CH302409A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH302409A
CH302409A CH302409DA CH302409A CH 302409 A CH302409 A CH 302409A CH 302409D A CH302409D A CH 302409DA CH 302409 A CH302409 A CH 302409A
Authority
CH
Switzerland
Prior art keywords
preparation
parts
trisazo dye
disulfonic acid
oxynaphthalene
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 CH302409A publication Critical patent/CH302409A/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
    • C09B35/38Trisazo dyes ot the type
    • C09B35/44Trisazo dyes ot the type the component K being a hydroxy amine
    • C09B35/46Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 300023.         Verfahren    zur Herstellung eines     Trisazofarbstoffes.       Es wurde gefunden, dass man zu einem wertvollen     Trisazofarbstoff    gelangt, wenn  man eine     Diazoverbindung    der Formel  
EMI0001.0005     
    worin X eine     diazotierte        Aminogruppe    bedeu  tet, mit     1-Oxynaphthalin-4,8-disulfonsäure     kuppelt.  



  Der nette Farbstoff bildet ein schwarzes  Pulver, das sieh in Wasser leicht löst und       Veloursleder    in schönen marineblauen Tönen  färbt.  



  Die     Diazoverbindungen    der obigen Formel  können hergestellt werden, indem man     tetrazo-          tiertes        4,4'-Diaminodiphenyl    in saurem Me  dium einseitig mit     1-Amino-8-oxynaphthalin-          3,6-disttlfonsäure    kuppelt und die so erhaltene  Verbindung hierauf in alkalischem Medium  mit     diazotierter        1-Aminobenzol-3,5-disulfon-          säure    vereinigt.

   Die Kupplung der so erhält  lichen     Diazodisazoverbindungen    mit. der     1-          Oxynaphthalin-4,8-disulfonsäure    erfolgt zweck  mässig in alkalischem Medium.  



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

   Durch allmäh  liches     Zutropfen    einer     verdünnten,        wässrigen     Lösung von     Natriumcarbonat    stumpft man  die bei der Kupplung freiwerdende Mineral  säure ab, das Gemisch soll aber immer deut  lich kongosauer reagieren. Nach 12 Stunden  lässt man bei 5  die     Diazoniumlösung    aus 25,3  Teilen     1-Aminobenzol-3,5-disulfonsäure    zu  laufen und stürzt unter kräftigem Rühren  eine Lösung von 26 Teilen     Natriumcarbonat    in  120 Teilen Wasser zum Kupplungsgemisch;  der PH-Wert soll nicht höher als 8,5 sein.

   Nach  30 Minuten wird eine Lösung aus 30,4 Teilen       1-Oxynaphthalin-4,8-disulfonsäure    und 5 Tei  len     Natriumcarbonat    in 150 Teilen Wasser  zugegeben. Nach zweistündigem Rühren wird  durch Zugabe von Salzsäure das Reaktions  gemisch schwach sauer gestellt, der abgeschie  dene Farbstoff     abfiltriert    und getrocknet.



  Additional patent to main patent no. 300023. Process for the production of a trisazo dye. It has been found that a valuable trisazo dye is obtained by using a diazo compound of the formula
EMI0001.0005
    wherein X is a diazotized amino group, coupled with 1-oxynaphthalene-4,8-disulfonic acid.



  The nice dye forms a black powder that dissolves easily in water and dyes suede in beautiful navy blue tones.



  The diazo compounds of the above formula can be prepared by coupling tetrazoated 4,4'-diaminodiphenyl in acidic medium on one side with 1-amino-8-oxynaphthalene-3,6-distulfonic acid and the compound thus obtained thereupon in an alkaline medium diazotized 1-aminobenzene-3,5-disulfonic acid combined.

   The coupling of the diazodisazo compounds thus obtained with. 1-oxynaphthalene-4,8-disulfonic acid is expediently carried out in an 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-oxy-iiaphthalene-3,6-disulfonic acid in 300 parts of water, which has a pH of 5.6, is added dropwise to this tetrazo solution over a period of 1 hour. The temperature is 10 to 15.

   The mineral acid released during the coupling is blunted by gradually adding dropwise a dilute, aqueous solution of sodium carbonate, but the mixture should always be clearly acidic to the Congo. After 12 hours, the diazonium solution of 25.3 parts of 1-aminobenzene-3,5-disulfonic acid is allowed to run at 5 and, with vigorous stirring, a solution of 26 parts of sodium carbonate in 120 parts of water is converted into the coupling mixture; the pH value should not be higher than 8.5.

   After 30 minutes, a solution of 30.4 parts of 1-oxynaphthalene-4,8-disulfonic acid and 5 parts of sodium carbonate in 150 parts of water is added. After two hours of stirring, the reaction mixture is made weakly acidic by adding hydrochloric acid, and the dyestuff deposited is filtered off and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man eine Diazoverbindung der Formel EMI0002.0001 worin X eine diazotierte Aminogruppe be deutet, mit 1-Oxynaphthalin-4,8-disulfonsäure kuppelt. Der neue Farbstoff bildet ein schwarzes Pulver, das sich in Wasser leicht löst und Veloursleder in schönen marineblauen Tönen färbt. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Kupplung in alkalischem Medium durchführt. Claim: Process for the preparation of a trisazo dye, characterized in that a diazo compound of the formula EMI0002.0001 wherein X is a diazotized amino group, couples with 1-oxynaphthalene-4,8-disulfonic acid. The new dye forms a black powder that dissolves easily in water and colors suede in beautiful navy blue tones. SUBCLAIM: Method according to claim, characterized in that the coupling is carried out in an alkaline medium.
CH302409D 1951-06-25 1951-06-25 Process for the preparation of a trisazo dye. CH302409A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH302409T 1951-06-25
CH300023T 1951-06-25

Publications (1)

Publication Number Publication Date
CH302409A true CH302409A (en) 1954-10-15

Family

ID=25734134

Family Applications (1)

Application Number Title Priority Date Filing Date
CH302409D CH302409A (en) 1951-06-25 1951-06-25 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH302409A (en)

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