EP1079018A1 - Procede de decoloration de textiles teints - Google Patents

Procede de decoloration de textiles teints Download PDF

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Publication number
EP1079018A1
EP1079018A1 EP00117363A EP00117363A EP1079018A1 EP 1079018 A1 EP1079018 A1 EP 1079018A1 EP 00117363 A EP00117363 A EP 00117363A EP 00117363 A EP00117363 A EP 00117363A EP 1079018 A1 EP1079018 A1 EP 1079018A1
Authority
EP
European Patent Office
Prior art keywords
formula
compounds
mixtures
process according
vat
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP00117363A
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German (de)
English (en)
Inventor
Reinhard Dr. Schneider
Peter Maier
Eberhard Dr. Beckmann
Ulrich Dr. Karl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP1079018A1 publication Critical patent/EP1079018A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/15Locally discharging the dyes
    • D06P5/151Locally discharging the dyes with acids or bases
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • C11D3/42Brightening agents ; Blueing agents
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/62General 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
    • D06P1/628Compounds containing nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/12Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13Fugitive dyeing or stripping dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13Fugitive dyeing or stripping dyes
    • D06P5/131Fugitive dyeing or stripping dyes with acids or bases
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13Fugitive dyeing or stripping dyes
    • D06P5/134Fugitive dyeing or stripping dyes with reductants
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/15Locally discharging the dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/15Locally discharging the dyes
    • D06P5/155Locally discharging the dyes with reductants
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/22General 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 vat dyestuffs including indigo

