CH104012A - Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. - Google Patents

Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate.

Info

Publication number
CH104012A
CH104012A CH104012DA CH104012A CH 104012 A CH104012 A CH 104012A CH 104012D A CH104012D A CH 104012DA CH 104012 A CH104012 A CH 104012A
Authority
CH
Switzerland
Prior art keywords
dye
condensation product
anthraquinone
preparation
nitrobenzene
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 CH104012A publication Critical patent/CH104012A/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
    • 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
    • C09B5/34—Anthraquinone acridones or thioxanthrones
    • C09B5/36—Amino acridones

Landscapes

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

Description

  

      Verfahren    zur Darstellung eines als Farbstoff und     Farbstoffzwischenprodukt     verwendbaren     Kondensationsproduktes    der     Anthrachxnonreihe.       Es wurde gefunden, dass man ein neues,  als     Farbstoff    und     Farbstoffzwischenprodukt     verwendbares     Xondensationsprodukt    der An  thrachitionreihe erhält, wenn man     Cyanur-          chlorid    mit     1,Amino-anthrachinon    und 4  \     Amitio-2        #        1-anthrachitionakridon    umsetzt.

           Beispiel:       18,5 ' Teile in etwa 230 Teilen     Nitroben-          zol    gelösten     Cyanurchlorids    werden mit 23  Teilen     1-Amino-anthrachinon,    vorzugsweise  unter Rühren, während einer halben Stunde  auf ungefähr 2000 erwärmt. Nach Wieder  abkühlen wird filtriert und das auf dem  Filter zurückbleibende feste Produkt mit  etwa 300 Teilen frischem Nitrobenzol ver  mischt.

   Die Mischung wird mit 34 Teilen       4-Amino-2        #        1-Anthrachinonaki,idon    versetzt  und darauf     unter    Rühren während rund drei  Stunden bei schwachem Sieden - des     Nitro-          benzols        gehalilen.    Nach Erkalten wird das       ausgechiedene    neue Kondensationsprodukt ab  filtriert, gewaschen und getrocknet.

   Es stellt    ein     grünstichig    schwarzes Pulver     dur,    ist un  löslich in Nasser, kaltem und heissem Alko  hol, schwer     löslich    in kaltem Chlorbenzol  und     Nitrobenzol    mit gelblich grüner Farbe,  ziemlich schwer löslich in     siedendem    Chlor  benzol, etwas besser löslich in siedendem  Nitrobenzol mit grüner Farbe. Seine Lösung  in konzentrierter Schwefelsäure ist braun.  Es liefert eine rote     Küpe,    aus der Baum  wolle in grünen Tönen angefärbt wird.



      Process for the preparation of a condensation product of the anthrachxnone series which can be used as dye and dye intermediate. It has been found that a new xondensation product of the anthrachition series which can be used as dye and dye intermediate is obtained if cyanuric chloride is reacted with 1, amino-anthraquinone and 4 \ Amitio-2 # 1-anthrachition acridone.

           Example: 18.5 parts of cyanuric chloride dissolved in about 230 parts of nitrobenzene are heated to about 2000 for half an hour with 23 parts of 1-amino-anthraquinone, preferably with stirring. After cooling again, it is filtered and the solid product remaining on the filter is mixed with about 300 parts of fresh nitrobenzene.

   The mixture is mixed with 34 parts of 4-amino-2 # 1-Anthraquinonaki, idon and then while stirring for about three hours at low boiling - the nitrobenzene halilen. After cooling, the precipitated new condensation product is filtered off, washed and dried.

   It is a greenish black powder, is insoluble in water, cold and hot alcohol, sparingly soluble in cold chlorobenzene and nitrobenzene with a yellowish green color, fairly sparingly soluble in boiling chlorobenzene, somewhat more soluble in boiling nitrobenzene with a green color. Its solution in concentrated sulfuric acid is brown. It provides a red vat from which cotton is dyed in green tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines als Farb stoff und Farbstoffzwischenprodukt verwend baren Kondensationsproduktes der Anthra- chinonreihe, darin bestehend, dass man Cya- nurchlorid mit 1-Amino-anthrachinon und 4-Amino-2 # 1-anthrachinonakridon umsetzt. PATENT CLAIM: Process for the preparation of a condensation product of the anthraquinone series which can be used as a dye and intermediate dye, consisting in reacting cyanuric chloride with 1-amino-anthraquinone and 4-amino-2 # 1-anthraquinone acridone. Das neue Kondensationsprodukt stellt ein grünstichig schwarzes Pulver dar, ist unlös lich in Wasser, kaltem und heissem Alkohol, schwer löslich in kaltem Chlorbenzol und Nitrobenzol mit gelblich grüner Farbe, ziem- lieh schwer löslich in siedendem Chlorbenzol, etwas besser löslich in siedendem Nitroben- zol mit grüner Farbe. Seine Lösung in kon zentrierter Schwefelsäure ist braun. Es liefert eine rote Küpe, aus der Baumwolle in grünen Tönen angefärbt wird. The new condensation product is a greenish black powder, is insoluble in water, cold and hot alcohol, sparingly soluble in cold chlorobenzene and nitrobenzene with a yellowish green color, rather sparingly soluble in boiling chlorobenzene, somewhat more soluble in boiling nitrobenzene with green color. Its solution in concentrated sulfuric acid is brown. It delivers a red vat from which cotton is dyed in green tones.
CH104012D 1921-05-30 1923-03-29 Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. CH104012A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH97059T 1921-05-30
CH104012T 1923-03-29

Publications (1)

Publication Number Publication Date
CH104012A true CH104012A (en) 1924-03-17

Family

ID=25705199

Family Applications (1)

Application Number Title Priority Date Filing Date
CH104012D CH104012A (en) 1921-05-30 1923-03-29 Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate.

Country Status (1)

Country Link
CH (1) CH104012A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0057375A2 (en) * 1981-01-31 1982-08-11 Bayer Ag Vat dyes of the trisanthraquinonylaminotriazine series as well as their preparation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0057375A2 (en) * 1981-01-31 1982-08-11 Bayer Ag Vat dyes of the trisanthraquinonylaminotriazine series as well as their preparation
EP0057375A3 (en) * 1981-01-31 1982-08-18 Bayer Ag Vat dyes of the trisanthraquinonylaminotriazine series as well as their preparation
US4492790A (en) * 1981-01-31 1985-01-08 Bayer Aktiengesellschaft Vat dyestuffs of the trisanthraquinonylaminotriazine series

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