CH374784A - Process for the production of a red wool dye - Google Patents

Process for the production of a red wool dye

Info

Publication number
CH374784A
CH374784A CH7617059A CH7617059A CH374784A CH 374784 A CH374784 A CH 374784A CH 7617059 A CH7617059 A CH 7617059A CH 7617059 A CH7617059 A CH 7617059A CH 374784 A CH374784 A CH 374784A
Authority
CH
Switzerland
Prior art keywords
parts
production
red
dye
wool dye
Prior art date
Application number
CH7617059A
Other languages
German (de)
Inventor
Franz Dr Frisch
Original Assignee
Sandoz Ag
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 Sandoz Ag filed Critical Sandoz Ag
Priority to CH7617059A priority Critical patent/CH374784A/en
Priority to CH739760A priority patent/CH410232A/en
Priority to GB24591/60A priority patent/GB953544A/en
Priority to DE1644340A priority patent/DE1644340C3/en
Priority to DES69501A priority patent/DE1225323B/en
Priority to US326354A priority patent/US3272586A/en
Publication of CH374784A publication Critical patent/CH374784A/en
Priority to US509441A priority patent/US3284436A/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
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films

Landscapes

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

Description

  

      Verfahren        zur        Herstellung        eines    roten     Wollfarbstoffes            Gegenstand    der vorliegenden Erfindung ist ein       Verfahren        zurr        Herstellung    des.

   roten     Wollfarbstoffes     der     Formel     
EMI0001.0012     
    Das Verfahren besteht     darin,    dass man 1     Mol     der     Diazoverbindung    aus     1-Amino-4-chlor-benzol-          3-su-Ifonsäure-N-äthyl-N-ph,enylamid        mit    1     Mol    2  Amino-8-hydroxy     naphthalin-6-sudfonsäure    in     1-Stel-          lung    kuppelt.  



  Der neue Farbstoff färbt tierische     Fasern,    wie  Wolle, und Seide, sowie synthetische     Polyamidfasern     und Leder in lebhaften blaustichigen     Rottönlen.    Die       Färbungen    sind' egal,     licht-        und,        schweissecht.     



  Im     nachfolgenden    Beispiel bedeuten die     Teile          Gewichtsteile,        und    die Temperaturen     sind    in     Celsius-          graden    angegeben..  



  <I>Beispiel</I>  26,4 Teile fein     gemahlenes        1-Anüno-4-cWo,r-          benzol-3-sulfons.äure-N-äthyl-N-ph-enylamid        werden        in          ein    Gemisch aus 50     Teilen        konzentrierter        Salzsäure,

         100     Teilen    Wasser und 150 Teilen     Eiseingerührt     und durch langsames     Zulaufenlassen    einer     Lösung     von 7 Teilen     Natriumnitrit    in 30 Teilen Wasser     di-          azotiert.    Hierauf zerstört man die überschüssige sal  petrige     Säure    mit 0,2     Teil        Aminosulfonsäure    und!  filtriert die     Diazolösung.    Das.     Filtrat    gibt man in eine  gut     gerührte    Lösung von.

   22     Teilen        2-Amino-8-          hydroxy-naphth-alin-6-su@lfonsäuxe    in 500     Teilen    Was  ser und 8     Teilen        konzentrierter        Natranllauge.    Nach  3 Stunden ist die     Kupplung    bei 10-25  beendet.

   Man  erhitzt die Masse auf     75 ,    salzt den. gebildeten     Mono-          azofarbstoff    aus und lässt das Ganze über Nacht       kaltrühren.    Anderntags wird der Niederschlag ab  gesaugt,     mit        verdünnter        Kochsalzlösung    gewaschen  und     im    Vakuum bei 80-100  getrocknet.  



  Der neue     rote        Wollfarbstoff    ist ein     dunkelrotes     Pulver, das     sich    in Wasser mit     blaustichig    roter  Farbe löst und Wolle in     lebhaften,        egalen,    blau  stichig roten Tönen von .guter Licht-     und    Schweiss  echtheit     färbt.  



