EP0382138A1 - Mélange d'adjuvants et son utilisation pour la teinture de matières fibreuses synthétiques - Google Patents

Mélange d'adjuvants et son utilisation pour la teinture de matières fibreuses synthétiques Download PDF

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EP0382138A1
EP0382138A1 EP90102212A EP90102212A EP0382138A1 EP 0382138 A1 EP0382138 A1 EP 0382138A1 EP 90102212 A EP90102212 A EP 90102212A EP 90102212 A EP90102212 A EP 90102212A EP 0382138 A1 EP0382138 A1 EP 0382138A1
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component
mixture according
formula
acid
alkyl
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EP0382138B1 (fr
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Hans-Ulrich Berendt
Rosemarie Töpfl
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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
    • D06P1/60—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 polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
    • 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
    • D06P1/60—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 polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • 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
    • D06P1/60—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 polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6135—Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • the present invention relates to a new combination of auxiliaries and their use as dyeing auxiliaries in the dyeing of synthetic fibers, in particular polyester fibers.
  • the new dyeing aid not only ensures the penetration of the dye into the material, but also serves to promote the migration of the dyes, thereby improving the levelness and increasing the color yield.
  • the dyeing aid according to the invention advantageously contains 10 to 50 percent by weight of component (A), 10 to 40 percent by weight of component (B) and 10 to 70 percent by weight of component (C). Not only component (C) but both component (A) and component (B) can be present as a single compound or in the form of a mixture.
  • substituent Y in formula (1) represents an alkyl group, it can be straight-chain or branched.
  • alkyl radicals are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, tert-pentyl, n-hexyl, 2-ethylhexyl, n-heptyl, n-octyl, isooctyl, n-nonyl, isononyl or n-dodecyl.
  • Aryl conveniently means phenyl.
  • the phenyl radical can be mono- or disubstituted by halogen, lower alkyl or lower alkoxy.
  • Lower alkyl and lower alkoxy in the definition of the radicals of the compounds of the formula (1) are those groups or group components which have 1 to 5, in particular 1 to 3, carbon atoms.
  • Examples of such groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, amyl, isoamyl or tert-amyl or methoxy, ethoxy, isopropoxy, isobutoxy or tert-butoxy.
  • Halogen means for example fluorine, bromine or preferably chlorine.
  • Y in the meaning of aralkyl advantageously has a total of 7 to 9 carbon atoms and is generally benzyl, ⁇ -methylbenzyl, ⁇ , ⁇ -dimethylbenzyl, ⁇ -phenethyl, ⁇ -tolylethyl or phenisopropyl.
  • the substituent Y is preferably C4-C10 alkyl or especially ⁇ -methylbenzyl.
  • (Alkylene-O) ⁇ Chains are preferably of the ethylene glycol, propylene ethylene glycol or ethylene propylene glycol type; the former is particularly preferred.
  • n is preferably 4 to 40.
  • the acid residue X is derived, for example, from low molecular weight dicarboxylic acids, such as of maleic acid, succinic acid or sulfosuccinic acid, and is connected to the alkyleneoxy part of the molecule via an ester bridge.
  • X is derived from inorganic polybasic acids, such as sulfuric acid or orthophosphoric acid.
  • the acid residue X can be in the form of a free acid or in salt form, i.e. e.g. as an alkali metal, ammonium or amine salt.
  • alkali metal, ammonium or amine salts are lithium, sodium, potassium, ammonium, trimethylamine, diethylamine, ethanolamine, diethanolamine or triethanolamine salts.
  • Alkali metal salts or triethanolamine salts are preferred.
  • the mono- or diethanolamine salts can be etherified further with 1 to 4 oxethylene units.
  • Preferred acid esters of component (A) correspond to the formula in which Y1 is C4-C12-alkyl, phenyl, tolyl or preferably tolyl-C1-C3-alkyl or phenyl-C1-C3-alkyl, such as ⁇ -methyl- or ⁇ , ⁇ -dimethylbenzyl, X1 is an acid residue which is derived from sulfuric acid or preferably o-phosphoric acid, and m are 1 to 3 and n1 4 to 40.
