EP0986631B1 - Detergent faiblement moussant - Google Patents

Detergent faiblement moussant Download PDF

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Publication number
EP0986631B1
EP0986631B1 EP98937430A EP98937430A EP0986631B1 EP 0986631 B1 EP0986631 B1 EP 0986631B1 EP 98937430 A EP98937430 A EP 98937430A EP 98937430 A EP98937430 A EP 98937430A EP 0986631 B1 EP0986631 B1 EP 0986631B1
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EP
European Patent Office
Prior art keywords
carbon atoms
cleaning agent
agent concentrate
cationic surfactants
glycol ethers
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
Application number
EP98937430A
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German (de)
English (en)
Other versions
EP0986631A1 (fr
Inventor
Jürgen Geke
Bernd Stedry
Nicole Völler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
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Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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Publication of EP0986631A1 publication Critical patent/EP0986631A1/fr
Application granted granted Critical
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0026—Low foaming or foam regulating 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0073—Anticorrosion 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—Ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2093—Esters; Carbonates
    • 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
    • C11D3/43—Solvents
    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/032—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing oxygen-containing 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces
    • C11D2111/16—Metals

Definitions

  • the invention relates to a cleaning agent for hard, in particular metallic, Surfaces. It is a so-called industrial cleaner, especially one so-called neutral cleaner. Because of its special combination of Glycol ether and cationic surfactants are low-foaming and can therefore be preferred as Spray cleaner in the entire application-relevant temperature range from about 15 to about 80 ° C can be used.
  • Such industrial cleaners are mainly used in the automotive industry as well their supplier industries for cleaning and passivation mainly in Spray cleaning systems used. They are suitable for intermediate and Final cleaning without cutting and machined parts in aggregate and Assembly plants. Practically all relevant materials, such as iron and steel, Aluminum, silumin, copper, brass, zinc and plastics can be treated and the majority of all contaminations are organic or inorganic Basis, such as cooling lubricants, rust protection oils, processing oils, drawing aids, Pigments and slight metal abrasion can be removed. Such Detergents can also be used in common immersion processes, however, their use in the spraying process is usually preferred.
  • anti-foaming agents can also be due to the fact that the detergents themselves are components included under the given working conditions - d. H. especially at Spraying process - give rise to undesirable foaming, for example anionic surfactants or foaming at the respective working temperature nonionic surfactants.
  • DE-A-36 20 011 describes cationic surfactants based on quaternary Ammonium compounds and their use in detergents.
  • the Cationic surfactants are used in the alkaline pH range, among others Detergent ingredients used.
  • EP-A-0 054 895 describes a surfactant mixture composed of a nonionic surfactant and a quaternary ammonium compound as a cationic surfactant for cleaning of hard surfaces.
  • the nonionic surfactant is in a proportion in the mixture from 20 to 95% by weight, the cationic surfactant in a proportion of 5 to 80% by weight contain.
  • DE-A-40 14 859 describes a low-foam surfactant combination for Cleaning hard surfaces consisting of at least one quaternary Ammonium compound and at least one alkyl polyethylene glycol mixed ether consists. These mixed ethers either have an acyclic alkyl or Alkenyl radical with 6 to 18 carbon atoms or a cyclic alkyl radical with 5 to 6 C atoms.
  • this surfactant combination can be alkyl ethoxylates or Contain alkyl ethoxylate propoxylates, each with an alkyl or alkenyl radical Have 6 to 18 carbon atoms.
