EP1259672B1 - Finissage antifroisse de textiles a base de cellulose et agent de post-traitement pour le linge - Google Patents

Finissage antifroisse de textiles a base de cellulose et agent de post-traitement pour le linge Download PDF

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Publication number
EP1259672B1
EP1259672B1 EP01903761A EP01903761A EP1259672B1 EP 1259672 B1 EP1259672 B1 EP 1259672B1 EP 01903761 A EP01903761 A EP 01903761A EP 01903761 A EP01903761 A EP 01903761A EP 1259672 B1 EP1259672 B1 EP 1259672B1
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weight
alkylketene
textiles
dimers
cationic
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EP1259672A1 (fr
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Jürgen Detering
Werner Bertleff
Erhard Guenther
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BASF SE
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BASF SE
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    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2072—Aldehydes-ketones
    • 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
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/12—Aldehydes; Ketones
    • D06M13/13—Unsaturated aldehydes, e.g. acrolein; Unsaturated ketones; Ketenes ; Diketenes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
    • D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/59—Polyamides; Polyimides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic

Definitions

  • the invention relates to a method for anti-wrinkle finishing of cellulosic textiles by treating the textiles with a finishing agent and drying the treated textiles and the use of laundry aftertreatment agents for anti-wrinkle finishing of textiles.
  • Cellulose-containing textiles are easy-care, for example, by treatment with condensation products of urea, glyoxal and formaldehyde.
  • the equipment takes place during the production of the textile materials.
  • the equipment often uses other additives such as softening compounds.
  • the so refined fabrics have the advantage over the untreated cellulose textiles after the washing process that they have less wrinkles and wrinkles, easier to iron and softer and smoother. But by no means all cellulosic textiles have received such easy care equipment.
  • WO-A-92/01773 discloses the use of microemulsified aminosiloxanes in fabric conditioners to reduce wrinkling and wrinkling during the washing process (crease arm equipment). At the same time ironing should be facilitated by the use of aminosiloxanes.
  • EP-A-0 300 525 discloses fabric softeners based on crosslinkable amino-functionalized silicones which bring about crease protection or an easy-iron effect for the textiles treated therewith.
  • CH-A-388 246 discloses a process for improving the wet and dry crease resistance of cellulosic textile material in which the fabric is treated with a hot aqueous bath containing a metal salt, in particular a zinc salt, and a crosslinking agent for cellulose. It is mentioned, that the textile material can additionally be treated with a ketene plasticizer.
  • aqueous alkyl ketene dimer dispersions containing cationic starch as emulsifier are used to improve the surface structure and feel of wool and polyamide carpets.
  • alkyl ketene dimers or reaction products of alkyl ketene dimers with cationic polymers for surface coverage of fillers, cf. WO-A-92/18695, EP-A-0 451 842 and EP-A-0 445 953.
  • the fillers modified in this way are used, for example, in the production of paper. From US-A-4,241,136 it is known to use alkylketene dimers in admixture with a cationic film-forming polymer for coating glass fibers.
  • WO-A-96/26318 discloses aqueous dispersions of alkylketene dimers which are used as sizing agents for paper.
  • the alkyl ketene dimer dispersions contain from 1 to 10% by weight of a polymeric protective colloid which is either a copolymer of N-vinylpyrrolidone and at least one quaternized N-vinylimidazole or condensation products obtained by partial amidation of polyethylenimines with monocarboxylic acids followed by Condensation of the partially amidated polyethyleneimines are prepared with at least bifunctional crosslinkers.
  • Aqueous dispersions of alkyl ketene dimers which are stabilized, for example, with the aid of cationic starch and which optionally contain further dispersing aids, such as lignosulfonate, are known engine sizing agents for paper, cf.
  • engine sizing agents for paper, cf.
  • US-A-4 654 386 EP-A-0 369 328
  • the present invention has for its object to provide a method for anti-wrinkle finishing of cellulosic textiles and a means for performing this method.
  • the object is achieved by a method for anti-wrinkle finishing of cellulosic textiles by treating the textiles with a finishing agent and drying the treated textiles by using as a finishing agent aqueous dispersions of C 14 to C 22 -Alkylketendimeren by Emulsifying at least one Alkylketendimeren in the presence of a cationic emulsifier are available.
  • Alkylketene dimers are known. They are mainly used in the form of aqueous dispersions as engine sizing agents for paper. All alkyl ketene dimer dispersions which can be used as sizing agents for paper, which are obtained by emulsifying the alkyl ketene dimers in the presence of a cationic emulsifier, can be used for the process according to the invention. Alkylketene dimers are prepared, for example, from carbonyl chlorides by elimination of hydrogen chloride with tertiary amines.
