CH304607A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH304607A
CH304607A CH304607DA CH304607A CH 304607 A CH304607 A CH 304607A CH 304607D A CH304607D A CH 304607DA CH 304607 A CH304607 A CH 304607A
Authority
CH
Switzerland
Prior art keywords
dye
sulfonic acid
tones
monoazo dye
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba 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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH304607A publication Critical patent/CH304607A/en

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
    • 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

Landscapes

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

Description

  

      Verfahren    zur Herstellung     eines        Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     1-Phenylamino-8-oxynaphthalin-4-swlfon-          säure    mit     diazotiertem        6-Nitro-2-amino-l-oxy-          benzol-4-sulfonsäuremethylamid    vereinigt.  



  Der neue Farbstoff bildet ein     dunkles     Pulver, das sich in     Wasser    mit     blauvioletter,     in     konzentrierter    Schwefelsäure mit bordeaux  roter Farbe löst     und.    Wolle aus essigsaurem  Bade in rötlich blauen Tönen färbt, die durch       Nachchromieren    in ein sehr echtes Grün über  gehen. Der Farbstoff eignet sich auch<B>vorzüg-</B>  lich zum Färben nach dem     Einbadchromier-          verfahren,    wobei ebenfalls echte grüne Töne  erhalten werden.  



  Die     Diazotierumg        des        6-Nitro-2-amino-l-oxy-          benzol-4-sulfonsäuremethylamids    kann nach  an sich bekannten Methoden erfolgen, z. B.  mittels     Natriumnitrit    und Salzsäure.  



  Die     Kupplung    wird beim vorliegenden  Verfahren mit Vorteil in alkalischem Medium  durchgeführt.  



  <I>Beispiel:</I>  24,7     Teile        6-Nitro-2-amino-l-oxybenzol-4-          sulfonsäitremethylamid    werden in üblicher  Weise in salzsaurer     Lösung    mit Natrium  nitrit     diazotiert.    Die mit     Natriumcarbonat            neutralisierte        Diazoverbindung    vereinigt man  mit einer mit Eis     abgekühlten    Lösung, herge  stellt aus 33 Teilen     1-Phenylamino-8-oxynaph-          thalin-4-sulfonsäure,    50     Volumteilen        Wasser,

       50     Volumteilen        2n-Natriumhydroxydlösung     und 50     Volumteilen    einer 15     o/oigen        Natrium-          earbonatlösung.    Nach beendeter Kupplung       wird    der abgeschiedene Farbstoff     abfitriert,     mit verdünnter     Natriumchloridlösung    gewa  schen und getrocknet.



      Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if 1-phenylamino-8-oxynaphthalene-4-sulfonic acid is combined with diazotized 6-nitro-2-amino-1-oxy-benzene-4-sulfonic acid methylamide.



  The new dye forms a dark powder that dissolves in water with a blue-violet color and in concentrated sulfuric acid with a burgundy red color. Wool from an acetic acid bath dyes reddish blue tones that turn into a very real green when chromium plating. The dye is also <B> particularly </B> suitable for dyeing using the single-bath chrome plating process, which also gives real green tones.



  The diazotization of the 6-nitro-2-amino-1-oxy-benzene-4-sulfonic acid methylamide can be carried out by methods known per se, eg. B. using sodium nitrite and hydrochloric acid.



  In the present process, the coupling is advantageously carried out in an alkaline medium.



  <I> Example: </I> 24.7 parts of 6-nitro-2-amino-1-oxybenzene-4-sulfonsäitremethylamid are diazotized with sodium nitrite in a conventional manner in a hydrochloric acid solution. The diazo compound neutralized with sodium carbonate is combined with a solution cooled with ice, made from 33 parts of 1-phenylamino-8-oxynaphthalene-4-sulfonic acid, 50 parts by volume of water,

       50 parts by volume of 2N sodium hydroxide solution and 50 parts by volume of a 15% sodium carbonate solution. After the coupling has ended, the deposited dye is filtered off, washed with dilute sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Monoazo- farbstoffes, @dadureh gekennzeichnet, dass man 1-Phenylamino- 8-oxynaphthalin-4-sulfonsäure mit diazotiertem 6-Nitro-2-amino-l-oxybenzol- 4-sulfonsäuremethylamid vereinigt. PATENT CLAIM Process for the production of a monoazo dye, @dadureh characterized in that 1-phenylamino-8-oxynaphthalene-4-sulfonic acid is combined with diazotized 6-nitro-2-amino-1-oxybenzene-4-sulfonic acid methylamide. Der neue Farbstoff bildet ein dunkles Pulver, das sieh in Wasser mit blauvioletter, in konzentrierter Schwefelsäure mit bordeaux- roter Farbe löst und Wolle aus Bade in rötlich blauen Tönen färbt, die durch Na.chchromieren in ein sehr echtes Grün übergehen. The new dye forms a dark powder that dissolves in water with a blue-violet color, in concentrated sulfuric acid with a burgundy-red color and colors wool from bathing in reddish blue tones, which turn into a very real green when chromed. Der Farbstoff eignet sich auch vorzüglich zum Färben nach dem Ein- badehromierverfahren, wobei ebenfalls echte grüne Töne erhalten werden. The dye is also eminently suitable for dyeing according to the single bath homing process, which also gives real green tones.
CH304607D 1952-03-19 1952-03-19 Process for the preparation of a monoazo dye. CH304607A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH301816T 1952-03-19
CH304607T 1952-03-19

Publications (1)

Publication Number Publication Date
CH304607A true CH304607A (en) 1955-01-15

Family

ID=25734442

Family Applications (1)

Application Number Title Priority Date Filing Date
CH304607D CH304607A (en) 1952-03-19 1952-03-19 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH304607A (en)

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