EP3839026A1 - Procédé d'augmentation de la stabilité des détergents - Google Patents

Procédé d'augmentation de la stabilité des détergents Download PDF

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Publication number
EP3839026A1
EP3839026A1 EP20209176.5A EP20209176A EP3839026A1 EP 3839026 A1 EP3839026 A1 EP 3839026A1 EP 20209176 A EP20209176 A EP 20209176A EP 3839026 A1 EP3839026 A1 EP 3839026A1
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EP
European Patent Office
Prior art keywords
weight
added
surfactant
thickener
sulfopolymer
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
EP20209176.5A
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German (de)
English (en)
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EP3839026B1 (fr
Inventor
Alexander Tollkoetter
Rainer DIEDRICH
Sven Mueller
Thomas Doering
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3765—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in liquid 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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
    • 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
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino carboxylic acids
    • 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/378—(Co)polymerised monomers containing sulfur, e.g. sulfonate
    • 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

Definitions

  • the present invention relates to a specific method for the production of cleaning agents, in particular gel-form cleaning agents, and a cleaning agent obtained by the method, in particular a dishwashing agent.
  • gel-form cleaning agents in particular dishwashing detergents
  • one challenge is to provide the corresponding gels with a long shelf life.
  • gel-like cleaning agents with several cleaning components can tend to form phase separation after a certain time, which can be visually recognized by the formation of a layer, and a tendency to reduce the chemical stability, which is visually noticeable by mostly white flake formation.
  • the object of the present invention was therefore to provide a gel-like cleaning agent which in particular contains at least one thickener, at least one surfactant, at least one sulfopolymer and at least one complexing agent, which has a long shelf life and is obtainable by a relatively simple manufacturing process.
  • the inventors of the present invention have surprisingly found that this problem can be solved by using a special method in which a special order of addition of the cleaning agent components takes place.
  • the thickener must be added before the at least one surfactant, the at least one sulfopolymer and the at least one complexing agent and the stirring speed in the container must be increased at least once.
  • the invention relates to a cleaning agent obtained by the method according to the present invention.
  • At least one refers to 1 or more, for example 2, 3, 4, 5, 6, 7, 8, 9 or more. In connection with constituents of the compounds described herein, this indication does not refer to the absolute amount of molecules, but to the type of constituent. “At least one thickener” therefore means, for example, that only one type of thickener or several different types of thickener can be present without specifying the amount of the individual compounds.
  • Gel or gel-like compositions or agents for the purposes of the present invention are those which have a viscosity of 50 to 500 mPas, preferably 100 to 300 mPas.
  • the viscosity can be determined with a Brookfield LVDV II + laboratory viscometer at 20 ° C. using spindle 31 and 30 rpm.
  • the expression “essentially free of” means that the respective compound can in principle be included, but is then present in an amount that does not impair the function of the other components.
  • the property “essentially free of” a certain compound is therefore preferably a total weight of less than 0.1% by weight, more preferably less than 0.001% by weight, in particular free of this, based on the total weight the composition.
  • molecular weight relates to the weight average molecular weight in g / mol, unless the number average molecular weight is explicitly mentioned.
  • Molecular weights are preferably determined by GPC using polystyrene standards.
  • the stirring speed is increased after every second component by 5 to 75% starting from the previous stirring speed, more preferably after every component the stirring speed is increased by 5 to 40% starting from the previous stirring speed. In a preferred embodiment, the stirring speed is increased twice.
  • the at least one thickener is added before the at least one surfactant (2), the at least one sulfopolymer (3) and the at least one complexing agent (4) and between the addition of the at least one thickener (1) and one or more of the components (2) - (4) at least one further component different from these components and / or water is added.
  • Suitable surfactants are cationic, anionic, nonionic or zwitterionic surfactants or mixtures thereof.
  • Anionic and / or nonionic surfactants are preferred.
  • Such surfactants are known in the prior art.
  • Fatty alcohol alkoxylates are particularly preferred, more preferably fatty alcohol ethoxylates or propoxylates or their mixed ethers, in particular with a carbon chain length of the fatty alcohol of C 11-18 , particularly preferably C 11 and C 16-18 .
