DE570737C - Process for the preparation of water-insoluble azo dyes - Google Patents

Process for the preparation of water-insoluble azo dyes

Info

Publication number
DE570737C
DE570737C DE1930570737D DE570737DD DE570737C DE 570737 C DE570737 C DE 570737C DE 1930570737 D DE1930570737 D DE 1930570737D DE 570737D D DE570737D D DE 570737DD DE 570737 C DE570737 C DE 570737C
Authority
DE
Germany
Prior art keywords
preparation
water
azo dyes
insoluble azo
oxynaphthoylamino
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
DE1930570737D
Other languages
German (de)
Inventor
Dr Leopold Laska
Dr Arthur Zitscher
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
Application granted granted Critical
Publication of DE570737C publication Critical patent/DE570737C/en
Expired legal-status Critical Current

Links

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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Description

Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen Es wurde gefunden, daß man zu wertvoller, wasserunlöslichen Azofarbstoffen gelangt, wenn man die Diazoverbindung des in den Berichten der Deutschen Chemischen Gesellschaft Bd. .46 (1913), S. 3.-23 beschriebenen Monoamino-3'# a'-benzocarbazols, dem dort die Konstitution zugeschrieben wird, mit den Aryliden der 2 # 3-OxNrnaphthoesäure kuppelt.Process for the preparation of water-insoluble azo dyes It has been found that valuable, water-insoluble azo dyes are obtained if one uses the diazo compound of the monoamino-3 'described in the reports of the Deutsche Chemischen Gesellschaft Vol. 46 (1913), pp. 3.-23 # a'-benzocarbazols, which there the constitution is attributed to coupling with the arylides of 2 # 3-OxNrnaphthoäure.

Man erhält so dunkelblaue Färbungen, welche sich besonders durch eine sehr gute Chlorechtheit auszeichnen.Dark blue colorations are obtained, which are particularly distinguished by a very good fastness to chlorine.

Die neuen Farbstoffe können, in Substanz hergestellt, zur Bereitung wertvoller Pigmente dienen oder auch auf der vegetabilischen oder animalischen Faser nach Art der Eisfarben oder nach einer der bekannten Druckmethoden hergestellt werden. Beispiel i Gut ausgekochtes und getrocknetes Baumwollgarn wird mit einer Lösung von ,4 g i-(2'# 3'-Oxynaphthoylamino)-naphthalin, 12 ccm Natronlauge 34° Be und io ccm Türkischrotöl im Liter imprägniert, gründlich abgewunden und in einer mit i\Tatriumbicarbonat abgestumpften Diazolösung, welche 2,3g Monamino-3' # q.'-benzocarbazol im Liter enthält, entwickelt, gespült und geseift.The new dyes, produced in substance, can be used for preparation valuable pigments or on vegetable or animal fibers be produced in the manner of ice colors or by one of the known printing methods. Example i Well-boiled and dried cotton yarn is mixed with a solution of, 4 g of i- (2 '# 3'-oxynaphthoylamino) naphthalene, 12 cc of sodium hydroxide solution 34 ° Be and io ccm Turkish red oil per liter impregnated, thoroughly wound and in a with i \ Tatriumbicarbonat truncated diazo solution, which 2.3g monamino-3 '# q .'-benzocarbazole contains, developed, rinsed and soaped in the liter.

Man erhält eine rotstichig dunkelblaue Färbung von sehr guter Chlor- und Kochechtheit.The result is a reddish, dark blue coloration of very good chlorine and fastness to boil.

Beispiel e Sachgemäß vorbehandeltes Baumwollgarn wird mit einerLösung von 5,5 g i-(2'# 3'-Oxynaphthoylamino)-3-methyl-.4-methoxybenzol, i i ccm Natronlauge 34° Be und io ccm Türkischrotöl im Liter imprägniert, gut entwässert und in einer mit Natriumbicarbonat abgestumpftenDiazolösung,welche2.3 g Monoamino-3'# 4'-benzocarbazol im Liter enthält, entwickelt und wie üblich fertiggemacht. Man erhält so eine dunkelblaue Färbung von sehr guter Chlor- und Kochechtheit.Example e Properly pretreated cotton yarn is mixed with a solution of 5.5 g of i- (2 '# 3'-oxynaphthoylamino) -3-methyl-.4-methoxybenzene, 1 i cc of sodium hydroxide solution 34 ° Be and 10 cc Turkish red oil per liter impregnated, well drained and in one diazo solution blunted with sodium bicarbonate, which contains 2.3 g of monoamino-3 '# 4'-benzocarbazole contains in the liter, developed and finished as usual. You get such a dark blue coloration with very good chlorine and boiling fastness.

