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
  • 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
  • D06P3/02—Material containing basic nitrogen
  • D06P3/04—Material containing basic nitrogen containing amide groups
  • D06P3/24—Polyamides; Polyurethanes
  • D06P3/26—Polyamides; Polyurethanes using dispersed dyestuffs
• • 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
  • D06P1/0048—Converting dyes in situ in a non-appropriate form by hydrolysis, saponification, reduction with split-off of a substituent
• • 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
  • D06P1/46—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 natural macromolecular substances or derivatives thereof
  • D06P1/48—Derivatives of carbohydrates
  • D06P1/50—Derivatives of cellulose
• • 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
  • 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
  • D06P3/36—Material containing ester groups using dispersed dyestuffs

Definitions

• the invention relates to a process for dyeing synthetic fiber materials, such as aromatic polyester, cellulose triacetate, cellulose-21 ⁇ 2-acetate or polyamide fiber materials, in particular polyethylene terephthalate fiber materials.
• synthetic fiber materials such as aromatic polyester, cellulose triacetate, cellulose-21 ⁇ 2-acetate or polyamide fiber materials, in particular polyethylene terephthalate fiber materials.
• an aqueous dispersion of one or more disperse dyes is used at temperatures from 60 to 140 ° C.
• it is important that the dye is used in a suitable physical form. This is achieved by wet grinding of the dye in the presence of one or more dispersants.
• the present invention thus relates to an improved process for dyeing synthetic fiber materials, such as aromatic polyester, cellulose-22-acetate, cellulose triacetate or polyamide fiber materials, in particular polyethylene terephthalate fiber materials, characterized in that dispersing in an aqueous dye bath containing a salt of a sulfonic acid group-free Azo, nitro, methine, azomethine, triphenylmethane, styryl, naphthostyryl, isoindoline, indophenol, quinophthalone, naphtholone, naphthazarin, oxazine, coumarin, naphthoquinone or naphthoquinone imine dyes with at least a carboxylic acid, sulfamoylaryl, aromatically bound hydroxyl or tautomeric keto-enol group or a salt of a sulfonic acid group-free disperse dye with three or more condensed rings and at least one carboxylic acid
• the fiber material can be added to the aqueous dye bath which contains the salt of the dye, followed by the addition of the dispersant acid.
• the acid mentioned can also be added to the dyebath before or simultaneously with the fiber material. Said acid can be added either to the cold dye bath or to the dye bath which is being heated to the dyeing temperature.
• the aqueous dyebath containing the salt of the dye can be prepared by dissolving the dye in an aqueous solution of an alkaline agent.
• the dyeing of the fiber material is then carried out at the temperatures which are usually used in the dyeing of the said fiber materials, i.e. in the temperature range between 90 and 140 ° C. If the dyeing is carried out at temperatures between 90 and 100 ° C, the dyebath must additionally contain one or more carriers, which are usually used in dyeing such fiber materials, such as methylnaphthalene, hydroxydiphenyl, diphenyl, tetralin, chlorinated hydrocarbons, such as e.g. Dichlorobenzene, aromatic acids and their esters, e.g. Benzoic acid, salicylic acid, butyl benzoate and methyl salicylate, and optionally substituted phenoxy alcohols, such as e.g. ß-phenoxyethanol.
• carriers which are usually used in dyeing such fiber materials, such as methyln
• Dyeing at temperatures above 100 ° C is carried out in pressure vessels, with no carrier generally being added.
• the dyed fiber material is then treated in an aqueous bath at pH above 7 to remove all of the unfixed dye from the surface of the dyed fiber material.
• the upper limit of the pH value set here naturally has to take into account possible damage to the fibers and dyeing, so that it is generally advisable not to set the pH value higher than about 11.
• Aromatic polyester fiber materials which have been dyed with conventional disperse dyes, are known to have to be subjected to an aftertreatment in order to remove unfixed dye.
• An alkaline solution of a reducing agent is used in this aftertreatment.
• the Dyes used according to the invention do not require the use of reducing agents.
• the aftertreatment according to the process of the present invention can be carried out separately after the dyeing process by removing the dyed fiber material from the dyebath and then treating it in an aqueous alkaline bath, preferably at a temperature between 50 and 100 ° C. The fiber material is then rinsed and dried.
• the alkaline aftertreatment can also be incorporated into the dyeing process by raising the pH of the dye bath to above 7 by adding an alkaline agent after the end of the dyeing, and as mentioned above, it is generally advisable to adjust the pH -Not to exceed 11 and keep the bath below the boiling point, preferably below 60 ° C, for a sufficient time to remove all of the unfixed dye from the surface of the fiber material.
• the dyed fiber material is then rinsed in water and dried.
