The Manufacture or Production of New Basic Colouring-matters.
Year: 1892

page_text: Date of Application, 20th Sept.. 1892
Complete Specification Left, 20th June, 1893-Accepted, 29th July, 1893
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBENFABRIKEN vormals FRIEDRICH
BAYER & Co., of Elberfeld, in the Empire of Germany.]
The Manufacture or Production of New Basic Colouring-matters.
I HENRY EDWARD NEWTON of the Office for Patents, 6 Bream's Buildings,
Chancery Lane, in the County of London, Patent Agent, do hereby declare the
nature of this invention to be as follows:-
In the Specification of the British Letters Patent No. 8750, granted to Benjamin
Willcox, and dated May 27th 1889, the production of basic dye-stuffs is described,
which consists in heating together the hydroxyazo compounds obtained from diazo
benzene, diazotoluene, diazonaphthalene, tetrazodiphenyl,- analogous diazo- or
tetrazo salts, and metahydroxymono alkylaniline, or metahydroxydialkylaniline,
with alpha naphthylamine, mono or dialkyl alphanaphthylamine, in presence of a
solvent, at from 150 to 200 degrees centigrade. The resulting products can also
be obtained, according to the same Letters Patent by melting, under the above
circumstances, with metahydroxymonoalkylaniline, or metahydroxydialkylaniline,
those azo products which result from the combination of diazo benzene, diazo-
toluene, diazonaphthalene, tetrazodiphenyl, tetrazoditolyl, and analogous salts, with
alpha naphthylamine, monoalkyl or dialkylalpha naphthylamine. If, for example,
equal molecular proportions of the hydrochloric salt of benzene azo metahydroxy-
dialkylaniline and alphanaphthylamine hydrochlorate are heated together, the
formation of dye proceeds in such a manner, that the hydroxyazo product gives
oft aniline, and is then united with alpha naphthylamine to form a blue colouring-
matter. The dye-stuffs described in the aforesaid Letters Patent belong to the
series of oxazines"; for instance, the products obtained from benzeneazo meta-
hydroxydimethylaniline or benzeneazo metahydroxydiethylaniline and alpha
naphthylamine have been ascertained by my foreign correspondents to be identical
with those produced by the action of nitrosometahydroxydimethyl or nitrosometa-
hydroxydiethylaniline on alpha-naphthylamine. In this case the azo group re-acts
to form aniline, in the same manner as the nitroso group reacts to form water.
It was of high theoretical interest to ascertain, whether nitrosodimethylaniline
and its analogues could be replaced by benzene azo dimethylaniline and analogues
thereof, or whether the azo group can re-act in the said manner only, if it be
possible that an oxazine nucleus could be formed. My foreign correspondents have
found that products soluble in alcohol, and of no value, result by acting with one
molecular proportion of dimethylamidoazobenzene hydrochlorate upon one mole-
cular proportion of alpha naphthylamine hydrochlorate, or the muriatic salts or
other aromatic bases, in the manner described in the above Letters Patent.
My foreign correspondents have further found, that products soluble in water
are obtained in good yield by the action of a great excess of dimethylamidonzo-
benzene upon a free aromatic base in alcoholic solution, and that results of
technical value are especially obtained in acting with dimethyl- or diethylamido-
azobenzene or aniline, orthotoluidine, diphenyl- or ditolylmetaphenylene, diamine
phenylalphanaphthylamine, tolylalphanaphthylamine, diphenyl- or ditolylnaph-
thylene diamine (27), diphenyl or ditolylnaphthylenediamine (2.6). My foreign
correspondents have also found, that, in a similar manner, other amines, diamines,
monoalkylamines, dialkylamines, monoalkyldiamines, and dialkyldiamines, or
substitution products of all these amido compounds, can be employed in the said
process, on condition that an ortho position to the amido group in all these amines
be not substituted, and that dimethyl or diethylamido azo benzene can be replaced

page_text: by other dialkylamidoazobenzenes, monoalkylamido azobenzene, amidoazobenzene,
their homologues, or those products which result by combining with monoalkyl,-
or dialkylaniline, or analogous amines (not substituted in paraposition to the
amido group), or diamines (not substituted in the one paraposition to the amido
group), diazotoluene, diazoxylene, diazonaphthalene chlorides, or other diazo-
chlorides, on condition that, in the products thus formed, an ortho position to the
place where the azo group enters into the molecule, is not substituted.
