CH201287A - Process for the preparation of an acidic azo dye. - Google Patents

Process for the preparation of an acidic azo dye.

Info

Publication number
CH201287A
CH201287A CH201287DA CH201287A CH 201287 A CH201287 A CH 201287A CH 201287D A CH201287D A CH 201287DA CH 201287 A CH201287 A CH 201287A
Authority
CH
Switzerland
Prior art keywords
sep
good
acidic
azo dye
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH201287A publication Critical patent/CH201287A/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
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Description

  

  
EMI0001.0001     
  
    Verfahren <SEP> zur <SEP> Darstellung <SEP> eines <SEP> sauren <SEP> Azofarbstoffes.     
EMI0001.0002     
  
    Es <SEP> wurde <SEP> befunden, <SEP> :,:ss8 <SEP> man <SEP> wertvolle,
<tb>  saure <SEP> Azofarbstoffe, <SEP> die <SEP> insbesondere <SEP> für <SEP> die
<tb>  Wohl- <SEP> und <SEP> Seidenfärberei <SEP> geeignet <SEP> sind, <SEP> er  hält, <SEP> wenn. <SEP> ma-n <SEP> diazotissrte <SEP> Monoamino-,di  oder <SEP> -triphenyl-mono- <SEP> bezw. <SEP> -diäth.ersulfon  säuren <SEP> mit <SEP> chlorsubstituierten <SEP> Phenylmethyl  pyrazolonen <SEP> kuppelt.
<tb>  



  Es <SEP> entstehen <SEP> gelbe <SEP> Farbstoffe, <SEP> :deren
<tb>  oll- <SEP> und <SEP> Sooidenfärbungen <SEP> sich <SEP> durch
<tb>  reinen <SEP> Farbton, <SEP> ,sehr <SEP> gute <SEP> Lichtechtheit, <SEP> sehr
<tb>  gute <SEP> alkalisahe <SEP> und <SEP> :saure <SEP> Walkechiheit <SEP> und
<tb>  besonders <SEP> gute <SEP> Seewassenechtheit <SEP> auszeich  nen. <SEP> Die <SEP> Farbstoffe <SEP> weisen <SEP> ferner <SEP> noch <SEP> ein
<tb>  sehr <SEP> gutes <SEP> neutrales <SEP> Ziehvermögen <SEP> auf.
<tb>  



  Gegenstand,des <SEP> vorliegenden <SEP> Patentes <SEP> ist
<tb>  ein <SEP> Verfahren <SEP> zur <SEP> Darstellung <SEP> eines <SEP> sauren
<tb>  Azofarbs.toffes., <SEP> dadurch <SEP> gekennzeichnet, <SEP> daB
<tb>  man <SEP> diazotierte <SEP> 2'-Methyl-2-aminodiphenyl  äther-4-;sqüfo:nsäure <SEP> mit <SEP> 1-(3'-Chlorphenyl)  3-methyl-5-pyrazolon <SEP> kuppelt. <SEP> Der <SEP> so <SEP> erhal  tene <SEP> Farbstoff <SEP> beisitzt <SEP> sehr <SEP> gutes <SEP> neutrales
<tb>  Ziehvermögen <SEP> und <SEP> fämbt <SEP> Wolle <SEP> und <SEP> Seide <SEP> in     
EMI0001.0003     
  
    reinen <SEP> gelben <SEP> Tönen <SEP> von <SEP> sehr <SEP> guter <SEP> alka  lischer <SEP> und <SEP> saurer <SEP> Walkechtheit, <SEP> sehr <SEP> guter
<tb>  Lichtechtheit <SEP> und <SEP> besonders <SEP> .guter <SEP> Seewasser  echtheit.
<tb>  



