EP1129172A1 - Agents mouillants pour le lavage en machine de la vaisselle - Google Patents

Agents mouillants pour le lavage en machine de la vaisselle

Info

Publication number
EP1129172A1
EP1129172A1 EP99955925A EP99955925A EP1129172A1 EP 1129172 A1 EP1129172 A1 EP 1129172A1 EP 99955925 A EP99955925 A EP 99955925A EP 99955925 A EP99955925 A EP 99955925A EP 1129172 A1 EP1129172 A1 EP 1129172A1
Authority
EP
European Patent Office
Prior art keywords
radical
carboxylic acid
alkyl
acid esters
rinse aid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP99955925A
Other languages
German (de)
English (en)
Other versions
EP1129172B8 (fr
EP1129172B1 (fr
Inventor
Rita Köster
Ansgar Behler
Karl-Heinz Schmid
Michael Neuss
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.)
Cognis IP Management GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
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
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1129172A1 publication Critical patent/EP1129172A1/fr
Application granted granted Critical
Publication of EP1129172B1 publication Critical patent/EP1129172B1/fr
Publication of EP1129172B8 publication Critical patent/EP1129172B8/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • 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
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

  • the present invention relates to rinse aids for machine dishwashing containing alkoxylated carboxylic acid esters, in particular those which have been prepared by reacting carboxylic acid esters and alkylene oxides in the presence of calcined hydrotalcites, and the use of the alkoxylated carboxylic acid esters as surfactants for the preparation of such rinse aids.
  • rinse aid is used successfully today.
  • the addition of rinse aid at the end of the wash program ensures that the water runs off the dishes as completely as possible, so that the different surfaces are residue-free and immaculately shiny at the end of the wash program.
  • rinse aids are mixtures of nonionic surfactants, solubilizers (eg cumene sulfonate), organic acids (eg citric acid) and solvents (eg ethanol), water and, if necessary, preservatives and fragrances to influence the interfacial tension of the water in such a way that it can run off the dishes in a thin, coherent film, so that no water drops, streaks or Films remain (so-called network effect).
  • the surfactants also have the task of dampening the foam which arises from food residues in the dishwasher. Since the rinse aids mostly contain acids to improve the clear dry effect, the surfactants used must also be relatively insensitive to hydrolysis against acids.
  • rinse aids which contain mixed ethers as nonionic surfactants.
  • a variety of different materials glass, metal, silver, plastic, porcelain are cleaned in the dishwasher. This variety of materials must be wetted as well as possible in the rinse cycle.
  • Rinse aid formulations which contain only mixed ethers as the surfactant component do not meet these requirements, or do so only to a limited extent, so that the rinse aid or drying effect is unsatisfactory, particularly on plastic surfaces.
  • Alkoxylated carboxylic acid esters which are prepared by homogeneous catalysis in the presence of hydroxides and reducing agents or a cocatalyst, are known from German published patent application DE-A1- 19 611 999 and the international application WO 94/13618. According to the two documents, such compounds can be used in washing, rinsing and cleaning agents.
  • German published patent application DE-A-43 26 112 in turn describes low-foaming general-purpose cleaners which contain alkoxylated carboxylic acid esters in a mixture with alkyl glycosides and, if appropriate, further surfactants such as alkyl sulfates, alkyl ether sulfates and fatty alcohol polyglycol ethers.
  • All-purpose cleaners of this type are intended for cleaning hard surfaces such as clinker, ceramic tiles, enamel, PVC or wooden floors.
  • all-purpose cleaners always contain anionic surfactants.
  • all-purpose cleaners unlike rinse aids, should have a voluminous starting foam.
  • all-purpose cleaners have different surfactant concentrations used. This places different demands on all-purpose cleaners than on rinse aid.
  • the object of the present invention was to provide new ecologically and toxicologically flawless rinse aids which, in terms of their application properties, give at least the same results as commercially available rinse aids and do not have the disadvantages mentioned above.