• alkaline agents which can be used either individually or in the form of mixtures for the preparation of the alkaline salts of the dyes or which can subsequently be used in the aftertreatment to remove unfixed dye from the surface of the fiber material are metal hydroxides, such as e.g. Sodium and potassium hydroxide, alkali metal carbonates such as e.g. Sodium and potassium carbonate, alkaline salts of inorganic acids, e.g. Sodium borate, sodium silicate and trisodium phosphate, ammonia, organic amines such as e.g. Diethylamine and triethylamine, quaternary ammonium hydroxides and heterocyclic bases.
• metal hydroxides such as e.g. Sodium and potassium hydroxide
• alkali metal carbonates such as e.g. Sodium and potassium carbonate
• alkaline salts of inorganic acids e.g. Sodium borate, sodium silicate and trisodium phosphate
• ammonia organic amine
• Dispersing acids which can be used either individually or in the form of mixtures to lower the pH of the alkaline dyebath are used as acids. used.
• reaction products from formaldehyde and aromatic sulfonic acids may be mentioned, such as reaction products from terphenylsulfonic acid and formaldehyde; Diphenyl sulfonic acid and formaldehyde; Diphenyl ether sulfonic acid and formaldehyde; Ditolyl ether sulfonic acid and formaldehyde; Naphthalene sulfonic acid and formaldehyde; Alkylnaphthalenesulfonic acid and formaldehyde; 1-benzyl-naphthalenesulfonic acid and formaldehyde; 1- B enzoylnaphthalenesulfonic acid and formaldehyde, as well as ligninsulfonic acids.
• Non-ionic dispersants that can be used for this purpose are, for example, condensates of ethylene oxide with alcohols, amines, amides or phenols.
• useful anionic dispersants are water-soluble amine or alkali metal salts of sulfuric acid esters of fatty alcohols, sulfuric acid esters of ethylene oxide condensates, alkyl sulfonates, arylalkyl sulfonates or alkyl sulfosuccinic acid esters.
• the fiber materials to be dyed according to the invention can be in the form of fibers, threads, foils, woven or knitted goods. They are preferably fiber materials made of polyethylene terephthalate. If necessary, the polyester fiber material to be dyed can be mixed with natural fibers such as wool or cellulose fibers.
• the fully synthetic fibers mentioned for example aromatic polyester fibers with natural fibers
• the latter can be dyed using the dyes and conditions which are usually used for this purpose, for example with vat dyes.
• the natural fiber material can be dyed before or after dyeing the fully synthetic fiber component, for example the aromatic polyester fiber component. It may also be appropriate to use the fully synthetic fiber material, e.g. to dye the aromatic polyester fiber material and the natural fiber material at the same time.
• the dyes used according to the invention can belong to a wide variety of classes, with azo, anthraquinone, nitro, methine, azomethine, triphenymethane, styryl, naphthostyryl, isoindoline, indophenol, quinophthalone, Naphtholone, naphthazarin, oxazine, coumarin, naphthoquinone or naphthoquinoneimine dyes are preferably used.
• Anthraquinone disperse dyes containing carboxy groups and related disperse dyes containing carboxy groups which contain at least three condensed rings and which can be used in the process according to the invention are described in Dutch patent application 7 009 377.
• Analogous dyes in which the carboxy group or carboxy groups are replaced by one or more hydroxyl or sulfamoyl radicals are also suitable for the process according to the invention, provided that they are capable of forming alkali metal salts on account of the groups mentioned.
• the dyes used according to the invention are soluble under aqueous alkaline conditions, all dye particles which are attached to the fiber surface or to the dyeing machine can be washed off without difficulty. Such a process is cheaper, faster and more effective than the reducing cleaning which is usually used when dyeing with conventional disperse dyes.
• the process according to the invention enables perfectly level, completely colored dyeings with shades ranging from yellow to greenish blue to be obtained. Furthermore, the dyeings obtained have excellent fastness properties compared to the tests which are usually used in synthetic, in particular aromatic, polyester fiber materials. The dyeings are particularly fast to light, wet treatments and dry heat treatments.
• 1 part of the dye of the formula is dissolved in a dye bath of 500 parts of water, which contains 50 parts of 0.1N sodium hydroxide solution, with gentle heating. 14 parts of a dispersant acid solution which is prepared from 10 parts of 71% strength alkylnaphthalenesulfonic acid / formaldehyde condensate and 90 parts of water are added, and 50 parts of a fabric made of polyethylene terephthalate.
• the dye liquor is placed in a dyeing machine.
• sufficient movement of the material to be dyed and / or sufficiently large liquor circulation heated to 130 ° C. and the fiber material dyed at this temperature for 50 minutes.
• a brown color is obtained, which is distinguished by good general fastness properties and, in particular, also by good levelness and color.
• 1 part of the dye of the formula is dissolved in a dye bath of 500 parts of water, which contains 50 parts of 0.1N potassium hydroxide solution, with gentle heating.
• a D is- pergierstoffchure solution prepared from 10 parts of lignin sulfonic acid and 90 parts of water, the pH value of the dye bath 6 and gives 25 parts of a fabric of polyethylene terephthalate added.