  <I>Beispiel:</I>
<tb>  27,9 <SEP> Teile <SEP> 2'-Methyl-2,-aminodiphenyl  äther-4-isulf <SEP> onsaure <SEP> werden. <SEP> in <SEP> 300 <SEP> Teilen
<tb>  Wasser <SEP> mit <SEP> der <SEP> nötigen <SEP> Menge <SEP> Soda <SEP> gelöst,
<tb>  mit <SEP> 7 <SEP> Teilen <SEP> Nitrit <SEP> versetzt <SEP> und <SEP> die <SEP> Lösung
<tb>  bei <SEP> 0 <SEP>   <SEP> in <SEP> 30 <SEP> Teile <SEP> konz. <SEP> Salzsäure <SEP> einlaufen
<tb>  gelassen:. <SEP> Die <SEP> Suspension <SEP> der <SEP> Diazoverbin  dung <SEP> ,gibt <SEP> man <SEP> allmählich <SEP> zu <SEP> einer <SEP> eiskalten.
<tb>  mit <SEP> 30 <SEP> Teilen <SEP> Soda <SEP> versetzten <SEP> Lösung <SEP> von
<tb>  21,5 <SEP> Teilen <SEP> 1-(.3,'-ChlorThenyl)-.3-.methyl-5  pyrazolon. <SEP> Die <SEP> Kupplung <SEP> ist <SEP> schnell <SEP> beendet;

  
<tb>  man <SEP> wärmt <SEP> .auf <SEP> und <SEP> salzt <SEP> den <SEP> Farbstoff <SEP> aus.
<tb>  Nach <SEP> üblicher <SEP> Aufarbeitung <SEP> stellt <SEP> er <SEP> ein
<tb>  gelbes <SEP> Pulver <SEP> dar, <SEP> welches <SEP> in <SEP> Wasser <SEP> und
<tb>  konz. <SEP> H@S04 <SEP> mit <SEP> .gelber <SEP> Falbe <SEP> löslich <SEP> ist.



  
EMI0001.0001
  
    <SEP> method for <SEP> representation <SEP> of a <SEP> acidic <SEP> azo dye.
EMI0001.0002
  
    <SEP> was found <SEP>, <SEP>:,: ss8 <SEP> man <SEP> valuable,
<tb> acidic <SEP> azo dyes, <SEP> die <SEP> especially <SEP> for <SEP> die
<tb> Well- <SEP> and <SEP> silk dyeing <SEP> are suitable <SEP>, <SEP> he holds, <SEP> if. <SEP> ma-n <SEP> diazotisrte <SEP> monoamino-, di or <SEP> -triphenyl-mono- <SEP> resp. <SEP> -dieth sulfonic acids <SEP> coupled with <SEP> chlorine-substituted <SEP> phenylmethyl pyrazolones <SEP>.
<tb>



  <SEP> results in <SEP> yellow <SEP> dyes, <SEP>: their
<tb> oll- <SEP> and <SEP> Sooid stains <SEP> through <SEP>
<tb> pure <SEP> color, <SEP>, very <SEP> good <SEP> lightfastness, <SEP> very
<tb> good <SEP> alkaline <SEP> and <SEP>: acidic <SEP> whaling chiity <SEP> and
<tb> particularly <SEP> good <SEP> sea water fastness <SEP>. <SEP> The <SEP> dyes <SEP> indicate <SEP> furthermore <SEP> nor <SEP>
<tb> very <SEP> good <SEP> neutral <SEP> drawability <SEP>.
<tb>



  The subject of the <SEP> present <SEP> patent <SEP> is
<tb> a <SEP> method <SEP> for <SEP> representation <SEP> of a <SEP> acidic
<tb> Azofarbs.toffes., <SEP> marked with <SEP>, <SEP> daB
<tb> one <SEP> diazotized <SEP> 2'-methyl-2-aminodiphenyl ether-4-; sqüfo: n acid <SEP> with <SEP> 1- (3'-chlorophenyl) 3-methyl-5-pyrazolone < SEP> couples. <SEP> The <SEP> so <SEP> received <SEP> dye <SEP> is <SEP> very <SEP> good <SEP> neutral
<tb> tensile strength <SEP> and <SEP> fämbt <SEP> wool <SEP> and <SEP> silk <SEP> in
EMI0001.0003
  
    pure <SEP> yellow <SEP> tones <SEP> by <SEP> very <SEP> good <SEP> alkaline <SEP> and <SEP> acid <SEP> flexing fastness, <SEP> very <SEP> good
<tb> Lightfastness <SEP> and <SEP> especially <SEP> .good <SEP> seawater fastness.
<tb>



