EP0359039A2 - Process for the wash-and-wear finishing of textiles - Google Patents

Process for the wash-and-wear finishing of textiles Download PDF

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Publication number
EP0359039A2
EP0359039A2 EP89116059A EP89116059A EP0359039A2 EP 0359039 A2 EP0359039 A2 EP 0359039A2 EP 89116059 A EP89116059 A EP 89116059A EP 89116059 A EP89116059 A EP 89116059A EP 0359039 A2 EP0359039 A2 EP 0359039A2
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EP
European Patent Office
Prior art keywords
finishing
textile materials
alkyl
wash
catalyst
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EP89116059A
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German (de)
French (fr)
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EP0359039A3 (en
Inventor
Matthias Dr. Kummer
Toni Simenc
Werner Dr. Streit
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BASF SE
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BASF SE
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D06M15/45—Use of special catalysts

Definitions

  • the object of the invention is to provide a method for easy care of textile materials consisting of cellulose fibers or containing cellulose fibers in a mixture with other fibers using formaldehyde-free finishing agents, in which one achieves finishing effects while maintaining high degrees of whiteness finished textile goods can be compared with the effects of formaldehyde-containing finishing agents in relation to the shrink and crease resistance behavior.
  • Textile materials are understood to mean, for example, fabrics, knitted fabrics, knitted fabrics, yarns and fibers in all processing stages.
  • the textile materials either consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers, e.g. in a mixture with polyester fibers, polyamide fibers such as nylon, wool and polyacrylonitrile fibers.
  • the textile materials are impregnated with an aqueous liquor which contains an finishing agent and a catalyst for crosslinking the finishing agent.
  • a procedure is also possible in which the textile materials are first impregnated with an aqueous liquor which only contains the finishing agent and the catalyst is then applied to the fabric in a separate process step.
  • the mode of operation is preferred in which the finishing agent and catalyst are applied to the textile material in solution in a liquor.
  • Compounds of this type can be obtained, for example, by the process known from EP-PS 00 36 076. Accordingly, they are obtained by condensing compounds such as N, N'-dimethylurea, N-methylurea, N, N'-diethylurea, N-ethylurea, Nn-propylurea, N-isopropylurea, N, N-di-n-propylurea, N, N'-di-isopropylurea with glyoxal in the acidic pH range.
  • the molar ratio of the substituted ureas to glyoxal is 1 to 1.1 to 1.
  • the compound of formula I is preferably used as the finishing agent in which the substituents R1 and R2 are a methyl group and the substituents R3 and R4 are each hydrogen, ie N, N '-Dimethyl-4,5-dihydroxyethylene urea.
  • the concentration of the compounds of the formula I in the finishing liquor is 20 to 100, preferably 30 to 60 g / l.
  • the equipment fleet contains as another essential component (b) zinc fluoroborate or mixtures of zinc fluoroborate with other catalysts customary in high refinement, such as magnesium chloride, magnesium hydrogen phosphate, magnesium fluoroborate, aluminum chloride, aluminum sulfate, zinc nitrate or zinc chloride.
  • the finishing liquor contains, based on the finishing agents of formula I dissolved therein, 4 to 14 and preferably 8 to 14% by weight of zinc fluoroborate or the mixtures of zinc fluoroborate in question with the other catalysts customarily used in high refinement.
  • the amount of zinc fluoroborate in all mixtures should be chosen so that at least 50% by weight of zinc fluoroborate, based on the finishing agent (a), is used.
  • the catalyst mixtures those of zinc and magnesium fluoroborate are of particular interest.
  • the other catalysts for high refinement which can optionally be used together with zinc fluoroborate are used in amounts of 0 to 8% by weight, based on the finishing agent (a).
  • the equipment fleet contains at least one compound of the formulas as a further component (c)
  • the compounds of formulas II and III can be used either alone or in a mixture. They are contained in the equipment fleet in amounts of 0.01 to 1.0, preferably 0.05 to 0.5% by weight, based on the fleet.
  • the finishing liquor may optionally also contain other customary auxiliaries, for example water repellents, plasticizers, leveling agents, wetting agents and finishing agents and handle variators.
  • Hydrophobing agents are, for example, aluminum or zirconium-containing paraffin wax emulsions and silicone-containing preparations. Oxygenation products of higher fatty acids, fatty alcohols or fatty acid amides, higher molecular weight polyglycol ethers, higher fatty acids, fatty alcohol sulfonates and N-stearylurea compounds may be mentioned as plasticizers.
  • Leveling agents can be used water-soluble salts of acidic esters of polybasic acids with ethylene oxide or propylene oxide adducts, longer-chain oxyalkylatable basic bases.
  • Wetting agents are, for example, alkylnaphthalenesulfonic acids, the alkali metal salts of sulfonated succinic acid dioctyl ester and the addition products of alkylene oxides with fatty alcohols, alkylphenols or fatty amines.
  • Cellulose ethers or esters and alginates are suitable as finishing agents.
  • Dispersions of synthetic polymers and polycondensates are also suitable for this purpose; the auxiliaries which may be considered are generally used in amounts of 0.3 to 4, preferably 1 to 2.5,% by weight, based on the dry textile material.
  • Suitable handle variators for the process according to the invention are very well silicone softeners, preferably amino-functional polydimethylsiloxanes with a content of 0.2 to 5.0 percent by weight of amine, based on the remaining polydimethylsiloxane. This not only gives the finished goods a very soft feel, but also their wrinkling behavior is positively influenced.
  • the textile materials are impregnated with finishing liquors of the type described above.
  • the only essential for the success of the method according to the invention is the fact that the constituents specified under (a), (b) and (c) are applied to the textile material.
  • the easiest way to meet this requirement is to dissolve the three components mentioned in an aqueous liquor and apply them to the textile material.
  • each component can also be dissolved in an aqueous liquor and applied to the textile material.
  • the easiest way to treat the textile material with the aqueous liquor is by means of a padder and pressing off the excess liquor.
  • the fleet recordings are in the range of 50 to 120%.
  • it is also possible to treat the textile materials with components (a) to (c) by spraying, splashing or foam application.
  • the impregnated textile materials are dried and then fixed, in which the textile material is briefly heated to temperatures in the range from 140 to 180.degree.
  • the finishing agents are cross-linked with the cellulose fibers and with each other.
  • the fixing takes about 20 seconds to 7 minutes, preferably 40 to 280 seconds. The higher the temperature when fixing, the shorter the dwell time at the temperature used in each case.
  • the following examples and comparative examples illustrate the degree of easy care equipment based on the following characteristics. Dry crease angle (sum of warp and weft according to DIN 53 890), Wet crease angle (Tootal method BP 727 890) Monsanto picture, md, after a single 20-minute wash at 60 ° C, Wash shrink for warp and weft after washing once every 20 minutes at 60 ° C, tear strength (weft) measured according to ASTM D 1682-84-175 and Whiteness measured in percent using an Elrepho photometer.

