CH211849A - Process for the preparation of a new water-soluble disazo dye. - Google Patents

Process for the preparation of a new water-soluble disazo dye.

Info

Publication number
CH211849A
CH211849A CH211849DA CH211849A CH 211849 A CH211849 A CH 211849A CH 211849D A CH211849D A CH 211849DA CH 211849 A CH211849 A CH 211849A
Authority
CH
Switzerland
Prior art keywords
preparation
water
disazo dye
soluble disazo
new water
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 CH211849A publication Critical patent/CH211849A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/021—Disazo dyes characterised by two coupling components of the same type
    • C09B35/03—Disazo dyes characterised by two coupling components of the same type in which the coupling component is a heterocyclic compound

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 210600.    Verfahren zur Darstellung eines neuen wasserlöslichen     Disazofarbstoifes.       Die vorliegende Erfindung bezieht sich  auf die     Darstellung    eines     wasserlöslichen          Disazofarbstoffes.     



  Der neue     wasserlösliche        Disazofarbstoff     wird dadurch erhalten, dass man     tetrazotiertes          4-Amino-N-3'-aminobenzolsulf        onyl    - N -     äthyl-          anilin    mit zwei     Molekularmen:gen        1-(2',5'-          Dichlor-4'-sulfophenyl)-3-methyl-5-pyrazolon     kuppelt.  



  Der neue Farbstoff bildet ein gelbbraunes  Pulver, das sich in Wasser zu einer :gelben  Lösung löst, und färbt Wolle aus neutralem  oder saurem Bad in grünlich gelben Tönen  von sehr guter Licht-, Wasch- und     Walk-          echtheit.     



  <I>Beispiel:</I>  20,9     Teile        4-Amino-N-3'-aminobenzolsul-          fonyl-N-äthylanilin,    welches in der     weiter     unten beschriebenen Weise     hergestellt    wird;

    werden in einem Gemisch von 50 Teilen  36 %     iger    wässeriger Salzsäure und 14     Teilen     Wasser gelöst und bei     0-5'C    mit einer  Lösung von 18,8 Teilen     Natriumnitrit    in    100 Teilen Wasser     tetrazotiert.    Die ent  stehende     Tetmzolösung        wird    .dann allmählich  zu     einer        eiskalten        Lösung    von 64,6 Teilen  1-(2', 5'     -Diehlor-4'-sulfophenyl)    - 3     -methyl-5-          pyrazolon    in 500     Teilen    Wasser, die :

  genü  gend     Natriumcarbonat    enthält, um das       Kupplungsgemisch        lackmusalkalis,ch    zu hal  ten, hinzugefügt. Nach beendeter Kupplung  wird der     gebildete    Farbstoff durch     Zusatz     von Chlornatrium     isoliert,        abfiltriert    und .ge  trocknet.  



  Das in diesem Beispiel     verwendete          4-Amino-N-.3'-aminobenzolsulf        onyl-    N-     äthyl-          anilin    ist eine neue Verbindung, .die folgen  dermassen     hergestellt    werden kann:     4-Nitro-          N-äthylanilin    und     3-Nitrobenzo1sulfonylchlo-          rid    werden zusammen in einer     Toluollösung     zum     4-Nitro-N-3'-nitrobenzolsulfonyl-N-          äthylanilin    (vom Schmelzpunkt<B>138'C)</B> kon  densiert.

   Dasselbe wird dann     mittels    Eisen  und Salzsäure in Wasser oder Äthylalkohol  zum     entsprechenden        Diamin    (vom Schmelz  punkt<B>118'</B> C) reduziert.



      Additional patent to main patent no. 210600. Process for the preparation of a new water-soluble disazo dye. The present invention relates to the preparation of a water-soluble disazo dye.



  The new water-soluble disazo dye is obtained by adding tetrazotized 4-amino-N-3'-aminobenzenesulfonyl - N - ethyl aniline with two molecular levels: gen 1- (2 ', 5'-dichloro-4'-sulfophenyl) - 3-methyl-5-pyrazolone couples.



  The new dye forms a yellow-brown powder that dissolves in water to form a yellow solution, and dyes wool from a neutral or acidic bath in greenish-yellow tones that are very fast to light, washing and flexing.



  <I> Example: </I> 20.9 parts of 4-amino-N-3'-aminobenzenesulfonyl-N-ethylaniline, which is prepared in the manner described below;

    are dissolved in a mixture of 50 parts of 36% strength aqueous hydrochloric acid and 14 parts of water and tetrazotized at 0-5'C with a solution of 18.8 parts of sodium nitrite in 100 parts of water. The resulting tetrazole solution gradually becomes an ice-cold solution of 64.6 parts of 1- (2 ', 5' -Diehlor-4'-sulfophenyl) -3-methyl-5-pyrazolone in 500 parts of water, which:

  Contains enough sodium carbonate to hold the lackmusalkalis, ch, coupling mixture added. After the coupling has ended, the dye formed is isolated by adding sodium chloride, filtered off and dried.



  The 4-amino-N-.3'-aminobenzenesulfonyl-N-ethyl-aniline used in this example is a new compound which can be prepared as follows: 4-nitro-N-ethylaniline and 3-nitrobenzo1sulfonyl chloride are condensed together in a toluene solution to form 4-nitro-N-3'-nitrobenzenesulfonyl-N-ethylaniline (melting point 138 ° C).

   The same is then reduced to the corresponding diamine (melting point <B> 118 '</B> C) using iron and hydrochloric acid in water or ethyl alcohol.

Claims (1)

PATENTANSPRUCH: Terfahren zur Darstellung eines neuen wasserlöslichen Disazofarbstoffes, dadurch gekennzeichnet, dass tetrazotierte" .l-Amino- N-3'-aminobenzolsulfonyl-N-äthylanilin mit zwei Molekularmenben sulfophenyl)-3-methyl-5-pyrazoloxx gekuppelt wird. PATENT CLAIM: A method for the preparation of a new water-soluble disazo dye, characterized in that tetrazotized ".l-amino-N-3'-aminobenzenesulfonyl-N-ethylaniline is coupled with two molecular sulfophenyl) -3-methyl-5-pyrazole oxides. Der neue Farbstoff bildet ein gelb braunes Pulver, das sich in Wasser zu einer gelben Lösung löst, und färbt Wolle aus neutralem oder saurem Bad in grünlich gel ben Tönen von sehr guter Lieht-, Wasch- und Walkechtheit. The new dye forms a yellow-brown powder that dissolves in water to form a yellow solution, and dyes wool from a neutral or acid bath in greenish-yellow shades of very good light, wash and milled fastness.
CH211849D 1937-09-16 1938-09-14 Process for the preparation of a new water-soluble disazo dye. CH211849A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB211849X 1937-09-16
CH210600T 1938-09-14

Publications (1)

Publication Number Publication Date
CH211849A true CH211849A (en) 1940-10-15

Family

ID=25724905

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211849D CH211849A (en) 1937-09-16 1938-09-14 Process for the preparation of a new water-soluble disazo dye.

Country Status (1)

Country Link
CH (1) CH211849A (en)

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