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DE2009468A1 - Continuous dyeing of polyester textiles - Google Patents

Continuous dyeing of polyester textiles

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Publication number
DE2009468A1
DE2009468A1 DE19702009468 DE2009468A DE2009468A1 DE 2009468 A1 DE2009468 A1 DE 2009468A1 DE 19702009468 DE19702009468 DE 19702009468 DE 2009468 A DE2009468 A DE 2009468A DE 2009468 A1 DE2009468 A1 DE 2009468A1
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DE
Germany
Prior art keywords
formula
dye
radical
polyester textiles
oc6h4br
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
DE19702009468
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German (de)
Inventor
Karlheinz Dr 6805 Heddes heim Gebert
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.)
BASF SE
Original Assignee
Badische Anilin and Sodafabrik AG
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Publication date
Application filed by Badische Anilin and Sodafabrik AG filed Critical Badische Anilin and Sodafabrik AG
Priority to DE19702009468 priority Critical patent/DE2009468A1/en
Publication of DE2009468A1 publication Critical patent/DE2009468A1/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/547Anthraquinones with aromatic ether groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • C09B1/40Dyes with acylated amino groups the acyl groups being residues of an aliphatic or araliphatic carboxylic acid
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • C09B1/473Dyes with acylated amino groups the acyl groups being residues of a sulfonic acid
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/56Mercapto-anthraquinones
    • C09B1/58Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals
    • C09B1/585Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals substituted by aryl radicals
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/443Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being alternatively specified
    • C09B62/445Anthracene 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
    • D06P1/90General 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 dyes dissolved in organic solvents or aqueous emulsions thereof
    • D06P1/908General 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 dyes dissolved in organic solvents or aqueous emulsions thereof using specified dyes

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

Abstract

Continuous dyeing of polyester textiles. Dyes: (where R is H, CH3, SO2C6H4CH3, C6H4Cl, COC5H11, C6H3Cl2, C6H4COC2H4COOCH3, C6H4COC2H4COOC2H5, COCH=CH2, C6H4(CH2)3CONHCH3 or COCH2CH2Cl; R1 is H or NH2; R2 is H, OC6H4CH3, OC6H4Br, COOCH2CH(CH3)2 CO(OC2H4)2OC4H9, COOCH2C(CH3)2CHOHCH(CH3)2, COOC8H17, CONH(CH2)3OCH2CH(C2H5)(C4H9), SC6H5, SC6H4Cl, SC6H4OCH3 or SC6H4SCH3; R3 is H, OC6H4OCH3 or OC6H4Br and R4 is H, NH2, COOC2H5, COC6H5 or S-C6H5) are used for continuously dyeing polyester textiles from solvents, pref. trichlorethylene. Orange, yellow, red, violet and blue shades are obtd. Operation reliability is high and speck formation by dye pptn. is prevented.

Description

Verfahren zum kontinuierlichen Färben von Textilmaterial aus Polyestern in Lösungsmitteln Die Erfindung betrifft ein Verfahren zum kontinuierlichen Färben von.Textilmaterial aus Polyestern in Lösungsmitteln, das dadurch gekennzeichnet ist, daß man Farbstoffe der allgemeinen Formel verwendet, in der R-einen Rest der Formel H, CH3, SO2C6H4CH3, C6H4Cl, COC5H11, C6H3Cl2, C6H4COC2H4COOCH3, C6H4COC2H4COOC2H5, COCH=CH2, C6H4(CH2)3CONHCH3 oder COCH2CH2Cl, R1 einen Rest der Formel H oder NH2, einen Rest der Formel H, OC6H4CH3, OC6H4Br, SC6H5,SC6H4C1, SC6H4OCH3 oder SC6H4SCH3, R3 einen Rest der Formel H, OC6H40CH3 oder OC6H4Br und R4 einen Rest der Formel H, NH2, COC6H5 oder S-C6H5 bedeuten.Process for the continuous dyeing of textile material made of polyesters in solvents The invention relates to a process for the continuous dyeing of textile material made of polyesters in solvents, which is characterized in that dyes of the general formula are used used in which R- is a radical of the formula H, CH3, SO2C6H4CH3, C6H4Cl, COC5H11, C6H3Cl2, C6H4COC2H4COOCH3, C6H4COC2H4COOC2H5, COCH = CH2, C6H4 (CH2) 3CONHCH3 or COCH2 a radical, a radical of the formula R1 or H2Cl Formula H, OC6H4CH3, OC6H4Br, SC6H5, SC6H4C1, SC6H4OCH3 or SC6H4SCH3, R3 is a radical of the formula H, OC6H40CH3 or OC6H4Br and R4 is a radical of the formula H, NH2, Mean COC6H5 or S-C6H5.

