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CH254806A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH254806A
CH254806A CH254806DA CH254806A CH 254806 A CH254806 A CH 254806A CH 254806D A CH254806D A CH 254806DA CH 254806 A CH254806 A CH 254806A
Authority
CH
Switzerland
Prior art keywords
sep
parts
amino
dye
preparation
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 CH254806A publication Critical patent/CH254806A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.     
EMI0001.0002     
  
    Es <SEP> wurde <SEP> gefunden, <SEP> dass <SEP> man <SEP> zu <SEP> einem
<tb>  wertvollen <SEP> Azofa.rbstoff <SEP> gelangt, <SEP> wenn <SEP> man
<tb>  diazoti <SEP> ertc: <SEP> 4'-1Vlet:hyl <SEP> - <SEP> 2'- <SEP> amino-1, <SEP> l'-diphenyl  #n@fon--l-sn@fonsäaare <SEP> mit. <SEP> ?-Amino-6-metlioxy  napht:lialin <SEP> vereinigt.
<tb>  



  Der <SEP> neue <SEP> Farbstoff <SEP> bildet <SEP> in <SEP> trockenem
<tb>  Zutand <SEP> ein <SEP> dunkles <SEP> Pulver, <SEP> das <SEP> sich <SEP> in <SEP> Was  <B>-;</B>er <SEP> finit: <SEP> roter <SEP> Fa.rhe <SEP> löst <SEP> und <SEP> Wolle <SEP> aus <SEP> essig  sa <SEP> ui-em <SEP> Bade <SEP> in <SEP> reinen. <SEP> blaustichig <SEP> roten
<tb>  Tönen <SEP> färbt.
<tb>  



  hie <SEP> Dia.zotierttng <SEP> der <SEP> 4'-#.letliyl-2-amino  1,1'-diphenylsulfon-4-sulfonsäure <SEP> kann <SEP> in
<tb>  üblicher, <SEP> an <SEP> sich <SEP> bekannter <SEP> Weise, <SEP> z. <SEP> B. <SEP> mit
<tb>  Hilfe <SEP> von <SEP> Salzsäure <SEP> und <SEP> Natriumnitrit. <SEP> durch  geführt <SEP> werden. <SEP> Die <SEP> Kupplung <SEP> erfolgt. <SEP> zweck  mässig <SEP> in <SEP> saurem, <SEP> wässrigem <SEP> Medium, <SEP> wobei
<tb>  zur <SEP> Beschleunigung <SEP> der <SEP> Farbstoffbildung <SEP> die
<tb>  iibei#;chüssige <SEP> itlineralääure, <SEP> z. <SEP> B. <SEP> mit <SEP> Na:

  
<tb>  @ritiniacetat, <SEP> abgestumpft <SEP> undloder <SEP> dem <SEP> Kupp  lungsgemisch <SEP> geeignete, <SEP> die <SEP> Kupplungsreak  tion <SEP> befördernde <SEP> Zusätze <SEP> wie <SEP> Methyl- <SEP> oder
<tb>  -#,tlrylalkoliäl <SEP> oder <SEP> Pyridin <SEP> beigefügt <SEP> werden
<tb>  können.
<tb>  



  <I>Beispiel:</I>
<tb>  3?, <SEP> 7 <SEP> Teile <SEP> 4'-1llethyl-2-ainino-1,1'-diphenyl  5tulfori-4-Stilfonsäure <SEP> werden <SEP> in <SEP> 500 <SEP> Teilen       Wasser und 30 Teilen Salzsäure von 30  Gehalt mit einer Lösung von 7 Teilen Na  triumnitrit in 25 Teilen Wasser     diazotiert.          Unter    Eiskühlung und gutem Rühren wird  nun eine Lösung, bestehend aus 1.7,3 Teilen     2-          :A.mino-6-methoxynaphthalin,    200 Teilen Was  ser, 25 Teilen Salzsäure von<B>30%</B> Gehalt und       \?00    Teilen     Äthylalkohol,    hinzugegeben.

   Zur       Beschleunigung    der     Farbstoffbildung        kann     die freie     Mineralsäure        mit        Natriumacetat    ab  gestumpft werden.  



  Nach beendeter Kupplung wird mit     Na-          triumcarbonat    neutralisiert, der Farbstoff aus  gesalzen,     abfiltriert    und getrocknet.



