CH293877A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH293877A
CH293877A CH293877DA CH293877A CH 293877 A CH293877 A CH 293877A CH 293877D A CH293877D A CH 293877DA CH 293877 A CH293877 A CH 293877A
Authority
CH
Switzerland
Prior art keywords
preparation
sulfonic acid
trisazo dye
trisazo
diaminobenzene
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 CH293877A publication Critical patent/CH293877A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38—Trisazo dyes ot the type
    • C09B35/44—Trisazo dyes ot the type the component K being a hydroxy amine
    • C09B35/46—Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

Description

  

  Verfahren     zur        Herstellung    eines     Trisazofarbstoffes.       <B>Zusatzpatent</B> zum Hauptpatent Nr. 290295.    Es wurde gefunden,     dass    man zu einem     wertvollen        Trisazofarbstoff    gelangt, wenn  man eine     Diazodisazoverbindung    der Formel  
EMI0001.0008     
    worin X eine     diazotierte        Aminogruppe        dar-          ,stellt,    mit     1,3-Diaminobenzol-4-sulfonsäure     kuppelt.  



  Der neue Farbstoff bildet ein dunkles  Pulver, das sich in Wasser mit grünschwarzer  Farbe löst und chromgegerbtes Leder in grün  stichig schwarzen Tönen färbt.  



  Die Kupplung der     Diazodisazoverbindung     der obigen Formel mit der     1,3-Diaminobenzol.-          4-sulfonsäure    wird zweckmässig in neutralem  bis schwach alkalischem Medium durchge  führt.  



       Beispiel:     Man     tetrazotiert    19 Teile     4,4'-Diamino-          diphenyl    in bekannter Weise. Zu dieser       Tetrazolösung    tropft man in einer Stunde  eine klare Lösung von 34,1 Teilen     1-Amino-          8-oxynaphthalin-3,6-disulfonsäure    in 300 Tei  len Wasser, die einen     pH-Wert    von 5,6 zeigt.  Die Temperatur beträgt 10     bis    15 .

   Durch  allmähliches     Zutropfen    einer verdünnten,     wäss-          rigen    Lösung von     Natriumcarbonat    stumpft    man die bei der Kupplung freiwerdende       Mineralsäure    ab, das Gemisch soll aber immer  deutlich kongosauer reagieren. 20,3 Teile       1-Amino-2-methoxybenzol-5-sulfonsäure    wer  den in bekannter Weise     diazotiert,    und die       Diazoverbindung    wird in schwach alkali  schem Medium mit der oben beschriebenen  Zwischenverbindung gekuppelt, nachdem man  die letztere zuvor noch 12 Stunden rühren ge  lassen hat.

   Nach etwa 10 Minuten wird dann  eine Lösung von 19 Teilen     1,3-Diaminobenzol-4-          sulfonsäure    in 100 Teilen     Wasser    zugegeben.  Die Kupplung ist nach etwa 2 Stunden be  endet. Das Reaktionsgemisch wird nun auf  80  erwärmt und der Farbstoff durch Zusatz  von Salzsäure bis     zu    schwach kongosauren  Reaktion in gut     filtrierbarer    Form ausge  fällt.



  Process for the preparation of a trisazo dye. <B> Additional patent </B> to main patent no. 290295. It has been found that a valuable trisazo dye is obtained if a diazodisazo compound of the formula
EMI0001.0008
    wherein X represents a diazotized amino group, couples with 1,3-diaminobenzene-4-sulfonic acid.



  The new dye forms a dark powder that dissolves in water with a greenish-black color and dyes chrome-tanned leather in green, black tones.



  The coupling of the diazodisazo compound of the above formula with 1,3-diaminobenzene-4-sulfonic acid is expediently carried out in a neutral to slightly alkaline medium.



       Example: 19 parts of 4,4'-diaminodiphenyl are tetrazotized in a known manner. A clear solution of 34.1 parts of 1-amino-8-oxynaphthalene-3,6-disulfonic acid in 300 parts of water, which has a pH of 5.6, is added dropwise to this tetrazo solution in one hour. The temperature is 10 to 15.

   By gradually adding dropwise a dilute, aqueous solution of sodium carbonate, the mineral acid released during the coupling is blunted, but the mixture should always be clearly acidic to the Congo. 20.3 parts of 1-amino-2-methoxybenzene-5-sulfonic acid who are diazotized in a known manner, and the diazo compound is coupled in a weakly alkaline medium with the intermediate compound described above, after the latter has been allowed to stir for 12 hours .

   After about 10 minutes, a solution of 19 parts of 1,3-diaminobenzene-4-sulfonic acid in 100 parts of water is then added. The coupling ends after about 2 hours. The reaction mixture is now heated to 80 and the dye is precipitated in a readily filterable form by adding hydrochloric acid to a weakly Congo acidic reaction.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- fa.rbstoffes,dadurch gekennzeichnet, dass man eine Diazodisazoverbindung der Formel EMI0001.0042 worin X eine diazotierte Aminogruppe dar stellt, mit 1,3-Diaminobenzol-4-sulfonsäure kuppelt. - Der neue Farbstoff bildet ein dunkles Pulver, das sich in Wasser mit grünschwarzer Farbe löst und chromgegerbtes Leder in grün stichig schwarzen Tönen färbt. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Kupplung in neutralem bis schwach alkalischem Medium durchführt. PATENT CLAIM: Process for the production of a Trisazo fa.rerstoffes, characterized in that a diazodisazo compound of the formula EMI0001.0042 wherein X represents a diazotized amino group, couples with 1,3-diaminobenzene-4-sulfonic acid. - The new dye forms a dark powder that dissolves in water with a greenish-black color and dyes chrome-tanned leather in green, black tones. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the coupling is carried out in a neutral to slightly alkaline medium.
CH293877D 1951-01-19 1951-01-19 Process for the preparation of a trisazo dye. CH293877A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH293877T 1951-01-19
CH290295T 1951-01-19

Publications (1)

Publication Number Publication Date
CH293877A true CH293877A (en) 1953-10-15

Family

ID=25732962

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293877D CH293877A (en) 1951-01-19 1951-01-19 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH293877A (en)

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