Year: 1886

page_text: This Specification was, upon the 24th day of June 1887, amended under
Sections 18 to 21 of the Patents, Designs, and Trade Marks Act, 1883.
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 to be as follows:-
As is well known, those coloring matters that are obtained by the joint oxidation
of aromatic diamines and aromatic monamines (Berichte der D. chem: Gesellschaft
1880 p. 207 1883 pp, 464 & 864) do but little resist the action of light and air,
and therefore these coloring matters are only used in the art of printing and dyeing
to a small extent.
Now it has been discovered by my correspondent that, when the joint oxidation
is caused to take place in the presence of hyposulphite of sodium (or hypophos-
phorous acid) in most cases blue coloring matters are obtained that effectually resist
the influence of light and air.
The same coloring matters are obtained when the coloring matters resulting from
the joint oxidation of diamines and monamines or their leucobases are treated with
hyposulphites (or hypophosphorous acid) and oxidizing agents.
EXAMPLES:
1) 12 parts of dimethylaniline are converted into the chlorhydrate of dimethyl-
paraphenylendiamine; this body is dissolved in water and to the largely diluted
solution are added 13 parts of hydrochlorate of aniline, afterwards chlor zinc, and
then 2 parts of hyposulphite of sodium. A cold solution of chromate of potassium
is then allowed to flow into the mixture until no further precipitation is to be
observed. After having heated the mixture for some time, diluted sulphuric acid
is added (taking care to avoid any excess of the same) in order to decompose the
formed chrome-lake and then chromate is added until a sample, mixed with
common salt and filtered, no longer shows a blue tint or precipitate on further
addition of the oxidizing agent. Finally the coloring matter is precipitated by
means of common salt in form of the chlor zinc bicompound. It is a blue-black
powder, soluble in water, and dyes textile fibres a reddish blue shade.

page_text: 2) 12 parts of dimethylaniline are converted into the hydrochlorate of dimethyl-
paraphenylendiamine, this body is dissolved in water and to the solution are added
16 parts of hydrochlorate of dimethylaniline and 24 parts of hyposulphite of
sodium. The mixture is then oxidized with chromate of potassium in the manner
described in example (1) and the coloring matter precipitated. This coloring
matter has a greenish-blue shade.
If a larger quantity of hyposulphite of sodium and a corresponding larger
quantity of the chromate are used, the coloring matter produced will have a
reddish-blue shade.
3) parts of dimethylphenylon green are by means of zinc powder converted
into the leucocompound, this compound is dissolved and to the solution are added
2 parts of hyposulphite of sodium and afterwards chromate of potassium. The
mixture is boiled and the formed coloring matter is precipitated by means of
common salt. This coloring matter is identical with that obtained in example (2).
For the production of the coloring matters the following diamines: para-
phenylendiamine, paratoluylendiamine and their alkylized derivatives, and the
following monamines: Aniline, orthotoluidine and their alkylized derivatives, are
used.
ABEL & IMRAY,
Agents for the Applicant,
28, Southampton Buildings, London, W.C.

page_text: Improvements in the Production of Colouring Matters or
Dyestuffs.
I, CHARLES DENTON ABEL of N° 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:-
As is well known, those colouring matters that are obtained by the joint
oxidation of aromatic diamines and aromatic monamines (Berichte der D. chem:
Gesellschaft 1880 p. 207; 1883 pp. 464 & 864) do but little resist the action of
light and air, and therefore these colouring matters are only used in the art of
printing and dyeing to a small extent.
Now it has been discovered by my correspondent that when the joint oxidation
is caused to take place in the presence of hyposulphite of sodium (or hypophos-
phorus acid) in most cases the colouring matters are obtained that effectually
resist the influence of light and air.
The same colouring matters are obtained when the colouring matters resulting
from the joint oxidation of diamines and monamines or their leucobases are
treated with byposulphites (or hypophosphorus acid) and oxidising agents.
EXAMPLES:
1) 12 parts of dimethylaniline are converted into the chlorhydrate of dimethyl-
paraphenylendiamine; this body is dissolved in water and to the largely diluted
solution are added 13 parts of hydrochlorate of aniline, afterwards zinc chloride
and then 25 parts of hyposulphite of sodium. A cold solution of chromate of
potassium is then allowed to flow into the mixture until no further precipitation is
to be observed. After having heated the mixture for some time, diluted sulphuric
acid is added (taking care to avoid any excess of the same) in order to decompose
the formerd chrome-lake, and then chromate is added until a sample, mixed with
common salt and filtered, no longer shews a blue tint or precipitate on further
addition of the oxidising agent. Finally, the colouring matter is precipitated by
means of common salt in form of the chlorzine-bicompound. It is a blue black
powder soluble in water and dyes textile fibres a reddish blue shade.
2) 12 parts of dimethylaniline are converted into the hydrochlorate of dimethyl-
paraphenylendiamine, this body is dissolved in water and to the solution are added
16 parts of hydrochlorate of dimethylaniline and 250 parts of hyposulphite of
sodium. The mixture is then oxidised with chromate of potassium in the manner
described in example (1) and the colouring matter precipitated. This colouring
inatter has a greenish-blue shade.
If a larger quantity of hyposulphite of sodium and a corresponding larger
quantity of the chromate are used, the colouring matter produced will have a
reddish blue shade.
3) 4 parts of dimethylphenylen green are by means of zinc powder converted
into the leuco compound, this compound is dissolved and to the solution are added

