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WO2014072211A1 - Polymères comportant des groupes polaires, servant de substances actives à pouvoir détachant - Google Patents

Polymères comportant des groupes polaires, servant de substances actives à pouvoir détachant Download PDF

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Publication number
WO2014072211A1
WO2014072211A1 PCT/EP2013/072681 EP2013072681W WO2014072211A1 WO 2014072211 A1 WO2014072211 A1 WO 2014072211A1 EP 2013072681 W EP2013072681 W EP 2013072681W WO 2014072211 A1 WO2014072211 A1 WO 2014072211A1
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WO
WIPO (PCT)
Prior art keywords
acid
graft
weight
soil release
polyalkylene glycol
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.)
Ceased
Application number
PCT/EP2013/072681
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German (de)
English (en)
Inventor
Paula Barreleiro
Christa JUNKES
Stefanie Juntermanns
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to PL13785441T priority Critical patent/PL2917319T3/pl
Priority to EP13785441.0A priority patent/EP2917319B1/fr
Publication of WO2014072211A1 publication Critical patent/WO2014072211A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents
    • 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
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3707—Polyethers, e.g. polyalkyleneoxides
    • 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
    • C11D3/3788—Graft polymers
    • 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
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention relates to the use of certain soil release polymer active agents to enhance the cleaning performance of detergents in the washing of textiles, and more particularly to liquid laundry detergents and cleaners containing such soil release agents, and to a process for washing textiles using such polymeric active ingredients.
  • laundry detergents In addition to the ingredients indispensable for the washing process, such as surfactants and builder materials, laundry detergents generally comprise further constituents which can be summarized under the term laundry detergents and which comprise such different active ingredient groups as foam regulators, grayness inhibitors, bleaches, bleach activators and color transfer inhibitors.
  • Such adjuvants also include substances which impart soil repellency properties to the laundry fiber and, if present during the wash, aid the soil release properties of the remaining detergent ingredients. The same applies mutatis mutandis to cleaners for hard surfaces.
  • soil release agents are often referred to as "soil release” agents or because of their ability to render the treated surface, e.g., the fiber, soil-repellent as "soil repellents".
  • soil release-enhancing effect of alkyl hydroxyalkyl celluloses and alkyl celluloses such as methyl cellulose is known.
  • the invention relates to the use of a soil release-active substance selected from graft copolymers and block copolymers which have a polyalkylene glycol graft base or at least one polyalkylene glycol block and grafted or as a separate block polymerized compounds having at least one olefinically unsaturated double bond which is a polar group include, to enhance the cleaning performance of detergents in the washing of textiles.
  • a soil release-active substance selected from graft copolymers and block copolymers which have a polyalkylene glycol graft base or at least one polyalkylene glycol block and grafted or as a separate block polymerized compounds having at least one olefinically unsaturated double bond which is a polar group include, to enhance the cleaning performance of detergents in the washing of textiles.
  • Preferred are water-soluble polymers obtainable by graft copolymerization.
  • Suitable grafting bases are polyalkylene glycols, in particular polyethylene glycols, having an average (number average) molecular weight of, for example, 50 g / mol to 50,000 g / mol, in particular 1000 g / mol to 10,000 g / mol.
  • all compounds which can be grafted onto polyalkylene glycols and have at least one olefinically unsaturated double bond which have a polar group can be used for the preparation of the grafted branches.
  • Suitable polar groups are, for example, sulfonate, carboxylate, alcohol or ester groups.
  • graft copolymers can be obtained which have a graft base content of from 10% by weight to 90% by weight and a content of grafted branches of from 90% by weight to 10% by weight, based in each case on the polymer ,
  • the ratio of grafting to grafting is preferably chosen so that the graft copolymers are water-soluble, the water solubility at 20 ° C and pH 7 at least about 1 g / l, but preferably more, for example at least 2 g / l, 5 g / l or 10 g / l.
  • the proportion of polar groups in the polymer is preferably 5% by weight to 90% by weight, in particular 40% by weight to 70% by weight, in each case based on the polymer.
  • the additive used is a graft copolymer which carries about 40% by weight of a polyethylene glycol (PEG) having an average molecular weight of about 6,000 as graft base and about 60% by weight polyvinyl acetate as graft branches.
  • PEG polyethylene glycol
  • Another object of the invention is a process for washing textiles, in which a detergent and a said soil release agent are used.
  • the detergent and soil-release agent especially in the presence of water, are brought into contact with a textile in need of cleaning.
  • the method can be carried out manually or preferably by means of a conventional household washing machine. It is possible to apply the liquid detergent and the soil release agent at the same time or in succession.
