CH296530A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH296530A
CH296530A CH296530DA CH296530A CH 296530 A CH296530 A CH 296530A CH 296530D A CH296530D A CH 296530DA CH 296530 A CH296530 A CH 296530A
Authority
CH
Switzerland
Prior art keywords
parts
blue
preparation
dye
water
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 CH296530A publication Critical patent/CH296530A/en

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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

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstofes.       Es wurde gefunden, dass man zu einem  wertvollen     1Vlonoazofarbstoff    gelangt., wenn  man     diazotiertes        4-Chlor-2-amino-l-oxybenzol.     mit 1-     Sulfacetamino    - 7 -     oxy        naphthalin    ver  einigt.  



  Der neue Farbstoff stellt ein dunkles     Pul-          Vtyr    dar, das sieh in Wasser mit violetter und  in konzentrierter     Sehwefelsäure    mit rosaroter  Farbe löst und Wolle aus saurem Bade in  blauroten Tönen färbt, welche beim     Nachehro-          mieren    in ein Blaugrau von guten     Nasseeht-          heiten    und vorzüglicher     Liehteehtheit    über  geführt werden.  



  Das dem vorliegenden Verfahren als Aus  gangsstoff dienende     1-Sulfacetamino-7-oxy-          naphtlialin    kann beispielsweise erhalten wer  den, indem man     1-Amino-7-oxynaphthalin    an       der        Aminogruppe    mit     Chloressigsäureehlorid          i-tionoacyliert    und das erhaltene     1-Chloracetyl-          amino-7-oxynapht.halin    mit     sehwefliger    Säure  bzw. mit den Salzen dieser Säure umsetzt.  



  Die     Kupplung    kann     naeh    an sieh bekann  ten Methoden, z. B. in     alkalisehem    Medium,  erfolgen.  



       Beispiel:     1.4,35 Teile     4-Chlor-2-amino-l-oxybenzol     werden in 22 Teilen 30     0%        iger    Salzsäure und    150 Teilen Wasser suspendiert und bei 5  mit  einer     Lösung    von 6,9 Teilen     Natriumnitrit    in  25 Teilen Wasser     diazotiert.    Die so erhaltene       Suspension    wird mit einer Lösung von 28,7.

    Teilen     1-Sulfaeetamino-7-oxynaphthalin,    4 Tei  len     Natriumhydroxyd,    5,3 Teilen     Natriumear-          bonat    in 150 Teilen Wasser     vermiseht    und die  Kupplung bei 0 bis 5  zu Ende geführt. Nach  beendeter Kupplung wird der ausgeschiedene  Farbstoff durch Filtration abgetrennt, mit  verdünnter     Natriumchloridlösung    gewaschen  und getrocknet.



  Process for the preparation of a monoazo dye. It has been found that a valuable 1Vlonoazo dye is obtained if one uses diazotized 4-chloro-2-amino-1-oxybenzene. combined with 1 - sulfacetamino - 7 - oxy naphthalene.



  The new dye is a dark powder that dissolves in water with violet and in concentrated sulfuric acid with a pinkish-red color and dyes wool from acid baths in blue-red tones, which, when repeated, turn into a blue-gray of good wetness properties and excellent Liability to be led over.



  The starting material used in the present process 1-sulfacetamino-7-oxynaphtlialin can, for example, be obtained by i-ionoacylating 1-amino-7-oxynaphthalene on the amino group with chloroacetic acid chloride and the 1-chloroacetylamino-7 obtained -oxynapht.halin with sulphurous acid or with the salts of this acid.



  The coupling can naeh to see well-known methods such. B. in alkaline medium.



       Example: 1.4.35 parts of 4-chloro-2-amino-1-oxybenzene are suspended in 22 parts of 30% strength hydrochloric acid and 150 parts of water and diazotized at 5 with a solution of 6.9 parts of sodium nitrite in 25 parts of water. The suspension thus obtained is with a solution of 28.7.

    Parts of 1-sulfaeetamino-7-oxynaphthalene, 4 parts of sodium hydroxide, 5.3 parts of sodium carbonate in 150 parts of water are mixed and the coupling is completed at 0-5. After the coupling has ended, the dyestuff which has separated out is separated off by filtration, washed with dilute sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Mono azofarbstoffes, dadurch gekennzeichnet, dass inan 4-Chlor-2-ainino-l-oxybenzol mit 1-Sulf- acetamino-7-oxynaphthalin vereinigt. Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser mit violetter und in konzentrierter Schwefelsäure mit rosaroter Farbe löst und Wolle aus saurem Bade in blauroten Tönen färbt, welche beim Nach- chromieren in ein Blaugrau von guten Nass- echtheiten und vorzüglicher Lichtechtheit übergeführt werden. Claim: Process for the production of a mono azo dye, characterized in that inan combines 4-chloro-2-ainino-1-oxybenzene with 1-sulfacetamino-7-oxynaphthalene. The new dye is a dark powder that dissolves in water with a violet color and in concentrated sulfuric acid with a pinkish-red color and dyes wool from an acid bath in blue-red tones, which when chromium-plated turn into a blue-gray with good wet fastness and excellent lightfastness be transferred.
CH296530D 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye. CH296530A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH296530T 1950-08-01
CH292083T 1950-08-01

Publications (1)

Publication Number Publication Date
CH296530A true CH296530A (en) 1954-02-15

Family

ID=25733179

Family Applications (1)

Application Number Title Priority Date Filing Date
CH296530D CH296530A (en) 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH296530A (en)

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