CH148003A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH148003A
CH148003A CH148003DA CH148003A CH 148003 A CH148003 A CH 148003A CH 148003D A CH148003D A CH 148003DA CH 148003 A CH148003 A CH 148003A
Authority
CH
Switzerland
Prior art keywords
parts
disazo dye
dye
diazotized
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 CH148003A publication Critical patent/CH148003A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden, dass man einen neuen       Disazofarbatoff    erhält, wenn man einen     0-Ester     der     1-Amino-8-oxynaphthalin-3.6-disulfosäure          diazotiert,    hierauf mit     1-Amino-2-methoxy-          naphthalin    vereinigt, den erhaltenen     Mono-          azofarbstoff    weiter     diazotiert,

      mit     2-Phenyl-          amino-5-oxynaphthalin-7-sulfosäure    kuppelt  und das so erhaltene Produkt mit     Verseifungs-          mitteln    behandelt.  



  Der neue     Disazofarbstoff    färbt Baumwolle  und Kunstseiden aus regenerierter Zellulose  in reinen grünblauen Tönen von ausgezeich  neter Lichtechtheit.  



  <I>Beispiel:</I>  47,3 Teile     1-Aminonaphthalin-3        .6-disulfo-          säure-8-oxy-4'-toluolsulfosäureester    werden bei  0 0     mit        30        Teilen        Salzsäure        (30        %)        und'        6,9     Teilen     Natriumnitrit    in üblicher Weise     diazo-          tiert.    Die     Diazoverbindung    wird mit einer  Lösung von 17,

  3 Teilen     1-Amino-2-methoxy-          naphthalin    und der nötigen Menge Salzsäure    vereinigt. Nach beendeter Kupplung wird der  gebildete     Monoazofarbstoff        abfiltriert,    in der  nötigen Menge Natronlauge eiskalt gelöst  und mit 6,9 Teilen     Natriumnitrit    und 45       Teilen        Salzsäure        (30%)        weiter        diazotiert.     Nach einer Stunde wird die hellbraune     Di-          azoverbindung    durch Zugabe von Kochsalz  abgeschieden und filtriert.

   Sie wird nun unter  gutem Rühren langsam eingetragen in eine  eiskalte Lösung von 31,5 Teilen     2-Phenyl-          amino-5-oxynaphthalin-7-sulfosäure,    15 Teilen  Soda und 20 Teilen technischem     Pyridin    in  500 Teilen Wasser. Nach beendeter Kupplung  wird der blaue Farbstoff durch Zugabe von  Kochsalz abgeschieden und filtriert. Hernach  wird er in 800 Teilen Wasser gelöst, bei       70-73    0     mit        60        Teilen        Natronlauge        (30        %)     vereinigt und eine Stunde bei dieser Tempe  ratur gehalten.

   Dann wird langsam so viel  Salzsäure zugefügt, dass die Lösung nur mehr  schwach alkalisch reagiert. Der     Farbstoff    wird  durch Zufügen von Kochsalz abgeschieden.



  Process for the preparation of a disazo dye. It has been found that a new disazo carbate is obtained if an 0-ester of 1-amino-8-oxynaphthalene-3,6-disulfonic acid is diazotized, then combined with 1-amino-2-methoxynaphthalene, and the monoazo dye obtained is continued diazotized,

      with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid and the product thus obtained is treated with saponifying agents.



  The new disazo dye dyes cotton and rayon made from regenerated cellulose in pure green-blue tones with excellent lightfastness.



  <I> Example: </I> 47.3 parts of 1-aminonaphthalene-3,6-disulphonic acid-8-oxy-4'-toluenesulphonic acid ester are mixed with 30 parts of hydrochloric acid (30%) and 6.9 Share sodium nitrite diazo- in the usual way. The diazo compound is treated with a solution of 17,

  3 parts of 1-amino-2-methoxynaphthalene and the necessary amount of hydrochloric acid combined. After the coupling has ended, the monoazo dye formed is filtered off, dissolved ice-cold in the required amount of sodium hydroxide solution and diazotized further with 6.9 parts of sodium nitrite and 45 parts of hydrochloric acid (30%). After one hour, the light brown diazo compound is separated off by adding sodium chloride and filtered.

   It is then slowly introduced into an ice-cold solution of 31.5 parts of 2-phenylamino-5-oxynaphthalene-7-sulfonic acid, 15 parts of soda and 20 parts of technical grade pyridine in 500 parts of water, with thorough stirring. When the coupling is complete, the blue dye is deposited by adding sodium chloride and filtered. Then it is dissolved in 800 parts of water, combined with 60 parts of sodium hydroxide solution (30%) at 70-730 and kept at this temperature for one hour.

   Then enough hydrochloric acid is slowly added that the solution only reacts slightly alkaline. The dye is deposited by adding common salt.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Disazofarbstoffes, dadurch gekennzeichnet, dass man einen 0-Ester der 1-A.mino-8-ogynaph- thalin-3. 6-disulfosäure diazotiert, hierauf mit 1-gmino-2-methoxynaphthalirr vereinigt, den erhaltenen Monoazofarbstoff weiter diazotiert, mit 2 - Phenylamino- 5 -oxynaphthalin- 7-sulfo- säure kuppelt und das so erhaltene Produkt mit Verseifungsmitteln behandelt. Claim: Process for the production of a new disazo dye, characterized in that an 0-ester of 1-A.mino-8-ogynaphthalin-3. 6-disulfonic acid is diazotized, then combined with 1-gmino-2-methoxynaphthalene, the monoazo dye obtained is further diazotized, coupled with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid and the product thus obtained is treated with saponifying agents. Der neue Disazofarbstoff färbt Baumwolle und Kunstseiden aus regenerierter Zellulose in reinen grünblauen Tönen von ausgezeich neter Lichtechtheit. The new disazo dye dyes cotton and rayon made from regenerated cellulose in pure green-blue tones with excellent lightfastness.
CH148003D 1929-02-02 1929-02-02 Process for the preparation of a disazo dye. CH148003A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH148003T 1929-02-02
CH142444T 1929-02-02

Publications (1)

Publication Number Publication Date
CH148003A true CH148003A (en) 1931-06-30

Family

ID=25714050

Family Applications (1)

Application Number Title Priority Date Filing Date
CH148003D CH148003A (en) 1929-02-02 1929-02-02 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH148003A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0919596A1 (en) * 1997-12-01 1999-06-02 Bayer Aktiengesellschaft Disazo dyes

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0919596A1 (en) * 1997-12-01 1999-06-02 Bayer Aktiengesellschaft Disazo dyes
US6194554B1 (en) 1997-12-01 2001-02-27 Bayer Aktiengesellschaft Disazo dyes

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