CH146752A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146752A
CH146752A CH146752DA CH146752A CH 146752 A CH146752 A CH 146752A CH 146752D A CH146752D A CH 146752DA CH 146752 A CH146752 A CH 146752A
Authority
CH
Switzerland
Prior art keywords
diazotized
dye
disulfo
dioxy
mol
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 CH146752A publication Critical patent/CH146752A/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

  

      Zusatzpatent    zum     I3auptpatent    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'-Diogy-7,7'-disulfo-1,1',2',2,-          dinaphthazins    der     Formel:

       
EMI0001.0010     
    das durch säure     Kupplung    von     diazotier-          ter        Sulfanilsäure    mit     5,5'-Dioxy-7,7'-di-          sulfo-2,2'-äinaphthylamin    und     Erwärmen     des gebildeten     Reaktionsproduktes    erhalten  werden kann, 1     Mol        diazoü'ertes        4,6-Di-          nitro-2-amino-l-phenol,    hierauf 1     Mol        dia-          zotierte    2 -     Naphthylamin-4,

  8-disulfosäure     einwirken lässt und den erhaltenen Farbstoff  mit einem kupferabgebenden     Mittel    behan  delt.    Der erhaltene Farbstoff ist ein     dunkel-          bronziges    Pulver, das sich in Wasser, ver  dünnten     Alkalien    und     konz.    Schwefelsäure       mit        grünlichblauer    Farbe löst. Er färbt  Seide und Baumwolle aus neutralem oder  schwach alkalischem     Glaubersalzbade    in sehr  lichtechten grauen Tönen.  



  <I>Beispiel:</I>  47, 2 Teile     5,5'-Dioxy-7,7'-disulfo-1,1',2',2-          dinaphthazin    und 50 Teile wasserfreie Soda  werden in 500 Teilen Wasser gelöst und  mit Eis auf 0 bis 5   gekühlt; hierauf kup  pelt man mit dem     Diazokörper    aus 20 Tei  len 4,6     Dinitro-2-amino-l-plienol    und, nach  dem dieser     verschwunden    ist, mit der     Diazo-          verbindung    aus 30,5 Teilen     2-Naphthylamin-          4,

  8-disulfosäure.    Nach     beendeter    Kupplung  wird das Reaktionsgemisch auf 80       erwärmt     und mit einer Lösung aus 24 Teilen     krist.     Kupfersulfat in 100 Teilen Wasser und  10 Teilen     24,%igem    Ammoniak versetzt.      Der kupferhaltige Farbstoff wird hierauf       filtriert    und getrocknet.



      Additional patent to the main patent No. 136650. Process for the production of a new azo dye. It has been found that a new dye is obtained if one mole of 5,5'-Diogy-7,7'-disulfo-1,1 ', 2', 2, - dinaphthazins of the formula:

       
EMI0001.0010
    which can be obtained by acid coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-ainaphthylamine and heating of the reaction product formed, 1 mol of diazoated 4,6- Di-nitro-2-amino-1-phenol, then 1 mol of diazotized 2-naphthylamine-4,

  8-disulfonic acid can act and the dye obtained is treated with a copper donor. The dye obtained is a dark bronze powder that dissolves in water, dilute alkalis and conc. Sulfuric acid dissolves with a greenish-blue color. He dyes silk and cotton from neutral or slightly alkaline Glauber's salt bath in very lightfast gray tones.



  <I> Example: </I> 47.2 parts of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2-dinaphthazine and 50 parts of anhydrous soda are dissolved in 500 parts of water and chilled to 0 to 5 with ice; then you pelt with the diazo body from 20 parts of 4,6 dinitro-2-amino-1-plienol and, after this has disappeared, with the diazo compound from 30.5 parts of 2-naphthylamine-4,

  8-disulfonic acid. After the coupling has ended, the reaction mixture is heated to 80 and crystallized with a solution of 24 parts. Copper sulfate in 100 parts of water and 10 parts of 24% ammonia are added. The copper-containing dye is then filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man auf 1 Mol des 5,5'-Dioxy-7,7'- disulfo-1,1',2',2@-dinaphthazins der Formel: PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that 1 mol of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2 @ -dinaphthazine of the formula: EMI0002.0007 das durch saure Kupplung von diazotier- ter Sulfanilsäure mit 5,5'-Dioxy-7,7'-di- sulfo-2,2'-dinaphthylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann, 1 Mol diazotiertes 4,6-Di- nitro-2-amino-l-phenol, hierauf 1 Hol dia- zotierte 2 - Naphthylamin-4, EMI0002.0007 which can be obtained by acidic coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating the reaction product formed, 1 mol of diazotized 4,6-di- nitro-2-amino-l-phenol, then 1 hol diazotized 2-naphthylamine-4, 8-disulfosäure einwirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behau.- delt. Der erhaltene Farbstoff ist ein dunkel- bronziges Pulver, das sich in Wasser, ver dünnten Alkalien und konz. Schwefelsäure mit grünlichblauer Farbe löst. Er färbt Seide und Baumwolle aus neutralem oder schwach alkalischem Glaubersalzbade in sehr lichtechten grauen Tönen. 8-disulfonic acid can act and the dye obtained is treated with a copper-releasing agent. The dye obtained is a dark bronze powder that dissolves in water, dilute alkalis and conc. Sulfuric acid dissolves with a greenish-blue color. He dyes silk and cotton from neutral or slightly alkaline Glauber's salt bath in very lightfast gray tones.
CH146752D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146752A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146752T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146752A true CH146752A (en) 1931-04-30

Family

ID=25712790

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146752D CH146752A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146752A (en)

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