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EP0440072A1 - Process for dyeing of blended fabrics of polyesters and natural fibre materials - Google Patents

Process for dyeing of blended fabrics of polyesters and natural fibre materials Download PDF

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Publication number
EP0440072A1
EP0440072A1 EP91100762A EP91100762A EP0440072A1 EP 0440072 A1 EP0440072 A1 EP 0440072A1 EP 91100762 A EP91100762 A EP 91100762A EP 91100762 A EP91100762 A EP 91100762A EP 0440072 A1 EP0440072 A1 EP 0440072A1
Authority
EP
European Patent Office
Prior art keywords
dye
dyeing
dyes
polyester
carbon atoms
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Withdrawn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
EP91100762A
Other languages
German (de)
French (fr)
Inventor
Ulrich Dr. Bühler
Klaus Hofmann
Margareta Boos
Reinhard Kühn
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.)
Sanofi Aventis Deutschland GmbH
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella AG
Cassella Farbwerke Mainkur 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 Cassella AG, Cassella Farbwerke Mainkur AG filed Critical Cassella AG
Publication of EP0440072A1 publication Critical patent/EP0440072A1/en
Withdrawn legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
    • D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk
    • 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
    • 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
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • polyester portion of the blended fabric with disperse dyes and the cellulose or wool portion with reactive, direct, developing, leuco vat ester, vat, and sulfur vats are usually used - or sulfur dyes dyed or printed.
  • Difficulties are encountered in the proportion of disperse dye which does not completely pass over to the polyester during dyeing, but remains on the cellulose or wool fiber and soils it, which has a negative effect on the brilliance of the dyeing and its fastness.
  • the dye remaining there has a different, cloudy shade than that dissolved in the polyester fiber. This is particularly noticeable with light or brilliant colors. Worsened due to its insufficient affinity for cellulose or wool fibers he also the wet, rub and light fastness of the coloring. This manifests itself, for example, in subsequent washing processes, for example the household washing of the consumer, by the fact that disperse dye bleeds out again and again and dyes other colored or even white accompanying fabrics. This is a particular problem with deep dyeings, for which dye excesses are used, with dyeings in which the cellulose or wool content is to remain undyed or with prints where there are differently colored or printed and unprinted areas.
  • the dyes of the general formula I are known in principle as dyes for the production of brilliant orange dyeings with a high level of fastness or as dyes which can be used as a strong yellow in dye mixtures for black, brown, olive and other shades and e.g. described in DP 1932806.
  • the dye of the formula I in which R is hydrogen and R 1 is methyl, is commercially available as CI Disperse Orange 151 and is used for dyeing polyester blended fabrics.
  • the dyes to be used according to the invention show a significantly lower degree of soiling of the proportion of natural fibers when dyeing polyester wool and in particular polyester-cellulose blended fabrics, e.g. C.I. Disperse Orange 151.
  • R preferably denotes ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms.
  • Such radicals are, for example, ethyl, 2-methoxyethyl, 2-ethoxethyl, 2-n-propoxyethyl, 2-i-propoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-n-propoxypropyl and 3-i-propoxypropyl.
  • R particularly preferably denotes ethyl or n-propyl which is 3-substituted by alkoxy having 1 to 3 carbon atoms.
  • a preferred R 1 is methyl.
  • R very particularly preferably denotes ethyl and R 1 is methyl.
  • the dyes of the general formula I are known and can be prepared by known processes.
  • the polyester portion of the polyester-cellulose or polyester-wool blended fabrics can be mixed with disperse dyes by the so-called pull-out process under HT conditions or at boiling temperature with the addition of a carrier.
  • the cellulose or wool portion of the blended fabrics can be mixed with reactive, direct, development , Vat, leuco vat nests, sulfur vat and sulfur or. be dyed with reactive and direct dyes from an aqueous liquor.
  • the dyes can also by the so-called continuous process by impregnating the fabric with an aqueous pad liquor containing these dyes, and then fixing these dyes on the fiber by thermosoling, steaming or a so-called Air passage can be applied to the fiber.
  • thermosoling steaming
  • Air passage can be applied to the fiber.
  • chemicals such as e.g. Alkali and reducing agents are applied.
  • the alkali fixes the reactive dye on the cellulose or wool fiber by means of a chemical reaction
  • the reducing agent converts the vat or sulfur vat dye into a form that is affinity for the cellulose fiber.