According to the researches of my foreign correspondents, good results are
obtained either by the action of one molecular proportion of the aforesaid bases
containing two amido groups upon two molecular proportions of alkylised amido
azo compound, or by acting with 15 molecular proportions of alkylised amido
azo compound on one molecular proportion of the aforesaid bases containing one
amido group.
The alcohol can further be replaced by other indifferent solvents, such as, for
example, glacial acetic acid or glycerine.
The resulting dye-stuffs are suitable for dyeing and printing cotton prepared
with tannic acid, or the like, and the shades produced by them possess a high
fastness to the action of light and alkalies.
In order to illustrate the method for producing these colouring matters, the
following examples are given, the parts being by weight.
FIRST EXAMPLE.
219 parts of phenyl alphanaphthylamine are dissolved in 200 parts of alcohol,
on heating, and, with stirring, 39 parts of dimethylamidoazobenzene hydrochlorate are
introduced quickly. The resulting solution is boiled for from about 15 to 20 hours
in a vessel provided with a reflux condenser, until a clear blue solution is formed,
and dimethylamidoazobenzene is no more distinguishable. The liquid thus obtained
is then poured into 5000 parts of hot water, and, after acidulating with hydro-
chloric acid, the blue solution is filtered, and the dye stuff is precipitated by means
of common salt and zinc chloride.
My foreign correspondents have ascertained that the filtrate contains aniline and
dimethylparaphenylene diamine.
If the alcohol employed, and aniline separated during the reaction, shall be
recovered, the liquid is rendered alkaline, for instance, by the addition of soda lye,
and distilled with water steam. The residue, which is the base of the colouring
matter, is converted by the addition of hydrochloric acid into hydrochloric salt,
which is purified by re-dissolving in water, and is then salted out with common
salt and zinc chloride, as hereinbefore mentioned.
The colouring matter thus obtained easily melts in hot water, clods not readily
soluble being thus formed. It readily dissolves in water, if it is mixed in a dried
and pulverised state with cold water, and the mixture is slowly heated. When it
is employed for dyeing or printing cotton prepared with tannic acid, shades from
blue to bluish violet are produced.
If, in the preceding example, phenylalphanaphthylamine be replaced by the
equivalent quantities of analogous alkylnaphthylainines of aniline, toluidene,
analogues or alkylsubstitution products thereof, or if, on the other hand, dimethyl-
amidoazobenzene be replaced by an equivalent quantity of diethylamidobenzene,
or analogous dialkylamidoazobenzenes of dialkylamidoazotoluene, dialkylamido-
azoxylene, or the like, monoalkylamidoazobenzene, amidoazobenzene and their
analogues, products are obtained which, in general, are similar to that produced as
described in the foregoing first example.

page_text: obtained is dissolved in a large quantity of hot water, and the dye-stuff itself is
salted out by means of common salt and zinc chloride. When employed for dyeing
and printing, it produces, on cotton prepared with tannic acid or the like, greenish-
blue shades.
Analogous coloring matters, suitable for dyeing cotton prepared with tannic acid,
result by employing, in place of diphenylnaphthylenediamine used in the foregoing
second example, the equivalent quantity of ditolylnaphthylenediamine (2.7), or an
analogous dialkyl product of this diamine, or monoalkylnaphthylene diamine (2.7),
or by using, in place of diethylamidoazobene, the corresponding quantity of
dimethylamidoazobenzene, or other dialkylamidoazobenzenes, homologues thereof
(such as dialkylamidoazotoluene, etc.) or monoalkylamidoazobenzene, amidoazo-
benzene, or analogues thereof.