  • acidic esters are preferably in the form of sodium, potassium, ammonium, diethylamine, triethylamine, diethanolamine or triethanolamine salts.
  • the acidic esters of formula (1) or (2) which are suitable as components (A) are prepared by adding alkylene oxide (ethylene oxide or propylene oxide) to a phenol compound which is substituted by definition and the adduct with a polybasic oxygen acid or a functional derivative of this acid , such as Acid anhydrides, acid halides, acid esters or acid amides are converted into the acidic esters and, if appropriate, the acidic ester obtained into the abovementioned salts.
  • these functional derivatives are phosphorus pentoxide, phosphorus oxytrichloride, chlorosulfonic acid or sulfamic acid. Both the alkylene oxide addition and the esterification can be carried out by known methods.
  • Well-suited components (A) are acidic esters or their salts of a polyadduct of 4 to 40 moles of ethylene oxide with 1 mole of a phenol which has at least one C4-C12-alkyl group, a phenyl group, a tolyl group, an ⁇ -tolylethyl group, a benzyl group, a has ⁇ -methylbenzyl group or an ⁇ , ⁇ -dimethylbenzyl group, such as Butylphenol, Tributylphenol, Octylphenol, Nonylphenol, Dinonylphenol, o-Phenylphenol, Benzylphenol, Dibenzylphenol, ⁇ -Tolylethylphenol, Dibenzyl- (nonyl) -phenol, ⁇ -Methylbenzylphenol, Bis- ( ⁇ -Methylbenzyl) -phenol or Tris- ( ⁇ -methylbenzyl) ) -phenol, whereby these acidic esters can be used individually or
  • the phosphoric acid esters are expediently present as mixtures of the corresponding salts of a mono- and diester.
  • the styrene addition products are prepared in a known manner, preferably in the presence of catalysts, such as sulfuric acid or p-toluenesulfonic acid.
  • catalysts such as sulfuric acid or p-toluenesulfonic acid.
  • Suitable styrenes are suitably styrene, ⁇ -methylstyrene or vinyltoluene (4-methylstyrene).
  • examples of the phenols are phenol, cresols or xylenols.
  • Acidic phosphoric acid esters (mono- and diesters) or sulfuric acid esters or their salts of oxyalkylation products of the formula are very particularly preferred wherein m is 1 to 3 and n2 is 12 to 30.
  • Examples of oxyalkylation products of the formulas (2) and (3) are: - Oxalkylation product with 18 ethylene oxide units of the adduct of 2 moles of styrene and 1 mole of phenol - Oxalkylation product with 18 ethylene oxide units of the adduct of 3 moles of styrene with 1 mole of phenol - Oxalkylation product with 27 ethylene oxide units of the adduct of 2 moles of 4-methylstyrene with 1 mole of phenol - Oxalkylation product with 17 ethylene oxide units of the adduct of 3 moles of 4-methylstyrene with 1 mole of phenol - Oxalkylation product with 18 ethylene oxide units of the mixture of an adduct of 2 moles of styrene with 1 mole of phenol and an adduct of 3 moles of styrene with 1 mole of phenol - Oxalkylation product with 13 ethylene oxide units of the mixture of an adduct of
  • the nonionic surfactant used as component (B) is advantageously an alkylene oxide addition product of 2 to 100 moles of alkylene oxide, e.g. Ethylene oxide and / or propylene oxide, on 1 mol of an aliphatic monoalcohol with at least 4 carbon atoms, a 3- to 6-valent aliphatic alcohol with preferably 3 to 6 carbon atoms, one optionally by C4-C12-alkyl, phenyl, ⁇ -tolylethyl, benzyl, ⁇ -methylbenzyl or ⁇ , ⁇ -dimethylbenzyl substituted phenol or a fatty acid with 8 to 22 carbon atoms.
  • alkylene oxide addition product 2 to 100 moles of alkylene oxide, e.g. Ethylene oxide and / or propylene oxide, on 1 mol of an aliphatic monoalcohol with at least 4 carbon atoms, a 3- to 6-valent aliphatic alcohol with preferably 3 to 6 carbon atoms
  • nonionic surfactants are: - Addition products of preferably 2 to 80 mol of alkylene oxide, in particular ethylene oxide, it being possible for individual ethylene oxide units to be replaced by substituted epoxides, such as styrene oxide and / or propylene oxide, with higher unsaturated or saturated monoalcohols, fatty acids, fatty amines or fatty amides each having 8 to 22 carbon atoms or to benzyl alcohols, phenylphenols, benzylphenols, ⁇ -phenethylphenols, ⁇ -methylbenzylphenols, ⁇ , ⁇ -dimethylbenzylphenols, ⁇ -tolylethylphenols or alkylphenols, the alkyl radicals of which have at least 4 carbon atoms; - Alkylene oxide, in particular ethylene oxide and / or propylene oxide condensation products (block polymers); - Ethylene oxide-propylene oxide adducts with fatty amine
