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CH238625A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH238625A
CH238625A CH238625DA CH238625A CH 238625 A CH238625 A CH 238625A CH 238625D A CH238625D A CH 238625DA CH 238625 A CH238625 A CH 238625A
Authority
CH
Switzerland
Prior art keywords
production
parts
azo dye
dye
new azo
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 CH238625A publication Critical patent/CH238625A/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
    • C09B29/0805—Amino benzenes free of acid groups
    • C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
    • C09B29/0813—Amino 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)

Landscapes

  • 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 2 -     Methogy    - 3,5 -     dinitroamino-          benzols    mit dem     Chlor-sulfo-essigsäure-(phe-          nyl-methyl-amino)-äthylester    vereinigt.

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



  <I>Beispiel:</I>  21,3 Teile     2-Methogy-3,5-dinitroamino-          benzol    werden in 200 Teilen 85     %iger    Essig  sIure durch     Erwärmen    gelöst. Man kühlt       diese    Lösung von     aussen,    durch eine Mischung  von Eis und     Natriumohlorid    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 30,75    Teilen des     Chlor-sulfo-essigsäure-(phenyl-          methyl-amino)-äthylesters    (dargestellt durch  Erhitzen von 15,1 Teilen     Methyl-ogäthyl-          aminobenzol        und    26,2 Teilen     Chlorsulfoessig-          säure        in        Solventnaphtha    auf     HO')

      in 200 Tei  len     Wasser.    Diese     Lösung    versetzt man mit  der Suspension der     Diazoverbindung    und  führt die     F'arbstoffbildung    durch Zugabe von  etwa 200 Teilen     Natriumacetat    zu Ende.  Man     filtriert    den Farbstoff     gegebenenfalls     nach Zusatz von     Natriumolilorid    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,        ausgessalzen,        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 2 - methogy - 3,5 - dinitroaminobenzene is combined with the chloro-sulfo-acetic acid (phenyl-methyl-amino) ethyl ester .

      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 aqueous solution in real orange tones.



  <I> Example: </I> 21.3 parts of 2-methogy-3,5-dinitroaminobenzene 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 this cold suspension is mixed with 20 parts of 30% strength hydrochloric acid while stirring and then with a solution of 7 parts of sodium nitrite in about 25 parts of water.

    



  A solution of 30.75 parts of chlorosulfo-acetic acid (phenylmethyl-amino) ethyl ester is now prepared (prepared by heating 15.1 parts of methyl-ogäthylaminobenzene and 26.2 parts of chlorosulfoacetic acid in solvent naphtha on HO ')

      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, optionally after adding sodium oliloride, 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, dadurch gekennzeichnet, dass man die Diazoverbindung des 2-Methogy-3,5- dinitroaminobenzols mit dem Chlor-sulfo- essigsäure-(phenyl-methyl-amino)-äthylester vereinigt. Claim: Process for the production of a new azo dye, characterized in that the diazo compound of 2-methogy-3,5-dinitroaminobenzene is combined with the chlorosulfoacetic acid (phenyl-methyl-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 aqueous solution in real orange tones.
CH238625D 1942-08-10 1942-08-10 Process for the production of a new azo dye. CH238625A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH238625T 1942-08-10
CH236997T 1942-08-10

Publications (1)

Publication Number Publication Date
CH238625A true CH238625A (en) 1945-07-31

Family

ID=25728216

Family Applications (1)

Application Number Title Priority Date Filing Date
CH238625D CH238625A (en) 1942-08-10 1942-08-10 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH238625A (en)

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