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
  • D06P3/82—Textiles which contain different kinds of fibres
  • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
  • D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups
• • 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
• • 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
  • D06P3/14—Wool
  • D06P3/148—Wool using reactive dyes
• • 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
  • D06P3/82—Textiles which contain different kinds of fibres
  • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
  • D06P3/8209—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing amide groups
• • 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
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/917—Wool or silk

Definitions

• the present invention relates to a method for fiber and flat level dyeing of wool and their mixtures with other fibers with reactive dyes, the material dyed by the new method and a means for carrying out the method.
• a multicolor dyeing process is known from US Pat. No. 4,218,217, in which acidic, basic or direct dyes are used.
• DE-A-2 128 834 discloses a multistage process for producing multicolor effects on natural and synthetic polyamide fiber material with the aid of special colorless fiber-reactive compounds.
• the alkylene radical in formula (1) represents a divalent, saturated hydrocarbon radical which contains 2 or 3 carbon atoms, such as ethylene, trimethylene or propylene.
• the alkenylene radical in formula (1) represents a divalent unsaturated hydrocarbon radical which contains 2 or 3 carbon atoms, such as ethenylene or propenylene.
• Suitable alkali metals are lithium, potassium or preferably sodium.
• colorless fiber-reactive compounds correspond to the formula wherein R 3 , R 5 , R 6 and M have the meanings given above.
• the present method is particularly suitable for producing light to medium shades.
• the colorless, fiber-reactive compounds of the formula (1) are known per se Methods prepared by reacting an aromatic amino compound of the formula Ar-NH 2 , where Ar is an optionally substituted phenyl or naphthalene radical, in an acylation reaction with an alkyl or alkenyl halide.
• the amounts used in which the colorless, fiber-reactive compounds are added to the dyebath range from 0.3 to 3, preferably 1 to 2 percent by weight, based on the fiber material to be dyed.
• wool or mixtures of wool with other fiber materials are suitable.
• Wool is preferably used for the process according to the invention.
• the fiber material can be presented in various forms. Examples include: flake, sliver, yarn, fabric, knitwear or carpets.
• the wool can be finished normally or without felt.
• the organic dyes known under this term - regardless of the type of their reactive group - are suitable as reactive dyes.
• dyes This class of dyes is referred to in the Color Index 3rd edition 1971 as "reactive dyes". These are predominantly those dyes which contain at least one group which is reactive with polyhydroxyl fibers (cellulose fibers) or polyamide fibers, in particular wool, a precursor for this or a substituent which is reactive with polyhydroxyl fibers or polyamide fibers.
• Suitable bases for the reactive dyes are particularly those from the series of the mono-, dis- or polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinoneimine, -, dioxazine and phthalocyanine dyes, the azo- and phthalocyanine dyes can be both metal-free and metal-containing.
• Reactive groups and precursors which form such reactive groups include, for example, epoxy groups, the ethyleneimide group, the vinyl grouping in vinylsulfone or in acrylic acid residues and the ⁇ -sulfatoethylsulfone group, the ⁇ -chloroethylsulfone group or the ⁇ -dialkylaminoethylsulfone group.
• the reactive substituents in reactive dyes are those which are easily removable and leave an electrophilic residue.
• substituents are 1 or 2 halogen atoms in an aliphatic acyl radical, e.g. in the ⁇ -position or ⁇ - and ⁇ -position of a propionyl radical or in the ⁇ - and / or ⁇ -position of an acrylic acid radical, or 1 to 3 halogen atoms on the following ring systems into consideration: pyridazine, pyrimidine, pyridazone, triazine, quinoxaline or phthalazine.
• Dyes with two or more identical or different reactive groups can also be used.
• Preferred reactive dyes contain chloroacrylic, dichloropropionyl, chloroacetyl, bromoacrylic or dibromopropionyl as reactive substituents.
• the reactive dyes can be acidic, salt-forming substituents, e.g. Contain carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or preferably sulfonic acid groups.
• Reactive dyes with at least one sulfonic acid group are preferred, in particular reactive dyes with an azo or anthraquinone base which preferably has two to three sulfonic acid groups.
• the coloring takes place after the pull-out procedure.
• the amount of dyes added to the dye liquor depends on the desired color strength. In general, amounts of 0.01 to 10 percent by weight, preferably 0.01 to 2 percent by weight, based on the fiber material used, have proven successful.
• the liquor ratio can be chosen within a wide range e.g. 1: 3 to 1: 100, preferably 1: 8 to 1:30.
• the dyebaths can contain mineral acids such as sulfuric acid or phosphoric acid, organic acids, expediently aliphatic carboxylic acids such as formic acid, acetic acid, Contain oxalic acid or citric acid and / or salts such as ammonium acetate, ammonium sulfate or sodium acetate.
• the acids are used primarily to adjust the pH of the liquors used according to the invention, which is between 4 and 5.