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

Abstract

Process for the wash-and-wear finishing of textile materials consisting of cellulose fibres or containing cellulose fibres blended with other fibres by impregnating the textile materials with an aqueous liquor containing (a) by way of finish agents compounds of the formula <IMAGE> where R<1> and R<2> are H and C1- to C3-alkyl, with the proviso that at least one of R<1> and R<2> is C1- to C3 alkyl, and R<3> and R<4> are H or C1- to C4-alkyl, (b) by way of a catalyst zinc fluoroborate and (c) 0.02 to 0.5% by weight of an optical brightener of the formulae <IMAGE> and/or drying and fixing the impregnated textile materials.The result obtained is a formaldehyde-free wash-and-wear finish of high whiteness.

Description

Um textilen Materialien, die aus Cellulosefasern bestehen oder Cellulose­fasern im Gemisch mit anderen Fasern enthalten, eine weitgehende wasch­permanente Krumpf- und Knitterfreiheit zu verleihen, werden sie einer sogenannten Pflegeleichtausrüstung unterworfen. Sehr wirksame Ausrüstungs­mittel sind insbesondere Harnstoff-Glyoxal-Formaldehyd-Kondensations­produkte. Zur Pflegeleichtausrüstung imprägniert man beispielsweise das Textilgut mit wäßrigen Lösungen, die ein Harnstoff-Glyoxal-Formaldehyd-­Kondensationsprodukt und einen Katalysator, wie Magnesiumchlorid, gelöst enthalten, trocknet das Textilgut und führt anschließend eine Fixierung durch, bei der eine Vernetzung der Kondensationsprodukte untereinander und mit den Cellulosefasern des Textilguts eintritt. Obwohl mit diesen Kondensationsprodukten auf Basis von Harnstoff, Glyoxal und Formaldehyd gute Ausrüstungseffekte erreicht werden, wird die mit dem Einsatz dieser Produkte verbundene Formaldehydabspaltung, insbesondere während des Ausrüstens, als nachteilig angesehen.In order to give textile materials, which consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers, a largely wash-resistant freedom from shrinkage and wrinkles, they are subjected to a so-called easy care finish. Very effective finishing agents are, in particular, urea-glyoxal-formaldehyde condensation products. For easy care finishing, for example, the textile is impregnated with aqueous solutions which contain a urea-glyoxal-formaldehyde condensation product and a catalyst, such as magnesium chloride, in solution, the textile is dried and then carried out by fixing, in which the condensation products crosslink with one another and with the Cellulose fibers of the textile material enters. Although good finishing effects are achieved with these condensation products based on urea, glyoxal and formaldehyde, the formaldehyde elimination associated with the use of these products, in particular during finishing, is regarded as disadvantageous.

Aus der EP-PS 00 36 076 ist ein verfahren zur Herstellung von formaldehyd­freien Ausrüstungsmitteln und ihre Verwendung zum Ausrüsten von cellulose­haltigen Textilien bekannt. Als Ausrüstungsmittel werden dabei Derivate von 4,5-Dihydroxyethylenharnstoffen beschrieben, die in Gegenwart von sauren Katalysatoren, vorzugsweise Magnesiumchlorid, auf den textilen Materialien bei Temperaturen von vorzugsweise 130 bis 210°C fixiert werden. Mit Verbindungen wie, N,N′-Dimethyl-4,5-dihydroxyethylenharnstoff oder N,N′-Dimethyl-4,5-dimethoxyethylenharnstoff werden beispielsweise keine annehmbaren Ausrüstungseffekte erzielt. Außerdem beobachtet man eine starke Vergilbung der mit diesen Verbindungen hochveredelten cellulose­haltigen Textilien.From EP-PS 00 36 076 a process for the production of formaldehyde-free finishing agents and their use for finishing cellulose-containing textiles is known. Derivatives of 4,5-dihydroxyethyleneureas are described as finishing agents which are fixed on the textile materials at temperatures of preferably 130 to 210 ° C. in the presence of acidic catalysts, preferably magnesium chloride. With compounds such as, N, N'-dimethyl-4,5-dihydroxyethyleneurea or N, N'-dimethyl-4,5-dimethoxyethyleneurea, for example, no acceptable finishing effects are achieved. In addition, strong yellowing of the cellulose-containing textiles highly refined with these compounds is observed.

