CH287873A - Process for the preparation of an anthraquinone dye. - Google Patents

Process for the preparation of an anthraquinone dye.

Info

Publication number
CH287873A
CH287873A CH287873DA CH287873A CH 287873 A CH287873 A CH 287873A CH 287873D A CH287873D A CH 287873DA CH 287873 A CH287873 A CH 287873A
Authority
CH
Switzerland
Prior art keywords
amino
preparation
dye
anthraquinone dye
anthraquinone
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 CH287873A publication Critical patent/CH287873A/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
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated

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

Description

  

  Verfahren zur Herstellung eines     Anthraehinonfarbstoffes.       Die aus     Amino-halogenanthrachinon-sulfon-          säuren    und     Aminoacetaniliden    hergestellten  Farbstoffe sind als wertvolle saure     Wollfarb-          stoffe    bekannt und zeichnen sich durch gute  Löslichkeit und gutes     Egalisierungsvermögen     aus.  



  Es wurde nun gefunden, dass man einen  neuen sauren Wollfarbstoff von noch     besseren     Eigenschaften erhält, wenn man     1-Amino-          4-halogenanthraehinon-2-sulfonsätire    mit l.  Amino-4-glykolylaminobenzol umsetzt.  



  Das verwendete     Crlykolsäurederivat    kann  man z. B. erhalten, wenn man     co-Cliloracet-          anilid    mit basischen Mitteln behandelt, wobei  ein Austausch des     Cl-Atoms    gegen die     Hydro-          xylgruppe    stattfindet, dann das erhaltene       (rlykolsäureanilid    nitriert und reduziert, oder  wenn man, unmittelbar von     4-Nitro-W-Chlor-          acetyl-anilid    ausgehend,

   das durch Behandeln  mit alkalischen Mitteln erhaltene     Glykolsäure-          nitroanilid    durch Reduktion in die     Aminover-          bindung    überführt. Ein weiterer Weg zur  Herstellung des     Aniinoglykolsäureanilids    be  steht darin, dass man     Glykolid    oder     Polygly-          kolid    an Anilin oder     4-Niti-oanilin    anlagert,  wobei man das entsprechende     Glykolsä.ure-          anilid    bzw.

       Glykolsäure    -     nitro    -     anilid    er  hält, aus dein man, wie oben beschrieben, zum  gewünschten     Aminoglykolsäureanilid    gelangt.  Der neue Farbstoff zeichnet sich vor den be  kannten durch wesentlich bessere Löslichkeit  und noch besseres     Egalisierungsvermögen    aus.

      <I>Beispiel:</I>  20 Gewichtsteile     1-Amino-4-bromanthrachi-          non-2-sulfonsaures    Natrium,  15 Gewichtsteile     Natriumbicarbonat,     15 Gewichtsteile     1-Amino-4-glykolylamino-          benzol    und  0,5 Gewichtsteile     Kupferehlorür    werden in  200 Gewichtsteilen Wasser mehrere Stunden  bei 60  gehalten.  



  Der entstandene Farbstoff, der sich im  Laufe der Reaktion in Form von blauen       Nädelchen    abscheidet, wird abgesaugt und  mit 5     1/aiger    Kochsalzlösung gewaschen. In  trockenem Zustande stellt er ein     blaues    Pulver  dar, das sich in konzentrierter Schwefelsäure  mit blaugrüner Farbe löst. Der Farbstoff ist  in Wasser, auch in angesäuertem, äusserst  leicht. löslich und färbt Wolle aus saurem  Bade in klaren     grünstichig    blauen Tönen. Die  Färbung ist durch eine hervorragende Egali  tät ausgezeichnet.



  Process for the preparation of an anthraquinone dye. The dyes produced from amino-halogenanthraquinone-sulfonic acids and aminoacetanilides are known as valuable acidic wool dyes and are characterized by good solubility and good leveling power.



  It has now been found that a new acidic wool dye of even better properties is obtained if 1-amino-4-halogenanthraehinone-2-sulfonsätire with l. Amino-4-glycolylaminobenzene converts.



  The glycolic acid derivative used can be, for. B. obtained if one treats co-Cliloracet- anilid with basic agents, whereby an exchange of the Cl atom for the hydroxyl group takes place, then nitrated the obtained (rlykolsäureanilid and reduced, or if you, directly from 4-Nitro-W -Chlor- acetyl-anilide starting,

   the glycolic acid nitroanilide obtained by treatment with alkaline agents is converted into the amino compound by reduction. Another way of producing the Aniinoglykolsäureanilids consists in that glycolide or polyglycolide is added to aniline or 4-nitroaniline, the corresponding Glykolsä.ure- anilid or

       Glycolic acid - nitro - anilide he holds, from which, as described above, the desired aminoglycolic acid anilide is obtained. The new dye is distinguished from the known ones by significantly better solubility and even better leveling capacity.

      <I> Example: </I> 20 parts by weight of 1-amino-4-bromoanthraquinone-2-sulfonic acid sodium, 15 parts by weight of sodium bicarbonate, 15 parts by weight of 1-amino-4-glycolylamino-benzene and 0.5 parts by weight of copper chlorine are used in 200 Parts by weight of water kept at 60 for several hours.



  The resulting dye, which is deposited in the form of blue needles in the course of the reaction, is filtered off with suction and washed with 5 liters of saline. When dry, it is a blue powder which dissolves in concentrated sulfuric acid with a blue-green color. The dye is extremely light in water, even in acidified water. soluble and dyes wool from acid baths in clear greenish blue tones. The coloring is distinguished by its excellent levelness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines sauren Wollfarbstoffes der Anthrachinonreilie, da durch gekennzeichnet, dass 1-Amino-4-halogen- anthrachinon-2-sulfonsäure mit 1-Ainino-4-gly- kolylaminobenzol umgesetzt werden. Der neue Farbstoff bildet blaue Kristalle und färbt. Wolle grünstichig blau. PATENT CLAIM: Process for the production of an acidic wool dye of the anthraquinone range, characterized in that 1-amino-4-halogen-anthraquinone-2-sulfonic acid is reacted with 1-amino-4-glycolylaminobenzene. The new dye forms blue crystals and colors. Wool with a greenish blue.
CH287873D 1949-09-02 1950-08-28 Process for the preparation of an anthraquinone dye. CH287873A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB287873X 1949-09-02

Publications (1)

Publication Number Publication Date
CH287873A true CH287873A (en) 1952-12-31

Family

ID=10281150

Family Applications (1)

Application Number Title Priority Date Filing Date
CH287873D CH287873A (en) 1949-09-02 1950-08-28 Process for the preparation of an anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH287873A (en)

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