WO2011134947A1 - Complexes de polyélectrolytes comme substances actives éliminant la saleté - Google Patents

Complexes de polyélectrolytes comme substances actives éliminant la saleté Download PDF

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Publication number
WO2011134947A1
WO2011134947A1 PCT/EP2011/056551 EP2011056551W WO2011134947A1 WO 2011134947 A1 WO2011134947 A1 WO 2011134947A1 EP 2011056551 W EP2011056551 W EP 2011056551W WO 2011134947 A1 WO2011134947 A1 WO 2011134947A1
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acid
polysaccharide
weight
mol
alkyl
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PCT/EP2011/056551
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German (de)
English (en)
Inventor
Paula Barreleiro
Kerstin Ziganke
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Henkel Ag & Co. Kgaa
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Publication of WO2011134947A1 publication Critical patent/WO2011134947A1/fr

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    • 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
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/228—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with phosphorus- or sulfur-containing groups
    • 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
    • C11D3/2075—Carboxylic acids-salts thereof
    • 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
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups

Definitions

  • the present invention relates to the use of certain soil release agents to enhance the cleaning performance of detergents for washing textiles and cleaning hard surfaces, detergents and cleaners containing such soil release agents, and the use of such soil release agents to form a protective layer on hard surfaces and on textile fabrics.
  • detergents In addition to the ingredients indispensable for the washing process, such as surfactants and builder materials, detergents generally contain further constituents which can be summarized under the term washing assistants and which comprise such different active ingredient groups as foam regulators, grayness inhibitors, bleaches, bleach activators and color transfer inhibitors. Such auxiliaries also include substances which impart soil-repellent properties to the laundry fiber and which, if during the washing process
  • European Patent Application EP 0 213 730 discloses textile treatment compositions containing cationic surfactants and nonionic cellulose ethers having HLB values of from 3, 1 to 3.8.
  • US Pat. No. 4,000,093 discloses detergents containing from 0.1% to 3% by weight of alkyl cellulose, hydroxyalkyl cellulose or alkyl hydroxyalkyl cellulose and from 5% by weight to 50% by weight. % Surfactant, wherein the
  • Surfactant component consists essentially of Ci 0 - to Ci 3 -alkyl sulfate and up to 5 wt .-% Ci 4 - alkyl sulfate and less than 5 wt .-% alkyl sulfate having alkyl groups of d 5 and higher.
  • the polymers known from the prior art have the disadvantage that they have no or only insufficient effectiveness, in particular for textiles which are not or at least not predominantly made of polyester.
  • a large part of today's textiles is made of cotton or cotton-polyester blend fabrics, so that there is a need for greasy soiling on especially such textiles more effective soil release agents.
  • the invention relates to the use of a soil release agent, selected from mixtures of anionic and / or nonionic polysaccharides with cationically substituted polysaccharides, to enhance the cleaning performance of
  • Another object of the invention is the use of mixtures of anionic and / or nonionic polysaccharides with cationically substituted polysaccharides to form a protective layer on hard surfaces and on textile fabrics.
  • Nonionic polysaccharides should be understood as meaning polymeric saccharides in which at least one OH group is replaced by an ester or ether function in at least one sugar monomer unit. These can be explained in a familiar way by implementing the
  • Polysaccharides such as cellulose or starch, with alkyl or hydroxyalkyl halides or epoxyalkanes or carboxylic acid halides.
  • Polysaccharide preferably has a molecular weight of from 500 g / mol to 500,000 g / mol, more preferably from 10,000 g / mol to 100,000 g / mol.
  • the nonionic polysaccharide can be used alone or in combination with anionic polysaccharide. The presence of anionic polysaccharide is preferred.
  • the anionic polysaccharide can have sugar units substituted by sulfo, sulfato, phospho and / or phosphonato groups.
  • it is a polysaccharide comprising carboxyl-bearing sugar moieties.
  • Carboxyl-bearing sugar units are preferably uronic acids, in particular hexuronic acids, especially glucuronic acid, galacturonic acid, guluronic acid, iduronic acid or mannuronic acid.
  • carboxyl groups substituted by carboxyl groups or carboxyalkyl groups are also suitable, for example carboxymethylglucose.
  • Carboxyl group preferably one, two or three carboxyl groups, wherein in particularly preferred embodiments, on average up to 99%, in particular 40% to 70% of the monomer units of the polysaccharide having a carboxyl group.
  • the anionic polysaccharide is a polysaccharide in which at least 20%, in particular at least 30%, 40% or 50%, particularly preferably at least 60%, 70% or 80%, especially at least 90% or 95% of the monomer units of the polysaccharide are uronic acids, in particular hexuronic acids, wherein the uronic acids are preferably selected from glucuronic acid, galacturonic acid, guluronic acid, iduronic acid and mannuronic acid.
  • the anionic polysaccharide preferably has a
  • the carboxyl groups of the anionic polysaccharides can also partly with alcohols, in particular CI_ 6 alkanols, be esterified. In particularly preferred
  • Embodiments is the anionic polysaccharide selected from alginate, pectin,
  • Glucosaminoglucanen in particular hyaluronic acid or heparin, tragacanth, gum arabic, Teichuron Acid and carboxymethyl cellulose, with alginate and pectin are particularly preferred.
  • the anionic polysaccharide can be used in the form of the carboxylic acid and is used in a preferred embodiment in the form of a water-soluble salt, in particular as a sodium, potassium or ammonium salt.
