CH123857A - Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series. - Google Patents
Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series.Info
- Publication number
- CH123857A CH123857A CH123857DA CH123857A CH 123857 A CH123857 A CH 123857A CH 123857D A CH123857D A CH 123857DA CH 123857 A CH123857 A CH 123857A
- Authority
- CH
- Switzerland
- Prior art keywords
- vat
- preparation
- series
- indolindigo
- 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
- C09B7/00—Indigoid dyes
- C09B7/06—Indone-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Nüpenfarbstoffes der 2-Derinaphtoxypenthiophen- 2-indolindigor eihea Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung eines grünen Küpenfarbstoffes der 2-Perinaphtoxypenthio- phen-2-indolicidigoreihe der Formel:
EMI0001.0009
bei welchem man ein 2-Acylaminoperinapht- oxypenthiophen mit einem 5.7-Dibrom-a- isatinkörper der Formel:
EMI0001.0014
worin R1 einen sich bei der Kondensation abspaltenden Rest bedeutet, kondensiert und die Acylgruppe durch Verseifen aus dem Kondensationsprodukt abspaltet. Trocken ist der Farbstoff ein dunkelgrünes Pulver, in Schwefelsäure mit blauer Farbe löslich, er gibt mit alkalischem Hydrosulfit eine braungelbe Küpe und färbt Baumwolle und Wolle in dieser Küpe in reinen grünen Tönen von hervorragender Lichtechtheit.
Beispiel: <I>.</I> 5 Teile 5.7-Dibromisatin werden in etwa 60 Teilen Benzol suspendiert und mit Hilfe von Phosphorpentachlorid in bekannter Weise in das 5.7-Dibrom-a-isatinchlorid übergeführt.
4,3 Teile 2:Acetylaminoperinaphtoxypen- thiophen werden in 90 Teilen Nitrobenzol warm gelöst, und zu dieser Lösung die warme Benzollösung des 5.7-Dibrom-a-isatinchlorids zugegeben, kurze Zeit auf dem Wasserbad erwärmt, das ausgeschiedene Kondensations produkt nach Erkalten abfiltriert, gewaschen und getrocknet. Es färbt in der Küpe in dunkelblauen Tönen.
Zur Verseifung werden 5 Teile des Kon densationsproduktes in ungefähr 150 bis 200 Teilen konzentrierter Schwefelsäure gelöst, darauf soviel Eis zugegeben, dass eine etwa <B>50</B> ojoige Schwefelsäure entsteht und das CTemisch dann mehrere Stunden am Rück- fltihlziililei, gekocht. Nach dem Abkühlen wird reit Wasser verdünnt und der ausgeschiedene verseifte Farbstoff filtriert, gewaschen und getrocknet.
In gleicher Weise kann man für die Kon densation das 2-Aniinopeririaphtoxypenthio- phen selbst oder ein 5. 7-Dibrom-a-isatinary lid verwenden.
Process for the preparation of a nub dye of the 2-Derinaphtoxypenthiophen- 2-indolindigor eihea The present patent is a process for the preparation of a green vat dye of the 2-Perinaphtoxypenthiophen-2-indolicidigo series of the formula:
EMI0001.0009
in which a 2-acylaminoperinaphthoxypenthiophene with a 5.7-dibromo-a-isatin body of the formula:
EMI0001.0014
where R1 denotes a radical which is split off during the condensation, condenses and the acyl group is split off from the condensation product by saponification. When dry, the dye is a dark green powder, soluble in sulfuric acid with a blue color, it gives a brown-yellow vat with alkaline hydrosulphite and dyes cotton and wool in this vat in pure green shades of excellent lightfastness.
Example: <I>. </I> 5 parts of 5.7-dibromoisatin are suspended in about 60 parts of benzene and converted into the 5.7-dibromo-α-isatin chloride in a known manner with the aid of phosphorus pentachloride.
4.3 parts of 2: Acetylaminoperinaphtoxypenthiophene are dissolved warm in 90 parts of nitrobenzene, and the warm benzene solution of 5.7-dibromo-a-isatin chloride is added to this solution, warmed for a short time on the water bath, the condensation product which has separated out is filtered off after cooling, washed and dried. It colors the vat in dark blue tones.
For saponification, 5 parts of the condensation product are dissolved in about 150 to 200 parts of concentrated sulfuric acid, enough ice is added to produce about 50% sulfuric acid and the C mixture is then boiled for several hours on the reflux valve. After cooling, water is diluted and the precipitated saponified dye is filtered, washed and dried.
In the same way, the 2-aniinopeririaphtoxypenthiophene itself or a 5, 7-dibromo-a-isatinary lid can be used for the condensation.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH121346T | 1926-03-29 | ||
CH123857T | 1926-03-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH123857A true CH123857A (en) | 1928-01-02 |
Family
ID=25709682
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH123857D CH123857A (en) | 1926-03-29 | 1926-03-29 | Process for the preparation of a vat dye of the 2-perinaphtoxypenthiophen-2-indolindigo series. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH123857A (en) |
-
1926
- 1926-03-29 CH CH123857D patent/CH123857A/en unknown
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