  • Suitable fatty alkyl ketene dimers are tetradecyldiketene, hexadecyldiketene, octadecyldiketene, eicosyldiketene, docosyldiketene, palmityldiketene, stearyldiketene, oleyldiketene and behenyldiketene.
  • diketenes with different alkyl groups e.g. Stearylpalmityldiketen, Behenylstearyldiketen, Behenyloleyldiketen or Palmitylbehenyldiketen.
  • Stearyldiketen, Palmityldiketen, Behenyldiketen or mixtures of Stearyldiketen and Palmityldiketen or mixtures of Behenyldiketen and Stearyldiketen are preferably used.
  • the diketenes are contained, for example, in concentrations of up to 60% by weight in the aqueous dispersions.
  • Dispersions containing from 0.1 to 40% by weight, preferably from 0.5 to 25% by weight, of an alkyl ketene dimer in dispersed form are used, for example, for the treatment of cellulose-containing textiles.
  • the alkyl ketene dimers are emulsified in the presence of at least one emulsifier or stabilizer.
  • the best known alkyl ketene dimer emulsifier is cationic starch. It is contained in amounts of, for example, from 0.5 to 5% by weight in the aqueous dispersions of the alkylketene dimers.
  • any commercially available cationic starch can be used as an emulsifier for alkyl ketene dimers, it is preferred to use those cationic starches which have an amylopectin content of at least 95, preferably 98 to 100%.
  • Such starches can be obtained, for example, by means of fractionation of customary native starches or by breeding measures from plants which produce practically pure amylopectin starch, cf. Günther Tegge, Starch and Starch Derivatives, Behr's Verlag 1984, Hamburg, pp. 157 to 160.
  • Amylopectin starch has a branched structure and has a high degree of polymerization. The molecular weights (number average) are, for example, 200 million to 400 million. For waxy maize starches having an amylopectin content of 99 to 100%, the literature reports average molecular masses (number average) of about 320 million. Of the Cationation degree of the starch is described by means of the degree of substitution (DS).
  • This value represents the number of cationic groups per monosaccharide unit in the cationic starch.
  • the degree of substitution (DS value) of the cationic starches is, for example, 0.010 to 0.150. In most cases it is below 0.045, eg most cationic starches have a degree of substitution (DS) of 0.020 to 0.040.
  • Preferred starches with amylopectin contents of at least 95% are waxy maize starch, waxy potato starch, waxy wheat starch or mixtures of the stated starches in each cationized form. In order for the cationic starches to be effective as an emulsifier, they are usually converted into a water-soluble form.
  • the starches are subjected to oxidative, enzymatic or hydrolytic degradation in the presence of acids.
  • thermal degradation is possible, which is possible for example by heating aqueous suspensions of starch.
  • the digestion of the starch is preferably carried out in a jet cooker at temperatures in the range of 100 to 150 ° C.
  • aqueous solutions of degraded cationic starch is then dispersed, for example, C 14 - to C 22 -Alkylketendimere at temperatures above 70 ° C, for example in the range of 70 to 85 ° C.
  • the alkylketene dimers are present at these temperatures as a melt and are dispersed in homogenizers under the action of high shear forces in the aqueous solution of cationic starch. This gives aqueous dispersions of alkyl ketene dimers having an average particle diameter of, for example, 0.5 to 2.5, preferably 0.8 to 1.5 microns.
  • the dispersing of the alkylketene dimers in water may optionally additionally be carried out in the presence of lignosulphonic acid, condensation products of formaldehyde and naphthalenesulphonic acid, polymers containing styrenesulphonic acid groups or the alkali metal and / or ammonium salts of said sulfonic acid group-containing compounds.
  • lignosulphonic acid condensation products of formaldehyde and naphthalenesulphonic acid, polymers containing styrenesulphonic acid groups or the alkali metal and / or ammonium salts of said sulfonic acid group-containing compounds.
  • These substances act as dispersants and stabilize the resulting alkyl ketene dimer dispersions.
  • the amounts are for example 0.01 to 1, preferably 0.02 to 0.2 wt .-%, based on the aqueous dispersions.
  • alkyl ketene dimer dispersions In the preparation of the alkyl ketene dimer dispersions, it is also possible if desired to use other conventional protective colloids which have hitherto been used in the preparation of alkyl ketene dimer dispersions have been used, such as water-soluble cellulose ethers, polyacrylamides, polyvinyl alcohols, polyvinylpyrrolidones, polyamides, polyamidoamines and mixtures of said compounds.
