EP0584709B1 - Utilisation de copolymères d'acides acrylamidoalkylènesulphoniques en tant qu'additifs pour détergents - Google Patents

Utilisation de copolymères d'acides acrylamidoalkylènesulphoniques en tant qu'additifs pour détergents Download PDF

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Publication number
EP0584709B1
EP0584709B1 EP93113207A EP93113207A EP0584709B1 EP 0584709 B1 EP0584709 B1 EP 0584709B1 EP 93113207 A EP93113207 A EP 93113207A EP 93113207 A EP93113207 A EP 93113207A EP 0584709 B1 EP0584709 B1 EP 0584709B1
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Prior art keywords
weight
detergent
formula
structural units
alkyl
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EP93113207A
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German (de)
English (en)
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EP0584709A3 (en
EP0584709A2 (fr
Inventor
Werner Antwerpen
Martin Dr. Hille
Gerd Dr. Reinhardt
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Clariant Produkte Deutschland GmbH
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Clariant GmbH
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/378—(Co)polymerised monomers containing sulfur, e.g. sulfonate
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0021—Dye-stain or dye-transfer inhibiting compositions

Definitions

  • the laundry washed in the household and industry nowadays consists of uniform or, especially in the household, mostly from different Types of fibers, in particular from natural fibers, primarily cotton and Wool, from regenerated cellulose fibers, e.g. Viscose, made of synthetic fibers, e.g. Polyester, polyamide and polyacrylonitrile, and from mixtures of such fibers.
  • the so-called "white wash” which is made from undyed textiles exists
  • the so-called "colored laundry” made of colored textiles is mostly in different shades and depths, from light or pastel to dark composed. It goes without saying that in one wash Colored household laundry Textiles with a wide variety of color fastnesses available could be.
  • EP-A-0 506 613 published on September 30, 1992, describes lubricants which consist of a mixture of polyethylene glycol di-fatty acid esters and a copolymer of an unsaturated carboxylic acid, one sulfonated monovinyl compound and optionally N-vinylpyrrolidone or a N-vinyl substituted amide exist, and are used for washing textiles.
  • EP-A-0 113 048 describes a process for the preparation of powdered polymers based on water-soluble ethylenically unsaturated monomers. The Polymers thus obtained are used as grinding aids and dispersants for Pigments and as incrustation and graying inhibitors for detergents used.
  • wash items are out Cellulose fibers, especially called cotton; this is mostly with Direct dyes, reactive dyes, sulfur dyes, vat dyes or Colored naphthol dyes, mainly with direct dyes or Reactive dyes.
  • Direct dyes reactive dyes
  • sulfur dyes sulfur dyes
  • vat dyes colored naphthol dyes
  • Both dyeings with direct dyes and dyeings with Reactive dyes on cellulose tend to more or after repeated washing less pronounced "bleeding" in the wash liquors - in the wash liquors consequently there are, for example, unfixed dye, hydrolyzed dye and / or cleaved dye - which leads to the problems described above leads.
  • Another way to prevent color transfer is to incorporate it polymeric color transfer inhibitors in the detergent formulation.
  • the detached dye particles in the wash liquor are trapped by the polymer complexed and stabilized and thus prevented from being pulled back onto the fiber.
  • a disadvantage of these polymeric color transfer inhibitors is that they are often low Solubility, especially with modified polyvinylpyrrolidones, the one Incorporation into liquid detergent formulations difficult.
  • Suitable copolymers contain the monomers 2-acrylamido-2-methylpropanesulfonic acid (AMPS), diallyldimethylammonium chloride (DADMAC), N-vinyl-N-methylacetamide (VIMA), N-vinyl pyrrolidone (VIPY), acrylamide (AM), vinyl acetamide (VA) and vinyl formamide (VF).
  • AMPS 2-acrylamido-2-methylpropanesulfonic acid
  • DMAC diallyldimethylammonium chloride
  • VIMA N-vinyl-N-methylacetamide
  • VIPY N-vinyl pyrrolidone
  • AM acrylamide
  • VA vinyl acetamide
  • VF vinyl formamide
