WO2010102863A1 - Biologically degradable builder substances and co-tensides - Google Patents

Abstract

The invention relates to a washing or cleaning agent comprising at least one compound selected from the group of advanced glycation end products (AGEs) that can be produced using renewable raw materials and/or the precursors thereof, and to the use thereof as biologically degradable builder substances and/or biologically degradable (co)tensides.

Description

 Biodegradable builders and co-surfactants

The present invention relates to detergents or cleaning compositions containing at least one compound selected from the group of advanced glycation end products (AGEs) which can be prepared on the basis of renewable raw materials and / or their precursors and their use as biodegradable builder substances and / or biodegradable surfactants.

The most important constituents of the water hardness are salts of calcium and magnesium, in particular chlorides, sulfates and bicarbonates, which are known as so-called hardness images. Since the bicarbonates are converted into carbonates under thermal stress, a part of the calcium salts precipitates as poorly soluble CaCO ₃ , especially in washing and cleaning operations at elevated temperatures. At high magnesium concentrations, basic magnesium carbonates are also formed. If the washing and cleaning agents used themselves contain carbonates, for example in the form of alkali metal carbonates or other precursors, such as percarbonates, which can liberate carbonate during the washing process, this carbonate content promotes the formation of insoluble calcium and magnesium carbonate residues.

The removal of hardness-forming Ca / Mg ions from aqueous solutions by ion exchange or complexation is therefore an important step in washing and cleaning processes.

Conventional complexing agents commonly used in detergents are phosphonates, polycarboxylates, gluconates, NTA and EDTA. These compounds are not or only partially produced on the basis of renewable raw materials, with phosphonates, NTA and EDTA still lead to an environmentally harmful contamination of the wastewater.

As consumers become more aware of the environment, there is an increasing demand for detergents and cleaners ingredients that can be produced using renewable raw materials in a resource-saving process and that are also readily or at least highly biodegradable.

Accordingly, the object of the present invention is to provide detergents and cleaners which contain builder substances which can be prepared in a simple and resource-saving process based on renewable raw materials and are distinguished by their good biodegradability. Surprisingly, it has now been found that a washing or cleaning agent containing at least one compound or a mixture of different compounds selected from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors as resource-saving and particularly environmentally sound alternative to conventional detergents and cleaners are considered can.

The advanced glycation end products (AGEs) are preferably used as so-called builder substances, ie as substances which can both perform a carrier function in the detergents or cleaning agents according to the invention and also act as water-softening substances when used.

In addition, it has surprisingly been found that advanced glycation end products (AGEs) also have surfactant properties and can therefore be used as surfactants and / or cosurfactants in detergents and cleaners. Because of their surfactant properties, AGEs are also particularly suitable for removing soiling of textiles or hard surfaces.

AGEs can be produced easily and resource conservatively by heating sugar- and protein-containing agricultural products in the manner of the Maillard reaction. The proteins can be obtained, for example, from chicken eggs or rapeseed, the sugar from potatoes, sugar cane, sugar beet or corn. The resulting compounds are water-soluble, non-toxic and easily biodegradable.

The present invention therefore relates to a washing or cleaning agent containing at least one compound selected from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors, in particular for use as builder substance and / or as (co) surfactant.

Another object of the invention is the use of a compound or a mixture of different compounds selected from the group of advanced glycation end products (AGEs) and / or their precursors as a builder, preferably as a water-softening substance and / or their use as complexing agents for alkaline earth metal ions, preferably for Calcium and / or magnesium ions.

The invention likewise relates to a method for softening water, wherein the water is mixed with a compound or a mixture of different compounds selected from the group of Advanced Glycation End Products (AGEs) and / or their precursors. Another object of the present invention is the use of a compound or a mixture of different compounds selected from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors as surfactant and / or co-surfactant, preferably as a substance for the solubilization of water-insoluble substances in Water or an aqueous solution.

The invention likewise provides a process for solubilizing water-insoluble hydrophobic substances in water or in an aqueous solution, which comprises reacting the water or the aqueous solution with a compound or a mixture of various compounds from the group of advanced glycation endproducts (AGEs) and / or their precursors are displaced.

Another object of the present invention is the use of a compound or mixture of various compounds selected from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors for the removal of stains, especially greasy stains, fabrics or hard surfaces, the fatty soils are preferably selected from lipstick, make-up and edible fat.

The invention accordingly also provides a process for cleaning textile fabrics or hard surfaces, in particular for removing stains, especially greasy stains, from textile fabrics or hard surfaces, characterized in that at least one compound in at least one process step in this process from the group of Advanced Glycation Endproducts.

The term AGE comes from the English term "advanced glycation end product". For the purposes of the present invention, AGEs are obtainable, for example, according to the following (exemplary) reaction equation:

A ^GEs

(I) (H) (HI) (IV) Advantageous for the purposes of the present invention are in addition to the actual AGEs and their precursors, such as Amadori products (corresponding to (III) in the above reaction equation) or Maillard products or so-called EGEs (Early Glycation Endproducts), which, for example, as intermediates in the rearrangement Amadori products (IM) to the AGEs (IV) are available. For the purposes of the present invention, the term "precursor" expressly does not mean the respective starting materials of the reaction, that is to say the unreacted starting materials.

Advantageous starting materials (I) carry an aldehyde group (CHO) and are selected, for example, from the group of sugars (aldoses, eg trioses, tetroses, pentoses, hexoses and the like, such as glucose, galactose, mannose, etc.) or from dialdehydes, e.g. Glyoxal chosen. Advantageous starting materials (II) have a free amino group and are selected, for example, from the group of amino acids and from the group of peptides / amino-terminated proteins, in particular glycine, alanine, lysine, hydroxylysine, arginine, tryptophan and histidine are advantageous. Further advantageously, the free amino group can also originate from N-terminal ends of proteins and peptides, and also advantageous are sphingosine and dihydrosphingosine and their homologs with different lengths of (unsaturated) acyl radicals.