  • the cationically substituted polysaccharides include polyglycosamines with at least partially quaternized N atoms, for example chitosan, which has been reacted with an alkylene oxide, for example propylene oxide and quaternized with an alkyl halide or, for example, epichlorohydrin, and polysaccharide ethers, in whose ether side chain quaternary N atoms have been introduced are, for example by reaction of hydroxyalkyl cellulose as
  • Hydroxyethyl or propyl cellulose with a trialkylammonium-substituted epoxyalkane Not all monomer saccharide units in the polymer have to carry a nitrogen atom and not all of the nitrogen atoms have to be quaternized.
  • preferred cationically substituted polysaccharides on average 0.5% to 5%, in particular 1.5% to 3%, of the monomer saccharide units carry a quaternary nitrogen atom, with one monomer saccharide unit optionally also being able to carry a plurality of nitrogen atoms.
  • the cationically substituted polysaccharide has a molecular weight of from 10,000 g / mol to 500,000 g / mol, in particular from 10,000 g / mol to 100,000 g / mol.
  • R 2 and R 3 are independently hydrogen, an Ci_i 8 alkyl, alkylaryl, arylalkyl or aryl group or a CI_ 18 - Alkyl, alkylaryl, arylalkyl or aryl carboxylic acid group or a corresponding sodium, potassium or ammonium carboxylate group
  • R 4 is hydrogen, a Ci_i 8 alkyl, alkylaryl, arylalkyl or aryl radical, the group -NR R 2 (R 3 ) S , a Ci_i 8 alkyl, alkylaryl, arylalkyl or aryl carboxylic acid group or a corresponding sodium, potassium
  • Polysaccharides have further substituents nonionic type, for example those which otherwise correspond to the formula (I) or (II), but in which in each case the group -N + RR 2 R 3 is replaced by hydrogen.
  • soil-eliminating active ingredient used in the invention in the form of mixtures of anionic and / or nonionic polysaccharides with cationically substituted
  • Polysaccharides preferably have weight ratios of anionic and / or nonionic polysaccharide to cationically substituted polysaccharide of 99: 1 to 40:60, especially 90:10 to 50:50.
  • Another object of the invention is a method for washing textiles or for cleaning hard surfaces, in which a detergent or cleaning agent and a
  • soil release agent selected from mixtures of anionic and / or nonionic polysaccharides with cationically substituted polysaccharides. This procedure can be done manually or optionally with the help of a standard
  • Household washing machine or a dishwasher are running. It is possible, in particular the bleach-containing detergent or cleaning agent and the
  • soil release agent simultaneously or sequentially.
  • the simultaneous application can be particularly advantageous by the use of a detergent or cleaning agent containing the soil release agent, perform.
  • the effect of the active substance to be used according to the invention with multiple applications ie, in particular for the removal of stains from hard surfaces or textiles, which had already been cleaned or washed and / or post-treated in the presence of the active substance before they were provided with the stain, is particularly pronounced .
  • the designated positive aspect can also be achieved by a washing process in which the textile is free after the actual washing process, with the aid of a detergent which may contain a named active substance may be carried out by this, with an aftertreatment agent, for example in the context of a fabric softening step, which contains an active substance to be used according to the invention is brought into contact.
  • the washing performance-enhancing effect of the active ingredients to be used according to the invention occurs. This is significantly higher than that resulting from the use of a conventional SRP active ingredient.
  • the addition of one of the components of the mixture essential to the invention takes place in the fabric softening cycle of the textile washing and the addition of the other component in the preceding washing step of the textile washing. In this case, either the addition of the nonionic and / or anionic polysaccharides in the fabric rinse cycle and the addition of the cationically substituted polysaccharides takes place in the preceding
  • Washing step or the addition of the cationically substituted polysaccharides in the fabric softening cycle and the addition of the nonionic and / or anionic polysaccharides takes place in the previous washing step.
  • the active compounds used according to the invention can be prepared by simple mixing of the nonionic and / or anionic polysaccharides with the cationically substituted polysaccharides in a simple way and ecologically and toxicologically harmless. They lead to a significantly better detachment of particular grease and cosmetics stains on textiles, including those made of cotton or cotton-containing fabric, as is the case when using previously known for this purpose compounds. Alternatively, significant amounts of surfactants can be saved while maintaining fat removal capability.
  • Washing agent has been used for washing, or it as a component of Wäschenach aspectsstoffs, in particular a fabric conditioner, brings.
  • a further subject of the invention is therefore a laundry aftertreatment agent, in particular a fabric softener, which contains a mixture of nonionic and / or anionic polysaccharide with cationically substituted polysaccharide. In this aspect of the invention, this can be done before
  • Laundry aftertreatment detergent also a
  • the active ingredient to be used according to the invention may also be free of it.
  • the washing or cleaning process is preferably carried out at a temperature of 20 ° C to 60 ° C, more preferably at a temperature of 20 ° C to 40 ° C.
  • the washing or cleaning process is preferably carried out at a pH of 6 to 1 1, more preferably at a pH of 7.5 to 9.5.
  • Agents containing an active ingredient to be used according to the invention in the form of a mixture of nonionic and / or anionic polysaccharide with cationically substituted polysaccharide or used together or used in the process according to the invention may contain all the usual ingredients of such agents which are not undesirable interact with the active ingredient essential to the invention.
