EP0100300A2 - Procédé pour le post-traitement de matières fibreuses teintes contenant de la cellulose - Google Patents

Procédé pour le post-traitement de matières fibreuses teintes contenant de la cellulose Download PDF

Info

Publication number
EP0100300A2
EP0100300A2 EP83810331A EP83810331A EP0100300A2 EP 0100300 A2 EP0100300 A2 EP 0100300A2 EP 83810331 A EP83810331 A EP 83810331A EP 83810331 A EP83810331 A EP 83810331A EP 0100300 A2 EP0100300 A2 EP 0100300A2
Authority
EP
European Patent Office
Prior art keywords
acid
formula
bleaching
liquor
washing bath
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP83810331A
Other languages
German (de)
English (en)
Other versions
EP0100300A3 (en
EP0100300B1 (fr
Inventor
Hans-Ulrich Berendt
Marielise Pacher
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0100300A2 publication Critical patent/EP0100300A2/fr
Publication of EP0100300A3 publication Critical patent/EP0100300A3/de
Application granted granted Critical
Publication of EP0100300B1 publication Critical patent/EP0100300B1/fr
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02After-treatment
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/12Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/667Organo-phosphorus compounds
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/918Cellulose textile

Definitions

  • the present invention relates to a process for the aftertreatment of colored, cellulose-containing fiber materials.
  • Cellulose-containing fiber materials are usually treated with e.g. Subjected to hydrogen peroxide in an alkaline medium. The bleached material is then dried and dyed and then washed.
  • the entire pretreatment of the material comprises a number of steps, e.g. Washing, bleaching and drying, which are time consuming and expensive.
  • steps e.g. Washing, bleaching and drying, which are time consuming and expensive.
  • Avoiding or saving such steps can significantly shorten the process and increase its cost-effectiveness.
  • the object of the invention is now to achieve a simplification of the process sequence - pretreatment (pre-cleaning, bleeding) - coloring - aftertreatment for cellulose-containing materials. According to the invention, this object can be achieved by changing the sequence of the process steps, at the same time saving expensive drying processes and combining bleaching and washing processes.
  • the cellulose-containing fiber materials can be processed without pretreatment, i.e. in the raw or unbleached state, dye and then finish in a combined bleaching and washing bath, which may contain special stabilizers.
  • the invention thus relates to a process for the aftertreatment of vat, direct or reactive dyed cellulose-containing fiber materials, characterized in that the dyed fiber materials are treated in a combined bleaching and washing bath.
  • the invention also relates to this combined bleaching and washing bath, its use for the aftertreatment of vat, direct or reactive dyed, cellulose-containing fiber materials and the aftertreated cellulose-containing fiber material.
  • the cellulose-containing fiber material which is aftertreated according to the invention after dyeing can be processed in a wide variety of processing stages, e.g. as loose material, yarn, woven or knitted fabric. As a rule, these are always textile fiber materials which are produced from pure textile cellulose fibers or from mixtures of textile cellulose fibers with textile synthetic fibers.
  • cellulose fibers e.g. those made from regenerated cellulose, such as rayon, viscose and those made from native cellulose, e.g. Hemp, linen, jute and especially cotton and as synthetic fibers those made of polyacrylonitrile and especially polyester and polyamide.
  • the cellulose-containing fiber materials used in accordance with the invention are dyed in the customary liquors using vat, direct or reactive dyes.
  • vat dyes are suitable, since they are stable in the bleaching and washing baths according to the invention.
  • anthraquinone vat dyes such as Acylamidoanthraquinones, anthraquinone carbazoles and imidazoles, indanthrones or benzanthrones, indigoid vat dyes such as e.g. Thioindigo or naphthoindigo, or phthalocyanines.
  • Suitable direct dyes which are stable in the bleaching liquors according to the invention are especially e.g. Dis- and polyazo dyes, but also monoazo dyes, thiazole and quinonimine dyes.
  • Reactive dyes suitable for the process according to the invention are, for example, oxazine, triphenylmethane, xanthene, nitro, acridone, stilbene, perinone, peridicarboximide, quinophthalone, naphthoquinoneimine and phthalocyanine dyes, but especially acidic anthraquinone and anionic azo dyes Consider.
  • the latter can be metal-free, metallizable or heavy metal-containing mono-, bis- and polyazo dyes, including the 1: 2 chromium or cobalt complex compounds which contain two identical or different azo dye molecules complexly bound to a chromium or cobalt atom, and the copper- and nickel-containing Formazan dyes, provided they have substituents which are able to form a covalent bond with the natural or synthetic cellulose fibers.
  • This reactive. Groups can be directly or via bridge members, such as oxygen, sulfur, an imino, methyleneimino ,.
  • reactive groups are: epoxy groups, ethyleneimino groups, isocyanate and isothiocyanate groups, carbamic acid aryl ester groups, the remainder of an acid having at least one movable halogen atom and / or an addition-capable multiple bond, for example chloro or bromoacetic acid, ⁇ -chloro and ⁇ -bromopropionic acid , a, ⁇ -dibromopropionic acid, tetrahalocyclobutane carboxylic acid, such as 2-chloro-2-fluoro-3,3-difluoro or 2,2,3,3-tetrafluorocyclobutane-1-carboxylic acid, propiolic acid, acrylic acid, methacrylic acid,
  • the reactive group preferably consists of the remainder of an aromatic nitrogen heterocycle with advantageously more than one ring hetero atom which has at least one movable halogen atom, such as fluorine, Chlorine or bromine, or an acryloyl, N-hydroxymethyleneamino, sulfonic acid or alkylsulfonyl group on a ring carbon.