  • the alkylketene dimer dispersions may optionally contain further substances for stabilization, such as C 1 - to C 10 -carboxylic acids, for example formic acid, acetic acid or propionic acid. The amounts of these additives are for example 0.01 to 1 wt .-%, based on the dispersion. If appropriate, the alkyl ketene dimer dispersions may still contain customary biocides.
  • the N-vinylpyrrolidone copolymers preferably contain from 20 to 95% by weight of a quaternized N-vinylimidazole of the formula I in copolymerized form.
  • the K value of the copolymers is at least 20 and is preferably in the range from 40 to 80.
  • the K values of the N-vinylpyrrolidone copolymers are determined according to H. Fikentscher in 0.5 M aqueous sodium chloride solution at a polymer concentration of 0.1% by weight. % and a temperature of 25 ° C determined.
  • Preferably used copolymers of N-vinylpyrrolidone contain as comonomer with methyl chloride quaternized vinylimidazole or with methyl chloride quaternized 2-methyl-1-vinylimidazole.
  • condensation products which are furthermore preferably suitable as emulsifiers for the preparation of aqueous dispersions of alkylketene dimers can be obtained by reacting partially amidated polyalkylenepolyamines or partially amidated polyethylenimines with crosslinkers.
  • suitable emulsifiers are those condensation products which are obtainable by a 2-stage reaction of polyethyleneimines with C 1 to C 18 monocarboxylic acid to give partially amidated polyethyleneimines and subsequent crosslinking of the partially amidated polyethyleneimines.
  • alkyldiketenes for example stearyldiketene, palmityldiketene, lauryldiketene, oleyldiketene, behenyldiketene or mixtures of diketenes.
  • the polyethyleneimines are partially amidated in the first stage of the process, so that, for example, 0.1 to 90, preferably 1 to 30% of the amidable nitrogen atoms of the polyethyleneimines are present as the amide group. In the amidation no linkage of polyethyleneimine molecules occurs. Such a linkage only occurs in the subsequent reaction of the partially amidated polyethyleneimines with at least bifunctional crosslinkers.
  • the polyethylenimines used in the condensation have e.g. 10 to 50,000, preferably 100 to 5,000 ethyleneimine units.
  • Suitable crosslinkers for the preparation of the condensation products are, for example, epihalohydrins, in particular epichlorohydrin and ⁇ , ⁇ -bis (chlorohydrins) of polyalkylene glycol ethers and the ⁇ , ⁇ -bis (epoxides) of polyalkylene glycol ethers obtainable therefrom by treatment with bases.
  • the chlorohydrin ethers are prepared, for example, by reacting polyalkylene glycols in a molar ratio of 1 to at least 2 to 5 with epichlorohydrin.
  • Suitable polyalkylene glycols are, for example, polyethylene glycol, polypropylene glycol and polybutylene glycols and also block copolymers of C 2 -C 4 -alkylene oxides.
  • the average molar masses M w of the polyalkylene glycols are, for example, 200 to 6000 and are preferably in the range from 300 to 2000 g / mol.
  • Other suitable crosslinkers are, for example, ⁇ , ⁇ or vicinal dichloroalkanes, for example 1,2-dichloroethane, 1,2-dichloropropane, 1,3-dichloropropane, 1,4-dichlorobutane and 1,6-dichlorohexane.
  • crosslinkers examples include the reaction products of at least trihydric alcohols with epichlorohydrin to give reaction products which have at least two chlorohydrin units, for example glycerol, ethoxylated or propoxylated glycerols, polyglycerols having 2 to 15 glycerol units in the molecule and optionally ethoxylated polyhydric alcohols and / or propoxylated polyglycerols.
  • crosslinkers are blocked compounds containing isocyanate groups, for example trimethylhexamethylene diisocyanate blocked with 2,2,3,6-tetramethylpiperidinone-4.
  • the crosslinking of the partially amidated compounds takes place at temperatures of 0 to 200, preferably 50 to 80 ° C.
  • the reaction can be carried out in bulk or preferably in a solvent. Preferred solvent here is water.
  • the crosslinking is preferably carried out in the pH range from 10 to 14, usually from 10 to 12. For this purpose, it may be necessary to add a base or a mixture of bases during the condensation reaction.
  • Suitable bases for this reaction are, for example, sodium hydroxide solution, potassium hydroxide solution, calcium hydroxide, tertiary amines such as triethylamine, triethanolamine or tri-n-propylamine.
