CH212416A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH212416A
CH212416A CH212416DA CH212416A CH 212416 A CH212416 A CH 212416A CH 212416D A CH212416D A CH 212416DA CH 212416 A CH212416 A CH 212416A
Authority
CH
Switzerland
Prior art keywords
mol
dye
preparation
black
trisazo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH212416A publication Critical patent/CH212416A/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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38Trisazo dyes ot the type
    • C09B35/44Trisazo dyes ot the type the component K being a hydroxy amine
    • C09B35/46Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol
    • C09B35/463D being derived from diaminodiphenyl

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines     Trisazofarbstoffes.       Wertvolle     Trisazofarbstoffe    sind, wie<B>ge-</B>  funden wurde, erhältlich,     wenn    man die durch  Kuppeln in saurer Lösung erhältliche     Diazo-          azoverbindung    aus 1     Mol.        eines    4,     4'-Tetrazo.-          diphenyls    und 1     Mol.        1,8-Aminooxynaphrtha-          lin-3,6-disulfonsäure        bezw.        -4,

  6-disulfonsäure     alkalisch zunächst mit einer     Monodiazover-          bindung        und    zum Schluss mit gegebenenfalls  kernsubstituierten Derivaten des     3-Amino-          diphenylamins        vereinigt,    in denen ein Was  serstoffatom der     Aminogruppe    durch einen       Alkylsulfo-,        Arylsulfo-    oder     Aralkylsulfo-          rest        amidartig    ersetzt ist.  



  Die so erhältlichen Farbstoffe ziehen aus       neutralem    oder schwach alkalischem Bad in  schwarzen Tönen auf die pflanzliche Faser  und färben Leder in schwarzen blumigen  Tönen an. Sie besitzen eine gute Säureecht  heit und ferner die Eigenschaft, Misch  gewebe aus den verschiedensten Fasern, wie  z. B. Baumwolle, Wolle, Zellwolle, Seide,  Kunstseide, fasergleich anzufärben. Gegen  über den Farbstoffen der deutschen Patent-         schrift    Nr. 626938 besitzen die neuen Farb  stoffe den Vorteil einer verbesserten Wasser  echtheit.  



       Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Trisazo-          farbstoffes.    Das Verfahren ist dadurch ge  kennzeichnet, dass man 1     Mol.        tetrazotiertes          4,4'-Diaminodiphenyl    in saurem Medium  mit 1     Mol.        1-Amino-8-oxynaphthalin-3,6-di-          sulfonsäure    kuppelt, auf den gebildeten       Monoazofarbstoff    1     Mol.    dianotiertes Anilin       sodaalkalisch    einwirken lässt und schliesslich  mit 1 Hol.

       3-Methylsulfamino-diphenylamin     kuppelt.  



  Der neue Farbstoff stellt ein dunkles  Pulver dar, das sich     in    Wasser mit schwarz  violetter Farbe     löst    und Baumwolle in grün  schwarzen Tönen färbt.    <I>Beispiel:</I>  184 Teile     4,4'-Diaminodiphenyl    werden in  üblicher Weise     tetrazotiert    und mit 341  Teilen 1-Amino-8-oxynaphthalin-3,6-disul-           fonsäure        in    mineralsaurem Medium gekup  pelt. Dieses Zwischenprodukt wird     soda-          alkalisch    mit einer aus 93 Teilen Anilin her  gestellten     Diazobenzollösung    vereinigt.

   Wenn  keine freie     Diazoverbindung    mehr nachzu  weisen ist,     fügt    man eine     natronalkalisehe     Lösung aus 262 Teilen     3-Methylsulfamino-          diphenylamin    zu. Nach kurzer Zeit ist die  Kupplung beendet.     Der,Tarbätoff    wird in  der üblichen     Form    abgeschieden. Er färbt  Baumwolle aus neutralem oder     sodaalkali-          schem    Bad in grünschwarzen Tönen von  guter Wasserechtheit. Bemerkenswert ist  seine Eigenschaft,     Mischgewebe    aus ver  schiedenen Fasern gleichmässig anzufärben.