  • the triazinyl or diazinyl radical with at least one movable halogen atom e.g. the rest of cyanuric fluoride, chloride and bromide or their primary condensation products in which a halogen atom is replaced by the optionally further substituted radical of a primary or secondary aliphatic, alicyclic, aromatic or heterocyclic amine, in particular by aniline or its alkyl and sulfonic acid or carboxylic acid derivatives, by lower mono- and dialkylamines, and also by ammonia, or by the remainder of an aliphatic, alicyclic, aromatic or heterocyclic-hydroxy or thiol compound; or the di- or trihalopyrimidyl radical, such as the 2,4-di- or in particular 2,4,5-trichloro-, -bromo-, -fluoro-, 5-bromo- or 5-chloro-2,4-difluoro- or 5-brom
  • the dihalopyrimidyl radical may have the following substituents in the 5-position, for example: methyl, ethyl, carboxylic acid or sulfonic acid amide optionally substituted on the nitrogen atom, methyl or ethyl carboxylic acid ester, acyl, e.g. Carboxymethyl, chloromethyl or bromomethyl.
  • trichloropyridazinyl dichloro-1,2,4-triazinyl, 3-chloropyridazin-6-carboxylic acid, 5-chloro-1,2,4-thiadiazol-3-yl-1 ' , 4'-phenylene-carboxylic acid, allylsulfone and allylsulfide residues.
  • reactive "onium dyes” which e.g. instead of a reactive halogen atom or an ester group, carry a reactive ammonium, quinuclidinium, pyridinium, hydrazinium or sulfonium radical.
  • the reactive dyes can partly as free acid or preferably as alkali salts, e.g. Lithium, sodium, potassium salts or ammonium salts are present.
  • the aqueous dye liquors also contain, as usual, one or more nonionic and / or anionic surfactants.
  • anionic surfactants are sulfated addition products of 1 to 10 mol of ethylene oxide with higher fatty acids, higher aliphatic alcohols and alkylphenols, the alkyl chain of which 8 contains up to 20 carbon atoms, or alkyl sulfonates with 10 to 20 carbon atoms in the alkyl chain or alkylbenzenesulfonates with straight or branched alkyl chain with 8 to 20 carbon atoms in the alkyl chain.
  • nonionic surfactants are preferred, for example polyglycol ethers of alkylated phenols with at least 7 carbon atoms in the alkyl chain and 4 to 30 alkyleneoxy groups, furthermore N-acylated alkanolamines, alkylpolyglycol ethers with 10 to 18 carbon atoms in the alkyl chain and 5 to 20 ethyleneoxy groups, or polyglycol ethers containing basic nitrogen.
  • the amounts of the substances to be added to the dye baths in the process according to the invention can vary within relatively wide limits.
  • the amount of the dye depends on the desired color strength and is generally between 0.01 to 8%, bezo on the fiber weight.
  • the nonionic or anionic surfactants and other auxiliaries are generally used in amounts of from 0.01 to 4%, based on the fiber weight.
  • the combined bleaching and washing bath may contain stabilizers that prevent precipitation and incrustation in the bath.
  • Derivatives of phosphonic acid are suitable, for example.
  • (a) adducts of aminoalkanediphosphonic acids and epihalohydrins can be used which have the formula correspond.
  • the compounds of the formula (1) are preferably in the form of their alkali metal salts, for example sodium or potassium salts.
  • R 1 in formula (1) means alkyl having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, butyl, isopropyl or isobutyl. Methyl is particularly preferred.
  • X 1 is shark, preferably iodine, bromine or especially chlorine.
  • n means 2 or preferably I.
  • Suitable stabilizers are (b) those of the formula which may be in the form of a magnesium complex.
  • Y 1 is hydrogen or a radical of the formula -COT 1 .
  • T 1 herein is alkyl of 1 to 4 carbon atoms.
  • R 1 and Q 1 also mean alkyl having 1 to 4 carbon atoms.
  • Suitable alkyl radicals for T 1 and R 1 and Q 1 are, for example, methyl, ethyl, propyl, butyl, isopropyl or isobutyl. Methyl is particularly preferred.
  • n is an integer from 1 to 16.
  • the oligomers are present in a mixture in which such oligomers of average molecular weight, with n equal to 5 to 9, predominate.
  • Low molecular weight oligomers with, for example, n 1 equal to 1 and high molecular weight oligomers with, for example, n equal to 12 to 16 are always present in the mixture in smaller amounts.
  • Particularly suitable stabilizers (b) are also magnesium complexes of the oligomers of the formula (2), the molar ratio of phosphonic acid ester to magnesium (Mg 2 ⁇ ) preferably being 1: 0.1 to 1: 4.5.
  • the good bleaching effect of a bleaching liquor containing these magnesium complexes is maintained in particular even at pH values above 11 if a polyhydroxy compound is added to the liquor.
  • reaction products of phosphorous acid and carboxylic acid anhydrides or carboxylic acid halides are also suitable as stabilizers for the combined bleaching and washing bath. These reaction products are obtained by reacting phosphorous acid with carboxylic anhydride or halide in a molar ratio of 1: (1 to 1.5).
  • the reaction products are preferably used in the form of alkali metal salts, e.g. Sodium or potassium salts.
  • the carboxylic acid residue in the acid anhydride or halide contains 2 to 4 carbon atoms.
  • the starting products are acetic acid, propionic acid, butyric acid, isobutyric acid anhydride or halide, with the halide being in particular chloride and bromide.
  • Anhydrides deserve preference over halides.
  • Suitable polyhydroxy compounds are, for example, those compounds which contain at least 2 hydroxyl groups. These compounds preferably correspond to the formula wherein R 1 and R 2 independently of one another are -CH 2 0H, -CHO or -C0 2 M, M is hydrogen or an alkali metal, preferably sodium, and x is 2 to 5.
  • Hydroxycarboxylic acids of the formula are particularly suitable wherein M and x have the meanings given, or a lactone of these hydroxycarboxylic acids.
  • Gluconic acid and its alkali metal salts preferably the sodium salt and also the y-lactone of gluconic acid, also show particularly good results.
  • 0.1 to 10 moles of polyhydroxy compound can preferably be used per mole of stabilizer.
  • Suitable bleaching liquors thus contain 0.01 to 6 g / 1 polyhydroxy compound.