  • Sodium hydroxide is preferably used as the base.
  • condensation products which are obtained by partial amidation of polyethylenimines having 10 to 50,000 ethyleneimine units with monocarboxylic acids and condensation of the partially amidated polyethyleneimines with epichlorohydrin, ⁇ , ⁇ -bis (chlorohydrin) polyalkylene glycol ethers, ⁇ , ⁇ -bis (glycidyl) ethers of polyalkylene glycols, ⁇ , ⁇ -Dichlorpolyalkylenglykolen, ⁇ , ⁇ - or vicinal dichloroalkanes or mixtures thereof are obtainable, wherein 0.01 to 3 wt .-% of a part by weight of a partially amidated polyethyleneimine.
  • the crosslinked polyethyleneimines have, for example as a 20 wt .-% aqueous solution at 20 ° C, a viscosity of at least 100 mPas (measured using a Brookfield RVT viscometer).
  • emulsifiers are the o.g. Copolymers (a) and the condensation products (b).
  • the aqueous dispersions of alkyl ketene dimers may additionally contain up to 5% by weight, based on alkyl ketene dimers, of a stabilizer.
  • a stabilizer are preferably lignosulfonates, quaternary ammonium salts, naphthalenesulfonic acid-formaldehyde condensates, alkyl sulfates, alkyl sulfonates, sulfonated polystyrenes, carboxylic acids, sorbitan esters, polycarboxylic acids having molecular weights of 300 to 20 0000, polyvinyl sulfonates, polyvinyl alcohols, polyamidosulfonic acids, salts of said acid-containing compounds or mixtures of considered compounds.
  • Suitable anionic dispersants are, for example, condensation products of naphthalene and formaldehyde, condensation products of phenol, phenolsulfonic acid and formaldehyde, condensation products of naphthalenesulfonic acid, formaldehyde and urea, condensation products of phenol, phenolsulfonic acid, formaldehyde and urea and homopolymers of monoethylenically unsaturated carboxylic acids, homopolymers of monoethylenically unsaturated sulfonic acids and copolymers of ( i) hydrophobic monoethylenically unsaturated monomers and (ii) monoethylenically unsaturated carboxylic acids, monoethylenically unsaturated sulfonic acids and monoethylenically unsaturated carboxylic acids, monoethylenically unsaturated sulfonic acids and monoethylenically unsaturated carboxylic acids, monoethylenically
  • the anionic dispersants are used, for example, in amounts of from 0.05 to 10, preferably from 0.1 to 5,% by weight, based on alkyl ketene dimers.
  • the anionic dispersants can be used both in the form of the free acids and in the form of the alkali metal, alkaline earth metal and / or ammonium salts.
  • the molar mass M w of the condensation products is preferably in the range from 1000 to 30 000.
  • the homopolymers and copolymers have, for example, molecular weights M w from 800 to 250,000, preferably 1200 to 100,000.
  • Preferred anionic emulsifiers are condensation products of naphthalenesulfonic acid and formaldehyde, homopolymers of acrylic acid and copolymers of isobutene, diisobutene, styrene or mixtures thereof and acrylic acid, methacrylic acid, maleic acid, half ester of Maleic acid or mixtures thereof and the water-soluble salts of such polymers.
  • Preferably used copolymers contain the comonomers in a molar ratio of 1: 1 in copolymerized form.
  • the invention further provides the use of aqueous dispersions of C 14 to C 22 alkyl ketene dimers which are obtainable by emulsifying at least one alkyl ketene dimer in the presence of a cationic emulsifier as finishing agents for anti-wrinkle finishing of cellulose-containing textiles.
  • the aqueous dispersions of alkylketene dimers can be used in different ways. Thus, it is possible, for example, to treat the textiles with the finishing agent in the context of textile production. For example, textiles which have not or only insufficiently been treated with finishing agents may be treated with an aqueous dispersion of alkylketene dimers prior to washing.
  • the pretreatment employs a fabric laundering pretreatment formulation containing, in addition to a dispersed C 14 to C 22 alkyl ketene dimer, from 0.1 to 25% by weight, based on the formulation, of a surfactant.
  • the cellulosic textiles are sprayed, for example, with the aqueous dispersions of alkyl ketene dimers, the amount applied being, for example, 0.01 to 10% by weight, preferably 0.1 to 7, particularly preferably 0.3 to 4% by weight on the weight of the dry textile, can amount.
  • the finishing agent can also be applied to the fabric by immersing the fabrics in a bath containing 0.1 to 10% by weight, preferably 0.3 to 5% by weight, of an alkylketene dimer in the form of an aqueous dispersion contains.
