CH227982A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH227982A
CH227982A CH227982DA CH227982A CH 227982 A CH227982 A CH 227982A CH 227982D A CH227982D A CH 227982DA CH 227982 A CH227982 A CH 227982A
Authority
CH
Switzerland
Prior art keywords
dye
production
weight
parts
red
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH227982A publication Critical patent/CH227982A/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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/26—Carbazoles of the anthracene series

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Kilpenfarbstoifes.       Gegenstand dieses Patentes ist. ein Ver  fahren zur Herstellung eines neuen     Küpen-          farbstoffes    der     Anthrachinonreihe.    Das Ver  fahren ist dadurch gekennzeichnet, dass man       1-(o-Chlorbenzoyl)-amino    - 6 -chlor -     4-ss-naph-          thylaminoanthra.chinon    mit     carbazolierend     wirkenden Mitteln behandelt.  



  Der Farbstoff löst sich in konzentrierter  Schwefelsäure mit grüner, in heissem     Pyridin     mit braunroter Farbe und färbt Baumwolle  aus oranger     Küpe    in braunroten Tönen.  



  <I>Beispiel:</I>  39 Gewichtsteile 1-     Amino    - 4,6 -     dichlor-          anthrachinon    werden in der achtfachen Menge  Nitrobenzol mit     o-Chlorbenzoylchlorid        acy-          liert    und die abgeschiedene, schwach gefärbte       Acylverbindung    isoliert.  



  10 Gewichtsteile dieser     Acylverbindung     werden mit 60 Gewichtsteilen     ss-Naphthyl-          amin,    5 Gewichtsteilen     Natriumaeetat    7 Stun  den bei 190-200  verrührt und dann durch    Auskochen mit verdünnter Salzsäure vom  überschüssigen     Naphthylamin    und den Sal  zen befreit. Durch     Umkristallisieren    aus  100 Gewichtsteilen     Pyridin    erhält man 10,5     i     Gewichtsteile     1-o-Chlorbenzaylamino-4-ss-          naphthylamino-6-chloranthrachinon.     



  Zur     Carbazolierung    löst man dieses im  15fachen Volumen 85%iger Schwefelsäure  bei 5  auf, lässt die Temperatur in 2 Stunden  bis 16  steigen und lässt noch 2-3 Stunden  auf dieser Temperatur. Hierauf giesst man  auf Eiswasser, dem man 5     Gewichtsteile    Na  triumnitrit zugefügt hat, und verrührt       1/2    Stunde bei 70-80 . Das rotbraune     Carba-          zol    saugt man ab; wäscht neutral und trock  net. Zur Reinigung kann man es aus 10 Ge  wichtsteilen Nitrobenzol     umkristallisieren    und  erhält es in dunkelrotbraunen Kristallen. In  konzentrierter Schwefelsäure löst sich der  Farbstoff mit     tiefgrüner    Farbe.

   Die Lösung  liefert mit Wasser eine rotbraune Fällung.  Der Farbstoff gibt eine orangefarbene     Küpe,         aus welcher Baumwolle in sehr echten braun  roten Tönen angefärbt wird.



  Process for the manufacture of a kiln dye. The subject of this patent is. a process for the production of a new vat dye of the anthraquinone series. The process is characterized in that 1- (o-chlorobenzoyl) -amino-6-chloro-4-ss-naphthylaminoanthra.chinone is treated with agents having a carbazolating effect.



  The dye dissolves in concentrated sulfuric acid with green, in hot pyridine with brown-red color and dyes cotton from an orange vat in brown-red tones.



  <I> Example: </I> 39 parts by weight of 1-amino-4,6-dichloro-anthraquinone are acylated in eight times the amount of nitrobenzene with o-chlorobenzoyl chloride and the pale colored acyl compound which has separated out is isolated.



  10 parts by weight of this acyl compound are stirred with 60 parts by weight of s-naphthylamine, 5 parts by weight of sodium acetate for 7 hours at 190-200 and then freed from excess naphthylamine and the salts by boiling with dilute hydrochloric acid. Recrystallization from 100 parts by weight of pyridine gives 10.5 parts by weight of 1-o-chlorobenzaylamino-4-s-naphthylamino-6-chloroanthraquinone.



  For carbazolation, this is dissolved in 15 times the volume of 85% strength sulfuric acid at 5, the temperature is allowed to rise to 16 in 2 hours and left at this temperature for another 2-3 hours. It is then poured onto ice water to which 5 parts by weight of sodium nitrite have been added, and the mixture is stirred at 70-80 for 1/2 hour. The red-brown carbazole is sucked off; washes neutral and dry net. To clean it, it can be recrystallized from 10 parts by weight of nitrobenzene and obtained in dark red-brown crystals. The dye dissolves in concentrated sulfuric acid with a deep green color.

   The solution gives a red-brown precipitate with water. The dye gives an orange vat from which cotton is dyed in very real brown-red tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Iiüpen- farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man l.-(o-Chlorbenzoyl )- amino-6-chlor- 4 -ss-naphthyl.aminoanthra.chi- non mill earhazolierend wirkenden Mitteln be handelt. PATENT CLAIM: A process for the production of an Iüpen- dye of the anthraquinone series, characterized in that 1 .- (o-chlorobenzoyl) -amino-6-chloro-4 -ss-naphthyl.aminoanthra.chinon are treated with earhazolating agents. Der Farbstoff löst sieh in konzentrierter Schwefelsäure mit grüner, in heissem Pyri- din mit braunroter Farbe und färbt Baum wolle aus oranger Iiüpe in braunroten Tönen. The dye dissolves in concentrated sulfuric acid with green, in hot pyridine with brownish-red color, and dyes cotton made of orange wool in brownish-red tones.
CH227982D 1938-10-06 1939-10-03 Process for the production of a vat dye. CH227982A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE227982X 1938-10-06

Publications (1)

Publication Number Publication Date
CH227982A true CH227982A (en) 1943-07-31

Family

ID=5866937

Family Applications (1)

Application Number Title Priority Date Filing Date
CH227982D CH227982A (en) 1938-10-06 1939-10-03 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH227982A (en)

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