THIRD EXAMPLE.
26 parts of diphenylmetaphenylenediamine are mixed with 30 parts of glycerine
and 52-3 parts of dimethylamidoazobenzene hydrochlorate, and the resulting mixture
is then heated, with stirring, at from 100 to 120 degrees centigrade, until dimethyl-
amidoazobenzene is no more distinguishable.
The material thus obtained is treated in the same manner as described in the
foregoing first example, in order to isolate the dye stuff.
This coloring matter produces, on cotton mordanted with tannic acid or salts, a
greenish-blue.
Ditolylmetaphenylenediamine, and analogous dialkylmetaphenylenediamines,
dialkyltoluylene diamines, and analogous dialkyldiamines, react in the same
manner, if a corresponding quantity of them is employed in place of diphenylmeta
phenylene diamine used in the above third example. Monoalkyl diamines likewise
can be employed. Of course, the dimethylamidoazobenzene of the foregoing
example can be replaced by an equivalent quantity of diethylamido azobenzene,
other dialkylamidoazobenzenes, dialkylamidoazotoluene, and higher homologues
thereof, monoalkylamidoazobenzene, amidoazobenzene, or analogues thereof.
FOURTH EXAMPLE.
155 parts of diphenylnaphthylene diamine (2.6) are heated together with
28.9 parts of dimethylamidoazobenzene hydrochlorate, and 100 parts of alcohol in a
vessel provided with a reflux condenser, until the color of the resulting solution has
just changed from dull brown into green. The material thus obtained is poured
into a large quantity of hot water, and after filtering this solution, the dye stuffs is
precipitated by means of common salt.
It dyes cotton prepared with tannic acid a bluish green.
It is noticeable that, if heating be not interrupted in due time, the greenish
product is slowly converted into a blue. The other dye stuff's obtained from
derivatives of naphthylene diamine (26) shew the same property; however, the
product obtained from dimethylamidoazobenzene and orthoditolylnaphthylene
diamine (26) is excepted. In the latter case, a greenish intermediate product
could not be isolated in considerable amount, as a dye stuff producing greenish-blue
shades is formed directly.
In the employment of ditolylnaphthylene diamine (26), or analogues thereof,
monoalkylnaphthylene diamine (2-6) in place of diphenylnaphthylene diamine (2.6),
similar dye stuffs are obtained in the manner described in the preceding
fourth example. Dimethylamidoazobenzene
can further be replaced by
the equivalent quantity of diethylamidoazobenzene, of other dialkylamidoaz -
benzenes, dialkylamidoazotoluene, or higher homologues thereof, monoalkylamid. -
azobenzene, amidoazobenzene, or analogues thereof.
It is peculiar that the properties of these dye stuffs particularly depend on the

page_text: nature of the aromatic bases; for instance, the coloring matters derived from
diphenylnaphthylene diamine (2-6) yield green shades; a blue is obtained by means
of those products which result from diphenylnapthylenediamine (2-7); the dye
stuffs formed from phenylalphanaphthylamine yield bluish violet shades; and the
products obtained from aniline produce greyish blue shades, and so on.
The
alkylised amido azo compounds only exert an influence in that the ethyl substituted
products yield shades somewhat more greenish than the methyl substituted
products.
My foreign correspondents have described, in the above examples, certain
methods of producing several dye stuffs of this series. The manufacture of these
products, of course, is not restricted to the proportions mentioned therein, as these
can be varied; for example, in place of glycerine, glacial acetic acid, or alcohol,
other solvents can be employed. The complete dye stuffs may also be isolated in
another manner etc. The nature of this invention is not altered by such variations
or modifications, as the invention in general relates to the production of azine dye
stuffs by means of alkylamidoazobenzene, or analogues thereof, and amines,
diamines, or substitution products thereof.
Dated this 20th day of September 1892.
NEWTON & SON,
Agents for the Applicant.