  • the textile material is either only immersed in the aqueous dispersion of an alkyl ketene dimer for a short time or can also stay there for a period of, for example, 1 to 30 minutes.
  • the textiles which have been treated with an aqueous dispersion of at least one alkyl ketene dimer, either by spraying or by dipping, are optionally pressed off and dried.
  • the drying can be carried out in air or in a dryer or by ironing the treated textile hot.
  • By drying the finishing agent is fixed on the fabric.
  • the most favorable conditions for each can be easily determined by means of experiments.
  • the temperatures during drying including ironing, for example, 40 to 150, preferably 60 to 110 ° C.
  • For ironing is especially the cotton program of the iron.
  • the textiles which have been pretreated by the process described above with an aqueous dispersion of alkyl ketene dimers have excellent wrinkle and wrinkle protection which persists over several washes. Ironing, the textiles after a laundry is often no longer necessary.
  • the aqueous textile laundry pretreatment formulation consists, for example, of an aqueous dispersion containing 0.1 to 40% by weight, preferably 0.5 to 25% by weight, of alkyl ketene dimer in dispersed form and 1 to 20% by weight, based on alkyl ketene dimer , a nonionic, anionic and / or cationic dispersion adjuvant or stabilizer.
  • other ingredients such as silicones, preferably silane-containing silicones or silicone surfactants, plasticizers or lubricants such as oxidized polyethylenes or paraffin waxes and oils or plasticizing cationic surfactants in the formulation in an amount up to 25 wt .-%, based on the formulation be.
  • a prerequisite is that no incompatibility between the individual components occurs.
  • the formulation may additionally contain a spray aid.
  • a spray aid such as ethanol, isopropanol, ethylene glycol or propylene glycol.
  • alcohols such as ethanol, isopropanol, ethylene glycol or propylene glycol.
  • Further customary constituents of a textile laundry pretreatment formulation are fragrances and dyes, stabilizers, fiber and color protection additives, viscosity modifiers, soil release additives, anticorrosive additives, bactericides and preservatives in the quantities customary for this purpose.
  • the concentration of the alkyl ketene dimers in the rinsing liquor is for example 10 to 5000 ppm and is preferably in the range of 50 to 1000 ppm. Ingredients which may be typical for a softener or conditioner may possibly be present in the rinse liquor.
  • the textiles that have been aftertreated in this manner also have a very good crease protection after drying in a tumble dryer, which is associated with the positive effects on ironing described above.
  • the crease protection can be significantly enhanced by a one-time short ironing of the textiles after drying. A similar effect is achieved when the drying of the treated fabric at temperatures of 60 to 180 ° C is carried out in textile production.
  • the alkylketene dimers are used e.g. in amounts of 0.01 to 10 wt .-%, based on the weight of the textiles.
  • the finishing agents are preferably added to the rinse cycle of the washing machine during household washing. For example, since the finishing effect wears off after several washes, the finishing equipment is added to the post-rinse bath only after the fourth to sixth washings, thus regaining the original finish quality.
  • the finishing agents can also be added to the post-rinse bath after each wash, and it is also possible to add the finish to the rinse bath after the second, third, fifth, seventh, or tenth wash to re-raise the finish of the fabric to the original level.
  • Suitable cationic surfactants which are preferably present in an amount of from 3 to 30 percent by weight in the fabric laundering aftertreatment formulation include, for example, diester quaternary ammonium salts containing two C 11 to C 22 alk (en) ylcarbonyl-oxy (mono-bis pentamethylene) radicals and two C 1 - to C 3 alkyl or hydroxyalkyl radicals on the quaternary nitrogen atom and carry as counterion, for example, chloride, bromide, methosulfate or sulfate.
  • Quaternary diesterammonium salts are furthermore, in particular, those which have a C 11 - to C 22 -alk (en) ylcarbonyl-oxy-trimethylene radical which, at the middle C atom of the tri-methylene group, has a C 11 - to C 22 -alk ( en) carries ylcarbonyl-oxy radical, and have three C 1 - to C 3 alkyl or hydroxyalkyl radicals on the quaternary nitrogen atom and carry as counterion, for example, chloride, bromide, methosulfate or sulfate.
  • Quaternary tetraalkylammonium salts are in particular those which have two C 1 - to C 6 -alkyl radicals and two C 8 - to C 24 -alk (en) yl radicals on the quaternary nitrogen atom and as counterion, for example, chloride, bromide, methosulfate or Wear sulfate.