Particular preference is given to AGEs according to the invention containing at least one nitrogen-containing and / or oxygen-containing five-membered and / or six-membered ring.

Advantageous for the purposes of the present invention are, for example, the furan derivatives FFI 1 and the furanone 2, which are described by the following structural formulas:

FFM

Also advantageous for the purposes of the present invention is the so-called AFGP, which is described by the following structural formula 3:

Also advantageous for the purposes of the present invention are pyrrolidines which have the following structural formula 4:

Also advantageous for the purposes of the present invention are pyranopyranones, which may have, for example, the following structural formula 5:

Also advantageous for the purposes of the present invention are pyrrolinones which may have, for example, the following structural formulas:

According to the invention, the radical R in the structural formulas 1_, 3 and 4 advantageously represents a protein or peptide; Accordingly, these are preferably peptide, amino acid or protein residues which may be attached terminally or laterally to the nitrogen atom. R is furthermore advantageously selected, for example, from the group of saturated or unsaturated, branched or unbranched alkyl groups having 1 to 35 carbon atoms. Also advantageous for the purposes of the present invention is the pentosidine 10, which is described by the following structural formula:

Particularly advantageous in the context of the present invention is also the so-called A2E V \ _, which is described by the following structural formula:

The illustrated structural formulas are not intended to limit the invention to certain isomers of the substances according to the invention. Rather, not shown isomers or isomer mixtures are advantageous in the context of the present invention.

For the purposes of the present invention, the term "advanced glycation end products" (AGEs) and / or their precursors are to be understood as meaning the substances or substance mixtures which are formed during the reaction of amino acids with sugars in the sense of the Maillard and / or Amadori reaction , In particular, the composition of the substance mixtures preferably obtained can be influenced by the variation of the reaction temperature, the pH, the stoichiometry and the reaction time.

Thus, the use of AGEs in washing or cleaning centers offers an additional advantage. In addition to the good properties as complexing agents and as (co) surfactant, the excellent biodegradability and the simple and resource-saving production based on renewable raw materials, the substances mentioned in a combinatorial Procedures are synthesized. Starting from sugar and protein-based agricultural products, libraries of high structural divergence are easily generated, depending on the choice of reaction conditions and starting materials. These libraries can be quickly examined for their washing and cleaning properties. After the successful identification of suitable libraries, these can be used in their entirety or can be determined by a structure / activity analysis, the best representatives of each library targeted and then added to the detergent and cleaning agent. This approach makes it possible to effectively accelerate the development of new detergent ingredients by a combinatorial synthetic method.

Preferred advanced glycation end products (AGEs) and / or their precursors are thus prepared by reacting at least one compound from the group of sugars with at least one compound from the group of amino acids or proteins, wherein in a highly preferred embodiment of the invention, the molar ratio of sugar to amino acid and / or protein in the implementation of the reaction between 10: 1 and 1: 1, more preferably between 7: 1 and 1: 1 and in particular at 5: 1, 4: 1 or 3: 1.

Further preferred Advanced Glycation End Products (AGEs) and / or their precursors are obtained by the reaction of an amino acid selected from glycine, alanine, lysine, hydroxylysine, arginine, tryptophan and / or histidine.

Further preferred advanced glycation end products (AGEs) and / or their precursors are obtained by the reaction of an aldose, preferably selected from xylose, glucose, lactose, galactose and / or mannose.

Likewise preferred are glycine, alanine, lysine and / or arginine-based advanced glycation end products (AGEs) and / or their precursors obtained by reacting sugars, preferably xylose, glucose, lactose, galactose and / or mannose, in particular xylose , Glucose and / or lactose with the amino acids glycine, alanine, lysine and / or arginine, preferably at reaction temperatures of 15 ⁰ C to 95 ⁰ C are formed. Particularly preferred are the reaction products which, in reactions in temperature ranges between 16 ⁰ C and 35 ⁰ C, between 36 ⁰ C and 5O ⁰ C, between 51 ⁰ C and 75 ⁰ C or between 76 ⁰ C and 95 ⁰ C, in particular at 15 ⁰ C, 2O ⁰ C, 25 ⁰ C, 3O ⁰ C, 35 ⁰ C, 4O ⁰ C, 45 ⁰ C, 5O ⁰ C, 55 ⁰ C, 6O ⁰ C, 65 ⁰ C, 7O ⁰ C, 75 ⁰ C. , 8O ⁰ C, 85 ⁰ C, 9O ⁰ C or 95 ⁰ C are formed.

Further preferred are glycine, alanine, lysine and / or arginine-advanced glycation endproducts (AGEs) and / or their precursors obtained by reacting sugars, preferably xylose, glucose, lactose, galactose and / or mannose, in particular glucose and / or lactose, with the amino acids glycine, alanine, lysine and / or arginine at reaction times of 0.5 h to 48 h be formed. Particularly preferred are the reaction products which, at reaction times between 0.5 h and 2 h, between 1 h and 4 h, between 1 h and 8 h, between 2 h and 6 h, between 3 h and 5 h, between 4 h and 16 h and / or between 12 h and 24 h, in particular at reaction times of 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h , 11 h, 12 h, 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h.

In principle, the combination of each above-mentioned reaction temperature with each said reaction time is preferred.

