EP0284010B1 - Procédé de teinture et impression sans alcali - Google Patents

Procédé de teinture et impression sans alcali Download PDF

Info

Publication number
EP0284010B1
EP0284010B1 EP88104522A EP88104522A EP0284010B1 EP 0284010 B1 EP0284010 B1 EP 0284010B1 EP 88104522 A EP88104522 A EP 88104522A EP 88104522 A EP88104522 A EP 88104522A EP 0284010 B1 EP0284010 B1 EP 0284010B1
Authority
EP
European Patent Office
Prior art keywords
alkali
dyes
dyeing
polyethyleneimine
reaction product
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.)
Expired - Lifetime
Application number
EP88104522A
Other languages
German (de)
English (en)
Other versions
EP0284010A3 (en
EP0284010A2 (fr
Inventor
Klaus Sternberger
Karl-Heinz Dr. Keil
Dieter Gevert
Oscar Navarrete
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.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Priority to AT88104522T priority Critical patent/ATE72846T1/de
Publication of EP0284010A2 publication Critical patent/EP0284010A2/fr
Publication of EP0284010A3 publication Critical patent/EP0284010A3/de
Application granted granted Critical
Publication of EP0284010B1 publication Critical patent/EP0284010B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • D06P1/38General 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
    • 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
    • D06P1/30General 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 sulfur dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/327Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
    • D06M15/333Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61Polyamines polyimines
    • 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
    • D06P1/28Esters of vat dyestuffs
    • 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
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • 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
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/918Cellulose textile