  • Examples are copolymers with 40-70% by weight of 2-acrylamido-2-methylpropanesulfonic acid (3), 10-30% by weight vinyl acetamide and 0-60% by weight acrylamide or 5 - 60 wt .-% 2-acrylamido-2-methyl-propanesulfonic acid or Vinyl sulfonic acid, 2 - 20% by weight vinyl acetamide and 45 - 90% by weight acrylamide.
  • the weight average molecular weights M w of the copolymers used are 50,000 to 20 ⁇ 10 6 .
  • the molecular weights M w for copolymers with low molecular weight are in the range between 50,000 and 3 ⁇ 10 6 , preferably 200,000 - 10 6 .
  • High molecular weight copolymers have molecular weights M w in the range of more than 3 ⁇ 10 6 to 20 ⁇ 10 6 .
  • copolymers described above use is preferably made of copolymers which are available under the trademarks ®Hostamer and ®Hostadrill (Hoechst AG, DE).
  • the invention also relates to detergents which contain these copolymers, these detergents being free from polyols esterified with C 8 -C 26 fatty acids.
  • the detergents can be both industrial detergents as well Be a household detergent. These include in particular powdery and liquid Heavy duty detergent, powder and liquid mild detergent, Dishwasher boosters such as stain salts and pastes as well Laundry after-treatment agent (fabric conditioner and fabric softener).
  • the most essential Components of the detergents are the detersive surfactants, which are primarily (a) anionic, non-ionic and / or zwitterionic detergent surfactants are.
  • the anionic detergent surfactants are primarily sulfonates such as Alkylarylsulfonates, e.g. Dodecylbenzenesulfonate, alkyl sulfonates and alkenyl sulfonates, and sulfates, e.g. Alkyl sulfates, sulfates of ethoxylated amides, esters of ⁇ -sulfo fatty acids or soaps from natural, optionally modified or synthetic fatty acids, the anionic surfactants advantageously in salt form are present, e.g. as alkali metal salt (sodium, potassium), as ammonium salt or as Salt of organic bases, especially monoethanolamine, diethanolamine or Triethanolamine salts.
  • the anionic surfactants also include sulfosuccinates, Alkyl ether sulfates, alkyl ether carboxylates and fatty acid condensation products such as they are usually used in washing and cleaning formulations.
  • Non-ionogenic detergent surfactants Polyethylene glycol ethers of higher alcohols or alkylphenols, polyethylene glycol esters of fatty acids and polyoxyethylation products of fatty acid amides.
  • the fat residues or alkyl and alkylene residues in the above-mentioned surfactants or Alcohols or fatty acids contain, for example, 8-20 carbon atoms;
  • Aryl primarily stands for phenyl;
  • the polyethylene glycol chains can, for example, 3 - Contain 80 ethyleneoxy groups and optionally from propyleneoxy units consist.
  • Typical non-ionic surfactants are alkyl polyethoxylates, Alkyl polyglycosides, glucamides, alkylamine N-oxides, alkylphosphine oxides and Condensation products from fatty alcohols with ethylene oxide and propylene oxide.
  • anionic surfactants are the alkylbenzenesulfonates which Alkane sulfonates, the alkyl sulfonates and soaps and among the non-ionogenic Surfactants the alkyl polyglycol ether.
  • zwitterionic surfactants are derivatives of aliphatic quaternary ones Ammonium, phosphonium and sulphonium compounds as made from US-A-3 925 262 and US-A-3 929 678 are known.
  • sequestering agents (b) are, for example aminopolyacetates (in particular nitrilotriacetate or Ethylenediaminetetraacetate, aminopolymethylene phosphates, sodium triphosphate, Sodium tripolyphosphates, sodium aluminum silicates, sodium silicate, magnesium silicate, Zeolite A, polyacrylates (e.g. ammonium polyacrylates), poly- ⁇ -hydroxyacrylates and Salts of hydroxycarboxylic acids (e.g. sodium citrate, sodium tartrate and Sodium gluconate).
  • aminopolyacetates in particular nitrilotriacetate or Ethylenediaminetetraacetate
  • aminopolymethylene phosphates aminopolymethylene phosphates
  • sodium triphosphate sodium triphosphate
  • Sodium tripolyphosphates sodium aluminum silicates
  • sodium silicate sodium silicate
  • magnesium silicate Zeolite A
  • polyacrylates e.g. ammonium polyacrylates
  • proteases The usual proteases, lipases and Amylases can be mentioned.
