DE704731C - Process for the preparation of water-insoluble disazo dyes - Google Patents

Process for the preparation of water-insoluble disazo dyes

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Publication number
DE704731C
DE704731C DEI56509D DEI0056509D DE704731C DE 704731 C DE704731 C DE 704731C DE I56509 D DEI56509 D DE I56509D DE I0056509 D DEI0056509 D DE I0056509D DE 704731 C DE704731 C DE 704731C
Authority
DE
Germany
Prior art keywords
water
disazo dyes
preparation
insoluble disazo
components
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.)
Expired
Application number
DEI56509D
Other languages
German (de)
Inventor
Dr Josef Haller
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI56509D priority Critical patent/DE704731C/en
Application granted granted Critical
Publication of DE704731C publication Critical patent/DE704731C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/34—Disazo dyes characterised by the tetrazo component the tetrazo component being heterocyclic

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Herstellung von wasserunlöslichen Disazofarbstoffen Es wurde gefunden, daß man zu wasserunlöslichen Disazofarbstoffen gelangt, wenn man Triphendioxazine, die in m-Stellung zu jedem Azinstickstoff eine Aminogruppe und in o-Stellung zu jeder Aminogruppe eine Alkoxygruppe enthalten, tetrazotiert und die Tetrazoverbindung mit substantiven Azokomponenten auf der Faser kuppelt und dabei die Komponenten derart wählt, daß im Farbstoffmolekül keine wasserlöslichmachenden Gruppen enthalten sind.Process for the preparation of water-insoluble disazo dyes It has been found that water-insoluble disazo dyes are obtained if one triphendioxazines, which have an amino group in the m-position to each azine nitrogen and contain an alkoxy group in o-position to each amino group, tetrazotized and coupling the tetrazo compound with substantive azo components on the fiber and choosing the components in such a way that there are no water-solubilizing agents in the dye molecule Groups are included.

Man erhält so schwarze Färbungen, die sehr gute Echtheitseigenschaften aufweisen. Vor allem zeichnen sie sich durch sehr gute Lichtechtheit und außerordentliche Farbstärke aus.This gives black dyeings which have very good fastness properties exhibit. Above all, they are characterized by very good lightfastness and extraordinary Color strength off.

überraschenderweise kann man. auch mit Arylarniden der Acetessigsäure, die typische Gelbkomponenten sind, tiefe Schwarztöne erzeugen.surprisingly you can. also with aryl amides of acetoacetic acid, which are typical yellow components, produce deep blacks.

Die zur Verwendung kommenden, zwei Aminogruppen enthaltenden Triphendioxazine lassen sich nach den aus der Patentschrift 620 346 oder der britischen Patentschrift 4I6 887 bekannten `'erfahren herstellen.The triphendioxazines containing two amino groups that are used can be found in the patent specification 620 346 or the British patent specification 4I6 887 known '' experienced manufacture.

Beispiel I Baumwollgarn wird mit einer Lösung vorbehandelt, die I,5 g 2-(2', 3'-Oxynaphtloylainino)-naphthalin im Liter enthält. Die Ware wird nach dem Abpressen in einer mit Natriumacetat abgestumpften Tetrazolösung entwickelt, die im Liter 2, 6-Diamino-3, 7-diäthoxy-c9, ro-dichlortriphendioxazin von der Formel enthält. Die auf diese Weise hergestellte tiefe Schwarzfärbung zeichnet sich vor allem durch eine sehr gute Lichtechtheit aus. Ersetzt man in diesem Beispiel 2-(2' 3'-Oxynaphthoylamino) -naphthalin durch 3 g 4. 4'-Di-(acetoacetylamnino)-3, 3'-dimetliyldiphenyl, dann erhält man ein blaustichiges Schwarz.Example I Cotton yarn is pretreated with a solution which contains 1.5 g of 2- (2 ', 3'-oxynaphtloylainino) naphthalene per liter. After pressing, the product is developed in a tetrazo solution blunted with sodium acetate, which has the formula 2, 6-diamino-3, 7-diethoxy-c9, ro-dichlorotriphendioxazine per liter contains. The deep black coloration produced in this way is characterized above all by very good lightfastness. If, in this example, 2- (2 '3'-oxynaphthoylamino) naphthalene is replaced by 3 g of 4,4'-di- (acetoacetylamnino) -3, 3'-dimethyldiphenyl, a bluish black is obtained.

