DE683164C - Process for the production of sulfur dyes - Google Patents

Description

Process for the preparation of sulfur dyes It has been found that valuable sulfur dyes are obtained if leucoindophenols of the following formula are used: (where R is hydrogen, alkyl [including, for example, oxalkyl, aralkyl, cycloalkyl] or aryl and the latter can be bonded to the adjacent benzene ring B to form a heterocyclic ring, the benzene ring B can contain further substituents and the benzene ring A can contain halogen ) or the corresponding indophenols are heated in a manner known per se with sulphurizing agents.

The dyes obtained in this way stand out from the known analogs Dyes without an oxyalkyl group usually have a greener shade and are very good Equalizing ability, combine with good wash fastness. Such a good one So far only dyes in the presence of carboxyl or sulfo groups, but with a corresponding loss of wash fastness. example 8.5 parts of indophenol from N-methyl-N-oxäthylanilin are mixed with 10 parts of sodium sulphide concentrated and 12 parts of sulfur in 85 parts of alcohol for several hours on the reflux condenser cooked. The alcohol is then distilled off in vacuo and the dye is isolated in the usual way. The sulfur dye is obtained in good yield as a dark blue Powder that dissolves in concentrated sulfuric acid with a greenish blue color. The vegetable fiber turns into clear, very greenish blue from the sulfur sodium bath Dyed shades of good, levelness and good fastness properties.

The well-known sulfur dye from the indophenol of dimethylaniline In contrast, it turns reddish blue.

If one proceeds from the indophenol from N-ethyl-N-oxäthylanilin, then arises one also Sulfur dye with a very greenish blue color, his Solution color in concentrated sulfuric acid is vivid blue.

If the starting material used is aa @ 'indophenol from N-oxethyl-o-toluidine, so he ;. one holds a likewise greenish blue coloring sulfur dye while The indaphenols from o-toluidine itself or from N-methyl-o-toluidine are known provide blue-violet or reddish-tinged blue sulfur dyes.

Example a 3 parts of leucoindophenol from N-Oxäthyldiphenylamin crystallized with a polysulphide solution from 10 parts sodium sulphide; 4 parts Sulfur, 0.4 parts of caustic soda and 4.8 parts of water at 10 ° C for several hours warmed up. After cooling, the dye is isolated and finished in the usual way. After drying, it is a dark blue powder; that is concentrated in Sulfuric acid with a bright blue color dissolves. Color from the sulfur sodium bath he the vegetable fiber lively greenish blue of very good levelness: the dyeings have good fastness properties.

The well-known sulfur dye from the leucoindophenol from diphenylamine - itself, on the other hand, has a much more reddish cast.

If the i4yeukoindophenol from N-oxethylcarbazole is used as the starting material, So '- one holds a sulfur dye, which the #,: # @ danzlche fiber from the hydrosulfite vat colors in real blue tones.

Example 3 10 parts of leucoindophenol from N-γ-oxypropyl-o-toluidine and Z, 6-dichloro-q.-amine -) - phenol are concentrated with a polysulfide of 2o parts Sodium sulfur and 16 parts of sulfur in about 100 parts of alcohol for several hours refluxed. After distilling off the alcohol, the residue becomes stirred with salt water and blown out the dye. After vacuuming, washing and drying gives a dye which is in sulfuric acid with pure blue Paint dissolves; it colors the vegetable fibers from the sulfur-sodium bath vividly greenish blue.

Claims (1)

PATENT CLAIM: Process for the production of sulfur dyes from indophenols, characterized in that. leucoindophenols of the following formula: (in which R denotes hydrogen, alkyl or aryl and the latter can be bonded to the benzene ring B to form a heterocyclic ring, the benzene ring B can contain further substituents and the benzene ring A can contain halogen) or the corresponding indophenols are heated with sulphurizing agents.