CH308468A - Process for the preparation of a metallizable disazo dye. - Google Patents

Process for the preparation of a metallizable disazo dye.

Info

Publication number
CH308468A
CH308468A CH308468DA CH308468A CH 308468 A CH308468 A CH 308468A CH 308468D A CH308468D A CH 308468DA CH 308468 A CH308468 A CH 308468A
Authority
CH
Switzerland
Prior art keywords
acid
disazo dye
dependent
fumaric acid
mol
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 CH308468A publication Critical patent/CH308468A/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
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

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

   dass man 2     Mol    der durch Kuppeln  von     diazotierter        2-Amino-5-nitxobenzol-l-          earbonsäure    mit     2-Acetylamino-5-oxynaphtha-          lin-7-sulfonsäure    und nachfolgende Reduktion  der Nitrogruppe zur     Aminogruppe    erhält  lichen     Aminomonoazoverbindung    mit 1     Mol          eines        Fumarsäuredihalogenides    umsetzt.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.    <I>Beispiel:</I>  43;7 Teile der durch     Kuppeln    von     diazo-          tierter        2-Amino-5-nitrobenzol-l-carbonsäure     mit     2-Acetylamino-5-oxynaphthalin-7-sulfon-          säure    und anschliessende Überführung der       Nitrogruppe    in die     Aminogruppe    erhältlichen       Aminomonoazoverbindung    werden in Form  des     Dilithiumsalzes    in 4000 Teilen Wasser  gelöst.

   Man     versetzt,die    Lösung innerhalb von  etwa 7 Stunden gleichmässig mit einer Lösung  von 9,2 Teilen     Pumarsäuredichlorid    .in 40  Teilen Chlorbenzol. Durch gelegentlichen Zu  satz von wenig     Lithiumearbonat    wird der  PH-Wert der Kondensationslösung stets zwi  schen 5,5 - 7 gehalten. Nach erfolgter Kon  densation erwärmt man die Masse auf  90 - 95 , salzt daraus den gebildeten     Disazo-          farbstoff    aus, filtriert ihn ab und trocknet  ihn.  



  Der neue,     metallisierbare        Disazofarbstoff     löst sich in konzentrierter Schwefelsäure und    in Wasser mit roter Farbe und färbt Baum  wolle und Fasern aus regenerierter     Cellulose     in roten Tönen, welche, mit einem kupferab  gebenden Mittel nachbehandelt, ausgezeichnet  licht-, wasch- und schweissecht sind.



  <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 2 mol of the aminomonoazo compound obtained by coupling diazotized 2-amino-5-nitxobenzene-1-carboxylic acid with 2-acetylamino-5-oxynaphthaline-7-sulfonic acid and subsequent reduction of the nitro group to the amino group are reacted with 1 mol of a fumaric acid dihalide .



  In the following example, the parts are parts by weight. <I> Example: </I> 43; 7 parts of the product obtained by coupling diazo- tated 2-amino-5-nitrobenzene-1-carboxylic acid with 2-acetylamino-5-oxynaphthalene-7-sulfonic acid and then converting the nitro group Aminomonoazo compounds obtainable in the amino group are dissolved in 4000 parts of water in the form of the dilithium salt.

   The solution is mixed uniformly over a period of about 7 hours with a solution of 9.2 parts of pumaric acid dichloride in 40 parts of chlorobenzene. By occasionally adding a little lithium carbonate, the pH value of the condensation solution is always kept between 5.5 - 7. After the condensation has taken place, the mass is heated to 90-95, the disazo dye formed is salted out, filtered off and dried.



  The new, metallizable disazo dye dissolves in concentrated sulfuric acid and water with a red color and dyes cotton and fibers made of regenerated cellulose in red tones, which, after treatment with a copper-releasing agent, are extremely light, wash and perspiration-proof.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines meta.lli- sierbaren Disazofarbstoffes, dadurch gekenn zeichnet, dass man 2 Mol der durch Kuppeln von diazotierter 2-Amino-5-nitrobenzol-l-car- bonsäure mit 2-Acetylamino-5-oxynaphthalin- 7-sulfonsäure und nachfolgende Reduktion der Nitrogruppe zur Aminogruppe erhält lichen Aminomonoazoverbindung mit 1 Mol eines PATENT CLAIM: A process for the preparation of a meta-lizable disazo dye, characterized in that 2 mol of the 2-amino-5-nitrobenzene-1-carboxylic acid obtained by coupling with 2-acetylamino-5-oxynaphthalene-7- sulfonic acid and subsequent reduction of the nitro group to the amino group obtainable aminomonoazo compound with 1 mol of one Fumarsäuredihalogenides umsetzt. Der neue, metallisierbare Disazofarbstoff löst sich in konzentrierter Schwefelsäure und in Wasser mit roter Farbe und färbt Baum wolle und Fasern aus regenerierter Cellulose in roten Tönen, welche, mit einem kupferab gebenden Mittel nachbehandelt, ausgezeichnet licht-, wasch- und schweissecht sind. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Um setzung in wässrigem Medium vornimmt. 2. Reacts fumaric acid dihalides. The new, metallizable disazo dye dissolves in concentrated sulfuric acid and water with a red color and dyes cotton and fibers made of regenerated cellulose in red tones, which, after treatment with a copper-releasing agent, are extremely light, wash and perspiration-proof. SUBClaims: 1. Method according to claim, characterized in that the conversion is carried out in an aqueous medium. 2. Verfahren nach Patentanspruch und , Unteranspruch 1, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart eines säurebindenden Mittels vornimmt. 3. Verfahren nach Patentanspruch und Unteransprüchen 1 und 2, dadurch gekenn zeichnet, dass man als Fumarsäuredihalogenid Fumarsäuredichlorid wählt. 4. Verfahren nach Patentanspruch und Unteransprüchen 1-3, dadurch gekennzeich net, dass man als säurebindendes Mittel Lithiumcarbonat wählt. Process 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 fumaric acid dichloride is selected as the fumaric acid dihalide. 4. The method according to claim and dependent claims 1-3, characterized in that lithium carbonate is selected as the acid-binding agent.
CH308468D 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye. CH308468A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308468T 1952-04-30
CH304388T 1956-05-03

Publications (1)

Publication Number Publication Date
CH308468A true CH308468A (en) 1955-07-15

Family

ID=25734819

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308468D CH308468A (en) 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye.

Country Status (1)

Country Link
CH (1) CH308468A (en)

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