Definitions

  • the dyeing of textile materials can be carried out according to known methods in that the textile material is drawn out with a dyeing liquor containing reactive dye, usually at elevated temperature and in most commercially available reactive dye types in the presence of alkali, or continuous or discontinuous processes, such as the so-called pad-steam process, or the cold retention process can be used.
  • a dyeing liquor containing reactive dye usually at elevated temperature and in most commercially available reactive dye types in the presence of alkali, or continuous or discontinuous processes, such as the so-called pad-steam process, or the cold retention process can be used.
  • the textile material is first padded with a reactive dye liquor, the alkali required for fixation being usually applied in a separate impregnation step.
  • the dye fixation is then carried out by a steaming process, in the cold residence process by docking the impregnated goods and lingering for several hours at room temperature.
  • Other fixation options such as The treatment of the goods, which have been sealed with an alkali-free reactive dye liquor, using sodium hydroxide solution / water glass solution has become known and is practiced industrially.
  • reactive stains on cellulose should have very high wet fastness properties. In practice, however, it turns out that this is not the case. The reasons for this are of different types and may not yet be known in its entirety. However, it can be said that a more or less large proportion of the reactive dye used for dyeing does not react with the cellulose fiber, but with water molecules. When reacting with water, the reactive dye loses its chemical binding ability to the cellulose and is only bound to the fiber molecule by secondary valence forces.
  • DE-A-29 10 583 discloses a soaping aid for dyeings and prints on textile materials, which is based on the use of an alkali aluminum silicate, optionally in combination with polyvinylpyrrolidone.
  • Another possibility known from the prior art for improving the wet fastness of noun dyeings consists in aftertreatment with condensation products of cyanamide, formaldehyde and salts of organic amines or ammonium salts.
  • Japanese patent application 53-675 relates to the aftertreatment of vat dyeings for the purpose of improving the authenticity.
  • the technical problem here differs significantly from that of post-treatment of reactive dyeings.
  • cellulose material can be dyed and printed with reactive dyes without the use of alkali if it is pretreated with a wetting agent and an optionally quaternized reaction product of polyethyleneimine with a bifunctional alkylating agent, then dyed with reactive dyes by conventional methods, but without alkali and the dyeings are completed by rinsing, soaping and drying.
  • the auxiliary agent required for the pretreatment is known from US-A-4,588,413.
  • the aid is used there exclusively for the aftertreatment of dyeings with reactive dyes. Pretreatment with this aid and subsequent dyeing without alkali is not described there.
  • a method exclusively for the aftertreatment of reactive stains with compounds of a similar structure is also described in GB-A-2006279.
  • polyethyleneimine used is a molecule in which -NH2,> NH and -N ⁇ building blocks are present, which are linked together by ethylene groups are linked.
  • the polyethyleneimine contains about 50 to 600 ethyleneimine units.
  • primary, secondary and tertiary nitrogen functions are in a numerical ratio of approximately 1: 2: 1.
  • bifunctional alkylating agents can be used for the reaction with the ethyleneimine of the formula I.
  • Such known bifunctional alkylating agents correspond to formula II A - Z - A (II)
  • A is the residue of an alkylating agent and Z is either a direct bond or a divalent bridge member.
  • Preferred for the reaction with polyethyleneimine to be used according to the invention are those bifunctional alkylating agents in which A are groups of the formula -CH2-Y which are linked to one another via a bridge member of the formula IV, or those in which one of the radicals A is a group of Formula is -CH2-Y, which is bonded directly to an epoxy group.
