Improved Manufacture of Colouring Matters.
Year: 1893

page_text: Date of Application, 8th Mar., 1893
Complete Specification Left, 4th Dec., 1893-Accepted, 6th Jan., 1894
ROVIDIUNAL DE MULTICATION.
[Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR ANILIN
FABRIKATION, of Berlin, in the Empire of Germany, Chemical Manu-
facturers.]
Improved Manufacture of Colouring Matters.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery Lane,
in the County of London, Consulting Engineer and Chartered Patent Agent do
hereby declare the nature of this invention to be as follows :-
This invention relates to the production of colouring matters by means of the
new amido-naphtholdisulpho-acid, produced as described in the Specification to
my Application for Letters Patent No. 2984, dated 10th February 1893 by
converting the a naphthylaminedisulpho acid (mentioned in the German Patent
No. 40571), by sulphonation into a naphthylaminetrisulpho acid and melting this
with caustic alkalies.
My foreign correspondents have discovered that the aforesaid acid may be used
for the production of a series of most valuable colouring matters.
I. In the first place the new amidonaphtholdisulpho acid may be combined with
simple diazo bodies, such as, for instance, those derived from aniline and its
homologues, the carbon- and sulpho-acids of these bases, nitraniline and its
homologues, the naphthylamines and their sulpho-acids &c. The products obtained
in this way dye wool, in an acidulated bath shades varying from magenta-red to
violet.
II. The amidonaphtholdisulpho-acid mentioned yields further colouring matters,
when combined with diazotised amido-azo bodies. Such amido-azo bodies are for
instance amido-azobenzene and its homologues, amidoazonaphthaline, and the so-
called mixed amidoazo bodies; moreover, the sulpho-acids of the aforesaid amido-
azo compounds, whether the sulpho group or groups be in the first or second
constituent of the amido-azo compound, or whether the sulpho group or groups be
in these constituents before combination, or whether they be subsequently introduced
by sulphonation into the amido-azo compound.
The colouring matters derived from such amido-azo compounds and the said
new amidonaphtholdisulpho acid dye wool in an acidulated bath violet red to dark
violet blue shades.
III. By combining the tetrazo derivatives of para-diamines (benzidine, tolidine,
dianisidine, diamidostilbene &c.) with two molecules of the new amidonaphthol-
disulpho acid, colouring matters may be obtained which dye unmordanted cotton in
an alkaline or in a salt bath. The products are distinguished by their bright blue.
shades.
IV. My foreign correspondents have further discovered that the said new amido-
naphtholdisulpho-acid yields, when combined with tetrazo compounds in the pro-
portion of one molecule to one molecule, an intermediate product, which still
contains one free diazo group, and may therefore be combined again with one
molecule of a phenol, amine, diamine, amidophenol or their carbo- and sulpho-
acids. Generally the blue tint prevails in these mixed azo dyes, but, according
to the second compound introduced, it varies from violet blue to greenish blue and
blue black.
Dated this 8th dor of Mar 1902
ABEL & IMRAY,
Agents for the Applicant.

page_text: Improved Manufacture of Colouring Matters.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery
Lane, in the County of London, Consulting Engineer and Chartered 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:-
This invention relates to the production of colouring matters by means of the
new amidonaphtholdisulpho acid described in the Specification to my Application
for Letters Patent No. 2984, dated 10th February 1893.
My foreign correspondents have discovered that the aforesaid acid may be used
for the production of a series of most valuable colouring matters.
I. In the first place the new amidonaphtholdisulpo acid may be combined with
simple diazo bodies, such for instance as those derived from aniline and its homo-
logues, the carbo- and sulpho acids of these bases, nitraniline and its homologues,
the naphthylamines and their sulpho acids.
The following may serve as an example of the production of these colouring
matters.
9-3 kilos aniline are diazotized in the well known manner; the solution of the
diazo benzene thus obtained is added to a solution of 32 kilos. of the 1: 8 amido-
naphtholdisulpho acid and sodium carbonate or acetate. The mixture forms a red
solution which after some time is heated, in order to complete the formation of the
azo dye. Common salt is added in order to precipitate the colouring matter which
is then filtered off and dried. The product obtained in this way, dyes wool in an
acidulated bath a magenta red tint.
In a similar manner other diazo compounds, as for instance, those from toluidine,
xylidine, anisidine, a and ẞ naphthylamine, nitraniline, nitro toluidine, &c.,
sulfanilic acid, amido benzoic acid, amidosalicylic acid, the naphthylamine sulphonic
acids &c., may be used.
The tints obtained vary from magenta red to red violet and orchile red.
II. The amidonaphtholdisulpho acid mentioned yields also colouring matters,
when combined with diazotised amido azo bodies. Such amido azo bodies are, for
instance, amidoazobenzene and its homologues, amido azo naphthaline and the so
called mixed amido azo bodies; also the sulpho acids of the aforesaid amido azo
compounds whether the sulpho group or groups be in the first or second constituent
of the amido azo compound or whether the sulpho group or groups be in these
constituents before combination or whether they be subsequently introduced by
sulphonation into the amido azo compound.
To illustrate the production of these colours the following example may be
given.
19-7 kilos. of amidoazobenzene are transformed in the well known manner into
diazo azo benzene which is combined with 32 kilos. of 1:8 amidonaphthol-
disulphonic acid under the same conditions as in Example I.
The violet red solution obtained is heated for some time and the combination
product is precipitated by means of common salt. The colouring matter dyes
wool in an acidulated bath a violet red tint.
In a similar manner colouring matters may be produced from the other amido
azo bodies above mentioned; the tints obtained with these products on wool in an
acidulated bath vary, according to the amido azo body employed, from violet red
to dark violet blue.