  • the disperse dye applied to the fabric by means of the printing paste is fixed in the polyester fiber by HT steam, compressed steam or dry heat.
  • the dyes to be used according to the invention are preferably printed and preferably dyed polyester-cellulose and in particular polyester-cotton blend.
  • the cellulose fraction is preferably colored with sulfur or vat dyes, but in particular with reactive dyes.
  • a particularly preferred method is that in which the polyester portion is dyed in the so-called thermosol process and the cellulose portion is dyed with reactive dye, the polyester portion in particular being dyed first.
  • the dyes of the general formula I can also be used in mixtures with one another and / or in combination with other disperse dyes in the process according to the invention.
  • the dyes or dye mixtures should be as finely divided as possible.
  • the fine distribution of the dyes is carried out in a manner known per se by slurrying the dye obtained in manufacture together with dispersants in a liquid medium, preferably in water, and subjecting the mixture to the action of shear forces, the dye particles originally present being mechanical are crushed to such an extent that an optimal specific surface is achieved and the sedimentation of the dye is as low as possible.
  • the particle sizes of the dyes are generally between 0.5 and 5 ⁇ m, preferably around 1 ⁇ m.
  • the dispersants used in the grinding process can be nonionic or anionic.
  • Nonionic dispersants are, for example, reaction products of alkylene oxides, such as, for example, ethylene or propylene oxide with alkylatable compounds, such as, for example, fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols and carboxamides.
  • Anionic dispersants are, for example, lignin sulfonates, alkyl or alkyl aryl sulfonates or alkyl aryl polyglycol ether sulfates.
  • the dye preparations thus obtained are said to be pourable for most applications.
  • the dye and dispersant content is therefore limited in these cases.
  • the dispersions are adjusted to a dye content of up to 50 percent by weight and a dispersant content of up to about 25%.
  • the dye content is usually not below 15 percent by weight.
  • the dispersions can also contain other auxiliaries, e.g. those that act as oxidizing agents, e.g. Sodium m-nitrobenzenesulfonate or fungicidal agents such as e.g. Sodium o-phenyl phenolate and sodium pentachlorophenolate.
  • auxiliaries e.g. those that act as oxidizing agents, e.g. Sodium m-nitrobenzenesulfonate or fungicidal agents such as e.g. Sodium o-phenyl phenolate and sodium pentachlorophenolate.
  • the dye dispersions obtained in this way can be used very advantageously to prepare printing pastes and dyeing liquors. They offer particular advantages e.g. in the continuous process, in which the dye concentration of the dye liquors must be kept constant by continuously feeding the dye into the running apparatus.
  • Powder settings are preferred for certain areas of application. These powders contain the dye or dye mixture, dispersants and other auxiliaries such as e.g. Wetting, oxidizing, preserving and dedusting agents.
  • a preferred production process for powdery dye preparations is that the liquid is removed from the liquid dye dispersions described above, for example by vacuum drying, freeze drying, by drying on drum dryers, but preferably by spray drying.
  • the required amounts of the dye settings which have been prepared according to the above information are diluted with the dyeing medium, preferably with water, to such an extent that a liquor ratio of 1: 5 to 1:50 results for the dyeing.
  • further dyeing aids such as dispersing, wetting and fixing aids, are generally added to the liquors.
  • the required amounts of the dye settings are used together with thickeners, e.g. Alkali alginates or the like, and optionally other additives such as e.g. Fixing accelerators, wetting agents and oxidizing agents, kneaded into printing pastes.
  • thickeners e.g. Alkali alginates or the like
  • additives e.g. Fixing accelerators, wetting agents and oxidizing agents, kneaded into printing pastes.
  • the dyes and dye mixtures are preferably used as liquid preparations in the process according to the invention.
  • the pre-dyed mixed fabric is then subjected to the dyeing conditions of a subsequent reactive dyeing, but without dye.
  • the blended fabric is padded at 25 ° C with a chemical bath that contains 240 g / liter table salt, 15g / liter soda, 11.3 g / liter 50% sodium hydroxide solution and 4 g / liter an oxidizing agent based on a benzenesulfonic acid derivative 90-100% liquid absorption squeezed and steamed at 102-105 ° C for 45 seconds.
  • the blended fabric is rinsed in hot water and dried.
  • the effect can be illustrated by removing the cotton portion of the blended fabric after dyeing with sulfuric acid.
  • the remaining polyester portion is colored much more brilliantly when using the dye to be used according to the invention than when using commercially available dyes.