  • the simultaneous application can be carried out particularly advantageously by the use of a detergent which contains the soil release agent.
  • the process is preferably carried out at temperatures of the washing solution in the range from 15 ° C to 60 ° C, in particular from 20 ° C to 40 ° C.
  • washing performance-enhancing effect of the active ingredients to be used according to the invention in the case of multiple applications, that is to say in particular for the removal of The active ingredients in multiple applications, that is, in particular for the removal of soiling of corresponding textiles, which had already been washed in the presence of the active ingredient and / or post-treated before they were provided with the soiling.
  • the designated positive aspect can also be realized by a washing process in which the textile after the actual washing process, with the help of a detergent which may contain a named active ingredient, but in this case also free 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.
  • 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.
  • a washing agent without an active ingredient to be used according to the invention is used again in the next washing process, the washing performance-enhancing effect of the active ingredients to be used according to the invention. This is significantly higher than that resulting from the use of a conventional SRP active ingredient.
  • the active ingredients used in the invention are as described easily produced 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.
  • the use according to the invention can be carried out as part of a washing process in such a way that the active ingredient is added to a detergent-containing, in particular aqueous, liquor or, preferably, the active ingredient is introduced into the liquor as a constituent of a washing agent.
  • a detergent containing an active ingredient described above is therefore a detergent containing an active ingredient described above.
  • Such an agent especially if it is liquid, optionally after dissolving in or diluted with water, applied in the sense of a pre-treatment measure on a soiled textile as a whole or preferably on its soiled parts and after the exposure, which can be done under the influence of mechanical force, if desired to be washed out.
  • the use according to the invention in the context of a laundry aftertreatment process can be carried out in such a way that the active ingredient of the rinsing liquor is added separately, which is used after the wash cycle, in particular using a bleach-containing detergent, or it is incorporated as a component of a laundry aftertreatment agent, in particular a softener.
  • said detergent may also contain, but may be free of, an active ingredient to be used according to the invention.
  • Detergents containing an active ingredient to be used according to the invention or used together with it or used in the process according to the invention may contain all customary other constituents of such agents which do not interact in an undesired manner with the active ingredient essential to the invention.
  • the above-defined active ingredient in amounts of 0.01 wt .-% to 5 wt .-%, in particular 0, 1 wt .-% to 2 wt% incorporated in detergent.
  • the detergents are preferably liquid and water-containing and have a pH in the range from 6 to 11, preferably 7.5 to 9.5.
  • 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 bleaching agents which may be used 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, perphosphoric acid and persilicate, which are generally present as alkali metal salts, in particular as sodium salts.
  • percarboxylic acids for example dodecanedioic acid or phthaloylaminoperoxicaproic acid
  • hydrogen peroxide hydrogen peroxide
  • alkali metal perborate which may be in the form of tetra- or monohydrate
  • percarbonate perphosphoric acid and persilicate
  • persilicate which are generally present as alkali metal salts, in particular as sodium salts.
  • Such bleaching agents are in detergents containing an active ingredient according to the invention, 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 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 can be In order to avoid the interaction with the peroxygen compounds during storage in a known manner coated with coating substances or be granulated, wherein granulated tetraacetylethylenediamine with average particle sizes of 0.01 mm to 0.8 mm, granulated 1, 5-diacetyl- with the aid of carboxymethylcellulose 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 .-%.
  • Another embodiment of such agents comprises the presence of synthetic anionic surfactant of the sulfate and / or sulfonate type, in particular fatty alkyl sulfate, fatty alkyl ether sulfate, sulfo fatty acid esters and / or sulfo fatty acid salts, 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 the fatty alcohols, although also 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 carboxylic acid amides, which correspond to the said alcohols with respect to the alkyl part usable.
  • the ethylene oxide and / or propylene oxide insertion products of fatty acid alkyl esters and Fettklarepolyhydroxyamide into consideration.
  • alkylpolyglycosides are compounds of the general formula (G) n - OR 2 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.