Definitions

  • the invention relates to a method for lightening or for partial decolorization of textile materials dyed with vat or sulfur dyes with the material in neutral or weakly acidic medium Aminoalkanesulfinic is treated, as well as preparations of Aminoalkanesulfinic acids to carry out this process.
  • textile materials that consist of cellulose fibers such as cotton, linen, hemp or cellulose regenerated fibers such as modal fibers or cellulose (viscose rayon) or that contain such fibers in addition to other, in particular synthetic fibers such as polyester fibers, for example cotton textiles or cotton / polyester mixed textiles, treated in an alkaline medium with vat or sulfur dyes. After the bonded dye has been drawn onto the cellulose fibers, the textile material is rinsed neutral and then reoxidized.
  • cellulose fibers such as cotton, linen, hemp or cellulose regenerated fibers such as modal fibers or cellulose (viscose rayon) or that contain such fibers in addition to other, in particular synthetic fibers such as polyester fibers, for example cotton textiles or cotton / polyester mixed textiles, treated in an alkaline medium with vat or sulfur dyes.
  • Linkage is the transfer of certain water-insoluble dyes (vat dyes or sulfur dyes) by reduction in an alkaline medium to a water-soluble hydro or leuco compound, the anion of which has sufficient affinity for fibers made from natural or regenerated cellulose, e.g. cotton fiber or rayon .
  • a water-soluble hydro or leuco compound the anion of which has sufficient affinity for fibers made from natural or regenerated cellulose, e.g. cotton fiber or rayon .
  • the insoluble dye is re-formed in the cellulose fiber in a very fine distribution, thus guaranteeing a high degree of washing, rubbing and light fastness.
  • vat and sulfur dyeing is suitable for textiles in everyone Processing stage, i.e. for flat structures such as woven fabrics, knitted fabrics, Fleeces, as well as for yarns.
  • textile materials are in the form of unprocessed fabrics colored; however, it is also easily possible To dye garments from the textile materials mentioned.
  • the Küpen- and Sulfur dyeing can also be designed as a printing process. there thickened vats of vat or sulfur dyes are used, the printed fabric of a heat treatment, e.g. by steaming, subjected, and then finished as in dyeing.
  • the yarn dyeing is mainly carried out when textile fabrics with special effects, e.g. B. Bicolor effects are to be produced.
  • a very Known textile material with such a special effect are the so-called Denim fabric.
  • Denim fabric the yarns used in later fabrics the warp threads running in the longitudinal direction of the fabric web should form, dyed in a certain color, the yarn for the cross running weft threads are dyed in a different color or remain undyed.
  • the yarns are then woven on looms.
  • the partial subsequent removal of dye can, for example mechanically by washing out in the presence of pumice stone, enzymatically through the partial destruction of cellulose or chemically through change or destruction of the dye (peeling).
  • This is often used Stone Wash - Process in which the fabric is mechanically covered with pumice stone and / or Cellulases is treated.
  • the stone wash process is time consuming and expensive because the pumice stones have to be removed from the goods again at least partially done manually.
  • the stones cause abrasion on the Machines and there are large amounts of sludge that are disposed of have to.
  • the optical effect achieved in this way is very good, but the brightening effect is only slight, so that a bleaching process is generally also carried out becomes.
  • the bleaching can be carried out enzymatically, oxidatively or reductively.
  • the enzymatic bleaching with the help of is particularly ecologically advantageous Laccases, as described for example in WO 97 25 469.
  • Oxidizing agents such as alkali hypochlorite, ozone or alkali permanganate.
  • a disadvantage of the oxidative processes is the severe fiber damage and, especially when using hypochlorites, the unfavorable ecological Aspects (AOX).
  • Very strong reducing agents e.g. Alkalidithionite or thiourea dioxide are unsuitable because they contain many vat dyes, especially e.g. Indigo, way too fast and complete, partly abruptly, incendivize. This makes it way too much Dye removed uncontrollably.
  • Weak reducing agents like Glucose or hydroxyacetone, require a relatively high working temperature, a high pH, i.e. relatively much alkali (e.g. sodium or potassium) hydroxide and a high concentration of the reducing agent.
  • the Exposure time relatively long.
  • organic reducing agents such as B. glucose, especially because of their high chemical oxygen demand (COD value), no longer desired in waste water.
  • COD value chemical oxygen demand
  • a high Effort to neutral washing be driven. Despite these problems milder reductive bleaches, e.g. If necessary, glucose still always used (JP 96-270034).
  • vat dye detached from the chain should not be the colorless weft threads stain, d. H. stain what likes under reductive conditions, for example in the presence of an alkaline glucose solution. Therefore one sets the Wash liquor usually so-called peeling agents to do that by staining can reduce or avoid the dissolved dye, since the dissolved Dye generally has a greater affinity for the stripping agent than for the fiber.
