Polymer for finishing of substrates containing amino and / or amide groups

A polymer with specific repeating units addresses the issues of yellowing and health hazards in existing colorfastness enhancers by providing excellent colorfastness and low viscosity, enhancing dye anchoring and handling efficiency.

JP2025178175APending Publication Date: 2025-12-05RUDOLF GMBH & CO KG
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Patent Information

Application Number
JP2025084537
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-05-23
Filing Date
2025-05-21
Publication Date
2025-12-05

AI Technical Summary

Technical Problem

Existing colorfastness enhancers for dyed textiles, particularly those using anionic dyes, suffer from issues such as yellowing under UV light, health hazards, and insufficient wash and sweat fastness, while also having high viscosity that complicates handling.

Method used

A polymer composition with specific repeating units, including sodium salts of sulfonated styrene and acrylic acid, is used to anchor dyes through hydrophobic and π interactions, ensuring excellent colorfastness without phenol, bisphenol, or formaldehyde, and maintaining low viscosity for easy handling.

Benefits of technology

The polymer achieves outstanding colorfastness to sweat, washing, and light, while being environmentally friendly and processable, with reduced viscosity for easier application.

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Abstract

To provide a polymer or composition by which a dye can be anchored strongly to a substrate and does not, or only minimally, come off or decolor even through perspiration, frequent washing, steaming, ironing, and / or mechanical friction, and which contains no phenol, bisphenol, or formaldehyde, a method for producing the same, and a use thereof for finishing of substrates.SOLUTION: Provided is a polymer comprising a repeating unit W(1) or a salt thereof, wherein R1 is independently -H, -aryl, or -alkyl, in particular -CH3 or -C2H5.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to partially neutralized polymers, their preparation methods, and their use for finishing substrates. [Background technology]

[0002] Dyed and printed textiles often exhibit poor colorfastness. "Colorfastness" refers to the resistance of a coloration to external influences, such as water, light, or rubbing. This is particularly true for dyeing with anionic dyes, such as acid dyes, metal-containing dyes, or metal complex dyes, and, to a lesser extent, for dyeing with reactive or reduction dyes.

[0003] Many substrates that can be dyed with anionic dyes contain amino or amide groups and are synthetic or naturally occurring, for example, polyamides or polyamide blends, wool, silk, synthetic leather, or leather.

[0004] Anionic dyes bind to the substrate through ionic bonds, however this bond is relatively weak and can cause fastness problems.

[0005] To ensure colorfastness after dyeing, agents are used that enable and promote stable fixation of dye molecules to the fiber, thereby reducing the possibility of color bleeding during wear or washing.

[0006] Colorfastness enhancers have been known for a long time. They form ionic bonds with amino groups on the fiber, creating a surface layer that reduces the diffusion of dyes from the treated fiber.

[0007] Well-known after-treatment agents are, for example, the so-called "syntans," i.e., condensation products of aromatic sulfonic acids and formaldehyde (derivatives). The word "syntan" is a compound word of "synthetic" and "tannin," due to the fact that natural tannins and / or tartar emetic were originally used as after-treatment agents for anionic dyeable fibers.

[0008] Sulfonated condensation products of phenols, naphthols, bisphenols, such as bisphenol A or bisphenol S, are also used as colorfastness enhancers.

[0009] Patent Document 1 describes a sulfonated naphthol formaldehyde condensation product and a sulfonated phenol formaldehyde condensation product as post-treatment agents for polyamides.

[0010] Patent Document 2 discloses an acrylic copolymer that penetrates nylon carpets and other polyamide products to impart stain resistance, but does not disclose its effectiveness as a color fastness improver.

[0011] A drawback of these agents is that the phenolic components tend to cause treated substrates to yellow in ultraviolet light, especially sunlight.

[0012] Furthermore, phenol, bisphenol, or formaldehyde are listed as SVHCs (substances of very high concern) due to their health hazards and environmental unfriendliness, making them increasingly undesirable.

[0013] To avoid these problems, an environmentally friendly composition for fixing dyes is proposed in Patent Document 3. Although this composition solves the problem of yellowing, it does not provide sufficient wash fastness and sweat fastness. [Prior art documents] [Patent documents]

[0014] [Patent Document 1] International Publication No. 94 / 28231 [Patent Document 2] U.S. Patent No. 5,574,106 [Patent Document 3] International Publication No. 95 / 30794 Summary of the Invention [Problem to be solved by the invention]

[0015] SUMMARY OF THE INVENTION It is therefore an object of the present invention to overcome the drawbacks of the prior art. [Means for solving the problem]

[0016] Surprisingly, it has been found that the polymer or composition of the present invention can strongly fix dyes to substrates, and that the dyes do not or only minimally come off or fade even with sweat, frequent washing, steaming, ironing, and / or mechanical friction. No discoloration due to light or ultraviolet light, nor any yellowing, is observed. Furthermore, the polymer or composition of the present invention does not contain substances that pose health risks, such as phenol, bisphenol, or formaldehyde. The composition according to the present invention exhibits suitable flowability and migration properties, good storage stability, and good shear stability.

[0017] Without being bound by any theory, it is assumed that the dye molecules are anchored to the substrate by the polymer according to the present invention substantially through hydrophobic and π interactions of the aromatic groups.

[0018] In one embodiment, the present invention provides a repeating unit W(1) TIFF2025178175000001.tif32170 or a salt thereof, Repeating unit W(2) TIFF2025178175000002.tif28170, Repeating unit W(3) TIFF2025178175000003.tif27170 or a salt thereof, and optionally repeating unit W(4) TIFF2025178175000004.tif53170, R 1 are independently -H, -aryl or -alkyl, in particular -CH3 or -C2H5, preferably H; R 2 independently -C 2~8 -alkyl or C 2~20 -Alkyl or C 2~20 -aryl optionally substituted with -alkenyl, or C 2~20 -Alkyl or C 2~20 -CH2-CH2-O-aryl optionally substituted with -alkenyl, preferably -aryl; A is independently an aryl group, in particular -phenyl, -tolyl, -xylyl, or -naphthyl, particularly preferably phenyl; B independently TIFF2025178175000005.tif26170, especially TIFF2025178175000006.tif31170 substituted aryl groups, in particular -phenyl, -tolyl, -xylyl or -naphthyl, particularly preferably phenyl, At least 75 mole percent of the repeat units W(1) and W(3) are present as at least a monovalent salt, preferably a sodium salt; Concerning polymers.

[0019] Preferably, R 1 is -H in each case.

[0020] A is preferably in each case a phenyl group.

[0021] B is preferably in each case TIFF2025178175000007.tif26170, especially TIFF2025178175000008.tif33170 is a substituted phenyl group.