  • 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, bose, 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 originates from readily available derivatives of renewable raw materials, in particular from fatty alcohols, although their branched-chain isomers, in particular so-called oxo alcohols, can also be used for the preparation of usable 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 are more likely to be found in liquid detergents and particulate detergents preferably contain rather lower amounts of up to 5 wt .-%.
  • the agents 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 relative to the total agent.
  • 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.
  • Sulfate type also includes the sulfated alkoxylation of said alcohols, so-called 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. Soap mixtures are preferred to be 50 wt% to 100 wt .-% of saturated C 2 -C 8 fatty acid soaps and set to 50 wt .-% of up ⁇ lklaresei- fe.
  • soap is included in amounts of 0.1 to 5% by weight. However, especially in liquid compositions containing a polymer used according to the invention, 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 building substances include, in particular, those from the class of the 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 these, which may also contain small amounts of polymerizable substances without carboxylic acid functionality 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, although less preferred, compounds of this class are copolymers of acrylic or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid content is at least 50% by weight.
  • Terpolymers which contain two carboxylic acids and / or salts thereof as monomers and also vinyl alcohol and / or a vinyl alcohol derivative or a carbohydrate as the third monomer may also be used as water-soluble organic builder substances.
  • 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 are an ester of short-chain carboxylic acids, for example of C 1 -C 4 -carboxylic acids, with vinyl alcohol.
  • Preferred terpolymers contain from 60% by weight to 95% by weight, in particular from 70% by weight to 90% by weight of (meth) acrylic acid or (meth) acrylate, more 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.
  • terpolymers in which the weight ratio of (meth) acrylic acid or (meth) acrylate to maleic acid or maleate is between 1: 1 and 4: 1, preferably between 2: 1 and 3: 1 and in particular 2: 1 and 2, 5: 1 lies. Both the amounts and the weight ratios are based on the acids.
  • the second acidic monomer or its salt may also be a derivative of an allylsulfonic acid substituted in the 2-position with an alkyl radical, preferably with a C 1 -C 4 -alkyl radical, or an aromatic radical which is preferably derived from benzene or benzene derivatives is.
  • Preferred terpolymers contain from 40% by weight to 60% by weight, in particular from 45 to 55% by weight.
  • (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 particularly suitable as water-insoluble, water-dispersible inorganic builder materials.
  • the detergent-grade crystalline aluminosilicates especially zeolite NaA and optionally NaX, are preferred. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • suitable aluminosilicates have no particles with a particle size greater than 30 mm and preferably consist of at least 80% by weight of particles having a size of 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 below 0.95, in particular from 1: 1, 1 to 1: 12, and may be present in amorphous or crystalline form.
  • 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.
  • Such amorphous alkali silicates are commercially available, for example, under the name Portil®.
  • Those having a molar ratio of Na 2 O: SiO 2 of 1: 1, 9 to 1: 2.8 can be prepared by the process of European Patent Application EP 0 425 427. 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 2x + i yH employed 2 0 in which x, known as the modulus, an integer of 1, 9-4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4. Crystalline layered silicates which fall under this general formula are described, for example, in the European patent application
  • 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 0 5 yH 2 0
  • x is a number from 1, 9 to 2.1
  • 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.
  • their 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 of aluminosilicate to silicate, based in each case on anhydrous active substances, is then 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 especially 1: 1 to 2: 1.
  • water-soluble or water-insoluble inorganic substances may be contained in the compositions which contain an active substance to be used according to the invention together with it or used in the process according to the invention.
  • Suitable in this context are the alkali metal carbonates, alkali metal bicarbonates and alkali metal sulfates and mixtures thereof.
  • Such additional inorganic material may be present in amounts up to 70% by weight.
  • the agents may contain other ingredients customary in detergents and cleaners.
  • These optional constituents include, in particular, enzymes, enzyme stabilizers, complexing agents for 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 Aminoalkylenphosphonklaren 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, up to 5
  • 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.
  • Optionally present enzymes are preferably selected from the group comprising protease, amylase, lipase, cellulase, hemicellulase, oxidase, peroxidase or mixtures thereof.
  • microorganisms such as bacteria or fungi Protease in 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 commercially available, for example, under the names Lipolase®, Lipozym®, Lipomax®, Lipex®, Amano®-Lipase, Toyo-Jozo®-Lipase, Meito®-Lipase and Dionys®-Lipase.