  • Customary peroxy compounds can be mentioned as bleaching agents (d), for example perborates, percarbonates, perphosphates or peroxides, especially as alkali metal salts or, especially in liquid formulations, too Hydrogen peroxide.
  • bleaching agents for example perborates, percarbonates, perphosphates or peroxides, especially as alkali metal salts or, especially in liquid formulations, too Hydrogen peroxide.
  • the above sequestering agents come into question, and as optionally present activators can be conventional carboxylic acids or Amido derivatives may be mentioned.
  • washing alkalis for example Ammonium or alkali metal silicates, phosphates, carbonates, borates or hydroxides; the above respective alkaline per compounds can may also act as washing alkalis.
  • dirt carriers e.g. benzotriazoles, ethylene thiourea, cellulose ethers (e.g. Carboxymethyl cellulose) or polyvinyl pyrrolidones.
  • the detergents can contain further additives, for example defoamers (or foam stabilizers), fragrances, Disinfectants, buffer salts, active chlorine-releasing compounds, Corrosion protection agents, solvents, solubilizers, equipment or Carriers, preservatives and other electrolytes (e.g. Sodium sulfate).
  • defoamers or foam stabilizers
  • fragrances Disinfectants
  • buffer salts active chlorine-releasing compounds
  • Corrosion protection agents e.g. Sodium sulfate
  • solvents e.g. Sodium sulfate
  • the quantitative compositions of the detergents can vary Manufacturer and purpose vary widely.
  • the polyvinyl alcohols used according to the invention can individually in the Wash liquors are added or, if desired, can be added to the detergent be incorporated.
  • Washing takes place primarily under slightly acidic to clearly basic Conditions, advantageously at pH values in the range from 6 to 12, preferably 7 to 10.
  • the additives according to the invention are advantageously used in concentrations of 0.05 to 10 g / l, preferably 0.5 to 4 g / l aqueous washing liquor used.
  • the salary of these compounds in the detergent formulation is advantageously in the range of 0.2 to 10% by weight, preferably 1-6% by weight.
  • Washing can take place under normal conditions and as in the respective Washing programs provided by commercial washing machines, expedient in a total washing process in which all components in the Fleet are present and are preferably added.
  • the washing temperature can also fluctuate in common areas, e.g. in the range of 15 - 95 ° C, where the temperatures for colored laundry and today's common temperatures in the range from 30 - 60 ° C are preferred here.
  • any materials can be washed, as they are in industry and Household are provided for the respective washing processes, e.g. loose fibers, Filaments, threads, bobbins, woven fabrics, knitted fabrics, nonwovens, open webs, Tubular goods, velvet, felt, tufted goods, carpets, structured, porous fabric-like Plastic materials (such as those used for household and clothing) and especially semi-finished and finished goods.
  • the substrates can be made from any usual materials, e.g. natural or regenerated cellulose (e.g. Cotton, linen, hemp, viscose), natural polyamides (e.g. wool, silk) or synthetic materials (e.g. polyamides, polyesters, polyacrylonitriles, Polypropylene or polyurethane) and mixtures thereof.
  • the cellulose-containing substrates and, above all, colorful ones Laundry containing colored cellulose substrates.
  • the detergent additives according to the invention are mixed with the usual detergents, e.g. as listed above, well tolerated and practically do not affect them Washing effect, but can even support them. You prevent surprisingly good recovery of bled dyes and Dye degradation products on the washed, especially on the washed material and can be analogous to the others Wash out wash liquor components from the washed material. she do not attack the laundry. They stand out from the known ones polymeric color transfer inhibitors through mostly superior performance out. Due to the good water solubility, it is easy to incorporate into given liquid washing and cleaning formulations.
  • the washing tests were carried out in a Launder-o-meter at 40 ° C.
  • the Washing time was 20 minutes, the detergent concentration 4 g / l WMP Test detergent (laundry research Krefeld), water hardness 16 ° dH.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Claims (10)

