Manufacture of Basio Orange-yellow Colouring Matters.
Year: 1894

page_text: LL
Date of Application, 1st Oct., 1894
Complete Specification Left, 4th June, 1895-Accepted, 6th July, 1895
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE SOCIETY OF CHEMICAL INDUSTRY IN
BASLE, Basle, Switzerland, Chemical Manufacturers.]
Manufacture of Basio Orange-yellow 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:-
1
According to the present invention, the yellow colouring matters of the agridine
series, that is to say yellow dye-stuffs resulting from the condensation - at
2 molecules of aromatic meta diamines with 1 molecule of aldehyde, from elimination
of ammonia and further oxidation (some representatives of which bodies are
generally known under the name of "benzo-flavine" and "acridine yellow ") are
easily converted by alkylation into new colouring matters similar to phosphine.
According to the degree of alkylation the resulting colouring matters produce
orange-yellow to orange-red tints, and are suitable for dyeing leather and cotton
or other vegetable fibres mordanted with tannin; they may be employed therefore
instead of chrysaniline and similar dye-stuffs.
The following are some examples, shewing how the alkylation may be effected,
but the proportions of the materials employed as well as the temperatures may be
varied without injuring the result.
EXAMPLE II.
2 parts of benzoflavine
4
"
"
mothylic alcohol
concentrated hydrochloric acid

page_text: The mass resulting from the reaction has, to he treated in the same manner as
indicated in Example I.
From its aqueous solution the new colouring matter is precipitated with common
salt and, when dry, it is a red-brown powder easily soluble in hot water; diluted
solutions do not coagulate, in the cold. It dyes on leather and on mordanted cotton
a very pure yellow-orange tint.
EXAMPLE HII,
In the Examples I and II, instead of a mixture of bydrochloric acid and alcohol,
the alkylhalogenes, for instance chloride of methyl or ethylic broinine, may be
used without injuring the result...
The process is the following:
are heated under pressure at from 190° to 200° C. for four to five hours.
After cooling, the mass resulting from the reaction is diluted with water and the 2
intense brown-red product is filtered.,
The base of the colouring-matter is precipitated with carbonate of soda or
caustic soda in the form of yellow flakes, filtered, washed and redissolved in the
necessary quantity of dilute bydrochloric acid.
5
The new dye stuff is separated with common, enlt from the filtered, solution and 30
in the dry state is a brown-red powder which easily, dissolves in acidulated water.
It produces intense yellow-orange tints on leather and mordanted.cotton...
By variation of the quantities of sulphuric acid and of alcohol and also of the
temperature, dye-stuffs giving more yellow or more, red tints are obtained....
Analogous products are obtained if acridine-yellow is used instead of benzo- 38
flavine in the preceding example.
Dated this 1st day of Databan 190
Manufacture of Basic. Orange-yellow Colouring Matters.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Chartered Patent, Agant, 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:-
According to the present invention, the yellow colouring matters of the acridine

page_text: Beries, that is to say yellow dye-stuffs resulting from the condensation of
2 molecules of aromatic meta diamines with b:molecule of aldehyde, by elimination
of ammonia and further, oxidation (some representatives of which bodies are
generally known under the name of "benzo-flavine" and "acridine yellow") are
easily converted by alkylation into new colouring matters similar, to: phosphine..
According to the degree of alkylation the resulting colouring matters produce
orange-yellow to orange-red tints, and are suitable for dyeing leather and cotton
or other vegetable fibres mordánted with tannin.; they may be employed therefore
instead of chrysaniline and similar dye-stuffs.
The following are some examples, shewing how the alkylation may be effected,.
but the proportions of the materials employed as well as the temperatures may be
varied without iniuring the result.
EXAMPLE III.
In the Examples I and II, instead of a mixture of hydrochloric acid and alcohol,.
the alkylhalogenes, for instance chloride of methyl or ethylic bromine, may be
used without injuring the result.
The process is the following:
10 parts of acridine yellow
10
"
5
alcohol
ethylic bromine

page_text: 3 "
,, methylic alcohol
are heated under pressure at from 190° to 200° C. for four or five hours.
After cooling, the mass resulting from the reaction is diluted with water and the
intense brown-red product is filtered.
The base of the colouring-matter is precipitated with carbonate of soda or
caustic soda in the form of yellow flakes, filtered, washed and redissolved in the
necessary quantity of dilute hydrochloric acid.
The new dye stuff is separated with common salt from the filtered solution and
in the dry state is a brown-red powder which easily dissolves in acidulated water.
It produces intense yellow-orange tints ou leather and mordanted cotton.
By variation of the quantities of sulphuric acid and of alcohol and also of the
temperature, dye-stuffs giving more yellow or more red tints are obtained:
"
Analogous products are obtained if acridine-yellow is used instead of benzo-
flavine in the preceding example.
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 manufacture of basic orange-yellow to brown colouring matters of the
acridine series by alkylation according to the herein mentioned process of the
yellow dye-stuffs resulting from condensation of 2 molecules of aromatio meta
diamines with 1 molecule of aldehyde, by elimination of ammonia and further
oxidation (some representatives of which bodies are generally known under the
name of "benzoflavine" and "acridine yellow").
2. As new products of manufacture the dye-stuffs produced by the process
herein before defined.
Dated this oath 11005
ABEL & IMRAY,
Agents for the Applicant.