  • bifunctional alkylating agents are epichlorohydrin, glycid, 1,3-dichloropropan-2-ol, ⁇ , ⁇ -dichloro-diethyl ether, ⁇ - ⁇ -dichloro-diethylamine, ⁇ , ⁇ -dichloro-diethyl sulfide, ⁇ , ⁇ - Dichloro-diethylsulfoxide, ⁇ , ⁇ -dichloro-diethylsulfone, ⁇ , ⁇ -disulfatoethyl ether, ⁇ , ⁇ -diphenylsulfonyloxyethyl ether, meta- or para-diepoxyethylbenzene, meta- or para-diepoxypropylbenzene, diepoxybutane, diepoxy-2-methylbutylamine, diepoxy.
  • the polyethyleneimine and the bifunctional alkylating agent are reacted with one another in a weight ratio of 100: 0.01 to 100: 2.0, preferably from 100: 0.1 to 100: 1.0.
  • this reaction involves the installation of crosslinking bridging links between the polyethyleneimine chains.
  • An external indication of this is that the viscosity of the aqueous solutions during the transition from uncrosslinked polyethyleneimine to the product crosslinked by the bifunctional alkylating agent increases significantly.
  • the polyethyleneimine can be reacted with the bifunctional alkylating agents without a solvent.
  • organic solvents in which the reactants are soluble such as, for example, lower alcohols, and in particular water, are suitable for this.
  • the reaction can be carried out in the temperature range between -10 and about 100 ° C.
  • the reaction is essentially completed in about 1 to 2 hours.
  • the reaction mixture In order to obtain aids to be used according to the invention which have particularly narrow-tolerance specifications, i.e. In order to achieve particularly good reproducibility of the production process, it is advantageous, after the main reaction has ended, for the reaction mixture to have a defined pH between 9 and 10 for several hours, usually 2 to 6 hours, at elevated temperature, advantageously between 60 and 100 ° C afterwards.
  • reaction products of polyethyleneimine used according to the invention with a bifunctional alkylating agent can optionally also be quaternized with C1-C4-, preferably C1-C3-alkyl groups.
  • the quaternization can be carried out using alkyl halides, preferably alkyl chlorides, or dialkyl sulfates by known methods.
  • This aid described above is applied to the textile material to be dyed or printed together with a wetting or padding aid from an aqueous liquor which is customary in the textile industry.
  • Alkane sulfonates, dialkyl sulfosuccinates, dialkyl phosphates or propylene oxide / ethylene oxide block polymers with a proportion of 40-80% by weight of ethylene oxide are used as such wetting or padding aids, but especially non-ionic compounds, for example oxyethylated Nonylphenol.
  • Raw or pretreated cotton or mixed fabrics containing cotton are suitable as textile materials.
  • the process according to the invention is particularly interesting for the pretreatment of cotton warp yarns with the aid described in the size. After weaving with untreated weft yarns and then alkali-free over-dyeing with reactive dyes, a denim effect is then achieved after washing out the fabric.
  • the pretreatment with the auxiliary together with a nonionic wetting agent is carried out from an aqueous liquor by customary methods by padding or in the exhaust process at temperatures of approximately 20 to 70 ° C., preferably 40 to 60 ° C., in the size from 80 ° C. to cooking temperature.
  • the liquor is adjusted to a weakly acidic pH, preferably pH 6.
  • the amount of auxiliary is about 3 to 10%, preferably 3 to 8%, based on the weight of the goods.
  • the amount of wetting agent is preferably 2 to 4 g / l.
  • the pretreatment liquor is then squeezed off and the goods are dried.
  • the goods pretreated in this way are then dyed with reactive dyes using customary methods and on customary dyeing units, for example using the cold dwell method or using an exhaust method.
  • the Fleet ratio can be about 1: 3 to 1:40. However, it is important here that, in contrast to the previously customary procedure, no alkali is used in the present case.
  • Suitable reactive dyes in this process are all known types of reactive dyes which contain groups which are reactive with the hydroxyl groups of cellulose and which, under the dyeing conditions described according to the invention, preferably react by reaction with the polymers described and fixed on the cellulose material.
