Improvements in the Manufacture of a Sulpho Acid of Alpha- naphtol and of Colouring Matters therefrom.
Year: 1891

page_text: Date of Application, 21st Mar., 1891
Complete Specification Left, 21st Dec., 1891-Accepted, 6th Feb., 1892
PROVISIONAL SPECIFICATION.
Improvements in the Manufacture of a Sulpho Acid of Alpha-
naphtol and of Colouring Matters therefrom.
We READ HOLLIDAY & SONS LIMITED of Upper Head Row, Huddersfield, in
the County of York, Manufacturing Chemists, THOMAS HOLLIDAY of the same
place, Managing Director of the said Company, and PAUL ROBERT EMMANUEL
SEIDLER Ph. D. of Turnbridge Chemical Works, Huddersfield aforesaid, Chemist
in the employment of the said Read Holliday & Sons Limited do hereby declare
the nature of this invention to be as follows
This invention is based upon the discovery, that amongst other sulpho acids a
new sulpho acid of alpha-naphtol is formed when the latter is heated with sulphuric
acid 66° Bé., say about 2 parts to one of alpha-naphtol, to a temperature of 110°
to 140° Centigrade until a sample being withdrawn and treated with nitric acid
gives little or no precipitate of dinitro-alpha-naphtol, and when this point is reached,
diluting the mixture with water and precipitating a salt of the new sulpho acid
formed by saturating the solution with common salt or other soda or potash salt,
the acid of which will not affect the naphtol-sulpho acid formed, this salt of the
latter can then be separated by filtration and further purified by recrystallisation
out of water. Another method of separating the new sulpho acid is by the
fractional precipitation of the other acids in the form of azo-colours by the use of
a diazo compound, such as diazo-xylole. The other sulpho acids separated from
the new alpha-naphtol-sulpho acid can be converted into acid yellow (dinitro-alpha-
naphtol monosulpho acid) by treatment with nitric acid.
By combining the new alpha-naphtol-sulpho acid with diazo and tetrazo
compounds new azo colours are produced, of which three classes can be obtained.
1. By combining one molecule of a diazo compound with one molecule of the
new alpha-naphtol-sulpho acid.
2. By combining one molecule of a tetrazo compound with two molecules of the
sulpho acid.
3. By combining one molecule of a tetrazo compound with one molecule of the
alpha-naphtol-sulpho acid and another molecule of an amine, or phenole, or their
sulpho or carbo acids.
WM. BROOKES & SON,
55 & 56, Chancery Lane, London, Agents for the Applicants.
COMPLETE SPECIFICATION.
Improvements in the Manufacture of a Sulpho Acid of Alpha-
naphtol and of Colouring Matters therefrom.
We READ HOLLIDAY & SONS LIMITED of Upper Head Row Huddersfield in
the County of York, Manufacturing Chemists, THOMAS HOLLIDAY of the same
place, Managing Director of the said Company and PAUL ROBERT EMMANUEL
SEIDLER Ph. D. of Turnbridge Chemical Works Huddersfield aforesaid, Chemist
in the employment of the said Read Holliday & Sons Limited 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 is based upon the discovery, that amongst other sulpho acids a
new sulpho acid of alpha-naphtol is formed when the latter is heated with sulphuric
acid 660 Beaumé ; say about 2 parts to one of alpha-naphtol, to a temperature of
[Price &l