  • the fatty alcohol alkoxylates preferably have 2 to 100, more preferably 5 to 50 alkoxylate units, in particular ethoxylate and / or propoxylate.
  • a commercially available fatty alcohol alkoxylate is, for example, Dehypon E127 from BASF AG.
  • the at least one thickener is selected from the group of polyacrylate (co) polymers. All polyacrylate (co) polymers known to the person skilled in the art, which have a thickening effect for producing gels, are suitable. For example, such polymers are available under the trade name Acusol from Dow Corning Inc., Acusol 810 and 820 being particularly suitable.
  • the at least one thickener preferably has an M n of 1,000 to 1,000,000 g / mol, stronger preferably 5,000 to 100,000 g / mol, preferably measured by means of GPC using polystyrene standards.
  • the at least one thickener preferably has a viscosity of 100 to 500 mPas, more preferably 100 to 300 mPas, preferably measured with a Brookfield viscometer with spindle 2, at 12 rpm and 25 ° C. In one embodiment, the at least one thickener preferably has a density of 1.02 to 1.05 g / cm 3 , in particular 1.049 g / cm 3.
  • the copolymers can have two, three, four or more different monomer units.
  • Preferred copolymeric polysulfonates contain, in addition to monomer (s) containing sulfonic acid groups, at least one monomer from the group of unsaturated carboxylic acids.
  • unsaturated carboxylic acids are acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, ⁇ -cyanoacrylic acid, crotonic acid, ⁇ -phenyl acrylic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, citraconic acid, methylenemalonic acid, sorbic acid, cinnamic acid or mixtures thereof.
  • the unsaturated dicarboxylic acids can of course also be used.
  • Particularly preferred monomers containing sulfonic acid groups are 1-acrylamido-1-propanesulfonic acid, 2-acrylamido-2-propanesulfonic acid, 2-acrylamido-2-methyl-1-propanesulfonic acid, 2-methacrylamido-2-methyl-1-propanesulfonic acid, 3- Methacrylamido-2-hydroxypropanesulfonic acid, allylsulfonic acid, methallylsulfonic acid, allyloxybenzenesulfonic acid, methallyloxybenzenesulfonic acid, 2-hydroxy-3- (2-propenyloxy) propanesulfonic acid, 2-methyl-2-propen1-sulfonic acid, styrene sulfonic acid, Vinylsulfonic acid, 3-sulfopropyl acrylate, 3-sulfopropyl methacrylate, sulfomethacrylamide, sulfomethyl methacrylamide and mixtures of the acids mentioned or their water
  • the sulfonic acid groups can be completely or partially in neutralized form, i.e. the acidic hydrogen atom of the sulfonic acid group in some or all sulfonic acid groups can be exchanged for metal ions, preferably alkali metal ions and in particular for sodium ions.
  • metal ions preferably alkali metal ions and in particular for sodium ions.
  • partially or fully neutralized copolymers containing sulfonic acid groups is preferred according to the invention.
  • the monomer distribution of the copolymers preferably used according to the invention is, in the case of copolymers which only contain monomers containing carboxylic acid groups and monomers containing sulphonic acid groups, preferably in each case from 5 to 95% by weight; the proportion of the monomer containing sulphonic acid groups is particularly preferably 50 to 90% by weight. % and the proportion of the carboxylic acid group-containing monomer 10 to 50% by weight, the monomers here are preferably selected from those mentioned above.
  • the molar mass of the sulfo-copolymers preferably used according to the invention can be varied in order to adapt the properties of the polymers to the desired intended use.
  • Preferred copolymers have molecular weights from 2000 to 200,000 gmol -1 , preferably from 4000 to 25,000 gmol -1 and in particular from 5000 to 15,000 gmol -1 .
  • such polymers are available under the trade name Acusol from Dow Corning Inc., Acusol 590 or Acusol 588 being particularly suitable.
  • the complexing agents are selected from the group of aminocarboxylic acids and their salts, for example methylglycine diacetic acid (MGDA) or its salts, glutamine diacetic acid (GLDA) or its salts, ethylenediamine diacetic acid or its salts (EDDS) or mixtures thereof.
  • MGDA methylglycine diacetic acid
  • GLDA glutamine diacetic acid
  • EDDS ethylenediamine diacetic acid or its salts
  • suitable complexing agents are, for example, in DE 102015206485 A1 , EP 3080236 A1 or DE 102015213938 A1 described.
  • a suitable commercially available complexing agent is available, for example, under the trade name Trilon Ultimate 2L from BASF AG.
  • the at least one complexing agent is selected from citric acid and the salts of citric acid.
  • the at least one complexing agent is preferably trisodium citrate.
  • citric acid or one of its salts it can also act as a pH adjuster and / or a buffer substance.
  • a further addition of a separate pH adjusting agent or a buffer substance can then be dispensed with.
  • the specified quantity limits for the complexing agent then apply in such cases to the total quantity of the specified compound in the composition, regardless of the function.
  • the at least one surfactant (2) comprises a surfactant from the group of hydroxy mixed ethers, in particular fatty alcohol alkoxylates.
  • the at least one sulfopolymer (3) is a polymer from the group of acrylate copolymers, preferably containing acrylamidopropanesulfonic acid units.