[0022] R 2 is preferably in each case C 2~20 -alkyl or C 2~20-aryl or -CH-CH-O-aryl substituted with -alkenyl, more preferably in each case C 2~20 -alkyl or C 2~20 -phenyl substituted with -alkenyl or -CH2-CH2-O-phenyl.

[0023] In a preferred embodiment, R in W(1), W(2), W(3) and W(4) 1 is in each occurrence -H, A is in each occurrence -phenyl, and B is in each occurrence substituted phenyl, particularly phenyl substituted with -SO3H.

[0024] At least 75 mol %, preferably 75 mol % to 99.9 mol % of the repeating units W(1) and W(3) are present as at least a monovalent salt, i.e., at least one molecule (singly) deprotonated, and the sum of W(1) and W(3) totals 100 mol % (W(1) + W(3) = 100 mol %).

[0025] The monovalent salt of the repeating unit W(1) is a carboxylate. The monovalent salt of the repeating unit W(3) is, for example, a sulfate, sulfonate, hydrogen phosphate, or primary phosphonate. The divalent salt of the repeating unit W(3) is, for example, a phosphate or secondary phosphonate. The salt-forming cations are independently preferably alkali metal ions or alkaline earth metal ions, particularly sodium ions.

[0026] It has surprisingly been found that excellent substantivity can be achieved at the claimed range of salt group concentrations in the polymer. Furthermore, the viscosity of the polymer in aqueous solution can be significantly reduced compared to polymers with salt contents below the claimed range.

[0027] The beneficial effect of dyeability allows outstanding colorfastness to be achieved, and the reduced viscosity makes it easier to handle the polymer in solution, especially in the form of an aqueous solution.

[0028] The polymer preferably contains 40 mol% to 80 mol%, more preferably 40 mol% to 70 mol%, more preferably 40 mol% to 60 mol%, or more preferably 50 mol% to 70 mol% of repeating units W(1), 5 mol% to 50 mol%, more preferably 25 mol% to 50 mol%, or more preferably 10 mol% to 40 mol% of repeating units W(2), 1 mol% to 20 mol%, more preferably 5 mol% to 20 mol%, more preferably 7 mol% to 20 mol%, or 1 mol% to 10 mol%, preferably 1 mol% to 8 mol% of repeating units W(3), and 0 mol% to 10 mol%, preferably 0 mol% to 5 mol% of repeating units W(4) (W(1) + W(2) + W(3) + W(4) = 100 mol%).

[0029] Therefore, the molar ratio W(1):W(2):W(3):W(4) is preferably 9-20:1-12:0.1-3:0-3, and more preferably 4-6:2.5-5:0.5-2:0-1.

[0030] The polymer preferably contains 35 mol% to 70 mol%, more preferably 40 mol% to 70 mol%, and even more preferably 50 mol% to 70 mol% of repeating units W(2) and W(3) (W(2) + W(3)), based on the total number of repeating units (W(1) + W(2) + W(3) + W(4) = 100 mol%).

[0031] The nonpolar repeat units W(2) and W(3), each containing an aryl group, were found to be involved in excellent interactions with dye molecules and stabilize them on the substrate, an effect believed to be due to π-π interactions.

[0032] At the same time, the dispersibility of the polymer in aqueous media and its interaction with polar substrates, such as amide-containing substrates and / or amino-containing substrates, can be adjusted through the molar ratio of repeating units W(1) and W(3) and their deprotonation degree (75 mol% or more salt formation), without interfering with the (desired) non-polar interactions.Therefore, the polymer of the present invention is surprisingly suitable for the easy finishing of polar substrates in aqueous media with excellent fastness results.

[0033] In a particularly preferred embodiment, the present invention therefore comprises: Repeating unit W(1) or a salt thereof, Repeating unit W(2), A repeating unit W(3) or a salt thereof, and optionally a repeating unit W(4); In a polymer comprising at least 75 mole percent of the repeat units W(1) and W(3) are present as at least a monovalent salt, preferably a sodium salt; The polymer comprises 40 mol% to 70 mol% W(1), 25 mol% to 50 mol% W(2), 5 mol% to 20 mol% W(3), and 0 mol% to 10 mol% W(4), provided that the polymer comprises 35 mol% to 70 mol%, preferably 40 mol% to 70 mol%, of repeating units W(2) and W(3) (W(2)+W(3)).

[0034] The polymers of the present invention are preferably water-soluble, in particular completely soluble in distilled water at 20° C. at a concentration of 100 g / L to 600 g / L, preferably 200 g / L to 300 g / L.

[0035] The pH value of a 30% solution in distilled water at 20°C is preferably 6 to 7, preferably 6.2 to 6.5. The viscosity of a 30% solution in distilled water at 20°C, measured according to DIN 53019 / ISO 3219, is preferably 50 to 1200 mPas, preferably 50 to 600 mPas, more preferably 100 to 300 mPas. The low viscosity promotes easy processability and pumpability. The repeating units W(1), W(2), W(3) and optionally W(4) are preferably arranged statistically, alternately or blockwise in the polymer chain. Preferably, the polymer according to the present invention is a statistical polymer.

[0036] Another aspect of the present invention is a method for producing the above polymer, the method comprising: (a) Monomer M(1) TIFF2025178175000009.tif30170, Monomer M(2) TIFF2025178175000010.tif31170, Monomer M(3) TIFF2025178175000011.tif25170, and optionally monomer M(4) providing TIFF2025178175000012.tif38170 as a solution or dispersion; (b) polymerizing the mixture obtained after step (a); (c) neutralizing the mixture obtained after step (b) so that at least 75 mol % of the repeating units W(1) and W(3) derived from the monomers M(1) and M(3) are present as at least monovalent salts; (d) optionally distilling the mixture obtained after step (c); Includes:

[0037] R 1 , R 2 , A, and B are as defined above.

[0038] Preferred examples of monomer M(3) are sodium styrene sulfonate or sodium vinyltoluene sulfonate.

[0039] Preferred examples of monomers M(4) are ethyl (meth)acrylate, butyl (meth)acrylate, phenyl, benzyl, naphthyl (meth)acrylate, and cardanyl (meth)acrylate, preferably cardanyl (meth)acrylate.

[0040] In step (a), the monomers M(1), M(2), M(3) and optionally M(4) are preferably reacted in water and / or an organic solvent, such as C 2~8 The polymer may be mixed with an alcohol such as ethanol, glycerol, or isopropanol, a glycol such as butyl diglycol, propylene glycol, dipropylene glycol, or tripropylene glycol, a glycol ester, an ester such as propylene glycol monomethyl ether acetate, a ketone such as acetone, and / or a polyalkylene glycol, particularly polyethylene glycol, such as PEG100 to PEG600, preferably PEG200 to PEG300, and propylene glycol, to obtain a solution or dispersion. The solution or dispersion may be produced by methods known to those skilled in the art, including, for example, stirring or application of high shear forces.

