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CH237723A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH237723A
CH237723A CH237723DA CH237723A CH 237723 A CH237723 A CH 237723A CH 237723D A CH237723D A CH 237723DA CH 237723 A CH237723 A CH 237723A
Authority
CH
Switzerland
Prior art keywords
new
preparation
monoazo dye
orange
parts
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 CH237723A publication Critical patent/CH237723A/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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/16—Naphthol-sulfonic acids
    • 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)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Honoazofarbstoffes.       Gegenstand der Erfindung ist ein Ver  fahren zur     Herstellung    eines neuen, sauren,  zum Färben tierischer Fasern geeigneten       Monoazofarbstoffes.     



       Erfindungsgemäss    wird der neue     Monoazo-          farbstoff    dadurch erhalten, dass man     4-Amino-          2-N-äthyl-co-chlorpropiontoluidid        diazotiert     und die erhaltene     Diazoverbindung    mit     2-Naph-          thol-6,8-disulfonsäure    kuppelt.  



  Der neue     Farbstoff    bildet ein orangenes  Pulver, welches sich in Wasser sowie     in        konz.     Schwefelsäure unter Bildung einer orangenen  Lösung     auflöst.    Er färbt Wolle aus einem  Schwefelsäure und Glaubersalz enthaltenden  Färbebad in hellen     gelblich-orangenen    Tönen,  wobei die erzielten Färbungen sich durch gute  Lichtechtheit auszeichnen.  



  Die Erfindung     wird    durch das folgende Bei  spiel erläutert, ohne jedoch darauf beschränkt  zu sein; die Teile bedeuten Gewichtsteile.    <I>Beispiel:</I>  24 Teile     4-Amino-2-N-äthyl-co-chlorpro-          piontoluidid    werden in einem Gemisch von  300     Teilen    Wasser     und    25 Teilen     36o/oiger       Salzsäure gelöst und zu dieser Lösung 6,9 Teile       Natriumnitrit    in 50 Teilen Wasser hinzugefügt.

    Die Lösung der so erhaltenen     Diazoverbindung     wird auf 5-10o C gekühlt und unter Rühren  einer ähnlich abgekühlten Lösung von 31 Tei  len     2-Naphthol-6,8-disulfonsäure    in 300 Teilen  Wasser, enthaltend 40 Teile     Natriumchlorid     und eine     hinreichende    Menge     Natriumearbonat,     um das Kupplungsgemisch     lackmusalkalisch     zu erhalten, zugesetzt. Die Kupplung voll  zieht sich rasch. Nach beendeter Kupplung  werden 120 Teile     Natriumchlorid    hinzugefügt.  Nach einem weiteren einstündigen Rühren  scheidet sich der neue     Farbstoff    in kristalli  ner Form ab.

   Er wird hierauf     abfiltriert,    mit  gesättigter Sole gewaschen und bei 50-60o C  getrocknet.



  Process for the production of a new honoazo 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-2-N-ethyl-co-chloropropiontoluidide and coupling the diazo compound obtained with 2-naphthol-6,8-disulfonic acid.



  The new dye forms an orange powder that dissolves in water and in conc. Dissolves sulfuric acid to form an orange solution. It dyes wool from a dyebath containing sulfuric acid and Glauber's salt in light yellowish-orange shades, the dyeings obtained being characterized by good lightfastness.



  The invention is illustrated by the following game, but without being limited thereto; the parts mean parts by weight. <I> Example: </I> 24 parts of 4-amino-2-N-ethyl-co-chloropropiontoluidide are dissolved in a mixture of 300 parts of water and 25 parts of 36% hydrochloric acid and 6.9 parts are added to this solution Sodium nitrite added in 50 parts of water.

    The solution of the diazo compound thus obtained is cooled to 5-10o C and stirring a similarly cooled solution of 31 Tei len 2-naphthol-6,8-disulfonic acid in 300 parts of water, containing 40 parts of sodium chloride and a sufficient amount of sodium carbonate to To obtain coupling mixture in a litmus-alkaline way, added. The clutch pulls itself out quickly. When the coupling is complete, 120 parts of sodium chloride are added. After stirring for another hour, the new dye separates out in crystalline form.

   It is then filtered off, washed with saturated brine and dried at 50-60 ° C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, dass man 4-Amino-2-N-äthyl-m-chlorpropion- toluidid diazotiert und die erhaltene Diazo- verbindung mit 2-Naphthol-6,8-disulfonsäure kuppelt. Der neue Farbstoff bildet ein orangenes Pulver, welches sich in Wasser sowie in konz. Schwefelsäure unter Bildung einer orangenen Lösung auflöst. Claim: process for the preparation of a new monoazo dye, characterized in that 4-amino-2-N-ethyl-m-chloropropionyl toluidide is diazotized and the diazo compound obtained is coupled with 2-naphthol-6,8-disulfonic acid. The new dye forms an orange powder that dissolves in water and in conc. Dissolves sulfuric acid to form an orange solution. Er färbt Wolle aus einem Schwefelsäure und Glaubersalz enthaltenden Färbebade in hellen gelblich-orangenen Tönen, wobei die erzielten Färbungen sich durch gute Echtbeiten gegen starkes Waschen und Wal ken und durch gute Lichtechtheit auszeichnen. It dyes wool from a dyebath containing sulfuric acid and Glauber's salt in light yellowish-orange shades, the dyeings obtained being characterized by good fastness to heavy washing and fulling and good lightfastness.
CH237723D 1943-12-08 1943-12-08 Process for the preparation of a new monoazo dye. CH237723A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH237723T 1943-12-08
CH231066T 1943-12-08

Publications (1)

Publication Number Publication Date
CH237723A true CH237723A (en) 1945-05-15

Family

ID=25727535

Family Applications (1)

Application Number Title Priority Date Filing Date
CH237723D CH237723A (en) 1943-12-08 1943-12-08 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH237723A (en)

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