  • the active substance defined above is preferably used in amounts of from 1% by weight to 10% by weight, particularly preferably from 2% by weight to 4% by weight, these and the following quantities being based on the total agent , unless otherwise stated.
  • An agent which contains an active substance to be used according to the invention or is used together or is used in the process according to the invention preferably contains peroxygen-based bleaching agents, in particular in amounts ranging from 5% by weight to 70% by weight, and optionally Bleach activator, especially in amounts ranging from 2% to 10% by weight.
  • the bleaches in question are preferably the peroxygen compounds generally used in detergents, such as percarboxylic acids, for example dodecanedioic acid or phthaloylaminoperoxicaproic acid, hydrogen peroxide, alkali metal perborate, which may be in the form of tetra- or monohydrate, percarbonate, perpyrophosphate and persilicate, which are generally used as alkali metal salts, in particular as sodium salts.
  • percarboxylic acids for example dodecanedioic acid or phthaloylaminoperoxicaproic acid
  • hydrogen peroxide alkali metal perborate
  • percarbonate perpyrophosphate and persilicate
  • alkali metal salts in particular as sodium salts.
  • active ingredient used preferably in amounts of up to 25 wt .-%, in particular up to 15 wt .-% and particularly preferably from 5 wt .-% to 15 wt .-%, each based on the total agent, present, in particular percarbonate is used.
  • the optionally present component of the bleach activators comprises the conventionally used N- or O-acyl compounds, for example polyacylated alkylenediamines, in particular tetraacetylethylenediamine, acylated glycolurils, in particular tetraacetylglycoluril, N-acylated hydantoins, hydrazides, triazoles, urazoles, diketopiperazines, sulphurylamides and Cyanurates, also carboxylic acid anhydrides, in particular phthalic anhydride, carboxylic acid esters, in particular sodium isononanoyl-phenolsulfonat, and acylated sugar derivatives, in particular pentaacetylglucose, and cationic nitrile derivatives such as trimethylammoniumacetonitrile salts.
  • N- or O-acyl compounds for example polyacylated alkylenediamines, in particular tetraacetylethylened
  • the bleach activators may have been coated or granulated in a known manner with coating substances in order to avoid the interaction with the percompounds, granulated tetraacetylethylenediamine having mean particle sizes of from 0.01 mm to 0.8 mm, granulated 1, 5 with the aid of carboxymethylcellulose. Diacetyl-2,4-dioxohexahydro-1, 3,5-triazine, and / or formulated in particulate trialkylammonium acetonitrile is particularly preferred.
  • Such bleach activators are preferably contained in detergents in amounts of up to 8% by weight, in particular from 2% by weight to 6% by weight, based in each case on the total agent.
  • an inventive agent used according to the invention or used in the process according to the invention contains nonionic surfactant selected from fatty alkyl polyglycosides, fatty alkyl polyalkoxylates, in particular ethoxylates and / or propoxylates, fatty acid polyhydroxyamides and / or ethoxylation and / or propoxylation products of fatty alkylamines, vicinal Diols, fatty acid alkyl esters and / or fatty acid amides and mixtures thereof, in particular in an amount in the range of 2 wt .-% to 25 wt .-%.
  • a further embodiment of such agents comprises the presence of sulfate and / or sulfonate synthetic anionic surfactant, in particular fatty alkyl sulfate, fatty alkyl ether sulfate, sulfo fatty acid ester and / or sulfo fatty acid salt, in particular in an amount in the range from 2% by weight to 25% by weight.
  • the anionic surfactant is preferably selected from the alkyl or alkenyl sulfates and / or the alkyl or alkenyl ether sulfates in which the alkyl or alkenyl group has 8 to 22, in particular 12 to 18, carbon atoms. These are usually not individual substances, but cuts or mixtures. Of these, preference is given to those whose content of compounds having longer-chain radicals in the range from 16 to 18 carbon atoms is more than 20% by weight.
  • Suitable nonionic surfactants include the alkoxylates, in particular the ethoxylates and / or propoxylates of saturated or mono- to polyunsaturated linear or branched-chain alcohols having 10 to 22 C atoms, preferably 12 to 18 C atoms.
  • the degree of alkoxylation of the alcohols is generally between 1 and 20, preferably between 3 and 10. They can be prepared in a known manner by reacting the corresponding alcohols with the corresponding alkylene oxides.
  • Particularly suitable are the derivatives of fatty alcohols, although their branched-chain isomers, in particular so-called oxo alcohols, can be used for the preparation of usable alkoxylates.
  • alkoxylates in particular the ethoxylates, primary alcohols with linear, in particular dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof.
  • suitable alkoxylation products of alkylamines, vicinal diols and carboxamides, which correspond to the said alcohols with respect to the alkyl part usable.
  • the ethylene oxide and / or propylene oxide inser- tion products of fatty acid alkyl esters and Fettklarepolyhydroxyamide into consideration.
  • alkylpolyglycosides which are suitable for incorporation in the compositions according to the invention are compounds of the general formula (G) n -OR 12 , in which R 2 is an alkyl or alkenyl radical having 8 to 22 C atoms, G is a glycose unit and n is a number between 1 and 10 mean.
  • the glycoside component (G) n are oligomers or polymers of naturally occurring aldose or ketose monomers, in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allose, idose, ribose, Include arabinose, xylose and lyxose.
  • the oligomers consisting of such glycosidically linked monomers are characterized not only by the nature of the sugars contained in them by their number, the so-called Oligomermaschinesgrad.