  • One object of the present invention therefore relates to rinse aid for machine dishwashing containing alkoxylated carboxylic acid esters of the formula (I),
  • R'CO represents an aliphatic acyl radical
  • AlkO represents CH 2 CH 2 O, CHCH 3 CH 2 O and / or CH 2 CHCH 3 O
  • n represents numbers from 1 to 20 and R 2 represents an aliphatic alkyl radical.
  • rinse aids containing alkoxylated carboxylic acid esters and especially in a mixture with mixed ethers, hydroxymixed ethers and / or fatty alcohol polypropylene / polyethylene glycol ethers not only have high ecotoxicological compatibility, but also fully meet the requirements for a branded product with regard to the application properties.
  • such rinse aids show an excellent wetting agent effect and excellent foam damping.
  • Alkoxylated carboxylic acid esters which are mandatory in the rinse aid according to the invention are known from the prior art.
  • such alkoxylated carboxylic acid esters are accessible by esterification of alkoxylated carboxylic acids with alcohols.
  • the compounds are preferably prepared by reacting carboxylic acid esters with alkylene oxides using catalysts, in particular using calcined hydrotalcite according to the German Offenlegungsschrift DE-A-39 14 131, which provide compounds with a restricted homolog distribution.
  • alkoxylated carboxylic acid esters of the general formula (I) preference is given to alkoxylated carboxylic acid esters of the general formula (I) in which R'CO is an aliphatic acyl radical having 6 to 22 carbon atoms, AlkO is a CH 2 CH 2 O-, CHCH 3 CH 2 O- and / or CH 2 -CHCH 3 O radical, n is on average from 3 to 20 and R 2 is an aliphatic alkyl radical having 1 to 22 carbon atoms.
  • Preferred acyl radicals are derived from carboxylic acids having 6 to 22 carbon atoms of natural or synthetic origin, in particular from straight-chain saturated and / or unsaturated fatty acids, including technical mixtures thereof, as are obtainable by fat cleavage from animal and / or vegetable fats and oils, for example Coconut oil, palm kernel oil, palm oil, soybean oil, sunflower oil, rape oil, cottonseed oil, fish oil, beef tallow and lard.
  • carboxylic acids examples include caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arenachonic acid, elaachene acidic acid, elaeachene acid acid and / or erucic acid.
  • R ! CO for a straight-chain, even-numbered acyl radical with 8 to 18 carbon atoms.
  • Preferred alkyl radicals R 2 are derived from primary, aliphatic monofunctional alcohols having 1 to 22 carbon atoms, which can be saturated and / or unsaturated.
  • suitable monoalcohols are methanol, ethanol, propanol, butanol, pentanol and the hydrogenation products of the above-mentioned carboxylic acids with 6 to 22 carbon atoms.
  • R represents a methyl radical.
  • AlkO is preferably a CH 2 CH 2 O radical.
  • examples of such compounds are methyl carboxylates alkoxylated with an average of 5, 7, 9 or 11 moles of ethylene oxide.
  • the use of alkoxylated carboxylic esters derived from short-chain carboxylic acids, in particular those with 8 to 10 carbon atoms, is recommended. High cleaning performance is obtained with alkoxylated carboxylic acid esters which are derived from longer-chain carboxylic acids, especially those with 12 to 18 carbon atoms.
  • the alkoxylated carboxylic acid esters can be contained in the rinse aids as the sole nonionic surfactant, preferably in amounts of 0.5 to 40% by weight, in particular in amounts of 5 to 35% by weight. However, the alkoxylated carboxylic acid esters are preferably present in the rinse aid in a mixture with other nonionic surfactants.
  • nonionic surfactants that can be considered are mixed ethers, hydroxymixed ethers, fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yl oligoglycosides, fatty acid (N-alkyl-vegetable) hydrolysates Wheat-based products), polyol fatty acid esters, sugar esters, sorbitan esters and polysorbates.
  • the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Preferred further nonionic surfactants are fatty alcohol polyglycol ethers, alkyl oligoglucosides, fatty acid N-alkyl glucamides, hydroxy mixed ethers and / or mixed ethers.
  • nonionic surfactants used are alkyl and alkenyl oligoglycosides which follow the formula (II)
  • R 3 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • the index number p in the general formula (II) indicates the degree of oligomerization (DP), ie the Division of mono- and oligoglycosides and stands for a number between 1 and 10.