  Process for the preparation of a trisazo dye. Valuable trisazo dyes are, as has been found, obtainable if the diazo-azo compound, obtainable by coupling in acidic solution, is obtained from 1 mol. Of a 4,4'-tetrazo-diphenyl and 1 mol. 1 , 8-Aminooxynaphrthalin-3,6-disulfonic acid respectively. -4,

  Alkaline 6-disulfonic acid initially combined with a monodiazo compound and finally with optionally ring-substituted derivatives of 3-aminodiphenylamine in which one hydrogen atom of the amino group has been replaced in an amide-like manner by an alkylsulfo, arylsulfo or aralkylsulfo radical.



  The dyes that can be obtained in this way are drawn from a neutral or slightly alkaline bath in black tones onto the vegetable fiber and dye leather in black, flowery tones. They have good acid fastness and also have the property of mixed fabrics made from a wide variety of fibers, such as. B. cotton, wool, rayon, silk, rayon, to be colored fiber-like. Compared to the dyes from German patent specification No. 626938, the new dyes have the advantage of improved waterfastness.



       The present patent relates to a process for the preparation of a trisazo dye. The process is characterized in that 1 mole of tetrazotized 4,4'-diaminodiphenyl is coupled in an acidic medium with 1 mole of 1-amino-8-oxynaphthalene-3,6-disulfonic acid, 1 mole of the monoazo dye formed. Dianotized aniline soak alkaline and finally with 1 Hol.

       3-methylsulfamino-diphenylamine couples.



  The new dye is a dark powder that dissolves in water with a black-purple color and dyes cotton in green-black tones. <I> Example: </I> 184 parts of 4,4'-diaminodiphenyl are tetrazotized in the customary manner and coupled with 341 parts of 1-amino-8-oxynaphthalene-3,6-disulfonic acid in a mineral acid medium. This intermediate product is combined in an alkaline soda with a diazobenzene solution made from 93 parts of aniline.

   When no more free diazo compound can be detected, an alkaline soda solution of 262 parts of 3-methylsulfaminodiphenylamine is added. The coupling is terminated after a short time. The Tarbätoff is deposited in the usual way. It dyes cotton from neutral or soda-alkaline baths in green-black tones with good waterfastness. Its property of evenly dyeing mixed fabrics made from different fibers is remarkable.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol. tetrazotiertes 4,4' Diaminodiphe- nyl in saurem Medium mit 1 Mol. 1-Amino- u-ogynaphthalin-3,6-disulfonsäure kuppelt., Claim: A process for the preparation of a trisazo dye, characterized in that 1 mol of tetrazotized 4,4'-diaminodiphenyl is coupled with 1 mol of 1-amino-u-ogynaphthalene-3,6-disulfonic acid in an acidic medium., auf den gebildeten lllonoazofarbstoff 1 Mol. diazotiertes Anilin sodaalkalisch einwirken lässt und schliesslich mit 1 Mol. 3-Methyl-sulf- amino-diphenylamin kuppelt. Der neue Farbstoff stellt ein dunkles Pulver dar, das sich in Wasser mit schwarz violetter Farbe löst und Baumwolle in grün schwarzen Tönen färbt. 1 mol of diazotized aniline is allowed to act in a soda-alkaline manner on the ilonoazo dye formed and finally couples with 1 mol of 3-methyl-sulfamino-diphenylamine. The new dye is a dark powder that dissolves in water with a black-purple color and dyes cotton in green-black tones.
CH212416D 1938-05-02 1939-04-17 Process for the preparation of a trisazo dye. CH212416A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE212416X 1938-05-02

Publications (1)

Publication Number Publication Date
CH212416A true CH212416A (en) 1940-11-30

Family

ID=5807955

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212416D CH212416A (en) 1938-05-02 1939-04-17 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH212416A (en)

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