CH274713A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH274713A CH274713A CH274713DA CH274713A CH 274713 A CH274713 A CH 274713A CH 274713D A CH274713D A CH 274713DA CH 274713 A CH274713 A CH 274713A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- benzoylamino
- production
- isopropylsulfonbenzene
- vat
- Prior art date
Links
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 272571. Verfahren zur Herstellung eines Küpenfarbstoffes. Es wurde gefunden, dass ein wertvoller Küpenfarbstoff hergestellt werden kann, wenn man ein Gemisch aus 1-Benzoylamino-4- amino - 6 - bromanthrachinon und 1-Benzoyl- amino-4-amino-7-bromanthra-chinon mit einem reaktionsfähigen funktionellen Derivat der 4- Isopr opylsulfonbenzol l-earbonsäure acy
liert.
Der neue Farbstoff bildet rote Kristalle, die sich in konzentrierter Schwefelsäure mit blauroter Farbe lösen, und färbt Baumwolle aus olivefarbener Küpe in echten, reinen Rosstönen.
Das als Ausgangsstoff für das vorliegende Verfahren verwendete Gemisch aus 1-Benzoyl- amino-4-amino-6-brom- und 1-Benzoylamino- 4-amino-7-bromanthrachinon kann z. B. durch Monobenzoylierung von 1,4-Diamino-6-brom- anthrachinon nach den bekannten Methoden dargestellt werden.
Als reaktionsfähige funktionelle Derivate der 4 - Isopropylsulfonbenzol -1- carbonsäure können für das vorliegende Verfahren zweck mässig die Säurehalogenide, insbesondere das Säurechlorid, verwendet werden. Die Umset zung der Aminoanthrachinonkomponente mit der Säurekomponente kann in an sich be kannter Weise, zweckmässig in hochsiedenden Lösungsmitteln, wie Chlorbenzol, Dichlor- benzol, Nitrobenzol oder Naphthalin, bei er höhten Temperaturen durchgeführt werden.
<I>Beispiel:</I> 23 Teile 4-Isopropylsulfonbenzol-l-earbon- säure werden in 300 Teilen trockenem Nitro- benzol verteilt und nach Zufügen von 16 Tei len Thionylchlorid und 0,5 Teilen Pyridin anderthalb Stunden bei 70 bis S00 verrührt.
Hierauf werden 42 Teile einer Mischung aus 1- Benzoylamino-4-amino-6-bromanthrachinon und 1-B enzoylamino-4-amino - 7 - bromanthrar chinon zugefügt. Nachdem noch zwei Stunden bei 120 bis 13011 weitergerührt wurde, wird erkaltengelassen und der in roten Kriställ- chen ausfallende Farbstoff abgesaugt, gut mit kochendem Alkohol gewaschen und getrock net.
<B> Additional patent </B> to main patent no. 272571. Process for the production of a vat dye. It has been found that a valuable vat dye can be produced if a mixture of 1-benzoylamino-4-amino-6-bromoanthraquinone and 1-benzoylamino-4-amino-7-bromoanthraquinone with a reactive functional derivative of 4- isopropylsulfonbenzene l-carboxylic acid acy
lates.
The new dye forms red crystals, which dissolve in concentrated sulfuric acid with a blue-red color, and dyes cotton from an olive-colored vat in real, pure shades of pink.
The mixture of 1-benzoyl-amino-4-amino-6-bromo- and 1-benzoylamino-4-amino-7-bromoanthraquinone used as starting material for the present process can, for. B. by monobenzoylation of 1,4-diamino-6-bromo-anthraquinone by the known methods.
The acid halides, in particular the acid chloride, can advantageously be used as reactive functional derivatives of 4-isopropylsulfonbenzene-1-carboxylic acid for the present process. The reaction of the aminoanthraquinone component with the acid component can be carried out in a manner known per se, expediently in high-boiling solvents such as chlorobenzene, dichlorobenzene, nitrobenzene or naphthalene, at elevated temperatures.
<I> Example: </I> 23 parts of 4-isopropylsulfonbenzene-1-earbonic acid are distributed in 300 parts of dry nitrobenzene and, after adding 16 parts of thionyl chloride and 0.5 part of pyridine, stirred for one and a half hours at 70 to 50000 .
42 parts of a mixture of 1-benzoylamino-4-amino-6-bromoanthraquinone and 1-benzoylamino-4-amino-7-bromoanthrar quinone are then added. After stirring for a further two hours at 120 to 13011, it is allowed to cool and the dye which precipitates out in red crystals is filtered off with suction, washed thoroughly with boiling alcohol and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH272571T | 1947-07-17 | ||
CH274713T | 1948-05-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH274713A true CH274713A (en) | 1951-04-15 |
Family
ID=25731382
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH274713D CH274713A (en) | 1947-07-17 | 1948-05-13 | Process for the production of a vat dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH274713A (en) |
-
1948
- 1948-05-13 CH CH274713D patent/CH274713A/en unknown
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