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

Die vorliegende Erfindung betrifft ein Verfahren zum Färben und Bedrucken von Mischgeweben aus Polyester und natürlichen Fasermaterialien, dadurch gekennzeichnet, daß man zum Färben und Bedrucken des Polyester-Anteils der Mischgewebe einen oder mehrere Dispersionsfarbstoffe der allgemeinen Formel I <IMAGE> in der R: Methyl, Ethyl oder Alkyl mit 2 oder 3 C-Atomen, das durch Alkoxy mit 1 bis 3 C-Atomen substituiert ist und; R¹: Alkyl mit 1 bis 3 C-Atomen bedeuten, einsetzt.The present invention relates to a process for dyeing and printing mixed fabrics made of polyester and natural fiber materials, characterized in that for dyeing and printing the polyester portion of the mixed fabrics one or more disperse dyes of the general formula I <IMAGE> in which R: methyl, Ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms and; R¹: alkyl with 1 to 3 carbon atoms, is used.

Description

Gegenstand der Erfindung ist ein Verfahren zum Färben und Bedrucken von Mischgeweben aus Polyester und natürlichen Fasermaterialen, dadurch gekennzeichnet, daß man einen oder mehrere Dispersionsfarbstoffe der allgemeinen Formel I

Figure imgb0001

in der

R
Methyl, Ethyl oder Alkyl mit 2 oder 3 C-Atomen, das durch Alkoxy mit 1 bis 3 C-Atomen substituiert ist und
R¹
Alkyl mit 1 bis 3 C-Atomen bedeuten, einsetzt.
The invention relates to a process for dyeing and printing mixed fabrics made of polyester and natural fiber materials, characterized in that one or more disperse dyes of the general formula I
Figure imgb0001
in the
R
Methyl, ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms and
R¹
Mean alkyl with 1 to 3 carbon atoms.

Beim Färben und Bedrucken von Polyester-Cellulose- bzw. Polyester-Woll-Mischgeweben wird in der Regel der Polyesteranteil des Mischgewebes mit Dispersionsfarbstoffen und der Cellulose- bzw. Wollanteil mit Reaktiv-, Direkt-, Entwicklungs-, Leukoküpenester-, Küpen-, Schwefelküpen- oder Schwefelfarbstoffen gefärbt oder bedruckt.When dyeing and printing polyester-cellulose or polyester-wool blended fabrics, the polyester portion of the blended fabric with disperse dyes and the cellulose or wool portion with reactive, direct, developing, leuco vat ester, vat, and sulfur vats are usually used - or sulfur dyes dyed or printed.

Schwierigkeiten bereitet dabei der Anteil an Dispersionsfarbstoff, der beim Färben des Polyesteranteils nicht vollständig auf diesen übergeht, sondern auf der Cellulose-oder Wollfaser verbleibt und diese anschmutzt, was sich negativ auf die Brillanz der Färbung und ihre Echtheiten auswirkt. Der dort verbleibende Farbstoff hat eine andere, trübere Nuance als der in der Polyesterfaser gelöste. Dies macht sich insbesondere bei hellen oder brillanten Färbungen negativ bemerkbar. Aufgrund seiner ungenügenden Affinität zur Cellulose- oder Wollfaser verschlechtert er auch die Naß-, Reib- und Lichtechtheiten der Färbung. Dies äußert sich z.B. bei nachfolgenden Waschprozessen, z.B. der Haushaltswäsche des Verbrauchers, dadurch, daß immer wieder Dispersionsfarbstoff ausblutet und andersfarbige oder gar weiße Begleitgewebe anfärbt. Ein besonderes Problem ist dies bei tiefen Färbungen, zu deren Erzielung Farbstoffüberschüsse eingesetzt werden, bei Färbungen, bei denen der Cellulose- bzw. Wollanteil ungefärbt bleiben soll oder bei Drucken, wo es verschiedenfarbig bedruckte oder aber bedruckte und unbedruckte Stellen gibt.Difficulties are encountered in the proportion of disperse dye which does not completely pass over to the polyester during dyeing, but remains on the cellulose or wool fiber and soils it, which has a negative effect on the brilliance of the dyeing and its fastness. The dye remaining there has a different, cloudy shade than that dissolved in the polyester fiber. This is particularly noticeable with light or brilliant colors. Worsened due to its insufficient affinity for cellulose or wool fibers he also the wet, rub and light fastness of the coloring. This manifests itself, for example, in subsequent washing processes, for example the household washing of the consumer, by the fact that disperse dye bleeds out again and again and dyes other colored or even white accompanying fabrics. This is a particular problem with deep dyeings, for which dye excesses are used, with dyeings in which the cellulose or wool content is to remain undyed or with prints where there are differently colored or printed and unprinted areas.

Diesem Problem wirkt man i.a. durch Nachwaschen der Färbung entgegen, bei dem die anschmutzenden Partikel vom Gewebe entfernt werden. Dieser Waschprozeß ist zeit-und kostenaufwendig. Da das Nachwaschen der Färbung bei Temperaturen in der Nähe der Färbetemperatur durchgeführt wird, kann dabei in die Waschflotte gelangter Dispersionsfarbstoff den Polyesteranteil irreversibel anschmutzen. Wird die Nachreinigung reduktiv oder oxidativ durchgeführt oder erfolgt die Färbung des Celluloseanteils in reduktivem Milieu, wird der anschmutzende Dispersionsfarbstoff zerstört, und es können Spaltprodukte entstehen, die ihrerseits wieder anschmutzen.This problem is generally addressed by washing the stain to remove the soiling particles from the tissue. This washing process is time-consuming and costly. Since the washing of the dyeing is carried out at temperatures close to the dyeing temperature, disperse dye which has entered the washing liquor can irreversibly soil the polyester content. If the post-cleaning is carried out reductively or oxidatively or if the cellulose content is colored in a reductive environment, the soiling disperse dye is destroyed and fission products can form which in turn become soiled.

Als Farbstoffe zur Herstellung von brillanten Orange-Färbungen mit hohem Echtheitsniveau bzw. als Farbstoffe, die als farbstarke Gilbe in Farbstoffmischungen für Schwarz-, Braun-, Oliv- und andere Nuancen eingesetzt werden können, sind die Farbstoffe der allgemeinen Formel I prinzipiell bekannt und z.B. in DP 1932806 beschrieben.The dyes of the general formula I are known in principle as dyes for the production of brilliant orange dyeings with a high level of fastness or as dyes which can be used as a strong yellow in dye mixtures for black, brown, olive and other shades and e.g. described in DP 1932806.

