EP0064029A1 - Mélange d'adjuvants et son utilisation comme agent contre le froissement dans la teinture ou l'azurage optique de matières textiles contenant des fibres de polyester - Google Patents

Mélange d'adjuvants et son utilisation comme agent contre le froissement dans la teinture ou l'azurage optique de matières textiles contenant des fibres de polyester Download PDF

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Publication number
EP0064029A1
EP0064029A1 EP82810167A EP82810167A EP0064029A1 EP 0064029 A1 EP0064029 A1 EP 0064029A1 EP 82810167 A EP82810167 A EP 82810167A EP 82810167 A EP82810167 A EP 82810167A EP 0064029 A1 EP0064029 A1 EP 0064029A1
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Prior art keywords
carbon atoms
component
aliphatic
adduct
auxiliary mixture
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German (de)
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EP0064029B1 (fr
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Heinz Abel
Paul Dr. Schäfer
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Novartis AG
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Ciba Geigy AG
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/6421—Compounds containing nitrile groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners

Definitions

  • the present invention relates to novel auxiliary mixtures and their use as wrinkle-free agents in the dyeing or optical brightening of textile materials containing polyester fibers.
  • Wrinkle-free agents that are already practically on the market are hydrophobic, plasticizer-like substances. Due to their low HLB value, if they are not already foaming, they have the property of stabilizing at least foreign foam from residual surfactants or dye dispersants.
  • the HLB value is a measure of the "hydrophilic-lipophilic balance" in a molecule.
  • carboxyl group-containing polypropylene oxide adducts are known which are used as wrinkle-free agents. Although these products do not foam themselves, they stabilize the foam of dispersants so strongly that their use in dyeing polyester fibers in certain jet dyeing machines, e.g. Short fleet jet, is hardly possible.
  • Components (A), (B), (C) and (D) can be present as individual compounds or as mixtures with one another.
  • Preferred auxiliary mixtures consist of all the specified components (A), (B), (C) and (D).
  • R advantageously represents the hydrocarbon radical of an unsaturated or preferably saturated aliphatic monoalcohol with 3 to 24 carbon atoms. These hydrocarbon radicals can be straight-chain or branched.
  • aliphatic saturated alcohols come, for example, propanol, isopropanol, n-butanol, isobutanol, sec. Butanol, tert. Butanol, n-amyl alcohol, isoamyl alcohol, tert.
  • Some of the Alfole representatives are Alfol (8-10), (10-14) and (16-18).
  • Unsaturated aliphatic alcohols are, for example, allyl alcohol, butenol, dodecenyl alcohol, hexadecenyl alcohol or oleyl alcohol.
  • the alcohol residues can be present alone or as mixtures.
  • the alcohol residues can optionally be mono-, di- or triethoxylated.
  • R can also be derived from a polyhydric aliphatic alcohol which has at least 2, advantageously 2 to 5 hydroxyl groups and preferably 2 to 9 carbon atoms, e.g. of alkylene diols with an alkylene radical of 2 to 6 carbon atoms, such as ethylene glycol, 1,3- or 1,2-propylene glycol or 1,5-pentanediol, and also glycerol, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, mannitol or sorbitol.
  • These polyhydric alcohols can also be etherified with 1 to 6 moles of ethylene oxide or propylene oxide or mixtures of these alkylene oxides.
  • R is preferably alkenyl or preferably alkyl each having 3 to 22 carbon atoms.
  • R is derived in particular from cyclopentanol, cyclohexanol, cyclododecanol, p-nonylcyclohexanol, hydroabietyl alcohol, or benzyl alcohol, phenylethyl alcohol or phenoxyethanol, the benzene nucleus also being lower alkyl, such as for example methyl, ethyl, isopropyl or lower alkoxy such as methoxy, ethoxy or isopropoxy or may be substituted by halogen.
  • lower alkyl and lower alkoxy generally represent groups or group components which have 1 to 5, in particular 1 to 3, carbon atoms, such as, for example, Methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl or amyl or methoxy, ethoxy or isopropoxy.
  • Halogen in connection with all substituents means, for example, fluorine, bromine or preferably chlorine.
  • the compounds of the formulas (8), (11), (12), (13), (14) and (23) are particularly preferred.
  • the compounds of the formulas (1) to (25) are prepared in a manner known per se.
  • the preparation can preferably be carried out by reacting an alcohol of the formula R-OH, in which R has the meaning given, with acrylonitrile.
