EP0882117A1 - Schmutzabweisendes mittel und verfahren zur behandlung von gewebten baumwollartikeln - Google Patents

Schmutzabweisendes mittel und verfahren zur behandlung von gewebten baumwollartikeln

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Publication number
EP0882117A1
EP0882117A1 EP97906221A EP97906221A EP0882117A1 EP 0882117 A1 EP0882117 A1 EP 0882117A1 EP 97906221 A EP97906221 A EP 97906221A EP 97906221 A EP97906221 A EP 97906221A EP 0882117 A1 EP0882117 A1 EP 0882117A1
Authority
EP
European Patent Office
Prior art keywords
agent
cationic
cotton
function
carrying
Prior art date
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Granted
Application number
EP97906221A
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English (en)
French (fr)
Other versions
EP0882117B1 (de
Inventor
Emmanuelle Chilou
Claire David
Etienne Fleury
Jean-Pierre Marchand
Kenneth Wong
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
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Rhodia Chimie SAS
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Publication of EP0882117A1 publication Critical patent/EP0882117A1/de
Application granted granted Critical
Publication of EP0882117B1 publication Critical patent/EP0882117B1/de
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Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3746Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3753Polyvinylalcohol; Ethers or esters thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/60Sulfonium or phosphonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0036Soil deposition preventing compositions; Antiredeposition agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/222Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/227Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3707Polyethers, e.g. polyalkyleneoxides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715Polyesters or polycarbonates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3746Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3776Heterocyclic compounds, e.g. lactam

Definitions

  • the subject of the present invention is a method of anti-soiling treatment of articles based on woven cotton, by depositing an anti-soiling agent on said article during one or more washing, rinsing and / or softening or drying and an anti-fouling agent for woven cotton articles
  • a first object of the invention consists of a process for the anti-fouling treatment of articles based on woven cotton, by deposition on said article, during one or more washing, rinsing and / or softening or drying operations. , an amphiphilic anti-fouling agent soluble or dispersible in the treatment medium, said anti-fouling agent having
  • said method makes it possible to treat articles of woven cotton fibers against soiling, the latter also suitable for the treatment of articles consisting of a mixture of cotton fibers and other fibers, natural, artificial or synthetic, such as viscose, polyesters, polyacryhchic fibers ..., fibers other than cotton can represent up to 65% of the fiber mixture.
  • said motif carrying a function Is a cationic function (MC) capable of being adsorbed on the surface of the cotton and its counterion.
  • an anti-fouling treatment process for articles based on woven cotton by deposition on said article, during one or more washing, rinsing and / or softening or drying, of an amphiphilic anti-fouling agent soluble or dispersible in the treatment medium, said anti-fouling agent having
  • MC cationic function
  • MH unit of hydrophobic character
  • hydrophobic character unit capable of configuring the anti-fouling agent at the cotton / water interface, any pattern which, in the treatment medium, promotes the sharing of the anti-fouling molecule between water and the surface of the cotton-based article woven.
  • these hydrophobic character patterns are also capable of interacting with soil components.
  • the counterions capable of forming a salt with said cationic functions can be of any nature. Mention may be made of halide ions (CI “ , Br “ , ...), acetate, sulfate, sulfonate, phosphate ... Among the counter preferential ions, there may be mentioned in particular the Br “and Cl " ions. Among the units of hydrophobic nature (MH), mention may be made of hydrocarbon groups, such as alkyls, alkenyls, linear, branched or cyclic, aryls, etc. containing at least 4 carbon atoms, preferably from 8 to 20 carbon atoms . Mention may very particularly be made of C4-C20- alkyl groups.
  • Said motif with hydrophobic character can itself be one of the substituents of the heteroatom of the motif carrying a function with cationic character (MC), or be chemically linked to said motif (MC) via a hydrophilic chain.
  • hydrophilic chains mention may be made of hydrophilic oligomer or polymer chains consisting of oligomer units or similar or different polymers such as those derived from
  • polysaccha ⁇ des guar, cellulose derivatives, alginates, starch derivatives .
  • polyoxyalkylene glycols polyoxyethylene glycols
  • copolyesters in particular terephthalic (ethylene terephthalate / poly (oxyethylene) terephthalate copolymers, etc.)
  • sulfone copolyesters terephthalic in particular (copolymers derived from terephthalic, isophthalic, sulfoisophthalic and diol acids, anhydrides or diesters ). polyvinyl alcohols and their copolymers. acrylic polymers and copolymers
  • hydrophilic functions such as sulfonate, carboxylate, phosphate, etc.
