AT69310B - Process for the preparation of vat dyes of the anthraquinone series. - Google Patents
Process for the preparation of vat dyes of the anthraquinone series.Info
- Publication number
- AT69310B AT69310B AT69310DA AT69310B AT 69310 B AT69310 B AT 69310B AT 69310D A AT69310D A AT 69310DA AT 69310 B AT69310 B AT 69310B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- vat dyes
- anthraquinone series
- anthraquinone
- yellow
- Prior art date
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 150000004056 anthraquinones Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 8
- -1 anthraquinone oxamic acids Chemical class 0.000 claims description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000000975 dye Substances 0.000 description 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 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
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Küpenfarbstoffen der Anthrachinonreihe.
Es wurde gefunden, dass die durch die Einwirkung von Oxalsäure auf Aminoanthrachinone erhältlichen Anthrachinonoxaminsäuren (vgl. Nölting und Wortmann, Ber. 39, 638) beim Erhitzen mit Phosphoroxychlorid in gelbe bis gelbbraune Küpenfarbstoffe verwandelt werden.
Beispiel.
1 Teil Anthrachinon-l-oxaminsäure wird mit 4 Teilen Phosphoroxychlorid 20 Minuten zum Sieden erhitzt. Nach dem Erkalten wird die braune Schmelze zur Zersetzung des über- schü8sigen Phospboroxychlorids vorsichtig mit Wasser verdünnt und der ausgeschiedene Farbstoff abfiltriert und gewaschen. Das Produkt liefert aus braunroter Hydrosulfitküpe auf ungebeizter Baumwolle eine dunkelbraune Anfärbung. Bei der Oxydation an der Luft geht diese in ein etwas trübes Gelbbraun über, das durch Nachbehandlung mit verdünnter Chlorkalklösung zu einer rein gelben Nuance aufgehellt wird.
Aus 1. 5- und 1.6-Diaminoanthrachinon erhält man nach dem gleichen Verfahren braune K t1 penfarbstoffe.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of vat dyes of the anthraquinone series.
It has been found that the anthraquinone oxamic acids obtainable by the action of oxalic acid on aminoanthraquinones (cf. Nölting and Wortmann, Ber. 39, 638) are converted into yellow to yellow-brown vat dyes when heated with phosphorus oxychloride.
Example.
1 part of anthraquinone-l-oxamic acid is heated to boiling with 4 parts of phosphorus oxychloride for 20 minutes. After cooling, the brown melt is carefully diluted with water to decompose the excess phosphorus oxychloride, and the dye which has separated out is filtered off and washed. From a brownish-red hydrosulfite vat on unstained cotton, the product gives a dark brown color. When oxidized in the air, it turns into a somewhat cloudy yellow-brown, which is lightened to a pure yellow shade by post-treatment with dilute chlorinated lime solution.
Brown K t1 pen dyes are obtained from 1.5- and 1.6-diaminoanthraquinone by the same process.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT69310T | 1914-04-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT69310B true AT69310B (en) | 1915-07-10 |
Family
ID=3591134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT69310D AT69310B (en) | 1914-04-20 | 1914-04-20 | Process for the preparation of vat dyes of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT69310B (en) |
-
1914
- 1914-04-20 AT AT69310D patent/AT69310B/en active
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