CH289993A - Process for the preparation of an anthraquinone dye. - Google Patents

Process for the preparation of an anthraquinone dye.

Info

Publication number
CH289993A
CH289993A CH289993DA CH289993A CH 289993 A CH289993 A CH 289993A CH 289993D A CH289993D A CH 289993DA CH 289993 A CH289993 A CH 289993A
Authority
CH
Switzerland
Prior art keywords
dye
amino
preparation
anthraquinone dye
blue
Prior art date
Application number
Other languages
German (de)
Inventor
Bayer Farbenfabriken
Original Assignee
Bayer 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 Bayer Ag filed Critical Bayer Ag
Publication of CH289993A publication Critical patent/CH289993A/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
    • C09B1/343—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Anthrachinonfarbstoffes.       Zum Färben von Mischgeweben aus Wolle  und Zellwolle benötigt man Farbstoffe, die  Wolle auch aus neutralem Bade anfärben.  Es sind nur wenige echte blaue saure     Woll-          farbstoffe    bekannt, die ohne Zusatz von Säu  ren auf Wolle ausreichend kräftige und echte  Färbungen geben.  



  Es wurde nun gefunden, dass man einen  neuen gut     neutralziehenden    blauen Farbstoff  erhält, wenn man     1-Amino-4-bromanthrachi-          nori-2-sulfonsäure    mit     1-Amino-3-(methoxy-          benzoylamino)-benzol    umsetzt.  



  Die Herstellung dieses Amins erfolgt durch  Umsetzung von     m-Nitranilin    mit     p-lVlethoxy-          benzoylchlorid    und anschliessende Reduktion  der erhaltenen Nitroverbindung in an sich be  kannter Weise. Die Umsetzung mit der     1-          :lmino-4-bromanthrachinon-2-sulfonsäure    fin  det in wässerigem oder alkoholisch wässerigem  Medium nach bekannten Methoden statt.  



  Der neue Farbstoff ist in seinem neutra  len Ziehvermögen den bekannten Farbstoffen  überlegen.  



  <I>Beispiel:</I>  10     Gewichtsteile        1-amino-4-bromanthraehi-          non-2-sulfonsaures    Natrium, 20 Gewichtsteile  1-     Amino    - 3-     (4'-methoxybenzoylamino)    -     benzol,       15 Gewichtsteile     Natriumbicarbonat,    1 Ge  wichtsteil     Kupferchlorür    werden     in    einem  Gemisch von 160 Gewichtsteilen Wasser und  40 Gewichtsteilen Äthylalkohol unter Rühren  und     Rückfluss    so lange gekocht, bis man an  Hand von Proben festgestellt hat, dass die sich  bildende blaue Lösung an Intensität und  Klarheit der Nuance nicht mehr zunimmt.

    Beim Abkühlen scheidet sich der gebildete  Farbstoff kristallin ab. Fr wird abgesaugt  und durch Lösen in Wasser, Filtrieren und       Aussalzen    gereinigt.  



  Im trockenen Zustand stellt der Farbstoff  ein blaues Pulver dar, das sich in Wasser mit  klar blauer Farbe löst. Wolle wird aus der  neutralen Lösung in kräftigen klaren blauen  Tönen angefärbt. Die Färbung ist sehr     licht-          und        walkecht.  



  Process for the preparation of an anthraquinone dye. To dye blended fabrics made of wool and viscose wool you need dyes that can also be dyed from neutral baths. Only a few genuine blue, acidic wool dyes are known that give wool sufficiently strong and genuine colors without the addition of acids.



  It has now been found that a new, good, neutral blue dye is obtained if 1-amino-4-bromoanthraquinone-2-sulfonic acid is reacted with 1-amino-3- (methoxybenzoylamino) benzene.



  This amine is prepared by reacting m-nitroaniline with p-IVlethoxybenzoyl chloride and then reducing the nitro compound obtained in a manner known per se. The reaction with 1-: imino-4-bromoanthraquinone-2-sulfonic acid takes place in an aqueous or alcoholic aqueous medium according to known methods.



  The new dye is superior to the known dyes in its neutral drawability.



  <I> Example: </I> 10 parts by weight of 1-amino-4-bromanthraehinone-2-sulfonic acid sodium, 20 parts by weight of 1- amino-3- (4'-methoxybenzoylamino) benzene, 15 parts by weight of sodium bicarbonate, 1 part by weight Copper chloride is boiled in a mixture of 160 parts by weight of water and 40 parts by weight of ethyl alcohol with stirring and reflux until it has been determined on the basis of samples that the blue solution that forms no longer increases in intensity and clarity of the shade.

    The dye formed separates out in crystalline form on cooling. Fr is filtered off with suction and purified by dissolving in water, filtering and salting out.



  When dry, the dye is a blue powder that dissolves in water with a clear blue color. Wool is dyed from the neutral solution in strong clear blue tones. The coloring is very lightfast and whackfast.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstelhung eines Anthra- chinonfarbstoffes, dadurch gekennzeichnet, dass man 1-Amino-4-bromanthrachinon-2-sul- fonsäure mit 1-Amino-3-(4'-methoxybenzoyl- amino)-benzol umsetzt. Der neue Farbstoff bildet ein blaues Pul ver, das Wolle aus neutralem Bad in klaren blauen Tönen färbt. PATENT CLAIM: Process for the production of an anthraquinone dye, characterized in that 1-amino-4-bromoanthraquinone-2-sulphonic acid is reacted with 1-amino-3- (4'-methoxybenzoylamino) -benzene. The new dye forms a blue powder that dyes wool from a neutral bath in clear blue tones.
CH289993D 1949-09-01 1950-08-25 Process for the preparation of an anthraquinone dye. CH289993A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB289993X 1949-09-01

Publications (1)

Publication Number Publication Date
CH289993A true CH289993A (en) 1953-04-15

Family

ID=10284634

Family Applications (1)

Application Number Title Priority Date Filing Date
CH289993D CH289993A (en) 1949-09-01 1950-08-25 Process for the preparation of an anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH289993A (en)

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