  • the reactive groups are, for example, groups with easily removable substituents which leave an electrophilic residue, such as reactive groups of the vinylsulfone type, groups of the ring systems quinoxaline, phthalazine, triazine, pyrimidine or pyridazone substituted with halogen atoms or reactive groups substituted with alkylsulfonyl groups in the case of sulfonylpyrimidothiazole or sulfonylbenzylbenzene .
  • groups with easily removable substituents which leave an electrophilic residue such as reactive groups of the vinylsulfone type, groups of the ring systems quinoxaline, phthalazine, triazine, pyrimidine or pyridazone substituted with halogen atoms or reactive groups substituted with alkylsulfonyl groups in the case of sulfonylpyrimidothiazole or sulfonylbenzylbenzene .
  • dyes with the reactive groups ⁇ -sulfatoethylsulfone, ⁇ -chloroethylsulfone, ⁇ -thiosulfatoethylsulfone, ⁇ -phosphatoethylsulfone, chlorotriazinylamino, dichlorotriazinylamino, chlorotriazinyldiamino, trichloropyrimidylamino, dichloropyrimidylamino, dichloropyridylamino, dichloropyridylamino amino, 2-methylsulfonylbenzthiazol-6-yl-amino, 2,3-dichloroquinoxalin-6-yl-carbonylamino or 4-chloro-5-methyl-2-methylsulfonylpyrimid-3-yl-amino.
  • Suitable basic dye bodies of the reactive dyes are, for example, water-soluble azo, disazo, formazan, anthraquinone, dioxazine or phthalocyanine dyes.
  • Water-soluble azo and disazo reactive dyes which can also be metal complex reactive dyes, are preferably used. After dyeing, the goods are finished by rinsing, possibly soaping and drying.
  • the process according to the invention can be carried out not only with reactive dyes, but also in the same way with other types of dyes which contain anionic, for example sulfo groups, such as, for example, direct dyes, acid dyes and water-soluble sulfur dyes. Similar effects and fastness properties are achieved with these dyes as with the reactive dyes.
  • pigment dyes such as vat and sulfur vat dyes can also be used in the process.
  • the method according to the invention is not only suitable for dyeing textile material, but also for printing.
  • the textile material is printed with a printing paste which contains a marking dye and the auxiliary agent to be used according to the invention.
  • the textile material is then over-dyed with reactive dyes without alkali, preferably using the pad-steam process or the exhaust process.
  • the cotton chains or cotton fabrics preheated with the aid described are printed with a printing paste which contains the reactive dye but no alkali and then the dyeing, for. B. fixed by steaming at 102-105 ° C for 8 minutes.
  • the subsequent post-treatment is carried out analogously to the dyeings.
  • the main advantage of the process according to the invention is that no alkali is required as a result of the pretreatment with the auxiliary described in the subsequent dyeing.
  • no alkali then goes into the wastewater, so that the salt pollution of the wastewater in the dyeing plants is significantly reduced.
  • the pretreatment described also partially results in a significant color deepening of the color compared to a coloration with the same amount of reactive dye in one conventional dyeing process.
  • water glass is used to a large extent as the alkali for fixing the reactive dyes. If this water glass is not carefully washed out after fixing, it can lead to annoying SiO2 deposits on the goods and thus impair the grip. This disadvantage is also eliminated in the method according to the invention.
  • This new process also makes washing out the unfixed dye residues easier by dispensing with alkali, since in the presence of alkali the cotton fiber swells and the unfixed dye is more strongly absorbed. This does not apply to the method according to the invention.
  • the solubility of the reactive dyes, which is severely restricted by the alkali, is significantly improved and the stability of the neutral dye liquors is increased.
  • the dyeings produced by the process according to the invention described above show good wet fastness properties.
  • the amount of alkali perborate in the detergents is between about 4 and 25% by weight.
