CH178414A - Process for the production of a copper-containing dye. - Google Patents

Process for the production of a copper-containing dye.

Info

Publication number
CH178414A
CH178414A CH178414DA CH178414A CH 178414 A CH178414 A CH 178414A CH 178414D A CH178414D A CH 178414DA CH 178414 A CH178414 A CH 178414A
Authority
CH
Switzerland
Prior art keywords
copper
dye
nitro
production
mol
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH178414A publication Critical patent/CH178414A/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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/18—Trisazo or higher polyazo dyes
    • C09B33/24—Trisazo dyes of the type
    • 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
    • C09B45/00—Complex metal compounds of azo dyes

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr.<B>174651.</B>    Verfahren zur Herstellung eines kupferhaltigen     Farbstoffes.       Gemäss dem im Hauptpatent beschrie  benen Verfahren erhält man einen kupfer  haltigen Farbstoff, wenn man den Farbstoff  aus dianotierter     4-Aniinoazober)zol-4'-sulfo-          säure    und     1-i#lethyl..4-amino-2-oxyberizol    mit  dianotierter     4'-Nitro-4-aminodiphenylamiri-2'-          sulfosäure    weiter kuppelt und das so     erhal-          tetie    Produkt mit Verbindungen des zwei  wertigen Kupfers behandelt.  



  Wie nun weiter. gefunden wurde, erhält  man einen ähnlichen     Farbstoff,    wenn man  1     Mol        3-Ainitio-l-oxybenzol,    2     Mol    diano  tierte     4-Nitro-l-ami,iobenzol-2-sulfosäure    und  1     Mol    dianotierte     4'-Niti-o-4-aminodipheriyl-          ainirt-2'-sulfosäure    kuppelt und den     erlial-          terten        Trisazofarbstoff    mit     Verbindungen    des       zweiwertigen    Kupfers behandelt.  



  <I>Beispiel:</I>  43,6 Teile     4-Nitro-l-aminobenzol-2-sulfo-          säure    werden dianotiert und in     sodaalkali-          sehei,    Lösung mit 10,9 Teilen 3-Amino-l-         oxybenzol    vereinigt. Darin lässt man unter  gleichzeitigem     Zulauf    einer Lösung von       Natriumhydroxyd    eine aus 30,9 Teilen     4'-          Nitro-4-ainiriodiphenylamin-2'-srilfosäure    be  reitete     Diazoverbindung    zulaufen, so dass die  Reaktion deutlich alkalisch ist, und lässt  einige     Stunden    bis zur Beendigung der Kupp  lung rühren.

   Während eine verdünnte Lösung  des     Disazofarbstoffes    stumpf     bordeaux    ist,  ist die des     Trisazofarbstoffes    bereits braun.  Mai)     erwärmt    darin auf etwa 80   und lässt  eine mit Ammoniak übersättigte Lösung von  55 Teilen kristallisiertem Kupfersulfat zu  laufen und hält eine Stunde bei 80  . Die  Farbe der Lösung schlägt hierbei in gelb  braun um. Nach Filtration wird der Farb  stoff durch Kochsalz zur     Abscheidung    ge  bracht. Er färbt Chromleder und vegetabilisch  gegerbtes Leder havannabraun.  



  Die Kupplung mit den genannten     Diazo-          verbindungen    kann auch in umgekehrter  Reihenfolge vorgenommen werden.



      Additional patent to main patent no. <B> 174651. </B> Process for the production of a copper-containing dye. According to the process described in the main patent, a copper-containing dye is obtained if the dye is made from dianotated 4-aniinoazober) zol-4'-sulfonic acid and 1-i # lethyl..4-amino-2-oxyberizole with dianotated 4 '-Nitro-4-aminodiphenylamine-2'-sulfonic acid is coupled further and the product thus obtained is treated with compounds of the bivalent copper.



  How now further. was found, a similar dye is obtained if 1 mole of 3-Ainitio-1-oxybenzene, 2 moles of diano-tated 4-Nitro-1-ami, iobenzene-2-sulfonic acid and 1 mol of dianotated 4'-Niti-o-4 -aminodipheriyl-ainirt-2'-sulfonic acid couples and treats the aged trisazo dye with compounds of divalent copper.



  <I> Example: </I> 43.6 parts of 4-nitro-1-aminobenzene-2-sulfonic acid are dianotized and combined in a soda-alkaline solution with 10.9 parts of 3-amino-l-oxybenzene. A diazo compound prepared from 30.9 parts of 4'-nitro-4-ainiriodiphenylamine-2'-srilfonic acid is allowed to run in with a solution of sodium hydroxide, so that the reaction is clearly alkaline, and it is left for a few hours until the end of the Stir the coupling.

   While a dilute solution of the disazo dye is dull burgundy, that of the trisazo dye is already brown. Mai) warms up in it to about 80 and runs an ammonia-supersaturated solution of 55 parts of crystallized copper sulfate and keeps it at 80 for one hour. The color of the solution changes to yellow-brown. After filtration, the dye is deposited using common salt. It dyes chrome leather and vegetable-tanned leather havana brown.



  The coupling with the diazo compounds mentioned can also be carried out in reverse order.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines kupfer haltigen Farbstoffes, dadurch gekennzeichnet, dass man 1 Mol 3-Amino-l-oxybenzol, 2 Mol diazotierte 4-Nitro-l-aminobenzol-2-sulfosäure und 1 Mol diazotierte 4'-Nitro-4-aminodi- plier)ylamin-2'-sulfosäui@e kuppelt und den erhaltenen Trisazofarbstoff mit Verbindungen des zweiwertigen .Kupfers behandelt. Der Farbstoff färbt Leder havannabraun. PATENT CLAIM: Process for the preparation of a copper-containing dye, characterized in that 1 mol of 3-amino-l-oxybenzene, 2 mol of diazotized 4-nitro-l-aminobenzene-2-sulfonic acid and 1 mol of diazotized 4'-nitro-4- aminodi- plier) ylamine-2'-sulfosäui @ e and the trisazo dye obtained is treated with compounds of divalent copper. The dye dyes leather havana brown.
CH178414D 1934-12-22 1934-12-22 Process for the production of a copper-containing dye. CH178414A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH174651T 1934-12-22
CH178414T 1934-12-22

Publications (1)

Publication Number Publication Date
CH178414A true CH178414A (en) 1935-07-15

Family

ID=25719545

Family Applications (1)

Application Number Title Priority Date Filing Date
CH178414D CH178414A (en) 1934-12-22 1934-12-22 Process for the production of a copper-containing dye.

Country Status (1)

Country Link
CH (1) CH178414A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1035171A1 (en) * 1999-03-11 2000-09-13 Ciba SC Holding AG Azodyestuffs, their production and use
US6310220B1 (en) 1997-03-06 2001-10-30 Ciba Specialty Chemicals Corporation Stabilizing polycarbonates

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6310220B1 (en) 1997-03-06 2001-10-30 Ciba Specialty Chemicals Corporation Stabilizing polycarbonates
EP1035171A1 (en) * 1999-03-11 2000-09-13 Ciba SC Holding AG Azodyestuffs, their production and use

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