  • the task was therefore to provide a method for controlled Decolorize or brighten those stained with vat or sulfur dyes Textile materials in which the disadvantages described avoided or reduced and in which, in particular in the partial decolorization (lightening) of Denim fabrics, an optimal color contrast (wash down effect) relatively safe, is achieved quickly and in an environmentally friendly manner.
  • compounds preferred of formula I are those in which z is 2 or 3 especially 3, additionally those in which R 1 is hydrogen or a radical representing R 1 alkyl group is not more than 10, in particular not more than 4 C -Atoms.
  • R 1 is hydrogen or a radical representing R 1 alkyl group is not more than 10, in particular not more than 4 C -Atoms.
  • R 2 and R 3 independently of one another denote hydrogen, methyl or ethyl and together have at most 3, preferably only 2, carbon atoms.
  • Preferred metals representing M are alkali and alkaline earth metals and zinc.
  • Particularly preferred are those compounds in which there is a combination of the abovementioned preferred features, such as, for example, a compound of the formula I in which R 1 , R 2 and R 3 are hydrogen.
  • the compounds of formula I can be used as individuals. However, it is more advantageous to use mixtures of these compounds in which the indices z have different meanings, in particular those in which the various compounds are present in the mixing ratio which are at their equilibrium concentration in an aqueous system composed of compounds of the formula I, the amine or Hydroxylamine of the formula R 1 3 -z NH z and a hydroxyalkanesulfinate of the formula HO-CR 2 R 3 -SO 2 M corresponds, where R 1 , R 2 , R 3 z and M have the meanings given above and the molar ratio of sulfur-containing Compounds to nitrogen-containing compounds are in the range from 0.2 to 1.1, preferably 0.25 to 1.0, in particular 0.3 to 0.5.
  • aminoalkanesulfinates of formula I can also advantageously in Mixture with the corresponding aminoalkanesulfonates are used these in a ratio of aminoalkanesulfinic acid: aminoalkanesulfonic acid from 3: 1 to 1: 3, preferably from 1.5: 1 to 1: 1.5, in particular from about 1: 1 available.
  • the textile material is additionally and advantageously simultaneously with dye retention agents, which are also used as Stripping agents "and / or dispersing agents and / or surfactants. These are to be used in total in an amount of 0.5 to 10.0 g / l, preferably 1 to 5 g / l. that the different colored - or in the case of denim goods the undyed - weft is colored by the dye that has dissolved ( Soiled ").
  • dye retention agents are also used as Stripping agents "and / or dispersing agents and / or surfactants.
  • the method according to the invention is expediently increased Temperature, preferably at 40-100 ° C, especially at 60-95 ° C, especially at 75-90 ° C under neutral or weakly acidic conditions, preferably at a pH of 4 to 7, in particular 5 to 7 at a liquor ratio from 1: 5 to 1:50, preferably from 1:10 to 1:20.
  • a buffer system e.g. Phosphoric acid / alkali phosphate or citric acid / alkali citrate, typically in an amount of about 2 g / l can be added.
  • the compounds of formula I. are in a concentration of 0.001 to 0.3 mol / l, preferably 0.01 to 0.1 Mol / l based on sulfinate used.
  • the bleaching time depends on the desired degree of brightening usually 5 to 30 minutes, preferably 10 to 20 minutes.
  • the pulling action of the compounds of the formula I can be easily controlled become.
  • the brightening increases with increasing temperature, with increasing Bleach concentration and with decreasing pH. If you choose strong ones Bleaching conditions, it is possible with the method according to the invention, the significantly reduce stone wash time.
  • the goods to be bleached expedient to desize.
  • the goods can be bleached be subjected to a stone wash process.
  • the stone wash process will usually carried out with pumice stone and / or cellulases.
  • the bleach can but can also be done together with the stone washing.
  • the goods bleached according to the invention can also be one undergo oxidative aftertreatment.
  • the bleached Textile material for example at 80 to 95 ° C and a liquor ratio of 1: 5 to 1:20 (e.g. 1:10), 5 to 15 minutes (e.g. 10 minutes), with 2 to 8 g / l ( e.g. 4 g / l) sodium hydroxide solution of 38 ° Bé, 2 to 5 g / l 50 wt .-% Hydrogen peroxide and 0.5 to 5 g / l (e.g. 1 g / l) dye retention agent, Dispersant and / or surfactant are treated.
  • the goods can be used as usual Plasticizers are treated.
  • the solutions of the sulfinates, or the solutions of the equilibrium mixtures described above and / or their mixtures with the corresponding aminoalkanesulfonic acids also process-specific aids, e.g. the above Dye retention agents, dispersants and / or surfactants can be added. These preparations are also an object of the present invention.
  • Aminoalkanesulfinates of formula I those described above Equilibrium mixtures and the combination of these substances with the Corresponding aminoalkanesulfonates are also suitable for the preparation of Etching printing on dyeings of vat and sulfur dyes.
  • the etching print will be neutral or weakly acidic Solutions of the sulfinates, or the solutions of those described above Equilibrium mixtures and / or mixtures thereof with the corresponding ones Aminoalkanesulfonic acids known thickeners and so obtained etching printing pastes in the desired design on the one to be etched Coloring printed on, subjected to heat treatment and as usual completed.
  • the method is particularly suitable when the etching pressure in the neutral or weakly acidic pH range should be carried out and / or if no white etching is desired, but halftone patterns are to be etched.
