EP0555182B1 - Procédé de teinture de fibres polyamides naturelles ou synthétiques - Google Patents

Procédé de teinture de fibres polyamides naturelles ou synthétiques Download PDF

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Publication number
EP0555182B1
EP0555182B1 EP93810057A EP93810057A EP0555182B1 EP 0555182 B1 EP0555182 B1 EP 0555182B1 EP 93810057 A EP93810057 A EP 93810057A EP 93810057 A EP93810057 A EP 93810057A EP 0555182 B1 EP0555182 B1 EP 0555182B1
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EP
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Prior art keywords
carbon atoms
process according
formula
compound
alkylene
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German (de)
English (en)
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EP0555182A1 (fr
Inventor
Klaus Dr. Hannemann
Franz Grüner
Martin Dr. Jöllenbeck
Jörg Binz
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BASF Schweiz AG
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Ciba Geigy AG
Ciba Spezialitaetenchemie Holding AG
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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
    • D06P1/64—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 without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino 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
    • D06P1/60—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
    • D06P1/6073—Nitrogen-containing polyethers or their quaternary derivatives containing CON=, OCON=, SO2N=, OSO2N= 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
    • D06P1/60—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
    • D06P1/60—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
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
    • 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
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6135—Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
    • 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
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6136—Condensation products of esters, acids, oils, oxyacids with 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
    • D06P1/628—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
    • 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
    • D06P1/64—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 without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/647—Nitrogen-containing carboxylic acids or their salts

Definitions

  • the present invention relates to a method for dyeing textile materials natural and synthetic polyamide fibers, whereby one during a short and so that the dyeing time is gentle on the fibers and dyes and levels at the boiling temperature of the dye bath Dyeings with good fastness properties are obtained (high-temperature rapid dyeing process).
  • Customary dyeing processes for the textile materials mentioned require dyeing times that for example in the range of 30 to 90 minutes. It is known that in particular Wool fibers can be damaged during such long dyeing times, resulting in a loss of quality leads to colored material. In addition, the degree of exhaustion of the dye liquors not completely.
  • the object of the present invention is therefore to provide a dyeing process for dyeing To provide textile materials made of natural and synthetic polyamide fibers that does not have the disadvantages of the known dyeing processes.
  • the compounds of component (I) are in particular fatty alcohol polyalkylene glycol ethers of the formula RO- (R 1 -O) m -H wherein R is an aliphatic radical of 4 to 24 carbon atoms, in particular 6 to 24 carbon atoms, R 1 is alkylene with 2 to 4 carbon atoms and m is a number from 2 to 50 and (R 1 -O) m stands for m identical or different radicals (R 1 -O).
  • the substituent R advantageously represents the hydrocarbon radical of a saturated one or unsaturated aliphatic monoalcohol having 4 to 24 carbon atoms.
  • the hydrocarbon radical can be straight-chain or branched.
  • R is alkyl or alkenyl with 8 to 22 and in particular with 8 to 18 carbon atoms.
  • aliphatically saturated alcohols natural alcohols such as hexyl alcohol, octyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol or behenyl alcohol, as well as synthetic alcohols, e.g. oxo alcohols such as, in particular, 2-ethylbutanol, 2-methylheptanol, 5-methylheptanol, can be used.
  • Some representatives of the Alfole are Alfol (8-10), Alfol (9-11), Alfol (10-14), Alfol (12-13) or Alfol (16-18), (“Alfol" is a registered trademark).
  • Unsaturated aliphatic monoalcohols are, for example, dodecenyl alcohol and hexadecenyl alcohol or oleyl alcohol.
  • the alcohol radicals can be used individually or in the form of mixtures of two or more Components are present, such as mixtures of alkyl and / or alkenyl groups, derived e.g. from the corresponding fatty acids.
  • -OR 1 O- is derived from 1,2- or 1,3-propylene glycol, 1,4-butylene glycol and preferably ethylene glycol.
  • m is preferably a number from 2 to 50 and particularly preferably from 4 to 20.
  • the compounds of the formula (1a) are known, for example, from EP-A-312493.
