CH227508A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH227508A
CH227508A CH227508DA CH227508A CH 227508 A CH227508 A CH 227508A CH 227508D A CH227508D A CH 227508DA CH 227508 A CH227508 A CH 227508A
Authority
CH
Switzerland
Prior art keywords
sulfonic acid
diazotized
aminonaphthalene
coupled
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH227508A publication Critical patent/CH227508A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/28—Preparation of azo dyes from other azo compounds by etherification of hydroxyl groups
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds

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

Description

  

      ,Zusatzpatent    zum     Hauptpatent    Nr. 222798.         Verfahren    zur     Herstellung    eines     Trisazofarbstoifes.       Gegenstand vorliegender Erfindung ist  ein Verfahren zur Herstellung eines     Tris-          azofarbstoffes.    Das Verfahren ist dadurch  gekennzeichnet, dass man     1-Amino-4-acet-          s        aminonaphthalin-6-sulfonsäure        diazotiert,    mit       1-Aminonaphthalin-6-sulfonsäure    in essig  saurem Medium kuppelt,     weiterdiazotiert,

       nochmals mit     1-Aminonaphthalin-6-sulfon-          säure    vereinigt, den erhaltenen Aminodisazo-         farbstoff        diazotiert    und mit Phenol in     soda-          alkalischer    Lösung kuppelt, den erhaltenen       Trisazofarbstoff        äthyliert    und die     Acetyl-          aminogruppe    durch Verseifen in die     Amino-          gruppe    überführt.  



  Der erhaltene Farbstoff stellt ein schwar  zes, wasserlösliches Pulver dar, das die pflanz  liche     Faser    in graublauen Tönen anfärbt.  
EMI0001.0027     
    28 Teile     1-Amino-4-acetaminonaphthalin-          6-sulfonsäure    werden in bekannter Weise       diazotiert        und    mit 28 Teilen     1-Aminonaph-          thalin-6-sulfonsäure    gekuppelt, weiterdiazo-         tiert    und nochmals mit 28 Teilen     1-Amino-          naphthalin-6-sulfonsäure    in essigsaurem Me  dium gekuppelt.

   Den so erhaltenen     Amino-          disazofarbstoff        diazotiert    man nochmals mit      Salzsäure und überschüssigem     Natriumnitrit,     isoliert die erhaltene     Diazoniumverbindung     und kuppelt dieselbe mit 10 Teilen Phenol  in     sodaalkalischer    Lösung.

   Der erhaltene       Trisazofarbstoff    wird nach der Isolierung in  einer     Anschlämmung    von 400 Teilen Alko  hol     +    400 Teilen Wasser unter Zusatz von  16 Teilen Soda und 16 Teilen     Äthylchlorid     bei 90  im Druckgefäss innerhalb 10 Stunden       alkyliert.    Anschliessend wird durch Zusatz  von     Ätzalkali    auf eine fünfprozentige     natron-          alka.lische    Lösung eingestellt und durch wei  teres einstündiges Erhitzen auf 90  die     Ace-          tylgruppe    abgespalten.  



  Der erhaltene Farbstoff ist ein schwarzes,  wasserlösliches Pulver, das die pflanzliche  Faser in graublauen Tönen anfärbt, die sich  z. B. mit     2-Oxynaphthalin    zu sehr gut     ätz-          baren    und sehr lichtechten Grautönen ent  wickeln lassen.



      , Additional patent to the main patent No. 222798. Process for the production of a trisazo dye. The present invention relates to a process for the preparation of a tris azo dye. The process is characterized in that 1-amino-4-acet- s aminonaphthalene-6-sulfonic acid is diazotized, coupled with 1-aminonaphthalene-6-sulfonic acid in an acetic acid medium, further diazotized,

       Combined again with 1-aminonaphthalene-6-sulfonic acid, the aminodisazo dye obtained is diazotized and coupled with phenol in a soda-alkaline solution, the trisazo dye obtained is ethylated and the acetylamino group is converted into the amino group by saponification.



  The dye obtained is a black, water-soluble powder that dyes the vegetable fiber in gray-blue tones.
EMI0001.0027
    28 parts of 1-amino-4-acetaminonaphthalene-6-sulfonic acid are diazotized in a known manner and coupled with 28 parts of 1-aminonaphthalene-6-sulfonic acid, further diazotized and again with 28 parts of 1-aminonaphthalene-6-sulfonic acid coupled in acetic acid medium.

   The aminodisazo dye thus obtained is diazotized again with hydrochloric acid and excess sodium nitrite, the diazonium compound obtained is isolated and coupled with 10 parts of phenol in a soda-alkaline solution.

   The trisazo dye obtained is after isolation in a suspension of 400 parts of alcohol + 400 parts of water with the addition of 16 parts of soda and 16 parts of ethyl chloride at 90 in a pressure vessel within 10 hours. Then, by adding caustic alkali, the solution is adjusted to a five percent sodium-alkali solution and the acetyl group is split off by heating to 90 for a further hour.



  The dye obtained is a black, water-soluble powder that dyes the vegetable fiber in gray-blue tones, which z. For example, 2-oxynaphthalene can be used to develop gray tones that are very easy to etch and very lightfast.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man 1- Amino - 4 - acetaminonaphthalin - 6 - sulfon- säure diazotiert, mit 1-Aminonaphthalin-6- sulfonsäure in essigsaurem Medium kuppelt, weiterdia.zotiert, nochmals mit 1-Aminonaph- thalin-6-sulfonsäure vereinigt, PATENT CLAIM: Process for the production of a trisazo dye, characterized in that 1-amino-4-acetaminonaphthalene-6-sulfonic acid is diazotized, coupled with 1-aminonaphthalene-6-sulfonic acid in an acetic acid medium, further dia.zotiert, again with 1 -Aminonaphthalene-6-sulfonic acid combined, den erhaltenen Aminodisazofarbstoff diazotiert und mit Phe nol in sodaalkalischer Lösung kuppelt, den erhaltenen Trisazofarbstoff äthyliert und die Acetylaminogruppe durch Verseifen in die Aminogruppe überführt. Der erhaltene Farbstoff ist ein schwarzes, wasserlösliches Pulver, das die pflanzliche Faser in graublauen Tönen anfärbt, die sich z. B. mit 2-Oxynaphthalin zu sehr gut ätz- baren und sehr lichtechten Grautönen ent wickeln lassen. the amino disazo dye obtained is diazotized and coupled with phenol in an alkaline soda solution, the trisazo dye obtained is ethylated and the acetylamino group is converted into the amino group by saponification. The dye obtained is a black, water-soluble powder that dyes the vegetable fiber in gray-blue tones, which z. For example, 2-oxynaphthalene can be used to develop gray tones that are very easy to etch and very lightfast.
CH227508D 1939-07-21 1941-07-26 Process for the preparation of a trisazo dye. CH227508A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE210739X 1939-07-21
CH222798T 1941-07-26

Publications (1)

Publication Number Publication Date
CH227508A true CH227508A (en) 1943-06-15

Family

ID=25726660

Family Applications (2)

Application Number Title Priority Date Filing Date
CH227508D CH227508A (en) 1939-07-21 1941-07-26 Process for the preparation of a trisazo dye.
CH227507D CH227507A (en) 1939-07-21 1941-07-26 Process for the preparation of a trisazo dye.

Family Applications After (1)

Application Number Title Priority Date Filing Date
CH227507D CH227507A (en) 1939-07-21 1941-07-26 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (2) CH227508A (en)

Also Published As

Publication number Publication date
CH227507A (en) 1943-06-15

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