IMPROVEMENTS IN THE PRODUCTION OF COLOURING MATTERS SUITABLE FOR DYEING
Year: 1879

page_text: LETTERS PATENT to Joseph Anthony Dixon, of 175, West George Street,
Glasgow, in the County of Lanark, North Britain, Solicitor, for the Invention
of "IMPROVEMENTS IN THE PRODUCTION OF COLOURING MATTERS SUITABLE
FOR DYEING." A communication from abroad by Wilhelm Meister, Eugen
Lucius, and Adolphus Brüning, all of Hoechst-am-Main, in the Empire of
Germany, persons carrying on business as Chemical Manufacturers, at
Hoechst-am-Main, under the Firm of Meister, Lucius, and Brüning.
PROVISIONAL SPECIFICATION left by the said Joseph Anthony Dixon at
the Office of the Commissioners of Patents on the 26th November 1879.
JOSEPH ANTHONY DIXON, of 175, West George Street, Glasgow, in the County
of Lanark, North Britain, Solicitor. "IMPROVEMENTS IN THE PRODUCTION OF
COLOURING MATTERS SUITABLE FOR DYEING." [A communication from abroad by
Wilhelm Meister, Eugen Lucius, and Adolphus Brüning, all of Hoechst-am-Main,
in the Empire of Germany, persons carrying on buisness as Chemical Manufactures,
at Hoechst-am-Main, under the Firm of Meister, Lucius, and Brüning.]
The said Invention, which has been communicated to mo from abroad by Wilhelm
Meister, Eugen Lucius, and Adolphus Brüning, persons resident at Hoechst-ain-
Main, Germany, and carrying on business there as chemical manufacturers, under the
Firm of Meister, Lucius, and Brüning, relates to a prior Invention of theirs
described in the Provisional Specification of Frank Wirth, No. 2515, A.D. 1879,
the Complete Specification of which Invention has not yet been filed, and the
present Invention has for its object the conversion into the form of salts soluble in
water of certain colouring matters, mentioned in the said Provisional Specification,
No. 2515, which, when obtained by the method therein described (apart from the
treatment with sulphuric acid therein described), are obtained soluble in spirit, but
not in water.
One portion of the Invention described in the said Provisional Specification,
No. 2515, is inter alia, the production of colouring matters soluble in spirit from
the secondary and tertiary monamines of the aromatic compounds (including the
mono or di methylized, or mono or di etbylized, and metbylized, and ethylized
(methyl-ethylized), or otherwise alkylized monamines of the said aromatic

page_text: compouds, such as the mono and di methylized anilines, methyl, ethyl anilin,
methyldiphenylamin, ethyldiphenylamin, the mono or di methylized, or ethylized
tolylamines and the methylized, or ethylized phenyltolylamines and the like) by
the action thereon of chlorquinones, such as tri- and tetra-chlorquinone and their
homologues; the action of the said chlorquinones on the said monamines, in the
manufacture of said colouring matters being, as the said Wilhelm Meister,
Eugen Lucius, and Adolphus Brüning, discovered, merely that of oxidants or
oxidizing agents. The said spirit-soluble products of the action of the chlorquinones
on said amines may, as stated in said Provisional Specification, be rendered soluble
in water by treatment with concentrated sulphuric acid, so as to convert said
products into sulphonic acids.
The said Wilhelm Meister, Eugen Lucius, and Adolphus Brüning, have now further
discovered that the colouring matters soluble in spirit which may be so obtained by
the action of the said chlorquinones and their homologues, from the said mono- or di-
methylized, or mono- or di-ethylized, and the methyl-ethylized, or otherwise
alkylized aromatic monamines, can also be obtained soluble in water in the form of
hydrochloric acid salts, by applying to the said colouring matters, as obtained
soluble in spirit by the process described in said Provisional Specification,
No. 2515, apart from the treatment with sulphuric acid, therein described, the
further process (in lieu of said treatment with sulphuric acid) of which the
following example is an exposition and illustration :—
I take, for example, the product obtained according to the said Provisional
Specification, No. 2515, by the action of the chlorquinone, commonly called
chloranil on the dimethylized aromatic monamine base, known as di-methylanilin,
and (without treating the same with sulphuric acid) I turn the said product into a
base by boiling it with caustic soda lyc. The base so obtained is well washed,
and then dissolved in hydrochloric acid, and from this solution the colouring
matter is precipitated by common salt or by a similar precipitant. The colouring
matter is purified by repeatedly dissolving and precipitating it until it is obtained
in a state of purity; the colouring matter so obtained is soluble in water.
In like manner, instead of di-phenylamin, there may be employed, as explained
in said Provisional Specification, along with the same or other chlorquinones, any
of the various other methylized or ethylized, methyl-ethylized, or otherwise
alkylized aromatic monamine bases, included in said Provisional Specification, in
order to obtain as products colouring matters soluble in spirit. The various products
soluble in spirit, which may be so obtained, may be treated by converting them
respectively (without any treatment with sulphuric acid), into a base by boiling
with caustic soda lye, dissolving this base in hydrochloric acid, and precipitating
and purifying the substance so obtained, all in mauner hereinbefore described in
the preceeding example. And by so treating the said spirit-soluble products of
the said various mono- or di-methylized, or ethylized, or otherwise alkylized
aromatic monamine bases hereinbefore, or in the said Provisional Specification,
No. 2515, mentioned or included colouring matters, ranging from red violet to blue
violet are obtained, all soluble in water.
The Invention hereinbefore described therefore consists in the obtaining in manner
hereinbefore described in the form of hydrochloric acid salts soluble in water or in
the converting in manner herein before described into the form of such water-
soluble salts the spirit-soluble products or colouring matters, which may be
obtained from the various methylized, ethylized, methyl-ethylized, or otherwise
alkilyzed aromatic monamine bases, herein before described or included in the
said Provisional Specification, No. 2515, by acting thereon with the said chlor-
quinones or their homologues in manner described in said Provisional Specification.