  • the reaction is preferably carried out in anhydrous media, e.g. in alcoholic media, in the presence of an alkali metal hydroxide or alcoholate or a quaternary ammonium hydroxide, e.g. Benzyl trimethylammonium hydroxide, and at a temperature of 10 to 60 ° C.
  • the polypropylene oxide adducts which can be used as component (B) can be present as free acids or as salts, for example alkali metal or ammonium salts.
  • the alkali metal salts include, in particular, the sodium and potassium salts and the ammonium, trimethylammonium, monoethanolammonium, diethanolammonium and triethanolammonium salts as ammonium salts.
  • the sodium or ammonium (NH 4 ) salts are preferred.
  • Component (a) is preferably a diol of the formula wherein m is 1 to 50, preferably 10 to 40.
  • diols are ethylene glycol, diethylene glycol or polyethylene glycols with an average molecular weight of 450 to 2300, particularly 650 to 1800.
  • Further aliphatic diols can also be 1,3- or 1,2-propylene glycol or 1,5-pentanediol.
  • the aliphatic dicarboxylic acids of component (b) can be saturated or ethylenically unsaturated.
  • Examples of aliphatic, saturated dicarboxylic acids are Succinic, glutaric, adipic, pimelic, cork, azelaic or sebacic acid or their anhydrides, in particular succinic or glutaric anhydride, can be considered.
  • Ethylenically unsaturated dicarboxylic acids are preferably fumaric, maleic or itaconic acid, furthermore mesaconic, citraconic and methylene malonic acid.
  • the anhydride of these acids is in particular maleic anhydride, which is also the preferred component (b).
  • Component (c) is primarily addition products of propylene oxide with three to six hexavalent alkanols having 3 to 6 carbon atoms. These alkanols can be straight-chain or branched. Examples include glycerol, trimethylolpropane, erythritol, pentaerythritol, mannitol or sorbitol.
  • reaction products of component (c) can be prepared, for example, by adding about 2 to 20 mol, preferably 4 to 12 mol, of propylene oxide to 1 mol of the trihydric to hexahydric alcohol. Addition products of 4 to 8 moles of propylene oxide with 1 mole of pentaerythritol have proven to be particularly suitable.
  • the fatty acids of component (d) are saturated or unsaturated acids such as, for example, caprylic, capric, lauric, myristic, palmitic, stearic, arachine, coconut fat (C 10 -C 16 ) behenes -, Decen-, Dodecen-, Tetradecen-, Hexadecen-, Oel-, Linol-, Linolen-, Ricinol-, Eicosen-, Docosen- or Clupanodonic.
  • saturated or unsaturated acids such as, for example, caprylic, capric, lauric, myristic, palmitic, stearic, arachine, coconut fat (C 10 -C 16 ) behenes -, Decen-, Dodecen-, Tetradecen-, Hexadecen-, Oel-, Linol-, Linolen-, Ricinol-, Eicosen-, Docosen- or Clupanod
  • the focus of interest is on oleic acid, coconut fatty acid, tallow fatty acid, palmitic acid or in particular stearic acid.
  • the adducts 1 to 5 can be present as free acids or as salts, especially as sodium salts or ammonium salts.
  • the polypropyleneoxy adducts are prepared by known methods.
  • One method for producing these products is to react component (a) with components (b), (c) and (d) and, if appropriate, convert the product into a salt.
  • the reaction of component (a) with components (b), (c) and (d) is carried out, if appropriate in the presence of an acid catalyst and / or an organic solvent which is inert to the reaction components, at from 80 to 150 ° C., preferably 90 up to 130 ° C.
  • an acid catalyst e.g. Sulfuric acid or p-toluenesulfonic acid can be used.
  • Suitable organic solvents are e.g. Benzene, toluene or xylene.
  • the various components can be reacted simultaneously. If anhydrides of aliphatic dicarboxylic acids are used as component (b), the esterification is advantageously carried out in stages.
  • the diol (component (a)) is used in the presence of a polymerization inhibitor, e.g. Di (tert.butyl) -p-cresol with the anhydride by heating at 90 to 130 ° C to the bis-monoester of dicarboxylic acid, which is then in a second step with the addition of an acid catalyst and optionally in the presence of an inert organic solvent, e.g.
  • a polymerization inhibitor e.g. Di (tert.butyl) -p-cresol
  • Benzene or toluene with the adduct of component (c) and a fatty acid (component (d)) is further esterified at 90 to 130 ° C., whereupon the ester product still containing carboxyl groups is converted into a salt by adding bases such as ammonia or alkali metal hydroxides can be transferred.
  • bases such as ammonia or alkali metal hydroxides
