CH321747A - Process for the preparation of a monoazo dye - Google Patents

Process for the preparation of a monoazo dye

Info

Publication number
CH321747A
CH321747A CH321747DA CH321747A CH 321747 A CH321747 A CH 321747A CH 321747D A CH321747D A CH 321747DA CH 321747 A CH321747 A CH 321747A
Authority
CH
Switzerland
Prior art keywords
preparation
monoazo dye
dye
parts
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Paul Dr Rhyner
Rudolf Dr Rueegg
Robert Dr Wittwer
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 CH321747A publication Critical patent/CH321747A/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     Monoazofarbstoffes       Es wurde gefunden, dass man zu einem  neuen,     wertvollen        Monoazofarbstoff    gelangt,       wein    man eine     Diazoverbindung    aus     2-Chlor-          1        -aiünolienzol-4-methylsulfon    mit     1-Di-(/)'-          o        xv.i        th        #1)        -amino    - 3 -     methy        I        -;

          6,-        methoxybenzol.     



       vereinigt.     



  Der neue     Fa.rlxstoff    stellt. ein     wehrote     Pulver dar, welches     Aeet.atseide        und    Nylon  in roten Tönen von hoher     Liehteehtheit    färbt.  



  Die     Diazotierung        -des    erwähnten     Amino-          lienzolnietlivlsulfons    kann     naeli    an sich be  kannten     Methoden,    z. B. mit Hilfe von Mine  ralsäure,     insbesondere        Salzsäure    und     Na.trium-          nitrit    erfolgen.  



  Die     Kupplung    kann ebenfalls     naeh    an sieh       bekannter    Weise, z. B. in neutralem bis sau  rem Mittel,     ;,egebenenfalls    in     Gegenwart    von       Natriuniaeetat    oder ähnlichen, die     Kupplun,@,s-          geschwindigkeit        beeinflussenden    Puffersub  stanzen vorgenommen werden.  



       Naeh        erfolgter    Kupplungsreaktion     können     die gebildeten Farbstoffe leicht., z. B.     durch     Filtration, abgetrennt werden.         Beispiel     <B><U>90,5</U></B> Teile     2-Chlor-l-aminoben7,ol-4-methyl-          sulfon    werden     portionenweise    in 60 Teile kon-    zentrierte Schwefelsäure, in welcher 6,9 Teile       Natriumnitrit    gelöst wurden, eingetragen.  Durch Ausgiessen auf 400 Teile Eis     entsteht     eine klare, goldgelbe Lösung.

   Man     lä.sst    die       Diazolösung        langsam    zu 22,5 Teilen     1-Di-          (1S-oxyäthyl)        -amino-3-methyl-6-methoxybenzo,l,     welches in 40 Teilen     2n-Salzsäure    gelöst     ist,     fliessen. Es entsteht eine dunkelrote Lösung,  aus welcher der Farbstoff     d'ureh    Neutralisie  ren mit     gesättigter        Natrhunacetatlösung    aus  fällt. Er wird     abgenutseht    und     getrocknet.  



  Process for the preparation of a monoazo dye It has been found that a new, valuable monoazo dye is obtained if a diazo compound is obtained from 2-chloro-1-aiünolienzol-4-methylsulfone with 1-di - (/) '- o xv.i th # 1) -amino - 3 - methy I -;

          6, - methoxybenzene.



       united.



  The new company Rlxstoff represents. a defense-red powder which dyes Aeet.atseil and nylon in red tones of high lightness.



  The diazotization -des mentioned Amino- lienzolnietlivlsulfons can naeli methods known per se, eg. B. with the help of mineral acid, especially hydrochloric acid and Na.trium- nitrite.



  The coupling can also be seen in a known manner, for. B. in neutral to acidic agents,;, possibly in the presence of sodium acetate or similar, the coupling, @, s- speed influencing buffer substances are made.



       After the coupling reaction has taken place, the dyes formed can easily. B. by filtration, are separated. Example <B><U>90.5</U> </B> Parts of 2-chloro-1-aminoben7, ol-4-methylsulfone are converted in portions into 60 parts of concentrated sulfuric acid, in which 6.9 parts Sodium nitrite were dissolved, entered. Pouring onto 400 parts of ice produces a clear, golden-yellow solution.

   The diazo solution is slowly added to 22.5 parts of 1-di- (1S-oxyethyl) -amino-3-methyl-6-methoxybenzo, which is dissolved in 40 parts of 2N hydrochloric acid. A dark red solution is formed, from which the dye d'ureh Neutralisie ren falls out with saturated sodium acetate solution. It is sutured and dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines -i#lono- azofarbstoffes, dadurch gekennzeichnet, dass man eine. Diazoverbindung aus 2-Chlor-l- a_ininobenzol-4-methylsulfon mit. 1-Di-(l-oxy- äthyl)-amino-3-meth,#=1-6-methoxybenzol ver einigt. Der neue Farbstoff stellt ein weinrotes Pulver dar, welches Acetatseide und Nylon in roten Tönen von hoher Lichtechtheit färbt. PATENT CLAIM Process for the production of a -i # iono azo dye, characterized in that one. Diazo compound from 2-chloro-l-a_ininobenzol-4-methylsulfone with. 1-Di- (l-oxy-ethyl) -amino-3-meth, # = 1-6-methoxybenzene united. The new dye is a wine-red powder which dyes acetate silk and nylon in red shades of high lightfastness. UNTERANSPRUCH Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass die Kupplung in schwach saurem Mittel vorgenommen wird. SUBSTANTIAL CLAIM Method according to claim, characterized in that the coupling is carried out in a weakly acidic medium.
CH321747D 1952-11-27 1952-11-27 Process for the preparation of a monoazo dye CH321747A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH321747T 1952-11-27
CH314327T 1956-06-15

Publications (1)

Publication Number Publication Date
CH321747A true CH321747A (en) 1957-05-15

Family

ID=25736012

Family Applications (1)

Application Number Title Priority Date Filing Date
CH321747D CH321747A (en) 1952-11-27 1952-11-27 Process for the preparation of a monoazo dye

Country Status (1)

Country Link
CH (1) CH321747A (en)

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