[0041] Optionally, in order to obtain a uniform and stable dispersion, adjuvants such as surfactant agents, especially anionic and / or nonionic surfactants, can be utilized.

[0042] Preferably, the anionic surfactant comprises at least one phosphate, phosphonate, sulfate, sulfonate, carboxylate, sulfoacetate, sulfosuccinate and / or taurate group. In a further preferred embodiment, the anionic surfactant comprises mono-(C 4~22 -Alkyl(alkoxy))phosphate, di-(C 4~22 -alkyl(alkoxy))phosphate, mono-(C 4~22 -alkyl)phosphates, di-(C4~22 -alkyl)phosphate, C 4~22 -Alkylaminophosphates, C 4~22 -Alkyl (alkoxy) sulfates, secondary alkyl sulfonates, petroleum sulfonates, C 4~22 -Alkyl sulfonates, C 4~22 -Alkylaryl sulfonates, fatty alcohol ether carboxylates, fatty acid salts, fatty alkyl sulfoacetates, fatty acid amide ether sulfates, fatty alcohol ether carboxylates, nonylphenol ether sulfates, fatty alkyl ether sulfates, C 4~22 Alkyl polyalkoxylene phosphate, and C 4~22 The alkyl polyalkoxylene sulfates are selected from the group consisting of alkyl polyalkoxylene sulfates.

[0043] The nonionic surfactants are preferably fatty acids, fatty acid esters, fatty acid amines, fatty acid amides, fatty alcohols, fatty mono-, di- or tri-alcohols, mono-, di- or triglycerides, alkylphenols, sorbitan fatty acid and sugar derivatives, or trialkylphenol polyalkoxylates, or block copolymers, such as alkoxylation products of poly(ethylene oxide-co-propylene oxide), alkoxylated C9-C 25 Fatty alcohol, alkoxylated C 9~25 Fatty acid amines, alkoxylated C9-C 25 Fatty acid amides, C8-C alkoxylated with carboxylate functionality 25 Fatty acids, alkoxylated C8-C 25 Fatty acid esters, alkoxylated C8-C 25 Alkylphenols and C8-C 25 Alkoxylated monoglycerides of fatty acids, C8-C 25 Alkoxylated diglycerides of fatty acids, or C8-C 25 Alkoxylated triglycerides of fatty acids and / or C8-C 25The nonionic surfactant is selected from the group consisting of its esterification products with fatty acids, or trialkylphenol polyalkoxylates, or block polymers such as poly(ethylene oxide-co-propylene oxide), or fatty alcohol poly(ethylene oxide-co-propylene oxide), and mixtures thereof. The number of alkoxylene groups in the nonionic surfactant is at least 8, preferably 8 to 85, more preferably 10 to 85, and most preferably 10 to 80 repeating units. The alkyl groups may independently be branched or linear, saturated or unsaturated.

[0044] Preferably, 40 mol% to 80 mol%, more preferably 40 mol% to 70 mol%, more preferably 40 mol% to 60 mol%, or more preferably 50 mol% to 70 mol% of M(1), 5 mol% to 50 mol%, more preferably 25 mol% to 50 mol%, or more preferably 10 mol% to 40 mol% of M(2), 1 mol% to 20 mol%, more preferably 5 mol% to 20 mol%, more preferably 7 mol% to 20 mol%, or 1 mol% to 10 mol%, more preferably 1 mol% to 8 mol% of M(3), and 0 mol% to 10 mol%, more preferably 0 mol% to 5 mol% of M(4) (M(1) + M(2) + M(3) + optionally M(4) = 100 mol%) are provided as a solution or dispersion in step (a).

[0045] Therefore, the molar ratio M(1):M(2):M(3):M(4) is preferably 9-20:1-12:0.1-3:0-3, and more preferably 4-6:2.5-5:0.5-2:0-1.

[0046] The polymerization of the mixture obtained after step (a) in step (b) is preferably carried out radically, particularly in the form of radical solution polymerization. For this purpose, preferably, a radical initiator is used, such as inorganic persulfates, such as ammonium persulfate, potassium persulfate, sodium persulfate, hydroperoxides, such as cumene hydroperoxide and tert-butyl hydroperoxide, dialkyl peroxides, such as di-tert-butyl peroxide and dicumyl peroxide, peroxyesters, such as tert-butyl perbenzoate, diacyl peroxides, such as benzoyl peroxide and lauroyl peroxide, and azo compounds, such as azobisisobutyronitrile and azobisvaleronitrile. The weight ratio of the radical initiator to the total mass of the polymer is preferably 3% by weight to 10% by weight.

[0047] It is particularly preferred to use a redox initiator system comprising a combination of a reducing agent, such as sodium hypophosphite, sodium metabisulfite, an iron salt and / or ascorbic acid, and a peroxy compound, which ideally results in a short induction time and a homogeneous molar mass distribution.

[0048] Preferably, a chain transfer agent, such as a phosphite and / or a mercaptan, such as lauryl mercaptan, is also used in the polymerization before or during step (b). The use of a chain transfer agent makes it possible to control the molecular weight and polydispersity of the polymer. The chain transfer agent is preferably added in a proportion of 0.1 to 10% by weight, more preferably 1 to 7% by weight, and most preferably 2 to 3.5% by weight, based on the total mass of the monomers.

[0049] Furthermore, crosslinking agents such as triallylamine, divinylbenzene and glycidyl methacrylate can also be used in a ratio of preferably 0.1 to 12% by weight, more preferably 0.1 to 6% by weight, based on the total mass of the monomers.

[0050] The radical polymerization is preferably carried out at elevated temperatures, for example, between 30°C and 100°C, preferably between 30°C and 80°C, preferably with stirring. The performance of radical polymerization in solution or dispersion is known to those skilled in the art. Step (b) is typically completed when the residual monomer content is less than 5% by weight, preferably less than 2% by weight.

[0051] The polymerizate obtained after step (b), in particular the emulsion or solution polymerizate, is then neutralized, preferably with a base, particularly preferably an alkali hydroxide, such as sodium hydroxide and / or potassium hydroxide, or an alkaline earth hydroxide, such as magnesium hydroxide, respectively, an amine, ammonia, or a mixture thereof.

[0052] At least 75 mol % of the repeating units W(1) and W(3) derived from the monomers M(1) and M(3), respectively, are present after neutralization as at least a monovalent salt or in at least one molecularly deprotonated form. The corresponding amounts can be calculated based on the starting materials or adjusted via titration measurements.

[0053] It has surprisingly been found that by adjusting the salt ratio of repeating units W(1) and W(3) to a range of 75 mol% or more, more preferably 75 mol% to 99.9 mol%, and even more preferably 80 mol% to 90 mol%, excellent dyeability is achieved and the viscosity of the composition is reduced compared to compositions in which less than 75 mol% of repeating units W(1) and W(3) derived from monomers M(1) and M(3) are present as salts, allowing for excellent efficacy and easier processability and pumpability of the product.

