CH194346A - Process for the preparation of a new derivative of an azo dye. - Google Patents

Process for the preparation of a new derivative of an azo dye.

Info

Publication number
CH194346A
CH194346A CH194346DA CH194346A CH 194346 A CH194346 A CH 194346A CH 194346D A CH194346D A CH 194346DA CH 194346 A CH194346 A CH 194346A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
new derivative
new
dye
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 CH194346A publication Critical patent/CH194346A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/35—Trisazo dyes in which the tetrazo component is a diamino-azo-aryl compound
    • 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
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/24—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with formation of —O—SO2—R or —O—SO3H radicals

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

Description

  

  Verfahren zur Herstellung eines neuen Derivates eines     Azofarbstoffes.       Es     wurde    gefunden, dass     mau    ein neues  Derivat eines     Azofarbstoffes    erhält,     wenn     man auf den     Trisazofarbstoff        aus        tetrazOtier-          tem    4.     4'-Dia.mino-2-methyl-5-methoay-1    .

       1'-          a.zobenzol    und     p-Kresol        Chlorsulfonsäure    in       Gegenwarm    einer     tertiären    Base einwirken  lässt.  



  Das neue Produkt bildet ein braun     ;ge-          fErbtes    Pulver, das sich in Wasser mit     bra.u-          ner    Farbe löst und durch Zugabe von -Säu  ren das     Ausgangspigment    wieder leicht rege  neriert.  



  <I>Beispiel:</I>  In 100     Teile    trockenes     Pyridin    trägt man  unter Rühren und Kühlen mit     Eis-Koch#salz     14,4 Teile     Chlorsulfonsäure        vorsichtig    ein       und        lässt        hierauf        das     sich  auf etwa 20' erwärmen.

   Hierzu gibt man  10     Teile    des trockenen     Trisazofarbstoffes    aus       tetrazotiertem        4.4'-Diamino-2-methyl-5-me-          thogy-1    .     1'=azobenzol    und     p-Kreso#l    zu und  erwärmt allmählich auf 60 bis<B>70'</B> und hält  drei     bis        vier        Stunden    bei     dieser        Temperatur,            wobei    das     Pigment    sich     allmählich    auflöst  und eine klare, intensiv dunkelbraun     ,

  gefärbte          Reaktionslösung        entsteht.    Nun lässt man die       Reaktionsmasse        abkühlen    und .giesst sie dann  in     eine    Lösung von 75 Teilen Natriumkarbo  nat in 300     Teilen    Wasser.

       Durch        Destillation     mit     Wasserdampf        treibt    man das     Pyridin     ab, kühlt     -den    wässerigen     Destillationsrück-          stand    und     filtriert        Idas    ausgefallene feste  Reaktionsprodukt ab.

   Zur Entfernung von  noch     etwa        unverändertem        Ausgangspigment     löst     man    das Salz des erhaltenen     Schwefel-          säureesters    in     Wasser,        filtriert,    fällt mit  Kochsalz     heiss        aus    und     nutscht    ab. Das Pro  dukt     wird    zweckmässig als schwach alkalisch       gestellte        Paste        aufbewahrt.  



  Process for the preparation of a new derivative of an azo dye. It has been found that a new derivative of an azo dye is obtained if one responds to the trisazo dye from tetrazOtier- tem 4. 4'-Dia.mino-2-methyl-5-methoay-1.

       1'- a.zobenzol and p-cresol chlorosulfonic acid can act in the warmth of a tertiary base.



  The new product forms a brown, colored powder, which dissolves in water with a brown color and slightly regenerates the original pigment by adding acids.



  <I> Example: </I> 14.4 parts of chlorosulfonic acid are carefully added to 100 parts of dry pyridine while stirring and cooling with ice-boiling salt and then allowed to warm up to about 20 minutes.

   10 parts of the dry trisazo dye from tetrazotized 4,4'-diamino-2-methyl-5-methogy-1 are added to this. 1 '= azobenzene and p-creso # l and gradually warms up to 60 to <B> 70' </B> and holds for three to four hours at this temperature, the pigment gradually dissolving and a clear, intensely dark brown,

  colored reaction solution is produced. The reaction mass is now allowed to cool and then poured into a solution of 75 parts of sodium carbonate in 300 parts of water.

       The pyridine is driven off by distillation with steam, the aqueous distillation residue is cooled and the solid reaction product which has precipitated out is filtered off.

   To remove the starting pigment, which is still roughly unchanged, the salt of the sulfuric acid ester obtained is dissolved in water, filtered, precipitated with hot sodium chloride and filtered off with suction. The product is conveniently stored as a weakly alkaline paste.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Derivates eines Azofarbstoffes,dadurch ge- kennzeichnet, dass man auf den Trisazofarb- stoff aus tetrazotiertem 4.4'-Diamino-2-#me- thyl-5-methogy-1 . 1'-azobenzol und p-Kresol Chlorsulfons-äure in Gegenwart einer ter tiären Base einwirken lässt. PATENT CLAIM: Process for the preparation of a new derivative of an azo dye, characterized in that the trisazo dye from tetrazotized 4,4'-diamino-2- # methyl-5-methogy-1. 1'-azobenzene and p-cresol chlorosulfonic acid can act in the presence of a tertiary base. Das neue Produkt bildet ein braun ge färbtes Pulver, das sieh in Wasser mit brau- ner Farbe löst und durch Zugabe von,Säuren dass Ausgangspigment wieder leicht regene riert. The new product forms a brown colored powder that dissolves in water with a brown color and slightly regenerates the starting pigment by adding acids.
CH194346D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194346A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH194346T 1936-04-09
CH190720T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194346A true CH194346A (en) 1937-11-30

Family

ID=25722023

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194346D CH194346A (en) 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye.

Country Status (1)

Country Link
CH (1) CH194346A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2485555A1 (en) * 1980-06-30 1981-12-31 Gen Electric TRIS-AZOIC DYES AND LIQUID CRYSTAL COMPOSITION INCLUDING SUCH COLORANTS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2485555A1 (en) * 1980-06-30 1981-12-31 Gen Electric TRIS-AZOIC DYES AND LIQUID CRYSTAL COMPOSITION INCLUDING SUCH COLORANTS

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