Classifications

• • 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
  • D06P1/52—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 synthetic macromolecular substances
  • D06P1/56—Condensation products or precondensation products prepared with aldehydes
• • 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
  • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
  • D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or 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
  • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
  • D06P1/621—Compounds without nitrogen
  • D06P1/622—Sulfonic acids or their salts
  • D06P1/625—Aromatic
• • 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
  • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
  • D06P1/628—Compounds containing nitrogen
• • 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
  • Y10S8/924—Polyamide fiber

Definitions

• the present invention relates to a new dyeing aid and its use in dyeing or printing synthetic polyamide fiber materials with anionic dyes.
• the object of the invention is to provide a dyeing aid which acts as a leveling agent in the dyeing of synthetic polyamide fiber materials at a temperature of 50 to 102 ° C. and thus avoids the streaky dyeing caused by the material.
• DE-B-1 290 519 discloses a process for streak-free dyeing of textile materials made of polyamides, in which the dyeing process takes place in an acid dye bath in the presence of an anionic, preferably sulfonated, aminotriazine compound. According to this process, optional oxyethylation products of fatty amines and their quaternization products can also be used.
• FR-A-1 252 272 also describes a process for dyeing natural or synthetic polyamide fibers, but preferably wool, using specific dyes which have at least two water-solubilizing groups and dyeing in the presence of a sulfonated condensation product of hydroxyaryl compounds the benzene series and formaldehyde is carried out.
• the sulfonated condensation product can be used together with an alkylene oxide adduct based on a fatty amine.
• Example 11 describes an auxiliary combination in which a sulfonated condensation product of 2 mol of phenol, 1 mol of p-dodecylphenol and formaldehyde is used in combination with an ethoxylated oleylamine.
• the quaternary ammonium compound advantageously contains two polyglycol ether chains which together have 4 to 200 groupings of the formula (1), of which one or two preferably represent the grouping of the formula (2).
• the auxiliary mixture according to the invention can additionally contain a siloxane-oxyalkylene copolymer as component (C) and / or a polar solvent as component (D).
• 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).
• Alkyl is advantageously an alkyl radical having 1 to 12 carbon atoms, which can be straight-chain or branched. Examples include methyl, ethyl, isopropyl, tert. Butyl, pentyl, iso-amyl, tert. Amyl, n-hexyl, n-octyl, iso-octyl, tert. Octyl, n-nonyl, iso-nonyl, decyl or dodecyl.
• Cycloalkyl is advantageously a cycloalkyl radical with 5 or 6 carbon atoms, such as cyclopentyl or preferably cyclohexyl.
• Aryl means, for example, phenyl substituted by methyl, methoxy or halogen, or preferably phenyl.
• Aralkyl represents, for example, benzyl or a-methylbenzyl.
• Halogen means, for example, fluorine, bromine or preferably chlorine.
• M means, for example, alkali metal, for example sodium or potassium; Alkaline earth metal, such as calcium or magnesium; Ammonium (NH 4 ) or an ammonium group which is derived, for example, from aliphatic amines, such as, for example, di- or triethylamine or mono-, di- or triethanolamine, or else from heterocyclic amines, such as, for example, piperidine, morpholine or pyridine.
• aliphatic amines such as, for example, di- or triethylamine or mono-, di- or triethanolamine, or else from heterocyclic amines, such as, for example, piperidine, morpholine or pyridine.
• the sulfonated formaldehyde condensation products are prepared from hydroxyaryl compounds in a manner known per se.
• the preparation can preferably be carried out by adding 1 mol of a dimethylolphenol compound of the formula in the presence of acidic catalysts with 1 mol of a hydroxyaryl compound of the formula and appropriately at temperatures of 50 to 100 ° C and the resulting condensation product of the formula treated with sulfonating agents and, if appropriate, the sulfonic acid obtained is converted into the abovementioned salts.
• the substituent R can be in the ortho or para position and the phenol compounds can be in the form of mixtures of isomers.
• Sulfonated formaldehyde condensation products of formulas (3) to (5) and their preparation are e.g. in DE-B-2 328 767 or DE-C-1 248 609.