Der Farbstoff der Formel I, in der R für Wasserstoff und R¹ für Methyl steht, ist als C.I. Disperse Orange 151 im Handel und wird zum Färben von Polyester-Mischgewebe eingesetzt.The dye of the formula I, in which R is hydrogen and R 1 is methyl, is commercially available as CI Disperse Orange 151 and is used for dyeing polyester blended fabrics.

Es wurde nun überraschenderweise gefunden, daß die erfindungsgemäß einzusetzenden Farbstoffe beim Färben von Polyester-Wolle und insbesondere Polyester-Cellulose-Mischgewebe eine deutlich geringere Anschmutzung des Anteils der natürlichen Faser zeigen als z.B. C.I. Disperse Orange 151.It has now surprisingly been found that the dyes to be used according to the invention show a significantly lower degree of soiling of the proportion of natural fibers when dyeing polyester wool and in particular polyester-cellulose blended fabrics, e.g. C.I. Disperse Orange 151.

In der allgemeinen Formel I bedeutet R bevorzugt Ethyl oder Alkyl mit 2 oder 3 C-Atomen, das durch Alkoxy mit 1 bis 3 C-Atomen substituiert ist. Solche Reste sind beispielsweise Ethyl, 2-Methoxyethyl, 2-Ethoxethyl, 2-n-Propoxyethyl, 2-i-Propoxyethyl, 3-Methoxypropyl, 3-Ethoxypropyl, 3-n-Propoxypropyl und 3-i-Propoxypropyl.In the general formula I, R preferably denotes ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms. Such radicals are, for example, ethyl, 2-methoxyethyl, 2-ethoxethyl, 2-n-propoxyethyl, 2-i-propoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-n-propoxypropyl and 3-i-propoxypropyl.

Besonders bevorzugt bedeutet R Ethyl oder durch Alkoxy mit 1 bis 3 C-Atomen 3-substituiertes n-Propyl.R particularly preferably denotes ethyl or n-propyl which is 3-substituted by alkoxy having 1 to 3 carbon atoms.

Ein bevorzugter Rest R¹ ist Methyl.A preferred R 1 is methyl.

Ganz besonders bevorzugt bedeuten R Ethyl und R¹ Methyl. Die Farbstoffe der allgemeinen Formel I sind bekannt und können nach bekannten Verfahren hergestellt werden. Der Polyester-Anteil der Polyester-Cellulose- bzw. Polyester-Wolle-Mischgewebe kann mit Dispersionsfarbstoffen nach dem sogenannten Ausziehverfahren unter HT-Bedingungen oder bei Kochtemperatur unter Carrierzusatz, der Cellulose-oder Wollanteil der Mischgewebe kann mit Reaktiv-, Direkt-, Entwicklungs-, Küpen-, Leukoküpenester-, Schwefelküpen-und Schwefel-bzw. mit Reaktiv-und Direktfarbstoffen aus wässriger Flotte gefärbt werden. Die Farbstoffe können jedoch auch nach dem sogenannten Kontinueverfahren durch Imprägnieren des Gewebes mit einer wässrigen Klotzflotte, die diese Farbstoffe enthält, und anschließendes Fixieren dieser Farbstoffe auf der Faser durch Thermosolieren, Dämpfen oder einen sogenannten Luftgang auf die Faser aufgebracht werden. Dabei ist es prinzipiell möglich, die Farbstoffe für den Polyesteranteil und für den Cellulose- bzw. Wollanteil gemeinsam oder aber getrennt zu klotzen.R very particularly preferably denotes ethyl and R 1 is methyl. The dyes of the general formula I are known and can be prepared by known processes. The polyester portion of the polyester-cellulose or polyester-wool blended fabrics can be mixed with disperse dyes by the so-called pull-out process under HT conditions or at boiling temperature with the addition of a carrier. The cellulose or wool portion of the blended fabrics can be mixed with reactive, direct, development , Vat, leuco vat nests, sulfur vat and sulfur or. be dyed with reactive and direct dyes from an aqueous liquor. However, the dyes can also by the so-called continuous process by impregnating the fabric with an aqueous pad liquor containing these dyes, and then fixing these dyes on the fiber by thermosoling, steaming or a so-called Air passage can be applied to the fiber. In principle, it is possible to block the dyes for the polyester portion and for the cellulose or wool portion together or separately.

Mit einer separaten Klotzflotte können während des Färbens auf das Gewebe Chemikalien wie z.B. Alkali- und Reduktionsmittel aufgebracht werden. Durch eine chemische Reaktion fixiert das Alkali den Reaktivfarbstoff auf der Cellulose- oder Wollfaser, das Reduktionsmittel überführt den Küpen- bzw. Schwefelküpenfarbstoff in eine zur Cellulosefaser affinen Form.With a separate padding liquor, chemicals such as e.g. Alkali and reducing agents are applied. The alkali fixes the reactive dye on the cellulose or wool fiber by means of a chemical reaction, the reducing agent converts the vat or sulfur vat dye into a form that is affinity for the cellulose fiber.

