[go: up one dir, main page]

CH311062A - 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
CH311062A
CH311062A CH311062DA CH311062A CH 311062 A CH311062 A CH 311062A CH 311062D A CH311062D A CH 311062DA CH 311062 A CH311062 A CH 311062A
Authority
CH
Switzerland
Prior art keywords
water
disazo dye
parts
mol
fibers
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 CH311062A publication Critical patent/CH311062A/en

Links

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

Landscapes

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

Description

  

      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-          2,5-dimethoxybenzol    in saurem Medium mit  1     Mol        1-Amino-2-methoxy-5-methylbenzol    kup  pelt,

   die erhaltene     Aminomonoazoverbindung          weiterdiazotiert    und mit 1     Mol        Oxybenzol     kuppelt.  



  Der neue, wasserunlösliche     Disazofarbstoff     färbt, in üblicher Weise     dispergiert,    synthe  tische     Polyamidfasern    in braunorangen 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     Polyacrylnitril-          fasern    verwendet werden. Er eignet sieh auch  zum Färben von Lacken, ölen, Kunstharzen  oder von künstlichen Fasern in der Masse.

    Ausserdem zeichnet er sich durch ein gutes  Ziehvermögen und grosse Farbtiefe auf     Ace-          tatreyon    aus, wobei der Farbton jenem auf  synthetischen     Polyamidfasern    entspricht.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile, und die Prozente sind in  Gewichtsprozenten angegeben.    <I>Beispiel:</I>    30,5 Teile     1-Amino-2,5-dimethoxybenzol     werden in 400 Teilen Wasser und 64 Teilen  konzentrierter     Salzsäure    warm gelöst und die  Lösung durch Zusatz von 400 Teilen Eis auf  0  abgekühlt. Hierauf     diazotiert    man das         1-Amino-2,5-dimethoxybenzol    mit einer Lösung  von 14 Teilen     Natriumnitrit        in    40 Teilen Was  ser.

   Nach beendigter     Diazotierung    tropft man  zum     Diazogemisch    eine Lösung von 27 Teilen       1-Amino-2-methoxy-5-methylbenzol    in 500 Tei  len Wasser und 32 Teilen konzentrierter Salz  säure hinzu und fügt zur Beschleunigung der  Kupplung 45 Teile     Natriumacetat    zu. Wenn  die Kupplung beendet ist, versetzt man die       Reaktionsmasse    mit 200 Teilen     Natri-Lunchlo-          rid    und filtriert die ausgeschiedene     Monoazo-          verbindung    ab.

   Sie wird in 2000 Teilen Was  ser und 64 Teilen konzentrierter Salzsäure an  gerührt, die     Aufschlämmung    durch Zusatz  von Eis auf 10-15  gestellt und mit einer  Lösung von 15 Teilen     Natriumnitrit    in 50 Tei  len Wasser     diazotiert.    Hierauf wird die     Di-          azolösung    filtriert und das Filtrat mit einer  Lösung von 20 Teilen     Oxybenzol    in 200 Tei  len Wasser, 48 Teilen     Natriumcarbonat,    21  Teilen     36o/oiger        Natriumhydroxydlösung    und  80 Teilen     Natriumacetat    bei 0-5  vereinigt,

    wobei Kupplung zum     Disazofarbstoff    eintritt.  Der neue, wasserunlösliche     Disazofarbstoff    ist  ein braunes Pulver, welches     Acetatseide,        Poly-          amidfasern,    wie z. B. Nylon und  Perlon ,  und Polyesterfasern, wie z. B.      Dacron ,        in     braunorangen Tönen von hervorragenden  Echtheitseigenschaften färbt.



      Process for the preparation of a water-insoluble disazo dye. The present patent relates to a process for the preparation of a water-insoluble disazo dye, which consists in that 1 mol of diazotized 1-amino-2,5-dimethoxybenzene in an acidic medium with 1 mol of 1-amino-2-methoxy-5-methylbenzene kup pelt,

   the aminomonoazo compound obtained is further diazotized and coupled with 1 mol of oxybenzene.



  The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polyamide fibers in brown-orange tones with good light, wet and sublimation fastness properties, streaky 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 addition, it is characterized by good drawability and great depth of color on acetatreyon, the color tone corresponding to that on synthetic polyamide fibers.



  In the example below, parts are parts by weight and percentages are percentages by weight. <I> Example: </I> 30.5 parts of 1-amino-2,5-dimethoxybenzene 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. Then the 1-amino-2,5-dimethoxybenzene is diazotized with a solution of 14 parts of sodium nitrite in 40 parts of water.

