CH216599A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

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Publication number
CH216599A
CH216599A CH216599DA CH216599A CH 216599 A CH216599 A CH 216599A CH 216599D A CH216599D A CH 216599DA CH 216599 A CH216599 A CH 216599A
Authority
CH
Switzerland
Prior art keywords
production
parts
dye
vat dye
vat
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 CH216599A publication Critical patent/CH216599A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24Dyes 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
    • C09B5/26Carbazoles of the anthracene series

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 214180.    Verfahren zur Herstellung eines     Küpenfarbstofes.       Es wurde     gef        unden,    dass ein wertvoller       Küpenfa.rbstoff    hergestellt werden kann,  wenn man     2,7-Di-(5'-ben.zoylamino-1'-anthra-          chinonyl-)amino,diphenylensulfon    mit kon  densierenden Mitteln behandelt.  



  Der Farbstoff bildet ein braunes     Pulver,     das sich mit blauer Farbe in     konzentrierter     Schwefelsäure löst und Baumwolle aus bor  deauxfarbiger     Küpe    in reinen,     rotbraunen     Tönen färbt.  



  Das dem vorliegenden Verfahren als     Aus-          gangsprodukt    dienende     2,7=I)i-(5'-benzoyl-          amino    -1.'     -a,nthrachinonyl    -)     aminodiphenylen-          sulfon    kann wie     folgt        hergestellt    werden:

    3,7 Teile     2,7-Dibromdiphenylensulfon,     7,5     Teile        1-Amino-5-benzoylaminoanthraahi-          non,    3 Teile entwässerte Soda, 3     Teile    ent  wässertes     Natriumacetat    und 11,5 Teile     Kup-          ferchlorür    werden in 7.00     Teilen    Nitrobenzol  verteilt und während 7 Stunden zum     Sieden     erhitzt.

   Das Reaktionsprodukt wird nach dem  Erkalten filtriert, der     Rückstand    mit     Nitro-          benzol,    sowie mit Benzol und Alkohol ge-    waschen     und    zur Reinigung zuerst mit ver  dünnter Salzsäure, :dann mit Alkohol ausge  kocht. Das erhaltene     Kondensationsprodukt     bildet ein     violettrotes,        kristallines    Pulver, das  sich in konzentrierter Schwefelsäure mit  braungrüner Farbe löst und braunviolett     ver-          küpt.     



  Als     kondensierende    Mittel kommen insbe  sondere diejenigen in Betracht, die zur Her  stellung von Ringschlüssen,     wie        G,arbazol-          ringschlüssen,    geeignet sind, wie Aluminium  chlorid, gegebenenfalls zusammen mit Alkali  halogeniden,     Benzylcyaniden,    schwefliger       Säure    und Säurechloriden.         Beispiel:     In eine Mischung von 300 Teilen     wasser-          freiem        Aluminiumchlorid    und 50 Teilen  trockenem Kochsalz wird so lange Schwefel  dioxyd eingeleitet, bis Verflüssigung einge  treten ist.

   Dann fügt man 10 Teile des Um  setzungsproduktes aus 1     Mal        Dibromdiphe-          nylensulfon    und 2     Mol    1-Amino-5-benzoyl-           aminoarithrachinon    hinzu, erhitzt.     unter    Rüh  ren und     weiterem    Einleiten von Schwefel  dioxyd     allmählieh    auf 95   und hält das     Ge-          #nisch    1 Stunde bei dieser Temperatur.

       Dann     trägt man Eis ein, filtriert ab,     wäscht        finit     Wasser,     suspendiert    in verdünnter Schwefel  säure und rührt nach Zugabe von 6 .Teilen       Natriumbichromat    16     Stunden    bei     18-22     .       Nan    filtriert ab, wäscht gründlich aus und  trocknet den     gebildeten    Farbstoff.



      Additional patent to main patent no. 214180. Process for the production of a vat dye. It has been found that a valuable vat dye can be produced by treating 2,7-di- (5'-benzoylamino-1'-anthraquinonyl) amino, diphenylene sulfone with condensing agents.



  The dye forms a brown powder, which dissolves in concentrated sulfuric acid with a blue color and dyes cotton from a boron deaux-colored vat in pure, red-brown tones.



  The 2,7 = I) i- (5'-benzoylamino -1. '-A, nthraquinonyl -) aminodiphenylene sulfone serving as the starting product for the present process can be prepared as follows:

    3.7 parts of 2,7-dibromodiphenylenesulfone, 7.5 parts of 1-amino-5-benzoylaminoanthraahinon, 3 parts of dehydrated soda, 3 parts of dehydrated sodium acetate and 11.5 parts of copper chloride are distributed in 7.00 parts of nitrobenzene and during Heated to the boil for 7 hours.

   After cooling, the reaction product is filtered, the residue is washed with nitrobenzene as well as with benzene and alcohol and, for cleaning, first boiled with dilute hydrochloric acid, then boiled with alcohol. The condensation product obtained forms a violet-red, crystalline powder which dissolves in concentrated sulfuric acid with a brown-green color and vents brown-violet.



  Particularly suitable condensing agents are those which are suitable for producing ring closures, such as G, arbazole ring closures, such as aluminum chloride, optionally together with alkali halides, benzyl cyanides, sulphurous acid and acid chlorides. Example: Sulfur dioxide is introduced into a mixture of 300 parts of anhydrous aluminum chloride and 50 parts of dry common salt until it liquefies.

   Then 10 parts of the reaction product of once dibromodiphenylenesulfone and 2 moles of 1-amino-5-benzoylaminoarithraquinone are added, heated. with stirring and further introduction of sulfur dioxide gradually to 95 and keep the mixture for 1 hour at this temperature.

       Ice is then poured in, filtered off, washed finely with water, suspended in dilute sulfuric acid and, after addition of 6 parts of sodium dichromate, stirred for 16 hours at 18-22. Nan filters off, washes thoroughly and dries the dye formed.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, daB man 2,7-1)i- <B>W</B>- henzoylamino - l' - anthrachirionyl-) aminodiphenylensulfon mit kondensierenden Mitteln behandelt. Claim: Process for the production of a vat dye, characterized in that 2,7-1) i- W - henzoylamino - l '- anthrachirionyl) aminodiphenylene sulfone is treated with condensing agents. Der Farbstoff bildet ein braunes Pulver, (las sich mit blauer Farbe in konzentrierter Schwefelsäure löst und Baumwolle aus bor- deauxtarbiger Küpe in reinen, rotbraunen Tönen färbt. The dye forms a brown powder (dissolves with a blue color in concentrated sulfuric acid and dyes cotton from a Borealux-colored vat in pure, red-brown shades.
CH216599D 1939-04-15 1939-04-15 Process for the production of a vat dye. CH216599A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH216599T 1939-04-15
CH214180T 1939-04-15

Publications (1)

Publication Number Publication Date
CH216599A true CH216599A (en) 1941-08-31

Family

ID=25725564

Family Applications (1)

Application Number Title Priority Date Filing Date
CH216599D CH216599A (en) 1939-04-15 1939-04-15 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH216599A (en)

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