  • Quaternary diamidoammonium salts are in particular those containing two C 8 to C 24 -alk (en) ylcarbonylamino-ethylene radicals, a substituent selected from hydrogen, methyl, ethyl and polyoxyethylene with up to 5 oxyethylene units and as a fourth radical have a methyl group on the quaternary nitrogen atom and carry as counterion, for example, chloride, bromide, methosulfate or sulfate.
  • Amidoamino esters are, in particular, tertiary amines which have, as substituents on the N atom, a C 11 - to C 22 -alk (en) ylcarbonylamino (mono- to trimethylene) radical, a C 11 - to C 22 -alk (en) ylcarbonyl radical. oxy (mono- to trimethylene) radical and carry a methyl group.
  • Imidazolinium salts are in particular those which in the 2-position of the heterocycle a C 14 - to C 18 -alk (en) ylrest, at the neutral N-atom of a C 14 - to C 18 -alk (en) yl-carbonyl- (oxy or amino) -ethylene radical and on the positive charge-carrying N atom carry hydrogen, methyl or ethyl, counterions here are, for example, chloride, bromide, methosulfate or sulfate.
  • the textile laundry aftertreatment formulation may also contain the usual additives in fabric softeners in the usual amounts, e.g. nonionic surfactants, fragrances and dyes, stabilizers, fiber and color protective additives, viscosity modifiers, soil release additives, anti-corrosive additives, bactericides and preservatives.
  • nonionic surfactants e.g. nonionic surfactants, fragrances and dyes, stabilizers, fiber and color protective additives, viscosity modifiers, soil release additives, anti-corrosive additives, bactericides and preservatives.
  • the modified polyethylenimine was prepared by mixing 258 g of anhydrous polyethyleneimine containing 420 ethyleneimine units with 43.7 g of valeric acid and heating to a temperature of 150 to 180 ° C for 8 hours while continuously distilling off water from the reaction mixture. After cooling, the reaction product was taken up in water and the solids content of the solution adjusted to 25%.
  • Cotton fabrics of the size indicated in Table 1 with a basis weight of 160 g / m 2 were sprayed on both sides with the finishing agents A, B, and C, so that the application amount was 2%, based on the respective weight of the dry textile, and then hot-ironed in a slightly damp state, using the cotton program of the iron.
  • the treated tissue samples were washed for comparison with untreated tissue samples of the same size and ballast tissue with a liquid detergent at 40 ° C in an automatic household washing machine (load between 1.5 and 3.0 kg) and then dried in a drum dryer. The washing and drying was carried out five times in succession. For use came a standard washing or. Standard drying program (program color wash 40 ° C or program cupboard dry). After the fifth cycle, the tissue samples were scored visually according to the AATCC Test Method 124, where the grade 1 indicates that the tissue is very creased and has many wrinkles, while the score 5 is awarded for wrinkle and wrinkle-free tissue.
  • the fabric samples treated with finishing agents A, B and C received scores between 3 and 4. In contrast, the scores for the untreated fabric samples ranged from 1 to 1.5, cf. Table 1.
  • BW 1 (40 cm x 40 cm) load 1.5 kg BW (40 cm x 40 cm) load 3.0 kg BW (40 cm x 80 cm) load 1.5 kg untreated 1 1 1 A 3.5 3 3 B 4 4 4 C 3.5 3 3.5 1) BW: cotton

Claims (12)

  1. Procédé pour le finissage infroissable de textiles contenant de la cellulose, par traitement des textiles avec un agent de finissage et séchage des textiles traités, caractérisé en ce que, comme agent de finissage, on met en oeuvre des dispersions aqueuses de dimères de C14-C22-alkylcétènes que l'on peut obtenir par émulsion d'au moins un dimère d'alkylcétène en présence d'un agent émulsionnant cationique.
  2. Procédé suivant la revendication 1, caractérisé en ce qu'on met en oeuvre des dispersions aqueuses de dimères d'alkylcétène que l'on peut obtenir par émulsion de dimères d'alkylcétène en présence d'amidon cationique, comme agent émulsionnant.
  3. Procédé suivant la revendication 1 ou 2, caractérisé en ce que, comme agent émulsionnant cationique, on met en oeuvre un amidon cationique présentant une teneur en amylopectine d'au moins 95 % en poids.
