CH293870A - Process for the preparation of a copper-compatible polyazo dye. - Google Patents

Process for the preparation of a copper-compatible polyazo dye.

Info

Publication number
CH293870A
CH293870A CH293870DA CH293870A CH 293870 A CH293870 A CH 293870A CH 293870D A CH293870D A CH 293870DA CH 293870 A CH293870 A CH 293870A
Authority
CH
Switzerland
Prior art keywords
amino
oxy
dye
mol
copper
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH293870A publication Critical patent/CH293870A/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
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—

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

Description

  

  Zusatzpatent zum Hauptpatent     Nr.   <B>261125.</B>    Verfahren zur Herstellung eines kupferbaren     Polyazofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines kupferbaren       Polyazofarbstoffes.    Das Verfahren ist dadurch  gekennzeichnet,     dass    man<B>1</B>     Mol    der     Tetrazo-          verbindung        #on        1-(3'-Amino-4-oxy-benzoyl-          amino)-4-amino#benzol-3-earbonsäure    einer  seits mit<B>1</B>     Mol        1-(4-Amino-phenyl)

  -3-methyl-          5-pyrazolon    und anderseits mit<B>1</B>     Mol    des       Monoazofarbstoffes,    erhalten durch saure  Kupplung von     diazotierter    5-Amino-2-oxy-         benzol-l-earbonsäure    mit     2-Amino-5-oxy-napli-          thalin-7-sulfonsäure,    kuppelt.  



  Der erhaltene neue     Trisazofarbstoff    stellt  ein dunkelbraunes Pulver dar, das sich in  Wasser mit schmutzig rotbrauner und in     konz.     Schwefelsäure mit     rotstichig    brauner Farbe  löst und     Zelluloseiasern        ii#    braunen Tönen  anfärbt, welche nach Behandlung mit Kupfer  salzen ausgezeichnete     Eehtheiten    aufweisen.

      <I>Beispiel:</I>    <B>28,7</B> Teile     1-(3'-Amino-4-oxy-benzoyl-          amino)-4-amino-benzol-3-earbonsäure    werden  in 400 Teilen Wasser mit<B>8</B> Teilen Natron  lauge kalt gelöst, mit<B>13,8</B> Teilen     Natrium-          nitrit    vermischt und in der Kälte unter Rüh  ren auf 40 Teile     konz.    Salzsäure und<B>80</B> Teile  Wasser     aufgetropft,    die überschüssige Mine  ralsäure mit     Natriumbiearbonat    abgestumpft  und dann mit<B>18,9</B> Teilen<B>1-</B>     (4'-Amino-phenyl)        -          3-methyl-5-pyrazolon,

      gelöst in 200 Teilen  Wasser bei Gegenwart von 20 Teilen Natrium-         biearboilat,    zum Zwischenprodukt vereinigt.  Ist die Kupplung beendet, so wird alsdann  eine wässerige Lösung von 40,3 Teilen des       Monoazofarbstoffes,    erhalten durch saure  Kupplung von     diazotierter        5-Amino-2-oxy-          benzol-l-earbonsäure    mit     2-Amino-5-oxy-naph-          thalin-7-sulfonsäure,    400 Teilen Wasser, 20  Teilen Soda und<B>150</B> Teilen     Pyridin        hinzu-          fliessen    gelassen.

   Nach mehrstündigem Rüh  ren ist die Kupplung beendet, und der gebil  dete     Trisazofarbstoff    der Formel  
EMI0001.0047     
    wird mit Kochsalz abgeschieden, isoliert und getrocknet.



  Additional patent to main patent no. <B> 261125. </B> Process for the production of a copperable polyazo dye. The present patent relates to a process for the preparation of a copperable polyazo dye. The process is characterized in that <B> 1 </B> mol of the tetrazo compound #on 1- (3'-amino-4-oxy-benzoylamino) -4-amino #benzen-3-carboxylic acid is a on the other hand with <B> 1 </B> mol 1- (4-aminophenyl)

  -3-methyl-5-pyrazolone and on the other hand with <B> 1 </B> mol of the monoazo dye, obtained by acidic coupling of diazotized 5-amino-2-oxy-benzene-1-carboxylic acid with 2-amino-5-oxy -naplethalin-7-sulfonic acid, couples.



