CH106436A - Process for the production of a new indigoid dye. - Google Patents
Process for the production of a new indigoid dye.Info
- Publication number
- CH106436A CH106436A CH106436DA CH106436A CH 106436 A CH106436 A CH 106436A CH 106436D A CH106436D A CH 106436DA CH 106436 A CH106436 A CH 106436A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- production
- dye
- indigoid dye
- acid
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- YPXQSGWOGQPLQO-UHFFFAOYSA-N 5-nitro-1,3-dihydrobenzimidazole-2-thione Chemical compound [O-][N+](=O)C1=CC=C2N=C(S)NC2=C1 YPXQSGWOGQPLQO-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000010992 reflux Methods 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
- C09B7/00—Indigoid dyes
- C09B7/10—Bis-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen indigoiden Farbstoffes. Es wurde gefunden, dass man einen neuen indigoiden Farbstoff erhält, wenn man das 5-Chlor-1,2-thiona.phthisatin (welches erhal ten werden kann durch Kondensieren von 5- Ch.lor-l-thion.aphthol mit Oxalylchlorid) mit Oxythionaiphthenkarbonsäure kondensiert und das so erhaltene Produkt bromiert.
Der neue Farbstoff bildet ein dunkelvio lettes Pulver, löst sich in konzentrierter Schwefelsäure mit grüner Farbe, gibt mit Hydrosulfit und Natronlauge eine goldgelbe Küpe und erzeugt auf Baumwolle Färbun gen, welche nach dem Seifen Bordeaux und sehr echt werden.
Beispiel: In 10000 Teile Alkohol werden 248,5 Teile 5-Chlor-1,2-thion:aphthisatin und 194 Teile Oxythionaphthenkarb-onsäure eingetra gen und hierauf die Mischung längere Zeit am Rückflusskühler gekocht. Der gebildete Farbstoff wird filtriert, gewaschen und ge trocknet. 380 Teile des so erhaltenen Farbstoffes werden bei 0 bis 5 in eine Mischung von 9000 Teilen 98 %iger Schwefelsäure mit 141 Teilen Brom .eingetragen und 12 Stunden bei gewöhnlicher Temperatur gerührt. Hierauf wird auf Eis ausgetragen, der abgeschiedene Farbstoff filtriert und getrocknet.
Process for the production of a new indigoid dye. It has been found that a new indigoid dye is obtained if the 5-chloro-1,2-thiona.phthisatin (which can be obtained by condensing 5-chloro-l-thione.aphthol with oxalyl chloride) with Oxythionaiphthenecarboxylic acid condenses and the product thus obtained is brominated.
The new dye forms a dark purple powder, dissolves in concentrated sulfuric acid with a green color, gives a golden yellow vat with hydrosulphite and sodium hydroxide solution and produces dyes on cotton that become Bordeaux and very real after soaping.
Example: 248.5 parts of 5-chloro-1,2-thione: aphthisatin and 194 parts of oxythionaphthenecarbonic acid are added to 10,000 parts of alcohol and the mixture is then boiled on the reflux condenser for a long time. The dye formed is filtered, washed and dried. 380 parts of the dye thus obtained are added at 0 to 5 in a mixture of 9000 parts of 98% strength sulfuric acid with 141 parts of bromine and stirred for 12 hours at ordinary temperature. It is then poured onto ice, and the deposited dye is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH100705T | 1922-11-18 | ||
| CH106436T | 1922-12-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH106436A true CH106436A (en) | 1924-09-01 |
Family
ID=25705851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH106436D CH106436A (en) | 1922-11-18 | 1922-12-07 | Process for the production of a new indigoid dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH106436A (en) |
-
1922
- 1922-12-07 CH CH106436D patent/CH106436A/en unknown
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