page_text: SPECIFICATION in pursuance of the conditions of the Letters Patent filed by
the said Joseph Anthony Dixon in the Great Seal Patent Office on the 22nd
May 1880.
JOSEPHI ANTHONY DIXON, of 175, West George Street, Glasgow, in the County of
Lanark, North Britain, Solicitor. "IMPROVEMENTS IN THE PRODUCTION OF
COLOURING MATTERS SUITABLE FOR DYEING." A communication to me from
abroad by Wilhelm Meister, Eugen Lucius, and Adolphus Brüning, all of Hoechst-
am-Main, in the Empire of Germany, persons carrying on business as Cheinical
Manufacturers, at Hoeclist-am-Main, under the Firin of Meister, Lucius, and
Brüning.
The said Invention hereinafter described, which has been communicated to me
from abroad by Wilhelm Meister, Eugen Lucius, and Adolphus Brüning, persons
resident at Höechst-am-Main, in the Empire of Germany, and carrying on business
as chemical manufacturers there under the Firm or style of Meister, Lucius, and
Brüning, relates to improvements upon a prior Invention of the said Wilhelm
Meister, Eugen Lucius, and Adolphus Brüning, for which Letters Patent, No. 2515,
and dated the 23rd June A.D. 1879, were obtained by Frank Wirth, of the Firm
of Wirth and Company, Patent Solicitors, at Frankfort on the Main, in the Empiro
of Germany, as a communication from the said Wilhelm Meister, Eugen Lucius,
and Adolphus Brüning:
The object of the present Invention is the conversion into the form of hydro-
chloric acid salts soluble in water of certain colouring matters mentioned in the
Specification filed in pursuance of the said Letters Patent, No. 2515, A.D. 1879,
which colouring matters when obtained by the method therein described as the
immediate products of the action of chlorquinones on certain secondary and tertiary
aromatic monamines therein described (that is to say, as the results of the whole
process therein described other than and apart from the final treatment with con-
centrated sulphuric acid also therein described) are obtained soluble in spirit but
not in water. The said Invention described in the said Specification, filed in
pursuance of the said Letters Patent, No. 2515, A.D. 1879, has for its object the
production of new colouring matters from secondary and tertiary monamines of the
aromatic compounds by the action of chlorquinones, such as tri and tetra chlor-
quinones and their homologues on the said monamines, the action of the said
chlorquinones on the said monamines being merely that of oxidants or oxidizing
ageuts.
The said secondary and tertiary aromatic monamines from which the said new
colouring matters are so produced are those which may be considered as originating
in the replacement of two or three of the typical hydrogen atoms of a single
molecule of ammonia by either one radicle of an aromatic hydrocarbon (such as
phenyl or tolyl), and one or two alkyl radicles (such two being either the same or
different), or by one alkyl radicle and one or two such aromatic radicles (such two
being either the same or different).
The Invention described in the said Specification, filed in pursuance of the snid
Letters Patent, No. 2515, A.D. 1879, therefore comprehends inter alia the pro-
duction of colouring matters from the variously alkylized secondary and tertiary
monamines of the aromatic compounds, including the mono or di methylized, the
mono or di ethylized, the methylized and ethylized (methyl-ethylized), and the
otherwise alkylized monamines of the said aromatic compounds (such as the mono-
and di-methylized anilines, methyl-ethyl-anilin, methyldiphenylamin, ethyldipheny-
lamin, the mono- or di-methylized- or ethylized tolylamines, and the methylized or
ethylized phenyl-tolylamines, and the like) by the action on the said alkylized