A very particularly preferred reaction condition is the reaction of sugars, preferably xylose, glucose, lactose, galactose and / or mannose, in particular xylose, glucose and / or lactose with the amino acids glycine, alanine, lysine and / or arginine

at about 15 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 2O ⁰ C and reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 25 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 3O ⁰ C with reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 35 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 4O ⁰ C and reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 45 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 5O ⁰ C with reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 55 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 6O ⁰ C and reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 65 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 7O ⁰ C and reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 75 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h, - at about 8O ⁰ C and reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

at about 85 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

- at about 9O ⁰ C with reaction times of about 0.5 4 5 6 7 10 11 12 h, 1 h, 2 h, 3 h, h, h, h, h, h 8, h 9, h, h, h , 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h,

or at about 95 ^° C. with reaction times of about 0.5 h, 1 h, 2 h, 3 h, 4 h, 5 h, 6 h, 7 h, 8 h, 9 h, 10 h, 11 h, 12 h, 13 h, 14 h, 15 h, 16 h, 17 h, 18 h, 19 h, 20 h, 21 h, 22 h, 23 h or 24 h.

In a further very particularly preferred embodiment, the AGE is a reaction product of glucose and lysine obtainable by reacting glucose with lysine in the ratio of 2: 1 to 5: 1, in particular about 3: 1 or about 4: 1, at a temperature of 20 to 40 ⁰ C, in particular 25 to 35 ⁰ C, preferably at a temperature of about 3O ⁰ C, at a reaction time of 2 to 5 hours, in particular about 4 hours.

In terms of reaction times, the term means, for example, that the actual reaction times may differ from the stated reaction times by up to 20 minutes.

With regard to the reaction temperature, the term means, for example, that the actual reaction temperature may deviate from the stated reaction temperature by up to 30 ^° C.

Another preferred embodiment of the invention is a washing or cleaning agent containing at least one compound or a mixture of compounds selected from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors, these by reacting a dialdehyde, preferably glyoxal, with amino acids , preferably selected from glycine, alanine, lysine and / or arginine at reaction temperatures of 15 ° C to 95 ⁰ C and at reaction times of 0.5 h to 48 h, in particular from 0.5 h to 2 h, from 1 h to 4 h from 1 h to 8 h, from 2 h to 6 h, from 3 h to 5 h, from 4 h to 16 h or from 12 h to 24 h. In particular, reactions at reaction temperatures of 16 ⁰ C to 35 ⁰ C, from 36 ⁰ C to 5O ⁰ C, from 51 ⁰ C to 75 ⁰ C or from 76 ⁰ C to 95 ⁰ C at the above reaction times are preferred.

A preferred solvent for the preparation of AGEs invention is water, preferably with a phosphate mixture as a buffer to a pH between 3 and 10, in particular to a pH of 3, 4, 5, 6, 7, 8, 9 or 10, preferably to a pH value between 6 and 8, in particular to the pH 7 is set.

A preferred method of preparing the AGEs of the invention is the reaction of at least one sugar with at least one amino acid in an aqueous buffer solution. The Volume of the solvent is then reduced and the product isolated, preferably by lyophilization.

Preferred contained lysine-based AGEs according to the invention are furthermore products of the Maillard reaction of lysine A with sugars, for example N-ε-fructosyllysine (fructoselysine) 12, N-ε-carboxymethyllysine (CML) 13, carboxyethyl lysine (CEL) 14 or maltosine 15 , which are characterized by the following structural formulas:

Further preferred arginine-based AGEs according to the invention are products of the Maillard reaction of arginine B with sugars such as, for example, ornithinoimidazolinone 16, argpyrimidine X7_, 3-desoxyglucosulose (3-DG) 18 or galctosylisomaltol 19, which are characterized by the following structural formulas:

Also advantageous for the purposes of the present invention are glycation products of lysine and arginine, for example CML 20, CEL 21, pyrraline 22, DOLD 23, GOLD 24, MOLD 25, pentosidine 26, dihydroxyimidazolidine 27, glarg 28, CMA 29, GO imidazolone 30 , MGO-imidazolone 31, 3-DG-imidazolone 32 or argopyrimidine 33, which are characterized by the following structural formulas:

22

21

26

A preferred embodiment of the invention is a washing or cleaning agent according to the invention comprising at least one compound or a mixture of various compounds from the group of Advanced Glycation End Products (AGEs) and / or precursors thereof in amounts of from 0.001 to 40% by weight, preferably from 0 , 01 to 20 wt .-%, particularly preferably from 0.1 to 10 wt .-% and in particular in amounts of 0.5 to 5 wt .-%, each based on the total amount of the composition.

In a further preferred embodiment, the agents according to the invention are pulverulent or granular agents. In this case, the particulate components can be prepared by spray drying, simple mixing or complex granulation processes, for example fluidized bed granulation.

In a further preferred embodiment, the washing or cleaning agents are in the form of shaped articles which are produced by a press-agglomeration process, wherein the tabletting is divided into four sections: metering, compression (elastic deformation), plastic deformation and ejection. Accordingly, the washing or cleaning agents are preferably in the form of shaped bodies, which are preferably tablets which may consist of a single or of several, in particular two or three different phases.

The production takes place first by the dry mixing of the ingredients, which may be pre-granulated in whole or in part, and subsequent informing, in particular pressing into tablets, wherein conventional methods can be used. Here, the premix is compressed in a so-called matrix between two punches to a solid compressed. In order to facilitate the disintegration of highly compacted moldings, it is possible to incorporate disintegration aids, so-called tablet disintegrating agents, in order to shorten the disintegration times.

The detergents and cleaners according to the invention contain surfactants and may of course comprise further conventional ingredients of detergents and cleaners. Preferably, the usual ingredients are selected from the group of fragrances, additional builders and bleaching agents, enzymes and other active ingredients.