  • the adducts obtained are solid to liquid, highly viscous products. They can therefore be in the form of waxes, pastes or oils and are usually colorless, slightly yellow or brown in color.
  • the new dyeing aid can additionally contain, as component (C), an aliphatic alcohol having 5 to 18 carbon atoms or a siloxane-oxyalkylene copolymer or a mixture of these substances.
  • component (C) acts in particular as a foam suppressant.
  • the alcohols can be used as individual compounds or as mixtures with one another. They can be straight-chain or branched, saturated or unsaturated and should generally be liquid at room temperature. Examples include n-amyl alcohol, n-hexanol, trimethylhexanol, 2-ethyl-n-hexanol, octyl alcohol (octanol isomer mixture), nonyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol or oleyl alcohol, and also the alfoles such as e.g. Alfol (6-10), (8-10), (10-14), (12), (16) and (18). Alcohols with 5 to 10 carbon atoms are preferred, with 2-ethyl-n-hexanol being particularly suitable.
  • the organopolysiloxanes as the starting product for such adducts basically correspond to commercially available silicone oils, which are described in German specification 20 31 827. Among these silicone oils, polydimethylsiloxanes are of prime interest.
  • the siloxaneoxyalkylene copolymers that are suitable as component (C) can be prepared, for example, from halogen-substituted organopolysiloxanes, in particular polydimethylsiloxanes and alkali metal salts of polyoxyalkylene, for example polyethylene and / or polypropylene glycols.
  • siloxaneoxyalkylene copolymers are polyether siloxanes, which expediently have a cloud point at about 20 to 70 ° C., preferably 25 to 50 ° C.
  • the glycol content, consisting of oxyethylene groups or oxyethylene and oxypropylene groups, is advantageously 35 to 85, preferably 40 to 75 percent by weight, based on the total weight of the polyether siloxane.
  • component (C) is accordingly a block polymer of a polydimethylsiloxane and ethylene oxide or a copolymer of ethylene and propylene oxide, which has a cloud point at 20 to 70 ° C, in particular 25 to 50 ° C.
  • Such block polymers or polyether siloxanes can by the likely formula in which q is 3 to 50, suitably 3 to 25, r 2 or 3, s 0 to 15, t 1 to 25, x 3 to 10 and R 3 are alkyl having 1 to 4 carbon atoms, preferably methyl.
  • Such polyether siloxanes are described, for example, in German Patent Application 1,719,238 and in US Pat. Nos. 2,834,748, 3,389,160 and 3,505,377.
  • polyether siloxanes which can be used as optional component (C) correspond to the likely formula wherein R 4 and R 5 are each alkyl having 1 to 4 carbon atoms, preferably methyl, a '1 to 20, b' 2 to 20, c '2 to 50, d' 1 or 2, preferably 1, and m '2 to 5 mean and where C m , H 2m , O d , preferably ethylene oxide groups or mixtures of ethylene oxide groups and propylene oxide groups.
  • SILICONSURFACTANT L 546 ® (trade mark, UNIONCARBIDE) is suitable as a commercially available component (C), which probably corresponds to formula (29) and has a cloud point of 32 ° C.
  • the auxiliaries according to the invention can contain water as polar solvent (D) or a water-miscible organic solvent.
  • water-miscible organic solvents are aliphatic C I -C 4 alcohols such as methanol, ethanol; the propanols or isobutanol; Alkylene glycols such as ethylene glycol or propylene glycol; Monoalkyl ethers of glycols such as ethylene glycol monomethyl, ethyl or butyl ether and diethylene glycol monomethyl or ethyl ether; Ketones such as acetone, methyl ethyl ketone, cyclohexanone, diacetone alcohol; Ethers and acetals such as diisopropyl ether, diphenyl oxide, dioxane, tetrahydrofuran, also tetrahydrofurfuryl alcohol, pyridine, acet
  • the new dyeing agent mixtures can be prepared by simply stirring the components (A), (B) and, if appropriate, (C) and / or (D), giving homogeneous, clear mixtures which are stable in storage at room temperature.
  • the new formulations are used in particular as wrinkle-free agents in the dyeing of linear polyester fibers or mixtures of polyester fibers and cotton or wool. They increase the rate of diffusion of the dyes in the fibers and thus increase the color yield. They also have an anti-foam effect.
  • the present invention accordingly also relates to a process for dyeing textile material containing polyester fibers with disperse dyes or optical brighteners, which is characterized in that the textile material is colored or optically brightened in the presence of the auxiliary mixture according to the invention.
  • the amounts used in which the auxiliary preparation according to the invention is added to the dyebaths or lightening liquors are between 0.5 and 10, preferably 2 and 8 percent by weight, based on the weight of the textile material.
