DE499965C - Process for the preparation of oxalkylaminoanthraquinones and their derivatives - Google Patents

Description

Process for the preparation of oxalkylaminoanthraquinones and their Derivatives By the action of ethylene oxide on Aminoanthraquinones one obtains according to Patent specification 2353i2, K1. i2q, oxethylaminoanthraquinones. The same substances can also be prepared from aminoanthraquinones and 3-haloethanol. In In either case, the implementation is not very smooth and the procedures are only more limited Application capable. In addition, you are forced to use the expensive aminoanthraquinones to go out.

A new way of representing these dyes has now been found, which allows these compounds in a much simpler manner and better yield to obtain; it consists in that i # 4-dioxyanthraquinones or their leuco compounds or negatively substituted anthraquinones, such as halogen, nitro, methoxy compounds, with oxalkylamines to react.

The so available for. largely unknown anthraquinone dyes are characterized by their clear nuances and have as bases, d. H. unsulfated, the excellent property of dyeing acetate silk in very beautiful shades, what especially with the substituted compounds could not be foreseen, since z. B. i # q.-dimethyldiamino-5. 8-dioxyanthraquinone acetate silk no longer stains, whereas the corresponding oxethylamino compound gives a very nice greenish blue. Example 10 parts by weight of a-chloroanthraquinone in 50 parts by weight of a 20% Oxäthylaminpyridinlösung heated to boiling under reflux as long as until the color of the solution no longer changes and an isolated sample shows no halogen reaction shows more. The dye is deposited by diluting it with methyl alcohol.

The body dissolves in sulfuric acid with a red color; the sulfonic acid dyes a yellowish red on wool. Example 2 10 parts by weight of quinizarin with stirring in 6o parts by weight of an aqueous 30 percent oxethylamine solution sprinkled in and heated to g5 ° in a water bath. It occurs initially as a result of salt formation a red solution appears, and after a very short time it is a removed one Sample the quinizarine spectrum disappeared while gradually moving out of solution excrete blue crystals. Continue the reaction until there is no more Crystal deposition takes place and more the melt reworks diluting with water.

The properties of the =. ¢ -Dioxyäthyldiaminoanthraquinones agree according to the patent specification 235.312 (example i). example 3 io parts by weight i # q. # 5-Trioxyanthraquinone and hydrosulfite are more common Temperature entered in 100 parts by weight of a 2o percent Oxäthylaminlösung. The mixture is stirred at room temperature until it has temporarily occurred Solution-has deposited a slurry of crystals; then the temperature is increased very much slowly to 80 ° and stir until a sample is uniform under the microscope brown-yellow prisms. Arrived by oxidation of the isolated leuco compound one to the i # q.-Dioxäthyldiamino-5-oxyanthraquinone. Acetate silk comes in blue Tones stained. Esterification with sulfuric acid gives a very clear, blue, acidic wool dye. Example q.

2o parts by weight of Leuko-i. q. # 5 - 8-tetraoxyanthraquinone and 2o Parts by weight of 10% oxethylamine are about 16o parts by weight of ethanol Heated to the boil for i hour until there is no more starting material. The biggest Part of the condensation product has already crystallized out during heating, After cooling, the very pure leuco compound can be sucked off and after drying be subjected to oxidation.

The sulphonic acid of the oxidation product dyes wool blue-green and in acetate silk is dyed in the same shade by the base.

Claims (1)

PATENT CLAIM: Process for the preparation of Oxalkylaminoanthraquinones and their derivatives, consisting in that x. 4.-Dioxyanthraquinones * or theirs Leuco compounds or negatively substituted anthraquinones with oxalkylamines or Treated their homologues and the dye bases obtainable in this way, if applicable sulfated.