page_text: about 100° to 140° Centigrade until a sample being withdrawn and treated with
nitric acid gives little or no precipitate of dinitro alpha naphtol, and when this
point is reached diluting the mixture with a little water and precipitating the salt
of the new sulpho acid formed by saturating the solution with common salt or
other soda or potash salt the acid of which will not affect the naphtol sulpho acid
formed, this salt of the latter can then be separated by filtration and further
purified by recrystallisation out of water. The addition of water to the mixture is
not always necessary but generally precipitation is facilitated.
Another method of separating or purifying the new sulpho acid salt is by the
fractional precipitation of the other acids in the form of azo-colours by the use of a
diazo compound such as diazo-xylole and is useful when employed to purify the
already separated salt of the new acid.
The other sulpho acids separated from the new alpha naphtol sulpho acid can be
converted into acid yellow (dinitro alpha naphtol monosulpho acid) by treatment
with nitric acid.
By combining the new alpha naphtol sulpho acid salt with diazo and tetrazo
compounds new azo colours are produced of which three classes can be obtained.
1: By combining one molecule of a diazo compound with one molecule of the
new alpha naphtol sulpho acid salt.
2: By combining one molecule of a tetrazo compound with two molecules of
the sulpho acid salt.
3: By combining one molecule of a tetrazo compound with one molecule of the
alpha naphtol sulpho acid salt and another molecule of an amine or phenole or their
sulpho or carbo acids.
The new sulpho acid of alpha naphtol can be distinguished from other sulpho acids
of alpha naphtol, hitherto known, by the fact that it forms when treated with
nitric acid the colour known as acid yellow and when a piece of white paper is
dipped into a solution of colour formed by allowing a diazo compound of napth-
ionic acid to act on an alkaline solution of the new sulpho acid a few drops of
a 10% solution of sulphuric acid applied to the colour on the paper will not
change the shade.
As examples of the combinations that can be made by combining one molecule of
a diazo compound with one molecule of the new acid we dissolve say 12 lbs. xylidine
in about 300 lbs. water and 26 lbs. muriatic acid 20° Beaumé to the cooled solution
add 7 lbs. of nitrite of soda in aqueous solution constantly stirring and run the so
formed diazo compound into an alkaline solution of 35 lbs. of the sodium salt of
the new acid and 20 lbs. of 20% ammonia the colour forms immediately and can be
precipitated by salt or we dissolve say 35 lbs. alphanapthylamine disulphonate of
sodium in 400 lbs. water with 26 lbs. muriatic acid 20° Beaumé and to the cooled
solution add 7 lbs. nitrite of soda in aqueous solution constantly stirring this is
allowed to run into a solution of 14 lbs. alphanapthylamine and 15 lbs. of muriatic
acid 20° Beaumé and mixed for several hours till the reaction is complete this
compound can then be reazotised by adding 13 lbs. of muriatic acid 20° Beaumé
and 7 lbs. nitrite of soda and running it into a solution containing 36 lbs. of the
sodium salt of the new acid and 35 lbs. carbonate of soda and when the reaction is
complete the colour can be precipitated with salt.
As an example of the combinations that can be made by combining one molecule
of a tetrazo compound with two molecules of the sulpho acid we dissolve 21 lbs.
tolidine in about 600 parts water and 55 lbs. muriatic acid 20° Beaumé and
to the cooled solution add 14 lbs. nitrite of soda in aqueous solution under constant
stirring this tetrazo compound is run into a solution of 70 lbs. of the sodium salt of
the new acid and 35 lbs. carbonate of soda and when the reaction is complete the
colour can be precipitated with salt.
As examples of the combinations that can be made by combining one molecule of
a tetrazo compound with one molecule of the new acid and another molecule of an
amine or phenole or their sulpho or carbo acid we take the tetrazo compound formed
according to the preceding example and run it into a solution of 35 lbs. of the

page_text: sodium salt of the new acid made slightly alkaline and stir it for about half an hour
then this is run into a solution of 25 lbs. of the sodium salt of alpha naphtol mono-
sulpho acid N.W. and 25 lbs. carbonate of soda when the reaction is complete the
colcur can be precipitated with salt, or the same tetrazo compound can be run into
a solution of 35 lbs. of napthionate of soda and 10 lbs. acetate of soda and when
mixed for one hour run into a solution containing 35 lbs. of the sodium salt of the
new acid and 35 lbs. carbonate of soda, when the reaction is complete the colour
can be precipitated with salt.
Dioxynapthaline or its sulpho acids can be employed as phenoles in the third
series of combinations.
Having now particularly described and ascertained the nature of our said inven-
tion and in what manner the same is to be performed, we declare that we are
aware that alpha .naphtol has previously been sulphonated until a sample being
withdrawn and treated with nitric acid gives little or no precipitate.
A similar result can be obtained by treating a monosulpho acid of alpha naphtol
with sulphuric acid, but what we claim as our invention is :-
1 The separation of the herein described salt of a new sulpho acid of alpha
naphtol by the addition of a suitable potash, or soda salt, (the acid of which will
not affect the naphtol sulpho acids formed) to the mixture of sulpho acids produced,
substantially as described.
2: The manufacture of new azo colours from the sulpho acid salt of alpha
naphtol hereinbefore described by effecting combinations thereof with one or other
of the compounds hereinbefore mentioned for the purpose.
3: The manufacture of new azo colouring matters from the herein described
new sulpho acid salt of alpha naphtol obtained substantially as described by
effecting one or other of the combinations substantially as hereinbefore set forth for
the said purpose.
4 The separation of the hereinbefore mentioned salt of new sulpho acid of
alpha naphtol by adding common salt or other potash or soda salt (the acid of
which will not affect the naphtol sulpho acids formed) to the mixture of sulpho
acids produced substantially as described and the manufacture of new azo colouring
matters by combining-
(a) One molecule of a diazo compound with one molecule of the new alpha
naphtol sulpho acid salt, or,
(b) One molecule of a tetrazo compound with two molecules of the sulpho acid
salt, or,
(c) One molecule of a tetrazo compound with one molecule of the alpha
naphtol sulpho acid salt and another molecule of an amine, or phenole, or
their sulpho or carbo acids.
Dated the 19th day of December 1891.
WM. BROOKES & SON,
55 & 56, Chancery Lane, London, Agents for the Applicants.