Beispiel a Gebleichtes Baumwollgewebe wird mit einer Klotzlösung von der folgenden Zusaniinensetzung auf dein Foulard behandelt und getrocknet. Hierauf wird eine Druckpaste von der nachstehenden Zusammensetzung aufgedruckt und nach dem Trocknen der nicht gekuppelte Teil der Azokomponente durch ein kochend heißes Bad abgezogen, das im Liter 5 ccm Natronlauge und 3 ccm Wasserglas enthält. Zum Schluß wird gespült und kochend geseift. Man erhält auf diese Weise ein tiefes Schwarz.Example a Bleached cotton fabric is made with a pad solution of treated with the following composition on your foulard and dried. On that a printing paste of the following composition is printed on and after drying the uncoupled portion of the azo component through a piping hot one Subtracted bath, which contains 5 cc sodium hydroxide solution and 3 cc water glass per liter. To the Finally it is rinsed and soaped at the boil. In this way you get a deep black.

Klotzlösung: Io g d, d'-Di-(acetoacetylamino) -3, 3'-dimethyldiphenyl werden mit Io ccm sulfoniertem Rizinusöl und I5 ccm Natronlauge unter Zusatz von Wasser gelöst, und die Lösung wird mit Wasser auf I Liter aufgefüllt. Druckpaste: I5 g 2, 6-Diamino-3, 7-dimetloxy-9, Io-dichlortriphendioxazin werden in 200 ccm Eiswasser unter Zusatz von 5o ccm Schwefelsäure (2o %) und 3,5 g Natriumnitrit tetrazotiert. Nach kurzem Stehen werden 6,5 g kristallisiertes essigsaures Natrium zugefügt und die orangefarbene Lösung wird in 500 g Weizenstärke-Tragantverdickung eingerührt.Blocking solution: Io g d, d'-di- (acetoacetylamino) -3, 3'-dimethyldiphenyl are treated with 10 cc of sulfonated castor oil and 15 cc of sodium hydroxide solution with the addition of Dissolved water, and the solution is made up to 1 liter with water. Printing paste: 15 g of 2,6-diamino-3, 7-dimetloxy-9, Io-dichlorotriphendioxazine are in 200 ccm Ice water with the addition of 50 cc sulfuric acid (20%) and 3.5 g sodium nitrite tetrazotized. After standing for a short time, 6.5 g of crystallized sodium acetate are added and the orange-colored solution is stirred into 500 g of wheat starch-tragacanth thickener.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von wasserunlöslichen Disazofarbstoffen, dadurch gekennzeichnet, daß man Triphendioxazine, die in m-Stellung zu jedem Azinstickstoff eine Aminogruppe und in o-Stellung zu jeder Aininogruppe eine Alkoxygruppe enthalten, tetrazotiert und die Tetrazoverbindung mit substantiven Azokomponenten auf der Faser kuppelt und dabei die Komponenten derart wiihlt, daß im Farbstoffmolekiil keine wasserlöslichmachenden Gruppen enthalten sind.PATENT CLAIM: Process for the production of water-insoluble disazo dyes, characterized in that triphendioxazines which are in the m-position to each azine nitrogen contain an amino group and an alkoxy group in o-position to each amino group, tetrazotized and the tetrazo compound with substantive azo components on the fiber coupling and choosing the components in such a way that none in the dye molecule water-solubilizing groups are included.
DEI56509D 1936-12-03 1936-12-03 Process for the preparation of water-insoluble disazo dyes Expired DE704731C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI56509D DE704731C (en) 1936-12-03 1936-12-03 Process for the preparation of water-insoluble disazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI56509D DE704731C (en) 1936-12-03 1936-12-03 Process for the preparation of water-insoluble disazo dyes

Publications (1)

Publication Number Publication Date
DE704731C true DE704731C (en) 1941-04-05

Family

ID=7194371

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI56509D Expired DE704731C (en) 1936-12-03 1936-12-03 Process for the preparation of water-insoluble disazo dyes

Country Status (1)

Country Link
DE (1) DE704731C (en)

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