CH308470A - Process for the preparation of a metallizable disazo dye. - Google Patents

Process for the preparation of a metallizable disazo dye.

Info

Publication number
CH308470A
CH308470A CH308470DA CH308470A CH 308470 A CH308470 A CH 308470A CH 308470D A CH308470D A CH 308470DA CH 308470 A CH308470 A CH 308470A
Authority
CH
Switzerland
Prior art keywords
acid
disazo dye
ethoxy
metallizable
preparation
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 CH308470A publication Critical patent/CH308470A/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

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  • 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-nitrobenzol-l-car-          bonsäure    mit 2 -     Carbo    - [     2'-    (2l'-     äthoxy)

          -          äthoxy    ] -     äthoxyamino    -5 -     oxynaphthalin    -7-     sul-          fonsäur    e und nachfolgende Reduktion der  Nitrogruppe zur     Aminogruppe    erhältlichen       Aminomonoazoverbindung    mit 1     Mol    eines       Fumarsäuredihalogenides    umsetzt.  



  Im nachfolgenden. Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>  56,2 Teile der durch Kuppeln von     dia.zo-          tierter        2-Amino-5-nitrobenzol-l-carbonsäure     mit 2 -     Carbo    -     [2'-    (2" -     äthoxy)

      -     äthoxy]        -          ät.hoxyamino    - 5 -     oxynaphthalin    -7 -     sulfonsäiire     und anschliessende     überführung    der     Nitro-          gruppe    in die     Aminogruppe    erhältlichen       Aminomonoazoverbindung    werden in Form  des     Dilithiumsalzes    in     40,00    Teilen Wasser ge  löst. Man versetzt die Lösung innerhalb von  etwa 7 Stunden gleichmässig mit einer Lösung  von 9,2. Teilen     Fumarsäuredichlorid    in 40  Teilen Chlorbenzol.

   Durch gelegentlichen     Zu-          satz        von        wenig        Lithiumcarbonat        wird        der     der Kondensationslösung stets zwischen  5,5 - 7 gehalten. Nach erfolgter Kondensa  tion erwärmt man die Masse     auf    90 - 95 ,  salzt daraus den gebildeten     Disazofarbstoff     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 kupfer  abgebenden Mittel nachbehandelt, ausgezeich  net 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 preparation of a metallizable disazo dye, which consists in that 2 mol of the 2-amino-5-nitrobenzene-1-carboxylic acid obtained by coupling of diazotized 2-carbo- [2'- (2l'- ethoxy)

          - Ethoxy] - ethoxyamino -5 - oxynaphthalene -7- sulphonic acid and subsequent reduction of the nitro group to the amino group, the aminomonoazo compound obtainable is reacted with 1 mol of a fumaric acid dihalide.



  In the following. For example, the parts mean parts by weight.



  <I> Example: </I> 56.2 parts of the 2-amino-5-nitrobenzene-1-carboxylic acid obtained by coupling dia.zo-tated with 2 - carbo - [2'- (2 "- ethoxy)

      - Ethoxy] - ethoxyamino - 5 - oxynaphthalene-7 - sulfonic acid and subsequent conversion of the nitro group into the amino group, the amino monoazo compound obtainable in the form of the dilithium salt is dissolved in 40.00 parts of water. The solution is evenly mixed with a solution of 9.2 within about 7 hours. Parts of fumaric acid dichloride in 40 parts of chlorobenzene.

   By occasionally adding a little lithium carbonate, the condensation solution is always kept between 5.5 - 7. After the condensation is complete, 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 sweat-resistant.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Disazofarbstoffes, dadurch gekenn zeichnet, dass man 2 Mol der durch Kuppeln von diazotierter 2,-Amino-5-nitrobenzol-l carbonsäure mit 2-Carbo-[2(-(2('-äthoxy) PATENT CLAIM: Process for the preparation of a metallizable disazo dye, characterized in that 2 moles of the 2, -amino-5-nitrobenzene-1 carboxylic acid obtained by coupling with 2-carbo- [2 (- (2 ('- ethoxy ) - äthoxy] - ät'hoxyamino -5 - oxynaphthalin-7-sul- fonsäure und nachfolgende Reduktion der Nitrogruppe zur Aminogruppe erhältlichen Aminomonoazoverbindung mit 1 Mol eines Fumarsäuredihalogenides umsetzt. - Ethoxy] - ethoxyamino -5 - oxynaphthalene-7-sulphonic acid and subsequent reduction of the nitro group to the amino group available aminomonoazo compound with 1 mol of a fumaric acid dihalide. 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 naehbehandelt, ausgezeichnet licht-, wasch- und schweissecht sind. UNTERANSBRVCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Um setzung in wässrigem Medium vornimmt. 2. 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 shades, which, when sewn with a copper-releasing agent, are extremely light, wash and sweat-resistant. UNTERANSBRVCHE: 1. The method according to claim, characterized in that the implementation 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 Pumarsäuredihalogenid. Pumarsäuredichlorid wählt. 4. Verfahren nach Patentanspruch und Unteransprüchen<B>1-3,</B> dadurch gekenn zeichnet, dass man als säurebindendes Mittel Lithiumcarbonat wählt. Process according to patent 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 one is used as pumaric acid dihalide. Pumaric acid dichloride selects. 4. The method according to claim and subclaims <B> 1-3, </B> characterized in that lithium carbonate is chosen as the acid-binding agent.
CH308470D 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye. CH308470A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308470T 1952-04-30
CH304388T 1956-05-03

Publications (1)

Publication Number Publication Date
CH308470A true CH308470A (en) 1955-07-15

Family

ID=25734821

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308470D CH308470A (en) 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye.

Country Status (1)

Country Link
CH (1) CH308470A (en)

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