CH153197A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH153197A
CH153197A CH153197DA CH153197A CH 153197 A CH153197 A CH 153197A CH 153197D A CH153197D A CH 153197DA CH 153197 A CH153197 A CH 153197A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
nitro
group
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 CH153197A publication Critical patent/CH153197A/en

Links

Landscapes

  • Coloring (AREA)

Description

  

  Verfahren zur Darstellung eines     1Vlonoazofarlbstofeso       Durch das     D.R.P.    Nr. 305522 ist ein Ver  fahren zur Darstellung von     Monoazofarb-          stoffen    geschützt, darin bestehend, dass man  die durch Kuppeln von     4-Nitro-l-aminobenzol-          2-sulfäthylanilid    erhaltenen     Monoazofarbstoffe     mit alkalischen Reduktionsmitteln behandelt.  



  Es wurde nun gefunden, dass man zu einem  wertvollen     Azofarbstoff    gelangt, wenn man  dianotiertes     4-Nitro-l-aminobenzol-2-sulfäthyl-          anilid    mit 2     -Amino    - 8 -     naphtol    - 6 -     sulfosäure     kuppelt, die Nitrogruppe zur     Aminogruppe     reduziert und die     Aminogruppe    mit einem       acetylierenden    Mittel in die     Acetylamino-          gruppe    überführt.

      <I>Beispiel:</I>  321 Gewichtsteile     4-Nitro-l-aminobenzol-          2-sulfäthylanilid    werden dianotiert und in       schwach    mineralsaurer Lösung mit 239 Ge  wichtsteilen     2-Amino-8-oxynaphthalin-6-sulfo-          säure    vereinigt.

   Ist die Kupplung beendet,  dann wird die     Farbstofflösung    mit Ammoniak    schwach alkalisch gemacht und nach Zugabe  von 310 Gewichtsteilen     Natriumsulfhydrat-          lösung    (l00     gr        Natriumsulfhydratlösung    ent  halten 16,2     gr        Schwefelwasserstoff)    langsam  zum Sieden erhitzt. Beim Erkalten kristalli  siert ein Farbstoff aus.  



  490 Gewichtsteile des so erhaltenen Farb  stoffes werden in Wasser gelöst und bei ca.  <B>600</B> langsam unter gutem Rühren mit 300  Gewichtsteilen     Essigsäureanhydrid    bei immer  schwach     sodaalkalischer    Reaktion versetzt.  Man lässt noch ca. 1 Stunde bei dieser Tem  peratur rühren und dann erkalten. Der so er  haltene Farbstoff ist ein rotes Pulver, das  Wolle aus saurem Bade blaustichig rot färbt.  Die Färbungen zeichnen sich durch hervor  ragende Licht- und     Walkechtheit    und gutes       Egalisierungsvermögen    aus.



  Method for the preparation of a 1Vlonoazo dye as described by the D.R.P. No. 305522 is a process for the preparation of monoazo dyes, which consists in treating the monoazo dyes obtained by coupling 4-nitro-1-aminobenzene-2-sulfethylanilide with alkaline reducing agents.



  It has now been found that a valuable azo dye is obtained if dianotated 4-nitro-1-aminobenzene-2-sulfethyl anilide is coupled with 2-amino-8-naphthol-6-sulfonic acid, the nitro group is reduced to the amino group and the Amino group converted into the acetylamino group with an acetylating agent.

      <I> Example: </I> 321 parts by weight of 4-nitro-1-aminobenzene-2-sulfethylanilide are dianotized and combined with 239 parts by weight of 2-amino-8-oxynaphthalene-6-sulfonic acid in a weak mineral acid solution.

   When the coupling is complete, the dye solution is made slightly alkaline with ammonia and, after adding 310 parts by weight of sodium sulfhydrate solution (100 grams of sodium sulfhydrate solution contains 16.2 grams of hydrogen sulfide), slowly heated to boiling. A dye crystallizes out on cooling.



  490 parts by weight of the dye obtained in this way are dissolved in water and, at approx. 600, 300 parts by weight of acetic anhydride are slowly added with good stirring, always with a weakly alkaline soda reaction. The mixture is left to stir for about 1 hour at this temperature and then cool. The dye obtained in this way is a red powder that dyes wool from an acidic bath with a bluish red tinge. The dyeings are distinguished by their excellent light and boiled fastness and good leveling properties.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 4-Nitro-l-aminobenzol-2-sulfäthyl- anilid mit 2-Amino-8-naphtol-6-sulfosäure kuppelt, die Nitrogruppe zur Aminogruppe reduziert und die Aminogruppe mit einem acetylierenden Mittel in die Acetylamino- gruppe überführt. Der Farbstoff ist ein rotes Pulver, das Wolle aus saurem Bade klar blaustichig rot färbt. PATENT CLAIM: A process for the preparation of a monoazo dye, characterized in that diazotized 4-nitro-1-aminobenzene-2-sulfethyl anilide is coupled with 2-amino-8-naphthol-6-sulfonic acid, the nitro group is reduced to the amino group and Amino group converted into the acetylamino group with an acetylating agent. The dye is a red powder that dyes wool from an acid bath with a clear bluish tinge. Die Färbungen zeichnen sich durch hervor ragende Licht- und Walkechtheit und gutes Egalisierungsvermögen aus. The dyeings are distinguished by their excellent light and boiled fastness and good leveling properties.
CH153197D 1929-06-14 1930-06-13 Process for the preparation of a monoazo dye. CH153197A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE153197X 1929-06-14

Publications (1)

Publication Number Publication Date
CH153197A true CH153197A (en) 1932-03-15

Family

ID=5675568

Family Applications (1)

Application Number Title Priority Date Filing Date
CH153197D CH153197A (en) 1929-06-14 1930-06-13 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH153197A (en)

Similar Documents

Publication Publication Date Title
CH153197A (en) Process for the preparation of a monoazo dye.
CH156657A (en) Process for the preparation of a monoazo dye.
CH156658A (en) Process for the preparation of a monoazo dye.
CH156656A (en) Process for the preparation of a monoazo dye.
AT99416B (en) Process for the preparation of secondary disazo dyes.
CH302037A (en) Process for the preparation of a chromable disazo dye.
CH302033A (en) Process for the preparation of a chromable disazo dye.
CH237725A (en) Process for the preparation of a new monoazo dye.
CH268077A (en) Process for the preparation of an azo dye.
CH353476A (en) Process for the preparation of disazo dyes
CH172257A (en) Process for the preparation of an azine series dye.
CH271835A (en) Process for the preparation of an azo dye.
CH227500A (en) Process for the preparation of a metal-containing substantive azo dye.
CH150306A (en) Process for the preparation of an azo dye for cotton.
CH148358A (en) Process for the preparation of an azo dye.
CH302034A (en) Process for the preparation of a chromable disazo dye.
CH271836A (en) Process for the preparation of an azo dye.
CH153201A (en) Process for the preparation of an acidic dye.
CH188517A (en) Process for the preparation of an azo dye.
CH152490A (en) Process for the production of a wool dye of the anthraquinone series.
CH210600A (en) Process for the preparation of a new water-soluble disazo dye.
CH187345A (en) Process for the preparation of an o-oxyazo dye.
CH306273A (en) Process for the preparation of a substantive azo dye.
CH341250A (en) Process for the preparation of a disazo dye
CH128005A (en) Process for the preparation of the copper compound of a substantive azo dye.