  • etching printing pastes can be used as thickeners for the production of the etching printing pastes such printing pastes known natural and synthetic substances are used, e.g. Locust bean gum, salts of polyacrylic acid or Gasoline thickening.
  • the aminoalkanesulfinic acid is prepared by generally known processes (cf. EP-A-914516), for example by reacting sodium dithionite with 2 mol of an aldehyde or ketone of the general formula R 2 COR 3 , in which R 2 and R 3 have the meanings given above , whereby a mixture of hydroxyalkanesulfinate and ⁇ sulfonate is obtained, from which, if desired, the sulfinate can be isolated for further reaction.
  • the sulfinate obtained, but preferably directly the reaction mixture obtained in the reaction of the aldehyde or the ketone with alkalidithionite is, if desired at a slightly elevated temperature, in a suitable solvent, preferably in an aqueous medium, with ammonia, an amine or a hydroxylamine of the formula R 1 3 -z NH z , in which R 1 and z has the meanings given above, condenses in a molar ratio of 0.2 to 1.1, preferably 0.25 to 1.0, in particular 0.3 to 0.5.
  • the process according to the invention is suitable for the partial bleaching (lightening) of dyeings and prints with vat and sulfur dyes.
  • Dyes whose dyeings or prints can be bleached according to the invention can be found in Color Index "in the volumes Vat Dyes "and Sulfur Dyes ".
  • Suitable for bleaching by the process according to the invention are, for example, dyeings with indigo dyes, such as, for example, indigo, dibromoindigo, indigo carmine, tetrabromo indigo, tetrachloro indigo or thioindigo; with anthraquinone dyes, such as, for example, indanthrene blue BC, indanthrene Braun NG, indanthrene brilliant green FFB, indanthrene brilliant orange GK, indanthrene brilliant orange GR, indanthrene brilliant orange RK, indanthrene brilliant pink R, indanthrene brilliant violet R extra, indanthrene dark blue BOA, indanthrene golden orange G, indanthrene gray M, indanthrene olive red R, indanthrene olive red FBB or Indanthrene Red Violet RH; or with sulfur dyes, such as immediate pure blue, with the hydron blue types that are particularly important for blue workwear,
  • the bleaching process according to the invention has a conventional process a number of significant advantages:
  • the bleaches of formula I have a reductive effect and are therefore pronounced gentle on fibers. By working in neutral to weakly acidic medium the otherwise necessary costly and ecologically disadvantageous is eliminated Neutralization.
  • aminoalkanesulfinic acids of formula I or their salts alone or in the above Embodiments described in more detail are suitable for the invention Processes advantageously, mainly because their reactivity between the weak reducing agents, such as glucose or hydroxyacetone, and the strong Reducing agents, such as hydrosulfite (sodium dithionite) or thiourea dioxide, lies.
  • the dyed textile material is especially among conditions according to the invention in general up to about 80-90% if necessary uneven - discolored.
  • vat or sulfur dye, especially the indigo which is deposited on the fiber again after detachment has, light, e.g. through an oxidative aftertreatment with hydrogen peroxide can be removed if the bleaching is carried out according to the invention.
  • This Removal of the indigo deposited on the fibers takes place, though Hydrogen peroxide alone is not suitable for lightening indigo stains.
  • Oxidative after-treatment with hydrogen peroxide is thus a preferred one Embodiment of the present invention, which is then preferably used is when very little back training is important, when in more concentrated Fleet should be worked or if with a single wash a very strong brightening should be achieved.
  • Another object of the invention is the use of Aminoalkanesulfinates of formula I or the mixtures described above the same for, preferably partial, decolorization (lightening) of with vat or Sulfur dyed textile materials.
  • Yet another object of the present invention is the use of Aminoalkanesulfinates of formula I or the mixtures described above the same for the production of etching prints, in particular in the halftone range.
  • a drum washing machine is desized with 5 kg and stonewashed jeans, 100 l of water, 2 g / l of an oleic acid ethoxylate and 1.5 g / l glacial acetic acid charged, started, heated to 85 ° C and after reaching the Temperature charged with 15 ml of a 50 wt .-% solution, the same Molar ratio each condensed with 0.33 mol% ammonia Contains hydroxymethanesulfinate and hydroxymethanesulfonate. A pH value arises of 6.2, which in the course of the bleaching process within 15 minutes 6.5 increases. The bleaching liquor is then drained while the drum is rotating and rinsed the goods with cold water once.
  • Some copies of the like treated pants are dried, the others in a liquor ratio of 1:10 with a liquor containing 5 g / l hydrogen peroxide 50 wt .-%, 1 g / l oleic acid ethoxylate and 4 ml of sodium hydroxide solution 38 ° Bé treated at 90 ° C for 10 minutes. Then one time with water, the 0.5 g / l citric acid and 3g / l one contains commercially available softening agents, rinsed and dried.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
EP00117363A 1999-08-24 2000-08-23 Procede de decoloration de textiles teints Withdrawn EP1079018A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19940068A DE19940068A1 (de) 1999-08-24 1999-08-24 Verfahren zum Aufhellen von gefärbtem Textilmaterial
DE19940068 1999-08-24