Aufgabe der Erfindung ist es, ein Verfahren zur Pflegeleichtausrüstung von textilen Materialien, die aus Cellulosefasern bestehen oder Cellulose­fasern im Gemisch mit anderen Fasern enthalten, unter Einsatz von formaldehydfreien Ausrüstungsmitteln zur Verfügung zu stellen, bei dem man Ausrüstungseffekte erzielt, die unter Beibehaltung von hohen Weißgraden des ausgerüsteten Textilguts mit den Effekten von formaldehydhaltigen Ausrüstungsmitteln in bezug auf das Krumpf- und Knitterfest-Verhalten vergleichbar sind.The object of the invention is to provide a method for easy care of textile materials consisting of cellulose fibers or containing cellulose fibers in a mixture with other fibers using formaldehyde-free finishing agents, in which one achieves finishing effects while maintaining high degrees of whiteness finished textile goods can be compared with the effects of formaldehyde-containing finishing agents in relation to the shrink and crease resistance behavior.

Die Aufgabe wird erfindungsgemäß mit einem Verfahren zu Pflegeleicht­ausrüstung von textilen Materialien, die aus Cellulosefasern bestehen oder Cellulosefasern im Gemisch mit anderen Fasern enthalten, durch Imprägnieren der textilen Materialien mit einer wäßrigen Flotte, die ein Ausrüstungsmittel und einen Katalysator für die Vernetzung des Aus­rüstungsmittels enthält, Trocknen und Fixieren der imprägnierten textilen Materialien dadurch gelöst, daß man

  • (a) als Ausrüstungsmittel Verbindungen der Formel
    Figure imgb0001
     einsetzt, in der
    R¹, R² = H, C₁- bis C₃-Alkyl, mit der Maßgabe, daß mindestens einer der Reste R¹ und R² eine C₁- bis C₃-Alkylgruppe ist, und
    R³, R⁴ = H oder C₁- bis C₄-Alkyl bedeuten,
  • (b) als Katalysator Zinkfluoroborat verwendet und daß die Ausrüstungsflotte
  • (c) 0,01 bis 1,0 Gew.% eines optischen Aufhellers der Formeln
    Figure imgb0002
enthält.The object is achieved according to the invention with a method for easy care of textile materials which consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers Impregnation of the textile materials with an aqueous liquor, which contains a finishing agent and a catalyst for the crosslinking of the finishing agent, drying and fixing the impregnated textile materials by solving that
  • (a) compounds of the formula as finishing agents
    Figure imgb0001
     uses in the
    R¹, R² = H, C₁- to C₃-alkyl, with the proviso that at least one of the radicals R¹ and R² is a C₁- to C₃-alkyl group, and
    R³, R⁴ = H or C₁- to C₄-alkyl,
  • (b) used as a catalyst zinc fluoroborate and that the equipment fleet
  • (c) 0.01 to 1.0% by weight of an optical brightener of the formulas
    Figure imgb0002
contains.

Als Ausrüstungsmittel verwendet man vorzugsweise Verbindungen der Formel I, in der R¹, R² = Methyl und R³, R⁴ = Wasserstoff bedeuten und als Katalysator Zinkfluoroborat.Compounds of the formula I in which R¹, R² = methyl and R³, R⁴ = hydrogen are preferably used as finishing agents and zinc fluoroborate as the catalyst.

Mit dem erfindungsgemäßen Verfahren wird gegenüber dem Stand der Technik eine nicht vorhersehbare Verbesserung bezüglich des Knitterverhaltens, des Glättebilds nach dem Waschen, der Waschpermanenz und des Weißgrades der so ausgerüsteten cellulosehaltigen Textilien erzielt. Die Ausrüstungseffekte mit diesen formaldehydfreien Ausrüstungsmitteln sind vergleichbar mit den Effekten, die mit Ausrüstungsmitteln aus Harnstoff-­Glyoxal-Formaldehyd-Kondensationsprodukten erzielt werden.With the method according to the invention, an unpredictable improvement in the creasing behavior, the smoothness after washing, the washing permanence and the whiteness of the finished cellulose-containing textiles is achieved compared to the prior art. The Finishing effects with these formaldehyde-free finishing agents are comparable to the effects achieved with finishing agents made from urea-glyoxal-formaldehyde condensation products.

Unter textilen Materialien werden beispielsweise Gewebe, Gewirke, Gestricke, Garne und Fasern in sämtlichen Verarbeitungsstadien verstanden. Die textilen Materalien bestehen entweder aus Cellulosefasern oder enthalten Cellulosefasern im Gemisch mit anderen Fasern, z.B. in Mischung mit Polyesterfasern, Polyamidfasern, wie Nylon, Wolle und Polyacrylnitril­fasern.Textile materials are understood to mean, for example, fabrics, knitted fabrics, knitted fabrics, yarns and fibers in all processing stages. The textile materials either consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers, e.g. in a mixture with polyester fibers, polyamide fibers such as nylon, wool and polyacrylonitrile fibers.