Depending on the intended use of the agents according to the invention, the surfactant content will be higher or lower. Usually, the surfactant content of detergents is between 10 and 40% by weight, preferably between 12.5 and 30% by weight and in particular between 15 and 25% by weight, while detergents for example for automatic dishwashing are between 0.1 and 10 Wt .-%, preferably between 0.5 and 7.5 wt .-% and in particular between 1 and 5 wt .-% surfactants.

These surfactants come from the group of anionic, nonionic, zwitterionic or cationic surfactants, anionic surfactants are clearly preferred for economic reasons and because of their power spectrum in washing and cleaning.

The other surfactants are generally in amounts of 0.1 to 45 wt .-%, preferably 0.5 to 30 wt .-% and most preferably from 0.5 to 25 wt .-%, based on the respective total Composition, used. The amount used depends essentially on the purpose of the agent according to the invention. If it is a shampoo or other cleansing agent, surfactant levels above 45% by weight are also common.

The agents may further contain at least one emulsifier. Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion. The emulsifiers are preferably used in amounts of 0.1 to 25 wt .-%, in particular 0.1 to 3 wt .-%, based on the respective total composition.

Another important group of detergent ingredients are the builders. Under this substance class, both organic and inorganic builders are understood. The detergents or cleaners contain, in addition to the AGEs builder according to the invention, preferably in amounts, based on the composition, of from 0 to 20% by weight, preferably from 0.01 to 12% by weight, in particular from 0.1 to 8% by weight. , most preferably 0.3 to 5 wt .-%. In addition to the constituents mentioned, the detergents and cleaners according to the invention may additionally contain one or more substances from the groups of polymers, binders, soil release agents, solvents, solubilizers, hydrotropes, cleaning boosters, viscosity regulators, pH regulators, disinfectants, antistatic agents, preservatives, Opacifiers, skin protectants, bleaches, bleach activators, enzymes, fluorescers, dyes, foam inhibitors, silicone oils, anti redeposition agents, optical brighteners, grayness inhibitors, dye transfer inhibitors, soil repellents, soil release compounds, corrosion inhibitors and silver protectants.

Depending on the intended use or range of application, the means may have different states of aggregation. In a further preferred embodiment, the washing or cleaning agents are liquid or gel-like agents, in particular liquid detergents or liquid dishwashing detergents or cleaning gels. In another preferred embodiment, the agent according to the invention is a fabric softener or a softening detergent.

In the event that the agent is a softening detergent ("2in1"), it is preferred that it contains a softening component and at least one surfactant selected from the group consisting of anionic, nonionic, zwitterionic and amphoteric surfactants. It is most preferred that the softening component is an alkylated, quaternary ammonium compound wherein at least one alkyl chain is interrupted by an ester or amido group.

Other preferred detergents containing the Advanced Glycation End Products (AGEs) or their precursors of the present invention are liquid or gel hard surface cleaners, especially so-called all-purpose cleaners, glass cleaners, floor or bathroom cleaners, as well as specific embodiments of such cleaners, including acidic or alkaline forms of all-purpose cleaners as well as glass cleaner with so-called anti-rain effect belong. These liquid cleaning agents can be present both in one and in several phases. In a particularly preferred embodiment, the cleaners 2 have different phases.

As already described, an object of the present invention is the use of a compound or a mixture of different compounds selected from the group of the above-mentioned Advanced Glycation End Products (AGEs) and / or their precursors as builder substance, preferably as water-softening substance. In experiments on calcium binding capacity (CaBV) using the AGEs according to the invention it has been found that these substances can effectively bind calcium from a hardening solution by complexation. Thus, the non-toxic and generally readily biodegradable AGEs that can be produced on the basis of renewable raw materials represent an attractive alternative to conventional water-softening ingredients in detergents or cleaners.

A preferred embodiment of the invention is therefore the use of a compound or a mixture of different compounds selected from the group of advanced glycation endproducts (AGEs) and / or their precursors as builder substance, preferably as a water-softening substance, said compound or mixture of different compounds being good is biodegradable, preferably readily biodegradable and can be produced on the basis of renewable raw materials.

The term renewable raw materials are to be understood as meaning, above all, those substances which can be obtained from the natural or genetically modified flora and fauna by methods familiar to the person skilled in the art and are formed again with the aid of natural growth cycles in a comparatively short period of time. The term renewable raw materials preferably refers to proteins, amino acids or sugars which can be obtained, for example, without limitation, from oilseed rape, chicken eggs, animal constituents, potatoes, sugar cane, sugar beets or corn.

Organic substances are biodegradable if their chemical structure can be attacked by microorganisms, ie they must be taken up by the degrading bacteria and, with the help of enzymatic reactions, broken down step by step into small fragments. The biodegradability of organic matter can be tested under relatively stringent experimental conditions in screening tests (with only one test substance added at the beginning of the test). These tests include the OECD 301 tests in which a test vessel is provided with water, test substance and a very small amount of microorganisms and kept at a constant temperature over a period of up to 4 weeks and usually with good ventilation (aerobic = in the presence of Oxygen) is incubated. By analyzing the samples taken regularly, the degradation of the test substance can be monitored. In a degradation of substances in such screening tests of at least 60% mineralization to carbon dioxide and water (or 70% decrease in substance measured eg as DOC = Dissolved Organic Carbon) one speaks of a good biodegradable (biodegradable). If this limit is reached within 10 days, the substance is fast and readily biodegradable. Because of the stringency of the screening tests, a positive degradation result thus obtained allows a reliable prognosis of good biodegradability under real environmental conditions.

Another object of the present invention is the use of a compound or mixture of various compounds of the above-mentioned Advanced Glycation Endproducts (AGEs) and / or their precursors as complexing agents for alkaline earth metal ions, preferably for calcium and / or Mg ions. As a rule, these ions are present in the oxidation state + II.