Publications (1)

Publication Number Publication Date
EP1079018A1 true EP1079018A1 (fr) 2001-02-28

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ID=7919399

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00117363A Withdrawn EP1079018A1 (fr) 1999-08-24 2000-08-23 Procede de decoloration de textiles teints

Country Status (3)

Country Link
US (1) US6890359B1 (fr)
EP (1) EP1079018A1 (fr)
DE (1) DE19940068A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003100154A3 (fr) * 2002-05-23 2009-03-26 Basf Ag Procédé de nettoyage ultérieur réducteur de matières textiles
EP2277599A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2277598A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2277597A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2283899A1 (fr) 2006-03-21 2011-02-16 Henkel AG & Co. KGaA Décoloration réductive

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001303934A (ja) * 1998-06-23 2001-10-31 Toyota Motor Corp 内燃機関の排気浄化装置
DE102007022265A1 (de) * 2007-05-09 2008-11-13 Thies Gmbh & Co. Kg Verfahren und Vorrichtung zum Färben eines textilen Substrates
EP2630291A1 (fr) * 2010-10-18 2013-08-28 Danisco US Inc. Modification locale de la couleur de tissus teints au moyen d'un système à laccase

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998003725A1 (fr) * 1996-07-23 1998-01-29 Basf Aktiengesellschaft Procede de nettoyage ulterieur reducteur pour textiles contenant des polyesters
DE19708973A1 (de) * 1997-03-05 1998-09-10 Basf Ag Verfahren zum Aufhellen von gefärbtem Gewebe

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4227881A (en) * 1978-11-17 1980-10-14 Royce Chemical Company New process of color stripping dyed textile fabric
US5749923A (en) * 1993-11-23 1998-05-12 Degussa Aktiengellschaft Method for bleaching denim textile material
AU1366897A (en) 1996-01-12 1997-08-01 Novo Nordisk A/S Textiles bleaching/brightening
JP3232010B2 (ja) 1996-10-11 2001-11-26 豊和株式会社 繊維染色物の脱色方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998003725A1 (fr) * 1996-07-23 1998-01-29 Basf Aktiengesellschaft Procede de nettoyage ulterieur reducteur pour textiles contenant des polyesters
DE19708973A1 (de) * 1997-03-05 1998-09-10 Basf Ag Verfahren zum Aufhellen von gefärbtem Gewebe

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003100154A3 (fr) * 2002-05-23 2009-03-26 Basf Ag Procédé de nettoyage ultérieur réducteur de matières textiles
EP2277599A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2277598A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2277597A1 (fr) 2006-03-21 2011-01-26 Henkel AG & Co. KGaA Décoloration réductive
EP2283899A1 (fr) 2006-03-21 2011-02-16 Henkel AG & Co. KGaA Décoloration réductive

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Publication number Publication date
US6890359B1 (en) 2005-05-10
DE19940068A1 (de) 2001-03-01

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