Improvements in the Manufacture and Production of Azo Colouring-matters.
Year: 1899

page_text: Improvements in the Manufacture and Production of Azo
Colouring-matters.
I, JAMES YATE JOHNSON, of 47, Lincolns Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been
communicated to me from abroad by The Badische Anilin & Soda Fabrik, of Ludwigs-
hafen-on-Rhine, in the German Empire) to be as follows:-
==
This invention consists in the manufacture and production of new azo colouring-
matters by the combination of the diazo compound of certain nitro-amido-phenol-
sulphoacids or analogous bodies with meta-phenylene-diamine or similar components.
The nitro-amido-phenol-sulpho-acids more particularly used according to this inven-
tion are the ortho-nitro-ortho-amido-phenol-para-sulpho-acid and para-nitro-ortho-
amido-phenol-ortho-sulphoacid. The colouring-matters obtained according to this
invention dye wool, from the acid bath, brown shades, which, on treatment with
chromates, are darkened to a deep brown, to black-brown. The colours so obtained are
as fast as those obtained by the ordinary alizarine colouring-matters. They resist
milling, washing, rubbing, and the action of sulphurous fumes, steam, and carbonising,
and possess an extraordinary fastness against the action of light.
The following example will serve to further illustrate the nature of the invention,
which however is not confined to this example. The parts are by weight :-
:-
Dissolve about 117 parts of ortho-nitro-ortho-amido-phenol-para-sulphoacid in 500
parts of water, to which 115 parts of caustic soda lye, (containing about 35 per
cent. Na OH) have been added. Add a solution of about 35 parts of sodium nitrite
and run this mixture, whilst continuously stirring, into a dilute hydrochloric acid
solution made of about 220 parts of hydrochloric acid (containing about 30 per cent.
real H.Cl,) and 500 parts of water. The liquid is, from time to time, tested for
nitrous acid, and, when no further nitrous acid is present, the diazo solution is run
into a solution of about 95 parts of meta-phenylene-diamine-hydrochlorate in 1000
parts of water, containing also about 300 parts of crystallised sodium acetate. Stir
for about four hours, when the combination is usually completed. The colouring
matter separates out completely. Filter, press and dry.
When using the para-nitro-ortho-amido-phenol-ortho-sulphoacid instead of the
ortho-nitro-ortho-amido-phenol-para-sulphoacid, the process can be performed in a
similar manner.

page_text: COMPLETE SPECIFICATION.
Improvements in the Manufacture and Production of Azo
Colouring-matters.
I, JAMES YATE JOHNSON, of 47, Lincolns 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 and 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 :-
This invention consists in the manufacture and production of new azo colouring
matters by the combination of the diazo compounds of certain nitro-amido-phenol-
sulpho acids with meta-phenylene-diamine, or other meta-diamine. The nitro-amido-
phenol-sulpho-acids used according to this invention, are the ortho-nitro ortho-amido-
phenol-para-sulpho-acid and para nitro-ortho-amido-phenol-ortho sulpho-acid. The
colouring matters obtained according to this invention dye wool, from the acid bath,
brown shades, which on treatment with chromates, are darkened to a deep brown, or
to a black-brown shade. The colours so obtained are as fast as those obtained by the

page_text: ordinary alizarine colouring matters. They resist milling, washing, rubbing, the
action of sulphurous fumes and of steam, and carbonising and possess an extraordinary
fastness against the action of light.
The following example will serve to further illustrate the nature of the invention
and also the manner in which it can be performed but it is not confined to this
example. The parts are by weight.
Dissolve about one hundred and seventeen parts of ortho-nitro-ortho-amido-phenol-
para-sulphoacid in five hundred parts of water to which one hundred and fifteen parts
of caustic soda lye, (containing about 35 per cent. Na OH) have been added.
Add a
solution of about thirty four and a half parts of sodium nitrite and run this solution,
whilst continuously stirring, into a dilute hydrochloric acid solution made of about
two hundred and twenty parts of hydrochloric acid (containing about 30 per cent.
real H Cl) and five hundred parts of water. The liquid is, from time to time, tested
for nitrous acid, and when no further nitrous acid is present, the diazo solution is run
into a solution of about ninety five parts of meta-phenylene-diamine-hydrochlorate in
one thousand parts of water, containing also about three hundred parts of crystallised
sodium acetate. Stir for about four hours, when the combination is usually com-
pleted. The colouring matter separates out, completely. Filter press and dry.
When using the para-nitro-ortho-amido-phenol-ortho sulphoacid instead of the
ortho-nitro-ortho-amido-phenol-para-sulphoacid, the process can be performed in a
similar manner.
The following table gives, in a concise form, some of the reactions of the new
colouring matters :-

page_text: 2. The manufacture of azo colouring-matters as hereinbefore described in the
example.
3. As new products the azo colouring-matters such as can be obtained from the
nitro-amido-phenol sulpho-acids herein before mentioned and a meta-diamine.
Dated this 17th day of August 1899.
JOHNSONS & WILLCOX,
47, Lincolns Inn Fields, London, W.C., Agents.