CH230193A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH230193A
CH230193A CH230193DA CH230193A CH 230193 A CH230193 A CH 230193A CH 230193D A CH230193D A CH 230193DA CH 230193 A CH230193 A CH 230193A
Authority
CH
Switzerland
Prior art keywords
sep
azo dye
preparation
man
dye
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 CH230193A publication Critical patent/CH230193A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • 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)
  • Compositions Of Macromolecular Compounds (AREA)

Description

  

  verfahren zur Herstellung     eines        Azofarbstoffes.     
EMI0001.0003     
  
    Es <SEP> wurde <SEP> gefunden, <SEP> dass <SEP> man <SEP> einen
<tb>  neuen, <SEP> wertvollen <SEP> Azofarbstoff <SEP> erhält, <SEP> wenn
<tb>  man <SEP> diazotiertes <SEP> 4-Nitro-2-ch1or-l-am@ino  henzol <SEP> mit <SEP> ss-N- <SEP> Äthyl-N <SEP> -3-methylphenyl  aminopropionsäure-ss'-oxy-ä.thylest.er <SEP> entspre  chend <SEP> der <SEP> Formel:

       
EMI0001.0004     
  
EMI0001.0005     
  
    Der <SEP> neue <SEP> Azofarbstoff <SEP> eignet <SEP> sich <SEP> beson  ders, <SEP> zum <SEP> Färben <SEP> von <SEP> Celluloseestern <SEP> und
<tb>  -äthe,rn, <SEP> wobei <SEP> man <SEP> klare <SEP> rubinrote <SEP> Töne <SEP> von
<tb>  ausgezeichneter <SEP> Lichtechtheit <SEP> erhält.

   <SEP> Der
<tb>  Farbsrtoff <SEP> lässt <SEP> sich <SEP> mit <SEP> Hilfe <SEP> geeigneter
<tb>  Dispiergiermitted <SEP> so <SEP> fein <SEP> in <SEP> ZVasser <SEP> verteilen,
<tb>  dass <SEP> man <SEP> kolloiidarle <SEP> Lösungen <SEP> erhält, <SEP> die <SEP> sich
<tb>  nicht <SEP> von <SEP> echten <SEP> Lösungen <SEP> unterscheiden.
<tb>  Solehe <SEP> Lösungen <SEP> besitzen <SEP> ein <SEP> vorzügliches
<tb>  Durehfärbevermö,gen <SEP> für <SEP> dichtgeschla.g@enes            Acetatseidengeweibe    und stark     gezwirntes          Acetatseidengarn.     



  <I>Beispiel:</I>  Die     Diazoverbindung        aus    172,5     Teilen          l.-Amino-2-chilor-4-nitrobenzol        wird    bei 0 bis  5  C     langsam    in die mit     Wasser    auf etwa  5000 Teile     verdünnte        Lösung    von 264 Teilen       ss-N-Äthyl-N-3-methyl-phenylaminopropioon-          säure-ss'-oxyäthylester        in    110 Teilen     35%iger          Salzsäure    eingegossen.

   Die     guppilung        ist          nach    einigen     Stunden    beendet. Man versetzt  mit so     viel        Natriumacetat    oder     verdünnter     Natronlauge, dass     das        pH    der     Lösung    5 be  trägt,     saugt    ab, wäscht gut     aus:,        trocknet    bei  50  C und     vermahlt    mit der gleichen Menge       .eines        Dispengiermifelss.     



  Der     Farbstoff        bildet    ein schwarzes Pulver  und     liefert    aus Glaubersalz oder     Chlor-          ammonium        enthaltenden        wässrigen    Bädern       kräftigre    rubinrote     Färbungen    auf     Aoetat-          seide,    die :gut     durchgefärbt    und     lichtecht          sind.    '



  process for the production of an azo dye.
EMI0001.0003
  
    <SEP> was found <SEP>, <SEP> that <SEP> man <SEP> one
<tb> receives new, <SEP> valuable <SEP> azo dye <SEP>, <SEP> if
<tb> man <SEP> diazotized <SEP> 4-nitro-2-chloro-l-am @ ino henzol <SEP> with <SEP> ss-N- <SEP> ethyl-N <SEP> -3-methylphenyl aminopropionic acid -ss'-oxy-ä.thylest.er <SEP> according to <SEP> the <SEP> formula:

       
EMI0001.0004
  
EMI0001.0005
  
    The <SEP> new <SEP> azo dye <SEP> is <SEP> particularly suitable for <SEP>, <SEP> for <SEP> coloring <SEP> of <SEP> cellulose esters <SEP> and
<tb> -äthe, rn, <SEP> where <SEP> man <SEP> clear <SEP> ruby red <SEP> tones <SEP> of
<tb> excellent <SEP> light fastness <SEP> obtained.

