CH224883A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH224883A
CH224883A CH224883DA CH224883A CH 224883 A CH224883 A CH 224883A CH 224883D A CH224883D A CH 224883DA CH 224883 A CH224883 A CH 224883A
Authority
CH
Switzerland
Prior art keywords
mol
dye
acid
amino
mole
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 CH224883A publication Critical patent/CH224883A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 219414.    Verfahren zur Herstellung eines     Itüpenfarbstoifes.       Es wurde gefunden, dass ein wertvoller       güpenfarbstoff    hergestellt     werden    kann,  wenn man 1     Mol    ,der nachdem Verfahren der  Schweiz.     Patentschrift    Nr. 208531 erhält  lichen     Fluoranthendicarbonsäure    oder eines  ihrer funktionellen Derivate mit 1     Mal          1-Amino    - 5-     benzoyl-aminoanthrachinon    und  mit 1     Mol        1-Amino-4-benzoyl-aminoanthra-          ehinon    umsetzt.  



  Der neue Farbstoff stellt ein rotbraunes  Pulver dar, das sich in     konzentrierter    Schwe  felsäure mit roter Farbe löst und Baumwolle  aus brauner     güpe    in orangen Tönen färbt.  



  Als     funktionelle        Derivate    der     Fluor-          anthendiearbonsäure    werden zweckmässig ihre       Dihalogenide,    insbesondere das     Dichlorid"das     durch Behandeln der freien     Dicarbonsäure     mit z. B.     Thionylchlorid    erhältlich ist, ver  wendet.  



  Die Umsetzung erfolgt vorteilhaft durch  Erhitzen der     Komponenten    in     Lösungs-    oder       Verdünnungsmitteln,    wie z. B.     Di-    oder     Tri-          chlorbenzol,    Nitrobenzol, Naphthalin oder    Chlornaphthalin.

   Zweckmässig lässt     man          Fluoranthendicarbonsäuredichlorid    vorerst bei  nur mässig erhöhter Temperatur     mit    1     Mol     des einen     Aminobenzoylaminoanthrachinons     und hierauf bei höherer Temperatur mit  1     Mol,des:    andern     Aminobenzoylaminoanthra-          chinons    reagieren.  



       Beispiel:     29 Teile     Fluoranthendicarbonsäure    werden  durch einstündiges Kochen mit 29 Teilen       Thionylchloriid    in 1000     Teilen    trockenem       Nitrobenzol        in    das     Säurechl.orid    verwandelt.

    Nach dem     Abdestillieren    .des überschüssigen       Thionylohlorids    lässt man auf 45-50' ab  kühlen, gibt 9 Teile     Pyridin        und    34,2 Teile  fein     gepulvertes        1-Amino-5-benzoyl-amin.-o-          anthrachinon    zu und     rührt    bei<B>45-55'</B> wei  ter, bis .sich alles     Ausgangsmaterial    umgesetzt  hat.

   Nun erhitzt man auf<B>150'</B> und lässt     eine     heisse     Lösung    von 34,2 Teilen     1-Amino-4-          benzoylaminoanthrachinon        in    .der zehnfachen  Menge trockenem     Nitrobenzol        zufliessen.    Nach  zweistündigem Rühren bei 145-155       ist,die  



  <B> Additional patent </B> to main patent no. 219414. Process for the production of an Itüpen dye. It has been found that a valuable high quality dye can be produced if one mole of the Swiss method. Patent No. 208531 available fluoranthendicarboxylic acid or one of its functional derivatives with 1 time 1-amino-5-benzoyl-aminoanthraquinone and with 1 mole of 1-amino-4-benzoyl-aminoanthraquinone reacted.



  The new dye is a red-brown powder that dissolves in concentrated sulfuric acid with a red color and dyes cotton from brown güpe in orange tones.



  Its dihalides, in particular the dichloride which can be obtained by treating the free dicarboxylic acid with, for example, thionyl chloride, are expediently used as functional derivatives of fluoranthendiearboxylic acid.



