The Manufacture and Production of Colouring-matters of the Anthraquinone Series.
Year: 1899

page_text: Date vi Application, 20th Oct., 1699
Complete Specification Left, 27th July, 1900-Accepted, 1st Sept., 1900
Date of Apprivativni, kol ve 10
Complete Specification Left, 27th July, 1900-Accepted, 1st Sept., 1900
PROVISIONAL SPECIFICATION.
The Manufacture and Production of Colouring-matters of the
Anthraquinone Series.
I, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been
communicated to me from abroad by the Badische Anılın & Soda Fabrik of
Ludwigshafen-on-Rhine, in the German Empire) to be as follows:-
sul-
This invention consists in the manufacture and production of new colouring-
matters which are obtained by treating halogen substituted diamido-anthia-
quinones, 01 halogen-substituted di-alphylido-anthraquinones, with
phuric acid and boracic acid, and subsequently sulphonating, all under suit-
able conditions as hereinafter explained The halogen substituted diamido-
anthraquinones are obtained by tieating the amido-anthraquinones in a suitable
solvent, for instance, acetic acid, with chlorine, or bromine, and in a similaı
manner the halogen substitution products of the di-alphylido-anthraquinones
are obtained from these,
The following examples will serve to illustrate the nature of the invention,
but the invention is not confined to the examples The parts are by weight
EXAMPLE 1
PRODUCTION OF NEW COLOURING-MATTER FROM BROM-DIANILIDO-ANTHRAQUINONE,
Prepare a mixture of one hundred parts of brom-di-anılıdo-anthraquinone, and
one hundred parts of boracic acid freed from water. Add this mixture to about
two thousand parts of sulphuric acid (containing about 95 per cent real H₂ SO)
and stir for about twenty-four hours without heating. The melt becomes a
beautiful violet To complete the reaction, heat the melt, for about twelve
lours, to a temperature of from 70° to 100° Centigrade The next step is to
treat the colouring-matter thus obtained with fuming sulphuric acid in
order to convert it into sulpho acid For this purpose the melt is treated with
about two thousand parts of fuming sulphuric acid (containing about 40 per cent
fice anhydride SO₂) Heat the mixture, so obtained, to a temperature of
130° Centigrade, until a test portion dissolves, practically completely, in water
Collect the colouring-matter by dissolving the melt in water, precipitating with
common salt and filtering
The colouring-matter so obtained is a blue paste and when dry it is a violet-
blue powder It is fairly soluble in water, the solutions being blue, it dissolves
in alcohol and aniline the solutions being pure blue and in caustic soda the solu-
tion being green-blue and in concentrated sulphuric acid the solution being
green It dyes unmordanted wool blue shades, and chrome mordanted wool
green-blue shades. In a similar way colouring-matter can be obtained by using
the halogen derivatives of other di-alphylido-anthraquinones instead of di-anilído-
Pine A

page_text: anthraquinone; and, instead of the brominated derivatives, the chlorinated de-
rivatives can be used.
EXAMPLE 2.
PRODUCTION OF A COLOURING MATTER FROM BROMDIAMIDO-ANTHRAQUINONE.
Prepare a mixture of one hundred parts of brom-diamido-anthraquinone (such
as can be obtained for instance treating 1.41 di-ortho-amido-anthraquinone, in
glacial acetic acid solution, with an excess of bromine), and one hundred parta
of boracic acid, and add this mixture, at ordinary temperature, to about two
thousand parts of concentrated sulphuric acid (containing about 95 per cent
real H, SO). The mixture dissolves in the acid, and the solution, after a time,
assumes a violet colour. Then heat the melt to a temperature of 100° Centigiade
until the colour has become pure blue Next add two thousand parts fuming
sulphuric acid (containing about 40 per cent free anhydide) and heat the mix-
ture to about 130° Centigrade, until a test portion, on pouring into water, shews
that the mass is sufficiently soluble If the heating with fuming acid be pro-
longed, a more soluble colouring-matter is obtained after a short treatment.
This colouring-matter dyes wool from the acid bath violet shades of great
brilliance, which tuin bluer by treatment with chromates on the fibre If the
colouring-matter be dyed on chrome moidanted wool violet blue shades are
obtained.
The colouring-matter is a violet paste and when dry a violet powder It is
easily soluble in hot water the solution being violet-blue, with caustic soda lye
it yields a blue solution, the solutions in alcohol are blue-violet and in aniline
a pure blue, and the solution in concentrated sulphuric acid is yellow
Dated this 28th day of October 1899
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, WC,
Agents.
The Manufacture and Production of Colouring-matters of the
Anthraquinone Series.
1, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been
communicated to me from abroad by the Badische Anılın & Soda Fabik of
Ludwigshafen-on-Rhine in the Geiman Empire) and in what manner the same
is to be performed to be particularly described and ascertained in and by the
following statement. -
with
This invention consists in the manufacture and production of new colouring
matters which are obtained by treating halogen substituted diamido-anthra-
quinones, or halogen substituted di-alphylido-anthraquinones,
sulphuric acid and boracic acid, and subsequently sulphonating, all under suit-
able conditions as hereinafter explained The halogen substituted diamido-
anthraquinones are obtained by treating the amido-anthraquinones in a suitable
solvent, for instance, acetic acid, with chlorine, or bromine, and in a similar
manner the halogen substitution products of the di-alphylido-anthraquinones
are obtained from these
The following examples will serve to illustrate the nature of the invention,