  • Suitable amylases are commercially available, for example, under the names Maxamyl®, Termamyl®, Duramyl® and Purafect® OxAm.
  • the usable cellulase may be a recoverable from bacteria or fungi enzyme, which has a pH optimum, preferably in the weakly acidic to slightly 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, in particular behenose, fatty acid amides, paraffins, waxes, microcrystalline waxes, organopolysiloxanes and mixtures thereof, which moreover can contain microfine, optionally silanated or otherwise hydrophobicized silica.
  • foam inhibitors are preferably bound to granular, water-soluble carrier substances.
  • an agent to which the active ingredient to be used according to the invention is incorporated is particulate and contains up to 25% by weight, in particular from 5% by weight to 20% by weight, of bleaching agent, in particular alkali percarbonate, 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 .-%, in particular 0, 1 wt .-% to 1 wt .-% complexing agent for heavy metals, such as phosphonate, and in addition to optionally contained enzyme, Enzyme
  • 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 (O- (CHRn-) a ) b OH may be present.
  • Ph is an o-, m- or p-phenylene radical which may carry 1 to 4 substituents selected from alkyl radicals having 1 to 22 C atoms, sulfonic acid groups, carboxyl groups and mixtures thereof
  • R is hydrogen
  • a is a number from 2 to 6
  • b is a number from 1 to 300.
  • 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 of 4 to 200, especially 12 to 140.
  • the molecular weight or the average molecular weight or the maximum molecular weight distribution of preferred soil release polyester is in the range of 250 to 100,000, especially 500 to 50,000
  • the acid underlying the remainder Ph is preferably selected from terephthalic acid, isophthalic acid, phthalic acid, trimellitic acid, mellitic 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.
  • 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 neopentyl glycol.
  • Particularly preferred among the polymeric diols is polyethylene glycol having an average molecular weight in the range of 1000 to 6000.
  • these polyesters composed as described above may also be end-group-capped, alkyl groups having from 1 to 22 carbon atoms and esters of monocarboxylic acids being suitable as end groups.
  • the ester groups bonded via end groups can be based on alkyl, alkenyl and aryl monocarboxylic acids having 5 to 32 carbon atoms, in particular 5 to 18 carbon atoms.
  • 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, brasidoside acid, clupanodonic acid, lignoceric acid, cerotic acid, melissic acid, benzoic acid, which may carry 1 to 5 substituents having a total of up to 25 carbon atoms, in particular 1 to 12 carbon atoms, for example tert-buty
  • the end groups may also be based on hydroxymonocarboxylic acids having 5 to 22 carbon atoms, which include, for example, hydroxyvaleric acid, hydroxycaproic acid, ricinoleic acid, the hydrogenation product of which includes 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 hydroxymonocarboxylic acid units per end group is in the range from 1 to 50, in particular from 1 to 10.
  • the soil release-bearing additional 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.
  • preferred polymers have a solubility of at least 1 g per liter, in particular at least 10 g per liter, under these conditions.
  • 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, for example by partially esterifying triethanolamine in the presence of hypophosphorous acid with fatty acids, passing air through and then quaternizing with dimethyl sulfate or ethylene oxide.
  • the preparation 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 formulas (IV), (V) or (VI),
  • R is CO for an acyl radical having 6 to 22 carbon atoms
  • R 2 and R 3 are independently hydrogen or R is CO
  • R 4 , R 5 and R 6 are independently an alkyl radical having 1 to 4 carbon atoms or a (CH 2 CH 2 0) q H group
  • X represents a charge-balancing anion such as halide, alkyl sulfate or alkyl phosphate.
  • 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, arachic acid, behenic acid and erucic acid as well as their technical mixtures, as obtained for example in the pressure splitting of natural fats and oils.
  • industrial C ⁇ m-coconut fatty acids and in particular partly hydrogenated Ci6 / 18 tallow or palm fatty acids as well as elaidic-rich C 6/18 fatty-acid cuts are 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 grade tallow or palm oil fatty acid (iodine value 0 to 40).
  • Quaternized fatty acid triethanolamine ester salts of the formula (I) in which R represents CO for an acyl radical having 16 to 18 carbon atoms, R 2 for R CO, R 3 for hydrogen, R 4 for a methyl group, m, n and p for O and X for Methyl sulfate is, have proven to be particularly advantageous.
  • 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.
  • Washing temperature 40 ° C or 20 ° C
  • Polyester test fabrics were washed with a detergent E1 containing one of the above-described active ingredients, with the detergent V1, which lacked this active ingredient, or with the detergent V2, which instead contained another polymer, under the conditions indicated above 3 times and after Laundry air dried. This was followed by the application of standardized grease / pigment soiling (A: motor oil, B: lipstick: C: skin fat) and an aging of soiling of 7 days. The textiles thus prepared were washed again with the detergent under the conditions mentioned above. The evaluation was carried out colorimetrically; Table 2 shows the mean values (brightness, Y values) from 5-fold determinations.

