CH217492A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH217492A
CH217492A CH217492DA CH217492A CH 217492 A CH217492 A CH 217492A CH 217492D A CH217492D A CH 217492DA CH 217492 A CH217492 A CH 217492A
Authority
CH
Switzerland
Prior art keywords
amino
carboxylic acid
oxyazobenzene
mole
mol
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 CH217492A publication Critical patent/CH217492A/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
    • 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
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man einen  neuen     Azofarbstoff    erhält, wenn man 1     Mol          i        -Amino    - 8 -     oxynaphthalin-3,6-disulfonsäure,     1     Mol        Cyanurchlorid,    1     Mol    der     diazotierten          4-Amino-2-methyl    - 5 -     methoxy-4'-oxyazoben-          zol-3'-carbonsäure,

      1     Mol        4-Amino    - 4' -     oxy-          azobenzol-3'-carbonsäure    und 1     Mol    Anilin  derart aufeinander einwirken lässt, dass die       Diazoverbindung    in     7-Stellung    des Naphtha  linrestes eingreift, und dass je 1 Halogen  atom des     Cyanurchlorids    sich mit der     Amino-          gruppe    des     Naphthalinderivats,    der     4-Amino-          4'-oxyazobenzol-3'-carbonsäure    und des Ani  lins umsetzt.

   Der neue Farbstoff stellt ein  dunkles Pulver dar, das Baumwolle in  schwach alkalischem Bade bei Gegenwart von  Kupfersulfat und weinsaurem Natrium in  waschechten blaugrünen Tönen färbt.  



  <I>Beispiel:</I>  30,1 Gewichtsteile der     4-Amino-2-methyl-          5        -methoxy    -     4'-        oxyazobenzol    -     3'-        carbonsäure     werden     in,    500 Gewichtsteilen Wasser als         Natriumsalz    gelöst, mit 28 Gewichtsteilen       30%        iger    Salzsäure und 6,

  9 Gewichtsteilen       Natriumnitrit    bei 15 bis 20       diazotiert.    Nach  2 Stunden wird die gebildete     Diazoverbin-          dung    filtriert und der Filterrückstand in  wässriger Suspension zu einer IM gen     igen        wäss-          rigen    Lösung von 74,5 Gewichtsteilen des  Lernären Kondensationsproduktes aus 1     Mol          Cyanurchlorid,    1     Mol        1-Amino-8-oxynaph-          thalin-3,6-disulfonsäure,

      1     Mol        4-Amino-4'-          oxyazobenzol-3'-carbonsäure    und 1     Mol    Ani  lin, die mit 50 Gewichtsteilen 30%iger Am  moniaklösung versetzt und mit Eis auf 0    gekühlt wurden,     gegeben.    Der gebildete Farb  stoff wird nach 6     Stunden    mittels Natrium  chlorid abgeschieden und getrocknet.



  Process for the preparation of an azo dye. It has been found that a new azo dye is obtained if 1 mole of i-amino-8-oxynaphthalene-3,6-disulfonic acid, 1 mole of cyanuric chloride, 1 mole of the diazotized 4-amino-2-methyl-5-methoxy-4 '-oxyazoben- zene-3'-carboxylic acid,

      1 mol of 4-amino-4'-oxy-azobenzene-3'-carboxylic acid and 1 mol of aniline can act on each other in such a way that the diazo compound intervenes in the 7-position of the naphtha linrestes, and that every 1 halogen atom of the cyanuric chloride is with the amino - Group of the naphthalene derivative, which converts 4-amino-4'-oxyazobenzene-3'-carboxylic acid and aniline.

   The new dye is a dark powder that dyes cotton in a slightly alkaline bath in the presence of copper sulfate and tartrate of sodium in washfast blue-green tones.



  <I> Example: </I> 30.1 parts by weight of 4-amino-2-methyl-5-methoxy-4'-oxyazobenzene-3'-carboxylic acid are dissolved in 500 parts by weight of water as the sodium salt, with 28 parts by weight of 30% iger hydrochloric acid and 6,

  9 parts by weight of sodium nitrite diazotized at 15-20. After 2 hours, the diazo compound formed is filtered and the filter residue in aqueous suspension to an IM sufficient aqueous solution of 74.5 parts by weight of the learning condensation product of 1 mol of cyanuric chloride, 1 mol of 1-amino-8-oxynaphthalene- 3,6-disulfonic acid,

      1 mole of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and 1 mole of aniline, which were mixed with 50 parts by weight of 30% ammonia solution and cooled to 0 with ice, added. The color formed is deposited after 6 hours using sodium chloride and dried.

Claims (1)

<B>PATENTANSPRUCH</B> Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man 1 Mol 1-Amino-8-oxynaphthalin-3,6-di- sulfonsäure, 1 142o1 Cyanurchlorid, 1 Mol der diazotierten 4-Amino-2-methyl-5-methoxy-4'- oxyazobenzol-3'-carbonsäure, <B> PATENT CLAIM </B> Process for the production of a new azo dye, characterized in that 1 mole of 1-amino-8-oxynaphthalene-3,6-disulfonic acid, 1 142o1 cyanuric chloride, 1 mole of the diazotized 4-amino 2-methyl-5-methoxy-4'-oxyazobenzene-3'-carboxylic acid, 1 Mol 4-Amino- 4' - oxyazobenzol - 3' - carbonsäure und 1 Mol Anilin derart aufeinander einwirken lässt, dass die Diazoverbindung in 7-Stellung des Naphthalinrestes eingreift, und dass je 1 Ha logenatom des Cyanurchlorids sich mit der Aminogruppe des Naphthalinderivats, der 4-Amino-4'-oxyazobenzol-3'-carbonsäure und des Anilins umsetzt. 1 mol of 4-amino-4 '- oxyazobenzene - 3' - carboxylic acid and 1 mol of aniline can act on one another in such a way that the diazo compound engages in the 7-position of the naphthalene radical, and that every 1 halogen atom of the cyanuric chloride is with the amino group of the naphthalene derivative, the 4-amino-4'-oxyazobenzene-3'-carboxylic acid and aniline. Der neue Farbstoff stellt ein dunkles Pulver dar, das Baum wolle in schwach alkalischem Bade bei Ge genwart von Kupfersulfat und weinsaurem Natrium in waschechten blaugrünen Tönen färbt. The new dye is a dark powder that colors the cotton in a weakly alkaline bath in the presence of copper sulfate and tartrate of sodium in washable blue-green tones.
CH217492D 1941-06-16 1940-07-19 Process for the preparation of an azo dye. CH217492A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH217492T 1941-06-16

Publications (1)

Publication Number Publication Date
CH217492A true CH217492A (en) 1941-10-31

Family

ID=4450148

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217492D CH217492A (en) 1941-06-16 1940-07-19 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH217492A (en)

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