  • EP-A-275 987 discloses a cleaning agent for compressors of gas turbines which contains 4 to 95% by weight glycol ether, 0.1 to 14% by weight nonionic surfactant, 0.01 to 6% by weight cationic surfactant and 0 contains up to 95 wt .-% water.
  • EP-A-691 397 discloses an antimicrobial cleaner for hard surfaces, the solvent being C 1-6 alkanol-C 3-24 alkylene glycol ether, amphoteric and / or nonionic surfactants. Contains cationic surfactants, builders and water.
  • DE-C-41 02 709 proposes a means for degreasing metal surfaces which contains 15 to 30% by weight of adducts of lower alkylene oxides with fatty alcohols with cloud points below 50 ° C, 0.5 to 3% by weight of cationic surfactants and 10 to Contains 20 wt .-% auxiliary solvent from the group of the C 2-5 alkanols and lower glycol ether in water.
  • agents which are fatty alcohol ethoxylates, cationic surfactants and Solvents or solubilizers contain lower glycols.
  • the invention lies based on the surprising finding that with a suitable combination of Glycols and cationic surfactants have an excellent cleaning effect, without these agents additionally having amphoteric surfactants or surfactants Contain fatty alcohol alkoxylates such as ethoxylates or propoxylates.
  • fatty alcohol alkoxylates according to the disclosure of EP-A-691 397 alkoxylates of alcohols with at least 6 carbon atoms in the alkyl radical Roger that.
  • the invention has the task of a new cleaning effective To provide a combination of substances that do not have the disadvantages mentioned above having.
  • a new cleaning-active substance combination is to be provided that are clear in the practical temperature range of about 15 to about 80 ° C, delivers low-foaming and sprayable cleaning solutions without additional ones Defoamers and solubilizers needed.
  • glycol ethers of the above formula are preferably used in which R is an alkyl radical with 1 to 4 carbon atoms or a phenyl radical and n is a number in Range from 1 to 3 mean. It is further preferred that the Detergent concentrate glycol ether and cationic surfactants in the weight ratio a): b) contains between 8: 1 and 25: 1.
  • This cleaning agent concentrate preferably contains the glycol ethers a) im Concentration range from about 5 to about 200 g / l and the cationic surfactants b) in Concentration range from about 0.2 to about 25 g / l.
  • the rest is water or an aqueous solution of other active ingredients or auxiliaries, in particular Corrosion inhibitors.
  • Glycol ethers which can be used according to the invention are, for example Tripropylene glycol monoethyl ether, dipropylene glycol n-butyl ether, Tripropylene glycol n-butyl ether and propylene glycol phenyl ether. To be favoured Tripropylene glycol monomethyl ether and tripropylene glycol n-butyl ether are used.
  • Cationic surfactants are preferably used in which, in the general formula given, R 3 and R 4 are methyl and R 5 is benzyl.
  • Examples of such cationic surfactants are lauryl-dimethyl-benzylammonium salts or 2-hydroxydodecyl-dimethyl-benzylammonium salts.
  • Anions X - in these salts are, for example, halides, in particular chloride, or anions of organic acids which form water-soluble salts with the quaternary ammonium ions. Examples of such organic anions are acetate, propionate, lactate or benzoate.
  • nonionic surfactants for low-foam industrial cleaners
  • these cationic surfactants are mixed with nonionic surfactants Alkyl or alkenyl radicals with at least 5, preferably with 6 to 18, carbon atoms combined.
  • nonionic surfactants which can use glycol ether a). Since this one Have alkyl radicals with only 1 to 4 carbon atoms, it is surprising that they show a degreasing effect at all.
  • the cleaning agent concentrates according to the invention are in dilute aqueous Application solution in principle without further additives for cleaning purposes applicable. Because they focus on cleaning unpainted metal surfaces to be used, however, it is preferable that the Detergent concentrates also contain corrosion inhibitors. Their concentration in the concentrates is preferably in the range of approximately 100 to about 700 g / l. These corrosion inhibitors prevent the corrosion of the cleaned bare metal parts, if they are not directly processed, but for example, packed or stored wet.
