CH238626A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH238626A
CH238626A CH238626DA CH238626A CH 238626 A CH238626 A CH 238626A CH 238626D A CH238626D A CH 238626DA CH 238626 A CH238626 A CH 238626A
Authority
CH
Switzerland
Prior art keywords
parts
azo dye
dye
new azo
production
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH238626A publication Critical patent/CH238626A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes
    • C09B29/0805Amino benzenes free of acid groups
    • C09B29/0807Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/0811Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
    • C09B29/0813Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)

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

Description

  

      Zusatzpatent    zum     Hauptpatent    Nr. 236997.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen       Azofarbstoff    erhält, wenn man die     Diazover-          bindung    des 4 -     Methogy    -<B>3,5</B> -     dinitroamino-          benzols        mit    ,dem     Chlor-sulfo-es,sigsäure-(m-          tolyl-ogyäthyl-amino)-äthylester    vereinigt.

      Der so erhaltene Farbstoff bildet in  trockenem Zustande ein     braunrotes    Pulver,  das ,sieh in heissem Wasser mit orangeroter  Farbe löst und     das        Acetatkunstseide    aus       wässeriger    Lösung in     echten    orangen     Tönen     färbt.  



  <I>Beispiel:</I>  21,3     Teile        4-Methogy-3,5-dinitroamino-          benzol    werden     in.    200 Teilen 85%iger Essig  säure durch Erwärmen gelöst. Man kühlt  diese Lösung von aussen- durch eine Mischung  von Eis     und!        Natriumchlorid    und versetzt  dann diese kalte Suspension unter Rühren  mit 20     Teilen        30%iger    Salzsäure und an  schliessend mit .einer Lösung von 7 Teilen       Natriumnitrit    in etwa 25 Teilen Wasser.  



  Man bereitet nun eine Lösung von 35,15    Teilen des     0hlor-sulfo-essigsäure-(m-tolyl-          ogäthyl-amino)-äthylesters    (dargestellt durch  Erhitzen von 19,5 Teilen     Diogyäthyl-amino-          3-methylbenzol    und 21     Teile        Chlorsulfoessxg-          säure        in;        Solventnaphtha    auf 110 ) in 200 Tei  len Wasser. Diese Lösung versetzt man mit  der Suspension der     Diazoverbindung    und  führt -die     Farbstoffbildung    durch Zugabe  von etwa 200 Teilen     Natriumacetat    zu Ende.

    Man filtriert den     Farbstoff        gegebenenfalls     nach Zusatz von     Natriumchlorid    ab und  wäscht ihn     neutral.    Der Farbstoff wird nun  in     etwa    200     Teilen    Wasser     angerührt    und mit  der nötigen Menge Ammoniak     in    das     Ammo-          niumsalz    übergeführt,     ausgesalzen,        abfiltriert,     gewaschen mit Salzlösung und     getrocknet.  



      Additional patent to main patent no. 236997. Process for the production of a new azo dye. It has been found that a new azo dye is obtained if the diazo compound of 4 - methogy - <B> 3,5 </B> - dinitroaminobenzene is used with chlorosulfo-es, setic acid (m- tolyl-ogyäthyl-amino) ethyl ester combined.

      When dry, the dye thus obtained forms a brown-red powder which, when exposed to hot water, dissolves in an orange-red color and dyes the acetate artificial silk from aqueous solution in real orange tones.



  <I> Example: </I> 21.3 parts of 4-methogy-3,5-dinitroamino-benzene are dissolved in 200 parts of 85% acetic acid by heating. This solution is cooled from the outside by a mixture of ice and! Sodium chloride and then add 20 parts of 30% hydrochloric acid to this cold suspension while stirring and then with a solution of 7 parts of sodium nitrite in about 25 parts of water.



  A solution of 35.15 parts of chlorosulfo-acetic acid (m-tolyl-ogäthyl-amino) ethyl ester is now prepared (prepared by heating 19.5 parts of diogyethylamino-3-methylbenzene and 21 parts of chlorosulfoessxg acid in; solvent naphtha to 110) in 200 parts of water. This solution is mixed with the suspension of the diazo compound and the dye formation is completed by adding about 200 parts of sodium acetate.

    The dye is filtered off, if necessary after the addition of sodium chloride, and washed neutral. The dye is then mixed in about 200 parts of water and converted into the ammonium salt with the necessary amount of ammonia, salted out, filtered off, washed with salt solution and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadhzrch gekennzeichnet, dass man die Diazoverbindung des 4-Methogy-3,5- dinitroaminobenzäls mit dem Chlor-sulfo- essigsäure-(m-tolyl-ogäthyl-amino)-äthylestnr vereinigt. PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that the diazo compound of 4-methogy-3,5-dinitroaminobenzäls is combined with chlorosulfoacetic acid (m-tolyl-ogäthyl-amino) -ethyl ester. Der so erhaltene Farbstoff bildet in trockenem Zustande ein braunrotes Pulver, das sich in heissem Wasser mit orangeroter Farbe löst und das Acetatkunstseide aus wässeriger Lösung in echten orangen Tönen färbt. The dye thus obtained forms a brown-red powder when dry, which dissolves in hot water with an orange-red color and dyes the acetate artificial silk from an aqueous solution in real orange tones.
CH238626D 1942-08-10 1942-08-10 Process for the production of a new azo dye. CH238626A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH236997T 1942-08-10
CH238626T 1942-08-10

Publications (1)

Publication Number Publication Date
CH238626A true CH238626A (en) 1945-07-31

Family

ID=25728217

Family Applications (1)

Application Number Title Priority Date Filing Date
CH238626D CH238626A (en) 1942-08-10 1942-08-10 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH238626A (en)

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