page_text: III. By combining the tetrazo derivatives of para-diamines such as benzidine,
tolidine, dianisidine, diamidostilbene and analogous bodies with two molecules of
the new amido naphtholdisulpho acid, colouring matters may be obtained which
dye unmordanted cotton in an alkaline or in a salt bath. The products are
generally distinguished by their bright blue tints.
The production of these dyes may be illustrated by the following example.
21-2 kilos. ortho tolidine are diazotised in the well known manner and the
resulting tetrazo compound is combined in alkaline solution or on addition of
sodium acetate with 64 kilos. of 1:8 amidonaphtholdisulpho acid. The mixture is
well stirred for some hours until the black blue precipitation formed in the first
instance is nearly dissolved.
The solution is heated and the colouring matter is precipitated by means of
common salt.
IV. My foreign correspondents have further discovered that the said new amido-
naphtholdisulpho acid yields, when combined with tetrazo compounds in the
proportion of one molecule to one molecule, an intermediate product which still
contains one free diazo group and may therefore be combined again with one
molecule of a phenol, amine, diamine, amidophenol or their carbo and sulpho
acids.
Such mixed dyes may, for instance, be produced as follows:-
The tetrazo compound obtained from 21.2 kilos. of ortho-tolidine is mixed with
a solution of 32 kilos. of 1:8 amidonaphthol disulpho acid and the necessary
quantity of sodium acetate.
To the intermediate product which forms a black blue precipitate a solution of
24 kilos. of a naphthol a monosulpho acid (Nevile-Winther) is added and such a
quantity of sodium carbonate that the solution is always kept alkaline.
After some hours the solution is heated and the colouring matter is precipitated
by addition of common salt.
For the a naphthol a monosulpho acid may be substituted other mono or disulpho
acids, derived from naphthol (a or B) the amidonaphtholsulpho acids, dioxy-
naphthalinesulpho acids, phenol carbonic acids as for instance salicylic acid also
the amines and diamines or their sulpho or carbonic acid.
Generally the blue tint prevails in these mixed azo dyes, but according to
the second compound introduced it varies from violet blue to greenish blue and
blue black.
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 herein described process for the production of colouring matters from
1:8 amidonaphtholdisulphonic acid by combining it in an alkaline or weakly
acidulated solution with the diazo compounds of mono amines such as aniline,
nitraniline, the toluidines, xylidines, anisidines, naphthylamines, amidonaphthol
ethers or their sulpho or carbonic acids.
2. The herein described process for the production of colouring matters from
1:8 amidonaphthol disulpho acid by combining it in an alkaline or weakly
acidulated solution with the diazo compounds of amidoazo bodies, such as amido-
benzene, its homologues and analogues and their sulpho acids.
3. The herein described process for the production of colouring matters from
1:8 amidonaphtholdisulpho acid by combining two molecular proportions of it in
an alkaline or weakly acidulated solution with one molecule proportion of the
tetrazo compounds of para diamines such as benzidine, ortho tolidine, diamido-
phenyltolyl, diamidodiphenylether, diamido stilbene or alkyloxybenzidine.
4. The herein described process for the production of mixed azo colours by
combining one of the two diazo groups of the tetrazo derivatives of the para
diamines mentioned in the preceding claim in an alkaline or weakly acidulated

page_text: solution with the 1: 8 amidonaphtholdisulpho acid and combining the other diazo
group with an amine or diamine, a phenol, an amidophenol, or their sulpho and
carbonic acids.
5. The colouring matters produced by the processes set forth in the preceding
claims.
Dated this 4th dow of December 1802
ABEL & IMRAY,
Agents for the Applicant.

