DE1146031B - Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes - Google Patents

Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes

Info

Publication number
DE1146031B
DE1146031B DEF32729A DEF0032729A DE1146031B DE 1146031 B DE1146031 B DE 1146031B DE F32729 A DEF32729 A DE F32729A DE F0032729 A DEF0032729 A DE F0032729A DE 1146031 B DE1146031 B DE 1146031B
Authority
DE
Germany
Prior art keywords
polymers
vinylidenecyanide
copolymers
cationic dyes
vinyl compounds
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
DEF32729A
Other languages
German (de)
Inventor
Walter Hees
Dr Christian Wiegand
Dr Ernst Schegk
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 DEF32729A priority Critical patent/DE1146031B/en
Priority to BE610972A priority patent/BE610972A/en
Publication of DE1146031B publication Critical patent/DE1146031B/en
Pending legal-status Critical Current

Links

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
    • D06P1/00—General 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
    • D06P1/44—General 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
    • D06P1/655—Compounds containing ammonium groups
    • D06P1/66—Compounds containing ammonium groups containing quaternary ammonium groups

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Description

Verfahren zum Färben von aus Acrylnitrilpolymerisaten, Vinylidencyanidpolymerisaten bzw. aus Mischpolymerisaten derselben mit anderen Vinylverbindungen hergestellten Gebilden mit kationischen Farbstoffen Gegenstand der Erfindung ist ein Verfahren zum Färben von aus Acrylnitrilpolymerisaten, Vinylidencyanidpolymerisaten bzw. aus Mischpolymerisaten derselben mit anderen Vinylverbindungen hergestellten Gebilden mit kationischen Farbstoffen. Das Verfahren ist dadurch gekennzeichnet, daß man das Färben in Gegenwart von Benzimidazoliumverbindungen der allgemeinen Formel durchführt, in der R, und R3 für aliphatische Kohlenwasserstoffreste und R2 für einen aromatischen, araliphatischen oder einen heterocyclischen Rest stehen, während Z ein Anion, vorzugsweise Cl, Br oder O - S02 - OCH3, bedeutet. R, ist zweckmäßig ein aliphatischer Kohlenwasserstoffrest mit mindestens 8 Kohlenstoffatomen. Die für R2 stehenden aromatischen, araliphatischen oder heterocyclischen Reste können auch substituiert sein, beispielsweise durch Halogen.Process for coloring structures with cationic dyes made from acrylonitrile polymers, vinylidenecyanide polymers or copolymers of the same with other vinyl compounds. The process is characterized in that dyeing is carried out in the presence of benzimidazolium compounds of the general formula in which R 1 and R 3 are aliphatic hydrocarbon radicals and R 2 is an aromatic, araliphatic or heterocyclic radical, while Z is an anion, preferably Cl, Br or O - SO 2 - OCH 3. R, is expediently an aliphatic hydrocarbon radical with at least 8 carbon atoms. The aromatic, araliphatic or heterocyclic radicals standing for R2 can also be substituted, for example by halogen.

Die Mengen an Benzimidazoliumverbindungen, welche zur Durchführung des Verfahrens der vorliegenden Erfindung erforderlich sind, lassen sich durch Vorversuche leicht ermitteln; im allgemeinen erweisen sich Mengen von etwa 0,5 bis 2 Gewichtsprozent, berechnet auf das zu färbende Material, als ausreichend.The amounts of benzimidazolium compounds required to carry out of the method of the present invention are required, can be determined by preliminary experiments easily determine; in general, amounts of about 0.5 to 2 percent by weight turn out to be, calculated on the material to be colored, as sufficient.

Geeignete kationische Farbstoffe sind unter anderem in American Dyestuff Reporter, 1954, S. 432 und 433, beschrieben.Suitable cationic dyes are, inter alia, in American Dyestuff Reporter, 1954, pp. 432 and 433.

Die Färbungen, die nach dem Verfahren der vorliegenden Erfindung auf Gebilden der eingangs erwähnten Polymerisate, z. B. auf Fasern, Fäden, Geweben oder Gewirken, erhältlich sind, zeichnen sich durch eine hervorragende Gleichmäßigkeit aus.The colorations obtained by the method of the present invention Forming the aforementioned polymers, for. B. on fibers, threads, or fabrics Knitted, available, are characterized by an excellent evenness the end.

Vor den als Hilfsmittel beim Färben von Gebilden aus Acrylnitrilpolymerisaten mit basischen Farbstoffen bereits vorgeschlagenen quaternären Ammoniumverbindungen vom Typ des Dimethylbenzyllauryl-ammoniumchlorids zeichnen sich die erfindungsgemäß zu verwendenden Benzimidazoliumverbindungen dadurch aus, daß sie die Aufziehgeschwindigkeit der basischen Farbstoffe bei Kochtemperatur - d. h. im optimalen Temperaturbereich des Färbeprozesses - überraschenderweise stärker zu bremsen vermögen. Die stärkere Bremswirkung hat dann ein gleichmäßigeres Aufziehen der basischen Farbstoffe zur Folge.Before as an aid in the dyeing of structures made of acrylonitrile polymers quaternary ammonium compounds already proposed with basic dyes of the dimethylbenzyllaurylammonium chloride type are those according to the invention benzimidazolium compounds to be used in that they increase the rate of absorption the basic dyes at boiling temperature - d. H. in the optimal temperature range of the dyeing process - surprisingly able to brake harder. The stronger one Braking effect then has a more even absorption of the basic dyes Episode.