Polyester, die sich nach dem kontinuierlichen Verfahren färben lassen, sind z.B. Polyäthylenglykolterephthalat ffier chemisch analog aufgebaute Produkte. Für das neue Verfahren geeignete Lösungsmittel sind z.B. chlorierte Kohlenwasserstoffe, wie 1.1.1-Trichloräthan, Perchloräthylen oder Trichloräthylen.Polyesters that can be dyed using the continuous process, are e.g. polyethylene glycol terephthalate ffier chemically analogous products. Suitable solvents for the new process are e.g. chlorinated hydrocarbons, like 1.1.1-trichloroethane, perchlorethylene or trichlorethylene.

Die Lösungsmittel können auch im Gemisch und mit Zusätzen von Lösungsvermittlern für die Farbstoffe, wie Methanol, Äthanol, Dimethylformamid oder N-Methylpyrrolidon, verwendet werden, jedoch ist die Verwendung reiner Lösungsmittel und insbesondere von Trichloräthylen bevorzugt.The solvents can also be used as a mixture and with additions of solubilizers for the dyes such as methanol, ethanol, dimethylformamide or N-methylpyrrolidone, can be used, however, the use of pure solvents and in particular preferred by trichlorethylene.

Das neue Färbeverfahren wird zweckmäßigerweise so durchgeführt, daß man den Farbstoff oder ein Farbstoffgemisch bei Raum- oder erhöhter Temperatur löst und das Textilmaterial mit der Lösung imprägniert. Anschließend wird der Farbstoff nach den Ublichen Methoden fixiert, wobei auch eine Zwischentrocknung eingeschaltet werden kann.The new dyeing process is expediently carried out so that the dye or a mixture of dyes is dissolved at room or elevated temperature and impregnating the textile material with the solution. Then the dye fixed by the usual methods, with intermediate drying also switched on can be.

Das Imprägnieren des Textilmaterials m@ @ der Farbstofflösung kann z.B. durch einen Tauchprozess, durch Besprühen oder durch Foulardieren erfolgen. Zweckmäßigerweise wird dann im Warmluftstrom der größte Teil des Lösungsmittels von der Ware entfernt und der Farbstoff auf bekannte Weise durch Dämpfen mit Wasser-oder Lösungsmitteldampf, vorzugsweise unter Druck bei 13000, oder durch eine trockene Hitzebehandlung mit Heißluft, Kontakthitze, Behandlung mit einem Hochfrequenzfeld oder Bestrahlung mit Infrarot fixiert. Eine Trocknung zwischen der Imprägnier-und der Fixierstufe kann dann vermieden werden, wenn man mit der Ware nach dem Imprägnieren gleich in einen Dämpfer einfährt.The impregnation of the textile material m @ @ the dye solution can e.g. by a dipping process, by spraying or by padding. Most of the solvent is then expediently in the hot air stream removed from the goods and the dye in a known manner by steaming with water or Solvent vapor, preferably under pressure at 13,000, or by dry Heat treatment with hot air, contact heat, treatment with a high frequency field fixed or irradiation with infrared. A drying between the impregnation and the fixing stage can then be avoided if one with the goods after impregnation immediately enters a damper.

Im Gegensatz zu den wäßrigen Farbstoffdispersionen bei der konventionellen Arbeitsweise stellen Lösungsmittelflotten echte Lösungen des betreffenden L"jrbstoffs im Lösungsmittel dar. Netz-, L Dispergier- und Enthärtungsmittel entfallen naturgemäß, so daß das ganze Färbesystem erheblich vereinfacEIt; wird. Die Gefahr (lel Stippenbildung durch Farbstoffausfällungen ist ausgeschlossen- oder wird zumindest erheblich eingeschränkt. Dies gewährleistet eine hohe Betriebssicherheit.In contrast to the aqueous dye dispersions in the conventional Method of operation, solvent liquors represent real solutions of the relevant oil in the solvent. Naturally, there are no wetting agents, dispersants or softeners, so that the whole dyeing system is considerably simplified; will. The danger (lel formation of specks by Dye precipitation is excluded or is at least considerably restricted. This ensures a high level of operational reliability.