  4. Procédé suivant la revendication 1, caractérisé en ce qu'on met en oeuvre des dispersions aqueuses de dimères d'alkylcétène qui peuvent être obtenues par émulsion de dimères d'alkylcétène en présence de 1 à 20 % en poids, par rapport aux dimères d'alkylcétène, d'un agent émulsionnant à base
    (a) d'un copolymère de 5 à 80 % molaires de N-vinylpyrrolidone et de 95 à 20 % molaires d'au moins un N-vinylimidazole quaternisé présentant une valeur K d'au moins 20 (déterminée selon H. Fikentscher dans une solution aqueuse 0,5 M de chlorure de sodium à une concentration de polymère de 0,1 % en poids et à une température de 25°C) et/ou
    (b) d'un produit de condensation qui est accessible par amidation partielle de polyéthylèneimines avec des acides monocarboxyliques et condensation ultérieure des polyéthylèneimines partiellement amidées avec au moins un agent de réticulation bifonctionnel, les produits de condensation ayant une viscosité d'au moins 100 mPas dans une solution aqueuse à 20 % en poids à 20°C.
  5. Procédé suivant la revendication 4, caractérisé en ce que les dispersions aqueuses de dimères d'alkylcétène contiennent 10 à 18 % en poids, par rapport aux dimères d'alkylcétène, d'un agent émulsionnant.
  6. Procédé suivant l'une des revendications 1 à 5, caractérisé en ce que les dispersions aqueuses des dimères d'alkylcétène contiennent en supplément jusqu'à 5 % en poids, par rapport aux dimères d'alkylcétène, d'un agent stabilisant.
  7. Procédé suivant la revendication 6, caractérisé en ce que, comme agent stabilisant, on met en oeuvre des ligninesulfonates, des sels d'ammonium quaternaires, des produits de condensation d'acide naphtalènesulfonique-formaldéhyde, des alkylsulfates, des alkylsulfonates, des polystyrènes sulfonés, des acides carboxyliques, des esters de sorbitane, des acides polycarboxyliques présentant des masses molaires de 300 à 20 000, des polyvinylsulfonates, des alcools polyvinyliques, des acides polyamidosulfoniques, des sels des composés contenant des groupes acides cités ou des mélanges des composés cités.
  8. Utilisation de dispersions aqueuses de dimères de C14-C22-alkylcétène, que l'on peut obtenir par émulsion d'au moins un dimère d'alkylcétène en présence d'un agent émulsionnant cationique, comme agent de finissage pour le finissage infroissable de textiles contenant de la cellulose.
  9. Utilisation suivant la revendication 8, caractérisée en ce qu'on met en oeuvre les dimères d'alkylcétène en des quantités de 0,1 à 10 % en poids, par rapport au poids des textiles.
  10. Utilisation suivant la revendication 8 ou 9, caractérisée en ce qu'on ajoute l'agent de finissage au bain de rinçage final de la machine à laver pour la lessive domestique.
  11. Utilisation de produits de traitement final de linge, qui contiennent
    (a) 0,1 à 40 % en poids d'un dimère de C14-C22-alkylcétène sous la forme d'une dispersion aqueuse qui peut être obtenue par émulsion du dimère d'alkylcétène en présence d'un agent émulsionnant cationique,
    (b) 0,1 à 50 % en poids d'un agent assouplissant, et
    (c) 0 à 25 % en poids d'au moins un agent tensioactif non ionique,
    et de l'eau pour compléter à 100 % en poids, pour le finissage infroissable de textiles contenant de la cellulose.
  12. Utilisation de produits de traitement final de linge, qui contiennent
    (a) 0,1 à 25 % en poids d'un dimère de C14-C22-alkylcétène sous la forme d'une dispersion aqueuse qui peut être obtenue par émulsion du dimère d'alkylcétène en présence d'un agent émulsionnant cationique,
    (b) 0,1 à 40 % en poids d'au moins un agent tensioactif cationique du groupe des sels de diesterammonium quaternaires, des sels de tétraalkylammonium quaternaires, des sels de diamido-ammonium quaternaires, des amidoaminoesters et des sels d'imidazolinium, et éventuellement
    (c) jusqu'à 50 % en poids d'au moins un agent tensioactif non ionique,
    et de l'eau pour compléter à 100 % en poids, pour le finissage infroissable de textiles contenant de la cellulose.
