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CH233351A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH233351A
CH233351A CH233351DA CH233351A CH 233351 A CH233351 A CH 233351A CH 233351D A CH233351D A CH 233351DA CH 233351 A CH233351 A CH 233351A
Authority
CH
Switzerland
Prior art keywords
new
monoazo dye
sulfuric acid
preparation
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 CH233351A publication Critical patent/CH233351A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/10Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/16Naphthol-sulfonic acids
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/34Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647Monoazo 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
    • C09B29/3652Monoazo 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
    • C09B29/366Monoazo 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     )lonoazofarbstoffes.       Gegenstand der Erfindung ist ein Ver  fahren zur     Herstellung    eines     neuen,    sauren,  zum Färben tierischer Fasern geeigneten       Monoazof        arbstoffes.     



  Erfindungsgemäss wird der neue     Mono-          azofarbstoff    dadurch erhalten, dass .man     4-          Amino-I-N-äthyl-co-chloracetanilid        diazotiert     und die erhaltene     Diazoverbindung    mit     1-          Naphthol-4-sulfosäure    kuppelt.  



  Der neue Farbstoff     stellt    ein in warmem  Wasser mit gelblich-roter Färbung und in       konz.    Schwefelsäure mit roter Färbung lös  liches, rotes Pulver     @dar.    Er färbt Wolle aus  einem Schwefelsäure und Glaubersalz ent  haltenden Färbebad in     scharlaichroten    Farb  tönen. Diese Färbungen zeichnen sich durch  eine hervorragende Echtheit gegen starkes  Waschen, Walken und gegen Behandlung in  der     Schwefelkammer    und durch     gute    Licht  echtheit aus.  



  Die Erfindung sei durch das nachstehende  Beispiel erläutert, jedoch nicht beschränkt;  die Teile     bedeuten        Gewichtsteile.       <I>Beispiel:</I>  21,25     Teile        4-Amino-I-N-äthyl-co-chlor-          acetanilid        werden;    in 324 Teilen Wasser, ent  haltend 25 - Teile 36 %     ige    Salzsäure, gelöst.  Die     erhaltene    Lösung wird     mit    6,9 Teilen       Natriumnitrit    versetzt und die     Diazolösung     hierauf auf     5-10     C gekühlt.

   Die     gekühlte          Diazolösung        wird    hernach bei 5-7  C zu  einer Lösung von 24,6 Teilen des Natrium  salzes von     1-Naphthol-4-sulfosäure    in 350  Teilen Wasser,     enthaltend    8'0 Teile     I%Tatrium-          chlorid    und     die    erforderliche Menge     Natrium-          carbonat,    um das Kupplungsgemisch lack  musalkalisch zu erhalten, hinzugegeben. Die  Kupplung geht rasch vor sich, und der neue  Farbstoff wird     erbfiltriert    und getrocknet.



  Process for the production of a new) lonoazo dye. The invention relates to a process for the production of a new, acidic monoazo dye suitable for dyeing animal fibers.



  According to the invention, the new monoazo dye is obtained by diazotizing 4-amino-1-N-ethyl-co-chloroacetanilide and coupling the diazo compound obtained with 1-naphthol-4-sulfonic acid.



  The new dye sets in warm water with a yellowish-red color and in conc. Sulfuric acid with red color soluble, red powder @dar. It dyes wool from a dyebath containing sulfuric acid and Glauber's salt in sharp-red shades. These dyeings are characterized by excellent fastness to heavy washing, fulling and treatment in the sulfur chamber and by good light fastness.



  The invention is illustrated but not limited by the following example; the parts mean parts by weight. <I> Example: </I> 21.25 parts of 4-amino-I-N-ethyl-co-chloroacetanilide are; dissolved in 324 parts of water containing 25 parts of 36% strength hydrochloric acid. The resulting solution is mixed with 6.9 parts of sodium nitrite and the diazo solution is then cooled to 5-10 ° C.

   The cooled diazo solution is then at 5-7 C to a solution of 24.6 parts of the sodium salt of 1-naphthol-4-sulfonic acid in 350 parts of water, containing 8'0 parts of I% sodium chloride and the required amount of sodium carbonate, in order to obtain the clutch mixture paint musically, was added. Coupling is quick and the new dye is filtered off and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, dass man 4-Amino-l-N-äthyl-co-.chloracetanilid diazotiert und die erhaltene Diazoverbindung mit 1-Naphthol-4@sulfosäure kuppelt. Der neue Farbstoff stellt ein in -warmem Wasser mit gelblich-roter Färbung und in konz. Schwefelsäure mit roter Färbung lös liches, rotes Pulver dar. PATENT CLAIM: Process for the production of a new monoazo dye, characterized in that 4-amino-1-N-ethyl-co-chloroacetanilide is diazotized and the diazo compound obtained is coupled with 1-naphthol-4 @ sulfonic acid. The new dye represents a yellowish-red color in warm water and in conc. Sulfuric acid with a red color is a soluble, red powder. Er färbt Zolle aus einem Schwefelsäure und Glaubersalz ent haltenden Färbebad in scharlachroten Farb tönen. Diese Färbungen zeichnen sieh durch eine hervorragende Echtheit beben .starkes Waschen, Walken und beben Behandlung in der Sch-,vefelkanimer und durch gute Licht echtheit aus. It dyes Zolle from a dyebath containing sulfuric acid and Glauber's salt in scarlet shades. These dyeings are characterized by an excellent fastness quake, strong washing, fulling and quake treatment in the Sch-, Vefelkanimer and good light fastness.
CH233351D 1940-08-05 1941-09-10 Process for the preparation of a new monoazo dye. CH233351A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB233351X 1940-08-05
CH231066T 1943-12-08

Publications (1)

Publication Number Publication Date
CH233351A true CH233351A (en) 1944-07-15

Family

ID=25727540

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233351D CH233351A (en) 1940-08-05 1941-09-10 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH233351A (en)

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