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Abstract

L'objectif de l'invention est d'améliorer l'efficacité de nettoyage de détergents lors du lavage de textiles. Cet objectif est atteint essentiellement par incorporation de copolymères greffés et de copolymères blocs contenant une base de greffe constituée de polyalkylène-glycol ou au moins un bloc de polyalkylène-glycol et des composés polymérisés en tant que branche de greffe ou en tant que bloc séparé, comportant au moins une liaison double oléfiniquement insaturée, présentant un groupe polaire.
PCT/EP2013/072681 2012-11-07 2013-10-30 Polymères comportant des groupes polaires, servant de substances actives à pouvoir détachant Ceased WO2014072211A1 (fr)

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PL13785441T PL2917319T3 (pl) 2012-11-07 2013-10-30 Polimery z grupami polarnymi jako substancje czynne zdolne do odrywania brudu
EP13785441.0A EP2917319B1 (fr) 2012-11-07 2013-10-30 Polymères comportant des groupes polaires, servant de substances actives à pouvoir détachant

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DE102012220241.2 2012-11-07
DE102012220241.2A DE102012220241A1 (de) 2012-11-07 2012-11-07 Polymere mit polaren Gruppen als schmutzablösevermögende Wirkstoffe

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EP3196284B1 (fr) * 2016-01-21 2018-06-13 Henkel AG & Co. KGaA Élimination de salissures d'anti-transpirants

