The Manufacture or Production of Colouring Matters.
Year: 1897

page_text: Date of Application, 29th June, 1897
Complete Specification Left, 29th Mar., 1898-Accepted, 11th June, 1898
[Communicated from abroad by THE FARBENFABRIKEN, vormals, FRIEDRICH
BAYER & Co., of Elberfeld, Germany.]
The Manufacture or Production of Colouring Matters.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,
Chancery Lane, in the County of London, Patent Agent, do hereby declare the
nature of this invention to be as follows:-
My foreign correspondents have found that, by coupling in equimolecular pro-
portions, nitro-metaphenylene diamine (see Berichte der Deutschen Chemischen
Gesellschaft, volume VII, page 1259) with the diazo derivative of para-amido-azo-
benzene sulphonic acid, or analogous para-amido-azo-sulphonic acids, valuable
colouring matters are obtained, which possess a great affinity to cotton fibre, and
producó very intense shades, distinguished by reason of their resistance to acids,
alkalies, and light. The shades are chiefly from yellow to orange-red, and of
considerable brightness.
The process for producing these new dye-stuffs is illustrated by the following
example, which is merely typical. The parts are by weight.
EXAMPLE.
277 parts of para-amido-azo-benzene sulphonic acid are diazotised in the known
manner by means of 7 parts of sodium nitrite, and 21 parts of muriatic acid
(containing 365 per cent. of pure HCl). The diazo azo benzenesulphonic acid
thus obtained is introduced into a dilute solution of nitro-meta-phenylene diamine,
which may be prepared by dissolving 16 parts of the said nitro compound in
about 2000 parts of water, with the addition of 21 parts of muriatic acid (con-
taining 365 per cent. of pure H. Cl). The temperature is slowly raised to from
50 to 60 degrees Centigrade, the dye-stuff being thus separated in orange-red flakes.
After about 12 hours, the liquid mixture is filtered, and the dye-stuff, being in
the form of the free acid, is dissolved by means of a hot dilute sodium carbonato
solution. By subsequently adding common salt to this solution, the finished dye-
stuff, in the form of the sodium salt, is precipitated. When filtered off, pressed,
and dried, it is an orange-red powder, which dissolves in hot water with the same
colour, and yields; on unmordanted cotton, very bright and intense orange-red
shades. The shades are fast against the action of alkalies and acids, and, at
the same time, they resist in a high degree the action of light.
Similar results are obtained, if the paramido-azo-benzene sulphonic acid used
in the above example, is replaced by corresponding quantities of other amido-azo
sulphonic acids; for instance, by the paramido-azo-benzene di-sulphonic acid, or
by the sulphonic acids of amido-benzene-azo-toluene, or the like, or by the sul-
phonic acids of the amido-azo compounds resulting either from diazo-benzene and
amido-cresolether, or from diazotised paramido salicylic acid and para-xylidine
or the like; that is to say, all sulphonic acids of paramido-azo compounds of the
benzene series can be used in the above process, as the diazo-derivatives thereof,

page_text: when coupled with meta-nitro-phenylene diamine, yield dye-stuffs possessing the
valuable qualities above referred to.
In the production of these colouring matters, my foreign correspondents do
not limit themselves to the particulars and directions given in the above example,
as all methods known, and in. use, for the manufacture of analogous dye-stuffs,
can be used.
:
DL1 11 00h of June 1907
The Manufacture or Production of Colouring Matters.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,,
Chancery Lane, in the County of London, Patent Agent, 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 foreign correspondents have found that, by coupling, in equimolecular pro-
portions, nitro-metaphenylenediamine (see Berichte der Deutschen Chemischen
Gesellschaft, volume VII, page 1259) with the diazo-derivative of para-amido-azo-
benzene sulphonic acid; or analogous para amido-azosulphonic acids, valuable
colouring matters are obtained, which act with great effect on cotton fibre, and
produce very intense shades, distinguished by reason of their resistance to acids,
aikalies, and light. The shades are chiefly from yellow to orange-red, and of
considerable brightness.
The process for producing these new dye-stuffs is illustrated by the following
example, which is merely typical. The parts are by weight.
EXAMPLE.
277 parts of paramidoazobenzene sulphonic acid are diazotised in the known
manner by means of 7 parts of sodium nitrite and 21 parts of muriatic acid
(containing 36'5 per cent. of pure HCI). The diazoazobenzenesulphonic acid thus
obtained is introduced into a dilute solution of nitrometa-phenylenediamine,
which may be prepared by dissolving 16 parts of the said nitro compound in about
2000 parts of water, with the addition of 21 parts of muriatic acid (containing
365 per cent. of pure HC!). The temperature is slowly raised to from 50 to 60
degrees Centigrade, the dye-stuff then separating in orange red flakes. After
about 12 hours, the liquid mixture is filtered, and the dye-stuff, which is in the
form of a free acid, is dissolved by means of a hot dilute sodium carbonate solution.
By subsequently adding common salt to this solution, the finished' dye-stuff in
the form of the sodium salt is precipitated. When filtered off, pressed, and dried,
it is. an orange-red powder, which dissolves in hot water without alteration of
colour, and yields on unmordanted cotton very. bright and intense orange-red
shades. The shades are fast against the action of alkalies and acids, and at the
same time they resist in a high degree the action of light.
Similar results are obtained if the paramido azo benzenesulphonic acid used in
the above example is replaced by corresponding quantities of other amido azo-.
sulphonic acids, for instance, by the paramido azobenzene disulphonic acid, or
by the sulphonic acids of amido benzeneazotoluene, amidoazotoluene, or the like,
or by the sulphonic acids of the amido azo.compounds resulting either from diazo
benzene and amido cresolether, or from diazotised paramido. salicylic acid and'
paraxylidine, or from diazotized chloraniline sulplionic acid and amido-cresolether,

page_text: or the like, that is to say, all sulphonic acids of paramido azo compounds of the
benzene series can be used in the above process, as the diazo derivatives thereof,
when coupled with metanitrophenylenediamine, yield dyestuffs possessing the
valuable qualities above referred to.
On combining nitrometatoluylenediamine (see Berichte der Deutsclien Chemi-
schen Gesellschaft, vol. VIII, p. 1211, and vol. III, p. 219) with the above mentioned
amido azosulphonic acids, instead of the nitrometaphenylenediamine above men-
tioned, similar results are obtained.
In the production of these colouring-matters, my foreign correspondents do
not limit themselves to the particulars and directions given in the above example,
as all methods known and in use for the manufacture of analogous dye-stuffs
can be used.
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
from abroad, I declare that what I claim is:
1. The process for producing new dye-stuffs for cotton, by combining the diazo
derivatives of paramido azosulphonic acids of the benzene series with nitro-meta-
phenylenediamine, or nitro-metatoluylenediamine, substantially as herein before
described,
2. A's new articles of manufacture, the new dyestuffs herein before defined.
NEWTON & SON,
Agents for the Applicant.