DE2062287A1 - Chloroalkyl benzoate carrier - for dispersion dyes and brighteners in dyeing polyester, cellulose ester and polyvinyl chlori - Google Patents

Chloroalkyl benzoate carrier - for dispersion dyes and brighteners in dyeing polyester, cellulose ester and polyvinyl chlori

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Publication number
DE2062287A1
DE2062287A1 DE19702062287 DE2062287A DE2062287A1 DE 2062287 A1 DE2062287 A1 DE 2062287A1 DE 19702062287 DE19702062287 DE 19702062287 DE 2062287 A DE2062287 A DE 2062287A DE 2062287 A1 DE2062287 A1 DE 2062287A1
Authority
DE
Germany
Prior art keywords
chloroalkyl
brighteners
cellulose ester
dispersion dyes
ester
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.)
Pending
Application number
DE19702062287
Other languages
German (de)
Inventor
Armin; Bode Klaus-Dieter Dr.; 5090 Leverkusen; Goliasch Karl Dr. 5072 Schildgen Brüggemann
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Priority to DE19702062287 priority Critical patent/DE2062287A1/en
Publication of DE2062287A1 publication Critical patent/DE2062287A1/en
Pending legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/004Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using dispersed dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651Compounds without nitrogen
    • D06P1/65106Oxygen-containing compounds
    • D06P1/65125Compounds containing ester groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/36Material containing ester groups using dispersed dyestuffs

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

Abstract

Polyesters, e.g. polyethylene glycol terephthalate, cellulose ester, e.g. cellulose triacetate, and PVC articles, pref. textiles, are dyed with dispersion dyes, including optical brighteners, in the presence of chloroalkyl benzoates of formula: (where m is 2 or 3, and n is 0 or 1), pref. beta-chloroethyl-4- and/or -2-chlorobenzoate, which act as carriers, and may be used in 0.5-10 g./l. concn. of dye baths.

Description

Bärbeverfahren Die Erfindung betrifft ein Verfahren zum Pärben von Gebilden aus Polyestern, Celluloseestern oder Polyvinylchloriden mit Dispersionsfarbstoffen; das Verfahren ist dadurch gekennzieichnet, daß man das Farben in Gegenwart von 3enzoesäure-chloralkylestern der Formel durchführt, in der die Zahl 2 oder 3 und n 0 oder 1 ist.Bärbe method The invention relates to a method for coloring structures made of polyesters, cellulose esters or polyvinyl chlorides with disperse dyes; the process is characterized in that the colors in the presence of 3-benzoic acid chloroalkyl esters of the formula in which the number 2 or 3 and n is 0 or 1.

Als Vertreter der erfindungsgeuiäß zu verwendenden Benzoesäure-chloralkylester seien beispielsweise genannt: Benzoesäure-ß-chloräthylester, Benzossäure-Y -ctllorpropylester, 4-Chlorbenzoesäure-ß-chloräthylester, 3-Chlorbenzoesäure-ß-chloräthylester, 2-Chlorbenzoesäure-ß-chloräthylester und 3-Chlorbenzoesäure-γ -chloräthylester.As a representative of the chloroalkyl benzoate to be used according to the invention are for example: benzoic acid-ß-chloroethyl ester, benzoic acid-Y-octyloropropyl ester, 4-chlorobenzoic acid ß-chloroethyl ester, 3-chlorobenzoic acid ß-chloroethyl ester, 2-chlorobenzoic acid ß-chloroethyl ester and 3-chlorobenzoic acid-γ-chloroethyl ester.