Particularly preferred textile treatment agents according to the invention

1 to 20 wt .-%, preferably 3 to 15 wt .-% and in particular 5 to 12 wt .-% of nonionic surfactants, in particular fatty alcohol ethoxylates;

1 to 20 wt .-%, preferably 3 to 15 wt .-% and in particular 5 to 12 wt .-% of anionic surfactants, in particular from the group of sulfates or sulfonates, especially linear alkylbenzenesulfonates;

0.5 to 10 wt .-%, preferably 1 to 8 wt .-% and in particular 2 to 6 wt .-%

fatty acids;

0.1 to 8 wt .-%, preferably 0.5 to 6 wt .-% and in particular 1 to 5 wt .-% of organic acids, preferably polycarboxylic acids and especially citric acid;

0.1 to 5 wt .-%, preferably 0.2 to 4 wt .-% and in particular 0.5 to 3 wt .-%

Enzyme (s), preferably selected from amylases and proteases;

0.001 to 40 wt .-%, preferably 0.01 to 20 wt .-%, particularly preferably 0.1 to 10

Wt .-% and in particular 0.5 to 5 wt .-% Advanced Gycation End Products (AGEs).

Automatic dishwashing agents preferred according to the invention comprise

5 to 70 wt .-%, preferably 10 to 60 wt .-% and in particular 20 to 50 wt .-% scaffold (s), with the exception of washing and cleaning-active polymers, preferably phosphates;

2 to 28 wt .-%, preferably 4 to 20 wt .-% and in particular 6 to 15 wt .-% washing and cleaning-active polymers;

0.5 to 10 wt .-%, preferably 1 to 8 wt .-% and in particular 2 to 6 wt .-% of surfactant (s), preferably nonionic (s) and / or amphoteric (s) surfactant (s), especially preferably nonionic surfactant (s);

0.5 to 8% by weight, preferably 1 to 7% by weight and in particular 2 to 6% by weight of enzyme (s), preferably selected from amylases, proteases and amadoriases;

2 to 20% by weight, preferably 4 to 15% by weight and in particular 6 to 12% by weight

Bleaching agent, preferably percarbonate;

0.01 to 5 wt .-%, preferably 0.02 to 4 wt .-% and in particular 0.05 to 3 wt .-%

Bleach catalysts; such as 0.001 to 40 wt .-%, preferably 0.01 to 20 wt .-%, particularly preferably 0.1 to 10 wt .-% and in particular 0.5 to 5 wt .-% Advanced Gycation End Products (AGEs).

Examples

Example 1: Preparation of AGEs by reacting sugars or dialdehydes with

amino acids

General working instruction AAV1:

To a buffer solution is added a sugar or a dialdehyde and an amino acid and the

Reaction mixture in a three-necked flask with reflux condenser for 4 hours at the respective

Stirred and then allowed to stand for a day to a week. The

Solvent is half removed on a rotary evaporator and then carried out the

Isolate the product by freeze-drying. As a rule, no free, unreacted amino acid could be detected in all isolated products.

A-1: Reaction of L-Lvsin with glucose (1: 5). 30 ° C

Preparation: 7.21 g (40 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

1.17 g (8 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh out glucose and lysine, add buffer solution and stir at 3O ⁰ C for 4 h according to AAV-1 (-> approach turns yellow); Switch off the heating and let it stand for the weekend; Rotate batch in half and freeze dry Result: 10.45 g crude product (yellow, sticky, voluminous lyophilisate -> after 1 week yellow, solid)

A-2: Reaction of L-Lvsin with lactose (1: 5), 95 ° C

Approach: 13.7 g (40 mmol) D - (+) - lactose (CAS: 200-559-2; Riedel-de Haen, monohydrate;

Blue gel dried at 7O ⁰ C in a vacuum oven)

1.17 g (8 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh lactose and lysine, add buffer solution and according to AAV-1 for 4 hours at 95 ⁰ C with stirring (-> approach turns brown); Switch off the heating and let it stand for the weekend; Rotate batch in half and freeze dry Result: 15.45 g crude product (voluminous lyophilisate, brown)

A-3: Reaction of L-Lvsin with lactose (1: 5), 35 ⁰ C

Approach: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200-559-2, Riedel-de Haen, monohydrate)

1.17 g (8 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh lactose and lysine, add buffer solution and according to AAV-1 for 4 hours at 35 ⁰ C with stirring (-> approach turns yellow); Switch off the heating and let it stand for the weekend; Rotate the batch in half and freeze dry A-4: Reaction of arqinine with glucose (1: 5). 95 ° C

Preparation: 7.21 g (40 mmol) D - (+) - glucose (CAS: 492-62-6; Fluka> 99%)

1.74 g (10 mmol) L-arginine (CAS: 74-79-3, Fluka> 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: lactose and arginine Weigh, add buffer solution and in accordance with AAV-1 4h at 95 ⁰ C stirring (-> Approach turns brown); Turn off the heater and leave it in the freezer for a week; Batch in half and freeze-dry A-5: Reaction of lvsine with glvoxal (1: 4), 95 ° C. Batch: 5.80 g (40 mmol) glyoxal solution (CAS: 107-22-2, Aldrich, -40 %)

1.46 g (10 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glyoxal and lysine, add buffer solution and according to AAV-1 for 4 hours at 95 ⁰ C with stirring (-> approach turns brown); Turn off the heater and leave it for one day; Rotate batch in half and freeze-dry A-6: Reaction of alanine with lactose (1: 4), 95 ° C. Batch: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200-559-2, Riedel-de Haen, monohydrate)

