CH220110A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH220110A
CH220110A CH220110DA CH220110A CH 220110 A CH220110 A CH 220110A CH 220110D A CH220110D A CH 220110DA CH 220110 A CH220110 A CH 220110A
Authority
CH
Switzerland
Prior art keywords
parts
production
azo dye
new azo
new
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 CH220110A publication Critical patent/CH220110A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • 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
    • C09B56/00—Azo dyes containing other chromophoric systems
    • C09B56/04—Stilbene-azo dyes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen     Azofarbstoff    erhält, wenn man     diazotierte        1-          Aminobenzol-2-carbonsäure    mit dem     Pyrazolon    der     Formel     
EMI0001.0008     
    vereinigt.  Der neue Farbstoff stellt     getrocknet    ein  orangegelbes Pulver, das Baumwolle in gelben  Tönen anfärbt, dar.

      <I>Beispiel:</I>  13,7     Teile        1-Aminobenzol-2-carbonsäure     werden wie     üblich        diazotiert    und mit     einer     wässerigen Lösung     vereinigt,

      die erhalten       wurde    durch Lösen in 1000     Teilen    Wasser  von 48     Teilen    des     Pyrazolons    der Formel  
EMI0001.0020     
    unter Zugabe von 20     Teilen        Natriumcarbonat.     Der gebildete     Farbstoff        wird    mit     Kochsalz          ausgesalzen,        filtriert    und getrocknet.  



  Das     Pyrazolon    der oben angeführten For  mel kann wie folgt erhalten werden    40 Teile     1-Amino-4'-nitrostilben-2,2'-disul-          fonsäure    werden mit wenig Wasser angerührt,  mit 45 Teilen     Salzsäure    D     =1,15    versetzt  und langsam mit 70     Teilen    10      /oiger    Natrium  nitritlösung     diazotiert.    Wenn die     Diazotierung         beendigt ist, gibt man 64 Teile Salzsäure  D     #    1,15 und 72 Teile 60      /oige        Zinnchlorür-          lösung    bei 0-5   zu.

   Nach Beendigung der  Reduktion der     Diazogruppe        salzt    man mit       Kochsalz    aus und     nutscht.    Das N     utschgut     wird mit wenig Wasser aufgerührt, schwach  kongosauer gestellt und mit 15 Teilen     Acet-          essigester    kondensiert. Nach der Kondensation  wird unter Zusatz von 22 Teilen N     atrium-          carbonat    und etwa 100 Teilen Wasser das  Gemisch langsam aufgewärmt, bis alles gelöst    ist.     3llan    filtriert und säuert das Filtrat mit  verdünnter     Salzsäure    aus.

   Das Produkt stellt  ein in verdünnter     Natriumcarbonatlösung    gelb  orange     lösliche-,    und in verdünnten     Witzalka-          lien        orange    bis braun lösliches gelbliches Pul  ver dar.



  Process for the production of a new azo dye. It has been found that a new azo dye is obtained if diazotized 1-aminobenzene-2-carboxylic acid is used with the pyrazolone of the formula
EMI0001.0008
    united. The new dye is an orange-yellow powder when dried, which dyes cotton in yellow tones.

      <I> Example: </I> 13.7 parts of 1-aminobenzene-2-carboxylic acid are diazotized as usual and combined with an aqueous solution,

      which was obtained by dissolving 48 parts of the pyrazolone of the formula in 1000 parts of water
EMI0001.0020
    with the addition of 20 parts of sodium carbonate. The dye formed is salted out with sodium chloride, filtered and dried.



  The pyrazolone of the formula given above can be obtained as follows: 40 parts of 1-amino-4'-nitrostilbene-2,2'-disulphonic acid are mixed with a little water, 45 parts of hydrochloric acid D = 1.15 are added and slowly added 70 parts of 10% sodium nitrite solution diazotized. When the diazotization is complete, 64 parts of hydrochloric acid D # 1.15 and 72 parts of 60% tin chloride solution are added at 0-5.

   After the reduction of the diazo group has ended, the mixture is salted out with common salt and suction filtered. The nutschgut is stirred up with a little water, made weakly acidic to the Congo and condensed with 15 parts of acetoacetic ester. After the condensation, the mixture is slowly warmed up with the addition of 22 parts of sodium carbonate and about 100 parts of water until everything has dissolved. 3llan filtered and the filtrate acidified with dilute hydrochloric acid.

   The product is a yellowish powder that is yellowish-orange in dilute sodium carbonate solution and soluble in yellowish-orange in dilute wittic alkali and orange to brownish-soluble.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dat; man die diazotierte 1-Aminobenzol-2-carbon- säure mit dem Pyrazolon der Formel EMI0002.0028 vereinigt. Der neue Farbstoff stellt getrocknet ein orangegelbes Pulver dar, das Baumwolle in gelben Tönen anfärbt. PATENT CLAIM: Process for the production of a new azo dye, characterized in that dat; the diazotized 1-aminobenzene-2-carboxylic acid with the pyrazolone of the formula EMI0002.0028 united. When dried, the new dye is an orange-yellow powder that dyes cotton in yellow tones.
CH220110D 1936-10-03 1936-10-03 Process for the production of a new azo dye. CH220110A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH200997T 1936-10-03
CH220110T 1936-10-03

Publications (1)

Publication Number Publication Date
CH220110A true CH220110A (en) 1942-03-15

Family

ID=25723624

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220110D CH220110A (en) 1936-10-03 1936-10-03 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH220110A (en)

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