Improvements in the Production of Dyes.
Year: 1897

page_text: PROVIDIUNAL DIECIFICATION.
Improvements in the Production of Dyes.
We, EDGAR SIDDONS WILSON, of Arthog, Goddington Road, Strood, in the
County of Kent, Chemist, and EBENEZER STEWART, of 94, Queen Victoria Street,
in the City of London, Merchant, do hereby declare the nature of this invention
to be as follows:-
This invention relates principally to the treatment of crude cotton seed oil or
extracts therefrom for the purpose of obtaining the coloring matter in a form
suitable for use as a dye, but the invention is also applicable for the same pur-
poses to substances containing tannin, such as, for example, catechine, gambier
or gallic acid; and it consists essentially in the use of alkali or alkaline solution
in conjunction with nitroso-di-methyl-aniline or nitroso-di-ethyl-aniline or nitroso
phenol or a solution of either of them for treating the said oil or extracts or other
substances together with heat.
Under one modification we treat the cotton seed oil with a weak solution of
alkali, either caustic or carbonate, which takes up the coloring matter contained
in the oil. We then separate the solution frem the oil and add to such solution
a solution of nitroso-di-methyl or di-ethyl-aniline, and we preferably heat the
mixture to about 100° Centigrade. A new coloring matter is thereby formed in
solution which may be used direct for dyeing in the usual manner, or such color-
ing matter may be precipitated by strong alkali, common salt, or acids, such as
sulphuric, hydrochloric, or acetic acid. The precipitate can then be redissolved
for use in dyeing. Any suitable mordants may be used.
If it is desired to store or transport the alkaline solution or foots containing
the coloring matter before treatment with nitroso-di-methyl-aniline, we prefer to
neutralise such solution or foots with acid. When it is afterwards desired to
obtain the coloring matter in the form of a dye we re dissolve in alkaline solu-
tion and treat with nitroso-di-methyl-aniline, and heat the mixture as before
described.
Under a second modification we add to cotton seed oil a mixture of alkali and
nitroso-di-methyl-aniline, the resulting precipitate or foots being removed from
the oil and heated to form the new coloring matter, which may be used or treated
subsequently as in the first modification.
Under a third modification we heat cotton seed oil with nitroso-di-methyl-
aniline and treat the mixture with alkali in any convenient manner: the resulting
foots containing the coloring matter are then used or treated as under the second
modification.
Under a fourth modification we first extract and purify the coloring matter
contained in crude cotton seed oil in any usual or well known manner, then re
dissolve such coloring matter in an alkaline solution and treat as under the first
modification.
In the above modifications our invention is described only as applied in the
treatment of cotton seed oil, but the same reaction, that is, the action of nitroso-
di-methyl-aniline in an aqueous alkaline solution, can be applied for producing
037

page_text: similar coloring matters, by substituting for the coloring matter cotton seed oil
in the above mentioned examples either catechine, gambier, gallic acid, or similar
tannic bodies, and nitroso-di-ethyl-aniline or nitroso phenol may be substituted
for nitroso-di-methyl-aniline.
The dyes obtained under the modifications before described dye fibres various
shades from dark brown to reddish brown according to the mordant employed.
Dated this Fourth day of September 1897.
Improvements in the Production of Dyes.
We, EDGAR SIDDONS WILSON, of Arthog, Goddington Road, Strood, in the
County of Kent, Chemist, and EBENEZER STEWART, of 94, Queen Victoria Street,
in the City of London, Merchant, 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:-
This invention relates to the treatment of crude cottonseed oil or
extracts therefrom for the purpose of obtaining the coloring matter in a form
suitable for use as a dye, and it consists essentially in the use of alkali or alkaline
solution in conjunction with nitroso-di-methyl-aniline or nitroso-di-ethyl-aniline
or a solution of either of them for treating the said oil or extracts together with
heat.
Under one modification we treat the cotton-seed oil with a weak solution of
alkali, either caustic or carbonate, which takes up the coloring matter contained
in the oil. We then separate the solution from the oil and add to such solution
a solution of nitroso-di-methyl or di-ethyl-aniline, and we preferably heat the
mixture to about 100° Centigrade. A new coloring matter is thereby formed in
solution which may be used direct for dyeing in the usual manner, or such color-
ing matter may be precipitated by strong alkali, common salt or acids such as
sulphuric, hydrochloric or acetic acid. The precipitate can then be redissolved
for use in dyeing. Any suitable mordant may be used.
If it is desired to store or transport the alkaline solution or foots containing
the coloring matter before treatment with nitroso-di-methyl-aniline, we prefer to
neutralize such solution or foots with acid. When it is afterwards desired to
obtain the coloring matter in the form of a dye we re dissolve in alkaline solu-
tion and treat with nitroso-di-methyl-aniline and heat the mixture as before
described.
In carrying our invention into practice under the first modification we mix
with 1000 parts of cotton seed oil, 200 parts of a solution of caustic soda of a
density of 5° Twaddle at a temperature of about 50° to 65° Cent and to the
alkaline solution which contains the coloring matter after separation from the
oil we add nitroso-di-methyl-aniline in the proportion of from 1% to 1% by
weight of the alkaline solution either dry or dissolved in about ten times its
weight of water. On heating the mixture in any convenient way to 100° C. a
red coloring matter is formed. The mixture with the colour developed can then
be used for dyeing in the usual manner or the coloring matter may be precipi-
tated by salt in the proportion of 1% to 2% of the slution or 5% to 10% of
caustic soda solution of 40° Twaddle or by sufficient acid to neutralize the alkali
present. The precipitated colour can be redissolved in alkali (preferably
ammonia) for use in dyeing.