• the quaternary ammonium compounds which can be used as component (B) in the auxiliary mixture according to the invention are likewise known per se and can be prepared in a manner known per se, for example by reacting corresponding aliphatic amines whose alkyl or alkenyl radical has 10 to 22 carbon atoms, such as, for example, dodecylamine, hexadecylamine, heptadecylamine, octadecylamine, tallow fatty amine, arachidylamine, behenylamine or oleylamine or di- or triamines, such as, for example, dodecylpropylenediamine, octadecylethylenediamine or octadecyldibutyl 1-bis-1-diol-1-bis-1-diol-1-bis-2-diammon-1-bis-1-2-diol-1-bis-2-diol-1-bis-2-d
• an inorganic or organic acid in particular a strong mineral acid or an organic sulfonic acid, such as, for example, the chloride, bromide, sulfate, benzenesulfonate, p-toluenesulfonate, methosulfate, ethosulfate or methophosphate ion, of m 1 and m 2 of 1 and the other 0 or 1 and p and s are integers, the sum of p + s being 2 to 40, preferably 3 to 35.
• a strong mineral acid or an organic sulfonic acid such as, for example, the chloride, bromide, sulfate, benzenesulfonate, p-toluenesulfonate, methosulfate, ethosulfate or methophosphate ion, of m 1 and m 2 of 1 and the other 0 or 1 and p and s are integers, the sum of p + s being
• V 1 is preferably alkyl or alkenyl each having 12 to 18 carbon atoms, especially octadecyl or octadecenyl, and X 1 and X 2 are preferably hydrogen.
• the sum of p + s is preferably 5 to 25.
• the amounts in which component B is present alone or as a mixture in the auxiliary mixture are advantageously from 2 to 30 percent by weight, preferably from 2 to 20 and particularly from 2 to 8 percent by weight, based on the total auxiliary mixture.
• the new dyeing aid can additionally contain a siloxane-oxyalkylene copolymer as component (C).
• component (C) acts in particular as a foam suppressant.
• optional component (C) commercially available, surface-active, hydrophilic adducts from an organopolysiloxane and ethylene and / or propylene oxide can be considered.
• the organopolysiloxanes as the starting product for such adducts, correspond in principle to commercially available silicone oils, which are described in DE-B-20 31 827. Among these silicone oils, polydimethylsiloxanes are of prime interest.
• the siloxaneoxyalkylene copolymers in question as optional component (C) can be obtained, for example, from halogen-substituted organopolysiloxanes, in particular polydimethylsiloxanes and alkali metal salts of polyoxyalkylene, e.g. Polyethylene and / or polypropylene glycols are produced.
• 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 from 35 to 85, preferably 40 to 75 percent by weight, based on the total weight of the polyether siloxane.
• a preferred embodiment of the optional 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 1 2 or 3, r 2 0 to 15, t 1 to 25, x, 3 to 10 and R4 are alkyl having 1 to 4 carbon atoms, preferably methyl.
• Such polyether siloxanes are described, for example, in DE-B-1 719 238 and in US-A-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 5 and R 6 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.
• Such siloxane compounds are described in DE-B-1 795 557.
• 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 1 -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, for example, ethylene glycol monomethyl, ethyl or butyl ether and diethylene glycol monomethyl or ethyl ether; Ketones such as acetone, methyl ethyl ketone, cyclohexanone or diacetone alcohol; Ethers and acetals such as diisopropyl ether, diphenyl oxide, dioxane, tetrahydrofuran, furthermore tetrahydrofurfuryl alcohol,
• auxiliary preparations according to the invention can be prepared by simply stirring the components (A), (B) and, if appropriate, (C). With the addition of component (D), especially water, and optionally also a base, e.g. Alkali metal hydroxides such as sodium or potassium hydroxide or lower alkanolamines such as e.g. Monoethanolamine, diethanolamine or triethanolamine, they are obtained as homogeneous, preferably clear mixtures which are very stable in storage at room temperature.
• a base e.g. Alkali metal hydroxides such as sodium or potassium hydroxide or lower alkanolamines
• e.g. Monoethanolamine, diethanolamine or triethanolamine e.g. Monoethanolamine, diethanolamine or triethanolamine
• the new formulations are used in particular as leveling and retarding agents in the dyeing of synthetic polyamide fiber materials. They thus allow perfect levelness and also to achieve streak-free substrate.
