CH232510A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH232510A
CH232510A CH232510DA CH232510A CH 232510 A CH232510 A CH 232510A CH 232510D A CH232510D A CH 232510DA CH 232510 A CH232510 A CH 232510A
Authority
CH
Switzerland
Prior art keywords
sulfonic acid
parts
disazo dye
hand
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 CH232510A publication Critical patent/CH232510A/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
    • C09B35/02Disazo dyes
    • C09B35/039Disazo dyes characterised by the tetrazo component
    • C09B35/08Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 229184.    Verfahren zur Herstellung eines     Bisazofarbstoffes.       Es wurde gefunden, dass ein     wertvoller          Disazofarbstoff    erhalten werden kann, wenn  man     tetrazotiertes    3.     3'-Dioxy-4.        4'-diamino-          diphenyl    einerseits mit     1.8-Dioxynaphthalin-          4-sulfonsäure    und anderseits mit     2-Phenyl-          amino-5-oxynaphthalin-7-sulf        onsäurekuppelt.     



  Der neue Farbstoff ist ein dunkles Pul  ver, das sich in Wasser und in verdünnten       Ätzalkalien    mit     rotstichig    blauer und in kon  zentrierter Schwefelsäure mit     grünstichig     blauer Farbe löst und pflanzliche Fasern  nach dem ein- oder     zweibadigen        Nachkupfe-          rungsverfahren    in reinen Blautönen von sehr  guter Wasch- und Lichtechtheit färbt.  



  Die     Tetrazotierung    des 3.     3'-Dioxy-4.        4'-          diaminodiphenyls,    das zum Beispiel durch       Uerseifung    von     Dianisidin    mit Aluminium  chlorid erhalten werden kann, erfolgt in  üblicher Weise. Die Kupplung wird in alka  lischem, vorzugsweise in     ätzalkalischem    oder       ammoniakalkalischem    Medium durchgeführt  und kann auch in Gegenwart von     Hydro-          xyden    der Erdalkalien vorgenommen werden.

      <I>Beispiel:</I>  10,8 Teile 3 . 3' -     Dioxy    - 4 . 4' -     diamino-          diphenyl    werden in üblicher Weise mit 6,9  Teilen     Natriumnitrit    in Gegenwart von Salz  säure     tetrazotiert.    Das     kristallisierte        Tetraz-          oxyd    wird     abfiltriert    und bei 5  in ein Ge  misch von 12 Teilen 1.

       8-Dioxynaphthalin-4-          sulfonsäure    und 20 Teilen     Calciumhydroxyd     in 150     Teilen    Wasser     eingetragen.    Man rührt  während 1 Stunde bei 5 bis 8  und während  1     Stunde    bei 10 bis 15 . Hierauf gibt man  ein Gemisch von 15,8 Teilen     2-Phenylamno-          5-oxynaphthalin-7-sulfonsäure,    9 Teilen Cal  ciumhydroxyd und 100 Teilen Wasser hinzu,  rührt während 1     Stunde    bei 15     bis    20  und  führt die     Kupplung    bei 25 bis 30  zu Ende.

    Man verdünnt das Kupplungsgemisch mit  1000 Teilen heissem Wasser und hält die  Temperatur nach Zusatz von 65 Teilen was  serfreiem     Natriumcarbonat    während     r/2    Stunde  bei 80 bis 85 . Man filtriert vom abgeschie  denen     Calciumcarbonat    ab und versetzt das  Filtrat mit Kochsalz und Salzsäure. Der           Disazofarbstoff    wird     abfiltriert    und ge  trocknet.



      Additional patent to main patent No. 229184. Process for the production of a bisazo dye. It has been found that a valuable disazo dye can be obtained by using tetrazotized 3,3'-dioxy-4. 4'-diamino-diphenyl coupled on the one hand with 1,8-dioxynaphthalene-4-sulfonic acid and on the other hand with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid.



