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
  • D06P1/38—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 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
  • D06P3/8266—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and nitrile 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
  • D06P1/38—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 reactive dyes
  • D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
• • 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
  • D06P3/58—Material containing hydroxyl groups
  • D06P3/60—Natural or regenerated cellulose
  • D06P3/66—Natural or regenerated cellulose using reactive dyes
  • D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
• • 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
  • D06P3/8219—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl 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
  • 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
  • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
  • D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
  • D06P3/8252—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and reactive dyes
• • 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
  • Y10S8/918—Cellulose textile

Definitions

• the invention relates to a method for dyeing or printing cellulose fibers or cellulose mixed fibers with water-soluble reactive dyes with a certain structural element.
• the process according to the invention is particularly suitable for the single-bath dyeing of mixtures of cellulose and polyester fibers with combinations of water-soluble reactive dyes containing a certain structural element and disperse dyes.
• DE-OS 1 419 859, DE-PS 1 209 describes the use of dyes which contain a pyridinium residue or a pyridinium residue substituted by a methyl group bonded to the dye residue via the s-triazine ring for dyeing textile materials, in particular cellulose fiber materials 544, GB-PS 946 998, GB-PS 1 005 240 and GB-PS 1 012 625 known.
• the dyes are applied in conjunction with the use of acid-binding agents, such as sodium carbonate, sodium hydroxide, trisodium phosphate or sodium metasilicate, i.e. in an alkaline medium at temperatures from 0 to 100 ° C.
• the dyes used according to the processes cited in the references cited above have clear disadvantages with regard to their lower absorbency in the exhaust dyeing process when dyeing cellulose fiber materials.
• reactive dyes which are in the 3-position by a carboxyl or. Contain alkali metal carboxylate substituted pyridinium residue bound to the dye residue via the s-triazine ring, for dyeing cellulose fibers, or together with disperse dyes for dyeing cellulose mixed fibers, such as cellulose / polyester mixed fibers, by a one-bath process within a pH range of 4-10 at temperatures of 95-150 ° C is described in DE-OS 33 14 663.
• the fixing optimum of the reactive dyes used according to the invention is not in the alkaline range, but preferably around the neutral range, which makes them more suitable in a mixture with disperse dyes for single-bath dyeing of cellulose / polyester fiber mixtures.
• This avoids damage to the disperse dyes caused by the alkaline agents normally required in the one-step dyeing process for fixing the reactive dyes, which damage is manifested in color deviations, a reduction in the fastness level and loss of color strength.
• the hydrolysis of the reactive dyes used at the same time in the alkaline range, which occurs in the temperature range 110-140.degree. C., which is required for dyeing the polyester fiber portion with disperse dyes can be prevented, with the result that the dyeing yield is reduced.
• cellulose fibers or cellulose mixed fibers can be dyed very advantageously by treating the fibers mentioned with water-soluble reactive dyes which contain the structural element of the formula (1) at least once in the dye molecule. contain in which Y is a hydroxyl, hydroxymethyl, alkoxyC 1 -C 4 , aldehyde, carboxamide, carboxylic acid monoalkyl c , - C , amide, carboxylic acid dialkyl c , - C.
• amide carboxylic acid monophenylamide, cyano, Carboxylic acid alkyl c , - C , ester or sulfonic acid group or a halogena tom, for example a chlorine or bromine atom, means dyeing in an aqueous medium in the pH range 4-11.
• the mixture with the cellulose fibers can contain both synthetic fibers, such as, for example, polyester, polyamide, acid-modified polyacrylonitrile fibers or cellulose triacetate fibers, and native fibers, such as, for example, silk or wool, the fiber materials in any shape, for example as fibers, filaments, Strands or fabrics can be present.
• synthetic fibers such as, for example, polyester, polyamide, acid-modified polyacrylonitrile fibers or cellulose triacetate fibers
• native fibers such as, for example, silk or wool
• both the cellulose fiber portion and the portion of native fiber or synthetic polyamide fiber are dyed by the (acidic) reactive dyes used according to the invention alone.
• the reactive dyes with the structural element of the formula (1) mentioned, both after the exhaust process at temperatures of about 30-90 ° C., are preferred about 40-80 ° C, and also suitable for the padding process at temperatures of about 20-50 ° C, the optimum dyeing temperature to be used in each case depending on the cellulose fiber or cellulose mixed fiber to be dyed.
• the fiber material is impregnated with aqueous, optionally salt-containing dye solutions and the dyes are then optionally fixed under the action of heat.
• the reactive dyes mentioned are used together with the dyes suitable for the synthetic fibers, for example disperse dyes in the presence of mixed fibers made of cellulose and polyester or cellulose triacetate fibers in the temperature range from about 95 ° C. to about 150 ° C. at pH values between about 4 and 8, the addition of alkaline agents being generally unnecessary. It is advisable to add a suitable buffer system to maintain a precisely defined pH value. Since dyes are fixed with the structural element of formula (1) even without alkaline agents, cellulose-polyester or. Color cellulose-cellulose triacetate mixed fibers evenly from a bath without causing damage to the disperse dyes used at the same time.
