CH208538A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH208538A
CH208538A CH208538DA CH208538A CH 208538 A CH208538 A CH 208538A CH 208538D A CH208538D A CH 208538DA CH 208538 A CH208538 A CH 208538A
Authority
CH
Switzerland
Prior art keywords
mol
azo dye
oxy
parts
dye
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 CH208538A publication Critical patent/CH208538A/en

Links

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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38Trisazo dyes ot the type
    • C09B35/40Trisazo dyes ot the type the component K being a dihydroxy or polyhydroxy compound

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden,     dass    ein neuer     Azo-          farbstoff    hergestellt werden kann, wenn man  <B>1</B>     Mol        1,3-Dioxybenzol    einerseits mit<B>1</B>     Mol     der     Diazoverbindung    aus     1-Oxy-2-aminoben-          zol-4-sulfamid    und anderseits mit<B>1</B>     Mol    der       Diazoazoverbindung,    die bei der einseitigen       Kupplungtetrazotierten4,

  4'-DiaminodipheDyls     mit     2-Oxy-l-beiizoesäure    entsteht, vereinigt.  



  Der erhaltene Farbstoff bildet ein dunkel  gefärbtes Pulver, das sich in Wasser und  verdünnten Alkalien mit     bräunlieber    und in  konzentrierter Schwefelsäure mit rotvioletter  Farbe löst. Baumwolle und regenerierte Zel  lulose werden aus Glaubersalz enthaltendem  Bade in braunen Tönen gefärbt, die durch  Nachbehandlung mit Metall-, insbesondere  Kupfersalzen, vorzüglich licht- und wasch  echt werden.  



  <I>Beispiel:</I>  18,4 Teile     4,4'-Diaminodiphenyl    werden  in bekannter Weise mit     52    Teilen konzen  trierter Salzsäure und 14 Teilen Natrium-         nitrit    in die     Tetrazoverbindung    übergeführt.  Diese     lässt    man zu einer bei 4<B>0</B>     C    gehaltenen  Lösung fliessen, die man aus<B>15</B> Teilen     2-Oxy-          1-benzoesäure    und<B>50</B> Teilen wasserfreiem       Natriumcarbonat    erhalten hat.

   In kurzer       Ut    bildet sich die gelbe     Diazoazoverbindung     der Formel  
EMI0001.0027     
    Diese kombiniert man nun mit dem     Mono-          azofarbstoff,    den man erhält, wenn man die       Diazoverbindung    aus<B>18,8</B> Teilen     1-Oxy-2-          aminobenzol-4-sLilfamid    in Gegenwart von  <B>25</B> Teilen wasserfreiem     Natriumearbonat    mit  <B>11</B> Teilen     1,3-Dioxybenzol    kuppelt.

   Die Kupp  lung zum     Monoazofarbstoff    ist sofort beendet,  und die rote Lösung desselben wird nun zu  der oben erhaltenen     Diazoazoverbinclung    ge  geben, worauf eine braune Fällung des     Tris-          azofarbstoffes    entsteht.  



  Man rührt nun<B>10-15</B> Stunden, erwärmt  darauf auf<B>60 '</B> und gibt 200 Teile einer      <B>15</B>     Oi'oigen        Kochsalzlösung    zu, um eine gut       filtrierbare    Form des Farbstoffes zu erhalten.  Man filtriert noch warm, trocknet und     pul-          verigiert    den     schwärzlicben    Filterrückstand.



  Process for the preparation of an azo dye. It has been found that a new azo dye can be produced if <B> 1 </B> mol 1,3-dioxybenzene on the one hand with <B> 1 </B> mol of the diazo compound from 1-oxy-2- aminobenzene-4-sulfamide and on the other hand with <B> 1 </B> mol of the diazoazo compound, which is tetrazotized in the one-sided coupling4,

  4'-DiaminodipheDyls formed with 2-oxy-l-beiizoic acid, combined.



  The dye obtained forms a dark-colored powder which dissolves in water and dilute alkalis with a brownish color and in concentrated sulfuric acid with a red-violet color. Cotton and regenerated cellulose are dyed from baths containing Glauber's salt in brown tones, which are extremely lightfast and washfast after treatment with metal salts, especially copper salts.



  <I> Example: </I> 18.4 parts of 4,4'-diaminodiphenyl are converted into the tetrazo compound in a known manner with 52 parts of concentrated hydrochloric acid and 14 parts of sodium nitrite. This is allowed to flow to a solution kept at 4 ° C., which is made up of <B> 15 </B> parts of 2-oxy-1-benzoic acid and <B> 50 </B> parts of anhydrous Received sodium carbonate.

   The yellow diazoazo compound of the formula is formed in brief Ut
EMI0001.0027
    This is now combined with the monoazo dye that is obtained when the diazo compound is obtained from <B> 18.8 </B> parts of 1-oxy-2-aminobenzene-4-s-lilfamide in the presence of <B> 25 B> parts of anhydrous sodium carbonate coupled with <B> 11 </B> parts of 1,3-dioxybenzene.

   The coupling to the monoazo dye is ended immediately, and the red solution of the same is now added to the diazoazo compound obtained above, whereupon a brown precipitate of the tris azo dye is formed.



  The mixture is then stirred for <B> 10-15 </B> hours, then heated to <B> 60 '</B> and 200 parts of a <B> 15 </B> Oi'oigen saline solution are added to make it easy to filter To obtain the form of the dye. It is filtered while still warm, dried and the blackish filter residue is pulverized.

 

Claims (1)

PATEINTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man <B>1</B> Mol 1,3-Dioxybenzol einerseits mit<B>1</B> Mol der Diazoverbindung aus 1-Oxy-2-aminobeii- zol-4-stilfainid und anderseits mit<B>1</B> Mol der Diazoverbindung, die bei der einseitigen Kupp lung tetrazotierten 4, CLAIM OF THE PATENT: Process for the production of an azo dye, characterized in that <B> 1 </B> mol 1,3-dioxybenzene is mixed with <B> 1 </B> mol of the diazo compound from 1-oxy-2-aminobeii - zol-4-stilfainid and on the other hand with <B> 1 </B> mol of the diazo compound, the tetrazotized 4, in the one-sided coupling 4'-Diamitiodiplieriyls mit 2-Oxy-l-betizoesä(ii-e entsteht, vereinigt. Der erhaltene Farbstoff bildet ein dunkel gefärbtes Pulver, das sich in Wasser und verdünnten Alkalien mit bräunlicher und in konzentrierter Schwefelsäure mit rotvioletter Farbe löst. 4'-Diamitiodiplieriyls with 2-oxy-l-betizoesä (ii-e is formed, combined. The dye obtained forms a dark-colored powder which dissolves in water and dilute alkalis with a brownish color and in concentrated sulfuric acid with a red-violet color.
CH208538D 1938-07-22 1938-07-22 Process for the preparation of an azo dye. CH208538A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH208538T 1938-07-22

Publications (1)

Publication Number Publication Date
CH208538A true CH208538A (en) 1940-02-15

Family

ID=4446111

Family Applications (1)

Application Number Title Priority Date Filing Date
CH208538D CH208538A (en) 1938-07-22 1938-07-22 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH208538A (en)

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