  • the compounds of formula (1) are prepared by using the compound of formula wherein R 1 is alkyl having 1 to 4 carbon atoms, in the presence of an alkali metal hydroxide in an aqueous medium with an epihalohydrin and optionally converting the alkali metal salt obtained into the free acid using an acidic cation exchange resin.
  • n in formula (1) is 2, preferably 2 to 2.2 mol of epihalohydrin and if n is 1, in particular 1 to 1.1 mol of epihalohydrin per mol of starting compound of formula (5).
  • Epibromohydrin and in particular epichlorohydrin are particularly suitable as epihalohydrin.
  • the compounds obtained as alkali metal salts are generally converted into the free acids of the formula (1) by mixing with the cation exchange resin in excess at room temperature (15 to 25 ° C.) and then separating the resin by filtration.
  • this optional process measure is generally not necessary since the compounds of the formula (1) are used in combined bleaching and washing baths which are alkaline.
  • the oligomers of formula (2) and their preparation are known per se and e.g. in US-A-4 254 063 and in EP-A-0 029 076. In these known production processes, the oligomer mixtures are obtained in the form of their free phosphonic acids. However, it is advantageous to convert the oligomers at least partially into their alkali metal salts before they are used in the alkaline bleaching and washing bath. This is usually done by adding an alkali metal hydroxide to the aqueous solutions of the oligomers. Sodium or potassium hydroxide added so that the pH of the solution rises to 3 to 7. The potassium salts of the oligomers are preferred over the sodium salts because of their higher solubility.
  • the magnesium complexes of the oligomers of the formula (2) are prepared by reacting a preferably aqueous solution of the said oligomers with a water-soluble magnesium salt such as, for example, magnesium acetate, sulfate or oxide or preferably magnesium chloride.
  • a water-soluble magnesium salt such as, for example, magnesium acetate, sulfate or oxide or preferably magnesium chloride.
  • the oligomer solutions used generally contain 30 to 55, preferably 35% by weight of phosphonic acid ester.
  • Magnesium chloride is usually used in the form of its hexahydrate (MgCl 2 ⁇ 6H 2 O). However, it is also possible to use magnesium chloride with a lower water content and anhydrous magnesium chloride.
  • the molar weight ratio of phosphonic acid ester to magnesium (Mg 2 ⁇ ) is preferably 1: 0.1 to 1: 4.5.
  • a molar ratio of 1: 0.5 to 1: 3.0 is particularly suitable.
  • the molecular weight for the phosphonic acid esters is arbitrarily assumed to be 394, in which case n is 1 in the compounds of the formula (1), R 1 and Q are methyl, and Y 1 is hydrogen). It is advisable to remove the heat of reaction which arises during the production of the magnesium complexes by cooling.
  • reaction products 1.2 moles of the halides or anhydrides of the type indicated are preferably used per mole of phosphorous acid in the preparation of the reaction products (c).
  • the reaction is usually carried out in the melt at elevated temperatures to reflux temperatures, ie about 60 to 190 ° C.
  • the optional, if appropriate partial, conversion of the reaction products obtainable in this way is carried out by adding an alkali metal hydroxide after the reaction has ended.
  • the pH of the aqueous reaction solutions is then 3 to 7.
  • potassium hydroxide and, above all, the less expensive sodium hydroxide, and hydrogen peroxide are used above all in the form of their aqueous, preferably concentrated (about 30 to 35 percent by weight) solutions.
  • Component (e) can also be a solid, e.g. Acetate, can be used.
  • Preferred components (g) are alkali metal peroxysulfates and in particular sodium peroxydisulfate (Na 2 S 2 O 8 ), which is preferably used as a solid.
  • anionic and nonionic surfactants are suitable as wetting agents for component (h).
  • Preferred anionic surfactants are, for example, Al kylsulfonates, alkylarylsulfonates, fatty acid condensation products, protein cleavage products or their salts and especially alkylsulfate salts and alkylbenzenesulfonic acids with 12 to 22 carbon atoms in the alkyl radical.
  • Preferred nonionic surfactants are, for example, adducts of alkylene oxides, especially propylene and especially ethylene oxide, and alkylphenols with, for example, 4 to 12 carbon atoms in the alkyl radical, especially fatty acid amides and especially fatty alcohols, with adducts of ethylene oxide and fatty alcohols being particularly preferred, and as a mixture with the alkyl sulfates and the alkylbenzenesulfonic acids of the specified type are in the foreground of interest.
  • the preferred component (i) are higher alcohols, e.g. Isooctyl alcohol, but especially silicone-based defoaming and / or deaerating agents, in particular silicone oil emulsions.
  • Components (h) and (i) are preferably combined with commercially available, aqueous formulations of about 10 to 60, preferably 30 to 40 percent by weight of non-foaming surfactant mixtures.
  • Preferred components (j) include, for example, alkali metal salts of silicic acid, in particular sodium silicate or water glass, especially as aqueous solutions which have about 25 to 30% silicate (Si0 2 ) content.
  • the combined bleaching and washing liquors according to the invention can also be used in so-called wet-on-wet processes.
  • the individual components in the fleet are then present in a concentration that is up to 10 times higher, for example.
  • Larger amounts of stabilizers for example up to 50 g / l of stabilizers (a), (b), (c), (d) or (d) 2 , are preferably used in such reinforced liquors in order to stabilize the hydrogen peroxide.
  • component (h) especially in combination with component (i), in commercial formulations in addition to the components (a), (b), (c), (d) 1 or (d) 2 and (e) and (f) used in the bleaching and washing bath.
  • one component (g) or (j) or both components (g) and (j) can be used .
  • the process according to the invention for the aftertreatment of cellulose-containing fiber materials using stabilizers (a) to (d) 2 is carried out according to methods known per se.