Um die textilen Materialien pflegeleicht auszurüsten, werden sie mit einer wäßrigen Flotte imprägniert, die ein Ausrüstungsmittel und einen Katalysator für die Vernetzung des Ausrüstungsmittels enthält. Es kommt jedoch auch eine Verfahrensweise in Betracht, bei der man zunächst die textilen Materialien mit einer wäßrigen Flotte imprägniert, die nur das Ausrüstungsmittel enthält und den Katalysator anschließend in einem separaten Verfahrensschritt auf das Gewebe aufbringt. Bevorzugt ist jedoch die Arbeitsweise, bei der Ausrüstungsmittel und Katalysator in einer Flotte gelöst auf das textile Material aufgetragen werden. Erfindungsgemäß enthält die wäßrige Flotte (a) als Ausrüstungsmittel Verbindungen der Formel

Figure imgb0003
in der R¹, R² = H und C₁- bis C₃-Alkyl mit der Maßgabe bedeuten, daß mindestens einer der Reste R¹ und R² eine C₁- bis C₃-Alkylgruppe ist und R₃³, R⁴ für H oder C₁- bis C₄-Alkyl stehen.In order to make the textile materials easy to care for, they are impregnated with an aqueous liquor which contains an finishing agent and a catalyst for crosslinking the finishing agent. However, a procedure is also possible in which the textile materials are first impregnated with an aqueous liquor which only contains the finishing agent and the catalyst is then applied to the fabric in a separate process step. However, the mode of operation is preferred in which the finishing agent and catalyst are applied to the textile material in solution in a liquor. According to the invention, the aqueous liquor (a) contains compounds of the formula as finishing agents
Figure imgb0003
 in which R¹, R² = H and C₁- to C₃-alkyl with the proviso that at least one of the radicals R¹ and R² is a C₁- to C₃-alkyl group and R₃³, R⁴ are H or C₁- to C₄-alkyl.

Verbindungen dieser Art sind beispielsweise nach dem aus der EP-PS 00 36 076 bekannten Verfahren erhältlich. Demgemäß werden sie durch Kondensieren von Verbindungen wie N,N′-Dimethylharnstoff, N-Methyl­harnstoff, N,N′-Diethylharnstoff, N-Ethylharnstoff, N-n-Propylharnstoff, N-Isopropylharnstoff, N,N-Di-n-propylharnstoff, N,N′-Di-isopropylharnstoff mit Glyoxal im sauren pH-Bereich hergestellt. Das Molverhältnis der substituierten Harnstoffe zu Glyoxal beträgt 1 bis 1,1 zu 1. Vorzugsweise wird als Ausrüstungsmittel diejenige Verbindung der Formel I eingesetzt, in der die Substituenten R¹ und R² eine Methylgruppe und die Substituenten R³ und R⁴ jeweils Wasserstoff bedeuten, d.h. N,N′-Dimethyl-4,5-dihydroxy­ethylenharnstoff. Die Konzentration der Verbindungen der Formel I in der Ausrüstungsflotte beträgt 20 bis 100, vorzugsweise 30 bis 60 g/l.Compounds of this type can be obtained, for example, by the process known from EP-PS 00 36 076. Accordingly, they are obtained by condensing compounds such as N, N'-dimethylurea, N-methylurea, N, N'-diethylurea, N-ethylurea, Nn-propylurea, N-isopropylurea, N, N-di-n-propylurea, N, N'-di-isopropylurea with glyoxal in the acidic pH range. The molar ratio of the substituted ureas to glyoxal is 1 to 1.1 to 1. The compound of formula I is preferably used as the finishing agent in which the substituents R¹ and R² are a methyl group and the substituents R³ and R⁴ are each hydrogen, ie N, N '-Dimethyl-4,5-dihydroxyethylene urea. The concentration of the compounds of the formula I in the finishing liquor is 20 to 100, preferably 30 to 60 g / l.

Die Ausrüstungsflotte enthält als weiteren wesentlichen Bestandteil (b) Zinkfluoroborat oder Mischungen von Zinkfluoroborat mit anderen, in der Hochveredelung üblichen Katalysatoren, wie Magnesiumchlorid, Magnesium­hydrogenphosphat, Magnesiumfluoroborat, Aluminiumchlorid, Aluminiumsulfat, Zinknitrat oder Zinkchlorid. Die Ausrüstungsflotte enthält, bezogen auf die darin gelösten Ausrüstungsmittel der Formel I, 4 bis 14 und vorzugs­weise 8 bis 14 Gew.% Zinkfluoroborat bzw. die in Betracht kommenden Mischungen von Zinkfluoroborat mit den anderen in der Hochveredlung gebräuchlichen Katalysatoren. Es ist selbstverständlich auch möglich, Zinkfluoroborat zusammen mit 2 oder mehreren der genannten anderen Katalysatoren einzusetzen, wobei die Menge an Zinkfluoroborat in allen Mischungen so gewählt werden sollte, daß mindestens 50 Gew.% Zinkfluoro­borat, bezogen auf die Ausrüstungsmittel (a), verwendet werden. Von den Katalysatormischungen sind besonders solche aus Zink- und Magnesium­fluoroborat von Interesse. Die gegebenenfalls zusammen mit Zinkfluoroborat einsetzbaren anderen Katalysatoren für die Hochveredlung werden in Mengen von 0 bis 8 Gew.%, bezogen auf die Ausrüstungsmittel (a) angewendet.The equipment fleet contains as another essential component (b) zinc fluoroborate or mixtures of zinc fluoroborate with other catalysts customary in high refinement, such as magnesium chloride, magnesium hydrogen phosphate, magnesium fluoroborate, aluminum chloride, aluminum sulfate, zinc nitrate or zinc chloride. The finishing liquor contains, based on the finishing agents of formula I dissolved therein, 4 to 14 and preferably 8 to 14% by weight of zinc fluoroborate or the mixtures of zinc fluoroborate in question with the other catalysts customarily used in high refinement. It is of course also possible to use zinc fluoroborate together with 2 or more of the other catalysts mentioned, the amount of zinc fluoroborate in all mixtures should be chosen so that at least 50% by weight of zinc fluoroborate, based on the finishing agent (a), is used. Of the catalyst mixtures, those of zinc and magnesium fluoroborate are of particular interest. The other catalysts for high refinement which can optionally be used together with zinc fluoroborate are used in amounts of 0 to 8% by weight, based on the finishing agent (a).

