CH239323A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH239323A
CH239323A CH239323DA CH239323A CH 239323 A CH239323 A CH 239323A CH 239323D A CH239323D A CH 239323DA CH 239323 A CH239323 A CH 239323A
Authority
CH
Switzerland
Prior art keywords
dye
parts
disazo dye
preparation
aminoazo
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 CH239323A publication Critical patent/CH239323A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/12—Disazo dyes from other coupling components "C"
    • C09B31/14—Heterocyclic components

Landscapes

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

Description

  

      Znrsatzpatent    zum     Hauptpatent    Nr.     237186,.       Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden, dass ein wertvoller wenn .man den     diazotierten        Aminoazofarb-          Disazofarbstoff    hergestellt werden kann, Stoff der Formel  
EMI0001.0008     
    mit     8-Ogychinolin    vereinigt.  



  Der neue Farbstoff stellt ein dunkel  braunes Pulver dar, .das sich in Wasser und  in verdünnten Alkalien mit     roter,    in konzen  trierter Schwefelsäure mit violetter Farbe  löst und     Cellulosefasern    in lebhaften roten  Tönen färbt, die beim Nachkupfern     licht-          und    waschechter werden.  



  Der dem vorliegenden Verfahren als     Aus-          gangsstoff    .dienende     Aminoazofarbstoff    der  obigen Formel kann z. B. durch     Kuppeln    von         diazotiertem        2-Amino-l-methogy-4-methyl-          benzol    mit     2-(4'-Aminobenzoyl)-amino-5-ogy-          naphthalin-7-sulfonsäure    erhalten werden. Die       Diazotierung        kann    in     bekannter    Weise z. B.

    so     vorgenommen    werden, dass man eine     ZÖ-          sung        bezw.        Suspension.        des        Aminoazofarb-          stoffes        in    neutralem oder     eckwach        alka-          lisehem    Medium mit der nötigen Menge Ni  trit versetzt und dann ansäuert.  



  Die Kupplung der     diazotierten        Amino-          a.zoverbindung    mit der 8-OgycIiinolinkompo-           nente    erfolgt in alkalischem,     beispielsweise          Alkalihydroxyd    und     Alkalicarbonat    enthal  tendem Medium.  



  <I>Beispiel:</I>  Der mit Kochsalz abgeschiedene, filtrierte  und     abgepresste        Aininoazofarbstoff,    der aus  <B>13,7</B> Teilen 2-     Amino-l-methoxy-4-methyl-          benzol    durch     Diazotieren    und Kuppeln     finit     <B>35,8</B> Teilen 2 - (4'-     Aminobenzoyl)    -     amino-    5     -          oxynaphthalin-7-sulfonsäure    in     natriumcar-          bonatalkalisehein        Medium    in bekannter Weise  erhältlich ist, wird in 400 Teilen Wasser ver  teilt.

   Dann gibt. man 7 Teile     Natriumnitrit     zu und kühlt mit Eis auf 6  C. Hierauf ver  setzt     mau    mit 30 Teilen konzentrierter Salz-         säure    und rührt etwa 2     ,Munden.    Die erhal  tene     Diazoverbindung    gibt man nun zu einer  auf 4  C     gekühlten        Lösung    von 14,5 Teilen       8-Oxychinolin,    15 Teilen     Ätznatron    und       2(:?    Teilen     eale.    Soda in     500    Teilen Wasser.

    Nach einigen Stundenerwärmt man auf 65 C,  gibt 100-200 Teile Kochsalz zu, um eine  gut     filtrierbare    Form des     Disazofarbstoffes     zu erhalten, filtriert und trocknet den Nieder  schlag.



      Additional patent to the main patent no. 237186 ,. Process for the preparation of a disazo dye. It has been found that a valuable if .man the diazotized aminoazo-disazo dye can be prepared, substance of the formula
EMI0001.0008
    combined with 8-ogyquinoline.



  The new dye is a dark brown powder that dissolves in water and in dilute alkalis with red, in concentrated sulfuric acid with violet color and colors cellulose fibers in vivid red tones, which are more lightfast and washfast when re-coppering.



  The aminoazo dye of the above formula which serves as the starting material for the present process can, for. B. by coupling diazotized 2-amino-1-methogy-4-methyl-benzene with 2- (4'-aminobenzoyl) -amino-5-ogynaphthalene-7-sulfonic acid. The diazotization can be carried out in a known manner, for. B.

    be made so that one resp. Suspension. of the aminoazo dye in a neutral or wake-up alkaline medium, the necessary amount of nitrite is added and then acidified.



  The coupling of the diazotized amino-a.zo compound with the 8-OgycIiinoline component takes place in an alkaline medium, for example containing alkali hydroxide and alkali carbonate.



  <I> Example: </I> The aminoazo dye separated out with common salt, filtered and pressed out, which is finite from <B> 13.7 </B> parts of 2-amino-1-methoxy-4-methylbenzene by diazotization and coupling 35.8 parts of 2- (4'-aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid in sodium carbonate alkali metal, which is available in a known manner, is divided into 400 parts of water.

   Then there. 7 parts of sodium nitrite are added and the mixture is cooled to 6 ° C. with ice. Then add 30 parts of concentrated hydrochloric acid and stir about 2.5 moles. The diazo compound obtained is then added to a solution, cooled to 4 C, of 14.5 parts of 8-oxyquinoline, 15 parts of caustic soda and 2 (: parts of eale. Soda in 500 parts of water.

    After a few hours, the mixture is warmed to 65 ° C., 100-200 parts of sodium chloride are added in order to obtain a readily filterable form of the disazo dye, and the precipitate is filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, dass man den di < izotierten Aminoazofarbstoff der Formel EMI0002.0039 mit. 8-Oxyehinolin vereinigt. PATENT CLAIM: Process for the production of a disazo dye, characterized in that the di <izotierten aminoazo dye of the formula EMI0002.0039 With. 8-oxyehinoline combined. Der neue Farbstoff stellt ein dunkel braunes Pulver dar, das sieh in Wasser und in verdünnten Alkalien mit roter, in konzen trierter Schwefelsäure mit violetter Farbe löst und Gellulosefasern in lebhaften roten Tönen färbt, die beim Nachkupfern licht- und waschechter werden. The new dye is a dark brown powder that dissolves in water and in dilute alkalis with red, in concentrated sulfuric acid with violet color and colors cellulose fibers in vivid red tones, which are more lightfast and washfast when re-coppering.
CH239323D 1942-08-21 1942-08-21 Process for the preparation of a disazo dye. CH239323A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH239323T 1942-08-21
CH237186T 1943-06-24

Publications (1)

Publication Number Publication Date
CH239323A true CH239323A (en) 1945-09-30

Family

ID=25728226

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239323D CH239323A (en) 1942-08-21 1942-08-21 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH239323A (en)

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