CH293878A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH293878A
CH293878A CH293878DA CH293878A CH 293878 A CH293878 A CH 293878A CH 293878D A CH293878D A CH 293878DA CH 293878 A CH293878 A CH 293878A
Authority
CH
Switzerland
Prior art keywords
preparation
dye
trisazo dye
sulfonic acid
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 CH293878A publication Critical patent/CH293878A/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
    • C09B35/463—D being derived from diaminodiphenyl

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 290295.    Verfahren     zur        Herstellung    eines     Trisazofarbstoffes.       Es wurde gefunden, dass man zu einem wertvollen     Trisazofarbstoff    gelangt, wenn  man eine     Diazodisazoverbindung    der Formel  
EMI0001.0006     
    worin X eine     diazotierte        Aminogruppe    dar  stellt, mit     1,3-Diaminobenzol-4-sulfonsäure     kuppelt.  



  Der neue Farbstoff bildet ein dunkles  Pulver und färbt chromgegerbtes Leder in       olivstichig    schwarzen Tönen.  



  Die Kupplung der     Diazodisazoverbindung     der obigen Formel mit der     1,3-Diaminobenzol-          4-sulfonsäure    wird zweckmässig in neutralem  bis     schwaeh    alkalischem Medium durchgeführt.  <I>Beispiel:</I>  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-o.xy-          naplit.halin-3,6-disulfonsäure    in 300 Teilen  Wasser, die einen     pH-Wert    von 5,6 zeigt. Die  Temperatur beträgt 10 bis 15 .

   Durch all  mähliches     Zutropfen    einer verdünnten, wäss-         rigen        Lösung    von     Natriumcarhonat    stumpft  man die bei der Kupplung freiwerdende Mine  ralsäure ab, das Gemisch soll aber immer deut  lich kongosauer reagieren. 21,8 Teile     1-Amino-          4-nitrobenzol-2-sulfonsäure    werden     diazotiert,     und die     Diazoverbindung    wird mit der oben  beschriebenen Zwischenverbindung gekuppelt,  nachdem man die letztere zuvor noch 12  Stunden rühren gelassen hat.

   Durch Zusatz  von     Natriumcarbonat    wird der     pH-Wert    auf  8,0     bis    8,5     eingestellt.    Die Kupplung ist in  einigen Minuten beendet. Nun wird eine Lö  sung von 19 Teilen     1,3-Diaminobenzol-4-sulfon-          säure    zugegeben. Nach     zweistündigem    Rühren  wird mit Salzsäure schwach sauer gestellt, der  abgeschiedene Farbstoff     abfiltriert    und ge  trocknet.



  Additional patent to main patent no. 290295. Process for the production of a trisazo dye. It has been found that a valuable trisazo dye is obtained by using a diazodisazo compound of the formula
EMI0001.0006
    wherein X represents a diazotized amino group, couples with 1,3-diaminobenzene-4-sulfonic acid.



  The new dye forms a dark powder and colors chrome-tanned leather in olive-tinged black tones.



  The coupling of the diazodisazo compound of the above formula with 1,3-diaminobenzene-4-sulfonic acid is conveniently carried out in a neutral to slightly alkaline medium. <I> Example: </I> 19 parts of 4,4'-diaminodiphenyl are tetrazotized in a known manner. A clear solution of 34.1 parts of 1-amino-8-o.xy-naplit.halin-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.

   Gradual dropwise addition of a dilute, aqueous solution of sodium carbonate blunted the mineral acid released during the coupling, but the mixture should always be clearly acidic to the Congo. 21.8 parts of 1-amino-4-nitrobenzene-2-sulfonic acid are diazotized and the diazo compound is coupled with the intermediate compound described above, after the latter has previously been allowed to stir for 12 hours.

   The pH is adjusted to 8.0 to 8.5 by adding sodium carbonate. The coupling is completed in a few minutes. Now a solution of 19 parts of 1,3-diaminobenzene-4-sulfonic acid is added. After two hours of stirring, the mixture is made weakly acidic with hydrochloric acid, and the deposited dye is filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man eine Diazodisazoverbindung der Formel , EMI0001.0041 worin X eine dianotierte Aminogruppe dar stellt, mit 1,3-Diaminobenzol-4-sulfonsäure kuppelt. Der neue Farbstoff. bildet ein dunkles Pulver und färbt chromgegerbtes Leder in olivstichig schwarzen Tönen. UNTERANSPRUCH: Verfahren gemäss Patentansprueh, dadurch gekennzeichnet, dass man die Kupplung in neutralem bis schwach alkalischem Medium durchführt. PATENT CLAIM: Process for the preparation of a trisazo dye, characterized in that a diazodisazo compound of the formula EMI0001.0041 wherein X represents a dianotated amino group, couples with 1,3-diaminobenzene-4-sulfonic acid. The new dye. forms a dark powder and colors chrome-tanned leather in olive-tinged black tones. SUBClaim: Process according to patent claim, characterized in that the coupling is carried out in a neutral to weakly alkaline medium.
CH293878D 1951-01-19 1951-01-19 Process for the preparation of a trisazo dye. CH293878A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH290295T 1951-01-19
CH293878T 1951-01-19

Publications (1)

Publication Number Publication Date
CH293878A true CH293878A (en) 1953-10-15

Family

ID=25732963

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293878D CH293878A (en) 1951-01-19 1951-01-19 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH293878A (en)

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