  • hydrophilic functions such as sulfonate, carboxylate, phosphate, etc.
  • MC cationic
  • Amounts in the range of 0.1 to 40 parts by weight of cationic functions per 100 parts by weight of antifouling agent are generally satisfactory.
  • these can represent on the order of 0.01 to
  • HLB hydrophilic / hydrophobic balance
  • the hydrophyll of the anti-fouling molecule is such that the latter can be removed in the next wash at the same time as the soiling
  • amphiphilic anti-fouling agents which can be used, there may be mentioned in particular cationic surfactants and oligomers or polymers formed from an oligomeric trunk or hydrophilic hydrocarbon polymer having in its chain or in branching units carrying a function cationic in nature (MC) with its counterion and hydrophobic in nature (MH).
  • MC function cationic in nature
  • MH hydrophobic in nature
  • R ⁇ R ⁇ and R ⁇ are similar or different and represent H or an alkyl radical containing less than 4 carbon atoms, preferably 1 or 2 carbon atom (s) represents an alkyl radical containing more than 4 carbon atoms, preferably of the order of 8 to 20 carbon atoms.
  • X " is a halide ion, preferably bromide, acetate, sulfate ...
  • oligomeric or polymeric antifouling agents Mention may very particularly be made of dodecylt ⁇ methylammonium bromides, tetradecylt ⁇ methylammonium bromides, cetylt ⁇ methylammonium bromides.
  • At least one motif carrying a cationic (MC) function capable of adsorbing on the surface of the cotton and its counterion
  • MH hydrophobic character
  • MC cationic function
  • the functions of cationic nature are ammonium functions of formula R 1 R 2 R 3 N + - O ⁇
  • . are similar or different and represent H or an alkyl radical containing less than 4 carbon atoms, preferably 1 or 2 carbon atom (s), optionally substituted, in particular by one or more hydroxyl function (s),. or else form together, with the nitrogen atom N + , at least one aromatic or non-aromatic ring, said functions of cationic nature (MC) being chemically linked to the oligomer, polymer or copolymer chain of polyvinyl alcohol directly by CC bond or indirectly via a bivalent or polyvalent hydrocarbon group containing at least one heteroatom.
  • cationic (MC) functions mention may in particular be made of those derived from glycidylt ⁇ methylammonium chloride or bromide, chloro-1 chloride, 2-hydroxypropyl trimethylammonium
  • bivalent or polyvalent hydrocarbon groups containing at least one heteroatom mention may be made those with a free bond ether, ester, urethane, acetal, amide ...
  • halide ions CI “ , Br “ , 7), acetate, sulfate, sulfonate, phosphate ... hydrophobic (MH)
  • linear or branched alkyl radicals preferably linear, containing from 8 to 20 carbon atoms, these being able to be chemically linked to the oligomer, polymer or copolymer chain of polyvinyl alcohol directly by CC link or indirectly by through a bivalent or polyvalent hydrocarbon group containing at least one heteroatom.
  • bivalent or polyvalent hydrocarbon groups containing at least one heteroatom mention may be made of those having a free ether, ester, urethane, acetal, amide bond, etc.
  • said agent contains of the order of 0.1 to 10, preferably from 1 to 6 units carrying a cationic function (MC) per 100 monomer units of the oligomer, of the polymer or of the polyvinyl alcohol copolymer, and from 0.01 to 10, preferably from 0.1 to 5 units of hydrophobic nature (MH) per 100 monomer units of the polymer or copolymer of polyvinyl alcohol
  • MC cationic function
  • MH hydrophobic nature
  • oligomers polymers and copolymers of vinyl alcohol constituting the hydrophilic chain
  • Said anti-fouling agent which is the subject of the invention can be obtained for example by modification of a homopolymer or of a copolymer of vinyl acetate, at least partially hydrolyzed to (co) polyvinyl alcohol (that is to say -display hydrolysis up to at least 80%) by grafting using precursor compounds of the units carrying cationic function (MC) and hydrophobic units (HD), this modification by grafting involves substitution reactions (for example ester ication, acetalisatio ⁇ , Merkeléffication ..) well known to those skilled in the art and described in particular in “Polyvinyl Alcohol Developments" - Ed.