  • the bleaching / washing liquors are applied to the dyed fiber material in a known manner, as a rule, for example by immersion and preferably by padding at, for example, 10 to 60 ° C., but preferably at room temperature (15 to 25 ° C.), the Liquor pickup after squeezing is about 50 to 120, preferably 70 to 100 percent by weight and in the wet-on-wet process 10 to 50%.
  • the fiber material After impregnation, the fiber material is usually subjected to a so-called wet storage or wet storage process without drying in the wet state or after squeezing in the padding process while still wet, in which the material is deposited or rolled up, optionally in a plastic cover airtight packaged and optionally stored under pressure, at a maximum of 150 ° C for about 10 minutes, but preferably under normal pressure at 80 to 98 ° C for about 1 to 3 hours or in particular at room temperature (15 to 25 ° C) for about 6 to 24 hours becomes.
  • the treatment of the dyed fiber materials can also be carried out in so-called long liquors (exhaust process) with a liquor ratio of e.g. 1: 3 to 1: 100, preferably 1: 8 to 1:25 at 20 to 100, preferably 80 to 98 ° C. within a period of 10 to 40 minutes.
  • the pull-out can also be carried out up to 150 ° C under pressure in so-called high-temperature equipment (HT equipment). If the bleaching takes place in the exhaust process, the fiber material is at the specified temperatures and during the specified times in the apparatus used for the extraction, e.g. in a reel skid.
  • Treatment temperatures of 98 ° C are advantageously not exceeded in order to prevent any damage to the fibers.
  • the fiber materials can also be used in industrial continuous processes under pressure up to e.g. 2.5 bar at higher temperatures, e.g. up to 150 ° C, if the treatment time is kept so short that fiber damage is excluded.
  • the fiber materials are then generally rinsed thoroughly with hot water at about 70 to 98 ° C. and then with cold water and dried.
  • the aftertreatment according to the invention achieves those obtained by the customary dyeing processes che quality of the dyeings, but also has the advantages of a substantially economical process.
  • the otherwise usual drying step after bleaching (and before dyeing) for example, the water and energy consumption can be reduced to a large extent. This is particularly the case when treating so-called heavy goods, such as terry cloth.
  • the cellulose-containing fiber materials treated by the process according to the invention have dyeings which correspond qualitatively to the dyeings obtained in a conventional manner.
  • the temperature of the dye liquor is 25 ° C, the liquor pick-up is 90%. After padding, the material is rolled up, wrapped airtight in a plastic cover and stored at 25 ° C for 6 hours.
  • the dyed fabric is rinsed cold and then hot. Then it is rinsed for 20 minutes at 98 ° C., the washing liquor containing 2 g / 1 of a conventional detergent (alkylphenol ethylene oxide adduct), then rinsed again hot and cold and dried at a higher temperature.
  • a conventional detergent alkylphenol ethylene oxide adduct
  • a second piece of cotton is dyed as described. After storage, the dye liquor is reduced to 70% by squeezing. Immediately afterwards, the colored pattern is padded with a bleaching / washing liquor of the following composition: 3 g / 1 sodium salt of an alkyl (C 15 ) sulfonic acid, 85 ml / 1 hydrogen peroxide (35%), 45 ml / l sodium hydroxide solution (30%) and 30 g / 1 stabilizer of the formula
  • the temperature of the bleaching / washing liquor is 25 ° C, the liquor absorption is brought from 70% by 30% to 100%.
  • the dyed and bleached pattern is rolled up, packed airtight in a plastic sleeve and stored at 25 ° C for 24 hours. The pattern is then rinsed and dried.
  • the dyed and bleached fabric shows a much purer, more brilliant blue shade than that of the dyed but unbleached fabric.
  • Example 2 Cotton tricot (raw material, square meter weight 165 g) is introduced into a dyeing liquor heated to 40 ° C., which calculates 40 g / 1 Glauber's salt, 2 g / 1 sodium salt of an alkyl (C 15 ) sulfonic acid and 2 ml / l sodium hydroxide solution (30%), 0.4% of the dye of the formula contains.
  • the fleet ratio is 1:40.
  • 1 g / 1 sodium carbonate is added to the liquor. added and after a further 5 minutes 2 ml / l sodium hydroxide solution (30%), then the dyeing is continued for 40 minutes.
  • the dyed fabric is rinsed cold and hot.
  • the fabric is then placed in a washing liquor which contains 1 g / 1 of an alkylphenol ethylene oxide adduct, and the liquor is heated to 90 ° C. for 20 minutes. Washing is continued at this temperature for 20 minutes. Then it is rinsed again hot and cold and dried.
  • This bleaching liquor is also heated to 90 ° C. for 20 minutes with the dyed fabric and left at this temperature for 20 minutes. It is then rinsed hot and cold and dried.
  • the post-bleached fabric has a much purer and more brilliant red shade than the only post-washed fabric.
  • the temperature of the dyeing liquor is 25 ° C, the liquor absorption 90%.
  • the padded fabric is rolled up, airtightly packed in a plastic sleeve and stored at 25 ° C for 12 hours. It is then rinsed cold and hot and washed for 20 minutes at 90 ° C. in a wash liquor, this liquor containing 2 g / 1 of an alkylphenol ethylene oxide adduct. Then it is rinsed again hot and cold and dried.
  • the post-bleached fabric shows a much purer and more brilliant blue shade than the only post-washed fabric.
  • the temperature of the liquor is 25 ° C, the liquor absorption 90%.
  • the padded fabric is rolled up, airtight packed in a plastic bag and stored for 24 hours at room temperature. Then, as described in Example 3, rinsed, washed and rinsed again and dried.
  • Example 5 100 g of knitted cotton (raw material) are prewetted at 30 ° C. for 10 minutes in 2 1 liquor containing 6 g of sodium salt of an alkyl (C 15 ) sulfonic acid. Then 1 ml of the compound of the formula (102), 1.2 ml of sodium hydroxide solution (30%), 5 ml of hydrogen peroxide (35%), 20 ml of sodium silicate (26.3-27.7% silicate content) and 0. 05 g of the dye of the formula added. This liquor is heated to 92 ° C. within 30 minutes. Then add 5 g of Glauber's salt. added. After a dyeing time of 60 minutes at 92 ° C, hot and cold rinsing, neutralization and rinsing are carried out.