  • Linear polyester fibers are to be understood as meaning synthetic fibers which are obtained, for example, by condensation of terephthalic acid with ethylene glycol or of isophthalic acid or terephthalic acid with 1,4-bis (hydroxymethyl) cyclohexane, and also copolymers of terephthalic and isophthalic acid and ethylene glycol.
  • the linear polyester used almost exclusively in the textile industry so far consists of terephthalic acid and ethylene glycol.
  • the fiber materials can also be used as a mixed fabric among themselves or with other fibers, e.g. Mixtures of polyacrylonitrile / polyester, polyamide / polyester, polyester / cotton, polyester / viscose and polyester / wool can be used.
  • the textile material to be dyed can be in various forms. Piece goods, such as knitted or woven fabrics, are preferred.
  • the disperse dyes to be used which are only sparingly soluble in water and are largely present in the dye liquor in the form of a fine dispersion, can belong to a wide variety of dye classes, for example the acridone, azo, anthraquinone, coumarin, methine, Perinone, naphthoquinoneimine, quinophthalone, styryl or nitro dyes. Mixtures of disperse dyes can also be used according to the invention.
  • polyester / wool mixed fiber materials are preferably dyed with commercially available mixtures of anionic dyes and disperse dyes.
  • the anionic dyes are, for example, salts of heavy metal-containing or preferably metal-free mono-, dis- or polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinoneimine and phthalocyanine dyes.
  • the anionic character of these dyes can be determined by metal complex formation alone and / or preferably due to acidic, salt-forming substituents, such as carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or sulfonic acid groups.
  • These dyes can also have so-called reactive groups in the molecule, which form a covalent bond with the wool.
  • the 1: 1 metal complex dyes preferably have one or two sulfonic acid groups. As metal, they contain a heavy metal atom such as Copper, nickel or especially chrome.
  • the 1: 2 metal complex dyes contain a heavy metal atom such as e.g. a cobalt atom or in particular a chromium atom.
  • Two complex-forming components are connected to the central atom, at least one of which is a dye molecule, but preferably both are dye molecules.
  • the two dye molecules involved in the complex formation can be the same or different from one another.
  • the 1: 2 metal complex dyes can e.g. contain two azomethine molecules, a disazo dye and a monoazo dye, or preferably two monoazo dye molecules.
  • the azo dye molecules can have water solubilizing groups, e.g. Acid amide, alkylsulfonyl or the acid groups mentioned above. Preference is given to 1: 2 cobalt or 1: 2 chromium complexes of monoazo dyes which have acid amide, alkylsulfonyl or a total of a single sulfonic acid group.
  • Fiber mixtures of polyester and cotton are usually dyed with combinations of disperse dyes and vat dyes, sulfur dyes, leuco vat ester dyes, direct dyes or reactive dyes, the polyester content being pre-, simultaneously or post-dyed with disperse dyes.
  • vat dyes are higher fused and heterocyclic benzoquinones or naphthoquinones, sulfur dyes and in particular anthraquinone or indigo dyes.
  • vat dyes which can be used according to the invention are listed in the Color Index, 3rd Edition (1971), Vol. 3, on pages 3649 to 3837 under the names "Sulfur Dyes” and "Vat Dyes”.
  • Suitable direct dyes are, for example, the "Direct Dyes” mentioned in Color Index, 3rd Edition (1971), Vol. 2, pages 2005 to 2478.
  • the leuco vat ester dyes are e.g. from vat dyes of the indigo, anthraquinone or indanthrene series by reduction e.g. with iron powder and subsequent esterification e.g. available with chlorosulfonic acid and are referred to in the Color Index, 3rd Edition (1971), Vol. 3, as "Solubilized Vat Dyes".
  • Reactive dyes are understood to be the usual dyes that form a chemical bond with the cellulose, e.g. the "Reactive Dyes” listed in the Color Index, 3rd Edition (1971), Vol. 3, on pages 3391 to 3560.
  • the new auxiliary mixtures can also be used for whitening undyed synthetic fiber materials with optical brighteners dispersed in water.
  • the optical brighteners can belong to any brightener class. In particular, it is coumarins, Triazolcumarine, Benzocumarine, oxazines, pyrazines, pyrazolines, diphenyl-pyrazolines, stilbenes, Styrylstilbene, Triazolylstilbene, Bisbenzoxazolylethylene, stilbene-bis-benzoxazoles, Phenylstilbenbenzoxazole, Thiophenbis-benzoxazoles, naphthalene-bis-benzoxazoles, benzofurans, benzimidazoles and naphthalimides .
  • Mixtures of optical brighteners can also be used according to the invention.