Besonders bewährt haben sich 4-Chlorbenzoesäure-ß-chloräthylester und 2-Chlorbenzoesäure-ß-chloräthylester sowie Mischungen aus beiden Verbindungen, wie sie beispielsweise bei der Umsetzung von Äthylenchlorhydrin mit Mischungen von 4-Chlorbenzoylchlorid und 2-Chlorbenzoylchlorid erhalten werden.4-chlorobenzoic acid-ß-chloroethyl ester have proven particularly useful and 2-chlorobenzoic acid-ß-chloroethyl ester and mixtures of both compounds, like them for example in the implementation of ethylene chlorohydrin with mixtures of 4-chlorobenzoyl chloride and 2-chlorobenzoyl chloride.

Die erfindungsgemäß zu verwendenden Benzoesäurechloralkylester sind nach an sich bekannten Verfahren erhältlich.The chloroalkyl benzoates to be used according to the invention are obtainable by processes known per se.

Die erforderlichen Mengen an den erfindungsgemäß zu verwendenden Estern sind abhängig von dem zu behandelnden Substrat und der gewünschten Farbtiefe bzw. dem gewünschten Weißgrad. Sie lassen sich durch Vorversuche leicht ermitteln; im allgemeinen haben sich Mengen von 0,5 bis 10 g Je Liter Pärbeflotte bei den üblichen Plottenverhältnissen von 1:2 bis 1:40 bewährt.The required amounts of the esters to be used according to the invention depend on the substrate to be treated and the desired color depth or the desired degree of whiteness. They can easily be determined by preliminary tests; in the in general, amounts of 0.5 to 10 g per liter of preparing liquor have been found in the usual Proven plotting ratios from 1: 2 to 1:40.

Die erfindungsgemäß zu verwendenden Benzoesäurechloralkylester werden vorteilhaft zusammen mit anionaktiven oder nichtionogenen Rmulgiermitteln bzw. Dispergiermitteln eingesetzt. Die Mengen an Emulgier- bzw. Dispergiermitteln betragen zweckmäßig 5 bis 15 % des Gewichts der Ester.The chloroalkyl benzoate to be used according to the invention advantageously together with anionic or nonionic emulsifiers or dispersants used. The amounts of emulsifiers or dispersants are expediently 5 up to 15% by weight of the ester.

Die bei dem erfindungsgemäßen Färbeverfahren zur Anwendung gelangenden Dispersionsfarbstoffe sind die üblicherweise zum Färben von Polyestern, Celluloseestern und Polyvinylchloriden verwendeten Dispersionsfarbstoffe, wie sie beispielsweise in nColour Index Vol. 1, Seite 1655 - 1742, second edition (1956) beschrieben sind. Es sei betont, daß unter Dispersionsfarbstoffen auch optische Aufheller verstanden werden. Solche Dispersions-Aufheller sind beispielsweise bei H. Hefti, Textilveredlung 4 (1969), Seite 94 ff. und in der britischen Patentschrift 1 113 918 beschrieben.Those used in the dyeing process according to the invention Disperse dyes are those commonly used for dyeing polyesters, cellulose esters and polyvinyl chlorides used disperse dyes such as in nColour Index Vol. 1, pages 1655-1742, second edition (1956) are described. It should be emphasized that disperse dyes also include optical brighteners will. Such dispersion brighteners are available, for example, from H. Hefti, Textilveredlung 4 (1969), page 94 et seq. And in British patent specification 1,113,918.

Das Färben der aus Polyestern, Celluloseestern oder Polyvinylchloriden bestehenden Gebilde in Gegenwart der erfindungsgemäß zu verwendenden Ester wird nach den für das Farben mit Dispersionsfarbstoffen üblichen Ausziehverfahren durchgeführt; als solche Verfahren seien genannt das übliche bei i arbeitende Verfahren und das Hochtemperaturverfalmren.The dyeing of polyesters, cellulose esters or polyvinyl chlorides existing structures in the presence of the ester to be used according to the invention according to the for that Paints with disperse dyes, the usual exhaust process carried out; as such a procedure may be mentioned the usual procedure working at i and the high temperature behavior.

