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CH257405A - Process for the production of a new vat dye. - Google Patents

Process for the production of a new vat dye.

Info

Publication number
CH257405A
CH257405A CH257405DA CH257405A CH 257405 A CH257405 A CH 257405A CH 257405D A CH257405D A CH 257405DA CH 257405 A CH257405 A CH 257405A
Authority
CH
Switzerland
Prior art keywords
production
vat dye
blue
new
new vat
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH257405A publication Critical patent/CH257405A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/34—Anthraquinone acridones or thioxanthrones
    • C09B5/36—Amino acridones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Küpenfarbstoffes.       Die vorliegende Erfindung betrifft ein  Verfahren zur Herstellung eines neuen     Isü-          penfarbstoffes    der     Phthaloylacridonreihe.          Dieser    neue Farbstoff wird dadurch erhalten,  dass man     2-Brom-l-amino-4-(2'-carboxy-3'-          ni(-thwl,su-lfonylanilino)-ant:

  hrae@hinon    de=r     F'ar-          nif-#1     
EMI0001.0010     
         der        Ringschlussbildung    unterwirft und das       Brom    durch Behandlung des     Produktes    mit       @i        nem    Reduktionsmittel und dann mit     einem          Oxydationsmittel    abspaltet zur Bildung von       -:#inino-S-methylsulfonyl-3,4.-phthaloylacri-          don    der Formel:

    
EMI0001.0021     
    Der     Ringschluss    kann nach bekannten     NIe-          i    Boden für die Ringbildung von Verbindun-    en dieser Art erfolgen, so zum Beispiel  g     o          durdh    Behandlung mit einer sauren Sub  stanz, z. B.     Chlorsulfonsäure,    oder durch Be  handeln mit einer alkalischen Lösung von       Natriumhydr        osulfit.     



  Der neue     Küpenfa,rbstoff    ist ein matt  blaues, kristallines Produkt, welches Baum  wolle aus einer blauvioletten     Küpe    in hell  blauen Tönen färbt, welche beim Kochen in  einer     wässrigen    Seifenlösung schwächer und  matter werden.  



       Beispiel:     1 Teil     2-Brom-l-amino-4-(2'-carboxy-3'-          niethyl-sulfonylanilino)        -anthrachinon    wird  während 20 Minuten unter Rühren bei 15 bis  20  C zu 5 Teilen     Chlorsulfonsäure    hinzuge  fügt und das     Gemisch    hierauf während einer  Stunde bei 20 bis 23  C gerührt. Die so erhal  tene     gelblichbraune    Lösung     wird    langsam in  überschüssiges,     kaltes    Wasser gegossen und  das ausgefällte Material     abfiltriert,    mit Was  ser gewaschen und getrocknet..

   Man behan  delt das Produkt     mit    einer     wässrigen    Lösung  von 2 Teilen     Natriumcarbonat    und 1 Teil       Natrium-hydrosulfit    bei 60  C und versetzt  mit 0,3     Teilen        Natrium-ni'trobenzols.ulfonat.     Die feste, blaue     Substanz    wird hierauf ab  filtriert, mit Wasser gewaschen und ge  trocknet.



  Process for the production of a new vat dye. The present invention relates to a process for the production of a new isopene dye of the phthaloylacridone series. This new dye is obtained by adding 2-bromo-l-amino-4- (2'-carboxy-3'-ni (-thwl, su-lfonylanilino) -ant:

  hrae @ hinon de = r F'arnif- # 1
EMI0001.0010
         subject to ring closure and the bromine is split off by treating the product with a reducing agent and then with an oxidizing agent to form -: # inino-S-methylsulfonyl-3,4.-phthaloylacridone of the formula:

    
EMI0001.0021
    The ring closure can be carried out according to known ground for the ring formation of connections of this type, for example g o durdh treatment with an acidic substance, z. B. chlorosulfonic acid, or act by Be with an alkaline solution of sodium hydrosulfite.



  The new vat dye is a dull blue, crystalline product that dyes cotton from a blue-violet vat in light blue tones, which become weaker and dull when cooked in an aqueous soap solution.



       Example: 1 part of 2-bromo-1-amino-4- (2'-carboxy-3'-niethyl-sulfonylanilino) -anthraquinone is added to 5 parts of chlorosulfonic acid over 20 minutes with stirring at 15 to 20 ° C. and the mixture is then added stirred at 20 to 23 ° C. for one hour. The yellowish brown solution obtained in this way is slowly poured into excess, cold water and the precipitated material is filtered off, washed with water and dried.

   The product is treated with an aqueous solution of 2 parts of sodium carbonate and 1 part of sodium hydrosulfite at 60 ° C. and 0.3 part of sodium ni'trobenzene sulfonate is added. The solid, blue substance is then filtered off, washed with water and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Küpenfarbstoffes, dadurch gekennzeichnet, dass man 2-Brom-l-amino-4-(2'-earbogy-3'- methyIsulfonylanilino)-a.nthrachinon der For mel EMI0002.0003 der Ringschlussbildung unterwirft und das Brom durch Behandlung des Produktes mit einem Reduktionsmittel und dann mit einem Oxydationsmittel abspaltet zur Bildung von Z -Amino-8-methylsulf onyl-3, PATENT CLAIM: A process for the production of a new vat dye, characterized in that 2-bromo-1-amino-4- (2'-earbogy-3'-methyIsulfonylanilino) -a.nthraquinone of the formula EMI0002.0003 subjects to ring closure and the bromine is split off by treating the product with a reducing agent and then with an oxidizing agent to form Z -amino-8-methylsulfonyl-3, 4-phthaloyla.cr i- don der Formel EMI0002.0011 Der neue Küpenfarbstoff ist. ein matt blaues, kristallines Produkt, welches Baum wolle au,- einer blauvioletten Küpe in hell blauen Tönen. färbt, welche beim Kochen in einer wässrigen Seifenlösung schwächer .und matter werden. 4-phthaloyla.cr i- don of the formula EMI0002.0011 The new vat dye is. a dull blue, crystalline product that Baum wolle au - a blue-violet vat in light blue tones. colors, which become weaker and duller when boiled in an aqueous soap solution.
CH257405D 1944-08-15 1945-08-14 Process for the production of a new vat dye. CH257405A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB257405X 1944-08-15

Publications (1)

Publication Number Publication Date
CH257405A true CH257405A (en) 1948-10-15

Family

ID=10232506

Family Applications (1)

Application Number Title Priority Date Filing Date
CH257405D CH257405A (en) 1944-08-15 1945-08-14 Process for the production of a new vat dye.

Country Status (1)

Country Link
CH (1) CH257405A (en)

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