• the dyeing liquors also contain commercially available leveling agents which serve to increase fiber levelness.
• Alkoxylated fatty amine derivatives are preferably used for the process according to the invention, with addition products of 5 to 12 moles of ethylene oxide and 1 mole of a fatty amine being of primary interest.
• the dyeing liquors can also contain other auxiliaries customary in dyeing technology, e.g. Stabilizers, activators, dispersants, electrolytes, wetting agents, defoamers, antifoams, thickeners or wool protection agents.
• the customary dyeing apparatus such as, for example, open baths, combed, strand yarn or packing apparatus, jigger, paddle apparatus, tree dyeing apparatus, circulation or nozzle dyeing apparatus or reel skids can be used.
• the dyeing is advantageously carried out at a temperature in the range from 60 to 120 ° C., preferably 70 to 105 ° C.
• the dyeing time is within the usual range and is usually 20 to 120 minutes.
• the dyeing process can be followed by an alkaline after-treatment, e.g. with aqueous ammonia, alkali metal hydroxides, alkali metal carbonates, bicarbonates or hexamethylenetetraamine.
• the pH of the dye baths containing alkali is expediently 7.5 to 9, preferably 8 to 8.5.
• the dyeing of the fiber material is expediently carried out by briefly treating the material to be dyed with an aqueous liquor which contains the acid, a leveling agent and the colorless, fiber-reactive compound and has a temperature of 30 to 60 ° C. and the reactive dye in the same bath adds. The temperature is then slowly increased in order to dye in a range from 80 to 100 ° C. and for 20 to 90, preferably 30 to 60 minutes. The material to be dyed is then treated for a further 10 to 20 minutes at 70 to 90 ° C. after the addition of alkalis, preferably sodium hydrogen carbonate or sodium carbonate. Finally, the colored material is pulled out and rinsed, acidified and dried as usual.
• alkalis preferably sodium hydrogen carbonate or sodium carbonate
• the dyeing process according to the invention gives fiber and flat dyeings, especially in light to medium shades with good light and wet fastness properties.
• Preferred dyeing auxiliaries contain at least one compound of the formula (3 ') in which R 1 is a radical of the formula or a residue of the formula means.
• Further preferred dyeing aids contain at least one compound of the formula wherein R 5 is hydrogen or SO 3 M and R 6 is a radical of the formula or a residue of the formula and R 3 , M and X have the meanings given in the formulas (3 ') and (4').
• the auxiliaries according to the invention are also preferably used as wool protection agents in the dyeing of wool and their mixtures with other fibers, in particular fiber mixtures of wool and polyester in the high temperature range. They improve the mechanical properties of the fiber and reduce the yellowing of the wool.
• the auxiliaries according to the invention thus represent a full substitute for conventional formaldehyde-containing wool preservatives.
• the amounts used in this application are between 1 and 6%, based on the treated fiber material, the compounds being usable in combination with all acid dyes with and without reactive groups.
• the auxiliaries according to the invention can also be used for the dirt-repellent finishing of wool fiber material.
• auxiliaries according to the invention prevent the formation of reducing wool degradation products. They therefore enable the dyeing of textile combinations with synthetic fibers, such as wool / polyester or wool / polyacrylic, in which the synthetic fiber portion is dyed with dyes that are sensitive to reduction.
• the compounds used for the process according to the invention are partly. known, for example from DE-A-2 328 834.
• the colorless fiber-reactive compounds also represent new compounds. These new compounds form a further subject of the present invention.
• the new, colorless, fiber-reactive compounds correspond to the formula wherein R ' 1 is a radical of the formula - (CO) -CH 2 -Hal or a radical of the formula - (CO) -CH 2 -CH 2 -Hal means wherein Hal is halogen and M 'is hydrogen or alkali metal.
• the new, water-soluble, fiber-reactive compounds according to the invention are produced in a manner known per se.
• the reaction time of this reaction lasts between 1 and 6, preferably 1 and 3 hours. During the reaction, a pH of 3 to 7, preferably 5 to 6, is maintained. The reaction temperature is between 0 and 20 ° C.
• the known and new colorless, fiber-reactive compounds serve as precursors for reactive dyes.
• Example 1 31.9 parts of 2-amino-8-hydroxynaphthalene-3,6-disulfonic acid are suspended in 200 parts of water at 10 to 12 ° and by dropwise addition of 23 parts of a 15% sodium hydroxide solution at a pH of 7 in Brought solution. While maintaining the same temperature, 31.3 parts of 2,3-dibromopropionyl chloride are obtained within 1 hour added dropwise with vigorous stirring. By simultaneously adding 35 parts of a 15% sodium hydroxide solution, a pH of between 5.0 and 5.5 is maintained. After stirring for a further 2 hours at 10 to 15 °, no starting compound can be detected in the resulting clear solution by means of a diazotization and coupling sample.