  • oxyalkylation products of the formula (3) derived from styrene addition products are particularly preferred as nonionic surfactants.
  • nonionic surfactants can be represented by the formula (4) RO ( ⁇ alkylene-O) ⁇ CO-W or by the formula are shown in what R is an alkyl or alkenyl radical each having 8 to 24 carbon atoms or a radical of the formula W is an aliphatic radical having 8 to 30 carbon atoms and z mean 1 to 25 and Y, m, n and "alkylene" have the meaning given above.
  • the compounds of formula (4) can by reacting the adduct of formula RO ( ⁇ alkylene-O) ⁇ H with a fatty acid W-COOH or by reacting an alcoholic or phenolic compound R-OH with a fatty acid ester of the formula W-CO-O ( ⁇ alkylene-O) ⁇ H are produced.
  • the compounds of the formula (5) are reaction products from addition products of the formula Formaldehyde or a compound giving off formaldehyde, for example paraformaldehyde and a fatty acid ester of the formula W-CO-O ( ⁇ CH2CH2O) ⁇ H and are partially described in Japanese Patent Application Laid-Open No. 83-18486.
  • Compounds which are not mentioned there and fall under formula (5) can be prepared accordingly, the reaction conditions mentioned in the Japanese laid-open publication leading to the desired products of the formula (5).
  • Well-suited components (B) also correspond to the formula wherein R1 alkyl or alkenyl each having 8 to 22 carbon atoms, of Z1 and Z2 a phenyl and the other hydrogen and m 'mean 4 to 80.
  • the compounds of formula (6) are prepared by adding styrene oxide to the polyethylene glycol ether of the formula R1-O ( ⁇ CH2CH2O) ⁇ H attaches.
  • the aliphatic or aromatic carboxylic acid esters used as component (C) can be mono- or dicarboxylic acid diesters which are prepared by esterifying aliphatic or aromatic mono- or dicarboxylic acids of 3 to 12 carbon atoms with aliphatic monoalcohols of 4 to 22 carbon atoms or araliphatic alcohols, especially benzyl alcohol will.
  • C1-C12 alkyl esters of propionic acid lactic acid, butyric acid, hydroxybutyric acid, valeric acid, caproic acid, 2-ethylhexanoic acid, malonic acid, maleic acid, adipic acid, benzoic acid, 2-hydroxy- or 4-hydroxybenzoic acid or phthalic acid and especially benzoic acid-Cäure -C12 alkyl esters or especially aryl benzoates.
  • component (C) are:
  • 2-ethylhexyl propionate n-octyl lactic acid, 2-ethylhexyl lactate, 2-ethylhexyl 2-ethylhexanoate, di-2-ethylhexyl maleate, di-2-ethylhexyl adipate, methyl benzoate, butyl benzoate, 2-benzoate ethylhexyl ester, benzoic acid decyl ester, benzoic acid dodecyl ester, benzoic acid phenyl ester, benzoic acid 2-methylphenyl ester, benzoic acid benzyl ester, benzoic acid phenoxyethyl ester or phthalic acid dimethyl ester.
  • Benzoic acid benzyl ester is particularly preferred as component (C).
  • the alkylbenzenes to be used as component (C) are, for example, mixtures of alkylated benzenes which result from catalytic reduction from petroleum fractions. They are primarily benzene derivatives that have one or more methyl and / or ethyl groups. These are primarily toluene, xylene, trimethylbenzene, tetramethylbenzene, methylethylbenzene, dimethylethylbenzene, trimethylethylbenzene, ethylbenzene or also 4-isopropyltoluene or mixtures thereof.
  • the dyeing auxiliaries according to the invention can additionally contain, as component (D) in the form of a polar solvent, water and / or water-miscible organic solvents.
  • a polar solvent water and / or water-miscible organic solvents.
  • water-miscible organic solvents are aliphatic C1-C4 alcohols, e.g. Methanol, ethanol or the propanols; Ketones, e.g. Acetone, methyl ethyl ketone, cyclohexanone, diacetone alcohol, ethers such as e.g.
  • auxiliary mixtures according to the invention advantageously contain, based in each case on the entire mixture, 10 to 40 percent by weight of component (A) 15 to 50 percent by weight of component (B) 20 to 70 percent by weight of component (C) 0 to 40 percent by weight of component (D).
  • the new dyeing agent preparations can be prepared by simply stirring the components (A), (B), (C) and, if appropriate, (D), giving homogeneous mixtures which are notable for good transport and storage stability.
  • the dyeing auxiliaries according to the invention are in particular very stable at higher temperatures up to 130 ° C. when used in dye baths.
  • the dyeing aid according to the invention is used, depending on the dye, in the dyeing of synthetic fibers, in particular textile material containing polyester fibers.
  • the dyeing process is carried out in the usual way.
