CH247603A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH247603A
CH247603A CH247603DA CH247603A CH 247603 A CH247603 A CH 247603A CH 247603D A CH247603D A CH 247603DA CH 247603 A CH247603 A CH 247603A
Authority
CH
Switzerland
Prior art keywords
dicarboxylic acid
acid
production
vat dye
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH247603A publication Critical patent/CH247603A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • C09B1/43—Dicarboxylic 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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/32—1.3 azoles of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      verfahren    zur Herstellung     eines        Küpenfarbstoffes.            Zusatzpatent    zum     Hauptpatent    Nr.     243843.       Es wurden     gefunden,        dassi    ein     wertvoller          Küpenfarbstoff        hergestellt    werden kann,  wenn man 1     Mol        Anthrachinon-2,

  6-dicarbon-          säure    oder eines ihrer     funktionellen    Derivate  mit 2     Mol        1-Amino-5-benzoylaminoanthrachi-          non    umsetzt.  



  Der neue Farbstoff ist ein gelbes Pulver,  das sich in     konz.    Schwefelsäure mit roter  Farbe löst und     Baumwolle        aus        rötlicholiver          Küpe    in gelben Tönen färbt.  



  Zur Durchführung der     Umsetzung    kann  die genannte     Dicarbonsäure    oder vorzugs  weise eines ihrer funktionellen     Derivate,    bei  spielsweise ein     Säurehalogenid    und insbeson  dere das     Säurechlorid    verwendet werden. Die  Reaktion wird zweckmässig in einem indiffe  renten     Lösungs-        bezw.    Verteilungsmittel vor  genommen, wobei insbesondere solche von  höherem Siedepunkt, wie Chlorbenzol, Nitro  benzol oder     Dichlorbenzol    in Betracht kom  men. Man kann die Umsetzung beispielsweise  bei erhöhter Temperatur, in An- oder Ab  wesenheit säurebindender     Mittel    durchführen.

      <I>Beispiel:</I>  16,7 Teile     Anthrachinon    - 2,6 -     dicarbon-          säurechlorid,    das z. B. aus     Anthrachinon-2,6-          dicarbonsäure    nach Monatshefte für Chemie,  Band 32, Seite 164 dargestellt werden kann,  und 500 Teile trockenes     o-Dichlorbenzol     werden unter Rühren auf 150-160  erhitzt  und bei dieser Temperatur mit einer heissen    Lösung von 34,2 Teilen     1-Amino-5-benzoyl-          aminoanthrachinon    in 750 Teilen     o-Dichlor-          benzol    versetzt.

   Nach zweistündigem Rühren  bei 150-160  ist die     Farbstoffbildung    be  endet. Man saugt den auskristallisierten  Farbstoff in der Wärme ab, wäscht ihn mit       o-Dichlorbenzol        und    Alkohol aus und trock  net ihn.



      process for the production of a vat dye. Additional patent to the main patent No. 243843. It has been found that a valuable vat dye can be produced if 1 mole of anthraquinone-2,

  6-dicarboxylic acid or one of its functional derivatives is reacted with 2 moles of 1-amino-5-benzoylaminoanthraquinone.



  The new dye is a yellow powder that is in conc. Sulfuric acid dissolves red and dyes cotton from a reddish-olive vat in yellow tones.



  To carry out the reaction, said dicarboxylic acid or preferably one of its functional derivatives, for example an acid halide and in particular the acid chloride, can be used. The reaction is expediently in an indifferent solution or. Distribution agents taken before, in particular those with a higher boiling point such as chlorobenzene, nitrobenzene or dichlorobenzene come into consideration. The reaction can be carried out, for example, at elevated temperature, in the presence or absence of acid-binding agents.

      <I> Example: </I> 16.7 parts of anthraquinone - 2.6 - dicarboxylic acid chloride, the z. B. from anthraquinone-2,6-dicarboxylic acid according to the monthly magazine for chemistry, volume 32, page 164, and 500 parts of dry o-dichlorobenzene are heated with stirring to 150-160 and at this temperature with a hot solution of 34, 2 parts of 1-amino-5-benzoylaminoanthraquinone in 750 parts of o-dichlorobenzene are added.

   After two hours of stirring at 150-160, dye formation is over. The dyestuff which has crystallized out is suctioned off in the heat, washed out with o-dichlorobenzene and alcohol and dried out.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol Anthrachinon-2,6-dicarbonsäure oder eines ihrer funktionellen Derivate mit 2 Mol 1- Amino - 5 - be#nzoylaminoanthrachinon um setzt. Der neue Farbstoff ist ein gelbes Pulver, das sich in konz. Schwefelsäure mit roter Farbe löst und Baumwolle aus rötlicholiver güpe in gelben Tönen färbt. UNTERANSPRüCHE 1. PATENT CLAIM: Process for the production of a vat dye, characterized in that 1 mol of anthraquinone-2,6-dicarboxylic acid or one of its functional derivatives is reacted with 2 mol of 1-amino-5-be # nzoylaminoanthraquinone. The new dye is a yellow powder that is in conc. Sulfuric acid dissolves red and dyes cotton from reddish-olive güpe in yellow tones. SUBCLAIMS 1. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung eines Säurehalogenids der Dicarbonsäure. 2. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung des Säurechlorids der Dicarbonsäure. 3. Verfahren gemäss, Patentanspruch, ge kennzeichnet durch die Durchführung der Umsetzung in einem hochsiedenden indiffe renten Lösungsmittel. Process according to claim, characterized by the use of an acid halide of dicarboxylic acid. 2. The method according to claim, characterized by the use of the acid chloride of the dicarboxylic acid. 3. The method according to claim, characterized by carrying out the reaction in a high-boiling indifferent solvent.
CH247603D 1943-06-24 1943-06-24 Process for the production of a vat dye. CH247603A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH247603T 1943-06-24
CH243843T 1943-06-24

Publications (1)

Publication Number Publication Date
CH247603A true CH247603A (en) 1947-03-15

Family

ID=25728837

Family Applications (1)

Application Number Title Priority Date Filing Date
CH247603D CH247603A (en) 1943-06-24 1943-06-24 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH247603A (en)

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