CH241151A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH241151A
CH241151A CH241151DA CH241151A CH 241151 A CH241151 A CH 241151A CH 241151D A CH241151D A CH 241151DA CH 241151 A CH241151 A CH 241151A
Authority
CH
Switzerland
Prior art keywords
new
monoazo dye
parts
sulfuric acid
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 CH241151A publication Critical patent/CH241151A/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     Monoazofarbstoffes.       Die vorliegende Erfindung bezieht sich  auf ein Verfahren zur Herstellung eines  neuen sauren     Monoazofarbstoffes    und kenn  zeichnet sich dadurch,     .dass        4-Amino-l-N-          äthyl-omega-brompropionanilid        diazotiert    und  die erhaltene     Diazoverbindung        unter    nicht  saurere Bedingungen mit     Natrium-2-methyl-          amino-8-naphthol=6-s,ulfonat    gekuppelt wird.  



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



  <I>Beispiel:</I>  27,1 Teile     4-Amino-l-N-äthyl-o@mega-          brompropionanilid    werden in einem aus  300 Teilen Wasser und 25 Teilen     3!6,%iger     Salzsäure bestehenden     Gemisch    gelöst und  hierauf durch Zugabe von 6,9     Teilen    Na  triumnitrit     diazotiert.    Die so erhaltene     Diazo-          lösung    wird erforderlichenfalls filtriert und  bei 5-10 C in eine ähnlich     gelllühlte    Lö  sung von 27,5 Teilen     Natrium-2-methyl-          amino-8-naphthöl-6-sulfonat    in 600 Teilen  Wasser,

   enthaltend<B>21</B> Teile wasserfreies Na-         triumearbouat,    eingerührt. Die Kupplung  vollzieht sieh rasch; nach beendeter Kupp  lung gibt man 80 Teile     Natriumchlorid    hinzu.  Nach mehrstündigem Rühren des     Gemisches     wird der neue     Farbstoff        abfiltriert,    mit       -5%iger        Natriumchloridlösung    gewaschen  und getrocknet.  



  Der neue Farbstoff stellt ein dunkelbrau  nes Pulver dar,     welches    in Wasser     unter     Bildung einer     rötlichbraunen    Lösung und in       konzentrierter        Schwefelsäure    unter Bildung  einer gelblichroten Lösung löslich     ist.    Er  färbt Wolle aus einem Schwefelsäure und  Glaubersalz enthaltenden Färbebade in brau  nen Farbtönen von guter Echtheit gegen star  kes Waschen, Walken und Licht.



  Process for the preparation of a new monoazo dye. The present invention relates to a process for the production of a new acidic monoazo dye and is characterized in that 4-amino-IN-ethyl-omega-bromopropionanilide is diazotized and the diazo compound obtained is diazotized under non-acidic conditions with sodium-2-methyl-amino -8-naphthol = 6-s, sulfonate is coupled.



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



  <I> Example: </I> 27.1 parts of 4-amino-IN-ethyl-o @ mega-bromopropionanilide are dissolved in a mixture consisting of 300 parts of water and 25 parts of 3.6% strength hydrochloric acid and then added diazotized by 6.9 parts of sodium nitrite. The diazo solution obtained in this way is filtered, if necessary, and poured into a similarly cooled solution of 27.5 parts of sodium 2-methylamino-8-naphthoil-6-sulfonate in 600 parts of water at 5-10 ° C.

   containing <B> 21 </B> parts of anhydrous sodium jewelry, stirred in. The coupling takes place quickly; after coupling has ended, 80 parts of sodium chloride are added. After several hours of stirring the mixture, 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, fulling and light.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen sauren Monoazofarbstoffes, dadurch gekenn zeichnet, dass 4-Amino -1- N - äthyl - omega- brompropionaniJid diazotiert und die erhal tene Diazoverbindung unter nichtsaurere Be- dingungen mit Natrium-2-methylamino-8- naphthol-6-sulfonat gekuppelt wird. PATENT CLAIM: Process for the production of a new acidic monoazo dye, characterized in that 4-amino -1- N - ethyl - omegabromopropionaniJid is diazotized and the diazo compound obtained is treated with sodium 2-methylamino-8-naphthol under non-acidic conditions. 6-sulfonate is coupled. Der neue Farbstoff stellt ein dunkelbraun nes Pulver dar, welches in Wasser unter Bil dung einer rötliehbraunen Lösung und in konzentrierter Schwefelsäure unter Bildung einer gelblichroten Lösung löslich ist. Er färbt Wolle aus einem Schwefelsäure und Glaubersalz enthaltenden Färbebade in brau nen Farbtönen von guter Echtheit gegen star kes Waschen, Walken und Licht. 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, fulling and light.
CH241151D 1943-06-15 1943-06-15 Process for the preparation of a new monoazo dye. CH241151A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH241151A true CH241151A (en) 1946-02-15

Family

ID=4461081

Family Applications (2)

Application Number Title Priority Date Filing Date
CH241151D CH241151A (en) 1943-06-15 1943-06-15 Process for the preparation of a new monoazo dye.
CH241150D CH241150A (en) 1943-06-15 1943-06-15 Process for the preparation of a new monoazo dye.

Family Applications After (1)

Application Number Title Priority Date Filing Date
CH241150D CH241150A (en) 1943-06-15 1943-06-15 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (2) CH241151A (en)

Also Published As

Publication number Publication date
CH241150A (en) 1946-02-15

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