CH241161A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH241161A
CH241161A CH241161DA CH241161A CH 241161 A CH241161 A CH 241161A CH 241161D A CH241161D A CH 241161DA CH 241161 A CH241161 A CH 241161A
Authority
CH
Switzerland
Prior art keywords
dye
new
soluble
preparation
yellow
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 CH241161A publication Critical patent/CH241161A/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
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/62Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an ethylenimino or N—acylated ethylenimino group or a —CO—NH—CH2—CH2—X group, wherein X is a halogen atom, a quaternary ammonium group or O—acyl and acyl is derived from an organic or inorganic acid, or a beta—substituted ethylamine group
    • C09B62/66Azo dyes
    • 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
    • C09B29/12Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • GPHYSICS
    • G04HOROLOGY
    • G04CELECTROMECHANICAL CLOCKS OR WATCHES
    • G04C1/00Winding mechanical clocks electrically
    • G04C1/02Winding mechanical clocks electrically by electromagnets

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Electromagnetism (AREA)
  • General Physics & Mathematics (AREA)
  • Coloring (AREA)

Description

  

  Verfahren     zur    Herstellung eines neuen     lIlonoazofarbstoffes.       Die vorliegende Erfindung betrifft ein  Verfahren zur     Herstellung    eines neuen was  serlöslichen     Monoazofarbstoffes,    der sich     zum     Färben und Drucken von künstlicher Acetat  seide, Wolle, Seide,

   zinnbeschwerter Seide  sowie Nylon     eignet    und durch     Kuppeln    von       diazotiertem        p-Aminophenyl-y-oxypr.opyl-          äther    mit     p-Oxydiphenyl        und    Behandeln der  so erhaltenen     Monoazoverbindung    mit einem       Sulfierunb        .mittel    erhalten wird.  



  <I>Beispiel:</I>       1G,7    Teile     p-Aminophenyl-y-oxypro@pyl-          äther    werden     diazotiert    und die erhaltene       Diazolösung    allmählich einer gekühlten Sus  pension zugesetzt,     welche    durch Kochen von  <B>17</B> Teilen     p-Oxydiphenyl    mit 400 Teilen  Wasser, enthaltend 4 Teile     Natriumhydro-          xyd,        Kühlen    auf 5-10  C und Zugabe von  30 Teilen wasserfreiem     Natriumcarbonat    er  halten wird.

   Hierauf wird bis zur vollstän  digen Kupplung weiter     gerührt    und die ge  fällte     Monoazoverbindung        abfiltriert,    mit    Wasser gewaschen und bei     30-40     C ge  trocknet.  



  Die getrocknete     Monoazoverbindung    wird  gepulvert und allmählich     unter        Rühren    zu  200 Teilen 80- bis     9,0-    %     iger        Schwefelsäure     zugesetzt. Es wild während 10=15 Stunden  bei     15-30     C weitergerührt.

   Das erzielte     Ge-          misch    wird nun in ein     Gemisch    von 200 Tei  len Eis und 200 Teilen     Wasser    gestürzt,  worauf man so lange     langsam    40%ige Na  tronlauge     zugibt,    bis das     wässrige    Medium       schwach        lackmusalkalisch    ist, wobei man die  erforderliche Menge Eis einträgt, um die  Temperatur     auf    weniger als 20  C zu halten.

    Der neue     Schwefelsäureester-Farbstoff    wird  schliesslich     abfiltriert,    mit wenig Wasser ge  waschen und bei     30--40     C getrocknet.  



  Der neue Farbstoff bildet ein mattgelbes  Pulver, welches in warmem Wasser unter  Bildung einer orangegelben Lösung und in       konzentrierter    Schwefelsäure unter Bildung  einer mattscharlachroten Lösung löslich ist.  Er färbt     Celluloseacetat-Kunstseide    und      Nylonfasern aus einem neutralen Natrium  chlorid oder Natriumsulfat     enthaltenden          Färbebad    in     grünlichgelben    Tönen von sehr       guter    Licht- und     Sublimati.onsechtheit    sowie  von guter     Atzbarkeit.  