  <I> Example: </I>
<tb> 27.9 <SEP> parts <SEP> 2'-methyl-2, -aminodiphenyl ether-4-isulf <SEP> acidic <SEP>. <SEP> in <SEP> 300 <SEP> parts
<tb> water <SEP> with <SEP> the <SEP> necessary <SEP> amount <SEP> soda <SEP> dissolved,
<tb> with <SEP> 7 <SEP> parts <SEP> nitrite <SEP> adds <SEP> and <SEP> to the <SEP> solution
<tb> at <SEP> 0 <SEP> <SEP> in <SEP> 30 <SEP> parts <SEP> conc. <SEP> run in hydrochloric acid <SEP>
<tb> left :. <SEP> The <SEP> suspension <SEP> of the <SEP> diazo compound <SEP>, <SEP> you <SEP> gradually <SEP> to <SEP> an <SEP> ice cold.
<tb> with <SEP> 30 <SEP> parts <SEP> Soda <SEP> offset <SEP> solution <SEP> from
<tb> 21.5 <SEP> parts <SEP> 1 - (. 3, '- ChlorThenyl) -. 3-.methyl-5-pyrazolone. <SEP> The <SEP> coupling <SEP> is finished <SEP> quickly <SEP>;

  
<tb> one <SEP> warms <SEP>. to <SEP> and <SEP> salted <SEP> out the <SEP> dye <SEP>.
<tb> After <SEP> the usual <SEP> processing <SEP> <SEP> sets <SEP>
<tb> yellow <SEP> powder <SEP>, <SEP> which <SEP> in <SEP> water <SEP> and
<tb> conc. <SEP> H @ S04 <SEP> with <SEP>. Yellow <SEP> yellow <SEP> is soluble <SEP>.

Claims (1)

EMI0001.0004 PATENTANSPRUCH: <tb> Verfahren, <SEP> zur <SEP> Darstellung <SEP> eines <SEP> sauren <tb> Azofarbstoffes:, <SEP> dadurch <SEP> .gekennzeichnet, <SEP> dass EMI0002.0001 man <SEP> di.azotiertc <SEP> ?'-1Zethyl-@-aminodiphcnyl_ <tb> äther-4-sulfonsäure <SEP> mit <SEP> 1-(3'-Chlorphenyl) 3-methyl-5-pyrazolon <SEP> kuppelt. <SEP> Der <SEP> so <SEP> erhal tene <SEP> Farbstoff <SEP> besitzt <SEP> sehr <SEP> gutes <SEP> neutrales <tb> Ziehvermögen <SEP> und <SEP> färbt <SEP> NVolle <SEP> und <SEP> Sende <SEP> in EMI0002.0002 reinen <SEP> ge1C>en <SEP> '1.'öaien <SEP> von <SEP> sehr <SEP> guter <SEP> alka lischer <SEP> und <SEP> sauirr <SEP> \Valkechtheit, <SEP> sehr <SEP> guter <tb> Lichteehtheit <SEP> und <SEP> besonders <SEP> guter <SEP> Seewas,ser echtheit. EMI0001.0004 PATENT CLAIM: <tb> Procedure, <SEP> for <SEP> representation <SEP> of a <SEP> acidic <tb> azo dye :, <SEP> characterized by <SEP>., <SEP> that EMI0002.0001 one <SEP> di.azotiertc <SEP>? '- 1Zethyl - @ - aminodiphcnyl_ <tb> ether-4-sulfonic acid <SEP> with <SEP> 1- (3'-chlorophenyl) 3-methyl-5-pyrazolone <SEP> couples. <SEP> The <SEP> <SEP> obtained <SEP> dye <SEP> has <SEP> very <SEP> good <SEP> neutral <tb> Drawability <SEP> and <SEP> colors <SEP> NVolle <SEP> and <SEP> send <SEP> in EMI0002.0002 pure <SEP> ge1C> en <SEP> '1.'öaien <SEP> by <SEP> very <SEP> good <SEP> alkaline <SEP> and <SEP> sour <SEP> \ Valkfastheit, <SEP> very <SEP> good <tb> Light resistance <SEP> and <SEP> especially <SEP> good <SEP> sea water, water fastness.
CH201287D 1937-10-27 1937-10-27 Process for the preparation of an acidic azo dye. CH201287A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH201287T 1937-10-27

Publications (1)

Publication Number Publication Date
CH201287A true CH201287A (en) 1938-11-30

Family

ID=4442716

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201287D CH201287A (en) 1937-10-27 1937-10-27 Process for the preparation of an acidic azo dye.

Country Status (1)

Country Link
CH (1) CH201287A (en)

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