  • the compounds of component (I) are also, in particular, compounds of the formula where R is an aliphatic radical with 4 to 24 carbon atoms, in particular 6 to 24 carbon atoms, R 1 is alkylene with 2 to 4 carbon atoms, X 1 is hydrogen or phenyl, X 2 is hydrogen or phenyl, where X 1 and X 2 are different from one another and m 1 is a number from 4 to 50, or compounds of the formula wherein R is an aliphatic radical having 4 to 24 carbon atoms, in particular 6 to 24 carbon atoms, R 1 is alkylene having 2 to 4 carbon atoms, one of the radicals Y 1 or Y 2 is benzyloxymethylene or phenethyloxymethylene and the other is hydrogen, and m 1 is a number from 4 to 50, or compounds of the formula RO- (R 1 -O) n -CONH-R 2 where R is an aliphatic radical with 4 to 24 carbon atoms, in particular 6 to 24 carbon
  • the compounds of the formulas (1b) and (1c) are from EP-A-378048 and EP-A-406168 known.
  • Preferred compounds of the formula (1d) are, for example, the reaction products of the addition products of preferably 2 to 60 mol of alkylene oxides, in particular ethylene oxide, and higher unsaturated or saturated C 8 -C 18 fatty alcohols with C 1 -C 5 alkyl isocyanates.
  • the C 1 -C 4 -alkyl isocyanate end-capped nonionic surfactants of the formula (1e) are prepared by reacting the alkyl polyalkylene glycol ethers with C 1 -C 4 -alkyl isocyanate using a catalyst or catalyst mixture.
  • the compounds of the formula are also of very particular interest RO- (R 1 -O) n -W 1 where R is an aliphatic radical having 4 to 24 carbon atoms, R 1 is alkylene having 2 to 4 carbon atoms, W 1 is C 1 -C 4 -alkyl, n is a number from 4 to 20 and (R 1 -O) n is n the same or different radicals (R 1 -O).
  • the compounds of component (I) are also, in particular, compounds of the formula RO- (R 1 -O) n 1 -CH 2 -COOH where R is an aliphatic radical having 4 to 24 carbon atoms, R 1 is alkylene having 2 to 4 carbon atoms and n 1 is a number from 2 to 20.
  • R-COO- (R 1 - O) n 6th - W 2 where R is an aliphatic radical with 4 to 24 carbon atoms, R 1 is alkylene with 2 to 4 carbon atoms, W 2 is hydrogen or the radical OC-R and n 6 is a number from 6 to 30.
  • R ' is an aliphatic radical having 8 to 24 carbon atoms
  • Z is a direct bond or (R 1 -O) r 1
  • R 1 is alkylene of 2 to 4 carbon atoms
  • n 5 is a number from 4 to 20
  • r 1 is a number from 4 to 20.
  • R ' is an aliphatic radical having 8 to 24 carbon atoms
  • R 1 is alkylene having 2 to 4 carbon atoms
  • m 3 is a number from 1 to 20
  • n 3 is a number from 1 to 20
  • the sum m 3 + n 3 is 2 to 21 .
  • R ' is an aliphatic radical having 8 to 24 carbon atoms
  • R 1 is alkylene having 2 to 4 carbon atoms
  • m 3 is a number from 1 to 20
  • n 3 is a number from 1 to 20
  • p 1 is a number from 1 to 20
  • the sum m 3 + n 3 + p 1 3 to 22 and t is a number from 2 to 4.
  • the inventive dyeing process is carried out in dye baths, in addition to at least one of components (I) to (IV) and the dye, if appropriate, others Contain common auxiliaries, such as leveling agents, defoamers, other wetting agents, Solvents and / or emulsifiers; also inorganic salts, especially ammonium or alkali metal salts such as ammonium sulfate, ammonium or sodium acetate or preferably contain sodium sulfate. Preferably 0.1 to 10 wt .-% Ammonium or alkali sulfate, based on the fiber material used.
  • Suitable Acids used in the dye baths are, for example, mineral acids such as Sulfuric or phosphoric acid, and also organic acids, advantageously low molecular ones organic acids, especially aliphatic carboxylic acids, such as formic, acetic or Oxalic acid.
  • the acids are mainly used to adjust the pH value of the dyebaths, the is usually in the range from 4 to 6.5, with a pH of about 4.2 to 4.7 and, when dyeing polyamide fibers, from 5 to 6.5, especially 5.5 to 6.0 is suitable.
