CH146765A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146765A
CH146765A CH146765DA CH146765A CH 146765 A CH146765 A CH 146765A CH 146765D A CH146765D A CH 146765DA CH 146765 A CH146765 A CH 146765A
Authority
CH
Switzerland
Prior art keywords
dye
mol
disulfo
sulfonic acid
azo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH146765A publication Critical patent/CH146765A/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24—Disazo or polyazo compounds
    • C09B45/28—Disazo or polyazo compounds containing copper
    • 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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/12—Disazo dyes in which the coupling component is a heterocyclic compound

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 136650.         Verfahren    zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen       Farbstoff    erhält, wenn man auf 1     Mol    des  5,     5'-Dioxy-7,        7'-disulfo-1,    l', 2',     2-ditiaph-          thazins    der Formel  
EMI0001.0009     
    das durch saure Kupplung von     diazotierter          Sulfanilsäure    mit 5,     5'-Dioxy-7,7'-disulfo-2,

            2'-dinaphthylamin    und Erwärmen des gebil  deten     Reaktionsproduktes    erhalten werden  kann, 1     Mol        diazotierte        4-Nitro-2-amino-l-          phenol-6-sulfosäure,    hierauf 1     Mol        diazotierte          2-Naphthylamin-6-sulfosäni@e    einwirken lässt  und den erhaltenen Farbstoff mit einem  kupferabgebenden Mittel behandelt.  



  Der erhaltene     Farbstoff    ist ein dunkles  Pulver, das sich in verdünnten Alkalien mit  graublauer und in konzentrierter Schwefel-    säure mit grüner Farbe löst. Baumwolle und  Kunstseiden aus regenerierter Zellulose wer  den aus schwach alkalischem Bade in sehr  echten     grünlicbgrauen    Tönen gefärbt.  



  <I>Beispiel:</I>  47,2 Teile 5,     5'-Dioxy-7,        7'-disulfo-1,    1',  2',     2-dinaphthazin    werden in Gegenwart von  Soda mit dem     Diazokörper    aus 23,4 Teilen       4-Nitro-2-amino-l-phenol-6-sulfosäure        zuin          Monoazofarbstoff    und dieser mit dem     Diazo-          körper    aus 22,5 Teilen     2-Naphthylaniin-6-          sulfosäure    zum     Disazofarbstoff    kombiniert.  Nach beendeter Kupplung scheidet man den       Farbstoff    ab und löst ihn in 1000 Teilen  Wasser von 80---90  .

   Man versetzt     niit    der  wässerigen Lösung aus 25 Teilen kristalli  siertem     Kupfersulfat,    rührt einige Zeit, salzt  aus, filtriert und trocknet.



  <B> Additional patent </B> to main patent No. 136650. Process for the production of a new azo dye. It has been found that a new dye is obtained if 1 mole of the 5,5'-dioxy-7, 7'-disulfo-1, l ', 2', 2-ditiaphthazine of the formula
EMI0001.0009
    the acidic coupling of diazotized sulfanilic acid with 5, 5'-dioxy-7,7'-disulfo-2,

            2'-dinaphthylamine and heating of the formed reaction product can be obtained, 1 mole of diazotized 4-nitro-2-amino-1-phenol-6-sulfonic acid, then 1 mole of diazotized 2-naphthylamine-6-sulfosäni @ e can act and obtained dye treated with a copper donor.



  The dye obtained is a dark powder which dissolves in dilute alkalis with a gray-blue color and in concentrated sulfuric acid with a green color. Cotton and rayon made from regenerated cellulose are dyed in very genuine greenish-gray tones from a weakly alkaline bath.



  <I> Example: </I> 47.2 parts of 5, 5'-dioxy-7, 7'-disulfo-1, 1 ', 2', 2-dinaphthazine are in the presence of soda with the diazo body from 23.4 Parts of 4-nitro-2-amino-1-phenol-6-sulfonic acid to form a monoazo dye and this combined with the diazo body of 22.5 parts of 2-naphthylaniine-6-sulfonic acid to form the disazo dye. After coupling has ended, the dye is separated off and dissolved in 1000 parts of 80-90 water.

   The aqueous solution of 25 parts of crystallized copper sulfate is added, the mixture is stirred for some time, salted out, filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man auf 1 Mol des 5, 5'-Diogy-7, 7'-disulfo- 1, 1', 2', 2-dinaphthazins der Formel EMI0002.0006 das durch saure Kupplung von dianotierter Sulfanilsäure mit 5, 5'-Diogy-7, 7'-disulfo-2, 2'-dinaphthylainin und Erwärmen des gebil deten Reaktionsproduktes erhalten werden kann, Claim: Process for the preparation of a new azo dye, characterized in that 1 mol of the 5,5'-diogy-7, 7'-disulfo-1, 1 ', 2', 2-dinaphthazine of the formula EMI0002.0006 which can be obtained by acidic coupling of dianotated sulfanilic acid with 5, 5'-Diogy-7, 7'-disulfo-2, 2'-dinaphthylamine and heating of the reaction product formed, 1 Mol dianotierte 4-Nitro-2-amino-l- phenol-6-sulfosäure, hierauf 1 Mol dianotierte 2-Naphthslamici-6-sulfosäure einwirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behandelt. Der erhaltene Farbstoff ist ein dunkles Pulver, das sich in verdünnten Alkalien mit graublauer und in konzentrierter Schwefel säure mit grüner Farbe löst. Baumwolle und Kunstseiden aus regenerierter Zellulose wer den aus schwach alkalischem Bade in sehr echten grünlichgrauen Tönen gefärbt. 1 mol of dianotized 4-nitro-2-amino-1-phenol-6-sulfonic acid, then 1 mol of dianotized 2-naphthslamic-6-sulfonic acid is allowed to act and the dye obtained is treated with a copper donor. The dye obtained is a dark powder which dissolves in dilute alkalis with a gray-blue color and in concentrated sulfuric acid with a green color. Cotton and rayon made from regenerated cellulose are dyed in very real greenish-gray tones from weakly alkaline baths.
CH146765D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146765A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146765T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146765A true CH146765A (en) 1931-04-30

Family

ID=25712803

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146765D CH146765A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146765A (en)

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