  • the degree of oligomerization n assumes as the value to be determined analytically generally broken numerical values; it is between 1 and 10, with the glycosides preferably used below a value of 1, 5, in particular between 1, 2 and 1, 4.
  • Preferred monomer building block is glucose because of its good availability.
  • the alkyl or alkenyl part R 2 of the glycosides preferably also comes from readily available derivatives of renewable raw materials, in particular from fatty alcohols, although also their branched-chain Isomers, in particular so-called oxo alcohols, can be used for the preparation of useful glycosides.
  • the primary alcohols having linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof are particularly suitable.
  • Nonionic surfactant is used according to the invention in agents which contain a soil-release agent used according to the invention, or used in the process according to the invention, preferably in amounts of 1 wt .-% to 30 wt .-%, in particular from 1 wt .-% to 25 Wt .-%, with amounts in the upper part of this range rather in liquid
  • Detergents are present and particulate detergents preferably contain rather lower amounts of up to 5 wt .-%.
  • compositions may instead or additionally contain other surfactants, preferably synthetic anionic surfactants of the sulfate or sulfonate type, such as alkylbenzenesulfonates, in amounts of preferably not more than 20 wt .-%, in particular from 0, 1 wt .-% to 18 wt. %, in each case based on total resources.
  • Suitable synthetic anionic surfactants which are particularly suitable for use in such compositions are the alkyl and / or alkenyl sulfates having 8 to 22 C atoms which carry an alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium ion as counter cation.
  • alkyl and alkenyl sulfates can be prepared in a known manner by reaction of the corresponding alcohol component with a customary sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
  • Sulfur-type surfactants which can be used also include the sulfated alkoxylation products of the alcohols mentioned, known as ether sulfates.
  • Such ether sulfates preferably contain from 2 to 30, in particular from 4 to 10, ethylene glycol groups per molecule.
  • Suitable anionic surfactants of the sulfonate type include the ⁇ -sulfoesters obtainable by reaction of fatty acid esters with sulfur trioxide and subsequent neutralization, in particular those of fatty acids having 8 to 22 C atoms, preferably 12 to 18 C atoms, and linear alcohols having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, derivative sulfonation, as well as the formal saponification resulting from these sulfo fatty acids.
  • soaps suitable being saturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid or stearic acid, and soaps derived from natural fatty acid mixtures, for example coconut, palm kernel or tallow fatty acids.
  • those soap mixtures are preferred, the From 50% to 100% by weight of saturated C 12 -C 18 fatty acid soaps and up to 50% by weight of oleic acid soap.
  • soap is included in amounts of 0.1 to 5% by weight.
  • higher amounts of soap as a rule up to 20% by weight, can also be present.
  • compositions may also contain betaines and / or cationic surfactants, which, if present, are preferably used in amounts of from 0.5% by weight to 7% by weight.
  • betaines and / or cationic surfactants which, if present, are preferably used in amounts of from 0.5% by weight to 7% by weight.
  • esterquats discussed below are particularly preferred.
  • the composition contains water-soluble and / or water-insoluble builder, in particular selected from alkali metal aluminosilicate, crystalline alkali metal silicate with modulus above 1, monomeric polycarboxylate, polymeric polycarboxylate and mixtures thereof, in particular in amounts ranging from 2.5 wt .-% to 60 wt .-%.
  • water-soluble and / or water-insoluble builder in particular selected from alkali metal aluminosilicate, crystalline alkali metal silicate with modulus above 1, monomeric polycarboxylate, polymeric polycarboxylate and mixtures thereof, in particular in amounts ranging from 2.5 wt .-% to 60 wt .-%.
  • the agent preferably contains from 20% to 55% by weight of water-soluble and / or water-insoluble, organic and / or inorganic builders.
  • the water-soluble organic builder substances include, in particular, those from the class of polycarboxylic acids, in particular citric acid and sugar acids, as well as the polymeric (poly) carboxylic acids, in particular the polycarboxylates obtainable by oxidation of polysaccharides, polymeric acrylic acids, methacrylic acids, maleic acids and mixed polymers thereof, which also small proportions of polymerizable substances without carboxylic acid functionality can be included in copolymerized form.
  • the molecular weight of the homopolymers of unsaturated carboxylic acids is generally between 5000 and 200,000, that of the copolymers between 2000 and 200,000, preferably 50,000 to 120,000, based on the free acid.
  • a particularly preferred acrylic acid-maleic acid copolymer has a molecular weight of 50,000 to 100,000.
  • Suitable, albeit less preferred, compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the proportion of the acid is at least 50% by weight.
  • terpolymers which contain two carboxylic acids and / or salts thereof as monomers and vinyl alcohol and / or a vinyl alcohol derivative or a carbohydrate as the third monomer.
  • the first acidic monomer or its salt is derived from a monoethylenically unsaturated C 3 -C 8 -carboxylic acid and preferably from a C 3 -C 4 -monocarboxylic acid, in particular from (meth) acrylic acid.
  • the second acidic monomer or its salt can be a derivative of a C 4 -C 8 -dicarboxylic acid, with maleic acid being particularly preferred.
  • the third monomeric unit is formed in this case of vinyl alcohol and / or preferably an esterified vinyl alcohol.
  • vinyl alcohol derivatives which contain an ester of short-chain carboxylic acids, for example of C 1 -C 4 -carboxylic acids. acids, with vinyl alcohol.