  • CA Finch (Wiley) - pages 183 and following and 84 and following II can also be prepared by radical copolymerization of vinyl acetate and of precursor comonomers of units carrying cationic function (MC) and hydrophobic units (MH) followed by hydrolysis (deacetalization). This type of process is also well known to those skilled in the art and described in "Polyvinyl Alcohol Developments” - Ed. C. A Finch (Wiley).
  • a particular antifouling agent can be obtained by modification of a polyvinyl alcohol using (2,3-epoxypropyl) tmethylammonium chloride followed by a modification using an alkylisocyanate.
  • the amounts of soiling agent that can be used according to the treatment method of the invention depend on the nature of the molecule used. These can be of the order of 0.05 to 5 grams (s) per liter of treatment medium.
  • the anti-fouling agent can be used during a washing operation by means of a washing powder or liquid formulation (detergent composition), the treatment medium being constituted by the bath. of washing. 97/31085 PC17FR97 / 00304
  • the powder or liquid detergent compositions may contain on the order of 0.02 to 20% of their weight of said anti-fouling agent.
  • additives of the type described below may be present - SURFACTANT AGENTS, in amounts corresponding to approximately 3-40% by weight relative to the detergent composition, surfactants such as anionic surfactants
  • alkyl sulfonate esters of formula R-CH (S ⁇ 3M) -COOR ' where R represents a C-8-20 alkyl radical. preferably C10-C16 'R' an alkyl radical C6 alkyl, preferably C1 -C3, and M an alkali metal cation (sodium, potassium, lithium), substituted or unsubstituted ammonium (methyl-, dimethyl-, t ⁇ méthyl- , tetramethylammonium, dimethylpipe ⁇ dinium) or derivative of an alkanolamine (monoethanolamine, diethanolamine, triethanolamine) Mention may very particularly be made of methyl ester sulfonates whose radicals R is C - ⁇ ⁇ -C] Q, the alkyl sulfates of formula ROSO3M, or R represents a C5-C24 alkyl or hydroxyalkyl radical, preferably Cj o-Cl ⁇ 'M representing a hydrogen
  • the alkylamide sulfates of formula RCONHROSO3M or R represents an alkyl radical in C2-C22. preferably in C5-C20.
  • R 'a C2-C3 alkyl radical, M representing a hydrogen atom or a cation of the same definition as above, as well as their ethoxylene derivatives (OE) and / or propoxylenes (OP), having an average of 0, 5 to 60 OE and / or OP patterns,.
  • the salts of saturated or unsaturated C8-C24 fatty acids preferably C14-C20.
  • 'C9-C20 alkylbenzenesulfonates primary or secondary C 6 -C 22 alkyl sulfonates.
  • alkylglycerol sulfonates sulfonated polycarboxylic acids described in GB-A-1 082 179, paraffin sulfonates, N-acyl N-alkyltaurates, alkylphosphates, isethionates, alkylsuccmamates alkylsulfosuccinates, monoesters or diesters of sulfosuccinates, N-acyl sarcosinates, alkyl glycoside sulfates, polyethoxycarboxylates, the cation being an alkali metal (sodium, potassium, lithium), a substituted or unsubstituted ammonium residue (methyl-, dimethyl-, t ⁇ methyl-, tetramethylammonium, dimethylpipe ⁇ dinium) or derivative of an alkanolamine (monoethanolamine, diethanolamine, triethanolamine), nonionic surfactants polyoxyalkylene alkylphenols (polylphenols
  • polyoxyalkylenated Cg-C22 aliphatic alcohols containing from 1 to 25 oxyalkylene units oxyethylene, oxypropylene
  • ethoxylated amines amphoteric and zwitterionic surfactants alkyldimethylbetaines, alkylamidopropyldimethylbetaines, alkyltrimethylsulfobetaines, Islands of condensation products of fatty acids and protein hydrolysates
  • builders agents such as adjuvants (“builders”) inorganic polyphosphates (t ⁇ polyphosphates, pyrophosphates, orthophosphates, hexametaphosphates) of alkali metals, ammonium or alkanolamines
  • silicates in particular those having a Si ⁇ 2 / Na2 ⁇ ratio of the order of 1.6 / 1 to
  • alkali or alkaline earth carbonates (bicarbonates, sesquicarbonates).
  • alkali metal silicates and alkali metal carbonates (sodium or potassium) rich in silicon atoms in Q2 or Q3 form, described in EP-A-488 868.