COMPLETE SPECIFICATION.
The Manufacture or Production of New Basic Colouring-matters.
I, HENRY EDWARD NEWTON, of the Office for Patents 6, Bream's Buildings,
Chancery Lane, in the County of London, 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 :-
In the Specification of the British. Letters Patent No. 8750, granted to Benjamin
Willcox, and dated May 27th 1889, the production of basic dye-stuff's is described,
which process consists in heating together the hydroxyazo compounds obtained
from diazobenzene, diazotoluene, diazonaphthalene, tetrazodiphenyl, analogous
diazo or tetrazo salts, and metahydroxy-monoalkylaniline, or metahydroxydialkyl-
aniline, with alpha naphthylamine, mono- or dialkyl alpha naphthylamine, in
presence of a solvent, at from 150 to 200 degrees centigrade. The resulting
products can also be obtained according to the same Letters Patent, by fusing
together with metahydroxymonoalkylaniline, or metahydroxydialkylaniline, those
azo compounds which result from the combination of diazobenzene, diazotoluene,
diazonaphthalene, tetrazodiphenyl, tetrazoditolyl, and analogous salts, with
alphanaphthylamine, mono alkyl or dialkylalphanaphthylamine. If, for example,
equi-molecular proportions of the hydrochloride of benzene-azo-metahydroxy-
dialkylaniline and alpha naphthylamine hydrochloride are heated together, the
formation of dye proceeds in such a manner, that the hydroxyazo product loses
aniline, and unites with alpha-naphthylamine to form a blue colouring-matter.
The dye-stuffs described in the aforesaid Letters Patent, belong to the series of
"oxazines," for instance, the products obtained from benzene-azo-metahydroxy-
dimethylaniline or benzene-azo-metahydroxydiethylaniline and alphanaphthyl-
amine, have been ascertained by my foreign correspondents to be identical with
those produced by the action of nitrosometahydroxydimethyl- or nitrosometa-
hydroxydiethylaniline on alphanaphthylamine. In this case, the azo group acts to
form aniline in the same manner as the nitroso group acts to form water.
It was a matter of high theoretical interest to ascertain whether nitrosodimethyl-
aniline and its analogues can be replaced by benzene-azo-dimethylaniline and
analogues thereof, or whether the azo group can act in the said manner only in
those cases in which it is possible that an oxazine nucleus can be formed. My

page_text: foreign correspondents have ascertained that products of no value, which dissolve
in alcohol, are obtained on acting with one molecular proportion of dimethylamido-
azo-benzene hydrochloride on one molecular proportion of alpha naphthylamine
hydrochloride, or the hydrochlorides of other aromatic bases, in the manner
described in the above Letters Patent.
My. foreign correspondents have, however, found that a good yield of products
which are soluble in water, is obtained by the interaction, in alcoholic solution, of
a large excess of dimethylamidoazobenzene, and an aromatic base, and that results
of technical value are obtained, especially by the action of dimethyl- or diethyl-
amidoazobenzene on aniline, orthotoluidine diphenyl or ditolylmetaphenylene
diamine, phenyl alpha naphthylamine, tolylalphanaphthylamine, diphenyl or
ditolylnaphthylene diamine (2:7), diphenyl- or ditolylnaphthylene diamine (2:6).
My foreign correspondents have also found, that, in a similar manner, other amines,
diamines, monoalkylamines, dialkylamines, monoalkyldiamines, or dialkyldiamines,
or substitution products of these amido compounds, can be employed in the said
process, which fulfil the condition that a position ortho to the amido group remain
unsubstituted, and that dimethyl- or diethylamidoazobenzene can be replaced by
other dialkylamidoazobenzenes, monoalkyl-amidoazobenzenes, amidoazobenzene,
their homologues, or those products which are obtained by combining with
monoalkyl- or dialkylaniline, or analogous amines (unsubstituted in a position
para to the amido group), or diamines (unsubstituted in the one position para
to an amido group), diazotoluine, diazoxylene, diazonaphthalene chlorides, or
other diazo chlorides.