  • the knitted fabric obtained has a brilliant red shade. Similar results are obtained with the other stabilizers (a) to (d) 2 .
  • the goods are then calcined in a liquor containing 8 ml / l sodium hydroxide solution (30%), 4 g / 1 sodium dithionite and 10 g / 1 Glauber's salt. contains (liquor ratio 1:20), developed for 60 minutes at 50 ° C.
  • the knitted fabric is then rinsed, oxidized, rinsed again, soaped and dried.
  • Example 7 Cotton tricot (raw material, square meter weight 165 g) is introduced into a dye liquor heated to 40 ° C., the 40 g / 1 Glauber's salt, 2 g / l sodium salt of an alkyl (C 15 ) sulfonic acid and 0.4 g contains the dye of formula (103). After 45 minutes, 1 g / 1 soda (calc.) And after a further 5 minutes 2 ml / 1 sodium hydroxide solution (30%) are added. The dyeing is then continued for a further 40 minutes (at 40 ° C.). The dyed fabric is then washed cold and hot.
  • tissue obtained is washed in an aqueous liquor (liquor ratio 1:40) which contains 1 g / 1 of an ethoxylated nonylphenol. Then it is rinsed hot and cold.
  • aqueous liquor (liquor ratio 1:40) which contains 1 g / 1 of an ethoxylated nonylphenol. Then it is rinsed hot and cold.
  • Staining b the tissue obtained is in an aqueous liquor (liquor ratio 1:40) containing 1 g / 1 of an ethoxylated nonylphenol 2.5 ml / 1 sodium hydroxide solution (30%), 5 ml / 1 hydrogen peroxide (35%) and 1 g / 1 of a preparation of 100 parts of the compound of formula (2), 54 parts of magnesium chloride (hexahydrate), 155 parts of sodium gluconate and 691 parts of water, post-bleached by the liquor within Warmed to 90 ° C for 30 minutes and held at this temperature for 20 minutes. It is then rinsed hot and cold.
  • aqueous liquor (liquor ratio 1:40) containing 1 g / 1 of an ethoxylated nonylphenol 2.5 ml / 1 sodium hydroxide solution (30%), 5 ml / 1 hydrogen peroxide (35%) and 1 g / 1 of a preparation of 100 parts of the compound of formula (2), 54 parts of magnesium chlor
  • Dyeing c the fabric obtained is, as shown for dyeing sample b, in an aqueous liquor (liquor ratio 1:40) containing 1 g / 1 of an ethoxylated nonylphenol, 2.5 ml / 1 sodium hydroxide solution (30%), 5 ml / 1 Contains hydrogen peroxide (35%) and 1 g of a preparation of 200 parts of the compound of formula (2), 145 parts of magnesium chloride (hexahydrate), 155 parts of glucose and 500 parts of water. It is then rinsed hot and cold.
  • the dyeings b and c have a much purer, more brilliant red shade than the only washed dyeing a.
  • the temperature of the liquor is 25 ° C, the liquor absorption 90%.
  • the padded fabric is rolled up, packed airtight in a plastic sleeve and stored for 24 hours at room temperature. It is then rinsed hot and cold.
  • Staining b the tissue obtained is in an aqueous liquor (liquor ratio 1:40) containing 2 g / 1 of an ethoxylated nonylphenol, 2.5 ml / l sodium hydroxide solution (30%), 5 ml / l hydrogen peroxide (35%) and 1 g / 1 of a preparation of 100 parts of the compound of formula (2), 54 parts of magnesium chloride (hexahydrate), 155 parts of sodium gluconate and Contains 691 parts of water, after-bleached, by heating the liquor to 90 ° C. in the course of 30 minutes and holding it at this temperature for 20 minutes.
  • Staining c the tissue obtained is in an aqueous liquor (liquor ratio 1:40), the 2 g / 1 of an ethoxylated nonylphenol, 2.5 ml / l sodium hydroxide solution (30%), 5 ml / l hydrogen peroxide (35%) and 1 g of a preparation of 200 parts of the compound of formula (2), 145 parts of magnesium chloride (hexahydrate), 155 parts of glucose and 500 parts of water, post-bleached as shown for color b. It is then rinsed hot and cold.
  • the post-bleached dyeings b and c have a purer, more brilliant blue shade than the only post-washed dyeing a.
  • tissue obtained is washed in an aqueous liquor (liquor ratio 1:40) containing 2 g / 1 of an ethoxylated nonylphenol at 90 ° C. for 20 minutes. Then it is rinsed hot and cold.
  • aqueous liquor (liquor ratio 1:40) containing 2 g / 1 of an ethoxylated nonylphenol at 90 ° C. for 20 minutes. Then it is rinsed hot and cold.
  • Staining b the tissue obtained is in an aqueous liquor (liquor ratio 1:40), the 2 g / 1 of an ethoxylated nonylphenol, 2.5 ml / 1 sodium hydroxide solution (30%), 5 ml / 1 hydrogen peroxide (35%) and 1 g / 1 of a preparation containing 100 parts of the compound of formula (2), 54 parts of magnesium chloride (hexahydrate), 155 parts of sodium gluconate and 691 parts of water, post-bleached by heating the liquor to 90 ° C. in the course of 30 minutes and at 20 minutes this temperature is maintained.
  • the post-bleached dyeing b has a much purer, more brilliant blue shade than the only post-washed dyeing a.
  • the padded fabric is rolled up, packed airtight and stored for 6 hours at room temperature. After cold storage, cold and hot rinsing is carried out and the mixture is washed at 98 ° C. for 20 minutes with a liquor which contains 2 g / 1 of an ethoxylated nonylphenol. It is then rinsed hot and cold.
  • Coloring c The procedure is the same as for color b, but using a bleaching liquor which contains 3 g / 1 of a sodium salt of an alkyl (C 15 ) sulfonic acid, 85 ml / l hydrogen peroxide (35%), 45 ml sodium hydroxide solution (30%) and 30 g / 1 of a composition of 200 parts of the compound of formula (2), 145 parts of magnesium chloride (hexahydrate), 155 parts of glucose and 500 parts of water.
  • a bleaching liquor which contains 3 g / 1 of a sodium salt of an alkyl (C 15 ) sulfonic acid, 85 ml / l hydrogen peroxide (35%), 45 ml sodium hydroxide solution (30%) and 30 g / 1 of a composition of 200 parts of the compound of formula (2), 145 parts of magnesium chloride (hexahydrate), 155 parts of glucose and 500 parts of water.
  • the colors b and c show a purer, more brilliant blue shade than color a.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP83810331A 1982-07-27 1983-07-21 Procédé pour le post-traitement de matières fibreuses teintes contenant de la cellulose Expired EP0100300B1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH4558/82 1982-07-27
CH455882 1982-07-27
CH2522/83 1983-05-09
CH252283 1983-05-09

