CH200997A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH200997A
CH200997A CH200997DA CH200997A CH 200997 A CH200997 A CH 200997A CH 200997D A CH200997D A CH 200997DA CH 200997 A CH200997 A CH 200997A
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 CH200997A publication Critical patent/CH200997A/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)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden,     daB    man einen neuen       Azofarbstoff    erhält, wenn man     diazotierte          1-Aminobenzol-4-sulfonsäure    mit dem     Pyr-          azolon    der Formel  
EMI0001.0008     
         vereinigt.     Der neue Farbstoff stellt     getrocknet    ein  orangegelbes Pulver, das Baumwolle in gel  ben Tönen     anfärbt,    dar.  



       Beispiel:       18,3     Teile        1-Aminobenzol-4-sulfonsäure     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  
EMI0001.0019     
         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     4-Amino-4'-nitrostilben-2,2'-di-          sulfonsäure    werden mit wenig Wasser an  gerührt, mit 45 Teilen Salzsäure D = 1,15  versetzt und langsam mit 70 Teilen 10 %     iger          Natriumnitritlösung        diazotiert.    Wenn die       Diazotierung    beendigt ist, gibt man 64     Teile     Salzsäure D = 1,15 und 72     Teile    60%ige       Zinnchlorürlösung    bei 0 bis 5   zu.

   Nach Be  endigung der Reduktion der     Diazogruppe     salzt man mit     Kochsalz    aus und putscht. Das       Nutschgut        wird    mit wenig Wasser aufge  rührt, schwach kongosauer gestellt und mit 15  Teilen     Acetessigester    kondensiert. Nach der  Kondensation wird unter     Zusatz    von 22 Tei  len     Natriumcarbonat    und etwa 100 Teilen  Wasser das Gemisch langsam     aufgewärmt,     bis alles gelöst ist. Man     filtriert    und säuert  das Filtrat mit verdünnter Salzsäure aus.

   Das       Produkt    stellt ein in verdünnter Natrium-           carbonatlösung    gelborange     lösliches    und in  verdünnten     Atzalkalien    orange bis braun  lösliches gelbliches Pulver 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-4-sulfonic acid is used with the pyrazolone of the formula
EMI0001.0008
         united. The new dye is an orange-yellow powder that dyes cotton in yellow tones when dried.



       Example: 18.3 parts of 1-aminobenzene-4-sulfonic 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
EMI0001.0019
         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 4-amino-4'-nitrostilbene-2,2'-disulfonic acid are stirred with a little water, 45 parts of hydrochloric acid D = 1.15 are added and slowly diazotized with 70 parts of 10% sodium nitrite solution. When the diazotization is complete, 64 parts of hydrochloric acid D = 1.15 and 72 parts of 60% strength tin chloride solution at 0 to 5 are added.

   After the reduction of the diazo group has ended, the mixture is salted out with table salt and a coup d'etat. The filter material is stirred up with a little water, made weakly Congo acidic 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. It is filtered and the filtrate is acidified with dilute hydrochloric acid.

   The product is a yellow-orange powder that is soluble in dilute sodium carbonate solution and yellow-orange in dilute caustic alkalis and orange to brown in solution.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, daB man diazotierte 1-Aminobenzol-4-sulfonsäure mit dem Pyrazolon der Formel EMI0002.0010 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 diazotized 1-aminobenzene-4-sulfonic acid is mixed with the pyrazolone of the formula EMI0002.0010 united. When dried, the new dye is an orange-yellow powder that dyes cotton in yellow tones.
CH200997D 1936-10-03 1936-10-03 Process for the production of a new azo dye. CH200997A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH200997A true CH200997A (en) 1938-11-15

Family

ID=4442571

Family Applications (1)

Application Number Title Priority Date Filing Date
CH200997D CH200997A (en) 1936-10-03 1936-10-03 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH200997A (en)

Similar Documents

Publication Publication Date Title
CH200997A (en) Process for the production of a new azo dye.
CH220110A (en) Process for the production of a new azo dye.
CH220750A (en) Process for the production of a new azo dye.
CH215832A (en) Process for the preparation of an azo dye.
CH211801A (en) Process for the production of a new dye.
CH144487A (en) Process for the preparation of a disazo dye.
CH175031A (en) Process for the production of a new azo dye.
CH246476A (en) Process for the production of a new azo dye.
CH177839A (en) Process for the production of a new azo dye.
CH212118A (en) Process for the production of a new dye.
CH240364A (en) Process for the preparation of a disazo dye.
CH169248A (en) Process for the production of a new azo dye.
CH217244A (en) Process for the production of a new azo dye.
CH145868A (en) Process for the preparation of a metal-containing azo dye.
CH304281A (en) Process for the production of a cobalt-containing azo dye.
CH212117A (en) Process for the production of a new dye.
CH292298A (en) Process for the preparation of a monoazo dye of the pyrazolone series.
CH292299A (en) Process for the preparation of a monoazo dye of the pyrazolone series.
CH211825A (en) Process for the preparation of an azo dye.
CH304282A (en) Process for the production of a cobalt-containing azo dye.
CH287560A (en) Process for the preparation of a monoazo dye of the pyrazolone series.
CH309784A (en) Process for the preparation of a metal-containing azo dye.
CH304279A (en) Process for the production of a cobalt-containing azo dye.
CH210997A (en) Process for the production of a new dye.
CH261058A (en) Process for the preparation of a polyazo dye.