CH145346A - 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
- CH145346A CH145346A CH145346DA CH145346A CH 145346 A CH145346 A CH 145346A CH 145346D A CH145346D A CH 145346DA CH 145346 A CH145346 A CH 145346A
- Authority
- CH
- Switzerland
- Prior art keywords
- bromine
- blue
- preparation
- containing chlorine
- vat dye
- Prior art date
Links
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-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
- 239000000984 vat dye Substances 0.000 title claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 title claims description 4
- 229910052801 chlorine Inorganic materials 0.000 title claims description 4
- 239000000460 chlorine Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims 2
- 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
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- 239000001045 blue dye Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- 229910052740 iodine Inorganic materials 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
- SYKNUAWMBRIEKB-UHFFFAOYSA-N [Cl].[Br] Chemical compound [Cl].[Br] SYKNUAWMBRIEKB-UHFFFAOYSA-N 0.000 claims description 2
- 230000002152 alkylating effect Effects 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- ANNNGOUEZBONHD-UHFFFAOYSA-N ethyl phenylmethanesulfonate Chemical compound CCOS(=O)(=O)CC1=CC=CC=C1 ANNNGOUEZBONHD-UHFFFAOYSA-N 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- ZXNMIUJDTOMBPV-UHFFFAOYSA-N 2-chloroethyl 4-methylbenzenesulfonate Chemical compound CC1=CC=C(S(=O)(=O)OCCCl)C=C1 ZXNMIUJDTOMBPV-UHFFFAOYSA-N 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- -1 chloroethyl p toluenesulfonate Chemical compound 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
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Description
verfahren zur Darstellung eines Chlor und Brom enthaltenden Küpenfarbstofeso Im Ilauptpatent 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- mierenden Mittels behandelt wird.
Es wurde nun gefunden, dass man einen Farbstoff von ähnlichen Eigenschaften erhalten kann, wenn man den durch Alkylierung von Dioxydibenzanthron mit p Toluolsulfosäurechloräthylester erhältlichen blauen Farbstoff in Gegenwart von Chlor- sulfonsäure und Jod mit bromierenden Mit teln behandelt.
Der erhaltene Küpenfarbstoff, ein chlor- und bromhaltiges Derivat des verwendeten Ausgangsfarbstoffes, ist ein violettes Pulver, löst sich in konzentrierter Schwefelsäure mit blauvioletter Farbe und liefert auf Baum wolle aus blauer Küpe klare, kräftige, blaue Färbungen von hervorragenden Echtheits eigenschaften.
<I>Beispiel:</I> 10 Teile des blauen Farbstoffes, den man durch Alkylierung von Dioxydibenzanthron mit p-Toluolsulfosäurechloräthylester erhält, werden unter Rühren in der zehnfachen Menge Chlorsulfonsäure gelöst und nach Zu gabe von 1 Teil Jod und 3 Teilen Brom lang sam auf GO C erwärmt.
Man hält so lange bei dieser Teml,e rat r, bis die Hauptmenge des angewandten Broms aufgenommen ist, und arbeitet in der übli chen Weise auf.
Process for preparing a vat dye containing chlorine and bromine In the main patent, a process for preparing a vat dye containing chlorine and bromine is described, in which 1 mole of isodibenzanthrone is treated with at least half a mole of a brominating agent in the presence of chlorosulfonic acid and catalysts.
It has now been found that a dye with similar properties can be obtained if the blue dye obtainable by alkylation of dioxydibenzanthrone with chloroethyl p toluenesulfonate is treated with brominating agents in the presence of chlorosulfonic acid and iodine.
The vat dye obtained, a chlorine- and bromine-containing derivative of the starting dye used, is a violet powder, dissolves in concentrated sulfuric acid with a blue-violet color and provides clear, strong, blue dyeings with excellent fastness properties on cotton from a blue vat.
<I> Example: </I> 10 parts of the blue dye, which is obtained by alkylating dioxydibenzanthrone with p-toluenesulfonic acid chloroethyl ester, are dissolved in ten times the amount of chlorosulfonic acid with stirring and, after adding 1 part of iodine and 3 parts of bromine, slowly sampled warmed to GO C.
You hold at this temple until the main amount of the bromine used has been absorbed, and work on it in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE145346X | 1928-03-13 | ||
| CH141548T | 1929-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH145346A true CH145346A (en) | 1931-02-15 |
Family
ID=25713866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH145346D CH145346A (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) | CH145346A (en) |
-
1929
- 1929-03-12 CH CH145346D patent/CH145346A/en unknown
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