Die Ausrüstungsflotte enthält als weiteren Bestandteil (c) mindestens eine Verbindung der Formeln

Figure imgb0004
The equipment fleet contains at least one compound of the formulas as a further component (c)
Figure imgb0004

Die Verbindungen der Formeln II und III können entweder allein oder in Mischung eingesetzt werden. Sie sind in der Ausrüstungsflotte in Mengen von 0,01 bis 1,0, vorzugsweise 0,05 bis 0,5 Gew.%, bezogen auf die Flotte enthalten.The compounds of formulas II and III can be used either alone or in a mixture. They are contained in the equipment fleet in amounts of 0.01 to 1.0, preferably 0.05 to 0.5% by weight, based on the fleet.

Die Ausrüstungsflotte kann außer den gemäß Erfindung einzusetzenden Komponenten (a), (b) und (c) gegebenenfalls noch weitere übliche Hilfsmittel enthalten, z.B. Hydrophobier-, Weichmachungs-, Egalisier-, Netz- und Appreturmittel sowie Griffvariatoren. Hydrophobiermittel sind beispielsweise aluminium- oder zirkonhaltige Paraffin-Wachs-Emulsionen sowie silikonhaltige Zubereitungen. Als Weichmachungsmittel seien Oxethylierungsprodukte von höheren Fettsäuren, Fettalkoholen oder Fettsäureamiden, höhermolekulare Polyglykolether, höhere Fettsäuren, Fettalkoholsulfonate und N-Stearylharnstoffverbindungen genannt. Als Egalisiermittel können wasserlösliche Salze von sauren Estern mehrbasischer Säuren mit Ethylenoxid- oder Propylenoxid-Addukten, längerkettiger oxalkylierbarer basischer Grundstoffe verwendet werden. Netzmittel sind beispielsweise Alkylnaphthalinsulfonsäuren, die Alkalisalze des sulfonierten Bernsteinsäuredioctylesters und die Anlagerungsprodukte von Alkylenoxiden an Fettalkohole, Alkylphenole oder Fettamine. Als Appreturmittel kommen Celluloseether oder -ester und Alginate in Betracht. Außerdem eignen sich für diesen Zweck Dispersionen synthetischer Polymerisate und Polykondensate, die gegebenenfalls in Betracht kommenden Hilfsmittel werden im allgemeinen in Mengen von 0,3 bis 4, vorzugsweise 1 bis 2,5 Gew.%, bezogen auf das trockene Textilgut, angewendet. Als Griffvariatoren eignen sich für das erfindungsgemäße Verfahren sehr gut Silikonweichmacher, vorzugsweise aminofunktionelle Polydimethylsiloxane mit einem Gehalt von 0,2 bis 5,0 Gewichtsprozent Amin, bezogen auf das restliche Polydimethylsiloxan. Die ausgerüstete Ware erhält dadurch nicht nur einen sehr weichen Griff, sondern auch ihr Knitterverhalten wird positiv beeinflußt.In addition to components (a), (b) and (c) to be used according to the invention, the finishing liquor may optionally also contain other customary auxiliaries, for example water repellents, plasticizers, leveling agents, wetting agents and finishing agents and handle variators. Hydrophobing agents are, for example, aluminum or zirconium-containing paraffin wax emulsions and silicone-containing preparations. Oxygenation products of higher fatty acids, fatty alcohols or fatty acid amides, higher molecular weight polyglycol ethers, higher fatty acids, fatty alcohol sulfonates and N-stearylurea compounds may be mentioned as plasticizers. As Leveling agents can be used water-soluble salts of acidic esters of polybasic acids with ethylene oxide or propylene oxide adducts, longer-chain oxyalkylatable basic bases. Wetting agents are, for example, alkylnaphthalenesulfonic acids, the alkali metal salts of sulfonated succinic acid dioctyl ester and the addition products of alkylene oxides with fatty alcohols, alkylphenols or fatty amines. Cellulose ethers or esters and alginates are suitable as finishing agents. Dispersions of synthetic polymers and polycondensates are also suitable for this purpose; the auxiliaries which may be considered are generally used in amounts of 0.3 to 4, preferably 1 to 2.5,% by weight, based on the dry textile material. Suitable handle variators for the process according to the invention are very well silicone softeners, preferably amino-functional polydimethylsiloxanes with a content of 0.2 to 5.0 percent by weight of amine, based on the remaining polydimethylsiloxane. This not only gives the finished goods a very soft feel, but also their wrinkling behavior is positively influenced.