   When the diazotization is complete, a solution of 27 parts of 1-amino-2-methoxy-5-methylbenzene in 500 parts of water and 32 parts of concentrated hydrochloric acid is added dropwise to the diazo mixture and 45 parts of sodium acetate are added to accelerate the coupling. When the coupling has ended, 200 parts of sodium lunch 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 suspension is adjusted to 10-15 by the addition of ice and diazotized with a solution of 15 parts of sodium nitrite in 50 parts of water. The diazole solution is then filtered and the filtrate is combined with a solution of 20 parts of oxybenzene in 200 parts of water, 48 parts of sodium carbonate, 21 parts of 36% sodium hydroxide solution and 80 parts of sodium acetate at 0-5,

    coupling to the disazo dye occurs. The new, water-insoluble disazo dye is a brown powder that contains acetate silk, polyamide fibers, such as B. nylon and Perlon, and polyester fibers such. B. Dacron, dyes in brown-orange tones with excellent fastness properties.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser unlöslichen Disazofarbstoffes, dadurch ge kennzeichnet, dass man 1 Mol diazotiertes 1-Amino-2,5-dimethoxybenzol in saurem Me dium mit 1 Mol 1-Amino-2-methoxy-5-methyl- benzol kuppelt, die erhaltene Aminomonoazo- v erbindung weiterdiazotiert und mit 1 Mol Oxybenzol kuppelt. PATENT CLAIM: Process for the preparation of a water-insoluble disazo dye, characterized in that 1 mol of diazotized 1-amino-2,5-dimethoxybenzene in acidic medium is coupled with 1 mol of 1-amino-2-methoxy-5-methylbenzene, the aminomonoazo compound obtained is further diazotized and coupled with 1 mol of oxybenzene. Der neue, wasserunlösliche Disazofarbstoff färbt, in üblicher Weise dispergiert, synthe tische Polyamidfasern in braunorangen 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 Polyacrylnitril- 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 brown-orange 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 lacquers, oils, synthetic resins or artificial fibers in the mass. Ausserdem zeichnet er sich durch ein gutes Ziehvermögen und grosse Farbtiefe auf Ace- tatreyon aus, wobei der Farbton jenem auf synthetischen Polyamidfasern entspricht. In addition, it is characterized by good drawability and great depth of color on acetatreyon, the color tone corresponding to that on synthetic polyamide fibers.
CH311062D 1952-10-31 1952-10-31 Process for the preparation of a water-insoluble disazo dye. CH311062A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH311062T 1952-10-31
CH309183T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311062A true CH311062A (en) 1955-11-15

Family

ID=25735596

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311062D CH311062A (en) 1952-10-31 1952-10-31 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311062A (en)

Similar Documents

Publication Publication Date Title
CH413168A (en) Process for the preparation of water-insoluble disazo dyes
CH311062A (en) Process for the preparation of a water-insoluble disazo dye.
CH311064A (en) Process for the preparation of a water-insoluble disazo dye.
CH311055A (en) Process for the preparation of a water-insoluble disazo dye.
CH311061A (en) Process for the preparation of a water-insoluble disazo dye.
CH311056A (en) Process for the preparation of a water-insoluble disazo dye.
DE964975C (en) Process for the preparation of monoazo dyes
CH311059A (en) Process for the preparation of a water-insoluble disazo dye.
CH311058A (en) Process for the preparation of a water-insoluble disazo dye.
CH309183A (en) Process for the preparation of a water-insoluble disazo dye.
CH311070A (en) Process for the preparation of a water-insoluble disazo dye.
CH311069A (en) Process for the preparation of a water-insoluble disazo dye.
CH311063A (en) Process for the preparation of a water-insoluble disazo dye.
CH311060A (en) Process for the preparation of a water-insoluble disazo dye.
CH311073A (en) Process for the preparation of a water-insoluble disazo dye.
DE883020C (en) Process for the preparation of a new monoazo black chromable dye
CH311057A (en) Process for the preparation of a water-insoluble disazo dye.
CH311065A (en) Process for the preparation of a water-insoluble disazo dye.
CH311071A (en) Process for the preparation of a water-insoluble disazo dye.
CH311066A (en) Process for the preparation of a water-insoluble disazo dye.
CH311067A (en) Process for the preparation of a water-insoluble disazo dye.
CH311068A (en) Process for the preparation of a water-insoluble disazo dye.
CH333069A (en) Process for the preparation of water-insoluble monoazo dyes
CH341586A (en) Process for the production of milled monoazo dyes
DE1544382A1 (en) Process for the preparation of an azo dye