CH276921A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH276921A CH276921A CH276921DA CH276921A CH 276921 A CH276921 A CH 276921A CH 276921D A CH276921D A CH 276921DA CH 276921 A CH276921 A CH 276921A
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- production
- formula
- vat
- vat dye
- 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/44—Azines of the anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 273956. Verfahren zur Herstellung eines Küpenfarbatoffes. Es wurde gefunden, dass ein wertvoller Küpenfarbstoff hergestellt werden kann, wenn man das Chinazolinderivat der Formel
EMI0001.0005
mit 4-Aminoanthrachinon-2,1(N)-benzolacri- don umsetzt.
Der neue Farbstoff ist ein dunkelgrünes Produkt, das Baumwolle aus braunvioletter Küpe in gelbgrünen Tönen färbt.
Das Chinazolinderivat der obigen Formel kann beispielsweise wie folgt hergestellt wer den: 3 Teile des Furanderivates der Formel
EMI0001.0011
(darstellbar durch Erhitzen von 2-Amino- anthrachinon-3-carbonsäure mit Furan-2-car- bonsäurechlorid in Nitrobenzol) werden in 200 Teilen 90 o/oiger Schwefelsäure kalt gelöst und auf Eis ausgetragen. Man filtriert und wäscht den Rückstand mit W, asser aus.
Der Filter kuchen wird hierauf mit 250 Teilen konzen trierter Ammoniaklösung sechzehn Stunden in einer Kugelmühle bei Zimmertemperatur ge mahlen. Die erhaltene feine Suspension des 2- (2'-Furoyl) -aminoanthrachinon-3-carbon- säureamides der Formel
EMI0001.0023
wird hierauf nach Zusatz von 500 Teilen 30 o/oiger Kaliumhydroxydlösung vier Stunden auf 95 bis 1000 erhitzt. Dabei wird das 2-(2' Furyl)-4-oxyphthaloyl-chinazolin der Formel
EMI0001.0026
gebildet.
2 Teile des so erhaltenen Produktes wer den mit 1,5 Teilen Phosphorpentachlorid in 40 Teilen Nitrobenzol kurze Zeit zum Sieden erhitzt, wobei nach dem Erkalten, Filtrieren und Auswaschen das obige Produkt erhalten wird.
Beispiel: 1.,5 Teile 2- (2'-Furyl) -4-chlorphthaloy1- chinazolin und 1,4 Teile 4-Aminoanthrachi- non-2,1. (N) -benzolaeridon werden in 30 Teilen Phenol eine Viertelstunde zum Sieden erhitzt. Nach Zusatz von 30 Teilen Pcridin lässt man auf etwa. 600 erkalten, saugt ab und wäscht mit Alkohol aus. Das Kondensationsprodukt der Formel
EMI0002.0008
kann durch fraktionierte Fällung aus konzentrierter Schwefelsäure rein erhalten werden.
<B> Additional patent </B> to main patent no. 273956. Process for the production of a vat colorant. It has been found that a valuable vat dye can be made using the quinazoline derivative of the formula
EMI0001.0005
with 4-aminoanthraquinone-2,1 (N) -benzolacridone implemented.
The new dye is a dark green product that dyes cotton from a brown-violet vat in yellow-green tones.
The quinazoline derivative of the above formula can be prepared as follows, for example: 3 parts of the furan derivative of the formula
EMI0001.0011
(can be prepared by heating 2-aminoanthraquinone-3-carboxylic acid with furan-2-carboxylic acid chloride in nitrobenzene) are dissolved cold in 200 parts of 90% sulfuric acid and poured onto ice. It is filtered and the residue is washed with water.
The filter cake is then ground with 250 parts of concentrated ammonia solution for sixteen hours in a ball mill at room temperature. The resulting fine suspension of 2- (2'-furoyl) -aminoanthraquinone-3-carboxylic acid amide of the formula
EMI0001.0023
is then heated to 95 to 1000 for four hours after the addition of 500 parts of 30% potassium hydroxide solution. The 2- (2 'furyl) -4-oxyphthaloyl-quinazoline has the formula
EMI0001.0026
educated.
2 parts of the product thus obtained are heated to the boil with 1.5 parts of phosphorus pentachloride in 40 parts of nitrobenzene for a short time, the above product being obtained after cooling, filtering and washing.
Example: 1., 5 parts of 2- (2'-furyl) -4-chlorophthaloy1-quinazoline and 1.4 parts of 4-aminoanthraquinone-2,1. (N) -benzolaeridon are heated to boiling in 30 parts of phenol for a quarter of an hour. After adding 30 parts of pcridine, the mixture is left to about. 600 cool, vacuum and wash out with alcohol. The condensation product of the formula
EMI0002.0008
can be obtained in pure form by fractional precipitation from concentrated sulfuric acid.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH273956T | 1948-03-16 | ||
CH276921T | 1948-03-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH276921A true CH276921A (en) | 1951-07-31 |
Family
ID=25731513
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH276921D CH276921A (en) | 1948-03-16 | 1948-03-16 | Process for the production of a vat dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH276921A (en) |
-
1948
- 1948-03-16 CH CH276921D patent/CH276921A/en unknown
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