DE102019219242A1 - Prevention of creasing in textiles - Google Patents

Abstract

The tendency of textiles to crease should be reduced. This was achieved by bringing the textile into contact with at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols.

Description

The present invention relates to the use of certain at least partially hydrolyzed esters to reduce the tendency of textiles to crease, a method that can be carried out in the household for the crease-reducing finishing of textiles using such at least partially hydrolyzed esters, as well as detergents or laundry care products which contain such at least partially hydrolyzed esters.

From the consumer's point of view, textiles made of synthetic materials or made of wool or cellulose, such as cotton or regenerated cellulose fibers (for example Modal or Lyocel) have positive properties with regard to wearing comfort. However, a disadvantage of textiles is often the slight crease formation during wear, after washing and drying. This tendency to crease is probably due to the swelling of the textile fibers and their sometimes only low elastic restoring forces (“bounce”) after deformation.

It has therefore been customary for a long time to iron textiles after washing and drying them and thus bringing them into the desired shape. For the consumer, however, it would be advantageous to be able to reduce the formation of creases in the context of textile care, which in the ideal case would make ironing completely superfluous.

In textile manufacture, attempts are made to reduce the tendency of the cellulose molecules to crease with the aid of permanent textile finishes, for example by interlinking the cellulose molecules. This increases the elasticity of the material.

From the patent application DE 101 24 387 A1 Finishing agents for anti-crease finishing of cellulose-containing textiles are known which contain hydrophobically modified polyethyleneimines and / or polyvinylamines, the hydrophobic modification being effected by reacting the polyethyleneimines and / or polyvinylamines with long-chain carboxylic acids, alkyl halides, alkyl epoxides, alkyl ketene dimers or cyclic dicarboxylic acid anhydrides.

It has surprisingly been found that the tendency of textiles to crease can be reduced by bringing them into contact with at least partially hydrolyzed unsaturated esters.

The invention relates to the use of at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols to reduce the tendency of textiles to crease, to reduce the tendency of textiles to crease, in particular the tendency to crease caused when the textiles are washed.

ω-9-carboxylic acids have a double bond between the C9 and C10 atoms, calculated from the CH ₃ terminus of the carboxylic acid, which is often in the Z configuration, and are therefore characterized by particular oxidation stability. Examples of such carboxylic acids are oleic acid (9Z-octadecenoic acid), gondo acid (11Z-eicosenoic acid), erucic acid (13Z-docosenoic acid), nervonic acid (15Z-tetracosenoic acid) and ximenic acid (17Z-hexacosenoic acid). They occur in nature esterified with, among other things, those alcohols which correspond in their carbon chain length to the carboxylic acids mentioned and which also have a double bond between the C9 and C10 atoms, calculated from the CH ₃ terminus of the alcohol. It is possible that the carbon chains of the ω-9-carboxylic acids and of the ω-9-alcohols from the α-carbon atom are identical or differ from one another. It is also possible that mixtures of different esters are present. An example of such a natural product is jojoba oil, in a preferred embodiment of the invention the ester essential to the invention being accessible by at least partial hydrolysis of jojoba oil. The term “at least partially hydrolyzed” is intended to express that the corresponding ester can be present in a mixture with its carboxylic acid and alcohol component, whereby the carboxylic acid can also be present in salt form due to the production process. It is preferred if the hydrolysis is carried out so far that the ester is hydrolyzed up to 100 mol%, in particular 20 mol% to 80 mol%, that is in the hydrolyzate or partial hydrolyzate in addition to x mol% of the ester in each case 100 x mol% of the corresponding alcohol and the corresponding carboxylic acid or carboxylic acid salt are present. The at least partially hydrolyzed ester, which is essential to the invention, consists only of the ester, carboxylic acid / carboxylic acid salt and alcohol components mentioned. In this case, however, it is irrelevant whether the at least partially hydrolyzed ester, which is essential to the invention, has actually been obtained by at least partial hydrolysis of the ester or by mixing the carboxylic acid, alcohol and optionally ester components.

Another object of the invention is a method that can be carried out in the household for finishing textiles to reduce the tendency to crease by bringing the textile into contact with at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols.

The materials from which the textiles to be treated are made include fibers of animal origin such as angora, sheep's wool and cashmere, chemical fibers such as elastane, polyacrylic, polyester, polyamide, natural fibers such as cotton, linen, sisal, jute, hemp, and regenerated cellulose fibers such as Modal viscose or lyocel, and blended fabrics made from at least two of these materials. The effect essential to the invention is particularly pronounced in textiles that are made of cellulose-containing material or contain cellulose-containing material, so that preferred embodiments of the use and the method relate to the fact that the textiles are made of cellulose-containing material or contain cellulose-containing material.

In preferred embodiments of the invention, following the treatment with the active ingredient mentioned, the textile is ironed with a conventional household iron.

The measures of the invention considerably reduce the tendency of textiles to crease compared to the untreated starting textiles.

The crease-free effect can be assessed by comparing the textile to be tested with the standardized anti-crease tables from DIN EN ISO 15487 respectively.

The textile is preferably brought into contact with the active ingredient mentioned at temperatures in the range from 10 ° C. to 100 ° C., in particular from 20 ° C. to 60 ° C. Furthermore, the textile is preferably brought into contact with the active ingredient over a period of 10 minutes to 180 minutes, in particular from 30 minutes to 60 minutes.