Die textilen Materialien werden mit Ausrüstungsflotten der oben beschriebenen Art imprägniert. Wesentlich für den Erfolg des erfindungs­gemäßen Verfahrens ist lediglich die Tatsache, daß die unter (a), (b) und (c) angegebenen Bestandteile auf das textile Material aufgebracht werden. Diese Forderung kann am einfachsten dadurch erfüllt werden, daß die drei genannten Komponenten in einer wäßrigen Flotte gelöst und auf das textile Material aufgetragen werden. Man kann jedoch auch jede Komponente für sich in einer wäßrigen Flotte lösen und auf das textile Material auftragen. Die Behandlung des textilen Materials mit der wäßrigen Flotte erfolgt am einfachsten mit Hilfe eines Foulards und Abpressen der überschüssigen Flotte. Die Flottenaufnahmen liegen in dem Bereich von 50 bis 120 %. Es ist jedoch auch möglich, durch Sprühen, Pflatschen oder Schaumapplikation die textilen Materialen mit den Komponenten (a) bis (c) zu behandeln. Nach dem Imprägnieren der textilen Materialien mit der wäßrigen Flotte erfolgt ein Trocknen und anschließendes Fixieren der imprägnierten textilen Materialien bei dem das Textilgut kurzzeitig auf Temperaturen in dem Bereich von 140 bis 180°C erhitzt wird. Hierbei erfolgt die Vernetzung der Ausrüstungsmittel mit den Cellulosefasern und untereinander. Das Fixieren dauert etwa 20 sec bis 7 Min, vorzugsweise 40 bis 280 Sekunden. Je höher die Temperatur beim Fixieren, desto kürzer ist die Verweildauer bei der jeweils angewendeten Temperatur.The textile materials are impregnated with finishing liquors of the type described above. The only essential for the success of the method according to the invention is the fact that the constituents specified under (a), (b) and (c) are applied to the textile material. The easiest way to meet this requirement is to dissolve the three components mentioned in an aqueous liquor and apply them to the textile material. However, each component can also be dissolved in an aqueous liquor and applied to the textile material. The easiest way to treat the textile material with the aqueous liquor is by means of a padder and pressing off the excess liquor. The fleet recordings are in the range of 50 to 120%. However, it is also possible to treat the textile materials with components (a) to (c) by spraying, splashing or foam application. After the textile materials have been impregnated with the aqueous liquor, the impregnated textile materials are dried and then fixed, in which the textile material is briefly heated to temperatures in the range from 140 to 180.degree. Here, the finishing agents are cross-linked with the cellulose fibers and with each other. The fixing takes about 20 seconds to 7 minutes, preferably 40 to 280 seconds. The higher the temperature when fixing, the shorter the dwell time at the temperature used in each case.

In den folgenden Beispielen und Vergleichsbeispielen wird der Grad der Pflegeleichtausrüstung anhand folgender Kenndaten verdeutlicht.
Trockenknitterwinkel (Summe aus Kette und Schuß nach DIN 53 890),
Naßknitterwinkel (Tootal-Methode BP 727 890)
Monsanto-Bild, md, nach einmaliger 20-minütiger Wäsche bei 60°C,
Waschkrumpf für Kette und Schuß nach jeweils 1 mal 20-minütiger Wäsche bei 60°C, Reißfestigkeit (Schuß) gemessen nach ASTM D 1682-84-175 und
Weißgrad gemessen in Prozent mit Hilfe eines Elrepho-Photometers.The following examples and comparative examples illustrate the degree of easy care equipment based on the following characteristics.
Dry crease angle (sum of warp and weft according to DIN 53 890),
Wet crease angle (Tootal method BP 727 890)
Monsanto picture, md, after a single 20-minute wash at 60 ° C,
Wash shrink for warp and weft after washing once every 20 minutes at 60 ° C, tear strength (weft) measured according to ASTM D 1682-84-175 and
Whiteness measured in percent using an Elrepho photometer.

