EP3497198B1 - Detergents and cleaning agents having improved performance - Google Patents

Description

The present invention relates to the use of dihydroxyterephthalic acid derivatives in detergents and cleaning agents to improve washing or cleaning performance.

While the formulation of powdered detergents and cleaning agents containing bleach no longer poses any problems, the formulation of stable liquid detergents and cleaning agents containing bleach continues to be a problem Soiling, which is normally removed in particular because of the bleaching agents contained, is accordingly often only removed inadequately. A similar problem also exists for bleach-free color detergents in which the bleach is omitted in order to protect the dyes in the textile and prevent them from fading. If there is no bleach, what makes it more difficult is that instead of removing the so-called bleachable soiling, which is normally at least partially removed by the use of peroxygen-based bleaching agents, the washing process often even intensifies and/or worsens the removability of the soiling, which is not least due to chemical reactions that have been initiated, which can consist, for example, in the polymerisation of certain dyes contained in the soiling.

Such problems occur in particular with soiling that contains polymerizable substances. The polymerizable substances are primarily polyphenolic dyes, preferably flavonoids, especially from the class of anthocyanidins or anthocyanins. The soiling can in particular have been caused by food products or beverages that contain the corresponding dyes. The stains can in particular be fruit or vegetable stains or red wine stains, which in particular contain polyphenolic dyes, especially those from the class of anthocyanidins or anthocyanins.

From the international patent application WO 2011/023716 A1 the use of gallic acid esters such as propyl gallate in detergents and cleaning agents for improved removal of soiling which contain polymerizable substances is known.

The international patent application WO 2013/092263 A1 relates to improving the performance of detergents and cleaning agents through the use of oligohydroxybenzoic acid amides.

The German patent application DE 102014222833 A1 relates to the use of dihydroxyterephthalic acid derivatives in detergents and cleaning agents to improve the washing or cleaning performance in relation to bleachable stains.

Surprisingly, it has been found that the use of substituted dihydroxyterephthalic acid amides can significantly improve the washing or cleaning performance of detergents or cleaning agents, particularly with regard to stains that can be bleached.

A first object of the present invention is therefore the use of compounds of general formula (I),

in which m and n are independently 0 to 5 and A and B are independently -NR ¹ R ² , -N ⁺ R ¹ R ² R ³ X ^- , and R ¹ , R ² and R ³ are independently H or a straight-chain or branched-chain aliphatic hydrocarbon radical having 1 to 3, preferably 1 to 2, carbon atoms, X- is an anion, in washing or cleaning agents to improve the washing or cleaning performance on bleachable stains.

As mentioned above, bleachable stains are stains that are at least partially removed by using peroxygen-based bleaches, for example sodium percarbonate in combination with tetraacetylethylenediamine. The bleachable stains usually contain polymerizable substances, in particular polymerizable dyes, the polymerizable dyes preferably being polyphenolic dyes, in particular flavonoids, especially anthocyanidins or anthocyanins or oligomers of these compounds. In addition to removing soiling in the colors green, yellow, red or blue, soiling in intermediate colors, in particular violet, lilac, brown, purple or pink, and also soiling that has a green, yellow, red or violet color can also be removed , lavender, brown, purple, pink or blue tint without being essentially all of that color themselves. The colors mentioned can in particular also be light or dark. This is preferably soiling, in particular stains from grass, fruit or vegetables, in particular also soiling from food products such as spices, sauces, chutneys, curries, purees and jams, or beverages such as coffee, tea, wines and juices containing corresponding green, yellow, red, violet, purple, brown, purple, pink and/or blue colorants.

The soiling to be removed according to the invention can be caused in particular by cherries, morelle, grapes, apples, pomegranates, aronia, plums, sea buckthorn, açai, kiwi, mango, grass or berries, especially red or black currants, elderberries, blackberries, raspberries , blueberries, cranberries, cranberries, strawberries or blueberries, through coffee, tea, red cabbage, blood orange, aubergine, tomato, carrot, beetroot, spinach, pepper, red-fleshed or blue-fleshed potato, or red onion.

Among the compounds of the general formula (I), preference is given to those in which A and B are identical. X ^- is preferably selected from the group consisting of lactate, citrate, tartrate, succinate, perchlorate, tetrafluoroborate, hexafluorophosphate, alkyl sulfonate, alkyl sulfate, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, isocyanate, rhodanide, nitrate, fluoride, chloride, bromide, hydrogen carbonate and Carbonate and mixtures of at least two of these selected, the charge balance in the presence of polyvalent anions can be ensured by the presence of several cationic basic structures of the general formula I or optionally by the presence of additional cations such as sodium or ammonium ions. In also preferred embodiments of compounds of the general formula (I), m and n are independently 1 or 2 and/or m and n are identical.

Preferably, compounds of the general formula (I) have a solubility in deionized water of pH 7 at room temperature of at least 10 g/l, in particular at least 50 g/l.

The use according to the invention of the compound of the general formula (I) in detergents or cleaning agents is preferably carried out in that it is used in an amount of 0.001% by weight to 20% by weight, in particular in an amount of 0.01% by weight. % to 10% by weight, where the “% by weight” figures here and below are in each case based on the weight of the washing or cleaning agent as a whole. A further subject of the invention is therefore a washing or cleaning agent containing 0.001% by weight to 20% by weight, in particular 0.01% by weight to 10% by weight, of a compound of the general formula (I), wherein the preferred embodiments described above or below in connection with the use according to the invention also apply to this subject matter of the invention and conversely the preferred embodiments described in connection with agents according to the invention also apply to the use aspect of the invention.

The washing or cleaning agent can be present in any administration form established according to the prior art and/or in any expedient form. These include, for example, solid, powdery, liquid, gel-like or pasty dosage forms, optionally also consisting of several phases; also includes, for example: Extrudates, granules, tablets or pouches, both in large containers and packaged in portions.

In a preferred embodiment, the use according to the invention takes place in a washing and cleaning agent which contains no bleaching agents. This means that the agent does not contain any bleaching agents in the narrower sense, i.e. hypochlorites, hydrogen peroxide or substances that supply hydrogen peroxide; it also preferably has no bleach activators and/or bleach catalysts.

In a particularly preferred embodiment, the detergent is a liquid textile detergent.

In a further particularly preferred embodiment, the detergent is a powdered or liquid color detergent, ie a textile detergent for colored textiles.

The detergents and cleaning agents can also contain the usual other ingredients of detergents or cleaning agents, in particular laundry detergents, selected in particular from the group consisting of builders, surfactants, polymers, enzymes, disintegration aids, fragrances and perfume carriers.

The builders include, in particular, the zeolites, silicates, carbonates, organic cobuilders and—if there are no ecological prejudices against their use—also the phosphates.

