acture or New Phthaleine Colouring Matters.
Year: 1896

page_text: Date of Application, 21st Feb., 1896
Complete Specification Left, 20th Nov., 1896-Accepted, 2nd Jan., 1897
PROVISIONAL SPECIFICATION.
Man acture or New Phthaleine Colouring Matters.
I, OLIVER IMRAY, of No. 28, Southampton Buildings, Chancery Lane, in the
County of London, Chartered Patent Agent, do hereby declare the nature of
this invention to be as follows:-
My foreign correspondents have discovered, that certain phthaleïnes, when
treated with ammonia or primary bases of the fat or aromatic series combine with
one radical of an amine and are thus transformed into new and valuable colouring
matters.
It is of an acid character like the raw materials and consequently form alkaline
salts, which can be decomposed by acids.
EXAMPLE.
10 kilos. of dinitrofluoresceïne with 10 kilos. of water, are stirred into a paste, to
which 7.5 kilos. of ammonia of 22-24 % are added.
The whole dissolves, with spontaneous evolution of heat to 40°-45° C., forming
a darkish brown liquid. After a short time, the mass thickens, separating out
glittering lamina, and finally assumes an almost crystalline character. A solution of
salt is added whilst stirring and the whole is brought on to a vacuum-filter. The
filtrate is a yellowish red colouring matter, whilst the main product of reaction
remains as ammonia salt in form of brilliant yellow laminæ, which are obtained
pure by a solution of salt. This product is easily soluble in water with a pure
yellow colour (the dinitrofluoresceïne dissolves with a yellowish-red in alkalies).
The colour is not influenced by an excess of soda lye, which, however, turns the
yellowish-red colour of dinitrofluoresceïne into violet."
Acids precipitate the free acid colouring matter in yellow flakes. The analysis
shows, that the new product contains 3 atoms of nitrogen and consequently has
absorbed one ammonia radical.
Wool is dyed a pure yellow by this colouring matter.
With regard to the power of dyeing evenly and fastness to light, the tints show
a remarkable technical progress, when compared with the derivatives of fluoresceïne
of an acid character, hitherto known.
Dated this 21st den of Wahu100
ABEL & IMRAY,
Agents for the Applicant.

page_text: Manufacture of New Phthaleine Colouring Matters.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, 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 and Brüning of Hoechst a/Main, in the German Empire, 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 discovered that certain phthaleïnes, when
treated with ammonia or primary bases of the fat or aromatic series are
transformed into new and valuable colouring matters.
They are of an acid character like the raw materials and consequently forin
alkaline salts, which can be decomposed by acids.
The phthaleines employed are:-The nitro substitution products of the fluor-
esceïnes, obtained from phthalic acid and from substituted phthalic acids (di- and
tetra-chlorphthalic acids &c.) as well as the sulpho acids of fluoresceïne.
EXAMPLE 1.
10 kilos. of dinitrofluoresceïne with 10 kilos. of water are stirred into a paste, to
which 7.5 kilos. of ammonia of 22 to 24 per cent. are added. The whole dissolves
with spontaneous evolution of heat to 40°-45° C., forming a darkish brown liquid.
After a short time, the mass thickens, separating out glittering lamina and finally
assumes an almost crystalline character. A solution of salt is added whilst stirring
and the whole is treated on a vacuum filter. The filtrate is a yellowish red
colouring matter, whilst the main product of reaction remains as ammonia salt in
form of brilliant yellow laminæ and is obtained pure by again dissolving it in hot
water and precipitation by common salt.
This product is easily soluble in water with a pure yellow colour (the yellow red
dinitrofluoresceïne). The colour is not influenced by an excess of soda lye, which,
however, turns the yellow red colour of dinitrofluoresceïne into violet. Acids
precipitate the free acid colouring matter in yellow flakes which are soluble with
difficulty in alkali and crystallise in yellow needles. Wool is dyed a pure yellow
by this colouring matter. In power of dyeing evenly and fastness to light, the
tints shew a remarkable improvement when compared with the derivatives of
fluoresceïne of an acid character, hitherto known.
10 kilos. of dinitrofluoresceïne with 15 kilos. of aniline are heated to 120° C.
The condensation takes place with separation of water and is complete when a
sample with soda lye no longer exhibits the violet tint of the unchanged
dinitrofluoresceïne.
An excess of aniline is removed by extracting with aqueous hydrochloric acid,
the sediment is dissolved with soda and the new colouring matter is precipitated
from the filtrate by common salt. The soda salt thus obtained is a yellowish
brown powder, soluble in water with a reddish yellow colour. Acids precipitate
the colouring acid in brownish yellow flakes; it is dissolved by concentrated
sulphuric acid with a reddish-yellow colour.
The dyestuff dyes a reddish yellow.

page_text: Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
1. The herein described manufacture of new phthaleine colouring matters of an
acid character by the action of ammonia or primary bases of the fat or aromatic
series on the nitro substitution products of fluoresceïne and fluoresceïnes obtained
from substituted phthalic acids (di y tetrachlorphthalic acids &c.) as well as on
the sulpho acids of fluoresceïne.
2. The phthaleine colouring matters obtained as above set forth.
ABEL & IMRAY,
Agents for the Applicant.