The Manufacture and Production of New Orange Colouring-matters.
Year: 1899

page_text: PROVISIONAL SPECIFICATION.
The Manufacture and Production of New Orange Colouring-matters.
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 by The Badische Anilin & Soda Fabrik, of Ludwigshafen-on-
Rhine, in the German Empire,) to be as follows:-
In the application for Letters Patent No. 18506 of 1898, I have described the pro-
duction of orange colouring matters from a tetrazo compound, such as tetrazo-di-
phenyl, or tetrazo-di-tolyl, and one molecular proportion of meta-phenylene-diamine-
di-sulphoacid, and one molecular proportion of nitro-meta-phenylene-diamine, or
ditro-meta-toluylene-diamine.
The present invention relates to the production of substantive orange colouring-
matters which are of a redder shade. These dyes are also mixed disazo-dyes
obtained by the use of the nitro-meta-diamines mentioned as second component, and
possess all the good qualities of the dyes hitherto known derived from these com-
ponents. They have a brilliant and beautiful shade, good colouring power, and very
great fastness against the action of light, acids and chlorine. They are also more
readily soluble in water than are some of the orange dyes hitherto known and used,
and, in spite of this greater solubility, their affinity for the fibre is unimpaired.
The new colouring matters are obtained by preparing an intermediate product from
tetrazo compounds such as that derived from benzidine, or tolidine, by combination
with amido-R-salt, that is, beta-naphthylamine-3.31-disulphoacid, or with amido-F-
sulphoacid, that is, beta-naphthylamine-321-disulpho acid. The intermediate pro-
duct so obtained is combined to form a mixed disazo dye, with nitro-meta-phenylene-
diamine, or nitro-meta-toluylene-diamine.
The following example will serve to further illustrate the nature of this invention,
but the invention is not confined to this example. The parts are by weight.
Prepare, in the well known way, an intermediate product from ninety-two parts of
benzidine, and one molecular proportion of amido-R-salt. Collect this intermediate
product by filtering and pressing. Then stir it to a paste with a little water, and
introduce it into a solution of about eighty parts of nitro-meta-phenylene-diamine, in
about thirty thousand parts of water, at a temperature of about 45-50° Centigrade.
Stir the mixture for about four hours, whilst maintaining the temperature at about 50°
Centigrade. Then gradually raise the temperature to 90° Centigrade. When the
colour of the mixture is becoming light brownish-red, add sufficient carbonate of soda
to make the solution alkaline, and precipitate the colouring-matter by means of
common sált. Filter press and dry.
The colouring-matter, so obtained dyes cotton a brilliant red orange without the
aid of a mordant. In the above example tolidine may be used instead of benzidine
and instead of the amido-R-salt, the amido-F-disulphoacid can be used to prepare
the intermediate products, and instead of nitro-meta-phenylene-diamine, nitro-meta-
toluylene-diamine can be used.

page_text: cipitate
Benzidine orange-red
and
amido-R-
salt
reddish-
orange-red orange-red
precipita-
brown pre- with partial:
tion
reddish-orange-red-
cipitate
brown pre- with par-
tial precipi-
tation
5
Benzidine
and
orange
complete
yellow-
orange
partial yel-
orange
brown pre-
orange
low brown
without
amido-F-
acid
cipitate
without pre-
precipitate precipita-
cipitate
tion
COMPLETE SPECIFICATION.
The Manufacture and Production of New Orange Colouring-matters.
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
communicated to me from abroad by The Badische Anilin & Soda Fabrik, of
Ludwigshafen-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 :-
In the application for Letters Patent No. 18506 of 1898, I have described the pro-
duction of orange colouring-matters from a tetrazo compound, such as tetrazo-di-
phenyl, or tetrazo-di-tolyl, and one molecular proportion of meta-phenylene-diamine-
di-sulphoacid, and one molecular proportion of nitro-meta-phenylene-diamine, or
nitro-meta-toluylene-diamine.
The present invention relates to the production of substantive orange colouring-
matters which are of a redder shade. These colouring-matters are also mixed disazo
dyes obtained by the use of the nitro-meta-dianines mentioned as second component,
and possess all the good qualities of the dyes hitherto known; derived from these
components. They have a brilliant and beautiful shade, good colouring power,
and very great fastness against the action of light, acids and chlorine. They are also
more readily soluble in water than are some of the orange dyes hitherto known

page_text: and used, and, in spite of this greater solubility, their affinity for the fibre is
unimpaired.
with
The new colouring-matters are obtained by preparing an intermediate product from
tetrazo-compounds such as that derived from benzidine, or tolidine, by combination
with amido-R-salt, that is, beta-naphthylamine- 3.31-disulphoacid, or
amido-F-sulphoacid, that is, beta-naphthylamine-321-disulphoacid. The intermediate
product, so obtained, is combined, to form a mixed disazo dye, with nitro-meta-
pheylene-diamine, or nitro-meta-toluylene-diamine.
The following example will serve to further illustrate the nature of this invention
and also the manner in which it can be performed but the invention is not confined to
this example. The parts are by weight :-
:-
EXAMPLE.
Prepare, in the well known way, an intermediate product from ninety two parts of
benzidine, and one molecular proportion of amido-R-salt. Collect this intermediate
product by filtering and pressing. Then stir it with a little water till it forms a paste,
and introduce it into a solution of about eighty parts of nitro-meta-phenylene-diamine,
in about thirty thousand parts of water, at a temperature of about forty-five to fifty
degrees Centigrade. Stir the mixture for about four hours, whilst maintaining the tem-
perature at about fifty degrees Centigrade. Then gradually raise the temperature to
ninety degrees Centigrade. When the colour of the mixture is becoming light brownish-
red, add sufficient carbonate of soda to make the solution alkaline, and precipitate the
colouring-matter by means of common salt. Filter, press and dry.
The colouring-matter so obtained dyes cotton a brilliant red-orange without the aid
of a mordant. In the above example tolidine may be used instead of benzidine, and,
instead of the amido-R-salt, the amido-F-disulphoacid can be used to prepare the
intermediate products, and, instead of nitro-meta-phenylene-diamine, nitro-meta-
toluylene-diamine can be used.
The following table gives the properties of some of the dyes prepared according
to this invention.

page_text: 1. The manufacture of orange-colouring-matters by combining one molecular
proportion of the tetrazo compounds herein before mentioned with one molecular
proportion of either of the naphthylamine-di-sulphoacids and one molecular propor-
tion of either of the nitro-meta-diamines hereinbefore defined.
2. The manufacture of colouring matter substantially as herein before described in
the example.
3. The new colouring-matters such as can be obtained substantially as hereinbefore
described and claimed.
Dated this 22nd day of December 1899.
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.