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CH259034A - Process for the preparation of a metallizable monoazo dye. - Google Patents

Process for the preparation of a metallizable monoazo dye.

Info

Publication number
CH259034A
CH259034A CH259034DA CH259034A CH 259034 A CH259034 A CH 259034A CH 259034D A CH259034D A CH 259034DA CH 259034 A CH259034 A CH 259034A
Authority
CH
Switzerland
Prior art keywords
red
oxy
monoazo dye
creates
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH259034A publication Critical patent/CH259034A/en

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
    • C09B3/00Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/02Benzathrones
    • C09B3/06Preparation from starting materials already containing the benzanthrone nucleus
    • C09B3/10Amino derivatives
    • 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
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • C09B45/16Monoazo compounds containing chromium

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     metallisierbaren        Monoazofarbstoffes.       Gegenstand vorliegenden     Patentes        ist    ein  Verfahren zur Herstellung eines     metallisier-          baren        Monoazofarbstoffes.    Das Verfahren ist  dadurch gekennzeichnet,

   dass man     diazotierte     2 --     Amino-benzol        -1-methylsulfon-4    -     s.ulfon-          säurephenylamid-4'-oxy-3'-carbonsäure    in  saurem Medium mit     2-Amino-8-oxy-naphtha-          lin-6=sulfonsäure    kuppelt.  



  Der entstandene neue Farbstoff stellt ein  rotviolettes Pulver dar, das sich in Wasser  mit blauroter Farbe und in     konzentrierter          ,Schwefelsäure    mit     dunkelbrauner    Farbe löst.  Im Chromdruck auf Baumwolle erzeugt er  eine     blaustichig    rote Nuance, auf Wolle aus  saurem Bade ebenfalls ein blaustichiges Rot,  das sich beim     Nachchromie@ren    kaum ver  ändert.  



  <I>Beispiel:</I>  38,6 Teile     2-Amino-benzol-1-methylsul-          fan    - 4     -sulf        onsäure-phenylamid-4'-        oxy-3'-car-          bonsäure    werden in 300 Teilen Wasser neu  tral gelöst, die Lösung von 6,9     Teilen    Na  triumnitrit in 100 Teilen Wasser zugesetzt  und die Mischung bei 0 bis     3     unter Rühren  auf 40 Teile konzentrierte Salzsäure und die  nötige Menge     Eis        getropft.    Die     gelbbraune          Diazoverbindung        fällt    zum grössten Teil aus.

    Nach     beendeter        Diazotierung    wird zur     Diazo-          suspension,    die deutlich kongosauer reagieren  und keine freie     salpetrige        Säure    mehr ent-    halten soll, bei 0 bis 5 , innert einer Stunde       eine    schwach saure Lösung von 23,9 Teilen       2-Amino-8-oxy-naphthalin-6-sulfonsäure    in  100 Teilen Wasser zugegeben.

   Nach zwei bis  drei Stunden wird durch     Zutropfen    von     Na-          triumacetatlösung        die    kongosaure     Reaktion     zum     Verschwindens    gebracht     und,    noch sech  zehn     Stunden,    bei 20      weitergerührt.        Dann     werden 40     Teile        konzentrierte    Salzsäure und  10 % Kochsalz     zugesetzt        und    hierauf der aus  geschiedene Farbstoff     isoliert    und     getrocknet.  



  Process for the preparation of a metallizable monoazo dye. The subject of the present patent is a process for the production of a metallizable monoazo dye. The procedure is characterized by

   that one diazotized 2-amino-benzene-1-methylsulfon-4-s-sulfonic acid-phenylamide-4'-oxy-3'-carboxylic acid in an acidic medium with 2-amino-8-oxy-naphthalin-6 = sulfonic acid clutch.



  The resulting new dye is a red-violet powder that dissolves in water with a blue-red color and in concentrated sulfuric acid with a dark-brown color. In the chrome print on cotton it creates a bluish red shade, on wool from acid bath it also creates a bluish red that hardly changes when it is chromed.



  <I> Example: </I> 38.6 parts of 2-amino-benzene-1-methylsulphane-4-sulfonic acid-phenylamide-4'-oxy-3'-carboxylic acid become neutral in 300 parts of water dissolved, the solution of 6.9 parts of sodium nitrite in 100 parts of water was added and the mixture was added dropwise at 0 to 3 with stirring to 40 parts of concentrated hydrochloric acid and the necessary amount of ice. Most of the yellow-brown diazo compound precipitates.

    After the end of the diazotization, a weakly acidic solution of 23.9 parts of 2-amino-8-oxy-naphthalene becomes a weakly acidic solution of 23.9 parts of 2-amino-8-oxynaphthalene within one hour at 0 to 5, to form the diazotization, which is clearly acidic to the Congo and should no longer contain any free nitrous acid -6-sulfonic acid in 100 parts of water was added.

   After two to three hours, the Congo acidic reaction is made to disappear by adding dropwise sodium acetate solution and stirring is continued at 20 for another sixteen hours. 40 parts of concentrated hydrochloric acid and 10% sodium chloride are then added and the dyestuff which has separated out is then isolated and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren: zur Herstellung eines metalli- sierbaren Monoazofarbstoffes, dadurch ge kennzeichnet, dass man diazotierte 2-Amino- benzol -1-methylsrulfon-4-sulfonsäurephenyl- amid-4'-oxy-3'-carbonsäure in saurem Me dium mit 2 - Anmino - 8 - oxy-naphthalin-6-su'1- fonsäure kuppelt. PATENT CLAIM: Process: for the production of a metallizable monoazo dye, characterized in that diazotized 2-aminobenzene -1-methylsrulfon-4-sulfonic acid phenylamide-4'-oxy-3'-carboxylic acid in acidic medium with 2 - Anmino - 8 - oxy-naphthalene-6-su'1- fonsäure couples. Der entstandene neue Farbstoff stellt ein rotviolettes Pulver dar, das sich in Wasser .mit blauroter Farbe und in konzentrierter Schwefelsäure mit dunkelbrauner Farbe löst. Im Chromdruck auf B'aumwo'lle erzeugt er eine blaustichig rote Nuance, auf Wolle aus ,saurem Bade ebenfalls ein blaustichiges Rot, das sich beim Naohchromieren kaum verän dert. The resulting new dye is a red-violet powder that dissolves in water with a blue-red color and in concentrated sulfuric acid with a dark brown color. In the chrome print on cotton wool it creates a bluish red shade, on wool made from acidic bath it also creates a bluish red that hardly changes when chromium plating.
CH259034D 1946-12-20 1947-08-13 Process for the preparation of a metallizable monoazo dye. CH259034A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH253954T 1946-12-20
CH259034T 1947-08-13

Publications (1)

Publication Number Publication Date
CH259034A true CH259034A (en) 1948-12-31

Family

ID=25729802

Family Applications (1)

Application Number Title Priority Date Filing Date
CH259034D CH259034A (en) 1946-12-20 1947-08-13 Process for the preparation of a metallizable monoazo dye.

Country Status (1)

Country Link
CH (1) CH259034A (en)

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