CH296532A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH296532A
CH296532A CH296532DA CH296532A CH 296532 A CH296532 A CH 296532A CH 296532D A CH296532D A CH 296532DA CH 296532 A CH296532 A CH 296532A
Authority
CH
Switzerland
Prior art keywords
parts
monoazo dye
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 CH296532A publication Critical patent/CH296532A/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
    • 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

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

Description

  

      Verfahren   <B>zur</B>     Herstellung    eines     Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        6-Acetylamino-4-nitro-2-          ani.ino-l-oxybenzol    mit     1-Sulfaeetamino-7-oxy-          naplithalin    vereinigt.  



  Der neue Farbstoff stellt ein dunkles Pul  ver dar, das sich in Wasser mit blauvioletter  und in konzentrierter Schwefelsäure mit rosa  roter Farbe löst und Wolle aus saurem Bade  in graugrünen Tönen färbt,     welehe    beim       Nacliehromieren    in ein Oliv von guten     Nass-          eelltheiten    und vorzüglicher Lichtechtheit  übergeführt. werden.  



  Das dem vorliegenden Verfahren als Aus  gangsstoff dienende     1-Sulfacetamino-7-oxy-          napht.balin    kann beispielsweise erhalten wer  den, indem man     1-Amino-7-oxynaphthalin    an       der        Aminogruppe    mit     Chloressigsäurechlorid          nionoaevliert    und das erhaltene     1-Chloracety    1  amino-7-oxynaplithalin mit schwefliger Säure  bzw. mit den Salzen dieser Säure umsetzt.  



  Die Kupplung kann nach an sich bekann  t en. Methoden, z. B. in alkalischem Medium,  erfolgen.  



  <I>Beispiel:</I>  21,1 Teile     6-Acetyla.mino--l-nitro-2-a.mino-l-          oxybenzol        werden        in        22        Teilen        30        %        iger        Salz-          säure    und 150 Teilen Wasser suspendiert und    bei 5  mit.

   einer Lösung von 6,9 Teilen Na  triumnitrit in 25 Teilen Wasser     diazotiert.     Die so erhaltene Suspension wird durch Zu  gabe von     Natriumearbonat    neutralisiert und  mit einer Lösung von 28,1 Teilen     1-Sulfacet-          amino-7-oxynaphthalin,    4 Teilen N     atrium-          hydroxyd,    5,3 Teilen     Natriumearbonat    in 150  Teilen Wasser vermischt 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 ge  trocknet. .



      Process <B> for </B> the production of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 6-acetylamino-4-nitro-2-ani.ino-1-oxybenzene is combined with 1-sulfaetamino-7-oxy-naplithalin.



  The new dye is a dark powder that dissolves in water with a blue-violet color and in concentrated sulfuric acid with a pink-red color and dyes wool from an acid bath in gray-green tones, which, when chromed, turns into an olive with good wetness and excellent lightfastness . will.



  The 1-sulfacetamino-7-oxynapht.balin used as starting material in the present process can be obtained, for example, by nionoaevlating 1-amino-7-oxynaphthalene on the amino group with chloroacetic acid chloride and the 1-chloroacety 1 amino-7 obtained -oxynaplithalin reacts with sulphurous acid or with the salts of this acid.



  The coupling can be known per se. Methods, e.g. B. in an alkaline medium.



  <I> Example: </I> 21.1 parts of 6-Acetyla.mino - l-nitro-2-a.mino-l-oxybenzene are suspended in 22 parts of 30% hydrochloric acid and 150 parts of water and 5 with.

   diazotized a solution of 6.9 parts of sodium nitrite in 25 parts of water. The suspension thus obtained is neutralized by adding sodium carbonate and mixed with a solution of 28.1 parts of 1-sulfacetamino-7-oxynaphthalene, 4 parts of sodium hydroxide, 5.3 parts of sodium carbonate in 150 parts of water and the coupling at 0 to 5 finished. 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 Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 6-Acetvlämino-l-nitro-2-amino-l- oxybenzol mit 1-Sulfacetamino-7-oxynaplitha- lin vereinigt. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that diazotized 6-acetylamino-1-nitro-2-amino-1-oxybenzene is combined with 1-sulfacetamino-7-oxynaplithalin. Der neue Farbstoff stellt ein dunkles Pul ver dar, das sieh in Wasser mit blauvioletter und in konzentrierter Schwefelsäure mit rosa roter Farbe löst und Wolle aus saurem Bade in graugrünen Tönen färbt, welche beim Nach chromieren in ein Oliv von guten Nassecht- heiten und vorzüglicher Liehtechtheit über geführt werden. The new dye is a dark powder that dissolves in water with a blue-violet color and in concentrated sulfuric acid with a pink-red color and dyes wool from an acid bath in gray-green tones, which when chrome-plated into an olive has good wet fastness and excellent lightfastness to be guided over.
CH296532D 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye. CH296532A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH292083T 1950-08-01
CH296532T 1950-08-01

Publications (1)

Publication Number Publication Date
CH296532A true CH296532A (en) 1954-02-15

Family

ID=25733181

Family Applications (1)

Application Number Title Priority Date Filing Date
CH296532D CH296532A (en) 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH296532A (en)

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