DE656487C - Process for the preparation of o-oxyazo dyes - Google Patents

Process for the preparation of o-oxyazo dyes

Info

Publication number
DE656487C
DE656487C DEI54093D DEI0054093D DE656487C DE 656487 C DE656487 C DE 656487C DE I54093 D DEI54093 D DE I54093D DE I0054093 D DEI0054093 D DE I0054093D DE 656487 C DE656487 C DE 656487C
Authority
DE
Germany
Prior art keywords
parts
preparation
oxyazo
dyes
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
DEI54093D
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 DEI54093D priority Critical patent/DE656487C/en
Application granted granted Critical
Publication of DE656487C publication Critical patent/DE656487C/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium
    • 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
    • D06P1/02—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 azo dyes

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Paper (AREA)

Description

Verfahren zur Herstellung von o-Oxyazofarbstoffen Es wurde gefunden, daß man; zu o-Oxyazofarbstoffen, die zum Färben von Wolle nach dem Einbadch:romverfahren geeignet sind, gelangt, wenn man die Diazoverbindungen aus negativ substituierten 2-Amino-i-oxybenzolen, die keine Sulfonsäure- oder Carbonsäuregruppen enthalten, mit Oxynaphthalinsulfonsäurearyliden, die im Arylidrest durch eine Carbonsäuregrupp:e substituiert sind', kuppelt.Process for the preparation of o-oxyazo dyes It has been found that he; on o-oxyazo dyes, which are used for dyeing wool using the single bath: rom process are suitable, if you take the diazo compounds from negatively substituted 2-Amino-i-oxybenzenes that do not contain any sulfonic acid or carboxylic acid groups, with Oxynaphthalinsulfonsäurearyliden, which in the arylide residue by a carboxylic acid group: e are substituted ', coupling.

Die Farbstoffe zeichnen sich durch gutes Ziehvermägen nach dem Einbadchromverfahren aus und liefern auf Wolle Färbungen, die eine gute Wasch- und Walkechtheit sowie eine gute Lichtechtheit besitzen. Vor den bekannten o-Oxyazofarbstoffen aus diazotiertem 4-Chlor-2-amino-i-oxybenzol und i-Oxynaphthalin - 4 - sulfonsäurearylamid - 8 - sulfonsäuren zeichnen sie sich durch eine bessere Walkechtheit aus.The dyes are characterized by their good pulling power according to the single-bath chrome process and deliver dyeings on wool that are wash and milled fast as well have good lightfastness. Before the well-known o-oxyazo dyes from diazotized 4-chloro-2-amino-i-oxybenzene and i-oxynaphthalene - 4 - sulfonic acid arylamide - 8 - sulfonic acids they are characterized by a better milled fastness.

Beispiel i 18,9 Teile 4-Nitro-6-chlor-2-amino-i-oxybenzol werden mit Zoo Teilen Wasser angeschlämmt und nach Zusatz von 25 Teilen Salzsäure von 12' Be mit 6,9 Teilen Natriumnitrit diazotiert. Die Diazosuspension läuft zu einer mit Eis versetzten Lösung von 35 Teilen 2-Oxynaphthalin-6-sulfonsäurephenylamid-2'-carbonsäure und 25 Teilen Natriumcarbonat in etwa iooo Teilen Wasser. Nach beendeter Kupplung wird der erhaltene o-Oxyazofarbstoff in üblicher Weise aufgearbeitet. Er bildet nach dem Trocknen ein dunkles Pulver von guter Löslichkeit, das Wolle nach dem Einbadchromverfahren! in vielettbraunen Tönen von guter Wasch- und Walkechtheit und von sehr guter Lichtechtheit färbt.Example i 18.9 parts of 4-nitro-6-chloro-2-amino-i-oxybenzene are mixed with Zoo parts of water slurried and after addition of 25 parts of hydrochloric acid of 12 'Be diazotized with 6.9 parts of sodium nitrite. The diazo suspension runs with one Ice-added solution of 35 parts of 2-oxynaphthalene-6-sulfonic acid phenylamide-2'-carboxylic acid and 25 parts of sodium carbonate in about 1,000 parts of water. After the coupling is completed the o-oxyazo dye obtained is worked up in the usual way. He educates after drying a dark powder of good solubility, the wool after the single bath chrome process! in many-brown shades of good wash and milled fastness and very good light fastness colors.

Beispiel 2 In eine Lösung von 35 Teilen i-Oxynaphtb!alin--5-sulfonsäurephenylamid'-2'-carbonsäure rund 25 Teilen Natriumcarbonat in etwa iooo Teilen Wasser läuft eine aus i9,9 Teilen ¢, 6-Dinitro-2-amino-i-oxybenzol, 6,9 Tei-Ien Natriumnitrit und 25 Teilen Salzsäure von i2° B6 in etwa 5oo Teilen Wasserhergestellte Diazosuspension. Der erhaltene, in üblicher Weise aufgearbeitete o-Oxyazofarbstoff ist in trockenem Zustande ein dunkles Pulver, das sich mit rotvioletter Farbe in Wasser löst und auf Wollre nach dem Einbadchromverfahren ein grünstichiges Schwarz von guten Echtheitseigenschaften liefert.EXAMPLE 2 In a solution of 35 parts of i-oxynaphthalene-5-sulfonic acid phenylamide'-2'-carboxylic acid about 25 parts of sodium carbonate in about 1,000 parts of water runs one out of 19.9 parts [, 6-dinitro-2-amino-i-oxybenzene, 6.9 parts of sodium nitrite and 25 parts of hydrochloric acid Diazo suspension prepared from 12 ° B6 in about 500 parts of water. The received, o-oxyazo dye which has been worked up in the usual way is a dry state dark powder that dissolves in water with a red-violet color and afterwards on Wollre the single-bath chrome process produces a greenish black with good fastness properties supplies.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von o-Oxyazofarbstofferi, dadurch gekennzeichnet, daß man diazotierte, negativ substituierte Q-A:mino-i-oxybenzole, die keine Sulfonsäure- oder Carbonsäuregruppen enthalten, mit Oxynaphthalinsulfonsäurearyliden, die im Arylidrest durch eine Carbonsäuregruppe substituiert sind, kuppelt. Claim: Process for the preparation of o-oxyazo dyes, characterized in that diazotized, negatively substituted QA: mino-i-oxybenzenes, which contain no sulfonic acid or carboxylic acid groups, are coupled with oxynaphthalenesulfonic acid arylides which are substituted in the arylide radical by a carboxylic acid group.
DEI54093D 1936-01-18 1936-01-18 Process for the preparation of o-oxyazo dyes Expired DE656487C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI54093D DE656487C (en) 1936-01-18 1936-01-18 Process for the preparation of o-oxyazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI54093D DE656487C (en) 1936-01-18 1936-01-18 Process for the preparation of o-oxyazo dyes

Publications (1)

Publication Number Publication Date
DE656487C true DE656487C (en) 1938-02-05

Family

ID=7193776

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI54093D Expired DE656487C (en) 1936-01-18 1936-01-18 Process for the preparation of o-oxyazo dyes

Country Status (1)

Country Link
DE (1) DE656487C (en)

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