The finely crystalline, synthetic zeolite containing bound water is preferably zeolite A and/or zeolite P. A suitable zeolite P is, for example, zeolite ^MAP® (commercial product from Crosfield). However, zeolite X and mixtures of zeolite A, X and/or P are also suitable. Commercially available and usable within the scope of the present invention is, for example, a co-crystallizate of zeolite X and zeolite A (approx. 80% by weight zeolite X ) that by the formula

n Na ₂ O (1-n) K ₂ O Al ₂ O ₃ (2 - 2.5) SiO ₂ (3.5 - 5.5) H ₂ O

can be described. The zeolite can be used both as a builder in a granular compound and as a kind of "powdering" of a granular mixture,

preferably a mixture to be compressed, usually using both ways of incorporating the zeolite into the premix. Zeolites can have an average particle size of less than 10 μm (volume distribution; measurement method: Coulter Counter) and preferably contain 18% by weight to 22% by weight, in particular 20% by weight to 22% by weight, of bound water.

It is also possible to use crystalline layered silicates of the general formula NaMSi _x O _2x+1 .yH ₂ O, where M represents sodium or hydrogen, x is a number from 1.9 to 22, preferably from 1.9 to 4, where particularly preferred values for x are 2, 3 or 4, and y is a number from 0 to 33, preferably from 0 to 20. The crystalline layered silicates of the formula NaMSi _x O _2x+1 · y H ₂ O are marketed, for example, by Clariant GmbH (Germany) under the trade name Na-SKS. Examples of these silicates are Na-SKS-1 (Na ₂ Si ₂₂ O ₄₅ .xH ₂ O, kenyaite), Na-SKS-2 (Na ₂ Si ₁₄ O ₂₉ .xH ₂ O, magadiite), Na-SKS -3 (Na ₂ Si ₈ O ₁₇ x H ₂ O) or Na-SKS-4 (Na ₂ Si ₄ O ₉ x H ₂ O, makatite).

Crystalline phyllosilicates of the formula NaMSi _x O _2x+1 .yH ₂ O, in which x is 2, are preferred. In particular, both β- and δ-sodium disilicates are Na ₂ Si ₂ O ₅ · y H ₂ O and, above all, Na-SKS-5 (α-Na ₂ Si ₂ O ₅ ), Na-SKS-7 (β-Na ₂ Si ₂ O ₅ , Natrosilit), Na-SKS-9 (NaHSi ₂ O ₅ H ₂ O), Na-SKS-10 (NaHSi ₂ O ₅ 3 H ₂ O, kanemite), Na-SKS-11 ( t-Na ₂ Si ₂ O ₅ ) and Na-SKS-13 (NaHSi ₂ O ₅ ), but especially Na-SKS-6 (δ-Na ₂ Si ₂ O ₅ ) is preferred. Detergents or cleaning agents preferably contain a proportion by weight of the crystalline layered silicate of the formula NaMSi _x O _2x+1 · y H ₂ O of from 0.1% by weight to 20% by weight, preferably from 0.2% by weight to 15% by weight and in particular from 0.4% to 10% by weight.

Amorphous sodium silicates with an Na ₂ O:SiO ₂ modulus of 1:2 to 1:3.3, preferably of 1:2 to 1:2.8 and in particular of 1:2 to 1:2.6, can also be used are preferably delayed in dissolution and have secondary washing properties. The delay in dissolving compared to conventional amorphous sodium silicates can have been brought about in various ways, for example by surface treatment, compounding, compacting/densification or by overdrying. The term "amorphous" is understood to mean that the silicates in X-ray diffraction experiments do not provide any sharp X-ray reflections, as are typical for crystalline substances, but at best one or more maxima of the scattered X-ray radiation, which have a width of several degree units of the diffraction angle.

Alternatively or in combination with the aforementioned amorphous sodium silicates, X-ray amorphous silicates can be used, the silicate particles of which produce blurred or even sharp diffraction maxima in electron diffraction experiments. This is so too interpret that the products have microcrystalline areas with a size of ten to a few hundred nm, values up to a maximum of 50 nm and in particular up to a maximum of 20 nm being preferred. Such X-ray amorphous silicates also have a delay in dissolving compared to conventional water glasses. Densified/compacted amorphous silicates, compounded amorphous silicates and overdried X-ray amorphous silicates are particularly preferred.

These silicate(s), preferably alkali silicates, particularly preferably crystalline or amorphous alkali disilicates, are present, if present, in detergents or cleaning agents in amounts of 3% by weight to 60% by weight, preferably 8% by weight. % to 50% by weight and in particular from 20% to 40% by weight.

It is also possible to use the generally known phosphates as builder substances, provided such use is not to be avoided for ecological reasons. Of the large number of commercially available phosphates, the alkali metal phosphates, with pentasodium triphosphate and pentapotassium triphosphate (sodium tripolyphosphate and potassium tripolyphosphate) being particularly preferred, are the most important in the detergent and cleaning agent industry.

Alkali metal phosphates is the general term for the alkali metal (especially sodium and potassium) salts of the various phosphoric acids, in which one can distinguish between metaphosphoric acids (HPO ₃ ) _n and orthophosphoric acid H ₃ PO ₄ in addition to higher-molecular representatives. The phosphates combine several advantages: they act as alkali carriers, prevent lime deposits on machine parts and lime incrustations in fabrics and also contribute to the cleaning performance. Industrially particularly important phosphates are pentasodium triphosphate, Na ₅ P ₃ O ₁₀ (sodium tripolyphosphate) and the corresponding potassium salt, pentapotassium triphosphate, K ₅ P ₃ O ₁₀ (potassium tripolyphosphate). Sodium potassium tripolyphosphates are also preferably used. If phosphates are used in detergents or cleaning agents, preferred agents contain these phosphate(s), preferably alkali metal phosphate(s), particularly preferably pentasodium or pentapotassium triphosphate (sodium or potassium tripolyphosphate), in amounts of 5% by weight. % to 80% by weight, preferably from 15% to 75% by weight and in particular from 20% to 70% by weight.

Alkali carriers can also be used. Examples of alkali carriers are alkali metal hydroxides, alkali metal carbonates, alkali metal hydrogen carbonates, alkali metal sesquicarbonates, the alkali metal silicates mentioned, alkali metal metasilicates and mixtures of the aforementioned substances, preference being given to using the alkali metal carbonates, in particular sodium carbonate, sodium hydrogen carbonate or sodium sesquicarbonate. A builder system containing a mixture of tripolyphosphate and sodium carbonate can be particularly preferred. Due to their low chemical compatibility with the other ingredients of detergents or cleaning agents compared to other builders, the alkali metal hydroxides are usually used used only in small amounts, preferably in amounts below 10% by weight, preferably below 6% by weight, particularly preferably below 4% by weight and in particular below 2% by weight. Agents which, based on their total weight, contain less than 0.5% by weight and in particular no alkali metal hydroxides are particularly preferred. Preference is given to using carbonate(s) and/or bicarbonate(s), preferably alkali metal carbonate(s), particularly preferably sodium carbonate, in amounts of from 2% by weight to 50% by weight, preferably from 5% by weight to 40% by weight and in particular from 7.5% to 30% by weight.

