CH146754A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146754A
CH146754A CH146754DA CH146754A CH 146754 A CH146754 A CH 146754A CH 146754D A CH146754D A CH 146754DA CH 146754 A CH146754 A CH 146754A
Authority
CH
Switzerland
Prior art keywords
diazotized
mol
nitro
disulfo
dioxy
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 CH146754A publication Critical patent/CH146754A/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
    • 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
    • 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

Landscapes

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

Description

  

  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-1,1',2',2-          dinaphtha.zins    der Formel:

    
EMI0001.0005     
    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        diazotierte        6-Nitro-          2-amino-l-phenol-4-sulfosäure,    hierauf 1     Mol          diazotiertes        4-Nitro-l-aminobenzol    einwirken       lä.sst    und den erhaltenen Farbstoff mit einem  kupferabgebenden Mittel behandelt.

      Der erhaltene Farbstoff ist ein dunkles  Pulver, das sich in Wasser mit blauer und  in     konz.    Schwefelsäure mit grüner Farbe  löst. Er färbt natürliche Seide und Baum  wolle aus neutralem oder schwach alkali  schem     Glaubersalzbade    in echten,     grünstichig     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 aus 0 bis 5   gekühlt. Man kombi  niert mit dem     Diazokörper    aus 23,1 Teilen 6  Nitro-2-amino-l-phenol-4-sulfosäure. Sobald  dieser nicht mehr nachzuweisen ist, fügt man  die     Diazoverbindung    aus 14 Teilen     4-Nitro-          1-aminobenzol    zu. Nach beendeter Kupplung  wird mit einer     wässerig-ammoniakalischen     Lösung von 24 Teilen     krist.    Kupfersulfat  versetzt und erwärmt. Man salzt aus, filtriert  und trocknet.



  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'-dioxy-7,7'-disulfo-1,1 ', 2', 2-dinaphtha.zins of the formula:

    
EMI0001.0005
    which can be obtained by acid coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating of the reaction product formed, 1 mol of diazotized 6-nitro-2- amino-1-phenol-4-sulfonic acid, then 1 mol of diazotized 4-nitro-1-aminobenzene is allowed to act and the dye obtained is treated with a copper donor.

      The dye obtained is a dark powder which turns blue in water and in conc. Dissolves sulfuric acid with a green color. It dyes natural silk and cotton from a neutral or slightly alkaline Glauber's salt bath in real, greenish 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 from 0 to 5 with ice. It is combined with the diazo body of 23.1 parts of 6 nitro-2-amino-1-phenol-4-sulfonic acid. As soon as this can no longer be detected, the diazo compound is added from 14 parts of 4-nitro-1-aminobenzene. When the coupling is complete, an aqueous-ammoniacal solution of 24 parts is crystallized. Copper sulfate added and heated. It is salted out, 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-l,l',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-l, l ', 2',. 2-dinaphthazine of the formula: EMI0002.0006 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, wenn 1 Mol diazotierte 6- Nitro-2-amino-l-phenol-4-sulfosäure, hierauf 1 Mol diazotiertes 4-Nitro-l-aminobenzol ein wirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behan delt. EMI0002.0006 which can be obtained by acidic coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating of the reaction product formed when 1 mol of diazotized 6-nitro-2 -amino-l-phenol-4-sulfonic acid, then 1 mol of diazotized 4-nitro-l-aminobenzene can act and the dye obtained is treated with a copper-releasing agent. Der erhaltene Farbstoff ist ein dunkles Pulver, das sich in Wasser mit blauer und in konz. Schwefelsäure mit grüner Farbe löst. Er färbt natürliche Seide und Baum wolle aus neutralem oder schwach alkali schem Glaubersalzbade in echten, grünstichig grauen Tönen. The dye obtained is a dark powder which turns blue in water and in conc. Dissolves sulfuric acid with a green color. It dyes natural silk and cotton from a neutral or slightly alkaline Glauber's salt bath in real, greenish gray tones.
CH146754D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146754A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146754T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146754A true CH146754A (en) 1931-04-30

Family

ID=25712792

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146754D CH146754A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146754A (en)

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