[0054] In an optional step (d), water and / or organic solvents, in particular water and / or organic solvents having a boiling point of 100°C or less under normal conditions, can be distilled off or removed from the mixture obtained after step (c). Typically, in particular organic solvents, in particular organic solvents having a boiling point of 100°C or less under normal conditions, are removed. For concentration or to provide the polymer as a dry powder or granules, the solvents used for the solution or dispersion, in particular water and / or organic solvents, can be partially or completely distilled off in step (d). Preferably, after step (c) or (d), the composition has a solids content of 15% to 50% by weight, preferably 25% to 40% by weight, relative to the total mass of the mixture obtained.

[0055] A further aspect of the present invention relates to a polymer obtainable by the above method, which preferably has a pH value of 6 to 7, more preferably 6.2 to 6.5, measured in a 30% solution of the polymer in distilled water at 20° C. The solubility of the polymer in distilled water at 20° C. is preferably 100 g / L to 600 g / L, more preferably 200 g / L to 300 g / L.

[0056] The present invention also provides (A) at least one polymer according to the present invention; (B) water and optionally a solvent, such as C 2~8 alcohols, glycols, glycol esters, esters, ketones and / or polyalkylene glycols, in particular polyethylene glycol or polypropylene glycol, (C) optionally one or more additives, such as anionic and / or nonionic surfactants, UV stabilizers or salts, such as sodium sulfate, aluminum sulfate, zinc sulfate or magnesium sulfate, and / or calcium chloride; The present invention relates to a composition comprising:

[0057] The salts mentioned in step (c) can further enhance the dyeability of the polymer according to the invention, i.e. improve the affinity of the polymer to the substrate.

[0058] Preferably, the composition of the present invention comprises: (A) at least one polymer of the present invention; (B) water and optionally an organic solvent such as ethanol; (C) optionally an additive; Includes:

[0059] The composition preferably contains 15% to 50% by weight, more preferably 25% to 40% by weight of component (A) based on the total weight of the composition.

[0060] The composition preferably has a viscosity of 50 mPas to 1200 mPas, even more preferably 50 mPas to 600 mPas, more preferably 100 mPas to 300 mPas, and most preferably 200 mPas to 700 mPas at 20°C, as measured in accordance with DIN 53019 / ISO 3219, for example using a Haake VT3R viscometer.

[0061] The pH value of the present composition at 20°C is preferably in the range of 6 to 7, more preferably 6.2 to 6.5.

[0062] The composition can be further diluted with a solvent, such as water. Preferably, the solid content of the polymer can be adjusted to 0.5% to 2% by weight based on the total weight of the composition.

[0063] The polymers according to the present invention or the compositions according to the present invention are excellently suited to improving the fastness, in particular the colorfastness, for example, sweat fastness, washing fastness, light fastness, water fastness, and rub fastness of substrates containing amide and / or amino groups. At the same time, the polymers according to the present invention can also be advantageously used as soil repellents. The polymers are also suitable for tanning or retanning leather.

[0064] "Fastness," especially "colorfastness," is understood as follows to mean the resistance of a dyed substrate to physical, chemical, and photochemical influences. "Colorfastness" includes not only waterfastness, such as fastness to salt water and chlorine water, washing fastness, sweat fastness, and rubbing fastness, but also lightfastness, i.e., resistance to ultraviolet light and sunlight. Water and washing fastness refers to resistance to salt water and chlorine water, and to washing in normal detergent foam at various temperatures. Washing fastness can be determined, for example, in accordance with DIN EN ISO 105-C06 A1S (40°C). Waterfastness can be tested, for example, in accordance with DIN EN ISO 105-E01. For chlorinated bath water fastness, a standard test in accordance with DIN EN ISO 105-E03 can be used.

[0065] Sweat resistance refers to resistance to human sweat, which contains acidic and alkaline components, which can attack the dye and cause bleaching or discoloration, respectively. Sweat resistance can be measured, for example, according to DIN EN ISO 105-E04. Finally, abrasion resistance refers to resistance to wear caused by mechanical stress.

[0066] The substrate containing amide or amino groups is preferably made from natural or synthetic materials, in particular wool, such as sheep's wool, cashmere, mohair, or goat's hair, silk, polyamides, such as polyamide 6.0 and polyamide 6.6, polyamide blends, synthetic leather, leather, or a mixture thereof. Substrates suitable for the present invention are preferably flexible substrates, such as textile substrates, synthetic leather, or leather. In particular, substrates are textiles, such as fibers, linear structures, such as threads, yarns, linen, cords, ropes, twisted yarns, (woven) fabrics, knitted fabrics, nonwoven fabrics, cords, semi-finished and finished textile products, and finished goods made therefrom.

[0067] Textiles are used in the clothing industry, for example for sportswear, swimwear, leisurewear, for home textiles, for example for carpets, curtains, upholstery fabrics, or for technical textiles, for example for protective workwear.

[0068] In a further aspect, the present invention relates to a method for finishing a substrate with a polymer according to the invention or a composition according to the invention, comprising the steps of: (i) providing a polymer as described above or a composition as described above in an aqueous solution or dispersion; (ii) applying the mixture of step (i) to a substrate, in particular a fiber, fabric, knitted fabric, nonwoven fabric, felt, braided fabric, synthetic leather or leather; (iii) drying the product obtained after step (ii) at elevated temperature; The present invention relates to a method, including:

[0069] Preferably, the substrate is as described above.

[0070] The aqueous solution or dispersion of step (i) is preferably a solution of water and optionally an organic solvent, such as C 2~8 The polymer comprises an alcohol, glycol, glycol ester, ester, ketone and / or polyalkylene glycol, and preferably comprises 0.1% to 2% by weight, more preferably 0.2% to 1.5% by weight, and most preferably 0.6% to 1.2% by weight, of the total weight of the aqueous solution or dispersion or composition.

[0071] Typically, the pH value of the aqueous solution or dispersion in step (i) is 3-6.5, preferably 3-5.

[0072] Application of the mixture to the substrate is carried out using methods known to those skilled in the art, such as spraying, foulard, dipping, exhaust, brushing, foaming or slop padding methods.

[0073] For textile substrates, the polymer can be applied by forced application or exhaustion. Typically, forced application involves preparing a liquor of the desired concentration and applying it to the foulard from an aqueous medium via forced application with a liquor pick-up of 40% to 100%.

[0074] The method is typically adjusted to apply from about 0.1% to about 2% by weight of polymer according to the present invention, preferably from 0.1% to 1.5% by weight, more preferably from 0.3% to 1.2% by weight, based on the dry weight of the substrate.

[0075] The product obtained in step (iii) is dried preferably at 80 to 140°C, more preferably at 100 to 120°C.