Publications (3)

Publication Number Publication Date
EP0100300A2 true EP0100300A2 (fr) 1984-02-08
EP0100300A3 EP0100300A3 (en) 1986-01-08
EP0100300B1 EP0100300B1 (fr) 1988-06-15

Family

ID=25690662

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83810331A Expired EP0100300B1 (fr) 1982-07-27 1983-07-21 Procédé pour le post-traitement de matières fibreuses teintes contenant de la cellulose

Country Status (3)

Country Link
US (1) US4515596A (fr)
EP (1) EP0100300B1 (fr)
DE (1) DE3377071D1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0210952A1 (fr) * 1985-07-19 1987-02-04 Ciba-Geigy Ag Composition aqueuse, alcaline contenant des silicates pour le blanchiment de matières fibreuses cellulosiques en présence de composés "per"
EP0222696A1 (fr) * 1985-10-14 1987-05-20 Ciba-Geigy Ag Procédé de post-traitement de matière cellulosique teinte avec des colorants contenant des groupes sulfoniques
EP0112801B1 (fr) * 1982-12-10 1987-07-22 Ciba-Geigy Ag Complexes de magnésium d'acides phosphoniques oligomères, leur procédé de préparation et leur utilisation comme stabilisants dans des bains de blanchiment contenant des péroxydes alcalins
EP0531849A2 (fr) * 1991-09-13 1993-03-17 Bayer Ag Procédé pour le post-blanchiment de la cellulose brute teinte
FR2685711A1 (fr) * 1991-12-26 1993-07-02 Protex Manuf Prod Chimiq Nouveau procede de teinture et de blanchiment d'articles textiles constitues d'un melange de fibres cellulosiques ou keratiniques et de fibres synthetiques.
DE4306827A1 (de) * 1993-03-04 1994-09-08 Rotta Gmbh Verfahren zum Bleichen bzw. Aufhellen von mit Küpenfarbstoffen gefärbten Textilmaterialien

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63315680A (ja) * 1987-06-17 1988-12-23 日本サ−ファクタント工業株式会社 反応性染料用均染剤及び染色方法
US4852990A (en) * 1987-08-24 1989-08-01 The Virkler Company Process for bleaching denim fabrics and garments

