CH188205A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH188205A
CH188205A CH188205DA CH188205A CH 188205 A CH188205 A CH 188205A CH 188205D A CH188205D A CH 188205DA CH 188205 A CH188205 A CH 188205A
Authority
CH
Switzerland
Prior art keywords
azo dye
red
clear
colored
preparation
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 CH188205A publication Critical patent/CH188205A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes
    • C09B29/0805—Amino benzenes free of acid groups
    • C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
    • C09B29/0823—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by CN
    • C09B29/0826—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by CN having N(-alkenylene/-alkynylene-O)(-alkenylene/-alkynylene-CN)

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 181249.    Verfahren zur Herstellung eines     Azofarbstoffes.       Gegenstand des Hauptpatentes ist ein  Verfahren zur Herstellung eines     Azofarb-          stoffes,    bei dem man die     Diazoverbindung     von     1-Amino-2-chlor-4-nitrobenzol    mit     (N-          Äthyl        -N-phenyl)        -R    -     aminopropionsäurenitril     kuppelt.

      Es wurde nun gefunden, dass man einen  ähnlichen wertvollen     Azofarbstoff    erhält, wenn  man die     Diazoverbindung    von     1-Amino-2-          ohlor-4-nitrobenzol    mit     (N-Oxäthyl-N-phenyl)-          ss-amino-propionsäurenitril    kuppelt.  



  Der neue     Azofarbstoff    eignet sich zum  Färben von     Zelluloseestern    und     -äthern,    die  er in sehr klaren, leuchtend scharlachroten,  sehr lichtechten Tönen färbt, ferner zur Her  stellung gefärbter Firnisse, Spiritus- oder       Nitrozelluloselacke,    die damit klare rote  Überzüge geben; Stearin, Paraffin, Fette und  Öle werden rot gefärbt.  



  <I>Beispiel:</I>  173 Teile     1-Amino-2-chlor-4-nitrobenzol     werden     diazotiert    und mit 200 Teilen (N-         Oxäthyl-N-phenyl)-R-amin        o-propion        säurenitril,     gelöst in 250 Teilen konzentrierter Salzsäure  und 1000 Teilen Wasser, gekuppelt. Die  Kupplung ist nach etwa 4 Stunden beendet.  Der Farbstoff wird abgesaugt, nachgewaschen  und getrocknet.



  <B> Additional patent </B> to main patent No. 181249. Process for the production of an azo dye. The main patent relates to a process for producing an azo dye in which the diazo compound of 1-amino-2-chloro-4-nitrobenzene is coupled with (N-ethyl-N-phenyl) -R - aminopropiononitrile.

      It has now been found that a similar valuable azo dye is obtained if the diazo compound of 1-amino-2-chloro-4-nitrobenzene is coupled with (N-oxethyl-N-phenyl) -ss-aminopropionic acid nitrile.



  The new azo dye is suitable for dyeing cellulose esters and ethers, which it dyes in very clear, bright scarlet red, very lightfast shades, and also for the manufacture of colored varnishes, spirit or nitrocellulose varnishes, which give them clear red coatings; Stearin, paraffin, fats and oils are colored red.



  <I> Example: </I> 173 parts of 1-amino-2-chloro-4-nitrobenzene are diazotized and with 200 parts (N-oxethyl-N-phenyl) -R-amine o-propionic acid nitrile, dissolved in 250 parts concentrated hydrochloric acid and 1000 parts of water, coupled. The coupling is complete after about 4 hours. The dye is filtered off, washed and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man die Diazoverbindung von 1-Amino-2-chlor-4- nitrobenzol mit (N- Ogäthyl - N - phenyl) -p amino-propionsäurenitril kuppelt. PATENT CLAIM: Process for the production of an azo dye, characterized in that the diazo compound of 1-amino-2-chloro-4-nitrobenzene is coupled with (N-Ogäthyl-N-phenyl) -pamino-propionic acid nitrile. Der neue Azofarbstoff eignet sich zum Färben von Zelluloseestern und -äthern, die er in sehr klaren, leuchtend scharlachroten, sehr lichtechten Tönen färbt, ferner zur Her stellung gefärbter Firnisse, Spiritus- oder Nitrozelluloselacke, die damit klare rote Überzüge geben; Stearin, Paraffin, Fette und Öle werden rot gefärbt. The new azo dye is suitable for dyeing cellulose esters and ethers, which it dyes in very clear, bright scarlet red, very lightfast shades, and also for the manufacture of colored varnishes, spirit or nitrocellulose varnishes, which give them clear red coatings; Stearin, paraffin, fats and oils are colored red.
CH188205D 1935-12-05 1935-12-05 Process for the preparation of an azo dye. CH188205A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH181249T 1935-12-05
CH188205T 1935-12-05

Publications (1)

Publication Number Publication Date
CH188205A true CH188205A (en) 1936-12-15

Family

ID=25720518

Family Applications (1)

Application Number Title Priority Date Filing Date
CH188205D CH188205A (en) 1935-12-05 1935-12-05 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH188205A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2492971A (en) * 1946-07-26 1950-01-03 Eastman Kodak Co P-nitro-o-methyl sulfonebenzene azo-n-beta-cyanoethyl-n-hydroxyalkylaniline dye compounds
US2492972A (en) * 1946-07-26 1950-01-03 Eastman Kodak Co P-nitro-o-trifluoromethyl benzeneazo-n-beta-cyanoethyl-n-hydroxyalkylaniline dye compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2492971A (en) * 1946-07-26 1950-01-03 Eastman Kodak Co P-nitro-o-methyl sulfonebenzene azo-n-beta-cyanoethyl-n-hydroxyalkylaniline dye compounds
US2492972A (en) * 1946-07-26 1950-01-03 Eastman Kodak Co P-nitro-o-trifluoromethyl benzeneazo-n-beta-cyanoethyl-n-hydroxyalkylaniline dye compounds

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