DE138421C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

M 138421 CLASS 22 c.

It has been found that the from Aethylbenzylanilin respectively. Diphenylamine derived Gallocyanins, which in and of themselves are not directly commercially viable, if they are condensed with phenols according to the process of patents 77452, 79839 and 84775, supply valuable condensation products. The gallocyanins by their action lead to these new condensation products on phenols, may be sulfonated or not. In order to keep them sulphonated, either that which is to be converted into its nitroso derivative can be used Amine or the finished gallocyanin z. B. be sulphonated by means of fuming sulfuric acid. To the It is customary to prepare the sulfonated gallocyanines derived from ethylbenzylaniline it is more advantageous to sulfonate the amine before it is converted into the nitroso compound, while it is used to represent the sulfonated gallocyanines derived from diphenylamine it is usually more advantageous to sulfonate the finished gallocyanine. The representation of the gallocyanins itself happens in a known manner by the action of hydrochloric acid nitrosodiphenylamine or of Nitrosoäthylbenzylanilinsulfosäure bezw. the salts of this latter acid Gallic acid or their derivatives, such as gallamic acid, Gallanilide, gallic acid methyl ether and the like in a suitable solvent.

The properties of the gallocyanins and sulfonated gallocyanins under consideration here are compiled in the following table:

Coloring on
chromed
fiber Solubility in
water Solubility in
Soda solution Solution in
more concentrated
sulfuric acid Gallocyaniri from hydrochloric acid nitroso
ethylbenzylanili'n and gallamic acid colors very much
bad insoluble sparingly soluble
with red
purple color blue solution,
those on addition
of water
turns red-violet Sulfoderivat of gallocyanin
hydrochloric acid nitrosoethylbenzylaniline
and gallanilide gray-blue sparingly soluble
with
blue color easily soluble
with
red violet
colour the same

*) Previous additional patents: 79839; 84775.

Coloring on
chromed
fiber Solubility in
water Solubility in
Soda solution Solution in
more concentrated
sulfuric acid Gallocyanin from nitrosoethylbenzyl
aniline sulfonic acid and gallanilide gray-blue sparingly soluble
with
blue color easily soluble
with
red violet
colour blue solution,
those on addition
of water
turns red-violet Sulfoderivat of gallocyanin
Nitrosoethylbenzylanilinesulfic acid and
Gallanilide so, soluble with
blue color the same the same Gallocyanin from nitrosoethylbenzyl
aniline sulfonic acid and gallic acid the same sparingly soluble
with
blue color the same blue solution,
those on addition
of water
becomes fuchsin red Gallocyanin from nitrosoethylbenzyl
aniline sulfonic acid and gallic acid
methyl ether violet blue. the same the same the same Gallocyanin from nitrosoethylbenzyl
ahiline sulfonic acid and gallamic acid violet blue sparingly soluble
with
blue color easily soluble
with
red violet
colour the same Gallocyanin from hydrochloric acid nitroso
diphenylamine and gallanilide hardly stains insoluble too
with the addition of
hydrochloric acid insoluble blue solution,
those on addition
of water
stays blue Gallocyanin from hydrochloric acid nitroso
diphenylamine and gallamic acid the same the same the same blue solution,
those on addition
of water
turns purple Sulfoderivat of gallocyanin
hydrochloric acid nitrosodiplienylamine and
Gallanilide blue-gray soluble with
blue color,
the through to
sentence of
Caustic soda in
blue-violet over
goes soluble with
red violet
colour blue solution,
those on addition
of water
stays blue Sulfoderivat of gallocyanin
hydrochloric acid nitrosodiphenylamine and
Gallic acid bluish gray sparingly soluble
with
blackish
purple color easily soluble
with brownish
purple color blue solution,
those on addition
of water
turns purple blue Sulfoderivat of gallocyanin
hydrochloric acid nitrosodiphenylamine and
:. Gallic acid methyl ether blue-gray sparingly soluble
with blue
colour easily soluble
with purple
colour the same Sulfoderivat of gallocyanin
hydrochloric acid nitrosodiphenylamine and
Gallamic acid violet blue the same easily soluble
with red violet
Color and with
blue purple
Color at
Presence of
Caustic soda the same

The chief phenols which condense with the gallocyanines mentioned Resorcinol and 2 · 6-naphthol sulfonic acid are suitable.

Example:

5 parts of that prepared from nitrosoethylbenzylaniline sulfonic acid and gallamic acid

Gallocyanins be introduced into a solution of 2 parts of resorcinol in 2 parts water and 15 parts of commercially available hydrochloric acid, then is heated to 90 ⁰ C., has disappeared completely until the applied gallocyanin, which läfst been ascertained by the Reactionsproduct DAF in concentrated sulfuric acid with brown coloring dissolves, while the

Claims (1)

original gallocyanin dissolves in concentrated sulfuric acid with a blue color. Man then pour the reaction mixture into water, filtered and prefilled. The condensation product thus obtained represents a blackish paste respectively. a blackish powder, dissolves only slightly in cold water, but easily in alkalis. Its alkaline solutions are rapidly oxidized in air. It stains chromed Fibers blue. In this example, the gallocyanin can be obtained from Nitrosoätltylbenzylanilinsulfosäure and Gallaminä'ure by the others from nitrosoethylbenzylaniline sulfonic acid or hydrochloric acid nitrosoethylbenzylaniline respectively hydrochloric acid nitrosodiphenylamine and gallic acid, gallamic acid, Gallanilide, gallic acid methyl ether and the like. Gallocyanine represented or by the products, that by sulphonation (according to the usual sulphonation methods) of the gallocyanines Nitrosodiphenylamine and gallic acid respectively. whose derivatives are obtained are replaced. Instead of resorcinol, 2'6-naphthol sulfonic acid or another phenol can also be used be used. Patent-A ν saying: Execution of the method according to claim ι of the patent 77452 using the by the action of hydrochloric acid nitrosodiphenylamine respectively. hydrochloric acid nitrosoethylbenzylaniline or from nitrosoethylbenzylaniline sulfonic acid to gallic acid, gallamic acid, gallanilide, gallic acid methyl ether and so on Gallocyanine resp. the sulfonation of the hydrochloric acid nitrosodiphenylamine and gallic acid, gallamic acid, gallanilide, Gallic acid methyl ether and the resulting gallocyanine products obtained.