CH146763A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146763A
CH146763A CH146763DA CH146763A CH 146763 A CH146763 A CH 146763A CH 146763D A CH146763D A CH 146763DA CH 146763 A CH146763 A CH 146763A
Authority
CH
Switzerland
Prior art keywords
acid
dye
disulfo
dioxy
diazotized
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 CH146763A publication Critical patent/CH146763A/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

  

      Zusatzpatent    zum Hauptpatent Nr. 136650.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es     wurde    gefunden, dass man einen  neuen Farbstoff erhält, wenn man auf       7.        Mol    des     5,5'-Dioxy-7,7'-disulfo-1,1',2'j,2-          dinaphthazins    der     Formel:

       
EMI0001.0009     
    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    -1- Phenol - 4 -     sulfosäure,

      hierauf  1     Mol        diazotierte        1-Naphthylamin-5-sulfo-          säure    einwirken lässt und den erhaltenen  Farbstoff mit einem kupferabgebenden       Mittel    behandelt.    Der erhaltene Farbstoff ist ein dunkles  Pulver, das sich in Wasser, sowie ver  dünnten Alkalien mit blauer und in     konz.          Schwefelsäure    mit grünblauer Farbe löst.

    Er färbt natürliche Seide, Baumwolle und  Kunstseide aus regenerierter Zellulose aus  neutralem oder schwach alkalischem     Glau-          bersalzbade    in sehr echten     grünlichgraue        n     Tönen.  



       Beispiel:     47, 2 Teile     5,5'-Dioxy-t7,7'-disulfo-1,1.',2',?-          dinaphthazin    werden in Gegenwart von  Soda mit dem     Diazokörper    aus 23,4 Teilen       6-Nitro-2-amino-l-phenol-4-sulfosäure    zum       Monoazofarbstoff    und darauf mit dem     Di-          azokörper    aus 22,5 Teilen     1-Naphthylamin-          5-sulfosäure    zum     Disazofarbstoff    kombiniert.

    Nach beendeter Kupplung versetzt man mit  der     Kupferoxydammoniaklösung    aus 25  Teilen     krist.Kupfersulfat,    wärmt unter Rüh  ren auf 80   auf, salzt aus, filtriert und  trocknet.



      Additional patent to main patent no. 136650. Process for the production of a new azo dye. It has been found that a new dye is obtained when one uses 7th mole of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2'j, 2-dinaphthazine of the formula:

       
EMI0001.0009
    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, 1 mol of diazotized 6-nitro-2 - amino -1-phenol-4-sulfonic acid,

      then 1 mol of diazotized 1-naphthylamine-5-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 conc. Sulfuric acid dissolves with a green-blue color.

    It dyes natural silk, cotton and rayon made from regenerated cellulose from a neutral or weakly alkaline goat salt bath in very genuine greenish-gray tones.



       Example: 47.2 parts of 5,5'-dioxy-t7,7'-disulfo-1,1. ', 2',? - dinaphthazine are converted in the presence of soda with the diazo body from 23.4 parts of 6-nitro-2 -amino-1-phenol-4-sulfonic acid to the monoazo dye and then combined with the diazo body of 22.5 parts of 1-naphthylamine-5-sulfonic acid to form the disazo dye.

    After coupling is complete, the copper oxide ammonia solution of 25 parts of crystalline copper sulfate is added, heated to 80 with stirring, salted out, filtered and dried.

Claims (1)

PATf'NTANSPRUCH Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man auf 1 Hol des 5,5'-Dioxy-7,7'- disulfo-l,1',2',2-dinaphtha.zins der Formel: PATf'NTANSPRUCH Process for the preparation of a new azo dye, characterized in that 1 haul of 5,5'-dioxy-7,7'-disulfo-l, 1 ', 2', 2-dinaphtha.zins of the formula: EMI0002.0005 das durch saure Kupplung von dianotier ter Sulfanilsäure mit 5,5'-Dioxy-7,7'-di- sulfo-2,2'-dinaphthylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann, 1 Hol diazotierte 6-Nitro- 2 - amino -1- phenol - 4 - sulfosäure, hierauf 1 Hol diazotierte 1-Naphthylamin-5-sulfo- säure einwirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behandelt. EMI0002.0005 which can be obtained by acid coupling of dianotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating of the reaction product formed, 1 Hol diazotized 6-nitro-2-amino -1-phenol-4-sulfonic acid, then 1 hol diazotized 1-naphthylamine-5-sulfonic acid, and the dye obtained is treated with a copper-releasing agent. Der erhaltene Farbstoff ist. ein dunkles Pulver, das sich in Wasser, sowie ver dünnten Alkalien mit blauer und in konz. Schwefelsäure mit grünblauer Farbe löst. Er färbt natürliche Seide, Baumwolle und Kunstseide aus regenerierter Zellulose aus neutralem oder schwach alkalischem Glau- bersalzbade in sehr echten grünlichgrauen Tönen. The dye obtained is. a dark powder that dissolves in water, as well as dilute alkalis with blue and in conc. Sulfuric acid dissolves with a green-blue color. It dyes natural silk, cotton and rayon made from regenerated cellulose from a neutral or weakly alkaline gelatinous salt bath in very genuine greenish-gray tones.
CH146763D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146763A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146763T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146763A true CH146763A (en) 1931-04-30

Family

ID=25712801

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146763D CH146763A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146763A (en)

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