  • Such detergents containing perborate which are suitable here, are described in detail in "Tenside" 18, p. 246 (1981). Two formulations are described below as examples: 1.
  • Cotton warp yarns are treated as follows on a sizing machine in the trough provided: 40 g / l polyvinyl alcohol (PVA) 5 g / l polyethylene glycol 4 g / l di-2-ethylhexyl phosphate potassium salt 100 g / l polyethyleneimine condensation product according to the example in Table 1, last line of patent application EP-A-0 133 933 Fleet absorption 100-120% (high-performance crushers).
  • PVA polyvinyl alcohol
  • EP-A-0 133 933 Fleet absorption 100-120% (high-performance crushers).
  • the cotton chains are dried with contact heat at approx. 130 ° C.
  • modified starch or mixtures of modified starch and PVA can also be used.
  • carboxymethyl cellulose or carboxymethyl starch as a sizing agent is not possible, since this can lead to precipitation with the cationic alkali ethylene in the condensate.
  • the cotton chains are woven with the weft of cotton and the fabric obtained is padded with a solution on a cold dwelling system consisting of dyeing pad and docking device, which solution, for example 10 g / l CI Reactive Blue 19 (CI No. 61200) and 4 g / l wetting agent (ethoxylated nonylphenol) contains.
  • the goods padded in this way are wrapped in an airtight manner on the dock with a polyethylene film and left to linger for up to 24 hours with rotation.
  • the chains are colored with good fastness properties.
  • the pretreatment of these cotton chains with the polyethylenimine condensation product also results in a much deeper shade than with normal fixation with alkali. The shot practically turns white again after rinsing and soaping. A fabric with a denim effect is thus obtained.
  • the denim fabric sized and dyed as in Example 1 is treated with 5 g / l of a conventional detergent containing perborate (content of Na perborate 20% by weight) at 50-60 ° C. for 10 to 20 minutes .
  • Bleached cotton twill is treated in a 1:40 liquor with 4% of the polyethyleneimine condensation product as in Example 1 and 1 g / l of di-2-oxyethylated nonylphenol as follows: Start cold, raise the temperature uniformly to 40-50 ° in 20 min C and treated for a further 10 min at this temperature.
  • the liquor is then drained off, the cotton twill squeezed off and over-dyed with a liquor that only 1% by weight of Reactive Blue 77 contains.
  • the fleet ratio is 1:30.
  • Dyeing is started cold, the temperature is raised uniformly to 60 ° C. in 30 minutes and dyeing is continued at 60 ° C. for another hour.
  • a strong turquoise blue shade is also obtained, which is much deeper than a corresponding pull-out dyeing with 1% dye, 50 g / l table salt or Glauber's salt, 3 ml / l NaOH 38 ° Bé and 5 g / l soda calc. was carried out.
  • a bleached cotton fabric is placed on a 2- or 3-roll pad with a solution that 60 g / l of the polyethyleneimine condensation product as in Example 1 and 2 g / l di-2-ethylhexyl phosphate potassium salt contains, padded cold and after drying padded with a liquor which 10 g / l Reactive Red 1 (CI no.18158) and 2 g / l of a wetting agent (oxyethylated nonylphenol) contains.
  • a solution that 60 g / l of the polyethyleneimine condensation product as in Example 1 and 2 g / l di-2-ethylhexyl phosphate potassium salt contains, padded cold and after drying padded with a liquor which 10 g / l Reactive Red 1 (CI no.18158) and 2 g / l of a wetting agent (oxyethylated nonylphenol) contains.
  • the dyeing is lingered and treated according to Example 1.
  • a deep red color is obtained with good fastness properties.
  • the corresponding cold dyed dye which was stained with the normal amount of alkali (NaOH / water glass), on the other hand, shows only a pink shade.
  • alkali NaOH / water glass
  • the denim fabric sized as in Example 1 is padded with a solution on a cold dwelling system consisting of dyeing pad and docking device 25 g / l Solubilized Sulfur Red 11 and 4 g / l wetting agent (ethoxylated nonylphenol) contains.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • External Artificial Organs (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Claims (7)

