CH187692A - Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye. - Google Patents

Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye.

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Publication number
CH187692A
CH187692A CH187692DA CH187692A CH 187692 A CH187692 A CH 187692A CH 187692D A CH187692D A CH 187692DA CH 187692 A CH187692 A CH 187692A
Authority
CH
Switzerland
Prior art keywords
complex
conversion product
azo dye
aqueous medium
bonded metal
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 CH187692A publication Critical patent/CH187692A/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
    • C09B45/14—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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/44—Preparation of azo dyes from other azo compounds by substituting amine groups for hydroxyl groups or hydroxyl groups for amine groups; Desacylation of amino-acyl groups; Deaminating
    • 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
    • C09B45/48—Preparation from other complex metal compounds of azo dyes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Umwandlungsproduktes    eines     komplex    gebundenes  Metall enthaltenden     Azofarbstoffes.       Es wurde gefunden, dass ein Umwand  lungsprodukt eines komplex gebundenes Me  tall enthaltenden     Farbstoffes    hergestellt wer  den kann, wenn die komplexe Chromverbin  dung des     Azofarbstoffes    der Formel  
EMI0001.0006     
    derart in wässerigem Medium erhitzt wird,  dass die in     o-Stellung    zur     Azogruppe    sich  befindende     NHa-Gruppe    des Naphthalin  restes durch eine     Hydroxylgruppe    ersetzt  wird.  



  Das erhaltene     Umwandlungsprodukt    stellt  ein dunkles Pulver dar, das sich in Wasser  mit blauvioletter, in verdünnter Natronlauge  mit violetter und in konzentrierter Schwefel-    säure mit braunroter Farbe löst. Es färbt  Wolle aus schwefelsaurem Bade in grün  stichig blauen Tönen von guter Lichtechtheit.  



  Als wässerige Medien kommen wässerige  Lösungen als solche oder derartige wässerige  Medien in Betracht, die Basen, wie zum  Beispiel Kalilauge, Natronlauge, Natrium  karbonat oder anorganische oder organische  Säure, wie beispielsweise     aliphatische,    aroma  tische und hydroaromatische     Sulfo-    und Kar  bonsäuren, enthalten; solche Säuren sind  zum Beispiel Salzsäure, Schwefelsäure, Phos  phorsäure, Ameisensäure, Essigsäure, Benzol-,  sowie     Naphthalinmono-,        -di-    und     polysulfon-          säuren,        Benzolsulfokarbonsäuren    und Tetra  hydronaphthalinsulfonsäuren;

   besonders vor  teilhaft sind solche wässerige Medien, die  Säure und insbesondere Mineralsäure ent  halten.  



  Zu demselben Farbstoffe gelangt man,  wenn die Herstellung der komplexen Chrom  verbindung des     Azofarbstoffes    und das Er-           hitzen    in wässerigem Medium in einem Ar  beitsgange durchgeführt wird. Dabei bildet  sich intermediär die komplexe Chromverbin  dung des Farbstoffes der     obenstehenden     Formel.  



  <I>Beispiel:</I>  46,8 Teile des     Azofarbstoffes    aus diano  tiertem     5-Nitro-2-amino-l-oxybenzol    und     1-          Aminonaphthalin-4.8-disulfonsäul-e    werden  in 1000 Teilen Wasser gelöst und nach Zu  satz einer wässerigen     Chromsulfatlösung,     enthaltend 9,4 Teile     Cr20s    und 18,4 Teile  konzentrierte Schwefelsäure, 24     Stunden     rückfliessend gekocht. Der Farbstoff wird  durch Beigabe von Kochsalz abgeschieden  und getrocknet.



  Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye. It has been found that a conversion product of a dye containing complex bonded metal can be produced if the complex chromium compound of the azo dye of the formula
EMI0001.0006
    is heated in an aqueous medium in such a way that the NHa group of the naphthalene residue in the o-position to the azo group is replaced by a hydroxyl group.



  The conversion product obtained is a dark powder which dissolves in water with a blue-violet color, in dilute sodium hydroxide solution with a violet color and in concentrated sulfuric acid with a brown-red color. It dyes wool from sulfuric acid bath in green, pungent blue shades of good lightfastness.



  Suitable aqueous media are aqueous solutions as such or such aqueous media which contain bases, such as potassium hydroxide, sodium hydroxide, sodium carbonate or inorganic or organic acids, such as, for example, aliphatic, aromatic and hydroaromatic sulfo and carbonic acids; such acids are, for example, hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, benzene and naphthalene mono-, di- and polysulphonic acids, benzenesulphocarboxylic acids and tetrahydronaphthalenesulphonic acids;

   Those aqueous media that contain acid and especially mineral acid are particularly advantageous.



  The same dyestuff is obtained if the complex chromium compound of the azo dyestuff is produced and the heating in an aqueous medium is carried out in one operation. The complex chromium compound of the dye of the above formula is formed as an intermediate.



  <I> Example: </I> 46.8 parts of the azo dye from diano-tated 5-nitro-2-amino-1-oxybenzene and 1-aminonaphthalene-4.8-disulfonic column are dissolved in 1000 parts of water and, after adding one aqueous chromium sulfate solution containing 9.4 parts of Cr20s and 18.4 parts of concentrated sulfuric acid, refluxed for 24 hours. The dye is deposited by adding common salt and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Umwand lungsproduktes eines komplex gebundenes Metall enthaltenden Azofarbstoffes, dadurch gekennzeichnet, dass die komplexe Chrom verbindung des Azofarbstoffes der Formel EMI0002.0012 derart in wässerigem Medium erhitzt wird, dass die in o-Stellung zur Azogruppe sich befindende NH2-Gruppe des Naphthalinrestes durch eine Hydroxylgruppe ersetzt wird. PATENT CLAIM: A process for the production of a conversion product of a complex-bonded metal containing azo dye, characterized in that the complex chromium compound of the azo dye of the formula EMI0002.0012 is heated in an aqueous medium in such a way that the NH2 group of the naphthalene residue in the o-position to the azo group is replaced by a hydroxyl group. Das erhaltene Umwandlungsprodukt stellt ein dunkles Pulver dar, das sich in Wasser mit blauvioletter, in verdünnter Natronlauge mit violetter und in konzentrierter Schwefel säure mit braunroter Farbe löst. Es färbt Wolle aus schwefelsaurem Bade in grün stichig blauen Tönen von guter Lichtechtheit. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass das Erhitzen in einem Säure enthaltenden, wässerigen Medium erfolgt. 2. Verfahren gemäss Patentanspruch und Un teranspruch 1, dadurch gekennzeichnet, dass das Erhitzen in einem Mineralsäure enthaltenden, wässerigen Medium erfolgt. The conversion product obtained is a dark powder which dissolves in water with blue-violet, in dilute sodium hydroxide solution with violet and in concentrated sulfuric acid with brown-red color. It dyes wool from sulfuric acid bath in green, pungent blue shades of good lightfastness. SUBClaims: 1. Method according to claim, characterized in that the heating takes place in an acid-containing, aqueous medium. 2. The method according to claim and un teran claim 1, characterized in that the heating takes place in an aqueous medium containing mineral acid.
CH187692D 1935-11-12 1935-11-12 Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye. CH187692A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH187692T 1935-11-12

Publications (1)

Publication Number Publication Date
CH187692A true CH187692A (en) 1936-11-30

Family

ID=4435183

Family Applications (1)

Application Number Title Priority Date Filing Date
CH187692D CH187692A (en) 1935-11-12 1935-11-12 Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye.

Country Status (1)

Country Link
CH (1) CH187692A (en)

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