CH175032A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

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Publication number
CH175032A
CH175032A CH175032DA CH175032A CH 175032 A CH175032 A CH 175032A CH 175032D A CH175032D A CH 175032DA CH 175032 A CH175032 A CH 175032A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
dye
aminobenzene
nitro
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH175032A publication Critical patent/CH175032A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Azofarbstofies.       Neue,     unsulfierte        Azofarbstoffe,    die mit  Vorteil für das Färben von     Zelluloseestern,     besonders     Acetatseide,    geeignet sind, werden  erhalten, indem man     Diazoverbindungen    von  Aminen der allgemeinen Formel  
EMI0001.0007     
    bei der X     =Wasserstoff,    eine Nitrogruppe  oder Halogen und Y =     H    oder Halogen sein  kann, mit kupplungsfähigen     Benzolderivaten     der allgemeinen Formel  
EMI0001.0011     
    kuppelt.

   Hierbei kann R eine     Alkyl-    oder       Ogyäthylgruppe,    R' eine ss-y-Dioxypropyl-    oder     y--#iZethoxy-ss-oxypropylgruppe    und im  letzteren Fall R auch Wasserstoff sein.  



  Die neuen Farbstoffe besitzen gleich  denen der deutschen Patentschrift Nr. 479343,  der     schweiz.        Patentschriften    Nr. 117357 und  Nr. 168144 gute     Weissätzbarkeit,    Lichtecht  heit usw., zeichnen sich vor ihnen aber viel  fach durch erhöhte Klarheit der mit ihnen  erzielbaren Färbungen, sowie .durch erhöhte       Suspensionsfähigkeit    und gutes Ziehvermögen  aus.    Ihre Anwendung erfolgt gleichfalls in  wässeriger Suspension mit oder ohne Zusatz  eines Kolloides oder     Lösungsmittels.     



  Gemäss dem den Gegenstand dieses Pa  tentes bildenden Verfahren erhält man einen  Farbstoff dieser Reihe, wenn man     4-Nitro-          1-aminobenzol        diazotiert    und die     Diazover-          bindung    mit     3-Chlor-1-(oxyäthyl-ss.        y-dioxy-          propyl)-aminobenzol    kuppelt.

        <I>Beispiel:</I>  Man lässt eine in üblicher Weise aus- 13,8  Teilen     4-Nitro-l-aminoberizol    bereitete     Diazo-          lösung    in eine kalte Lösung von ?4,6 Teilen       3-Chlor-1-(oxyäthyl-ss-y-dioxypropyl)        -amino-          benzol    in 18 Teilen Salzsäure 23       Be    und  600 Teilen Wasser einfliessen. Hierauf wird  zur Beendigung der Kupplung mit Natrium  acetat abgestumpft. Der erhaltene Farbstoff  gibt auf     Acetatseide    ein feuriges,     belb-          stichiges    Rot von guten Echtheitseigenschaf  ten.



  Process for the preparation of an azo dye. New, unsulfated azo dyes which are advantageously suitable for dyeing cellulose esters, especially acetate silk, are obtained by adding diazo compounds of amines of the general formula
EMI0001.0007
    in which X = hydrogen, a nitro group or halogen and Y = H or halogen can be, with couplable benzene derivatives of the general formula
EMI0001.0011
    clutch.

   Here R can be an alkyl or ogyethyl group, R 'can be a ss-y-dioxypropyl or y - # iZethoxy-ss-oxypropyl group and in the latter case R can also be hydrogen.



  The new dyes have the same properties as those of German Patent No. 479343, Switzerland. Patent specifications no. 117357 and no. 168144 good white etchability, light fastness, etc., but are often distinguished from them by increased clarity of the colorations that can be achieved with them, as well as by increased suspension capacity and good drawability. They are also used in aqueous suspension with or without the addition of a colloid or solvent.



  According to the process forming the subject of this patent, a dye of this series is obtained if 4-nitro-1-aminobenzene is diazotized and the diazo compound is treated with 3-chloro-1- (oxyethyl-ss. Y-dioxy-propyl) - aminobenzene couples.

        <I> Example: </I> A diazo solution prepared in the usual way from 13.8 parts of 4-nitro-1-aminoberizole is left in a cold solution of 4.6 parts of 3-chloro-1- (oxyethyl -ss-y-dioxypropyl) -amino-benzene in 18 parts of hydrochloric acid 23 Be and 600 parts of water. This is truncated with sodium acetate to terminate the coupling. The dye obtained gives a fiery, pale red with good fastness properties on acetate silk.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man -1-Nitro-l-aminobenzol diazotiert und die Di- azoverbinduug mit 3-Chlor-1-(oxyäthyl-ss . y dioxypropyl)-aminobenzol kuppelt. Der so erhaltene Farbstoff färbt Acetatseide in einem feurig gelbstichigen Rot an. PATENT CLAIM: Process for the preparation of an azo dye, characterized in that -1-nitro-1-aminobenzene is diazotized and the di-azo compound is coupled with 3-chloro-1- (oxyethyl-ss. Y dioxypropyl) -aminobenzene. The dye obtained in this way stains acetate silk in a fiery yellowish red.
CH175032D 1933-04-15 1934-02-07 Process for the preparation of an azo dye. CH175032A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE175032X 1933-04-15

Publications (1)

Publication Number Publication Date
CH175032A true CH175032A (en) 1935-02-15

Family

ID=5691760

Family Applications (1)

Application Number Title Priority Date Filing Date
CH175032D CH175032A (en) 1933-04-15 1934-02-07 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH175032A (en)

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