• the present invention accordingly also relates to a process for dyeing or printing synthetic polyamide fiber materials with anionic dyes.
• the process is characterized in that this material is dyed or printed in the presence of the dyeing aid according to the invention.
• the amounts used in which the dyeing aid according to the invention is added to the dye baths are between 1 and 10 percent by weight, preferably 2 and 5 Ge percent by weight, based on the weight of the material to be dyed.
• Synthetic polyamide fiber materials in particular textile materials, which can be dyed in the presence of the new dyeing auxiliary mixture, are e.g. those from adipic acid and hexamethylenediamine (polyamide 6,6), from s-caprolactam (polyamide 6), from ⁇ -aminoundecanoic acid (polyamide 11), from w-aminoonanthic acid (polyamide 7), from w-aminopelargonic acid (polyamide 8) or from sebacic acid and hexamethylene diamine (polyamide 6, 10) to mention.
• adipic acid and hexamethylenediamine polyamide 6,6
• s-caprolactam polyamide 6
• polyamide 11 ⁇ -aminoundecanoic acid
• polyamide 7 from w-aminoonanthic acid
• polyamide 8 from sebacic acid and hexamethylene diamine
• the polyamide fiber materials can also be used as a blended fabric with each other or with other fibers, e.g. Mixtures of polyamide / wool or polyamide / polyester can be used.
• the fiber material can be in a wide variety of processing stages. For example, the following can be considered: flake, sliver, woven fabric, knitted fabric, nonwovens, yarn or piece goods.
• floor coverings such as e.g. Carpets, or other home textiles such as upholstery fabrics, curtains or wall coverings.
• 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 caused by metal complex formation alone and / or preferably by 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 material to be colored.
• the so-called acidic metal-free dyes are preferred.
• the latter preferably contain only a single sulfonic acid group and optionally a further, but no salt-forming, water-solubilizing group such as the acid amide or alkylsulfonyl group.
• the 1: 1 or preferably 1: 2 metal complex dyes are also of particular interest.
• the 1: 1 metal complex dyes preferably have one or two sulfonic acid groups. As metal they contain a heavy metal atom, e.g. Copper, nickel or especially chrome.
• the 1: 2 metal complex dyes contain a heavy metal atom as the central atom, 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 above acidic groups. 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.
• Dye mixtures of at least 2 or 3 anionic dyes are particularly preferred for the production of level dichromia or trichromatic dyes.
• the amount of dyes added to the liquor depends on the desired depth of color. In general, amounts of 0.01 to 10, in particular 0.1 to 5 g per liter of liquor have proven successful.
• the dyebaths can contain alkali metal hydroxides, alkali metal carbonates or bicarbonates; Mineral acids such as sulfuric acid or phosphoric acid; organic acids, suitably lower aliphatic carboxylic acids, e.g. Formic, acetic or oxalic acid and / or salts, e.g. Contain ammonium acetate, ammonium sulfate, disodium phosphate, dipotassium phosphate, potassium acetate or sodium acetate.
• the alkalis and acids primarily serve to adjust the pH of the liquors used according to the invention, which is generally 4.5 to 8.5, preferably 5 to 8.
• the dyebaths can also contain the usual electrolytes, dispersants, antifoams and wetting agents.
• 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, e.g. 1: 3 to 1: 100, preferably 1:10 to 1:50. It is convenient to dye at a temperature in the range from 40 ° C to the boiling point (96-102 ° C), preferably from 60 to 96 ° C.
• the textile material is preferably added to a liquor which has a temperature of 15 to 25 ° C. and a pH of 7.5 to 8.5. Then the dyes and the auxiliary mixture according to the invention are added and the material is treated at 15 to 25 ° C. for 5 to 15 minutes. Then the temperature is slowly increased to 60 to 95 ° C. and dyeing at this temperature for 30 to 60 minutes. The pH of the bath is then reduced to 5-6 and dyeing is continued for 10 to 20 minutes at 90-95 ° C. Finally, the bath is cooled and the colored material rinsed and dried as usual.
• the dyeing process according to the invention can also be carried out by first treating the material to be dyed with the auxiliary mixture for 10 to 15 minutes at 20 to 25 ° C. and then dyeing.
