A Manufacture of New Azo-dye-stuffs.
Year: 1887

page_text: Date of Application, 30th Dec., 1887
Complete Specification Left, 17th Sept., 1888
Complete Specification Accepted, 19th Oct., 1888
A Manufacture of New Azo-dye-stuffs.
[, CHARLES DENTON ABEL of No. 28 Southampton Buildings, Chancery Lane in
the County of Middlesex, Consulting Engineer and Patent Agent do hereby declare
the nature of this invention to be as follows :-
New and useful azo-dye-stuffs may be obtained by the action of binitro-diazo-
benzene, which has hitherto not been used for this purpose, upon the mono- and
di-sulphonic acids of a- and B-naphthylamine.
The binitro-diazo-benzene which is used for this purpose is that which can be
prepared, by methods well known to chemists, from the ordinary or asymmetrical
binitro-aniline of the inelting point 180° C. discovered by Gottlieb.
If this binitro-diazo-benzene be allowed to act upon any or either of the naphthyl-
amine-sulphonic acids in the presence of sodium-acetate or any other suitable sodium
salt, an azo-color is formed, the shade of which varies with the naphthylamine-
sulphonic acid used.
As an example will describe the preparation of a purple-azo-dye from binitro-
diazo-benzene and the B-naphthylamine-mono-sulphonic acid, known as Brönner's
acid, and which is prepared by heating the ordinary, or Schäffer's, ẞ-naphthol-mono-
sulphonic acid with aqueous ammonia under pressure.
If 26.5 parts, by weight, of the sodium-salt of this acid and 20 parts or more,
by weight (taken as dry) of sodic acetate be dissolved in about 500 parts of water,
and this solution be mixed in the cold, with the cold aqueous solution of 25.7 parts
binitro-diazo-benzene-nitrate or a corresponding quantity of any of its other salts, the
dye-stuff is formed at once and settles out as a dark violet precipitate, which may be
filtered and re-dissolved in hot water.

page_text: This dye-stuff dyes wool and silk from an acid-bath in purple shades; it is readily
soluble, with a purple shade, in boiling water; if an alkali be added, to this solution,
it gelatinises on cooling. Concentrated sulphuric acid dissolves the dry powder with
an orange color.
If in this process the Brönner's ẞ-naphthylamine-sulphonic acid be replaced by an
equal weight of the sodium-salts of any of the other ẞ-naphthylamine-sulphonic or
a-naphthylamine-sulphonic acids, a coloring matter is invariably the result, the shade
of which is either red or brown or purple.
If again the sodic ẞ-naphthylamine-sulphonate, in the above process, be replaced
by 34.5 parts, by weight, of the sodium-salt of any or either of the a- or ẞ-naphthyl-
amine-disulpho-acids, coloring matters of red, brown, or purple shade are likewise
formed. As a rule these are more soluble than those prepared from the mono-
sulphonic acids.
As an example I will describe the purple azo-dye which is formed by the action of
binitro-diazo-benzene upon the B-naphthylamine-disulphonic acid. This is prepared
by heating the B-naphthol-disulphonate, known by the letter R, with aqueous ammonia
under pressure. From this salt a purple dye is obtained which, in a dry state, forms
a black powder, easily soluble in water with dark-red color. It dyes wool and silk a
deep purple shade from an acid-bath. The solution of the dry powder in concentrated
sulphuric acid is of a dark crimson shade.
Dated 30th day of December 1887.
ABEL & IMRAY,
Agents for the Applicant.

page_text: I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery Lane, in
the County of Middlesex Consulting Engineer and 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 :-
New and useful azo-dye-stuffs may be obtained by the action of binitro-diazo-
benzene, which has hitherto not been used for this purpose upon the mono- and
di-sulphonic acids of a and B-naphthylamine.
The binitro-diazo-benzene which is used for the purpose is that which may be
prepared by methods well known to chemists, from the ordinary or asymmetrical
binitro-aniline having the melting point 180° Centigrade discovered by Gottlieb.
If this binitro-diazo-benzene be allowed to act upon any or either of the naphthyl-
amine sulphonic acids in the presence of sodium acetate or any other suitable alkaline
salt, an azo colour is formed, the shade of which varies according to the naphthyl-
amine sulphonic acid used.
As an example, I will describe the preparation of a purple azo-dye from binitro-
diazo-benzene and the naphthylamine monosulphonic acid, known as Brönner's acid,
which is prepared by heating the ordinary, or Schäffer's ẞ naphthol monosulphonic
acid with aqueous ammonia under pressure.
If 26.5 parts by weight of the sodium salt of this acid and 20 parts or more by
weight (taken as dry) of sodic acetate be dissolved in about 500 parts of water, and
this solution be mixed in the cold, with the cold aqueous solution of 25-7 parts binitro-
diazo-benzene nitrate or a corresponding quantity of any of its other salts, the dye
stuff is formed at once and settles as a dark purple precipitate, which may be filtered
and redissolved in hot water.
This dye stuff dyes wool and silk from an acid bath in purple shades; it is readily
soluble, with a purple shade, in boiling water; if an alkali be added to this solution,
it gelatinises on cooling; concentrated sulphuric acid dissolves the dry powder with
an orange colour.
If in this process the Brönner's ẞ naphthylamine sulphonic acid be replaced by an
equal weight of the sodium salt of any of the other ẞ naphthylamine sulphonic
or a naphthylamine sulphonic acids, a colouring matter is invariably the result, the
shade of which is either red or brown or purple.
If again the sodic ẞ naphthylamine sulphonate in the above process be replaced
by 34.8 parts by weight of the sodium salt of any or either of the a or ẞ naphthyl-
amine disulpho-acids, colouring matters of red, brown, or purple shade are likewise
formed. As a rule these are more soluble than those prepared from the mono-
sulphonic acids.
As an example, I will describe the purple azo-dye which is formed by the action of
binitro-diazo-benzene upon the ẞ naphthylamine disulphonic acid.

page_text: This is prepared by heating the ẞ naphthol-disulphonate, known by the letter R, with
aqueous ammonia under pressure. From this salt a purple dye is obtained which in a
dry state forms a black powder, easily soluble in water with dark red colour.
It dyes wool and silk a deep purple shade from an acid bath. The solution of the
dry powder in concentrated sulphuric acid is of a dark crimson shade.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
:-
1. The manufacture of azo-dye-stuffs by the action of the asymmetrical binitro-
diazo-benzene upon the mono- and di-sulphonic acids of a and ẞ naphthylamine,
substantially as described.
2. The dye-stuffs so produced.
Q Thames of aen dus stuffn nunnud as who and farth