Improvements in the Manufacture of Colouring Matters.
Year: 1892

page_text: Date of Application, 1st Oct., 1892
Complete Specification Left, 18th May, 1893-Accepted, 1st July, 1893
PROVISIONAL SPECIFICATION.
[Communicated from abroad by K. OEHLER, of Offenbach on the Main, in the
Empire of Germany.]
Improvements in the Manufacture of Colouring Matters.
I, HENRY HARRIS LAKE, of the firm of Haseltine Lake & Co., Patent Agents,
45 Southampton Buildings in the County of Middlesex, do hereby declare the
nature of this invention to be as follows:-
My invention consists in the production of new azo dye stuffs from diazotated
toluylendiaminsulpho acid (CH, NH, : SO,H: NH, 1:2:4:6) combined with
aromatic amines and diamines.
:
F
As examples of the method of proceeding I give the following
=
:
(1) 101 parts by weight of toluylendiaminsulpho acid (CH, NH, SO,H:
NH, 1:2:4:6) are dissolved in 25 parts by weight of soda lye of 8 % and
mixed with a solution of 6.9 parts of sodium nitrite in 200 parts of water cooled
with ice. This mixture is slowly poured into 43 parts of hydrochloric acid
of 22° B. diluted with 200 parts of water also cooled with ice.
As soon as the formation of the diazo body is terminated, the solution is mixed
with another solution of 10.3 parts of sulphate of meta-phenylendiamine in 300 parts
of water cooled to 0° C. The precipitation of the so called intermediate compound
begins at once in the shape of a brownish black powder and will be finished in
about 4 hours. The mixture is allowed to stand for two days whilst stirring the
temperature rising slowly to 20° C., it is then heated rapidly to 70° C. and allowed
to cool again. The liquid is filtered off and the remaining dye stuff acid is
dissolved in hot water adding a little soda it is then precipitated with salt at the
boiling temperature.
The transformation of the intermediate body can also be obtained in the following
manner.
As soon as the formation of the intermediate body is finished, which can be seen
on a piece of paper being no longer coloured, 1 add a concentrated solution of 70 parts
by weight of sodium acetate cooled with ice and allow it to stand at the common
temperature for two days whilst stirring.
A solution of 35 parts of soda is then brought in, slowly heated and when the
boiling point is attained the dye stuff is precipitated by common salt.
If the intermediate compound is treated directly with soda, ammonia or caustic
soda, without the foregoing procedure with sodium acetate, I obtain in all cases a
dye stuff of a redder shade but equal to the first in all other respects.
The dye stuff forms a blackish powder not soluble in alcohol and soluble in
water with a brown colour, hydrochloric acid added to the watery solution produces
a blackish brown precipitate concentrated sulphuric acid dissolves the dye stuff with
a dirty violet red colour.
The new brown dye stuff is especially suitable for dyeing cotton in an alkaline
bath in yellow brown shades and it is distinguished by its remarkable resistance to
soaping.
(2) The solution of the tetrazo combination prepared of 10.1 parts of toluylen-
diaminsulpho acid as described in the above example, is poured into an icy cold solution
of 18 parts of chlorhydrate of ẞuapthylamine in 1000 parts of water, the tetrazo body
combines first with one molecule of ẞ napthylamine eliminating hydrochloric acid,
forming thus an intermediate body, which precipitates as a brown powder.
The dye stuff is then formed by first stirring the mass for several hours, adding a
concentrated solution of 70 parts of sodium acetate, further adding 30 parts of soda