• the dyeing of the synthetic polyamide fiber material can also be carried out by a printing or padding process.
• the padded or printed fiber material can be subjected to heat treatment, such as. B. Steaming.
• the process according to the invention gives uniform, streak-free and vivid colorations on synthetic polyamide fiber material, which are also distinguished by good rub fastness and color yields.
• the other fastness properties of the dyeings e.g. Light fastness is not adversely affected by the use of the mixture according to the invention.
• the dyeings can be achieved simultaneously with the addition of the auxiliary mixture according to the invention, without the dye material first being pretreated and then cooled.
• the dye can thus be used at the same time as the new combination product.
• the parts are parts by weight and the percentages are percentages by weight.
• the carpet is allowed to circulate at 20 ° C for 15 minutes and the temperature is raised to 95 ° C in the course of 60 minutes.
• the dyeing is then carried out for 30 minutes at this temperature and the pH of the bath is lowered to 5 by adding sulfuric acid over 40 minutes.
• the dyeing is then continued for 15 minutes at 95 ° C. and at a pH of 5.
• the dyeing liquor is then cooled and the carpet rinsed and finished.
• a level, well-colored streak-free dyeing is obtained.
• the bathroom exhaustion is practically complete, so that the next carpet can be dyed in the same dye bath.
• the sulfonation mixture is diluted with 130 g of water and with 203 g of 30% sodium hydroxide solution neutralized. Trichlorethylene and part of the water are then distilled off. After determining the dry matter content, the reaction product is diluted to 40% dry matter content with a water / ethanol mixture (3: 2).
• a clear solution is obtained which is infinitely miscible with water.
• the pH is 9.7.
• a 0.01% solution (based on the active substance) has a surface tension of 41.8 dynes / cm (41.8 ⁇ 10-5 N / cm) at 20 ° C.
• the carpet is allowed to circulate at 20 ° C for 15 minutes and the temperature is raised to 90 ° C in the course of 40 minutes, then it is dyed for 30 minutes and the pH of the bath is reduced to 5 by adding sulfuric acid over the course of 40 minutes Then dye for a further 15 minutes at 90 ° C. and at a pH of 5. The dyeing liquor is then cooled and the carpet is rinsed and finished.
• a level, well-colored dyeing is obtained.
• the bathroom exhaustion is practically complete, so that the next carpet can be dyed in the same dye bath.
• Example 3 A level and strong coloring is obtained if, in Example 3, instead of the auxiliary preparation (4), the same amount of one of the following preparations (5) to (7) is used.
• the sulfonated compound of formula (24) used in preparation (5) is prepared as follows.
• the dimethylol compound formed is acidified with 27 g of 40% sulfuric acid, which results in a pH of 6.8.
• the aqueous salt solution is then separated from the dimethylol compound.
• the dimethylol compound is allowed to flow into this mixture within 15 minutes, the internal temperature rising to 85 ° C.
• the mixture is then heated to an internal temperature of 102 ° C. and stirred at this temperature for a further 3 hours, after which the water of reaction formed is distilled off.
• reaction mass is lowered to 85 ° C. and 25 g of dimethyl methane phosphonate and 300 g of trichlorethylene are added. It is then cooled to 45 ° C.
• 10 g of a streak-dyeing knitted fabric made of polyamide 6.6 are 10 minutes in 400 ml of a liquor which has been adjusted to pH 6 with 0.8 g of monosodium phosphate and 0.2 g of disodium phosphate and which contains 0.1 g of the auxiliary preparation (1) , treated at 40 ° C. Then 0.03 g of a dye of the formula is used

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• 1983
  • 1983-08-29 DE DE8383810387T patent/DE3368956D1/de not_active Expired
  • 1983-08-29 EP EP83810387A patent/EP0102926B1/de not_active Expired
  • 1983-08-31 US US06/528,027 patent/US4563190A/en not_active Expired - Lifetime
  • 1983-09-01 CA CA000435866A patent/CA1212801A/en not_active Expired
  • 1983-09-02 BR BR8304802A patent/BR8304802A/pt unknown
  • 1983-09-02 ZA ZA836517A patent/ZA836517B/xx unknown
  • 1983-09-03 JP JP58161235A patent/JPS5966579A/ja active Pending

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