[0076] A further aspect of the invention is a fiber, textile, synthetic leather, or leather finished with a polymer of the invention or a composition of the invention, or produced by a process of the invention.

[0077] The present invention will now be explained in more detail by the following examples, without however being limited thereto. [Example]

[0078] Preparation Example 1: In a suitable four-neck flask equipped with a distillation condenser, an adjustable stirrer, and an internal thermometer, place 43 g of water, 0.05 g of diethylenetriaminepenta(methylene)phosphonic acid sodium salt, 5 g of sodium hypophosphite monohydrate, and 70 g of isopropanol. After inerting with nitrogen several times, heat the flask to reflux.

[0079] A solution containing 16.8 g (0.08 mol) of sodium styrenesulfonate, 70.5 g of water, 82.5 g of isopropanol, 40.3 g (0.56 mol) of acrylic acid, and 59.6 g (0.57 mol) of styrene is added to a four-neck flask over a period of 4 hours. A solution of 8 g of sodium persulfate in 37 ml of water is also added to the four-neck flask over a period of 5 hours. The solution is then refluxed for 1 hour. 1.85 g of sodium persulfate in 41 g of water is then added, and the solution is again refluxed for 1 hour. The solution is then cooled, and 50% sodium hydroxide solution is added to achieve a degree of neutralization of at least 75 mol %. The isopropanol is then removed by vacuum distillation. Finally, water is added to obtain a dry matter of approximately 30%.

[0080] Manufacturing Example 2: In a suitable four-neck flask equipped with a distillation condenser, an adjustable stirrer, and an internal thermometer, place 43 g of water, 0.05 g of diethylenetriaminepenta(methylenephosphonic acid) sodium salt, 5 g of sodium hypophosphite monohydrate, and 70 g of isopropanol. After inerting with nitrogen several times, heat the flask to reflux.

[0081] A solution containing 16.5 g (0.08 mol) of sodium styrenesulfonate, 70.5 g of water, 82.5 g of isopropanol, 39.8 g (0.55 mol) of acrylic acid, 58.9 g (0.56 mol) of styrene, and 6 g (0.02 mol) of Cardolite NX 2026 was added to a four-neck flask over a period of 4 hours. A solution of 8 g of sodium persulfate in 37 ml of water was also added to the four-neck flask over a period of 5 hours. The solution was then refluxed for 1 hour. 1.85 g of sodium persulfate in 41 g of water was then added, and the solution was again refluxed for 1 hour. The solution was then cooled, and 50% sodium hydroxide solution was added to achieve a degree of neutralization of at least 75 mol%. The isopropanol was then removed by vacuum distillation. Finally, water was added to obtain a dry matter content of approximately 30%.

[0082] Example 3: Applied Technology Polyamide 6.6 knitted fabric dyed with Acid Red 426 was after-treated with the preparations from Example 1 and Example 2.

[0083] The post-treatment was carried out by exhaustion using the preparations from Examples 1 and 2 at 4% by weight of the article, in a bath ratio of 1:10, at 70° C. for 20 minutes, the pH being adjusted to 3 with a buffer system based on formic acid / sodium formate.

[0084] The washing fastness of the post-treated test pieces at 40°C was measured using a multi-fiber mixed woven fabric in accordance with DIN EN ISO105-C06 A1S (40°C).

[0085] The color change was evaluated by gray scale according to DIN EN20102-A02.

[0086] For this purpose, the color of the textile samples was evaluated on a scale of 1 to 5 based on a gray scale for color change, with the scale ranging from 5 to 1, where 5 represents negligible or no color change and 1 represents a significant color change. The results for the formulations from Example 1 and Example 2 are set forth below.

[0087] TIFF2025178175000013.tif24170

[0088] The staining was assessed by grey scale according to DIN EN ISO 105-A03.

[0089] To assess staining, treated and untreated test fabrics were placed side-by-side on a flat surface and compared on a gray scale. Grades ranged from 5 to 1, with grade 5 being awarded only if there was no difference between the treated and untreated test fabrics. Grade 1 represented a significant difference between the treated and untreated test fabrics.

[0090] TIFF2025178175000014.tif41170

[0091] Thus, the preparations according to the invention of Examples 1 and 2 achieve excellent washfastness and prevent staining of co-washed textiles.

[0092] Comparative Example 1: In a suitable four-neck flask equipped with a distillation condenser, adjustable stirrer, and internal thermometer was placed 68.25 g of 99% ethanol, 21.75 g of deionized water, and 0.10 g of a 40% solution of the pentasodium salt of diethylenetriaminepentaacetic acid. After repeated inerting with nitrogen, the flask was heated to reflux. A solution of 2.64 g of ammonium persulfate in 15 g of deionized water was added.

[0093] A solution containing 15 g (0.073 mol) of sodium styrene sulfonate, 48.2 g of deionized water, 159.25 g of ethanol (99%), 112.5 g (1.249 mol) of 80% acrylic acid in deionized water, and 45 g (0.432 mol) of styrene was added to a four-neck flask over a period of 3 hours. A solution of 3.36 g of ammonium persulfate in 20 mL of deionized water was also added to the four-neck flask over a period of 3.5 hours. The solution was then refluxed for 1 hour. The solution was then cooled, and a solution of 34.75 g of sodium hydroxide pellets in 150 g of deionized water was added. The ethanol was then removed by vacuum distillation. Deionized water was added to the flask to a net weight of 430 g.

[0094] This resulted in a dry matter content of approximately 39%. The product is highly viscous.

[0095] After adjustment to about 30% dry matter, a viscosity of 30000 mPas and a pH value of 5.9 was obtained.

[0096] Molar ratio in polymer: Sodium styrene sulfonate: 4.16 mol% Acrylic acid: 21.66 mol% Sodium acrylate: 49.54 mol% Styrene: 24.62 mol%

[0097] Comparative Example 2: In a suitable four-neck flask equipped with a distillation condenser, adjustable stirrer, and internal thermometer was placed 68.25 g of 99% ethanol, 21.75 g of deionized water, and 0.10 g of a 40% solution of the pentasodium salt of diethylenetriaminepentaacetic acid. After repeated inerting with nitrogen, the flask was heated to reflux. A solution of 2.64 g of ammonium persulfate in 15 g of deionized water was added.

[0098] A solution containing 3 g (0.015 mol) of sodium styrenesulfonate, 49.72 g of deionized water, 159.25 g of 99% ethanol, 104.88 g (1.164 mol) of 80% acrylic acid in deionized water, and 37.5 g (0.360 mol) of styrene was added to a four-neck flask over a period of 3 hours. A solution of 3.36 g of ammonium persulfate in 20 mL of water was also added to the four-neck flask over a period of 3.5 hours. The solution was then refluxed for 1 hour. The solution was then cooled, and a solution of 46.57 g of sodium hydroxide pellets in 150 g of deionized water was added. The ethanol was then removed by vacuum distillation. Deionized water was added to a net weight of 430 g.

