CH311061A - 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
CH311061A
CH311061A CH311061DA CH311061A CH 311061 A CH311061 A CH 311061A CH 311061D A CH311061D A CH 311061DA CH 311061 A CH311061 A CH 311061A
Authority
CH
Switzerland
Prior art keywords
water
parts
disazo dye
methoxybenzene
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 CH311061A publication Critical patent/CH311061A/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

  

      Zusatzpatent        zum    Hauptpatent Nr. 309183.    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-          2-methoxybenzol    in saurem Medium mit 1     Mol          1-Amino-2-äthoxynaphthalin    kuppelt,

   die er  haltene     Aminomonoazoverbindung        weiter-          diazotiert    und mit 1     Mol        1-Oxy-3-methoxyben-          zol    kuppelt.  



  Der neue, wasserunlösliche     Disazofarbstoff     färbt, in üblicher Weise     dispergiert,    synthe  tische     Polyamidfasern    in violetten Tönen von  guten Licht-, Nass- und     Sublimierechtheits-          eigenschaften.    Streifiges Nylon wird dabei  gleichmässig gedeckt. Der neue     Disazofarb-          stoff    kann bei erhöhter Temperatur auch zum  Färben von Polyester- und     Polyacrylnitril-          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 Gewichtsteile, und die Prozente sind in  Gewichtsprozenten angegeben.    <I>Beispiel:</I>    24,5 Teile     l-Amino-2-methoxybenzol    wer  den in 400 Teilen Wasser und 64 Teilen kon  zentrierter     Salzsäure    gelöst und die Lösung  durch Zusatz von 400 Teilen Eis auf 0  abge  kühlt.

   Hierauf wird das     1-Amino-2-methoxy-          benzol    mit einer Lösung von 14 Teilen Na  triumnitrit in 400 Teilen Wasser     diazotiert.     Nach beendigter     Diazotierung    tropft man zum       Diazogemisch    eine siedende Lösung von 38    Teilen     1-Amino    - 2 -     äthoxynaphthalin    in 800  Teilen Wasser und 32 Teilen konzentrierter       Salzsäure    hinzu, hält die Temperatur durch  gleichzeitigen Eiszusatz unter 5  und fügt zur  Beschleunigung der Kupplung 45 Teile Na  triumacetat zu.

   Wenn die Kupplung beendet  ist, versetzt man die Reaktionsmasse mit 200  Teilen     Natriumchlorid    und filtriert die aus  geschiedene     Monoazoverbindung    ab. Sie wird  in 2000 Teilen Wasser und 64 Teilen konzen  trierter Salzsäure angerührt, die Aufschläm  mung durch Zusatz von Eis auf 10-15  ge  stellt und mit einer Lösung von 15 Teilen       Natriumnitrit    in 50 Teilen Wasser     diazotiert.     Hierauf     wird    die     Diazolösung    filtriert und  das Filtrat mit einer Lösung von 26 Teilen       1.-Oxy-3-methoxybenzol    in 200 Teilen Wasser,  48 Teilen     Natriumcarbonat,

      21 Teilen     3f /oiger          Natriumhydroxydlösung    und 80 Teilen Na  triumacetat bei 0-5      vereinigt,    wobei Kupp  lung zum     Disazofarbstoff    eintritt. Dieser wird       abfiltriert,    neutral gewaschen und getrocknet.  Der neue, wasserunlösliche     Disazofarbstoff    ist       ein    braunes Pulver und färbt     Polyamidfasern,     wie z. B. Nylon und  Perlon ,     und    Polyester  fasern, wie z. B.      Dacron ,    in violetten Tönen  von guten     Echtheitseigenschaften.  



      Additional patent to main patent No. 309183. Process for the production of a water-insoluble disazo dye. The subject of the present patent is a process for the preparation of a water-insoluble disazo dye, which consists in coupling 1 mol of diazotized 1-amino-2-methoxybenzene in an acidic medium with 1 mol of 1-amino-2-ethoxynaphthalene,

   the aminomonoazo compound obtained is further diazotized and coupled with 1 mole of 1-oxy-3-methoxybenzene.



