CH274701A - Process for the production of a new dye of the anthraquinone series. - Google Patents

Process for the production of a new dye of the anthraquinone series.

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Publication number
CH274701A
CH274701A CH274701DA CH274701A CH 274701 A CH274701 A CH 274701A CH 274701D A CH274701D A CH 274701DA CH 274701 A CH274701 A CH 274701A
Authority
CH
Switzerland
Prior art keywords
production
new dye
anthraquinone series
anthraquinone
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH274701A publication Critical patent/CH274701A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups

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

Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent     Nr:    271934.    Verfahren zur Herstellung eines neuen Farbstoffes der     Anthrachinonreihe.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur     Herstellung    eines neuen  Farbstoffes der     Anthrachinonreihe,    das da  durch gekennzeichnet ist, dass man eine An  thrachinonverbindiing, welche in den     1.4-Stel-          lungen    austauschbare     Substituenten    enthält,    mit     4-Amino-4'-brom-diphenyläther    umsetzt  und die erhaltene Verbindung     sulfoniert.     



  Der so gewonnene Farbstoff färbt Wolle,  Nylon, chargierte und     unchargierte    Seide in  sehr echten grünen Tönen und hat ein ausge  zeichnetes Ziehvermögen aus neutralem Bade.    Er besitzt die Formel  
EMI0001.0012     
         Beispiel:     20 Teile     4-Amino-4'-bromdiphenyläther,     25 Teile     Hexalin,    4 Teile     Chinizarin,    2     Teile          lieukochinizarin    und 1 Teil Borsäure werden  bei 130 bis<B>1600</B> gerührt, bis die Kondensa  tion beendet ist. Bei 900 werden 30 Teile Al  kohol     zugegeben,    bei 701 filtriert, mit heissem  Alkohol und schliesslich mit heissem Wasser  gewaschen.

   Das erhaltene Kondensationspro  dukt, das     1,4-Bis[4'(4"-bromphenoxy)-ani-          lido]-anthrachinon,    wird getrocknet und kann  durch Kristallisation aus organischen Lö  sungsmitteln, beispielsweise Anilin, vollstän  dig rein in dunkeln,     violettroten    Kristallen  erhalten werden. Es löst sich in     Toluol    mit       blattgrüner,    in konzentrierter Schwefelsäure  mit     rotstichig    blauer Farbe.

      10 Teile des     Kondensationsproduktes    wer  den in fünf- bis zehnfacher Menge     Schwefel-          säuremonohy        drat    bei 20 bis 400     sulfoniert    und  hierauf in üblicher Weise aufgearbeitet. Der  erhaltene Farbstoff färbt Wolle, Nylon und  Seide in sehr echten grünen Tönen und hat  ein ausgezeichnetes Ziehvermögen aus neutra  lem Bade. .  



  Die     Sulfonierung    kann auch in 4- bis  7     o/oigem        Oleum    durch Rühren bei Zimmer  temperatur durchgeführt werden.



  <B> Additional patent </B> to main patent no: 271934. Process for the production of a new dye of the anthraquinone series. The subject of the present patent is a process for the preparation of a new dye of the anthraquinone series, which is characterized in that an anthraquinone compound which contains exchangeable substituents in the 1,4-positions is mixed with 4-amino-4'-bromo-diphenyl ether reacted and the compound obtained sulfonated.



  The dye obtained in this way dyes wool, nylon, charged and uncharged silk in very real green tones and has excellent drawability from a neutral bath. He owns the formula
EMI0001.0012
         Example: 20 parts of 4-amino-4'-bromodiphenyl ether, 25 parts of hexaline, 4 parts of quinizarine, 2 parts of liucoquinizarine and 1 part of boric acid are stirred at 130 to 1600 until the condensation has ended. At 900, 30 parts of alcohol are added, at 701 filtered, washed with hot alcohol and finally with hot water.

   The condensation product obtained, the 1,4-bis [4 '(4 "-bromophenoxy) -anilido] -anthraquinone, is dried and can be completely pure in dark, violet-red crystals by crystallization from organic solvents, for example aniline It dissolves in toluene with a green color, in concentrated sulfuric acid with a reddish blue color.

      10 parts of the condensation product are sulfonated in five to ten times the amount of sulfuric acid monohydrate at 20 to 400 and then worked up in the usual way. The dye obtained dyes wool, nylon and silk in very genuine green tones and has excellent drawability from neutral baths. .



  The sulfonation can also be carried out in 4 to 7% strength oleum by stirring at room temperature.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man eine Anthraehinon- verbindung, welche in den 1.4-Stellungen aus- tauschbare Substituenten enthält, mit 4 Amino-4'-brom-diphenyläther umsetzt und die erhaltene Verbindung sulfoniert. Der so gewonnene Farbstoff färbt Wolle, Nylon, chargierte und unchargierte Seide in sehr echten grünen Tönen und hat ein ausge zeichnetes Ziehvermögen aus neutralem Bade. PATENT CLAIM: Process for the production of a new dye of the anthraquinone series, characterized in that an anthraquinone compound which contains exchangeable substituents in the 1,4-positions is reacted with 4 amino-4'-bromo-diphenyl ether and the compound obtained is sulfonated. The dye obtained in this way dyes wool, nylon, charged and uncharged silk in very real green tones and has excellent drawability from a neutral bath. Er besitzt die Formel EMI0002.0006 He owns the formula EMI0002.0006
CH274701D 1949-02-17 1949-02-17 Process for the production of a new dye of the anthraquinone series. CH274701A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH274701T 1949-02-17
CH271934T 1949-02-17

Publications (1)

Publication Number Publication Date
CH274701A true CH274701A (en) 1951-04-15

Family

ID=25731332

Family Applications (1)

Application Number Title Priority Date Filing Date
CH274701D CH274701A (en) 1949-02-17 1949-02-17 Process for the production of a new dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH274701A (en)

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