AT48683B - Process for the production of halogenated red vat dyes. - Google Patents
Process for the production of halogenated red vat dyes.Info
- Publication number
- AT48683B AT48683B AT48683DA AT48683B AT 48683 B AT48683 B AT 48683B AT 48683D A AT48683D A AT 48683DA AT 48683 B AT48683 B AT 48683B
- Authority
- AT
- Austria
- Prior art keywords
- production
- halogenated
- vat dyes
- red vat
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 4
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000984 vat dye Substances 0.000 title description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 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
- 239000000975 dye Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003351 stiffener Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Herstellung halogenierter roter Küpenfarbsteffe.
In der Patentschrift Nr. 46865 ist ein Verfahren zur Herstellung roter Küpenfarbstoffe beschrieben, darin bestehend, dass man 6-6cDioxyäther des Thioindigos, oder deren Loukoverbiudungen mit Halogen oder Halogen abgebenden Substanzen, und zwar
EMI1.1
flüssiger Form oder Brom gelöst in einem Losungsmittel wie Nitrobenzol, Tetrachlorkohlenstoff zur Anwendung.
In weiterer Ausarbeitung des Verfahrens wurde ermittelt, dass man die Halogenierung auch in Schwefelsäure höherer Konzentration (konz. Schwefelsäure. Monohydrat etc.) bewirken kann.
Beispiel I : 10 Teile 6-61-Diaethoxythioindigo werden in 100 Teilen konz. Schwefelsäure verrührt. Man lässt unter Abkühlung 9 Teile Brom zulaufen. Nach erfolgter Bromierung giesst man auf Eis und Bisultit, säugt ah, wäscht und trocknet. Der Farbstoff färbt in wesentlich röterer Nuance als das Ausgangsprodukt. Das Produkt besitzt im wesentlichen die Zusammensetzung eines Dibrom-6-61-Diäthoxythioindigos.
Beispiel II : 10 Teile 6-6--Diaethoxythioindigo werden in 100 Teilen konz. Schwefelsäure verrührt. Man leitet unter Kühlung Chlor ein, bis im wesentlichen ein Monochlor- Diäthoxythioindigo entstanden ist. Bei der Chlorierung kann man zweckmässig Über- trager, wie z. B. Antimonpentachlorid zusetzen.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the production of halogenated red vat dye stiffeners.
Patent specification No. 46865 describes a process for the production of red vat dyes, which consists in using 6-6c-dioxy ethers of thioindigo, or their louco compounds with halogen or halogen-releasing substances
EMI1.1
liquid form or bromine dissolved in a solvent such as nitrobenzene, carbon tetrachloride for use.
In a further elaboration of the process it was found that the halogenation can also be effected in sulfuric acid of higher concentration (conc. Sulfuric acid, monohydrate etc.).
Example I: 10 parts of 6-61-diaethoxythioindigo are concentrated in 100 parts. Sulfuric acid stirred. 9 parts of bromine are run in while cooling. After the bromination has taken place, it is poured onto ice and bisultite, sucked, washed and dried. The dye has a much redder shade than the starting product. The product has essentially the composition of a dibromo-6-61 diethoxythioindigo.
Example II: 10 parts 6-6 - Diaethoxythioindigo are concentrated in 100 parts. Sulfuric acid stirred. Chlorine is passed in with cooling until essentially a monochloro diethoxythioindigo has formed. In the chlorination one can expediently transfer agent such. B. add antimony pentachloride.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE48683X | 1908-09-18 | ||
| AT46865T | 1909-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT48683B true AT48683B (en) | 1911-06-26 |
Family
ID=25601416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT48683D AT48683B (en) | 1908-09-18 | 1909-03-24 | Process for the production of halogenated red vat dyes. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT48683B (en) |
-
1909
- 1909-03-24 AT AT48683D patent/AT48683B/en active
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