  • crystalline or amorphous aminosilicates of alkali metals (sodium, potassium) or ammonium such as zeolites A, P, X, zeolite A with a particle size of the order of 0.1-10 micrometers is preferred as adjuvants ( organic "builders"
  • water-soluble polyphosphonates ethane 1-hydroxy-1, 1 -phosphonates, methylene salts diphosphonates
  • polycarboxylate ethers (oxidisuccinic acid and its salts, monosuccinic tartrate acid and its salts, distrustic tartrate acid and its salts.
  • hydroxypolycarboxylate ethers (oxidisuccinic acid and its salts, monosuccinic tartrate acid and its salts, distrustic tartrate acid and its salts.
  • citric acid and its salts citric acid and its salts, mellitic acid, succinic acid and their salts.
  • the salts of polyacetic acids ethylenediaminetetraacetates, nitnlot ⁇ acetates, N- (2 hydroxyethyD-nit ⁇ lodiacetates) C5-C20 alkyl succinic acids and their salts (2-dodecenylsucc ⁇ nates, lauryl succinates,)
  • polyacetal carboxylic esters polyaspartic acid, polyglutamic acid and their salts, polyimides derived from the polycondensation of aspartic acid and / or glutamic acid. polycarboxymethyl derivatives of I glutamic acid or other amino acids
  • BLEACHING AGENTS in amounts of about 0.1-20%, preferably about 1 -10% by weight, optionally combined with BLEACHING ACTIVATORS, in amounts of about 0.1 -60%, preferably d '' about 0.5-40% by weight, agents and activators such as bleaches
  • perborates such as sodium perborate monohydrate or tetrahydrate peroxygen compounds such as sodium carbonate peroxyhydrate, pyrophosphate peroxyhydrate, urea peroxyhydrate, sodium peroxide, sodium persulfate preferably associated with a whitening activator generating in located in the washing medium, a peroxyacidic carboxylic acid, among these activators, one can mention, tetraacetylethylene diamine, tetraacetyl methylene diamine, tetraacetyl glycoluryl, p-acetoxybenzene sulfonate sodium, pentaacetyl glucose, octaacetyl lactose. .
  • percarboxylic acids and their salts such as magnesium monoperoxyphthalate hexahydrate, magnesium metachloroperbenzoate, 4-nonylam ⁇ no-4-oxoperoxybutyr ⁇ que acid, 6-nonylamino-6-oxoperoxycaproic acid, diperoxydodecanedioic acid, nonoxamide peroxysuccinic acid, decyldiperoxysuccinic acid.
  • These agents can be combined with at least one of the anti-fouling or anti-redeposition agents mentioned below.
  • non-oxygenated bleaching agents acting by photoactivation in the presence of oxygen, agents such as sulfonated aluminum and / or zinc phthalocyanms
  • agents such as. cellulose derivatives such as cellulose hydroxyethers, methylcellulose, ethylcellulose, hydroxypropyl methylcellulose, hydroxybutyl methylcellulose polyvinylesters grafted on polyalkylene trunks such as polyvinylacetates grafted on polyoxyethylene trunks (EP-A-219 048) .
  • polyvinyl alcohols such as cellulose hydroxyethers, methylcellulose, ethylcellulose, hydroxypropyl methylcellulose, hydroxybutyl methylcellulose
  • polyvinylesters grafted on polyalkylene trunks such as polyvinylacetates grafted on polyoxyethylene trunks (EP-A-219 048) .
  • polyester copolymers based on ethylene terephthalate and / or propylene terephthalate and polyoxyethylene terephthalate units with a molar ratio (number of units) ethylene terephthalate and / or propylene terephalate / (number of units) polyoxyethylene terephthalate of the order of 1/10 at 10/1, preferably of the order of 1/1 to 9/1, the polyoxyethylene terephthalates having polyoxyethylene units having a molecular weight of the order of 300 to 5000, preferably of the order of 600 to 5000 (US-A-3,959,230, US-A-3,893,929, US-A-4,116,896, US-A-4,702,857, US-A-4,770,666); .
  • sulfonated polyester oligomers obtained by sulfonation of an oligomer derived from ethoxylated allyl alcohol, dimethylterephthalate and 1,2 propylene diol, having from 1 to 4 sulfone groups (US Pat. No. 4,968,451)
  • polyester copolymers based on propylene terephthalate and polyoxyethylene terephthalate units and terminated with ethyl or methyl units (US-A-4 71 1 730) or polyester oligomers terminated with alkylpolyethoxy groups (US-A-4 702 857) or sulfopolyethoxy anionic groups (US-A-4,721,580), sulfoaroyl groups (US-A-4,877,896)
  • sulphonated polyester copolymers derived from terephthalic, isophthalic and sulphoisophthalic acid, anhydride or diester and a diol FR-A-2 720 399) - ANTI-REDEPOSITION AGENTS, in amounts of about 0.01 -10% by weight for a powder detergent composition from about 0.01 -5% by weight for a liquid detergent composition, agents such as . ethoxylated monoamines or polyamines, polymers of ethoxylated amines (US-A-4,597,898, EP-A-1 1,984).