  1. Procédé pour teindre et imprimer sans agent alcalin avec des colorants réactifs, des colorants directs, des colorants acides, des colorants au soufre solubles dans l'eau ou des colorants pigmentaires, procédé caractérisé en ce qu'on pré-traite la matière textile à teindre avec un mouillant et un produit, éventuellement quaternisé, résultant de la réaction d'une poly-éthylène-imine avec un agent d'alkylation bifonctionnel, puis on teint par des méthodes usuelles mais sans utiliser d'agent alcalin, et on achève par rinçage et séchage.
  2. Procédé selon la revendication 1 caractérisé en ce qu'on pré-traite un fil de chaîne avec un mouillant et un produit résultant de la réaction d'une poly-éthylène-imine avec un agent d'alkylation bifonctionnel, en association avec le produit d'encollage dans un bain d'encollage.
  3. Procédé selon la revendication 1 caractérisé en ce que le produit de réaction est utilisé de préférence en une quantité de 3 à 10% par rapport au poids de la marchandise.
  4. Procédé selon l'une quelconque des revendications 1 à 3, caractérisé en ce qu'on utilise un produit provenant de la réaction d'une poly-éthylène-imine avec l'épichlorhydrine, le dichloro-1,3 propanol-2 ou des mélanges de ceux-ci.
  5. Procédé selon l'une quelconque des revendications 1 à 4, caractérisé en ce qu'on utilise un produit provenant de la réaction d'une poly-éthylène-imine avec un agent d'alkylation bifonctionnel dans un rapport pondéral des réactants compris 100:0,01 et 100:2.
  6. Procédé selon la revendication 1 caractérisé en ce qu'on ajoute au bain de foulardage contenant le colorant un adjuvant de foulardage polymère.
  7. Procédé selon l'une quelconque des revendications 1 à 6, caractérisé en ce qu'on lave ensuite les teintures ou les impressions avec un détergent qui contient un perborate et, éventuellement, un activant de perborate et des azureurs optiques.
EP88104522A 1987-03-25 1988-03-22 Procédé de teinture et impression sans alcali Expired - Lifetime EP0284010B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT88104522T ATE72846T1 (de) 1987-03-25 1988-03-22 Verfahren zum alkali-freien faerben und drucken.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19873709766 DE3709766A1 (de) 1987-03-25 1987-03-25 Verfahren zum alkali-freien faerben mit reaktivfarbstoffen
DE3709766 1987-03-25