  • the dyeing aid according to the invention is slowly introduced into an aqueous bath with stirring, after which the liquor with the addition of the dye is provided for dyeing.
  • the present invention accordingly also relates to a process for dyeing synthetic fiber material, in particular polyester fibers with disperse dyes.
  • the process is characterized in that this material is colored in the presence of the auxiliary mixture according to the invention.
  • the amounts used in which the auxiliary combination according to the invention is added to the dye baths range from 0.5 to 10%, preferably 1 to 5%, of the weight of the goods.
  • fiber material in particular textile material that can be dyed in the presence of the new auxiliary mixture, e.g. Cellulose ester fibers, such as cellulose 2 1/2 acetate fibers and triacetate fibers and particularly linear polyester fibers, should be mentioned.
  • Cellulose ester fibers such as cellulose 2 1/2 acetate fibers and triacetate fibers and particularly linear polyester fibers
  • Linear polyester fibers are to be understood as synthetic fibers which e.g. can be obtained 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 blended fabrics with one another or with other fibers, for example mixtures of polyacrylonitrile / polyester, polyamide / polyester, polyester / cotton, polyester / viscose and polyester / wool.
  • the textile material to be dyed can be in various stages of processing. Examples include: loose material, piece goods, such as knitted or woven fabrics, yarn in the form of a wrap or muff.
  • the latter can have winding densities of 200 to 600 g / dm3, in particular 400 to 450 g / dm3.
  • 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.
  • the amount of dyes to be added to the liquor depends on the desired color strength; In general, amounts of 0.01 to 10, preferably 0.05 to 5 percent by weight, based on the textile material used, have proven successful.
  • the dye baths can contain, in addition to the dyes and the auxiliary mixture according to the invention, oligomer inhibitors, anti-foaming agents (e.g. silicone oils or ethylene bis fatty acid amides), wrinkle-free agents and preferably dispersants.
  • oligomer inhibitors e.g. silicone oils or ethylene bis fatty acid amides
  • wrinkle-free agents e.g. silicone oils or ethylene bis fatty acid amides
  • dispersants e.g. silicone oils or ethylene bis fatty acid amides
  • the dispersants are used primarily to achieve a good fine distribution of the disperse dyes.
  • the dispersants which are generally used for dyeing with disperse 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 having 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 amines having 2 up to 9 carbon atoms and 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 nonyl or dodecyl benzenesulfonate, 1,3,5,7-tetramethyloctylbenzenesulfonate or octadecylbenzenesulfonate, as well as alkylnaphthalenesulfonates or
  • 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 naphthalenesulfonic acid, from naphthalenesulfonic acid and formaldehyde or from naphthalenesulfonic acid, dihydroxydiphenyl sulfone and formaldehyde.
  • the disodium salt of di- or tri- (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 0.5 to 8 g / l of liquor.
  • the dye baths can also contain conventional additives, suitably electrolytes such as salts, e.g. Sodium sulfate, ammonium sulfate, sodium or ammonium phosphates or polyphosphates, metal chlorides or nitrates such as 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 contain lower aliphatic carboxylic acids, such as formic, acetic, citric or oxalic acid. 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. In certain cases, dyeing can also take place in the alkaline range. (pH 7 to 10)
  • the dyeings are advantageously carried out from an aqueous liquor using the exhaust process.
  • the liquor ratio can accordingly be chosen within a wide range, for example 1: 3 to 1: 100, preferably 1: 7 to 1:50.
  • the temperature at which dyeing is carried out is at least 70 ° C and usually it is 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-winding or tree dyeing machines, reel runners, jet or drum dyeing machines, jet or 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 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 mixture and the dye.
  • the material to be dyed is preferably allowed to run for 5-10 minutes at 40-80 ° C. in a bath which contains the dye, the auxiliary mixture and, if appropriate, further additives and is adjusted to a pH of 4.5 to 10, the temperature increases within 15 to 45 minutes to 110 to 135 ° C, preferably 125-130 ° C and the dye liquor 15 to 90 minutes, preferably 30 to 60 minutes, at this temperature.