  • polyester sulfonated oligomers obtained by condensation of isophthalic acid, dimethyl sulfosuccinate and diethylene glycol (FR-A-2 236 926).
  • polyvinylpyrollidones obtained by condensation of isophthalic acid, dimethyl sulfosuccinate and diethylene glycol (FR-A-2 236 926).
  • aminocarboxylates such as ethylenediaminetetraacetates, hydroxyethyl ethylenediaminet ⁇ acetates, nit ⁇ lot ⁇ acetates
  • aminophosphonates such as neutrillates (methylene phosphonates)
  • polyfunctional aromatic compounds such as dihydroxydisulfobenzenes
  • agents such as. the water-soluble salts of polycarboxylic acids of molecular mass of the order of 2000 to 100,000, obtained by polymerization or copolymerization of ethylenically unsaturated carboxylic acids such as acrylic acid, maleic acid or anhydride, fumaic acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid, methylenemalonic acid, and in particular polyacrylates of molecular mass of the order of 2,000 to 10,000 (US-A-3,308,067), copolymers of arylic acid and maleic anhydride of mass molecular of the order of 5,000 to 75,000 (EP-A-66,915).
  • agents such as
  • Q "24 C-OR 'ors is's alkali, ammonium or alkanolamine, of fatty acid triglycerides
  • saturated or aliphatic, alicyclic, aromatic or heterocyclic unsaturated hydrocarbons such as paraffins, waxes, N-alkylaminot ⁇ azines
  • monostearylphosphates monostearyl alcohol phosphates oils or polyorganosiloxane resins optionally combined with silica particles - SOFTENING AGENTS, in amounts of about 0.5-10% by weight, agents such as clays
  • - ENZYMES in quantities up to 5 mg by weight, preferably of the order of 0.05-3 mg of active enzyme / g of detergent composition, enzymes such as. proteases, amylases, lipases, cellulases, peroxidases (US-A-3 553 139, US-A-4 101 457, US-A-4 507 219, US-A-4 261 868
  • alcohols methanol, ethanol, propanol, isopropanol, propanediol, ethylene glycol, glycerin. buffering agents
  • the anti-fouling agent can also be used for rinsing and / or softening by means of a liquid formulation for rinsing and / or softening of articles, the treatment medium consisting of the rinsing bath and / or softening.
  • liquid rinsing and / or softening compositions may contain of the order of
  • additives of the type may be present - associations of anionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-ionic surfactants (lauryl ether sulfate, etc.), non-
  • the anti-fouling agent can also be introduced on drying in the damp linen to be dried, by means of a support constituted for example by a strip of nonwoven fabric impregnated with said anti-fouling agent, support which can contain approximately 20% of its weight of antifouling agent.
  • composition of detergent parts by weight Composition of detergent parts by weight
  • the rinse pretreatment is carried out at 100 cycles / minute for 20 minutes at
  • test pieces are used as a reference and pretreated with water alone (30 ° TH).
  • the washing is carried out at 40 ° C for 20 minutes, using 5g of the detergent described above for 1 liter of water of 30 ° TH, then 3 rinses of 5 minutes in cold water and 2 dryings under ice
  • test pieces The results observed on the pretreated test pieces, compared to those observed on the reference test pieces, are the following test pieces tested in% those of reference 57 those treated CTAB 68 those treated TTAB 72
  • the antifouling agent tested is a cationic alkylguar (AGC), having a viscosity at 1% in water of 1000 mPa s, containing 1.7% by weight of nitrogen derived from hydroxypropylt ⁇ methylammonium chloride and having derived alkyl groups.