Publications (3)

Publication Number Publication Date
EP0284010A2 EP0284010A2 (fr) 1988-09-28
EP0284010A3 EP0284010A3 (en) 1990-10-10
EP0284010B1 true EP0284010B1 (fr) 1992-02-26

Family

ID=6323913

Family Applications (1)

Application Number Title Priority Date Filing Date
EP88104522A Expired - Lifetime EP0284010B1 (fr) 1987-03-25 1988-03-22 Procédé de teinture et impression sans alcali

Country Status (14)

Country Link
US (1) US4806126A (fr)
EP (1) EP0284010B1 (fr)
JP (1) JPS63256778A (fr)
KR (1) KR960002654B1 (fr)
AT (1) ATE72846T1 (fr)
BR (1) BR8801364A (fr)
CA (1) CA1319471C (fr)
DE (2) DE3709766A1 (fr)
EG (1) EG18505A (fr)
GR (1) GR3004586T3 (fr)
PH (1) PH25033A (fr)
PT (1) PT87052B (fr)
TR (1) TR24316A (fr)
ZA (1) ZA882102B (fr)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3830686A1 (de) * 1988-09-09 1990-03-15 Hoechst Ag Thermofixierverfahren zum alkalifreien faerben und drucken mit reaktivfarbstoffen und wasserloeslichen schwefelfarbstoffen
DE3831139A1 (de) * 1988-09-13 1990-03-15 Hoechst Ag Verfahren zum ungleichmaessigen, alkali-freien faerben von cellulosefasern
DE3831464A1 (de) * 1988-09-16 1990-03-29 Hoechst Ag Verfahren zum alkali-freien faerben und bedrucken von cellulosefasern
PT94345A (pt) * 1989-06-16 1991-02-08 Hoechst Ag Processo para obtencao de efeitos de padrao no tingimento ou estampagem de material textil na ausencia de alcalis ou agentes de reducao
GB2233352B (en) * 1989-06-26 1992-07-22 Wah Lau Denim production
TW201803B (fr) * 1991-04-15 1993-03-11 Hoechst Ag
FR2694310B1 (fr) * 1992-07-29 1994-09-30 Protex Manuf Prod Chimiq Perfectionnement au procédé de teinture par des colorants réactifs avec blanchiment préalable.
DE4325783A1 (de) * 1993-07-31 1995-02-02 Hoechst Ag Verfahren zum Modifizieren und Färben von modifizierten Fasermaterialien
ES2126794T3 (es) * 1994-01-29 1999-04-01 Dystar Textilfarben Gmbh & Co Fibras sinteticas celulosicas aminadas.
DE59502732D1 (de) * 1994-05-17 1998-08-13 Dystar Textilfarben Gmbh & Co Aminierung von cellulosischen Synthesefasern
DE4422865A1 (de) 1994-06-30 1996-01-04 Hoechst Ag Verfahren zur Herstellung von aminierten Fasern aus Regeneratcellulose
DE4422864A1 (de) * 1994-06-30 1996-01-04 Hoechst Ag Mit polymeren Aminverbindungen modifizierte synthetische cellulosische Fasern
GB9703814D0 (en) * 1997-02-24 1997-04-16 Ici Plc Dyeing of textiles
JP2004530062A (ja) * 2001-06-11 2004-09-30 ナノテックス, エルエルシー ファブリック繊維の改変
US20040166753A1 (en) * 2002-06-10 2004-08-26 Millward Dan B. Modification of fabric fibers
JP2006509919A (ja) * 2002-11-05 2006-03-23 ナノテックス, エルエルシー 臭気吸収セルロース含有繊維基質
KR100758605B1 (ko) * 2005-11-17 2007-09-13 김재훈 반응성 염료에 의한 천연 섬유소재의 콜드 패드 배치 수날염 및 염색 장치 및 이를 이용한 연속 공정에 의한 염색및 날염 방법
US20080163437A1 (en) * 2007-01-10 2008-07-10 Xinggao Fang Cellulosic textiles treated with hyperbranched polyethyleneimine derivatives
US20080164439A1 (en) * 2007-01-10 2008-07-10 Xinggao Fang Textiles treated with hyperbranched polyethyleneimine derivatives for odor control properties
WO2009045384A1 (fr) * 2007-10-01 2009-04-09 Nano-Tex, Inc. Modification de substrats cellulosiques pour contrôler l'odeur corporelle
US20090246258A1 (en) * 2008-03-28 2009-10-01 Piyush Shukla Antimicrobial and odor adsorbing textile
CN102051818B (zh) * 2010-12-23 2012-12-05 绍兴鼎记印染有限公司 一种色丁仿数码的印花工艺
CN110685177B (zh) * 2019-11-01 2022-08-05 邹恒余 一种免汽蒸、免水洗的简便数码直喷印染方法
CN111021099A (zh) * 2019-11-07 2020-04-17 华纺股份有限公司 一种活性染料潮固色连续化染色方法
CN115012232A (zh) * 2022-06-27 2022-09-06 枣庄市聚信新材料科技有限公司 一种活性染料的染色助剂以及活性染料染整方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1111144B (de) * 1957-11-26 1961-07-20 Bayer Ag Nachbehandlungsmittel fuer Direktfaerbungen
DE1154070B (de) * 1961-12-07 1963-09-12 Bayer Ag Verfahren zur Verbesserung der Waschechtheiten von Drucken mit wasserloeslichmachende Gruppen enthaltenden Farbstoffen auf cellulosehaltigen Materialien
US3334138A (en) * 1963-08-02 1967-08-01 Crompton & Knowles Corp Polymeric quaternary ammonium compound
DE2747358C2 (de) * 1977-10-21 1986-12-04 Bayer Ag, 5090 Leverkusen Verfahren zur Nachbehandlung von Reaktivfärbungen
JPS55152879A (en) * 1979-05-11 1980-11-28 Nitto Boseki Co Ltd Enhancement of dye fastness
CH673195B5 (fr) * 1981-05-14 1990-08-31 Sandoz Ag
US4511707A (en) * 1981-05-14 1985-04-16 Sandoz Ltd. Water-soluble precondensates useful for improving the fastness of dyes and optical brighteners on hydroxy group-containing substrates
CH669081GA3 (fr) * 1981-05-14 1989-02-28
DE3329029A1 (de) * 1983-08-11 1985-02-28 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von faerbungen mit reaktivfarbstoffen
DE3346433A1 (de) * 1983-12-22 1985-07-04 Cassella Ag, 6000 Frankfurt Schlichtfaerbeverfahren fuer faerbungen mit verbesserten echtheiten
DE3526101A1 (de) * 1985-07-22 1987-01-22 Basf Ag Verfahren zur nachbehandlung von faerbungen mit reaktivfarbstoffen auf cellulose-fasermaterialien
DE3607963A1 (de) * 1986-03-11 1987-09-17 Bayer Ag Kondensationsprodukte und verfahren zur nachbehandlung von gefaerbten polyamiden

