Process for the Preparation of Sulphonate Salts from Phenylised Ethane Derivatives and the Preparation of Disinfectants therefrom.
Year: 1892

page_text: Date of Application, 29th Feb., 1892
Complete Specification Left, 22nd Nov., 1892-Accepted, 31st Dec., 1892
PROVISIONAL SPECIFICATION.
Process for the Preparation of Sulphonate Salts from Phenylised
Ethane Derivatives and the Preparation of Disinfectants
therefrom.
1, Dr. GUSTAV KRAEMER, of No. 7 Flottwell Strasse, Berlin, Germany, do
hereby declare the nature of this invention to be as follows:-
1. The products resulting from the combination of styrol with benzol and its
homologues described by Kraemer & Spieker (Ber. d. d. Chem. Ges. XXIII.
3269 & f.) which are identical with the condensation products produced from
aldehyde and benzol hydrocarbons under the influence of sulphuric acid according
to Bayer (id. Vol. VII. 1181) and which must consequently all be considered as
diphenylised compounds of ethane, give, when treated at a moderate temperature
with sulphuric acid, sulphonic acids the salts of which, in particular the alkaline
salts in concentrated aqueous solution, possess in a high degree the property of
dissolving kresol and homologues thereof, so that even after considerable dilution
of the solution with water no cloudiness will be produced.
In the same way
lignite and coal tar oils can be dissolved thereby, which solutions, in a similar
manner to the disinfectants known as "Creolin," give on being diluted with a large
quantity of water, a milky liquid, inasmuch as the neutral oils remain suspended
in the liquid for a long time in the form of exceedingly small particles.
For the preparation of salt solutions suitable for such purposes the following
process is employed according to the present invention.
1 volume phenylxylylethane-which is the principal constituent of the residue
resulting from the washing of crude xylol with concentrated sulphuric acid and
blowing off the xylol-is introduced by degrees under strong shaking into a
mixture of half a volume each of concentrated and of fuming sulphuric acid, the
introduction being effected with such care that the temperature does not rise
above 100°. When, after farther shaking, no increase of heat takes place, the
viscous mass is slightly warmed on the water bath for some time, to complete the
reaction, but not beyond the time when a stronger smell of sulphurous acid
indicates the commencement of oxidation. The red brown mass is then diluted
with half a volume of water, and the lower layer formed, consisting mainly of
sulphuric acid, is removed, while the upper layer, containing the sulphonic acid is
introduced into thin milk of lime.
The phenylxylylethane sulpho acid passes into solution in the form of a lime salt,
while the excess of sulphuric acid is separated as gypsum
The clear solution filtered from the gypsum is then converted by means of soda
or potash into the sodium or potassium salt, and the solution is then evaporated to a
syrupy consistency, or until it attains a specific gravity of about 1.25.
<<
If to two
15
parts of this solution one part of kresol be added, there is obtained an oily liquid
which has the property of being capable of dilution with any desired quantity of
water, and consequently allows of the production of a kresol solution of any
desired strength. This liquid, which may be termed Kresolsulphon
distinguished from all other similar kresol solutions, in particular from "lysol" by
the fact that it is perfectly neutral and that even with the addition of mineral acids
the kresol or the dissolved phenoles do not separate.
65
For obtaining the disinfecting medium known as Creolin "40 or more parts of
a crude tar oil fraction that boils between 200° and 300° C. or a mixture of neutral
tar oils and phenoles in definite proportions, are dissolved in 100 parts of the above
described sulphonate salt solution.
In the benzol residue which contains mostly phenylxylylethane, are also contained

page_text: homologues thereof of very similar character, so that the benzol residue may serve
either in its crude condition or previously distilled, directly for the preparation of
sulphonate salts having the same properties as those above described.
Dated this 29th day of February 1892.
ABEL & IMRAY,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Process for the Preparation of Sulphonate Salts from Phenylised
Ethane Derivatives and the Preparation of Disinfectants
therefrom.
I, Dr. GUSTAV KRAEMER, of No. 7 Flottwell Strasse, Berlin, Germany, 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—
1. The products resulting from the combination of styrol, with benzol and.its homo-
logues described by Kraemer & Spicker (Ber. d. d. Chem. Ges. XXIII. 3269 &.f.)
which are identical with the condensation products produced from aldehyde and
benzol hydrocarbons under the influence of sulphuric acid according to Bayer
(id. Vol. VII. 1181) and which must consequently all be considered as diphenylised
compounds of ethane, give, when treated at a moderate temperature with sulphuric
acid, sulphonic acids the salts of which, in particular the alkaline salts in concentrated
aqueous solution possess in a high degree the property of dissolving kresol and
homologues thereof, so that even after considerable dilution of the. solution.with
water no cloudiness will be produced. In the same way lignite and coal, tar oils
can be dissolved thereby, which solutions, in a similar manner to the disinfectants
known as "Creolin give on being diluted with a large quantity of water a milky
liquid, inasmuch as the neutral oils remain suspended in the liquid for a long time
in the form of exceedingly small particles.
"
For the preparation of salt solutions suitable for such purposes the following
process is employed according to the present invention. 1 volume phenylxylylethane
which is the principal constituent of the residue resulting from the washing of
crude xylol with concentrated sulphuric acid and blowing off the xylol-is
introduced by degrees under strong shaking into a mixture of half a volume each
of concentrated and of fuming sulphuric acid, the introduction being effected with
such care that the temperature does not rise above 100°. When, after further
shaking, no increase of heat takes place, the viscous mass is slightly warmed .on
the water bath for some time to complete the reaction, but not beyond the time
when a stronger smell of sulphurous acid indicates the commencement of oxidation.
The red brown mass is then diluted with half a volume of water, and the lower
layer formed, consisting mainly of sulphuric acid, is removed, while the upper layer,
containing the sulphonic acid is introduced into thin milk of lime.
The phenylxylylethane sulpho acid passes into solution in the form of a lime
salt, while the excess of sulphuric acid is separated as gypsum.
The clear solution filtered from the gypsum is then converted by means of, soda
or potash into the sodium or potassium salt, and the solution is.then, evaporated to
a syrupy consistency, or until it attains a specific gravity of about 125., If to two
parts of this solution one part of kreso! be added, there is obtained an oily liquid
which has the property of being capable of dilution with any desired quantity of
water, and consequently allows of the production of a kresol solution of any desired
strength. This liquid, which may be termed, "Kresolsulphon" is distinguished
from all other similar kresol solutions, in particular from "lysol". by the fact that
it is perfectly neutral and that even with the addition of mineral acids the kresol or
the dissolved phenoles do not separate.
For obtaining the disinfecting medium known as Creolin 40 or more parts of a

page_text: crude tar oil fraction that boils between 200° and 300° C. or a mixture of neutral
tar oils and phenoles in definite proportions are dissolved in 100 parts of the above
described sulphonate salt solution.
In the benzol residue which contains mostly phenylxylylethane, are also contained
homologues thereof of very similar character so that the benzol residue may serve
either in its crude condition or previously distilled, directly for the preparation of
sulphonate salts having the same properties as those above described.
•
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 :-
1. Process for the manufacture of sulphonate alkali salts from phenylxylylethane
and its homologues, as also from the residues containing these bodies resulting
from crude benzoles washed with concentrated sulphuric acid, substantially as
described.
2. The use of solutions of the salts referred to in the preceding claim for
admixture with kresol or its homologues, as also for the production of creolin-like
disinfecting agents by admixture with the tar oils of coal and lignite, substantially
as described.
Dated this 21st day of November 1899
ABEL & IMRAY,
Agents for the Applicant.