The invention can be carried out, for example, by bringing textiles into contact with a surfactant-containing aqueous preparation which contains the active ingredient mentioned. This can be done in the context of a conventional washing process, which can be carried out with the aid of a household washing machine or by hand. The active ingredient essential to the invention is preferably used in the rinsing step, that is to say after the actual washing step. However, it is also possible to use the active ingredient essential to the invention and detergent together in the washing step. The active ingredient essential to the invention can be a constituent of agents used in such washing processes, or it can be added separately to such agents or to the aqueous preparations containing them.

The present invention therefore also provides a laundry detergent or laundry care product containing at least some of the hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols.

The active ingredient mentioned can be present as such, but also in a packaging form that facilitates use by the user, for example in admixture or granulated with carrier substances, binders, coating materials, extrusion aids, flow improvers, stabilizers, solvents, rheology modifiers and / or emulsifiers. This embodiment of the invention makes it possible for the consumer in a simple manner to only bring the advantages of the invention to effect when they are desired by using the active ingredient mentioned in addition to conventional detergents and / or laundry aftertreatment agents.

The active ingredient mentioned can be present in a liquid or solid agent, with individual dosing (bag packaging, pouch) of the agent also being possible.

The active ingredient mentioned can also be contained in a liquid spray product which can be sprayed onto a textile after dilution with water or, in particular, undiluted. In a preferred embodiment of the invention, said active ingredient is applied to the textile after washing and drying and optionally ironing, in particular by spraying on in the form of a liquid spray product, and reduces the tendency to crease when wearing the textile and during the next washing process.

The content of active ingredient essential to the invention in agents according to the invention is preferably 0.01% by weight to 25% by weight, in particular 0.02% by weight to 8% by weight, if the agent is intended for direct contact with the textile shall be. In agents according to the invention which are to be dissolved or diluted before use, the content of active ingredient essential to the invention is preferably 0.01% by weight to 25% by weight, in particular 0.02% by weight to 8% by weight.

A preferred embodiment of the method consists in bringing the active ingredient, which is essential to the invention, into contact with the textile in a rinsing step, preferably the last rinsing step, of a washing process carried out manually or by machine. For this purpose, the active ingredient essential to the invention can be a component of a laundry care agent used in the final rinse.

Detergents or laundry care products which contain the active ingredient to be used according to the invention or are used together with them or are used in the process according to the invention can contain all the usual other constituents of such agents which do not interact in an undesirable manner with the active ingredient essential to the invention.

Such an agent preferably contains synthetic anionic surfactants of the sulfate or sulfonate type, in amounts of preferably not more than 20% by weight, in particular from 0.1% by weight to 18% by weight, in each case based on the total agent. Particularly suitable synthetic anionic surfactants for use in such agents are the alkyl and / or alkenyl sulfates with 8 to 22 carbon atoms which have an alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium ion as a counter cation. The derivatives of fatty alcohols having in particular 12 to 18 carbon atoms and their branched-chain analogs, the so-called oxo alcohols, are preferred. The alkyl and alkenyl sulfates can be prepared in a known manner by reacting 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. The sulfate-type surfactants which can be used with particular preference include the abovementioned sulfated alkoxylation products of the alcohols mentioned, so-called ether sulfates. Such ether sulfates preferably contain 2 to 30, in particular 4 to 10, ethylene glycol groups per molecule. Suitable anionic surfactants of the sulfonate type include the α-sulfoesters obtainable by reacting fatty acid esters with sulfur trioxide and subsequent neutralization, in particular those derived from fatty acids with 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, and linear alcohols with 1 up to 6 carbon atoms, preferably 1 to 4 carbon atoms, derived sulfonation products, as well as the sulfo fatty acids resulting from these by formal saponification. The anionic surfactants that can be used also include the salts of sulfosuccinic acid esters, which are also referred to as alkyl sulfosuccinates or dialkyl sulfosuccinates, and represent the monoesters or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols and, in particular, ethoxylated fatty alcohols. Preferred sulfosuccinates contain C ₈ to C ₁₈ fatty alcohol radicals or mixtures of these. Particularly preferred sulfosuccinates contain an ethoxylated fatty alcohol residue which, considered in itself, represents a nonionic surfactant. Sulfosuccinates whose fatty alcohol residues are derived from ethoxylated fatty alcohols with a narrow homolog distribution are particularly preferred. A further synthetic anionic surfactant is alkylbenzenesulfonate.

Another embodiment of the agents comprises the presence of 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 alkyl esters thereof Mixtures, in particular in an amount in the range from 2% by weight to 25% by weight.

The nonionic surfactants in question 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 carbon atoms, preferably 12 to 18 carbon 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. The derivatives of fatty alcohols are particularly suitable, although their branched-chain isomers, in particular so-called oxo alcohols, can also be used to prepare usable alkoxylates. Accordingly, the alkoxylates, in particular the ethoxylates, of primary alcohols with linear, in particular dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof can be used. Corresponding alkoxylation products of alkylamines, vicinal diols and carboxamides which correspond to the alcohols mentioned with regard to the alkyl moiety can also be used. In addition, the ethylene oxide and / or propylene oxide insertion products come from fatty acid alkyl esters as well Fatty acid polyhydroxyamides into consideration. So-called alkyl polyglycosides suitable for incorporation into the agents according to the invention are compounds of the general formula (G) _n -OR ¹² , in which R ^{12 is} an alkyl or alkenyl radical having 8 to 22 carbon atoms, G is a glycose unit and n is a number between 1 and 10 mean. The glycoside component (G) _n is oligo- or polymers from naturally occurring aldose or ketose monomers, to which in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allose, idose, ribose, arabinose, Include xylose and lyxosis. The oligomers consisting of such glycosidically linked monomers are characterized not only by the type of sugars they contain but also by their number, the so-called degree of oligomerization. The degree of oligomerization n generally assumes fractional numerical values as a variable to be determined analytically; it has values between 1 and 10, and in the case of the glycosides preferably used it is below a value of 1.5, in particular between 1.2 and 1.4. The preferred monomer building block is glucose because of its ready availability. The alkyl or alkenyl part R ^{12 of} the glycosides also preferably comes from easily accessible 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 to produce usable glycosides. Accordingly, the primary alcohols with linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof are particularly useful. Particularly preferred alkyl glycosides contain a coconut fatty alkyl radical, that is to say mixtures with essentially R ¹² = dodecyl and R ¹² = tetradecyl.