In order to specify more in detail the "amidoazo products" which have been
employed with good result by my foreign correspondents, and the "amido
compounds," which likewise yield good results, the following two tables are given,
of which the first contains the "amidoazo products,' whilst in the second are the
"amido compounds."
II.
Aniline, ortho toluidine, diphenylamine,
Methyl-alpha-naphthylamine,
Ethyl-alpha-naphthylamine,
Benzyl-alpha-naphthylamine,
Phenyl-alpha-naphthylamine,
Tolyl-alpha-naphthylamine,

page_text: Ethyl-beta-naphthylamine,
Benzyl-beta-naphthylamine,
Phenyl-beta-naphthylamine,
Tolyl-beta-naphthylamine,
Metaphenylene diamine or the mono-, di, or trimethyl- or ethyl derivatives
Meta toluylene diamine
thereof.
Para phenylene diamine or the mono-, di-, tri-, or tetra-methyl-or-ethyl deriva-
Para toluylene diamine tives thereof,
Diphenyl meta phenylene diamine,
Ditolyl-meta-phenylene diamine,
Diphenyl naphthylene diamine, 2:6 or 2:7,
Ditolyl naphthylene diamine, 2:6 or 2:7,
Meta amido dimethylaniline,
Meta amido dietbylaniline,
Meta amido dimethyl-ortho-toluidine,
Meta amido diethyl-ortho-toluidine,
Meta amido dimethyl-para-toluidine,
Meta amido diethyl-para-toluidine,
Dinitrophenyl-meta-amido dimethylaniline,
Dinitrophenyl-meta-amido diethylaniline,
Dinitrophenyl-meta-amido dimethyl ortho toluidine,
Dinitrophenyl-meta-amido diethyl ortho toluidine,
Dinitrophenyl-meta-amido dimethyl para toluidine,
Dinitrophenyl-meta-amido diethyl para toluidine.
According to the researches of my foreign correspondents, good results are
obtained either by the action of one molecular proportion of the aforesaid "amido
compounds" containing two amido groups on two molecular proportions of the
"amidoazo products," or by acting with 1:5 molecular porportions of the latter on
one molecular proportion of the aforesaid "amido compounds" containing one
amido group.
The alcohol can be replaced by other indifferent solvents, such as, for example,
glacial acetic acid or glycerine :-
The resulting dye-stuffs are suitable for dyeing and printing cotton prepared
with tannic acid or the like, and the shades produced by them are in a high degree
fast, withstanding both the action of light and of alkalies.
In order to illustrate the method of producing these colouring-matters, the
following examples are given, the parts being of weight.
FIRST EXAMPLE.
DVE STUDEN
DAY
DIMET VI AMIDO CORENZEN K
HYDROCHLORIDE
ANTY
DVE OTURD
EDAY
DIMETIDO (ORENZ WANI
HYDROCHLORIDE
PHENYLALPHANAPHTHYLAMINE.
AND
21.9 parts of phenylalphanaphthylamine are dissolved in 200 parts of hot alcohol,
and 39 parts of dimethylamidoazobenzene hydrochloride are quickly stirred in.
The resulting solution is boiled for from about 15 to 20 hours in a vessel provided
with a reflux condenser, until a clear blue solution is formed, and dimethylainidoazo-
benzene is no longer distinguishable. The liquid thus obtained is then poured into
about 5000 parts of hot water, and the solution having been acidulated with a
small quantity of hydrochloric acid, is filtered, and the dye-stuff is then precipitated
by means of common salt and zinc chloride.
My foreign correspondents have ascertained that the filtrate contains aniline
and dimethyl para phenylene diamine.
If the alcohol employed and the aniline separated during the action are to be
recovered, the liquid is rendered alkaline, for instance, by the addition of soda-lye
and distilled with steam. The residue, consisting of the colour base, is converted

page_text: DYE-STUFF OBTAINED FROM DIMETHYLAMIDOAZOBENZENE HYDROCHLORIDE
AND DIPHENYL-META-PHENYLENEDIAMINE.
