CH306240A - Process for the preparation of a substantive disazo dye. - Google Patents

Process for the preparation of a substantive disazo dye.

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Publication number
CH306240A
CH306240A CH306240DA CH306240A CH 306240 A CH306240 A CH 306240A CH 306240D A CH306240D A CH 306240DA CH 306240 A CH306240 A CH 306240A
Authority
CH
Switzerland
Prior art keywords
acid
aminopyrene
red
dependent
disazo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag 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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH306240A publication Critical patent/CH306240A/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
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/145—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with polycarboxylic acids

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 302543.         Verfahren    zur Herstellung eines Substantiven     Disazofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines Substan  tiven     Disazofarbstoffes,    welches darin besteht,  dass man 2     Mol    der durch Kuppeln von     diazo-          tierter        3-Aminopyrendisulfonsäure,    erhalten  durch     Disulfonierung    von     3-Aminopyren    mit  tels     Schwefelsäure-Monohydrat,    mit     1-Amino-          2,

  5-dimethylbenzol    hergestellten     Aminomono-          azoverbindung,    vorzugsweise in wässerigem  Medium und in Gegenwart eines säurebinden  den Mittels, mit 1     Mol        Fumarsäuredihalogenid     kondensiert.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>  <B>509</B> Teile der durch Kuppeln von     diazo-.          tierter        3-Aminopyrendisiüfonsäure,    erhalten  durch     Disulfonierung    von     3-Aminopyren    mit  tels     Sehwefelsäure-Monohydrat,    mit     1-Amino-          2,5-dimethylbenzol    hergestellten     Aminomono.          azoverbindung    werden bei Zimmertemperatur  in Wasser unter Zusatz von     Natriumhydroxyd     neutral gelöst.

   In die Lösung werden gleich  zeitig und unter gutem Rühren eine Lösung  von 76,5 Teilen     Pumarsäuredichlorid    in 80 Tei  len Benzol und so viel einer     Natriumearbonat-          lösung        zugetropft,    dass die Reaktion immer  schwach alkalisch ist. Nachdem alles     Fumar-          säuredichlorid    eingetragen ist, wird die Lö  sung weitergerührt, bis sich keine freie     Amino-          gruppe    mehr nachweisen lässt.

   Hierauf wird  der gebildete neue     Disazofarbstoff    in der    Wärme mit Hilfe von     Natriumchlorid        abge.     schieden,     abfiltriert    und getrocknet.  



  Er ist ein     rotbraunes    Pulver, welches sich  in Wasser mit rotstickig gelber und in kon  zentrierter Schwefelsäure     mit    blauer Farbe  löst. Er färbt =Baumwolle und Fasern aus  regenerierter     Cellulose    in rotstickig gelben  Tönen, die gut     ätzbar    und hervorragend licht  echt sind.



  <B> Additional patent </B> to main patent no. 302543. Process for the production of a noun disazo dye. The present patent relates to a process for the preparation of a substantive disazo dye, which consists in that 2 moles of 3-aminopyrene disulfonic acid obtained by coupling of diazo- tated 3-aminopyrene by disulfonation of sulfuric acid monohydrate with 1-amino - 2,

  Amino monoazo compound prepared 5-dimethylbenzene, preferably in an aqueous medium and in the presence of an acid-binding agent, condensed with 1 mol of fumaric acid dihalide.



  In the following example, the parts are parts by weight.



  <I> Example: </I> <B> 509 </B> Parts of the domed by diazo-. oriented 3-aminopyrendisiufonsäure, obtained by disulfonation of 3-aminopyrene with means of sulfuric acid monohydrate, with 1-amino-2,5-dimethylbenzene produced aminomono. azo compounds are dissolved neutrally in water with the addition of sodium hydroxide at room temperature.

   At the same time and with thorough stirring, a solution of 76.5 parts of pumaric acid dichloride in 80 parts of benzene and enough of a sodium carbonate solution are added dropwise to the solution so that the reaction is always slightly alkaline. After all of the fumaric acid dichloride has been added, the solution is stirred until no more free amino groups can be detected.

   The new disazo dye formed is then removed in the heat with the aid of sodium chloride. separated, filtered off and dried.



  It is a red-brown powder that dissolves in water with a red-sticky yellow color and in concentrated sulfuric acid with a blue color. It dyes = cotton and fibers from regenerated cellulose in red-embroidered yellow tones, which are easy to etch and extremely lightfast.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Substan tiven Disazofarbstoffes, dadurch gekennzeich net, dass man 2 Mol der durch Kuppeln von diazotierter 3-Aminopyrendisulfonsäure, er halten durch Disulfonierung von 3-Amino- pyren mittels Schwefelsäure-Monohydrat, mit 1 - Amino - 2,5 - dimethylbenzol hergestellten Aminomonoazoverbindung mit 1 Mol Pumar- säuredihalogenid kondensiert. PATENT CLAIM: A process for the preparation of a substantive disazo dye, characterized in that 2 moles of 3-aminopyrene disulfonic acid obtained by coupling of diazotized 3-aminopyrene by disulfonation of 3-aminopyrene using sulfuric acid monohydrate, with 1 - amino - 2.5 - Aminomonoazo compound produced dimethylbenzene condensed with 1 mol of pumaric acid dihalide. Der neue Substantive Disazofarbstoff ist ein rotbraunes Pulver, welches sich in Wasser mit rotstickig gelber und in konzentrierter Schwefelsäure mit blauer Farbe löst. Er färbt Baumwolle und Fasern aus regenerierter Cel- lulose in rotstickig gelben Tönen, die gut ätz- bar und hervorragend lichtecht sind. UNTERANSPRÜCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man in wässerigem Medium arbeitet. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man in Gegenwart eines säurebindenden Mittels arbeitet. 3. The new noun disazo dye is a red-brown powder which dissolves in water with a red-sticky yellow color and in concentrated sulfuric acid with a blue color. It dyes cotton and fibers made from regenerated cellulose in red-embroidered yellow tones, which are easy to etch and extremely lightfast. SUBClaims 1. The method according to claim, characterized in that one works in an aqueous medium. 2. The method according to claim and dependent claim 1, characterized in that one works in the presence of an acid-binding agent. 3. Verfahren nach Patentanspruch lind Unteransprüehen 1 und 2, dadurch gekenn zeichnet, dass man als säurebindendes Mittel Natriumcarbonat wählt. 4. Verfahren nach Patentanspruch und Unteransprüchen 1 bis 3, dadureh gekenn zeichnet, dass man als Fumars*iitredihalogenid Fumarsäui,eclieliloi@id wählt. Process according to patent claim and dependent claims 1 and 2, characterized in that sodium carbonate is selected as the acid-binding agent. 4. The method according to claim and dependent claims 1 to 3, dadureh marked that one chooses as Fumars * iitredihalogenid Fumarsäui, eclieliloi @ id.
CH306240D 1952-03-07 1952-03-07 Process for the preparation of a substantive disazo dye. CH306240A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH306240T 1952-03-07
CH302543T 1952-03-07

Publications (1)

Publication Number Publication Date
CH306240A true CH306240A (en) 1955-03-31

Family

ID=25734537

Family Applications (1)

Application Number Title Priority Date Filing Date
CH306240D CH306240A (en) 1952-03-07 1952-03-07 Process for the preparation of a substantive disazo dye.

Country Status (1)

Country Link
CH (1) CH306240A (en)

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