CH242511A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH242511A CH242511A CH242511DA CH242511A CH 242511 A CH242511 A CH 242511A CH 242511D A CH242511D A CH 242511DA CH 242511 A CH242511 A CH 242511A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- red
- vat
- vat dye
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 5
- FBMQNRKSAWNXBT-UHFFFAOYSA-N 1,4-diaminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2N FBMQNRKSAWNXBT-UHFFFAOYSA-N 0.000 claims description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Küpenfarbstoffes. Es wurde gefunden, dass ein wertvoller Küpenfarbstoff hergestellt werden kann, wenn man 1,4 - Diaminoanthrachinon mit 2 Mol eines Mittels behandelt, das imstande ist, den Rest
EMI0001.0008
einzuführen. Der neue Farbstoff bildet rote Kristalle, die sich in konzentrierter Schwefelsäure mit rotoranger Farbe lösen, und färbt Baumolle aus grüner Küpe in echten roten .Tönen.
Als 'Mittel, die imstande sind, den Rest
EMI0001.0015
einzuführen, sind die 4-Phenyisulfonbenzol- 1-carbonsäure sowie ihre funktionellen Deri vate zu erwähnen. Besonders zweckmässig ist die Verwendung der entsprechenden Säure- halogenide,insbesondere des Säurechlorids.
Die Umsetzung erfolgt zweckmässig in hochsiedenden Lösungsmitteln, wie Nitro- benzol oder ortho-Dichlorbenzol, bei erhöhter Temperatur.
<I>Beispiel:</I> 2,6 Teile 4-Phenylsulfonbenzol-1-carbon- säure werden in 65 Teilen wasserfreiem o-Di- cblorbenzol verteilt und nach Hinzufügen von 8 Teilen Thionylchlorid zuerst 1 Stunde bei 80-90 , dann 1 Stunde bei 100-110 gerührt, wobei Lösung eintritt. Nun wird das überschüssige Thionylchlorid gemeinsam mit einigen Teilen o-Dichlorbenzol abdestilliert,
die Temperatur auf 100 ermässigt und 1,2 Teile 1,4-Diaminoanthrachinon eingetragen. Zur. Beendigung der Reaktion rührt man 2 Stunden bei 170-175 und 1/4 Stunde bei Siedetemperatur, worauf sich der Farbstoff beim Erkalten in- roten Nadeln abscheidet. Diese werden filtriert, mit Alkohol ausge waschen und getrocknet.
Process for the production of a vat dye. It has been found that a valuable vat dye can be made by treating 1,4-diaminoanthraquinone with 2 moles of an agent capable of the remainder
EMI0001.0008
to introduce. The new dye forms red crystals, which dissolve in concentrated sulfuric acid with a red-orange color, and dyes Baumolle from a green vat in real red tones.
As' means that are able to do the rest
EMI0001.0015
to be introduced, the 4-Phenyisulfonbenzol-1-carboxylic acid and their functional derivatives should be mentioned. The use of the corresponding acid halides, in particular the acid chloride, is particularly useful.
The reaction is expediently carried out in high-boiling solvents, such as nitrobenzene or ortho-dichlorobenzene, at an elevated temperature.
<I> Example: </I> 2.6 parts of 4-phenylsulfonbenzene-1-carboxylic acid are distributed in 65 parts of anhydrous o-dichlorobenzene and, after adding 8 parts of thionyl chloride, first 1 hour at 80-90, then 1 Stirred for hour at 100-110, during which time solution occurs. Now the excess thionyl chloride is distilled off together with some parts of o-dichlorobenzene,
the temperature reduced to 100 and 1.2 parts of 1,4-diaminoanthraquinone entered. To. When the reaction is complete, the mixture is stirred for 2 hours at 170-175 and for 1/4 hour at the boiling temperature, whereupon the dye separates out in red needles on cooling. These are filtered, washed out with alcohol and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242511T | 1943-11-01 | ||
| CH239953T | 1943-11-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242511A true CH242511A (en) | 1946-05-15 |
Family
ID=25728466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242511D CH242511A (en) | 1943-11-01 | 1943-11-01 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242511A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE962627C (en) * | 1954-02-07 | 1957-04-25 | Basf Ag | Process for the production of Kuepen dyes of the anthraquinone series |
-
1943
- 1943-11-01 CH CH242511D patent/CH242511A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE962627C (en) * | 1954-02-07 | 1957-04-25 | Basf Ag | Process for the production of Kuepen dyes of the anthraquinone series |
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