  • Preferred terpolymers contain 60 wt .-% to 95 wt .-%, in particular 70 wt .-% to 90 wt .-% of (meth) acrylic acid or (meth) acrylate, particularly preferably acrylic acid or acrylate, and maleic acid or Maleinate and 5 wt .-% to 40 wt .-%, preferably 10 wt .-% to 30 wt .-% of vinyl alcohol and / or vinyl acetate.
  • the second acidic monomer or its salt may also be a derivative of an allylsulfonic acid which is in the 2-position with an alkyl radical, preferably with a C 1 -C 4 -alkyl radical, or an aromatic radical which is preferably of benzene or benzene derivatives derives, is substituted.
  • Terpolymers contain 40 wt .-% to 60 wt .-%, in particular 45 to 55 wt .-%
  • (Meth) acrylic acid or (meth) acrylate more preferably acrylic acid or acrylate, 10 wt .-% to 30 wt .-%, preferably 15 wt .-% to 25 wt .-% methallylsulfonic acid or methallylsulfonate and as the third monomer From 15% to 40%, preferably from 20% to 40%, by weight of a carbohydrate.
  • This carbohydrate may be, for example, a mono-, di-, oligo- or polysaccharide, mono-, di- or oligosaccharides being preferred, sucrose being particularly preferred.
  • the use of the third monomer presumably incorporates predetermined breaking points in the polymer which are responsible for the good biodegradability of the polymer.
  • These terpolymers generally have a molecular weight between 1000 and 200,000, preferably between 200 and 50,000 and in particular between 3000 and 10,000. They can be used, in particular for the preparation of liquid agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All the polycarboxylic acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Such organic builder substances are preferably present in amounts of up to 40% by weight, in particular up to 25% by weight and particularly preferably from 1% by weight to 5% by weight. Quantities close to the stated upper limit are preferably used in pasty or liquid, in particular hydrous, agents.
  • crystalline or amorphous alkali metal aluminosilicates in amounts of up to 50% by weight, preferably not more than 40% by weight, and in liquid agents, in particular from 1% by weight to 5% by weight, are used as water-insoluble, water-dispersible inorganic builder materials.
  • the detergent-grade crystalline aluminosilicates especially zeolite NaA and optionally NaX, are preferred. Amounts near the stated upper limit are preferably used in solid, particulate agents.
  • suitable aluminosilicates have no particles with a particle size greater than 30 mm and are preferably at least 80 wt .-% of particles with a size less than 10 mm.
  • Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates.
  • the alkali metal silicates useful as builders in the compositions preferably have a molar ratio of alkali metal oxide to SiO 2 of less than 0.95, in particular of 1: 1, 1 to 1: 12, and may be amorphous or crystalline.
  • Preferred alkali silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio Na 2 0: Si0 2 of 1: 2 to 1: 2.8.
  • amorphous alkali silicates are commercially available, for example, under the name Portil®. They are preferably added in the course of the production as a solid and not in the form of a solution.
  • the crystalline silicates which may be present alone or in admixture with amorphous silicates, are crystalline layer silicates with the general formula of Na 2 Si x 0 2 x + i y H 2 0 used in which x, known as the modulus, an integer of 1, 9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3.
  • both ß- and ⁇ -sodium disilicates Na 2 Si 2 0yyH 2 0
  • ß- and ⁇ -sodium disilicates Na 2 Si 2 0yyH 2 0
  • compositions which contain an active substance to be used according to the invention can be used in compositions which contain an active substance to be used according to the invention.
  • a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as can be prepared from sand and soda.
  • Crystalline sodium silicates with a modulus in the range from 1.9 to 3.5 are used in a further preferred embodiment of detergents containing an active ingredient used according to the invention.
  • the content of alkali metal silicates is preferably 1 wt .-% to 50 wt .-% and in particular 5 wt .-% to 35 wt .-%, based on anhydrous active substance. If alkali metal aluminosilicate, in particular zeolite, is present as an additional builder substance, the content of alkali silicate is preferably 1% by weight to 15% by weight and in particular 2% by weight to 8% by weight, based on anhydrous active substance.
  • the weight ratio is preferably 1 wt .-% to 50 wt .-% and in particular 5 wt .-% to 35 wt .-%, based on anhydrous active substance. If alkali metal aluminosilicate, in particular zeolite, is present as an additional builder substance, the content of alkali silicate is preferably 1% by weight to 15% by weight and in particular 2% by weight to 8% by weight, based on anhydrous active substance
  • compositions containing both amorphous and crystalline alkali metal silicates preferably 4: 1 to 10: 1.
  • the weight ratio of amorphous alkali silicate to crystalline alkali silicate is preferably 1: 2 to 2: 1 and in particular 1: 1 to 2: 1.
  • Suitable in this context are the alkali metal carbonates, alkali metal bicarbonates and alkali metal sulfates and their Mixtures.
  • additional inorganic material may be present in amounts up to 70% by weight.
  • agents may contain other ingredients customary in detergents and cleaners.
  • These optional ingredients include in particular enzymes,
  • Enzyme stabilizers for example aminopolycarboxylic acids, aminohydroxypolycarboxylic acids, polyphosphonic acids and / or aminopolyphosphonic acids, foam inhibitors, for example organopolysiloxanes or paraffins, solvents and optical brighteners, for example stilbene disulfonic acid derivatives.