Organic builders which should be mentioned in particular are polycarboxylates/polycarboxylic acids, polymeric polycarboxylates, aspartic acid, polyacetals, dextrins and phosphonates. For example, the polycarboxylic acids which can be used in the form of the free acid and/or their sodium salts can be used, polycarboxylic acids being understood as meaning those carboxylic acids which carry more than one acid function. For example, these are citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, sugar acids, aminocarboxylic acids, nitrilotriacetic acid (NTA), provided such use is not objectionable for ecological reasons, and mixtures of these. In addition to their builder effect, the free acids typically also have the property of an acidifying component and are therefore also used to set a lower and milder pH of detergents or cleaning agents. Particular mention should be made here of citric acid, succinic acid, glutaric acid, adipic acid, gluconic acid and any mixtures of these. Polymeric polycarboxylates are also suitable as builders, for example the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example those with a relative molecular mass of 500 g/mol to 70,000 g/mol. Polyacrylates, which preferably have a molecular mass of 2000 g/mol to 20,000 g/mol, are particularly suitable. Due to their superior solubility, the short-chain polyacrylates which have molar masses from 2000 g/mol to 10000 g/mol, and particularly preferably from 3000 g/mol to 5000 g/mol, may in turn be preferred from this group. Copolymeric polycarboxylates are also suitable, in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid. Copolymers of acrylic acid with maleic acid which contain 50% by weight to 90% by weight of acrylic acid and 50% by weight to 10% by weight of maleic acid have proven to be particularly suitable. Their relative molecular mass, based on free acids, is generally 2000 g/mol to 70,000 g/mol, preferably 20,000 g/mol to 50,000 g/mol and in particular 30,000 g/mol to 40,000 g/mol. To improve water solubility, the polymers can also contain allyl sulfonic acids, such as allyloxybenzene sulfonic acid and methallyl sulfonic acid, as a monomer. The (co)polymeric polycarboxylates can be used as a solid or in an aqueous solution. The content of (co)polymeric polycarboxylates in detergents or cleaning agents is preferably 0.5% by weight to 20% by weight and in particular 3% by weight to 10% by weight.

Particular preference is also given to biodegradable polymers composed of more than two different monomer units, for example those which contain salts of acrylic acid and maleic acid and vinyl alcohol or vinyl alcohol derivatives as monomers or salts of acrylic acid and 2-alkylallylsulfonic acid and sugar derivatives as monomers . Further preferred copolymers are those which have acrolein and acrylic acid/acrylic acid salts or acrolein and vinyl acetate as monomers. Also to be mentioned as further preferred builder substances are polymeric aminodicarboxylic acids, their salts or their precursor substances. Polyaspartic acids and/or their salts are particularly preferred.

The phosphonates represent a further class of substances with builder properties. These are the salts of, in particular, hydroxyalkane- or aminoalkanephosphonic acids. Among the hydroxyalkanephosphonic acids, 1-hydroxyethane-1,1-diphosphonic acid (HEDP) is of particular importance. It is used in particular as the sodium salt, with the disodium salt reacting neutrally and the tetrasodium salt reacting alkaline. Particularly suitable aminoalkanephosphonic acids are ethylenediaminetetramethylenephosphonic acid (EDTMP), diethylenetriaminepentamethylenephosphonic acid (DTPMP) and their higher homologues. They are used in particular in the form of the neutrally reacting sodium salts, for example as the hexasodium salt of EDTMP or as the hepta and octasodium salt of DTPMP. Mixtures of the phosphonates mentioned can also be used as organic builders. In particular, the amino alkane phosphonates also have a pronounced heavy metal binding capacity.

Other suitable builders are polyacetals, which can be obtained by reacting dialdehydes with polyol carboxylic acids containing 5 to 7 carbon atoms and at least 3 hydroxyl groups. Preferred polyacetals are obtained from dialdehydes such as glyoxal, glutaraldehyde, terephthalaldehyde and mixtures thereof and from polyol carboxylic acids such as gluconic acid and/or glucoheptonic acid.

Other suitable organic builder substances are dextrins, for example oligomers or polymers of carbohydrates, which can be obtained by partial hydrolysis of starches. The hydrolysis can be carried out by customary methods, for example acid- or enzyme-catalyzed. These are preferably hydrolysis products with average molar masses in the range from 400 g/mol to 500,000 g/mol. A polysaccharide with a dextrose equivalent (DE) in the range from 0.5 to 40, in particular from 2 to 30, is preferred, with DE being a common measure of the reducing effect of a polysaccharide compared to dextrose, which has a DE of 100 , is. Both maltodextrins with a DE between 3 and 20 and dry glucose syrups with a DE between 20 and 37 and so-called yellow dextrins and white dextrins with higher molar masses in the range from 2000 g/mol to 30000 g/mol can be used. The oxidized derivatives of such dextrins are theirs Reaction products with oxidizing agents capable of oxidizing at least one alcohol function of the saccharide ring to the carboxylic acid function.

Oxydisuccinates and other derivatives of disuccinates, preferably ethylenediamine disuccinate, are further suitable cobuilders. Here, ethylenediamine-N,N'-disuccinate (EDDS) is preferably used in the form of its sodium or magnesium salts. Glycerol disuccinates and glycerol trisuccinates are also preferred in this context. If desired, suitable amounts are in particular in zeolite-containing and/or silicate-containing formulations at 3% by weight to 15% by weight.

Other usable organic cobuilders are, for example, acetylated hydroxycarboxylic acids or their salts, which can optionally also be present in lactone form and which contain at least 4 carbon atoms and at least one hydroxy group and a maximum of two acid groups.

In addition, all compounds capable of forming complexes with alkaline earth metal ions can be used as builders.

Detergents and cleaning agents can contain nonionic, anionic, cationic and/or amphoteric surfactants.

All nonionic surfactants known to those skilled in the art can be used as nonionic surfactants. Detergents or cleaning agents particularly preferably contain nonionic surfactants from the group of alkoxylated alcohols. The nonionic surfactants used are preferably alkoxylated, advantageously ethoxylated, in particular primary alcohols preferably having 8 to 18 carbon atoms and an average of 1 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical can be linear or preferably methyl-branched in the 2-position or may contain linear and methyl-branched radicals in the mixture, such as are usually present in oxo alcohol radicals. In particular, however, alcohol ethoxylates with linear radicals from alcohols of natural origin with 12 to 18 carbon atoms, for example from coconut, palm, tallow or oleyl alcohol, and an average of 2 to 8 moles of EO per mole of alcohol are preferred. Preferred ethoxylated alcohols include, for example, C _12-14 alcohols with 3 EO or 4 EO, C _9-11 alcohol with 7 EO, C _13-15 alcohols with 3 EO, 5 EO, 7 EO or 8 EO, C _{C 12-18} alcohols with 3 EO, 5 EO or 7 EO and mixtures of these, such as mixtures of C _12-14 alcohol with 3 EO and C _12-18 alcohol with 5 EO. The degrees of ethoxylation given represent statistical mean values which can correspond to a whole or a fractional number for a specific product. Preferred alcohol ethoxylates have a narrow homolog distribution (narrow range ethoxylates, NRE).