Eine erhebliche Vereinfachung kann auch beim Finish der Farbstoffe erfolgen. Es ist nicht nur möglich, die Farbstoffe in Form von getrocknetem Preßkuchen zu verwenden, sondern man kann dem Farbstoff auch alle Arten von Stellmitteln'beimischen, Als Stellmittel kommen in Betracht: Salze aller Art, anorganische Polymere (z.B. Silicagel), Kohlehydrate, wie Zucker, Stärke, Dextrin etc.A considerable simplification can also be achieved with the finish of the dyes take place. It is not only possible to use the dyes in the form of dried presscakes to use, but you can also add all kinds of thickening agents to the dye, The following can be used as thickening agents: Salts of all kinds, inorganic polymers (e.g. Silica gel), carbohydrates such as sugar, starch, dextrin etc.

Oder organische Polymere, soweit diese Substanzen im Lösungsmittel unlöslich sind. Die Korngröße der Farbstoffe ist nicht wie bei Dispersionen eine kritische Größe, so daß auch die langwierigen Mahlprozesse erheblich gekürzt werden können.Or organic polymers, insofar as these substances are in the solvent are insoluble. The grain size of the dyes is not one, as is the case with dispersions critical size, so that the lengthy grinding processes can also be shortened considerably can.

Auch die Verwendung von im Lösungsmittel löslichen Stellmitteln, z.B. Polyvinylestern, wie Polyacrylsäureäthylester, ist möglich.The use of thickening agents which are soluble in the solvent, e.g. Polyvinyl esters, such as polyacrylic acid ethyl ester, are possible.

Solche Produkte können z.B.durch eine Nachwäsche mit Lösungsmittel, beispielsweise nach dem Thermofixieren, zusammen mit dem nicht fixierten Farbstoff wieder von der Ware entfernt werden.Such products can, for example, be rewashed with solvents, for example after heat setting, together with the unfixed dye be removed from the goods again.

Zur Herstellung der Färbeflotte kann man den Farbstoff unter Rühren bei Raumtemperatur oder gegebenenfalls hunter Erwärmen im Lösungsmittel lösen. Man kann auch so verfahren, daß man in einem heizbaren Ansatzbehälter die Flotte bei Temperaturen zwischen 0° und 60°C über ein Filter zirkulieren läßt. Nach Zugabe des Farbstoffs setzt sich dieser auf dem -Filter nieder und wird nach und nach entsprechend seiner Löslichkeit heruntergelöst.To prepare the dye liquor, the dye can be stirred Dissolve in the solvent at room temperature or, if necessary, with warming. Man can also proceed in such a way that the liquor is in a heatable batch container Can circulate temperatures between 0 ° and 60 ° C through a filter. After adding of the dye, it settles on the filter and gradually becomes accordingly dissolved in its solubility.

Die oben genannten im Lösungsmittel nicht lbslichen Stellmittelbleiben auf dem Filter zurück. Die Fiottenzirkulation kann dabei auch über das Foulard-Chassis erfolgen, so daß man immer mit einer blanken Flotte arbeitet.The above-mentioned suspending agents, which are not soluble in the solvent, remain back on the filter. The fiott circulation can also be done via the padder chassis done so that one always works with a bare fleet.

Zur Vermeidung der Farbstoffmigration während des Zwischentrocknens kann man der Flotte außerdem im Lösungsmittel lösliche Verdicker, wie Polyvinylester oder Celluloseester, zusetzen.To avoid dye migration during intermediate drying the liquor can also be thickeners which are soluble in the solvent, such as polyvinyl esters or cellulose ester.

Beispiel l 5,0 g des Farbstoffs der Formel werden unter Rühren in 1000 ml Trichloräthylen gelöst. Mit der filtrierten klaren Farbstofflösung imprägniert man Gewebe aus Polyäthylenglykolterephthalat bei Raumtemperatur, quetscht das imprägnierte Gewebe auf ungefähr 200 % seines Trockengewichts ab und trocknet es bei 40 bis 80°C im Luftstrom. Danach wird der Farbstoff durch Thermosolieren (90 Sekunden bei 21000) fixiert.Example 1 5.0 g of the dye of the formula are dissolved in 1000 ml of trichlorethylene with stirring. Fabric made of polyethylene glycol terephthalate is impregnated with the filtered clear dye solution at room temperature, the impregnated fabric is squeezed to about 200% of its dry weight and dried at 40 to 80 ° C. in a stream of air. The dye is then fixed by thermosoling (90 seconds at 21,000).

Man erhält eine rote Färbung mit guter Licht- und guter Sublimierechtheit.A red dyeing with good lightfastness and good sublimation fastness is obtained.

