The Manufacture, and Production, of Oxy-anthraquinone Sulpho Acids.
Year: 1898

page_text: PROVISIONAL SPECIFICATION.
The Manufacture, and Production, of Oxy-anthraquinone Sulpho
Acids.
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 com-
municated to me from abroad by The Badische Anilin & Soda Fabrik, of Ludwigs-
hafen-on-Rhine, in the German Empire,) to be as follows:-
It is known that amido-anthraquinones can be diazotised by working in
essentially concentrated acid solutions. My foreign correspondents have dis-
covered that amido-anthra-quinones can be diazotised in fuming sulphuric acid
solution and by subsequent heating, the corresponding oxy-anthra-quinones in
the form of sulpho acids be obtained smoothly. This direct conversion of amido-
anthra-quinones into oxy-anthra-quinone sulpho acids is believed to be absolutely
new no analogous process having been employed even in the naphthalene, or in the
benzene series.
The following example will serve to illustrate the nature of the invention, but
I do not limit myself to the details herein given. The parts are by weight.
Dissolve about ten parts of 1.4-diamido anthra-quinone in about one hundred
parts of fuming sulphuric acid (containing about twenty to forty per cent. S03)
and add at ordinary temperature, and whilst stirring well, about ten parts of solid.
sodium nitrite then heat to about one hundred to one hundred and thirty degrees
Centigrade, for about two, to two and a half hours; pour the melt into water and
salt out. The sulpho acid of anthrarufine so obtained dissolves in water the
solution being yellow with a reddish tinge; the caustic soda solution is a beautiful
red. The said acid is insoluble in alcohol. It dissolves in concentrated sulphuric
acid the solution being reddish-yellow, which on addition of boracic acid becomes
a beautiful crimson-red and exhibits a strong reddish-yellow fluorescence.
It dyes unmordanted wool, yellow shades, and is an important initial material
for the production of dyestuffs.
In the same manner other amido compounds of anthra-quinone can be treated.
Thus, for instance from 1.3-diamido-anthra-quinone a sulpho acid of the corre-
sponding xantho-purpurine can be obtained and from 1.1'-diamido-anthra-
quinone a sulpho acid of chrysazin results and so on.
The concentration of the fuming sulphuric acid may be widely varied without
essentially altering the result obtained.
171 1
T
1000

page_text: COMPLETE SPECIFICATION,
The Manufacture, and Production, of Oxy-anthraquinone Sulpho
Acids.
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 com-
municated to me from abroad by The Badische Anilin & Soda Fabrik, of Ludwigs-
hafen on Rhine, in the German Empire) and in what manner the same is to be
performed, to be particularly described and ascertained in and by the following
statement:-
It is known that amido-anthraquinones can be diazotised by working in essen-
tially concentrated acid solutions. My foreign correspondents have discovered that
amido-anthraquinones can be diazotised in fuming sulphuric acid solution and by
subsequent heating, the corresponding oxyanthraquinones in the form of sulpho
acids be obtained smoothly. This direct conversion of amido-anthraquinones
into oxyanthraquinone sulpho acids is not merely entirely novel but no
analogous process has been employed even in the naphthalene, or in the benzene,
series.
The following example will serve to illustrate the nature of the invention,
and the manner in which it can be carried into practical effect, but I do
not limit myself to the details given in this example. The parts are by
weight.
Dissolve about ten parts of 1.4-diamido-anthraquinone in about one hundred
parts of fuming sulphuric acid (containing about twenty to forty per cent. SO,)
and add, at the ordinary temperature, and whilst stirring well, about ten parts
of solid sodium nitrite, then heat to about one hundred, to one hundred and
thirty, degrees Centigrade, for about two, to two-and-a-half hours: pour the melt
into water and salt out. A sulpho acid of anthrarufine is so obtained: it dissolves
in water, the solution being yellow with a reddish tinge, the caustic soda solution
is a beautiful red. The said acid is insoluble in alcohol. It dissolves in con-
centrated sulphuric acid the solution being reddish-yellow, which, on addition of
boracic acid, becomes a beatiful crimson-red, and exhibits a strong reddish-
yellow fluorescence. It dyes unmordanted wool yellow shades, and is an important
initial material for the production of dyestuffs.
In the same manner other amido compounds of anthraquinone can be treated.
Thus, for instance, from 1.3-diamido-anthraquinone a sulpho acid of the corre-
sponding xantho-purpurine can be obtained, and from 1.1'-diamido-anthraquinone
a sulpho acid of chrysazin results, and mono-amido-anthraquinone can be treated
in the same way, and so on.
The concentration of the fuming sulphuric acid may be widely varied without
essentially altering the result obtained.
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 manufacture of oxy-anthraquinone-sulpho acid by diazotizing an amido-
anthraquinone in fuming sulphuric acid solution, and subsequently heating sub-
stantially as hereinbefore described.
2. The manufacture of oxy-anthraquinone sulpho-acids substantially in the
manner herein before described in the example.

page_text: 3. As new articles of manufacture the oxy-anthraquinone sulpho acids such as
can be obtained substantially as hereinbefore described.
Dated this 28th day of February 1899.
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.