CH311067A - Process for the preparation of a water-insoluble disazo dye. - Google Patents

Process for the preparation of a water-insoluble disazo dye.

Info

Publication number
CH311067A
CH311067A CH311067DA CH311067A CH 311067 A CH311067 A CH 311067A CH 311067D A CH311067D A CH 311067DA CH 311067 A CH311067 A CH 311067A
Authority
CH
Switzerland
Prior art keywords
water
parts
disazo dye
preparation
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH311067A publication Critical patent/CH311067A/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
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • C09B31/06Disazo dyes from a coupling component "C" containing a directive hydroxyl group

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent. Nr. 309184.    Verfahren zur Herstellung eines wasserunlöslichen     Disazofarbstoffes.            Gegenstand    des vorliegenden. Patentes ist  ein Verfahren zur Herstellung eines wasser  unlöslichen     Disazofarbstoffes,    welches darin  besteht, dass man 1.     Mol        diazotiertes        1-Amino-          4-aeetyiaminobenzol    in saurem Medium mit  I.

       110l        1-Amino        9,5-dimethoxybenzol    kuppelt,  die erhaltene     Aminomonoazoverbindung        wei-          terdiazotiert    und mit 1     Mol        1-Oxy-3-methoxy-          benzol    kuppelt.  



  Der neue, wasserunlösliche     Disazofarbstoff     färbt, in üblicher Weise     dispergiert,    synthe  tische     Polvamidfasern    in rubinroten Tönen  von guten Licht-,     Nass-    und     Sublimierecht-          heitseigenschaften.    Streifiges Nylon wird da  bei gleichmässig gedeckt. Der neue     Disazofarb-          stoff    kann bei erhöhter Temperatur auch zum  Färben von Polyester- und     Polya.erylnitril-          fasern    verwendet werden. Er eignet sich auch  zum Färben von Lacken, ölen, Kunstharzen  oder von künstlichen Fasern in der Masse.  



  Im nachfolgenden Beispiel bedeuten die  Teile     Ctewiehtsteile,    und die Prozente sind in       C-ewichtsprozenten    angegeben.  



  <I>Beispiel:</I>  75 Teile     1-Amino-4-acetylaminobenzol    wer  den in 200 Teilen Wasser und 160 Teilen kon  zentrierter Salzsäure angerührt und nach Zu  satz von 300 Teilen Eis mit einer Lösung von  35 Teilen     Natriumnitrit    in 100 Teilen Wasser  versetzt. Hierauf wird die Temperatur der       Diazolösung    durch Zusatz von 350 Teilen Eis  auf 0  gestellt und eine Lösung von 76,5     Tei-          leii        l.-Ainino-2,5-dimethoxybenzol    in 500 Tei-    ]en Wasser und 62 Teilen konzentrierter Salz  säure hinzugefügt.

   Anschliessend stellt man  die Reaktion der Masse mittels einer wässeri  gen Lösung aus     1.30    Teilen     Natriumacetat     kongoneutral und lässt die Masse einige Stun  den rühren. Nun werden ihr 300 Teile Na  triumchlorid zugesetzt, worauf die gebildete       Monoazoverbindung    als Paste     abfiltriert    wird.

    Hierauf wird diese in 1000 Teilen Wasser und  160 Teilen konzentrierter     Salzsäure    angerührt  und nach Zusatz von 200 Teilen Eis mit einer  Lösung von 35 Teilen     Natriumnitrit    in 100  Teilen Wasser     diazotiert.    Man filtriert die       Diazolösung    von geringen Verunreinigungen  und     vereinigt    sie mit einer Lösung aus 62 Tei  len     1-Oxy-3-methoxybenzol,    500 Teilen Was  ser,

   55 Teilen     361/oiger        Natriumhydroxyd-          lösung    und 60 Teilen     Natriumcarbonat.    Der  erhaltene neue     Disazofarbstoff    wird in übli  cher Weise isoliert. Er färbt Nylon,  Perlon   und      Dacron     in rubinroten Tönen von her  vorragenden Echtheitseigenschaften.