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB927617A (en) * 1958-09-06 1963-05-29 Henkel & Cie Gmbh Method for treating aqueous solutions to sequester metal ions contained therein
US3122417A (en) * 1959-06-03 1964-02-25 Henkel & Cie Gmbh Stabilizing agent for peroxy-compounds and their solutions
FR2175922A1 (fr) * 1972-03-10 1973-10-26 Benckiser Knapsack Gmbh
JPS50157674A (fr) * 1974-06-14 1975-12-19
JPS5637387A (en) * 1979-09-04 1981-04-11 Toray Industries Postttreatment of fiber product
JPS5716983A (en) * 1980-07-07 1982-01-28 Teijin Ltd Dyeing of aromatic polyamide composition
JPS5761783A (en) * 1980-09-26 1982-04-14 Nagase & Co Ltd Modified printing method of blended knitted fabric

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3562169A (en) * 1968-12-23 1971-02-09 Procter & Gamble Detergent compositions containing oligomeric ester chain condensates of ethane-1-hydroxy-1,1-diphosphonic acid as builders
US3621081A (en) * 1968-12-23 1971-11-16 Procter & Gamble Oligomeric ester chain condensates of ethane-1-hydroxy-1,1-diphosphonic acid
US4061695A (en) * 1975-11-14 1977-12-06 Nalco Chemical Company Phosphate esters
US4029696A (en) * 1976-04-09 1977-06-14 Benckiser-Knapsack Gmbh N-hydroxy alkane amino alkane diphosphonic acids, process of producing same, and compositions for and method of using same
FR2396114A1 (fr) * 1977-06-29 1979-01-26 Protex Manuf Prod Chimiq Perfectionnements aux procedes de blanchiment oxydant
DE2756516A1 (de) * 1977-12-19 1979-06-21 Hoechst Ag Wasch- und reinigungsmittel
US4201669A (en) * 1978-09-11 1980-05-06 Betz Laboratories, Inc. Deposit control through the use of oligomeric phosphonic acid derivatives
US4254063A (en) * 1979-05-07 1981-03-03 Betz Laboratories, Inc. Method for preparing oligomeric ester chain condensates of substituted 1-hydroxy-1,1-diphosphonic acid
US4253969A (en) * 1979-07-16 1981-03-03 Betz Laboratories, Inc. Deposit control through the use of oligomeric phosphonic acid derivatives
US4253912A (en) * 1979-07-16 1981-03-03 Betz Laboratories, Inc. Deposit control through the use of oligomeric phosphonic acid derivatives
DE2933969C2 (de) * 1979-08-22 1982-02-25 Benckiser-Knapsack Gmbh, 6802 Ladenburg N-(Hydroxymethyl)-aminoalkan-diphosphonsäuren sowie diese Verbindungen enthaltende Stabilisatoren
EP0029076A1 (fr) * 1979-11-20 1981-05-27 Betz Europe, Inc. Procédé pour contrôler les dépôts dans des systèmes aqueux
US4347149A (en) * 1980-04-01 1982-08-31 Interox Chemicals Limited Aqueous bleach compositions
US4496472A (en) * 1981-12-23 1985-01-29 Ciba-Geigy Corporation Process for bleaching cellulosic fibre materials using oligomers of phosphonic acid esters as stabilizers in alkaline, peroxide-containing bleaching liquors

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB927617A (en) * 1958-09-06 1963-05-29 Henkel & Cie Gmbh Method for treating aqueous solutions to sequester metal ions contained therein
US3122417A (en) * 1959-06-03 1964-02-25 Henkel & Cie Gmbh Stabilizing agent for peroxy-compounds and their solutions
FR2175922A1 (fr) * 1972-03-10 1973-10-26 Benckiser Knapsack Gmbh
JPS50157674A (fr) * 1974-06-14 1975-12-19
JPS5637387A (en) * 1979-09-04 1981-04-11 Toray Industries Postttreatment of fiber product
JPS5716983A (en) * 1980-07-07 1982-01-28 Teijin Ltd Dyeing of aromatic polyamide composition
JPS5761783A (en) * 1980-09-26 1982-04-14 Nagase & Co Ltd Modified printing method of blended knitted fabric

