EP0009199A1 - Process for pretreating cellulosic fibres to be printed according to the thermo-transfer process - Google Patents

Process for pretreating cellulosic fibres to be printed according to the thermo-transfer process Download PDF

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Publication number
EP0009199A1
EP0009199A1 EP79103382A EP79103382A EP0009199A1 EP 0009199 A1 EP0009199 A1 EP 0009199A1 EP 79103382 A EP79103382 A EP 79103382A EP 79103382 A EP79103382 A EP 79103382A EP 0009199 A1 EP0009199 A1 EP 0009199A1
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Prior art keywords
textile material
formula
alkyl
printed
oxygen atom
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German (de)
French (fr)
Inventor
Ehrenfried Dr. Nischwitz
Walter Dr. Dürsch
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Hoechst AG
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Hoechst AG
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    • 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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
    • 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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/003—Transfer printing
    • D06P5/004—Transfer printing using subliming dyes
    • D06P5/005—Transfer printing using subliming dyes on resin-treated fibres
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/918—Cellulose textile

Definitions

  • auxiliary carrier for example paper
  • the printed auxiliary carrier is then brought under pressure and at elevated temperature into contact with the textile material to be printed, the dye diffusing from the auxiliary carrier into the textile material.
  • bisperse dyes can be used as dyes in this process, namely those which are sublimable to a certain degree.
  • the thermal transfer process is also limited to polyester, polyamide, polyacrylonitrile and cellulose acetate fibers, since the disperse dyes can only be transferred to these fibers without difficulty and can also be fixed sufficiently firmly there.
  • Cellulose fibers have no affinity for disperse dyes, so that dye transfer to cellulose takes place only to a very small extent, the transferred dye is not fixed and is almost completely removed with the first wash.
  • a pretreatment of the Textile material In order to print textile material made from cellulose fibers or from mixtures of synthetic fibers with a predominant proportion of cellulose fibers using the thermal transfer printing process with disperse dyes, a pretreatment of the Textile material.
  • disperse dyes customary in the thermal transfer printing process can be fixed well on cellulose fibers if the textile material to be printed is previously treated with non-methylolated carbamates which contain swelling groups.
  • R in formula I represents a radical of formula R b
  • this formula I includes, for example, hydroxyethyl carbamate, diethylene glycol carbamate and their methyl and xethyl ether.
  • the compounds of the formula I can be prepared in an analogous manner if X in the radical R c denotes a methylene group. In this case, the compounds of the formulas IIa or IIb are set under the same conditions with a compound of the formula IIIa around.
  • Woven fabrics, knitted fabrics and nonwovens which either consist purely of cellulose fibers or which are fiber mixtures of cellulose fibers and synthetic fibers can be considered as textile material, the proportion of synthetic fibers being up to 50%.
  • textiles with a low cellulose content or textiles made of pure synthetic fibers can also be pretreated with the products mentioned, but pretreatment for such articles is unnecessary in practice, since the high proportion of synthetic fibers due to the good affinity of these fibers for disperse dyes means good and wash-resistant thermal transfer printing allows.
  • Cellulose fibers mainly come from cotton, rayon and viscose silk, but also linen, jute, ect. in question.
  • the compounds of formula I are generally soluble in water or in a mixture of water and lower alcohols, preferably isopropanol, and are applied to the textile material from such solutions by impregnation, splashing, spraying or similar methods.
  • the liquor contains 8 to 15 wt.% Of the compound of formula I, 3.5 to 6 wt.% Of glyoxal or melamine-formaldehyde resin, and 0.1 to 0.25 G ew.% Of acid catalyst. If appropriate, 7 to 10% by weight of a medium-chain polyglycol (molecular weight 400 to 600) can also be added to the liquor.
  • the textile material is optionally squeezed off on a squeeze mechanism, for example a foulard.
  • the squeezing effect depends on the type of fiber, and is for example 75 to 100% in pure cotton and 67-75% on cotton / polyester blend fabrics (1: 1) .
  • Arthur is the textile material at about 80 to 110 0 C dried and then subjected to heat treatment, for example at 150-170 C for a period of up to 3 minutes. Drying and heat treatment can also be carried out in one operation at approx. 150 ° C. You can also do without heat treatment altogether; The heat treatment required for the condensation of the resins then only takes place at the moment when the textile material pretreated in this way is printed under the action of heat using the thermal transfer process.
  • the textile material pretreated in this way is ready for printing and can be printed in a known manner with a printed auxiliary carrier (e.g. paper) using the thermal transfer printing process.
  • a printed auxiliary carrier e.g. paper
  • the products of the formula I applied to the cellulose according to the invention act as reactive swelling agents. They promote dye transfer and thus cause a strong color deepening.
  • these products are fixed washable on the textile material, so that the print remains washable.
  • the equipment described has a strong softening effect, and goods are obtained with a soft, flowing handle.
  • the fabric is squeezed to a wet pick-up of 100% by weight on a padder, dried at 100 ° C. and reheated at 150 ° C. for 3 minutes.
  • the pretreated fabric is then pressed together with a paper web printed with disperse dyes for 45 seconds at a temperature of 120 ° C. under a pressure of 4 bar. After cooling, a soft fabric with a strong color print is obtained, which can withstand several machine washes at 60 ° C without noticeable weakening of the colors.
  • the same printing process produces a brilliant, colorful print
  • the fabric remains very soft despite the melamine resin content.
  • the print pattern remains unchanged after several machine washings at 60 ° C.
  • the material prepared in this way shows a strong, sharply detailed print after the thermal transfer process, which shows no waste even after several machine washes.
  • the nonwoven is printed as described in Example 1, whereby the melamine resin which acts as a binder is condensed out at the same time, so that a wash-resistant print and composite are obtained on the nonwoven.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

1. Verfahren zur Vorbehandlung von Textilmaterial, das ganz oder teilweise aus Cellulosefasern besteht und das nach dem Thermotransferverfahren bedruckt wird, wobei man das Textilmaterial mit einer Lösung oder Dispersion imprägniert, die a) eine Verbindung der Formel I NH2-CO-Y-R (I) wobei R eine Gruppe der Formel Ra, Rb oder Rc -CH2-CH=CH2, (Ra) -(CH2-CH2-O)m-R1 oder (Rb) <IMAGE> R1 Wasserstoff oder C1-C4-Alkyl, R2 C1-C4-Alkyl, R3 Wasserstoff oder Methyl, n eine ganze Zahl von 1 bis 6, m eine ganze Zahl von 1 bis 10, X CH2 oder O und Y im Falle R=Ra oder Rb ein Sauerstoffatom und im Falle R=Rc ein Sauerstoffatom oder eine Iminogruppe (NH) bedeutet, b) ein Glyoxal- oder Melaminformaldehyd-Harz und c) einen Säurekatalysator enthält, und das Textilmaterial anschließend trocknet und einer Hitzebehandlung unterwirft.1. Process for the pretreatment of textile material which consists wholly or partly of cellulose fibers and which is printed by the thermal transfer process, the textile material being impregnated with a solution or dispersion which a) a compound of the formula I NH2-CO-YR (I) where R is a group of the formula Ra, Rb or Rc -CH2-CH = CH2, (Ra) - (CH2-CH2-O) m-R1 or (Rb) <IMAGE> R1 hydrogen or C1-C4-alkyl, R2 C1 -C4-alkyl, R3 is hydrogen or methyl, n is an integer from 1 to 6, m is an integer from 1 to 10, X CH2 or O and Y in the case of R = Ra or Rb an oxygen atom and in the case of R = Rc Is oxygen atom or an imino group (NH), b) contains a glyoxal or melamine formaldehyde resin and c) contains an acid catalyst, and the textile material then dries and is subjected to a heat treatment.

Description

Es ist bekannt, Textilmaterial nach dem sogenannten Thermotransferverfahren zu bedrucken, bei dem der Farbstoff zunächst auf einen Hilfsträger, z.B. Papier aufgedruckt wird. Der bedruckte Hilfsträger wird dann unter Druck und bei erhöhter Temperatur mit dem zu bedruckenden Textilmaterial in Kontakt gebracht, wobei der Farbstoff von dem Hilfsträger in das Textilmaterial diffundiert. Als Farbstoffe können in diesem Verfahren im wesentlichen nur Bispersionsfarbstoffe verwendet werden und zwar solche, die bis zu einem gewissen Grad sublimierbar sind. Auch ist das Thermotransferverfahren auf Polyester-, Polyamid-, Polyacrylnitril- und Celluloseacetatfasern beschränkt, da sich die Dispersionsfarbstoffe ohne Schwierigkeiten nur auf diese Fasern übertragen und dort auch genügend fest fixieren lassen. Cellulosefasern hingegen besitzen keine Affinität zu Dispersionsfarbstoffen,so daß ein Farbstofftransfer auf Cellulose nur in sehr geringem Maße stattfindet, der transferierte Farbstoff nicht fixiert ist und mit der ersten Wäsche fast vollständig entfernt wird. Um Textilmaterial aus Cellulosefasern oder aus Gemischen von Synthesefasern mit überwiegendem Anteil Cellulosefasern nach dem Thermotransferdruckverfahren mit Dispersionsfarbstoffen zu bedrucken, bedarf es einer Vorbehandlung des Textilmaterials.It is known to print on textile material by the so-called thermal transfer process, in which the dye is first printed onto an auxiliary carrier, for example paper. The printed auxiliary carrier is then brought under pressure and at elevated temperature into contact with the textile material to be printed, the dye diffusing from the auxiliary carrier into the textile material. Essentially, only bisperse dyes can be used as dyes in this process, namely those which are sublimable to a certain degree. The thermal transfer process is also limited to polyester, polyamide, polyacrylonitrile and cellulose acetate fibers, since the disperse dyes can only be transferred to these fibers without difficulty and can also be fixed sufficiently firmly there. Cellulose fibers, on the other hand, have no affinity for disperse dyes, so that dye transfer to cellulose takes place only to a very small extent, the transferred dye is not fixed and is almost completely removed with the first wash. In order to print textile material made from cellulose fibers or from mixtures of synthetic fibers with a predominant proportion of cellulose fibers using the thermal transfer printing process with disperse dyes, a pretreatment of the Textile material.

Aus den DT-OS 2 562 590, 2 418 519 und 2 453 362 ist es bereits bekannt, Textilmaterial, das ganz oder teilweise aus Cellulosefasern besteht, für das Thermotransferdruckverfahren vorzubereiten, indem man dieses Textilmaterial mit methylolierten Carbamaten oder deren Äthern vorbehandelt. Diese Produkte dienen als Vernetzungsmittel für die Cellulose und man erhält damit einen leicht verbesserten, jedoch ohne zusätzliche Quellmittel noch nicht befriedigenden Druck.From DT-OS 2 562 590, 2 418 519 and 2 453 362 it is already known to prepare textile material which consists wholly or partly of cellulose fibers for the thermal transfer printing process by pretreating this textile material with methylolated carbamates or their ethers. These products serve as crosslinking agents for the cellulose and thus give a slightly improved, but not yet satisfactory, pressure without additional swelling agents.

Es wurde nun gefunden, daß sich die im Thermotransferdruckverfahren gebräuchlichen Dispersionsfarbstoffe gut auf Cellulosefasern fixieren lassen, wenn man das zu bedruckende Textilmaterial zuvor mit nicht methylolierten Carbamaten behandelt, die quellend wirkende Gruppen enthalten.It has now been found that the disperse dyes customary in the thermal transfer printing process can be fixed well on cellulose fibers if the textile material to be printed is previously treated with non-methylolated carbamates which contain swelling groups.

Gegenstand der Erfindung ist somit ein Verfahren zur Vorbehandlung von Textilmaterial, das ganz oder teilweise aus Cellulosefasern besteht und das nach dem Thermotransferverfahren bedruckt wird, wobei man das Textilmaterial mit einer Lösung oder Dispersion imprägniert, die

  • a) eine Verbindung der Formel I
    Figure imgb0001
    wobei R eine Gruppe der Formel R , Rb oder R
    Figure imgb0002
    Figure imgb0003
    Figure imgb0004
  • R1 Wasserstoff oder C1-C4-Alkyl, R2 C1-C4-Alkyl,
  • R3 Wasserstoff oder Methyl, n eine ganze Zahl von 1 bis 6, m eine ganze Zahl von 1 bis 10, X CH2 oder 0 und Y im Falle R = Ra oder Rb ein Sauerstoffatom und im Falle R = Rc ein Sauerstoffatom oder eine Iminogruppe (NH) bedeutet,
  • b) ein Glyoxal- oder Melaminformaldehydharz und
  • c) einen Säurekatalysator für die Kondensation dieser Harze enthält, und das Textilmaterial anschließend trocknet und einer Hitzebehandlung unterwirft.
The invention thus relates to a process for the pretreatment of textile material which consists entirely or partially of cellulose fibers and which is printed by the thermal transfer process, the textile material being impregnated with a solution or dispersion which
  • a) a compound of formula I.
    Figure imgb0001
     where R is a group of the formula R, R b or R
    Figure imgb0002
    Figure imgb0003
    Figure imgb0004
  • R 1 is hydrogen or C 1 -C 4 alkyl, R 2 C 1 -C 4 alkyl,
  • R 3 is hydrogen or methyl, n is an integer from 1 to 6, m is an integer from 1 to 10, X CH 2 or 0 and Y in the case of R = R a or R b is an oxygen atom and in the case of R = R c Oxygen atom or an imino group (NH) means
  • b) a glyoxal or melamine formaldehyde resin and
  • c) contains an acid catalyst for the condensation of these resins, and the textile material then dries and is subjected to a heat treatment.

Wenn R in der Formel I einen Rest der Formel Rb darstellt, umfaßt diese Formel I beispielsweise Hydroxiäthylcarbamat, Diäthylenglykobarbamat sowie deren Methyl- und Xthylether. Die Verbindungen der Formel I, die Phorsphor enthalten, (R = R ) und wo X ein Sauerstoffatom bedeutet, sind in der deutschen Patentanmeldung P 28 06 049.3 beschrieben. Sie werden erhalten, indem man 1 Mol einer Verbindung der Formel IIa oder II b

Figure imgb0005
mit 1 bis 6 Mol einer Verbindung der Formel III
Figure imgb0006
in Gegenwart stark alkalischer Katalysatoren wie z.B. Alkalimetalle oder Alkylialkohole umsetzt. In analoger Weise lassen sich die Verbindungen der Formel I herstellen, wenn X in dem Rest Rc eine Methylengruppe bedeutet. In diesem Fall setzt man die Verbindungen der Formeln IIa oder II b unter den gleichen Bedingungen mit einer Verbindung der Formel IIIa
Figure imgb0007
um.If R in formula I represents a radical of formula R b , this formula I includes, for example, hydroxyethyl carbamate, diethylene glycol carbamate and their methyl and xethyl ether. The compounds of the formula I which contain phosphorus (R = R) and where X denotes an oxygen atom are described in German patent application P 28 06 049.3. They are obtained by mixing 1 mole of a compound of formula IIa or II b
Figure imgb0005
 with 1 to 6 moles of a compound of formula III
Figure imgb0006
 in the presence of strongly alkaline catalysts such as alkali metals or alkyl alcohols. The compounds of the formula I can be prepared in an analogous manner if X in the radical R c denotes a methylene group. In this case, the compounds of the formulas IIa or IIb are set under the same conditions with a compound of the formula IIIa
Figure imgb0007
 around.

Als Glyoxal- oder Melaminformaldehydharze eignen sich alle derartigen Produkte, deren Verwendung in der Textilindustrie beispielsweise als Hochveredlungsmittel, bereits seit längerem bekannt ist. Als Beispiele für solche Harze seien folgende Typen genannt: Di-hydroxy-dimetholethylenharnstoff und deren Alkyläther, Hexamethylolmelamin-hexaalkyläther oder Trimethylolmelamin-trialkylether. Diese Harze werden auf der Faser und mit der Faser durch Kondensation fixiert und zwar mit Hilfe der oben unter c) erwähnten Säurekatalysatoren. Als Säurekatalysatoren dienen dabei Salze, die in der Hitze Säure abspalten wie beispielsweise Magnesiumchlorid oder Ammoniumchlorid.All such products and their use in the textile industry are suitable as glyoxal or melamine formaldehyde resins for example, as a finishing agent, has been known for a long time. The following types may be mentioned as examples of such resins: di-hydroxy-dimetholethyleneurea and its alkyl ether, hexamethylolmelamine hexaalkyl ether or trimethylolmelamine trialkyl ether. These resins are fixed on the fiber and with the fiber by condensation with the aid of the acid catalysts mentioned under c) above. Salts that split off acid in the heat, such as magnesium chloride or ammonium chloride, serve as acid catalysts.

Als Textilmaterial kommen Gewebe, Gewirke und non-wovens infrage, die entweder rein aus Cellulosefasern bestehen oder die Fasermischungen aus Cellulosefasern und Synthesefasern darstellen, wobei der Anteil an Synthesefasern bis zu 50 % betragen kann. Selbstverständlich lassen sich auch Textilien mit niedrigem Celluloseanteil oder Textilien aus reinen Synthesefasern mit den genannten Produkten vorbehandeln, doch ist die Vorbehandlung für solche Artikel in der Praxis überflüssig, da der hohe Anteil an Synthesefasern aufgrund der guten Affinität dieser Fasern zu Dispersionsfarbstoffen einen guten und waschpermanenten Thermotransferdruck zuläßt. Aus Cellulosefasern kommen vorwiegend Baumwolle, Zellwolle und Viskoseseide, aber auch Leinen, Jute, ect. infrage.Woven fabrics, knitted fabrics and nonwovens which either consist purely of cellulose fibers or which are fiber mixtures of cellulose fibers and synthetic fibers can be considered as textile material, the proportion of synthetic fibers being up to 50%. Of course, textiles with a low cellulose content or textiles made of pure synthetic fibers can also be pretreated with the products mentioned, but pretreatment for such articles is unnecessary in practice, since the high proportion of synthetic fibers due to the good affinity of these fibers for disperse dyes means good and wash-resistant thermal transfer printing allows. Cellulose fibers mainly come from cotton, rayon and viscose silk, but also linen, jute, ect. in question.

Die Verbindungen der Formel I sind im allgemeinen in Wasser oder in einem Gemisch aus Wasser und niederen Alkoholen, vorzugsweise Isopropanol, löslich und werden aus solchen Lösungen durch Imprägnieren, Pflatschen, Sprühen oder ähnliche Methoden auf das Textilmaterial aufgebracht. Die Flotte enthält 8 bis 15 Gew. % der Verbindung der Formel I, 3,5 bis 6 Gew. % des Glyoxal- oder Melamin-formaldehydharzes sowie 0,1 bis 0,25 Gew. % des Säurekatalysators. Gegebenenfalls können auch 7 bis 10 Gew.% eines Polyglykols mittlerer Kettenlänge (Molekulargewicht 400 bis 600) der Flotte zugegeben werden.The compounds of formula I are generally soluble in water or in a mixture of water and lower alcohols, preferably isopropanol, and are applied to the textile material from such solutions by impregnation, splashing, spraying or similar methods. The liquor contains 8 to 15 wt.% Of the compound of formula I, 3.5 to 6 wt.% Of glyoxal or melamine-formaldehyde resin, and 0.1 to 0.25 G ew.% Of acid catalyst. If appropriate, 7 to 10% by weight of a medium-chain polyglycol (molecular weight 400 to 600) can also be added to the liquor.

Von der Behandlungsflotte wird soviel auf das Textilmaterial aufgebracht, daß die Trockenauflage ca. 8 bis 15, vorzugsweise 10 bis 12 Gew. % beträgt. Nach dem Auftrag dieser Flotte wird das Textilmaterial gegebenenfalls noch auf einem Quetschwerk, z.B. einem Foulard, abgequetscht. Der Abquetscheffekt hängt von der Art der Faser ab und liegt beispielsweise bei 75 bis 100 % bei reiner Baumwolle und bei 67 - 75 % bei Baumwolle/Polyester Mischgeweben (1:1).Anschließend wird das Textilmaterial bei ca. 80 bis 1100C getrocknet und dann einer Hitzebehandlung unterworfen, beispielsweise bei 150-170 C bei einer Zeitdauer bis zu 3 Minuten. Trocknung und Hitzebehandlung können auch in einem Arbeitsgang bei ca. 150°C erfolgen. Man kann auch auf die Hitzebehandlung ganz verzichten; die für die Kondensation der Harze erforderliche Hitzebehandlung erfolgt dann erst in dem Moment, wo das so vorbehandelte Textilmaterial nach dem Thermotransferverfahren unter Wärmeeinwirkung bedruckt wird.So much of the treatment liquor is applied to the textile material that the dry dressing is approximately 8 to 15, preferably 10 to 12,% by weight. After this fleet has been applied, the textile material is optionally squeezed off on a squeeze mechanism, for example a foulard. The squeezing effect depends on the type of fiber, and is for example 75 to 100% in pure cotton and 67-75% on cotton / polyester blend fabrics (1: 1) .Anschließend is the textile material at about 80 to 110 0 C dried and then subjected to heat treatment, for example at 150-170 C for a period of up to 3 minutes. Drying and heat treatment can also be carried out in one operation at approx. 150 ° C. You can also do without heat treatment altogether; The heat treatment required for the condensation of the resins then only takes place at the moment when the textile material pretreated in this way is printed under the action of heat using the thermal transfer process.

Das so vorbehandelte Textilmaterial ist druckfertig und kann in bekannter Weise mit einem bedruckten Hilfsträger (z.B. Papier) nach dem Thermotransferdruckverfahren bedruckt werden. Die erfindungsgemäß auf die Cellulose aufgebrachten Produkte der Formel I wirken dabei als reaktive Quellmittel. Sie begünstigen den Farbstofftransfer und bewirken so eine starke Farbvertiefung. Durch den Zusatz der Glyoxal- bzw. Melamin-formaldehyd-Harze werden diese Produkte auf dem Textilmaterial waschfest fixiert, so daß damit auch der Druck waschfest bleibt. Darüber hinaus wirkt die beschriebene Ausrüstung stark weichmachendman erhält eine Ware mit einem weichen, fließenden Griff.The textile material pretreated in this way is ready for printing and can be printed in a known manner with a printed auxiliary carrier (e.g. paper) using the thermal transfer printing process. The products of the formula I applied to the cellulose according to the invention act as reactive swelling agents. They promote dye transfer and thus cause a strong color deepening. By adding the glyoxal or melamine formaldehyde resins, these products are fixed washable on the textile material, so that the print remains washable. In addition, the equipment described has a strong softening effect, and goods are obtained with a soft, flowing handle.

Beispiel 1example 1

Ein Baumwollgewebe mit einem Flächengewicht von 180 g/m 2 wird in eine wäßrige Imprägnierflotte folgender Zusammensetzung getaucht:

  • 120 g/l einer Verbindung der Formel
    Figure imgb0008
  • 100 g/1 einer 45 %igen Lösung von Dimethyloldihydroxiethylenharnstoff
  • 70 g/1 Polyethylenglykol (MG 400)
  • 12 g/l Magnesiumchlorid-hexahydrat
A cotton fabric with a basis weight of 180 g / m 2 is immersed in an aqueous impregnating liquor of the following composition:
  • 120 g / l of a compound of the formula
    Figure imgb0008
  • 100 g / 1 of a 45% solution of dimethyloldihydroxiethylene urea
  • 70 g / 1 polyethylene glycol (MG 400)
  • 12 g / l magnesium chloride hexahydrate

Das Gewebe wird auf einem Foulard auf eine Naßaufnahme von 100 Gew. % abgequetscht, bei 100°C getrocknet und 3 Minuten bei 150°C nacherhitzt.The fabric is squeezed to a wet pick-up of 100% by weight on a padder, dried at 100 ° C. and reheated at 150 ° C. for 3 minutes.

Das vorbehandelte Gewebe wird anschließend zusammen mit einer mit Dispersionsfarbstoffen bedruckten Papierbahn 45 Sekunden bei einer Temperatur von 120°C unter einem Druck von 4 bar verpresst. Nach Abkühlung erhält man ein weiches Gewebe mit einem farbstarken Druck, der mehrere Maschinenfeinwäschen bei 60°C ohne merkliche Schwächung der Farben aushält.The pretreated fabric is then pressed together with a paper web printed with disperse dyes for 45 seconds at a temperature of 120 ° C. under a pressure of 4 bar. After cooling, a soft fabric with a strong color print is obtained, which can withstand several machine washes at 60 ° C without noticeable weakening of the colors.

Beispiel 2Example 2

Ein Gewebe aus Polyester/Baumwolle (50/50) mit einem Flächengewicht von 120 g/m2 wird auf die gleiche Art wie in Beispiel 1 beschrieben vorbehandelt. Die Imprägnierflotte setzt sich wie folgt zusammen:

  • 100 g/1 einer Verbindung der Formel
    Figure imgb0009
  • 80 g/l einer 50 %igen Lösung von Hexamethylolmelaminpentamethylether
  • 10 g/1 Magnesiumchlorid-hexahydrat
A fabric made of polyester / cotton (50/50) with a basis weight of 120 g / m 2 is pretreated in the same way as described in Example 1. The impregnation fleet is composed as follows:
  • 100 g / 1 of a compound of the formula
    Figure imgb0009
  • 80 g / l of a 50% solution of hexamethylolmelamine pentamethyl ether
  • 10 g / 1 magnesium chloride hexahydrate

Auch hier wird nach dem gleichen Druckverfahren ein brillanter, farbstarker Druck erhalten, das Gewebe bleibt trotz Melaminharzanteil sehr weich. Das Druckmuster ist nach mehreren Maschinenfeinwäschen bei 60°C unverändert.Here too, the same printing process produces a brilliant, colorful print, the fabric remains very soft despite the melamine resin content. The print pattern remains unchanged after several machine washings at 60 ° C.

Beispiel 3Example 3

Ein Gewirk aus 100 % Baumwolle (Trikot) wird wie in Beispiel 1 beschrieben mit einer Flotte der folgenden Zusammensetzung imprägniert:

  • 150 g/1 einer Verbindung der Formel
    Figure imgb0010
  • 100 g/1 einer 45 %igen Lösung von Dimethyloldihydroxiethylenharnstoff
  • 12 g/1 Ammonchlorid
A knitted fabric made of 100% cotton (jersey) is impregnated with a liquor of the following composition as described in Example 1:
  • 150 g / 1 of a compound of the formula
    Figure imgb0010
  • 10 0 g / 1 of a 45% solution of dimethyloldihydroxiethylene urea
  • 12 g / 1 ammonium chloride

Das so vorausgerüstete Material zeigt nach dem Thermotransferverfahren bedruckt einen starken, scharf detaillierten Druck, der auch nach mehreren Maschinenfeinwäschen keinen Abfall zeigt.The material prepared in this way shows a strong, sharply detailed print after the thermal transfer process, which shows no waste even after several machine washes.

Beispiel 4Example 4

Es wird das gleiche Gewebe wie in Beispiel 2 nach Beispiel 1 ausgerüstet. Die Tauchflotte besteht aus:

  • 100 g/1 einer Verbindung der Formel
    Figure imgb0011
  • 80 g/1 einer 50 %igen Lösung von Hexamethylolmelaminpentamethylether
  • 10 g/1 Magnesiumchlorid-hexahydrat.
The same fabric as in Example 2 according to Example 1 is finished. The diving fleet consists of:
  • 100 g / 1 of a compound of the formula
    Figure imgb0011
  • 80 g / 1 of a 50% solution of hexamethylolmelamine pentamethyl ether
  • 10 g / 1 magnesium chloride hexahydrate.

Man erzielt mit dieser Zusammensetzung gleichgute Effekte wie in Beispiel 2.This composition gives the same effects as in Example 2.

Beispiel 5Example 5

Ein Mischvlies mit 70 g/m2 Flächengewicht bestehend aus 80 Gew.-Teilen Zellwolle und 20 Gew.-Teilen Polyesterstapelfasern wird mit einer wäßrigen Lösung aus

  • 300 Gew.-Teilen Hydroxi-ethylcarbamat
  • 100 Gew.-Teilen einer 75 %igen Lösung von Trimethylolmelamindimethylether
  • 45 Gew.-Teilen Ammonchlorid
beidseitig besprüht, so daß hinterher eine Trockenauflage von 30 Gew. %, bezogen auf Fasern, resultiert. Nach dem Sprühen wird vorsichtig bei 100°C getrocknet.A mixed fleece with a surface weight of 70 g / m 2 consisting of 80 parts by weight of cellulose and 20 parts by weight of polyester staple fibers is made with an aqueous solution
  • 300 parts by weight of hydroxyethyl carbamate
  • 100 parts by weight of a 75% solution of trimethylolmelamine dimethyl ether
  • 45 parts by weight of ammonium chloride
sprayed on both sides, so that afterwards a dry coating of 30% by weight, based on fibers, results. After spraying, it is carefully dried at 100 ° C.

Dann wird mit Hilfe einer mit Dispersionsfarbstoffen bedruckten Papierbahn das Vlies wie in Beispiel 1 beschrieben bedruckt, wodurch gleichzeitig das als Bindemittel fungierende Melaminharz auskondensiert wird, so daß man einen waschfesten Druck und Verbund auf dem Vlies erhält.Then, with the aid of a paper web printed with disperse dyes, the nonwoven is printed as described in Example 1, whereby the melamine resin which acts as a binder is condensed out at the same time, so that a wash-resistant print and composite are obtained on the nonwoven.

Claims (2)

1. Verfahren zur Vorbehandlung von Textilmaterial, das ganz oder teilweise aus Cellulosefasern besteht und das nach dem Thermotransferverfahren bedruckt wird, wobei man das Textilmaterial mit einer Lösung oder Dispersion imprägniert, die a) eine Verbindung der Formel I
Figure imgb0012
wobei R eine Gruppe der Formel Ra, Rb oder R
Figure imgb0013
Figure imgb0014
Figure imgb0015
R1 Wasserstoff oder C1-C4-Alkyl, R2 C1-C4-Alkyl, R3 Wasserstoff oder Methyl, n eine ganze Zahl von 1 bis 6, m eine ganze Zahl von 1 bis 10, X CH2 oder O und Y im Falle R=Ra oder Rb ein Sauerstoffatom und im Falle R=Rc ein Sauerstoffatom oder eine Iminogruppe (NH) bedeutet, b) ein Glyoxal- oder Melaminformaldehyd-Harz und c) einen Säurekatalysator enthält,und das Textilmaterial anschließend trocknet und einer Hitzebehandlung unterwirft.1. Process for the pretreatment of textile material which consists entirely or partially of cellulose fibers and which is printed by the thermal transfer process, the textile material being impregnated with a solution or dispersion which a) a compound of formula I.
Figure imgb0012
 where R is a group of the formula R a , R b or R
Figure imgb0013
Figure imgb0014
Figure imgb0015
 R 1 is hydrogen or C 1 -C 4 alkyl, R 2 C 1 -C 4 alkyl, R 3 is hydrogen or methyl, n is an integer from 1 to 6, m is an integer from 1 to 10, X CH 2 or O and Y in the case of R = R a or R b is an oxygen atom and in the case of R = R c is an oxygen atom or an imino group (NH), b) a glyoxal or melamine formaldehyde resin and c) contains an acid catalyst, and then drying the textile material and subjecting it to heat treatment. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß die Lösung oder Dispersion zusätzlich noch ein Polyglykol mittlerer Kettenlänge enthält.2. The method according to claim 1, characterized in that the solution or dispersion additionally contains a polyglycol of medium chain length.
EP79103382A 1978-09-22 1979-09-11 Process for pretreating cellulosic fibres to be printed according to the thermo-transfer process Withdrawn EP0009199A1 (en)

