CH148005A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH148005A
CH148005A CH148005DA CH148005A CH 148005 A CH148005 A CH 148005A CH 148005D A CH148005D A CH 148005DA CH 148005 A CH148005 A CH 148005A
Authority
CH
Switzerland
Prior art keywords
parts
disazo dye
dye
amino
diazotized
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 CH148005A publication Critical patent/CH148005A/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
    • 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

  

  Zusatzpatent zum Hauptpatent     Nr.    142444.    Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden,     dass    man einen neuen       Disazofarbstoff    erhält, wenn man einen     0-          Ester    der     1-Amino-8-oxynaphthalin-3.        6-disul-          fosäure        diazotiert,    hierauf mit     1-Amino-2-          äthoxynaphthalin    vereinigt, den erhaltenen       Monoazofarbstoff    weiter     diazotiert,

      mit     2-          Phenylamino   <B>- 5 -</B>     oxynaphthalin   <B>- 7 -</B>     sulfosäure     kuppelt und das so erhaltene, Produkt mit       Verseifungsmitteln    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   <B>.</B>     6-disul-          fosäui-e-8-oxy-4'-toluolsulfosäureester    werden       bei        00        mit        30        Teilen        Salzsäure        (30%)        und     <B>6,9</B> Teilen     Natr.,umnitrit    in üblicher Weise       diazotiert.    Die     Diazoverbindung    wird mit  einer Lösung von     1-8,

  7    Teilen     1-Amino-2-          äthoxynaphthalin    und der nötigen Menge    Salzsäure vereinigt. Nach beendeter Kupplung  wird der gebildete     Monoazofarbstoff        abfiltriert,     in der nötigen Menge Natronlauge     eisl-.alt     gelöst     und    mit<B>6,9</B> Teilen     Natriumnitrit    und       45        Teilen        Salzsäure        (30        %)

          weiter        diazotiert.     Nach einer Stunde wird die     hellbraurie        Diazo-          verbindung    durch Zugabe von Kochsalz ab  geschieden und filtriert. Sie wird     nun    unter  gutem Rühren langsam eingetragen in eine  eiskalte Lösung von<B>31,5</B> Teilen     2-Phenyl-          amino-5-oxynaphthalin-7-sulfosäui-e,   <B>15</B> Teilen  Soda und 20 Teilen technischem     Pyridin    in  <B>500</B> Teilen Wasser. Nach beendeter Kupp  lung wird der blaue Farbstoff durch Zugabe  von Kochsalz abgeschieden und filtriert.

   Her  nach wird er in<B>800</B> Teilen Wasser gelöst,       bei        70-730        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.



  Additional patent to main patent no. 142444. Process for the preparation of a disazo dye. It has been found that a new disazo dye is obtained if an 0-ester of 1-amino-8-oxynaphthalene-3. 6-disulfonic acid diazotized, then combined with 1-amino-2-ethoxynaphthalene, the resulting monoazo dye is further diazotized,

      with 2-phenylamino <B> - 5 - </B> oxynaphthalene <B> - 7 - </B> 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 <B>. </B> 6-disulphosäui-e-8-oxy-4'-toluenesulphonic acid ester are mixed with 30 parts of hydrochloric acid ( 30%) and <B> 6.9 </B> parts of sodium, diazotized umnitrite in the usual way. The diazo compound is mixed with a solution of 1-8,

  7 parts of 1-amino-2-ethoxynaphthalene and the necessary amount of hydrochloric acid combined. After the coupling has ended, the monoazo dye formed is filtered off, dissolved in the necessary amount of sodium hydroxide solution, and mixed with 6.9 parts of sodium nitrite and 45 parts of hydrochloric acid (30%)

          further diazotized. After one hour, the light brown diazo compound is separated off by adding sodium chloride and filtered. It is now slowly introduced into an ice-cold solution of <B> 31.5 </B> parts of 2-phenylamino-5-oxynaphthalene-7-sulphonic acid, <B> 15 </B> parts of soda, with thorough stirring and 20 parts of technical pyridine in 500 parts of water. After coupling is complete, the blue dye is deposited by adding sodium chloride and filtered.

   Then it is dissolved in 800 parts of water, combined at 70-730 with 60 parts of sodium hydroxide solution (30%) and kept at this temperature for one hour. Then enough hydrochloric acid is slowly added that the solution is only weakly 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-Amino-8-oxynaph- thalin-3. 6-disulfosäure diazotiert, hierauf mit <B>1 -</B> Amino-2-5,thoxynaphthalin vereinigt, den erhaltenen Monoazofarbstoff weiter diazotiert, mit 2-Phenylamino-5-oxynaphthalin-7-sulfo- säure kuppelt und das so erhaltene Produkt mit Verseifungsmitteln behandelt. PATENT CLAIM: Process for the production of a new disazo dye, characterized in that an 0-ester of * 1-amino-8-oxynaphthalin-3. 6-disulfonic acid diazotized, then combined with <B> 1 - </B> amino-2-5, thoxynaphthalene, the monoazo dye obtained is further diazotized, coupled with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid and the resultant Product 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.
CH148005D 1929-02-02 1929-02-02 Process for the preparation of a disazo dye. CH148005A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH142444T 1929-02-02
CH148005T 1929-02-02

Publications (1)

Publication Number Publication Date
CH148005A true CH148005A (en) 1931-06-30

Family

ID=25714052

Family Applications (1)

Application Number Title Priority Date Filing Date
CH148005D CH148005A (en) 1929-02-02 1929-02-02 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH148005A (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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