  • leveling agents for example compounds based on fatty amines as indicated in the formulas (6) to (8) below, are additionally used, mixtures of an anionic compound of the formula where R 5 is an alkyl or alkenyl radical having 12 to 22 carbon atoms, M is hydrogen, alkali metal or ammonium, L 1 is hydrogen or a radical SO 3 M and m 4 and n 4 are integers, the sum of m 4 and n 4 being 2 is up to 14, a quaternary compound of the formula wherein R ′′ independently of R 5 has the meaning given for R 5 , A is an anion, Q is an optionally substituted alkyl radical and p and q are integers, the sum of p and q being 20 to 50, and a nonionic compound of formula where R ′′, independently of R 5, has the meaning given for R 5 and x and y are whole numbers, the sum of x and y being 80 to 140, being particularly preferred.
  • This leveling agent for example compounds based on fatty amines as
  • the said leveling agent mixture can be mixed with at least one of the components (I) to (IV), i.e. mixed with at least one of the compounds of the formulas (1a) to (1d) and then forms a dyeing aid suitable for the dyeing process according to the invention, which is a further object of the present invention.
  • These dyeing auxiliaries according to the invention therefore preferably consist of a mixture of the compounds of the formulas (6), (7) and (8) (hereinafter referred to as M 1 ) combined with at least one compound, preferably 2 compounds of the formulas (1a) to (1d) (hereinafter Called M 2 ).
  • the proportions of the individual components can be about 5 to 70 parts of the compound of the formula (6), 15 to 60 parts of the compound of the formula (7) and 5 to 60 parts of the compound of the formula (8), based on 100 Parts M 1 amount.
  • M 2 preferably contains the compounds of the formulas (1a) and (1b), (1a) and (1c) or (1a) and (1d).
  • the dyeing auxiliary mixture of M 1 and M 2 according to the invention contains these two components in a weight ratio of (0.1-1): 1.
  • These mixtures are in the form of aqueous or aqueous-organic preparations, in particular solutions (suitable solvents are, for example, glycols and glycol ethers, such as butyl triglycol) with an active substance content of 25 to 70 percent by weight.
  • aqueous or aqueous / organic preparations used are in the range from 0.3 to 3 percent by weight, preferably 0.5 to 2 percent by weight, based on the fiber material to be dyed.
  • the anionic dyes which can be used can be from the most varied classes of dyes belong and optionally one or more sulfonic acid groups and possibly contain one or more fiber-reactive groups.
  • it is Triphenylmethane dyes with at least two sulfonic acid groups, free of heavy metals
  • Dyes that contain one or more fiber-reactive groups are used in the processes according to the invention, preferably in combination with non-fiber-reactive Dyes used.
  • the amounts in which the dyes are used in the dye baths can vary vary within wide limits according to the desired depth of color, in general have themselves Amounts from 0.001 to 10 percent by weight, based on the dyed material, of one or more Dyes proven to be beneficial.
  • Reactive radicals particularly suitable for wool are: chloroacetyl, bromoacetyl, ⁇ , ⁇ -dichloro or ⁇ , ⁇ -dibromopropionyl, ⁇ -chloro- or ⁇ -bromoacryloyl, 2,4-difluoro-5-chloropyrimidyl-6, 2,4,6-trifluoropyrimidyl -5, 2,4-dichloro-5-methylsulfonylpyrimidinyl-6, 2-fluoro-4-methyl-5-chloropyrimidyl-6, 2,4-difluoro-5-methylsulfonylpyrimidyl-6, 2,4-difluorotriazinyl-6, and Fluorotriazinyl radicals of the formula wherein R 26 denotes an optionally substituted amino group or an optionally etherified oxy or thio group, such as, for example, the NH 2 group, an amino group mono- or disubstitute
  • the dyes containing sulfo groups used in the process according to the invention are either in the form of their free sulfonic acid or, preferably, as their salts.
  • the salts are, for example, the alkali, alkaline earth or ammonium salts or the Salts of an organic amine into consideration.
  • Examples are the sodium, lithium, Called potassium or ammonium salts or the salt of triethanolamine.
  • dye mixtures are used in the process according to the invention, then these are produced by mixing the individual dyes. This mixing process takes place, for example, in suitable mills, e.g. ball and pin mills, as well as in Kneaders or mixers.
  • the dye mixtures can also be prepared by spray drying the aqueous dye mixtures getting produced.
  • the dyeing is carried out from aqueous liquor by the exhaust process at temperatures that in the boiling range of the liquor, i.e. between 95 to 105 ° C, in particular between 98 and 103 ° C.