Beispiele und VergleichsbeispieleExamples and comparative examples

Ein Baumwoll-Nessel-Gewebe mit einem Flächengewicht von ca. 110 g/m² wurde jeweils mit den in Tabelle 1 angegebenen wäßrigen Ausrüstungeflotten auf einem Foulard imprägniert, auf ca. 75 % Restfeuchte abgequetscht, bei 110°C getrocknet und 3 Minuten bei 160°C fixiert. Danach wurden jeweils die oben beschriebenen Tests durchgeführt. Die dabei erhaltenen Ergebnisse sind in Tabelle 2 angegeben. Wie daraus klar zu erkennen ist, werden gemäß den Beispielen 1 bis 3 Ausrüstungseffekte erzielt, die sowohl im Hinblick auf den Weißgrad als auch im Hinblick auf Ausrüstungseffekte mit einer formaldehydhaltigen Ausrüstung vergleichbar ist. Andere Katalysatoren als Zinkfluoroborat sind bei weitem nicht so wirksam. Tabelle 1 Zusammensetzung der wäßrigen Ausrüstungsflotte in g/l Vergleichsbeispiel Nr. Beispiel Nr. 1 2 3 4 5 6 1 2 3 50 %ige wäßrige Lösung von N,N′-Dimethylol-4,5-dihydroxyethylenharnstoff 100 50 %ige wäßrige Lösung von N,N′-Dimethyl-4,5-dihydroxyethylenharnstoff 100 100 100 100 100 100 100 100 MgCl₂ · 6 H₂O 15 18 6 ZnCl₂ · 6 H₂O 15 NH₄Cl 7 40 %ige wäßrige Lösung von Mg(BF₄)₂ 14 50 %ige wäßrige Lösung von Zn(BF₄)₂ 12 9 7 Zitronensäure 1 50 %ige wäßrige Lösung von 1,4 Verbindung der Formel II 0,1 0,1 0,1 0,1 0,1 0,1 0,1 0,1 Tabelle 2 Eigenschaften der textilen Materialien unbehandelt und behandelt nach Vergleichsbeispiel Beispiel 1 2 3 4 5 6 1 2 3 Trockenknitterwinkel (Kette und Schuß) 88 198 122 128 148 111 170 196 195 166 Naßknitterwinkel (Kette und Schuß) 111 205 187 180 185 125 190 210 205 198 Monsanto-Bild, md, nach 1x20 1 3,5 2,0 2,0 2,5 1,5 2,5 3,0 2,8 2,7 Min. 60°C Wäsche Waschkrumpf Kette % - 5,0 - 1,0 - 3,0 - 3,5 - 2,5 - 4,0 - 1,5 - 1,5 - 2,0 - 2,5 Schuß % - 3,0 - 0,5 - 1,5 - 1,0 - 1,5 - 2,5 - 1,5 - 1,0 - 1,0 - 1,0 Reißfestigkeit [N] Schuß 415 290 295 310 260 315 250 310 295 290 Weißgrad % 86,2 86,1 82,1 82,4 76,0 81,7 84,0 86,6 86,0 85,4 Formaldehyd auf dem textilen Material nach AATCC Prüfmethode Nr. 112-1975 [ppm] - 750 - - - - - - - - A cotton-nettle fabric with a weight per unit area of approx. 110 g / m² was impregnated in each case with the aqueous finishing liquors shown in Table 1 on a padder, squeezed to approx. 75% residual moisture, dried at 110 ° C. and for 3 minutes at 160 ° C fixed. The tests described above were then carried out. The results obtained are shown in Table 2. As can be clearly seen therefrom, finishing effects are achieved according to Examples 1 to 3, which are comparable with formaldehyde-containing finishing with regard to both the whiteness and the finishing effects. Catalysts other than zinc fluoroborate are nowhere near as effective. Table 1 Composition of the aqueous equipment fleet in g / l Comparative Example No. Example No. 1 2nd 3rd 4th 5 6 1 2nd 3rd 50% aqueous solution of N, N'-dimethylol-4,5-dihydroxyethylene urea 100 50% aqueous solution of N, N'-dimethyl-4,5-dihydroxyethylene urea 100 100 100 100 100 100 100 100 MgCl₂ · 6 H₂O 15 18th 6 ZnCl₂ · 6 H₂O 15 NH₄Cl 7 40% aqueous solution of Mg (BF₄) ₂ 14 50% aqueous solution of Zn (BF₄) ₂ 12 9 7 citric acid 1 50% aqueous solution of 1.4 Compound of formula II 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Properties of the textile materials untreated and treated after Comparative example example 1 2nd 3rd 4th 5 6 1 2nd 3rd Dry crease angle (warp and weft) 88 198 122 128 148 111 170 196 195 166 Wet crease angle (warp and weft) 111 205 187 180 185 125 190 210 205 198 Monsanto picture, md, after 1x20 1 3.5 2.0 2.0 2.5 1.5 2.5 3.0 2.8 2.7 Min. 60 ° C wash Wash shrink chain% - 5.0 - 1.0 - 3.0 - 3.5 - 2.5 - 4.0 - 1.5 - 1.5 - 2.0 - 2.5 Shot % - 3.0 - 0.5 - 1.5 - 1.0 - 1.5 - 2.5 - 1.5 - 1.0 - 1.0 - 1.0 Tensile strength [N] weft 415 290 295 310 260 315 250 310 295 290 Whiteness% 86.2 86.1 82.1 82.4 76.0 81.7 84.0 86.6 86.0 85.4 Formaldehyde on the textile material according to AATCC test method No. 112-1975 [ppm] - 750 - - - - - - - -

Claims (2)

