conditioning composition | |
DE2640790A1 (en) | COMPOUNDS CONTAINING BETA-SUBSTITUTED ALLYL ALCOHOLS AND THEIR SULFUR ACID ESTERS, PHOSPHORIC ACID ESTERS, ALKANOYLESTER AND ALKYLENE OXYD ETHER | |
DE1962238A1 (en) | Disinfectant detergents and anti-dandruff agents | |
EP1086198B1 (en) | Shower gel | |
DE3885771T2 (en) | Cleaning supplies. | |
EP0442519B1 (en) | Self-preserving liquid tenside systems | |
EP1281319A1 (en) | Alcoholic gels |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
17P | Request for examination filed |
Effective date: 19881124 |
|
17Q | First examination report despatched |
Effective date: 19890320 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
REF | Corresponds to: |
Ref document number: 58915 Country of ref document: AT Date of ref document: 19901215 Kind code of ref document: T |
|
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) | ||
REF | Corresponds to: |
Ref document number: 3676004 Country of ref document: DE Date of ref document: 19910117 |
|
ET | Fr: translation filed | ||
ITF | It: translation for a ep patent filed | ||
ITTA | It: last paid annual fee | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
EPTA | Lu: last paid annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19940718 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19940723 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19940725 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 19940727 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19940801 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19940809 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: SE Payment date: 19940817 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19940831 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19941012 Year of fee payment: 9 |
|
EAL | Se: european patent in force in sweden |
Ref document number: 86110724.1 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19950802 Ref country code: GB Effective date: 19950802 Ref country code: AT Effective date: 19950802 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19950803 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Effective date: 19950831 Ref country code: CH Effective date: 19950831 Ref country code: BE Effective date: 19950831 |
|
BERE | Be: lapsed |
Owner name: HENKEL K.G.A.A. Effective date: 19950831 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19960301 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19950802 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19960430 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 19960301 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19960501 |
|
EUG | Se: european patent has lapsed |
Ref document number: 86110724.1 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20050802 |