  • AAC cationic alkylguar
  • PVQH polyvinyl alcohol
  • the proportion of grafted ammonium groups is then obtained by comparing the integral of the CHp protons of polyvinyl alcohol (between 1.2 and 1.5 ppm) with that of the ammonium protons l (CH3) 3N + J to 3 , 1 ppm
  • the mixture is heated to 90 ° C. to dissolve the polymer
  • reaction medium is maintained at 90 ° C for 8 hours, then the polymer is separated by precipitation with ethyl acetate
  • the proportion of grafted hydrophobic units is then obtained by comparing the integral of the CH2 protons of polyvinyl alcohol (between 1.2 and 1.5 ppm) with that of methyl at the end of the alkyl chain (at 0.8 ppm). ) or with that of the methylene group of the alkyl chain in alpha of the carbamate group (at 2.9 ppm)
  • the performances of the antifouling agent prepared in Example 4 are evaluated at 0.2 g / l of water, vis-à-vis the drain oil and a purple pigmentary stain (olive oil colored by a purple organic pigment)
  • the results observed on the pretreated test pieces, compared to those observed on the reference test pieces, are as follows

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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)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatment Of Fiber Materials (AREA)
  • Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
  • Woven Fabrics (AREA)
EP97906221A 1996-02-20 1997-02-19 Schmutzabweisendes mittel und verfahren zur behandlung von gewebten baumwollartikeln Expired - Lifetime EP0882117B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9602181A FR2745014B1 (fr) 1996-02-20 1996-02-20 Procede de traitement antisalissure des articles a base de coton tisse
FR9602181 1996-02-20
PCT/FR1997/000304 WO1997031085A1 (fr) 1996-02-20 1997-02-19 Agent antisalissure et procede de traitement des articles a base de coton tisse

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EP0882117A1 true EP0882117A1 (de) 1998-12-09
EP0882117B1 EP0882117B1 (de) 2002-11-13

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JP (1) JP3253972B2 (de)
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BR (1) BR9707650A (de)
CA (1) CA2246381A1 (de)
DE (1) DE69717079T2 (de)
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DE102005053529A1 (de) 2005-11-08 2007-06-21 Henkel Kgaa System zur enzymatischen Generierung von Wasserstoffperoxid
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EP2426229B1 (de) * 2006-12-11 2016-11-16 Element Six Abrasives S.A. Verfahren zur Herstellung eines kubischen Bornitridformkörpers
EP2093323B1 (de) 2006-12-12 2012-10-10 Kao Corporation Flüssige weichmacherzusammensetzung bzw. transparente bzw. semitransparente flüssige weichmacherzsuammensetzung
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DE102007008655A1 (de) 2007-02-20 2008-08-21 Henkel Ag & Co. Kgaa Siderophor-Metall-Komplexe als Bleichkatalysatoren
DE102007008656A1 (de) 2007-02-20 2008-09-04 Henkel Ag & Co. Kgaa Verwendung von Harnstoff-Derivaten in Wasch- und Reinigungsmitteln
DE102007008868A1 (de) 2007-02-21 2008-08-28 Henkel Ag & Co. Kgaa Verwendung von N-Zuckersäureamiden zur Entfernung hartnäckiger Anschmutzungen
DE102007010785A1 (de) 2007-03-02 2008-09-04 Henkel Ag & Co. Kgaa Verwendung von Superoxid-Dismutasen in Wasch- und Reinigungsmitteln
DE102007017657A1 (de) 2007-04-12 2008-10-16 Henkel Ag & Co. Kgaa Tris/heterocyclyl)-Metallkomplexe als Bleichkatalysatoren
DE102007017654A1 (de) * 2007-04-12 2008-10-16 Henkel Ag & Co. Kgaa Bis(hydroxychinolin)-Metallkomplexe als Bleichkatalysatoren
DE102007017656A1 (de) 2007-04-12 2008-10-16 Henkel Ag & Co. Kgaa Biheteroaryl-Metallkomplexe als Bleichkatalysatoren
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DE102007036392A1 (de) * 2007-07-31 2009-02-05 Henkel Ag & Co. Kgaa Zusammensetzungen enthaltend Perhydrolasen und Alkylenglykoldiacetate
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DE69717079T2 (de) 2003-07-24
FR2745014A1 (fr) 1997-08-22
FR2745014B1 (fr) 1998-04-03
EP0882117B1 (de) 2002-11-13
ES2187757T3 (es) 2003-06-16
US6379394B1 (en) 2002-04-30
JP3253972B2 (ja) 2002-02-04
JPH11505568A (ja) 1999-05-21
BR9707650A (pt) 1999-07-27
AU2098397A (en) 1997-09-10
DE69717079D1 (de) 2002-12-19
WO1997031085A1 (fr) 1997-08-28
CA2246381A1 (fr) 1997-08-28
ATE227765T1 (de) 2002-11-15

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