Bei Bedrucken des Mischgewebes wird der mittels der Druckpaste auf das Gewebe aufgebrachte Dispersionsfarbstoff in der Polyesterfaser durch HT-Dampf, Druckdampf oder Trockenhitze fixiert.When printing on the mixed fabric, the disperse dye applied to the fabric by means of the printing paste is fixed in the polyester fiber by HT steam, compressed steam or dry heat.

Prinzipiell ist es möglich, den Polyesteranteil und anschließend den Cellulose- bzw. Wollanteil zu färben. Es kann jedoch auch umgekehrt zuerst der Cellulose- bzw. Wollanteil und erst dann der Polyesteranteil gefärbt werden.In principle, it is possible to dye the polyester component and then the cellulose or wool component. Conversely, it is also possible to dye the cellulose or wool component first and only then the polyester component.

Weiterhin gibt es Färbeverfahren, bei denen ein- oder zweibadig bzw. ein- oder zweistufig gefärbt wird. Ausführliche Angaben zu den Einzelheiten finden sich z.B. in Melliand Textilberichte 61, 261 (1980); Melliand Textilberichte 64, 290, 357 (1983) sowie Chemiefasern/Textilindustrie 1974, 756.There are also dyeing processes in which dyeing is carried out in one or two baths or in one or two stages. Detailed information on the details can be found, for example, in Melliand Textile Reports 61 , 261 (1980); Melliand Textile Reports 64 , 290, 357 (1983) and man-made fibers / textile industry 1974 , 756.

Mit den erfindungsgemäß einzusetzenden Farbstoffen werden bevorzugt Polyester-Cellulose und insbesondere Polyester-Baumwoll-Mischgewebe bedruckt und vorzugsweise gefärbt.The dyes to be used according to the invention are preferably printed and preferably dyed polyester-cellulose and in particular polyester-cotton blend.

Bevorzugt wird der Celluloseanteil mit Schwefel- oder Küpenfarbstoffen, insbesondere jedoch mit Reaktivfarbstoffen, gefärbt. Ein besonders bevorzugtes Verfahren ist dabei dasjenige, bei dem der Polyesteranteil im sogenannten Thermosolverfahren und der Celluloseanteil mit Reaktivfarbstoff gefärbt wird, wobei man insbesondere den Polyesteranteil zuerst färbt.The cellulose fraction is preferably colored with sulfur or vat dyes, but in particular with reactive dyes. A particularly preferred method is that in which the polyester portion is dyed in the so-called thermosol process and the cellulose portion is dyed with reactive dye, the polyester portion in particular being dyed first.

Die Farbstoffe der allgemeinen Formel I können auch in Mischungen untereinander und/oder in Kombination mit anderen Dispersionsfarbstoffen in das erfindungsgemäße Verfahren eingesetzt werden.The dyes of the general formula I can also be used in mixtures with one another and / or in combination with other disperse dyes in the process according to the invention.

In den bei obigen Applikationen eingesetzten Färbeflotten und Druckpasten sollen die Farbstoffe oder Farbstoffmischungen in möglichst feiner Verteilung vorliegen.In the dye liquors and printing pastes used in the above applications, the dyes or dye mixtures should be as finely divided as possible.

Die Feinverteilung der Farbstoffe erfolgt in an sich bekannter Weise dadurch, daß man den in der Fabrikation anfallenden Farbstoff zusammen mit Dispergiermitteln in einem flüssigen Medium, vorzugsweise in Wasser, aufschlämmt und die Mischung der Einwirkung von Scherkräften aussetzt, wobei die ursprünglich vorhandenen Farbstoff-Teilchen mechanisch so weit zerkleinert werden, daß eine optimale spezifische Oberfläche erreicht wird und die Sedimentation des Farbstoffs möglichst gering ist. Die Teilchengrößen der Farbstoffe liegt im allgemeinen zwischen 0,5 und 5 µm, vorzugsweise bei etwa 1 µm.The fine distribution of the dyes is carried out in a manner known per se by slurrying the dye obtained in manufacture together with dispersants in a liquid medium, preferably in water, and subjecting the mixture to the action of shear forces, the dye particles originally present being mechanical are crushed to such an extent that an optimal specific surface is achieved and the sedimentation of the dye is as low as possible. The particle sizes of the dyes are generally between 0.5 and 5 μm, preferably around 1 μm.

Die bei dem Mahlvorgang mitverwendeten Dispergiermittel können nichtionogen oder anionaktiv sein. Nichtionogene Dispergiermittel sind z.B. Umsetzungsprodukte von Alkylenoxiden, wie z.B. Ethylen- oder Propylenoxid mit alkylierbaren Verbindungen, wie z.B. Fettalkoholen, Fettaminen, Fettsäuren, Phenolen, Alkylphenolen und Carbonsäureamiden. Anionaktive Dispergiermittel sind beispielsweise Ligninsulfonate, Alkyl- oder Alkylarylsulfonate oder Alkyl-aryl-polyglykolethersulfate.The dispersants used in the grinding process can be nonionic or anionic. Nonionic dispersants are, for example, reaction products of alkylene oxides, such as, for example, ethylene or propylene oxide with alkylatable compounds, such as, for example, fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols and carboxamides. Anionic dispersants are, for example, lignin sulfonates, alkyl or alkyl aryl sulfonates or alkyl aryl polyglycol ether sulfates.

