CH222996A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH222996A
CH222996A CH222996DA CH222996A CH 222996 A CH222996 A CH 222996A CH 222996D A CH222996D A CH 222996DA CH 222996 A CH222996 A CH 222996A
Authority
CH
Switzerland
Prior art keywords
compound
oxybenzene
azo dye
carboxylic acid
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH222996A publication Critical patent/CH222996A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38—Trisazo dyes ot the type
    • C09B35/40—Trisazo dyes ot the type the component K being a dihydroxy or polyhydroxy compound

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 219654.    Verfahren zur Herstellung eines     Azofarbstoffes.       Gegenstand dieses Patentes ist ein Ver  fahren zur Herstellung eines neuen     Azofarb-          stoffes,    welches darin besteht, dass man 1     Mol          1.3-Dioxybenzol    einerseits mit 1     Mol    der       Diazoverbindung    aus     1-Amino-2-oxybenzol-          3-carbonsäure-5-sulfonsäure    und anderseits  mit 1     Mol    der     Diazoazoverbindung,

      die bei der  einseitigen     Kupplung    der     Tetrazoverbindung     aus . 5 . 5' -     Dichlor    -     3@    . 3' -     dimethyl    - 4 . 4'     -          diaminodiphenyl    mit     1-Oxybenzol-2-earbon-          säure    entsteht, kuppelt.  



  <I>Beispiel:</I>  28,1 Gewichtsteile     5.5'-Dieblor-3.3'-di-          methyl-4    .     4'-diaminodiphenyl    werden in 500  Raumteilen Wasser und 50     Raumteilen    10 n       Salzsäure    aasgeschlämmt und bei 10   C     tetra-          zotiert.    Die klare     Tetrazolösung    fliesst bei  0 bis 5   zu einer Lösung von 15 Gewichts  teilen     1-Oxybenzol-2-carbonsäure    in 300  Raumteilen 2 n     Natriumearbonatlösung.    So  bald keine     Tetrazoverbindung    mehr 'nach-         weisbar    ist,

   wird die abgeschiedene     Diazo-          azoverbindung    mit einer     sodaalkalischen    Lö  sung von 35,4 Gewichtsteilen des durch Kup  peln von     diazotierter        1-Amino-2-oxybenzol-3-          carbonsäure-5-sulfonsäure    mit     1.3-Dioxy-          benzol    erhaltenen     Monoazofarbstoffes    von der  folgenden Formel:  
EMI0001.0042     
    vereinigt.

   Nach beendeter     Kupplung    wird der  zum Teil ausgeschiedene     Trisazofarbstoff        mit          Natriumchlorid    vollständig     ausgefällt    und  durch Absaugen     abgetrennt.    Er stellt nach  dem Trocknen ein dunkelbraunes Pulver dar,  das sich in Wasser mit brauner Farbe löst.  Der neue Farbstoff färbt     Baumwolle    in leb  hafteren Brauntönen, deren     Echtheiten    durch      Nachbehandeln mit Kupfersulfat verbessert  werden.



  <B> Additional patent </B> to main patent no. 219654. Process for the production of an azo dye. The subject of this patent is a process for the production of a new azo dye, which consists in mixing 1 mole of 1,3-dioxybenzene with 1 mole of the diazo compound from 1-amino-2-oxybenzene-3-carboxylic acid-5-sulfonic acid and on the other with 1 mole of the diazoazo compound,

      those in the one-sided coupling of the tetrazo compound. 5. 5 '- dichloro - 3 @. 3 '- dimethyl - 4. 4 '- diaminodiphenyl with 1-oxybenzene-2-earbonic acid is formed, couples.



  <I> Example: </I> 28.1 parts by weight of 5.5'-Dieblor-3.3'-dimethyl-4. 4'-diaminodiphenyl are slurried in 500 parts by volume of water and 50 parts by volume of 10N hydrochloric acid and tetrazotized at 10 ° C. The clear tetrazo solution flows at 0 to 5 to a solution of 15 parts by weight of 1-oxybenzene-2-carboxylic acid in 300 parts by volume of 2N sodium carbonate solution. As soon as no more tetrazo compound can be detected,

   the deposited diazo-azo compound with a soda-alkaline solution of 35.4 parts by weight of the monoazo dye obtained by coupling diazotized 1-amino-2-oxybenzene-3-carboxylic acid-5-sulfonic acid with 1,3-dioxybenzene has the following formula:
EMI0001.0042
    united.

   After the coupling has ended, the trisazo dye which has partly separated out is completely precipitated with sodium chloride and separated off by suction. After drying, it is a dark brown powder that dissolves in water with a brown color. The new dye dyes cotton in livelier brown tones, the fastness of which is improved by aftertreatment with copper sulfate.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, daB man 1 Mol 1 .3-Dioxybenzol einerseits mit 1 Mol der Diazoverbindung aus 1-Amino-2-oxyben- zol-3-carbonsäure-5-sulfonsäure und ander seits mit 1 Mol der Diazoazoverbindung, Claim: Process for the production of an azo dye, characterized in that 1 mol of 1 .3-dioxybenzene is mixed with 1 mol of the diazo compound from 1-amino-2-oxybenzene-3-carboxylic acid-5-sulfonic acid and with 1 mole of the diazoazo compound, die bei der einseitigen Kupplung der Tetrazoverbin- dung aus 5.5'-Dichlor-3.3'-dimethyl-4.4'- diaminodiphenyl mit 1-Oxybenzol-2-carbon- säure entsteht, kuppelt. Der neue Farbstoff stellt in Form des Natriumsalzes ein dunkelbraunes Pulver dar, das sich in Wasser mit brauner Farbe löst. Er färbt Baumwolle in lebhafteren Braun tönen, deren Echtheiten durch Nachbehan deln mit Kupfersulfat verbessert werden. which is formed in the one-sided coupling of the tetrazo compound from 5.5'-dichloro-3.3'-dimethyl-4.4'-diaminodiphenyl with 1-oxybenzene-2-carboxylic acid, couples. The new dye is a dark brown powder in the form of the sodium salt, which dissolves in water with a brown color. It dyes cotton in livelier shades of brown, the fastness of which can be improved by post-treating with copper sulfate.
CH222996D 1940-05-15 1941-03-24 Process for the preparation of an azo dye. CH222996A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE222996X 1940-05-15
CH219654T 1941-03-24

Publications (1)

Publication Number Publication Date
CH222996A true CH222996A (en) 1942-08-15

Family

ID=25726317

Family Applications (1)

Application Number Title Priority Date Filing Date
CH222996D CH222996A (en) 1940-05-15 1941-03-24 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH222996A (en)

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