  • the dyeings are completed by cooling the dye liquor to 60 to 90 ° C., rinsing the dyeings with water and, if appropriate, cleaning in a customary manner in an alkaline medium under reductive conditions. The dyeings are then rinsed again and dried.
  • parts mean parts by weight and percentages are percentages by weight.
  • auxiliary formulation consisting of 12 parts of the sodium salt of the acidic sulfuric acid ester of the oxyalkylation product of 18 moles of ethylene oxide with 1 mole of the adduct of 3 moles of styrene with 1 mole of phenol 12 parts of the oxyalkylation product of 18 moles of ethylene oxide with 1 mole of the adduct of 3 moles of styrene with 1 mole of phenol 16 parts of the adduct of 36 moles of ethylene oxide and 1 mole of stearyl alcohol and 60 parts of benzyl benzoate contains and is adjusted to pH 5 with formic acid.
  • the liquor is heated, with constant circulation, to 130 ° C. in the course of 30 minutes and dyed at this temperature for 60 minutes.
  • the liquor is then cooled, drained and the goods rinsed and dried.
  • a level and rub-fast brilliant red color with a high dye yield is obtained.
  • the usual reductive post-cleaning is not necessary.
  • auxiliary formulation consisting of 20 parts of the sodium salt of the acidic sulfuric acid ester of the oxyalkylation product of 18 mol of ethylene oxide and 1 mol of the adduct of 3 mol of styrene and 1 mol of phenol, 20 parts of the oxyalkylation product of 18 moles of ethylene oxide with 1 mole of the adduct of 3 moles of styrene with 1 mole of phenol and Contains 60 parts of benzoic acid and whose dye liquor is adjusted to pH 5 with formic acid.
  • the liquor is then heated to 130 ° C. in the course of 30 minutes, after which dyeing is carried out for 60 minutes. No disturbing foaming is observed during this time.
  • the liquor is then cooled to 70 ° C. and the substrate is reductively cleaned, rinsed and dried as usual. You get a level and real brown color with an excellent coloration of the goods.
  • a bobbin made of textured polyester yarns 100 parts are placed in an HT dyeing machine which contains 800 parts of 40 ° C. warm water, 2 parts of ammonium sulfate, 4 parts of a dye of the formula and 2 parts of an auxiliary formulation (P3) 24 parts of sodium salt of the acidic sulfuric acid ester of the adduct of 35 moles of ethylene oxide and 1 mole of nonylphenol, 16 parts of the adduct of 36 moles of ethylene oxide and 1 mole of stearyl alcohol and Contains 60 parts of benzyl benzoate and whose liquor is adjusted to pH 5 with formic acid.
  • P3 auxiliary formulation
  • the liquor is then heated to 128 ° C. in the course of 40 minutes and the goods are dyed at this temperature for 60 minutes. During the heating phase, no increase in the differential pressure between inside and outside is found in the material block.
  • the liquor is then cooled to 70 ° C. and the substrate is reductively cleaned, rinsed and dried as usual. A strong, level, orange coloration is obtained, which is distinguished by good coloring and good fastness properties.
  • the liquor is heated, with constant circulation, to 130 ° C. in the course of 30 minutes and dyed at this temperature for 30 minutes. Then 0.1 part of the blue dye of the formula (104) is added, followed by dyeing at 130 ° C for a further 30 minutes. The liquor is then cooled, drained and the goods rinsed and dried. You get a level and rub-fast, brilliant, green color. The usual reductive post-cleaning is not necessary.
  • Example 4 If one uses in Example 4 instead of the auxiliary preparation (P11) the same amount of a preparation (P12) consisting of 20 parts of triethanolamine salt of a mixture of mono- and diester phosphate of an oxyalkylation product with 18 ethylene oxide units of the adduct of 2.5 to 3 moles of styrene and 1 mole of phenol, 20 parts of an oxyalkylation product of 18 moles of ethylene oxide with 1 mole of an adduct of 2.5 to 3 moles of styrene with 1 mole of phenol and 60 parts of trimethylbenzene, so you also get a level, strong, green color.
  • a preparation (P12) consisting of 20 parts of triethanolamine salt of a mixture of mono- and diester phosphate of an oxyalkylation product with 18 ethylene oxide units of the adduct of 2.5 to 3 moles of styrene and 1 mole of phenol, 20 parts of an oxyalkylation product of 18 moles of ethylene