  • p 1 to 6
  • p a for a certain alkyl oligoglycoside analytically determined arithmetic size, which usually represents a fractional number.
  • Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, from hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 3 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
  • Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures, as described above, which can be obtained as described above.
  • Another group of preferred further nonionic surfactants are fatty acid N-alkyl polyhydroxyalkylamides which follow the formula (III)
  • R 5 CO for an aliphatic acyl radical with 6 to 22 carbon atoms
  • [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl gmppen stands.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides as represented by the formula (IV):
  • the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (IV) in which R 4 represents an alkyl group and R 5 CO represents the acyl radical of capric acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, Isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
  • R 4 represents an alkyl group
  • R 5 CO represents the acyl radical of capric acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, Isostearic acid, oleic acid, elaidic acid, petroselinic acid,
  • fatty acid-N-alkyl glucamides of formula (IV) / ⁇ by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C 12 coconut oil fatty acid or a corresponding derivative 4 can be obtained.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • Fatty alcohol polyglycol ethers are particularly preferred as further nonionic surfactants.
  • the fatty alcohol polyglycol ethers are investment products of alkylene oxides with 2 to 4 carbon atoms (ethylene oxide, propylene oxide and / or butylene oxide) with fatty alcohols with 6 to 22 carbon atoms.
  • the fatty alcohol polyglycol ethers are addition adducts of initially ethylene oxide and optionally subsequently propylene oxide and / or butylene oxide over fatty alcohols of the type described.
  • suitable fatty alcohol polyethylene glycol / polypropylene or polybutylene glycol ethers are, in particular, those of the formula (V),
  • R 6 is an alkyl and / or alkylene radical having 8 to 22 carbon atoms
  • MO is a propylene oxide and / or a butylene oxide radical
  • p is a number from 1 to 15 and m is 0 or a number from 1 to 10 stands.
  • Fatty alcohol polyethylene glycol / polypropylene or polybutylene glycol ethers of the formula (V) can be prepared, for example, in accordance with European patent application EP-A2- 161 537 or German patent applications DE-AI 39 28 602 and DE-AI-39 28 600.
  • Particularly suitable representatives are those of the formula (V) in which R is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, o is a number from 1 to 5 and m is 0. These are plant products of 1 to 5 moles of ethylene oxide with monofunctional alcohols. Suitable monofunctional alcohols are the so-called fatty alcohols such as capron, capryl, lauryl, myristyl and stearyl alcohol and their technical mixtures, such as those obtained in the high pressure hydrogenation of technical methyl esters based on fats and oils.
  • Examples of monofunctional, branched alcohols are so-called oxo alcohols, which usually carry 2 to 4 methyl groups as branches and are produced by the oxo process, and so-called Guerbet alcohols which are branched in the 2-position with an alkyl group.
  • Suitable Guerbet alcohols are 2-ethylhexanol, 2-butyloctanol, 2-hexyldecanol and / or 2-octyldodecanol.
  • R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms
  • o is a number from 2 to 7
  • m is a number from 3 to 7 stands.
  • fatty alcohol polyglycol ethers are contained, which are addition products of initially propylene oxide and then optionally ethylene oxide. Accordingly, they are fatty alcohol polypropylene glycol / polyethylene glycol ethers, which preferably follow the formula (VT)
  • R 7 is an alkyl and / or alkylene radical having 8 to 22 carbon atoms
  • r is a number from 1 to 10
  • q is a number from 0 to 15.
  • mixed ethers are adducts of ethylene oxide and / or propylene oxide with fatty alcohols, which are end-capped by subsequent reaction with an alkyl chloride in the presence of bases.
  • Particularly suitable mixed ethers are those which have been end-capped with an alkyl halide having 1 to 8 carbon atoms, in particular having 1 to 4 carbon atoms, of the fatty alcohol polyglycol ethers of the formula (V) and / or (VI).
  • Typical examples are mixed ethers based on a technical C ini or on the 5th to 10th