  • the amount of dyes or optical brighteners to be added to the liquor depends on the desired color strength; In general, amounts of 0.01 to 10, preferably 0.02 to 5 percent by weight, based on the textile material used, have proven successful.
  • the auxiliaries to be used according to the invention can also be mixed with known carriers based on e.g. Di- or trichlorobenzene, methyl- or ethylbenzene, o-phenylphenol, benzylphenol, diphenyl ether, chlorodiphenyl, methyldiphenyl, cyclohexanone, acetophenone, alkylphenoxyethanol, mono-, di- or trichlorophenoxyethanol or propanol, pentachlorophenoxyethene, diphenyl or diphenylbenzene, alkylphenylbenzene, alkylphenylbenzene, alkylphenylbenzene, alkylphenylbenzene, alkylphenyl or alkylphenylbenzene, Methyl diphenyl ether, dibenzyl ether, methyl benzoate, butyl benzoate or phenyl benzoate can be used.
  • the carriers are preferably used in an amount of 0.5 to 2 g / l of liquor or 5 to 10 percent by weight, based on the auxiliary preparation.
  • the dyebaths or lightening liquors can contain, in addition to the dyes or optical brighteners and the auxiliaries according to the invention, wool protection agents, oligomer inhibitors, oxidizing agents, anti-foaming agents, emulsifiers, leveling agents, retarders and preferably dispersants.
  • the dispersants are used primarily to achieve a good fine distribution of the disperse dyes.
  • the dispersants which are generally used for dyeing with dispersion dyes are suitable.
  • the dispersants used are preferably sulfated or phosphated adducts of 15 to 100 moles of ethylene oxide or preferably propylene oxide with polyhydric aliphatic alcohols containing 2 to 6 carbon atoms, such as ethylene glycol, glycerol or pentaerythritol or with at least two amino groups or one amino group and one hydroxyl group with 2 to 9 carbon atoms as well Alkyl sulfonates with 10 to 20 carbon atoms in the alkyl chain, alkylbenzenesulfonates with straight-chain or branched alkyl chain with 8 to 20 carbon atoms in the alkyl chain, such as, for example, nonyl or dodecylbenzenesulfonate, 1,3,5,7-tetramethyloctylbenzenesulfonate or octadecylbenzenesulfonate, such as alkylnate or naphthalene acid, such as
  • Lignin sulfonates polyphosphates and preferably formaldehyde condensation products of aromatic sulfonic acids, formaldehyde and optionally mono- or bifunctional phenols such as e.g. from cresol, ⁇ -naphtholsulfonic acid and formaldehyde, from benzenesulfonic acid, formaldehyde and naphthalenic acid, from naphthalenesulfonic acid and formaldehyde or from naphthalenesulfonic acid, dihydroxydiphenyl sulfone and formaldehyde.
  • the disodium salt of di- (6-sulfonaphthyl-2-) methane is preferred.
  • anionic dispersants can also be used.
  • the anionic dispersants are normally in the form of their alkali metal salts, ammonium salts or amine salts. These dispersants are preferably used in an amount of 0.1 to 5 g / 1 liquor.
  • the dyebaths or lightening liquors can also contain customary additives, advantageously electrolytes such as salts, e.g. Sodium sulfate, ammonium sulfate, sodium or ammonium phosphates or polyphosphates, metal chlorides or nitrates such as sodium chloride, calcium chloride, magnesium chloride or calcium nitrates, ammonium acetate or sodium acetate and / or acids, e.g. Mineral acids such as sulfuric acid or phosphoric acid, or organic acids, suitably lower aliphatic carboxylic acids such as formic, acetic or oxalic acid and also alkalis or alkali donors, complexing agents.
  • the acids serve primarily to adjust the pH of the liquors used according to the invention, which is generally 4 to 6.5, preferably 4.5 to 6.
  • the dyeing or lightening is advantageously carried out from an aqueous liquor using the exhaust process.
  • the liquor ratio can accordingly be chosen within a wide range, e.g. 1: 4 to 1: 100, preferably 1: 6 to 1:50.
  • the temperature at which dyeing or lightening is at least 70 ° C and is usually not higher than 140 ° C. It is preferably in the range from 80 to 135 ° C.
  • Linear polyester fibers and cellulose triacetate fibers are preferably dyed by the so-called high-temperature process in closed and expediently also pressure-resistant apparatus at temperatures above 100 ° C., preferably between 110 and 135 ° C., and optionally under pressure.
  • Circulation devices such as cross-wound or tree dyeing machines, reel runners, nozzle or drum dyeing machines, muff dyeing machines, paddles or jiggers are suitable as closed vessels.
  • Cellulose-2 1/2 acetate fibers are preferably dyed at temperatures of 80-85 ° C.