Beispiel 2 5,0 g des Farbstoffs der Formel werden unter Rühren in 1000 ml Trichloräthylen gelöst. Zur Farbstoffl8sung gibt man 30 g einer 20 %igen Polyäthylacrylat-Verdickung in Trichloräthylen, Mit der durch Filtrieren geklärten Farbstofflösung imprägniert man Gewebe aus Polyäthylenglykolterephthalat bei Raumtemperatur, quetscht das imprägnierte Gewebe auf ungefähr 200 % seines Trockengewichts ab und trocknet es bei 40 bis 80°C im Luftstrom. Danach fixiert man den Farbstoff durch Thermosolieren (2 Minuten bei 21000). Man erhält eine orangefarbene Färbung mit guter Licht- und guter Sublimierechtheit.Example 2 5.0 g of the dye of the formula are dissolved in 1000 ml of trichlorethylene with stirring. 30 g of a 20% polyethyl acrylate thickener in trichlorethylene are added to the dye solution. Polyethylene glycol terephthalate fabric is impregnated with the dye solution clarified by filtration at room temperature, the impregnated fabric is squeezed to about 200% of its dry weight and dried at 40 to 80 ° C in the air stream. The dye is then fixed by thermosoling (2 minutes at 21,000). An orange dyeing with good lightfastness and good fastness to sublimation is obtained.

Ähnlich gute Färberesultate erhält man, wenn man das imprägnierte und getrocknete Gewebe nicht thermofixiert, sondern bei 13O0C während 10 Minuten unter Druck dämpft.Similarly good dyeing results are obtained when impregnated and dried fabrics are not heat-set, but at 130 ° C. for 10 minutes cushions under pressure.

Verwendet man anstelle des im Beispiel 1 genannten Farbstoffs einen der in-der nachfolgenden Tabelle angegebenen Farbstoffe, so erhält man ebenfalls gut entwickelte Färbungen mit guten bis sehr guten Licht- und Sublimierechtheiten. If, instead of the dye mentioned in Example 1, one of the dyes given in the table below is used, well-developed dyeings with good to very good lightfastness and sublimation fastness are also obtained.

Beispiel R R1 R2 R3 R4 Farbton auf Polyester 0 cd rlQ)ov, c, -> k bD bO a, a> o <cl C a E: ri cd 9 ri I ri <d o cd o (d m ri O o o k o, k rc rt rt r( O O) rl O 3 H H SC6H4OCH3 H C0C6H5 rot 4 SC6HCl H C0C6H5 scharlach 5 H g H O0 orange o H H SC6H4SCH3 H H gelb J X 3= 0 U U 8 H NH2 OC6H4OCH3 OC6H4OCH3H = o x 9 NH2 C00C8H17 H H blau c) o U cm n n rq V rn M 1i\ U C) H C) V r4 o C) H violett 00 c OXPcl O 15 C6H4C3H6CONHCH3 H H =t H rot t 3 x O x x U I \0 \0 W W O \0 0 W V C) U C) O U u O C) C\l (U fU (U n g to O O t U N XD JC) x XD U' t) C) t x n Nx :t m C) W @ n st L oo O N t UE Beispiel R R1 R2 R3 R4 Farbton auf Polyester 16 C6H4COC2H4COOC2H5 H H H COOC2H5 rot 17 SO2C6H4CH3 H SC6H4OCH3 H H gelb 18 H NHCOC5H11 COOC4H9 H H blau 19 H NHCOCHCH2 COOC4H9 H H blau 20 H NHC6H4Cl SC6H5 H H blau 21 H NHCOC2H4Cl COOC4H9 H H blau 22 H NHCOCH=CH2 COOC8H17 H H violett 23 C6H3Cl2 H H H NH2 orangeExample R R1 R2 R3 R4 shade on polyester 0 CD rlQ) ov, c, -> k bD bO a, a> o <cl C a E: ri cd 9 ri I ri <do cd o (dm ri O ooko, k rc rt rt r (OO) rl O 3 HH SC6H4OCH3 H C0C6H5 red 4 SC6HCl H C0C6H5 scarlet 5 H g H O0 orange o HH SC6H4SCH3 HH yellow J X 3 = 0 UU 8 H NH2 OC6H4OCH3 OC6H4OCH3H = ox 9 NH2 C00C8H17 HH blue c) O U cm nn rq V rn M 1i \ U C) HC) V r4 o C) H purple 00 c OXPcl O 15 C6H4C3H6CONHCH3 HH = t H red t 3 x O xx UI \ 0 \ 0 WWO \ 0 0 W VC) UC) OU u OC) C \ l (U fU (U n g to OO t UN XD JC) x XD U 't) C) tx n Nx: t m C) W @ n st L oo ON t UE Example R R1 R2 R3 R4 Color shade on polyester 16 C6H4COC2H4COOC2H5 HHH COOC2H5 red 17 SO2C6H4CH3 H SC6H4OCH3 HH yellow 18 H NHCOC5H11 COOC4H9 HH blue 19 H NHCOCHCH2 COOC4H9 HClH blue 20 HOCHH17 COOC4H9 HClH4 HOCH5 COOCH4 HOCH5 COOCH4 HOCH4 HOCH4 blue 22 NHCH17 COOCHH17 COOCH4H4H4 HOCH2 22 NHCH17 NHC6H4Cl2 HH violet 23 C6H3Cl2 HHH NH2 orange

