CH204713A - Process for the preparation of an azo dye containing complex bonded copper. - Google Patents

Process for the preparation of an azo dye containing complex bonded copper.

Info

Publication number
CH204713A
CH204713A CH204713DA CH204713A CH 204713 A CH204713 A CH 204713A CH 204713D A CH204713D A CH 204713DA CH 204713 A CH204713 A CH 204713A
Authority
CH
Switzerland
Prior art keywords
azo dye
copper
preparation
containing complex
dye containing
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 CH204713A publication Critical patent/CH204713A/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
    • C09B45/14—Monoazo compounds
    • C09B45/18—Monoazo 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
    • 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
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium
    • 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
    • C09B45/14—Monoazo compounds
    • C09B45/20—Monoazo compounds containing cobalt

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

Description

  

  Verfahren zur Herstellung eines     komplex    gebundenes Kupfer  enthaltenden     Azofarbstoffes.            Es    wurde gefunden,     dass    ein komplex :ge  bundenes Kupfer enthaltender     Azofarbstoff     hergestellt werden kann,

   wenn der     .durch    Be  handeln .des     Azofarbstoffes    der Formel  
EMI0001.0008     
    mit     sulfonierenden        Mitteln        bis    zum     Eintritt     einer     Sulfonsäuregruppe    erhaltene     monosulfo-          nierte        Azofarbstoff    mit kupferabgebenden  Mitteln behandelt wird.  



  Die neue Kupferverbindung stellt ein  dunkelbraunes Pulver dar, das sieh in Was  ser und in 10 %     iger        Sodalösung    mit olivgelb-    brauner, in     10%iger    Natronlauge mit oran  ger und in konzentrierter     Schwefelsäure    mit       gelber    Farbe löst     und        tierische        Fasern    in       bräunliehgelben    Tönen von .guten Echtheits  eigenschaften färbt.  



  Der dem Verfahren als     Ausgangsstoff     .dienende     monosulfonierte        Azofarbstoff    kann  erhalten werden, wenn man 19,5     Teile        des          Azofarbstoffes    aus     diazotimter    2 -     Amino-          benzol-l-@carbonsäuTe    und     5-Nitroperinaphth-          indandion    unterhalb 20       in    120 Teile rau  chende     Schwefelsäure,    die     24%    :

  S03 enthal  ten, einträgt, 6 Stunden auf 90     bis   <B>100'</B> er  wärmt,     das        Reaktionsgemisch    auf 1200 Teile  Eis giesst, den     sulfonierten    Farbstoff     durch          Kochsalzzugabe    abscheidet, filtriert, mit       Kochsalzlösung        nachwäscht    und trocknet.

   Die       Behandlung    mit kupferabgebenden     Mitteln     erfolgt nach den bekannten Methoden, bei  spielsweise     durch        Erhitzen    in     wässrigem     Medium mit     Kupfersalzen.         <I>Beispiel:

  </I>  4,7 Teile des monosulfonierten.     Azofa.rl     Stoffes     aus        diazotierter        1-Aniinobenzol-?-ea.r-          bonsäure    und 5 -     Nitroperinaplithinda.ndion     werden in 100 Teilen Wasser gelöst und mit  einer Lösung von 3 Teilen kristallisiertem  Kupfersulfat in 15 Teilen Wasser 10 Minu  ten zum Sieden erhitzt.

       Naeli    dieser Zeit hat  sich die     Kupferverbindung        vollständig    gebil-         det.    Sie     -,@-ird    durch Zuhabe von     Kochsalz,          Filtrieren    und Trocknen gewonnen.



  Process for the preparation of an azo dye containing complex bonded copper. It has been found that an azo dye containing complex: bound copper can be produced,

   when the .by treating .the azo dye of the formula
EMI0001.0008
    monosulfonated azo dye obtained with sulfonating agents until a sulfonic acid group occurs is treated with copper-releasing agents.



  The new copper compound is a dark brown powder that dissolves in water and in 10% soda solution with olive-yellow-brown, in 10% sodium hydroxide solution with orange and in concentrated sulfuric acid with yellow color and animal fibers in brownish-yellow tones of .good Dyes fastness properties.



  The monosulfonated azo dye serving as starting material for the process can be obtained if 19.5 parts of the azo dye are obtained from diazotimter 2-amino-benzene-l- @ carboxylic acid and 5-nitroperinaphth- indandione below 20 in 120 parts of fuming sulfuric acid, the 24 %:

  S03 contained, entered, heated for 6 hours to 90 to <B> 100 '</B>, the reaction mixture poured onto 1200 parts of ice, the sulfonated dye separated off by adding sodium chloride, filtered, washed with sodium chloride solution and dried.

   The treatment with copper-releasing agents is carried out according to the known methods, for example by heating in an aqueous medium with copper salts. <I> example:

  </I> 4.7 parts of the monosulfonated. Azofa.rl Substance of diazotized 1-aniinobenzene -? - ea.r- bonsäure and 5 - nitroperinaplithinda.ndione are dissolved in 100 parts of water and heated to the boil for 10 minutes with a solution of 3 parts of crystallized copper sulfate in 15 parts of water.

       Naeli by this time, the copper connection has completely formed. It -, @ - is obtained by adding table salt, filtering and drying.

Claims (1)

PATENTANSPRUCH Verfahren zur Flerstellung eines komplex gebundenes Kupfer enthaltenden Azofarb- stoffe s, dadurch -gekennzeichnet, PATENT CLAIM Process for the production of an azo dyes containing complexly bound copper, characterized in that daB der durch Behandeln des Azofarbstoffes der For- niel EMI0002.0028 mit sulfonierenden Mitteln bis zum Eintritt einer Sulfonsäuregruppe erhaltene monosulfo- nierte Azofarbstoff mit kupferabgebenden Mitteln behandelt wird. Die neue Kupferverbindung stellt ein. that by treating the azo dye the formula EMI0002.0028 monosulfonated azo dye obtained with sulfonating agents until a sulfonic acid group occurs is treated with copper-releasing agents. The new copper connection sets. dunkelbraunes Pulver dar, ,das sieh in Was ser und in 10 % iger Sodalösung mit olivgelb- brauner, in I0 'o' i"er Na.t.ronlauae mit ora.n- ber und in konzentrierter Schwefelsäure mit. gelber Farbe löst und tieri#zehe Fasern in bräunlieligelhen Tönen von guten Eehthei%- eigensehaften färbt. Dark brown powder, which dissolves in water and in 10% strength soda solution with olive-yellow-brown, in 10 'o'i "er Na.t.ronlauae with orange and in concentrated sulfuric acid with. yellow color and tieri # toe fibers in brownish igloo shades of good marriage - special dyes.
CH204713D 1937-05-22 1937-05-22 Process for the preparation of an azo dye containing complex bonded copper. CH204713A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH200065T 1937-05-22
CH204713T 1937-05-22

Publications (1)

Publication Number Publication Date
CH204713A true CH204713A (en) 1939-05-15

Family

ID=25723431

Family Applications (1)

Application Number Title Priority Date Filing Date
CH204713D CH204713A (en) 1937-05-22 1937-05-22 Process for the preparation of an azo dye containing complex bonded copper.

Country Status (1)

Country Link
CH (1) CH204713A (en)

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