CH232507A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH232507A
CH232507A CH232507DA CH232507A CH 232507 A CH232507 A CH 232507A CH 232507D A CH232507D A CH 232507DA CH 232507 A CH232507 A CH 232507A
Authority
CH
Switzerland
Prior art keywords
disazo dye
preparation
dye
oxynaphthalene
tetrazotized
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 CH232507A publication Critical patent/CH232507A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
    • C09B35/10—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
    • C09B35/16—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from hydroxy-amines

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Disazofarbstoifes.       Es wurde gefunden, dass ein wertvoller       Disazofarbstoff    erhalten werden kann, wenn  man     tetrazotiertes        3.3'-Dio2cy-4.4'-diamino-          diphenyl    beidseitig mit     2-Phenylamino-5-oxy-          naphthalin-7-sulfonsäure    kuppelt.  



  Der neue     Farbstoff    ist ein dunkles Pulver,  das sich in Wasser mit violetter und in  Schwefelsäure und verdünnten     Alkalien    mit  blauer Farbe löst. Er färbt Baumwolle und  regenerierte     Cellulose    nach dem ein- oder     zwei-          badigen        Nachkupferungsverfahren    in wasch  echten und lichtechten blauen Tönen.  



  Die     Tetrazotierung    des     3.3'-Dioxy-4.4'-          diaminodiphenyls,    das zum Beispiel durch       Verseifung    von     Dianisidin    mit Aluminium  chlorid erhalten werden kann, erfolgt in üb  licher Weise. Die Kupplung wird in alkali  schem, vorzugsweise in     ätzalkalischem    oder       ammoniakalkalischem    Medium durchgeführt  und kann auch in Gegenwart von     Hydroxy-          den    der Erdalkalien vorgenommen werden.

    <I>Beispiel:</I>  10,8 g     3,3'-Dioxybenzidin    werden in üb  licher Weise mit 6,9 g     Natriumnitrit    in Ge  genwart von     Salzsäure        tetrazotiert.    Nach dem    Abstumpfen der überschüssigen Mineralsäure  wird das kristallisierte     Tetrazoxyd        abfiltriert     und in eine Lösung von 31,5 g     2-Phenyl-          amino-5-oxynaphthalin-7-sulfonsäure    und 15 g       Kaliumhydroxyd    in 70     eins    Wasser einge  tragen.

   Das Kupplungsgemisch wird 40 bis  50 Stunden bei 20 bis 25   gerührt und  dann der     Farbstoff    durch Neutralisation mit  verdünnter Salzsäure abgeschieden.



  Process for the preparation of a disazo dye. It has been found that a valuable disazo dye can be obtained if tetrazotized 3,3'-dio2cy-4,4'-diamino-diphenyl is coupled on both sides with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid.



  The new dye is a dark powder that dissolves in water with a purple color and in sulfuric acid and diluted alkalis with a blue color. It dyes cotton and regenerated cellulose using the one or two-bath re-coppering process in washable and lightfast blue tones.



  The tetrazotization of the 3,3'-dioxy-4,4'-diaminodiphenyl, which can be obtained, for example, by saponification of dianisidine with aluminum chloride, takes place 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 g of 3,3'-dioxybenzidine are tetrazotized in the usual way with 6.9 g of sodium nitrite in the presence of hydrochloric acid. After the excess mineral acid has been blunted, the crystallized tetrazoxide is filtered off and added to a solution of 31.5 g of 2-phenylamino-5-oxynaphthalene-7-sulfonic acid and 15 g of potassium hydroxide in 70% of water.

   The coupling mixture is stirred for 40 to 50 hours at 20 to 25 hours and then the dye is deposited by neutralization with dilute hydrochloric acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, dass man tetrazotiertes 3.3'-Dioxy-4.4'-diaminodiphe- nyl beidseitig mit 2-Phenylamino-5-oxynaph- thalin-7-sulfonsäure kuppelt. Der neue Farbstoff ist ein dunkles Pulver, das sich in Wasser mit violetter und in Schwefelsäure und verdünnten Alkalien mit blauer Farbe löst. Claim: Process for the production of a disazo dye, characterized in that tetrazotized 3,3'-dioxy-4,4'-diaminodiphenyl is coupled with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid on both sides. The new dye is a dark powder that dissolves in water with a purple color and in sulfuric acid and diluted alkalis with a blue color. Er färbt Baumwolle und regenerierte Cellulose nach dem ein- oder zwei- badigen Nachkupferungsverfahren in wasch echten und lichtechten blauen Tönen. It dyes cotton and regenerated cellulose using the one or two-bath re-coppering process in washable and lightfast blue tones.
CH232507D 1941-02-18 1941-02-18 Process for the preparation of a disazo dye. CH232507A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH232507T 1941-02-18
CH232505T 1941-02-18
CH609299X 1942-02-03
CH616155X 1942-10-30

Publications (1)

Publication Number Publication Date
CH232507A true CH232507A (en) 1944-05-31

Family

ID=27429728

Family Applications (1)

Application Number Title Priority Date Filing Date
CH232507D CH232507A (en) 1941-02-18 1941-02-18 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH232507A (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
DE943075C (en) * 1972-05-17 1956-05-09 Ciba Geigy Process for the production of new disazo dyes and their metal complex compounds

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
DE943075C (en) * 1972-05-17 1956-05-09 Ciba Geigy Process for the production of new disazo dyes and their metal complex compounds

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