CH123687A - Process for the preparation of a vat dye of the thioindigo series. - Google Patents

Process for the preparation of a vat dye of the thioindigo series.

Info

Publication number
CH123687A
CH123687A CH123687DA CH123687A CH 123687 A CH123687 A CH 123687A CH 123687D A CH123687D A CH 123687DA CH 123687 A CH123687 A CH 123687A
Authority
CH
Switzerland
Prior art keywords
vat
preparation
dye
thioindigo series
formula
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 CH123687A publication Critical patent/CH123687A/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
    • C09B7/00—Indigoid dyes
    • C09B7/12—Other thionaphthene indigos

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

Description

  

  Verfahren zur Darstellung eines     Nüpenfarbstoffes    der     Thioindigoreihe,       Es wurde gefunden, dass man durch Kon  densation von     2-Aminopei-inaphtoxypenthio-          phen    der Formel:  
EMI0001.0005     
    und seinen im     Naphtalinkern    substituierten  Derivaten mit 2 . 3 -     Diketodihydrothionaph-          tenen    der allgemeinen Formel:

    
EMI0001.0009     
    worin R einen gegebenenfalls substituierten       Arylrest    der Benzol- oder     Naphtalinreihe,        R1     einen sich bei der Kondensation abspaltenden  Rest bedeutet, zu neuen     Küpenfarbstoffen    ge  langt, die als die ersten grünfärbenden     Küpen-          farbstoffe    der     Thioindigoreihe    bemerkenswert  sind.

      Gegenstand des vorliegenden Patentes ist  nun ein Verfahren zur Darstellung eines blau  grünfärbenden     Küpenfarbstoffes    der     Thioindigo-          reihe    der Formel:  
EMI0001.0020     
    durch Kondensation von     2-Aminoperinaph-          toxypenthiophen    mit einem     2.3-Diketodihydro-          4-methyl    - 5 . 6 -     dichlorthionaphtenkörper    der  Formel  
EMI0001.0026     
    worin     R1    einen sich bei der Kondensation ab  spaltenden Rest bedeutet.  



  Trocken ist der     Farbstoff    ein schwarzes  Pulver, in konzentrierter Schwefelsäure mit      blauer Farbe löslich, er gibt mit alkalischem       Hy        drosulfit    eine gelbliche     Küpe    und färbt  Baumwolle und Wolle in dieser     Küpe    in  blaugrünen Tönen.  



       Beispiel:     25 Teile     2-Ainirioperinaphtoxyperithiopheri-          Chlorhydrat    werden in 800 Teilen Eisessig  heiss gelöst, 25 Teile kristallisiertes Natrium  acetat und dann 36,5 Teile des     2-(p-Dime-          thylamino)-ariils    des     2.3-Diketodihydro-4-          methyl    - 5. 6 -     dicblorthionaphtens    zugegeben,  einige Zeit auf dem Wasserbade     erwärmt     und der sich in der Wärme ausscheidende       Farbstoff'    filtriert, gewaschen und getrocknet.  



  An Stelle des     Anils    kann man das  2.     3-Diketodibydro-4-methyl-    5 . 6 -     dichlor        th        io-          naphten    oder     2-Dichlor-    oder     2-Dibron^i-2.3-          diketodi        hydro-4-methyl-    5 .     6.dichlorthion        aphten     verwenden.



  Process for the preparation of a nub dye of the thioindigo series, It has been found that by condensation of 2-aminopei-inaphtoxypenthiophene of the formula:
EMI0001.0005
    and its derivatives substituted in the naphthalene nucleus with 2. 3 - Diketodihydrothionaphtenes of the general formula:

    
EMI0001.0009
    where R is an optionally substituted aryl radical of the benzene or naphthalene series, R1 is a radical which is split off during condensation, resulting in new vat dyes which are notable as the first green vat dyes of the thioindigo series.

      The present patent now relates to a process for the preparation of a blue-green vat dye of the thioindigo series of the formula:
EMI0001.0020
    by condensation of 2-aminoperinaphthoxypenthiophene with a 2,3-diketodihydro-4-methyl-5. 6 - dichlorothionaphte body of the formula
EMI0001.0026
    where R1 is a radical which splits off during the condensation.



  When dry, the dye is a black powder, soluble in concentrated sulfuric acid with a blue color, it gives a yellowish vat with alkaline hydrosulfite and dyes cotton and wool in this vat in blue-green tones.



       Example: 25 parts of 2-Ainirioperinaphtoxyperithiopheri chlorohydrate are dissolved in 800 parts of hot glacial acetic acid, 25 parts of crystallized sodium acetate and then 36.5 parts of the 2- (p-dimethylamino) -ariils of 2,3-diketodihydro-4-methyl - 5 6 - dicblorthionaphtens added, warmed for some time on the water bath and the dye which separates out in the heat is filtered, washed and dried.



  Instead of the anil, one can use the 2nd 3-diketodibydro-4-methyl-5. 6 - dichlorothio naphtene or 2-dichloro- or 2-dibron ^ i-2.3- diketodi hydro-4-methyl- 5. 6. Use dichlorthion aphthae.

Claims (1)

PATENTANSPRUCFI Verfahren zur Darstellung eines Küpen- farbstoffes der Thioindigoreihe der Formel: EMI0002.0031 dadurch gekennzeichnet, dass man 2-Amino- perinaphtoxyperithiophen mit einem 2.3-Dike- todihydro-4.nietliyl-5. 6. dichlorthionaphten der Formel EMI0002.0037 kondensiert, worin Ri einen sich bei der Kon densation abspaltenden Rest bedeutet. PATENT APPLICATION Process for the preparation of a vat dye of the thioindigo series of the formula: EMI0002.0031 characterized in that 2-amino-perinaphtoxyperithiophene with a 2,3-diketodihydro-4.nietliyl-5. 6. dichlorothionaphtes of the formula EMI0002.0037 condensed, in which Ri denotes a radical which is split off during the condensation. Trocken ist der Farbstoff ein schwarzes Pulver, in konzentrierter Schwefelsäure mit blauer Färbe löslich, er gibt mit alkalischem Hydrosulfit eine gelbliche Küpe und färbt Baumwolle und Wolle in dieser Küpe in blau grünen Tönen. When dry, the dye is a black powder, soluble in concentrated sulfuric acid with a blue color, it gives a yellowish vat with alkaline hydrosulphite and dyes cotton and wool in this vat in blue-green tones.
CH123687D 1926-03-29 1926-03-29 Process for the preparation of a vat dye of the thioindigo series. CH123687A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH123687T 1926-03-29
CH120806T 1926-03-29

Publications (1)

Publication Number Publication Date
CH123687A true CH123687A (en) 1927-12-16

Family

ID=25709576

Family Applications (1)

Application Number Title Priority Date Filing Date
CH123687D CH123687A (en) 1926-03-29 1926-03-29 Process for the preparation of a vat dye of the thioindigo series.

Country Status (1)

Country Link
CH (1) CH123687A (en)

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