  The new dye is a dark powder that dissolves in water and in dilute caustic alkalis with a reddish blue color and in concentrated sulfuric acid with a greenish blue color and, after the one- or two-bath post-copper plating process, plant fibers are very good for washing. and color fastness to light.



  The tetrazotization of the 3rd 3'-dioxy-4. 4'-diaminodiphenyl, which can be obtained, for example, by saponifying dianisidine with aluminum chloride, is carried out in the usual way. The coupling is carried out in an alkaline, preferably in an alkaline or ammonia-alkaline medium and can also be carried out in the presence of hydroxides of the alkaline earths.

      <I> Example: </I> 10.8 parts 3. 3 '- Dioxy - 4. 4 '- diamino-diphenyl are tetrazotized in the usual manner with 6.9 parts of sodium nitrite in the presence of hydrochloric acid. The crystallized tetrazoxide is filtered off and at 5 in a mixture of 12 parts of 1.

       8-Dioxynaphthalene-4-sulfonic acid and 20 parts of calcium hydroxide in 150 parts of water. The mixture is stirred for 1 hour at 5 to 8 and for 1 hour at 10 to 15. A mixture of 15.8 parts of 2-phenylamno-5-oxynaphthalene-7-sulfonic acid, 9 parts of calcium hydroxide and 100 parts of water are then added, the mixture is stirred for 1 hour at 15 to 20 and the coupling at 25 to 30 is completed .

    The coupling mixture is diluted with 1000 parts of hot water and the temperature is maintained at 80 to 85 for half an hour after the addition of 65 parts of sodium carbonate without water. The calcium carbonate deposited is filtered off and the filtrate is mixed with salt and hydrochloric acid. The disazo dye is filtered off and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, dass man tetrazotiertes 3. 3'- Dioxy - 4. 4'- diaminodi- phenyl einerseits mit 1 .8-Dioxynaphthalin- 4-sulfonsäure und anderseits mit ?-Phenyl- amino-5-oxynaphthalin-7-sulf onsäure kuppelt. Claim: Process for the production of a disazo dye, characterized in that tetrazotized 3,3'-dioxy-4,4'-diaminodiphenyl on the one hand with 1,8-dioxynaphthalene-4-sulfonic acid and on the other hand with? -Phenyl-amino -5-oxynaphthalene-7-sulfonic acid couples. Der neue Farbstoff ist ein dunkles Pul ver, das sich in Wasser und in verdünnten Ätzalkalien mit rotstichig blauer und in kon zentrierter Schwefelsäure mit grünstichig blauer Farbe löst und pflanzliche Fasern nach dem ein- oder zweibadigen Nachkup- ferungsverfahren in reinen Blautönen von sehr guter Wasch- und Lichtechtheit färbt. The new dye is a dark powder that dissolves in water and in dilute caustic alkalis with a reddish-tinged blue color and in concentrated sulfuric acid with a green-tinged blue color and, after the one- or two-bath post-copper plating process, very good washing properties and color fastness to light.
CH232510D 1941-02-18 1941-02-18 Process for the preparation of a disazo dye. CH232510A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH232505T 1941-02-18
CH232510T 1941-02-18
CH609299X 1942-02-03
CH616155X 1942-10-30

Publications (1)

Publication Number Publication Date
CH232510A true CH232510A (en) 1944-05-31

Family

ID=27429729

Family Applications (1)

Application Number Title Priority Date Filing Date
CH232510D CH232510A (en) 1941-02-18 1941-02-18 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH232510A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2476261A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of asymmetrical polyazo-dyestuffs
US2476260A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of disazo-dyestuffs
US2476259A (en) * 1946-03-08 1949-07-12 Ciba Ltd Disazo dye from dihydroxy benzidine and process therefor

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2476259A (en) * 1946-03-08 1949-07-12 Ciba Ltd Disazo dye from dihydroxy benzidine and process therefor
US2476261A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of asymmetrical polyazo-dyestuffs
US2476260A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of disazo-dyestuffs

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