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CH187436A - Process for the production of a new anthraquinone dye. - Google Patents

Process for the production of a new anthraquinone dye.

Info

Publication number
CH187436A
CH187436A CH187436DA CH187436A CH 187436 A CH187436 A CH 187436A CH 187436D A CH187436D A CH 187436DA CH 187436 A CH187436 A CH 187436A
Authority
CH
Switzerland
Prior art keywords
production
anthraquinone dye
diamino
chloro
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH187436A publication Critical patent/CH187436A/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
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/547—Anthraquinones with aromatic ether groups
    • 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
    • C09B1/22—Dyes with unsubstituted amino groups

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Anthrachinonfarbstoffes.       Gemäss der Erfindung erhält man einen  neuen     Anthrachinonfarbstoff,    das     2-Chlor-          1    :     4-diamino-3-(4'-dodecylsulf        ophenoxy)-an-          thrachinon,    .durch Sulfonieren von     2-Chlor-          1    : 4 -     diamino        4,    (4'-     dodecylphenoxy)        anthra-          chinon.     



  Der Farbstoff löst sich in warmem Was  ser mit heller,     rötlichvioletter    Farbe und in  Schwefelsäure mit     gelblichbrauner    Farbe. Er  färbt Wolle aus einem neutralen oder sauren  Bade in     rotvioletten    Tönen von sehr     guter     Haltbarkeit beim Waschen und Walken.

      <I>Beispiel:</I>    4 Teile     2-Chlor-1        :4-diamino-3-(4'-dode-          cylphenoxy)anthrachinon    (welches erhalten  wird, zuerst durch Bildung des     p-Dodecyl-          anilins    auf ähnlichem Weg wie ihn     Beran     für     p-Octylanilin,        Ber.    der     deutschen        chem.     Ges.

   1885, 18,<B>132,</B>     benutzt,    dann     Diazotieren          des        p-Dodecylanilins    und Erwärmen des       Diazoniumsalzes    in verdünnter Schwefel-    säure, wobei     p-Dodecylphenol    entsteht, und  dann Erhitzen des     p-Dodecylphenols        mit     2     :3-Diehlor-1        :

  4-.diaminoanthrachinon    und       kaustischer    Soda während 5     Stunden    bei 170  bis 175   C) werden in 40 Teilen einer  100 %     igen        Schwef        elsäure    bei 25   C gelöst;  4 Teile 25 %     iges        Oleum    werden zugesetzt und  die Lösung während einer Stunde bei 25   C  umgerührt.

   Das     Sulfonationsgemisch    wird in  ein Gemisch von Eis und Wasser gegossen,  das Festgewordene auf dem Filter gesam  melt, dieses in heisser,     verdünnter        Natrium-          karbonatlösung    gelöst     und    der Farbstoff mit  Salz gefällt und     abfiltriert.  



  Process for the production of a new anthraquinone dye. According to the invention, a new anthraquinone dye is obtained, the 2-chloro-1: 4-diamino-3- (4'-dodecylsulfophenoxy) -anthraquinone, by sulfonating 2-chloro-1: 4-diamino 4, ( 4'-dodecylphenoxy) anthraquinone.



  The dye dissolves in warm water with a light, reddish-violet color and in sulfuric acid with a yellowish-brown color. It dyes wool from a neutral or acidic bath in red-violet tones that are very durable when washed and tumbled.

      <I> Example: </I> 4 parts of 2-chloro-1: 4-diamino-3- (4'-dodecylphenoxy) anthraquinone (which is obtained first by forming the p-dodecylaniline in a similar way as him Beran for p-octylaniline, Ber. der Deutschen chem. Ges.

   1885, 18, <B> 132, </B>, then diazotizing the p-dodecylaniline and heating the diazonium salt in dilute sulfuric acid, producing p-dodecylphenol, and then heating the p-dodecylphenol with 2: 3 diehlor -1        :

  4-.diaminoanthraquinone and caustic soda for 5 hours at 170 to 175 C) are dissolved in 40 parts of a 100% sulfuric acid at 25 C; 4 parts of 25% strength oleum are added and the solution is stirred at 25 ° C. for one hour.

   The sulphonation mixture is poured into a mixture of ice and water, what has become solid is collected on the filter, this is dissolved in hot, dilute sodium carbonate solution and the dye is precipitated with salt and filtered off.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Anthrachinonfarbstoffes, des 2-Chlor-1 :4- diamino- ,3 - W- do,decylsulfophenoxy)anthra- chinons, dadurch gekennzeichnet, dass 2- Chlor-1 : 4 = diamino - 3- (4'- dodecylphenoxy) - anthraehinon mit einem Sulfierunösmittel behandelt wird. PATENT CLAIM: Process for the production of a new anthraquinone dye, the 2-chloro-1: 4-diamino-, 3-W-do, decylsulfophenoxy) anthraquinone, characterized in that 2-chloro-1: 4 = diamino - 3- ( 4'- dodecylphenoxy) - anthraehinone is treated with a sulfonating solvent. Der Farbstoff löst sich in warmem Was ser mit heller, rotvioletter Farbe und in kon zentrierter Schwefelsäure mit gelblich brau ner Farbe. Er färbt Wolle aus einem neu tralen oder sauren Bade in rotvioletten Tönen von sehr guter Haltbarkeit beim Wa schen und Walken. The dye dissolves in warm water with a light, red-violet color and in concentrated sulfuric acid with a yellowish brown color. It dyes wool from a neutral or acidic bath in red-violet tones that are very durable when washed and tumbled.
CH187436D 1935-07-15 1935-07-15 Process for the production of a new anthraquinone dye. CH187436A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH187436T 1935-07-15

Publications (1)

Publication Number Publication Date
CH187436A true CH187436A (en) 1936-11-15

Family

ID=4435017

Family Applications (1)

Application Number Title Priority Date Filing Date
CH187436D CH187436A (en) 1935-07-15 1935-07-15 Process for the production of a new anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH187436A (en)

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