  • the dyeing process according to the invention can be carried out by either briefly treating the material to be dyed first with the auxiliary mixture and then dyeing it, or preferably treating it simultaneously with the auxiliary and the dye.
  • the material to be dyed is preferably left to run for 5 minutes at 60 to 80 ° C. in the bath, which contains the dye, the auxiliary mixture and, if appropriate, further additives and is adjusted to a pH of 4.5 to 5.5, the temperature increases within from 15 to 35 minutes to 105 to 135 ° C., preferably 125 to 130 ° C., and the dye liquor is left at this temperature for 15 to 90 minutes, preferably 30 minutes.
  • the dyeings are completed by cooling the dye liquor to 60 to 80 ° C., rinsing the dyeings with water and, if appropriate, cleaning in a conventional manner in an alkaline medium with reductive Conditions. The dyeings are then rinsed again and dried. If carriers are used, the dyeings are advantageously subjected to a heat treatment, for example thermal insulation, in order to improve the light fastness, which is preferably carried out at 160 to 180 ° C. and for 30 to 90 seconds.
  • a heat treatment for example thermal insulation
  • the dyeing process according to the invention gives uniform and vivid colorations which are distinguished by good color yields.
  • level dyeings are achieved, with the material having a very favorable monsanto image of 2 to 4 (wrinkle-free), showing a calm fabric appearance and having a pleasant, soft feel.
  • the fastness of the dyeings such as Light fastness, fastness to rubbing and wet fastness are not adversely affected by the use of the auxiliary mixture. Furthermore, when the textile material is dyed in the presence of the auxiliary mixture used according to the invention, no disruptive foaming occurs.
  • the percentages are by weight unless otherwise specified.
  • the amounts of the dyes relate to commercial, i.e. Coucher goods and the components of the auxiliary mixture on pure substance. Any five-digit Color Index numbers (C.I.) refer to the 3rd edition of the Color Index.
  • 150 g of polyethylene glycol of average molecular weight 1500, 19.6 maleic anhydride and 0.3 g of di- (tert-butyl) -p-cresol are heated to 130 ° C. and kept at 130 ° C. for 3 hours with stirring.
  • the reflux condenser is replaced by a distillation receiver, 60 g of a condensation product of 1 mol of pentaerythritol and 8 mol of propylene oxide, 22 g of stearic acid and 0.5 g of 98% sulfuric acid are added, and the mixture is kept under vacuum at 130 ° C. for a further 5 hours, where small amounts of water are distilled off.
  • the melt is cooled to about 60 ° C., 2 g of a 30% sodium hydroxide solution are added to neutralize the sulfuric acid, and an ester condensation product with the acid number 7 is obtained.
  • the condensate is dissolved in 580 g of water and stabilized by adding 30 % sodium hydroxide solution adjusted to pH 6.5-7. A 30% viscous solution of the polypropylene oxide adduct is obtained.
  • the cyanoethylated compounds of the formulas (3) to (13) and (15) to (25) are also prepared in this way.
  • additives are first dissolved or dispersed in water and added to the dyebath at 70 ° C.
  • the dyeing temperature is then raised to 127 ° C. within 60 minutes, after which the goods are dyed at this temperature for a further 60 minutes.
  • the liquor is then cooled to 20 ° C. in the course of 4 minutes, after which the dyeing is rinsed and dried. A level blue coloration is obtained.
  • the monsanto image of the dyed goods obtained is 3. Without the addition of the preparation (1), the monsanto image is only 1.
  • the monsanto picture of the dyed goods received is 2-3 here.
  • the material to be dyed is then treated again at 70 ° C. for 45 minutes. It is then rinsed, oxidized with hydrogen superoxide, again rinsed and dried. You get a real, even, orange color.
  • the dyeing obtained according to Example 3 shows a 20% increase in color yield on the polyester content.
  • the dye bath is foam-free for the entire duration of the dyeing process.
  • the monsanto picture is 3-4.
  • the dyebath is then adjusted to pH 5.5 with formic acid and heated to 125 ° C. in the course of 45 minutes, after which the goods are dyed at this temperature for 60 minutes.
  • the bath is then cooled and the dyeing rinsed and dried. A level, rub-fast blue coloring is obtained.
  • the monsanto image of the dyed goods obtained is 3.5. Without the addition of the preparation (2), the monsanto picture is only 1.
  • Example 5 The procedure described in Example 5 is followed, but using a liquor which instead of the optical brightener of the formula (108) has the same amount of an optical brightener of the formula or the formula contains, you also get level brilliant brightenings.

