CH241149A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH241149A
CH241149A CH241149DA CH241149A CH 241149 A CH241149 A CH 241149A CH 241149D A CH241149D A CH 241149DA CH 241149 A CH241149 A CH 241149A
Authority
CH
Switzerland
Prior art keywords
new
preparation
dye
sulfuric acid
monoazo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH241149A publication Critical patent/CH241149A/en

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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
    • 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

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

Description

       

  Verfahren zur Herstellung eines neuen     ilonoazofarbstoffes.       Die vorliegende Erfindung bezieht sich  auf ein Verfahren zur     Herstellung    eines  neuen sauren     Monoazofarbstoffes,    indem man       4-Amino-I-N-äthyl-omega-chlorpropionanilid          dianotiert    und die erhaltene     Diazoverbindung     bei     nichtsauren    Bedingungen     mit        Natrium-2-          meth3#lamino-8-naphthal-6-sulfonat    kuppelt.  



  Die     Erfindung        wird    durch das nachste  hende Beispiel erläutert. Die Teile bedeuten       Gewichtsteile.     



  <I>Beispiel:</I>       22-,65    Teile     4-Amino-I-N-äthyl-omega-          chlorpropionanilid    werden in einem aus       M0    Teilen     Wasser    und 25 Teilen     3,6%iger     Salzsäure     bestehenden    Gemisch gelöst und  hierauf durch Zugabe von 6,9 Teilen Na  triumnitrit     dianotiert.    Die so erhaltene     Diazo-          lösung    wird     erforderlichenfalls    filtriert und  bei 5-109 C in eine ähnlich gekühlte Lö  sung von     2'7,

  5        Teilen        Natrium-2-methyl-          amino-8-naphthol-6-su@lfonat    in     6U00    Teilen  Wasser und 21 Teilen wasserfreiem     Natrium-          carbonat    eingerührt. Die Kupplung vollzieht    sich rasch; nach beendeter Kupplung gibt  man<B>8'0</B> Teile     Natriumchlorid    hinzu. Nach  mehrstündigem Rühren des Gemisches     wird     der neue Farbstoff     abfiltriert,    mit 5     %iger          Natriumchlaridlösung        gewaschen    und ge  trocknet.  



  Der neue     Farbstoff    stellt ein dunkelbrau  nes Pulver dar, welches in     Wasser    unter Bil  dung einer     rötlichbraunen    Lösung und in     kon-          zentrierter    Schwefelsäure unter Bildung einer       gelblichroten    Lösung löslich     ist.    Er färbt  Wolle aus einem Schwefelsäure und Glauber  salz enthaltenden Färbebade in     braunen     Farbtönen von guter Echtheit gegen starkes  Waschen und     Walken    und überdies von  guter     Lichtechtheit.  



  Process for the preparation of a new ilonoazo dye. The present invention relates to a process for the preparation of a new acidic monoazo dye by dianotating 4-amino-IN-ethyl-omega-chloropropionanilide and the diazo compound obtained with sodium 2-meth3 # lamino-8-naphthal-6 under non-acidic conditions -sulfonate couples.



  The invention is illustrated by the following example. The parts mean parts by weight.



  <I> Example: </I> 22-, 65 parts of 4-amino-IN-ethyl-omega-chloropropionanilide are dissolved in a mixture consisting of M0 parts of water and 25 parts of 3.6% strength hydrochloric acid and then added by adding 6 , 9 parts of sodium nitrite dianotized. The diazo solution obtained in this way is filtered if necessary and at 5-109 C in a similarly cooled solution of 2'7,

  5 parts of sodium 2-methylamino-8-naphthol-6-su @ lfonate are stirred into 600 parts of water and 21 parts of anhydrous sodium carbonate. The coupling takes place quickly; After the coupling has ended, <B> 8'0 </B> parts of sodium chloride are added. After stirring the mixture for several hours, the new dye is filtered off, washed with 5% sodium chloride solution and dried.



  The new dye is a dark brown powder, which is soluble in water to form a reddish-brown solution and in concentrated sulfuric acid to form a yellowish-red solution. It dyes wool from a dyebath containing sulfuric acid and Glauber's salt in brown shades of good fastness to heavy washing and fulling and, moreover, of good fastness to light.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen sauren Monoazofarbstoffes, dadurch gekenn zeichnet, dass man 4-Amino-l-N-äthyl-omega- chlorpropionanilid dianotiert und die erhal tene Diazoverbindung bei nichtsauren Bedin- gungen mit Natrium-2-methylamino-8-naph- thol-6-sulfonat kuppelt. PATENT CLAIM: Process for the production of a new acidic monoazo dye, characterized in that 4-amino-IN-ethyl-omega-chloropropionanilide is dianotated and the diazo compound obtained is dianotated with sodium 2-methylamino-8-naphthol under non-acidic conditions -6-sulfonate couples. Der neue Färbstoff stellt ein dunkelbrau nes Pulver dar, welches in Wasser unter Bil dung einer rötlichbraunen Lösung und in konzentrierter Schwefelsäure unter Bildung einer gelbliehroten Lösung löslich ist. Er färbt Wolle aus einem Schwefelsäure und Glaubersalz enthaltenden Färbebade in brau nen Farbtönen von guter. Echtheit gegen starkes Waschen und Walken und überdies von guter Lichtechtheit. The new dye is a dark brown powder, which is soluble in water to form a reddish-brown solution and in concentrated sulfuric acid to form a yellowish-red solution. He dyes wool from a dyebath containing sulfuric acid and Glauber's salt in good brown shades. Fastness to heavy washing and tumbling and, moreover, of good fastness to light.
CH241149D 1942-06-15 1943-06-15 Process for the preparation of a new monoazo dye. CH241149A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB241149X 1942-06-15
CH239211T 1943-06-15

Publications (1)

Publication Number Publication Date
CH241149A true CH241149A (en) 1946-02-15

Family

ID=25728375

Family Applications (1)

Application Number Title Priority Date Filing Date
CH241149D CH241149A (en) 1942-06-15 1943-06-15 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH241149A (en)

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