      Process for the preparation of a red wool dye The present invention relates to a process for the preparation of the.

   red wool dye of the formula
EMI0001.0012
    The process consists in that 1 mole of the diazo compound from 1-amino-4-chloro-benzene-3-su-ifonic acid-N-ethyl-N-ph, enylamide with 1 mole of 2-amino-8-hydroxy-naphthalene-6- Sudfonic acid in the 1 position couples.



  The new dye dyes animal fibers such as wool and silk, as well as synthetic polyamide fibers and leather in vivid blue tones of red. The colors do not matter, light and sweat-proof.



  In the following example, the parts are parts by weight and the temperatures are given in degrees Celsius.



  <I> Example </I> 26.4 parts of finely ground 1-Anüno-4-cWo, r-benzene-3-sulfonic acid-N-ethyl-N-ph-enylamide are added to a mixture of 50 parts of concentrated hydrochloric acid ,

         100 parts of water and 150 parts of ice are stirred in and diacotized by slowly running in a solution of 7 parts of sodium nitrite in 30 parts of water. Then destroy the excess saline acid with 0.2 part aminosulfonic acid and! filters the diazo solution. The. The filtrate is poured into a well-stirred solution of.

   22 parts of 2-amino-8-hydroxy-naphth-alin-6-su @ lfonsäuxe in 500 parts of water and 8 parts of concentrated sodium hydroxide. After 3 hours, the coupling is complete at 10-25.

   The mass is heated to 75, the salt. The monoazo dye formed and let the whole thing stir cold overnight. The next day the precipitate is sucked off, washed with dilute sodium chloride solution and dried in vacuo at 80-100.



  The new red wool dye is a dark red powder that dissolves in water with a bluish red color and dyes wool in lively, level, blue-tinged red tones with good lightfastness and sweatfastness.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines roten Wollfarb- stoffes, dadurch gekennzeichnet, PATENT CLAIM Process for the production of a red wool dye, characterized in that dass man 1 Mol der Diazoverbindung aus 1-Amino-4-chlos benZal-3-sul- fonsäure-N-äthyl-N-phenylamid mit 1 Mol 2- Amino-8-hydroxy-naphthalin-6-su-Ifonsäure in 1-Stel- lung kuppelt. that 1 mol of the diazo compound from 1-amino-4-chloro-benzal-3-sulphonic acid-N-ethyl-N-phenylamide with 1 mol of 2- amino-8-hydroxynaphthalene-6-su-ifonic acid in 1- Position couples.
CH7617059A 1959-07-24 1959-07-24 Process for the production of a red wool dye CH374784A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
CH7617059A CH374784A (en) 1959-07-24 1959-07-24 Process for the production of a red wool dye
CH739760A CH410232A (en) 1959-07-24 1960-06-30 Process for the production of azo dyes
GB24591/60A GB953544A (en) 1959-07-24 1960-07-14 Improvements in or relating to monoazo dyestuff mixtures of the benzene-azo-naphthalene series
DE1644340A DE1644340C3 (en) 1959-07-24 1960-07-20 Monoazo dyes and a process for their preparation. Elimination from: 1225323
DES69501A DE1225323B (en) 1959-07-24 1960-07-20 Process for the preparation of azo dye mixtures
US326354A US3272586A (en) 1959-07-24 1963-11-27 Mixtures of phenyl sulfonamido-halobenzene azo amino-naphthol sulfonic acids
US509441A US3284436A (en) 1959-07-24 1965-11-23 Monoazo dyestuffs containing an amino-naphthol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH7617059A CH374784A (en) 1959-07-24 1959-07-24 Process for the production of a red wool dye

Publications (1)

Publication Number Publication Date
CH374784A true CH374784A (en) 1964-01-31

Family

ID=4534737

Family Applications (1)

Application Number Title Priority Date Filing Date
CH7617059A CH374784A (en) 1959-07-24 1959-07-24 Process for the production of a red wool dye

Country Status (1)

Country Link
CH (1) CH374784A (en)

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