DE491999C - Process for the preparation of water-insoluble azo dyes - Google Patents

Process for the preparation of water-insoluble azo dyes

Info

Publication number
DE491999C
DE491999C DEI32098D DEI0032098D DE491999C DE 491999 C DE491999 C DE 491999C DE I32098 D DEI32098 D DE I32098D DE I0032098 D DEI0032098 D DE I0032098D DE 491999 C DE491999 C DE 491999C
Authority
DE
Germany
Prior art keywords
preparation
azo dyes
water
insoluble azo
red
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
DEI32098D
Other languages
German (de)
Inventor
Dr Aug 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
Priority to DEI32098D priority Critical patent/DE491999C/en
Application granted granted Critical
Publication of DE491999C publication Critical patent/DE491999C/en
Expired legal-status Critical Current

Links

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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/10Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00Pigment pastes, e.g. for mixing in paints

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen I=. "-,,erde gefunden, daß ? - d.- 5=rrichlor- allilin als Diazoverbindung mit den Ary- liden der 2 - 3-Oxynaplitlioesäure gekuppelt Farbstoffe ergibt, welche unter den durch vorzügliche 1--chtheitseigenschaften ausge- zrichiietc@ii 1#arbsto$ien dieser Klasse wegen ihrer I.ichtbestündigke it eine besondere Stel- iwig uiiiiitluis@n. Die neuen Farbstoffe können zur Herstel- lung wertvoller Lacke diene il sowie zur Er- zeugung echter Färbungen und Drucke auf der vegetabilischen Faser. Beispiel r. t9,7 Teile 2-4-5-Trichlor- anilin werden in bekannter Weise diazotiert und die Diazolösung mit einer Lösung von 30,8 Teilen 2 - 3-Oxynaphtlloyl-a-anisidin in verdünnter Natronlauge, welche mit der zur Bindung der überschüssigen Mineralsäure hinreichenden Menge 2#Tatriumacetat sowie Türkischrotöl versetzt ist, gekuppelt. Der ausgeschiedene Farbstoff wird abfiltriert und gut ausgewaschen. "Zur Lackdarstellung ver- wendet mau ihn vorteilhaft in Pastenforrn. Die in üblicher Weise daraus hergestellten Lacke liefern klare, gelbstichigrote Töne und zeigen eine vorzügliche Lichtechtheit. Beispiel 2. Gut ausgekochtes und ge- trocknetes Baumwollgarn wird mit einer Lösung voll 6 g 2 - 3-Oxynaphthoyl--5-chlor- 2-anisidin, 12 cc Natronlauge 34' Be und 8 cc. Türkischrotöl im Liter imprägniert, gründ- lich abgewunden und in einer mit Natrium- acetat abgestumpften Diazolösung, welche .4 g a - 4 - 5-Trichloranilin im Liter enthält, entwickelt, gespült und geseift. Ulan erhält so eine gelbstichigrote Fär- bung voll vorzüglicher Licllteclitheit. In der gleichen @A"eise erhält - man auf 2 - 3 - Oxynaphthoyl - a - naplithylamin ein Bordeauxrot, 2 - 3-Ox@-naphtlioyl-p-anisidili ein Rot, 2 - 3 - Oxvnaphtlioylaminohy dro- chinondimethyläthc#r ein gelbstichiges Rot. 2 - 3-Oxynaphthovl-4-chlor-2-anisidin ein gelb- stichiges Rot. 2 # 3-Ox\-naphtlioyl-5-chlor-2-to- luidin ein gelbstichiges Rot. bis 2 - 3-Oxy- naplitlioylclianis,irl.in ein Braun. In der gleichen Weise können auch andere 2 - 3-Oxynaphthoesiiurear\rlide in dein Ver- fahren verwendet werden. Process for the preparation of water-insoluble azo dyes I =. "- ,, earth found that? - d.- 5 = rrichlor- alliline as a diazo compound with the aryl liden of 2 - 3-oxynaplitlioic acid coupled Dyes results, which among the by excellent 1 - authenticity properties zrichiietc @ ii 1 # arbsto $ ien because of this class its non-persistence a special place iwig uiiiiitluis @ n. The new dyes can be used to manufacture valuable paints are used as well as for generation of real dyes and prints the vegetable fiber. Example r. t9.7 parts 2-4-5 trichloro aniline are diazotized in a known manner and the diazo solution with a solution of 30.8 parts of 2 - 3-oxynaphtlloyl-a-anisidine in dilute caustic soda, which is mixed with the for Binding of excess mineral acid sufficient amount of 2 # sodium acetate as well Turkish red oil is added, coupled. Of the precipitated dye is filtered off and well washed out. "For paint display, turn it advantageously in paste form. Those made from it in the usual way Varnishes deliver clear, yellowish-red tones and show excellent lightfastness. Example 2. Well-cooked and well-cooked dried cotton yarn is mixed with a Solution full 6 g of 2 - 3-oxynaphthoyl - 5-chloro- 2-anisidine, 1 2 cc sodium hydroxide solution 34 'Be and 8 cc. Turkish red oil impregnated by the liter, loosely wound and in a with sodium acetate blunted diazo solution, which .4 ga - contains 4 - 5-trichloroaniline per liter, developed, rinsed and soaped. Ulan is given a yellow-tinged red color Exercise full of excellent lightness. In the same @A "ice receives - one on 2 - 3 - oxynaphthoyl - a - naplithylamine Bordeaux red, 2 - 3-Ox @ -naphtlioyl-p-anisidili a red, 2 - 3 - Oxvnaphtlioylaminohydro- Quinondimethyläthc # r a yellowish red. 2 - 3-Oxynaphthovl-4-chloro-2-anisidine a yellow Cast red. 2 # 3-Ox \ -naphtlioyl-5-chloro-2-to- luidine a yellowish red. to 2 - 3-oxy- naplitlioylclianis, irl.in a brown. In the same way others can 2 - 3-Oxynaphthoesiiurear \ rlide in your driving can be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung voll wasserunlöslichen Azofarbstoffen, darin bestehend, daß man die Diazoverbindung aus 2 - q - 5-Trichloranilin mit den Aryliden der 2 - 3-Oxynaphthoesiiure für sielt oder auf einer Grundlage kuppelt.PATENT CLAIM: Process for the preparation of fully water-insoluble azo dyes, consisting in that the diazo compound from 2 - q - 5-trichloroaniline with the Arylides of 2 - 3-oxynaphthoic acid for soles or couples on a basis.
DEI32098D 1927-09-06 1927-09-06 Process for the preparation of water-insoluble azo dyes Expired DE491999C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI32098D DE491999C (en) 1927-09-06 1927-09-06 Process for the preparation of water-insoluble azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI32098D DE491999C (en) 1927-09-06 1927-09-06 Process for the preparation of water-insoluble azo dyes

Publications (1)

Publication Number Publication Date
DE491999C true DE491999C (en) 1930-02-15

Family

ID=7188056

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI32098D Expired DE491999C (en) 1927-09-06 1927-09-06 Process for the preparation of water-insoluble azo dyes

Country Status (1)

Country Link
DE (1) DE491999C (en)

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