  • the at least one complexing agent (4) is selected from organic complexing agents, preferably from aminocarboxylic acids and their salts, more preferably from MGDA and GLDA and their salts, or from citric acid and their salts, more preferably trisodium citrate.
  • the order in which components (1) - (4) are added is such that component (1) is added first, then component (3), then component (4) and then component (2), with between the addition the at least one thickener (1) and component (3), preferably at least one further component different from these components and / or water is added, particularly preferably at least one structuring agent, in particular sorbitol.
  • the order in which components (1) - (4) are added is such that component (1) is added first, then component (3), then component (4) and then component (2), with between the Addition of the at least one thickener (1) and component (3) sorbitol is added and water is added between the addition of component (4) and component (2), preferably in up to 5% by weight based on the total weight of the Composition, and after the addition of component (2) at least one pH adjusting agent, in particular citric acid, and then at least one enzyme are added.
  • the initial stirring speed is 30 rpm, preferably 35 rpm and / or the stirring speed when the last component is added is 80 rpm, preferably 70 rpm.
  • the stirring speed is increased from 30 or 35 rpm to 80 or 70 rpm in one step, in a more preferred embodiment it is increased in two steps.
  • the stirring speed is increased from 35 rpm to 40 rpm after the addition of at least one sulfopolymer (3) and increased to 70 rpm after the addition of the at least one complexing agent (4).
  • the stirring speed is 4000-11000dR ⁇ 2/3, depending on the stirrer diameter.
  • the stirring speed can be increased in steps of 500-3000 ⁇ dR ⁇ 2/3, preferably 1500-3000 ⁇ dR ⁇ 2/3, particularly preferably 2500-3000 ⁇ dR ⁇ 2/3. Where dR is the stirrer diameter.
  • a dynamic mixer is additionally used for stirring.
  • the filling level of the container is about 30% before the thickener (1) is metered, about 47% before the sulfopolymer (3) is metered, and about 47% before the complexing agent (4) is metered 63% and before dosing the surfactant (2) about 88% based on the volume of the container.
  • These fill levels are advantageous because they can enable an increased stirring speed.
  • the stirrer is located in the container below the surface of the liquid.
  • Preferred stirred kettles have volumes of 10 to 500,000 liters.
  • the ratio of height to diameter is preferably 1 to 2.2, more preferably 1.3 to 1.7.
  • Common bottoms are dished, arched and otherwise curved bottoms, as well as conical bottoms.
  • Exemplary types of stirrers are propeller, interprop, inclined blade or intermig stirrers.
  • the respective mixture is at least 15 minutes after the addition of the thickener (1), at least 10 minutes after the addition of the sulfopolymer (3), at least 5 minutes after the addition of the complexing agent (4) and after the addition of the surfactant (2) Stirred for at least 5 minutes.
  • the at least one thickener preferably at least one acrylate (co) polymer
  • the at least one surfactant is used in 0.1 to 10% by weight, preferably 1 to 7% by weight, more preferably 2.5 to 5% by weight.
  • the at least one sulfopolymer is used in 0.1 to 20% by weight, preferably 5 to 17.5% by weight, more preferably 10 to 15% by weight.
  • the at least one complexing agent is used in 1 to 35% by weight, preferably 5 to 35% by weight, more preferably 15 to 30% by weight.
  • water is used in 5 to 70% by weight, preferably 10 to 55% by weight, more preferably 20 to 45% by weight. The% by weight are in each case based on the total weight of the cleaning agent.
  • At least one further component is also selected from inorganic salts, dyes, pigments, preservatives, pH adjusters, structuring agents such as sorbitol, trehalose, urea, glycerine, 1,2-propaniol, 1,3-propanediol, xylose, xylitol , especially sorbitol, perfumes and enzymes.
  • the pH of the composition can be adjusted using conventional pH adjusters, for example acids such as mineral acids or organic acids such as citric acid, and / or alkalis such as sodium or potassium hydroxide, with a range from 6 to 10, preferably from 6.5 to 9, most preferably from 7.0 to 8.5.
  • acids such as mineral acids or organic acids such as citric acid
  • alkalis such as sodium or potassium hydroxide
  • one or more buffer substances can be used as pH adjusters in the composition in the process according to the invention, usually in amounts of from 0.001 to 5% by weight, preferably from 0.005 to 3% by weight, more preferably from 0.01 to 2% by weight, even more preferably from 0.05 to 1% by weight %, most preferably 0.1 to 0.5% by weight, for example 0.2% by weight.
  • Preferred buffer substances are citric acid or citrates, especially sodium and potassium citrates, for example trisodium citrate ⁇ 2H 2 O and tripotassium citrate ⁇ H 2 O.
  • the citrates also have a function as complexing agents. If citrates are used as complexing agents, the use of further buffer substances can be obsolete.
  • the at least one further component is preferably at least one enzyme, more preferably a protease.
  • the proteases used are preferably alkaline serine proteases. They act as unspecific endopeptidases, that is, they hydrolyze any acid amide bonds that are inside peptides or proteins, thereby breaking down protein-containing soiling on the items to be cleaned.
