CH274702A - 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.

Info

Publication number
CH274702A
CH274702A CH274702DA CH274702A CH 274702 A CH274702 A CH 274702A CH 274702D A CH274702D A CH 274702DA CH 274702 A CH274702 A CH 274702A
Authority
CH
Switzerland
Prior art keywords
production
anthraquinone series
anthraquinone
dye
new 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 CH274702A publication Critical patent/CH274702A/en

Links

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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups

Landscapes

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

Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent Nr. 271934.    Verfahren zur Herstellung eines neuen     Farhstoffes    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-          thrachinonverbindung,    welcher in der Stel  lung 6 ein Chloratom und in den Stellungen  1 und 4 austauschbare     Substituenten    enthält,    mit     4-Amino-4'    -     chlordiphenyläther    umsetzt  und die erhaltene Verbindung sulfoniert.  



  Der so gewonnene Farbstoff färbt Wolle,  Nylon, chargierte und     umchargierte    Seide in  sehr echten grünen Tönen und hat ein aus  gezeichnetes Zielvermögen aus neutralem  Bade.    Er besitzt die Formel  
EMI0001.0011     
         Beispiel:

       3 Teile     Leitko-6-ehlorehinizarin,    5 Teile       6-Clilorehinizarin,    1,5 Teile Borsäure, 3,5  Teile Eisessig, 30 Teile     4-Amino-4'-chlor-di-          phenyläther    und 30 Teile     Amylalkohol    wer  den bei 110 bis 1300 gerührt, bis die Kon  densation nicht mehr weiter fortschreitet,  worauf mit 20 Teilen     Amylalkohol    und 5 Tei  len Natronlauge 33      /o    versetzt wird. Nach ein  stündigem Rühren bei 90 bis 1000 wird bei  700 filtriert, das     Kondensationsprodukt    mit  700 warmem     Amylalkohol    und schliesslich mit  heissem Wasser gewaschen.

   Das erhaltene       1,4-Bis    [4'     (4"-chlorphenoxy)        anilido]    - 6- chlor  anthrachinon, das durch Kristallisation aus  organischen Lösungsmitteln noch vollständig  gereinigt werden kann, ist ein dunkles Kri-         stallpulver,    das sich in     Toluol    mit grüner, in       konzentrierter    Schwefelsäure mit     rotstichig     blauer Farbe löst.  



  10 Teile     1,4-Bis    [4'     (4"-ehlorphenoxy)-ani-          lido]    - 6 -     ehloranthrachinon    werden in der  fünf- bis neunfachen Menge Schwefelsäure  monohydrat gelöst und bei 15 bis 400 gerührt,  bis eine Probe     wasserlöslich    geworden ist. Der  in üblicher Weise isolierte Farbstoff färbt  Wolle, Seide und Nylon in sehr echten grü  nen Tönen.



  <B> Additional patent </B> to main patent no. 271934. Process for the production of a new coloring substance from 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 a chlorine atom in the position 6 and replaceable substituents in positions 1 and 4 has 4- Reacts amino-4 '- chlorodiphenyl ether and sulfonated the compound obtained.



  The dye obtained in this way dyes wool, nylon, charged and recharged silk in very real green tones and has an excellent aiming ability from neutral bath. He owns the formula
EMI0001.0011
         Example:

       3 parts of Leitko-6-ehlorehinizarin, 5 parts of 6-Clilorehinizarin, 1.5 parts of boric acid, 3.5 parts of glacial acetic acid, 30 parts of 4-amino-4'-chloro-diphenyl ether and 30 parts of amyl alcohol are the 110-1300 stirred until the condensation no longer progresses, whereupon 20 parts of amyl alcohol and 5 parts of 33 / o sodium hydroxide solution are added. After stirring at 90 to 1000 hours, the mixture is filtered at 700, and the condensation product is washed with 700 warm amyl alcohol and finally with hot water.

   The 1,4-bis [4 '(4 "-chlorphenoxy) anilido] - 6-chloro anthraquinone, which can still be completely purified by crystallization from organic solvents, is a dark crystal powder, which in toluene turns with green, dissolves in concentrated sulfuric acid with a reddish blue color.



  10 parts of 1,4-bis [4 '(4 "-ehlorphenoxy) -anilido] - 6 - ehloranthraquinone are dissolved in five to nine times the amount of sulfuric acid monohydrate and stirred at 15 to 400 until a sample has become water-soluble. The dye, isolated in the usual way, dyes wool, silk and nylon in very genuine green shades.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man eine Anthrachinon- verbindung, welche in der Stellung 6 ein Chloratom und in den Stellungen 1 und 4. austauschbare Substituenten enthält, mit 4 Amino-4'-chlor-diphenyläther umsetzt und die erhaltene Verbindung sulfoniert. Der so gewonnene Farbstoff färbt Wolle, INTylon, chargierte und unchargierte Seide in 1s sehr echten grünen Tönen und hat ein her vorragendes Ziehvermögen aus neutralem Bade. PATENT CLAIM: Process for the preparation of a new dye of the anthraquinone series, characterized in that an anthraquinone compound which contains a chlorine atom in the 6 position and exchangeable substituents in the 1 and 4 positions, with 4 amino-4'-chloro-diphenyl ethers reacted and the compound obtained sulfonated. The dye obtained in this way dyes wool, INTylon, charged and uncharged silk in 1s very real green tones and has excellent drawability from neutral bath. Er besitzt die Formel EMI0002.0008 He owns the formula EMI0002.0008
CH274702D 1949-02-17 1949-02-17 Process for the production of a new dye of the anthraquinone series. CH274702A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH274702T 1949-02-17
CH271934T 1949-02-17

Publications (1)

Publication Number Publication Date
CH274702A true CH274702A (en) 1951-04-15

Family

ID=25731333

Family Applications (1)

Application Number Title Priority Date Filing Date
CH274702D CH274702A (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) CH274702A (en)

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