DE673182C - Process for the preparation of o-oxyazo dyes - Google Patents

Process for the preparation of o-oxyazo dyes

Info

Publication number
DE673182C
DE673182C DEI55159D DEI0055159D DE673182C DE 673182 C DE673182 C DE 673182C DE I55159 D DEI55159 D DE I55159D DE I0055159 D DEI0055159 D DE I0055159D DE 673182 C DE673182 C DE 673182C
Authority
DE
Germany
Prior art keywords
oxyazo
dyes
preparation
acid
carboxylic acid
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
DEI55159D
Other languages
German (de)
Inventor
Dr Walther Benade
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 DEI55159D priority Critical patent/DE673182C/en
Application granted granted Critical
Publication of DE673182C publication Critical patent/DE673182C/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

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

Description

Verfahren zur Herstellung von o-Oxyazofarbstoffen Gegenstand des Patents 656487 ist ein Verfahren zur Herstellung von .o-Oxyazofarbstoffen, nach dem diazotierte, negativ substituierte 2-Amino-i-,oxybenzole, die keine Sulfonsäure- oder Carbonsäuregruppen enthalten, mit Oxynaplithiallnsulfons,äurearyliden, die im Arylidrest eine Carboil,s,äuregruppe tragen, gekuppelt werden.Process for the production of o-oxyazo dyes The subject of patent 656487 is a process for the production of .o-oxyazo dyes, according to which diazotized, negatively substituted 2-amino-i-, oxybenzenes, which contain no sulfonic acid or carboxylic acid groups, with oxynaplithiallnsulfons, acid arylides, which carry a carboil, acidic group in the arylide residue, are coupled.

Wie nun weiter gefunden ,wurde, gelangt man gleichfalls zu sehr wertvollen o-Oxyazofarbstoffen, wenn. man statt der genannten negativ substituierten 2-Amino-i-oxyb@enzole ohne Sulfonsäure- .oder Carbonsäuregruppen hier diazotierte 2-Aminob,enzol-i-carbonsäure oder deren Abkömmlinge mit 2-Oxyn,aphthali#n.-6-sulfonsäurearyliden, die im Arylidrest noch eine Carbonsä uregruppe enthalten, kuppelt. Die neuen Farbstoffe besitzen auf Wolle in Chromierter Färbung eine gute Wasch-, Licht-und Walkechth.eit. Gegenüber den aus Iden Patentschrifteai 556473 und 274082 sowie der französischen Patentschrift 781014 bekannten Farbstoffen von ähnlicher Zusammensetzung zeichnen sie sich durch erhöhte Löslichkeit und verbesserte Reibechtheit oder durch bessere Säurekochechtheit aus. Beispiel 13,7 Teile 2-Aminohenzol-i-carb,o'nsäure werden auf übliche Weise diazotiert. Die Lösung der Diazoverbindung läuft zu einer mit Eis versetzten Lösung von 35 Teilen 2-Oxynaphtb.alin-6-sulfons.äurephenylamid-2'- carbonsäure und 3oTeilenNatriumcarbonat in etwa i oooTeilen Wasser. Die Aufarbeitung des entstandenen o-Oxyazofarbst:offes .erfolgt in üblicher Weise. Der Farbstoff bildet nach dem Trocknen ein rotes Pulver von guter Löslichkeit. Wolle wird nach den bekannten Chromierungsverfahren in gedeckten, roten Tönen von guter Wasch-, Walk- und Lichtechtheit gefärbt.As has now been found further, one also arrives at very valuable o-oxyazo dyes if. instead of the negatively substituted 2-amino-i-oxyb @ enzenes mentioned without sulfonic acid or carboxylic acid groups, diazotized 2-aminob, enzene-i-carboxylic acid or its derivatives with 2-oxyn, aphthalic # n.-6-sulfonic acid arylidene, are used still contain a carboxylic acid group in the arylide radical, couples. The new dyes have good washing, light and boiling fastness on wool in a chrome-plated color. Compared to the dyes of a similar composition known from Iden patents ai 556473 and 274082 and French patent 781014 , they are distinguished by increased solubility and improved rubbing fastness or better acid boiling fastness. Example 13.7 parts of 2-aminohenzene-i-carb, o'nsäure are diazotized in the usual way. The solution of the diazo compound runs into a solution, mixed with ice, of 35 parts of 2-oxynaphthob.aline-6-sulfonic acid-phenylamide-2'-carboxylic acid and 30 parts of sodium carbonate in about 1,000 parts of water. The resulting o-oxyazo color: offes is worked up in the customary manner. After drying, the dye forms a red powder with good solubility. Wool is dyed in muted, red shades with good wash, milled and lightfastness using the well-known chromizing process.

Claims (1)

PATENTANSPRUCH: Abänderung des Verfahrens zur Herstellung von o-Oxyazofarbstoffen nach Patent 656487, dadurch gekennzeichnet, daß man hier diazotierte 2-Aminob@enzoli-carbonsäure oder deren Abkömmlinge mit 2-Oxynaphthalin-6-sulfoxisäurearyliden, die im Arylidrest noch .eine Carbonsäuregruppe enthalten:, kuppelt.PATENT CLAIM: Modification of the process for the production of o-oxyazo dyes according to patent 656487, characterized in that diazotized 2-aminob @ enzolocarboxylic acid or its derivatives with 2-oxynaphthalene-6-sulfoxic acid arylides, which still contain a carboxylic acid group in the arylide radical: , clutch.
DEI55159D 1936-06-04 1936-06-04 Process for the preparation of o-oxyazo dyes Expired DE673182C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI55159D DE673182C (en) 1936-06-04 1936-06-04 Process for the preparation of o-oxyazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI55159D DE673182C (en) 1936-06-04 1936-06-04 Process for the preparation of o-oxyazo dyes

Publications (1)

Publication Number Publication Date
DE673182C true DE673182C (en) 1939-03-17

Family

ID=7194043

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI55159D Expired DE673182C (en) 1936-06-04 1936-06-04 Process for the preparation of o-oxyazo dyes

Country Status (1)

Country Link
DE (1) DE673182C (en)

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