EP01903761A 2000-02-25 2001-02-14 Finissage antifroisse de textiles a base de cellulose et agent de post-traitement pour le linge Expired - Lifetime EP1259672B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10008930 2000-02-25
DE10008930A DE10008930A1 (de) 2000-02-25 2000-02-25 Antiknitterausrüstung von cellulosehaltigen Textilien und Wäschenachbehandlungsmittel
PCT/EP2001/001607 WO2001063036A1 (fr) 2000-02-25 2001-02-14 Finissage antifroisse de textiles a base de cellulose et agent de post-traitement pour le linge

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EP1259672B1 true EP1259672B1 (fr) 2007-03-21

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US (1) US20030092804A1 (fr)
EP (1) EP1259672B1 (fr)
JP (1) JP2003525357A (fr)
CN (1) CN1180154C (fr)
AT (1) ATE357553T1 (fr)
AU (1) AU2001231743A1 (fr)
BR (1) BR0108652A (fr)
CA (1) CA2400564A1 (fr)
DE (2) DE10008930A1 (fr)
ES (1) ES2280339T3 (fr)
MX (1) MXPA02007024A (fr)
WO (1) WO2001063036A1 (fr)

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DE102010063696A1 (de) 2010-12-21 2012-06-21 Wacker Chemie Ag Zusammensetzungen enthaltend Quatverbindungen und Organopolysiloxane

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GB0505884D0 (en) * 2005-03-22 2005-04-27 Ten Cate Advanced Textiles Bv Method for providing a crease resistant finish on a textile article
ES2625898T3 (es) * 2005-07-12 2017-07-20 Coöperatie Avebe U.A. Emulsionante
WO2007095670A1 (fr) * 2006-02-20 2007-08-30 Commonwealth Scientific And Industrial Research Organisation Méthode et formule destinées à la sous-couche du bois et des fibres naturelles
JP4891837B2 (ja) * 2006-10-02 2012-03-07 花王株式会社 繊維製品処理剤組成物
JP4957636B2 (ja) * 2008-04-17 2012-06-20 株式会社豊田中央研究所 表面修飾バイオファイバー、その製造方法、および表面修飾バイオファイバーを含有する樹脂複合材料
EP2651572B1 (fr) 2010-12-17 2019-01-16 Cellutech AB Nouveau procédé de production de surfaces super-hydrophobes
AT512143B1 (de) * 2011-11-08 2013-12-15 Chemiefaser Lenzing Ag Cellulosefasern mit hydrophoben Eigenschaften und hoher Weichheit und der dazugehörige Herstellungsprozess
AT512144B1 (de) * 2011-11-08 2013-12-15 Chemiefaser Lenzing Ag Man-made Collulosefasern mit hydrophoben Eigenschaften
CN102587128B (zh) * 2012-01-19 2013-10-09 苏州大学 一种防水增效剂以及纺织品防水整理的方法
AT512621B1 (de) 2012-02-28 2015-09-15 Chemiefaser Lenzing Ag Hygieneprodukt
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CN103290680A (zh) * 2013-04-16 2013-09-11 沂水祥腾化工有限公司 一种阳离子脂肪酸柔软剂的制备方法
CN105220505B (zh) * 2015-11-05 2017-10-17 浙江美欣达印染集团股份有限公司 一种无甲醛免烫整理剂及其使用方法

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DE102010038887A1 (de) 2010-08-04 2012-02-09 Wacker Chemie Ag β-Ketocarbonylquatverbindungen und Verfahren zu deren Herstellung
WO2012016837A1 (fr) 2010-08-04 2012-02-09 Wacker Chemie Ag Composés quaternaires de bêta-cétocarbonyle et procédés pour leur préparation
US8722926B2 (en) 2010-08-04 2014-05-13 Wacker Chemie Ag Beta-ketocarbonylquat compounds and process for the preparation thereof
DE102010063696A1 (de) 2010-12-21 2012-06-21 Wacker Chemie Ag Zusammensetzungen enthaltend Quatverbindungen und Organopolysiloxane
WO2012084830A1 (fr) 2010-12-21 2012-06-28 Wacker Chemie Ag Compositions contenant des composés quaternaires et des organosiloxanes
US8722612B2 (en) 2010-12-21 2014-05-13 Wacker Chemie Ag Compositions comprising quat compounds and organopolysiloxanes

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ATE357553T1 (de) 2007-04-15
DE10008930A1 (de) 2001-08-30
US20030092804A1 (en) 2003-05-15
MXPA02007024A (es) 2003-03-27
WO2001063036A1 (fr) 2001-08-30
ES2280339T3 (es) 2007-09-16
CN1180154C (zh) 2004-12-15
BR0108652A (pt) 2002-12-24
JP2003525357A (ja) 2003-08-26
DE50112225D1 (de) 2007-05-03
EP1259672A1 (fr) 2002-11-27
CA2400564A1 (fr) 2001-08-30
AU2001231743A1 (en) 2001-09-03
CN1406297A (zh) 2003-03-26

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