Process for the Manufacture of Yellow to Orange Colouring Matters.
Year: 1889

page_text: Date of Application, 8th Aug., 1889
Complete Specification Left, 25th Feb., 1890-Accepted, 29th Mar.. 1890
PROVISIONAL SPECIFICATION.
Process for the Manufacture of Yellow to Orange Colouring
Matters.
I, THOMAS RICHARD SHILLITO of 89 Chancery Lane in the County of Middlesex,
Consulting Engineer and Patent Agent, do hereby declare the nature of this invention,
a communication to me from abroad by Dr. Adolf Feer of Brombach in the German
Empire, to be as follows:-
This invention relates to the production of colouring matters or dyes varying from
yellow to orange by the action of sulphur on tetramethyldiumidodiphenylmethane in
the presence of ammonia or of a primary aromatic amine such as aniline ortho- and
paratoluidine, xylidine.
The following are two examples of the method of carrying out the invention:
1st. 25 kilogrammes tetramethyldiamidodiphenylmethane and 9.5 kilogrammes
sulphur are heated to melting point in a digester with oil bath and inlet and outlet
pipe, when under a pressure of one fourth of an atmosphere dry ammoniacal gas is
driven slowly through the apparatus. As soon as the air is removed the temperature
of the melted composition is raised to 180 degrees Celsius.
In order to separate the excess of ammonia from the sulphurated hydrogen the
gases are passed through slaked lime which absorbs the sulphurated hydrogen and
the ammonia may be passed into water and again commercially employed. When the
evolution of sulphurated hydrogen has ceased which is the case in about eight hours,
the brown yellow composition is allowed to cool and dissolved in 200 kilogrammes
40% acetic acid. The resinous bye products are precipitated by dilution with water
and the colour separated from the filtered solution by chlorido of zinc and common
salt. By the colouring matter thus produced cotton mordanted with tannin may be
dyed a pure yellow shade.
2nd. 25 kilogrammes tetramethyldiamidodiphenylmethane, 20 kilogrammes aniline
and 95 kilogramines sulphur are heated in an oil bath at 200 degrees Celsius.
When the energetic evolution of sulphurated hydrogen has ceased the contents of
the digester are dissolved in 300 kilogrammes 40% acetic acid, then diluted with
water, the colouring matter filtered and precipitated with chloride of zine and common
salt. By the colouring matter thus produced in the form of a bright red powder
mordanted cotton may be dyed an orange red shade.
Ol
1000
COMPLETE SPECIFICATION.
Process for the Manufacture of Yellow to Orange Colouring
Matters.
1, THOMAS RICHARD SHILLITO of 89 Chancery Lane in the County of Middlesex,
Consulting Engineer and Patent Agent do hereby declare the nature of this invention,
a communication to me from abroad by Dr. Adolf Feer of Brombach in the German
Empire, and in what manner the same is to be performed, to be particularly
described and ascertained in and by the following statement :-
This invention relates to the production of colouring matters or dyes varying from
yellow to orange, by the action of sulphur on tetramethyldiamidodiphenylmethane in
presence of ammonia or primary aromatic amines such as aniline, ortho and para-
toluidine, xylidine.

page_text: The following are two examples of the method of carrying out the invention :-
1st. 127 kilogrammes of tetramethyldiamidodiphenylmethane and 3.2 kilogrammes
of sulphur are heated in a digester or autoclave to 140° Celsius with oil bath and inlet
and outlet pipe. There is then added a mixture of 120 kilogrammes of common salt
and 7 kilogrammes of muriate of ammonia in powder at the aforesaid temperaturo
of 140° Celsius. After raising the temperature of the oil bath to 175° a current of
dry ammonia is passed rapidly through the apparatus under a low pressure whilst the
mass is constantly stirred during 7 or 8 hours.
In order to separate the excess of ammonia from the sulphuretted hydrogen, the
gases are passed through caustic soda. By this proceeding the sulphuretted hydrogen
is absorbed and the ammonia can be introduced into water and again employed in
manufacturo.
The product of the reaction forms a brown yellow mass which, in order to remove
the common salt is first treated with a small quantity of cold water; the undis-
solved portion containing the colouring matter requires for its purification merely
to be dissolved in hot water and precipitated from the filtered solution by common
Balt.
.
Cotton mordanted with tannin is dyod in a pure yellow shade by the colour thus
obtained.
2nd. A mixture of 25 kilogrammes of tetramethyldiamidodiphenylmethane, 20 kilo-
grammes of aniline and 9.5 kilogrammes of sulphur is heated in an oil bath at
200° Celsius.
When the energetic evolution of sulphuretted hydrogen has ceased, the contents of
the autoclave are dissolved in 300 kilogrammes of 40% acetic acid then diluted
with water and the colouring matter filtered and precipitated with chloride of zinc and
common salt.
This dye stuff forms a bright red powder and dyes mordanted cotton in an orange
red shade.
Having now particularly described and ascertained the nature of my said inven-
tion and in what manner the same is to be performed I declare that what I
claim is:
The production of yellow to orange colouring mattors or dyes by the action of
sulphur on tetramethyldiamidodiphenylmethane in presence of ammonia or of primary
aromatic amine such as aniline, ortho and para toluidine, xylidine, substantially as
described.
Dated this 25th day of February 1890.
T. R. SHILLITO,
89, Chancery Lane, London, W.C.