  • heavy metals for example aminopolycarboxylic acids, aminohydroxypolycarboxylic acids, polyphosphonic acids and / or aminopolyphosphonic acids
  • foam inhibitors for example organopolysiloxanes or paraffins
  • solvents and optical brighteners for example stilbene disulfonic acid derivatives.
  • agents which contain an active substance used according to the invention up to 1% by weight, in particular 0.01% by weight to 0.5% by weight, of optical brighteners, in particular compounds from the class of the substituted 4,4 ' -Bis (2,4,6-triamino-s-triazinyl) -stilbene-2,2'-disulfonic acids, up to 5 wt .-%, in particular 0.1 wt .-% to 2 wt .-% complexing agent for Heavy metals, in particular Aminoalkylenphos- phosphonic acids and their salts and up to 2 wt .-%, in particular 0, 1 wt .-% to 1 wt .-% foam inhibitors, wherein said weight fractions refer to the total agent.
  • optical brighteners in particular compounds from the class of the substituted 4,4 ' -Bis (2,4,6-triamino-s-triazinyl) -stilbene-2,2'-disulfonic acids,
  • Solvents which can be used in particular for liquid agents are, in addition to water, preferably those which are water-miscible. These include the lower alcohols, for example ethanol, propanol, isopropanol, and the isomeric butanols, glycerol, lower glycols, for example ethylene and propylene glycol, and the ethers derivable from the classes of compounds mentioned.
  • the active compounds used in the invention are usually dissolved or in suspended form.
  • enzymes are preferably selected from the group comprising protease, amylase, lipase, cellulase, hemicellulase, oxidase, peroxidase or mixtures thereof.
  • proteases derived from microorganisms such as bacteria or fungi, come into question. It can be obtained in a known manner by fermentation processes from suitable microorganisms.
  • Proteases are commercially available, for example, under the names BLAP®, Savinase®, Esperase®, Maxatase®, Optimase®, Alcalase®, Durazym® or Maxapem®.
  • the lipase which can be used can be obtained, for example, from Humicola lanuginosa, from Bacillus species, from Pseudomonas species, from Fusarium species, from Rhizopus species or from Aspergillus species.
  • Suitable lipases are, for example, under the names Lipolase®, Lipozym®, Lipomax®, Lipex®, Amano®-Lipase, Toyo-Jozo®-Lipase, Meito®-Lipase and
  • Diosynth® lipase commercially available. Suitable amylases are commercially available, for example, under the names Maxamyl®, Termamyl®, Duramyl® and Purafect® OxAm.
  • the usable cellulase can be an enzyme which can be obtained from bacteria or fungi and which has a pH optimum preference. has in the weakly acidic to weakly alkaline range of 6 to 9.5.
  • Such cellulases are commercially available under the names Celluzyme®, Carezyme® and Ecostone®.
  • customary enzyme stabilizers present include amino alcohols, for example mono-, di-, triethanol- and -propanolamine and mixtures thereof, lower carboxylic acids, boric acid or alkali borates, boric acid-carboxylic acid combinations, boric acid esters, boronic acid derivatives, calcium salts, for example Ca- formic acid combination, magnesium salts, and / or sulfur-containing reducing agents.
  • Suitable foam inhibitors include long-chain soaps, especially behenine, fatty acid amides, paraffins, waxes, microcrystalline waxes, organopolysiloxanes, and mixtures thereof which, in addition, are microfine, optionally silanated or otherwise
  • hydrophobized silica may contain.
  • foam inhibitors are preferably bound to granular, water-soluble carrier substances.
  • an agent in which the active ingredient to be used according to the invention is incorporated is particulate and contains up to 25% by weight, in particular 5% by weight to 20% by weight, of bleach, in particular alkali percarbonate, of up to 15% by weight.
  • % in particular from 1% by weight to 10% by weight of bleach activator, from 20% by weight to 55% by weight of inorganic builder, up to 10% by weight, in particular from 2% by weight to 8% by weight % water-soluble organic builder, 10% by weight to 25% by weight of synthetic anionic surfactant, 1% by weight to 5% by weight of nonionic surfactant and up to 25% by weight, in particular 0.1% by weight to 25 wt .-% of inorganic salts, in particular alkali carbonate and / or bicarbonate.
  • an agent into which the active ingredient to be used according to the invention is incorporated is liquid and contains 10% by weight to 25% by weight, in particular 12% by weight to 22.5% by weight, of nonionic surfactant, 2 wt .-% to 10 wt .-%, in particular 2.5 wt .-% to 8 wt .-% synthetic anionic surfactant, 3 wt .-% to 15 wt .-%, in particular 4.5 wt .-% bis 12.5 wt .-% soap, 0.5 wt .-% to 5 wt .-%, in particular 1 wt .-% to 4 wt .-% organic builder, in particular polycarboxylate such as citrate, up to 1, 5 wt.
  • nonionic surfactant 2 wt .-% to 10 wt .-%, in particular 2.5 wt .-% to 8 wt .-% synthetic anionic surfactant, 3 wt
  • Dicarboxylic acid and an optionally polymeric diol to enhance the cleaning performance of detergents when washing textiles. Also within the scope of the inventive composition and the method according to the invention, such combinations are possible with a particular polyester-active soil release polymer.
  • polyester-active soil release polymers that can be used in addition to the essential ingredients of the invention include copolyesters of dicarboxylic acids, for example adipic acid, phthalic acid or terephthalic acid, diols, for example ethylene glycol or propylene glycol, and polydiols, for example, polyethylene glycol or polypropylene glycol.