page_text: Date of Application, 8th Mar., 1893
Complete Specification Left, 4th Dec., 1893-Accepted, 6th Jan., 1894
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR ANILIN
FABRIKATION, of Berlin, in the Empire of Germany, Chemical Manu-
facturers.]
Improved Manufacture of Colouring Matters.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery Lane,
in the County of London, Consulting Engineer and Chartered Patent Agent do
hereby declare the nature of this invention to be as follows:-
This invention relates to the production of colouring matters by means of the
new amido-naphtholdisulpho-acid, produced as described in the Specification to
my Application for Letters Patent No. 2984, dated 10th February 1893 by
converting the a naphthylaminedisulpho acid (mentioned in the German Patent
No. 40571), by sulphonation into a naphthylaminetrisulpho acid and melting this
with caustic alkalies.
My foreign correspondents have discovered that the aforesaid acid may be used
for the production of a series of most valuable colouring matters.
I. In the first place the new amidonaphtholdisulpho acid may be combined with
simple diazo bodies, such as, for instance, those derived from aniline and its
homologues, the carbon- and sulpho-acids of these bases, nitraniline and its
homologues, the naphthylamines and their sulpho-acids &c. The products obtained
in this way dye wool, in an acidulated bath shades varying from magenta-red to
violet.
II. The amidonaphtholdisulpho-acid mentioned yields further colouring matters,
when combined with diazotised amido-azo bodies. Such amido-azo bodies are for
instance amido-azobenzene and its homologues, amidoazonaphthaline, and the so-
called mixed amidoazo bodies; moreover, the sulpho-acids of the aforesaid amido-
azo compounds, whether the sulpho group or groups be in the first or second
constituent of the amido-azo compound, or whether the sulpho group or groups be
in these constituents before combination, or whether they be subsequently introduced
by sulphonation into the amido-azo compound.
The colouring matters derived from such amido-azo compounds and the said
new amidonaphtholdisulpho acid dye wool in an acidulated bath violet red to dark
violet blue shades.
III. By combining the tetrazo derivatives of para-diamines (benzidine, tolidine,
dianisidine, diamidostilbene &c.) with two molecules of the new amidonaphthol-
disulpho acid, colouring matters may be obtained which dye unmordanted cotton in
an alkaline or in a salt bath. The products are distinguished by their bright blue
shades.
IV. My foreign correspondents have further discovered that the said new amido-
naphtholdisulpho-acid yields, when combined with tetrazo compounds in the pro-
portion of one molecule to one molecule, an intermediate product, which still
contains one free diazo group, and may therefore be combined again with one
molecule of a phenol, amine, diamine, amidophenol or their carbo- and sulpho-
acids. Generally the blue tint prevails in these mixed azo dyes, but, according
to the second compound introduced, it varies from violet blue to greenish blue and
blue black.
Dated this 8th dow of Morab 1902
ABEL & IMRAY,
Agents for the Applicant.

page_text: Improved Manufacture of Colouring Matters.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chaucery
Lane, in the County of London, Consulting Engineer and Chartered 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 :-
This invention relates to the production of colouring matters by means of the
new amidonaphtholdisulpho acid described in the Specification to my Application
for Letters Patent No. 2984, dated 10th February 1893.
My foreign correspondents have discovered that the aforesaid acid may be used
for the production of a series of most valuable colouring matters.
I. In the first place the new amidonaphtholdisulpho acid may be combined with
simple diazo bodies, such for instance as those derived from aniline and its homo-
logues, the carbo- and sulpho acids of these bases, nitraniline and its homologues,
the naphthylamines and their sulpho acids.
The following may serve as an example of the production of these colouring
matters.
9.3 kilos. aniline are diazotized in the well known manner; the solution of the
diazo benzene thus obtained is added to a solution of 32 kilos. of the 1:8 amido-
naphtholdisulpho acid and sodium carbonate or acetate. The mixture forms a red
solution which after some time is heated, in order to complete the formation of the
azo dye. Common salt is added in order to precipitate the colouring matter which
is then filtered off and dried. The product obtained in this way, dyes wool in an
acidulated bath a magenta red tint.
In a similar manner other diazo compounds, as for instance, those from toluidine,
xylidine, anisidine, a and ẞnaphthylamine, nitraniline, nitro toluidine, &c.,
sulfanilic acid, amido benzoic acid, amidosalicylic acid, the naphthylamine sulphonic
acids &c., may be used.
The tints obtained vary from magenta red to red violet and orchile red.
II. The amidonaphtholdisulpho acid mentioned yields also colouring matters,
when combined with diazotised amido azo bodies. Such amido azo bodies are, for
instance, amidoazobenzene and its homologues, amido azo naphthaline and the so
called mixed amido azo bodies; also the sulpho acids of the aforesaid amido azo
compounds whether the sulpho group or groups be in the first or second constituent
of the amido azo compound or whether the sulpho group or groups be in these
constituents before combination or whether they be subsequently introduced by
sulphonation into the amido azo compound.
To illustrate the production of these colours the following example may be
given.
19.7 kilos. of amidoazobenzene are transformed in the well known manner into
diazo azo benzene which is combined with 32 kilos. of 1:8 amidonaphthol-
disulphonic acid under the same conditions as in Example I.
The violet red solution obtained is heated for some time and the combination
product is precipitated by means of common salt. The colouring matter dyes
wool in an acidulated bath a violet red tint.
In a similar manner colouring matters may be produced from the other amido
azo bodies above mentioned; the tints obtained with these products on wool in an
acidulated bath vary, according to the amido azo body employed, from violet red
to dark violet blue.