  • Alkanolamines for example, can be used as corrosion inhibitors. Monoethanolamine, monoisopropanolamine, Triethanolamine, triisopropanolamine or mixtures thereof. Dialkanolamines would also be due to their excellent corrosion protection applicable. Avoided for toxicological reasons (risk of nitrosamine formation) but nowadays the use of dialkanolamines.
  • the corrosion inhibitors can be selected from branched or unbranched, saturated or unsaturated aliphatic carboxylic acids with 6 to 10 carbon atoms and / or from aromatic carboxylic acids with 7 to 10 carbon atoms.
  • the carboxylic acids are largely as Anions.
  • counterions with which the acids can be neutralized can, for example, alkali metal ions such as in particular sodium or Potassium ions, but preferably the cations of those listed above Alkanolamines are used.
  • carboxylic acids examples include caproic acid, caprylic acid, Ethylhexanoic acid, heptanoic acid, isononanoic acid and benzoic acid or their Derivatives, especially 3-nitrobenzoic acid or 4-hydroxybenzoic acid.
  • the detergent concentrates can be used as further auxiliaries or active ingredients contain: builder substances such as alkali metal orthophosphates, polyphosphates, silicates, borates, carbonates, polyacrylates and gluconates.
  • This Builders sometimes have complexing properties and work thereby water softening. Instead of or in addition to this, stronger ones
  • Complexing agents such as 1-hydroxyethane-1,1-diphosphonic acid or 2-phosphonobutane-1,2,4-tricarboxylic acid be used.
  • Ethylenediaminetetraacetate and nitrilotriacetates can also be used, but if necessary, too Lead to problems with wastewater treatment.
  • biocides can be added if desired.
  • the cleaning agent characterized above represents a concentrate from which the ready-to-use cleaning solution can be prepared by dilution. In principle, it would be possible to find the cleaning solution by dissolving the individual Produce active components in water in the required concentration range. In the industrial sector concerned, however, it is common for the manufacturer to concentrate delivers, which contain all active ingredients in the required ratio and from which the user is ready to use by simply diluting with water Can produce cleaning solution.
  • the concentrates are usually like this set that they are used as about 0.5 to about 5 wt .-% aqueous solution come, d. H. that they are for use with water in a ratio of about 1: 200 be diluted to about 1:20.
  • the invention also includes ready-to-use aqueous cleaning agent, which can be obtained by the cleaning concentrate according to one or more of claims 1 to 7, such as it is described in more detail above, in a ratio of 1: 200 to 1:20 with water diluted.
  • this aqueous cleaning agent is used for Degreasing of metal parts in spraying systems, whereby a temperature in Range of about 15 to about 80 ° C and especially in the range of about 15 to about 30 ° C is set.
  • Aqueous application solutions and comparison solutions according to the invention state of the art in terms of cleaning results, surfactant separation and foaming behavior compared. For this, were initially through Mixing the individual components made of detergent concentrates. For the application tests, these were washed with water as indicated below diluted.
  • a basic cleaner formulation consisting of 30% triethanolamine and 4% Isononanoic acid, as well as the rest 100% water, is mixed with various "Tensiden” added and then a cleaning, tenside and Foam test (all percentages are percentages by weight).
  • Steel sheets of quality St 1405 are manually pre-cleaned with surfactant solution and soiled with lapping paste (original dirt from practice). After 2 days. They are stored in a warming cabinet at 60 ° C with a 2% cleaning solution sprayed in a laboratory spraying system at 60 ° C for 10 min. The surfaces are visually assessed and the residual contamination determined gravimetrically.
  • a 2% cleaning solution is placed in a 1000 ml beaker (tall form) Set water at 20 ° dH, 5 min on a magnetic stirrer at approx. 600 Revolutions per minute and then stirred for 24 hours at 60 ° C without Bath movement stored in the warming cabinet. The appearance of the solution is assessed as well as the deposition on the liquid surface.
  • the invention offers Significant advantages over existing systems.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Detergent Compositions (AREA)