  • subtilisin 309 examples of the proteases that can be used in the method according to the invention are subtilisin 309 or functional fragments / variants thereof and variants of the alkaline protease from Bacillus lentus or variants thereof.
  • Subtilisin 309 is sold under the trade name Savinase® by Novozymes A / S, Bagsvaerd, Denmark.
  • Optimized enzyme variants of the subtilisin 309 from Bacillus lentus are available from Novozymes under the trade names Blaze® and Ovozyme®, which represent a preferred embodiment of the invention.
  • the protease variants under the name BLAP® are derived from the alkaline protease from Bacillus lentus DSM 5483.
  • protease variants which, compared to the BLAP wt (wild type) enzyme, in the count according to BLAP wt, have at least one mutation in R99 are particularly preferred here have, in particular R99E or R99D, particularly preferred is R99E, and optionally additionally at least one or two, preferably all three of the amino acid substitutions S3T, V4I and V199I, particularly preferred are the BLAP variants as described in SeqlD No 4 or 5 of WO2014 / 177430 are described.
  • the enzymes that can be used as optional components can also be packaged together with accompanying substances, for example from fermentation.
  • the enzymes are preferably used as liquid enzyme formulation (s).
  • the proteases are not provided in the form of the pure protein, but rather in the form of stabilized, storable and transportable preparations.
  • These prefabricated preparations include, for example, the solid preparations obtained by granulation, extrusion or lyophilization or, preferably, solutions of the enzymes, advantageously as concentrated as possible, with little water and / or mixed with stabilizers or other auxiliaries.
  • the enzymes can be encapsulated, for example by spray drying or extrusion of the enzyme solution together with a preferably natural polymer or in the form of capsules, for example those in which the enzymes are enclosed as if in a solidified gel or in those of the core-shell type, in which an enzyme-containing core is covered with a protective layer impermeable to water, air and / or chemicals.
  • Additional active ingredients for example stabilizers, emulsifiers, pigments, bleaches or dyes, can also be applied in superimposed layers.
  • Such capsules are applied by methods known per se, for example by shaking or rolling granulation or in fluid-bed processes. Such granules are advantageously low in dust, for example due to the application of polymeric film formers, and due to the coating are stable in storage.
  • enzymes in particular amylases, hemicellulases, cellulases, lipases and oxidoreductases, can also be added.
  • the amylase (s) is preferably an ⁇ -amylase.
  • the hemicellulase is preferably a ⁇ -glucanase, a pectinase, a pullulanase and / or a mannanase.
  • the cellulase is preferably a cellulase mixture or a one-component cellulase, preferably or predominantly an endoglucanase and / or a cellobiohydrolase.
  • the oxidoreductase is preferably an oxidase, in particular a choline oxidase, or a perhydrolase.
  • the enzymes mentioned can all be formulated as described above for the proteases.
  • the at least one further component comprises a protease in an amount of from 0.01 to 1.6% by weight, preferably from 0.08 to 1.2% by weight, based on the total weight of the composition.
  • the enzyme (s) can be pre-formulated with enzyme stabilizers in an enzyme composition.
  • the enzyme protein usually only forms a fraction of the total weight of the enzyme preparation.
  • Preferred enzyme preparations contain between 0.1 and 40% by weight, preferably between 0.2 and 30% by weight, more preferably between 0.4 and 20% by weight and most preferably between 0.8 and 10% by weight .% of the enzyme protein.
  • an enzyme stabilizer can be contained in an amount of from 0.05 to 35% by weight, preferably from 0.05 to 10% by weight, based on the total weight in the enzyme composition.
  • This enzyme composition can then be added as an additive in the process according to the invention, specifically in amounts which lead to the above-specified final concentrations in the composition.
  • Suitable enzyme stabilizers are known in the prior art.
  • one or more enzyme stabilizers can accordingly also be added in the method according to the invention.
  • the protein concentration can be determined with the aid of known methods, for example the BCA method (bicinchoninic acid; 2,2'-bichinolyl-4,4'-dicarboxylic acid) or the biuret method.
  • the active protein concentration is determined by titrating the active centers using a suitable irreversible inhibitor (for proteases, for example, phenylmethylsulfonyl fluoride (PMSF)) and determining the residual activity (cf. M. Bender et al., J. Am. Chem. Soc. 88, 24 (1966), pp. 5890-5913 ).
  • a suitable irreversible inhibitor for proteases, for example, phenylmethylsulfonyl fluoride (PMSF)
  • ⁇ 5% by weight of organic solvents are included. In a preferred embodiment, there are essentially no organic solvents present. In one embodiment, less than 6% by weight of thickeners which are not acrylate (co) polymers, based on the total weight of the cleaning agent, are included. In a preferred embodiment, only acrylate (co) polymers are contained as thickeners.
  • the invention further relates to a cleaning agent obtained by the method according to the present invention, wherein the cleaning agent is preferably a dishwashing agent.

