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CH183866A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH183866A
CH183866A CH183866DA CH183866A CH 183866 A CH183866 A CH 183866A CH 183866D A CH183866D A CH 183866DA CH 183866 A CH183866 A CH 183866A
Authority
CH
Switzerland
Prior art keywords
amino
mol
mole
dye
anilido
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 CH183866A publication Critical patent/CH183866A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid
    • 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
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum     Flauptpatent    Nr. 180057.    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man einen  neuen     Azofarbstoff    erhält, wenn man 1     Mol          Cyanurchlorid,    1     Mol        N-Methyl-4-(4'-amino-          anilido)-1-anthrapyridonsulfonsäure,    wie sie  durch     Sulfieren    des     N-Methyl-4-(4'-amino-          anilido)-1-anthrapyridons    erhältlich ist,

   1       Mol    des     Aminoazofarbstoffes    aus 1     Mol          diazotierter        1-Amino-4-nitrobenzol-2-sulfon-          säure    und 1     Mol        2-Phenylamino-5-oxynaph-          thalin-7-sulfonsäure    und nachträglicher Re  duktion der Nitrogruppe zur     Aminogruppe     durch Schwefelnatrium, und 1     Mol    Anilin  derart aufeinander einwirken lässt, dass je  1 Halogenatom des     Cyanurchlorids    durch ,je  1     Mol    der drei weiteren Ausgangsstoffe aus  getauscht wird.  



  Der neue Farbstoff bildet ein dunkles  Pulver, das Baumwolle und     Viskosekunst-          seide    in schönen roten Tönen färbt.  



  <I>Beispiel:</I>  Zu einer Suspension von 18,5 Teilen       Cyanurchlorid    in 200 Teilen Wasser gibt    man eine neutrale Lösung von     44,7    Teilen       N-Methyl-4-        (4'-amino-anilido)        -1-anthrapyri-          donsulfonsäure    in 200 Teilen Wasser. Man  rührt 4-5 Stunden bei 15   und hält die  Reaktion durch Zugabe von     Natriumcarbo-          natlösung    neutral.

   Dazu gibt man 51,4  Teile des     Monoazofarbstoffes    aus     diazotierter          1-Amino-4-nitrobenzol-2-sulfonsäure    und     2-          Phenylamino-5-oxynaphthalin-7-sulfonsäure     und nachträglicher Reduktion der     Nitro-          gruppe    zur     Aminogruppe    mit Schwefel  natrium bei 40', rührt bis zur vollendeten  Kondensation und gleichzeitigem Neutrali  sieren der gebildeten Salzsäure, setzt sodann  18 g Anilin zu, rührt 2 Stunden bei 90 bis  95   und salzt den Farbstoff aus.



  <B> Additional patent </B> to the main patent No. 180057. Process for the production of an azo dye. It has been found that a new azo dye is obtained if 1 mole of cyanuric chloride, 1 mole of N-methyl-4- (4'-amino-anilido) -1-anthrapyridonsulfonic acid, as obtained by sulfating the N-methyl-4- ( 4'-amino-anilido) -1-anthrapyridons is available,

   1 mol of the aminoazo dye from 1 mol of diazotized 1-amino-4-nitrobenzene-2-sulphonic acid and 1 mol of 2-phenylamino-5-oxynaphthalene-7-sulphonic acid and subsequent reduction of the nitro group to the amino group by sodium sulphide, and 1 Moles of aniline can act on each other in such a way that every 1 halogen atom of the cyanuric chloride is exchanged through, every 1 mol of the three other starting materials.



  The new dye forms a dark powder that dyes cotton and viscose artificial silk in beautiful red tones.



  <I> Example: </I> A neutral solution of 44.7 parts of N-methyl-4- (4'-amino-anilido) -1-anthrapyri is added to a suspension of 18.5 parts of cyanuric chloride in 200 parts of water - Donsulfonic acid in 200 parts of water. The mixture is stirred for 4-5 hours at 15 and the reaction is kept neutral by adding sodium carbonate solution.

   To this are added 51.4 parts of the monoazo dye from diazotized 1-amino-4-nitrobenzene-2-sulfonic acid and 2-phenylamino-5-oxynaphthalene-7-sulfonic acid and subsequent reduction of the nitro group to the amino group with sodium sulfur at 40 ', stirs until condensation is complete and at the same time neutralizes the hydrochloric acid formed, then adds 18 g of aniline, stirs for 2 hours at 90 to 95 and salted out the dye.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol Cyanurchlorid, 1 Mol N-Methyl- 4--(4'-amino-anilido) -1-"anthrapyridonsulfon- säure, wie sie erhältlich ist durch Sulfieren des N-Methyl-4-(4'-amino-anilido)-1-anthra- pyridons, PATENT CLAIM: Process for the production of an azo dye, characterized in that 1 mol of cyanuric chloride, 1 mol of N-methyl-4- (4'-amino-anilido) -1- "anthrapyridonsulphonic acid, as can be obtained by sulphonation of N-methyl-4- (4'-amino-anilido) -1-anthrapyridone, 1 Mol des Aminoazofarbstoffes aus 1 Nlol diazotierter 1-Amino-4-nitrobenzol-2- sulfonsäure und 1 Mol 2-Phenylamino-5- ogynaphthalin-7-sulfonsäure und nachträg licher Reduktion der Nitrogruppe zur Aminogruppe durch Schwefelnatrium, und 1 Mol Anilin. derart aufeinander einwirken lässt, 1 mole of the aminoazo dye from 1 Nlol diazotized 1-amino-4-nitrobenzene-2-sulfonic acid and 1 mole 2-phenylamino-5-ogynaphthalene-7-sulfonic acid and subsequent reduction of the nitro group to the amino group by sodium sulfur and 1 mole aniline. can interact in such a way that dass je 1 Halogenatom des Cyanur- chlorids durch je 1 Mol der drei weiteren Ausgangsstoffe ausgetauscht wird. Der neue Farbstoff bildet ein dunkles Pulver, das Baumwolle und Viskosekunst- seide in schönen roten Tönen färbt. that every 1 halogen atom of the cyanuric chloride is replaced by 1 mol of each of the three other starting materials. The new dye forms a dark powder that dyes cotton and viscose artificial silk in beautiful red tones.
CH183866D 1934-11-08 1934-11-08 Process for the preparation of an azo dye. CH183866A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH183866T 1934-11-08
CH180057T 1934-11-08

Publications (1)

Publication Number Publication Date
CH183866A true CH183866A (en) 1936-04-30

Family

ID=25720373

Family Applications (1)

Application Number Title Priority Date Filing Date
CH183866D CH183866A (en) 1934-11-08 1934-11-08 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH183866A (en)

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