  Process for the preparation of a new ionoazo dye. The present invention relates to a process for the preparation of a new monoazo dye which is soluble in water, which is suitable for dyeing and printing artificial acetate, wool, silk,

   Tin-laden silk and nylon are suitable and are obtained by coupling diazotized p-aminophenyl-γ-oxypr.opyl ether with p-oxydiphenyl and treating the monoazo compound thus obtained with a sulfonating agent.



  <I> Example: </I> 1G, 7 parts of p-aminophenyl-y-oxypro @ pyl ether are diazotized and the diazo solution obtained is gradually added to a cooled suspension, which is prepared by boiling 17 parts p-Oxydiphenyl with 400 parts of water containing 4 parts of sodium hydroxide, cooling to 5-10 ° C. and adding 30 parts of anhydrous sodium carbonate, he will keep.

   The mixture is then stirred until the coupling is complete and the precipitated monoazo compound is filtered off, washed with water and dried at 30-40 ° C.



  The dried monoazo compound is powdered and gradually added with stirring to 200 parts of 80-9.0% strength sulfuric acid. It continued to stir for 10 = 15 hours at 15-30 ° C.

   The resulting mixture is then plunged into a mixture of 200 parts of ice and 200 parts of water, whereupon 40% strength sodium hydroxide solution is slowly added until the aqueous medium is weakly litmus alkaline, the required amount of ice being introduced to keep the temperature below 20C.

    The new sulfuric acid ester dye is then filtered off, washed with a little water and dried at 30-40 ° C.



  The new dye forms a pale yellow powder, which is soluble in warm water to form an orange-yellow solution and in concentrated sulfuric acid to form a pale scarlet solution. It dyes cellulose acetate rayon and nylon fibers from a neutral dye bath containing sodium chloride or sodium sulphate in greenish-yellow tones of very good light and sublimation fastness and good etchability.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen wasserlöslichen Monoazofarbstüffes, dadurch gekennzeichnet, dass man diazotierten p- Aminophenyl-y-ogypropyläther mit p-Ogy- diphenyl kuppelt und hierauf die so erhal tene Monoazoverbindung mit einem Sulfie- rungsmittel behandelt. PATENT CLAIM: Process for the production of a new water-soluble monoazo dye, characterized in that diazotized p-aminophenyl-y-ogypropyl ether is coupled with p-ogy-diphenyl and the monoazo compound thus obtained is then treated with a sulphurizing agent. Der neue Farbstoff bildet ein mattgelbes Pulver, welches in warmem Wasser unter Bildung einer orangegelben Lösung und in konzentrierter Schwefelsäure unter Bildung einer mattscharlachroten Lösung löslich ist. Er färbt Celluloseacetat-gunstseide und Nylonfasern aus einem neutralen Natrium chlorid oder Natriumsulfat enthaltenden Färbebad in grünlichgelben Tönen von sehr guter Licht und Sublimationsechtheit sowie von guter Ätzbarkeit. The new dye forms a pale yellow powder, which is soluble in warm water to form an orange-yellow solution and in concentrated sulfuric acid to form a pale scarlet solution. It dyes cellulose acetate silk and nylon fibers from a neutral dye bath containing sodium chloride or sodium sulfate in greenish-yellow tones with very good light and sublimation fastness and good etchability.
CH241161D 1942-06-29 1943-06-25 Process for the preparation of a new monoazo dye. CH241161A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB241161X 1942-06-29
CH239212T 1943-06-25

Publications (1)

Publication Number Publication Date
CH241161A true CH241161A (en) 1946-02-15

Family

ID=25728385

Family Applications (1)

Application Number Title Priority Date Filing Date
CH241161D CH241161A (en) 1942-06-29 1943-06-25 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH241161A (en)

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