CH190720A - 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
CH190720A
CH190720A CH190720DA CH190720A CH 190720 A CH190720 A CH 190720A CH 190720D A CH190720D A CH 190720DA CH 190720 A CH190720 A CH 190720A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
new derivative
orange
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 CH190720A publication Critical patent/CH190720A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
    • C09B31/062—Phenols
    • 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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling

Description

  

  Verfahren zur Herstellung eines neuen Derivates eines     Azofarbstoffes.       Es wurde gefunden, dass man ein neues  Derivat eines     Azofarb@stoffes    erhält, wenn  man auf den     Disazofarbstoff    aus     diazotier-          tem        4'-Amino-2.3'-dimethylazobenzol    und       p-Kresol        Chlorsulfonsäure    in Gegenwart  eines tertiären Base einwirken lässt.  



       Mas    neue Produkt bildet ein orange ge  färbtes Pulver, das sich in     Nasser    mit  orangeroter     Farbe    löst, und durch     Zugabe.     von Säuren das Ausgangspigment wieder  leicht regeneriert.    <I>Beispiel:</I>    In     1.50    Teile trockenes     Pyridin    trägt  man unter Rühren und Kühlen mit     Eis-          Kochsalz    10 Teile     Chlorsulfonsäure    vorsich  tig ein, und lässt hierauf das     Reaktions-          gE>miseh    sich auf etwa 20   erwärmen.

   Hier  zu gibt man     6.8-Teile    des     Pigmentes    aus       diazotiertem        4-Amino-3.2'-dimethylazoben-          zol    und     p-Kresol    zu und     erwärmt    allmählich  auf 60 bis<B>70',</B> und hält 3 bis 4     Stunden     bei dieser Temperatur, wobei das Pigment    sich allmählich auflöst, und eine klare inten  siv .gelbbraun     gefärbte        Reaktionslösung    ent  steht.

   Nun lässt man die Reaktionsmasse     ab-          ]fühlen,    und giesst sie     @dann    in eine Lösung  von 55     Teilen    Natriumkarbonat in 220 Tei  len Wasser. Durch Destillation mit Wasser  dampf treibt man     da:s        Pyridin    ab, kühlt den  wässerigen     Destillationsrückstand,    und fil  triert das     ausgefallene    feste Reaktionspro  dukt ab.

   Zur Entfernung von noch etwas       unverändertem        Ausgangsspi,gment        ,löst    man  das Salz des     erhaltenen        Schwefelsäureesters     in     Wasser,        filtriert,    fällt mit     Kochsalz    heiss  aus und putscht . ab. Das Produkt 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 chlorosulfonic acid is allowed to act on the disazo dye made from diazotized 4'-amino-2,3'-dimethylazobenzene and p-cresol in the presence of a tertiary base.



       Ma's new product forms an orange colored powder that dissolves in water with an orange-red color, and when added. The original pigment is easily regenerated by acids. <I> Example: </I> 10 parts of chlorosulfonic acid are carefully added to 1.50 parts of dry pyridine while stirring and cooling with ice-table salt, and the reaction is then allowed to warm to about 20.

   6.8 parts of the pigment from diazotized 4-amino-3.2'-dimethylazobenzene and p-cresol are added here and the mixture is gradually heated to 60 to 70 'and held for 3 to 4 hours Temperature at which the pigment gradually dissolves and a clear, intense yellow-brown reaction solution is created.

   Now you can feel the reaction mass, and then pour it into a solution of 55 parts of sodium carbonate in 220 parts of water. The pyridine is driven off by distillation with steam, the aqueous distillation residue is cooled and the precipitated solid reaction product is filtered off.

   To remove the somewhat unchanged starting particle, the salt of the sulfuric acid ester obtained is dissolved in water, filtered, precipitated while hot with common salt and putted. from. The product is conveniently stored as a slightly alkaline paste.

Claims (1)

PATENTANSPRUCH: Verfahren zur Iierstellung eines neuen Derivates eines Azofarbstoffes,dadurch ge kennzeichnet, da,ss man auf den Disazofarb- stöff aus diazotiertem 4'-Amino-2.3'-, PATENT CLAIM: Process for Iierstellung a new derivative of an azo dye, characterized in that, ss one on the disazo dye from diazotized 4'-amino-2,3'-, dime- thylazobenzol und p-Kresol Chiorsulfonsäure in Gegenwart einer tertiären Base einwirken lä.sst. Das neue Produkt bildet ein orange ge färbtes Pulver, das sich in Wasser mit orangeroter Farbe löst, und durch Zugabe von Säuren das Ausgangspigment wieder leicht regeneriert. dimethylazobenzene and p-cresol chlorosulfonic acid can act in the presence of a tertiary base. The new product forms an orange-colored powder that dissolves in water with an orange-red color and which, by adding acids, easily regenerates the original pigment.
CH190720D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH190720A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH190720A true CH190720A (en) 1937-05-15

Family

ID=4437176

Family Applications (1)

Application Number Title Priority Date Filing Date
CH190720D CH190720A (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) CH190720A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3045004A (en) * 1959-04-16 1962-07-17 Acna Disazo dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3045004A (en) * 1959-04-16 1962-07-17 Acna Disazo dyes

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