0.89 g (10 mmol) L-alanine (CAS: 56-41-7, Acros 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: lactose and alanine Weigh, add buffer and stir AAV-1 according 4h at 95 ⁰ C (-> Approach turns yellow-brown); Turn off the heater and let it stand for 12 hours; Rotate the batch in half, freeze and freeze after 4 days. A-7: Reaction of alanine with lactose (1: 4), 35 ⁰ C batch: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200 -559-2, Riedel-de Haen, monohydrate)

0.89 g (10 mmol) L-alanine (CAS: 56-41-7, Acros 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh lactose and alanine, add buffer and AAV-1 in accordance with stir 4 h at 35 ⁰ C (-> approach is colorless); Turn off the heater and let it stand for 12 hours; Rotary evaporation approach to half, freezing and after 4 days of freeze-dried A-8: Reaction of arginine with xylose (1: 4) 95 ⁰ C approach: 6.01 g (40 mmol) D - (+) - xylose (CAS: 58 -86-6, Acros 99 +%)

1.74 g (10 mmol) L-arginine (CAS: 74-79-3, Fluka> 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh xylose and arginine, add buffer solution and according to AAV-1 for 4 hours at 95 ⁰ C with stirring (-> approach turns brown); Turn off the heater and let it stand for 12 hours; Approach freezing, rotary evaporator, after 1 week in half and freeze-dried A-9: Reaction of arginine with lactose (1: 4) 35 ⁰ C batch: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200 -559-2, Riedel-de Haen, monohydrate)

1.74 g (10 mmol) L-arginine (CAS: 74-79-3, Fluka> 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH) Procedure: Weigh lactose and arginine, add buffer solution and according to AAV-1 for 4 hours at 35 ⁰ C with stirring (-> approach remains colorless); Turn off the heater and leave it in the freezer for a week; Rotate batch in half and freeze-dry Result: 16.83 g crude product (voluminous lyophilizate, slightly yellow)

A-10: Reaction of arqinine with xylose (1: 4), 60 ° C

Approach: 6.01 g (40 mmol) D - (+) - xylose (CAS: 58-86-6, Acros 99 +%)

1.74 g (10 mmol) L-arginine (CAS: 74-79-3, Fluka> 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh xylose and arginine, add buffer and stir at 6O ⁰ C according to AAV-1 4h (-> approach turns red); Turn off the heater and let it stand for 12 hours; Freeze the batch, turn in half after 1 week and freeze dry Result: 10.83 g crude product (red-brown, pasty)

A-11: Reaction of alanine with glucose (1: 4), 95 ° C

Preparation: 7.21 g (40 mmol) D - (+) - glucose (CAS: 492-62-6; Fluka> 99%)

0.89 g (10 mmol) L-alanine (CAS: 56-41-7, Acros 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and alanine, add buffer and AAV-1 in accordance with stir 4 h at 95 ⁰ C (-> approach turns brown); Turn off the heater and let it stand for 12 hours; Approach freezing, spun in after 3 weeks in half and freeze-drying result: 8.72 g of crude product (lyophilisate voluminous, light brown, sticky) A-12: reaction of alanine with lactose (1: 4), 6O ⁰ C batch: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200-559-2, Riedel-de Haen, monohydrate)

0.89 g (10 mmol) L-alanine (CAS: 56-41-7, Acros 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: lactose and alanine Weigh, add buffer and stir AAV-1 according 4h at 6O ⁰ C (-> Approach turns yellow-brown); Turn off the heater and let it stand for 12 hours; Rotate batch in half, freeze and freeze after 4 days. Result: 1, 49 g crude product (voluminous lyophilisate, white) A-13: reaction of L-Lvsin with glucose (1: 3), 8O ⁰ C batch: 7.21 g (40 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

1.95 g (13.3 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer solution and according to AAV-1 to stir at 8O ⁰ C for 4 h (-> approach remains colorless); freeze-dry and then heat for 4 h at 8O ⁰ C in a drying oven Result: 9.3 g crude product (brown voluminous lyophylisate)

A-14: Reaction of L-Lvsin with glucose (1: 5), 3O ⁰ C Preparation: 7.21 g (40 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

1.17 g (8 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer solution and according to AAV-1 to stir at 3O ⁰ C for 4 h (-> approach remains colorless); freeze-dried and then heated for 4 h at 8O ⁰ C in a drying oven Result: 8.9 g crude product (brown voluminous lyophilisate)

A-15: Reaction of L-alanine with xylose (1: 4), 35 ^° C

Approach: 6.01 g (40 mmol) D - (+) - xylose (CAS: 58-86-6, Acros 99 +%)

0.89 g (10 mmol) L-alanine (CAS: 56-41-7, Acros 99%)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh xylose and alanine, add buffer and AAV-1 in accordance with stir 4 h at 35 ⁰ C (-> no discoloration visible); Switch off heating, cool to RT and freeze; after 4 days batch in one half and freeze-dry Result: 5.78 g crude product (red-brown, pasty, sticky) A-16: reaction of glycine with glucose (1: 4), 95 ⁰ C batch: 7.21 g ( 40 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

0.75 g (10 mmol) glycine (CAS: 56-40-6, Merck, krist.)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and glycine, add buffer solution and according to AAV-1 for 4 hours at 95 ⁰ C with stirring (-> approach turns brown); Turn off the heating, cool and freeze; after 1 week rotary evaporator, and freeze-drying approach to half Result: 7.15 g of crude product (lyophilisate bulky, brown, sticky) A-17: Reaction of glycine with lactose (1: 4), 6O ⁰ C

Batch: 14.4 g (40 mmol) D - (+) - lactose (CAS: 200-559-2, Riedel-de Haen monohydrate)

0.75 g (10 mmol) glycine (CAS: 56-40-6, Merck, krist.)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh lactose and glycine, add buffer solution and according to AAV-1 for 4 hours at 6O ⁰ C with stirring (-> approach is colored pale yellow); Turn off the heater, leave it for 1 day; Rotate batch in half, freeze and freeze after 1 week. Result: 13.64 g crude product (voluminous lyophilisate, white) A-18: reaction of glycine with xylose (1: 4), 35 ^° C.

