CH177266A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH177266A
CH177266A CH177266DA CH177266A CH 177266 A CH177266 A CH 177266A CH 177266D A CH177266D A CH 177266DA CH 177266 A CH177266 A CH 177266A
Authority
CH
Switzerland
Prior art keywords
dye
aminobenzene
blue
azo dye
new
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 CH177266A publication Critical patent/CH177266A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes
    • C09B29/0805Amino benzenes free of acid groups
    • C09B29/0807Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/0811Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
    • C09B29/0813Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes

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

Description

  

  Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden,     daB    man einen neuen  Farbstoff erhält, wenn man     diazotiertes          6-Cyan-2.4-dinitro-l-aminobenzol    mit     2-Me-          thoxy    - 5 -     methyl    -1- N -     (di    -     methoxyäthyl)-          aminobenzol    vereinigt.

   Der neue Farbstoff  bildet, aus Alkohol umkristallisiert, in ge  trocknetem Zustande -ein blaues, kristallines,       bronzierendes    Pulver, das sich in organischen  Lösungsmitteln, wie zum Beispiel Essigester,  Aceton, Alkohol, Äther mit blauer Farbe  löst. Durch geeignete Zusätze in feine Ver  teilung gebracht, färbt der Farbstoff Acetat  kunstseide in kräftigen,     reinblauen,    leicht       ätzbaren    Tönen.  



  <I>Beispiel:</I>       2,0;8    Teile     6-Cyan-2:.4-.dinitro-l-amino-          benzol    werden unter intensivem Rühren in  100 Teile Schwefelsäure eingetragen, unter  Vermeidung einer zu starken Temperatur  erhöhung. Man rührt bis zur völligen Lösung.  Die erhaltene Lösung wird auf etwa     0-'    ge  kühlt und mit einer aus 7 Teilen Natrium-         nitrit    und etwa 70 Teilen Schwefelsäure in  bekannter Weise hergestellten Lösung von       Nitrosylschwefelsäure    vereinigt.

   Die erhal  tene     Mischung,    die man falls nötig zur voll  ständigen Lösung und     Durchdiazotierung    der  Base gegebenenfalls unter Zusatz von Stabili  satoren einige Zeit auf etwa 40' erwärmt  hat, wird darauf unter kräftigem Rühren in  eine mit viel gemahlenem Eis versetzte Lö  sung von 25,3 Teilen     2-Methoxy-5-methyl-l-          N-(di-methoxyäthyl)-aminobenzol    und der  nötigen Menge verdünnter Mineralsäure bei  0   eingetragen. Die     Farbstoffbildung,    die  man noch durch Zusatz von     Natriumacetat     beschleunigen kann, ist in kurzer     Zeit    be  endet. Der Farbstoff wird     filtriert    und neu  tral gewaschen.



  Process for the production of a new azo dye. It has been found that a new dye is obtained if diazotized 6-cyano-2,4-dinitro-1-aminobenzene is combined with 2-methoxy-5-methyl-1-N - (dimethoxyethyl) -aminobenzene.

   Recrystallized from alcohol, the new dye forms in the dried state -a blue, crystalline, bronzing powder that dissolves in organic solvents such as ethyl acetate, acetone, alcohol, ether with a blue color. Finely distributed with suitable additives, the acetate dye dyes artificial silk in strong, pure blue, easily etchable tones.



  <I> Example: </I> 2.0; 8 parts of 6-cyano-2: .4-dinitro-1-aminobenzene are introduced into 100 parts of sulfuric acid with vigorous stirring, avoiding excessive temperature increase. The mixture is stirred until it is completely dissolved. The solution obtained is cooled to about 0- 'ge and combined with a solution of nitrosylsulfuric acid prepared in a known manner from 7 parts of sodium nitrite and about 70 parts of sulfuric acid.

   The obtained mixture, which if necessary for complete solution and thorough diazotization of the base, optionally with the addition of stabilizers, has been heated to about 40 'for some time, is then mixed with a lot of ground ice in a solution of 25.3 with vigorous stirring Parts of 2-methoxy-5-methyl-l-N- (dimethoxyethyl) aminobenzene and the necessary amount of dilute mineral acid entered at 0. The dye formation, which can be accelerated by adding sodium acetate, ends in a short time. The dye is filtered and washed neutral.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man diazotiertes 6-Cyan-2 . 4-.dinitro-l-amino- benzol mit 2-Methoxy-5-methyl-l-N-(di-me- thogyäthyl)-aminobenzol vereinigt. Der neue Farbstoff bildet, aus Alkohol umkristalli siert, in getrocknetem Zustande ein blaues, kristallines, bronzierendes Pulver, das sich in organischen Lösungsmitteln, wie zum Bei spiel Essigester, Aceton, Alkohol, Äther mit blauer Farbe löst. PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that diazotized 6-cyano-2. 4-dinitro-1-aminobenzene combined with 2-methoxy-5-methyl-1-N- (dimethogyethyl) aminobenzene. Recrystallized from alcohol, the new dye forms a blue, crystalline, bronzing powder in the dried state, which dissolves in organic solvents such as ethyl acetate, acetone, alcohol, ether with a blue color. Durch geeignete Zusätze in feine Verteilung gebracht, färbt der Farb stoff Acetatkunstseide in kräftigen, rein blauen, leicht ätzbaren Tönen. Finely distributed through suitable additives, the dye acetate artificial silk dyes in strong, pure blue, easily etchable tones.
CH177266D 1935-05-31 1934-02-23 Process for the production of a new azo dye. CH177266A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH177266T 1935-05-31

Publications (1)

Publication Number Publication Date
CH177266A true CH177266A (en) 1935-05-31

Family

ID=4427618

Family Applications (1)

Application Number Title Priority Date Filing Date
CH177266D CH177266A (en) 1935-05-31 1934-02-23 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH177266A (en)

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