  • Moles of ethylene oxide have been added and which have been end group-capped with a methyl group or with a butyl group, for example Dehypo 'LS-54, LS-104, LT-54, LS-104, LS -531, Henkel KGaA, Duesseldorf / FRG) .
  • Further particularly preferred nonionic surfactants are so-called hydroxy mixed ethers which have been prepared by reacting 1,2 epoxyalkanes with mono-, di- and / or polyhydric alcohols which were alkoxylated.
  • Preferred hydroxy mixed ethers follow the formula (VII),
  • R represents an alkyl and / or alkylene radical with 4 to 18 C atoms
  • R 9 represents hydrogen or a methyl or ethyl radical
  • R 10 represents an alkyl radical having 2 to 22 C atoms
  • x represents 0 or a number of 1 to 10
  • y is a number from 1 to 30 and z is the number 1
  • Hydroxy mixed ethers of the formula (VII) are known from the literature and are described, for example, in the international application WO 96/12001. They are made by reacting 1,2-epoxyalkanes (R 10 CHOCH 2 ) with monohydric alcohols that have been alkoxylated. For the purposes of the invention, preference is given to those hydroxy mixed ethers which differ from
  • the alcohols are used in the form of their alkoxylates, which are prepared in a known manner by reacting the alcohols with ethylene oxide, propylene oxide and / or butylene oxide.
  • Very particularly suitable hydroxy mixed ethers of the formula (VII) are those in which R 8 for a saturated straight-chain alkyl radical having 8 to 14 C atoms, R 9 for hydrogen, R 10 for a saturated straight-chain alkyl radical having 8 to 12 C atoms, x for 0 or for numbers from 1 to 3 and y stands for numbers from 10 to 25 and z stands for the number 1.
  • R 8 for a saturated straight-chain alkyl radical having 8 to 14 C atoms R 9 for hydrogen
  • R 10 for a saturated straight-chain alkyl radical having 8 to 12 C atoms
  • x for 0 or for numbers from 1 to 3
  • y stands for numbers from 10 to 25
  • z stands for the number 1.
  • Such hydroxy mixed ethers are described in detail in DE-Al-37 23 323.
  • the rinse aids according to the invention can contain the alkoxylated carboxylic acid esters and the further nonionic surfactants, in particular the mixed ethers, hydroxy mixed ethers and the fatty alcohol polyglycol ethers in a weight ratio of 10:90 to 80:20, in particular 30:70 to 40:60.
  • the weight ratio of the other nonionic surfactants to one another is less critical.
  • the rinse aid formulations according to the invention contain, as the most important additives, mono- and / or polyvalent carboxylic acids, preferably hydroxycarboxylic acids.
  • mono- and / or polyvalent carboxylic acids preferably hydroxycarboxylic acids.
  • Typical examples are malic acid (monohydroxy succinic acid), tartaric acid (dihydroxy succinic acid), saturated aliphatic dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, gluconic acid (hexane-pentahydroxy-1-carboxylic acid), but preferably anhydrous citric acid.
  • They can be used in amounts of from about 1 to 50, preferably from about 5 to 30,% by weight in the rinse aid.
  • additives are, in particular, dyes and fragrances and preservatives, preferably in amounts of 0 to 1% by weight.
  • solubilizers or hydrotropes can also be contained in the rinse aid. Cumene sulfonate is recommended as a solubilizer in amounts of 0 to 25, in particular 0.2 to 15% by weight, calculated as the active substance content.
  • ethanol and / or isopropanol in amounts of 0 to 25% by weight are recommended. The remaining 100% by weight) is water.
  • the rinse aids according to the invention contain ecotoxicologically particularly compatible ingredients, show excellent wetting power against a wide variety of materials and excellent foam-damping behavior.
  • Another object of the invention relates to the use of alkoxylated carboxylic acid esters as a surfactant for the preparation of rinse aids for automatic dishwashing.
  • the alkoxylated carboxylic acid esters used show excellent solubility in water without going through a gel phase.
  • the rinse aid can be used in the household as well as in the institutional area.
  • Rinse aids were produced in accordance with the compositions given in Table 1 (% by weight based on active substance) and evaluated for rinse aid effect.
  • the rinse aid effect was determined visually from the number of limescale spots that were observed on glasses, cutlery and plates after the glasses, cutlery and plates had been cleaned in a commercial household dishwasher at 65 ° C.