[0099] This resulted in a dry matter of approximately 34%, a pH value of 7.7 and a viscosity of 400 mPas.

[0100] Preparation starting from sodium acrylate monomer is not possible, therefore deprotonation was carried out by addition of sodium hydroxide.

[0101] Molar ratio in polymer: Sodium styrene sulfonate: 0.97 mol% Sodium acrylate: 75.63 mol% Styrene: 23.40 mol%

[0102] Comparative Example 3 In a suitable four-neck flask equipped with a distillation condenser, an adjustable stirrer, and an internal thermometer, 130 g of isopropanol and 35 g of deionized water were placed. After repeated inerting with nitrogen, the flask was heated to 80°C.

[0103] A solution containing 20.7 g (0.100 mol) of sodium styrenesulfonate, 45 g of deionized water, 110 g (1.278 mol) of methacrylic acid, and 19 g (0.148 mol) of butyl acrylate was added to a four-neck flask over approximately two hours. A solution of 16.6 g (0.069 mol) of sodium persulfate in 60 mL of deionized water was also added to the four-neck flask over approximately two hours. The solution was then refluxed for one hour. 500 g of deionized water was then added to the solution. The isopropanol was then removed by vacuum distillation. The distillation was continued until an internal temperature of 99°C to 100°C was reached.

[0104] The dry matter of the specimen was about 20%, the viscosity was 350 mPas, and the pure pH value was 1.3. The pH value of a 1% solution was 3.5.

[0105] Molar ratio in polymer: Sodium styrene sulfonate: 6.55 mol% Methacrylic acid: 83.75 mol% Butyl acrylate: 9.70 mol%

[0106] Comparative Example 4 Starting from Comparative Example 3, the butyl acrylate was replaced with an equal amount of styrene.

[0107] In a suitable four-neck flask equipped with a distillation condenser, an adjustable stirrer, and an internal thermometer, 130 g of isopropanol and 35 g of deionized water were placed. After repeated inerting with nitrogen, the flask was heated to 80°C.

[0108] A solution containing 20.7 g (0.100 mol) of sodium styrenesulfonate, 45 g of deionized water, 110 g (1.278 mol) of methacrylic acid, and 19 g (0.182 mol) of styrene was added to a four-neck flask over approximately two hours. A solution of 16.6 g (0.069 mol) of sodium persulfate in 60 mL of water was also added to the four-neck flask over two hours. The solution was then refluxed for one hour. 500 g of deionized water was then added to the solution. The isopropanol was then removed by vacuum distillation. The distillation was continued until an internal temperature of 99°C to 100°C was reached.

[0109] The dry matter of the specimen was approximately 20%. The specimen was hard and the viscosity could not be measured. Therefore, the pH value was measured for a 1% solution and was found to be 3.5.

[0110] Molar ratio in polymer: Sodium styrene sulfonate: 6.41 mol% Methacrylic acid: 81.92 mol% Styrene: 11.67 mol%

[0111] Comparative example applied technology: The colour change was again assessed by grey scale according to DIN EN 20102-A02.

[0112] TIFF2025178175000015.tif41170

[0113] Subsequently, polyamide 6.6 knitted fabrics dyed with Acid Red 426 were after-treated with the polymers according to Comparative Examples 1 to 4. For this purpose, the solids content of the polymers was adjusted with deionized water. The pH was in each case adjusted to 3 with a buffer system based on formic acid / sodium formate.

[0114] The post-treatment was carried out by the exhaust method for 20 minutes at 70° C. The amount of each preparation used was 4% of the article weight.

[0115] The determination of the wash fastness at 40° C. of the post-treated test specimens was carried out in accordance with DIN EN ISO 105-C06 A1S (40° C.) using a multifiber mixed weave attachment fabric.

[0116] The staining was assessed by grey scale according to DIN EN ISO 105-A03.

[0117] To assess staining, test treated and untreated attachment fabrics were placed side by side on a flat surface and compared against a grey scale (see above).

[0118] TIFF2025178175000016.tif60170

[0119] It was found that on all fabrics tested, the compositions according to the invention produced significantly better colorfastness, especially washfastness, than the comparative polymers.

[0120] The present invention includes the following items:

[0121] 1. Repeating unit W(1) TIFF2025178175000017.tif32170 or a salt thereof, Repeating unit W(2) TIFF2025178175000018.tif30170, Repeating unit W(3) TIFF2025178175000019.tif26170 or a salt thereof, and optionally repeating unit W(4) TIFF2025178175000020.tif53170, R 1 are independently -H, -aryl or -alkyl, in particular -CH3 or -C2H5, preferably H; R 2 is independently C 2~8 -alkyl or C 2~20 -Alkyl or C 2~20-aryl optionally substituted with -alkenyl, or C 2~20 -Alkyl or C 2~20 -CH2-CH2-O-aryl optionally substituted with -alkenyl, preferably -aryl; A is independently an aryl group, in particular -phenyl, -tolyl, -xylyl, or -naphthyl, particularly preferably phenyl; B independently TIFF2025178175000021.tif28170 substituted aryl groups, in particular -phenyl, -tolyl, -xylyl or -naphthyl, particularly preferably phenyl, A polymer wherein at least 75 mole percent of the repeat units W(1) and W(3) are present as at least a monovalent salt, preferably a sodium salt.

[0122] 2. The polymer according to item 1, wherein the polymer preferably contains 40 mol% to 80 mol% of W(1), 5 mol% to 50 mol% of W(2), 0.4 mol% to 10 mol%, preferably 1 mol% to 10 mol% of W(3), and 0 mol% to 10 mol% of W(4).

[0123] 3. The polymer according to item 1 or 2, wherein the molar ratio of W(1):W(2):W(3):W(4) is 9-20:1-12:0.1-3:0-3.

[0124] 4.R 1

[0023] Items 4. The polymer according to any one of items 1 to 3, wherein each occurrence of is -H, A each occurrence of is -phenyl, and B each occurrence of is -substituted phenyl.

[0125] 5. The polymer according to any one of items 1 to 4, wherein the polymer is soluble in distilled water at 20°C at a concentration of 100 g / L to 600 g / L.

[0126] 6. The polymer according to any one of items 1 to 5, wherein the pH value of a 30% solution in distilled water at 20°C is 6 to 7, preferably 6.2 to 6.5, and / or the viscosity of a 30% solution in distilled water at 20°C, measured in accordance with DIN 53019 / ISO 3219, is 50 mPas to 600 mPas, preferably 100 mPas to 300 mPas.

[0127] 7. The polymer according to any one of items 1 to 6, wherein the repeating units W(1), W(2), W(3), and optionally W(4) are arranged statistically, alternatingly, or blockwise in the polymer chain.