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DE2841239 1978-09-22
DE19782841239 DE2841239A1 (en) 1978-09-22 1978-09-22 METHOD FOR PRE-TREATING CELLULOSE FIBERS PRINTED BY THE THERMAL TRANSFER METHOD

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EP0580091A1 (en) * 1992-07-24 1994-01-26 Hoechst Aktiengesellschaft Process for the manufacturing of a modified fibrous material and process for dyeing this modified fibrous material with anionic dyestuffs
EP0638686A1 (en) * 1993-08-13 1995-02-15 Hoechst Aktiengesellschaft Process and use of reactive disperse dyestuffs for dyeing or printing aminated cotton and cotton/polyester mixed textile fibers

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US4505975A (en) * 1981-07-25 1985-03-19 Sony Corporation Thermal transfer printing method and printing paper therefor
CA1335329C (en) * 1988-09-06 1995-04-25 Donald C. Berghauser Color sublimation dye transfer from color video prints to ceramic mugs and the like
US20040121675A1 (en) * 2002-12-23 2004-06-24 Kimberly-Clark Worklwide, Inc. Treatment of substrates for improving ink adhesion to the substrates
US8236385B2 (en) * 2005-04-29 2012-08-07 Kimberly Clark Corporation Treatment of substrates for improving ink adhesion to the substrates

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DE2829299A1 (en) * 1977-07-08 1979-01-18 Ciba Geigy Ag Transfer-printing of cellulose fabrics - by pretreating with carboxylic acid amide or ammonium salt and drying before printing
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FR2296726A1 (en) * 1974-12-30 1976-07-30 Ciba Geigy Ag TRANSFER PRINTING PROCESS ON HYDROPHILIC FIBROUS MATERIALS OR MIXTURES OF HYDROPHILIC AND SYNTHETIC FIBROUS MATERIALS BY MEANS OF REACTIVE DISPERSED DYES OR SUBLIMABLE OPTICAL BRIGHTENERS

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DE2551410A1 (en) * 1975-11-15 1977-05-26 Hoechst Ag PROCESS FOR THE PRODUCTION OF TRANSFER PRINTS ON WHEN REGENERATED CELLULOSE FIBERS AND THEIR MIXTURES WITH POLYESTER FIBERS
DE2829299A1 (en) * 1977-07-08 1979-01-18 Ciba Geigy Ag Transfer-printing of cellulose fabrics - by pretreating with carboxylic acid amide or ammonium salt and drying before printing
DE2754653A1 (en) * 1977-12-08 1979-06-13 Schloss Holte Druck Epping & S Combined dyeing and printing of cellulose textiles - by transfer printing with disperse dyes after pretreatment with precondensate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0580091A1 (en) * 1992-07-24 1994-01-26 Hoechst Aktiengesellschaft Process for the manufacturing of a modified fibrous material and process for dyeing this modified fibrous material with anionic dyestuffs
US5601621A (en) * 1992-07-24 1997-02-11 Hoechst Aktiengesellschaft Process for the production of a fiber material and process for the dyeing of the modified fiber material with anionic textile dyes
EP0638686A1 (en) * 1993-08-13 1995-02-15 Hoechst Aktiengesellschaft Process and use of reactive disperse dyestuffs for dyeing or printing aminated cotton and cotton/polyester mixed textile fibers
US5498267A (en) * 1993-08-13 1996-03-12 Hoechst Ag Process and use of reactive disperse dyes for dyeing and printing aminated, textile cotton and cotton-polyester blend fabrics

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