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  • 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)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne des agents mouillants pour le lavage en machine de la vaisselle, qui contiennent des esters alcoxylés d'acides carboxyliques, en particulier ceux obtenus par réaction d'esters carboxyliques et d'oxydes d'alkylène en présence d'hydrocalcites calcinés, ainsi que l'utilisation des esters d'acides carboxyliques alcoxylés comme tensioactif pour la production de tels agents mouillants.
EP99955925A 1998-11-09 1999-10-30 Agents mouillants pour le lavage en machine de la vaisselle Expired - Lifetime EP1129172B8 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19851453A DE19851453A1 (de) 1998-11-09 1998-11-09 Klarspüler für das maschinelle Geschirrspülen
DE19851453 1998-11-09
PCT/EP1999/008289 WO2000027987A1 (fr) 1998-11-09 1999-10-30 Agents mouillants pour le lavage en machine de la vaisselle

Publications (3)

Publication Number Publication Date
EP1129172A1 true EP1129172A1 (fr) 2001-09-05
EP1129172B1 EP1129172B1 (fr) 2005-05-11
EP1129172B8 EP1129172B8 (fr) 2005-07-06

Family

ID=7887073

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99955925A Expired - Lifetime EP1129172B8 (fr) 1998-11-09 1999-10-30 Agents mouillants pour le lavage en machine de la vaisselle

Country Status (5)

Country Link
US (1) US7871971B1 (fr)
EP (1) EP1129172B8 (fr)
DE (2) DE19851453A1 (fr)
ES (1) ES2243083T3 (fr)
WO (1) WO2000027987A1 (fr)

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Publication number Priority date Publication date Assignee Title
DE10003809A1 (de) 2000-01-28 2001-08-02 Cognis Deutschland Gmbh Klarspülmittel
ES2423580T5 (es) † 2009-12-10 2021-06-17 Procter & Gamble Método y uso de una composición para lavado de vajillas
EP2333040B2 (fr) † 2009-12-10 2019-11-13 The Procter & Gamble Company Composition de détergent
EP2726452B1 (fr) 2011-08-17 2016-04-06 Dow Global Technologies LLC Tensio-actifs biodégradables biorenouvelables
DE102012223339A1 (de) * 2012-12-17 2014-06-18 Henkel Ag & Co. Kgaa Tensidkombination zur verbesserten Trocknung
EP3015540B1 (fr) * 2014-10-29 2022-02-16 The Procter & Gamble Company Nettoyants de surfaces dures comprenant des tensioactifs non ioniques alcoxylés éthoxylés
US9957467B2 (en) 2014-10-29 2018-05-01 The Procter & Gamble Company Hard surface cleaners comprising ethoxylated alkoxylated nonionic surfactants
CN108137459B (zh) 2015-10-07 2021-06-18 海名斯精细化工公司 润湿-防泡剂
US11180716B2 (en) * 2017-07-28 2021-11-23 Croda, Inc. Cleaning formulation comprising a solvent additive

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DE19851453A1 (de) 2000-05-11
DE59912051D1 (de) 2005-06-16
WO2000027987A1 (fr) 2000-05-18
EP1129172B8 (fr) 2005-07-06
US7871971B1 (en) 2011-01-18
EP1129172B1 (fr) 2005-05-11
ES2243083T3 (es) 2005-11-16

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