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EP82810167A 1981-04-29 1982-04-23 Mélange d'adjuvants et son utilisation comme agent contre le froissement dans la teinture ou l'azurage optique de matières textiles contenant des fibres de polyester Expired EP0064029B1 (fr)

Applications Claiming Priority (2)

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CH2781/81 1981-04-29
CH278181 1981-04-29

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EP0064029A1 true EP0064029A1 (fr) 1982-11-03
EP0064029B1 EP0064029B1 (fr) 1985-02-06

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EP82810167A Expired EP0064029B1 (fr) 1981-04-29 1982-04-23 Mélange d'adjuvants et son utilisation comme agent contre le froissement dans la teinture ou l'azurage optique de matières textiles contenant des fibres de polyester

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US (1) US4441885A (fr)
EP (1) EP0064029B1 (fr)
JP (1) JPS57191378A (fr)
DE (1) DE3262200D1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3414306C2 (de) * 1984-04-16 1986-10-09 Walter Thiel GmbH & Co KG, 5093 Burscheid Verfahren zum kontinuierlichen Färben von textilen Flächengebilden aus Polyesterfasern und/oder deren Mischungen mit Cellulosefasern
US4661116A (en) * 1985-01-31 1987-04-28 Collins & Aikman Corporation Continuous dyeing of cationic dyeable polyester fibers
JP4390159B2 (ja) * 1995-11-17 2009-12-24 モーメンティブ・パフォーマンス・マテリアルズ・インク 化粧品組成物の蛍光による光沢付与法
ES2984203T3 (es) * 2019-09-20 2024-10-29 Basf Se Proceso de producción de fibras mezcladas teñidas, hilos de fibras mezcladas teñidas y/o tejidos textiles de fibras mezcladas teñidas

