CH292692A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH292692A CH292692A CH292692DA CH292692A CH 292692 A CH292692 A CH 292692A CH 292692D A CH292692D A CH 292692DA CH 292692 A CH292692 A CH 292692A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- vat
- vat dye
- dye
- amino
- 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)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 289992. verfahren zur Herstellung eines Küpenfarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Küpenfarbstoff gelangt, wenn man 1-B enzoy lamino- 4 -amino- 6 -fluoranthrachinon mit, einem Halogenid der 4-Isopropylsulfon- benzoesäure kondensiert.
Der neue Farbstoff löst sich in konzen trierter Schwefelsäure mit roter Farbe und färbt Baumwolle aus violetter Küpe in reinen Scharlachtönen.
Die gemäss vorliegendem Verfahren aus zuführende Kondensation erfolgt zweckmässig in einem hochsiedenden, organischen Lösungs mittel wie Nitrobenzol oder o-Dichlorbenzol und bei erhöhter Temperatur, und als Säure halogenid der angegebenen Zusammensetzung wird mit Vorteil das 4-Isopropy@sulfon-ben- zoylchlorid verwendet.
Beispiel: 1.3,5 Teile 4-Isopropylsulfon-benzoesäure werden in 240 Teilen trockenem Nitrobenzol suspendiert und nach Zufügen von 10 Teilen Thionylchlorid und 0,05 Teilen Pyridin an derthalb Stunden bei 90 bis 100 verrührt. Hierauf gibt man 20 Teile 1-Benzoylamino-4- amino-6-fluoranthrachinon hinzu und rührt noch weitere zwei Stunden bei 120 bis 125 . Der beim Erkalten in roten Kriställchen ausfal lende Farbstoff wird abgesaugt, gut mit kochendem Alkohol gewaschen und getrock net.
Das angewandte 1-Benzoylamino-4-amino- 6-fluoranthrachinon wird z. B. durch Ben- zoylierung und nachträgliche Reduktion der Nitrogruppe von 1-Amino-4-nitro-6-fluor- anthraehinon (darstellbar analog dem entspre chenden Chlorderivat in der amerikanischen Patentschrift Nr. 2134654) gewonnen. Die Verbindung kristallisiert aus o-Dichlorbenzol in violetten Nädelchen, welche sich in konzen trierter Schwefelsäure mit rotvioletter Farbe lösen.
Additional patent to main patent no. 289992. Process for the production of a vat dye. It has been found that a valuable vat dye is obtained if 1-benzoylamino-4-amino-6-fluoroanthraquinone is condensed with a halide of 4-isopropylsulfonic benzoic acid.
The new dye dissolves in concentrated sulfuric acid with a red color and dyes cotton from a purple vat in pure scarlet tones.
The condensation carried out according to the present process is expediently carried out in a high-boiling, organic solvent such as nitrobenzene or o-dichlorobenzene and at an elevated temperature, and the acid halide of the specified composition is advantageously 4-isopropyl sulfone-benzoyl chloride.
Example: 1.3.5 parts of 4-isopropylsulfonobenzoic acid are suspended in 240 parts of dry nitrobenzene and, after 10 parts of thionyl chloride and 0.05 part of pyridine have been added, the mixture is stirred at 90 to 100 hours for one and a half hours. 20 parts of 1-benzoylamino-4-amino-6-fluoroanthraquinone are then added and the mixture is stirred at 120 to 125 for a further two hours. The dye which precipitates out in red crystals on cooling is filtered off with suction, washed well with boiling alcohol and dried.
The applied 1-benzoylamino-4-amino-6-fluoroanthraquinone is z. B. obtained by benzoylation and subsequent reduction of the nitro group of 1-amino-4-nitro-6-fluoroanthraehinone (can be prepared analogously to the corresponding chlorine derivative in the American patent No. 2134654). The compound crystallizes from o-dichlorobenzene in violet needles, which dissolve in concentrated sulfuric acid with a red-violet color.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH292692T | 1950-07-31 | ||
CH289992T | 1951-07-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH292692A true CH292692A (en) | 1953-08-15 |
Family
ID=25732922
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH292692D CH292692A (en) | 1950-07-31 | 1950-07-31 | Process for the production of a vat dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH292692A (en) |
-
1950
- 1950-07-31 CH CH292692D patent/CH292692A/en unknown
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