page_text: and heating to the boiling point the dye stuff is precipitated with common salt,
filtered, pressed and dried.
It forms a red powder soluble in hot water with a yellow red colour, hydrochloric
acid produces a brown red precipitate concentrated sulphuric acid dissolves it with
a bluish grey colour. It dyes cotton directly orange.
Dated this 1st day of October 1892.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, W.C., Agents for the Applicant.
COMPLETE SPECIFICATION.
Improvements in the Manufacture of Colouring Matters.
1, HENRY HARRIS LAKE, of the firm of Haseltine Lake & Co., Patent
Agents, 45 Southampton Buildings, in the County of Middlesex, 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 :-
My invention consists in the production of new azo dye stuffs from diazotated
tolus lendiaminsulpho acid (CH, NH, SO,H: NH,
:
= 1:2:4:6) combined with
aromatic amines and diamines.
As examples of the method of proceeding I give the following.
-
·
:
1. 10.1 parts by weight of toluylendiaminsulpho-acid (CH, NH, SO,H:
NH,
1:2:4:6) are dissolved in 25 parts by weight of soda lye of 8 % and
mixed with a solution of 6.9 parts of sodium nitrite in 200 parts of water cooled
with ice. This mixture is slowly poured into 43 parts of hydrochloric acid
of 22° B. diluted with 200 parts of water also cooled with ice.
As soon as the formation of the diazo body is terminated, the solution is mixed
with another solution of 10.3 parts of sulphate of meta-phenylendiamine in 300 parts
of water cooled to 0° C. The precipitation of the so-called intermediate compound
begins at once in the shape of a brownish black powder and will be finished in
about 4 hours.
The mixture is allowed to stand for two days whilst stirring, the temperature
rising slowly to 20° C.; it is then heated rapidly to 70° C. and allowed to cool
again. The liquid is filtered off and the remaining dye stuff acid is dissolved in
hot water adding a little soda, it is then precipitated with salt at the boiling
temperature.
The transformation of the intermediate body can also be obtained in the following
manner:
As soon as the formation of the intermediate body is finished, which can be seen
on a piece of paper being no longer coloured, I add a concentrated solution of
70 parts by weight of sodium acetate cooled with ice and allow it to stand at the
common temperature for two days whilst stirring.
A solution of 35 parts of soda is then brought in, slowly heated and, when the
boiling point is attained, the dye stuff is precipitated by common salt.
If the intermediate compound is heated directly with soda, ammonia or caustic
soda, without the foregoing procedure with sodium acetate, I obtain in all cases a
dye stuff of a redder shade but equal to the first in all respects.
The dye stuff forms a blackish powder not soluble in alcohol and soluble in
water with a brown colour; hydrochloric acid added to the watery solution
produces a blackish brown precipitate; concentrated sulphuric acid dissolves the
dye stuff with a dirty violet red colour.
The new brown dye stuff is especially suitable for dyeing cotton in an alkaline
bath in yellow brown shades and it is distinguished by its remarkable resistance to
soaping.
2. The solution of the tetrazo combination prepared from 10.1 parts of toluylen-
diaminsulpho-acid as described in the above example, is poured into an, icy cold

page_text: solution of 18 parts of chlorhydrate of 3 napthylamine in 1000 parts of water; the
tetrazo body combines first with one molecule of ẞ naphthylamine, eliminating
hydrochloric acid, forming thus an intermediate body, which precipitates as a
brown powder.
The dye stuff is then formed by first stirring the mass for several hours, adding
a concentrated solution of 70 parts of sodium acetate, further adding 30 parts of
soda and heating to the boiling point, the dye stuff is precipitated with common
salt, filtered, pressed and dried.
It forms a red powder soluble in hot water with a yellow-red colour, hydrochloric
acid produces a brown red precipitate; concentrated sulphuric acid dissolves it
with a blueish grey colour. It dyes cotton directly orange.
Having now particularly described and ascertained the nature of the said inven-
tion and in what manner the same is to be performed, as communicated to me by
my foreign correspondent, I declare that what I claim is :-
:
1. The method of producing new azo dye stuffs by combining one molecule of
diazotated toluylendiaminsulpho acid (CH, NH, SO,H: NH, = 1:2:4:6)
either with one molecule of meta-phenylendiamine or with two molecules ẞ naphthyl-
amine as described.
2. As a new manufacture the brown and orange dye stuffs produced by the
method hereinhefore described.
Dated this 18th day of May 1893.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, W.C., Agents for the Applicant.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, W.C., Agents for the Applicant.