Nonionic surfactant is in agents which contain an active ingredient used according to the invention or are used within the scope of the use according to the invention or the method according to the invention, preferably in amounts of 1% by weight to 30% by weight, in particular from 1% by weight to 25% % By weight, amounts in the upper part of this range are more likely to be found in liquid agents and particulate agents preferably contain smaller amounts of up to 5% by weight.

Other optional surfactant ingredients are soaps, 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, being suitable. In particular, preference is given to soap mixtures which are composed of 50% by weight 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 preferably contained in amounts of 0.1% by weight to 5% by weight. In particular, however, liquid agents which contain an active ingredient used according to the invention can also contain higher amounts of soap, generally up to 20% by weight.

If desired, the agents can also contain betaines and / or cationic surfactants, which - if present - are preferably used in amounts of 0.5% by weight to 7% by weight. Among these, ester quats are particularly preferred.

If desired, the agents can contain peroxygen-based bleaches, in particular in amounts in the range from 5% by weight to 70% by weight, and optionally bleach activator, in particular in amounts in the range from 2% by weight to 10% by weight. The bleaching agents which can be used are preferably the peroxygen compounds usually used in detergents, such as percarboxylic acids, for example dodecanediperic acid or phthaloylaminoperoxicaproic acid, hydrogen peroxide, alkali perborate, which can be present as tetra- or monohydrate, percarbonate, perpyrophosphate and persilicate, which are usually as alkali salts, in particular as sodium salts. Such bleaches are in detergents which contain an active ingredient used according to the invention, preferably in amounts of up to 25% by weight, in particular up to 15% by weight and particularly preferably from 5% by weight to 15% by weight, in each case on the entire medium, with percarbonate in particular being used. The optionally present component of the bleach activators includes the commonly used N- or O-acyl compounds, for example poly-acylated alkylenediamines, in particular tetraacetylethylenediamine, acylated glycolurils, in particular tetraacetylglycoluril, N-acylated hydantoins, hydrazides, triazoles, urazoles, diketopiperazines and carboxylic acid anuryl amides , in particular phthalic anhydride, carboxylic acid esters, in particular sodium isononanoyl phenolsulfonate, and acylated sugar derivatives, in particular pentaacetyl glucose, and cationic nitrile derivatives such as trimethylammonium acetonitrile salts. To avoid interaction with the peroxygen compounds during storage, the bleach activators may have been coated with coating substances and / or granulated in a known manner, with the aid of carboxymethyl cellulose granulated tetraacetylethylenediamine with average particle sizes of 0.01 mm to 0.8 mm, granulated 1, 5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine, and / or trialkylammonium acetonitrile made up in particulate form 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 detergent.

In a further embodiment, the agent can be water-soluble and / or water-insoluble builder, in particular selected from alkali metal alumosilicate, crystalline alkali metal silicate with a modulus above 1, monomeric polycarboxylate, polymeric polycarboxylate and mixtures thereof, in particular in amounts in the range from 2.5% by weight to 60 % By weight.

The agent preferably contains from 20% by weight to 55% by weight of water-soluble and / or water-insoluble, organic and / or inorganic builder, if this is present. The water-soluble organic builder substances include, in particular, those from the class of polycarboxylic acids, in particular citric acid and sugar acids, and polymeric (poly) carboxylic acids, in particular the polycarboxylates, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers of these, which can also be obtained by oxidation of polysaccharides may contain small amounts of polymerizable substances without carboxylic acid functionality polymerized. The relative molecular weight of the homopolymers of unsaturated carboxylic acids is generally between 5000 g / mol and 200,000 g / mol, that of the copolymers between 2000 g / mol and 200,000 g / mol, preferably 50,000 g / mol to 120,000 g / mol, based on the free acid . A particularly preferred acrylic acid-maleic acid copolymer has a relative molecular weight of 50,000 g / mol to 100,000 g / mol. Suitable, albeit less preferred, compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinyl methyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid makes up at least 50% by weight. Terpolymers which contain two carboxylic acids and / or their salts as monomers and vinyl alcohol and / or a vinyl alcohol derivative or a carbohydrate as a third monomer can 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, maleic acid being particularly preferred. The third monomeric unit is formed in this case by vinyl alcohol and / or preferably an esterified vinyl alcohol. In particular, vinyl alcohol derivatives are preferred which represent an ester of short-chain carboxylic acids, for example of C ₁ -C ₄ carboxylic acids, with vinyl alcohol. Preferred terpolymers contain 60% by weight to 95% by weight, in particular 70% by weight to 90% by weight (meth) acrylic acid and / or (meth) acrylate, particularly preferably acrylic acid and / or acrylate, and maleic acid and / or maleate and 5% by weight to 40% by weight, preferably 10% by weight to 30% by weight, vinyl alcohol and / or vinyl acetate. Terpolymers in which the weight ratio of (meth) acrylic acid and / or (meth) acrylate to maleic acid and / 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. Both the amounts and the weight ratios are based on the acids. The second acidic monomer or its salt can 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 derived from benzene or benzene derivatives , is substituted. Preferred terpolymers contain 40 wt% to 60 wt%, in particular 45 to 55 wt% (meth) acrylic acid and / or (meth) acrylate, particularly preferably acrylic acid and / or acrylate, 10 wt% to 30% by weight, preferably 15% by weight to 25% by weight methallylsulfonic acid and / or methallylsulfonate and, as the third monomer, 15% by weight to 40% by weight, preferably 20% by weight to 40% by weight % of a carbohydrate. This carbohydrate can be, for example, a mono-, di-, oligo- or polysaccharide, mono-, di- or oligosaccharides being preferred, sucrose being particularly preferred. By using the third monomer, predetermined breaking points are presumably built into the polymer, which are responsible for the good biodegradability of the polymer. These terpolymers generally have a relative molecular weight between 1000 g / mol and 200,000 g / mol, preferably between 2000 g / mol and 50,000 g / mol and in particular between 3000 g / mol and 10,000 g / mol. In particular for the production of liquid agents, they can be used in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of 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 upper limit mentioned are preferably used in paste-like or liquid, in particular water-containing, agents.