Preparation: 6.01 g (40 mmol) D - (+) - xylose (CAS: 58-86-6; Acros 99 +%)

0.75 g (10 mmol) glycine (CAS: 56-40-6, Merck, krist.)

200 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH) Procedure: Weigh xylose and glycine, add buffer solution and according to AAV-1 for 4 hours at 35 ⁰ C with stirring (-> no discoloration visible); Turn off the heating, cool and freeze; after 1

Weekly batch in half and freeze dry

Result: 8.12 g of crude product (voluminous lyophilisate, red-brown, sticky)

A-19: Reaction of L-Lvsine with glucose (1: 5), 80 ° C

Approach: 14.42 g (80 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

2.34 g (16 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

400 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer solution and according to AAV-1 for 4 hours at 8O ⁰ C stir Result: 14.5 g of crude product (brown bulky lyophylisate)

A-20: Reaction of L-Lvsin with glucose (1: 4), 30 ° C

Preparation: 18.0 g (100 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

3.7 g (25 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

600 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer and stir for 4h AAV-1 in accordance with at 3O ⁰ C; Switch off heating, cool and freeze Result: 26.6 g crude product (brown voluminous lyophylisate)

A-21: Reaction of L-Lvsin with glucose (1: 3), 3O ⁰ C

Preparation: 18.0 g (100 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

4.9 g (33.3 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

600 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer and stir for 4h AAV-1 in accordance with at 3O ⁰ C; Switch off the heating, cool down and freeze. Result: 25.7 g of crude product (light yellow voluminous lyophylisate)

A-22: Reaction of L-Lvsin with glucose (1: 3), 3O ⁰ C

Preparation: 9.00 g (50 mmol) D - (+) - glucose (CAS: 492-62-6, Fluka> 99.0%)

2.4 g (17 mmol) L-lysine (CAS: 56-87-1, Fluka> 98%)

300 ml buffer solution pH 7.0 (phosphate mixture, B.Kraft GmbH)

Procedure: Weigh glucose and lysine, add buffer and stir for 4h AAV-1 in accordance with at 3O ⁰ C; Switch off the heating, cool down and freeze. Result: 14.1 g of crude product (light yellow voluminous lyophilisate)

Example 2: Calcium Binding Capacity of AGEs

The calcium binding capacity (CaBV) indicates the amount of calcium in mg CaO / g bound by 1 g of the substance to be examined from 1 l aqueous hardening solution of 30 ° d Ca. The CaBV of synthesized substances or substance mixtures was determined by direct potentiometry using an ion-selective electrode according to the following procedure:

First, calibration solutions (ionic background 0.08M KCl) from 3 ° d Ca to 30 ° d Ca were measured with an ion-selective Ca electrode (T = 25 ° C, pH = 7.0). Thereafter, 0.25 g of the substance to be examined was added to 250 ml of a solution containing 30 ° d Ca and an ion background of 0.08M KCl, and the potential change was determined after 15 minutes. From the calibration line, the Ca binding capacities shown in the following table were then determined:

The table shows the calcium binding capacity of the individual samples determined by the method described above. In general, the binding capacity is above the reference melanoidines listed. These are high molecular weight polymers formed at an advanced stage of the Maillard reaction. Comparison of A-1 and A-2 shows that both samples are in principle capable of binding calcium, but small changes in the reaction conditions, with otherwise identical starting materials (lysine and lactose), can lead to drastic changes in CaBV. For mixtures with a high CaBV it is to be expected that these contain individual substances with a very high CaBV. All tested samples show in OECD 301 tests in which a test vessel is provided with water, test substance and a very small amount of microorganisms and kept for a period of up to 4 weeks at constant temperature and usually with good ventilation (aerobic = in the presence of Oxygen) is incubated a good biodegradability, ie, the degradation of the substances according to the invention with at least 60% mineralization to carbon dioxide and water (od. 70% decrease in substance measured eg as DOC = Dissolved organic carbon). Usually this value is reached within 10 days, so that the substances can be considered as fast and easily biodegradable. Example 3 Determination of the Surfactant Properties of AGEs

The dependence of the surface tension (inN / m) of an aqueous solution on the concentration of the AGEs was investigated in the range from 0.1 mg / l to 50 g / l at 25 ^° C.

3.1. Examination of the temperature influence a) AGEs from L-lysine and glucose (1: 4) A-14 (prepared at 80 ^° C.) A-13 (prepared at 30 ^° C.)

Conc (g / I) A-14 A-13

b) AGEs aus L-Lysin und Glucose (1 :3) A-21 (hergestellt bei 30 ⁰C) A-13 (hergestellt bei 80 ⁰C)

b) AGEs from L-lysine and glucose (1: 3) A-21 (prepared at 30 ^° C.) A-13 (prepared at 80 ^° C.)

The results show that AGEs reduce the surface tensions of water and thus have surfactant properties. The reduction in surface tension is higher for those AGEs made at lower reaction temperatures.

3.2. Investigation of the influence of L-lysine / glucose ratio of A-14 (L-lysine: Glucose (1: 5) prepared in 3O ⁰ C) A-19 (L-lysine: Glucose (1: 5) prepared at 8O ⁰ C) A-13 (L-lysine: glucose (1: 3) produced at 8O ⁰ C)

3.3. Blends with LAS

Blends of LAS and AGE's have a lower CMC (Critical Micelle Concentration) than

LAS alone. AGEs are therefore also suitable co-surfactants.

