CH267875A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH267875A
CH267875A CH267875DA CH267875A CH 267875 A CH267875 A CH 267875A CH 267875D A CH267875D A CH 267875DA CH 267875 A CH267875 A CH 267875A
Authority
CH
Switzerland
Prior art keywords
dye
mol
production
sulfonic acid
new
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH267875A publication Critical patent/CH267875A/en

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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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/50Tetrazo dyes
    • C09B35/52Tetrazo dyes of the type

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

Description

  

      Zusatzpatent    zum. Hauptpatent Nr. 264602.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Das vorliegende Patent betrifft ein Ver  fahren zur Herstellung eines neuen     Azofarb-          stoffes    und ist     dadureli    gekennzeichnet, dass  man 1     Mol        4,4'-Tetrazodipheny    l mit 1     Mol    des       Aeetylaininoazofai-bstoffes,    den man durch  saure Kupplung von dianotierter     5-Nitro-2-          aminobenzol-l-sulfonsäure    mit     2,

  8-Aniinonaph-          thol-6-sulfonsäure    und nachfolgende     Acetylie-          rung    erhält, und mit 1     Mol    des     Monoazofarb-          stoffes    aus dianotierter     2-Aniinophenol-4-sul-          fonsäure    und     Resorein    vereinigt und den er  haltenen     Tetrakisazofarbstoff    zwecks Versei  fung der     Acetylainiiiogi-uppe    mit verseifen  den Mitteln behandelt.  



  <I>Beispiel:</I>  51 Teile des     Monoazofarbstoffes,    den man  durch saure     Kupplung    von dianotierter       5-Nitro-2-aininobenzol-l-sulfonsäure    mit     2,8-          Aminonaplitliol-6-sulfonsäure    und nachfol  gende     Aeetylierung    erhält, werden in 500 Tei  len Wasser unter Zusatz von 4 Teilen Ätz  natron und 20 Teilen Soda bei Raumtempera  tur gelöst. Zu dieser Lösung lässt man bei 0  bis<B>50</B> die     Tetrazolösung    von 18,4 Teilen     Ben-          zidin    unter gutem Rühren fliessen.

   Die entste  hende Zwischenverbindung von 1     Mol        Tetrazo-          verbindung    und 1     Mol        Monoazofarbstoff     scheidet sieh sofort in braunen Kristallen aus.  Sobald kein     Tetrazobenzidin    mehr nachgewie  sen werden kann, gibt man die Lösung von  32 Teilen des     Monoazofarbstoffes    aus diano  tierter     2-Aminophenol-4-sulfonsäure    und     Re-          sorein    in 200 Teilen Wasser zu. Der entste-         hende        Tetrakisazofarbstoff    geht mit violetter  Farbe in Lösung.

   Nach beendigter     Kupplung     wird der neue Farbstoff durch     Aussalzen    ab  geschieden, filtriert und getrocknet. Er färbt  Baumwolle in gut, lichtechten, braunvioletten  Tönen.  



  Durch Verseifen mit 10     o/oiger        Sodalösung     erhält man den entsprechenden     Aminoazofarb-          stoff,    der Leder in tief dunkelbraunen, vor  züglich, schleif-, wasch- und lichtechten Tönen  anfärbt, die beim Nachbehandeln mit Chrom  salzen in ihren     Echtheiten    noch verbessert  werden.



      Additional patent for. Main patent no. 264602. Process for the production of a new azo dye. The present patent relates to a process for the production of a new azo dye and is dadureli characterized in that 1 mole of 4,4'-tetrazodiphenyl with 1 mole of the Aeetylaininoazofai-bstoffes, which is obtained by acidic coupling of dianotated 5-nitro-2 - aminobenzene-l-sulfonic acid with 2,

  8-Aniinonaph- thol-6-sulfonic acid and subsequent acetylation is obtained, and combined with 1 mol of the monoazo dye from dianotated 2-aniinophenol-4-sulphonic acid and resorein and the obtained tetrakisazo dye for the purpose of saponification of the Acetylainiiiogi -uppe treated with saponifying agents.



  <I> Example: </I> 51 parts of the monoazo dye obtained by acid coupling of dianotated 5-nitro-2-aininobenzene-1-sulfonic acid with 2,8-aminonaplitliol-6-sulfonic acid and subsequent ethylation are in 500 parts of water with the addition of 4 parts of caustic soda and 20 parts of soda dissolved at room temperature. At 0 to 50, the tetrazo solution of 18.4 parts of benzidine is allowed to flow into this solution with thorough stirring.

   The resulting intermediate compound of 1 mole of tetrazo compound and 1 mole of monoazo dye separates out immediately in brown crystals. As soon as no more tetrazobenzidine can be detected, the solution of 32 parts of the monoazo dye composed of diano-tated 2-aminophenol-4-sulfonic acid and re-sorein in 200 parts of water is added. The resulting tetrakisazo dye goes into solution with a violet color.

   After the coupling is complete, the new dye is separated off by salting out, filtered and dried. It dyes cotton in good, lightfast, brown-violet shades.



  By saponifying with 10% sodium carbonate solution, the corresponding aminoazo dye is obtained, which dyes leather in deep dark brown, especially abrasive, washable and lightfast shades, the fastness of which is further improved on aftertreatment with chromium salts.

 

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines neuen Azofarbst:offes, dadurch gekennzeichnet, dass man 1 Mol 4,4'-Tetrazodiphenyl mit 1 Mol des Acetylaminoazofarbstoffes, den man durch saure Kupplung von dianotierter 5-Nitro-2- aminobenzol-l-sulfonsäure mit 2,8 Aminonaph- tliol-6-sulfonsäure und nachfolgende Acetylie- rung erhält, PATENT CLAIM Process for the production of a new azo dye: offes, characterized in that 1 mol of 4,4'-tetrazodiphenyl is mixed with 1 mol of the acetylaminoazo dye which is obtained by acidic coupling of dianotated 5-nitro-2-aminobenzene-1-sulfonic acid with 2, 8 receives aminonaphthiol-6-sulfonic acid and subsequent acetylation, und mit 1 Mol des Monoazofarb- stoffes aus diazot,ierter 2-Aminophenol-4-sul- fonsäure und Resorcin vereinigt und den er haltenen Tetrakisazofarbstoff zwecks Versei fung der Aeetylaminogruppe mit verseifenden Mitteln behandelt. Der neue Farbstoff, ein schwarzes Pulver, färbt Leder in tief dunkelbraunen, vorzüglich schleif-, wasch- und lichtechten Tönen, die beim Nachbehandeln mit Chromsalzen in ihren Eehtheiten noch verbessert werden. and combined with 1 mol of the monoazo dye from diazotized, ated 2-aminophenol-4-sulphonic acid and resorcinol and treated the tetrakisazo dye obtained with saponifying agents for the purpose of hydrolyzing the ethylamino group. The new dye, a black powder, dyes leather in deep dark brown, excellent sanding, washable and lightfast shades, which are improved in their integrity when treated with chromium salts.
CH267875D 1947-01-17 1947-01-17 Process for the production of a new azo dye. CH267875A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH264602T 1947-01-17
CH267875T 1947-01-17

Publications (1)

Publication Number Publication Date
CH267875A true CH267875A (en) 1950-04-15

Family

ID=25730757

Family Applications (1)

Application Number Title Priority Date Filing Date
CH267875D CH267875A (en) 1947-01-17 1947-01-17 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH267875A (en)

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