Die so erhaltenen Farbstoffzubereitungen sollen für die meisten Anwendungsweisen gießbar sein. Der Farbstoff- und Dispergiermittelgehalt ist daher in diesen Fällen limitiert. Im allgemeinen werden die Dispersionen auf einen Farbstoffgehalt bis zu 50 Gewichtsprozent und einen Dispergiermittelgehalt bis zu etwa 25 % eingestellt. Aus ökonomischen Gründen werden Farbstoffgehalte von 15 Gewichtsprozent meist nicht unterschritten.The dye preparations thus obtained are said to be pourable for most applications. The dye and dispersant content is therefore limited in these cases. In general, the dispersions are adjusted to a dye content of up to 50 percent by weight and a dispersant content of up to about 25%. For economic reasons, the dye content is usually not below 15 percent by weight.

Die Dispersionen können auch noch weitere Hilfsmittel enthalten, z.B. solche, die als Oxidationsmittel wirken, wie z.B. Natrium-m-nitrobenzolsulfonat oder fungicide Mittel, wie z.B. Natrium-o-phenyl-phenolat und Natriumpentachlorphenolat.The dispersions can also contain other auxiliaries, e.g. those that act as oxidizing agents, e.g. Sodium m-nitrobenzenesulfonate or fungicidal agents such as e.g. Sodium o-phenyl phenolate and sodium pentachlorophenolate.

Die so erhaltenen Farbstoffdispersionen können sehr vorteilhaft zum Ansatz von Druckpasten und Färbeflotten verwendet werden. Besondere Vorteile bieten sie z.B. bei den Kontinue-Verfahren, bei denen durch kontinuierliche Farbstoff-Einspeisung in die laufende Apparatur die Farbstoffkonzentration der Färbeflotten konstant gehalten werden muß.The dye dispersions obtained in this way can be used very advantageously to prepare printing pastes and dyeing liquors. They offer particular advantages e.g. in the continuous process, in which the dye concentration of the dye liquors must be kept constant by continuously feeding the dye into the running apparatus.

Für gewisse Anwendungsbereiche werden Pulvereinstellungen bevorzugt. Diese Pulver enthalten den Farbstoff oder das Farbstoffgemisch, Dispergiermittel und andere Hilfsmittel, wie z.B. Netz-, Oxydations-, Konservierungs- und Entstaubungsmittel.Powder settings are preferred for certain areas of application. These powders contain the dye or dye mixture, dispersants and other auxiliaries such as e.g. Wetting, oxidizing, preserving and dedusting agents.

Ein bevorzugtes Herstellungsverfahren für pulverförmige Farbstoffzubereitungen besteht darin, daß den oben beschriebenen flüssigen Farbstoffdispersionen die Flüssigkeit entzogen wird, z.B. durch Vakuumtrocknung, Gefriertrocknung, durch Trocknung auf Walzentrocknern, vorzugsweise aber durch Sprühtrocknung.A preferred production process for powdery dye preparations is that the liquid is removed from the liquid dye dispersions described above, for example by vacuum drying, freeze drying, by drying on drum dryers, but preferably by spray drying.

Zur Herstellung der Färbeflotten werden die erforderlichen Mengen der Farbstoffeinstellungen, die gemäß den obigen Angaben hergestellt wurden, mit dem Färbemedium, vorzugsweise mit Wasser, so weit verdünnt, daß sich für die Färbung ein Flottenverhältnis von 1:5 bis 1:50 ergibt. Zusätzlich werden den Flotten im allgemeinen weitere Färbereihilfsmittel, wie Dispergier-, Netz- und Fixierhilfsmittel zugesetzt.To produce the dyeing liquors, the required amounts of the dye settings which have been prepared according to the above information are diluted with the dyeing medium, preferably with water, to such an extent that a liquor ratio of 1: 5 to 1:50 results for the dyeing. In addition, further dyeing aids, such as dispersing, wetting and fixing aids, are generally added to the liquors.

Soll der Farbstoff oder die Farbstoffmischung für den Textildruck herangezogen werden, so werden die erforderlichen Mengen der Farbstoffeinstellungen zusammen mit Verdickungsmitteln, wie z.B. Alkali-Alginaten oder dergleichen, und gegebenenfalls weiteren Zusätzen, wie z.B. Fixierbeschleunigern, Netzmitteln und Oxydationsmitteln, zu Druckpasten verknetet.If the dye or dye mixture is to be used for textile printing, the required amounts of the dye settings are used together with thickeners, e.g. Alkali alginates or the like, and optionally other additives such as e.g. Fixing accelerators, wetting agents and oxidizing agents, kneaded into printing pastes.