  • dicarboxylic acids for example adipic acid, phthalic acid or terephthalic acid
  • diols for example ethylene glycol or propylene glycol
  • polydiols for example, polyethylene glycol or polypropylene glycol.
  • Preferred soil release polymers include those compounds which are formally accessible by esterification of two monomeric moieties, the first monomer being a dicarboxylic acid HOOC-Ph-COOH and the second monomer being a diol HO- (CHR-) a OH, also known as a polymeric diol H- (0- (CHR -) a ) b OH may be present.
  • Ph represents an o-, m- or p-phenylene radical which has 1 to 4 substituents selected from
  • both monomer diol units -O- (CHR -) a O- and also polymeric diol units - (O- (CHR -) a ) b O- are present.
  • the molar ratio of monomer diol units to polymer diol units is preferably 100: 1 to 1: 100, in particular 10: 1 to 1:10.
  • the degree of polymerization b is preferably in the range from 4 to 200, in particular from 12 to 140.
  • the molecular weight or the average molecular weight or the maximum of the molecular weight distribution of preferred soil release polyesters is in the range from 250 to 100,000, in particular from 500 to 50,000.
  • the acid underlying the radical Ph is preferably selected from terephthalic acid, isophthalic acid, phthalic acid, trimellitic acid, metilitic acid, the isomers of sulfophthalic acid , Sulfoisophthalic acid and sulfoterephthalic acid and mixtures thereof.
  • acids having at least two carboxyl groups may be included in the soil release-capable polyester.
  • alkylene and alkenylene dicarboxylic acids such as malonic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid.
  • Preferred diols HO- (CHR-) a OH include those in which R is hydrogen and a is a number from 2 to 6, and those in which a is 2 and R is hydrogen and the alkyl radicals have from 1 to 10 , in particular 1 to 3 C-atoms is selected.
  • R is hydrogen and a is a number from 2 to 6
  • a is 2 and R is hydrogen and the alkyl radicals have from 1 to 10 , in particular 1 to 3 C-atoms is selected.
  • those of the formula HO-CH 2 -CHR -OH in which R has the abovementioned meaning are particularly preferred.
  • diol components are ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, 1, 4-butanediol, 1, 5-pentanediol, 1, 6-hexanediol, 1, 8-octanediol, 1, 2-decanediol, 1, 2-dodecanediol and neopentylglycol.
  • Particularly preferred among the polymeric diols is polyethylene glycol having an average molecular weight in the range of 1000 to 6000.
  • polyesters as described above may also be end-capped, alkyl groups having from 1 to 22 carbon atoms and esters of monocarboxylic acids being suitable as end groups.
  • esters of monocarboxylic acids being suitable as end groups.
  • End groups can be based on alkyl, alkenyl and aryl monocarboxylic acids having 5 to 32 C atoms, in particular 5 to 18 C atoms. These include valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, undecenoic acid, lauric acid, lauroleinic acid, tridecanoic acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, stearic acid, petroselinic acid, petroselaidic acid, oleic acid, linoleic acid, linolaidic acid, linolenic acid, levostearic acid , Arachidic acid, gadoleic acid, arachidonic acid, behenic acid, erucic acid, brassidic acid, clupanodonic acid, lignoceric acid, cerotic acid, melissic acid, be
  • the end groups may also be based on hydroxymonocarboxylic acids having from 5 to 22 carbon atoms, including, for example, hydroxyvaleric acid, hydroxycaproic acid, ricinoleic acid, the hydrogenation product of which include hydroxystearic acid and o-, m- and p-hydroxybenzoic acid.
  • the hydroxymonocarboxylic acids may in turn be linked to one another via their hydroxyl group and their carboxyl group and thus be present several times in an end group.
  • the number of hydroxy-monocarboxylic acid units per end group is in the range from 1 to 50, in particular from 1 to 10.
  • the soil release polymers are preferably water-soluble, the term "water-soluble” being understood to mean a solubility of at least 0.01 g, preferably at least 0.1 g of the polymer per liter of water at room temperature and pH 8.
  • Preferably used polymers have these conditions However, a solubility of at least 1 g per liter, in particular at least 10 g per liter.
  • Preferred laundry aftertreatment compositions which comprise an active substance to be used according to the invention have, as a laundry softening active ingredient, a so-called esterquat, that is to say a quaternized ester of carboxylic acid and aminoalcohol.
  • esterquat that is to say a quaternized ester of carboxylic acid and aminoalcohol.
  • These are known substances which can be obtained by the relevant methods of preparative organic chemistry can be obtained, for example by partially esterifying triethanolamine in the presence of hypophosphorous acid with fatty acids, passing air and then quaternized with dimethyl sulfate or ethylene oxide.
  • the production of solid ester quats is also known, in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols.
  • Ester quats preferred in the compositions are quaternized fatty acid triethanolamine ester salts which follow formula (IV),
  • R 3 in the R CO is an acyl radical having 6 to 22 carbon atoms
  • R 2 and R 3 are independently hydrogen or R CO
  • R 4 is an alkyl radical having 1 to 4 Carbon atoms or one
  • esterquats which can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachidic acid, behenic acid and erucic acid and their technical mixtures, such as They occur, for example, in the pressure splitting of natural fats and oils.
  • Ci 2 / i 8 cocofatty acids and, in particular partially hardened Ci6 / 18 tallow or palm oil fatty acids, as well as elaidic acid-rich Ci6 / 18-fatty acid fractions can be used.