• the two categories of dyes are dissolved or predispersed in a conventional manner and added to the aqueous dye liquor with the amount of electrolyte customary for exhaust processes.
• the pH of the dye liquor is adjusted to a pH between 4 and 8.
• the dye liquor containing the material to be dyed is heated and dyed at 95 ° C. to 150 ° C., preferably 110 ° C. and 135 ° C., for 30 to 90 minutes, or dyeing is carried out beforehand with a dye liquor containing a disperse dye and - for example, pre-stained for 20 minutes Completion of the dyeing process, the solution of the reactive dye in the high-temperature dyeing process in progress.
• the dyeings obtained by the process according to the invention are subjected to thorough rinsing with cold and hot water, if appropriate with the addition of an agent which has a dispersing action and promotes the diffusion of the unfixed portions.
• reactive dyes which contain the structural element of the formula (1) one or more times are suitable for dyeing cellulose fibers or the cellulose fiber fraction and, if appropriate, the other, non-synthetic fiber fraction of fiber mixtures by the process according to the invention, such dyes being used one or more times are preferred, which are characterized by a high affinity for cellulose fiber.
• Reactive dyes suitable for the process according to the invention are, for example, those of the following formulas: wherein D, D 'and D "are residues of an organic dye of the mono- or polyazo, metal complex azo, formazane, anthraquinone, phthalocyanine, dioxazine, phenazine, azomethine, xanthene, pyrenequinone or perylene tetracarboximide series, R is a hydrogen atom or an optionally substituted alkyl c , -C .
• X is an aliphatic, araliphatic or aromatic diamine residue
• Y is a hydroxyl, cyano, hydroxymethyl, alkoxyC 1 -C 4 , aldehyde, carboxamide, carboxylic acid monalkylC 1 -C 4 amide, carboxylic acid dialylC 1 -C 4 amide, carboxylic acid
• monophenylamide or carboxylic acid alkyl c , -C 4 ester group for example the carboxylic acid methyl, carboxylic acid ethyl, carboxylic acid or i-propyl ester group, furthermore a sulfonic acid group or a halogen atom, for example a chlorine or bromine atom, and Z is an unsubstituted, mono- or -disubstituted amino group, an alkoxy c , - C , or phenoxy group.
• the dye residues D, D 'and D "of the general formulas (2) to (7) can be substituted in the customary manner, in particular by one or more sulfonic acid groups.
• substituents are alkyl groups with 1 to 4 carbon atoms, such as in particular Methyl, ethyl, n- or i-propyl; alkoxy groups with 1 to 4 carbon atoms, such as methoxy, ethoxy, propoxy and butoxy; acylamino groups with 1 to 4 carbon atoms, such as in particular acetylamino and propionylamino; the amino group, alkylamino groups with 1 up to 4 carbon atoms, phenylamine and alkoxycarbonyl groups with 1 to 4 carbon atoms in the alkoxy radical; furthermore hydroxyl, carboxy, sulfonic acid, nitro, cyano, carbamoyl, sulfamoyl and ureido groups and halogen atoms,
• a straight-chain or branched alkylC 1 -C 4 radical which can be substituted by, for example, hydroxyl, sulfonic acid, sulfato or cyano groups, is suitable for R in formulas (2) to (7).
• R are methyl, ethyl, sulfomethyl, ⁇ -hydroxyethyl, ⁇ -hydroxypropyl, ⁇ -sulfoethyl, ⁇ -sulfatoethyl and ⁇ -cyanoethyl.
• Suitable substituents Z in the general formulas (2), (4), (6) and (7) are the amino group and alkylC 1 -C 4 amino groups, it being possible for the alkyl groups to be substituted, for example, by hydroxy, methoxy, carboxy, sulfato , Sulfo, cyano, alkylC 1 -C 4 amino or di (alkyl) C 1 -C 3 amino, where the alkyl radicals can in turn be substituted, for example by hydroxy, methoxy and sulfato, and an alkyl radical in Oi (alkylc, -C 3 ) -amino can be substituted by hydroxy, methoxy, sulfo, sulfato, carboxy and halogen, such as chlorine and bromine, further residues of cyclic amines such as piperidino, morpholino and piperazino, anilino, the latter optionally substituted by alkylC 1 -C 4 alkoxy C 1
• the dyes of the aforementioned general formulas (2) to (7) can be prepared, for example, by reacting the corresponding halotriazine dyes, where halogen is fluorine, chlorine or bromine, with pyridine derivatives in aqueous solution in the temperature range from about 40 ° C. to 120 ° C. in weakly acidic to alkaline pH range (pH approx. 5 to 9).