  • the dyeing time is usually from 5 to 25, and in particular from 10 to 20 minutes.
  • the liquor ratio can be chosen within a further range, e.g. from 1: 5 to 1:40, preferably from 1: 8 to 1:25.
  • the auxiliary mixture according to the invention is expediently the aqueous dye liquor mixed in and applied at the same time as the dye.
  • polyamide fiber materials that are dyed according to the invention, such come from natural polyamides, especially wool, but also mixtures of wool / polyamide, Wool / polyester, wool / cellulose or wool / polyacrylonitrile, as well as silk and made of synthetic polyamides, such as polyamide 6 or 6.6, into consideration.
  • the fiber material can are available in a wide variety of forms, such as loose material, Sliver, yarn, woven, knitted and piece goods or as carpets.
  • the dyeing process according to the invention leads to textile materials which are dyed with the same fiber and surface area made of natural or synthetic polyamide fibers.
  • Main advantages of the procedure are the short (and therefore gentle on the fibers) dyeing time and the complete
  • the dye is absorbed onto the fiber, i.e. the dye bath is completely drawn out (exhausted) and can be used for further staining after appropriate adjustment will. This setting affects the required dye, auxiliary and Salinity, as well as the pH and volume of the dye bath.
  • An alternative dyeing process to the process according to the invention is at temperatures carried out below the boiling temperature and requires slightly longer dyeing times.
  • the pH of the liquor is checked and, if necessary, adjusted to a value of 4.5 by adding further formic acid.
  • the liquor is heated to boiling temperature at a rate of 1 ° C./minute and dyed at this temperature for 10 minutes.
  • the liquor is then practically clear as water.
  • the dyed wool material is removed from the dyeing apparatus and then finished as usual, for example by rinsing and drying. Because of the good bath extract, the rinsing process can be shortened considerably.
  • Part of the liquor is then pumped into a batch container, into which 290 g of the 1: 2 cobalt complex of the dye of the formula are then fed 630 g of the 1: 2 chromium complex of the dye of the formula be stirred in.
  • the two parts of the liquor are combined.
  • the pH of the liquor is 4.2.
  • the fleet is then at a speed of 2 ° C / minute heated to 98 ° C; the wool top is 10 minutes at this temperature colored.
  • the material to be dyed is removed from the dyeing machine removed and allowed to drain for 5 minutes.
  • the top pull is then without rinse directly centrifuged and dried.
  • the ridge is colored yellow regardless.
  • the fleet is fully extended and its pH is 4.7.
  • the drawn liquor can be used for dyeing further batches of woolen tops will. To do this, the water loss is compensated for by adding cold water. After cooling to 50 ° C., new material to be dyed is run in, the pH of the liquor adjusted to 4.2 with formic acid and the necessary auxiliaries and dyes admitted. The second staining is then carried out like the first.
  • the 800 g of the 1: 2 cobalt complex of the dye of the formula 1720 g of the 1: 2 chromium complex of the dye of the formula 1800 g of the 1: 2 chromium complex of the dyes of the formulas and 900 g of the dye of the formula contains, the dye liquor is held at 50 ° C for a further 5 minutes and then heated to 95 ° C at a rate of 1.5 ° C / minute.
  • the woolen sliver is dyed for 10 minutes at this temperature. After the liquor has cooled down, the woolen sliver is centrifuged and dried without rinsing.
  • Dyes of comparable quality are also obtained if formic acid is used instead 4500 g of acetic acid (80%) are used.
  • the dye liquor After adding 50 ml of a solution containing 0.5 g of the dye mixture of 1: 2 chromium complex dyes according to Example 2, the dye liquor is about 5 minutes held at 50 ° C. The liquor is then heated up at a rate of 1 ° C./minute heated to 98 ° C and dyed the wool fabric for 10 minutes at this temperature. the The liquor is then cooled to 70 ° C .; the yellow colored material is removed from the liquor removed and dried without rinsing.
  • the withdrawn liquor are then again the above-specified amounts of network and Leveling agent is added and 40 g of woolen fabric are again introduced into the liquor; the pH of the liquor is after making up to 600 ml with water and after cooling to 50 ° C. 4.5.