As an alternative or in addition to these nonionic surfactants, it is also possible to use fatty alcohols with more than 12 EO. Examples of this are tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO. In addition, as further nonionic surfactants, alkyl glycosides of the general formula RO(G) _x can also be used, in which R corresponds to a primary straight-chain or methyl-branched, in particular methyl-branched in the 2-position, aliphatic radical having 8 to 22, preferably 12 to 18 carbon atoms and G is the symbol which stands for a glycose unit with 5 or 6 carbon atoms, preferably for glucose. The degree of oligomerization x, which indicates the distribution of monoglycosides and oligoglycosides, is any number between 1 and 10; preferably x is from 1.2 to 1.4.

Another class of preferably used nonionic surfactants, which are used either as the sole nonionic surfactant or in combination with other nonionic surfactants, are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated, fatty acid alkyl esters, preferably having 1 to 4 carbon atoms in the alkyl chain.

Nonionic surfactants of the amine oxide type, for example N-cocoalkyl-N,N-dimethylamine oxide and N-tallowalkyl-N,N-dihydroxyethylamine oxide, and the fatty acid alkanolamide type can also be used. The amount of these nonionic surfactants is preferably not more than that of the ethoxylated fatty alcohols, in particular not more than half of it.

in der R für einen aliphatischen Acylrest mit 6 bis 22 Kohlenstoffatomen, R¹ für Wasserstoff, einen Alkyl- oder Hydroxyalkylrest mit 1 bis 4 Kohlenstoffatomen und [Z] für einen linearen oder verzweigten Polyhydroxyalkylrest mit 3 bis 10 Kohlenstoffatomen und 3 bis 10 Hydroxylgruppen steht. Bei den Polyhydroxyfettsäureamiden handelt es sich um bekannte Stoffe, die üblicherweise durch reduktive Aminierung eines reduzierenden Zuckers mit Ammoniak, einem Alkylamin oder einem Alkanolamin und nachfolgender Acylierung mit einer Fettsäure, einem Fettsäurealkylester oder einem Fettsäurechlorid erhalten werden können. Zur Gruppe der Polyhydroxyfettsäureamide gehören auch Verbindungen der Formel

in der R für einen linearen oder verzweigten Alkyl- oder Alkenylrest mit 7 bis 12 Kohlenstoffatomen, R¹ für einen linearen, verzweigten oder zyklischen Alkylrest oder einen Arylrest mit 2 bis 8 Kohlenstoffatomen und R² für einen linearen, verzweigten oder zyklischen Alkylrest oder einen Arylrest oder einen Oxy-Alkylrest mit 1 bis 8 Kohlenstoffatomen steht, wobei C_1-4-Alkyl- oder Phenylreste bevorzugt sind und [Z] für einen linearen Polyhydroxyalkylrest steht, dessen Alkylkette mit mindestens zwei Hydroxylgruppen substituiert ist, oder alkoxylierte, vorzugsweise ethoxylierte oder propoxylierte Derivate dieses Restes. [Z] wird vorzugsweise durch reduktive Aminierung eines reduzierten Zuckers erhalten, beispielsweise Glucose, Fructose, Maltose, Lactose, Galactose, Mannose oder Xylose. Die N-Alkoxy- oder N-Aryloxy-substituierten Verbindungen können durch Umsetzung mit Fettsäuremethylestern in Gegenwart eines Alkoxids als Katalysator in die gewünschten Polyhydroxyfettsäureamide überführt werden.Other suitable surfactants are polyhydroxy fatty acid amides of the formula

in which R is an aliphatic acyl radical having 6 to 22 carbon atoms, R ¹ is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms and [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 10 carbon atoms and 3 to 10 hydroxyl groups. The polyhydroxy fatty acid amides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride. The group of polyhydroxy fatty acid amides also includes compounds of the formula

in which R is a linear or branched alkyl or alkenyl radical having 7 to 12 carbon atoms, R ¹ is a linear, branched or cyclic alkyl radical or an aryl radical having 2 to 8 carbon atoms and R ² is a linear, branched or cyclic alkyl radical or an aryl radical or an oxy-alkyl radical having 1 to 8 carbon atoms, with C _1-4 -alkyl or phenyl radicals being preferred and [Z] representing a linear polyhydroxyalkyl radical whose alkyl chain is substituted with at least two hydroxyl groups, or alkoxylated, preferably ethoxylated or propoxylated Derivatives of this residue. [Z] is preferably obtained by reductive amination of a reduced sugar, for example glucose, fructose, maltose, lactose, galactose, mannose or xylose. The N-alkoxy- or N-aryloxy-substituted compounds can be converted to the desired polyhydroxy fatty acid amides by reaction with fatty acid methyl esters in the presence of an alkoxide catalyst.

In cleaning agents, nonionic surfactants are from the group of alkoxylated alcohols, particularly preferably from the group of mixed alkoxylated alcohols and in particular from the group of EO/AO/EO nonionic surfactants, or PO/AO/PO nonionic surfactants, specifically PO/EO/ PO nonionic surfactants are particularly preferred. Such PO/EO/PO nonionic surfactants are distinguished by good foam control.

Examples of anionic surfactants used are those of the sulfonate and sulfate type. Surfactants of the sulfonate type are preferably C _9-13 -alkylbenzene sulfonates, olefin sulfonates, ie mixtures of alkene and hydroxyalkane sulfonates and disulfonates, such as those obtained, for example, from C _12-18 -monoolefins with a terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation products. Also suitable are alkanesulfonates obtained from C _12-18 alkanes, for example by sulfochlorination or sulfoxidation with subsequent hydrolysis or neutralization. Also suitable are the esters of α-sulfofatty acids (ester sulfonates), for example the α-sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.

Other suitable anionic surfactants are sulfonated fatty acid glycerol esters. Fatty acid glycerol esters are to be understood as meaning the mono-, di- and triesters and mixtures thereof as are obtained in the production by esterification of a monoglycerol with 1 to 3 moles of fatty acid or in the transesterification of triglycerides with 0.3 to 2 moles of glycerol. Preferred sulfonated fatty acid glycerol esters are the sulfonation products of saturated fatty acids having 6 to 22 carbon atoms, for example caproic acid, caprylic acid, capric acid, myristic acid, lauric acid, palmitic acid, stearic acid or behenic acid.