• the reactive residue of the general Formula (1) may be bound either to the rest of the diazo component or to the rest of the coupling component.
• the ring systems marked by dashed lines are to alternatively symbolize possible naphthalene rings.
• MePc means the Cu or Ni phthalocyanine residue and the number of substituents on the metal phthalocyanine residue is on average 3 to 4.
• the dye residues of all the structures mentioned can be further substituted in the alkyl or aryl residues, in particular by the substituents mentioned in the characterization of D, D 'and D ".
• the dyeing process according to the invention can also be carried out in such a way that in the dye bath the dyes of the general formulas (2) to (7) from the corresponding halotriazine-containing dyes and the pyridine derivatives mentioned in the pH range from 5 to 8 immediately before or during the Dyeing process can be produced.
• Halogen triazine-containing dyes are understood to mean those which contain a fluorine, chlorine or bromine atom on the s-triazinyl ring.
• the dye liquors can contain the generally customary additives, such as, for example, inorganic salts, such as alkali metal chlorides or alkali metal sulfates, or urea, and also dispersants and leveling aids.
• the dyeings produced with the dyes used according to the invention are distinguished by clear shades and by a high dye-fiber binding stability, by good to very good light fastness and very good wet fastness properties, such as fastness to washing, water, over-dyeing and perspiration, and through good pleating fastness, ironing fastness and rubbing fastness.
• the parts given are parts by weight, the temperature data relate to degrees Celsius.
• a dyebath is prepared by dissolving 2 parts of the dye of the formula and 50 parts of Na 2 SO. and 1 part sodium m-nitrobenzenesulfonic acid in 900 parts water.
• the dyebath is mixed with 50 parts of a cotton fabric at 40 ° C. and, after 45 minutes, 100 parts of a solution containing 2 parts of calcined soda are added. The temperature of the dyebath is kept at 60 ° C. for a further 45 minutes. The dyed cotton fabric is then rinsed, soaped at the boil with a nonionic detergent for about 10 minutes, rinsed again and finally dried. An intensely golden yellow color with very good fastness properties is obtained. '
• 2 parts of the reactive dye of the formula are dissolved in 200 parts of water. 800 parts of an aqueous solution containing 50 parts of Na 2 SO 4 are added to the solution, and a pH of 6.5 is set with 2 parts of phosphate buffer (from NaH 2 PO 4 and Na 2 HPO 4 .12H 2 O) a. 100 parts of a cotton fabric are placed in this dye bath. The temperature is then raised to 125 ° C. in about 20 minutes under static pressure and dyeing is continued at this temperature for 1 hour. Then the dye bath is allowed to cool.
• phosphate buffer from NaH 2 PO 4 and Na 2 HPO 4 .12H 2 O
• the dyed goods are then rinsed with water, soaped at the boil with a nonionic detergent for about 15 minutes, rinsed again with water and dried. A deep bluish red color is obtained which has very good fastness properties.
• a dyebath is prepared from 800 parts of water, 1 part of a reactive dye of the following formula 2 parts CI Disperse Orange 25.11 227, 20 parts Na 2 S0., 1 part sodium m-nitrobenzenesulfonate and 2 parts of a dispersing agent customary in disperse dyes, such as lignosulfonic acid.
• the resulting dye is salted out with sodium chloride at room temperature, suction filtered, washed with a 5% sodium chloride solution and dried.
• the reactive dyes used according to Examples 1 and 2 were prepared quite analogously by reacting the corresponding monochlorotriazine dyes with nicotinamide or 3-chloropyridine.
• a blend of 67% polyester fibers and 33% cotton is dyed with an aqueous liquor which - based on the weight of the dry goods - 1.5% of the disperse dye (in commercial form and Texture) of the formula 1.5% of the reactive dye of the formula and contains 60 g / l sodium chloride.
• the pH of the dye liquor is adjusted to 6.0.
• the textile material is dyed with this dyebath at 130 ° C. for 1 hour. After the usual rinsing and soaping process, a lively turquoise blue color is obtained on both fiber portions, which has very good fastness properties.
• the monochlorotriazine dye is reacted with iso-nicotinamide within 16 hours at 80 ° C.
• cross-wound bobbins made of mercerized cotton yarn are dyed with a liquor which contains an aqueous solution of 1% (by weight of the dry yarn) of the reactive dye of the formula and contains 50 g / l sodium chloride.
• the pH is adjusted to 6.2.
• the material to be dyed is passed into the dyebath at room temperature, the liquor is heated to the dying temperature of 120 ° C. and the goods are dyed at this temperature for about 1 hour.
• the mixture is then left to cool, the dyeing obtained is rinsed hot and cold with water and the dyed cotton yarn is finally dried. An intense navy blue coloration is obtained which shows good fastness properties.
