CH146757A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146757A
CH146757A CH146757DA CH146757A CH 146757 A CH146757 A CH 146757A CH 146757D A CH146757D A CH 146757DA CH 146757 A CH146757 A CH 146757A
Authority
CH
Switzerland
Prior art keywords
acid
dye
disulfo
dioxy
dianotized
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 CH146757A publication Critical patent/CH146757A/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)

Description

  

  Verfahren zur     Herstelluug    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,    1', 2',     2-dinaphtha-          zins    der Formel  
EMI0001.0010     
    das durch saure Kupplung von dianotierter       Sulfanilsäure    mit 5,     5'-Dioxy-7,        7'-disulfo-2,          2'-dinaphthylamin    und Erwärmen des gebil  deten Reaktionsproduktes erhalten werden  kann,

   1     Mol    dianotierte     6-Nitro-    2     -amino-1-          phenol-4-sulfosäure,    hierauf 1     Mol    dianotierte       4-Chloranilin-2-sulfosäure    einwirken lässt und  den erhaltenen Farbstoff mit einem kupfer  abgebenden Mittel behandelt.  



  Der erhaltene Farbstoff ist ein dunkles  Pulver, das sich in Wässer sowie verdünnten    Alkalien mit blauer und in konzentrierter  Schwefelsäure mit grüner Farbe löst. Er färbt  natürliche Seide, Baumwolle und Kunstseiden  aus regenerierter Zellulose aus neutralem  oder schwach alkalischem     Glaubersalzbade     in sehr echten 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<B>0-5'</B> gekühlt. Man kom  biniert darauf mit dem     Diazokörper    aus 23,4  Teilen     6-Nitro-2-amino-l-phenol-4-sulfosäure     und, nachdem dieser     verschwunden    ist, mit  dem     Diazokörper    aus 24,5 Teilen     4-Chlor-          anilin-2-sulfosäure.    Nach beendeter Kupplung  wird der Farbstoff durch Filtration isoliert  und in 800-1000 Teilen Wasser bei<B>80'</B>  gelöst.

   Man versetzt mit der wässerigen  Lösung aus 24 Teilen Kupfersulfat, filtriert  und trocknet.



  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, 1 ', 2', 2-dinaphthazine of the formula
EMI0001.0010
    which can be obtained by acidic coupling of dianotated sulfanilic acid with 5, 5'-dioxy-7, 7'-disulfo-2, 2'-dinaphthylamine and heating of the reaction product formed,

   1 mol of dianotized 6-nitro-2-amino-1-phenol-4-sulfonic acid, then 1 mol of dianotized 4-chloroaniline-2-sulfonic acid is allowed to act and the dye obtained is treated with a copper-releasing agent.



  The dye obtained is a dark powder that dissolves in water and dilute alkalis with blue and in concentrated sulfuric acid with green color. It dyes natural silk, cotton and artificial silk made from regenerated cellulose from a neutral or weakly alkaline Glauber's salt bath in very real 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 with ice to <B> 0-5 '</B>. You then combine with the diazo body of 23.4 parts of 6-nitro-2-amino-1-phenol-4-sulfonic acid and, after this has disappeared, with the diazo body of 24.5 parts of 4-chloroaniline-2- sulfonic acid. When the coupling has ended, the dye is isolated by filtration and dissolved in 800-1000 parts of water at 80 '.

   The aqueous solution of 24 parts of copper sulfate is added, the mixture is 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 EMI0002.0007 das durch saure Kupplung von dianotierter Sulfanilsäure mit 5, 5'-Dioxy-7, 7'-disulfo-2, 2'-dinaphthylamin und Erwärmen des gebil- deten Reaktionsproduktes erhalten werden kann, PATENT CLAIM Process for. Preparation of a new azo dye, characterized in that 1 mole of the 5,5'-dioxy-7,7'-disulfo-1, 1 ', 2', 2-dinaphthazine of the formula EMI0002.0007 which can be obtained by acid coupling of dianotated sulfanilic acid with 5, 5'-dioxy-7, 7'-disulfo-2, 2'-dinaphthylamine and heating of the reaction product formed, 1 Mol dianotierte 6-Nitro-2-amino-l- phenol-4-sulfosäure, hierauf 1Mol dianotierte 4-Chloranilin-2-sulfosäure, einwirken lässt und den erhaltenen Farbstoff mit einem kupfer abgebenden Mittel behandelt. Der erhaltene Farbstoff ist ein dunkles Pulver, das sich in Wasser sowie verdünnten Alkalien mit blauer und in konzentrierter Schwefelsäure mit grüner Farbe löst. Er färbt natürliche Seide, Baumwolle und gunstseiden aus regenerierter Zellulose aus neutralem oder schwach alkalischem Glaubersalzbade in sehr echten grauen Tönen. 1 mol of dianotized 6-nitro-2-amino-1-phenol-4-sulfonic acid, then 1 mol of dianotized 4-chloroaniline-2-sulfonic acid, allowed to act and the dye obtained is treated with a copper-releasing agent. The dye obtained is a dark powder that dissolves in water and dilute alkalis with blue and in concentrated sulfuric acid with green color. It dyes natural silk, cotton and cheap silk from regenerated cellulose from neutral or weakly alkaline Glauber's salt bath in very real gray tones.
CH146757D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146757A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146757T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146757A true CH146757A (en) 1931-04-30

Family

ID=25712795

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146757D CH146757A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146757A (en)

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