The water-insoluble, water-dispersible inorganic builder materials used are in particular 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 used. Among these, the crystalline aluminosilicates in detergent quality, in particular zeolite NaA and optionally NaX, are preferred. Quantities close to the upper limit mentioned are preferably used in solid, particulate compositions. In particular, suitable aluminosilicates have no particles with a grain size greater than 30 μm and preferably consist of at least 80% by weight of particles less than 10 µm in size. Their calcium binding capacity is in the range from 100 mg to 200 mg CaO per gram.Suitable substitutes or partial substitutes for said aluminosilicate are crystalline alkali silicates, which can be present alone or in a mixture with amorphous silicates. The alkali silicates which can be used as builders in the agents preferably have a molar ratio of alkali oxide to SiO ₂ below 0.95, in particular from 1: 1.1 to 1:12, and can be amorphous or crystalline. Preferred alkali silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio Na ₂ O: SiO ₂ of 1: 2 to 1: 2.8. Such amorphous alkali silicates are commercially available, for example, under the name Portil®. Those with a molar ratio of Na ₂ O: SiO ₂ of 1: 1.9 to 1: 2.8 are preferably added as a solid and not in the form of a solution in the course of production. The crystalline silicates used alone or in a mixture with amorphous silicates are preferably crystalline _{sheet silicates of the general formula Na 2} Si _x O _{2x + 1} · yH ₂ O, in which x, the so-called modulus, is a number 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 sheet silicates are those in which x in the general formula mentioned assumes the values 2 or 3. In particular, both β- and δ-sodium _{disilicates (Na 2} Si ₂ O ₅ · yH ₂ O) are preferred. Virtually anhydrous crystalline alkali silicates of the above general formula, in which x is a number from 1.9 to 2.1, produced from amorphous alkali silicates, can also be used in agents which contain an active ingredient to be used according to the invention. In a further preferred embodiment of agents according to the invention, a crystalline layered sodium silicate with a module of 2 to 3, as can be produced from sand and soda, is used. Crystalline sodium silicates with a modulus in the range from 1.9 to 3.5 are used in a further preferred embodiment of detergents which contain an active ingredient used according to the invention. Their alkali silicate content is preferably 1% by weight to 50% by weight and in particular 5% by weight to 35% by weight, based on anhydrous active substance. If alkali aluminosilicate, in particular zeolite, is also present as an additional builder substance, the alkali silicate content 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. In agents which contain both amorphous and crystalline alkali silicates, 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.

In addition to the inorganic builder mentioned, further water-soluble or water-insoluble inorganic substances can be contained in the agents which contain an active ingredient to be used according to the invention, are used together with this or are used in processes according to the invention. In this context, the alkali metal carbonates, alkali metal hydrogen carbonates and alkali metal sulfates and mixtures thereof are suitable. Such additional inorganic material can be present in amounts up to 70% by weight.

In addition, the agents can contain other constituents that are customary in detergents or cleaning agents. These optional components 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. Preferably, up to 1 wt .-%, in particular 0.01 wt .-% to 0.5 wt .-% optical brighteners, in particular compounds from the class of the substituted 4,4 'are in agents which contain an active ingredient used according to the invention -Bis- (2,4,6-triamino-s-triazinyl) -stilbene-2,2'-disulfonic acids, up to 5% by weight, in particular 0.1% by weight to 2% by weight, of complexing agents for Contain heavy metals, in particular aminoalkylenephosphonic acids and their salts, and up to 2% by weight, in particular 0.1% by weight to 1% by weight, foam inhibitors, the stated proportions by weight referring to the total agent.

Solvents that can be used in particular in the case of liquid agents are, in addition to water, preferably those non-aqueous solvents that are water-miscible. These include the lower alcohols, for example ethanol, propanol, iso-propanol, and the isomeric butanols, glycerol, lower glycols, for example ethylene and propylene glycol, and the ethers which can be derived from the cited classes of compounds. The active ingredients used according to the invention are generally dissolved or in suspended form in such liquid agents.