• a dyebath is prepared from 1100 parts of water, 1 part of the reactive dye described in Example 5, 3 parts of CI Disperse Blue 79 (in commercial form), 50 parts of Na 2 SO 4 . and 1 part of the sodium salt of m-nitrobenzenesulfonic acid and adjust the pH to 6.
• a cotton / polyester blend (50:50) is added and the liquor is heated to the dyeing temperature of 130 ° C. After dyeing for 50 minutes, the mixture is allowed to cool and an intensive marine blue dyeing is obtained on both parts of the fiber by customary post-cleaning.
• a mixed fabric of polyester fibers and cotton (60:40) is treated with an aqueous liquor which, based on the weight of the dry goods, -1.5% of the disperse dye Cl Disperse Blue 333 ( in commercial form and quality) and 40 g / I sodium chloride.
• the fiber mixture in this liquor is first dyed at 130 ° C. for 45 minutes and then an aqueous solution is passed in, based on the weight of the dry goods, 1.5% of the reactive dye of the formula whose initial pH is 7.5, and dyes the fabric for another 45 minutes under these conditions.
• the dyeing thus produced is further processed in the usual way. A deep blue color is obtained on both fiber parts.
• a navy blue dyeing, as obtained according to Example 6, can also be produced on a polyester / cotton blended fabric by carrying out the dyeing process according to the instructions there and using an aqueous liquor which, based on the weight of the dry goods,
• a blend of 67 parts of polyester fibers and 33 parts of cotton is printed with a printing paste that contains 1 kg
• the fabric is steamed for 5 minutes at 130 ° C after printing to fix the dye.
• the pressure obtained is then rinsed hot with water, soaped hot and neutral for 5 minutes with an aqueous bath with the addition of 0.5 g / l of a nonionic detergent, rinsed again with water and dried.
• the result is brilliant and level red prints with a change effect on both fiber parts.
• a mixed fabric of polyester fibers / cotton (67/33) with 70% liquor absorption (by weight of the dry goods) is padded with an aqueous padding liquor
• the fabric is then steamed for 10 minutes at 125 ° C to fix the dyes.
• the dyeing is then boiled for 10 minutes with an aqueous bath with the addition of 0.5 g / l of the reaction product of 1 mol of nonylphenol with 8 mol of ethylene oxide.
• a dye bath consisting of 250 parts of water, 20 parts of sodium sulfate and 0.5 part of the dye of the formula is prepared
• the pH is adjusted to 6.5 by adding sodium phosphate.
• This dye bath is entered at 40 ° C. with 12 parts of a mercerized cotton fabric, the temperature is raised to 95-100 ° C. within 10 minutes and dyeing is carried out at this temperature for 45 minutes.
• the fabric is then rinsed cold and hot with water and soaped at the boil for 10 minutes with a nonionic detergent. A strong, brilliant red color is obtained which is very resistant to washing treatments and exposure to light.
• a dye bath consisting of 250 parts of water, 20 parts of sodium sulfate and 0.5 part of the dye of the formula is prepared
• the pH is adjusted to 6.5 by adding sodium phosphate.
• This dye bath is entered at 40 ° C. with 12 parts of a mercerized cotton fabric, the temperature is raised to 95-100 ° C. within 10 minutes and dyeing is carried out at this temperature for 45 minutes.
• the fabric is then rinsed cold and hot with water and soaped at the boil for 10 minutes with a nonionic detergent.
• the cotton fabric thus obtained is dyed pale pink.
• the example shows that the dye containing the chlorotriazinyl group is practically not fixed in the absence of an acid-binding agent on the fiber material.
• 100 parts of a mixed fabric of 50 parts of cellulose and 50 parts of polyamide fibers are mixed on a HT reel runner with a 70 ° C warm liquor consisting of 2000 parts of water, 6 parts of sodium m-nitrobenzenesulfonate, 50 parts of sodium sulfate and 3 parts of the dye of formula
• the liquor is brought to 110 ° C. with vigorous circulation and left at this temperature for 1 hour.
• the remaining liquor is then drained off, rinsed and soaped at the boil for 10 minutes.

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• Engineering & Computer Science (AREA)
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• 1985
  • 1985-04-06 DE DE19853512630 patent/DE3512630A1/de not_active Withdrawn
• 1986
  • 1986-03-31 IN IN254/CAL/86A patent/IN165369B/en unknown
  • 1986-04-01 EP EP86104441A patent/EP0202436A3/fr not_active Withdrawn
  • 1986-04-03 US US06/847,722 patent/US4693726A/en not_active Expired - Fee Related
  • 1986-04-04 JP JP61076811A patent/JPS61231281A/ja active Pending
  • 1986-04-04 KR KR1019860002566A patent/KR860008336A/ko not_active Application Discontinuation

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