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Band 84, Nr. 22, 31. Mai 1976, Seite 84, Nr. 152110h, Columbus, Ohio, US; & JP-A-50 157 674 (MITSUBISHI GAS CHEMICAL) 19.12.1975 *
CHEMICAL ABSTRACTS, Band 94, Nr. 13, Juni 1981, Seite 79, Nr. 210243y, Columbus, Ohio, US; & JP-A-56 037 387 (TORAY INDUSTRIES LTD.) 11.04.1981 *
CHEMICAL ABSTRACTS, Band 96, Nr. 22, Mai 1982, Seite 84, Nr. 182690n, Columbus, Ohio, US; & JP-A-57 016 983 (TEIJIN LTD.) 28.01.1982 *
CHEMICAL ABSTRACTS, Band 97, Nr. 12, September 1982, Seite 84, Nr. 93876f, Columbus, Ohio, US; & JP-A-57 061 783 (NAGASE AND CO., LTD.) 14.04.1982 *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0112801B1 (fr) * 1982-12-10 1987-07-22 Ciba-Geigy Ag Complexes de magnésium d'acides phosphoniques oligomères, leur procédé de préparation et leur utilisation comme stabilisants dans des bains de blanchiment contenant des péroxydes alcalins
EP0210952A1 (fr) * 1985-07-19 1987-02-04 Ciba-Geigy Ag Composition aqueuse, alcaline contenant des silicates pour le blanchiment de matières fibreuses cellulosiques en présence de composés "per"
EP0222696A1 (fr) * 1985-10-14 1987-05-20 Ciba-Geigy Ag Procédé de post-traitement de matière cellulosique teinte avec des colorants contenant des groupes sulfoniques
EP0531849A2 (fr) * 1991-09-13 1993-03-17 Bayer Ag Procédé pour le post-blanchiment de la cellulose brute teinte
EP0531849A3 (en) * 1991-09-13 1993-06-09 Bayer Ag Process for post-bleaching of coloured raw cellulose
US5372610A (en) * 1991-09-13 1994-12-13 Bayer Aktiengesellschaft Process for the after-bleaching of dyed raw cellulose using cationic compounds
FR2685711A1 (fr) * 1991-12-26 1993-07-02 Protex Manuf Prod Chimiq Nouveau procede de teinture et de blanchiment d'articles textiles constitues d'un melange de fibres cellulosiques ou keratiniques et de fibres synthetiques.
DE4306827A1 (de) * 1993-03-04 1994-09-08 Rotta Gmbh Verfahren zum Bleichen bzw. Aufhellen von mit Küpenfarbstoffen gefärbten Textilmaterialien

Also Published As

Publication number Publication date
EP0100300A3 (en) 1986-01-08
DE3377071D1 (en) 1988-07-21
EP0100300B1 (fr) 1988-06-15
US4515596A (en) 1985-05-07

Similar Documents

Publication Publication Date Title
DE1265698B (de) Verfahren zur Erzeugung von nassechten Faerbungen und Drucken
DE2726432A1 (de) Verfahren zur verbesserung der farbausbeute und der echtheiten von mit anionischen farbstoffen auf cellulosefasermaterial erzeugten faerbungen, fluorhaltige verbindungen und ihre herstellung
DE2153366B2 (de) 03.09.71 Schweiz 12944-71 Polyglykolätherverbindungen, Verfahren zu deren Herstellung und deren Verwendung
EP0100300B1 (fr) Procédé pour le post-traitement de matières fibreuses teintes contenant de la cellulose
DE19918160A1 (de) Reaktivfarbstoffmischungen für salzarmes Färben
DE2340045A1 (de) Verfahren zum kontinuierlichen faerben und bedrucken von stueckwaren aus synthetischen polyamidfasern vorzugsweise in mischung mit cellulosefasern
DE2133161C3 (de) Verfahren zum Bedrucken und zur kontinuierlichen Fixierung von Dispersionsfarbstoffen auf Polyester, Cellulosetriacetat, Cellulose-2 1/2-acetat und deren Mischungen
EP0950751B1 (fr) Procédé de traitement de fibres de cellulose
DE2148867C3 (de) Verfahren zur kontinuierlichen Fixierung von Dispersionsfarbstoffen auf Polyester, Cellulosetriacetat, Cellulose-2 l/2-acetat und deren Mischungen
EP0426617B1 (fr) Colorants formazanes réactifs avec les fibres, procédé pour leur préparation et leur utilisation
DE2405152C3 (de) Sulfongruppenhaltige Anthrachinonverbindungen, ihre Herstellung und ihre Verwendung
AT214892B (de) Verfahren zur Fertigstellung von Textilfärbungen
DE2512462C2 (de) Verfahren zum bedrucken oder klotzfaerben von polyester, cellulose-triacetat, cellulose 2 1/2 acetat und deren mischungen
DE1041912B (de) Verfahren zum Faerben oder Bedrucken von Cellulosetextilstoffen
EP0474594B1 (fr) Procédé de teinture de la laine et ses mélanges avec d'autres fibres avec des colorants réactifs
CH366050A (de) Verfahren zur Herstellung neuer organischer Verbindungen
AT203457B (de) Verfahren zum Färben polyhydroxylierter Materialien nach dem Direktfärbeverfahren aus langer Flotte
DE4133995A1 (de) Verfahren zum faerben von mischfasern aus cellulosehaltigen fasermaterialien und hydrophoben fasermaterialien
DE1923539C3 (de) Phthalocyaninfarbstoffe, deren Herstellung und Verwendung
DE3022429A1 (de) Verfahren zum faerben von pes/cel mischtextilien
AT220739B (de) Verfahren zur Herstellung von neuen Farbstoffen
AT219553B (de) Verfahren zum Färben und Bedrucken Hydroxylgruppen bzw. Amidgruppen enthaltender Materialien
DE1262213B (de) Verfahren zum Faerben oder Bedrucken von cellulosehaltigen Materialien faseriger Struktur
CH497601A (de) Verfahren zum Färben und/oder Bedrucken von Textilien
CH367256A (de) Verfahren zur Herstellung von Pyrimidinfarbstoffen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19830723

AK Designated contracting states

Designated state(s): CH DE FR GB IT LI

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Designated state(s): CH DE FR GB IT LI

17Q First examination report despatched

Effective date: 19870212

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): CH DE FR GB IT LI

REF Corresponds to:

Ref document number: 3377071

Country of ref document: DE

Date of ref document: 19880721

ET Fr: translation filed
GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
ITF It: translation for a ep patent filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19890721

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Effective date: 19890731

Ref country code: CH

Effective date: 19890731

GBPC Gb: european patent ceased through non-payment of renewal fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19900330

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19900403

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST