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CH209089A - Process for the preparation of a water-soluble dye. - Google Patents

Process for the preparation of a water-soluble dye.

Info

Publication number
CH209089A
CH209089A CH209089DA CH209089A CH 209089 A CH209089 A CH 209089A CH 209089D A CH209089D A CH 209089DA CH 209089 A CH209089 A CH 209089A
Authority
CH
Switzerland
Prior art keywords
water
soluble dye
preparation
tan
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 CH209089A publication Critical patent/CH209089A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines wasserlöslichen Farbstoffes.    Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines wasser  löslichen Farbstoffes. Das Verfahren besteht  darin,     dass    man     diazotiertes        p-Nitranilin    mit       N-Btityl-p-chlorätliyiaiiilin    kuppelt und durch  Behandeln mit     Natriumthiosulfat    das Chlor  gegen den     Thiosulfatrest    austauscht. Der  neue Farbstoff stellt ein dunkelrotes Pulver  dar, das sich in Wasser mit     blaustichigroter,     in Alkohol und Essigester mit gelbstichig-    roter Farbe löst und     Aoetatseide    in schönen  roten Tönen färbt.  



  <I>Beispiel:</I>  <B>10</B> Gewichtsteile des durch Kuppeln von       diazotiertem        p-Nitranilin    mit     N-Buthyl-p-          chloräthylanilin    nach bekannten Verfahren  erhältlichen wasserunlöslichen     Monoazofarb-          stoffes    der Konstitution  
EMI0001.0015     
    werden in<B>50</B> Volumenteilen     Äthylalkohol     gelöst und mit einer Lösung von<B>7,5</B> Ge  wichtsteilen     Natriumthiosulfat        in   <B>10</B>     Volum-          teilen    Wasser mehrstündig gekocht.

   Das    nach dem Einengen der Lösung kristalli  sierende, Reaktionsprodukt, das statt des Ha  logenatoms nun eine     Thioschwefelsäuregruppe     trägt, also die Konstitution  
EMI0001.0022     
      besitzt, ist in Wasser löslich und gibt auf       Acetatseide    eine sehr ausgiebige, schöne rote  Färbung mit guten     Echtheitseigenschaften.     Dichtgeschlagene Gewebe werden vor) dem  treuen Farbstoff in vorzüglicher Weise durch  gefärbt.



  Process for the preparation of a water-soluble dye. The present patent relates to a process for the preparation of a water-soluble dye. The process consists in coupling diazotized p-nitroaniline with N-Btityl-p-chlorätliyiaiiilin and exchanging the chlorine for the thiosulfate residue by treatment with sodium thiosulfate. The new dye is a dark red powder that dissolves in water with a bluish-tinged red color, in alcohol and ethyl acetate with a yellow-tinged red color and dyes aoetate silk in beautiful red tones.



  <I> Example: </I> <B> 10 </B> parts by weight of the water-insoluble monoazo dye of the constitution obtainable by coupling diazotized p-nitroaniline with N-buthyl-p-chloroethylaniline by known processes
EMI0001.0015
    are dissolved in <B> 50 </B> parts by volume of ethyl alcohol and boiled for several hours with a solution of <B> 7.5 </B> parts by weight of sodium thiosulfate in <B> 10 </B> parts by volume of water.

   The reaction product which crystallizes after the solution has been concentrated and which now bears a thiosulfuric acid group instead of the halogen atom, i.e. the constitution
EMI0001.0022
      is soluble in water and gives acetate silk a very rich, beautiful red color with good fastness properties. Tightly folded fabrics are dyed in an excellent manner before the true dye.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines wasser löslichen Farbstoffes, darin bestehend, dass man diazotiertes p-Nitranilin mitN-Butyl-#- chloräthylanilin kuppelt und durch Behandeln mit Natriumthiosulfat das Chlor gegen den Thiosulfatrest austauscht. <B> PATENT CLAIM: </B> Process for the production of a water-soluble dye, consisting in coupling diazotized p-nitroaniline with N-butyl - # - chloroethylaniline and exchanging the chlorine for the thiosulfate residue by treatment with sodium thiosulfate. Der neue Farbstoff stellt ein dunkelroteia Pulver dar, das sich in Wasser mit blau- stichigroter, in Alkohol und Essigester mit gelb8tichigroter Farbe löst und Acetat8eide in schönen roten Tönen färbt. The new dye is a dark red powder that dissolves in water with a bluish-tan-red color, in alcohol and ethyl acetate to a yellow-tan-tan-red color and colors acetate silk in beautiful red tones.
CH209089D 1937-02-13 1938-01-25 Process for the preparation of a water-soluble dye. CH209089A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE209089X 1937-02-13
CH203427T 1938-01-25

Publications (1)

Publication Number Publication Date
CH209089A true CH209089A (en) 1940-03-15

Family

ID=25723932

Family Applications (1)

Application Number Title Priority Date Filing Date
CH209089D CH209089A (en) 1937-02-13 1938-01-25 Process for the preparation of a water-soluble dye.

Country Status (1)

Country Link
CH (1) CH209089A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2516106A (en) * 1945-10-26 1950-07-25 Eastman Kodak Co Aminobenzene compounds containing fluorine
US2516107A (en) * 1945-10-26 1950-07-25 Eastman Kodak Co Monocyclic aminobenzene compounds containing fluorine
US2516303A (en) * 1945-11-28 1950-07-25 Eastman Kodak Co Azo compounds containing fluorine
US2516302A (en) * 1945-11-28 1950-07-25 Eastman Kodak Co Fluorine-containing azo compounds

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2516106A (en) * 1945-10-26 1950-07-25 Eastman Kodak Co Aminobenzene compounds containing fluorine
US2516107A (en) * 1945-10-26 1950-07-25 Eastman Kodak Co Monocyclic aminobenzene compounds containing fluorine
US2516303A (en) * 1945-11-28 1950-07-25 Eastman Kodak Co Azo compounds containing fluorine
US2516302A (en) * 1945-11-28 1950-07-25 Eastman Kodak Co Fluorine-containing azo compounds

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