Process for the Preparation of Orange-yellow Colouring Matters.
Year: 1889

page_text: Date of Application, 11th Nov., 1889
Complete Specification Left, 8th Aug., 1890-Accepted 13th Sant
1000
PROVISIONAL SPECIFICATION.
ANILIN
[Communicated from abroad by THE ACTIEN GESELLSCHAFT FÜR
FABRIKATION, of Berlin, in the German Empire, Manufacturing Chemists.]
Process for the Preparation of Orange-yellow Colouring Matters.
I, OLIVER IMBAY, of No. 28 Southampton Buildings, Chancery Lane, in the County
of London, Fellow of the Institute of Patent Agents, do hereby declare the nature of
this invention to be as follows:-
The orange yellow dye, benzidine +ẞ naphthylamine-disulphonic acid R+ phenol,
the preparation of which is described in the Specifications to Patents No. 15296
of 1885 and No. 2213 of 1886, possesses the property of becoming changed in shade
by alkalies.
This circumstance, which has a very disturbing effect in dyeing, can be remedied
by introducing an alkyl group into the free hydroxyl of the phenol in the dye.
Example. The above mentioned dye is dissolved in from 4 to 6 times its weight of
hot water, with the addition of the theoretical quantity of caustic soda to convert the
dye into the neutral salt. Besides this a small quantity of soda (about 10% of the
weight of the dye) is added, and the solution is mixed with an equal volume of
alcohol.
To this about one quarter of the weight of the colouring matter of ethyl bromide
(or one third of methyl iodide) is added, and the whole is heated for from 5 to 6 hours
with a reflux condenser on a water bath.
The alcohol is then distilled off, and the colouring matter is precipitated from the .
solution by means of common salt. It is then filtered off, pressed and dried.
With Glauber salt and soap it dyes cotton direct a brilliant orange shade which is
not affected by alkalies.
If, instead of the benzidine dye, its tolidine homologue, also protected by the
Patents No. 15296 of 1885 and No. 2213 of 1886, be alkylised in the same manner, an
orange colouring matter, fast against alkalios, is also obtained, the shade of which is a
little redder than that of the above mentioned dye.
Dated this 11th day of November 1889.
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Process for the Preparation of Orange-yellow Colouring Matters.
I, OLIVER IMRAY of No. 28 Southampton Buildings, Chancery Lane in the County
of London, Fellow of the Institute of Patent Agents 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 :-
The orange yellow dye, benzidine + B-naphtylamine-disulphonic acid R + phenol
the preparation of which is protected by the patents No. 15296 and No. 221380,
possesses the property of becoming changed in shade by alkalies. This circumstance,
which has a very disturbing effect in dyeing, can be remedied by introducing an alkyĺ
group into the free hydroxyl of the phenol in the dye.
Example: 10 parts of the above mentioned dye are dissolved in 40-60 parts of
hot water, with the addition of the theoretical quantity of caustic soda to convert
the dye into the neutral salt. Besides this a small quantity of soda (about 10-15% of
the weight of the dye) is added, and the solution is mixed with an equal volume of
alcohol. To this about 2, 5-3, 5 parts of ethyl bromide (or 3, 3-4 parts of methyl
121.

page_text: iodide) are added, an excess of halogen-alkyl being suitable in order to render the
alkylisation a complete one. The mixture is heated for 5-6 hours with a reflux
condenser on a water bath. The alcohol is then distilled off, and the colouring matter
is precipitated from the solution by means of common salt. It is then filtered off,
pressed and dried. With Glauber salt and soap it dyes cotton direct a brilliant orange
shade which is scarcely affected by alkalies.
If, instead of the benzidine dye, its tolidine-homologue, also protected by the
Patents No. 152968 and No. 22138, is alkylated in the same manner a similar orango
colouring matter, is obtained, the shade of which is a littlo more reddish than that of
the above mentioned benzidine-dyc.
The proportions, the temperature and duration of the foresaid process are those
found to be most suitable and I therefore prefer to employ them without necessarily
limiting myself to them.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, 1 declare that what I
claim is :-
1. The hereinbefore described process for the preparation of orange yellow
benzi-
dyes, consisting in alkylating the orange-yellow colouring-matters
dine naphtylamine-disulpho acid R+ phenol and tolidine + 3 naphtylamine-
disulpho acid R+ phenol, obtained according to the patents No. 152968 and 221380
2. As new articles of manufacture the orange-yellow colouring-matters obtained by
the said process.
ABEL & IMRAY,
Agents for the Applicant.