CH311070A - 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
CH311070A
CH311070A CH311070DA CH311070A CH 311070 A CH311070 A CH 311070A CH 311070D A CH311070D A CH 311070DA CH 311070 A CH311070 A CH 311070A
Authority
CH
Switzerland
Prior art keywords
water
parts
disazo dye
preparation
insoluble disazo
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 CH311070A publication Critical patent/CH311070A/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

  

  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    dianotiertes     1-Amino-          4-propionylbenzol    in saurem Medium mit  1.

       Mol        1-Amino-2,5-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     Polyamidfasern    in rubinroten Tönen  von     guten    Licht-, Nass- und     Sublimierecht-          heitseigenschaften.    Streifiges Nylon wird da  bei gleichmässig gedeckt. Der neue     Disazofa.rb-          stoff    kann bei erhöhter Temperatur auch zum  Färben von Polyester- und     Polyacrvlnitril-          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  'feile Gewichtsteile, und die Prozente sind  in     Gewiehtsprozenten    angegeben.         Beispiel:       74,5 Teile     1-Amino-4-propionylbenzol    wer  den in 200 Teilen Wasser und 160 Teilen  konzentrierter Salzsäure angerührt und nach  Zusatz von 300 Teilen Eis mit einer Lösung       ton    35 Teilen     Natriumnitrit    in 100 Teilen  Wasser versetzt.

   Hierauf wird die Tempera  tur der     Diazolösung    durch Zusatz von 350  Teilen Eis auf 0  gestellt und eine Lösung  von 76,5 Teilen     1.-Amino-2,5-dimethoxybenzol       in 500 Teilen Wasser und 62 Teilen konzen  trierter Salzsäure     hinzugefügt.    Anschliessend  stellt man die Reaktion der Masse mittels einer  wässerigen Lösung aus 130 Teilen     Natrium-          aeetat    kongoneutral und lässt die Masse     einige     Stunden rühren. Nun werden ihr 300 Teile       Natriumchlorid    zugesetzt, worauf die gebil  dete     Monoazoverbindung    als Paste     abfiltriert     wird.

   Hierauf wird diese in 1000 Teilen Was  ser und 160 Teilen konzentrierter Salzsäure  angerührt und nach Zusatz von 200 Teilen  Eis mit einer Lösung von 35 Teilen Natrium  nitrit in 1.00 Teilen Wasser dianotiert. Man       filtriert    die     Diazolösung    von geringen     Vertun-          reinigungen    und vereinigt sie mit einer Lö  sung aus 62 Teilen     1-Oxy-3-methoxybenzol,     500 Teilen Wasser, 55 Teilen     36o/oiger    Na  triumhydroxydlösung und 60 Teilen     Natrium-          carbonat.    Der erhaltene neue     Disazofarbstoff     wird in üblicher Weise isoliert.

   Er färbt  Nylon,  Perlon  und      Dacron     in rubinroten  Tönen von hervorragenden Echtheitseigen  schaften.



  Process for the preparation 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 mixing 1 mol of dianotated 1-amino-4-propionylbenzene in an acidic medium with 1.

       Molecules of 1-amino-2,5-dimethoxybenzene are coupled, the aminomonoazo compound obtained is further diazotized and coupled with 1 mol of 1.-oxy-3-methoxybenzene.



  The new, water-insoluble disazo dye, when dispersed in the usual manner, dyes synthetic polyamide fibers in ruby red shades with good light, wet and sublimation fastness properties. Striped nylon is evenly covered. The new disazofa 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.



  In the following example the 'files mean parts by weight and the percentages are given in percentages by weight. Example: 74.5 parts of 1-amino-4-propionylbenzene are stirred in 200 parts of water and 160 parts of concentrated hydrochloric acid and, after the addition of 300 parts of ice, a solution of 35 parts of sodium nitrite in 100 parts of water is added.

   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 is added. The reaction of the mass is then made Congo-neutral by means of an aqueous solution of 130 parts of sodium acetate and the mass is left to stir for a few hours. 300 parts of sodium chloride are now added to it, whereupon the monoazo compound formed is filtered off as a paste.

   This is then stirred in 1000 parts of water and 160 parts of concentrated hydrochloric acid and, after the addition of 200 parts of ice, dianotized with a solution of 35 parts of sodium nitrite in 1.00 parts of water. The diazo solution is filtered to remove small amounts of impurities and combined with a solution of 62 parts of 1-oxy-3-methoxybenzene, 500 parts of water, 55 parts of 36% sodium hydroxide solution and 60 parts of sodium carbonate. The new disazo dye obtained is isolated in the usual way.

   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 dianotiertes 1-Amino-4-propiony lbenzol in. saurem Medium mit 1 Mol 1-Amino-2,5-dimethoxybenzol kup pelt, die erhaltene Aminomonoazoverbindung weiterdiazotiert und mit 1 Mol 1-Oxy-3-meth- oxybenzol kuppelt. Claim: A process for the preparation of a water-insoluble disazo dye, characterized in that 1 mol of dianotated 1-amino-4-propionylbenzene in an acidic medium is coupled with 1 mol of 1-amino-2,5-dimethoxybenzene, and the aminomonoazo compound obtained is further diazotized and coupled with 1 mole of 1-oxy-3-methoxybenzene. Der neue, wasserunlösliche Disazofarbstoff färbt, in üblicher Weise dispergiert, synthe- tisehe Polyamidfasern in rubinroten Tönen von guten Licht-, Nass- und Sublimierecht- heitseigenschaften. Streifiges Nylon wird da bei gleiehmässig gedenkt. Der neue Disa.zofarb- stoff kann bei erhöhter Temperatur aueh 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 thought of equally. The new disa.zo dye can also be used for dyeing polyester and polyacrylonitrile fibers at higher temperatures. Er eignet sich aueb zum Färben von Laeken, Nen, liunstha.rze?i oder von künstliehen Fasern in der Masse. It is also suitable for dyeing Laeken, Nen, liunstha.rze? I or artificial fibers in the mass.
CH311070D 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye. CH311070A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH311070T 1952-11-07
CH311072T 1952-11-07
CH309184T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311070A true CH311070A (en) 1955-11-15

Family

ID=27178322

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311070D CH311070A (en) 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311070A (en)

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