Improvements in the Production of Grey Coloring Matters.
Year: 1890

page_text: Date of Application, 24th Mar., 1890
Complete Specification Left, 20th Dec., 1890-Accepted, 24th Jan., 1891
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBWERKE VORMALS MEISTER LUCIUS AND
BRUNING, of Hoechst-am-Maine, in the Empire of Germany, carrying on business
as Chemical Manufacturers.]
Improvements in the Production of Grey Coloring Matters.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the County
of London, Fellow of the Institute of Patent Agents, do hereby declare the nature
of this invention to be as follows:-
My foreign correspondents have discovered that by the action of hydrochlorate of
nitrosodimethyl- or of diethyl- aniline upon the betanaphtholsulphonic acid of Schäffer,
there can be produced grey acid coloring matters by strictly following the conditions
hereinafter set forth.
It is essential that the action of free inorganic acids be excluded. If, for example,
more chlorzine should be used than is hereafter prescribed, the resulting bodies will
be more basic than acid and they will certainly have the properties of coloring
matters but in acid solutions. The salts of these bodies formed with acids dissolve in
water with blue green coloration.
In carrying out their invention my foreign correspondents proceed as set forth in
the following examples:
1). 1 molecule of hydrochlorate of nitrosodimethylaniline and 1 molecule of the
betanaphthol monosulphonate of sodium of Schäffer are heated on a water bath with
from to 5 times their weight of glacial acetic acid. After some time the melt
assumes a vivid cherry red color.
When the reaction is finished, the whole is left to cool, rendered alkaline by the
addition of some alkali, and filtered off from the precipitate, which is the sodium salt
of the new sulphonic acid. By dissolving it in a large quantity of hot water, filtering
in order to separate it from a small quantity of resin, and precipitating from the
filtrate by means of common salt, the sodium salt is obtained in a state pure enough
for dyeing purposes.
It is readily soluble in water, giving violet grey coloration.
On the addition of a caustic alkali or alkaline carbonate, the sodium salt is precipitated
from its solution, the free coloring matter acid is precipitated on the addition of an
acid.
2). 1 molecule of hydrochlorate of nitroso-dimethylaniline and 1 molecule of the
betanaphtholmonosulphonic acid of Schiffer are dissolved in from 5 to 6 times their
weight of alcohol and heated on a water bath, until the mass assumes a pure cherry
red coloration.
The alcohol is then distilled off, the residne is rendered alkaliue and treated further
as set forth in example 1).
3). 1 molecule of nitrosodimethylaniline, 1 molecule of the beta-naphtholmono
sulphonate of sodium of Schäffer and 1 molecule of chlorzine diluted with a hundred-
fold the quantity of water, are kept at from 70° to 80° C., until the whole of the
nitroso body disappears and the solution takes a pure cherry red coloration. It is
then left at rest for some time until the sulphonic acid formed separates, the solution
assuming a greenish yellow coloration; it is then filtered, the residue is dissolved in
The
diluted soda solution, filtered and precipitated by means of sulphuric acid.
precipitated sulphonic acid is collected and converted into the sodium salt.
If, in the foregoing 3 examples, for the hydrochlorate of nitrosodimethylaniline is
substituted the hydrochlorate of nitrosodiethylaniline, there are also obtained sulphonic
acids, the sodium salts of which are readily soluble in water, whereas the acids them-
selves are sparingly soluble only in hot water.

page_text: These coloring matters are principally suited for printing and dyeing woollen fabrics
in shades varying from grey to black.
They excel in giving shades of great uniformity and they have great resistance to
the influence of light.
Deted his 54th day of Man 1804
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Improvements in the Production of Grey Coloring Matters.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the County
of London, Fellow of the Institute of Patent Agents, do hereby declare the nature of
this invention and in what manner the same is to be performed, to be particularly
described and ascertained in and by the following statement :-
In the Provisional Specification No. 4577 of 1890 setting forth the nature of the
present invention, it was stated that the hydrochlorate of either nitrosodimethylaniline
or nitrosodiethylaniline could be used to act upon Schäffers hetanaphtholsulphonic
acid for the production of grey colouring matters. Since the said Provisional Specifi-
cation was filed my foreign correspondents have found that the use of hydrochlorate
of nitrosodiethylaniline is greatly to be preferred in practice, and therefore they
desire to exclude all reference to the hydrochlorate of nitrosodimethylaniline from the
following Complete Specification.
My foreign correspondents have discovered that by the action of hydrochlorate of
nitrosodiethylaniline upon the betanaphtholsulphonic acid of Schäffer there can be
produced grey acid coloring matters by strictly following the conditions hereinafter
set forth
It is essential that the action of free inorganic acids be excluded. If, for example,
more chlorzink should be used than is hereafter prescribed, the resulting bodies will
be more basic than acid and they will certainly have the properties of coloring
matters but in acid solutions. The salts of these bodies formed with acids dissolve in
water with blue grey coloration.
In carrying out their invention my foreign correspondents proceed as set forth in
the following examples:
1). 1 molecule of hydrochlorate of nitrosodiethylaniline and 1 molecule of the beta-
naphthol mono sulphonate of sodium of Schiffer are heated on a water bath with
from 4 to 5 times their weight of glacial acetic acid. After some time the melt
assumes a vivid bluish red color.
When the reaction is finished, the whole is left to cool, rendered alkaline by the
addition of some alkali, and filtered off from the precipitate, which is the sodium salt
of the new sulphonic acid.
By dissolving it in a large quantity of hot water, filtering in order to separate it
Trom a small quantity of resin, and precipitating from the filtrate by means of
common salt, the sodium salt is obtained in a state pure enough for dyeing
purposes.
2). 1 molecule of hydrochlorate of nitrosodiethylaniline and 1 molecule of the beta-
naphtholmonosulphonic acid of Schäffer are dissolved in from 5 to 6 times their weight
of alcohol and heated on a water bath, until the mass assumes a pure blueish red
coloration.
The alcohol is then distilled off, the residue is rendered alkaline and treated further
as set forth in example 1).
3). 1 molecule of nitrosodiethylaniline, 1 molecule of the beta-naphthol mono-
sulphonate of sodium of Scbüffer and 1 uolecule of chlorzine diluted with a
hundred fold the quantity of water are kept at from 70° to 80° C. until the whole
of the nitroso body disappears and the solution takes a pure blueish red coloration.
It is then left to cool and the sulphonic acid formed is precipitated by means of
common salt; it is then filtered, the residue is dissolved in diluted soda solution, filtered

page_text: and precipitated by means of sulphuric acid. The precipitated sulphonic acid is
collected and converted into the sodium sait.
These coloring matters are principally suited for printing and dyeing woollen fabrics
in shades varying from grey to black. They excel in giving shades of great uniformity
and they have great resistance to the influence of light.
Having now particularly described and ascertained the nature of this invention
and in what manner the same is to be performed, I claim :-
1. The herein described process for the production of coloring inatters by the
action of hydrochlorate of nitrosodietbylaniline upon betanaphtholsulphonic acid of
Schäffer.
2. The coloring mattere produced as above set forth
101
Deur 1900
Dated the 20th day of December 1800.
ABEL & IMRAY,
Agents for the Applicant.