Manufacture of Dyestuffs from the Intermediate Product in the Manufacture of Naphthazarine.
Year: 1899

page_text: Date of Application, 12th Oct., 1899
Complete Specification Left, 9th July, 1900--Accepted, 11th Aug., 1900
PROVISIONAL SPECIFICATION.
PROVISIONAL SPECIFICATION.
Manufacture of Dyestuffs from the Intermediate Product in the
Manufacture of Naphthazarine.
I, OLIVER IMRAY, of Birkbeck Bank Chambers, Southampton Buildings, in the
County of London, Chartered Patent Agent, do hereby declare the nature of this
invention (as communicated to me from abroad by The Farbwerke vormals
Meister Lucius & Brüning, of Hoechst a/Main, in the Empire of Germany,
Chemical Manufacturers,) to be as follows:-
My foreign correspondents have found that the compound obtained as inter-
mediate product in the manufacture of naphthazarine may be employed for the
production of new colouring matters.
This method consists in combining the naphthazarine intermediate product or
its oxidation product obtained according to the Specification No. 15,709 of 1898,
with aromatic, amines, diamines or their alkyl derivatives and in subsequently
transforming the resulting anilides into sulphonic acids.
EXAMPLES:
10 parts by weight of the "naphthazarine intermediate product," 30 parts by
weight of aniline and 10 parts by weight of aniline hydrochloride are heated for
2 hours on the water-bath while stirring. After cooling, the product of reaction
is poured into dilute hydrochloric acid and the insoluble compound is filtered
and washed with hot water. It is a black-blue powder soluble in concentrated
sulphuric acid with a violet colour in alcohol, with a blue colour in ether and
aniline.
The compound is insoluble in alkali and dilute acids.
To sulphonate the compound, it is stirred with ten times the quantity of mono-
hydrate at ordinary temperature till it is completely soluble in water. The
solution is then poured into water, filtered hot and the dyestuff is salted out.
When dry it is a blue black powder of metallic lustre easily soluble in water
with a blue colour. Alkali does not alter the shade of the solution.
The dyestuff dyes wool blue in an acid bath or previously chromated wool,
On subsequent treatment with chromates the shades become more fast to fulling
and alkali.
In this method, for the naphthazarine intermediate product may be substituted
its oxidation product, or the aniline hydrochloride may be omitted. If, instead
of aniline, other amines be employed, such as ortho- and para-toluidine, xyli-
dine, their alkyl derivatives or even diamines, dyestuffs of very similar properties
are obtained.
Dated this 12th day of October 1899.
ABEL & IMRAY,
Agents for the Applicant.

page_text: COMPLETE SPECIFICATION.
Manufacture of Dyestuffs from the Intermediate Product in the
Manufacture of Naphthazarine.
I, OLIVER IMRAY, of Birkbeck Bank Chambers, Southampton Buildings, in the
County of London, Chartered Patent Agent, do hereby declare the nature of this
invention (as communicated to me from abroad by The Farbwerke vormals
Meister Lucius & Brüning, of Hoechst a/Main, in the Empire of Germany,
Chemical Manufacturers) 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 the compound obtained as inter-
mediate product in the manufacture of naphthazarine may be employed for the
production of new colouring matters.
This method consists in combining the naphthazarine intermediate product or
its oxidation product obtained according to the Specification No. 15709 of 1898,
with aromatic amines and in subsequently transforming the anilides thus obtained
into sulphonic acids.
EXAMPLE
10 parts by weight of the "naphthazarine intermediate product," 30 parts by
weight of aniline and 10 parts by weight of aniline hydrochloride are heated
for 2 hours on the water-bath while stirring. After cooling, the product of
reaction is poured into dilute hydrochloric acid and the insoluble compound is
filtered and washed with hot water. It is a black-blue powder soluble in con-
centrated sulphuric acid to violet solution and in alcohol, ether and aniline to
a blue solution.
The compound is insoluble in alkali and dilute acids.
To sulphonate the compound, it is stirred with ten times the quantity of
sulphuric acid monohydrate at ordinary temperature till it is completely soluble
in water.
The solution is then poured into water, filtered hot and the dyestuff is salted out.
When dry it is a blue black powder of metallic lustre easily soluble in water to
a blue solution. Alkali does not alter the colour of the solution.
The dyestuff dyes wool blue in an acid bath or previously chromium mordanted
wool.
On subsequent treatment with chromates the shades become grey and more fast
to fulling and alkali.
In this method, for the naphthazarine intermediate product may be substituted
its oxidation product, or the aniline hydrochloride may be omitted. If, instead
of aniline, other amines be employed such as ortho- and para-toluidine or xylidine,
dyestuffs of very similar properties are obtained.
Having now particularly described and ascertained the nature of my said in-
vention and in what manner the same is to be performed, declare that what
I claim is
1. The herein described manufacture of dyestuffs by combining the inter-
mediate product in the manufacture of naphthazarine with aromatic amines and
by sulphonating the anilides thus produced.
2. The dyestuffs manufactured as above set forth.