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CH220431A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH220431A
CH220431A CH220431DA CH220431A CH 220431 A CH220431 A CH 220431A CH 220431D A CH220431D A CH 220431DA CH 220431 A CH220431 A CH 220431A
Authority
CH
Switzerland
Prior art keywords
amino
mole
mol
acid
aniline
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 CH220431A publication Critical patent/CH220431A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

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  • 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          1-Amino-8-oxynaphthalin    - 3,6 -     disulfonsäure,     1     Mol        Cyanurchlorid,    1     Mol    der     diazotierten          4-Amino-4'-oxvazobenzol    -     3,3'    -     dicarbonsäure,

       1     Mol        4-Amino-4'-        oxyazobenzol    -     3'-        carbon-          säure    und 1     Mol    Anilin derart aufeinander  einwirken lässt, dass die     Diazoverbindung    in       7-Stellung    des     Naphthalinrestes    eingreift,  und dass je 1 Halogenatom des     Cyanurchlo-          rids    sich mit der     Aminogruppe    des Naphtha  linderivates, der     4-Amino-4'-oxyazobenzol-3'-          earbonsäure    und des Anilins umsetzt.

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



       Beispiel:     30,1 Gewichtsteile der     4-Amino-4'-oxy-          azobenzol-3,3'-dicarbonsäure    werden in 500       Gewichtsteilen    Wasser mit 28 Gewichtsteilen  30%iger Salzsäure und 6,9 Gewichtsteilen         Natriumnitrit    bei 15 bis 20'     diazotiert.    Nach  zwei Stunden wird die gebildete     Diazover-          bindung    filtriert und der Filterrückstand in  wässeriger Suspension zu einer     10%igen     wässerigen Lösung von 74,5 Gewichtsteilen  des tertiären Kondensationsproduktes aus  1     Mol        Cyanurchlorid,

      1     Mol        1-Amino-8-oxy-          naphthalin-3,6-disulfonsäure,    1     Mol        4-Amino-          4'-oxyazobenzol-3'-carbonsäure    und 1     Mol     Anilin, die mit 50 Gewichtsteilen 30 %     iger          Ammoniaklösung    versetzt und mit Eis auf  0   gekühlt wurden, gegeben. Der gebildete  Farbstoff wird nach 6 Stunden mittels Na  triumchlorid 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 1-amino-8-oxynaphthalene - 3,6 - disulfonic acid, 1 mole of cyanuric chloride, 1 mole of the diazotized 4-amino-4'-oxvazobenzene - 3,3 ' - dicarboxylic acid,

       1 mole of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and 1 mole 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 fluoride combines with the amino group of the naphtha linderivates, which converts 4-amino-4'-oxyazobenzene-3'-carboxylic acid and aniline.

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



       Example: 30.1 parts by weight of 4-amino-4'-oxyazobenzene-3,3'-dicarboxylic acid are diazotized in 500 parts by weight of water with 28 parts by weight of 30% strength hydrochloric acid and 6.9 parts by weight of sodium nitrite at 15 to 20 '. After two hours, the diazo compound formed is filtered and the filter residue in aqueous suspension to a 10% aqueous solution of 74.5 parts by weight of the tertiary condensation product of 1 mol of cyanuric chloride,

      1 mole 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 is mixed with 50 parts by weight of 30% ammonia solution and with ice were cooled to 0, given. The dye formed is deposited after 6 hours by means of sodium chloride and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man 1 Mol 1-Amino-8-oxynaphthalin-3,6-di- sulfonsäure, 1 Mol Cyanurcblorid, 1 Mol der diazotierten 4 -Amino - 4' - oxyazobenzol - 3, 3' dicarbonsäure, 1 Mol 4-Amino-4'-oxyazoben- zol-3'-carbonsäure und 1 Mol Anilin derart aufeinander einwirken lässt, PATENT CLAIM: A process for the preparation of a new azo dye, characterized in that 1 mol of 1-amino-8-oxynaphthalene-3,6-disulfonic acid, 1 mol of cyanuric chloride, 1 mol of the diazotized 4-amino-4'-oxyazobenzene-3 , 3 'dicarboxylic acid, 1 mole of 4-amino-4'-oxyazoben- zene-3'-carboxylic acid and 1 mole of aniline can act on one another in such a way that dass die Diazo- verbindung in 7-Stellung des Naplithalin- restes eingreift, und dass je 1 Halogenatom des Cy-anurchlorids sich mit der Amino- gruppe des Naphtlialinderivates. der 4- Amino-4'-oxvazol,enzcl- ')'-ciii-honsäure und des Anilins, umsetzt. Der neue Farbstoff stellt ein dunkles Pulver dar, that the diazo compound engages in the 7-position of the naplithalin residue, and that every 1 halogen atom of the cyano chloride is linked to the amino group of the naphtlialin derivative. of 4-amino-4'-oxvazole, enzcl- ')' - ciii-honic acid and aniline. The new dye is a dark powder, das Baum wolle in schwach alkalischem Bade bei Ge genwart von Kupfersulfat und weinsaurem Natrium in waschechten blaugrünen Tönen färbt. In a weakly alkaline bath in the presence of copper sulphate and tartrate of sodium, the tree wool dyes in washfast blue-green tones.
CH220431D 1941-06-16 1941-06-16 Process for the preparation of an azo dye. CH220431A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH220431T 1941-06-16
CH217492T 1941-06-16

Publications (1)

Publication Number Publication Date
CH220431A true CH220431A (en) 1942-03-31

Family

ID=25726035

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220431D CH220431A (en) 1941-06-16 1941-06-16 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH220431A (en)

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