CH212790A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH212790A
CH212790A CH212790DA CH212790A CH 212790 A CH212790 A CH 212790A CH 212790D A CH212790D A CH 212790DA CH 212790 A CH212790 A CH 212790A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
carboxylic acid
acid
aminophenol
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH212790A publication Critical patent/CH212790A/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
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

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

Description

  

  Verfahren zur Darstellung eines     Azofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Azofarb-          stoffes,    dadurch gekennzeichnet, dass man 5  Nitro-4-methyl-2-aminophenol     diazotiert    und  mit der aus dem     Monosulfierungsgemisch    der       2,3-Oxynaphtoesäure,    nach Abtrennung der       2-Ogynaphthalin-8-sulfo-3-carbonsäure,    durch       Amidierung    erhaltenen     2-Aminonaphthalin-          sulfo-3-carbonsäure    kuppelt.

   Der so erhaltene  Farbstoff färbt Wolle sauer nach dem     Nach-          chromierungsverfahren    rein grasgrün. Die  Färbungen sind sehr gut     walk-    und     potting-          echt,    sehr egal und von ausgezeichneter  Lichtechtheit.  



  <I>Beispiel:</I>  Die nach üblicher Methode dargestellte       Diazoverbindung    aus 17 Teilen     5-Nitro-4-          methyl-2-aminophenol    wird mit     Natriiun-          acetat    kongoneutral gestellt und in eine deut  lich essigsauer gestellte Lösung von 26,7  Teilen 2 -     Aminonaphthalinsulfo    - 3 -     carbon-          säure,    die nach obigen Angaben dargestellt,       vorgängig    mit 15 Teilen     25%igem    Ammo  niak in 400 Teilen Wasser gelöst,

   mit 15 Tei  len     Natriumacetat    versetzt und essigsauer     ge.       stellt     wird,    eingetragen. plan hält die Kupp  lungstemperatur bis zur     Beendigung    der       Farbstoffbildung    bei ungefähr 20   C, dann  wird filtriert und nach üblichem Verfahren  das     Natriumsalz    hergestellt,     ausgesalzen        und          abfiltriert.    Der Farbstoff, ein     dunkles    Pul  ver, ist     in    Wasser bläulich rot und in     konz.     Schwefelsäure blauviolett löslich.



  Process for the preparation of an azo dye. The subject of the present patent is a process for the preparation of an azo dye, characterized in that 5 nitro-4-methyl-2-aminophenol is diazotized and the 2,3-oxynaphthoic acid from the monosulfation mixture, after separation of the 2-ogynaphthalene 8-sulfo-3-carboxylic acid, 2-aminonaphthalene-sulfo-3-carboxylic acid obtained by amidation couples.

   The dye obtained in this way dyes wool in an acidic manner using the post-chrome plating process, making it pure grass green. The dyeings are very fast to walk and potting, very irrelevant and of excellent lightfastness.



  <I> Example: </I> The diazo compound prepared by the customary method from 17 parts of 5-nitro-4-methyl-2-aminophenol is rendered Congo-neutral with sodium acetate and placed in a clearly acetic acid solution of 26.7 parts of 2 - Aminonaphthalenesulfo - 3 - carboxylic acid, which is shown according to the above, previously dissolved with 15 parts of 25% ammonia in 400 parts of water

   mixed with 15 parts of sodium acetate and acetic acid ge. is registered. plan maintains the coupling temperature at around 20 C until the dye formation is complete, then it is filtered and the sodium salt is prepared, salted out and filtered off using the usual method. The dye, a dark powder, is bluish red in water and in conc. Sulfuric acid soluble in blue-violet.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 5-Nitro-4-methyl-2-aminophenol dianotiert und mit der aus dem Monosulfierungsgemisch der 2,3-Ogynaphtoesäure, nach Abtrennung der 2-Ogynaphthalin-8-sulfo-3-carbonsäure, durch Amidierung erhaltenen 2-Aminonaph- thalinsulfo-3-carbonsäure kuppelt. Der so erhaltene Farbstoff färbt Wolle sauer nach dem Nachchromierungsverfahren rein gras grün. PATENT CLAIM Process for the production of an azo dye, characterized in that 5-nitro-4-methyl-2-aminophenol is dianotated and with the 2,3-ogynaphtoic acid from the monosulphurisation mixture, after separation of the 2-ogynaphthalene-8-sulpho- 3-carboxylic acid, 2-aminonaphthalene sulfo-3-carboxylic acid obtained by amidation couples. The dyestuff obtained in this way dyes wool in an acidic, grass-green color using the post-chrome plating process. Die Färbungen sind sehr gut walk und pottingecht, .sehr egal und von ausge zeichneter Lichtechtheit. The dyeings are very easy to walk and potting, very irrelevant and of excellent lightfastness.
CH212790D 1938-06-04 1938-06-04 Process for the preparation of an azo dye. CH212790A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203951T 1938-06-04
CH212790T 1938-06-04

Publications (1)

Publication Number Publication Date
CH212790A true CH212790A (en) 1940-12-15

Family

ID=25723991

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212790D CH212790A (en) 1938-06-04 1938-06-04 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH212790A (en)

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