DE121155C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

JVi 121155 CLASS 22b.

In the patent specification 111866 it has been shown that the dialphyldiamidoanthraquinones can be converted by treatment with nitric acid, nitric sulfuric acid or other nitrating agents can be converted into nitro bodies.

It has now been found that sulfonic acids of alphylamido (alphylido) anthraquinones, both those of the dialphyldiamidoanthraquinones and those of monoalphylamidoanthraquinones in nitriding give nitro derivatives.

These nitro products are water-soluble bodies which are used both directly as colorants find, as well as in various directions as starting materials for representation can serve new valuable dyes.

The following examples serve to explain the procedure:

Example I.

5 parts by weight of ß-anilidoanthraquinone monosulfonic acid (Patent 113011) are suspended in 150 parts by weight of glacial acetic acid and with good cooling with a mixture of 6 parts by weight of fuming nitric acid and 10 parts by weight of glacial acetic acid added.

After standing for several days at ordinary temperature, it is filtered off, the filtrate with Diluted water, precipitated the nitrosulfonic acid formed with common salt and. filtered off.

Example II.

10 parts by weight of crude (mixture of α and β-) anilidoanthraquinone sulfonic acid (patent specification 113011) are dissolved in 200 parts by weight of 66 ° B sulfuric acid and 7.5 parts by weight of nitric sulfuric acid with a 63 pCt ^ jifiVOg content are added in the cold; After several hours of stirring, the nitrate mixture is poured onto ice, the nitrosulfonic acid
prefst and dried.

departed

Example III.

5 parts by weight of a-p-toluidoanthraquinone sulfonic acid are suspended in 150 parts by weight of glacial acetic acid and added with good cooling with a solution of 6 parts by weight of fuming nitric acid in 10 parts by weight Glacial acetic acid. The initially red color of the solution changes to brown-yellow; the work-up is done as described in Example I.

The reaching for use ap-Toluidoanthrachinonsulfosäure obtained by the Sulfiren by the condensation of a-nitroanthraquinone with p-toluidine shown ap Toluidoanthrachinons. In the dry state it is a chocolate-brown powder which is easily soluble in water and glacial acetic acid, fairly easily soluble in alcohol with a cherry-red color, and almost insoluble in benzene. The cherry color of the aqueous solution changes

not noticeable on the addition of alkalis and alkali carbonates. The solution in concentrated Sulfuric acid is green and turns blue when boric acid is added. Chrome-stained and unheated She dyes wool in bluish red shades.

Example IV.

20 parts by weight of ι ■ 5-di-p-toluidoanthraquinone sulfonic acid (obtained according to Example I of patent 108274) are suspended in 200 parts by weight of glacial acetic acid and a solution of 8 parts by weight of fuming nitric acid in 20 parts by weight of glacial acetic acid is added in the cold. After standing for 24 hours at normal temperature, it is poured into ice water and precipitated with table salt.

Instead of the mono- and dialphylidoanthraquinone sulfonic acids used in the above examples their isomers and their substitution products can also be used.

The properties of some representatives of these nitro derivatives are summarized in the following table:

Nitro derivative from: solution
in
water Addition of Baking soda
hydrate Solution in alcohol sulfur
acid
66 ° B. concen
trirter
sulfur
acid +
Boric acid
at
100 ° C. coloring
on
chrome
pickled
Wool ß-anilidoanthraquinone sulfonic acid ,,
shown according to example I. yellowish
orange sodium
carbonate Brown yellowish
orange Brown Cherry-
red Brown
yellow Raw anilido anthraquinone sulfo-
acid, shown according to Example II Brown changes
not changes
not Brown
yellow changes
not Brown op -Toluidoanthraquinone sulfo-
acid, shown according to Example III reddish
orange V. will
brownish red
orange violet red
violet orange ι -s-Di-p-toluidoanthrachmone-
sulfonic acid, prepared from Bei
game IV Cherry-
red JJ changes
not Cherry-
red Brown green Blue red
Brown. JJ

Claims (1)

Patent claim: Modification in the procedure of patent 111866, consisting in that instead of the Diälphyldiamidoanthraquinones here with the sulfonic acids of alphylamidoanthraquinones Nitric acid, nitric sulfuric acid or similarly acting nitrate mixtures are treated.