Beispiel 1 Garne aus Polyacrylnitrilfasern werden im Flottenverhältnis 1 : 40 in ein Färbebad eingebracht, welches im Liter 0,125 g des Farbstoffes 0,5 g Eisessig, 0,5 g Natriumacetat und 0,25 g der Benzimidazoliumverbindung enthält. Man beginnt mit dem Färben bei 40°C, 0,5 g Natriumacetat, 0,5 g Eisessig und 0,2 g Ni-Dodecyl-Ns-methyl-2-phenyl-benzimidazoliumbromid enthält. Man erhöht die Temperatur des Bades allmählich auf 98°C und hält das Bad etwa 90 Minuten auf dieser Temperatur. Es wird eine helle Rotfärbung von hervorragender Gleichmäßigkeit erzielt.Example 1 Yarns made from polyacrylonitrile fibers are introduced into a dye bath in a liquor ratio of 1:40, which contains 0.125 g of the dye per liter 0.5 g of glacial acetic acid, 0.5 g of sodium acetate and 0.25 g of the benzimidazolium compound contains. You start dyeing at 40 ° C, Contains 0.5 g of sodium acetate, 0.5 g of glacial acetic acid and 0.2 g of Ni-dodecyl-Ns-methyl-2-phenyl-benzimidazolium bromide. The temperature of the bath is gradually increased to 98 ° C. and the bath is kept at this temperature for about 90 minutes. A light red color of excellent uniformity is achieved.

Claims (1)

PATENTANSPRUCH: Verfahren zum Färben von aus Acrylnitril-Vinylidencyanidpolymerisaten bzw. polymerisaten. aus Mischpolymerisaten derselben mit anderen Vinylverbindungen hergestellten Gebilden mit kationischen Farbstoffen, dadurch gekennzeichnet, daß man das Färben in Gegenwart von Benzimidsteigert die Temperatur des Bades auf 98°C und hält das Bad etwa 1 Stunde auf Kochtemperatur. Es wird eine helle Blaufärbung von ausgezeichneter Gleichmäßigkeit erhalten. Beispiel 2 Ein Gewebe aus Polyacrylnitrilfäden wird im Flottenverhältnis 1 : 40 in ein 40°C warmes Bad eingebracht, welches im Liter 0,5 g des Farbstoffes azoliumverbindungen der allgemeinen Formel durchführt, in der R, und Ra für aliphatische Kohlenwasserstoffreste und R2 für einen aromatischen, araliphatischen oder einen heterocyclischen Rest stehen, während Z ein Anion bedeutet: In Betracht gezogene Druckschriften: Belgische Patentschrift Nr. 559 678. Bei der Bekanntmachung der Anmeldung ist eine Färbetafel mit Erläuterungen- mit ausgelegt worden:PATENT CLAIM: Process for coloring acrylonitrile-vinylidenecyanide polymers or polymers. from copolymers of the same with other vinyl compounds with cationic dyes, characterized in that the dyeing in the presence of benzimide increases the temperature of the bath to 98 ° C and keeps the bath at boiling temperature for about 1 hour. A light blue coloration of excellent uniformity is obtained. EXAMPLE 2 A fabric made of polyacrylonitrile threads is placed in a liquor ratio of 1:40 in a bath at 40.degree. C. which contains 0.5 g of the dye azolium compounds of the general formula in which R, and Ra stand for aliphatic hydrocarbon radicals and R2 stands for an aromatic, araliphatic or a heterocyclic radical, while Z stands for an anion: Documents considered: Belgian patent specification No. 559 678. When the application is published there is a coloring table with explanations - with:
DEF32729A 1960-12-09 1960-12-09 Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes Pending DE1146031B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEF32729A DE1146031B (en) 1960-12-09 1960-12-09 Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes
BE610972A BE610972A (en) 1960-12-09 1961-11-30 Process for dyeing with cationic dyes products or objects formed from acrylonitrile polymers, vinylidene-cyanide polymers or respectively from copolymers of these compounds with other vinyl compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF32729A DE1146031B (en) 1960-12-09 1960-12-09 Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes

Publications (1)

Publication Number Publication Date
DE1146031B true DE1146031B (en) 1963-03-28

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEF32729A Pending DE1146031B (en) 1960-12-09 1960-12-09 Process for dyeing structures produced from acrylonitrile polymers, vinylidenecyanide polymers or from copolymers of the same with other vinyl compounds with cationic dyes

Country Status (2)

Country Link
BE (1) BE610972A (en)
DE (1) DE1146031B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4181499A (en) * 1974-10-29 1980-01-01 Ciba-Geigy Corporation Process for the level dyeing of polyacrylonitrile materials of slow, normal and rapid absorptive capacity
US4233028A (en) * 1975-07-14 1980-11-11 Ciba-Geigy Corporation Process for the level dyeing of polyacrylonitrile materials of slow, normal and rapid absorptive capacity

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE559678A (en) * 1956-07-31 1960-04-08 Ciba Geigy PROCESS FOR DYING POLYACRYLONITRILE FIBERS.

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE559678A (en) * 1956-07-31 1960-04-08 Ciba Geigy PROCESS FOR DYING POLYACRYLONITRILE FIBERS.

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4181499A (en) * 1974-10-29 1980-01-01 Ciba-Geigy Corporation Process for the level dyeing of polyacrylonitrile materials of slow, normal and rapid absorptive capacity
US4233028A (en) * 1975-07-14 1980-11-11 Ciba-Geigy Corporation Process for the level dyeing of polyacrylonitrile materials of slow, normal and rapid absorptive capacity

Also Published As

Publication number Publication date
BE610972A (en) 1962-03-16

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