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CH274708A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH274708A
CH274708A CH274708DA CH274708A CH 274708 A CH274708 A CH 274708A CH 274708D A CH274708D A CH 274708DA CH 274708 A CH274708 A CH 274708A
Authority
CH
Switzerland
Prior art keywords
vat dye
formula
production
parts
dichinazoline
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba 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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH274708A publication Critical patent/CH274708A/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
    • 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
    • C09B5/44—Azines of the anthracene series
    • C09B5/46—Para-diazines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Zusatzpatent     zum    Hauptpatent Nr. 272252.    Verfahren zur Herstellung eines     Küpenfarbstoffes.       Es wurde gefunden,     @dass    man zu einem wertvollen     Küpenfarbstoff    gelangt,     wenn    man  ein     Diehinazolin    der Formel  
EMI0001.0007     
  
EMI0001.0008     
  
            bildet    ein grünes Pulver, das Baumwolle aus  braunvioletter     güpe    in gelbgrünen Tönen  färbt.  



  Die     Dichinazoline    der     obenstehenden    For-         mel    können aus dem durch Kondensation von       2-Amino-3-cyananthrachinon    mit     Diphenylen-          ozyd-3,6-dicarbonsäuredichlorid    erhältlichen       Säureamid    der Formel  
EMI0002.0010     
    durch     Umsetzung    mit     Phosphorpentahalogeni-          den,    vorzugsweise mit     Phosphorpentachlorid,     hergestellt werden.  



  Die Umsetzung mit dem     4-Aminoanthra-          chinon-2,1(N)-benzolacridon    erfolgt mit Vor  teil in einem hochsiedenden     Lösungsmittel       wie Nitrobenzol,     Dichlorbenzol    oder Phenol  bei erhöhter Temperatur, z. B. bei der Siede  temperatur des betreffenden Lösungsmittels.

      <I>Beispiel:</I>  8 Teile des     Säureamides    der Formel  
EMI0002.0020     
         (herstellbar    aus     Diphenylenoxyd-3,6-dicarbon-          säuredichlorid    und     2-Amino-3-cyananthrachi-          non)    und 5,6 Teile     Phosphorpentachlorid    wer  den in 240 Teilen     Nitrobenzol    1 Stunde zum    Sieden erhitzt. Nach dem Erkalten saugt man  ab, wäscht mit Nitrobenzol, dann 'Benzol aus  und trocknet. Man erhält ein gelbrotes Pro  dukt, das der Formel  
EMI0002.0028     
    entspricht.

    4,5 Teile dieses     Chinazolinderivates    werden  mit 3;6 Teilen     4-Aminoanthrachinon-2,1(N)-          benzolacridon    in 80 Teilen Phenol eine halbe  Stunde zum Sieden erhitzt. Man ,gibt hierauf  80 Teile     Pyridin    zu, lässt auf     ungefähr    600  erkalten und saugt ab. Der Rückstand wird  mit Alkohol ausgewaschen und getrocknet.

      Zur Reinigung löst man das Produkt in  der genügenden Menge 98     0/aiger    Schwefel  säure, verdünnt allmählich so weit mit     Was-          ser,        bis        noch        eine        72        %ige        Schwefelsäure        vor-          liegt,        und    saugt das abgeschiedene, braune Sul  fat ab. Nach der Zersetzung mit Wasser wird  filtriert, mit Wasser ausgewaschen und ge  trocknet.



  Additional patent to main patent No. 272252. Process for the production of a vat dye. It has been found that a valuable vat dye is obtained by using a diehinazoline of the formula
EMI0001.0007
  
EMI0001.0008
  
            forms a green powder that dyes cotton from brown-violet güpe in yellow-green tones.



  The dichinazolines of the above formula can be prepared from the acid amide of the formula which can be obtained by condensation of 2-amino-3-cyananthraquinone with diphenylene-ozyd-3,6-dicarboxylic acid dichloride
EMI0002.0010
    by reaction with phosphorus pentahalides, preferably with phosphorus pentachloride.



  The reaction with the 4-aminoanthra- quinone-2,1 (N) -benzolacridone takes place with on part in a high-boiling solvent such as nitrobenzene, dichlorobenzene or phenol at elevated temperature, eg B. at the boiling temperature of the solvent in question.

      <I> Example: </I> 8 parts of the acid amide of the formula
EMI0002.0020
         (Can be prepared from diphenylene oxide-3,6-dicarboxylic acid dichloride and 2-amino-3-cyananthraquinone) and 5.6 parts of phosphorus pentachloride are heated to boiling in 240 parts of nitrobenzene for 1 hour. After cooling, it is suctioned off, washed with nitrobenzene, then with benzene and dried. A yellow-red product is obtained that has the formula
EMI0002.0028
    corresponds.

    4.5 parts of this quinazoline derivative are heated to the boil with 3.6 parts of 4-aminoanthraquinone-2,1 (N) -benzolacridone in 80 parts of phenol for half an hour. 80 parts of pyridine are then added, allowed to cool to about 600 and filtered off with suction. The residue is washed out with alcohol and dried.

      For cleaning, the product is dissolved in a sufficient amount of 98% sulfuric acid, gradually diluted with water until 72% sulfuric acid is still present, and the brown sulphate which has separated out is suctioned off. After decomposition with water, it is filtered, washed with water and dried.

Claims (1)

PATENTANSRRUM Verfahren zur lierstelhi.ng eines Küp enfarbstoffes, dadurch gekennzeichnet, dass man ein Dichinazolin der Formel EMI0003.0007 im molekularen Verhältnis 1 : 2 mit 4-Amino-anthrachinon-2,1(N) -benzolacridon umsetzt. EMI0003.0010 bildet ein grünes Pulver, das Baumwolle aus braunvioletter Küpe in gelbgrünen Tönen färbt. UNTERANSPRÜCHE: 1. PATENT ANSRRUM Process for lierstelhi.ng a vat dye, characterized in that one uses a dichinazoline of the formula EMI0003.0007 Reacts in a molecular ratio of 1: 2 with 4-amino-anthraquinone-2,1 (N) -benzolacridone. EMI0003.0010 forms a green powder that dyes cotton from a brown-violet vat in yellow-green tones. SUBCLAIMS: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Umset- zung bei erhöhter Temperatur in einem hoch siedenden Lösungsmittel vornimmt. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man als Ausgangs stoff das Dichlor-dichinazolin der angegebe nen Formel wählt. Process according to patent claim, characterized in that the reaction is carried out at an elevated temperature in a high-boiling solvent. 2. The method according to claim, characterized in that the dichloro-dichinazoline of the given formula is chosen as the starting material.
CH274708D 1949-05-03 1949-05-03 Process for the production of a vat dye. CH274708A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH274708T 1949-05-03
CH272252T 1949-05-03

Publications (1)

Publication Number Publication Date
CH274708A true CH274708A (en) 1951-04-15

Family

ID=25731357

Family Applications (1)

Application Number Title Priority Date Filing Date
CH274708D CH274708A (en) 1949-05-03 1949-05-03 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH274708A (en)

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