page_text: and the manner in which it may be carried out into practical effect, but the
invention is not confined to the examples. The parts are by weight.
EXAMPLE 1
PRODUCTION OF NEW COLOURING MATTER FROM BROM-1.11-DIANILIDO-
ANTHRAQUINONE.
Prepare a mixture of one hundred parts of brom-1.4'-dianılıdo-anthraquinone,
and one hundred parts of boracic acid freed from water Add this mixture
to about two thousand parts of sulphuric acid, (containing about 95 per cent
real H, SO), and stir for about twenty-four hours without heating The melt
becomes a beautiful violet To complete the reaction, heat the melt, for about
twelve hous, to a temperature of from seventy to one hundred degrees Centi-
giade
The next step is to treat the colouring matter thus obtained with
fuming sulphuric acid in order to convert it into sulpho-acid For this purpose
the melt 18 treated with about two thousand parts of fuming sulphuric acid,
(containing about 40 per cent free anhydride SO₂)
Heat the mixture, so obtained, to a temperature of one hundred and thuty
degices Centigrade, until a test portion dissolves, practically completely, in water
Collect the colouring matter by dissolving the melt in water, precipitating with
common salt, and filtering.
The colouring matter so obtained is a blue paste and, when dry, it is a violet-
blue powder
In a similar way colouring matter can be obtained by using the halogen
derivatives of other di-alphylido-anthraquinones instead of dianilido-anthra-
quinone, and, instead of the biominated derivatives, the chlorinated deurvatives
can be used
The properties of some of the colouring-matters which can be obtained in
accordance with this example are set forth in the following table.

page_text: EXAMPLE 2.
PRODUCTION OF A COLOURING MATIER FROM BROM-DIAMIDO-ANTHRAQUINONE
Prepare a mixture of one hundred parts of brom-diamido-anthraquinone (such
as can be obtained, for instance, by treating 1.4'di-ortho-amido-anthraquinone, in
glacial acetic acid solution, with an excess of bromine) and one hundred paits of
boracic acid, and add this mixture, at ordinary temperature, to about two
thousand parts of concentrated sulphuric acid, (containing about 95 per cent
real H, SO) The mixture dissolves in the acid, and the solution, after a
time, assumes a violet colour Then heat the melt to a temperature of one
hundred degrees Centigrade, until the colour has become pure blue. Next add
two thousand parts fuming sulphuric acid (containing about 40 per cent free
anhydride) and heat the mixture to about one hundred and thuty degrees
Centigrade, until a test portion, on pouring into water, shews that the mass 18
sufficiently soluble. If the heating with fuming acid be prolonged, a colouring
matter is obtained which 18 more soluble than is that obtained after a short treat-
ment This colouring matter dies wool, from the acid bath, violet shades of
great brilliance, which tuin blue by treatment with chromates on the fibre If
the colouring matter be dyed on chrome mordanted wool violet-blue shades
are obtained
The colouring matter is a violet paste and when dry a violet powder It 18
easily soluble in hot water, the solution being violet-blue, with caustic soda-lye
it yields a blue solution, the solutions in alcohol are blue-violet, and in aniline
a pure blue, and the solution in concentrated sulphuric acid is yellow.
In a similar manner colouring matters can be obtained by using chlor-diamido-
anthraquinone instead of the brominated derivative.
Having now particularly described and ascertained the nature of the said
invention and in what manner the same is to be performed, I declare that what
I claim 16.-
1 The manufacture of colouring matters of the anthraquinone sees by treat-
ing a chlor- or a brom-dialphylido-anthraquinone with concentrated sulphuric
acid and boracic acid, substantially as her embefore described
2 The manufacture of colouring matters of the anthraquinone series by treat-
ing a chloi- or a brom-diamido-anthraquinone with concentrated sulphuric acid
and boracic acid, substantially as herein before described
3 The manufacture of colouring matters of the anthraquinone sees by sul-
phonating colouring matters such as can be obtained in accordance with the pre-
ceding first and second claiming clauses
4 The manufacture of colouring matters of the anthraquinone seules sub-
stantially as described in the foregoing Example 1
5 The manufacture of colouring matters of the anthraquinone selles sub-
stantially as described in the foregoing Example 2
6 As new products of manufacture the colouring matters of the anthia-
quinone series, such as can be obtained in accordance with the preceding first
and second claiming clauses
7. As new products of manufacture the colouring matters of the anthraquinone
series such as can be obtained by sulphonating the colouring matters claimed
in the last preceding claiming clause
Dated this 26th day of July 1900
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, WC,
Agents