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DE1619425A1 (de) * 1965-08-11 1970-08-27 Ugine Kuhlmann Verfahren zum Faerben,Drucken,AEtzen oder optischen Aufhellen von Materialien auf Celluloseacetat-Basis
DE1619412A1 (de) * 1965-05-10 1970-09-24 Ugine Kuhlmann Verfahren zum Druck und zur Faerbung von Acrylfasern
US3531238A (en) * 1966-03-23 1970-09-29 Bayer Ag Process for the continuous dyeing or printing with basic dyestuffs of textile materials consisting of polyacrylonitrile
FR2088522A1 (en) * 1970-05-12 1972-01-07 Ici Ltd Antifoam compsn - based on siloxane/oxyalkylene copolymers - soluble in cold water and contg finely divided silica
US3819327A (en) * 1971-06-30 1974-06-25 Meisei Chemical Works Ltd Method of printing synthetic fibers
DE2500882A1 (de) * 1974-01-18 1975-07-24 Ciba Geigy Ag Verfahren zum faerben von acrylfasern
DE2409437A1 (de) * 1971-11-16 1975-09-11 Albright & Wilson Verfahren zum selektiven faerben von mischfasern oder mischfasertextilien
DE2410481A1 (de) * 1974-03-05 1975-09-11 Albright & Wilson Verfahren zum faerben von modacrylfasern
FR2306230A1 (fr) * 1975-04-04 1976-10-29 Ciba Geigy Ag Produits de transformation de l'oxyde de propylene, procede de preparation et utilisation
DE2638833A1 (de) * 1976-08-28 1978-03-09 Bayer Ag Verfahren zum kontinuierlichen faerben bzw. bedrucken von fasermaterialien aus natuerlichen und/oder synthetischen polyamiden
DE3000370A1 (de) * 1979-01-10 1980-07-24 Ciba Geigy Ag Verfahren zum faerben von vorgereinigtem cellulosefasermaterial

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GB1034782A (en) * 1962-01-24 1966-07-06 Union Carbide Corp Organosilicon compositions
US3114588A (en) * 1962-02-26 1963-12-17 American Cyanamid Co Aryloxypropionitrile and dye mixtures and dyeing hydrophobic fibers therewith
DE2444102C2 (de) * 1974-09-14 1978-12-21 Basf Ag, 6700 Ludwigshafen Verfahren zum Färben von Polyesterfasern

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Publication number Priority date Publication date Assignee Title
DE1619412A1 (de) * 1965-05-10 1970-09-24 Ugine Kuhlmann Verfahren zum Druck und zur Faerbung von Acrylfasern
DE1619425A1 (de) * 1965-08-11 1970-08-27 Ugine Kuhlmann Verfahren zum Faerben,Drucken,AEtzen oder optischen Aufhellen von Materialien auf Celluloseacetat-Basis
US3531238A (en) * 1966-03-23 1970-09-29 Bayer Ag Process for the continuous dyeing or printing with basic dyestuffs of textile materials consisting of polyacrylonitrile
FR2088522A1 (en) * 1970-05-12 1972-01-07 Ici Ltd Antifoam compsn - based on siloxane/oxyalkylene copolymers - soluble in cold water and contg finely divided silica
US3819327A (en) * 1971-06-30 1974-06-25 Meisei Chemical Works Ltd Method of printing synthetic fibers
DE2409437A1 (de) * 1971-11-16 1975-09-11 Albright & Wilson Verfahren zum selektiven faerben von mischfasern oder mischfasertextilien
DE2500882A1 (de) * 1974-01-18 1975-07-24 Ciba Geigy Ag Verfahren zum faerben von acrylfasern
DE2410481A1 (de) * 1974-03-05 1975-09-11 Albright & Wilson Verfahren zum faerben von modacrylfasern
FR2306230A1 (fr) * 1975-04-04 1976-10-29 Ciba Geigy Ag Produits de transformation de l'oxyde de propylene, procede de preparation et utilisation
DE2638833A1 (de) * 1976-08-28 1978-03-09 Bayer Ag Verfahren zum kontinuierlichen faerben bzw. bedrucken von fasermaterialien aus natuerlichen und/oder synthetischen polyamiden
DE3000370A1 (de) * 1979-01-10 1980-07-24 Ciba Geigy Ag Verfahren zum faerben von vorgereinigtem cellulosefasermaterial

Also Published As

Publication number Publication date
JPS57191378A (en) 1982-11-25
EP0064029B1 (fr) 1985-02-06
US4441885A (en) 1984-04-10
DE3262200D1 (en) 1985-03-21

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