   <SEP> The
<tb> Color <SEP> can be <SEP> more suitable <SEP> with <SEP> help <SEP>
<tb> Dispensing medium <SEP> so <SEP> fine <SEP> in <SEP> ZVasser <SEP> distribute,
<tb> that <SEP> one receives <SEP> colloidal <SEP> solutions <SEP>, <SEP> the <SEP> itself
<tb> does not distinguish <SEP> from <SEP> real <SEP> solutions <SEP>.
<tb> Solehe <SEP> solutions <SEP> have <SEP> an <SEP> excellent
<tb> Durehfärbebarkeit, gen <SEP> for <SEP> Dichtgeschla.g@enes Acetatseidengeweibe and strongly twisted acetate silk yarn.



  <I> Example: </I> The diazo compound from 172.5 parts of l.-amino-2-chloro-4-nitrobenzene is slowly added to the solution of 264 parts diluted with water to about 5000 parts at 0 to 5 C N-ethyl-N-3-methyl-phenylaminopropioonic acid-ss'-oxyethyl ester poured into 110 parts of 35% hydrochloric acid.

   The formation is over after a few hours. Sodium acetate or dilute sodium hydroxide solution is added so that the pH of the solution is 5, suctioned off, washed well, dried at 50 ° C. and ground with the same amount of a dispersant.



  The dyestuff forms a black powder and, from aqueous baths containing Glauber's salt or chlorammonium, produces strong ruby-red colorations on acetate silk, which: are well dyed and lightfast. '

Claims (1)

EMI0002.0001 PATENTANSPRUCH <tb> Verfahren <SEP> zur <SEP> @erste.llunb <SEP> eines <SEP> Azo farbstoffes, <SEP> daduroh <SEP> gekennzeichnet, <SEP> dass <SEP> man <tb> diazo,tiertes <SEP> 4 <SEP> - <SEP> I\Titro <SEP> - <SEP> 3 <SEP> - <SEP> oh <SEP> lo,r-1-aminobenzol <tb> mit <SEP> ss-N- <SEP> .2#thyl-N-ä-methylphenylaminopro pionsäure-ss'-oxyäthz=le3ter <SEP> kuppelt. EMI0002.0002 Der <SEP> neue <SEP> Farbstoff <SEP> färbt <SEP> Cel@lulosees.ter <tb> und <SEP> -zither <SEP> aus <SEP> -ä <SEP> ssri"#en <SEP> i <SEP> Bad <SEP> in <SEP> rubinroten <tb> Tönen. EMI0002.0001 PATENT CLAIM <tb> Method <SEP> for <SEP> @ first.llunb <SEP> of a <SEP> azo dye, <SEP> daduroh <SEP> marked, <SEP> that <SEP> man <tb> diazo, tated <SEP> 4 <SEP> - <SEP> I \ Titro <SEP> - <SEP> 3 <SEP> - <SEP> oh <SEP> lo, r-1-aminobenzene <tb> with <SEP> ss-N- <SEP> .2 # thyl-N-ä-methylphenylaminopropionic acid-ss'-oxyäthz = le3ter <SEP> couples. EMI0002.0002 The <SEP> new <SEP> dye <SEP> colors <SEP> Cel@lulosees.ter <tb> and <SEP> -zither <SEP> from <SEP> -ä <SEP> ssri "#en <SEP> i <SEP> Bad <SEP> in <SEP> ruby red <tb> tones.
CH230193D 1940-11-25 1940-11-25 Process for the preparation of an azo dye. CH230193A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230193T 1940-11-25
CH212647T 1940-11-25

Publications (1)

Publication Number Publication Date
CH230193A true CH230193A (en) 1943-12-15

Family

ID=25725295

Family Applications (1)

Application Number Title Priority Date Filing Date
CH230193D CH230193A (en) 1940-11-25 1940-11-25 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH230193A (en)

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