Alk(en)yl sulfates are the alkali and in particular the sodium salts of the sulfuric acid half esters of the _C12 - _C18 fatty alcohols, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or the _C10 - _C20 oxo alcohols and those half esters of secondary alcohols of these chain lengths are preferred. Also preferred are alk(en)yl sulfates of the chain length mentioned which contain a synthetic, straight-chain alkyl radical produced on a petrochemical basis, which have a degradation behavior analogous to that of the appropriate compounds based on oleochemical raw materials. C ₁₂ -C ₁₆ -alkyl sulfates and C ₁₂ -C ₁₅ -alkyl sulfates and also C ₁₄ -C ₁₅ -alkyl sulfates are preferred for reasons of washing technology.

The sulfuric acid monoesters of the straight-chain or branched C _7-21 alcohols ethoxylated with 1 to 6 moles of ethylene oxide, such as 2-methyl-branched C _9-11 alcohols with an average of 3.5 moles of ethylene oxide (EO) or C _12-18 - Fatty alcohols with 1 to 4 EO are suitable. Owing to their high foaming behavior, they are used in cleaning agents only in relatively small amounts, for example in amounts of 1% by weight to 5% by weight.

Other suitable anionic surfactants are also the salts of alkyl sulfosuccinic acid, which are also referred to as sulfosuccinates or as sulfosuccinic acid esters and are monoesters and/or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols and in particular ethoxylated fatty alcohols. Preferred sulfosuccinates contain C _8-18 fatty alcohol residues or mixtures thereof. Particularly preferred sulfosuccinates contain a fatty alcohol residue which is derived from ethoxylated fatty alcohols which, considered in themselves, represent nonionic surfactants. In this context, sulfosuccinates whose fatty alcohol radicals are derived from ethoxylated fatty alcohols with a narrow homolog distribution are particularly preferred. It is also possible to use alk(en)ylsuccinic acid preferably having 8 to 18 carbon atoms in the alk(en)yl chain or salts thereof.

Soaps, in particular, come into consideration as further anionic surfactants. Saturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, hydrogenated erucic acid and behenic acid, and in particular soap mixtures derived from natural fatty acids, e.g. coconut, palm kernel or tallow fatty acids, are suitable.

The anionic surfactants, including soaps, can be in the form of their sodium, potassium or ammonium salts, as well as soluble salts of organic bases such as mono-, di- or triethanolamine. The anionic surfactants are preferably in the form of their sodium or potassium salts, in particular in the form of the sodium salts.

Instead of the surfactants mentioned or in combination with them, cationic and/or amphoteric surfactants can also be used.

worin jede Gruppe R¹ unabhängig voneinander ausgewählt ist aus C_1-6-Alkyl-, -Alkenyl- oder -Hydroxyalkylgruppen; jede Gruppe R² unabhängig voneinander ausgewählt ist aus C_8-28-Alkyl- oder -Alkenylgruppen; R³ = R¹ oder (CH₂)_n-T-R²; R⁴ = R¹ oder R² oder (CH₂)_n-T-R²; T = -CH₂-, -O-CO- oder -CO-O- und n eine ganze Zahl von 0 bis 5 ist.For example, cationic compounds of the following formulas can be used as cationic active substances:

wherein each R ¹ group is independently selected from C _1-6 alkyl, alkenyl or hydroxyalkyl groups; each R ² group is independently selected from C _8-28 alkyl or alkenyl groups; R ³ = R ¹ or (CH ₂ ) _n -TR ² ; R ⁴ = R ¹ or R ² or (CH ₂ ) _n -TR ² ; T = -CH ₂ -, -O-CO- or -CO-O- and n is an integer from 0 to 5.

Textile-softening compounds can be used to care for the textiles and to improve the textile properties, such as a softer "handle" (finish) and reduced electrostatic charging (increased wearing comfort). The active ingredients of these formulations are quaternary ammonium compounds with two hydrophobic residues, such as disteraryldimethylammonium chloride, which, however, due to its insufficient biodegradability, is increasingly being replaced by quaternary ammonium compounds which contain ester groups in their hydrophobic residues as predetermined breaking points for biodegradation.

Such “esterquats” with improved biodegradability can be obtained, for example, by esterifying mixtures of methyldiethanolamine and/or triethanolamine with fatty acids and then quaternizing the reaction products with alkylating agents in a manner known per se. Dimethylolethylene urea is also suitable as a finish.

Enzymes can be used to increase the performance of detergents or cleaning agents. These include in particular proteases, amylases, lipases, hemicellulases, cellulases, perhydrolases or oxidoreductases, and preferably mixtures thereof. These enzymes are basically of natural origin; Based on the natural molecules, improved variants are available for use in detergents and cleaning agents, which are used with preference accordingly. Detergents or cleaning agents preferably contain enzymes in total amounts of 1×10 ^-6 % by weight to 5% by weight, based on active protein. The protein concentration can be determined using known methods, for example the BCA method or the Biuret method.

Among the proteases, those of the subtilisin type are preferred. Examples of this are the subtilisins BPN' and Carlsberg and their further developed forms, the protease PB92, the subtilisins 147 and 309, the alkaline protease from Bacillus lentus , subtilisin DY and the enzymes thermitase, which can be assigned to the subtilases but no longer to the subtilisins in the narrower sense, Proteinase K and the proteases TW3 and TW7.

Examples of usable amylases are the α-amylases from Bacillus licheniformis , from B. amyloliquefaciens , from B. stearothermophilus , from Aspergillus niger and A. oryzae and the further developments of the aforementioned amylases that have been improved for use in detergents and cleaning agents. Furthermore, for this purpose, the α-amylase from Bacillus sp. A 7-7 (DSM 12368) and the cyclodextrin glucanotransferase (CGTase) from B . agaradherens (DSM 9948).

Because of their triglyceride-splitting activity, lipases or cutinases can be used. These include, for example, the lipases originally obtainable from Humicola lanuginosa ( Thermomyces lanuginosus ) or further developed from them, in particular those with the D96L amino acid substitution. Furthermore, for example, the cutinases can be used which were originally isolated from Fusarium solani pisi and Humicola insolens . It is also possible to use lipases and/or cutinases whose starting enzymes were originally isolated from Pseudomonas mendocina and Fusarium solanii .

It is also possible to use enzymes which are summarized under the term hemicellulases. These include, for example, mannanases, xanthan lyases, pectin lyases (=pectinases), pectinesterases, pectate lyases, xyloglucanases (=xylanases), pullulanases and β-glucanases.

If desired, oxidoreductases, for example oxidases, oxygenases, catalases, peroxidases such as halo-, chloro-, bromo-, lignin-, glucose- or manganese peroxidases, dioxygenases or laccases (phenol oxidases, polyphenol oxidases) can be used to increase the bleaching effect. Advantageously, preferably organic, particularly preferably aromatic, with the enzymes interacting compounds are added to the To increase the activity of the relevant oxidoreductases (enhancer) or to ensure the flow of electrons in the case of greatly differing redox potentials between the oxidizing enzymes and the soiling (mediators).

