CH146753A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146753A
CH146753A CH146753DA CH146753A CH 146753 A CH146753 A CH 146753A CH 146753D A CH146753D A CH 146753DA CH 146753 A CH146753 A CH 146753A
Authority
CH
Switzerland
Prior art keywords
diazotized
blue
dye
sulfonic acid
disulfo
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 CH146753A publication Critical patent/CH146753A/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

  

      Zigsatztsatent    zum Hauptpatent Nr.<B>136650.</B>    Verfahren zur Herstellung eines neuen     Azofarbstofes.       Es wurde gefunden, dass man einen  neuen Farbstoff erhält, wenn man auf       1;        Mol    des       dinaphthazins    der Formel:

    
EMI0001.0006     
    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, 1     Mol        diazotierte        4-Nitro-          2    -     amino    -1- Phenol - 6 -     sulfosäure,

      hierauf  1     Mol        diazotierte        2-Methoxy-l-aminobenzol-          5-sulfosäure    einwirken lässt und den erhal  tenen Farbstoff mit einem kupferabgeben  den Mittel behandelt.    Der erhaltene Farbstoff ist ein dunkles  Pulver, das sich in Wasser mit rötlich  blauer, in verdünnten Alkalien mit blauer  und in     konz.    Schwefelsäure mit grüner  Farbe löst. Er färbt natürliche Seide,  Kunstseiden aus regenerierter Zellulose und  Baumwolle in 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 0 bis 5   gekühlt. Man kom  biniert mit dem     Diazokörper    aus 23,4 Tei  len 4 -     Nitro    - 2 -     amino-l-phenol-6-sulfosäure     und, nachdem dieser verschwunden ist, mit  dem     Diazokörper    aus     20;

  3    Teilen     2-Methoxy-          1-aminobenzol-5-sulfosäure.    Nach beendeter  Kupplung wird der Farbstoff abgeschieden  und durch Aufkochen mit einer wässerigen  Lösung von 40 Teilen     krist.    Kupfersulfat  in die     Kupferverbindung    übergeführt; diese      wird mit Kochsalz abgeschieden und ge  trocknet.



      Zigsatztsatent for main patent no. <B> 136650. </B> Process for the production of a new azo dye. It has been found that a new dye is obtained by clicking on 1; Moles of dinaphthazine of the formula:

    
EMI0001.0006
    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, 1 mol of diazotized 4-nitro-2 - amino -1- phenol-6-sulfonic acid,

      then 1 mole of diazotized 2-methoxy-l-aminobenzene-5-sulfonic acid can act and the dye obtained is treated with a copper-releasing agent. The dye obtained is a dark powder which turns reddish blue in water, blue in dilute alkalis and blue in conc. Dissolves sulfuric acid with a green color. It dyes natural silk, artificial silk from regenerated cellulose and cotton in 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 to 0-5 with ice. Combine with the diazo body from 23.4 parts of 4 - nitro - 2 - amino-1-phenol-6-sulfonic acid and, after this has disappeared, with the diazo body from 20;

  3 parts of 2-methoxy-1-aminobenzene-5-sulfonic acid. After coupling is complete, the dye is deposited and crystallized by boiling with an aqueous solution of 40 parts. Copper sulfate converted into the copper compound; this is deposited with table salt and dried ge.

Claims (1)

PATENTANSPRLTCIi 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: PATENTANSPRLTCIi process for the preparation of a new azo dye, characterized in that 1 mol of the 5,5'-dioxy-7,7'-disulfo-1,1 ', 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'-dinaplithylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann, 1 Mol diazotierte 4-Nitro- 2 - amino -1- Phenol - 6 - sulfosäure, EMI0002.0006 which can be obtained by acidic coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaplithylamine and heating of the reaction product formed, 1 mol of diazotized 4-nitro-2 - amino -1- phenol-6-sulfonic acid, hierauf 1 Mol diazotierte 2-Methoxy-l-aminobenzol- 5-sulfosäure einwirken lässt und den erhal tenen Farbstoff mit einem kupferabgeben den Mittel behandelt. Der erhaltene Farbstoff ist ein dunkles Pulver, das sich in Wasser mit rötlich blauer, in verdünnten Alkalien mit blauer und in konz. Schwefelsäure mit grüner Farbe löst. Er färbt natürliche Seide, Kunstseiden aus regenerierter Zellulose und Baumwolle in echten grauen Tönen. then 1 mole of diazotized 2-methoxy-l-aminobenzene-5-sulfonic acid can act and the dye obtained is treated with a copper-releasing agent. The dye obtained is a dark powder which turns reddish blue in water, blue in dilute alkalis and blue in conc. Dissolves sulfuric acid with a green color. It dyes natural silk, artificial silk from regenerated cellulose and cotton in real gray tones.
CH146753D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146753A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146753T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146753A true CH146753A (en) 1931-04-30

Family

ID=25712791

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146753D CH146753A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146753A (en)

Similar Documents

Publication Publication Date Title
CH146753A (en) Process for the production of a new azo dye.
CH146754A (en) Process for the production of a new azo dye.
CH146761A (en) Process for the production of a new azo dye.
CH146758A (en) Process for the production of a new azo dye.
CH146757A (en) Process for the production of a new azo dye.
CH146759A (en) Process for the production of a new azo dye.
CH146762A (en) Process for the production of a new azo dye.
CH146755A (en) Process for the production of a new azo dye.
CH146752A (en) Process for the production of a new azo dye.
CH146760A (en) Process for the production of a new azo dye.
CH146766A (en) Process for the production of a new azo dye.
CH138227A (en) Process for the production of a new azo dye.
CH146767A (en) Process for the production of a new azo dye.
CH146756A (en) Process for the production of a new azo dye.
CH146763A (en) Process for the production of a new azo dye.
CH146768A (en) Process for the production of a new azo dye.
CH146765A (en) Process for the production of a new azo dye.
CH251799A (en) Process for the preparation of an azo dye.
CH207512A (en) Process for the preparation of an azo dye.
CH148006A (en) Process for the production of a new metal-containing dye.
CH132212A (en) Process for producing a solid diazoazo compound.
CH202747A (en) Process for the preparation of an azo dye.
CH309431A (en) Process for the preparation of a copperable disazo dye.
CH132204A (en) Process for producing a solid diazoazo compound.
CH147697A (en) Process for the production of a new metal-containing dye.