  <B> Additional patent </B> to the main patent. No. 309184. Process for the preparation of a water-insoluble disazo dye. Subject of the present. Patent is a process for the preparation of a water-insoluble disazo dye, which consists in that 1. mol of diazotized 1-amino-4-aeetyiaminobenzene in an acidic medium with I.

       110l of 1-amino 9,5-dimethoxybenzene couples, the aminomonoazo compound obtained is further diazotized and couples with 1 mole of 1-oxy-3-methoxybenzene.



  The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polvamid fibers in ruby red shades with good light, wet and sublimation fastness properties. Striped nylon is evenly covered. The new disazo dye can also be used to dye polyester and polya.erylnitrile fibers at higher temperatures. It is also suitable for coloring paints, oils, synthetic resins or artificial fibers in the mass.



  In the following example, the parts C mean parts by weight and the percentages are given in C weight percent.



  <I> Example: </I> 75 parts of 1-amino-4-acetylaminobenzene are stirred in 200 parts of water and 160 parts of concentrated hydrochloric acid and, after addition of 300 parts of ice, with a solution of 35 parts of sodium nitrite in 100 parts of water offset. The temperature of the diazo solution is then set to 0 by adding 350 parts of ice and a solution of 76.5 parts of 1.-amino-2,5-dimethoxybenzene in 500 parts of water and 62 parts of concentrated hydrochloric acid are added.

   The reaction of the mass is then made Congo-neutral by means of an aqueous solution of 1.30 parts of sodium acetate and the mass is left to stir for a few hours. Now 300 parts of sodium chloride are added to it, whereupon the monoazo compound formed is filtered off as a paste.

    This is then mixed with 1000 parts of water and 160 parts of concentrated hydrochloric acid and, after addition of 200 parts of ice, diazotized with a solution of 35 parts of sodium nitrite in 100 parts of water. The diazo solution is filtered to remove minor impurities and combined with a solution of 62 parts of 1-oxy-3-methoxybenzene, 500 parts of water,

   55 parts of 361% sodium hydroxide solution and 60 parts of sodium carbonate. The new disazo dye obtained is isolated in a customary manner. It dyes nylon, perlon and dacron in ruby red shades with excellent fastness properties.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser unlöslichen Disazofarbstoffes, dadurch ge kennzeichnet, dass man 1 Mol diazotiertes 1-Amino-4-acetylaminobenzol in saurem Me dium mit 1 Mol 1-Amino-2,5-dimethoxybenzol kuppelt, die erhaltene Aminomonoazoverbin- dung weiterdiazotiert und mit 1 Mol 1-Oxy- 3-methoxybenzol kuppelt. Claim: Process for the preparation of a water-insoluble disazo dye, characterized in that 1 mol of diazotized 1-amino-4-acetylaminobenzene in acidic medium is coupled with 1 mol of 1-amino-2,5-dimethoxybenzene, and the aminomonoazo compound obtained is further diazotized and coupling with 1 mole of 1-oxy-3-methoxybenzene. Der neue, wasserunlösliche Disazofarbstoff färbt, in üblicher Weise dispergiert, synthe- tische Polyamidfasern in rubinroten Tönen von guten Licht-, Nass_ und Sublimierecht- heitseigenschaften. Streifiges Nylon wird da bei gleichmässig gedeckt. Der neue Disazofarb- s Stoff kann bei erhöhter Temperatur auch zum Färben von Polyester- und Polyacrylnitril- fasern verwendet werden. The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polyamide fibers in ruby red shades with good light, wet and sublimation fastness properties. Striped nylon is evenly covered. The new disazo dye s fabric can also be used to dye polyester and polyacrylonitrile fibers at elevated temperatures. Er eignet sich auch zum Färben von Lacken, Nen, liunstharzeii oder von künstliehen Fasern in der Masse. It is also suitable for dyeing varnishes, Nen, liunstharzeii or artificial fibers in the mass.
CH311067D 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye. CH311067A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH311072T 1952-11-07
CH311067T 1952-11-07
CH309184T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311067A true CH311067A (en) 1955-11-15

Family

ID=27178319

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311067D CH311067A (en) 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311067A (en)

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