Bevorzugt werden bei dem erfindungsgemäßen Verfahren die Farbstoffe und Farbstoffmischungen als flüssige Präparationen eingesetzt.The dyes and dye mixtures are preferably used as liquid preparations in the process according to the invention.

Zur Verdeutlichung des Erfindungsgedankens sind nachfolgend einige Färbebeispiele aufgeführt.To illustrate the concept of the invention, some coloring examples are listed below.

Beispiel 1example 1

30 g einer Flüssigpräparation, die 25% Reinfarbstoff der allgemeinen Formel I, in der R für Ethyl und R¹ für Methyl steht, enthalten, werden zusammen mit 15 g eines handelsüblichen Antimigrationsmittels und 2 g Mononatriumphosphat so in eine Klotzflotte eingerührt, daß deren Endvolumen 1 Liter beträgt. Mit dieser Klotzflotte wird ein 65 : 35 Polyester/Baumwoll-Mischgewebe bei 25°C imprägniert, auf ca. 65% Flüssigkeitsaufnahme abgequetscht, im Infrarot-Trockner 30 sec. vorgetrocknet, 60 sec. bei 110°C getrocknt und der Dispersionsfarbstoff bei 210°C während 60 sec. in der Polyesterfaser fixiert.30 g of a liquid preparation containing 25% pure dye of the general formula I, in which R is ethyl and R¹ is methyl, are stirred together with 15 g of a commercially available antimigration agent and 2 g of monosodium phosphate in a padding liquor such that their final volume is 1 liter is. A 65:35 polyester / cotton blend fabric is impregnated with this padding liquor at 25 ° C, squeezed off to approx. 65% liquid absorption, predried in the infrared dryer for 30 seconds, dried for 60 seconds at 110 ° C and the disperse dye at 210 ° C fixed in the polyester fiber for 60 sec.

Anschließend wird das vorgefärbte Mischgewebe den Färbebedingungen einer nachfolgenden Reaktivfärbung, allerdings ohne Farbstoff, unterworfen. Dazu wird das Mischgewebe bei 25°C mit einem Chemikalienbad, das 240 g/ Liter Kochsalz, 15g/Liter Soda, 11,3 g/Liter einer 50%igen Natronlauge und 4 g/Liter eines Oxidationsmittels auf Basis Benzolsulfonsäure-Derivat geklotzt, auf 90-100 % Flüssigkeitsaufnahme abgequetscht und 45 sec. bei 102-105°C gedämpft. Zuletzt wird das Mischgewebe in heißem Wasser gespült und getrocknet.The pre-dyed mixed fabric is then subjected to the dyeing conditions of a subsequent reactive dyeing, but without dye. For this purpose, the blended fabric is padded at 25 ° C with a chemical bath that contains 240 g / liter table salt, 15g / liter soda, 11.3 g / liter 50% sodium hydroxide solution and 4 g / liter an oxidizing agent based on a benzenesulfonic acid derivative 90-100% liquid absorption squeezed and steamed at 102-105 ° C for 45 seconds. Finally, the blended fabric is rinsed in hot water and dried.

Eine Vergleichsfärbung, bei der der Farbstoff der allgemeinen Formel I, in der R für Ethyl und R¹ für Methyl steht, durch den Farbstoff der allgemeinen Formel I, in der R für Wasserstoff und R¹ für Methyl steht, ersetzt wird, fällt deutlich trüber aus.A comparative dyeing in which the dye of the general formula I, in which R is ethyl and R¹ is methyl, is replaced by the dye of the general formula I, in which R is hydrogen and R¹ is methyl, is clearly cloudy.

Der Effekt kann verdeutlicht werden dadurch, daß man den Baumwollanteil des Mischgewebes nach der Färbung mit Schwefelsäure herauslöst. Der verbleibende Polyesteranteil ist bei Verwendung des erfindungsgemäß einzusetzenden Farbstoffs deutlich brillanter gefärbt als bei Verwendung handelsüblicher Farbstoffe.The effect can be illustrated by removing the cotton portion of the blended fabric after dyeing with sulfuric acid. The remaining polyester portion is colored much more brilliantly when using the dye to be used according to the invention than when using commercially available dyes.

Wird reine Baumwolle, z.B. Baumwoll-Popeline, wie oben beschrieben mit der Klotzflotte imprägniert, fixiert und nachbehandelt, so ist das Substrat bei Verwendung handelsüblicher Farbstoffe orange angeschmutzt, bei Verwendung der erfindungsgemäß einzusetzenden dagegen ist sie rein weiß.If pure cotton, e.g. Cotton poplin, as described above, impregnated with the padding liquor, fixed and aftertreated, the substrate is soiled orange when using commercially available dyes, but when using the dyes to be used according to the invention it is purely white.

Wird der in Beispiel 1 eingesetzte Farbstoff ersetzt durch einen oder mehrere der in der nachfolgenden Tabelle aufgeführten, erhält man ähnlich gute Ergebnisse.