page_text: 2 parts of hyposulphite of sodium and afterwards chromate of potassium. The
mixture is boiled and the formed colouring matter is precipitated by means
of common salt. This colouring matter is identical with that obtained in
example (2).
For the production of the colouring matters the following diamines: Para-
phenylendiamine, paratoluylendiamine and their alkylized derivatives and the
following monamines: Aniline, orthotoluidine and their alkylized derivatives are
used.
Instead of the unsymmetrically di-alkylized paradiamines, as for example
C, H₂ 1 N H₂
SN (C H₂) 2
may be used the paranitroso-derivatives of the corresponding
4
tertiary monamines, as for example C, H,, {N (CH₁) 2; in this case a
NO
spondingly smaller quantity of the oxidising agent is needed.
corre-
Thus, for example, a blue colouring matter, identical with the colouring matter
mentioned in example 2, can be obtained in the following way: 12 parts of
dimethylaniline are dissolved in about 35 to 40 parts of concentrated hydrochloric
acid and nitrosized by means of 7.2 parts of nitrite of sodium. The hydrochlorate
of nitrosodimethylaniline which separates after some time standing is pressed off
and dissolved in 2000, parts of water. To this solution are added 12 parts of
dimethylaniline in forni of its hydrochlorate, 54 parts of zinc chloride and 25 parts
of hyposulphite of sodium, then the mixture is heated to about 90° for an hour;
now are added 10 parts of dichromate of potassium, boiled for about 2 hours, and
the chrome lake decomposed by means of 28 parts of sulphuric acid, After
expelling the sulphurous acid, the oxidation is continued by means of 18 parts of
chromate of sodium and the colouring matter precipitated by means of common
salt, in form of the chlorzinc-bicompound.
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 is :-
1. The production of colouring matters resulting from the joint oxidation of one
of the aromatic diamines, with one of the monamines; hereinbefore mentioned, in
presence of hyposulphites, substantially as described.
2. The production of colouring matters by treating with hyposulphite of sodium
and an oxidising agent the colouring matters obtained by joint oxidation of the
diamines and monamines hereinbefore mentioned or their leucobases, as herein-
before described.
3. The production of colouring matters by replacing, in the process referred to in
the first claim, the paraamido derivatives of the tertiary amines by the paranitroso
derivatives of these tertiary amines, substantially as described.
Data thin 30th Jose of Candanation 1002