  The new trisazo dye obtained is a dark brown powder that dissolves in water with dirty red-brown and in conc. Sulfuric acid dissolves with a reddish brown color and stains cellulose fibers in brown shades, which after treatment with copper salts show excellent properties.

      <I> Example: </I> <B> 28.7 </B> parts of 1- (3'-amino-4-oxy-benzoyl-amino) -4-aminobenzene-3-carboxylic acid are in 400 parts Water with <B> 8 </B> parts of cold sodium hydroxide solution, mixed with <B> 13.8 </B> parts of sodium nitrite and concentrated in the cold with stirring to 40 parts. Hydrochloric acid and <B> 80 </B> parts of water are added dropwise, the excess mineral acid is blunted with sodium bicarbonate and then with <B> 18.9 </B> parts <B> 1- </B> (4'-amino- phenyl) - 3-methyl-5-pyrazolone,

      dissolved in 200 parts of water in the presence of 20 parts of sodium biearboilate, combined to form the intermediate. When the coupling is complete, an aqueous solution of 40.3 parts of the monoazo dye, obtained by acidic coupling of diazotized 5-amino-2-oxybenzen-1-carboxylic acid with 2-amino-5-oxy-naphthalene, is then obtained -7-sulfonic acid, 400 parts of water, 20 parts of soda and 150 parts of pyridine are allowed to flow in.

   After several hours of stirring, the coupling is complete, and the gebil ended trisazo dye of the formula
EMI0001.0047
    is deposited with common salt, isolated and dried.

Claims (1)

PATENTANSPRUICH: Verfahren zur Herstellung eines kupfer baren Polyazofarbstoffes, dadurch gekenn zeichnet, dass man<B>1</B> Mol der Tetrazoverbin- dung von 1-(3#-Amino-4-oxy-benzoylamino)- 4-amino-benzol--3-earbonsäure einerseits mit <B>1</B> Mol 1-(4-Amino-phenyl)-3-methyl-5-pyrazo- Ion -und anderseits mit<B>1</B> Mol des Monoazo- farbstoffes, PATENT CLAIM: Process for the production of a copper-free polyazo dye, characterized in that <B> 1 </B> mol of the tetrazo compound of 1- (3 # -amino-4-oxy-benzoylamino) -4-amino-benzene is used --3-carboxylic acid on the one hand with <B> 1 </B> mol 1- (4-aminophenyl) -3-methyl-5-pyrazo-ion - and on the other hand with <B> 1 </B> mol of the monoazo - dye, erhalten durch saure Kupplung von diazotierter 5-Amino-2-oxy-benzol-l-ear- bonsäure mit 2-Aiiiino-5-oxy-iiaphthalin-7-sul- fonsäure, kuppelt. Der erhaltene neue Trisazofarbstoff stellt ein dunkelbraunes Pulver dar, das sieh in Wasser mit schmutzig rotbrauner und in konz. Schwefelsäure mit rotstiehig brauner Farbe löst und Zellulosefasern in braunen Tönen an färbt, welche nach Behandlung mit Kupfer salzen ausgezeichnete Eehtheiten aufweisen. obtained by acidic coupling of diazotized 5-amino-2-oxy-benzene-1-earboxylic acid with 2-aiiiino-5-oxy-iiaphthalene-7-sulphonic acid, coupled. The new trisazo dye obtained is a dark brown powder that looks in water with dirty red-brown and in conc. Sulfuric acid dissolves with a reddish brown color and stains cellulose fibers in brown tones, which after treatment with copper salts show excellent properties.
CH293870D 1948-08-06 1948-08-06 Process for the preparation of a copper-compatible polyazo dye. CH293870A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH261125T 1948-08-06
CH293870T 1948-08-06

Publications (1)

Publication Number Publication Date
CH293870A true CH293870A (en) 1953-10-15

Family

ID=25730384

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293870D CH293870A (en) 1948-08-06 1948-08-06 Process for the preparation of a copper-compatible polyazo dye.

Country Status (1)

Country Link
CH (1) CH293870A (en)

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