Figure imgb0002
If the dye used in Example 1 is replaced by one or more of those listed in the table below, similarly good results are obtained.
Figure imgb0002

Claims (8)

Verfahren zum Färben und Bedrucken von Mischgeweben aus Polyester und natürlichen Fasermaterialen, dadurch gekennzeichnet, daß man einen oder mehrere Dispersionsfarbstoffe der allgemeinen Formel I
Figure imgb0003
 in der R    Methyl, Ethyl oder Alkyl mit 2 oder 3 C-Atomen, das durch Alkoxy mit 1 bis 3 C-Atomen substituiert ist und R¹    Alkyl mit 1 bis 3 C-Atomen bedeuten, einsetzt. Process for dyeing and printing mixed fabrics made of polyester and natural fiber materials, characterized in that one or more disperse dyes of the general formula I
Figure imgb0003
 in the R is methyl, ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms and R¹ is alkyl with 1 to 3 carbon atoms. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß R¹ Methyl bedeutet.A method according to claim 1, characterized in that R¹ is methyl. Verfahren gemäß Anspruch 1 und/oder 2, dadurch gekennzeichnet, daß R Ethyl oder Alkyl mit 2 oder 3 C-Atomen das durch Alkoxy mit 1 bis 3 C-Atomen substituiert ist, bedeutet.A method according to claim 1 and / or 2, characterized in that R is ethyl or alkyl having 2 or 3 carbon atoms which is substituted by alkoxy having 1 to 3 carbon atoms. Verfahren gemäß einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß R Ethyl oder durch Alkoxy mit 1 bis 3 C-Atomen 3-substituiertes n-Propyl bedeutet.Process according to one or more of claims 1 to 3, characterized in that R is ethyl or n-propyl which is 3-substituted by alkoxy having 1 to 3 C atoms. Verfahren gemäß einem oder mehreren der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß R Ethyl und R¹ Methyl bedeuten.Process according to one or more of claims 1 to 4, characterized in that R is ethyl and R¹ is methyl. Verfahren gemäß einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß man den Polyester-Anteil des Mischgewebes nach dem Thermosol-Verfahren färbt und danach den Cellulose-Anteil mit Reaktivfarbstoffen färbt.Method according to one or more of claims 1 to 5, characterized in that the polyester portion of the mixed fabric is dyed by the thermosol method and then the cellulose portion is dyed with reactive dyes. Verfahren gemäß einem oder mehreren der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß man die Farbstoffe in flüssiger Präparation einsetzt.Process according to one or more of claims 1 to 6, characterized in that the dyes are used in liquid preparation. Verfahren gemäß einem oder mehreren der Ansrpüche 1 bis 7, dadurch gekennzeichnet, daß man die Farbstoffe der allgemeinen Formel I in Kombination mit anderen Dispersionsfarbstoffen einsetzt.Process according to one or more of Claims 1 to 7, characterized in that the dyes of the general formula I are used in combination with other disperse dyes.
EP91100762A 1990-01-29 1991-01-22 Process for dyeing of blended fabrics of polyesters and natural fibre materials Withdrawn EP0440072A1 (en)

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EP0776948A1 (en) 1995-11-22 1997-06-04 Ciba SC Holding AG Mixtures of pyridone monoazo dyestuffs
EP2754698A1 (en) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH High wet-fast disperse dye mixtures
EP2754697A1 (en) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH High wet-fast disperse dye mixtures
EP2754696A1 (en) 2013-01-15 2014-07-16 DyStar Colours Distribution GmbH AOX-free navy and black disperse dye mixtures
WO2014108358A1 (en) 2013-01-14 2014-07-17 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures
EP3715423A1 (en) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH High wet fast disperse dye mixtures of n-[4-(5-fluoro-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and n-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
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EP0441166A3 (en) * 1990-02-09 1992-01-08 Cassella Aktiengesellschaft Process for the preparation of finished, thermomigrating dyeings
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US9534118B2 (en) 2013-01-14 2017-01-03 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures
EP2754697A1 (en) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH High wet-fast disperse dye mixtures
WO2014108358A1 (en) 2013-01-14 2014-07-17 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures
US9493657B2 (en) 2013-01-14 2016-11-15 Dystar Colours Distribution Gmbh AOX-free navy and black disperse dyes
EP2754698A1 (en) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH High wet-fast disperse dye mixtures
EP3421550A1 (en) 2013-01-14 2019-01-02 DyStar Colours Distribution GmbH High wet fast disperse dye mixtures
EP2754696A1 (en) 2013-01-15 2014-07-16 DyStar Colours Distribution GmbH AOX-free navy and black disperse dye mixtures
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EP3715424A1 (en) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH High wet fast disperse dye mixtures of n-[4-(5-thiocyanato-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and n-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
WO2020193160A1 (en) 2019-03-27 2020-10-01 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures of n-[4-(5-thiocyanato-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and n-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
WO2020193159A1 (en) 2019-03-27 2020-10-01 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures of n-[4-(5-fluoro-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and n-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
US11479672B2 (en) 2019-03-27 2022-10-25 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures of N-[4-(5-thiocyanato-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and N-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
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