CH182278A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH182278A
CH182278A CH182278DA CH182278A CH 182278 A CH182278 A CH 182278A CH 182278D A CH182278D A CH 182278DA CH 182278 A CH182278 A CH 182278A
Authority
CH
Switzerland
Prior art keywords
blue
dye
preparation
red
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH182278A publication Critical patent/CH182278A/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
    • 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
    • C09B29/0813—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 OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr.<B>177581.</B>    Verfahren zur Darstellung eines     Azofarbstoffes.       Das vorliegende Verfahren betrifft die  Darstellung eines blauen     Acetatseidenfarb-          stoffes    und ist dadurch gekennzeichnet, dass  man     diazotiertes        3;6-Dichlor-2,4-dinitranilin     mit     1-Methyl-4-methogy-3-(äthyl-ss,y-diogy-          propyl)-anilin    kuppelt.  



  <I>Beispiel:</I>  Man löst 25,2 Teile     3,6-Dichlor-2,4-di-          nitra,nilin    in 125 Teilen     Schwefelsäuremono-          hydrat    von<B>50'</B> und versetzt die Lösung  langsam mit 6,9 Teilen scharf getrocknetem  Nitrit zwischen 50 bis<B>60'.</B> Nach kurzer       Zeit    wird die     Diazolösung    auf 30   abgekühlt  und unverdünnt allmählich in eine eiskalt  gehaltene Lösung von 23,9 Teilen     1-Methyl-          4-methoxy-3-(äthyl-ss,y-dioxypropyl)-anilin    in  500 Teilen Wasser und 13 Teilen 30%iger  Salzsäure, welche vor der Kupplung mit 80  Teilen     Natriumacetat    versetzt wurde, ein  laufen gelassen;

   durch gleichzeitige Zugabe  von Natronlauge sorgt man dafür, dass das       Kupplungsgut    nicht mineralsauer wird. Der  von der     Mutterlauge    befreite Farbstoff wird    in Benzol aufgenommen; die filtrierte     ben-          zolische    Lösung wird konzentriert, der Farb  stoff mit     Petroläther    gefällt und von wenig  rotfärbenden Beimengungen getrennt; zur  vollständigen Reinigung wird er noch aus  wenig Benzol oder Alkohol kristallisiert.

   Er  stellt ein dunkelbraunes Pulver dar, das sich  in Alkohol und     Aceton        -blauviolett,    in Benzol  rot und in konzentrierter     Schwefelsäure     braunrot löst; er färbt     Acetatseide    in blauen  Tönen an.



  <B> Additional patent </B> to main patent no. <B> 177581. </B> Process for the preparation of an azo dye. The present process relates to the preparation of a blue acetate silk dye and is characterized in that diazotized 3; 6-dichloro-2,4-dinitraniline with 1-methyl-4-methogy-3- (ethyl-ss, y-diogy- propyl) -aniline.



  <I> Example: </I> 25.2 parts of 3,6-dichloro-2,4-di-nitra, niline are dissolved in 125 parts of sulfuric acid monohydrate of <B> 50 '</B> and the solution is added slowly with 6.9 parts of sharply dried nitrite between 50 and <B> 60 '. </B> After a short time, the diazo solution is cooled to 30 and gradually poured into an ice-cold solution of 23.9 parts of 1-methyl-4- methoxy-3- (ethyl-ss, γ-dioxypropyl) aniline in 500 parts of water and 13 parts of 30% hydrochloric acid, to which 80 parts of sodium acetate were added before coupling, allowed to run in;

   by adding caustic soda at the same time, you ensure that the coupling material does not become minerally acidic. The dye freed from the mother liquor is taken up in benzene; the filtered benzene solution is concentrated, the dye is precipitated with petroleum ether and separated from additions that do not turn red; For complete purification, it is crystallized from a little benzene or alcohol.

   It is a dark brown powder that dissolves blue-violet in alcohol and acetone, red in benzene and brown-red in concentrated sulfuric acid; he stains acetate silk in blue tones.

Claims (1)

PATENTANSPRÜC13: Verfahren zur Herstellung eines blauen Acetatseidenfarbstoffes, dadurch gekenn zeichnet, dass man diazotiertes 3,6-Dichlor- 2,4-dinitranilin mit 1-Methyl-4-methoxy-3- (äthyl-ss,y-dioxypropyl)-anilin kuppelt. Der Farbstoff stellt ein dunkelbraunes Pulver dar, das sich in Alkohol und Aceton blauviolett, in Benzol rot und in konzentrier ter Schwefelsäure braunrot löst. Er färbt Acetatseide blau an. PATENTANSPRÜC13: Process for the production of a blue acetate silk dye, characterized in that diazotized 3,6-dichloro-2,4-dinitraniline is coupled with 1-methyl-4-methoxy-3- (ethyl-ss, γ-dioxypropyl) aniline . The dye is a dark brown powder that dissolves blue-violet in alcohol and acetone, red in benzene and brown-red in concentrated sulfuric acid. He stains acetate silk blue.
CH182278D 1934-07-18 1934-07-18 Process for the preparation of an azo dye. CH182278A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH177581T 1934-07-18
CH182278T 1934-07-18

Publications (1)

Publication Number Publication Date
CH182278A true CH182278A (en) 1936-01-31

Family

ID=25719998

Family Applications (1)

Application Number Title Priority Date Filing Date
CH182278D CH182278A (en) 1934-07-18 1934-07-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH182278A (en)

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