page_text: Under a second modification we add to cotton seed oil a mixture of alkali and
nitroso-di-methyl-aniline, the resulting precipitate or foots being removed from
the oil and heated to form the new coloring matter, which may be used or treated
subsequently as in the first modification by being redissolved or in any convenient
manner for use in dyeing.
In carrying our invention into practice under the second modification we mix
with 1000 parts of cotton seed oil, 200 parts of a solution of caustic soda of a
density of 5° Twaddle at about 50° to 65° C. and containing nitroso-di-methyl-
aniline in the proportion of from % to 1% by weight of the soda solution. The
resulting foots are separated from the oil and on heating them to 100° C. the new
coloring matter is formed. The foots with the colour developed may be dissolved
and used for dyeing, or the coloring matter may be precipitated and redissolved,
as described under the first modification.
Under a third modification we heat cotton seed oil with nitroso-di-methyl-
aniline, and treat the mixture with alkali in any convenient manner, either
during or after the heating, the resulting foots containing the coloring matter
are then used or treated as under the second modification by the coloring matter
being redissolved or in any convenient manner for use in dyeing.
In carrying our invention into practice under the third modification, we mix
with 1000 parts of cotton-seed oil, nitroso-di-methyl-aniline in the proportion of
one eighth to one quarter of 1% by weight of the oil. The mixture is heated and
then treated with 200 parts of caustic soda solution of 5° Twaddle. The resulting
foots with the colour developed may be dissolved and used for dyeing, or the
coloring matter may be precipitated and redissolved as described under the first
modification.
Under a fourth modification we first extract and purify the coloring_matter
contained in crude cotton-seed-oil in any usual or well known manner, then re-
dissolve such coloring matter in an alkaline solution and treat as under the first
modification, by adding a solution of nitroso-di-methyl-aniline and heating the
mixture to about 100° C. afterwards either using the solutions direct for dyeing
in the usual manner or precipitating the coloring matter and redissolving for
use.
In carrying our invention into practice under the fourth modification we add
to an alkaline solution of the coloring matter obtained from cotton seed oil in any
convenient manner nitroso-di-methyl-aniline in the proportion of 20% of nitroso-
di-methyl-aniline to 80% of the coloring matter by weight The nitroso-di-
methyl-aniline may be dissolved in ten times its weight of water if desired before
being added to the solution of coloring matter. The whole mixture is then heated
to about 100° C. when a new coloring matter is formed. The mixture can then
be used direct for dyeing, or the coloring matter may be precipitated and re-
dissolved as before described under the first modification.
In the above modifications our invention is described only as applied in the
treatment of cotton-seed-oil, or extracts therefrom, with nitroso-di-methyl-aniline
in an aqueous alkaline solution, but nitroso-di-ethyl-aniline may be substituted
for nitroso-di-methyl-aniline if desired, the results being similar.
The dyes obtained under the modifications before described, dye fibres various
shades from dark brown to reddish brown according to the mordant employed.
Having now particularly described and ascertained the nature of our said
invention, and in what manner the same is to be performed, we declare that what
we claim is:-
First. The process of producing a coloring matter or dye consisting in treating
cotton seed oil with an alkaline solution separating the solution from the oil, add-
ing to such alkaline solution a solution of nitroso-di-methyl-aniline or nitroso-di-
ethyl-aniline and heating the mixture substantially as set forth.
Second. The process of producing a coloring matter or dye consisting in treat-
ing cottonseed oil with an alkaline solution, separating the solution from the oil,

page_text: adding to such alkaline solution a solution of nitroso-di-methyl-aniline or nitroso-
di-ethyl-aniline and precipitating the coloring matter substantially as set forth.
Third. The process of producing a coloring matter or dye consisting in treating
cottonseed oil with a mixture of alkali and nitroso-di-methyl-aniline or nitroso-
di-ethyl-aniline, removing the precipitate or foots and heating such precipitate or
foots substantially as set forth.
Fourth. The process of producing a coloring matter or dye consisting in adding
nitroso-di-methyl-aniline or nitroso-di-ethyl-aniline to cottonseed oil, heating the
mixture, treating with alkali and separating the foots and treating them sub-
stantially as set forth.
Fifth. The process of producing a coloring matter or dye consisting in dissolv-
ing coloring matter obtained from cottonseed oil in an alkaline solution adding
to such solution a solution of nitroso-di-methyl-aniline or nitroso-di-ethyl-aniline
and heating the mixture substantially as set forth.
Sixth. The treatment of cottonseed oil with alkali or alkaline solution in con-
junction with nitroso-di-methyl-aniline or nitroso-di-ethyl-aniline and heat, sub-
stantially as and for the purpose set forth.
Dated this Twenty-fourth day of June 1898