page_text: III. By combining the tetrazo derivatives of para-diamines such as beuzidine,
tolidine, dianisidine, diamidostilbene and analogous bodies with two molecules of
the new amido naphtholdisulpho acid, colouring matters may be obtained which
dye unmordanted cotton in an alkaline or in a salt bath. The products are:
generally distinguished by their bright blue tints.
The production of these dyes may be illustrated by the following example.
21 2 kilos. ortho tolidine are diazotised in the well known manner and the
resulting tetrazo compound is combined in alkaline solution or on addition of
sodium acetate with 64 kilos. of 1:8 amidonaphtholdisulpho acid. The mixture is
well stirred for some hours until the black blue precipitation formed in the first
instance is nearly dissolved.
The solution is heated and the colouring matter is precipitated by means of
common salt.
IV. My foreign correspondents have further discovered that the said new amido--
naphtholdisulpho acid rields, when combined with tetrazo compounds in the
proportion of one molecule to one molecule, an intermediate product which still
coutains one free diazo group and may therefore be combined again with one
molecule of a phenol, amine, diamine, amidophenol or their carbo and sulpho
acids.
Such mixed dyes may, for instance, be produced as follows:-
The tetrazo compound obtained from 21.2 kilos. of ortho-tolidine is mixed with,
a solution of 32 kilos. of 1:8 amidonaphthol disulpho acid and the necessary
quantity of sodium acetate.
To the intermediate product which forms a black blue precipitate a solution of
24 kilos. of a naphthol a monosulpho acid (Nevile-Winther) is added and such a
quantity of sodium carbonate that the solution is always kept alkaline.
After some hours the solution is heated and the colouring matter is precipitated
by addition of common salt.
For the a naphthol a monosulpho acid may be substituted other mono or disulpho
acids, derived from naphthol (a or B) the amidonaphtholsulpho acids, dioxy-
naphthalinesulpho acids, phenol carbonic acids as for instance salicylic acid also
the amines and diamines or their sulpho or carbonic acid.
Generally the blue tint prevails in these mixed azo dyes, but according to
the second compound introduced it varies from violet blue to greenish blue and
blue black.
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 herein described process for the production of colouring matters from
1:8 amidonaphtholdisulphonic acid by combining it in an alkaline or weakly.
acidulated solution with the diazo compounds of mono amines such as aniline,
nitraniline, the toluidines, xylidines, anisidines, naphthylamines, amidonaphthol
ethers or their sulpho or carbonic acids.
2. The herein described process for the production of colouring matters from
1:8 amidonaphthol disulpho acid by combining it in an alkaline or weakly
acidulated solution with the diazo compounds of amidoazo bolies, such as amido--
benzene, its homologues and analogues and their sulpho acids.
3. The herein described process for the production of colouring matters from
1:8 amidonaphtholdisulpho acid by combining two molecular proportions of it in
an alkaline or weakly acidulated solution with one molecule proportion of the
tetrazo compounds of para diamines such as benzidine, ortho tolidine, diamido-
phenyltolyl, diamidodiphenylether, diamido stilbene or alkyloxybenzidine.
4. The herein described process for the production of mixed azo colours by
combining one of the two diazo groups of the tetrazo derivatives of the para
diamines mentioned in the preceding claim in an alkaline or weakly acidulated

page_text: solution with the 1:8 amidonaphtholdisulpho acid and combining the other diazo
group with an amine or diamine, a phenol, an amidophenol, or their sulpho and
carbonic acids.
5. The colouring matters produced by the processes set forth in the preceding
claims.
DL: 4th dve of Doaambev 1902
ABEL & IMRAY,
Agents for the Applicant.