CH311071A - 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
CH311071A
CH311071A CH311071DA CH311071A CH 311071 A CH311071 A CH 311071A CH 311071D A CH311071D A CH 311071DA CH 311071 A CH311071 A CH 311071A
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 CH311071A publication Critical patent/CH311071A/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

Landscapes

  • 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       bestellt,    dass man 1     Mol        diazotiertes        1-Amino-          2-methoxybenzol    in saurem Medium mit 1     Mol          1.-Amino-2-methoxy-5-methylbenzol    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 scharlachroten Tö  nen von guten Licht-, Nass- und     Sublimier-          echtheitseigensehaften.    Streifiges Nylon wird  dabei gleichmässig gedeckt. Der neue     Disazo-          farbstoff    kann bei erhöhter Temperatur auch  zum Färben von Polyester- und Polyacryl  nitrilfasern     verwendet    werden. Er eignet sich  auch zum Färben von Lacken, Ölen Kunst  harzen oder von künstlichen Fasern in der  Masse.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile, und die Prozente sind in  Gewichtsprozenten angegeben.  



       Beispiel:     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 68,5 Tei  len     1-Amino-2-methoxy-5-methylbenzol        in    500  Teilen Wasser und 62 Teilen konzentrierter  Salzsäure hinzugefügt.

   Anschliessend stellt  man die Reaktion der Masse mittels einer wäs  serigen Lösung aus 130 Teilen     Natriumacetat,     kongoneutral und lässt die Masse einige Stun  den rühren. Nun werden ihr 300 Teile     Na-          triumehlorid    zugesetzt, worauf die gebildete       Monoazoverbindung    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     diazotiert.    Man filtriert  die     Diazolösung    von geringen     Verunreinigun-          gen    und vereinigt sie mit einer Lösung aus 62  Teilen     1-Oxy-3-methoxybenzol,    500 Teilen Was  ser,

   55 Teilen     36o/oiger        Natriumhydroxyd-          lösung    und 60 Teilen     Natriumcarbonat.    Der  erhaltene neue     Disazofarbstoff    wird in übli  cher Weise isoliert. Er färbt Nylon,  Perlon   und      Dacron     in scharlachroten Tönen von  hervorragenden Echtheitseigenschaften.



  <B> Additional patent </B> to main patent no. 309184. 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 is ordered by coupling 1 mol of diazotized 1-amino-2-methoxybenzene in an acidic medium with 1 mol of 1-amino-2-methoxy-5-methylbenzene

    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 scarlet red tones 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 synthetic fibers in the mass.



  In the example below, parts are parts by weight and percentages are percentages by weight.



       Example: 61.5 parts of 1-amino-2-methoxybenzene who are stirred in 200 parts of water and 160 parts of concentrated hydrochloric acid and, after adding 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 68.5 parts of 1-amino-2-methoxy-5-methylbenzene in 500 parts of water and 62 parts of concentrated hydrochloric acid is added.

   Then you set the reaction of the mass by means of a wäs serigen solution of 130 parts of sodium acetate, Congo-neutral and let the mass stir for a few hours. 300 parts of sodium chloride are then added to it, whereupon the monoazo compound formed is filtered off as a paste.

    This is then divided into 1000 parts. Water and 160 parts of concentrated hydrochloric acid are stirred 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 from minor 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 a customary manner. It dyes nylon, perlon and dacron in scarlet 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-2-methoxybenzol in saurem Medium mit 1 Mol 1-Amino-2-methoxy-5-methylbenzol kuppelt, die erhaltene Aminomonoazoverbin- dung weiterdiazotiert und mit 1 Mol 1-Oxy-3- methoxybenzol kuppelt. Claim: Process for the production 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-methoxy-5-methylbenzene, the aminomonoazo compound obtained further diazotized and coupled with 1 mole of 1-oxy-3-methoxybenzene. Der neue, wasserunlösliche Disazofarbstoff färbt, in. üblieher Weise dispergiert, synthe- tisehe Pol@-amidfasern in scharlachroten Tö nen von guten Licht-, Nass- und Sublimier- echtheitseigensehaften. Streifiges Nylon wird dabei gleichmässig gedeckt. Der neue Disazo- farbstoff kann bei erhöhter Temperatur auch zum Färben von Polyester- und Polyacryl nitrilfasern verwendet werden. Er eignet sich aueh zum Färben. von Lacken, Ölen, Kunst harzen oder von künstlichen Fasern in der Masse. The new, water-insoluble disazo dye, when dispersed in the usual way, dyes synthetic polyamide fibers in scarlet 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 dyeing. of paints, oils, synthetic resins or synthetic fibers in the mass.
CH311071D 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye. CH311071A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH311071T 1952-11-07
CH311072T 1952-11-07
CH309184T 1955-08-31

Publications (1)

Publication Number Publication Date
CH311071A true CH311071A (en) 1955-11-15

Family

ID=27178323

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311071D CH311071A (en) 1952-11-07 1952-11-07 Process for the preparation of a water-insoluble disazo dye.

Country Status (1)

Country Link
CH (1) CH311071A (en)

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