  1. Utilisation de copolymères hydrosolubles à base d'acide acrylamidoalkylène-sulfonique, de vinylacétamide et éventuellement d'autres monomères, contenant
    5 - 90% en poids de motifs de structure de formule
    Figure 00210001
    dans laquelle
    R1
    représente un atome d'hydrogène ou un groupe méthyle,
    R2
    représente un groupe alkylène en C2-C10, de préférence alkylène en C2-C6, de manière particulièrement préférée alkylène en C4 et
    Me
    représente un ion ammonium ou un ion de métal alcalin,
    5 - 95% en poids de motifs de structure de formule
    Figure 00210002
    dans laquelle
    R3 et R4
    représentent indépendamment l'un de l'autre un atome d'hydrogène, un groupe méthyle ou éthyle ou R3 et R4 représentent ensemble un groupe propylène, qui par inclusion d'un groupe
    Figure 00210003
    forme un groupe pyrrolidone,
    0 - 90% en poids de motifs de structure de formule - CH = CH - CH2 - N ⁺R5R6 - CH2 - CH = CH - X- dans laquelle
    X représente un ion halogène, de préférence un chlorure
    R5 et R6 représentent indépendamment l'un de l'autre un groupe alkyle en C1-C6, de préférence alkyle en C1-C3, en particulier méthyle ou éthyle et
    0 - 90% en poids de motifs de structure de formule - CHR7 - CHR8 - dans laquelle
    R7
    représente un atome d'hydrogène ou un groupe méthyle et
    R8
    représente un groupe CONH2, CON(CH3)2, cyano, SO3H, SO3Me, C6H4SO3H, C6H4SO3Me, CH2SO3H, CH2SO3Mr, COOH, COOMe ou un groupe ester COOR, dans lequel R représente un groupe alkyle en C1-C15, de préférence alkyle en C1-C8, comme
    additif de détergents pour empêcher la réabsorption de colorants et de produits de dégradation de colorants décollés des substrats.
  2. Utilisation de composés selon la revendication 1, caractérisée en ce que les copolymères utilisés sont constitués de
    40 - 90% en poids de motifs de structure de formule (I),
    10 - 60% en poids de motifs de structure de formule (II) et de
    0 - 40% en poids de motifs de structure de formule (III).
  3. Utilisation de composés selon la revendication 1, caractérisée en ce que les copolymères utilisés sont constitués de
    40 - 70% en poids d'acide 2-acrylamido-2-méthyl-propane-sulfonique ou d'acide vinylsulfonique,
    2 - 20% en poids de vinylacétamide et de
    45 - 90% en poids d'acrylamide.
  4. Utilisation de composés selon l'une des revendications 1 à 3, caractérisée en ce que l'on utilise des copolymères ayant une masse moléculaire en masse (Mm) de 50 000 à 20·106.
  5. Utilisation selon la revendication 1 comme additif de détergent pour textiles, renforçateur de détergents et/ou agent de traitement après lavage.
  6. Utilisation selon la revendication 5 comme additif pour détergents industriels ou détergents ménagers.
  7. Détergents caractérisés par une teneur en copolymères hydrosolubles selon la revendication 1, dans lesquels ces détergents sont exempts de polyols estérifiés avec des acides gras en C8-C26.
  8. Détergents selon la revendication 7, caractérisés en ce qu'il s'agit de détergents pour textiles, de renforçateurs de détergents et/ou d'agents de traitement après lavage.
  9. Détergents selon la revendication 7, contenant des agents tensioactifs anioniques, non ioniques et/ou zwitterioniques.
  10. Détergents selon la revendication 7, contenant des agents séquestrants, des azurants optiques, des enzymes, des agents de blanchiment et éventuellement des stabilisants et des activants et/ou des détergents alcalins.
EP93113207A 1992-08-22 1993-08-18 Utilisation de copolymères d'acides acrylamidoalkylènesulphoniques en tant qu'additifs pour détergents Expired - Lifetime EP0584709B1 (fr)

