CH303913A - Process for the preparation of a vinyl sulfone dye. - Google Patents

Process for the preparation of a vinyl sulfone dye.

Info

Publication number
CH303913A
CH303913A CH303913DA CH303913A CH 303913 A CH303913 A CH 303913A CH 303913D A CH303913D A CH 303913DA CH 303913 A CH303913 A CH 303913A
Authority
CH
Switzerland
Prior art keywords
vinyl sulfone
preparation
dye
sulfone dye
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Farbwerke Hoechst Akt Bruening
Original Assignee
Hoechst Ag
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 Hoechst Ag filed Critical Hoechst Ag
Publication of CH303913A publication Critical patent/CH303913A/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
    • 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
    • C09B62/503—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 esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
    • C09B62/507—Azo dyes
    • C09B62/51—Monoazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 301817.         Verfahren        zur        Herstellung        eines        Vinylsulfonfarbstoffes.       Gegenstand des vorliegenden     Zusatzpaten-          l    es ist ein Verfahren zur Herstellung eines       Viny        lsulfonfarbstoffes,    welches dadurch<B>ge-</B>  kennzeichnet ist,

   dass man die     Diazoniumver-          bindung    des     Schwefelsäureesters    aus     1-Amino-          phenyl-3-ss-oxyäthylsulfon    in saurem Medium  mit     2-Amino-8-oxynaphthalin-6-sulfonsäure          1:uppelt    und den gebildeten Farbstoff mit  einem Alkali behandelt.  



  <I>Beispiel:</I>  20,1 Gewichtsteile 1.-     Aniinophenyl-3-ss-oxy-          thylsulfon    werden mit 60 Gewichtsteilen       OOo/oiger    Schwefelsäure durch mehrstündiges    Rühren bei 35  C verestert. Die schwefelsaure  Lösung wird auf 400 Gewichtsteile Eis gegos  sen und anschliessend zuerst mit 400     Volum-          teilen        2n-Natronlauge    und dann mit 20     Vo-          lumteilen        5n-Natriumnitritlösung    versetzt.

   Zu  dieser Lösung wird bei 0 bis 5  C eine neutrale  Lösung von 26 Gewichtsteilen     2-Amino-8-oxy-          naphtha.lin-6-sulfonsäure        92o/oig    gegeben.  Nach beendeter Kupplung wird mit verdünn  ter Natronlauge     bis    zur bleibenden     phenol-          phthaleinalkalischen    Reaktion versetzt. Der       gebildete        Viny        IsLilfonfarbstoff    der folgenden  Formel  
EMI0001.0035     
    wird mit Kochsalz     ausgesalzen,    abgesaugt, mit.

    Kochsalzlösung neutral gewaschen und     ge-          i        roeknet.     



  Das so erhaltene Produkt stellt ein rotes  Pulver dar, das Wolle in roten Tönen von       -uten        Ii,elitheitsei-enscliafteri    färbt.



  <B> Additional patent </B> to the main patent No. 301817. Process for the production of a vinyl sulfone dye. The subject of the present additional patent is a process for the production of a vinyl sulfone dye, which is characterized by

   that one pelts the diazonium compound of the sulfuric acid ester from 1-aminophenyl-3-ss-oxyethylsulfone in an acid medium with 2-amino-8-oxynaphthalene-6-sulfonic acid 1: and treats the dye formed with an alkali.



  <I> Example: </I> 20.1 parts by weight of 1-aniinophenyl-3-β-oxyethylsulfone are esterified with 60 parts by weight of OO% sulfuric acid by stirring at 35 ° C. for several hours. The sulfuric acid solution is poured onto 400 parts by weight of ice and then 400 parts by volume of 2N sodium hydroxide solution and then 20 parts by volume of 5N sodium nitrite solution are added.

   A neutral solution of 26 parts by weight of 2-amino-8-oxynaphtha.lin-6-sulfonic acid 92% strength is added to this solution at 0 to 5 ° C. After the coupling has ended, dilute sodium hydroxide solution is added until the phenol-phthalein-alkaline reaction continues. The formed Viny IsLilfon dye of the following formula
EMI0001.0035
    is salted out with table salt, suctioned off, with.

    Washed salt solution until neutral and kneaded.



  The product thus obtained is a red powder that dyes wool in red shades of -uten Ii, elitheitsei-enscliafteri.

Claims (1)

P ATENTANSPR.UCII Verfahren zur Herstellung eines Vinyl- sulfonfa.rbstoffes, dadurch gekennzeichnet, class man die Diazoniumverbindung des Schwe- felsäureesters aus 1 - Aminophenyl - 3 - ss-oxy- äthylsulfon in saurem Medium mit 2-Amino- 8 - oxynaphthalin - 6 - sulfonsäure kuppelt und den gebildeten Farbstoff mit einem Alkali be handelt. P ATENTANSPR.UCII Process for the production of a vinyl sulfone fiber, characterized in that the diazonium compound of the sulfuric acid ester is classed from 1 - aminophenyl - 3 - ss-oxyethylsulfone in an acid medium with 2-amino-8-oxynaphthalene-6 - Coupling sulfonic acid and treating the dye formed with an alkali. Das so erhaltene Produkt stellt ein rotes Pulver dar, das Wolle in roten Tönen von guten Eehtheitseigensehaften färbt. The product thus obtained is a red powder which dyes wool in red shades with good integrity properties.
CH303913D 1951-07-16 1951-07-16 Process for the preparation of a vinyl sulfone dye. CH303913A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH303913T 1951-07-16
CH301817T 1951-07-16

Publications (1)

Publication Number Publication Date
CH303913A true CH303913A (en) 1954-12-15

Family

ID=25734443

Family Applications (1)

Application Number Title Priority Date Filing Date
CH303913D CH303913A (en) 1951-07-16 1951-07-16 Process for the preparation of a vinyl sulfone dye.

Country Status (1)

Country Link
CH (1) CH303913A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0637615A2 (en) * 1993-08-02 1995-02-08 DyStar Japan Ltd. Red reactive dyes, their compositions and dyeing method employing them

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0637615A2 (en) * 1993-08-02 1995-02-08 DyStar Japan Ltd. Red reactive dyes, their compositions and dyeing method employing them
EP0637615A3 (en) * 1993-08-02 1995-06-14 Hoechst Mitsubishi Kasei Red reactive dyes, their compositions and dyeing method employing them.

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