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 to be as follows:-
As is well known, those coloring matters that are obtained by the joint oxidation
of aromatic diamines and aromatic monamines (Berichte der D. chem: Gesellschaft
1880 p. 207; 1883 pp, 464 & 864) do but little resist the action of light and air,
and therefore these coloring matters are only used in the art of printing and dyeing
to a small extent.
Now it has been discovered by my correspondent that when the joint oxidation
is caused to take place in the presence of hyposulphite of sodium (or hypophos-
phorous acid) in most cases blue coloring matters are obtained that effectually resist
the influence of light and air.
The same coloring matters are obtained when the coloring inatters resulting from
the joint oxidation of diamines and monamines or their leucobases are treated with
hyposulphites (or hypophosphorous acid) and oxidizing agents.
EXAMPLES:
1) 12 parts of dimethylaniline are converted into the chlorhydrate of dimethyl-
paraphenylendiamine; this body is dissolved in water and to the largely diluted
solution are added 13 parts of hydrochlorate of aniline, afterwards chlor zinc, and
then 2 parts of hyposulphite of sodium. A cold solution of chromate of potassium
is then allowed to flow into the mixture until no further precipitation is to be
observed. After having heated the mixture for some time, diluted sulphuric acid
is added (taking care to avoid any excess of the same) in order to decompose the
formed chrome-lake and then chromate is added until a sample, mixed with
common salt and filtered, no longer shows a blue tint or precipitate on further
addition of the oxidizing agent. Finally the coloring matter is precipitated by
means of common salt in form of the chlor zinc bicompound. It is a blue-black
powder, soluble in water, and dyes textile fibres a reddish blue shade.

page_text: 2).12 parts of dimethylaniline are converted into the hydrochlorate of dimethyl-
paraphenylendiamine, this body is dissolved in water and to the solution are added
16 parts of hydrochlorate of dimethylaniline and 2 parts of hyposulphite of
sodium. The mixture is then oxidized with chromate of potassium in the manner
described in example (1) and the coloring matter precipitated. This coloring
matter has a greenish-blue shade.
If a larger quantity of hyposulphite of sodium and a corresponding larger
quantity of the chromate are used, the coloring matter produced will have a
reddish-blue shade.
3) 4 parts of dimethylphenylon green are by means of zinc powder converted
into the leucocompound, this compound is dissolved and to the solution are added
2 parts of hyposulphite of sodium and afterwards chromate of potassium. The
mixture is boiled and the formed coloring matter is precipitated by means of
common salt. This coloring matter is identical with that obtained in example (2).
For the production of the coloring matters the following diamines: para-
phenylendiamine, paratoluylendiamine and their alkylized derivatives, and the
following monamines: Aniline, orthotoluidine and their alkylized derivatives, are
used.

page_text: 2 parts of hyposulphite of sodium and afterwards chromate of potassium. The
mixture is boiled and the formed colouring matter is precipitated by means
of common salt. This colouring matter is identical with that obtained in
example (2).
For the production of the colouring matters the following diamines: Para-
phenylendiamine, paratoluylendiamine and their alkylized derivatives and the
following monamines: Aniline, orthotoluidine and their alkylized derivatives are
used.
Instead of the unsymmetrically di-alkylized paradiamines, as for example
N (C H₂) 2
may be used the paranitroso-derivatives of the corresponding
Cô H, { NH
7
tertiary monamines, as for example C, H, {N(NO
(C H₂) 2 ; in this case a corre-
spondingly smaller quantity of the oxidising agent is needed.
Thus, for example, a blue colouring matter, identical with the colouring matter
mentioned in example 2, can be obtained in the following way: 12 parts of
dimethylaniline' are dissolved in about 35 to 40 parts of concentrated hydrochloric
acid and nitrosized by means of 7.2 parts of nitrite of sodium. The hydrochlorate
of nitrosodimethylaniline which separates after some time standing is pressed off
and dissolved in 2000 parts of water. To this solution are added 12 parts of
:dimethylaniline in form of its hydrochlorate, 54 parts of zinc chloride and 25 parts
of hy posulphite of sodium, then the mixture is heated to about 90° for an hour;
now are added 10 parts of dichromate, of potassium, boiled for about 2 hours, and
the chrome lake decomposed by means of 28 parts of sulphuric acid. After
expelling the sulphurous acid, the oxidation is continued by means of 18 parts of
chromate of sodium and the colouring matter precipitated by means of common
salt, in form of the chlorzinc-bicompound.
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 is
1
1. The production of colouring matters resulting from the joint oxidation of one
of the aromatic diamines, with one of the monamines, herein before mentioned, in
presence of byposulphites, substantially as described.
2. The production of colouring matters by treating with hyposulphite of sodium
and an oxidising agent the colouring matters obtained by joint oxidation of the
diamines and monamines hereinbefore mentioned or their leucobases, as herein-
before described.
3. The production of colouring matters by replacing, in the process referred to in
the first claim, the paraamido derivatives of the tertiary amines by the paranitroso
derivatives of these tertiary amines, substantially as described.