The enzymes can be used in any form established in the prior art. These include, for example, the solid preparations obtained by granulation, extrusion or lyophilization or, in particular in the case of liquid or gel-like agents, solutions of the enzymes, advantageously as concentrated as possible, low in water and/or mixed with stabilizers. Alternatively, the enzymes can be encapsulated for both the solid and the liquid dosage form, for example by spray drying or extrusion of the enzyme solution together with a preferably natural polymer, or in the form of capsules, for example those in which the enzymes are enclosed as in a set gel or in those of the core-shell type, in which an enzyme-containing core is coated with a water, air and/or chemical impermeable protective layer. Additional active substances, for example stabilizers, emulsifiers, pigments, bleaching agents or dyes, can also be applied in superimposed layers. Such capsules are applied by methods known per se, for example by shaking or rolling granulation or in fluid-bed processes. Advantageously, such granules, for example due to the application of polymeric film formers, produce little dust and are stable on storage due to the coating. Furthermore, it is possible to formulate two or more enzymes together, so that a single granulate has several enzyme activities.

Preference is given to one or more enzymes and/or enzyme preparations, preferably protease preparations and/or amylase preparations, in amounts of from 0.1% to 5% by weight, preferably from 0.2% to 4% by weight 5% by weight and in particular from 0.4% by weight to 4% by weight.

Perfume oils or fragrances which can be used are individual fragrance compounds, for example synthetic products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance note. Perfume oils of this type can also contain natural mixtures of fragrances, such as are obtainable from vegetable sources, for example pine, citrus, jasmine, patchouli, rose or ylang-ylang oil. In order to be perceptible, a fragrance must be volatile, with the nature of the functional groups and the structure of the chemical compound also having an important role to play in terms of molar mass. Thus, most fragrances have molar masses of up to about 200 g/mol, while molar masses of 300 g/mol and above tend to be an exception. Due to the different volatility of odorants, the odor of a perfume or fragrance composed of several odorants changes during evaporation, with the odor impressions being divided into "top note", "heart or Middle note" (middle note or body) and "base note" (end note or dry out). Since the perception of smell is also largely based on the intensity of the smell, the top note of a perfume or fragrance does not consist solely of volatile compounds, while the The base note consists for the most part of less volatile, i.e. more firmly adhering, fragrances. In the composition of perfumes, more volatile fragrances can be bound to certain fixatives, for example, which prevents them from evaporating too quickly. In the following classification of fragrances into "more volatile" or "Fixed" fragrances is therefore about the olfactory impression and whether the corresponding fragrance is perceived as a top or heart note, said nothing.The fragrances can be processed directly, but it can also be advantageous to apply the fragrances to carriers that are slower fragrance release ensure a long-lasting fragrance Cyclodextrins, for example, have proven themselves as such carrier materials, it being possible for the cyclodextrin-perfume complexes to be additionally coated with other auxiliaries.

When choosing the colorant, care must be taken to ensure that the colorant has a long shelf life and is insensitive to light and does not have too great an affinity for textile surfaces and, in particular, for synthetic fibers. At the same time, it must also be taken into account that colorants can have different levels of stability to oxidation. In general, water-insoluble colorants are more stable to oxidation than water-soluble colorants. The concentration of the colorant in the detergent or cleaning agent varies depending on the solubility and thus also on the sensitivity to oxidation. In the case of colorants which are readily water-soluble, colorant concentrations in the range from a few 10 ^-2 % by weight to 10 ^-3 % by weight are typically chosen. In the case of the pigment dyes which are particularly preferred because of their brilliance but are less readily water-soluble, the suitable concentration of the colorant in detergents or cleaning agents is typically a few 10 ^-3 % by weight to 10 ^-4 % by weight. Coloring agents are preferred which can be destroyed by oxidation in the washing process, and mixtures thereof with suitable blue dyes, so-called blue toners. It has proven advantageous to use coloring agents which are soluble in water or in liquid organic substances at room temperature. Anionic colorants, for example anionic nitroso dyes, are suitable, for example.

In addition to the components mentioned so far, the detergents or cleaning agents can contain other ingredients which further improve the performance and/or aesthetic properties of these agents. Preferred agents contain one or more substances from the group of electrolytes, pH adjusters, fluorescent agents, hydrotopes, foam inhibitors, silicone oils, antiredeposition agents, optical brighteners, graying inhibitors, shrinkage inhibitors, anti-crease agents, dye transfer inhibitors, antimicrobial agents, Germicides, fungicides, antioxidants, antistatic agents, ironing aids, repellents and impregnating agents, swelling and non-slip agents and UV absorbers.

A large number of the most varied salts can be used as electrolytes from the group of inorganic salts. Preferred cations are the alkali and alkaline earth metals, preferred anions are the halides and sulfates. From a manufacturing point of view, the use of NaCl or MgCl ₂ in the detergents or cleaning agents is preferred.

In order to bring the pH value of detergents or cleaning agents into the desired range, the use of pH adjusters can be indicated. All known acids or bases can be used here, provided their use is not prohibited for technical or ecological reasons or for reasons of consumer protection. The amount of these extenders does not usually exceed 1% by weight of the total formulation.

Suitable foam inhibitors are soaps, oils, fats, paraffins or silicone oils, which can optionally be applied to carrier materials. Examples of suitable carrier materials are inorganic salts such as carbonates or sulfates, cellulose derivatives or silicates, and mixtures of the aforementioned materials. Agents preferred in the context of the present application contain paraffins, preferably unbranched paraffins (n-paraffins) and/or silicones, preferably linear-polymeric silicones, which are built up according to the scheme (R ₂ SiO) _x and are also referred to as silicone oils. These silicone oils are usually clear, colorless, neutral, odorless, hydrophobic liquids with a molecular weight between 1000 g/mol and 150000 g/mol and viscosities between 10 mPa s and 1000000 mPa s.

Examples of suitable antiredeposition agents are nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose containing 15 to 30% by weight of methoxy groups and 1 to 15% by weight of hydroxypropyl groups, based in each case on the nonionic cellulose ether.

The soil repellents are the polymers of phthalic acid and/or terephthalic acid or their derivatives known from the prior art, in particular polymers of ethylene terephthalate and/or polyethylene glycol terephthalate or anionically and/or nonionically modified derivatives of these. Particularly preferred of these are the sulfonated derivatives of the phthalic and terephthalic acid polymers.