Example 4 Washing Tests with a Fabric Detergent Containing AGEs A Detergent Composition Containing: Fatty Alcohol Polyethylene Oxide 7.0%

LAS 9.0%

Coconut Fatty Acid 4.0%

Boric acid 1, 0%

Citric acid 2.0%

Propylene glycol 6.0%

PTPMP 0.2%

NaOH 3.1%

Protease 0.8% Amylase 0.1%

Water balance was mixed with 2% by weight of substance A-22. Subsequently, textiles were made from purer

Cotton with this detergent composition and for comparison with a

Detergent composition without added substance A-22 washed.

For the washing tests, a washing machine Miele W 918 Novotronic was used. Washed according to the standard program with a simple wash at 4O ⁰ C 3.5 kg of laundry with each 100 g of the detergent compositions using water having a water hardness of 16 ° German hardness. The liquid volume was 18 liters. In order to obtain a statistical mean, 5 parallel washing tests were carried out in each case.

The clean textiles were soiled with the following stains: Biskin (dyed blue), Palmin (dyed blue), lard (dyed blue), make-up and lipstick, and a mixture of dust, skin fat, and oil. The intensity of the soiling was recorded with a Minolta CR 200 camera and then the soiled textiles were allowed to stand at room temperature for 7 days. Thereafter, the aged soils were washed under the conditions mentioned above, then allowed to dry and again determined the intensity values of soiling with the camera Minolta CR 200.

In the following, the differences of the intensity values obtained by respectively forming the difference between the obtained intensity values before and after the washing of the soiled fabrics are plotted. The greater the difference, the stronger the lightening achieved.

It can be seen that it could be achieved due to the addition of the substance A-22 a significantly improved fat dissolving power.

Claims

claims 1. washing or cleaning agent containing at least one compound selected from the group of advanced glycation end products (AGEs) and / or their precursors. 2. Washing or cleaning agent according to claim 1, characterized in that the compound from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors by reacting at least one compound from the group of aldehydes with at least one compound from the group of amino acids or proteins is produced. 3. washing or cleaning agent according to claim 2, characterized in that it is a sugar in the compound of the group of aldehydes. 4. washing or cleaning agent according to claim 2 or 3, characterized in that the molar ratio of aldehyde to amino acid in the reaction between 10: 1 and 1: 1, preferably between 7: 1 and 1: 1 and in particular at 5: 1 , 4: 1 or 3: 1. 5. washing or cleaning agent according to one of claims 2 to 4, characterized in that the amino acid is selected from glycine, alanine, lysine, hydroxylysine, arginine, tryptophan and / or histidine. 6. washing or cleaning agent according to one of claims 3 to 5, characterized in that it is the sugar is an aldose, preferably selected from xylose, glucose, lactose, galactose and / or mannose. 7. Washing or cleaning agent according to one of claims 2 to 6, characterized in that the reaction of sugars, preferably selected from xylose, glucose, lactose and / or galactose, with amino acids, preferably selected from glycine, alanine, lysine and / or Arginine, at a reaction temperature between 15 ⁰ C and 95 ⁰ C. 8. washing or cleaning agent according to one of claims 2 to 7, characterized in that the reaction time of the reaction of sugars, preferably selected from xylose, glucose, lactose and / or galactose, with amino acids, preferably selected from glycine, alanine, lysine and or arginine, between 0.5 h and 48 h. 9. Washing or cleaning agent according to one of claims 2 to 8, characterized in that the compound from the group of advanced glycation end products (AGEs) and / or their precursors is selected from compounds of formula 12 to 33rd

18 16 17

22 21

10. washing or cleaning agent according to claim 2, characterized in that the A compound from the group of Advanced Glycation End Products (AGEs) and / or their precursors by reaction of a dialdehyde, preferably glyoxal, with amino acids, preferably selected from glycine, alanine, lysine and / or arginine, at a reaction temperature of 15 ⁰ C to 95 ⁰ C and at a reaction time of 0.5 h to 48 h is produced. 11. Washing or cleaning agent according to one of claims 1 to 10, characterized in that the advanced glycation end products (AGEs) and / or their precursors in amounts of 0.001 to 40 wt .-%, preferably from 0.01 to 20 wt. -%, more preferably from 0.1 to 10 wt .-% and in particular in amounts of from 0.5 to 5 wt .-%, each based on the total amount of the agent contained. 12. Washing or cleaning agent according to one of claims 1 to 1 1, characterized in that it is a liquid, gel, powder or granular agent. 13. Use of a compound or a mixture of various compounds from the group of advanced glycation endproducts (AGEs) and / or their precursors as builder substance, preferably as a water-softening substance. 14. Use of a compound or a mixture of various compounds from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors as complexing agents for alkaline earth metal ions, preferably for calcium and / or magnesium ions. 15. Use of a compound or a mixture of various compounds from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors as (co) surfactant, preferably for the solubilization of water-insoluble compounds. 16. Use of a compound or a mixture of various compounds from the group of advanced glycation end products (AGEs) and / or their precursors for the removal of stains, in particular greasy stains, of textile fabrics or hard surfaces. 17. A method for softening water or an aqueous solution, characterized in that the water or the aqueous solution with a compound or a mixture of different compounds from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors is added. 18. A method for solubilizing water-insoluble hydrophobic substances in water or an aqueous solution, characterized in that the water or the aqueous solution with a compound or a mixture of different compounds from the group of Advanced Glycation Endproducts (AGEs) and / or their precursors is added , 19. A method for cleaning textile fabrics or hard surfaces, in particular for removing stains, especially greasy stains, textile fabrics or hard surfaces, characterized in that in this method in at least one process step at least one compound from the group of advanced glycation Endproducts is used.