Improvements in Dyes.
Year: 1894

page_text: Date of Application, 23rd Nov., 1894
Complete Specification Left, 15th Aug., 1895-Accepted, 21st Sept., 1895
Improvements in Dyes.
We, LEWIS GREVILLE WILLIAMS and ALBERT TURNER, both of Hounslow,
in the County of Middlesex, Manufacturers of Aniline Colours, do hereby declare
the nature of this invention to be as follows:-
Our invention relates to improved dyes and to the process by which the improved
dyes are obtained.
It has been discovered that, in the re-action of hydrochlorides of nitroso
compounds of secondary and tertiary amines, such as the hydrochlorides of
nitrosomonomethylaniline, nitrosomonoethylaniline, nitrosodimethylaniline, nitroso-
diethylaniline, upon the "induline melt" which consists of violet blue "violaniline,"
or phenyl derivatives having blue or green shades of colour (derived from the
action of aniline and aniline hydrochloride upon amidoazo" compounds, such as
amidoazobenzol, amidobenzolazotoluol, amidoazotoluol, amidoazoxylol.) in the
presence of suitable solvents or diluents, such as dimethylaniline, ethylaniline,
aniline or the like, colouring matters are obtained directly soluble in water.
In order to illustrate the nature of this invention and the manner in which it can
be carried into practical effect, the following example is given, which, however, is
merely to be regarded as typical, as the invention is not restricted thereto.
EXAMPLE.
30 lbs. of "violaniline" (from aniline and amidoazobenzol hydrochloride) and
34 lbs. of nitrosodimethylaniline hydrochloride are gradually added to 40 lbs. of
dimethylaniline under constant agitation and at a temperature of 70° C. A steady
action ensues with production of steam. After the action has ceased, the
temperature is raised to 140° C. until all nitrosodimethylaniline has disappeared.
The melt, when cold, is neutralised with caustic soda and dimethylaniline is distilled
off. The melt is now ground to powder and dissolved in water containing hydro-
chloric acid. Its purification is effected by filtering and salting out, when the dye
stuff separates out as a brown black lustrous powder.
The colouring matters obtainable by means of our improved process produce
induline shades on mordanted cotton. In the Specification of Letters Patent
No. 17204 of 1889 it is stated that the re-action of hydrochloride of nitrosodi-
methylaniline and hydrochloride of nitrosodiethylaniline, upon primary aromatic
amines, amidoazobenzol, amidoazotoluol, amidoazoxylol, in presence of hydrochloric
acid and at temperatures ranging from 90°-150° C. produces red violet, red blue,
or grey black dye stuffs. The present invention is based upon the discovery that
the nitroso compounds of secondary aromatic amines, such as paranitrosomono-
methylaniline and paranitrosomonoethylaniline hydrochlorides will re-act upon
primary aromatic amines, amidoazo compounds, in a similar manner
hydrochlorides of mitroso compounds obtained from tertiary amines mentioned in
the aforesaid Specification.
Dated this 23rd day of November 1894.
as the
PHILLIPS & LEIGH,
Agents for the Applicants.

page_text: Improvements in Dyes.
We, LEWIS GREVILLE WILLIAMS and ALBERT TURNER, both of Hounslow,
in the County of Middlesex, Manufacturers of Aniline Colours, 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 :-
Our invention relates to improved dyes and to the process by which they are
obtained.
66
It has been discovered that, in the re-action of hydrochlorides of nitroso
compounds, of secondary and tertiary aromatic amines, such as the hydrochlorides
of nitrosomonomethylaniline, nitrosomonoethylaniline, nitrosodimethylaniline,
nitrosodiethylaniline, upon the "induline melt" which consists of violet blue
violaniline," or phenyl derivatives having blue or green shades of colour (derived
from the action of aniline and aniline hydrochloride, upon amidoazo compounds,
such as, amidoazobenzol, amidobenzolazotoluol, amidoazotoluól, amidoazoxylól,) by
fusing together, or in the presence of suitable solvents or diluents such as,
dimethylaniline, ethylaniline, aniline or the like, colouring matters are obtained
directly soluble in water.
To illustrate the nature of this invention and the manner in which it can be
carried into practical effect, the following example is given which however is.
merely to be regarded as typical as the invention is not restricted thereto.
EXAMPLE.
40 lbs. of violaniline (from aniline and amidoazobenzene hydrochloride) and
34 lbs. of nitrosodimethylaniline hydrochloride are gradually added to 40 lbs. of
dimethylaniline under constant agitation and at a temperature of 70° C. A stendy
action ensues with production of steam. After the action has ceased, the
temperature is raised to 140° C. until all nitrosodimethylaniline has disappeared.
The melt, after it has cooled down to about 40° C., is neutralised with caustic soda
and dimethylaniline distilled off. The melt is now ground to powder and dissolved
in water containing hydrochloric acid. Its purification is effected by filtering and
salting out, when the dye stuff separates as a brown black lustrous powder.
The colouring matters obtainable by means of our improved process produce,
induline shades on mordanted cotton. In the Specification, of Letters Patent
No. 17204 of 1889, it is stated that the re-action of, hydrochloride of nitrosodi-
méthylaniline and hydrochloride of nitrosodiethylaniline upon primary aromatic
amines, amidoazobenzol, amidoazotoluol, amidoazoxylol, in presence of hydrochloric
acid and at temperatures ranging from 90° C.-150° C., produces red violet, red
blue, or grey black dye stuffs. The present invention is based upon the discovery
that the nitroso compounds of secondary aromatic amines, such as paranitroso-
monomethylaniline and paranitrosomonoethylaniline hydrochlorides, will react upon
primary aromatic amines, and amidcazo compounds, in a similar manner to the
hydrochlorides of nitroso compounds obtained from the tertiary amines mentioned
in the aforesaid Specification.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed; we declare that what we
claim is :-
1. The process for producing basic cotton dye stuffs, by the action of the nitroso
compounds of secondary and tertiary aromatic amines on the induline melt, which
consists of violaniline or phenyl derivatives or homologues thereof, by fusing

page_text: together, or in presence of solvents or diluents such as dimethylaniline, ethylaniline
aniline or the like, at a temperature of from 70° to 170° C.
2. The method of producing basic cotton dye stuffs by re-acting upon the
primary aromatic amines, and amidoazo compounds, with the nitroso compounds of
secondary aromatic amines in presence of hydrochloric acid, at a temperature of
from 70° to 175° C.
3. As new products of manufacture, the new dye stuffs produced by the processes
hereinbefore specified or by any other means affording the same result.
Dated this 15th day of August 1895.
PHILLIPS & LEIGH,
No. 22 Southampton Buildings, Chancery Lane, London, W.C.,
Agents for the Applicants.