  The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polyamide fibers in violet 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 polyacrylonitrile fibers at elevated temperatures. It is also suitable for coloring paints, oils, synthetic resins or artificial fibers in the mass.



  In the example below, parts are parts by weight and percentages are percentages by weight. <I> Example: </I> 24.5 parts of l-amino-2-methoxybenzene are dissolved in 400 parts of water and 64 parts of concentrated hydrochloric acid and the solution is cooled to 0 by adding 400 parts of ice.

   The 1-amino-2-methoxybenzene is then diazotized with a solution of 14 parts of sodium nitrite in 400 parts of water. When the diazotization is complete, a boiling solution of 38 parts of 1-amino - 2 - ethoxynaphthalene in 800 parts of water and 32 parts of concentrated hydrochloric acid is added dropwise to the diazo mixture, the temperature is kept below 5 by the simultaneous addition of ice and 45 parts of sodium acetate are added to accelerate the coupling .

   When the coupling has ended, 200 parts of sodium chloride are added to the reaction mass and the monoazo compound which has separated out is filtered off. It is stirred in 2000 parts of water and 64 parts of concentrated hydrochloric acid, the slurry is adjusted to 10-15 ge by the addition of ice and diazotized with a solution of 15 parts of sodium nitrite in 50 parts of water. The diazo solution is then filtered and the filtrate is washed with a solution of 26 parts of 1.-oxy-3-methoxybenzene in 200 parts of water, 48 parts of sodium carbonate,

      21 parts of 3% sodium hydroxide solution and 80 parts of sodium acetate combined at 0-5, with coupling to the disazo dye. This is filtered off, washed neutral and dried. The new, water-insoluble disazo dye is a brown powder and dyes polyamide fibers, such as. B. nylon and Perlon, and polyester fibers such. B. Dacron, in purple tones with good fastness properties.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser unlöslichen Disazofarbstoffes, dadurch ge kennzeichnet, dass man 1 Mol diazotiertes 1-Amino-2-methoxybenzol in saurem Medium mit 1 Mol 1-Amino-2-äthoxynaphthalin kup- pelt, die erhaltene Aminomonoazoverbindung weiterdiazotiert und mit 1 Mol 1-Oxy-3-meth- oxybenzol kuppelt. Claim: Process for the preparation of a water-insoluble disazo dye, characterized in that 1 mol of diazotized 1-amino-2-methoxybenzene is coupled in an acidic medium with 1 mol of 1-amino-2-ethoxynaphthalene, the aminomonoazo compound obtained is diazotized further and with 1 Mole of 1-oxy-3-methoxybenzene couples. Der neue, wasserunlösliche Disazofarbstoff färbt, in üblicher Weise dispergiert, synthe tische Polyamidfasern in violetten Tönen von guten Licht-, Nass- und Sublimierechtheits- eigensehaften. Streifiges Nylon wird dabei gleichmässig gedeckt. Der neue Disazofarb- stoff kann bei erhöhter Temperatur auch zum Färben von Polyester- und. Polyaerylnitril- fasern verwendet werden. Er eignet sich auch zum Färben von Lacken, Ölen, Kunstharzen oder von künstlichen Fasern in der Masse. The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polyamide fibers in violet 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. Polyaeryl nitrile fibers are used. It is also suitable for coloring lacquers, oils, synthetic resins or artificial fibers in the mass.
CH311061D 1952-10-31 1952-10-31 Process for the preparation of a water-insoluble disazo dye. CH311061A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH311061T 1952-10-31
CH309183T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311061A true CH311061A (en) 1955-11-15

Family

ID=25735595

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311061D CH311061A (en) 1952-10-31 1952-10-31 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311061A (en)

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