Improvements in the Production of Colouring Matters Resembling the Indulines.
Year: 1888

page_text: Date of Application, 12th Nov., 1888
Complete Specification Left. 6th Aug., 1889-Accepted, 14th Sept., 1889
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBWERKE VORMALS MEISTER LUCIUS AND
BRUNING, of Hoechst-am-Maine, in the Empire of Germany, a Company carrying
on business as Chemical Manufacturers.]
Improvements in the Production of Colouring Matters Resembling
the Indulines.
I, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery Lane, in
the County of Middlesex Consulting Engineer, and Patent Agent, do hereby declare
the nature of this invention to be as follows:-
Up to the present time there were not known any products of the action of alkylised
aromatic amines upon amido azo bodies, corresponding to the products obtained from
primary amines and amidoazobenzol, the so called "indulines."
My correspondents have discovered that at a higher temperature the mono and
dialkylised aromatic amines also act upon amido-azo bodies, forming colouring
matters which are distinguished favourably from the indulines by their solubility in
water.
•
In the process employed for this purpose the salts of amido-azobenzol, preferably
the hydrochlorate, and dimethylaniline, monomethylaniline, diethylaniline, monomethyl-
analine, and the hydrochlorates of these bases are used. When the bases are used,
colouring matters are obtained of bluish to reddish tint, and with the hydrochlorates
of the bases mentioned, the colouring matters are more of bluish grey tints.
The formation of the colouring matters takes place at temperatures between the
temperature of a water bath and the boiling point of the oils used, that is to say,
at 95 to 190 degrees centigrades; it takes place also in presence of condensing
agents, such as zinc chloride, but it is not asserted that these agents have any
favourable influence on the reaction.
It is considered that the most favourable temperature is 150° centigrade of the
melt.
In carrying out this invention I proceed as follows:-15 parts by weight of
hydrochlorate of amidoazobenzol and 20 parts by weight of dimethylaniline, are
heated slowly to 150° C in an enamelled vessel while being stirred; at about 110° C
already a slight reaction sets in, which augments rapidly until 130° C and it is there-
therefore necessary, particularly at this latter temperature, to conduct the heating
very cautiously and if necessary to cool, so that the limit 150° C shall not be
exceeded.
The melt, which is yellowish at the beginning, turns dark green on the rising of the
temperature and eventually becomes blue-violet. As soon as, at a temperature of
150° C, no further reaction is to be observed, or that the temperature no longer rises
spontaneously, the melt is taken out of the vessel and mixed with diluted hydrochloric
acid (1: 3) until all the dimethylaniline in excess is dissolved, when a small quantity
of zinc chloride and salt solution is added, in order to separate the colouring matter
that may have gone into solution, and after having been left standing for several
hours, the whole is filtered.
For the recuperation of the dimethylaniline the filtrate is expelled with alkali, the
residue dissolved in hot water, slightly acidulated with hydrochloric acid, then
filtered, and the colouring matter precipitated from the filtrate by the addition of
coinmon salt.
As the colouring matter, on being dried, loses to some extent its solubility in water,
it is more advantageous to use it in the form of a paste; it dyes cotton a blue violet

page_text: In quite an analogous manner is effected the preparation of the colouring matters
from monomethylaniline, diethylaniline, monoethylaniline.
Dated: 10 1
NAL 1000
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Improvements in the Production of Colouring Matters Resembling
the Indulines.
1, CHARLES DENTON ABEL, of No. 28 Southampton Buildings, Chancery. Lane, in
the County of Middlesex, Consulting Engineer and 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 :—
Up to the present time there were not known any products of the action of alkylised
aromatic amines upon amido azo bodies, corresponding to the products obtained from
primary amines and amido azo benzol, the so called "indulines.
My correspondents have discovered that at a higher temperature the mono- and
dialkylised aromatic amines also act upon amid azo bodies, forming colouring
matters which are distinguished favourably from the indulines by their solubility in
water.
In the process employed for this purpose the salts of amido azo benzol, preferably
the hydrochlorate, and dimethylaniline, monomethylaniline, diethylaniline, monoethyl-
aniline, and the hydrochlorates of these bases are used. When the bases are used,
colouring matters are obtained of bluish to reddish tint, and with the hydrochlorates of
the bases mentioned, the colouring matters are more of bluish grey tints.
The formation of the colouring matters takes place at temperatures between the
temperature of a water bath and the boiling point of the oils used, that is to say, at
95 to 190 degrees Centigrade; it takes place also in presence of condensing agents,
such as zinc chloride, but it is not asserted that these agents have any favourable
influence on the re-action.
It is considered that the most favourable temperature is 150° Centigrade of
the melt.
In carrying out this invention I proceed as follows:-15 parts by weight of
hydrochlorate of amido azo benzol and 20 parts by weight of dimethylaniline, are
heated slowly to 150° C in an enamelled vessel while being stirred; at about 110° C
already a slight re-action sets in, which augments rapidly until 130° C and it is
therefore necessary, particularly at this latter temperature, to conduct the heating very
cautiously and if necessary to cool, so that the limit 150° C shall not be exceeded.
The melt, which is yellowish at the beginning, turns dark green on the rising of the
temperature, and eventually becomes blue-violet. As soon as, at a temperature of
150° C, no further re-action is to be observed, or that the temperature no longer rises
spontaneously, the melt is taken out of the vessel and mixed with diluted hydro-
chloric acid (1 : 3) until all the dimethylaniline in excess is dissolved, when a small
quantity of zinc chloride and salt solution is added, in order to separate the colouring
matter that may have gone into solution, and after having been left standing for
several hours the whole is filtered.
For the recuperation of the dimethylaniline the filtrate is expelled with alkali, the
residue dissolved in hot water, slightly acidulated with bydrochloric acid, then
filtered, and the colouring matter precipitated from the filtrate by the addition of
common salt.
As the colouring matter, on being dried, loses to some extent its solubility in
water, it is more advantageous to use it in the form of a paste; it dyes cotton a blue
violet shade.
In quite an analogous manner is effected the preparation of the colouring matters
from monomethylaniline, diethylaniline, monoethylaniline.
.: 3

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 :-
An improved manufacture of colouring matters, wherein a salt of amidoazobenzol,
preferably the hydrochlorate, is caused to act at higher temperature upon dimethyl-
aniline, monomethylaniline, diethylaniline, monoethylaniline, or the salts of these
amine bases.
Dated this eth
A
1300
ABEL & IMRAY,
Agents for the Applicant.