[0128] 8. A method for producing the polymer according to any one of items 1 to 7, (a) Monomer M(1) TIFF2025178175000022.tif28170, Monomer M(2) TIFF2025178175000023.tif29170, Monomer M(3) TIFF2025178175000024.tif24170, and optionally monomer M(4) providing TIFF2025178175000025.tif40170 as a solution or dispersion; (b) polymerizing the mixture obtained after step (a); (c) neutralizing the mixture obtained after step (b) so that at least 75 mol % of the repeating units W(1) and W(3) derived from the monomers M(1) and M(3) are present as at least monovalent salts; (d) optionally distilling the mixture obtained after step (c); A method comprising:

[0129] 9. In step (a), water and / or an organic solvent, such as C 2~8Item 9. The method according to item 8, wherein an alcohol, a glycol, a glycol ester, an ester, a ketone and / or a polyalkylene glycol is used as a solvent or dispersant.

[0130] 10. The method according to item 8 or 9, wherein in step (a), 40 mol% to 80 mol% of M(1), 5 mol% to 50 mol% of M(2), 0.4 mol% to 10 mol%, preferably 1 mol% to 10 mol% of M(3), and 0 mol% to 10 mol% of M(4) are provided, and in step (a), the molar ratio of M(1):M(2):M(3):M(4)=9 to 20:1 to 12:0.1 to 3:0 to 3 is provided.

[0131] 11. The method according to any one of items 8 to 10, wherein radical polymerization is carried out in step (b) preferably using a radical initiator, for example, an inorganic persulfate, such as ammonium persulfate, potassium persulfate, or sodium persulfate; a hydroperoxide, such as cumene hydroperoxide and tert-butyl hydroperoxide; a dialkyl peroxide, such as di-tert-butyl peroxide and dicumyl peroxide; a peroxyester, such as tert-butyl perbenzoate; a diacyl peroxide, such as benzoyl peroxide and lauroyl peroxide; or an azo compound, such as azobisisobutyronitrile or azobisvaleronitrile.

[0132] 12. The method of claim 11, wherein the radical initiator is a redox initiator system comprising a combination of a reducing agent, such as sodium hypophosphite, sodium metabisulfite, an iron salt and / or ascorbic acid, and a peroxy compound.

[0133] 13. The method according to any one of items 8 to 12, wherein a chain transfer agent, such as a hypophosphite, and / or a mercaptan, such as lauryl mercaptan, is added before or during step (b).

[0134] 14. The method according to any one of items 8 to 13, wherein in step (c), a base, such as an alkali hydroxide, an alkaline earth hydroxide, an amine, ammonia, preferably sodium hydroxide and / or potassium hydroxide, is added to the mixture obtained after step (b).

[0135] 15. A polymer obtainable by the method according to any one of items 8 to 14.

[0136] 16. The polymer according to item 15, wherein the pH value of a 30% solution of the polymer in distilled water at 20°C is 6 to 7, preferably 6.2 to 6.5, and / or the solubility of the polymer in distilled water at 20°C is 100 g / L to 600 g / L, preferably 200 g / L to 300 g / L.

[0137] 17. The polymer according to any one of items 1 to 7 or 15 or 16, wherein the polymer comprises 40 mol% to 70 mol% of W(1), 25 mol% to 50 mol% of W(2), 5 mol% to 20 mol% of W(3), and 0 mol% to 10 mol% of W(4), with the proviso that the polymer comprises 30 mol% to 70 mol%, preferably 35 mol% to 70 mol%, preferably 40 mol% to 70 mol% of repeating units of W(2) and W(3) (W(2) + W(3)).

[0138] 18. (A) At least one polymer according to any one of items 1 to 7 or items 15 to 17; (B) water and optionally a solvent, such as C 2~8 alcohols, glycols, glycol esters, esters, ketones and / or polyalkylene glycols, (C) optionally one or more additives, such as anionic and / or nonionic surfactants, UV stabilizers or salts, such as sodium sulfate, aluminum sulfate, zinc sulfate or magnesium sulfate, and / or calcium chloride; A composition comprising:

[0139] 19. The composition according to item 18, comprising 15% to 50% by weight, preferably 25% to 40% by weight, of component (A) relative to the total weight of the composition.

[0140] 20. The composition according to item 18 or 19, wherein the composition has a viscosity at 20°C, measured in accordance with DIN 53019 / ISO 3219, of 50 mPas to 1200 mPas, preferably 200 mPas to 700 mPas.

[0141] 21. The composition according to any one of items 18 to 20, wherein the pH value of the composition is in the range of 6 to 7, preferably 6.2 to 6.5 at 20°C.

[0142] 22. Use of the polymer according to any one of items 1 to 7 or 15 to 17 or the composition according to any one of items 18 to 21 for improving the fastness, in particular the color fastness, for example sweat fastness, washing fastness, light fastness, water fastness, and rub fastness of a substrate containing amide groups and / or amino groups, as a stain repellent, preferably for carpets, and for tanning or retanning leather.

[0143] 23. The use according to paragraph 22, wherein the substrate containing amide and / or amino groups is dyed, in particular wool, silk, polyamides such as polyamide 6.0 and polyamide 6.6, synthetic leather, leather or mixtures thereof.

[0144] 24. A method for finishing a substrate using the polymer according to any one of items 1 to 7 or items 15 to 17 or the composition according to any one of items 18 to 21, (i) preparing an aqueous solution or aqueous dispersion of the polymer according to any one of items 1 to 7 or items 15 to 17 or the composition according to any one of items 18 to 21; (ii) applying the mixture of step (i) to a substrate, in particular a fiber, fabric, knitted fabric, nonwoven fabric, felt, braided fabric, synthetic leather or leather; (iii) drying the product obtained after step (ii) at elevated temperature; A method comprising:

[0145] 25. The aqueous solution or dispersion of step (i) is prepared by dissolving water and optionally an organic solvent, such as C 2~8 Item 25. The method according to Item 24, wherein the polymer comprises an alcohol, a glycol, a glycol ester, an ester, a ketone, and / or a polyalkylene glycol, and the polymer is contained in an amount of preferably 0.1 wt % to 2 wt %, more preferably 0.2 wt % to 1.5 wt %, and most preferably 0.6 wt % to 1.2 wt %, based on the total weight of the aqueous solution or dispersion.

[0146] 26. The method according to paragraph 24 or 25, wherein the application according to step (ii) is carried out by spraying, foulard, dipping, exhaustion, brushing, foaming or slop padding methods.

[0147] 27. The method according to any one of items 24 to 26, wherein step (iii) is carried out at 80°C to 140°C, preferably 100°C to 120°C.