Ea sei darauf hingewiesen, daß die erfindungsgemäß zu verwendenden Ester mit den üblichen Carriern, z. B. Halogenbenzolen, Alkylnaphthalinen oder Cresotin§urealkylestern verträglich sind und sich daher mit diesen Verbindungen auch zusammen anwenden lassen.Ea should be noted that the invention to be used Esters with the usual carriers, e.g. B. halobenzenes, alkylnaphthalenes or Cresotin§urealkylestern are compatible and can therefore also be used together with these compounds.

Mit Hilfe des erfindungsgemäßen Verfahrens gelingt es, Gebilde, z. B. Fäden, Fasern, Gewebe, Gewirke, Filme und Folien aus Polyestern, wie rolyterephthalsäureglykolestern, Celluloseestern, z. B. Cellulosetriacetat, und--Polyvinylchloriden mit Dispersionsfarbstoffen in tiefen Tonen und hervorragend gleichmäßig anzufärben. Die erfindungsgemäß zu verwendenden Carrier zeichnen sich vor den bekannten Carriern dadurch aus, daß mit ihrer Hilfe eine wesentliche Verbesserung der Farbausbeute bzw. des Weißgrades erzielt wird.With the help of the method according to the invention it is possible to create structures such. B. threads, fibers, fabrics, knitted fabrics, films and foils made of polyesters, such as rolyterephthalic acid glycol esters, Cellulose esters, e.g. B. cellulose triacetate, and - polyvinyl chlorides with disperse dyes to be colored in deep tones and excellent evenly. According to the invention too The carriers used are distinguished from the known carriers in that with their help achieved a significant improvement in the color yield and the degree of whiteness will.

Beispiel 1 Garn aus Polyäthylenglykolterephthalatfasern wird im Flottenverhältnis 1X40 45 Minuten bei 96 - 980C in einem 3ad behandelt, das im Liter 0,03 g des Weißtöners 3-Phenyl-7-(4'-phenyl-5'-methyl triazolyl)-cumarin 0,8 g des Umsetzungsproduktes von 1 Mol Oleylalkohol mit 50 Mol Äthylenoxid und 1,5 g 4-Chlorbenzoesäure-ß-chloräthylester enthält.Example 1 Yarn made from polyethylene glycol terephthalate fibers is in the liquor ratio 1X40 45 minutes at 96-980C in a 3ad that contains 0.03 g of the whitener per liter 3-Phenyl-7- (4'-phenyl-5'-methyl triazolyl) -coumarin 0.8 g of the reaction product of 1 mole of oleyl alcohol with 50 moles of ethylene oxide and 1.5 g of 4-chlorobenzoic acid-ß-chloroethyl ester contains.

Anschließend wird das Garn gespült und getrocknet. Man erhält eine Weißtönung von hoher Brillanz und hervorragenden Echtheiten.The yarn is then rinsed and dried. You get one White tint of high brilliance and excellent fastness properties.

Wurde anstelle des 4-Chlorbenzoesäure-ß-chloräthylesters die gleiche Menge 2-Chlorbenzoesäure-ß-chloräthylester oder 3-Chlorbenpossäure-γ -chlorpropylester verwendet, so wurde eine gleichwertige Weißtönung erhalten.Was the same instead of the 4-chlorobenzoic acid ß-chloroethyl ester Amount of 2-chlorobenzoic acid ß-chloroethyl ester or 3-chlorobenzoic acid γ-chloropropyl ester was used, an equivalent whitening was obtained.

