CH225362A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH225362A
CH225362A CH225362DA CH225362A CH 225362 A CH225362 A CH 225362A CH 225362D A CH225362D A CH 225362DA CH 225362 A CH225362 A CH 225362A
Authority
CH
Switzerland
Prior art keywords
azo dye
acid
moles
parts
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 CH225362A publication Critical patent/CH225362A/en

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden,     dass    man zu einem  neuen     Azofarbstoff    gelangen kann, wenn  man<B>1</B>     Mol        Methyloxäthylaminobenzol,   <B>1</B>     Mol          4-Nitrodiazobenzcil    und<B>1</B>     Mol        Sulfochlor-          essigsäure    derart aufeinander einwirken     lässt,

            dass    das     4-Nitrodiazobenzol    in     4-Stellung    des       #vlethyloxäthylaminobenzols    eintritt und die       Chlorsulfonessigsäure    die     Oxäthylo-ruppe    un  ter Bildung eines sauren Esters verestert.  



  Der neue Farbstoff bildet ein scharlach  rotes Pulver, das sich in Wasser löst und       Acetathunstseide    aus dem neutralen     Glau-          bersalzbade    in scharlachroten Tönen färbt.  



  <I>Beispiel:</I>  <B>151</B> Teile     Ileibyloxäthylaminobenzol    wer  den in<B>1000</B>     Volumteilen        Toluol    gelöst, mit  <B>260</B> Teilen     Sulfochloressigsäure    versetzt und  das Gemisch hierauf unter Rühren<B>1</B> Stunde  lang zum Sieden erhitzt.

   Das mit dem     Toluol     wegsiedende     Veresterungswasser    wird dabei  getrennt aufgefangen, während das über-'       schüssige        Toluol    wieder in den Reaktionskol-         ben    zurückfliesst.     NachbeendigterUmsetzung     wird das     Toluol        abdestilliert    und der Rück  stand in 2000 Teilen Wasser gelöst. Die  wässerige, allenfalls filtrierte Lösung wird  nun in üblicher Weise mit der     Diazolösung     von<B>138</B> Teilen     4-Nitroaminobenzol    gekuppelt  und die Mineralsäure mit     Natriumacetat    ab  gestumpft.

   Der Farbstoff wird     abgenutscht,     in Wasser nochmals aufgeschlämmt, mit  Ammoniak genau neutral gestellt, erneut     ab-          genutscht    und im Vakuum getrocknet.  



  Zum     cleichen    Farbstoff gelangt man,  wenn man den     Azofarbstoff    aus<B>151</B> Teilen       .Methyloxäthylaminobenzol    und der     Diazo-          verbindung    aus<B>138</B> Teilen     4-Nitroamino-          benzol    herstellt und hierauf das so erhaltene  Produkt in     Toluol    mit<B>260</B> Teilen     Sulfochlor-          essigsäure    in der angegebenen Weise     ver-          estert.  



  Process for the preparation of an azo dye. It has been found that a new azo dye can be obtained if <B> 1 </B> moles of methyloxethylaminobenzene, <B> 1 </B> moles of 4-nitrodiazobenzcil and <B> 1 </B> moles of sulfochlorine acetic acid interacts in such a way that

            that the 4-nitrodiazobenzene enters the 4-position of the # vlethyloxäthylaminobenzols and the chlorosulfonacetic acid esterifies the oxäthylo group under formation of an acidic ester.



  The new dye forms a scarlet red powder that dissolves in water and dyes acetic silk from the neutral Glauber's salt bath in scarlet shades.



  <I> Example: </I> <B> 151 </B> parts of ileibyloxethylaminobenzene are dissolved in <B> 1000 </B> parts by volume of toluene, mixed with <B> 260 </B> parts of sulfochloroacetic acid and then the mixture Heated to boiling for <B> 1 </B> 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, the toluene is distilled off and the residue is dissolved in 2000 parts of water. The aqueous, if necessary filtered, solution is then coupled in the usual way with the diazo solution of 138 parts of 4-nitroaminobenzene and the mineral acid is blunted with sodium acetate.

   The dye is suction filtered, slurried again in water, made exactly neutral with ammonia, suction filtered again and dried in vacuo.



  The same dye is obtained if the azo dye is prepared from 151 parts of methyl oxyethylaminobenzene and the diazo compound from 138 parts of 4-nitroaminobenzene and then the product obtained in this way is prepared in Toluene esterified with <B> 260 </B> parts of sulfochloroacetic acid in the specified manner.

Claims (1)

<B>PATENTANSPRUCH:</B> -Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man <B>1</B> Mol Methyloxäthylaminobenzol, <B>1</B> Mol 4-Nitrodiazobenzol und<B>1</B> iMol Sulfoehlor- essigsäure derart aufeinander einwirken lässt, Claim: Process for the production of an azo dye, characterized in that <B> 1 </B> moles of methyloxethylaminobenzene, <B> 1 </B> moles of 4-nitrodiazobenzene and <B> 1 </B> iMol sulfohaloacetic acid can act on each other in such a way that dass das 4-Nitrodiazobenzol in 4-Stellung des -#lethyloxäthylaminobenzols eintritt und die Chlorsulfonessio-Säure die Oxl#ithyl"riippe unter Bildung eines sauren Esters verestert. that the 4-nitrodiazobenzene enters in the 4-position of the - # lethyloxäthylaminobenzols and the chlorosulfonessio acid esterifies the Oxl # ithyl "ribs with formation of an acidic ester. el Der neue Farbstoff bildet ein sellaplach- rotes Pulver, das siell in Wasser löst und ,#ec,t,iitizunstseide aus dein neutralen Glau- bersalzbade in scharlachroten Tönen färbt. el The new dye forms a sellaplach red powder, which dissolves in water and colors, # ec, t, iitizunstseide from your neutral Glauber's salt bath in scarlet shades.
CH225362D 1941-05-29 1941-05-29 Process for the preparation of an azo dye. CH225362A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH225362A true CH225362A (en) 1943-01-31

Family

ID=4454008

Family Applications (1)

Application Number Title Priority Date Filing Date
CH225362D CH225362A (en) 1941-05-29 1941-05-29 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH225362A (en)

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