CH219414A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH219414A
CH219414A CH219414DA CH219414A CH 219414 A CH219414 A CH 219414A CH 219414D A CH219414D A CH 219414DA CH 219414 A CH219414 A CH 219414A
Authority
CH
Switzerland
Prior art keywords
dye
production
vat
acid
mol
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 CH219414A publication Critical patent/CH219414A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • C09B1/43—Dicarboxylic acids
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Küpenfarbstoffes.       Es wurde gefunden, dass ein wertvoller       Küpenfarbstoff    hergestellt werden kann,  wenn man 1     Mol        Fluoranthendicarbonsäure     oder eines ihrer funktionellen Derivate mit  2     Mol        1-Amino-5-benzoylaminoanthrachinon     umsetzt.  



  Der Farbstoff stellt ein     orangebraunes     Pulver dar, das sich in konzentrierter Schwe  felsäure mit roter Farbe löst, unterhalb 450'  nicht schmilzt und Baumwolle aus     violett-          brauner        Küpe    in farbstarken, goldgelben  Tönen von sehr guten Echtheitseigenschaften  färbt.  



  Als funktionelle Derivate der Fluor  anthendicarbonsäurewerden zweckmässig ihre       Dihalogenide,    insbesondere das     Dichlorid,    das  durch Behandeln der freien     Dicarbonsäure     mit zum Beispiel     Thionylchlorid    erhältlich  ist, verwendet.  



  Die     Umset-ung    erfolgt vorteilhaft durch  Erhitzen der Komponenten in     Lösungs-    oder  Verdünnungsmitteln, wie zum Beispiel Di-    oder     Trichlorbenzol,        Nitrobenzol,    Naphthalin  oder Chlornaphthalin.  



  <I>Beispiel:</I>  14,5 Teile     Fluoranthendicarbonsäure    wer  den durch     Erhitzen    auf 110     bis.    120' mit  20 Teilen     Thionylehlorld    in     'l50    Teilen     trok-          kenem        o-Dichlorbenzol    in das     Säurechlorid     verwandelt.

   Nach dem     Abdestillieren    des un  verbrauchten     Thionylchlorids    lässt man bei  <B>150'</B> eine heisse Lösung von 34,2 Teilen     1-          Amino-5-benzoylaminoanthrachinon    in 350  Teilen     Dichlorbenzol    zufliessen. Nach zwei  stündigem Rühren bei 150 bis<B>160'</B> ist die       Farbstoffbildung    beendet. Man saugt in der  Wärme ab, wäscht mit     Dichlorbenzol    und  Alkohol aus und trocknet.



  Process for the production of a vat dye. It has been found that a valuable vat dye can be produced if 1 mole of fluoranthendicarboxylic acid or one of its functional derivatives is reacted with 2 moles of 1-amino-5-benzoylaminoanthraquinone.



  The dye is an orange-brown powder which dissolves in concentrated sulfuric acid with a red color, does not melt below 450 'and dyes cotton from a violet-brown vat in strong, golden-yellow shades of very good fastness properties.



  As functional derivatives of the fluoranthendicarboxylic acid, it is expedient to use their dihalides, in particular the dichloride which can be obtained by treating the free dicarboxylic acid with, for example, thionyl chloride.



  The reaction is advantageously carried out by heating the components in solvents or diluents, such as, for example, di- or trichlorobenzene, nitrobenzene, naphthalene or chloronaphthalene.



  <I> Example: </I> 14.5 parts of fluoranthene dicarboxylic acid are obtained by heating to 110 to. 120 'with 20 parts of Thionylehlorld in 150 parts of dry o-dichlorobenzene converted into the acid chloride.

   After the unused thionyl chloride has been distilled off, a hot solution of 34.2 parts of 1-amino-5-benzoylaminoanthraquinone in 350 parts of dichlorobenzene is allowed to flow in at 150. After two hours of stirring at 150 to 160 ', the dye formation is complete. It is suctioned off in the heat, washed with dichlorobenzene and alcohol and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol Fluoranthendicarbonsäure oder eines ihrer funktionellen Derivate mit ? Mol 1- Amino-5-benzoylaminoanthrachinon umsetzt. PATENT CLAIM: Process for the production of a vat dye, characterized in that 1 mol of fluoranthendicarboxylic acid or one of its functional derivatives with? Mol 1-amino-5-benzoylaminoanthraquinone converts. Der Farbstoff stellt ein orangebraunes Pulver dar, das sich in konzentrierter Schwe felsäure mit roter Farbe löst, unterhalb 450 nicht schmilzt und Baumwolle aus violett brauner Küpe in farbstarken, goldgelben Tönen von sehr guten Echtheitseigenschaften färbt. UNTERANSPRüCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man Fluoranthen- dicarbonsäure-dichloride verwendet. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass die Umsetzung durch Erhitzen der Komponenten in Ver dünnungsmitteln erfolgt. The dye is an orange-brown powder that dissolves in concentrated sulfuric acid with a red color, does not melt below 450 and dyes cotton from a purple-brown vat in strong, golden-yellow shades of very good fastness properties. SUBClaims: 1. Process according to claim, characterized in that fluoranthene dicarboxylic acid dichlorides are used. 2. The method according to claim, characterized in that the reaction takes place by heating the components in United diluents.
CH219414D 1939-01-19 1939-01-19 Process for the production of a vat dye. CH219414A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH219414T 1939-01-19

Publications (1)

Publication Number Publication Date
CH219414A true CH219414A (en) 1942-02-15

Family

ID=4451164

Family Applications (1)

Application Number Title Priority Date Filing Date
CH219414D CH219414A (en) 1939-01-19 1939-01-19 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH219414A (en)

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