CH309449A - Process for the preparation of a water-soluble and licensing azophthalocyanine dye. - Google Patents

Process for the preparation of a water-soluble and licensing azophthalocyanine dye.

Info

Publication number
CH309449A
CH309449A CH309449DA CH309449A CH 309449 A CH309449 A CH 309449A CH 309449D A CH309449D A CH 309449DA CH 309449 A CH309449 A CH 309449A
Authority
CH
Switzerland
Prior art keywords
water
dye
azophthalocyanine
soluble
licensing
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Durand Huguenin
Original Assignee
Durand & Huguenin Ag
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 Durand & Huguenin Ag filed Critical Durand & Huguenin Ag
Publication of CH309449A publication Critical patent/CH309449A/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
    • 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

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 307327.    Verfahren zur Herstellung eines wasserlöslichen und     beizenziehenden          Azophthalocyaninfarbstoffes.       Die vorliegende Erfindung     betrifft    ein  Verfahren zur Herstellung eines wasserlösli  chen und     beizenziehenden        Azophthalocyanin-          farbstoffes,    welches dadurch gekennzeichnet  ist, dass man 1     Mol        Kupferphthalocyanin-3,3',          3",3"'-tetrastilfoehlorid    mit 3     Mol        4-Amino-          2',4'-dioxy-1,

  1'-azobenzol-5'-carbonsäure    in Ge  genwart einer Mineralsäure neutralisierenden       Substanz    zur Umsetzung bringt. Im übrigen       -Belten    hinsichtlich der Durchführung des       neuen    Verfahrens die im Hauptpatent ge  machten     Ausführungen.     



  Das nachstehende Beispiel erläutert das  neue Verfahren. Die angegebenen Teile be  deuten Gewichtsteile.    Salzsäure isolierte Farbstoff wird durch Um  lösen und Auswaschen gereinigt und als Na  triumsalz isoliert.  



  Der so erhaltene Farbstoff stellt ein dun  kelgraues Pulver dar, das sich in Wasser     mit     dunkelgrüner und     konz.    Schwefelsäure mit  gelbbrauner Farbe löst.  



  Der neue Farbstoff färbt Baumwolle di  rekt in kräftigen,     grünstichig        grauen        und          ehromierte    Baumwolle in kräftigen graugrü  nen Farbtönen. Nylon wird in     olivbraunen     und     anodisch    oxydiertes Aluminium in grü  nen Farbtönen angefärbt. Im Chromdruck auf  Baumwolle wird ein Oliv von bemerkenswer  ten Echtheitseigenschaften erhalten.

           Beispiel.:     24,2 Teile     (1/1o        Mol)        Kupferphthalocyanin-          3,0    ,3",3"' -     tetrasulfochlorid,    erhalten durch       Einwirkung    von     Chlorsulfonsäure    auf     Kup-          fei-phthalocy        anin,    werden auf Eis ausgeladen  und das abgetrennte     Sulfoehlorid    als feuchte  Paste mit 150 Teilen zerkleinertem Eis ver  rührt.

   Unter Rühren gibt man eine Lösung  von 22,2 Teilen     (a/10        Mol)    des     Natriumsalzes     der     4-Amino-2',4'-dioxy-1,1'-azobenzol-5'-ca.r-          bonsäure    (hergestellt durch Kupplung von       cliazotiertem.        p-Aminoacetanilid    auf     2,4-Di-          oxybenzoesäure    und darauffolgender Versei  fung) in 400 Teilen Nasser und 7.5 Teilen       lla-nesiumcarbonat    rasch zu und lässt wäh  rend 24 Stunden bei Raumtemperatur rüh  ren. Der durch Ansäuern mit     verdünnter  



  Additional patent to main patent no. 307327. Process for the production of a water-soluble and co-licensing azophthalocyanine dye. The present invention relates to a process for the preparation of a water-soluble and associated azophthalocyanine dye, which is characterized in that 1 mol of copper phthalocyanine-3,3 ', 3 ", 3"' - tetrastilfoehlorid with 3 mol of 4-amino-2 ' , 4'-dioxy-1,

  1'-azobenzene-5'-carboxylic acid in the presence of a mineral acid neutralizing substance to implement. In addition, the statements made in the main patent regarding the implementation of the new process were required.



  The following example illustrates the new procedure. The parts indicated are parts by weight. Hydrochloric acid isolated dye is purified by order dissolve and washing and isolated as the sodium salt.



  The dye thus obtained is a dark gray powder, which in water with dark green and conc. Sulfuric acid with a yellow-brown color dissolves.



  The new dye dyes cotton directly in strong, green-tinged gray and honored cotton in strong gray-green shades. Nylon is colored in olive-brown and anodically oxidized aluminum in green shades. In the chrome print on cotton, an olive with remarkable fastness properties is obtained.

           Example: 24.2 parts (1/10 mol) of copper phthalocyanine-3.0, 3 ", 3" '- tetrasulfochloride, obtained by the action of chlorosulfonic acid on copper phthalocyanine, are unloaded onto ice and the sulfo chloride separated off as Moist paste stirred with 150 parts of crushed ice.

   A solution of 22.2 parts (a / 10 mol) of the sodium salt of 4-amino-2 ', 4'-dioxy-1,1'-azobenzene-5'-caustic acid (prepared by Coupling of cliazotized p-aminoacetanilide to 2,4-dioxybenzoic acid and subsequent saponification) in 400 parts of water and 7.5 parts of ilanesium carbonate quickly and can be stirred for 24 hours at room temperature

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser löslichen und beizenziehenden Azophthalo- cyaninfarbstoffes, dadurch gekennzeichnet, dass man 1 Mol Kupferphthaloeyanin-3,3', 3",3"'-tetrasiilfochlorid mit 3 Mol 4-Amino- 2',4'-dioxy-1,1'-azobenzol-5'-carbonsäure in Ge genwart einer Mineralsäure neutralisierenden Substanz zur Umsetzung bringt. PATENT CLAIM: A process for the production of a water-soluble azophthalocyanine dye which is associated with it, characterized in that 1 mol copper phthaloeyanine-3,3 ', 3 ", 3"' - tetrasiilfochlorid with 3 mol 4-amino-2 ', 4'-dioxy -1,1'-azobenzene-5'-carboxylic acid in the presence of a mineral acid neutralizing substance to implement. Der neue, so erhaltene Farbstoff stellt ein dunkelgraues Pulver dar, das sich in Wasser mit dunkelgrüner und in konz. Schwefelsäure mit. gelbbrauner Farbe löst und im Chrom druck auf Baumwolle olive Farbtöne von be merkenswerten Echtheitseigenschaften liefert. The new dye obtained in this way is a dark gray powder that differs in water with dark green and in conc. Sulfuric acid with. yellow-brown color dissolves and in the chrome print on cotton provides olive shades with remarkable fastness properties.
CH309449D 1952-07-31 1952-07-31 Process for the preparation of a water-soluble and licensing azophthalocyanine dye. CH309449A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309449T 1952-07-31
CH307327T 1955-05-31

Publications (1)

Publication Number Publication Date
CH309449A true CH309449A (en) 1955-08-31

Family

ID=25735275

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309449D CH309449A (en) 1952-07-31 1952-07-31 Process for the preparation of a water-soluble and licensing azophthalocyanine dye.

Country Status (1)

Country Link
CH (1) CH309449A (en)

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