Any enzymes present are preferably selected from the group comprising protease, amylase, lipase, cellulase, hemicellulase, oxidase, peroxidase, pectinase and mixtures of these. Primarily protease obtained from microorganisms such as bacteria or fungi comes into question. It can be obtained in a known manner from suitable microorganisms by fermentation processes. Proteases are commercially available, for example, under the names BLAP®, Savinase®, Esperase®, Maxatase®, Optimase®, Alcalase®, Durazym® or Maxapem® available. 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 Lipo-Iase®, Lipozym®, Lipomax®, Lipex®, Amano®-Lipase, Toyo-Jozo®-Lipase, Meito®-Lipase and Diosynth®-Lipase. Suitable amylases are commercially available, for example, under the names Maxamyl®, Termamyl®, Duramyl® and Purafect® OxAm. The cellulase which can be used can be an enzyme which can be obtained from bacteria or fungi and which has a pH optimum, preferably 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®. Suitable pectinases are, for example, under the names Gamanase®, Pektinex AR®, X-Pect® or Pectaway® from Novozymes, under the names Rohapect UF®, Rohapect TPL®, Rohapect PTE100®, Rohapect MPE®, Rohapect MA plus HC, Rohapect DA12L ®, Rohapect 10L®, Rohapect B1L® from AB Enzymes and available under the name Pyrolase® from Diversa Corp., San Diego, CA, USA.

The customary enzyme stabilizers optionally present, especially in liquid agents, include amino alcohols, for example mono-, di-, triethanol- and propanolamine and mixtures thereof, lower carboxylic acids, boric acid, 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 behen soap, fatty acid amides, paraffins, waxes, microcrystalline waxes, organopolysiloxanes and mixtures thereof, which can also contain microfine, optionally silanized or otherwise hydrophobized silica. For use in particulate agents, foam inhibitors of this type are preferably bound to granular, water-soluble carrier substances.

The known polyester-active soil-releasing polymers 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. The preferred use of dirt-releasing polyesters include those compounds that are formally accessible by esterification of two monomer parts, the first monomer being a dicarboxylic acid HOOC-Ph-COOH and the second monomer being a diol HO- (CHR ¹¹ -) _a OH, which is also known as a polymer Diol H- (O- (CHR ¹¹ -) _a ) _b OH may be present. Ph therein denotes an o-, m- or p-phenylene radical which can carry 1 to 4 substituents selected from alkyl radicals having 1 to 22 carbon atoms, sulfonic acid groups, carboxyl groups and mixtures thereof, R ^{11 is} hydrogen, an alkyl radical having 1 to 22 carbon atoms and their mixtures, a a number from 2 to 6 and b a number from 1 to 300. The polyesters obtainable from these preferably contain both monomer diol units -O- (CHR ¹¹ -) _a O- and polymer diol units - ( O- (CHR ¹¹ ) _a ) _b O- before. 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. In the polymer diol units, 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-releasing polyesters is in the range from 250 g / mol to 100,000 g / mol, in particular from 500 g / mol to 50,000 g / mol. The acid on which the remainder Ph is based 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. If their acid groups are not part of the ester bonds in the polymer, they are preferably in salt form, in particular as an alkali or ammonium salt. Among these, the sodium and potassium salts are particularly preferred. If desired, small proportions, in particular not more than 10 mol% based on the proportion of Ph with the meaning given above, of other acids which have at least two carboxyl groups can be contained in the soil-releasing polyester instead of the HOOC-Ph-COOH monomer. These include, for example, 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. The preferred diols HO- (CHR ¹¹ -) _a OH include those in which R ^{11 is} hydrogen and a is a number from 2 to 6, and those in which a has the value 2 and R ¹¹ is hydrogen and the alkyl radicals with 1 to 10, in particular 1 to 3 carbon atoms is selected. Among the last-mentioned diols, those of the formula HO-CH ₂ -CHR ¹¹ -OH, in which R ^{11 has} the abovementioned meaning, are particularly preferred. Examples of 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 with an average molar mass in the range from 1000 g / mol to 6000 g / mol. If desired, the polyesters can also be end-capped, with possible end groups being alkyl groups having 1 to 22 carbon atoms and esters of monocarboxylic acids. The end groups bonded via ester bonds can be alkyl, alkenyl and Aryl monocarboxylic acids with 5 to 32 carbon atoms, in particular 5 to 18 carbon atoms, are the basis. These include valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, undecenoic acid, lauric acid, lauroleic acid, tridecanoic acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, stearic acid, linroselic acid, eloearic acid, petroselic acid, linroselic acid, aresolic acid, petroselic acid , Gadoleic acid, arachidonic acid, behenic acid, erucic acid, brassidic acid, clupanodonic acid, lignoceric acid, cerotic acid, melissic acid, benzoic acid, which can carry 1 to 5 substituents with a total of up to 25 carbon atoms, in particular 1 to 12 carbon atoms, for example tert-butylbenzoic acid . The end groups can also be based on hydroxymonocarboxylic acids with 5 to 22 carbon atoms, which include, for example, hydroxyvaleric acid, hydroxycaproic acid, ricinoleic acid, their hydrogenation product hydroxystearic acid and o-, m- and p-hydroxybenzoic acid. The hydroxymonocarboxylic acids can for their part 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, that is, their degree of oligomerization, is preferably in the range from 1 to 50, in particular from 1 to 10. In a preferred embodiment of the invention, polymers of ethylene terephthalate and polyethylene oxide terephthalate in which the polyethylene glycol units have molecular weights of 750 g / mol to 5000 g / mol and the molar ratio of ethylene terephthalate to polyethylene oxide terephthalate is 50:50 to 90:10, used in combination with an active ingredient essential to the invention. The soil-releasing 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. However, polymers used with preference have a solubility of at least 1 g per liter, in particular at least 10 g per liter, under these conditions.