  • the dye liquor After adding 50 ml of an aqueous solution containing 0.56 g of a mixture of the 1: 2 chromium complex dyes of the formulas and (Weight ratio 2: 1), the dye liquor is kept at 50 ° C for about 5 minutes. This is followed by heating to 98 ° C. at a rate of 1 ° C./minute and dyeing at this temperature for 10 minutes. The further processing takes place as indicated above. A woolen fabric dyed evenly brown is obtained.
  • the fifth color in the same bath is then again with 0.5 g of the dye mixture of the 1: 2 chromium complex dyes according to Example 2 carried out.
  • the liquor After adding 30 ml of a solution containing 0.05 g of the dye mixture according to Example 2 and 0.3 g of the dye mixture according to Example 1 contains, the liquor held at 50 ° C for a further 10 minutes and then heated up at a rate of 1 ° C / minute 90 ° C heated. The fabric is then dyed at this temperature for 45 minutes. To the dyed woolen fabric is removed from the liquor after the liquor has cooled to 70 ° C and completed by rinsing, centrifuging and drying.
  • a fiber and surface-level red coloration is obtained, which can only be achieved with conventional aids after a dyeing time of at least 45 minutes and at a dyeing temperature of 98 ° C can be reached. Furthermore, the degree of exhaustion of the liquor is at the above 90 ° C coloring significantly better than the aforementioned coloring at 98 ° C.
  • auxiliaries A-1 and A-2 in Examples 1 to 5 instead of auxiliaries A-1 and A-2 in Examples 1 to 5, equivalents are used Quantities of auxiliaries A-3 to A-21, excellent dyeings are also obtained.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Treatment Of Fiber Materials (AREA)

Claims (28)

  1. Procédé de teinture de matériaux textiles en fibres de polyamide naturel ou synthétique dans des bains de teinture aqueux qui contiennent au moins un agent tensioactif, ainsi qu'éventuellement d'autres adjuvants, lequel procédé est caractérisé
    (a) en ce que l'on introduit les matériaux textiles dans des bains aqueux qui contiennent, en plus du colorant, au moins un agent tensioactif ainsi qu'éventuellement d'autres adjuvants et acides, et en ce que l'on chauffe ces bains de teinture à une température comprise entre 95°C et 105 °C,
    (b) en ce que l'on teigne le matériau textile pendant 5 à 25 minutes à cette température,
    (c) en ce que l'on laisse refroidir les bains de teinture épuisés en colorant à une température comprise entre 50 et 90 °C et en ce que l'on retire ensuite le matériaux textile teint du bain de teinture pour lui faire subir les opérations de finition,
    l'agent tensioactif correspondant à un composant (I) de formule générale (1)   R - U - (R1 - O)m - W dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    U représente un résidu de formule
    Figure 00520001
    ou
    Figure 00520002
    où Z représente une liaison directe ou un groupe (R1-O)r et r représente un nombre compris entre 1 et 80,
    R1 représente un groupe alkylène comportant de 2 à 4 atomes de carbone,
    W représente un atome d'hydrogène, un groupe alkyle en C1-4 portant éventuellement un ou plusieurs substituants carboxy, hydroxy, isocyanato, phényle, benzyloxyméthyle et phénéthyloxyméthyle, ou un groupe carboxy ou -CONH- R2 où R2 représente un résidu alkyle comportant de 1 à 8 atomes de carbone,
    m représente un nombre compris entre 1 et 80 et
    (R1-O)m représente m résidus (R1-O) identiques ou différents;
       ou à un composant (III) de formule générale (3)   R- U1 - N (R30)- R32- P1 dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    U1 représente une liaison directe ou un résidu CO-NH-(CH2)1-3,
    R30 représente un résidu alkyle en C1-4 éventuellement hydroxylé,
    R32 représente un résidu alkylène en C1-4 éventuellement hydroxylé, et
    P1 représente un résidu COOM ou SO3M où M représente un atome d'hydrogène, un métal alcalin ou un ion d'ammonium,
       ou à un composant (IV) de formule générale
    Figure 00530001
    dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone,
    la somme de k + k' = 4 où k = 1, 2 ou 3 et
    m représente un nombre compris entre 1 et 80.
  2. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (1a)   R-O-(R1-O)m-H dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    R1 représente un groupe alkylène comportant de 2 à 4 atomes de carbone et
    m représente un nombre allant de 2 à 50, et
    (R1-O)m représente m résidus (R1-O) identiques ou différents.
