CH313305A - Process for the preparation of a metallizable monoazo dye - Google Patents

Process for the preparation of a metallizable monoazo dye

Info

Publication number
CH313305A
CH313305A CH313305DA CH313305A CH 313305 A CH313305 A CH 313305A CH 313305D A CH313305D A CH 313305DA CH 313305 A CH313305 A CH 313305A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
parts
preparation
oxy
metallizable
Prior art date
Application number
Other languages
German (de)
Inventor
Achille Dr Conzetti
Meinrad Dr Huerbin
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH313305A publication Critical patent/CH313305A/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     metallisierbaren        Monoazofarbstoffes       Gegenstand vorliegenden Patentes ist. ein  Verfahren zur Herstellung eines     metallisier-          baren        Monoazofarbstoffes.    Das Verfahren ist  dadurch gekennzeichnet, dass man     diazotiertes          6-Acetylamino-2-amino-l-oxy-        benzol-4-methyl-          sulfon    mit     2-Carbäthoxyamino-6-oxy-naphtha-          liii-8-snlfonsäure    kuppelt.  



  Der erhaltene neue     lIonoazofarbstoff    stellt  in Form seines     Natriumsalzes    ein schwarzes  Pulver dar, das Wolle aus saurem Bad in rot  violetten Tönen färbt, die durch     Nachehro-          mieren    sehr echte graue Färbungen geben,  welche insbesondere hervorragend lichtecht  sind.  



       Beispiel     24,6 Teile     6-Aeetylamino-2-amino-l-oxy-          benzol-4-methylsulfon    werden in 200 Teilen  Wasser mit 20 Teilen konzentrierter Salzsäure  verrührt und durch     Zutropfen    einer Lösung  > von 6,9 Teilen     Natriumnitrit    in 20 Teilen  Wasser bei 5-7      diazotiert.    Man neutralisiert  dann die     Diazosuspension    bis zum Verschwin  den der mineralsauren Reaktion durch Zu  gabe von     Natriumbicarbonat    und vermischt  sie bei 0-5  mit einer kalten Lösung, die man  durch Auflösung von 31,

  1 Teilen     2-Carb-          äthox3r-amino-6-oxy-naphthalin    - 8 -     sulfonsäure     mit 6 Teilen     Natriumcarbonat    in 150 Teilen  Wasser unter Zusatz von weiteren 8 Teilen       i        Natriumcarbonat,    15 Teilen     Ammoniakwasser            25 /oig    und 10 Teilen     Pyridin    zur erkalteten  Lösung hergestellt hat. Der gebildete Farb  stoff fällt sofort als schwarzes     Pulver    aus,  und nach einer Stunde ist die     Diazoverbin-          dung    verschwunden.

   Man rührt noch 16 Stun  den bei Zimmertemperatur und filtriert  den Farbstoff ab und trocknet ihn. Er     wird     in Form des     Natriumsalzes    als schwarzes Pul  ver erhalten, das sich in Wasser mit blauer  Farbe, bei Zusatz verdünnter Säuren mit blau  roter und in konzentrierter Schwefelsäure mit  blauroter Farbe löst. Wolle wird aus saurem  Bad in rotvioletten Tönen gefärbt, die durch       Nachehromieren    in sehr echte, insbesondere       hervorragend    lichtechte graue Töne über  gehen.



  Process for the preparation of a metallizable monoazo dye is the subject of the present patent. a process for the production of a metallizable monoazo dye. The process is characterized in that diazotized 6-acetylamino-2-amino-1-oxybenzene-4-methylsulfone is coupled with 2-carbethoxyamino-6-oxy-naphthalene-8-sulfonic acid.



  The new ionoazo dye obtained is, in the form of its sodium salt, a black powder which dyes wool from an acid bath in red-violet tones which, when repeated, give very real gray colorations, which are particularly excellent lightfast.



       EXAMPLE 24.6 parts of 6-ethylamino-2-amino-1-oxybenzene-4-methylsulfone are stirred in 200 parts of water with 20 parts of concentrated hydrochloric acid and a solution of 6.9 parts of sodium nitrite in 20 parts of water is added dropwise 5-7 diazotized. The diazo suspension is then neutralized until the mineral acid reaction disappears by adding sodium bicarbonate and mixing it at 0-5 with a cold solution, which is obtained by dissolving 31,

  1 part of 2-carbethox3r-amino-6-oxy-naphthalene-8-sulfonic acid with 6 parts of sodium carbonate in 150 parts of water with the addition of a further 8 parts of sodium carbonate, 15 parts of 25% ammonia water and 10 parts of pyridine to the cooled solution Has. The dye formed precipitates immediately as a black powder and the diazo compound has disappeared after an hour.

   The mixture is stirred for a further 16 hours at room temperature and the dye is filtered off and dried. It is obtained in the form of the sodium salt as a black powder which dissolves in water with a blue color, with the addition of dilute acids with a blue-red color and in concentrated sulfuric acid with a blue-red color. From an acidic bath, wool is dyed in red-violet tones, which are transformed into very real, in particular extremely light-fast gray tones through remodeling.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines metalli- sierbaren Monoazofarbstoffes, dadurch gekenn zeichnet, dass man diazotiertes 6-Acetylamino- 2-amino-l-oxy-benzol-4-methylsulfon mit 2 Carbäthoxyamino - 6 - oxy - naphthalin-8-sulfon- säure kuppelt. PATENT CLAIM A process for the production of a metallizable monoazo dye, characterized in that diazotized 6-acetylamino-2-amino-1-oxy-benzene-4-methylsulfone is coupled with 2-carbethoxyamino-6-oxy-naphthalene-8-sulfonic acid . Der erhaltene neue Monoazofarbstoff stellt in Form seines Natriumsalzes ein schwarzes Pulver dar, das Wolle aus saurem Bad in rot violetten Tönen färbt, die durch Nachchromie- ren sehr echte graue Färbungen geben, wel che insbesondere hervorragend lichtecht sind. The new monoazo dye obtained is, in the form of its sodium salt, a black powder which dyes wool from an acid bath in red-violet shades which, when chromium-plating, give very real gray dyes, which are especially extremely lightfast.
CH313305D 1953-02-04 1953-02-04 Process for the preparation of a metallizable monoazo dye CH313305A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH312191T 1953-02-04
CH313305T 1953-02-04

Publications (1)

Publication Number Publication Date
CH313305A true CH313305A (en) 1956-03-31

Family

ID=25735908

Family Applications (1)

Application Number Title Priority Date Filing Date
CH313305D CH313305A (en) 1953-02-04 1953-02-04 Process for the preparation of a metallizable monoazo dye

Country Status (1)

Country Link
CH (1) CH313305A (en)

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