CH119389A - Process for the production of a sulfur dye. - Google Patents
Process for the production of a sulfur dye.Info
- Publication number
- CH119389A CH119389A CH119389DA CH119389A CH 119389 A CH119389 A CH 119389A CH 119389D A CH119389D A CH 119389DA CH 119389 A CH119389 A CH 119389A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- sulfur
- new dye
- sulfur dye
- indophenol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000988 sulfur dye Substances 0.000 title description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 6
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- RSAZYXZUJROYKR-UHFFFAOYSA-N indophenol Chemical compound C1=CC(O)=CC=C1N=C1C=CC(=O)C=C1 RSAZYXZUJROYKR-UHFFFAOYSA-N 0.000 claims description 4
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 229960001413 acetanilide Drugs 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000000975 dye Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B49/00—Sulfur dyes
- C09B49/10—Sulfur dyes from diphenylamines, indamines, or indophenols, e.g. p-aminophenols or leucoindophenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Schwefelfarbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man die Leukover- bindung des Indophenols aus Karbazol und Nitrosophenol in Gegenwart von Acetanilid und gegebenenfalls eines Substrates, wie Kochsalz oder Natriumsulfat, mit Schwefel bei höherer Temperatur behandelt.
Der neue Farbstoff bildet ein dunkelblaues Pulver, gibt mit Hydrosulfit und Natronlauge eine Hellgelbe Küpe, aus welcher Baumwolle in wasch-, licht- und chlorechten, rotstichig blauen Tönen gefärbt wird.
<I>Beispiel:</I> 27,2 Teile des Indophenols, erhalten durch Kondensation von Nitrosophenol und Kar- bazol, werden in eine konzentrierte Lösung von 29 Teilen kristallisiertem Natriumsulficl eingetragen und gerührt, bis das Indophenol vollständig reduziert ist. Hierauf trocknet man die ganze Masse und mischt sie sorg fältig mit 15 Teilen Acetanilid, 24 Teilen Schwefel und 10 Teilen Kochsalz. Die so er haltene Mischung wird nun bei zirka<B>180'</B> gebacken, bis die Entwicklung von Schwefel ivasserstoff aufgehört hat.
Das erhaltene Produkt wird nach dem Erkalten fein ge mahlen, mit verdünntem Schwefelnatrium, hierauf mit Wasser und endlich, zwecks Ent- f ernung von geringen Mengen noch vorhan dener organischer Basen, mit verdünnter Salzsäure ausgewaschen.
Process for the production of a sulfur dye. It has been found that a new dye is obtained if the leuco compound of indophenol from carbazole and nitrosophenol is treated with sulfur at a higher temperature in the presence of acetanilide and, if appropriate, a substrate such as sodium chloride or sodium sulfate.
The new dye forms a dark blue powder and, with hydrosulfite and sodium hydroxide solution, creates a light yellow vat from which cotton is dyed in washable, lightfast and chlorine-resistant, reddish blue tones.
<I> Example: </I> 27.2 parts of the indophenol, obtained by condensation of nitrosophenol and carbazole, are introduced into a concentrated solution of 29 parts of crystallized sodium sulphide and stirred until the indophenol is completely reduced. The whole mass is then dried and carefully mixed with 15 parts of acetanilide, 24 parts of sulfur and 10 parts of table salt. The mixture obtained in this way is now baked at about <B> 180 '</B> until the evolution of hydrogen sulphide has stopped.
After cooling, the product obtained is finely ground, washed with dilute sodium sulphide, then with water and finally, for the purpose of removing small amounts of organic bases still present, with dilute hydrochloric acid.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH119389T | 1926-02-08 | ||
| CH105237T | 1926-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH119389A true CH119389A (en) | 1927-03-16 |
Family
ID=25706840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH119389D CH119389A (en) | 1926-02-08 | 1926-02-08 | Process for the production of a sulfur dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH119389A (en) |
-
1926
- 1926-02-08 CH CH119389D patent/CH119389A/en unknown
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