CH311068A - 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
CH311068A
CH311068A CH311068DA CH311068A CH 311068 A CH311068 A CH 311068A CH 311068D A CH311068D A CH 311068DA CH 311068 A CH311068 A CH 311068A
Authority
CH
Switzerland
Prior art keywords
water
parts
disazo dye
dye
methoxybenzene
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 CH311068A publication Critical patent/CH311068A/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. 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    dianotiertes     1-Amino-          2-methoxybenzol    in saurem Medium mit 1     Mol          1-Amino-2,5-dimethoxybenzol    kuppelt, die er  haltene     Aminomonoazoverbindung        weiter-          diazotiert    und mit 1.

       Mol        1.-Oxy-3-methoxvben-          zol    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     Disazofarb-          stoff    kann bei erhöhter Temperatur auch zum  Färben von Polyester- und     Polyaerylnitril.-          fasern    verwendet werden. Er eignet sieh 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>    61,5 Teile     1-Amino-2-methoxybenzol    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  len     1-Amino-2,5-dimethoxybenzol    in 500 Tei-         len    Wasser und 62 Teilen konzentrierter     Salz-          säure    hinzugefügt. Anschliessend stellt man  die Reaktion der Masse mittels einer wässeri  gen Lösung aus<B>130</B> Teilen     Natriumacetat     kongoneutral und lässt die Masse einige Stun  den rühren.

   Nun werden ihr 300 Teile Na  triumchlorid zugesetzt, worauf die gebildete       Monoazov        erbindung    als Paste     abfiltriert    wird.  Hierauf wird diese in 1000 Teilen Wasser  und 160 Teilen konzentrierter Salzsäure an  gerührt und nach Zusatz von 200 Teilen Eis  mit einer Lösung von 35 Teilen     Natriumnitrit     in 100 Teilen Wasser dianotiert.

   Man filtriert  die     Diazolösung    von geringen Verunreinigun  gen und vereinigt sie mit einer Lösung aus  62 Teilen     1.-Oxy-3-methoxybenzol,    500 Teilen  Wasser, 55 Teilen     369/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.



      Additional patent to main patent No. 309184. Process for the production 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 coupling 1 mole of dianotated 1-amino-2-methoxybenzene in an acidic medium with 1 mole of 1-amino-2,5-dimethoxybenzene which it obtained Aminomonoazo compound further diazotized and with 1.

       Mole of 1-oxy-3-methoxybenzene couples.



  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 disazo dye can also be used to dye polyester and polyaerylnitrile 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> 61.5 parts of 1-amino-2-methoxybenzene 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 are 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 <B> 130 </B> 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 Monoazov connection 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 addition of 200 parts of ice, dianotized 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 369% 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 dianotiertes 1-Amino-2-methoxybenzol 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-2-methoxybenzene in acidic medium with 1 mol of 1-amino-2,5-dimethoxybenzene kup, the aminomonoazo compound obtained is further diazotized and with 1 mole of 1-oxy-3-methoxybenzene couples. Der neue, wasserunlösliche Disazofarbstoff färbt, in üblicher ''eise dispergiert, synthe- tische Polyamidfasern in rubinroten Tönen von guten Licht-, Nass- und Sublimierecht- heitseigensehaften. Streifiges Nylon wird da bei gleichmässig gedeckt. Der neue Disazofarb- stoff kann bei erhöhter Temperatur aueli 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 can also be used at elevated temperatures to dye polyester and polyacrylonitrile fibers. Er eignet sich auch zum Färben von Lacken, Olen, Kunstharzen oder von künstlichen Fasern in der Masse. It is also suitable for coloring paints, oils, synthetic resins or artificial fibers in the mass.
CH311068D 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye. CH311068A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH311068T 1952-11-07
CH311072T 1952-11-07
CH309184T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311068A true CH311068A (en) 1955-11-15

Family

ID=27178320

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311068D CH311068A (en) 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311068A (en)

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