CH123857A - Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series. - Google Patents

Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series.

Info

Publication number
CH123857A
CH123857A CH123857DA CH123857A CH 123857 A CH123857 A CH 123857A CH 123857D A CH123857D A CH 123857DA CH 123857 A CH123857 A CH 123857A
Authority
CH
Switzerland
Prior art keywords
vat
preparation
series
indolindigo
dye
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 CH123857A publication Critical patent/CH123857A/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
    • C09B7/00Indigoid dyes
    • C09B7/06Indone-thionapthene indigos

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Coloring (AREA)

Description

  

  Verfahren     zur    Darstellung eines     Nüpenfarbstoffes    der     2-Derinaphtoxypenthiophen-          2-indolindigor        eihea       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung eines grünen       Küpenfarbstoffes    der     2-Perinaphtoxypenthio-          phen-2-indolicidigoreihe    der Formel:  
EMI0001.0009     
    bei welchem man ein     2-Acylaminoperinapht-          oxypenthiophen    mit einem     5.7-Dibrom-a-          isatinkörper    der Formel:

    
EMI0001.0014     
    worin     R1    einen sich bei der Kondensation  abspaltenden Rest bedeutet, kondensiert und  die     Acylgruppe    durch Verseifen aus dem       Kondensationsprodukt    abspaltet.    Trocken ist der     Farbstoff    ein dunkelgrünes  Pulver, in Schwefelsäure mit blauer Farbe  löslich, er gibt mit alkalischem     Hydrosulfit     eine braungelbe     Küpe    und färbt Baumwolle  und Wolle in dieser     Küpe    in reinen grünen  Tönen von hervorragender Lichtechtheit.  



       Beispiel:   <I>.</I>  5 Teile     5.7-Dibromisatin    werden in etwa  60 Teilen Benzol suspendiert und mit Hilfe  von     Phosphorpentachlorid    in bekannter Weise  in das     5.7-Dibrom-a-isatinchlorid    übergeführt.  



  4,3 Teile     2:Acetylaminoperinaphtoxypen-          thiophen    werden in 90 Teilen Nitrobenzol       warm    gelöst, und zu dieser Lösung die warme       Benzollösung    des     5.7-Dibrom-a-isatinchlorids     zugegeben, kurze Zeit auf dem Wasserbad  erwärmt, das     ausgeschiedene    Kondensations  produkt nach Erkalten     abfiltriert,        gewaschen     und getrocknet. Es färbt in der     Küpe    in  dunkelblauen Tönen.  



  Zur     Verseifung    werden 5 Teile des Kon  densationsproduktes in ungefähr 150 bis 200  Teilen konzentrierter Schwefelsäure gelöst,  darauf soviel Eis     zugegeben,    dass eine etwa      <B>50</B>     ojoige    Schwefelsäure entsteht und das       CTemisch    dann mehrere Stunden am     Rück-          fltihlziililei,    gekocht. Nach dem     Abkühlen    wird       reit    Wasser verdünnt und der ausgeschiedene  verseifte     Farbstoff    filtriert, gewaschen und  getrocknet.  



  In gleicher Weise kann man für die Kon  densation das     2-Aniinopeririaphtoxypenthio-          phen    selbst oder ein 5.     7-Dibrom-a-isatinary        lid     verwenden.



  Process for the preparation of a nub dye of the 2-Derinaphtoxypenthiophen- 2-indolindigor eihea The present patent is a process for the preparation of a green vat dye of the 2-Perinaphtoxypenthiophen-2-indolicidigo series of the formula:
EMI0001.0009
    in which a 2-acylaminoperinaphthoxypenthiophene with a 5.7-dibromo-a-isatin body of the formula:

    
EMI0001.0014
    where R1 denotes a radical which is split off during the condensation, condenses and the acyl group is split off from the condensation product by saponification. When dry, the dye is a dark green powder, soluble in sulfuric acid with a blue color, it gives a brown-yellow vat with alkaline hydrosulphite and dyes cotton and wool in this vat in pure green shades of excellent lightfastness.



       Example: <I>. </I> 5 parts of 5.7-dibromoisatin are suspended in about 60 parts of benzene and converted into the 5.7-dibromo-α-isatin chloride in a known manner with the aid of phosphorus pentachloride.



  4.3 parts of 2: Acetylaminoperinaphtoxypenthiophene are dissolved warm in 90 parts of nitrobenzene, and the warm benzene solution of 5.7-dibromo-a-isatin chloride is added to this solution, warmed for a short time on the water bath, the condensation product which has separated out is filtered off after cooling, washed and dried. It colors the vat in dark blue tones.



  For saponification, 5 parts of the condensation product are dissolved in about 150 to 200 parts of concentrated sulfuric acid, enough ice is added to produce about 50% sulfuric acid and the C mixture is then boiled for several hours on the reflux valve. After cooling, water is diluted and the precipitated saponified dye is filtered, washed and dried.



  In the same way, the 2-aniinopeririaphtoxypenthiophene itself or a 5, 7-dibromo-a-isatinary lid can be used for the condensation.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Küpen- fa.rbstoffes der 2-Perirraphtoxyperrtlriopherr- - indolindigoreihe der Formel: EMI0002.0017 dadurch gekennzeichnet, dass man ein 2-Acyl- aininoperinaphtoxypenthiophen mit einem 5.7- Dibr@orri-cc-isatinkörper der Formel: PATENT CLAIM: Process for the preparation of a vat dye of the 2-perirraphtoxy blocked triopherr - indolindigo series of the formula: EMI0002.0017 characterized in that a 2-acyl-aininoperinaphtoxypenthiophene with a 5.7-Dibr @ orri-cc-isatin body of the formula: EMI0002.0023 worin R' ehren sich bei der Kondensation abspaltenden Rest bedeutet, kondensiert und die Acylgruppe durch Verseifen aus dein Kondensationsprodukt abspaltet. Trocken ist der Farbstoff ein dunkelgrünes Pulver, in Schwefelsäure mit blauer Farbe luslich, er gibt mit alkalischem Hydrosulfit eine braungelbe Küpe und färbt Baumwolle und Wolle in dieser Küpe in reinen grünen Tönen von hervorragender Lichtechtheit. EMI0002.0023 where R 'honors is a radical which is split off during the condensation, condensed and the acyl group is split off from the condensation product by saponification. When dry, the dye is a dark green powder, soluble in sulfuric acid with a blue color, it gives a brownish yellow vat with alkaline hydrosulfite and dyes cotton and wool in this vat in pure green shades of excellent lightfastness.
CH123857D 1926-03-29 1926-03-29 Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series. CH123857A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH121346T 1926-03-29
CH123857T 1926-03-29

Publications (1)

Publication Number Publication Date
CH123857A true CH123857A (en) 1928-01-02

Family

ID=25709682

Family Applications (1)

Application Number Title Priority Date Filing Date
CH123857D CH123857A (en) 1926-03-29 1926-03-29 Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series.

Country Status (1)

Country Link
CH (1) CH123857A (en)

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