Optical brighteners can be added in particular to detergents in order to eliminate graying and yellowing of the treated textiles. These substances attach to the fiber and provide lightening and fake bleaching effects by providing invisible Converting ultraviolet radiation into visible, longer-wave light, with the ultraviolet light absorbed from sunlight being emitted as a weak bluish fluorescence and resulting in pure white with the yellow tone of the grayed or yellowed laundry. Suitable compounds come, for example, from the substance classes of 4,4'-diamino-2,2'-stilbenedisulfonic acids (flavonic acids), 4,4'-distyrylbiphenylene, methylumbelliferones, coumarins, dihydroquinolinones, 1,3-diarylpyrazolines, naphthalic acid imides, benzoxazole , benzisoxazole and benzimidazole systems as well as pyrene derivatives substituted by heterocycles.

The task of graying inhibitors is to keep the dirt that has been detached from the fibers suspended in the liquor and thus prevent the dirt from being reattached. Water-soluble colloids of mostly organic nature are suitable for this purpose, for example the water-soluble salts of polymeric carboxylic acids, glue, gelatin, salts of ether sulfonic acids of starch or cellulose or salts of acidic sulfuric acid esters of cellulose or starch. Water-soluble polyamides containing acidic groups are also suitable for this purpose. Furthermore, soluble starch preparations can be used, for example degraded starches and/or aldehyde starches. Polyvinylpyrrolidone is also useful. Cellulose ethers such as carboxymethyl cellulose (Na salt), methyl cellulose, hydroxyalkyl cellulose and mixed ethers such as methyl hydroxyethyl cellulose, methyl hydroxypropyl cellulose, methyl carboxymethyl cellulose and mixtures thereof can also be used as graying inhibitors.

Since textile fabrics, especially those made of rayon, viscose staple, cotton and mixtures thereof, can tend to wrinkle because the individual fibers are sensitive to bending, kinking, pressing and squeezing transversely to the fiber direction, synthetic anti-crease agents can be used. These include, for example, synthetic products based on fatty acids, fatty acid esters, fatty acid amides, fatty acid alkylol esters, fatty acid alkylolamides or fatty alcohols, which are usually reacted with ethylene oxide, or products based on lecithin or modified phosphoric acid esters.

Repellent and impregnation processes are used to equip textiles with substances that prevent dirt from settling or make it easier to wash them out. Preferred repellents and impregnating agents are perfluorinated fatty acids, also in the form of their aluminum and zirconium salts, organic silicates, silicones, polyacrylic acid esters with a perfluorinated alcohol component or polymerizable compounds coupled with a perfluorinated acyl or sulfonyl radical. Antistatic agents can also be included. The dirt-repellent finish with repellents and impregnating agents is often classified as an easy-care finish. The penetration of the impregnating agents in the form of solutions or emulsions of the relevant active substances can be facilitated by adding wetting agents which reduce the surface tension. Another area of application for repellants and impregnating agents is the water-repellent finish of textile goods, tents, tarpaulins, leather, etc., in which, in contrast to To make the fabric pores waterproof, they are not closed, so the fabric remains breathable (hydrophobic). The hydrophobing agents used for hydrophobing coat textiles, leather, paper, wood, etc. with a very thin layer of hydrophobic groups such as longer alkyl chains or siloxane groups. Suitable waterproofing agents include paraffins, waxes, metal soaps, etc. with added aluminum or zirconium salts, quaternary ammonium compounds with long-chain alkyl radicals, urea derivatives, fatty acid-modified melamine resins, chromium complex salts, silicones, organotin compounds and glutaric dialdehyde and perfluorinated compounds. The hydrophobic materials do not feel greasy; nevertheless - similar to greased fabrics - drops of water roll off them without wetting them. For example, silicone-impregnated textiles have a soft feel and are water and dirt-repellent; Stains from ink, wine, fruit juice and the like are easier to remove.

Antimicrobial agents can be used to combat microorganisms. Depending on the antimicrobial spectrum and mechanism of action, a distinction is made between bacteriostatics and bactericides, fungistatics and fungicides. Substances from these groups are, for example, benzalkonium chlorides, alkyl aryl sulfonates, halogenated phenols and phenol mercuri acetate, although these compounds can also be dispensed with entirely.

In order to prevent undesired changes in the washing and cleaning agents and/or the treated textiles caused by the action of atmospheric oxygen and other oxidative processes, the agents can contain antioxidants. This class of compounds includes, for example, substituted phenols, hydroquinones, catechols and aromatic amines, as well as organic sulfides, polysulfides, dithiocarbamates, phosphites and phosphonates.

Increased wearing comfort can result from the additional use of antistatic agents. Antistatic agents increase the surface conductivity and thus enable an improved flow of charges that have formed. External antistatic agents are generally substances with at least one hydrophilic molecular ligand and form a more or less hygroscopic film on the surface. These mostly surface-active antistatic agents can be divided into nitrogen-containing (amines, amides, quaternary ammonium compounds), phosphorus-containing (phosphoric esters) and sulfur-containing (alkyl sulfonates, alkyl sulfates) antistatic agents. Lauryl (or stearyl) dimethylbenzyl ammonium chlorides are also suitable as antistatic agents for textiles or as an additive to detergents, with an additional finishing effect being achieved.

Silicone derivatives can be used in laundry detergents to improve the water absorption capacity, the rewettability of the treated textiles and to facilitate ironing of the treated textiles. These also improve the rinsing behavior of detergents or cleaning agents thanks to their foam-inhibiting properties. Preferred silicone derivatives are, for example, polydialkyl or alkylaryl siloxanes in which the alkyl groups have one to five carbon atoms and are wholly or partially fluorinated. Preferred silicones are polydimethylsiloxanes, which can optionally be derivatized and are then amino-functional or quaternized or have Si-OH, Si-H and/or Si-Cl bonds. Further preferred silicones are the polyalkylene oxide-modified polysiloxanes, ie polysiloxanes which contain, for example, polyethylene glycols, and the polyalkylene oxide-modified dimethylpolysiloxanes.

Finally, UV absorbers can also be used, which are absorbed by the treated textiles and improve the light resistance of the fibers. Compounds which have these desired properties are, for example, the compounds and derivatives of benzophenone having substituents in the 2- and/or 4-position which are active by radiationless deactivation. Also suitable are substituted benzotriazoles, acrylates phenyl-substituted in the 3-position (cinnamic acid derivatives), optionally with cyano groups in the 2-position, salicylates, organic Ni complexes and natural substances such as umbelliferone and endogenous urocanic acid.

