CH211601A - Process for the production of a wool dye of the anthraquinone series. - Google Patents

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

Info

Publication number
CH211601A
CH211601A CH211601DA CH211601A CH 211601 A CH211601 A CH 211601A CH 211601D A CH211601D A CH 211601DA CH 211601 A CH211601 A CH 211601A
Authority
CH
Switzerland
Prior art keywords
dye
production
wool
anthraquinone series
wool 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 CH211601A publication Critical patent/CH211601A/en

Links

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
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • C09B1/346—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in a substituent

Landscapes

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

Description

  

      rt   <B>Zusatzpatent</B> zum     Flauptpatenf    Nr. 208546:    Verfahren zur Herstellung eines     Wollfarbstoffes    der     Anthrachinonreihe.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Woll-          farbstoffes    der     Anthrachinonreihe.    Das Ver  fahren ist dadurch gekennzeichnet,

   dass man  1-     Amino    - 2 -     methyl    - 4 -     halogenanthrachinon     mit     m-!Sulfanilsäurephenylester    kondensiert  und das     Kondensationsprodukt    mit einem       sulfierend    wirkenden Mittel bis zum Eintritt  einer     Sulfogruppe        in        p-Stellung    zur     OSOz-          Gruppe    in den     endständigen        Phenylkern    be  handelt.

   Als     sulfierend    wirkendes Mittel  verwendet man zum Beispiel rauchende  Schwefelsäure mit     einem        SOg-Gehalt    unter  5%. Die Kondensation erfolgt nach den üb  lichen Methoden. Zweckmässig arbeitet man  in Gegenwart eines Kupfersalzes, z. B. Kup  feracetat, oder eines     Cuprosalzes,    z. B.     Kup-          ferchlorür    oder     -bromür,    und in Gegenwart  von säurebindenden Mitteln, z. B. Natrium  acetat,     Natriumbikarbonat    oder Natrium  karbonat. Die     Gegenwart    eines indifferenten  Lösungsmittels kann vorteilhaft sein.

      Der erhaltene Farbstoff     färbt    Wolle aus  neutralem oder schwach saurem Bad in leb  haften, violetten Tönen an.  



  <I>Beispiel:</I>  12     Gewichtsteile   <B>-1 -</B>     Amino    - 2 -     methyl-4-          bromanthrathinon,    48     Gewichtsteile        m-Sul-          fanilsäurephenylester    (erhalten durch Kon  densation von     m-Nitrobenzol-sulfochlorid    mit  Phenol und Reduktion der Nitrogruppe), 12  Gewichtsteile wasserfreies     Natriumacetat    und  1 Gewichtsteil Kupferacetat werden unter  Rühren 2     Stunden    auf 180   C erhitzt.

   Die  erhaltene Schmelze wird nach Abkühlen auf  80   C mit 50 Gewichtsteilen heissem     Äthyl-          alkohol        verdünnt    und die abgeschiedene       Farbstoffbase    in üblicher Weise isoliert.

   Die  so erhaltene     Farbstoffbase,    die erforder  lichenfalls noch durch     Umkristallisieren    aus       Pyridin    weiter gereinigt werden kann,     wird     in rauchender Schwefelsäure von unter 5 75       S03-Gehalt        in.    der     gälte        sulfiert.    Der er-           haltene    Farbstoff färbt Wolle aus neutralem  oder schwach saurem Bad in lebhaften vio  letten Tönen an.



      rt <B> Additional patent </B> to Flauptpatenf No. 208546: Process for the production of a wool dye of the anthraquinone series. The subject of the present patent is a process for the production of a wool dye of the anthraquinone series. The procedure is characterized by

   that 1-amino-2-methyl-4-halogenanthraquinone is condensed with m-! sulfanilic acid phenyl ester and the condensation product is treated with a sulfating agent until a sulfo group enters the p-position to the OSO2 group in the terminal phenyl nucleus.

   Fuming sulfuric acid with an SOg content of less than 5% is used as a sulphurizing agent. The condensation takes place according to the usual methods. It is expedient to work in the presence of a copper salt, e.g. B. Kup feracetat, or a cupro salt, z. B. copper chlorur or bromur, and in the presence of acid-binding agents, z. B. sodium acetate, sodium bicarbonate or sodium carbonate. The presence of an inert solvent can be advantageous.

      The dye obtained dyes wool from a neutral or weakly acidic bath in lively, violet tones.



  <I> Example: </I> 12 parts by weight <B> -1 - </B> amino - 2 - methyl-4-bromoanthrathinone, 48 parts by weight phenyl m-sulphanilate (obtained by condensation of m-nitrobenzene sulphochloride with Phenol and reduction of the nitro group), 12 parts by weight of anhydrous sodium acetate and 1 part by weight of copper acetate are heated at 180 ° C. for 2 hours with stirring.

   After cooling to 80 ° C., the melt obtained is diluted with 50 parts by weight of hot ethyl alcohol and the deposited dye base is isolated in the usual way.

   The dye base obtained in this way, which if necessary can be further purified by recrystallization from pyridine, is sulfated in fuming sulfuric acid with an SO 3 content of less than 75%. The dye obtained dyes wool from a neutral or weakly acidic bath in lively purple tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Woll farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man 1-Amino-2-methyl- 4-halogenanthrachinon mit m-Sulfanilsäure- phenylester kondensiert und das Kondensa tionsprodukt mit sulfierend wirkenden Mit teln, bis zum Eintritt einer Sulfogruppe in p-Stellung zur OS02-Gruppe in den endstän- digen Phenylkern, behandelt. PATENT CLAIM: Process for the production of a wool dye of the anthraquinone series, characterized in that 1-amino-2-methyl-4-halogenanthraquinone is condensed with m-sulfanilic acid phenyl ester and the condensation product with sulfating agents, until a sulfo group enters p-position to the OS02 group in the terminal phenyl nucleus. Der Farbstoff färbt Wolle aus neutralem oder schwach saurem Bad in lebhaften, vio letten Tönen. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als sulfierend wir kendes Mittel rauchende Schwefelsäure mit einem S0#"-Gehalt unter<B>5%</B> verwendet. The dye dyes wool from a neutral or weakly acidic bath in lively, purple tones. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that fuming sulfuric acid with an S0 # "content below <B> 5% </B> is used as the sulphurizing agent.
CH211601D 1937-07-26 1938-07-23 Process for the production of a wool dye of the anthraquinone series. CH211601A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE211601X 1937-07-26
CH208546T 1938-07-23

Publications (1)

Publication Number Publication Date
CH211601A true CH211601A (en) 1940-09-30

Family

ID=25724560

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211601D CH211601A (en) 1937-07-26 1938-07-23 Process for the production of a wool dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH211601A (en)

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