The Manufacture or Production of New Derivatives from Aromatic Aldehydes.
Year: 1899

page_text: Date of Application, 10th Apr., 1899
Complete Specification Left, 2nd Jan., 1900-Accepted, 3rd Feb.,
1900
Communicated from abroad by THE FARBENFABRIKEN VORMALS FRIEDRICH
BAYER & Co., of Elberfeld, Germany.
The Manufacture or Production of New Derivatives from Aromatic
Aldehydes.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,
Chancery Lane, in the County of London, Patent Agent, do hereby declare the
nature of this invention to be as follows:
My foreign correspondents have found that by the action of aromatic aldehydes,
such as benzaldehyde, salicylic aldehyde, or the like, on protein sub-
stances such as albumens, albumoses, peptones, or the like, valuable new
condensation products can be obtained, which, by a treatment with tannins, can
be transformed into new tannin aldehyde protein compounds.
In order to illustrate the production of the aldehyde protein compounds, the
following example A is given, the parts being by weight.
EXAMPLE A.
One part of salicylic aldehyde is stirred into a solution prepared from 2 parts
of egg-albumen and 5 parts of water. The resulting mixture is continuously
stirred for some hours, until the liquid is transformed into a thick yellow paste.
The mixture is then heated on a water bath, by means of which operation the
reaction product is coagulated. The coagulated compound thus obtained is freed
from the liquid by pressing and subsequent washing with water.
Finally it is dried and pulverized. Thus, a yellow tasteless powder is obtained,
which is insoluble in water and in dilute acids, but soluble with difficulty in
alkalies. It contains from 35 to 40 per cent. of salicylic aldehyde, which can
be split off by artificial digestion.
In an analogous manner, the aldehyde protein compounds from other protein
substances, or other aromatic aldehydes, can be obtained.
The production of the tannin aldehyde protein compounds may be illustrated
by the following typical example B, the parts being by weight.
EXAMPLE B.
The thick paste obtained according to the foregoing example A, from 1 part
of salicylic aldehyde and 2 parts of egg-albumen, is slowly added, with continuous
stirring, to a solution of 15 parts of tannin in 10 parts of water. The resulting
mixture is stirred for about 12 hours at the ordinary temperature. Subsequently
it is heated on a water bath until the new compound has separated in the shape
of a viscous mass at the bottom of the vessel. This reaction product is then
washed with water until it is no longer found to contain free salicylic aldehyde.
Finally, it is dried and pulverized.
The new compound from salicylic aldehyde, albumen, and tannin, thus obtained,
is a light brown powder insoluble in water and in dilute acids, but soluble with
difficulty in dilute alkalies.

page_text: It may be remarked that, according to the researches of my foreign corre-
spondents, the new tannin aldehyde protein compounds obtainable according to
the example B can also be produced by allowing the aromatic aldehydes to
act on the tannin compounds which are obtained by the action of tannins on
protein substances.
My foreign correspondents wish to point out that they do not limit themselves
to the particulars given in the above examples, as these can be varied within
wide limits, without altering thereby the nature of the present invention.
Dated this 10th day of April 1899
The Manufacture or Production of New Derivatives from Aromatic
Aldehydes.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's Buildings,
Chancery Lane, E.C., in the County of London, 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:-
My foreign correspondents have found that by the action of aromatic aldehydes,
such as benzaldehyde, salicylic aldehyde, resorcylic aldehyde or the like on protein
substances, such as albumens, albumoses, peptones, or the like, valuable new
condensation products can be obtained which by a treatment with tannins can
be transformed into a new tannin aldehyde protein compounds.
In order to illustrate the production of the aldehyde protein compounds the
following example "A" is given, the parts being by weight.
EXAMPLE A.
One part of salicylic aldehyde is stirred into a solution prepared from 2 parts
of egg-albumen and 5 parts of water. The resulting mixture is continuously
stirred for some hours until the liquid is transformed into a thick yellow paste.
The mixture is then heated on a water bath by means of which operation the
reaction product is coagulated. The coagulated compound thus obtained is freed
from the liquid by pressing and subsequent washing with water.
Finally it is dried and pulverized. Thus a yellow tasteless powder is obtained
which is insoluble in water and in dilute acids, but soluble with difficulty in
alkalies. It contains from 35 to 40 per cent. of salicylic aldehyde which can
be split off by artificial digestion.
In an analogous manner the aldehyde protein compounds from other protein
substances or other aromatic aldehydes can be obtained.
The production of the tannin aldehyde protein compounds may be illustrated
by the following typical example "B" the parts being by weight.
EXAMPLE B.
The thick paste obtained according to the foregoing example "A" from 1 part
of salicylic aldehyde and 2 parts of egg-albumen, is slowly added, with continuous
stirring to a solution of 1'5 parts of tannin in 10 parts of water. The resulting
mixture is stirred for about 12 hours at the ordinary temperature Subsequently
it is heated on a water bath until the new compound has separated in the shape
of a viscous mass at the bottom of the vessel. This reaction product is then

page_text: washed with water until it is no longer found to contain free salicylic aldehyde.
Finally it is dried and pulverized.
The new compound thus obtained from salicylic aldehyde, albumen and tannin
is a light brown powder insoluble in water and in dilute acids but soluble with
difficulty in dilute alkalies.
It may be remarked that according to the researches of my foreign corre-
spondents the new tannin aldehyde protein compounds obtainable according to
the example "B" can also be produced by allowing the aromatic aldehydes to
act on the tannin compounds which can be obtained in the known manner by the
action of tannins on protein substances.
My foreign correspondents wish to point out that they do not limit themselves
to the particulars given in the above examples as these are merely typical and
can be varied within wide limits without altering thereby the nature of the
present invention.
Having now particularly described and ascertained the nature of the said
invention and in what manner the same is to be performed (as communicated to
me from abroad) I declare that what I claim is :-
1. The process for producing new aldehyde protein compounds by allowing
aromatic aldehydes to act on protein substances substantially as hereinbefore
described.
2. The process for producing new tannin aldehyde protein compounds by allow-.
ing tannins to act on the aldehyde protein-substances obtainable according to the
foregoing claim or by causing aromatic aldehydes to act on the tannin compounds
obtainable by the action of tannins on protein substances, substantially as herein-
before described.
3. As new articles of manufacture the new protein compounds obtainable
according to the process herein before described and claimed.
Dated this 2nd day of January 1900