In one embodiment of the invention, the laundry care agents used as aftertreatment agents with the active substance essential to the invention can in particular contain textile-softening components, preferably cationic surfactants. Examples of softening components are quaternary ammonium compounds, cationic polymers and emulsifiers, such as are used in hair care products and also in products for textile wash.

wobei in (V) R und R¹ für einen acyclischen Alkylrest mit 12 bis 24 Kohlenstoffatomen, R² für einen gesättigten C₁-C₄ Alkyl- oder Hydroxyalkylrest steht, R³ entweder gleich R, R¹ oder R² ist oder für einen aromatischen Rest steht. X^- steht entweder für ein Halogenid-, Methosulfat-, Methophosphat- oder Phosphation sowie Mischungen aus diesen. Beispiele für kationische Verbindungen der Formel (V) sind Didecyldimethylammoniumchlorid, Ditalgdimethylammoniumchlorid oder Dihexadecylammoniumchlorid.Suitable examples are quaternary ammonium compounds of the formulas (V) and (VI),

where in (V) R and R ^{1 is} an acyclic alkyl radical having 12 to 24 carbon atoms, R ^{2 is} a saturated C ₁ -C ₄ alkyl or hydroxyalkyl ^{radical, R 3 is} either the same as R, R ¹ or R ² or is a aromatic residue. X ^- stands for either a halide, methosulfate, methophosphate or phosphate ion and mixtures of these. Examples of cationic compounds of the formula (V) are didecyldimethylammonium chloride, ditallowdimethylammonium chloride or dihexadecylammonium chloride.

Compounds of the formula (VI) are so-called esterquats. Esterquats are distinguished by their good biodegradability and are preferred in the context of the present invention. Here, R ⁴ stands for an aliphatic alkyl radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds; R ^S stands for H, OH or O (CO) R ⁷ , R ⁶ stands independently of R ⁵ for H, OH or O (CO) R ⁸ , where R ⁷ and R ⁸ each independently represent an aliphatic alkyl radical with 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds. m, n and p can each have the value 1, 2 or 3 independently of one another. X ^- can be either a halide, methosulfate, methophosphate or phosphate ion, as well as mixtures of these. Preference is given to compounds which contain the group O (CO) R ^{7 for R 5} and alkyl radicals having 16 to 18 carbon atoms for R ⁴ and R ^7. Compounds in which R ⁶ also represents OH are particularly preferred. Examples of compounds of the formula (VI) are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulphate, bis (palmitoyl) -ethyl-hydroxyethyl-methyl-ammonium-methosulphate or methyl-N , N-bis (acyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate.

In a preferred embodiment, the agents contain the plasticizer components in amounts of up to 35% by weight, preferably from 0.1 to 25% by weight, particularly preferably from 0.5 to 15% by weight and in particular from 1 to 10% by weight .-%, each based on the total mean.

In addition to the aforementioned components, the agents can contain pearlescent agents. Pearlescent agents give the textiles an additional shine and are therefore preferably used in mild detergents. Examples of pearlescent agents that can be used are: alkylene glycol esters; Fatty acid alkanolamides; Partial glycerides; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms; Ring opening products of olefin epoxides having 12 to 22 carbon atoms with fatty alcohols having 12 to 22 carbon atoms, fatty acids and / or polyols having 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.

Liquid agents can also contain thickeners. To increase consumer acceptance, the use of thickeners has proven itself particularly in the case of gel-like liquid detergents. Polymers derived from nature that can be used as thickeners are, for example, agar-agar, carrageenan, tragacanth, gum arabic, alginates, pectins, polyoses, guar flour, locust bean gum, starch, dextrins, gelatine and casein, cellulose derivatives such as carboxymethyl cellulose, Hydroxyethyl and propyl cellulose, and polymeric polysaccharide thickeners such as xanthan gum; In addition, fully synthetic polymers such as polyacrylic and polymethacrylic compounds, vinyl polymers, polycarboxylic acids, polyethers, polyimines, polyamides and polyurethanes are also suitable. In a preferred embodiment, the textile care agents according to the invention contain thickeners, preferably in amounts of up to 10% by weight, particularly preferably up to 5% by weight, in particular from 0.1 to 1% by weight, each based on the total agent .

Furthermore, the agents can additionally contain odor absorbers and / or color transfer inhibitors. In a preferred embodiment, the agents optionally contain 0.1% by weight to 2% by weight, preferably 0.2% by weight to 1% by weight of a dye transfer inhibitor, which in a preferred embodiment of the invention is a polymer of vinylpyrrolidone, Vinylimidazole, vinylpyridine-N-oxide or a copolymer of these. Both, for example, polyvinylpyrrolidones with molecular weights from 15,000 to 50,000 and polyvinylpyrrolidones with molecular weights above 1,000,000, in particular from 1,500,000 to 4,000,000, N-vinylimidazole / N-vinylpyrrolidone copolymers, polyvinyloxazolidones, copolymers based on vinyl monomers can be used and carboxamides, polyesters and polyamides containing pyrrolidone groups, grafted polyamidoamines, polyamine-N-oxide polymers, polyvinyl alcohols and copolymers based on acrylamidoalkenylsulfonic acids. However, it is also possible to use enzymatic systems comprising a peroxidase and hydrogen peroxide, or a substance that provides hydrogen peroxide in water. The addition of a mediator compound for the peroxidase, for example an acetosyringone, a phenol derivative or a phenotiazine or phenoxazine, is preferred in this case, and the polymeric dye transfer inhibitor active ingredients mentioned above can also be used. For use in agents according to the invention, polyvinylpyrrolidone preferably has an average molar mass in the range from 10,000 to 60,000, in particular in the range from 25,000 to 50,000. Among the copolymers, those of vinylpyrrolidone and vinylimidazole in a molar ratio of 5: 1 to 1: 1 and an average molar mass in the range from 5,000 to 50,000, in particular from 10,000 to 20,000, are preferred.