Also Published As

Publication number Publication date
KR960002654B1 (ko) 1996-02-24
CA1319471C (fr) 1993-06-29
US4806126A (en) 1989-02-21
GR3004586T3 (fr) 1993-04-28
DE3709766A1 (de) 1988-10-06
PT87052B (pt) 1992-07-31
JPS63256778A (ja) 1988-10-24
BR8801364A (pt) 1988-11-01
ZA882102B (en) 1989-06-28
DE3868521D1 (de) 1992-04-02
EP0284010A3 (en) 1990-10-10
EP0284010A2 (fr) 1988-09-28
ATE72846T1 (de) 1992-03-15
PH25033A (en) 1991-01-28
PT87052A (pt) 1988-04-01
KR880011407A (ko) 1988-10-28
EG18505A (en) 1993-04-30
TR24316A (tr) 1991-09-12

Similar Documents

Publication Publication Date Title
EP0284010B1 (fr) Procédé de teinture et impression sans alcali
DE69233075T2 (de) Faserbehandlung
EP0133933B1 (fr) Procédé de préparation de teintures avec des colorants réactifs
EP0359188B1 (fr) Procédé de teinture et d'impression de fibres cellulosiques en absence d'alcali ou d'agents réducteurs
EP0636742B1 (fr) Procédé pour modifier et teindre des matériaux fibreux modifiés
DE3434818C2 (de) Formazan-Verbindung, sie enthaltende Farbstoffzusammensetzung und Verfahren zum Färben von Cellulosefasern
DE10332164A1 (de) Verfahren zur Herstellung von Baumwollkettgarnen mit "Invers Denim"-Effekt
EP0402879A1 (fr) Procédé pour obtenir des effets de motif par coloration ou impression de matériau textile ou l'absence d'alcali ou d'agent réducteur
EP1079018A1 (fr) Procede de decoloration de textiles teints
EP0358174A2 (fr) Procédé de teinture et d'impression avec thermofixation au moyen de colorants réactifs et colorants au soufre solubles à l'eau, en absence d'alcali ou de réducteurs
DE3346433A1 (de) Schlichtfaerbeverfahren fuer faerbungen mit verbesserten echtheiten
EP0359104A2 (fr) Procédé de teinture inégale de fibres cellulosiques en absence d'alcali ou d'agents de réduction
EP0273300A2 (fr) Procédé de teinture en un seul bain et une seule étape de mélanges de fibres en polyester pouvant être teintes sans véhiculeur et de fibres cellulosiques
DE19805859A1 (de) Wäßrige Alkaliformulierung und deren Verwendung in Verfahren zum Färben von cellulosischen Textilien
DE1041912B (de) Verfahren zum Faerben oder Bedrucken von Cellulosetextilstoffen
DE3532341A1 (de) Verfahren und mittel zum einbadigen reoxidieren und seifen von faerbungen mit kuepen- oder schwefelkuepenfarbstoffen
DE3919692A1 (de) Verfahren zum erzielen von mustereffekten beim faerben oder bedrucken von textilmaterial in abwesenheit von alkali oder reduktionsmitteln
DE2023179A1 (de) Verfahren zum Faerben und Bedrucken von Textilfasern
DE2023179C (de) Verfahren zum Farben und Bedrucken von Textilfasern
DE4406785A1 (de) Verfahren zum diskontinuierlichen Färben von cellulosehaltigem Textilmaterial mit Indigo nach dem Ausziehverfahren
DE4410866A1 (de) Färbeverfahren
AT200554B (de) Verfahren zum Färben und Drucken von aus Cellulose bestehenden Textilerzeugnissen
EP0940497A1 (fr) Solutions alcalines aqueuses et leur utilisation dans un procédé de teinture de matières textiles cellulosiques
DE4006951A1 (de) Verfahren zum erzielen von mustereffekten beim faerben oder bedrucken von textilmaterial in abwesenheit von alkali oder reduktionsmitteln
CH501102A (de) Verfahren zum Bedrucken von Textilmaterialien aus nativer oder regenerierter Cellulose mit Reaktivfarbstoffen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH DE ES FR GB GR IT LI NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE CH DE ES FR GB GR IT LI NL SE

17P Request for examination filed

Effective date: 19901027

17Q First examination report despatched

Effective date: 19910305

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE ES FR GB GR IT LI NL SE

REF Corresponds to:

Ref document number: 72846

Country of ref document: AT

Date of ref document: 19920315

Kind code of ref document: T

REF Corresponds to:

Ref document number: 3868521

Country of ref document: DE

Date of ref document: 19920402

ITF It: translation for a ep patent filed

Owner name: ING. C. GREGORJ S.P.A.

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19920606

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

REG Reference to a national code

Ref country code: GR

Ref legal event code: FG4A

Free format text: 3004586

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 19930218

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GR

Payment date: 19930312

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19930331

Year of fee payment: 6

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19940323

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GR

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19940930

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19941001

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
EUG Se: european patent has lapsed

Ref document number: 88104522.3

Effective date: 19941010

REG Reference to a national code

Ref country code: GR

Ref legal event code: MM2A

Free format text: 3004586

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19970207

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19970211

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19970221

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 19970228

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 19970303

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19970306

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19970528

Year of fee payment: 10

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980322

Ref country code: AT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980322

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980331

Ref country code: FR

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19980331

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980331

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980331

BERE Be: lapsed

Owner name: HOECHST A.G.

Effective date: 19980331

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 19980322

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19981201

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20050322