Improvements in the Manufacture of a Sulpho Acid which may be Employed in the Production of Colouring Matters.
Year: 1895

page_text: Date of Application, 31st Oct., 1895
Complete Specification Left, 26th June, 1896-Accepted, 1st Aug., 1896
PROVISIONAL SPECIFICATION.
Improvements in the Manufacture of a Sulpho Acid which may be
Employed in the Production of Colouring Matters.
We, IVAN LEVINSTEIN, and LEVINSTEIN LIMITED, both of Minshull Street,
Manchester in the County of Lancaster, Chemical Manufacturers, do hereby declare
the nature of this invention to be as follows:-
It has become known, by the publication of the Specification of German Letters
Patent, No. 38424, that if naphtholsulpho acids are heated with aniline and hydro-
chloride of aniline, they easily exchange their hydroxyl group for the phenylamido
group, thus producing phenylamido-sulpho acids. But up to the present time it has
not been known that dioxynaphthalene-sulpho acids may be converted into phenyl-
amido-oxynaphthalene-sulpho acids by treating them with aniline and hydrochloride
of aniline.
We have found that, for one of the hydroxyl groups in dioxynaphthalene-sulpho
acid-G, (Specification of Letters Patent No. 9642 dated 11th June A.D. 1889),
a phenylamido group may be substituted, if heated with aniline and anilino hydro-
chloride, or with analogous bodies such as toluidines, xylidines, and alpha and beta
naphthylamines, by observing suitable conditions, without the second hydroxyl group
or sulpho group taking any part in the reaction.
In carrying out our invention we may, for example, proceed as follows:-
26 kilos. of the sodium salt of dioxynaphthalene-mono-sulpho acid-G, 25 kilos. of
aniline hydrochloride, and 100 kilos. of aniline are heated upon a suitable bath to
about 160° to 180° C., for from two to three hours. The melt is made alkaline,
The filtered solution,
and the excess of aniline is driven off by means of steam.
whilst being stirred, is allowed to run into water acidulated with hydrochloric
acid. The phenylamido-oxynaphthalene-sulpho acid separates immediately as a grey
precipitate, which is filtered off and washed with water.
The acid thus obtained may be used directly for the production of azo colours.
It is soluble in hot water, but soluble with difficulty in cold, and crystallises from
The sodium salt is
its watery solution in the form of voluminous white needles.
easily soluble in water. If combined with diazo or tetrazo bodies, the acid produces
valuable dye-stuffs, and it is intended to be used for this purpose.
Dated this 28th day of October A T 1895.
W. E. HEYS & SON,
Agents for the Applicants..
Improvements in the Manufacture of a Sulpho Acid which may be
Employed in the Production of Colouring Matters.
We, IVAN LEVINSTEIN and LEVINSTEIN LIMITED, both of Minshull Street
Manchester in the County of Lancaster, Chemical Manufacturers, 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:
:-
It has become known by the publication of the Specification of German Letters

page_text: f
Patent No. 38424, that if naphtholsulpho acids are heated with aniline and hydro-
chloride of aniline, they easily exchange their hydroxyl group for the phenylamido
group, thus producing phenylamido-sulpho acids. But, up to the present time, it
has not been known that dioxynaphthalene-sulpho acids may be converted into
phenylamido-oxynaphthalene-sulpho acids by treating them with aniline and hydro-
chloride of aniline.
We have found that one of the hydroxyl groups in dioxynaphthalene-sulpho
acid G., (Specification of Letters Patent No. 9642 dated 11th June 1889), may
be substituted by a phenylamido or a tolylamido group if heated with aniline
and hydrochloride of aniline, or with toluidine and hydrochloride of toluidine
respectively.
In carrving out our invention A
11

page_text: is acidulated by means of hydrochloric acid or other suitable acid, and is then
diazotised with 7.2 kilos. of nitrite of sodium and stirred for a few hours.
After subsequently standing for about 12 hours, the formed brown diazo compound
is poured into an alkaline solution containing 31-5 kilos. of phenylamidonaphthol-
sulpho acid, whilst stirring.
The formation of the dye-stuff is completed after a short time, whereupon it is
salted out, filtered, pressed and dried.
It forms a brownish-black powder and dyes unmordanted cotton an olive-brown.
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 :-
1. The manufacture or production of phenyl- or tolyl- amidonaphthol-sulpho
acids from dioxynaphthalene-mono-sulpho acid G, substantially as and by the
process herein before described.
2. The manufacture or production of azo and tetrazo dye-stuffs by the com-
bination with the phenyl- and tolyl-amidonaphthol-sulpho acids, substantially as
hereinbefore described.