• the liquor is heated to 130 ° C. with sufficient movement of the material to be dyed and a sufficient circulation of the liquor and the fiber material is dyed at this temperature for 90 minutes. After dyeing, washing and drying are carried out at approx. 60 ° C, and small amounts of soda (approx. 1 g / l) can be added to the wash liquor.
• a clear, blue color is obtained which has good general fastness properties and is particularly distinguished by very good levelness and color.
• 0.5 parts of the dye of the formula are dissolved in a bath of 500 parts of water containing 25 parts of 0.1N sodium hydroxide solution with gentle heating.
• a dispersant acid solution which is prepared from 10 parts of diphenyl ether sulfonic acid-formaldehyde condensate and 90 parts of water
• the pH of the dye liquor is adjusted to 6 and 25 parts of a tissue made of cellulose-2 1/2 are added. add acetate.
• the dyebath is heated to 85 ° C. and dyed at this temperature for 1 hour. Then it is rinsed and dried.
• 0.6 parts of the dye of the formula are dissolved in a dye bath of 500 parts of water, which contains 30 parts of a 0.1 N sodium carbonate solution, with gentle heating.
• dispersant acid solution which is prepared from 10 parts of alkylnaphthalenesulfonic acid / formaldehyde mixed condensate and 90 parts of water
• 50 parts of a fabric made of cellulose triacetate are introduced into the liquor.
• the liquor is then heated to 100 ° C. in a dyeing machine with sufficient movement of the material to be dyed and good liquor circulation, and the fiber material is dyed at this temperature for 1 hour. Finally, it is rinsed and dried.
• treatment with 1 part of soda and 500 parts of water at 70-80 ° C can also be carried out to remove unfixed dye from the water surface.
• 0.5 parts of the dye of the formula are dissolved in the dyebath of 500 parts of water containing 25 parts of 0.1N sodium hydroxide solution. After adding 8 parts of dispersant acid solution, which is prepared from 10 parts of 71% strength alkylnaphthalenesulfonic acid / formaldehyde condensate and 90 parts of water, 50 g of a polyamide fabric are introduced. Then the liquor is slowly heated to 100 ° C. with good liquor circulation and the fiber material is dyed at this temperature for 40 minutes. It is then rinsed and dried.
• dispersant acid solution which is prepared from 10 parts of 71% strength alkylnaphthalenesulfonic acid / formaldehyde condensate and 90 parts of water.
• a clear, golden yellow coloration is obtained which, with good fastness to use, is particularly distinguished by very good levelness.
• 1 part of the dye of the formula is dissolved in 500 parts of water containing 2 parts of sodium hydroxide by heating to 40 ° C. Then the pH of the solution is adjusted to 5 by adding a solution of terphenylsulfonic acid-formaldehyde condensate. After 50 parts of a polyester fabric have been introduced, dyeing is carried out at 120 ° C. for 1 hour. The dyed fabric is then removed from the dyebath with a 0.5% aqueous solution of sodium hydroxide at 60 ° C rinsed, rinsed in water and finally dried.
• 0.5 parts of the dye of the formula are dissolved in 500 parts of water containing 1.5 parts of sodium hydroxide by heating to 40 ° C. Then the pH of the solution is adjusted to 5.5 by adding a solution of diphenylsulfonic acid-formaldehyde condensate. After 50 parts of a polyester fabric have been introduced, dyeing is carried out at 130 ° C. for 1 hour. The dyed fabric is removed from the dyebath, rinsed with a 0.5% aqueous solution of sodium hydroxide at 60 ° C, then rinsed in water and finally dried. A clear yellow color with very good fastness properties is obtained.
• 0.2 parts of the dye of the formula are dissolved in 400 parts of water containing 0.8 parts of sodium hydroxide with gentle heating. After adjusting the pH of the solution to 4.5 by adding a solution of naphthalenesulfonic acid-formaldehyde condensate, 2.5 parts of ⁇ -phenoxyethanol are added as a carrier. After 20 parts of polyester fabric have been introduced into the dyebath, the fiber material is dyed at 100 ° C. for 1 hour.
• the colored polyester material is treated with alkaline soda at 60 ° C., then rinsed with water and finally dried.
• a strong red color is obtained with good fastness properties and particularly good levelness.
• 1 part of the dye of the formula is dissolved in 500 parts of water containing 2 parts of sodium hydroxide with gentle heating. Then the pH of the solution is adjusted to 4.5 by adding a solution of ditolyl ether sulfonic acid-formaldehyde condensate. After 25 parts of polyester fabric have been introduced, dyeing is carried out at 130 ° C. for 90 minutes. The dyed fabric is removed from the dyebath, rinsed with a 0.5% aqueous solution of sodium hydroxide at 60 ° C, treated in water and finally dried.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Dispersion Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Molecular Biology (AREA)
• Coloring (AREA)

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Citations (7)

• 1980
  • 1980-07-11 DE DE19803026292 patent/DE3026292A1/de not_active Withdrawn
• 1981
  • 1981-07-06 ES ES503702A patent/ES503702A0/es active Granted
  • 1981-07-08 EP EP81105283A patent/EP0044026A1/de not_active Withdrawn
  • 1981-07-10 JP JP56107241A patent/JPS5747978A/ja active Pending
  • 1981-07-10 BR BR8104441A patent/BR8104441A/pt unknown

Patent Citations (7)

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