Preferred deodorant substances are metal salts of an unbranched or branched, unsaturated or saturated, mono- or polyhydroxylated fatty acid with at least 16 carbon atoms and / or a resin acid with the exception of the alkali metal salts and any mixtures thereof. Ricinoleic acid is a particularly preferred unbranched or branched, unsaturated or saturated, mono- or poly-hydroxylated fatty acid with at least 16 carbon atoms. A particularly preferred resin acid is abietic acid. Preferred metals are the transition metals and the lanthanoids, in particular the transition metals of groups VIIIa, Ib and IIb of the periodic table as well as lanthanum, cerium and neodymium, particularly preferably cobalt, nickel, copper and zinc, extremely preferably zinc. Although the cobalt, nickel and copper salts and the zinc salts are similarly effective, the zinc salts are preferred for toxicological reasons. One or more metal salts of ricinoleic acid and / or abietic acid, preferably zinc ricinoleate and / or zinc abietate, in particular zinc ricinoleate, are advantageous and therefore particularly preferred to be used as deodorant substances. Cyclodextrins and mixtures of the aforementioned metal salts with cyclodextrin, preferably in a weight ratio of 1:10 to 10: 1, particularly preferably 1: 5 to 5: 1 and in particular 1: 1, also prove to be further suitable deodorizing substances in the context of the invention. 3 to 3: 1. The term "cyclodextrin" includes all known cyclodextrins, i.e. both unsubstituted cyclodextrins with 6 to 12 glucose units, in particular alpha-, beta- and gamma-cyclodextrins and their mixtures and / or their derivatives and / or their mixtures.

The production of solid agents used according to the invention presents no difficulties and can be carried out in a known manner, for example by spray drying or granulation, for example enzymes and any other thermally sensitive ingredients such as bleaching agents being added separately later if necessary. For the production of agents according to the invention with an increased bulk density, in particular in the range from 650 g / l to 950 g / l, a method comprising an extrusion step is preferred.

To produce agents in tablet form, which can be single-phase or multi-phase, single-colored or multi-colored and in particular consist of one layer or several, in particular two layers, the procedure is preferably such that all constituents - optionally one layer each - are placed in a mixer mixed with one another and the mixture is pressed by means of conventional tablet presses, for example eccentric presses or rotary presses, with press forces in the range from about 50 to 100 kN, preferably at 60 to 70 kN. In the case of multilayer tablets in particular, it can be advantageous if at least one layer is pre-pressed. This is preferably carried out at press forces between 5 and 20 kN, in particular at 10 to 15 kN. In this way, break-resistant tablets which dissolve sufficiently quickly under use conditions and have breaking and flexural strengths of normally 100 to 200 N, but preferably more than 150 N, are obtained without any problems. A tablet produced in this way preferably has a weight of 10 g to 50 g, in particular 15 g up to 40 g. The three-dimensional shape of the tablets is arbitrary and can be round, oval or angular, with intermediate shapes also being possible. Corners and edges are advantageously rounded. Round tablets preferably have a diameter of 30 mm to 40 mm. In particular, the size of angular or cuboid tablets, which are mainly introduced via the dosing device, for example the washing machine, depends on the geometry and the volume of this dosing device. Exemplary preferred embodiments have a base area of (20 to 30 mm) × (34 to 40 mm), in particular of 26 × 36 mm or of 24 × 38 mm.

Liquid or pasty agents in the form of solutions containing customary solvents, in particular water, are generally produced by simply mixing the ingredients, which can be added in bulk or as a solution to an automatic mixer.

In a particularly preferred embodiment, the agents, preferably in liquid form, are in the form of a portion in a completely or partially water-soluble envelope. The portioning makes it easier for the consumer to dose.

The means can be present, for example, packed in foil bags. Pouch packaging made from water-soluble film makes it unnecessary for the consumer to tear open the packaging. In this way, convenient dosing of a single portion, measured for a wash cycle, is possible by placing the bag directly in the washing machine or by throwing the bag into a certain amount of water, for example in a bucket, a bowl or in the hand wash basin. The foil pouch surrounding the wash portion dissolves without residue when a certain temperature is reached.

In the prior art, there are numerous processes for the production of water-soluble detergent portions, which can in principle also be used within the scope of the present invention. The best known processes are the tubular film processes with horizontal and vertical sealing seams. The thermoforming process (deep-drawing process) is also suitable for the production of foil bags or dimensionally stable detergent portions. However, the water-soluble coverings do not necessarily have to consist of a film material, but can also represent dimensionally stable containers that can be obtained, for example, by means of an injection molding process.

Furthermore, methods for producing water-soluble capsules from polyvinyl alcohol or gelatin are known which, in principle, offer the possibility of providing capsules with a high degree of filling. The methods are based on the fact that the water-soluble polymer is introduced into a shaping cavity. The capsules are filled and sealed either synchronously or in successive steps, with the capsules being filled through a small opening in the latter case. The capsules are filled, for example, by a filling wedge which is arranged above two counter-rotating drums which have spherical half-shells on their surface. The drums carry polymer tapes that cover the spherical half-shell cavities. Sealing takes place at the positions at which the polymer belt of one drum meets the polymer belt of the opposite drum. At the same time, the filling material is injected into the capsule that is being formed, the injection pressure of the filling liquid pressing the polymer strips into the spherical half-shell cavities. A process for the production of water-soluble capsules, in which first the filling and then the sealing takes place, is based on the so-called Bottle-Pack ^® process. Here, a tube-like preform is placed in a two-part cavity guided. The cavity is closed, the lower tube section being sealed, then the tube is inflated to form the capsule shape in the cavity, filled and finally sealed.