26 parts of diphenylmeta phenylene diamine are mixed with 30 parts of glycerine
and 52.3 parts of dimethylamidoazobenzene hydrochloride, and the resulting mixture
is the heated, stirring the while, at from 100 to 120 degrees centigrade, until
dimethylamidoazobenzene is no longer distinguishable.
The material thus obtained is treated in the same manner as described in the
foregoing first example, in order to isolate the dye-stuff.
This colouring-matter produces a greenish-blue on cotton mordanted with tannic
acid or salts thereof.
Ditolyl meta phenylene diamine and analogous dialkylmeta phenylene diamines,
dialkyltoluylene diamines, and analogous dialkyldiamines, act in the same manner,
if a corresponding quantity be employed, in place of diphenylmeta phenylene
diamine used in the above third example. Monoalkyldiamines can also be employed.
Of course, the dimethylamidoazobenzene of the foregoing example can be replaced
by an equivalent quantity of diethylamidoazobenzene, other dialkylamidoazo-
benzenes, dialkylamidoazotoluene, and higher homologues thereof, monoalkylamido-
azobenzene, amidoazobenzene, or analogues thereof.

page_text: COLOURING-MATTER
FROM
DIMETHYLAMIDOAZOBENZENE
AND DIPHENYL
f
NAPHTHYLENE DIAMINE (2:6).
15-5 parts of diphenyl naphthylene diamine (2:6), mixed with 28-9 parts of
dimethylamidoazobenzene hydrochloride, and 100 parts of alcohol, are heated in a
vessel provided with a reflux condenser, until the colour of the resulting solution
has just changed from dull brown into green.
The material thus obtained is
poured into a large quantity of hot water, and, after filtering this solution, the
dye-stuff is precipitated by means of common salt.
It dyes cotton prepared with tannic acid a bluish-green.
It is noticeable that, if heating be not interrupted in due time, the greenish
product is slowly converted into a blue. The other dye-stuffs obtained from
derivatives of naphthylene diamine (26) shew the same property, excepting,
however, the product obtained from dimethylamidoazobenzene and orthoditolyl-
naphthylene diamine (2:6). In the latter case, a greenish intermediate product
could not be isolated in considerable amount, as a dye-stuff producing greenish-blue
shades is formed directly.
By employing ditolylnaphthylene diamine (2:6), or analogues thereof, mono-
alkylnaphthylene diamine (2:6), in place of diphenylnaphthylene diamine (2:6),
similar dye-stuffs are obtained in the manner described in the preceding fourth
example. Dimethylamidoazobenzene can also be replaced by the equivalent
quantity of diethylamidoazobenzene, of other dialkylamidoazobenzenes, dialkyl-
amidoazotoluene, or higher homologues thereof, monoalkylamidoazobenzenes,
amidoazobenzene, or analogues thereof.
The properties of these dye-stuffs are largely determined by the nature of the
aromatic bases; for instance, the colouring-matters derived from diphenyl-
naphthylene diamine (2:6) yield green shades; a blue is obtained by means of
the products obtained from diphenylnaphthylene diamine (2:7); the dye-stuffs
formed from phenylalpha naphthylamine yield bluish-violet shades, and the
products obtained from aniline produce greyish-blue shades, and so on.
In the
case of the alkylised amidoazo compounds, the ethylsubstituted products yield
shades somewhat more inclined to green than the methyl substituted products.
In the above examples, my foreign correspondents have described certain
methods of producing several dye-stuffs of the azine series; but the manufacture
of these products is not restricted to the proportions mentioned therein, as these
can be varied; for example, in place of glycerine, glacial acetic acid, or alcohol,
or other solvents, can be employed. Moreover, dye-stuff's may be isolated in
another manner etc. The nature of this invention is not altered by such or similar
variations or modifications, as the invention relates, in general, to the production of
azine dye-stuffs by means of amidoazobenzene, alkylamidoazobenzene or analogues
thereof, and amines, diamines, or substitution products thereof.
