The Manufacture and Production of Mordant Dyeing Colouring- matters.
Year: 1899

page_text: Date of Application, 20th Oct., 1899
Complete Specification Left, 17th July, 1900-Accepted, 18th Aug., 1900
PROVISIONAL SPECIFICATION.
The Manufacture and Production of Mordant Dyeing 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:-
My foreign correspondents have found that if the hydrochlorates of nitroso-
alkyl-meta-amido-phenols be heated in aqueous, or dilute acid, solutions, either
alone, or with certain reducing agents, blue-green mordant dyeing colouring-
matters are obtained which probably belong to the oxazine class. When heated
without the aid of reducing agents, the reaction occupies a considerable time, say
from four to five hours, and the colouring-matter obtained is liable to be impure,
and the yield not very good, but by using the reducing agents, as hereinafter
described, the formation of the colouring-matter is effected much more quickly,
a good yield is obtained, and the products can be produced in a state of great purity.
As instances of the reducing agents that can be employed I mention stannous
chloride and ferrous salts, and I prefer as a rule to use the former.
The new colouring-matters are characterised and differentiated from all similar
ones by their behaviour on treatment in solution with mineral acid. The colouring
matter then yields either a brilliant green solution, or a brilliant green precipitate.
The colouring-matters yield, with the ordinary metallic mordants, very stable
lakes, they dye chrome mordanted wool and silk shades which are very fast to
milling and to light. If desired the wool can be dyed with the colouring-matter
before being mordanted and the dyed goods be treated with chromium salts.
The new colouring matters can also be used for dyeing chrome mordanted cotton,
and for printing cotton, for instance, when mixed in the printing mass with
chrome salts.
As instances of the nitroso-alkyl-amido-phenol-compounds that can be used I
mention nitroso-di-methyl-meta-amido-phenol, nitroso-di-ethyl-meta-amido-phenol,
and nitroso-mono-ethyl-meta-amido-phenol.
The following example will serve to further illustrate the nature of the inven-
tion, but the invention is not confined to this example. The parts are by weight:-
EXAMPLE.
Mix about twelve parts of the hydrochlorate of nitroso-di-ethyl-meta-amido
phenol with sixty parts of water. and add about five parts of crystallised stannous
chloride. Stir the mixture for about an hour, whilst heating on the boiling water
bath. A green mixture, containing the colouring-matter is obtained. To isolate
the coloring matter treat the said mixture with dilute hydrochloric acid and filter
the precipitate obtained. Stir the precipitate, after collecting into a cold dilute
solution of carbonate of soda. The colouring-matter dissolves forming a deep-
blue solution. Filter, to extract any insoluble matter, and precipitate the colour-
ing-matter by means of common salt and collect.

page_text: The corresponding colouring-matters can be obtained in a similar way when
using the other nitroso-di-alkyl-amido-phenols mentioned. When working
without the aid of a reducing agent it is necessary to heat the compounds for from
three to five hours. The product obtained can be worked up as described in the
foregoing example.
1000
The Manufacture and Production of Mordant Dyeing 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 from abroad by the Badische Anilin & Soda Fabrik, of Ludwig-
shafen-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:
My foreign correspondents have found that if the hydrochlorates of nitroso-
alkyl-meta-amido-phenols be heated in aqueous, or dilute acid, solutions, either
alone, or with certain reducing agents, blue-green mordant dyeing colouring
matters are obtained which probably belong to the oxazine class. When heated
without the aid of reducing agents, the reaction occupies a considerable time, say
from four to five hours, and the colouring matter obtained is liable to be impure,
and the yield not very good, but by using the reducing agents as hereinafter
described the formation of the colouring-matter is effected much more quickly,
a good yield is obtained, and the products can be produced in a state of great purity.
As instances of the reducing agents that can be employed I mention stannous
chloride and ferrous salts, and I prefer, as a rule, to use the former.
The new colouring matters are characterized and differentiated from all similar
ones by their behaviour on treatment in solution with mineral acid. The colouring
matter then yields either a brilliant green solution, or a brilliant green precipitate.
The, colouring matters yield, with the ordinary metallic mordants, very stable
lakes, they dye chrome mordanted wool and silk, shades which are very fast to
milling and to light. If desired, the wool can be dyed with the colouring-matter
before being mordanted, and the dyed goods be treated with chromium salts.
The new colouring matters can also be used for dyeing chrome mordanted cotton,
and for printing cotton for instance, when mixed in the printing mass with
chrome salts.
As instances of the nitroso-alkyl-amido-phenol-compounds that can be used I
mention nitroso-di-methyl-meta-amido-phenol, nitroso-di-ethyl-meta-amido-phenol,
and nitroso-mono-ethyl-meta-amido-phenol.
The following example will serve to further illustrate the nature of the inven-
tion and the manner in which it may be carried into practical effect, but the
invention is not confined to this example. The parts are by weight.
EXAMPLE.
Mix about twelve parts of the hydrochlorate of nitroso-di-ethyl-meta-amido
phenol with sixty parts of water, and add about five parts of crystallised stannous
chloride. Stir the mixture for about an hour, whilst heating on the boiling water
bath. A green mixture, containing the colouring matter, is obtained. To isolate

page_text: the colouring matter treat the said mixture with dilute hydrochloric acid and filter
the precipitate obtained. Stir the precipitate, after collecting, into a cold dilute
solution of carbonate of soda. The colouring matter dissolves forming a deep
blue solution. Filter, to remove any insoluble matter, and precipitate the colour-
ing matter, by means of common salt, and collect.
The corresponding colouring matters can be obtained in a similar way when
using the hydrochlorates of the other nitroso-alkyl-meta-amido-phenols men-
tioned. When working without the aid of a reducing agent it is necessary to
heat the compounds for from three to five hours. The product obtained can be
worked up as described in the foregoing example.
Having now particularly described and ascertained the nature of the said
invention and in what manner the same is to be performed, I declare that what
I claim is:-
1
1. The manufacture of mordant dyeing colouring matters by heating a solution
of either of the herein before defined nitroso-alkyl-meta-amido-phenol compounds
substantially as herein before described.
2. The manufacture of mordant dyeing colouring matters by heating a solution
of either of the herein before defined nitroso-alkyl-meta-amido-phenol compounds
in the presence of a reducing agent substantially as herein before described.
3. The manufacture of mordant dyeing colouring matters substantially as
described in the foregoing example.
4. As new articles of manufacture mordant dyeing colouring matters such as
can be obtained substantially as herein before described and claimed by the pre-
ceding claiming clauses.
Dated this 17th day of July 1900
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.