Claims (11)

  1. Concentré de détergent, renfermant du glycoléther et des tensioactifs cationiques, caractérisé en ce qu'il contient moins de 0,1 % en poids d'alcoxylates d'alcools gras et/ou d'agents de surface ampholytiques et en ce qu'il renferme
    a) des glycoléthers de la formule générale R-O-(CH2-CH(CH3)-O)n-H, dans laquelle R représente un radical alkyle comportant 1 à 4 atomes de C ou un radical phényle, et n correspond à un nombre compris dans l'intervalle de 1 à 5, et
    b) des tensioactifs cationiques,
    a) et b) étant entre eux dans un rapport pondéral compris entre 8:1 et 100:1.
  2. Concentré de détergent selon la revendication 1, caractérisé en ce qu'il renferme des glycoléthers de la formule générale R-O-(CH2-CH(CH3)-O)n-H, dans laquelle R représente un radical alkyle comportant 1 à 4 atomes de C ou un radical phényle, et n correspond à un nombre compris dans l'intervalle de 1 à 3.
  3. Concentré de détergent selon une des deux ou les deux revendications 1 et 2, caractérisé en ce qu'il contient les glycoléthers a) et les tensioactifs cationiques b) dans un rapport pondéral a):b) compris entre 8:1 et 25:1.
  4. Concentré de détergent selon une ou plusieurs des revendications 1 à 3, caractérisé en ce qu'il contient 5 à 200 g/l des glycoléthers a) et 0,2 à 25 g/l des tensioactifs cationiques b) et comme reste, de l'eau ou une solution aqueuse d'autres substances actives ou adjuvantes
  5. Concentré de détergent selon une ou plusieurs des revendications 1 et 4, caractérisé en ce que les surfactifs cationiques b) sont sélectionnés parmi les composés d'ammonium quaternaire de la formule générale R1-(CHOH-CHR2)n-N+R3R4R5X- dans laquelle
    R1 peut représenter un radical alkyle linéaire ou ramifié. comportant 1 à 22 atomes de C,
    R2 peut correspondre à l'hydrogène ou à un radical alkyle linéaire ou ramifié possédant 1 à 22 atomes de C, le nombre total d'atomes de C des. radicaux R1 et R2 étant compris dans l'intervalle de 10 à 22,
    n est égal à 0 ou à 1,
    R3 et R4 représentent indépendamment l'un. de l'autre un méthyle, un éthyle, un 2-hydroxyéthyle ou un hydroxypropyle,
    R5 correspond à des radicaux alkyle comportant 1 à 12 atomes de C, à un radical benzyle ou à des radicaux alkylphényle avec 1 à 3 atomes de C dans le radical alkyle et
    le nombre total des atomes de carbone du cation ammonium quaternaire atteignant au moins 9 et au moins un des radicaux R1 et R5 présentant plus de 4 atomes de carbone, et
    X- représente un halogénure, un méthylsulfate ou un anion d'un acide organique aliphatique ou aromatique comportant jusqu'à 15 atomes de C.
  6. Concentré de détergent selon la revendication 5, caractérisé en ce dans la formule générale des tensioactifs cationiques, R3 et R4 représentent un méthyle et R5 correspond à un benzyle.
  7. Concentré de détergent selon une ou plusieurs des revendications 1 à 6, caractérisé en ce qu'il contient comme autres substances actives, 100 à 700 g/l d'inhibiteurs de corrosion.
  8. Concentré de détergent selon la revendication 7, caractérisé en ce que les inhibiteurs de corrosion sont sélectionnés parmi les alcanolamines et/ou les acides carboxyliques aliphatiques saturés ou insaturés, linéaires ou ramifiés, comportant 6 à 10 atomes de C et/ou les acides carboxyliques aromatiques possédant 7 à 10 atomes de C.
  9. Concentré de détergent selon une ou plusieurs des revendications 1 à 8, caractérisé en ce qu'il contient en plus des substances adjuvantes, des biocides et/ou des agents complexants.
  10. Détergent aqueux, qui est obtenu en diluant à l'eau un concentré de détergent selon une ou plusieurs des revendications 1 à 9, dans un rapport 1:200 à 1:20.
  11. Utilisation du détergent aqueux selon la revendication 10 pour dégraisser les pièces métalliques dans des installations de pulvérisation.
EP98937430A 1997-06-06 1998-05-29 Detergent faiblement moussant Expired - Lifetime EP0986631B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19723990 1997-06-06
DE19723990A DE19723990A1 (de) 1997-06-06 1997-06-06 Schaumarmes Reinigungsmittel
PCT/EP1998/003223 WO1998055578A1 (fr) 1997-06-06 1998-05-29 Detergent faiblement moussant

Publications (2)

Publication Number Publication Date
EP0986631A1 EP0986631A1 (fr) 2000-03-22
EP0986631B1 true EP0986631B1 (fr) 2001-12-12

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EP98937430A Expired - Lifetime EP0986631B1 (fr) 1997-06-06 1998-05-29 Detergent faiblement moussant

Country Status (18)

Country Link
US (1) US6187737B1 (fr)
EP (1) EP0986631B1 (fr)
JP (1) JP2002508794A (fr)
KR (1) KR20010013301A (fr)
CN (1) CN1259164A (fr)
AR (1) AR012941A1 (fr)
AT (1) ATE210718T1 (fr)
AU (1) AU726452B2 (fr)
BR (1) BR9810413A (fr)
CA (1) CA2293524A1 (fr)
CZ (1) CZ289755B6 (fr)
DE (2) DE19723990A1 (fr)
ES (1) ES2169536T3 (fr)
HU (1) HUP0003711A2 (fr)
PL (1) PL337232A1 (fr)
TR (1) TR199902907T2 (fr)
WO (1) WO1998055578A1 (fr)
ZA (1) ZA984853B (fr)

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AU726452B2 (en) 2000-11-09
ES2169536T3 (es) 2002-07-01
CZ9904371A3 (cs) 2001-01-17
DE19723990A1 (de) 1998-12-10
PL337232A1 (en) 2000-08-14
EP0986631A1 (fr) 2000-03-22
CA2293524A1 (fr) 1998-12-10
CN1259164A (zh) 2000-07-05
JP2002508794A (ja) 2002-03-19
WO1998055578A1 (fr) 1998-12-10
CZ289755B6 (cs) 2002-03-13
ZA984853B (en) 1998-12-07
AU8623998A (en) 1998-12-21
HUP0003711A2 (hu) 2001-02-28
BR9810413A (pt) 2000-08-22
TR199902907T2 (xx) 2000-05-22
KR20010013301A (fr) 2001-02-26
ATE210718T1 (de) 2001-12-15
AR012941A1 (es) 2000-11-22
DE59802449D1 (de) 2002-01-24
US6187737B1 (en) 2001-02-13

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