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

   Advantageously, fluoranthendicarboxylic acid dichloride is initially allowed to react at only moderately elevated temperature with 1 mol of one aminobenzoylaminoanthraquinone and then at a higher temperature with 1 mol of the other aminobenzoylaminoanthraquinone.



       Example: 29 parts of fluoranthendicarboxylic acid are converted into the acid chloride by boiling for one hour with 29 parts of thionyl chloride in 1000 parts of dry nitrobenzene.

    After the excess thionyl chloride has been distilled off, the mixture is allowed to cool to 45-50 ', 9 parts of pyridine and 34.2 parts of finely powdered 1-amino-5-benzoyl-amin.-o-anthraquinone are added and the mixture is stirred at 45 -55 '</B> until all the starting material has been implemented.

   The mixture is then heated to <B> 150 '</B> and a hot solution of 34.2 parts of 1-amino-4-benzoylaminoanthraquinone in ten times the amount of dry nitrobenzene is allowed to flow in. After stirring for two hours at 145-155 that is

Claims (1)

Farbstoffbildung.. beendet. Man saugt dien ausgefallenen Farbstoff ab, wäscht mit Nitrobenzol und Alkohol und trocknet. PATENTANSPRUCH Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol der nach dem Verfahren der schweiz. Patentschrift Nr. Dye formation .. finished. The dyestuff which has precipitated out is filtered off with suction, washed with nitrobenzene and alcohol and dried. PATENT CLAIM Process for the production of a vat dye, characterized in that 1 mol of the according to the process of Switzerland. Patent No. 208531 erhältlichen Fluor- anthendiearbonsäure oder eines ihrer funk tionellen Derivate mit 1 Mol' 1-Amino-5- benzoylaminoanthraehinon und mit 1 Mol 1- Amino - 4 - benzoylaminoanthrachinon um setzt. Der Farbstoff stellt ein rotbraunes Pul ver dar, das sich in konzentrierter Schwefel säure mit roter Farbe löst und Baumwolle aus brauner Küpe in orangen Tönen färbt. 208531 available fluoranthendendiearboxylic acid or one of its functional derivatives with 1 mole of '1-amino-5-benzoylaminoanthraehinone and with 1 mole of 1-amino-4 - benzoylaminoanthraquinone. The dye is a red-brown powder that dissolves in concentrated sulfuric acid with a red color and dyes cotton from a brown vat in orange tones. UNTERANSPRüOHE 1. Verfahren gemäss Patentanspruch, da durch ,gekennzeichnet, dass man Fluoranthen- dicarbonsäuredichlorid verwendet. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass die Umsetzung durch Erhitzen der Komponenten in Verdün- nungsmitteln erfolgt. 3. SUB-CLAIMS 1. Process according to claim, characterized in that fluoranthene dicarboxylic acid dichloride is used. 2. The method according to claim, characterized in that the reaction takes place by heating the components in diluents. 3. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass Fluoranthendi- carbonsäuredichlorid vorerst bei nur mässig erhöhter Temperatur mit 1 Mol des einen Aminobenzoylaminoanthraehinons und hier auf bei höherer Temperatur mit 1 Mol des andern Aminobenzoylaminaanthrachinons um gesetzt wird. Process according to patent claim, characterized in that fluoranthendicarboxylic acid dichloride is initially reacted at only moderately elevated temperature with 1 mol of one aminobenzoylaminoanthraquinone and here at a higher temperature with 1 mol of the other aminobenzoylaminaanthraquinone.
CH224883D 1939-01-19 1939-01-19 Process for the production of a vat dye. CH224883A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH219414T 1939-01-19
CH224883T 1939-01-19

Publications (1)

Publication Number Publication Date
CH224883A true CH224883A (en) 1942-12-15

Family

ID=25726265

Family Applications (1)

Application Number Title Priority Date Filing Date
CH224883D CH224883A (en) 1939-01-19 1939-01-19 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH224883A (en)

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