1. Verfahren zur Pflegeleichtausrüstung von textilen Materialien, die aus Cellulosefasern bestehen oder Cellulosefasern im Gemisch mit anderen Fasern enthalten, durch Imprägnieren der textilen Materialien mit einer wäßrigen Flotte, die ein Ausrüstungsmittel und einen Katalysator für die Vernetzung des Ausrüstungsmittel enthält, Trocknen und Fixieren der imprägnierten textilen Materialien, dadurch gekenn­zeichnet, daß man
(a) als Ausrüstungsmittel Verbindungen der Formel
Figure imgb0005
 einsetzt, in der
R¹, R² = H, C₁- bis C₃-Alkyl, mit der Maßgabe, daß mindestens einer der Reste R¹ und R² eine C₁- bis C₃-Alkylgruppe ist, und R³, R⁴ = H oder C₁- bis C₄-Alkyl bedeuten,
(b) als Katalysator Zinkfluoroborat verwendet und daß die Ausrüstungsflotte
(c) 0,01 bis 1,0 Gew.% eines optischen Aufhellers der Formeln
Figure imgb0006
 enthält.1. A process for easy care of textile materials, which consist of cellulose fibers or contain cellulose fibers in a mixture with other fibers, by impregnating the textile materials with an aqueous liquor which contains a finishing agent and a catalyst for crosslinking the finishing agent, drying and fixing the impregnated textile materials, characterized in that one
(a) compounds of the formula as finishing agents
Figure imgb0005
 uses in the
R¹, R² = H, C₁- to C₃-alkyl, with the proviso that at least one of the radicals R¹ and R² is a C₁- to C₃-alkyl group, and R³, R⁴ = H or C₁- to C₄-alkyl,
(b) used as a catalyst zinc fluoroborate and that the equipment fleet
(c) 0.01 to 1.0% by weight of an optical brightener of the formulas
Figure imgb0006
 contains. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß man als Ausrüstungsmittel Verbindungen der Formel I einsetzt, in der R¹, R² = Methyl und R³, R⁴ = Wasserstoff bedeuten und als Katalysator Zinkfluoroborat verwendet.2. The method according to claim 1, characterized in that compounds of the formula I are used as finishing agents in which R¹, R² = methyl and R³, R⁴ = hydrogen and zinc fluoroborate is used as catalyst.
EP19890116059 1988-09-13 1989-08-31 Process for the wash-and-wear finishing of textiles Withdrawn EP0359039A3 (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0515900A2 (en) * 1991-05-31 1992-12-02 BASF Aktiengesellschaft Catalyst for the finishing of textiles
EP0682145A2 (en) * 1994-05-12 1995-11-15 Ciba-Geigy Ag Textile treatment
WO1996007780A1 (en) * 1994-09-06 1996-03-14 Basf Aktiengesellschaft Process for manufacturing cellulose fibres
US5707404A (en) * 1994-01-14 1998-01-13 Westpoint Stevens, Inc. Formaldehyde free method for imparting permanent press properties to cotton and cotton blends
US6117189A (en) * 1994-05-12 2000-09-12 Ciba Specialty Chemicals Corporation Protective method
CN101429344B (en) * 2008-12-08 2012-07-04 浙江传化华洋化工有限公司 Process for producing hexa-sulphonic acid liquid fluorescent whitening agents

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109797545B (en) * 2019-01-17 2021-07-16 广东溢达纺织有限公司 High-whiteness textile fabric non-ironing finishing method and textile fabric

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2154986A1 (en) * 1971-11-05 1973-05-10 Pfersee Chem Fab Finishing cellulose - contg textiles - by padding with conc bath without drying after pre-treatment
JPS59116476A (en) * 1982-12-21 1984-07-05 住友化学工業株式会社 Resin processing fiber

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2154986A1 (en) * 1971-11-05 1973-05-10 Pfersee Chem Fab Finishing cellulose - contg textiles - by padding with conc bath without drying after pre-treatment
JPS59116476A (en) * 1982-12-21 1984-07-05 住友化学工業株式会社 Resin processing fiber

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 95, no. 8, 24 August 1981 Columbus, Ohio, USA "RESIN FINISHING OF TEXTILES" & JP-A-8105868 (07/02/1981)(SHIN NISSO KAKO CO) Seite 69; rechte Spalte; ref. no. 63641 *
WPIL, FILE SUPPLIER, DERWENT PUBLICATIONS LTD.; LONDON, GB; & JP-A-59-116 476 (SUMITOMO) 05-07-1984 *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0515900A3 (en) * 1991-05-31 1993-04-14 Basf Aktiengesellschaft Catalyst for the finishing of textiles
US5246904A (en) * 1991-05-31 1993-09-21 Basf Aktiengesellschaft Catalyst for the wash-and-wear finishing of textiles
EP0515900A2 (en) * 1991-05-31 1992-12-02 BASF Aktiengesellschaft Catalyst for the finishing of textiles
US5707404A (en) * 1994-01-14 1998-01-13 Westpoint Stevens, Inc. Formaldehyde free method for imparting permanent press properties to cotton and cotton blends
EP0682145A3 (en) * 1994-05-12 1998-08-26 Ciba SC Holding AG Textile treatment
EP0682145A2 (en) * 1994-05-12 1995-11-15 Ciba-Geigy Ag Textile treatment
US6117189A (en) * 1994-05-12 2000-09-12 Ciba Specialty Chemicals Corporation Protective method
US5776394A (en) * 1994-09-06 1998-07-07 Basf Aktiengesellschaft Process for manufacturing cellulose fibres
EP0984084A2 (en) * 1994-09-06 2000-03-08 Basf Aktiengesellschaft Process for manufacturing cellulosic fibres
EP0985747A2 (en) * 1994-09-06 2000-03-15 Basf Aktiengesellschaft Process for manufacturing cellulosic fibres
EP0984084A3 (en) * 1994-09-06 2000-04-19 Basf Aktiengesellschaft Process for manufacturing cellulosic fibres
EP0985747A3 (en) * 1994-09-06 2000-04-19 Basf Aktiengesellschaft Process for manufacturing cellulosic fibres
WO1996007780A1 (en) * 1994-09-06 1996-03-14 Basf Aktiengesellschaft Process for manufacturing cellulose fibres
CN101429344B (en) * 2008-12-08 2012-07-04 浙江传化华洋化工有限公司 Process for producing hexa-sulphonic acid liquid fluorescent whitening agents

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DK448489D0 (en) 1989-09-12

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