CH227511A - Process for the preparation of an azo dye mixture. - Google Patents

Process for the preparation of an azo dye mixture.

Info

Publication number
CH227511A
CH227511A CH227511DA CH227511A CH 227511 A CH227511 A CH 227511A CH 227511D A CH227511D A CH 227511DA CH 227511 A CH227511 A CH 227511A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye mixture
methyl
acid
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH227511A publication Critical patent/CH227511A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes

Landscapes

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

Description

  

      Verfahren    zur Herstellung eines     Azofarbstoffgemisehes.       Es wurde gefunden, dass man zu einem  neuen     Azofarbstoffgemisch    gelangen     kann,     wenn man auf 1     Mol        3-Methyl-l-dioxäthyl-          aminobenzol    1     Mol        4-Nitrodiazobenzol    und  mehr als 1, aber weniger als 2     Mol        Sulfo-          chlores3igsäure    derart zur Einwirkung  bringt,

   dass das     4-Nitrodiazobenzol    in     4-Stel-          lung    des     3-Methyl-l-dioxäthylaminobenzols     eintritt und die     Chlorsulfonessigsäure        Ox-          äthylgruppen    unter Bildung eines sauren       Esters        verestert.     



  Das neue     Azofarbstoffgemisch    bildet ein       violettes    Pulver, das sich in Wasser löst und       Acetatkunstseide    aus dem neutralen     Glauber-          salzbade    in roten Tönen färbt.  



  <I>Beispiel:</I>  195 Teile     3-Methyl-l-dioxäthylaminoben-          zol    werden in 1000     Vol.-Teilen        Toluol    gelöst.  mit 260 Teilen     Sulfochloressigsäure    versetzt  und das Gemisch hierauf unter Rühren eine  Stunde lang zum Sieden erhitzt. Das mit    dem     Toluol    wegsiedende     Veresterungswasser     wird dabei getrennt aufgefangen, während  das überschüssige     Toluol    wieder in den Reak  tionskolben zurückfliesst. Nach beendigter  Umsetzung wird das Gemisch mit 4000 Tei  len Wasser versetzt, wobei vollständige  Lösung erfolgt.

   Diese     wird    vom     Toluol    ge  trennt und in Gegenwart von Eis in üblicher  Weise mit der     Diazolösung    von 138 Teilen       4-Nitroaminobenzol    gekuppelt und die Mine  ralsäure mit     Natriumacetat        abgestumpft.    Der  Farbstoff wird     abgenutseht,    in Wasser noch  mals aufgeschlämmt, mit Ammoniak genau  neutral gestellt, erneut     abgenutscht    und im  Vakuum getrocknet.  



  Zum gleichen Farbstoff gelangt man,  wenn man den     Azofarbstoff    aus 195 Teilen       3-Methyl-l-dioxäthylaminobenzol    und der       Diazoverbindung    aus 138 Teilen     4-Nitro-          a,rninobenzol    herstellt und hierauf das so er  haltene Produkt in     Toluol    mit 260 Teilen       Sulfochloressigsäure    in der     angegebenen     Weise     verestert.  



      Process for the preparation of an azo dye mixture. It has been found that a new mixture of azo dyes can be obtained if 1 mole of 4-nitrodiazobenzene and more than 1, but less than 2 moles of sulfochlorous acid are acted on 1 mole of 3-methyl-1-dioxäthylaminobenzene,

   that the 4-nitrodiazobenzene enters in the 4-position of 3-methyl-1-dioxäthylaminobenzols and the chlorosulfonacetic acid oxyethyl groups esterifies to form an acidic ester.



  The new azo dye mixture forms a purple powder that dissolves in water and dyes acetate artificial silk from the neutral Glauber salt bath in red tones.



  <I> Example: </I> 195 parts of 3-methyl-l-dioxäthylaminobenzene are dissolved in 1000 parts by volume of toluene. 260 parts of sulfochloroacetic acid are added and the mixture is then heated to boiling for one hour while stirring. The water of esterification boiling away with the toluene is collected separately, while the excess toluene flows back into the reaction flask. After the reaction has ended, 4000 parts of water are added to the mixture, complete dissolution taking place.

   This is separated from the toluene and coupled in the presence of ice in the usual manner with the diazo solution of 138 parts of 4-nitroaminobenzene and the mineral acid truncated with sodium acetate. The dye is sucked off, slurried again in water, made exactly neutral with ammonia, sucked off again and dried in vacuo.



  The same dye is obtained if the azo dye is prepared from 195 parts of 3-methyl-1-dioxäthylaminobenzene and the diazo compound from 138 parts of 4-nitro-a, rninobenzene and then the product thus obtained in toluene with 260 parts of sulfochloroacetic acid in the specified Esterified way.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffgemisches, dadurch gekennzeichnet, da.ss man auf 1 Mol 3-Methyl-l-dioxäthylamino- benzol 1 Mol 4-Nitrodiazobenzol und mehr als 1, aber weniger als 2 Mol Sulfochlor- essigsäure derart zur Einwirkung bringt, PATENT CLAIM: Process for the production of an azo dye mixture, characterized in that 1 mole of 4-nitrodiazobenzene and more than 1, but less than 2 moles of sulfochloroacetic acid are acted on 1 mole of 3-methyl-1-dioxäthylaminobenzene brings, dass das 4-Nitrodiazobenzol in 4-Stellung des 3 -Methyl-1- dioxäthylaminobenzol.s eintritt und die Chlorsulfonessigsäure Oxäthylgrup- pen unter Bildung eines sauren Esters ver- estert. Das neue Azofarbstoffgemisch bildet ein violettes Pulver. das sich in Wasser löst und Acetatl-,unstseide aus dein neutralen Glauber- salzbade in roten Tönen färbt. that the 4-nitrodiazobenzene occurs in the 4-position of the 3-methyl-1-dioxäthylaminobenzol.s and the chlorosulfonacetic acid esterified oxethyl groups to form an acidic ester. The new azo dye mixture forms a purple powder. which dissolves in water and dyes acetate silk from your neutral Glauber salt bath in red tones.
CH227511D 1941-05-29 1941-05-29 Process for the preparation of an azo dye mixture. CH227511A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH227511T 1941-05-29
CH225362T 1941-05-29

Publications (1)

Publication Number Publication Date
CH227511A true CH227511A (en) 1943-06-15

Family

ID=25726861

Family Applications (1)

Application Number Title Priority Date Filing Date
CH227511D CH227511A (en) 1941-05-29 1941-05-29 Process for the preparation of an azo dye mixture.

Country Status (1)

Country Link
CH (1) CH227511A (en)

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