CH147043A - Process for the preparation of a vat dye. - Google Patents
Process for the preparation of a vat dye.Info
- Publication number
- CH147043A CH147043A CH147043DA CH147043A CH 147043 A CH147043 A CH 147043A CH 147043D A CH147043D A CH 147043DA CH 147043 A CH147043 A CH 147043A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- vat dye
- parts
- violet
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- ACPOUJIDANTYHO-UHFFFAOYSA-N anthra[1,9-cd]pyrazol-6(2H)-one Chemical group C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=NNC2=C1 ACPOUJIDANTYHO-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- 244000172533 Viola sororia Species 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- -1 2-bromopyrazole anthrone Chemical compound 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Nüpenfarbstoffes. Im Hauptpatent ist ein Verfahren zur Darstellung eines neuen Küpenfarbstoffes be schrieben; wonach man Pyrazolanthron mit 1-Amino-2-halogen-anthrachinon in Gegenwart von alkalischen Kondensationsmitteln in der Wärme behandelt.
Es wurde nun gefunden, dass man den gleichen wertvollen Küpenfarbstoff erhalten kann, wenn man ein in 2-Stellung durch Halogen substituiertes Pyrazolanthron mit 1-Aminoantbrachirion in Gegenwart eines al kalischen Kondensationsmittels in der Wärme behandelt.
Der erhaltene Farbstoff färbt Baumwolle aus violetter Küpe in blauvioletten Tönen und löst sich in konzentrierter Schwefelsäure mit blauer Farbe. <I>Beispiel:</I> Man erhitzt eine Mischung von 11,6 Tei len 2-Brompyrazolanthron, 17,6 Teilen 1- Aminoatithrachirion, 7 Teilen Pottasche, 0,4 Teilen Kupferpulver und 100 Teilen Nitro- benzol solange unter Rühren zum Sieden, bis die Farbstoffbildung nicht mehr zunimmt.
Hierauf lässt man erkalten und trennt den zum grössten Teil bereits ausgeschiedenen Farbstoff in bekannter Weise vom Lösungs- mittel und den anorganischen Bestandteilen des Reaktionsgemisches ab. Man kann zum Beispiel zunächst zum Abtrennen vom Nitro- benzol mit Alkohol verdünnen, absaugen und mit Alkohol und Wasser waschen.
Zur Ab trennung vom überschüssigen Aminoanthra- chinon kann man den rohen Farbstoff zum Beispiel mit 1000 Teilen Schwefelsäure von 70% H9S04-Gehalt ausziehen. Um den Farb- stoff in reine Form zu bringen; kristallisiert man ihn zweckmässig aus kochendem Dichlor- benzol um.
Process for the preparation of a pimple dye In the main patent, a method for preparing a new vat dye is be written; after which pyrazolanthrone is treated with 1-amino-2-halogen-anthraquinone in the presence of alkaline condensing agents in the heat.
It has now been found that the same valuable vat dye can be obtained if a pyrazolanthrone substituted in the 2-position by halogen is treated with 1-aminoantbrachirion in the presence of an alkaline condensing agent with heat.
The dye obtained dyes cotton from a violet vat in blue-violet shades and dissolves in concentrated sulfuric acid with a blue color. <I> Example: </I> A mixture of 11.6 parts of 2-bromopyrazole anthrone, 17.6 parts of 1-aminoatithrachirion, 7 parts of potash, 0.4 parts of copper powder and 100 parts of nitrobenzene is heated while stirring Boil until dye formation stops.
It is then allowed to cool and most of the dye which has already separated out is separated off in a known manner from the solvent and the inorganic constituents of the reaction mixture. For example, to separate the nitrobenzene, it can first be diluted with alcohol, filtered off with suction and washed with alcohol and water.
To separate from the excess aminoanthraquinone, the crude dye can be extracted, for example, with 1000 parts of sulfuric acid with 70% H9S04 content. To bring the dye into pure form; it is expedient to recrystallize it from boiling dichlorobenzene.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE147043X | 1929-01-10 | ||
| CH143401T | 1929-06-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH147043A true CH147043A (en) | 1931-05-15 |
Family
ID=25714282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH147043D CH147043A (en) | 1929-01-10 | 1929-11-20 | Process for the preparation of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH147043A (en) |
-
1929
- 1929-11-20 CH CH147043D patent/CH147043A/en unknown
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