CH234527A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH234527A
CH234527A CH234527DA CH234527A CH 234527 A CH234527 A CH 234527A CH 234527D A CH234527D A CH 234527DA CH 234527 A CH234527 A CH 234527A
Authority
CH
Switzerland
Prior art keywords
production
vat dye
dye
vat
benzacridone
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 CH234527A publication Critical patent/CH234527A/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
    • C09B5/002—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being condensed in peri position and in 1-2 or 2-3 position

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Küpenfarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines neuen     Kü-          penfarbstoffes    durch Umsetzung von     4-          Amino    -     4'-        chloranthrachinon    - 2.1- (N) -1'.     2'-          (N)-benzacridon    mit dem     Halogenid    der nach  stehenden Formel:  
EMI0001.0011     
    Die Umsetzung wird vorteilhaft in Gegen  wart eines indifferenten Lösungsmittels wie  Nitrobenzol,     Trichlorbenzol    oder Phenol bei  erhöhten Temperaturen durchgeführt.  



  Der erhältliche Farbstoff färbt Baum  wolle aus weinroter     güpe    in sehr gelbstickig  grünen Tönen von sehr guten     Echtheiten    an.  



  Das als     Ausgangsmaterial        benutzte    Halo-         genid    der     obenstehenden    Formel kann im  Falle des Chlorids aus dem     bekannten        8-          Brom-2-phenol-4-ogy-6.7-phthaloylchinazolin     durch Umsatz mit     Hydrazinhydrat    zum ent  sprechenden     Pyrazolanthronderivat,

          benzoy-          lieren    der     NH-Gruppe    und nachfolgende Be  handlung mit     Phosphorpentachlorid    in einem       indifferenten    organischen     Lösungsmittel,    zum  Beispiel     Nitrobenzol    oder     Trichlorbenzol    her  gestellt werden. Es muss     dahingestellt    blei  ben, ob die     Benzoylgruppe    bei einer der nach  folgenden Operationen abgespalten wird oder  nicht.  



       Beispiel:     29     Gewichtsteile    des Chlorids der Formel  
EMI0001.0036     
      und 15     Gewichtsteile4-Amino-4'-chloranthi < a-          chinon-2.1-(N)-1'.2'-(N)-benzacridon    werden  in 350 Gewichtsteilen Phenol bis zur     Be-          endigung    der     Salzsäureentwichlung    zum Sie  den erhitzt.

   Dann wird die Schmelze bei  <B>130'</B> mit warmem     Nitrobenzol    verdünnt und  bei 90      abgesaugt.    Der Farbstoff (olivgrüne       Nädelchen)    wird durch Auskochen mit     Pyri-          din    gereinigt und durch     Verpasten    aua kon  zentrierter Schwefelsäure auf die übliche  eise in einen Färbeteig übergeführt. Er  färbt Baumwolle     aus    weinroter     Küpe    in Sehr       gelbstichig    grünen Tönen von sehr guten       Echtheiten.  



  Process for the production of a vat dye. The present patent relates to a process for the production of a new vat dye by reacting 4-amino-4'-chloranthraquinone-2.1- (N) -1 '. 2'- (N) -benzacridone with the halide of the formula below:
EMI0001.0011
    The reaction is advantageously carried out in the presence of an inert solvent such as nitrobenzene, trichlorobenzene or phenol at elevated temperatures.



  The available dye dyes cotton from wine-red güpe in very yellowish green tones with very good fastness properties.



  In the case of the chloride, the halide of the above formula used as starting material can be obtained from the known 8-bromo-2-phenol-4-ogy-6.7-phthaloylquinazoline by reacting with hydrazine hydrate to give the corresponding pyrazolanthrone derivative

          benzoylation of the NH group and subsequent treatment with phosphorus pentachloride in an inert organic solvent, for example nitrobenzene or trichlorobenzene. It remains to be seen whether the benzoyl group is split off in one of the following operations or not.



       Example: 29 parts by weight of the chloride of the formula
EMI0001.0036
      and 15 parts by weight of 4-amino-4'-chloranthhi <a-quinone-2.1- (N) -1'.2 '- (N) -benzacridone are heated in 350 parts by weight of phenol until the development of hydrochloric acid has ended.

   Then the melt is diluted with warm nitrobenzene at 130 'and sucked off at 90. The dye (olive-green needles) is cleaned by boiling it with pyridine and converted into a dyed paste by pasting concentrated sulfuric acid in the usual way. It dyes cotton from a wine-red vat in very yellowish green shades of very good fastness properties.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man das Halogenid der Formel: EMI0002.0019 mit. 4 -Amino -4'-chloranthraehinon - 2.1- (N) I.'.2'-(N)-benzacridon umsetzt. Der erhältliche Farbstoff färbt Baum wolle aus weinroter Nüpe in sehr gelbstichig grünen Tönen von sehr guten Echtheiten an. PATENT CLAIM: Process for the production of a vat dye, characterized in that the halide of the formula: EMI0002.0019 With. 4-Amino -4'-chloranthraehinone - 2.1- (N) I. '. 2' - (N) -benzacridone. The available dye dyes cotton from wine-red nub in very yellowish green shades of very good fastness properties. tTNTERANSPRUCH: Verfahren nach Patentausprueh, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart eines indifferenten Lösungsmittels bei erhöhten Temperaturen durchführt. CLAIM: Process according to patent specification, characterized in that the reaction is carried out in the presence of an inert solvent at elevated temperatures.
CH234527D 1939-05-26 1941-06-20 Process for the production of a vat dye. CH234527A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE234527X 1939-05-26
CH232371T 1941-06-20

Publications (1)

Publication Number Publication Date
CH234527A true CH234527A (en) 1944-09-30

Family

ID=25727705

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234527D CH234527A (en) 1939-05-26 1941-06-20 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH234527A (en)

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