• the resulting compound is separated from the reaction solution by adding 75 parts of potassium chloride, isolated by filtration and, after washing the filter cake, dried in vacuo at 50 ° with 30% potassium chloride solution.
• the yield is 55 parts of 2- (2 ', 3'-dibromopropionyl) amino-8-hydroxynaphthalene-3,6-disulfonic acid of the formula as a potassium salt in the form of a light gray, slightly water-soluble powder.
• Example 2 22.3 parts of 1-aminonaphthalene-4-sulfonic acid are dissolved in the form of the sodium salt in 400 parts of water at room temperature. 32 parts of 2,3-dibromopropionyl chloride are added dropwise with vigorous stirring over the course of 2 hours. At the same time, a pH of 6.0 to 6.5 is maintained by adding 40 parts of a 15% sodium hydroxide solution. The new compound precipitates completely in the course of the acylation reaction. After stirring for a further 4 hours, no starting compound can be detected. The suspension obtained is filtered at room temperature, the filter cake is washed with 400 parts of a 5% sodium chloride solution and then dried in vacuo at 50 °. A slightly yellowish, water-soluble powder is obtained. The yield reaches 44 g of 1- (2 ', 3'-dibromopropionyl) aminonaphthalene-4-sulfonic acid according to the formula
• Example 3 31.9 parts of 2-amino-8-hydroxynaphthalene-3,6-disulfonic acid are acylated in accordance with Example 1 with 2,3-dibromopropionyl chloride. The clear solution obtained is cooled to 0 to 3 ° and adjusted to a pH between 12.0 to 12.5 by adding 28 parts of a 15% strength sodium hydroxide solution. After 3 hours of stirring at 0 to 5 °, the elimination of one equivalent of hydrogen bromide is complete. The 2- (2'-bromoacrylic) amino-8-hydroxynaphthalene-3,6-disulfonic acid of the formula obtained
• Example 4 40 g of woolen fabric are pretreated in a circulation apparatus using the tree dyeing method for 10 minutes at 40 °.
• the fleet contains
• Example 5 1 kg of wool worsted in the form of a cheese is contained in a circulation apparatus
• an alkaline aftertreatment for example with ammonia, sodium carbonate or sodium hydrogen carbonate, can be connected to improve the fastness properties.
• Example 6 Instead of the compounds of the formulas (104) and (108) mentioned in Examples 4 and 5, the fiber-reactive, colorless compounds of the formulas (109) to (120) are used in amounts of 0.5 to 2%, based on the fiber weight, used.
• Example 7 4 blind dye liquors are prepared, which have a pH of 4.5, which is adjusted with an acetic acid / acetate buffer. 0.6 g of the colorless, fiber-reactive compound of the formula (110), 0.6 g of the colorless, fiber-reactive compound of the formula (112), 0.6 g of a wool preservative based on formaldehyde are added to the liquor 1 . The fleet 4 contains no further additives. In each liquor, 20 g of wool fabric are treated at 120 ° for 30 minutes.
• Example 8 3 samples of 40 g each of an intimate fiber mixture consisting of 55 parts of polyester and 45 parts of wool are dyed in a tree dyeing machine. 3 dyeing liquors of 800 ml each are prepared, which contain the following additives in addition to the samples:
• the temperature of the individual dyeing liquors is increased from 40 ° to 120 ° within 40 minutes.
• the dyeing is then carried out at 120 ° for 40 minutes. After cooling to 70 °, rinsing is carried out and the coloring is finished as usual.
• the dyeing results are then compared.
• the colors of the liquors 2 and 3 are much more bluish, since the reduction-sensitive dye of the formula (122) bleaches less strongly in the presence of the colorless fiber-reactive compounds.
• the difference becomes even clearer if the wool portion is removed by treating it with boiling 5% sodium hydroxide solution for five minutes.
• the polyester portion is stained much weaker without the addition.
• Example 9 3 samples of 20 g each of a pure polyester fabric and 20 g of a wool fabric (liquors 1-3) are dyed simultaneously in a tree dyeing apparatus.
• the liquor 4 contains only 20 g of a polyester fabric (sample 4).
• the 4 dyeing liquors of 800 ml each contain the following additives:
• the temperature of the individual dyeing liquors is increased from 40 ° to 120 ° within 40 minutes.
• the dyeing is then carried out at 120 ° for 40 minutes. After cooling to 70 °, rinsing is carried out and the coloring is finished as usual.
• Example 10 Three aqueous dye liquors of 400 ml each are prepared, which contain the following additives:

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Coloring (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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• 1991
  • 1991-08-20 EP EP91810659A patent/EP0474594B1/de not_active Expired - Lifetime
  • 1991-08-20 DE DE59108604T patent/DE59108604D1/de not_active Expired - Fee Related
  • 1991-08-27 US US07/750,364 patent/US5207799A/en not_active Expired - Fee Related
  • 1991-08-28 JP JP3216787A patent/JPH04245984A/ja active Pending

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