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EP0219048A2 (fr) * 1985-10-12 1987-04-22 BASF Aktiengesellschaft Utilisation de copolymères greffés d'oxydes de polyalkylènes et d'acétate de vinyle comme agents antiredéposants pendant le lavage et le post-traitement de matières textiles contenant des fibres synthétiques
EP0639592A1 (fr) * 1993-08-18 1995-02-22 Nippon Shokubai Co., Ltd. Copolymères greffés soluble dans l'eau, et leur procédé de préparation
EP0754712A1 (fr) * 1995-02-03 1997-01-22 Nippon Shokubai Co., Ltd. Polymere hydrosoluble, procede pour le preparer et composition detergente le contenant
WO2002018526A1 (fr) * 2000-08-30 2002-03-07 Basf Aktiengesellschaft Utilisation d'oxydes de polyalkylene greffes en tant que substances empechant les matieres textiles de grisailler lors du lavage
WO2003042263A2 (fr) * 2001-11-16 2003-05-22 Basf Aktiengesellschaft Polymeres greffes presentant des chaines laterales qui contiennent des n-vinylamides cycliques
DE102005003122A1 (de) * 2005-01-21 2006-07-27 Henkel Kgaa Antiadhäsive Polymere zur Verhinderung der Adhäsion von Mikroorganismen an Textilien und zur Verhinderung von Wäschegeruch
US20120053106A1 (en) * 2009-09-15 2012-03-01 Regine Labeque Detergent composition comprising surfactant boosting polymers
EP2436755A1 (fr) * 2009-05-29 2012-04-04 Kao Corporation Composition détergente liquide
WO2012079256A1 (fr) * 2010-12-17 2012-06-21 The Procter & Gamble Company Compositions de nettoyage avec des polymères greffés de polycarboxylate - oxyde de polyalkylène à coiffe d'oxyde de polyoxyalkylène
WO2012079253A1 (fr) * 2010-12-17 2012-06-21 The Procter & Gamble Company Compositions de nettoyage avec des polymères à structure en peigne de polycarboxylate - oxyde de polyalkylène à coiffe d'oxyde de polyoxyalkylène

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AT330930B (de) 1973-04-13 1976-07-26 Henkel & Cie Gmbh Verfahren zur herstellung von festen, schuttfahigen wasch- oder reinigungsmitteln mit einem gehalt an calcium bindenden substanzen
DE3413571A1 (de) 1984-04-11 1985-10-24 Hoechst Ag, 6230 Frankfurt Verwendung von kristallinen schichtfoermigen natriumsilikaten zur wasserenthaertung und verfahren zur wasserenthaertung
CA2025073C (fr) 1989-10-25 1995-07-18 Gunther Schimmel Procede de production de silicates de sodium

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Publication number Priority date Publication date Assignee Title
EP0219048A2 (fr) * 1985-10-12 1987-04-22 BASF Aktiengesellschaft Utilisation de copolymères greffés d'oxydes de polyalkylènes et d'acétate de vinyle comme agents antiredéposants pendant le lavage et le post-traitement de matières textiles contenant des fibres synthétiques
EP0639592A1 (fr) * 1993-08-18 1995-02-22 Nippon Shokubai Co., Ltd. Copolymères greffés soluble dans l'eau, et leur procédé de préparation
EP0754712A1 (fr) * 1995-02-03 1997-01-22 Nippon Shokubai Co., Ltd. Polymere hydrosoluble, procede pour le preparer et composition detergente le contenant
WO2002018526A1 (fr) * 2000-08-30 2002-03-07 Basf Aktiengesellschaft Utilisation d'oxydes de polyalkylene greffes en tant que substances empechant les matieres textiles de grisailler lors du lavage
WO2003042263A2 (fr) * 2001-11-16 2003-05-22 Basf Aktiengesellschaft Polymeres greffes presentant des chaines laterales qui contiennent des n-vinylamides cycliques
DE102005003122A1 (de) * 2005-01-21 2006-07-27 Henkel Kgaa Antiadhäsive Polymere zur Verhinderung der Adhäsion von Mikroorganismen an Textilien und zur Verhinderung von Wäschegeruch
EP2436755A1 (fr) * 2009-05-29 2012-04-04 Kao Corporation Composition détergente liquide
US20120053106A1 (en) * 2009-09-15 2012-03-01 Regine Labeque Detergent composition comprising surfactant boosting polymers
WO2012079256A1 (fr) * 2010-12-17 2012-06-21 The Procter & Gamble Company Compositions de nettoyage avec des polymères greffés de polycarboxylate - oxyde de polyalkylène à coiffe d'oxyde de polyoxyalkylène
WO2012079253A1 (fr) * 2010-12-17 2012-06-21 The Procter & Gamble Company Compositions de nettoyage avec des polymères à structure en peigne de polycarboxylate - oxyde de polyalkylène à coiffe d'oxyde de polyoxyalkylène

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EP2917319B1 (fr) 2018-01-31
PL2917319T3 (pl) 2018-07-31
DE102012220241A1 (de) 2014-05-08

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