CH145331A - Process for the preparation of a vat dye containing chlorine and bromine. - Google Patents
Process for the preparation of a vat dye containing chlorine and bromine.Info
- Publication number
- CH145331A CH145331A CH145331DA CH145331A CH 145331 A CH145331 A CH 145331A CH 145331D A CH145331D A CH 145331DA CH 145331 A CH145331 A CH 145331A
- Authority
- CH
- Switzerland
- Prior art keywords
- bromine
- vat dye
- preparation
- blue
- containing chlorine
- Prior art date
Links
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 title claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 title claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052794 bromium Inorganic materials 0.000 title claims description 6
- 229910052801 chlorine Inorganic materials 0.000 title claims description 6
- 239000000460 chlorine Substances 0.000 title claims description 6
- 239000000984 vat dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 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 claims description 4
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 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
- 238000004043 dyeing Methods 0.000 claims description 2
- 239000003863 metallic catalyst Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-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
- 239000000975 dye Substances 0.000 description 1
- 238000010438 heat treatment 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
- 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
- 238000004519 manufacturing process Methods 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
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Chlor und Brom enthaltenden Küpenfarbstoifeo. Im Hauptpatent ist ein Verfahren zur Darstellung eines Chlor und Brom ent haltenden Küpenfarbstoffes beschrieben, bei dem 1 Mol Isodibenzanthron in Gegenwart von Chlorsulfonsäure und von Katalysatoren mit mindestens einem halben Mol eines bro mfierenden Mittels behandelt wird.
Es wurde nun gefunden, dass man einen Farbstoff von ähnlichen Eigenschaften erhalten kann, wenn man 1 -,Hol Di- benzanthron in Gegenwart von Chlorsulfon- säure und einem metallischen Katalysator mit mindestens 1 Mol eines bromfierenden Mittels behandelt.
Der erhaltene Küpenfarbstoff,'ein Dibrom- dibenzanthron, das etwas Chlor enthält, ist ein blauviolettes Pulver, löst sich in kon zentrierter Schwefelsäure mit violetter Farbe und liefert auf Baumwolle aus violettblauer Küpe klare, kräftige, marineblaue Färbun gen von hervorragenden Echtheitseigen schaften. Beispiel 46 Teile reines Dibenzanthron werden in 460 Teilen Chlorsulfonsäure unter Rüh ren gelöst und nach Zugabe von -1 Teilen Antimon mit 30 Teilen Brom versetzt.
Darauf wird erwärmt auf 50 bis<B>60'</B> C. und man rührt bei dieser Temperatur so lange, bis alles Brom aufgenommen ist. -Nach dein Er kalten verdünnt. man mit. ?60 Teilen konzen- trierter Schwefelsäure. giesst auf Eis. kocht kurz auf, saugt ab und arbeitet in der übli chen Weise auf.
An Stelle von Antimon kann man einen andern Katalysator, zum Beispiel -Nickel. Mangan, Eisen, Molybdän, Quecksilber. Wis mut, Arsen usw., anwenden.
Process for the preparation of a vat dye containing chlorine and bromine. The main patent describes a process for preparing 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 bro mfierenden agent.
It has now been found that a dye with similar properties can be obtained if 1 -, Hol dibenzanthrone is treated in the presence of chlorosulfonic acid and a metallic catalyst with at least 1 mol of a brominating agent.
The vat dye obtained, a dibromodibenzanthrone which contains some chlorine, is a blue-violet powder, dissolves in concentrated sulfuric acid with a violet color and, on cotton from a violet-blue vat, provides clear, strong, navy-blue dyeings with excellent fastness properties. Example 46 parts of pure dibenzanthrone are dissolved in 460 parts of chlorosulfonic acid with stirring and, after the addition of -1 part of antimony, 30 parts of bromine are added.
This is followed by heating to 50 to <B> 60 '</B> C. and stirring at this temperature until all the bromine has been absorbed. -After your he thins cold. one with. 60 parts concentrated sulfuric acid. poured on ice. boils up briefly, sucks off and works up in the usual way.
Another catalyst, for example nickel, can be used instead of antimony. Manganese, iron, molybdenum, mercury. Use wisdom, arsenic, etc.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145331X | 1928-03-13 | ||
| CH141548T | 1929-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145331A true CH145331A (en) | 1931-02-15 |
Family
ID=25713851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145331D CH145331A (en) | 1928-03-13 | 1929-03-12 | Process for the preparation of a vat dye containing chlorine and bromine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH145331A (en) |
-
1929
- 1929-03-12 CH CH145331D patent/CH145331A/en unknown
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