  3. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00540001
    dans laquelle R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, X1 représente un atome d'hydrogène ou un groupe phényle, X2 représente un atome d'hydrogène ou un groupe phényle, X1 et X2 étant différents l'un de l'autre, et m1 représente un nombre compris entre 4 et 50.
  4. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00540002
    dans laquelle R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, un des résidus Y1 ou Y2 représente un résidu benzyloxyméthyle ou phénéthyloxyméthyle et l'autre un atome d'hydrogène, et m1 représente un nombre compris entre 4 et 50.
  5. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (1d)   R-O-(R1-O)n-CONH-R2 dans laquelle R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, R2 représente un résidu alkyle comportant de 1 à 8 atomes de carbone, et n est un nombre compris entre 4 et 20, et (R1-O)n représente n résidus (R1-O) identiques ou différents.
  6. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00550001
    dans laquelle
    R3 représente un résidu alkyle en C9-14,
    R4 représente un atome d'hydrogène ou un résidu isocyanate d'alkyle en C1-4,
    un des résidus Y3 ou Y4 est un groupe méthyle et l'autre un atome d'hydrogène,
    m2 est un nombre entier allant de 0 à 8, et
    n2 est un nombre entier allant de 4 à 10.
  7. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (1f)   R - O - (R1O)n - W1 dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone,
    W1 représente un groupe alkyle en C1-4,
    n représente un nombre allant de 4 à 20.
  8. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (1g)   R-O-(R1-O)n1-CH2-COOH dans laquelle R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone et n1 représente un nombre allant de 2 à 20.
  9. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (1h)   R-COO-(R1-O)n6-W2 dans laquelle R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, W2 est un atome d'hydrogène ou un résidu OC-R et n6 est un nombre allant de 6 à 30.
  10. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00560001
    dans laquelle R' représente un résidu aliphatique comportant de 8 à 24 atomes de carbone, Z représente une liaison directe ou un résidu (R1-O)r1, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, n5 représente un nombre allant de 4 à 20 et r1 un nombre allant de 4 à 20.
  11. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00560002
    dans laquelle R' représente un résidu aliphatique comportant de 8 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, m3 représente un nombre compris entre 1 et 20, n3 un nombre compris entre 1 et 20 et la somme de m3 et n3 vaut entre 2 et 21.
  12. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule
    Figure 00560003
    où R' représente un résidu aliphatique comportant de 8 à 24 atomes de carbone, R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone, m3 représente un nombre compris entre 1 et 20, n3 un nombre compris entre 1 et 20, p1 un nombre allant de 1 à 20 et la somme de m3, n3 et p1 vaut entre 3 et 22 et t est un nombre allant de 2 à 4.
  13. Procédé conforme à la revendication 1, caractérisé en ce que le composant (I) est un composé de formule (3)   R - U1 - N(R30) - R32 - P1 dans laquelle
    R, U1, R30, R32 ont la signification indiquée dans la revendication 1, et
    P1 représente un résidu COOM ou SO3H.
  14. Procédé conforme à la revendication 1, caractérisé en ce que le composant (IV) est un composé de formule
    Figure 00570001
    dans laquelle
    R représente un résidu aliphatique comportant de 4 à 24 atomes de carbone,
    R1 représente un résidu alkylène comportant de 2 à 4 atomes de carbone,
    la somme de k + k' = 4 où k = 1, 2 ou 3 et
    m représente un nombre compris entre 1 et 80.
  15. Procédé conforme à une des revendications 1 à 14, caractérisé en ce que les autres adjuvants sont des agents d'unisson, des agents anti-mousse, des agents mouillants, des solvants et/ou des agents émulsifiants ainsi que des sels minéraux, et en ce que les acides sont des acides minéraux, en particulier de l'acide sulfurique, ou des acides organiques de bas poids moléculaire, en particulier de l'acide formique.
  16. Procédé conforme à une des revendications 1 à 15 caractérisé en ce que l'on utilise des colorants anioniques, en particulier des colorants comportant des groupes sulfo.
  17. Procédé conforme à la revendication 16, caractérisé en ce que l'on utilise des colorants exempts de métaux, des colorants réactifs ou, de préférence, des complexes métalliques de colorants.
  18. Procédé conforme à une des revendications 1 à 17, caractérisé en ce que l'on introduit les substrats textiles dans les bains de teinture ayant une température de 20 à 70 °C, en particulier de 40 à 50 °C, et en ce que l'on chauffe ensuite à ébullition.
