CH308461A - Process for the preparation of a metallizable disazo dye. - Google Patents

Process for the preparation of a metallizable disazo dye.

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Publication number
CH308461A
CH308461A CH308461DA CH308461A CH 308461 A CH308461 A CH 308461A CH 308461D A CH308461D A CH 308461DA CH 308461 A CH308461 A CH 308461A
Authority
CH
Switzerland
Prior art keywords
acid
mol
disazo dye
dependent
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH308461A publication Critical patent/CH308461A/en

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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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/145—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with polycarboxylic acids
    • 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)
  • Coloring (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr.     304388.            Verfahren    zur Herstellung eines     metallisierbaren        Disazofarbsto,#       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     metal-          lisierbaren        Disazofarbstoffes,    welches darin  besteht,

   dass man 1     Mol    der durch     alkalisches     Kuppeln von     diazotierter        2-Aminobenzol-l-          carbonsäure    mit     2-Amino-5-oxynaphthalin-7-          sulfonsäure    erhaltenen     Aminomonoazoverbin-          dung    und 1     Mol        4-Oxy-4'-amino-1,1'-azobenzol-          3-carbonsäure    mit 1     Mol    eines     Fumarsäure-          dihalogenides        umsetzt.     



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>  38,7 Teile     (=0,1        Mol)    der durch alka  lisches Kuppeln von 13,7 Teilen     diazotierter        2-          Aminobenzol-l-carbonsäure    mit 23,9 Teilen     2-          Amino-5-oxynaphthalin-7-sulfonsäure    erhalte  nen     Aminomonoazoverbindung    und 25,7 Teile  (=0,1     Mol)        4-Oxy-4'-amino-1,

  1'-azobenzol-3-          carbonsäure    werden in 3000 Teilen Wasser  unter Zusatz von     Natriumcarbonat    gelöst und  bei einer Temperatur von 5 -10  innerhalb  von etwa 2 Stunden mit einem Gemisch aus  18 Teilen (=0,12     Mol)        Fumarsäuredichlorid     und 30. Teilen Chlorbenzol versetzt. Durch       portionenweise    Zugabe von 20 Teilen     Na-          triumbicarbonat    wird die Reaktionslösung  stets schwach alkalisch gehalten. Hierauf wird  der gebildete     Disazofarbstoff    aus der Lösung       ausgesalzen,        abfiltriert    und getrocknet.

      Der neue,     metallisierbare        Disazofarbstoff     ist ein rotes 'Pulver, das sich in konzentrierter  Schwefelsäure mit roter, in Wasser mit     oran-          ger    Farbe löst und Baumwolle und Fasern aus  regenerierter     Cellulose    im Einbad- oder     Naeh-          kupferungsverfahren    in gelbbraunen Tönen  von guter Licht- und Waschechtheit färbt.



  <B> Additional patent </B> to main patent No. 304388. Process for the production of a metallizable disazo dye, # The subject of the present patent is a process for the production of a metallizable disazo dye, which consists in

   that 1 mol of the aminomonoazo compound obtained by alkaline coupling of diazotized 2-aminobenzene-1-carboxylic acid with 2-amino-5-oxynaphthalene-7-sulfonic acid and 1 mol of 4-oxy-4'-amino-1,1'- azobenzene-3-carboxylic acid reacts with 1 mol of a fumaric acid dihalide.



  In the following example, the parts are parts by weight.



  <I> Example: </I> 38.7 parts (= 0.1 mol) of 2-aminobenzene-1-carboxylic acid diazotized by alkaline coupling of 13.7 parts with 23.9 parts of 2-amino-5-oxynaphthalene -7-sulfonic acid obtained NEN aminomonoazo compound and 25.7 parts (= 0.1 mol) of 4-oxy-4'-amino-1,

  1'-azobenzene-3-carboxylic acid is dissolved in 3000 parts of water with the addition of sodium carbonate and at a temperature of 5 -10 within about 2 hours with a mixture of 18 parts (= 0.12 mol) of fumaric acid dichloride and 30 parts of chlorobenzene offset. The reaction solution is always kept weakly alkaline by adding 20 parts of sodium bicarbonate in portions. The disazo dye formed is then salted out of the solution, filtered off and dried.

      The new, metallizable disazo dye is a red powder that dissolves in concentrated sulfuric acid with red color, in water with orange color, and cotton and fibers made from regenerated cellulose in a single bath or sewn copper plating process in yellow-brown shades of good lightfastness and washfastness colors.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Disazofarbstoffes, dadurch gekenn zeichnet, dass man 1 Mol der durch alkalisches Kuppeln von diazotierter 2rAminobenzol-l- carbonsäure mit 2-Amino=5-oxynaphthalin-7- sulfonsäure erhaltenen Aminomonoazoverbin- dung und 1 Mo1 4-Oxy-4'-amino-1, PATENT CLAIM: Process for the production of a metallizable disazo dye, characterized in that 1 mol of the aminomonoazo compound obtained by alkaline coupling of diazotized 2r-aminobenzene-1-carboxylic acid with 2-amino = 5-oxynaphthalene-7-sulfonic acid and 1 mol of 4 -Oxy-4'-amino-1, 1'-azobenzol- 3-carbonsäure mit 1 Mol eines Fumarsäure- dihalogenides umsetzt. Der neue, metallisierbare Disazofarbstof.f ist ein rotes Pulver, das sich in konzentrierter 'Schwefelsäure mit roter, in Wasser mit oran ger Farbe löst und Baumwolle und Fasern aus regenerierter Cellulose im Einbad- oder Nach- kupferungsverfahren in gelbbraunen Tönen von guter Licht- und Waschechtheit färbt. UNTERANSPRÜCHE: 1. 1'-azobenzene-3-carboxylic acid is reacted with 1 mol of a fumaric acid dihalide. The new, metallizable disazo dye.f is a red powder that dissolves in concentrated sulfuric acid with red color, in water with orange color, and cotton and fibers made from regenerated cellulose in a single bath or copper plating process in yellow-brown shades of good light and Color fastness to washing. SUBCLAIMS: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Um setzung in wässrigem Medium vornimmt. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart eines säurebindenden Mittels vornimmt. 3. Verfahren nach Patentanspruch und Unteransprächen 1 und 2, dadurch gekenn zeichnet, dass man als Fumarsäuredihalogenid Pumarsäuredichlorid wählt. 4. Verfahren nach Patentanspruch und Unteransprüchen 1-3, dadurch gekennzeich net, dass man als säurebindendes Mittel Natriumbicarbonat wählt. Method according to claim, characterized in that the conversion is carried out in an aqueous medium. 2. The method according to claim and dependent claim 1, characterized in that the reaction is carried out in the presence of an acid-binding agent. 3. The method according to claim and dependent claims 1 and 2, characterized in that pumarsic acid dichloride is selected as the fumaric acid dihalide. 4. The method according to claim and dependent claims 1-3, characterized in that sodium bicarbonate is selected as the acid-binding agent.
CH308461D 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye. CH308461A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308461T 1952-04-30
CH304388T 1956-05-03

Publications (1)

Publication Number Publication Date
CH308461A true CH308461A (en) 1955-07-15

Family

ID=25734812

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308461D CH308461A (en) 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye.

Country Status (1)

Country Link
CH (1) CH308461A (en)

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