Protein hydrolysates are other suitable active substances due to their fiber-care effect. Protein hydrolyzates are product mixtures that are obtained through acidic, basic or enzymatically catalyzed degradation of proteins (proteins). Protein hydrolyzates of both plant and animal origin can be used. Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein hydrolysates, which can also be present in the form of salts. The use of protein hydrolyzates of vegetable origin, for example soybean, almond, rice, pea, potato and wheat protein hydrolyzates, is preferred. Although the use of the protein hydrolyzates as such is preferred, amino acid mixtures obtained in other ways or individual amino acids such as, for example, arginine, lysine, histidine or pyroglutamic acid can also be used instead. It is also possible to use derivatives of protein hydrolyzates, for example in the form of their fatty acid condensation products.

examples Example 1: Synthesis of 2,3-dihydroxy-N,N'-bis(2-(dimethylamino)ethyl)terephthaldiamide (S1) a) Preparation of dimethyl 2,3-dihydroxyterephthalate

96% sulfuric acid (3.14 g, 32 mmol) was slowly added dropwise to a stirred suspension of 2,3-dihydroxyterephthalic acid (9.39 g, 45 mmol) in methanol (500 ml). The reaction mixture was heated to 65° C. and stirred under reflux for 70 h. Then the reaction solution was cooled to room temperature and the solvent was removed under reduced pressure. The residue was taken up in aqueous saturated NaHCO ₃ solution (300 mL) and extracted with dichloromethane (3 x 400 mL). The organic phase was dried with magnesium sulfate, filtered and the solvent removed under reduced pressure. Dimethyl 2,3-dihydroxyterephthalate (5.9 g, 26.1 mmol, 58%) was obtained as a beige solid.

b) Preparation of 2,3-dihydroxy-N,N'-bis(2-(dimethylamino)ethyl)terephthaldiamide

Dimethyl 2,3-dihydroxyterephthalate (12.89 g, 57 mmol) from step a) was suspended in N,N-dimethylethylenediamine (72.8 g, 809 mmol) and the reaction mixture was stirred at 100° C. for 24 hours. After the addition of 100 ml of dimethylformamide (DMF), the excess of N,N-dimethylethylenediamine was removed by distillation together with the DMF. The solid obtained was washed twice with 300 ml of ethyl acetate each time, then recrystallized from methanol/ethyl acetate (1:2.5) and dried in vacuo. 9.6 g of 2,3-dihydroxy-N,N'-bis(2-(dimethylamino)ethyl)terephthaldiamide were obtained as a beige solid. Its solubility in water (deionized water, pH 7, room temperature) was over 70 g/l.
¹ H NMR (D ₂ O): δ = 7.12 (2H; Ar); 3.72 (4H; _2CH2 ); 3.07 (4H; _2CH2 ); 2.68 (12H; _4CH3 )

Example 2: cleaning performance

Washing tests were carried out at 40° C. in triplicate on the standardized stains on cotton given in Table 1, using a bleach-free, aqueous liquid detergent (in addition to water, containing 5.5% by weight of 7-tuply ethoxylated C _12/14 fatty alcohol, 5, 3 wt% sodium C _9-13 alkyl benzene sulfonate, 4.9 wt% sodium C _12/14 fatty alcohol ether sulfate with 2 EO, 1.8 wt% citric acid, 3 wt% C _{12- 18} fatty acid, 0.1% by weight of diethylenetriaminepenta(methylenephosphonic acid) hepta sodium salt, 1.3% by weight of NaOH, 3.6% by weight of ethanol/glycerol) with pH 8.5 and used to prepare wash liquors with it , consisting of 70 g of the liquid detergent or 70 g of the liquid detergent and 0.7 g of S1 from Example 1 in 17 l of water at 16 °dH. The evaluation was carried out by measuring the color difference according to the L*a*b* values and the Y values calculated from them as a measure of the brightness. The following table shows the d(dY) values that resulted from the differences in the difference Y(after washing) - Y(before washing) between using the liquid detergent with S1 and using the liquid detergent alone. Table 1: d(d)Y values soiling d(dY) blueberry juice 8.0 Black currant juice 4.5 red wine 3.3 Coffee 3.7 cocoa 4.6

Claims (10)

1. Use of compounds of the general formula (I),

   

   in which m and n independently of one another represent 0 to 5 and A and B independently of one another represent -NR¹R² or -N⁺R¹R²R³ X^- and R¹, R² and R³ independently of one another represent H or a straight-chain or branched-chain aliphatic hydrocarbon radical having 1 to 3 carbon atoms and X- represents an anion, in detergents or cleaners for improving the washing or cleaning performance with respect to bleachable soiling.
2. Use according to claim 1, characterised in that the soilings contain polymerisable substances selected from polyphenolic dyes, in particular flavonoids, especially dyes of the class of anthocyanidins or anthocyanins or oligomers of these compounds.
3. Use according to claim 1 or 2, characterised in that the improved washing or cleaning performance consists in an improved removal of green-, yellow-, red-, blue-, violet-, purple-, brown-, purple- or pink-coloured stains, in particular stains from grass, fruits or vegetables, especially stains from food products, such as spices, sauces, chutneys, curries, purees and jams, or beverages, such as coffee, tea, wines and juices, containing corresponding green, yellow, red, violet, purple, brown, purple, pink and/or blue dyes.
4. Use according to any one of claims 1 to 3, characterised in that the soiling is selected from soiling by cherry, morelle, grape, apple, pomegranate, chokeberry, plum, sea buckthorn, açai, kiwi, mango, grass, or berries, in particular by red or black currants, elderberries, blackberries, raspberries, blueberries, cranberries, cranberries, strawberries or blueberries, by coffee, tea, red cabbage, blood orange, aubergine, tomato, carrot, beetroot, spinach, pepper, red-fleshed or blue-fleshed potato, or red onion.
5. Use according to any one of claims 1 to 4, characterized in that in the compounds of the general formula (I) A and B are the same.
6. Use according to one of the claims 1 to 5, characterized in that in the compounds of the general formula (I) X- is selected from the group comprising lactate, citrate, tartrate, succinate, perchlorate, tetrafluoroborate, hexafluorophosphate, alkyl sulphonate, alkyl sulphate, hydrogen sulphate, sulphate, dihydrogen phosphate, hydrogen phosphate, phosphate, isocyanate, rhodanide, nitrate, fluoride, chloride, bromide, hydrogen carbonate and carbonate as well as mixtures of at least two of these, wherein the charge balance in the presence of polyvalent anions can be ensured by the presence of correspondingly several cationic backbones of the general formula I or optionally by the presence of additional cations such as sodium or ammonium ions.
7. Use according to any one of claims 1 to 6, characterized in that, in the compounds of the general formula (I), m and n are, independently of one another, 1 or 2 and/or m and n are identical.
8. Detergent or cleaning composition containing 0.001% by weight to 20% by weight, in particular 0.01% by weight to 10% by weight, of a compound of the general formula (I),

   

   in which m and n independently of one another represent 0 to 5 and A and B independently of one another represent -NR¹R² or -N⁺R¹R²R³ X^- and R¹, R² and R³ independently of one another represent H or a straight-chain or branched-chain aliphatic hydrocarbon radical having 1 to 3 carbon atoms and X- represents an anion.
9. Composition according to claim 8, characterised in that it does not contain hypochlorites, hydrogen peroxide or hydrogen peroxide-providing substances.
10. Composition according to claim 8 or 9, characterised in that it is a liquid textile detergent or a powdered or liquid colour detergent, i.e. a textile detergent for dyed textiles.