It is to be noted that, in case glacial acetic acid or ordinary acetic acid be
employed as solvent or diluent, it is not necessary to start from the hydrochlorides
or other salts of the above "amido-azo-products," but that the free "amido azo
products can be allowed to act directly in acetic solution on the free "amido
compounds," basic colouring-matters soluble in water being thus produced.
"
Such or similar modifications easily follow in practically carrying out the present
invention. For instance, basic dye-stuffs soluble in water not only result on
allowing the hydrochlorides or other salts of amidoazobenzene, amidoazotoluene,
mono- or dialkylamidoazobenzene, mono- or dialkylamidoazotoluene, benzene-azo-
alphanaphthylamine, benzene-azo-monoalkylalpha naphthylamine; benzene-azo-
dialkylalpha naphthylamine, or the other amidoazo products above defined, to act
on the free meta diamines, or the mono,- di,- or trialkyl-derivatives thereof, in the
presence of a solvent or diluent, but the action can also be effected by allowing

page_text: the salts of the "amidoazo products" to act on the salts of meta diamines, or their
alkylated products, either dissolved in, or when mixed with, water.
"
"
If para phenylene diamine, para toluylene diamine, or the mono,- di,- tri,- or
tetraalkyl derivatives thereof are employed, the corresponding dye-stuffs can be
obtained either by the interaction of the salts of the above defined "amidoazo
products and the last-named para diamines in the presence of a solvent or
diluent (such as alcohol, glacial acetic acid, or the like), or by allowing the free
"amidoazo products to act on the salts of these para diamines, also in the
presence of a solvent or diluent, or the interaction can also be effected of the free
"amidoazo products" and the free para diamines in the presence of glacial acetic
acid, or other acid solvents or diluents, or the salts of the "amidoazo products
hereinbefore defined can be allowed to act on the salts of the said para diamines
dissolved in water, or in the presence of another solvent or diluent.
"
Colouring-matters which, generally speaking, are very readily soluble, are
formed, if the above named amines or diamines are allowed to act on sulpho
derivatives of amidoazo compounds, for instance, sulpho acids of benzene azo alpha
naphthylamine obtainable from diazo benzene and alpha naphthylamine sulpho
acids acids, or mono- or dialkylnaphthylamine sulpho acids. Similar colouring-
matters result, if the first formed dye-stuffs from the above defined amidoazo
compounds and amido products are treated with sulphonating agents.
Having now particularly described and ascertained the nature of the said inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
1. The production of dye-stuffs from amido azo products, or alkylated or other
derivatives thereof, and amines, diamines, or derivatives thereof.
2. The processes for producing dye-stuffs from the amidoazo products hereinbefore
mentioned in the first table, and the amido compounds above enumerated in the
second table, which processes consist in acting :-
a) With the hydrochlorides of the said amidoazo products on the above amido
compounds (amines, diamines, or derivatives thereof), in presence of a solvent
or diluent, or
b) With the hydrochlorides of the above amido azo compounds on the
hydrochlorides of the above amines, diamines, or derivatives thereof,
employing water as solvent or diluent, or
c) With the free amidoazo products on the salts of the said amines, diamines,
or derivatives thereof, in the presence of a solvent or diluent; or
d) With the free amidoazo products on the above named amines, diamines or
derivatives thereof, employing glacial acetic acid or other acid substances as
solvents or diluents.
3. The conversion of the dye-stuffs obtainable by means of the processes described
in the foregoing second claim, or by any other way, into sulpho derivatives, viz. by
treating the former with fuming sulphuric acid or other sulphonating agents.
4. As new products of manufacture, the new colouring-matters obtainable by
means of the processes hereinbefore defined, or by any other way producing the
same or similar result.
Dated this 20th day of June 1893.
NEWTON & SON,
Agents for the Applicant.