Beispiel 2 Ein Gewirk aus texturiertem Polyäthylenterephthalsäureglykolester wird im Flottenverhältnis von 1:40 in ein 60 0C warmes mit Natriumdihydrogenphosphat und Essigsäure auf einen pH-Wert von 4,5 bis 5 eingestelltea Bad eingebracht, das im Liter 0,75 g des Farbstoffs der Formel 2 g eines Eondensationsproduktes aus Naphthalinsulfonsäure und Formaldehyd und 2,5 g 4-Chlorbenzoesäure-ß-chloräthylester enthält.EXAMPLE 2 A knitted fabric made of textured polyethylene terephthalic acid glycol ester in a liquor ratio of 1:40 is introduced into a bath at 60 ° C. which has been adjusted to a pH of 4.5 to 5 with sodium dihydrogen phosphate and acetic acid and contains 0.75 g per liter of the dye of the formula Contains 2 g of an Eondensationsproduktes from naphthalenesulfonic acid and formaldehyde and 2.5 g of 4-chlorobenzoic acid-ß-chloroethyl ester.

Das Bad wird innerhalb von 45 Minuten auf 98°C erhitzt und 60 Minuten auf dieser Temperatur gehalten. Man erhält eine tiefe, außerordentlich gleichmäßige Blaufartung.The bath is heated to 98 ° C over 45 minutes and 60 minutes kept at this temperature. The result is a deep, extraordinarily uniform one Bluing.

Eine gleichwertige 3laufärbung wurde ebenfalls erbalten, wenn anstelle des 4-ChlorbenzoesCure-ß-chloräthylesters die gleiche Menge 2-Ohlorbenzoesäure-ß-chloräthylester, BenzoesCure-ßchloräthylester oder BenzoesEure-2(-chlorpropylester eingesetzt wurde.An equivalent coloration was also obtained, if instead of the 4-chlorobenzoic acid ß-chloroethyl ester the same amount of 2-chlorobenzoic acid ß-chloroethyl ester, Benzoic acid-ßchloräthylester or Benzoic acid-2 (-chlorpropylester was used.

Claims (3)

PatentansrücheClaims 1. Verfahren zum Färben von Gebilden aus Polyestern, Celluloseestern oder Polyvinylchloriden mit DispersionsSarbstoffen, dadurch gekennzeichnet, daß man das Färben in Gegenwart von Benzoesäure-chloralkylestern der Formel durchführt, in der die Zahl 2 oder 5 und n 0 oder 1 ist.1. A process for dyeing structures made of polyesters, cellulose esters or polyvinyl chlorides with dispersible carbohydrates, characterized in that the dyeing is carried out in the presence of chloroalkyl benzoate esters of the formula in which the number 2 or 5 and n is 0 or 1. 2. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß man 4-Chlorbenzoesäure-ß-chloräthylester und/oder 2-Chlorbenzoesäure-ß-chloräthylester verwendet.2. The method according to claim 1, characterized in that 4-chlorobenzoic acid-ß-chloroethyl ester and / or 2-chlorobenzoic acid-ß-chloroethyl ester is used. 3. Teztilmaterialien gefärbt nach Anspruch 1 oder 2.3. Teztilstoffe colored according to claim 1 or 2.
DE19702062287 1970-12-17 1970-12-17 Chloroalkyl benzoate carrier - for dispersion dyes and brighteners in dyeing polyester, cellulose ester and polyvinyl chlori Pending DE2062287A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19702062287 DE2062287A1 (en) 1970-12-17 1970-12-17 Chloroalkyl benzoate carrier - for dispersion dyes and brighteners in dyeing polyester, cellulose ester and polyvinyl chlori

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19702062287 DE2062287A1 (en) 1970-12-17 1970-12-17 Chloroalkyl benzoate carrier - for dispersion dyes and brighteners in dyeing polyester, cellulose ester and polyvinyl chlori

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DE2062287A1 true DE2062287A1 (en) 1972-07-06

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0189110A2 (en) * 1985-01-24 1986-07-30 D. Swarovski & Co. Dyed decorated material and process for dyeing a decorated material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0189110A2 (en) * 1985-01-24 1986-07-30 D. Swarovski & Co. Dyed decorated material and process for dyeing a decorated material
EP0189110A3 (en) * 1985-01-24 1988-06-29 D. Swarovski & Co. Dyed decorated material and process for dyeing a decorated material

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