DE102362C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

In Patent No. 97118 and its additions describes a new process for the production of safranines, in which as The starting material isorosinduline is used.

With further development of the reaction on which this process is based, it has it has now been shown that the process can also be applied to such bodies as starting materials which do not contain a naphthalene core like the isorosinduline, but

OH

which are pure benzene derivatives. Such bodies are those under the name Aposafranine known substances are used as starting materials in the present process those products of this body class are used which contain a tertiary amido group contain.

The reaction takes place in an analogous manner as in the process of the main patent here in the sense of the following equation:

-NRR,

NO,

O = 2H ₂ O +

NX

where R, R ₁ and R _{2 represent} a substituted or unsubstituted radical from the fatty or aromatic series; X denotes any radical of an organic compound, which in turn also has substituents, such as. B. the amido group, etc., may contain.

The conversion of the aposafranins under the influence of amido bodies generally takes place under the same conditions and in the same way as in the main patent and the earlier appendix patents. Also the emerging ones Dyes are broadly similar to those described in the patents cited, However, they surpass these in solubility and alkali fastness.

Example I. 1 part diethylphenoaposafranine the formula:

/ \ = N (C ₂ HJ ₂ Cl

*) Former additional patents No. 97365, 07395, 97396.

(which is, 'STl ^ yj can be obtained by Diazotiren and boiling in alkohe4tsrh "er ~~ solution from the Diäthylpbenpsafranin ((Nietzki, Org. FarbstoffeT ^ ii. Auü., is dissolved in 3 parts of aniline and after the addition of Y ₂ Theil sodium hydroxide solution (40 ⁰ B.) digested at about 8o ° presence of air until a sample of the melt is dissolved with green color in concentrated sulfuric acid. when this point is reached, which is the case typically for 'several hours, so the melt is poured into excess hydrochloric acid, the newly formed dye remaining undissolved, while any unaffected aposafranine is dissolved The dye is readily soluble in hot water with a violet color, and it dyes tannin cotton blue-violet.

Example II. 2 parts of diethyltoluaposafranine - in the same way as the aposafranin of Example I from diethyltolusafranin (Bindschedler, Ber. XVI, p. 804) - and ι part p-phenylenediamine are in 30 parts Dissolve alcohol and with a concentrated aqueous solution of 1 part potash am Cooler boiled until a sample of aqueous hydrochloric acid solution with table salt is completely felled. After you turned off Safranin is obtained from the alcohol by dissolving it in hydrochloric acid and water and precipitating it with table salt. It is in pure Easily soluble in water and stains tannin cotton blue.

Example III. In Example II, the phenylenediamine is replaced by two parts of chrysoidine and if otherwise works in an analogous manner, a dye is produced which is insoluble in excess mineral acid, is rather sparingly soluble in water, and tannic cotton turns greenish-black.

Example IV. 2 parts of aposafranin from D. R. P. No. 69188 of the following formula:

NfCH ₆ J ₂ Cl

^{are dissolved in 5 parts of aniline and digested with 1} part of sodium hydroxide solution at 40 to 50 ° for 12 hours. The excess caustic soda is blunted with hydrochloric acid, the aniline is blown off and the dye in water and salt

acid dissolved and precipitated with table salt. ■ It is easily soluble in hot water and stains tannic cotton red-violet.

Example V. 2 parts Aposafranin of Example IV are mixed with 1 part of p-nitroaniline in 30 parts of alcohol and treated with Y ₂ part sodium hydroxide solution (40 ⁰ B.) digested with access of air at ordinary temperature. The resulting saffranine precipitates in a crystalline manner; it is separated from the mother liquor by filtration and converted into the hydrochloric acid with dilute hydrochloric acid. It is scarcely soluble in cold water, but readily soluble in hot water of purple color; the solution in concentrated sulfuric acid is grass-green; when diluted with water it becomes blue at first, then violet. The dye dyes tannin cotton violet.

Example VI. If one replaces in the example V p-nitroaniline with p-amidosalicylic acid, and digests the alcoholic solution by 1 part Sodium hydroxide solution, a red solution is obtained, which on acidification and dilution with water the new Safranin separates. It is sparingly soluble in hot water with a red-violet color, insoluble in cold water, and stains chromed wool purple.

Example VII. In Example II, the p-phenylenediamine is replaced by 1.5 parts of p-tolyl-pphenylenediamine sulfonic acid replaced, the result is a safranine sulfonic acid which is moderately soluble in alcohol and insoluble in water; in glacial acetic acid and acetin it dissolves well. It dyes wool blue when printed.

Claims (1)

Patent claim: Innovation in the procedure of D.R.P. No. 971 18, consisting in the fact that instead of of the isorosinduline here the aposafranine of the following typical constitution: , -NRR ₁ OH NO, in the form of the free bases or their carbons! · Or other easily dissociating salts bt. Presence of oxygen or oxygen donating agents with primary amines, Di amines, their nitro and oxy derivatives, sulfonic acids or carboxylic acids or free Treated dyes containing amido groups.