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  • Engineering & Computer Science (AREA)
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EP20209176.5A 2019-11-28 2020-11-23 Procédé d'augmentation de la stabilité des détergents Active EP3839026B1 (fr)

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Application Number Priority Date Filing Date Title
DE102019132402.5A DE102019132402A1 (de) 2019-11-28 2019-11-28 Verfahren zur erhöhung der stabilität von reinigungsmitteln

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EP3839026A1 true EP3839026A1 (fr) 2021-06-23
EP3839026B1 EP3839026B1 (fr) 2024-04-17

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Cited By (1)

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WO2023198323A1 (fr) * 2022-04-13 2023-10-19 Henkel Ag & Co. Kgaa Procédé de fabrication d'une unité de partie détergente

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WO2014177430A1 (fr) 2013-04-30 2014-11-06 Henkel Ag & Co. Kgaa Produit détergent contenant des protéases
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DE102015206485A1 (de) 2015-04-10 2016-10-13 Henkel Ag & Co. Kgaa Geschirrspülmittel enthaltend sticksoffbasierte Komplexbildner und MGDA
EP3080236A1 (fr) 2013-12-11 2016-10-19 Henkel AG & Co. KGaA Lessive lave-vaisselle contenant des agents complexants à base de n
DE102015213938A1 (de) 2015-07-23 2017-01-26 Henkel Ag & Co. Kgaa Einsatz einer Kombination aus Komplexbildner und Tensid zur Verbesserung der Klarspülleistung

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WO2012044929A2 (fr) * 2010-09-30 2012-04-05 Lubrizol Advanced Materials, Inc. Copolymères d'acrylate structurés utilisables dans des systèmes à plusieurs phases
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WO2014177430A1 (fr) 2013-04-30 2014-11-06 Henkel Ag & Co. Kgaa Produit détergent contenant des protéases
EP3080236A1 (fr) 2013-12-11 2016-10-19 Henkel AG & Co. KGaA Lessive lave-vaisselle contenant des agents complexants à base de n
DE102013226301A1 (de) * 2013-12-17 2015-06-18 Henkel Ag & Co. Kgaa Flüssige Geschirrspülmittel mit optimierter Viskosität
DE102015206485A1 (de) 2015-04-10 2016-10-13 Henkel Ag & Co. Kgaa Geschirrspülmittel enthaltend sticksoffbasierte Komplexbildner und MGDA
DE102015213938A1 (de) 2015-07-23 2017-01-26 Henkel Ag & Co. Kgaa Einsatz einer Kombination aus Komplexbildner und Tensid zur Verbesserung der Klarspülleistung

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Publication number Priority date Publication date Assignee Title
WO2023198323A1 (fr) * 2022-04-13 2023-10-19 Henkel Ag & Co. Kgaa Procédé de fabrication d'une unité de partie détergente

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EP3839026B1 (fr) 2024-04-17
DE102019132402A1 (de) 2021-06-02

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