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Materials For Medical Uses (AREA)
EP90102212A 1989-02-08 1990-02-05 Mélange d'adjuvants et son utilisation pour la teinture de matières fibreuses synthétiques Expired - Lifetime EP0382138B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH430/89 1989-02-08
CH43089 1989-02-08

Publications (2)

Publication Number Publication Date
EP0382138A1 true EP0382138A1 (fr) 1990-08-16
EP0382138B1 EP0382138B1 (fr) 1994-08-24

Family

ID=4186843

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90102212A Expired - Lifetime EP0382138B1 (fr) 1989-02-08 1990-02-05 Mélange d'adjuvants et son utilisation pour la teinture de matières fibreuses synthétiques

Country Status (12)

Country Link
US (1) US5009668A (fr)
EP (1) EP0382138B1 (fr)
JP (1) JPH07111031B2 (fr)
AT (1) ATE110425T1 (fr)
AU (1) AU605703B2 (fr)
CA (1) CA2009382C (fr)
DE (1) DE59006864D1 (fr)
DK (1) DK0382138T3 (fr)
ES (1) ES2058621T3 (fr)
IL (1) IL93283A (fr)
MX (1) MX173670B (fr)
ZA (1) ZA90901B (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0420807A1 (fr) * 1989-09-27 1991-04-03 Ciba-Geigy Ag Produits d'addition d'époxide d'alkylène et de styrène sur des arylalcanols
WO1996022416A1 (fr) * 1995-01-17 1996-07-25 Milliken Research Corporation Procede de teinture d'un polyester a faible boulochage
EP0831167A3 (fr) * 1996-09-20 1998-08-12 Clariant GmbH Utilisation des aryloxy polyglykoléthers comme agent d'unisson et dispersant
WO2006100244A3 (fr) * 2005-03-22 2007-01-11 Basf Ag Procede pour teindre des textiles avec un colorant de cuve
WO2006111567A3 (fr) * 2005-04-22 2007-05-10 Basf Ag Procede pour teinter un textile a base de polyester avec un colorant dispersible

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223177A (en) * 1989-01-09 1993-06-29 Ciba-Geigy Corporation Alkali-resistant foam suppressant which is free from silicone oil
ATE207106T1 (de) * 1996-01-19 2001-11-15 Unilever Nv Nicht-kationische systeme für gewebetrocknerblätter
TW459022B (en) * 1996-10-31 2001-10-11 Bayer Ag Pigment preparation useful for ink-jet printing, dispersing mixture used therein and ink-jet printing method
US6245138B1 (en) 1997-10-20 2001-06-12 Bayer Aktiengesellschaft Pigment preparations useful for ink-jet printing
US7407922B2 (en) * 2005-10-13 2008-08-05 S.C. Johnson & Son, Inc. Deodorizing compositions
US7261742B2 (en) * 2005-10-13 2007-08-28 S.C. Johnson & Son, Inc. Method of deodorizing a textile
US10011703B2 (en) * 2012-03-09 2018-07-03 Ethox Chemicals, Llc Water borne epoxy resin dispersions and epoxy hardener compositions
JP5960349B2 (ja) * 2012-08-08 2016-08-02 日華化学株式会社 ポリエステル繊維用染色助剤、並びにこれを用いたポリエステル繊維の染色方法及び染色物の製造方法
CN103741522A (zh) * 2013-12-14 2014-04-23 常熟市淼泉盛达助剂厂 织物分散匀染剂
JP6214388B2 (ja) * 2013-12-25 2017-10-18 日華化学株式会社 繊維用染色助剤、及び染色物の製造方法
US9915028B1 (en) * 2016-09-15 2018-03-13 Ronald Tyler Daugherty Dye additive and process for dyeing aramid fibers

