CH241162A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH241162A
CH241162A CH241162DA CH241162A CH 241162 A CH241162 A CH 241162A CH 241162D A CH241162D A CH 241162DA CH 241162 A CH241162 A CH 241162A
Authority
CH
Switzerland
Prior art keywords
dye
new
preparation
dyeing
cellulose acetate
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 CH241162A publication Critical patent/CH241162A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive 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
    • C09B62/62—Reactive 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
    • C09B62/66—Azo dyes
    • 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
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • G—PHYSICS
    • G04—HOROLOGY
    • G04C—ELECTROMECHANICAL CLOCKS OR WATCHES
    • G04C1/00—Winding mechanical clocks electrically
    • G04C1/02—Winding mechanical clocks electrically by electromagnets

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

Description

  

  Verfahren zur Herstellung eines neuen     lifonoazofarbstoffes.       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-8-oxybutyläther     mit     p-Oxydiphenyl    und Behandeln der so er  haltenen     Monoazoverbindung    mit einem     Sul-          fierungsmittel    erhalten wird.  



       Beispiel:     18,1 Teile     p-Aminophenyl-d-oxybutyl-          äther    werden     diazotiert    und die erhaltene       Diazolösung    allmählich einer gekühlten     Sus-          pe-nsion    zugesetzt, welche durch Kochen von  17 Teilen     p-Oxydiphenyl    mit 400 Teilen       Wasser,    enthaltend 4 Teile     Natrium.hydro-          x;Td,    Kühlen auf     5r10     C und durch Zugabe  von 30 Teilen wasserfreiem     Natriumcarbonat     erhalten wird.

   Es     wird    alsdann bis     zur    voll  ständigen Kupplung weitergerührt. Die aus  gefällte     Monoazoverbindung    wird     abfiltriert,       mit Wasser gewaschen und bei     .30=-40     C  getrocknet.  



  Die getrocknete     Monoazoverbindung        wird     gepulvert und allmählich     unter    Rühren zu  200-     Teilen    80- bis     90%iger    Schwefelsäure  zugesetzt. Es, wird während 10-15 Stunden  bei 15-30  C weitergerührt.

   Die erzielte Lö  sung 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 Farbstoff     wird        schliesslich,    in Form  seines     Natriumsalzes,        abfiltriert,    mit     wenig          Wasser    gewaschen und bei     .30-40 C    ge  trocknet.  



  Der neue Farbstoff bildet ein mattgelbes  Pulver, welches in heissem Wasser     unter    Bil  dung einer orangegelben Lösung und in kon  zentrierter Schwefelsäure     unter    Bildung  einer     bräunlichroten    Lösung löslich ist.

   Er      färbt     Celluloseacetat-Kunstseide    und     Nylon-          fasern    in hellgelben Tönen von guter     Licht-          und        Nassechtheit        und    eignet sich insbesondere  zum Färben von     Celluloseacetat-Kunstseide     aus "langen Lösungen"     bezw.    verdünnten  Färbebädern, wie sie beim Färben mit der       Haspelvorrichtung    verwendet werden.



  Process for the production of a new lifonoazo dye. The present invention relates to a process for the production of a new monoazo dye which is soluble in water and which is suitable for dyeing and printing artificial acetate silk, wool, silk, tin-weighted silk and nylon and by coupling diazotized p-aminophenyl-8-oxybutyl ether with p-oxydiphenyl and treating the monoazo compound thus obtained with a sulphonating agent.



       Example: 18.1 parts of p-aminophenyl-d-oxybutyl ether are diazotized and the resulting diazo solution is gradually added to a cooled suspension which is prepared by boiling 17 parts of p-oxydiphenyl with 400 parts of water containing 4 parts of sodium. hydro- x; Td, cooling to 5r10 C and by adding 30 parts of anhydrous sodium carbonate.

   Stirring is then continued until coupling is complete. The precipitated monoazo compound is filtered off, washed with water and dried at .30 = -40.degree.



  The dried monoazo compound is powdered and gradually added with stirring to 200 parts of 80 to 90% strength sulfuric acid. Stirring is continued at 15-30 ° C. for 10-15 hours.

   The solution achieved is now plunged into a mixture of 200 Tei len ice and 200 parts of water, whereupon 40% sodium hydroxide solution is slowly added until the aqueous medium is weakly litmus alkaline, the required amount of ice being added to the Maintain temperature below 20C.

    The new dye is finally, in the form of its sodium salt, 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 hot water to form an orange-yellow solution and in concentrated sulfuric acid to form a brownish-red solution.

   It dyes cellulose acetate rayon and nylon fibers in light yellow shades of good light and wet fastness and is particularly suitable for dyeing cellulose acetate rayon from "long solutions" or. diluted dye baths, such as those used when dyeing with the reel device.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen wasserlöslichen Monoazofarbstoffes, dadurch gekennzeichnet, dass man diazotierten p- Aminopbenyl - 8 -oxybutyläther mit p - Oxy- -dphenyl kuppelt und hierauf die so erhal tene Monoazoverbindung mit einem Sulfie- rungsmittel behandelt. PATENT CLAIM: A process for the preparation of a new water-soluble monoazo dye, characterized in that diazotized p-aminopbenyl-8 -oxybutyl ether is coupled with p-oxy-dphenyl and the monoazo compound thus obtained is then treated with a sulfonating agent. Der neue Farbstoff bildet ein mattgelbes Pulver, welches in heissem Wasser unter Bil dung einer orangegelben Lösung und in kon zentrierter Schwefelsäure unter Bildung einer bräunlichroten Lösung löslich ist. Er färbt Celluloseacetat-Kunstseide und Nylon- fasern in hellgelben Tönen von guter Licht. und Nassechtheit und eignet sich insbesondere zum Färben von Celluloseacetat-Kunstseide aus ".langen Lösungen" bezw. verdünnten Färbebädern, wie sie beim Färben mit der Haspelvorriehtung verwendet werden. The new dye forms a pale yellow powder, which is soluble in hot water to form an orange-yellow solution and in concentrated sulfuric acid to form a brownish-red solution. It dyes cellulose acetate rayon and nylon fibers in light yellow tones with good light. and wet fastness and is particularly suitable for dyeing cellulose acetate rayon from ".langen solutions" or. diluted dye baths, such as those used when dyeing with the reel device.
CH241162D 1942-06-29 1943-06-25 Process for the preparation of a new monoazo dye. CH241162A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB241162X 1942-06-29
CH239212T 1943-06-25

Publications (1)

Publication Number Publication Date
CH241162A true CH241162A (en) 1946-02-15

Family

ID=25728386

Family Applications (1)

Application Number Title Priority Date Filing Date
CH241162D CH241162A (en) 1942-06-29 1943-06-25 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH241162A (en)

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