AT53793B - Process for the preparation of a brown vat dye. - Google Patents
Process for the preparation of a brown vat dye.Info
- Publication number
- AT53793B AT53793B AT53793DA AT53793B AT 53793 B AT53793 B AT 53793B AT 53793D A AT53793D A AT 53793DA AT 53793 B AT53793 B AT 53793B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- vat dye
- brown vat
- brown
- bromine
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000984 vat dye Substances 0.000 title description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- NGDNCZPCIZNCQS-UHFFFAOYSA-N ctk3j8699 Chemical compound Cl=S NGDNCZPCIZNCQS-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 5
- 239000000975 dye Substances 0.000 description 4
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VCYBVWFTGAZHGH-UHFFFAOYSA-N 1-methylindole-2,3-dione Chemical compound C1=CC=C2N(C)C(=O)C(=O)C2=C1 VCYBVWFTGAZHGH-UHFFFAOYSA-N 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Coloring (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung eines braunen Küpenfarbstoffes.
In Patent Xr. 48685 sind u. a. Farbstoffe beschrieben, welche durch Halogenierung (hiorierung, Bromierung) der Kondensationsprodukte aus Isatinen und amino3-oxy- (1)-thionaphtenen (D. R. P. Nr. 201837) erhalten wurden.
Es wurde gefunden, dass man durch Einwirkung von Chlorschwefel speziell auf die Kondensationsprodukte des m-Amino-oxythionaphtens (S1:N6H2) bei Gegenwart von Brom Farbstoffe erhält, welche sich durch wesentlich gelbere Nuance gegenüber den nach dem Patente Nr. 48685 erhältlichen unterscheiden.
Beispiel : 33#6 g Kondensationsprodukt aus 6-Azentamino-3-oxy-(1)-thionaphten und Isatin werden mit 100 g Nitrobenzol verrieben, dann eine Lösung von 100 9 Chlorschwefel und 10 cf ? Brom in 100 ! ! Nitrobenzol zugegeben und die Mischung erst sechs Stunden bei ge- wöhnlicher Temperatur gerührt, dann zwei Stunden auf 1400 und zuletzt zwei Stunden auf 1800 erhitzt, Nach dem Erkalten wird mit 300 g Tetrachlorkohlenstoff verdünnt, filtriert und der abgeschiedene Farbstoff dutch Auskochen mit Alkohol gereinigt. Der neue Farbstoff bildet ein braunes Pulver, löst sich fast gar nicht in den gebräuchlichen Lösungsmitteln, ist etwas löslich in Anilin und Nitrobenzol.
Die Lösung in konzentrierter Schwefelsäure ist kirschrot. Mit alkalischer Hydrosulfitlösung erhält man eine gelbliche Küpo, aus welcher Wolle und Baumwolle in echten, sehr gelbstichigbraunen Tönen an- gefärbt werden.
An Stelle des Kondensationsproduktes aus Isatin und G-Aminooxythionaphten können auch die Kondensationsprodukte aus substituierten Isatinen (z. B. aus Brom-, Chlor-, Methylisatin) gesetzt werden.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of a brown vat dye.
In patent Xr. 48685 are u. a. Described dyes which were obtained by halogenation (hioration, bromination) of the condensation products of isatins and amino3-oxy- (1) -thionaphtenes (D. R. P. No. 201837).
It has been found that the action of chlorosulfur, especially on the condensation products of m-amino-oxythionaphthene (S1: N6H2) in the presence of bromine, gives dyes which differ from those obtainable according to patent no.
Example: 33 # 6 g condensation product of 6-azentamino-3-oxy- (1) -thionaphten and isatin are triturated with 100 g nitrobenzene, then a solution of 100 9 chlorosulfur and 10 cf? Bromine in 100! ! Nitrobenzene was added and the mixture was first stirred for six hours at ordinary temperature, then heated for two hours to 1400 and finally two hours to 1800. After cooling, it is diluted with 300 g of carbon tetrachloride, filtered and the separated dye is purified by boiling it with alcohol. The new dye forms a brown powder, hardly dissolves in common solvents, is somewhat soluble in aniline and nitrobenzene.
The solution in concentrated sulfuric acid is cherry red. With an alkaline hydrosulphite solution, a yellowish kupo is obtained, from which wool and cotton are dyed in real, very yellowish brown tones.
Instead of the condensation product from isatin and G-aminooxythionaphthene, the condensation products from substituted isatins (e.g. from bromine, chlorine, methyl isatin) can also be used.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT41780T | 1908-07-04 | ||
| DE53793X | 1910-02-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT53793B true AT53793B (en) | 1912-06-10 |
Family
ID=25600892
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT53793D AT53793B (en) | 1908-07-04 | 1911-01-12 | Process for the preparation of a brown vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT53793B (en) |
-
1911
- 1911-01-12 AT AT53793D patent/AT53793B/en active
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