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DE4227912 1992-08-22
DE4227912 1992-08-22

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EP0584709A3 EP0584709A3 (en) 1996-05-08
EP0584709B1 true EP0584709B1 (fr) 1998-10-21

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US (1) US5607618A (fr)
EP (1) EP0584709B1 (fr)
JP (1) JPH06179893A (fr)
AT (1) ATE172489T1 (fr)
CA (1) CA2104507A1 (fr)
DE (1) DE59309078D1 (fr)
ES (1) ES2123601T3 (fr)

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Publication number Priority date Publication date Assignee Title
US7179778B2 (en) 2002-12-06 2007-02-20 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Liquid acid detergent comprising a phthaloylamino peroxy caproic acid
US7947087B2 (en) 2006-03-14 2011-05-24 Henkel Ag & Co. Kgaa Color transfer inhibitors, detergent compositions containing the same and uses therefor
US8263541B2 (en) 2005-08-19 2012-09-11 Henkel Ag & Co. Kgaa Triazine derivative dye transfer inhibitors, washing products containing the same and uses therefor

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CA2180071A1 (fr) * 1995-07-11 1997-01-12 Thomas Cleveland Kirk Methode et composition de lavage de tissus empechant les transferts de teinture
CA2180070A1 (fr) * 1995-07-11 1997-01-12 Thomas Cleveland Kirk Composition de lavage et utilisation de polymere pour nettoyer un article et lui conferer une resistance a la salissure
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US6207637B1 (en) 1998-10-23 2001-03-27 The Lubrizol Corporation Disulfonated alkylamines as degreasers and hydrotropes
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DE10322269A1 (de) * 2003-05-16 2004-12-02 Clariant Gmbh Flüssige Wasch- und Reinigungsmittel mit Konsistenzgebenden Polymeren
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DE102004020015A1 (de) * 2004-04-21 2005-11-10 Henkel Kgaa Textilpflegemittel
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JP4869823B2 (ja) * 2005-08-08 2012-02-08 花王株式会社 衣料用洗剤組成物
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JP4827132B2 (ja) * 2005-08-15 2011-11-30 花王株式会社 洗濯方法
WO2007134614A1 (fr) * 2006-05-18 2007-11-29 Henkel Ag & Co. Kgaa Lessive protégeant les couleurs
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7179778B2 (en) 2002-12-06 2007-02-20 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Liquid acid detergent comprising a phthaloylamino peroxy caproic acid
US8263541B2 (en) 2005-08-19 2012-09-11 Henkel Ag & Co. Kgaa Triazine derivative dye transfer inhibitors, washing products containing the same and uses therefor
US8785362B2 (en) 2005-08-19 2014-07-22 Henkel Ag & Co. Kgaa Triazine derivative dye transfer inhibitors, washing products containing the same and uses therefor
US7947087B2 (en) 2006-03-14 2011-05-24 Henkel Ag & Co. Kgaa Color transfer inhibitors, detergent compositions containing the same and uses therefor

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DE59309078D1 (de) 1998-11-26
US5607618A (en) 1997-03-04
ATE172489T1 (de) 1998-11-15
JPH06179893A (ja) 1994-06-28
ES2123601T3 (es) 1999-01-16
EP0584709A3 (en) 1996-05-08
EP0584709A2 (fr) 1994-03-02
CA2104507A1 (fr) 1994-02-23

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