Citations (3)

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Publication number Priority date Publication date Assignee Title
US3728078A (en) * 1971-10-18 1973-04-17 Gaf Corp Textile dye carrier emulsifier composition and process for dyeing polyesters therewith
FR2439224A1 (fr) * 1978-10-19 1980-05-16 Ciba Geigy Ag Produit auxiliaire de teinturerie et son utilisation dans la teinture de matieres fibreuses synthetiques
EP0197001A1 (fr) * 1985-03-07 1986-10-08 Ciba-Geigy Ag Mélange d'adjuvants et son utilisation comme adjuvant de teinture ou adjuvant textile

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Publication number Priority date Publication date Assignee Title
JPS5012036B2 (fr) * 1971-12-18 1975-05-08
JPS5370175A (en) * 1976-11-26 1978-06-22 Sanyo Chemical Ind Ltd Dyeing aid for hydrohobic synthetic fiber with dye transfer property
CH637432A5 (en) * 1978-10-19 1983-07-29 Ciba Geigy Ag Dyeing assistant suitable for use in the dyeing of synthetic fibre materials
JPS57176267A (en) * 1981-04-21 1982-10-29 Sumitomo Chemical Co Dyeing of hydrophobic fiber
EP0414631A1 (fr) * 1989-02-22 1991-02-27 Ciba-Geigy Ag Mélange d'agents auxiliaires et son utilisation pendant la teinture de matériaux fibreux en polyesters

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3728078A (en) * 1971-10-18 1973-04-17 Gaf Corp Textile dye carrier emulsifier composition and process for dyeing polyesters therewith
FR2439224A1 (fr) * 1978-10-19 1980-05-16 Ciba Geigy Ag Produit auxiliaire de teinturerie et son utilisation dans la teinture de matieres fibreuses synthetiques
EP0197001A1 (fr) * 1985-03-07 1986-10-08 Ciba-Geigy Ag Mélange d'adjuvants et son utilisation comme adjuvant de teinture ou adjuvant textile

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0420807A1 (fr) * 1989-09-27 1991-04-03 Ciba-Geigy Ag Produits d'addition d'époxide d'alkylène et de styrène sur des arylalcanols
WO1996022416A1 (fr) * 1995-01-17 1996-07-25 Milliken Research Corporation Procede de teinture d'un polyester a faible boulochage
US6113656A (en) * 1995-01-17 2000-09-05 Milliken & Company Method of dyeing low pill polyester
EP0831167A3 (fr) * 1996-09-20 1998-08-12 Clariant GmbH Utilisation des aryloxy polyglykoléthers comme agent d'unisson et dispersant
WO2006100244A3 (fr) * 2005-03-22 2007-01-11 Basf Ag Procede pour teindre des textiles avec un colorant de cuve
WO2006111567A3 (fr) * 2005-04-22 2007-05-10 Basf Ag Procede pour teinter un textile a base de polyester avec un colorant dispersible

Also Published As

Publication number Publication date
CA2009382A1 (fr) 1990-08-08
IL93283A0 (en) 1990-11-29
DE59006864D1 (de) 1994-09-29
ATE110425T1 (de) 1994-09-15
AU605703B2 (en) 1991-01-17
IL93283A (en) 1993-01-31
DK0382138T3 (da) 1994-09-19
MX173670B (es) 1994-03-22
ZA90901B (en) 1990-09-26
ES2058621T3 (es) 1994-11-01
JPH07111031B2 (ja) 1995-11-29
EP0382138B1 (fr) 1994-08-24
US5009668A (en) 1991-04-23
JPH02242981A (ja) 1990-09-27
AU4922090A (en) 1990-08-23
CA2009382C (fr) 1995-12-12

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