  19. Procédé conforme à une des revendications 1 à 18, caractérisé en ce que l'on chauffe les bains de teinture à des températures comprises entre 98 et 103 °C.
  20. Procédé conforme à une des revendications 1 à 19, caractérisé en ce que l'on chauffe les bains de teinture avec une vitesse de 1 à 4 °C par minute.
  21. Procédé conforme à une des revendications 1 à 20, caractérisé en ce que l'on teint les matériaux textiles pendant 10 à 20 minutes.
  22. Procédé conforme à une des revendications 1 à 21, caractérisé en ce que l'on refroidit les bains épuisés en colorant jusqu'à une température comprise entre 70 et 90 °C.
  23. Procédé conforme à une des revendications 1 à 22, caractérisé en ce que l'on rince les substrats textiles teints après les avoir retirés du bain et en ce qu'on leur fait subir les opérations de finition.
  24. Procédé conforme à une des revendications 1 à 22, caractérisé en ce que l'on sèche les substrats textiles après les avoir retiré du bain sans les rincer.
  25. Procédé conforme à la revendication 22, caractérisé en ce que l'on réutilise les bains de teinture épuisés pour une teinture supplémentaire après avoir ajusté leurs paramètres de manière appropriée.
  26. Procédé conforme à la revendication 25, caractérisé en ce que l'on ajuste la teneur en colorants, en adjuvants et en sels, ainsi que le pH et le volume des bains à une valeur donnée.
  27. Procédé conforme à une des revendications 1 à 26, caractérisé en ce que l'on teint des matériaux textiles en laine, en particulier des tissus en laine, de la laine en vrac ou du ruban peigné en laine.
  28. Adjuvants de teinture aqueux, caractérisés en ce qu'ils contiennent un mélange d'un composé anionique de formule
    Figure 00590001
    dans laquelle
    R5 représente un résidu alkyle ou alcényle en C12-22, M représente un atome d'hydrogène, un ion ammonium ou un métal alcalin, L1 représente un atome d'hydrogène ou un résidu SO3M et m4 et n4 représentent des nombres entiers, la somme de m4 et n4 étant comprise entre 2 et 14,
    d'un composé quaternaire de formule
    Figure 00590002
    dans lequel R", indépendamment de R5, a la même signification que celui-ci, A est un anion, Q un résidu alkyle éventuellement substitué, et p et q représentent des nombres entiers, la somme de p et de q étant comprise entre 20 et 50,
    et d'un composé non ionogène de formule
    Figure 00590003
    dans laquelle
    R", indépendamment de R5, a la même signification que celui-ci, et x et y représentent un nombre entier, la somme de x et y étant comprise entre 80 et 140, et au moins un, de préférence deux composés de formule (1a) à (1d).
EP93810057A 1992-02-06 1993-01-27 Procédé de teinture de fibres polyamides naturelles ou synthétiques Expired - Lifetime EP0555182B1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH334/92 1992-02-06
CH33492 1992-02-06
CH308892 1992-10-02
CH3088/92 1992-10-02

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EP0555182B1 true EP0555182B1 (fr) 1998-03-04

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EP0881324A3 (fr) * 1997-05-26 1999-12-01 Bayer Ag Procédé pour teindre et enlever simultanément les agents d'avivage des fibres synthétiques
GB2364065A (en) * 2000-06-28 2002-01-16 Procter & Gamble Fabric treatment composition
JP4724391B2 (ja) * 2004-07-26 2011-07-13 純三郎 情野 鮮明青緑色の濃色染色方法
US20090126128A1 (en) * 2006-05-16 2009-05-21 Clariant Finance (Bvi) Limited Disazo Acid Dyes
CN106167994A (zh) * 2016-07-29 2016-11-30 桐乡市濮院毛针织技术服务中心 一种羊毛衫仿旧快速染色工艺
CN113678343A (zh) 2019-04-10 2021-11-19 株式会社Ihi 马达转子
JP7411880B2 (ja) * 2020-01-28 2024-01-12 国立大学法人京都工芸繊維大学 アブラヤシ由来の染色加工材料及びそれを用いた染色加工方法

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ES2115042T3 (es) 1998-06-16
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EP0555182A1 (fr) 1993-08-11
DE59308190D1 (de) 1998-04-09
US5540739A (en) 1996-07-30

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