The shell material used for the production of the water-soluble portion is preferably a water-soluble polymeric thermoplastic, particularly preferably selected from the group (optionally partially acetalized) polyvinyl alcohol, polyvinyl alcohol copolymers, polyvinyl pyrrolidone, polyethylene oxide, gelatin, cellulose and their derivatives, starch and their derivatives, blends and composites, inorganic salts and mixtures of the materials mentioned, preferably hydroxypropylmethyl cellulose and / or polyvinyl alcohol blends. Polyvinyl alcohols are commercially available, for example under the trademark Mowiol® (Clariant). In the context of the present invention, particularly suitable polyvinyl alcohols are, for example, Mowiol® 3-83, Mowiol® 4-88, Mowiol® 5-88, Mowiol® 8-88 and Clariant L648. The water-soluble thermoplastic used to produce the portion can also optionally have polymers selected from the group comprising acrylic acid-containing polymers, polyacrylamides, oxazoline polymers, polystyrene sulfonates, polyurethanes, polyesters, polyethers and / or mixtures of the above polymers. It is preferred if the water-soluble thermoplastic used comprises a polyvinyl alcohol whose degree of hydrolysis is 70 to 100 mol%, preferably 80 to 90 mol%, particularly preferably 81 to 89 mol% and in particular 82 to 88 mol%. It is further preferred that the water-soluble thermoplastic used comprises a polyvinyl alcohol whose molecular weight is in the range from 10,000 to 100,000 gmol ^-1 , preferably from 11,000 to 90,000 gmol ^-1 , particularly preferably from 12,000 to 80,000 gmol ^-1 and in particular from 13,000 to 70,000 gmol ^-1 lies. It is also preferred if the thermoplastics in amounts of at least 50 wt .-%, preferably of at least 70 wt .-%, particularly preferably of at least 80 wt .-% and in particular of at least 90 wt .-%, each based on the weight of the water-soluble polymeric thermoplastic.

Examples

A liquid detergent FWM was produced by mixing the ingredients given in Table 1 below in the amounts also given (% by weight based on the total composition). Table 1: Composition of FWM Ingredient proportion of Surfactants (anionic surfactants, nonionic surfactants) 26th Builder (DTPMP, Citric Acid) 3rd Caustic soda 2 Other additives (optical brightener, foam regulator) 1 solvent 4th Enzymes (amylase, protease, cellulase, mannanase, lipase), boric acid 1 Perfume <1 water Remainder to 100

This was used alone or after adding 2% by weight, based on the detergent, of partially hydrolyzed jojoba ester (Floraesters® K-100, manufacturer Floratech) in washing tests. It was washed 5 times at 40 ° C. in a standard household drum washing machine from the manufacturer Miele. An easy-care program with 7 liters of water per wash was selected as the program. This program had 2 rinses and spun at 900 revolutions. The washing machine was only loaded with the test fabric, 3 separate fabric sections 50x50 cm each. The WFK 10A (pure cotton cloth) and the WFK 20A (mixed fabric), available from wfk Testabric GmbH, were used as test fabrics. The detergents were dosed with 50 ml per wash cycle. The fabrics were hanging dried after the 2nd and 5th wash. The dry cloths, washed 5 times, were visually sampled according to the DIN EN ISO 15487 method. Using standardized anti-crease panels, the strength of the creases was assessed on a scale from 1 (crumpled, wrinkled and heavily creased appearance) to 6 (very smooth, ironed, finished appearance). The results are given in Table 2 below: Table 2: crease evaluation laundry detergent evaluation FWM 1 FWM with Floraesters® K-100 2

QUOTES INCLUDED IN THE DESCRIPTION

This list of the documents listed by the applicant was generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Patent literature cited

• DE 10124387 A1 [0005]

Non-patent literature cited

• DIN EN ISO 15487 [0013]

Claims (9)

Use of at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols to reduce the tendency of textiles to crease. Process for finishing textiles to reduce the tendency to crease by bringing the textile into contact with at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols. Use or method according to one of the preceding claims, characterized in that the textiles are brought into contact with the at least partially hydrolyzed ester at temperatures in the range from 10 ° C to 100 ° C, in particular from 20 ° C to 60 ° C. Use or method according to one of the preceding claims, characterized in that the textiles are brought into contact with the at least partially hydrolyzed ester over a period of 10 minutes to 180 minutes, in particular from 30 minutes to 60 minutes. Use or method according to one of the preceding claims, characterized in that the textiles consist of cellulosic material or contain cellulosic material. Laundry detergents or laundry care products containing at least some of the hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9-unsaturated monohydric primary alcohols. Means after Claim 6 , characterized in that it contains 0.01% by weight to 25% by weight, in particular 0.02% by weight to 8% by weight, of at least partially hydrolyzed esters of ω-9-unsaturated monobasic carboxylic acids with ω-9 -Contains unsaturated monohydric primary alcohols. Use, method or agent according to one of the preceding claims, characterized in that the ester of ω-9-unsaturated monobasic carboxylic acid with ω-9-unsaturated monohydric primary alcohol is up to 100 mol%, in particular 20 mol% to 80 mol -%, is hydrolyzed. Use, method or agent according to one of the preceding claims, characterized in that the ester is accessible by at least partial hydrolysis of jojoba oil.