Mit anderen 2 # 3-Oxynaphthoesäurearyliden kann das Verfahren in der gleichen Weise ausgeführt werden.With other 2 # 3-oxynaphthoic acid arylides, the process can be carried out in the run the same way.

So erhält man z. B. mit 2.3-Oxynaphthoylaminobenzol ........................... ein rotstichiges Dunkelblau, 2-(2'- 3'-Oxynaphthoylamino)-naphthalin . . . . . . . . . . . . . . . . . . ein Schwarzblau, 1-(2'- 3'-Oxynaphthoylamino)-a-methylbenzol . . . . . . . . . . . . . . ein rotstichiges Dunkelblau, 1-(:2'- 3'-Oxynaphthoylamino)-4-chlorbenzol . . . . . . . . . . . . . . . . ein Dunkelblau, 1-(2'- 3'-Oxynaphthoylamino)-5-chlor-2-methylbenzol ....... ein grünstichiges Dunkelblau, i-(2' # 3'-Oxynaphthoylamino)-4-chlor-2 # 5-dimethoxybenzol . . ein Dunkelblau. So you get z. B. with 2.3-Oxynaphthoylaminobenzene ........................... a reddish dark blue, 2- (2'- 3'-oxynaphthoylamino) naphthalene. . . . . . . . . . . . . . . . . . a black blue, 1- (2'- 3'-oxynaphthoylamino) -a-methylbenzene. . . . . . . . . . . . . . a reddish dark blue, 1 - (: 2'- 3'-Oxynaphthoylamino) -4-chlorobenzene. . . . . . . . . . . . . . . . a dark blue, 1- (2'- 3'-Oxynaphthoylamino) -5-chloro-2-methylbenzene ....... a greenish dark blue, i- (2 '# 3'-Oxynaphthoylamino) -4-chloro-2 # 5-dimethoxybenzene. . a dark blue.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen, darin bestehend, daß man die Diazoverbindung des in den Berichten der Deutschen Chemischen Gesellschaft Bd.46 (1913),S.3723 beschriebenen Monamino-3'# 4.=benzocarbazols mit den Aryliden der :2 # 3-Oxynaphthoesäure für sich oder auf einer Grundlage kuppelt.PATENT CLAIM: Process for the preparation of water-insoluble azo dyes, consisting in the fact that the diazo connection of the in the reports of the Germans Chemischen Gesellschaft Vol. 46 (1913), p.3723 described monamino-3 '# 4. = Benzocarbazols with the arylides of: 2 # 3-oxynaphthoic acid by itself or on a basis.
DE1930570737D 1930-08-20 1930-08-20 Process for the preparation of water-insoluble azo dyes Expired DE570737C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE570737T 1930-08-20

Publications (1)

Publication Number Publication Date
DE570737C true DE570737C (en) 1933-02-20

Family

ID=6568659

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1930570737D Expired DE570737C (en) 1930-08-20 1930-08-20 Process for the preparation of water-insoluble azo dyes

Country Status (1)

Country Link
DE (1) DE570737C (en)

Similar Documents

Publication Publication Date Title
DE570737C (en) Process for the preparation of water-insoluble azo dyes
DE569305C (en) Process for the preparation of azo dyes
DE533795C (en) Process for the preparation of water-insoluble azo dyes
DE582966C (en) Process for the production of azo dyes on the fiber
DE556454C (en) Process for the production of azo dyes on the fiber
DE618809C (en) Process for the production of water-insoluble azo dyes
DE479345C (en) Process for producing real colors on the fiber
DE556452C (en) Process for the production of azo dyes on the fiber
DE620459C (en) Process for the preparation of water-insoluble azo dyes
DE515230C (en) Process for the preparation of water-insoluble azo dyes
DE539116C (en) Process for the preparation of water-insoluble azo dyes
DE652818C (en) Process for the production of water-insoluble azo dyes
DE644070C (en) Process for the production of ice colors using the printing or padding process
DE527634C (en) Process for the preparation of water-insoluble azo dyes
DE556453C (en) Process for the production of azo dyes on the fiber
DE651480C (en) Process for the production of water-insoluble azo dyes
DE520243C (en) Process for the preparation of water-insoluble azo dyes
DE741466C (en) Process for the production of asymmetrical dis- and polyazo dyes
DE497000C (en) Process for the preparation of water-insoluble azo dyes
DE532563C (en) Process for the preparation of water-insoluble azo dyes
DE522295C (en) Process for the preparation of water-insoluble azo dyes
DE734412C (en) Process for the production of a water-insoluble monoazo dye on vegetable fibers
DE536188C (en) Process for the production of azo dyes on the fiber
DE517438C (en) Process for the preparation of water-insoluble azo dyes
DE578230C (en) Process for the production of water-insoluble azo dyes