page_text: monamines of chlorquinones. And the colouring matters which are, in the sense
herein before defined, the immediate products of the said reaction are soluble in
spirit but not in water. The said spirit-soluble colouring matter, which are the
immediate products of the action of the chlorquinones on said amines, may however,
as is likewise stated in said Specification, filed in pursuance of the said Letters
Patent, No. 2515, A.D. 1879, be rendered soluble in water by further treatment
with concentrated sulphuric acid, so as to convert the said products into sulphonic
acids.
The said Wilhelin Meister, Eugen Lucius, and Adolphus Brüning have now
further discovered that the colouring matters soluble in spirit, which are so obtained
as the immediate products of the action of chlorquinones on the variously alkylized
aromatic monamines, included in said Specification of the said Letters Patent,
No. 2515, A.D. 1879, can not only be obtained soluble in water in the form of
sulphonic acids in manner mentioned in said Specification, but can also be obtained
soluble in water in another form and by another process, that is to say, in the
form of hydrochloric acid salts by applying to the said colouring matters as obtained
soluble in spirit by the action of the chlorquinones on the said alkylized monamines
(apart from the further treatment with sulphuric acid in the said Specification
described), the further process (in lieu of said treatment with sulphuric acid) of
which the following example is an exposition and illustration :-
There is taken, for example, the immediate product obtained according to the
said Specification, filed in pursuance of the said Letters Patent, No. 2515, A.D.
1879, by the action of the chlorquinone, commonly called chloranil, on the dimethy-
lized aromatic monamine base known as dimethylanilin, and (without treating the
same with sulphuric acid) the said product is turned into a base by boiling in with
caustic soda lye. The base so obtained is well washed and then dissolved in hydro-
chloric acid, and from this solution the colouring matter is precipitated by common
salt or by a similar precipitant. The colouring matter so obtained is soluble in
water. The colouring matter is purified by repeatedly dissolving and precipitating
it until it is obtained in a state of sufficient purity.
In like manner instead of dimethylanilin there may be employed (as explained
in the said Specification, filed in pursuance of the said Letters Patent, No. 2515,
A.D. 1879) along with chloranil or other chlorquinones any of the various other
methylized or ethylized, methyl-ethylized, or otherwise alkylized aromatic mona-
mine bases included in said Specification in order to obtain as the immediate
products of the reaction between any of such chlorquinones and any of such mona-
inine bases colouring matters soluble in spirit. The various products soluble in
spirit which may be so obtained may be treated by converting them respectively
(without any treatment with sulphuric acid) into a base by boiling with caustic
soda lye, dissolving this base in hydrochloric acid, and precipitating the substanco
so obtained all in manner herein before described in the preceding example, after
which it may be purified in manner also hereinbefore described. And by so
treating the said spirit-soluble products, which result directly from the action of
the chilorquinones upon the said various mono- or di-methylized, or ethylized, or
otherwise alkylized aromatic monamine bases hereinbefore or in the said Specifi-
cation filed in pursuance of the said Letters Patent, No. 2515, A.D. 1879, mentioned
or included colouring matters suitable for dyestuffs and ranging from red-violet to
blue-violet are obtained all soluble in water.
What I therefore claim as the Invention secured to me by the hereinbefore in
part recited Letters Patent is,-
The obtaining in the manner hereinbefore described in the form of hydrochloric
acid salts soluble in water, or the converting in the manner herein before described
into the form of such water-soluble salts the spirit-soluble products or colouring
matters which may be obtained from the various methylized, ethylized, methyl-
ethylized, or otherwise alkylized aromatic monamine bases hereinbefore described
or included in the said Specification filed in pursuance of the said Letters Patent,

page_text: No. 2515, A.D. 1879, as the immediate result of acting with chlorquinones, such as
the said chlorquinones or their homologues on the said alkylized aromatic monamino
bases in manner described in the said Specification, No. 2515, A.D. 1879.
In witness whereof, I, the said Joseph Anthony Dixon, have hereunto set
my hand and seal, this Eighteenth day of May, in the year of our Lord One
thousand eight hundred and eighty.
JOSEPH ANTHONY DIXON. (Ls.)