[0148] 28. A fiber, textile, synthetic leather, or leather that has been finished using the polymer according to any one of items 1 to 7 or items 15 to 17, or the composition according to any one of items 18 to 21, or that has been obtained by the method according to any one of items 24 to 27.

Claims

1. Repeating unit W(1) or a salt thereof, Repeating unit W(2) 、 Repeating unit W (3) or a salt thereof, and optionally repeating unit W(4) A polymer comprising: R 1 are independently —H, -aryl or -alkyl, especially —CH 3 Or -C 2 H 5 , preferably H; R 2 are independently -C 2~8 - alkyl or C 2~20 -Alkyl or C 2~20 -aryl optionally substituted with alkenyl, or C 2~20 -Alkyl or C 2~20 -CH optionally substituted with -alkenyl 2 -CH 2 -O-aryl, preferably -aryl; A is independently an aryl group, in particular -phenyl, -tolyl, -xylyl, or -naphthyl, particularly preferably phenyl; B independently: an aryl group substituted with, in particular -phenyl, -tolyl, -xylyl or -naphthyl, particularly preferably phenyl, at least 75 mole percent of the repeating units W(1) and W(3) are present as at least a monovalent salt, preferably a sodium salt; The polymer preferably comprises 40 mol% to 80 mol% W(1), 5 mol% to 50 mol% W(2), 0.4 mol% to 10 mol% W(3) and 0 mol% to 10 mol% W(4), and / or The preferred molar ratio is W(1):W(2):W(3):W(4)=9-20:1-12:0.1-3:0-3. polymer.

2. R 1 2. The polymer of claim 1, wherein: each occurrence of is -H; A each occurrence of is -phenyl; and B each occurrence of is -substituted phenyl.

3. the polymer is soluble in distilled water at 20°C at 100 g / L to 600 g / L; and / or the pH value of a 30% solution in distilled water at 20°C is between 6 and 7, preferably between 6.2 and 6.5, and / or the viscosity of a 30% solution in distilled water at 20°C, measured in accordance with DIN 53019 / ISO 3219, is between 50 mPas and 600 mPas, preferably between 100 mPas and 300 mPas; The polymer according to claim 1 or 2.

4. 3. A method for producing the polymer of claim 1 or 2, comprising: (a) Monomer M(1) 、 Monomer M(2) 、 Monomer M(3) and optionally a monomer M(4) as a solution or dispersion; (b) polymerizing the mixture obtained after step (a); (c) neutralizing the mixture obtained after step (b) so that at least 75 mol % of the repeating units W(1) and W(3) derived from the monomers M(1) and M(3) are present as at least monovalent salts; (d) optionally distilling the mixture obtained after step (c); A method comprising:

5. In step (a), water and / or an organic solvent, such as C 2~8 alcohols, glycols, glycol esters, esters, ketones and / or polyalkylene glycols are used as solvents or dispersants; and / or In step (a), providing 40 mol% to 80 mol% of M(1), 5 mol% to 50 mol% of M(2), 0.4 mol% to 10 mol% of M(3), and 0 mol% to 10 mol% of M(4); and / or In step (a), the molar ratio of M(1):M(2):M(3):M(4) is 9-20:1-12:0.1-3:0-3; The method of claim 4.

6. Preferably, radical polymerization is carried out in step (b) using radical initiators, such as inorganic persulfates, for example ammonium persulfate, potassium persulfate, sodium persulfate, hydroperoxides, for example cumene hydroperoxide and tert-butyl hydroperoxide, dialkyl peroxides, for example di-tert-butyl peroxide and dicumyl peroxide, peroxyesters, for example tert-butyl perbenzoate, diacyl peroxides, for example benzoyl peroxide and lauroyl peroxide, and azo compounds, for example azobisisobutyronitrile and azobisvaleronitrile, and / or The radical initiator is a redox initiator system comprising a combination of a reducing agent, such as sodium hypophosphite, sodium metabisulfite, an iron salt and / or ascorbic acid, and a peroxy compound; The method of claim 4.

7. 5. The process according to claim 4, wherein in step (c) a base, such as an alkali hydroxide, alkaline earth hydroxide, amine, ammonia, preferably sodium hydroxide and / or potassium hydroxide, is added to the mixture obtained after step (b).

8. A polymer obtainable by the method according to claim 4.

9. (A) at least one polymer according to claim 1; (B) water and optionally a solvent, such as C 2~8 alcohols, glycols, glycol esters, esters, ketones and / or polyalkylene glycols, (C) optionally one or more additives, such as anionic and / or nonionic surfactants, UV stabilizers or salts, such as sodium sulfate, aluminum sulfate, zinc sulfate or magnesium sulfate, and / or calcium chloride; A composition comprising: The composition preferably comprises 15% to 50% by weight, preferably 25% to 40% by weight, of component (A) relative to the total weight of the composition; composition.

10. the composition has a viscosity at 20°C, measured according to DIN 53019 / ISO 3219, of 50 mPas to 600 mPas, preferably 100 mPas to 300 mPas, and / or the pH value of the composition is in the range of 6 to 7, preferably 6.2 to 6.5 at 20°C; The composition of claim 9.

11. 11. Use of a polymer according to claim 1 or 2 or a composition according to claim 9 or 10 for improving the fastness, in particular the colour fastness, such as sweat fastness, wash fastness, light fastness, water fastness and rub fastness of a substrate containing amide and / or amino groups, comprising The substrate containing amide and / or amino groups is preferably dyed and comprises in particular wool, silk, polyamides, such as polyamide 6.0 and polyamide 6.6, synthetic leather, leather or mixtures thereof. use.

12. 11. A method for finishing a substrate with a polymer according to claim 1 or 2 or a composition according to claim 9 or 10, comprising the steps of: (i) providing a polymer according to claim 1 or 2 or a composition according to claim 9 or 10 in an aqueous solution or dispersion; (ii) applying the mixture of step (i) to a substrate, in particular a fiber, fabric, knitted fabric, nonwoven fabric, felt, braided fabric, synthetic leather or leather; (iii) drying the product obtained after step (ii) at elevated temperature; A method comprising:

13. The aqueous solution or dispersion of step (i) is prepared by mixing water and optionally an organic solvent, such as C 2~8 13. The method according to claim 12, comprising an alcohol, glycol, glycol ester, ester, ketone and / or polyalkylene glycol, preferably comprising 0.2% to 2% by weight, preferably 0.2% to 1.5% by weight, preferably 0.6% to 1.2% by weight of a polymer, based on the total weight of the aqueous solution or dispersion.

14. 13. The method according to claim 12, wherein the application in step (ii) is carried out by spraying, foulard, dipping, exhaustion, brushing, foaming or slop padding methods.

15. 13. A fiber, textile, synthetic leather or leather finished with a polymer according to claim 1 or 2 or a composition according to claim 9 or 10, or obtainable by a method according to claim 12.

Citation Information

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