  Process for the preparation of a monoazo dye.
EMI0001.0002
  
    <SEP> was found <SEP>, <SEP> that <SEP> man <SEP> to <SEP> one
<tb> valuable <SEP> azo dye <SEP> gets, <SEP> if <SEP> one
<tb> diazoti <SEP> ertc: <SEP> 4'-1Vlet: hyl <SEP> - <SEP> 2'- <SEP> amino-1, <SEP> l'-diphenyl # n @ fon - l- sn @ fonsäaare <SEP> with. <SEP>? -Amino-6-metlioxy napht: lialin <SEP> combined.
<tb>



  The <SEP> new <SEP> dye <SEP> forms <SEP> in <SEP> dry
<tb> Condition <SEP> a <SEP> dark <SEP> powder, <SEP> that <SEP> is <SEP> in <SEP> What <B> -; </B> he <SEP> finite: <SEP > red <SEP> company rhe <SEP> dissolves <SEP> and <SEP> wool <SEP> from <SEP> vinegar sa <SEP> ui-em <SEP> bath <SEP> in <SEP> pure. <SEP> bluish <SEP> red
<tb> tones <SEP> colors.
<tb>



  hie <SEP> Dia.zotierttng <SEP> der <SEP> 4 '- #. letliyl-2-amino 1,1'-diphenylsulfone-4-sulfonic acid <SEP> can <SEP> in
<tb> usual, <SEP> <SEP> known <SEP> way, <SEP> e.g. <SEP> B. <SEP> with
<tb> Help <SEP> from <SEP> hydrochloric acid <SEP> and <SEP> sodium nitrite. <SEP> are carried out by <SEP>. <SEP> The <SEP> coupling <SEP> takes place. <SEP> appropriate <SEP> in <SEP> acidic, <SEP> aqueous <SEP> medium, <SEP> where
<tb> for <SEP> acceleration <SEP> of <SEP> dye formation <SEP> die
<tb> iibei #; chüssige <SEP> itlineralääure, <SEP> z. <SEP> B. <SEP> with <SEP> Na:

  
<tb> @ritiniacetat, <SEP> blunted <SEP> and / or <SEP> the <SEP> coupling mixture <SEP> suitable, <SEP> the <SEP> coupling reaction <SEP> promoting <SEP> additives <SEP> like < SEP> methyl- <SEP> or
<tb> - #, acrylic alcohols <SEP> or <SEP> pyridine <SEP> are added to <SEP>
<tb> can.
<tb>



  <I> Example: </I>
<tb> 3 ?, <SEP> 7 <SEP> parts of <SEP> 4'-1-methyl-2-ainino-1,1'-diphenyl-5tulfori-4-stilfonic acid <SEP> become <SEP> in <SEP> 500 < SEP> parts of water and 30 parts of hydrochloric acid of 30 content with a solution of 7 parts of sodium nitrite in 25 parts of water. While cooling with ice and stirring well, a solution consisting of 1.7.3 parts of 2-: A.mino-6-methoxynaphthalene, 200 parts of water, 25 parts of hydrochloric acid with a <B> 30% </B> content and \? 00 Parts of ethyl alcohol are added.

   To accelerate the dye formation, the free mineral acid can be blunted with sodium acetate.



  After coupling has ended, the mixture is neutralized with sodium carbonate, the dye is salted out, filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man diazotierte 4'-Methyl-2-amino=1,1'-diphenyl- sulfon-4-sulfonsäure mit 2-Amino-6-methoxy- naplitha.lin vereinigt. Der neue Farbstoff bildet: in trockenem Zustand ein dunkles Pulver, das sich in Was ser mit roter Farbe löst und Wolle aus essig saurem Bade in reinen, blaustichig roten Tönen färbt. PATENT CLAIM: A process for the production of an azo dye, characterized in that diazotized 4'-methyl-2-amino = 1,1'-diphenylsulfone-4-sulfonic acid is combined with 2-amino-6-methoxynaplitha.lin . The new dye forms: When dry, a dark powder that dissolves in water with a red color and dyes wool from an acidic bath in pure, bluish red tones.
CH254806D 1946-07-26 1946-07-26 Process for the preparation of a monoazo dye. CH254806A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH254806T 1946-07-26

Publications (1)

Publication Number Publication Date
CH254806A true CH254806A (en) 1948-05-31

Family

ID=4470764

Family Applications (1)

Application Number Title Priority Date Filing Date
CH254806D CH254806A (en) 1946-07-26 1946-07-26 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH254806A (en)

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