Claims (2)

PatentansprUche 1. Verfahren zum kontinuierlichen Färben von Textilmaterial aus Polyestern in Lösungsmitteln, dadurch gekennzeichnet, daß man Farbstoffe der allgemeinen Formel verwendet, in der R einen Rest der Formel H, CH3, SO2C6H4CH3, C6H4Cl, COC5H11, C6H3Cl2, C6H4COC2H4COOCH3, C6H4COC2H4COOC2H5, COCH=CH2, C6H4(CH2)3CONHCH3, oder COCH2CH2Cl R1 einen Rest der Formel H oder NH2, R2 einen Rest der Formel ii, OC6H4CH3, OC6H4Br, COOCH2CH(CH3)2, CO(OC2H4)2OC4H9, COOCH2C(CH3)2CHOHCH(CH3)2, SC6H5, SC6H4Cl, SC6H4OCH3 oder SC6H4SCH3, R3 einen Rest der Formel H, OC6H4OCH3 oder OC6H4 Br und R4 einen Rest der Formel H, NH2, COOC2H5, COC6H5 oder S-C6H5 bedeuten. Claims 1. A process for the continuous dyeing of textile material made from polyesters in solvents, characterized in that dyes of the general formula are used used, in which R is a radical of the formula H, CH3, SO2C6H4CH3, C6H4Cl, COC5H11, C6H3Cl2, C6H4COC2H4COOCH3, C6H4COC2H4COOC2H5, COCH = CH2, C6H4 (CH2) R2 is a radical R1CONHCH2, or COCH2 is a radical of the formula Formula ii, OC6H4CH3, OC6H4Br, COOCH2CH (CH3) 2, CO (OC2H4) 2OC4H9, COOCH2C (CH3) 2CHOHCH (CH3) 2, SC6H5, SC6H4Cl, SC6H4OCH3 or SC6H4SCH3, R3 is a radical of the formula H, OC6H4OCH3 or OC6H4 Br and R4 is a radical of the formula H, NH2, COOC2H5, COC6H5 or S-C6H5. 2. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß man Trichloräthylen als Lösungsmittel verwendet.2. The method according to claim 1, characterized in that trichlorethylene used as a solvent.
DE19702009468 1970-02-28 1970-02-28 Continuous dyeing of polyester textiles Pending DE2009468A1 (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2194833A1 (en) * 1972-08-04 1974-03-01 Hoechst Ag
EP0323744A3 (en) * 1987-12-29 1991-11-06 MITSUI TOATSU CHEMICALS, Inc. Transfer sheet ink and method for sublimation thermal-transfer printing
US5168093A (en) * 1987-12-29 1992-12-01 Mitsui Toatsu Chemicals Inc. Sublimation thermaltransfer printing sheet comprising novel magenta dyestuffs
US5300475A (en) * 1987-12-29 1994-04-05 Mitsui Toatsu Chemicals, Incorporated Sublimation thermal transfer printing sheet comprising novel magenta dyestuffs

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2194833A1 (en) * 1972-08-04 1974-03-01 Hoechst Ag
EP0323744A3 (en) * 1987-12-29 1991-11-06 MITSUI TOATSU CHEMICALS, Inc. Transfer sheet ink and method for sublimation thermal-transfer printing
US5168093A (en) * 1987-12-29 1992-12-01 Mitsui Toatsu Chemicals Inc. Sublimation thermaltransfer printing sheet comprising novel magenta dyestuffs
US5300475A (en) * 1987-12-29 1994-04-05 Mitsui Toatsu Chemicals, Incorporated Sublimation thermal transfer printing sheet comprising novel magenta dyestuffs

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