CH147701A - Process for the preparation of a vat dye. - Google Patents
Process for the preparation of a vat dye.Info
- Publication number
- CH147701A CH147701A CH147701DA CH147701A CH 147701 A CH147701 A CH 147701A CH 147701D A CH147701D A CH 147701DA CH 147701 A CH147701 A CH 147701A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- vat
- vat dye
- mol
- 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
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 150000002736 metal compounds Chemical class 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 claims description 3
- 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
- 230000002378 acidificating effect Effects 0.000 claims description 2
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- BSIHWSXXPBAGTC-UHFFFAOYSA-N isoviolanthrone Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=CC=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 BSIHWSXXPBAGTC-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000203 mixture Substances 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)
- Catalysts (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines güpenfarbstoifes. Im Hauptpatent ist ein Verfahren zur Darstellung eines Chlor und Brom enthalten den Küpenfarbstoffes beschrieben, bei dein 1 Mol. Isodibenzanthron in Gegenwart von Chlorsulfonsäure und von Katalysatoren mit mindestens einem halben Mol. eines bromie- renden Mittels behandelt wird.
Es wurde nun gefunden, dass man eben falls einen wertvollen Küpenfarbstoff erhält, wenn man 1 Mol. Dibenzanthron in saurem Medium in Gegenwart einer Metallverbindung mit mindestens 1/s Mol. eines bromierend wirkenden Mittels behandelt.
Der neue Farbstoff, ein Monobromdibenz- anthron, löst sich in konzentrierter Schwefel säure mit violetter Farbe, liefert eine blau violette Küpe, aus der Baumwolle in dunkel blauen Tönen gefärbt wird.
<I>Beispiel:</I> 46 Teile reines Dibenzanthron werden in 4$0 Teilen Chlorsulfonsäure gelöst. Nach Zu- gabe von 1,2 Teilen Mangan und 9 Teilen Brom erhöht man die Temperatur auf 25 bis 30 C und rührt dabei so lange, bis alles Brom aufgenommen ist. Nach dem Erkalten verdünnt man mit konzentrierter Schwefel säure, giesst in Wasser und saugt ab.
Statt Mangan können auch andere Me talle oder Metallverbindungen, z. B. von Queck silber, Arsen, Wismut oder Eisen oder deren Verbindungen, angewandt werden.
Die Reaktion kann auch bei tieferer Tem peratur, z. B. bei - 5 bis 0 C durchge führt werden.
Process for the representation of a quality dye. The main patent describes a process for the preparation of a chlorine and bromine containing vat dye, in which 1 mole of isodibenzanthrone is treated in the presence of chlorosulfonic acid and catalysts with at least half a mole of a brominating agent.
It has now been found that a valuable vat dye is also obtained if 1 mole of dibenzanthrone is treated in an acidic medium in the presence of a metal compound with at least 1 / s mole of a brominating agent.
The new dye, a monobromodibenz anthrone, dissolves in concentrated sulfuric acid with a violet color and produces a blue-violet vat from which cotton is dyed in dark blue tones.
<I> Example: </I> 46 parts of pure dibenzanthrone are dissolved in 4 $ 0 parts of chlorosulfonic acid. After adding 1.2 parts of manganese and 9 parts of bromine, the temperature is increased to 25 to 30 ° C. and the mixture is stirred until all of the bromine has been absorbed. After cooling, it is diluted with concentrated sulfuric acid, poured into water and filtered off with suction.
Instead of manganese, other metals or metal compounds such. B. of mercury, arsenic, bismuth or iron or their compounds can be used.
The reaction can also temperature at lower Tem, z. B. at -5 to 0 C. Runaway leads.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH141548T | 1929-03-12 | ||
| DE147701X | 1929-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH147701A true CH147701A (en) | 1931-06-15 |
Family
ID=25713871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH147701D CH147701A (en) | 1929-03-12 | 1930-02-12 | Process for the preparation of a vat dye. |
Country Status (2)
| Country | Link |
|---|---|
| AT (1) | AT124261B (en) |
| CH (1) | CH147701A (en) |
-
1930
- 1930-02-12 CH CH147701D patent/CH147701A/en unknown
- 1930-03-05 AT AT124261D patent/AT124261B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| AT124261B (en) | 1931-08-25 |
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