  • the fatty acids and the triethanolamine can generally be used in a molar ratio of 1, 1: 1 to 3: 1.
  • an employment ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1, has proven particularly advantageous.
  • the preferred esterquats used are technical mixtures of mono-, di- and triesters having an average degree of esterification of 1.5 to 1.9 and are derived from technical C 16 / is tallow or palm oil fatty acid (iodine number 0 to 40) , Quaternized fatty acid triethanolamine ester salts of the formula (I) in which R is CO for an acyl radical having 16 to 18
  • R 2 is R CO
  • R 3 is hydrogen
  • R 4 is a methyl group
  • m, n and p is 0
  • X is methyl sulfate
  • suitable esterquats are quaternized ester salts of carboxylic acids with diethanolalkylamines of the formula (V), R 4
  • R is CO for an acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or R is CO
  • R 4 and R 5 are independently alkyl radicals having 1 to 4 carbon atoms
  • m and n are in total 0 or numbers from 1 to 12
  • X is a charge-balancing anion such as halide, alkyl sulfate or alkyl phosphate.
  • R is CO for an acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or R is CO
  • R 4 , R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms
  • m and n are in total 0 or numbers of 1 to 12
  • X is a charge-balancing anion such as halide, alkyl sulfate or alkyl phosphate.
  • ester quats in the form of 50 to 90 percent by weight alcoholic solutions in the trade, which can also be easily diluted with water, with ethanol, propanol and isopropanol, the usual alcoholic solutions in the trade, which can also be easily diluted with water, with ethanol, propanol and isopropanol, the usual alcoholic solutions in the trade, which can also be easily diluted with water, with ethanol, propanol and isopropanol, the usual alcoholic
  • Esterquats are preferably used in amounts of from 5% by weight to 25% by weight, in particular from 8% by weight to 20% by weight, in each case based on the total laundry aftertreatment agent.
  • the laundry aftertreatment agents used in the present invention may additionally contain detergent ingredients listed above, unless they unduly interact negatively with the esterquat. It is preferably a liquid, water-containing agent. Examples
  • a detergent composition W comprising:
  • Citric acid 2.1% by weight

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Abstract

Le pouvoir nettoyant d'agents de lavage et de nettoyage pour le lavage de textile ou le nettoyage de surfaces dures devrait être amélioré. Ceci est rendu possible, selon l'invention, essentiellement par l'utilisation d'un mélange de polysaccharide non ionique et/ou anionique avec du polysaccharide cationiquement substitué. De plus, une couche de protection est formée par ce mélange sur les surfaces textiles.
PCT/EP2011/056551 2010-04-29 2011-04-26 Complexes de polyélectrolytes comme substances actives éliminant la saleté WO2011134947A1 (fr)

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US10239960B2 (en) 2015-06-10 2019-03-26 Rhodia Operations Phosphonated polysaccharides and gels and process for making same

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102022200126A1 (de) * 2022-01-07 2023-07-13 Henkel Ag & Co. Kgaa Fucoidane als vergrauungsinhibierende Wirkstoffe

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EP1657296A1 (fr) * 2004-11-12 2006-05-17 Cognis IP Management GmbH Mélanges détergents non agressifs pour la peau
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US4000093A (en) 1975-04-02 1976-12-28 The Procter & Gamble Company Alkyl sulfate detergent compositions
US4136038A (en) 1976-02-02 1979-01-23 The Procter & Gamble Company Fabric conditioning compositions containing methyl cellulose ether
DE2806450A1 (de) * 1978-02-15 1979-08-16 Hoffmann Staerkefabriken Ag Reinigungs- und absorptionsmittel auf staerkebasis
EP0213730A1 (fr) 1985-07-29 1987-03-11 Unilever Plc Composition détergente avec des propriétés adoucissantes de tissus
EP0213729A1 (fr) 1985-07-29 1987-03-11 Unilever Plc Compositions détergentes
EP0311343A2 (fr) * 1987-10-09 1989-04-12 The Procter & Gamble Company Composition pour la toilette
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WO1996017916A1 (fr) * 1994-12-03 1996-06-13 The Procter & Gamble Company Compositions demaquillantes
US6756353B1 (en) * 1999-07-01 2004-06-29 The Procter & Gamble Company Detergent compositions or components
WO2003084497A1 (fr) * 2002-04-11 2003-10-16 Beiersdorf Ag Papiers-linges cosmetiques contenant de l'amidon
WO2004022686A1 (fr) * 2002-09-09 2004-03-18 The Procter & Gamble Company Utilisation de celluloses cationiques favorisant l'administration d'agents de soin pour tissus
WO2006026113A1 (fr) * 2004-08-31 2006-03-09 Hercules Incorporated Odeur réduite dans du polygalactomannan cationique de faible poids moléculaire
EP1657296A1 (fr) * 2004-11-12 2006-05-17 Cognis IP Management GmbH Mélanges détergents non agressifs pour la peau
WO2010033747A1 (fr) * 2008-09-19 2010-03-25 The Procter & Gamble Company Biopolymère à double nature utile dans les produits de nettoyage

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US10239960B2 (en) 2015-06-10 2019-03-26 Rhodia Operations Phosphonated polysaccharides and gels and process for making same
US10844140B2 (en) 2015-06-10 2020-11-24 Rhodia Operations Phosphonated polysaccharides and gels and process for making same

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