Year: 1895

page_text: Date of Application, 11th Mar., 1895
Complete Specification Left, 9th Dec., 1895-Accepted, 11th Mar.,
1896
After cooling, the orange red coloured mass resulting from the reaction is diluted
with water, and from the filtered solution the colouring matter is precipitated
with common salt and a salt of zinc in the form of its double salt.
EXAMPLE II.
10 parts of diamido dimethyl dihydrophenyl acridine ("leuco benzo flavine ")
are heated in an open or closed enamelled vessel on the oil bath during four to six
hours at a temperature of from 160° to 170° C. with a mixture of 10 parts of
methyl or ethyl alcohol and 30 to 40 parts of sulphuric acid.
The cooled melt is diluted with water and the colouring matter is separated in
the well known manner.
Analogous results are obtained if in the preceding examples diamido dihydro
acridine or diamido dihydrophenyl acridine is employed instead of diamido dimethyl
dihydro acridine, and diamido dimethyl dihydro-phenylacridine.

page_text: The mass resulting from the reaction containing the new formed colouring
matter dissolved in sulphuric acid and sulphurous acid is diluted with water and
the dye-stuff is isolated by precipitation with common salt and chloride of zinc ;
it forms a brown powder, easily soluble in water with a red brown colour and
yields red brown tints on leather and cotton mordanted with tannin and tartar
emetic.
In a similar manner any other of the above mentioned methane bases may be
converted into colouring matters.
Instead of these tetra-amido-methane bases, corresponding mixtures of aromatic
meta diamines with formaldehyde or benzaldehyde may be used.
If the proportions and temperatures mentioned in the above examples are varied,
colouring matters of tints more yellow or more red are produced.
Dated this 11th day of March 1895.
ABEL & IMRAY,
Agents for the Applicant.
Manufacture of Orange to Brown Colouring Matters.
1, 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 and in what manner the same is to be performed to be particularly
described and ascertained in and by the following statement :-
In the Specification No. 18589 of 1894 is described the manufacture of basic
Grange-yellow coloring matters deriving from yellow acridine dye-stuffs.
This invention relates to the manufacture of a series of phosphine like colouring
matters varying from orange to brown, which may be produced by heating the
so called "hydro acridines" (obtained by separation of ammonia from methane
bases which result from the condensation of aromatic meta diamines with formal-
dehyde or benzaldehyde or its substitution products such as its methyl, oxy-,
alkyloxy-, nitro-, amido-, and chloro-substitution products).
Or instead of the hydroacridines, the methane bases themselves (condensation
products from 2 to 3 molecules of m-toluylenediamine or m-phenylene-diamine and
1 to 2 molecules of formaldehyde or.benzaldehyde &c.) may be heated together
with methyl or ethyl alcohol in presence of sulphuric acid or other condensing
agents. In this process the formation of the colouring matters is effected by
simultaneous separation of ammonia, alkylising and oxidising.
If by this process the oxidation should not be perfect, the intermediately formed
alkylised hydroacridines may be totally oxidised by addition of chloride of iron or
a chrome-salt or other oxidising agent, to the aqueous solution of the mass of
reaction.
EXAMPLE I.
10 parts of diamidodimethyldihydro-acridine ("leuco acridine yellow "),
25 parts of methyl alcohol,
10 parts of hydrochloric acid,
are agitated and heated in an enamelled vessel at from 140° to 150° C. during
four hours.
After cooling, the orange red coloured mass resulting from the reaction is

page_text: EXAMPLE II.
10 parts of diamidodimethyl dihydro-phenyl acridine ("leuco benzo flavine")
are heated in an open or closed enamelled vessel on the oil bath during four to six
hours at a temperature of from 160° to 170° C. with a mixture of 10 parts of
methyl or ethyl alcohol and 30 to 40 parts of sulphuric acid.
The cooled melt is diluted with water and, if necessary, completely oxidised by
addition of chloride of iron, then the colouring matter is separated in the well
known manner.
Analogous results are obtained if in the preceding examples diamido dihydro
acridine or diamido dihydrophenyl acridine is employed instead of diamido-
dimethyl dihydro acridine, and diamide dimethyl dihydro-phenyl acridine.
EXAMPLE III.
20 parts of tetra amido ditolylmethane are heated in an enamelled closed vessel
during 6 to 8 hours at from 200° to 210° C. with 60 parts of sulphuric acid
of 66 Bé. and 20 parts of methyl alcohol.
The mass resulting from the reaction containing the new formed colouring
matter dissolved in sulphuric acid and sulphurous acid is diluted with water and
the dye-stuff is isolated by precipitation with common salt and chloride of zinc ;
it forms a brown powder, easily soluble in water with a red brown colour and
yields red brown tints on leather and cotton mordanted with tannin and tartar
emetic.
In a similar manner any other of the above mentioned methane bases may be
converted into colouring matters.
Instead of these tetra-amido-methane bases, corresponding mixtures of aromatic
meta diamines with formaldehyde or benzaldehyde may be used.
If the proportions and temperatures mentioned in the above examples are
varied, colouring matters of tints more yellow or more red are produced.
Having now particularly described and ascertained the nature of my said 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 colouring matters by heating the so
called hydro acridines (obtained in the well known manner by separation of
ammonia from the tetra amido methane bases resulting from 2 molecules of
in-toluylene diamine or m-phenylene-diamine with 1 molecule of formaldehyde
or benzaldehyde or its substitution products) with methyl- or ethylalcohol, in
presence of sulphuric acid or other suitable condensing agent.
2. The herein described manufacture of the like colouring matters by heating
the methane bases (resulting as condensation products from 2 or 3 molecules of
m-toluylene diamine or m-phenylenediamine and 1 or 2 molecules of formaldehyde
or benzaldehyde or its substitution products) along with methyl- or ethyl-alcohol
in presence of sulphuric acid or other suitable condensing agents.
3. The colouring matters manufactured as above set forth.
.
11005