Process for the Production of Oxy-fatty Glycerine Ethers and Oxy, Sulpho-oxy, Dioxy, and Sulpho-dioxy-Fatty Acids.
Year: 1891

page_text: Date of Application, 26th Aug., 1891
Complete Specification Left, 26th May, 1892-Accepted, 28th Aug., 1892
PROVISIONAL SPECIFICATION.
Process for the Production of Oxy-fatty Glycerine Ethers and Oxy,
Sulpho-oxy, Dioxy, and Sulpho-dioxy-Fatty Acids.
We, ALEXANDER SCHMITZ, Doctor of Philosophy, and ERNST TOENGES,
Merchant both residing at Cleves in the Kingdom of Prussia, German Empire and
trading together under the style or firm of Dr. Schmitz & Toenges at the same
place do hereby declare the nature of this invention to be as follows:-
The object of the present invention is a process for the production of oxy-sebacic
glycerine-ethers or oxysebacides from neutral fatty oils and fats of the vegetable
and animal kingdoms, and also from commercial free sebacides, and the process
consists in obtaining first from these fatty matters sulpho-sebacic glycerine-ether
or mono-sulpho-sebacide as desired, then out of these, oxy-sebacic glycerine-ether
or oxysebacide by splitting off sulphurous-acid gas by means of calefaction in open
vessels.
The oxysebacides serve as a basis for the production of sulpho-oxy-sebacides,
dioxy-sebacides, and sulpho-dioxy-sebacides.
As prime materials there come into consideration neutral fat-oils and fats, viz.
1. The glycerides of the oleic acid &c., i.e. non-siccative oils.
2. The glycerides of the linoleic acid, i.e. siccative oils.
3. The glycerides of the cetaceoleic acid &c., i.e. train oil and fish oils.
4. The glycerides of the palmitic acid, i.e. greases and tallows.
5. Free commercial sebacides, as oleine etc.
6. The fats and fat-acids recovered from refuse liquors, soap-waters or lyes of
industry.
For the production of oxy-sebacic glycerine-ethers or oxysebacides we proceed
as follows:
Concentrated English sulphuric acid is added to the fatty substance in such
stoichiometric proportion by weight as is necessary for producing the desired' final
product, i.e. oxy-sebacic glycerine-ether or oxysebacide, the sulphuric acid being
added very gradually in small portions while the mixture is constantly stirred and
cooled by water from the exterior. The introduction of the sulphuric acid is
completed in from 10 to 12 hours nearly. The raw sulpho-product (sulpho-sebacic
glycerine-ethor or sulpho-sebacide) thus obtained is purified and freed from the
remaining sulphuric acid by washing. The purified sulpho-product is then
subjected, in open vessels, to the action of a temperature of about 105° to 120° C.
and by this means split up into oxysebacic glycerine-ether or oxysebacide and
sulphurous-acid gas. The crude oxysebacic glycerine-ether or oxysebacide thus
obtained is disacidified by washing with water. If desired the product may also
be completely anhydrated and refined after disacidification.
For the production of sulpho-oxy-sebacide, concentrated English sulphuric acid
is added to oxysebacides prepared as described in the requisite stoichiometric
proportion by weight for the formation of mono-sulpho-sebaoide, the sulphuric
acid being added very gradually and in small portions and the mixture is constantly
stirred and cooled externally by water. The introduction of sulphuric acid is
completed in about 10 to 12 hours. The sulpho-oxy-sebacides thus obtained are.
purified and freed from remaining sulphuric acid by washing.
For the production of di-oxy-sebacides, the sulpho-oxy-sebacides obtained as
described and freed from remaining sulphuric acid are subjected in open vessels to

page_text: the action of a temperature of 105° to 120° C. and thereby decomposed into
di-oxy-sebacide and sulphurous-acid gas... The crude di-oxy-sebacide thus obtained
is disacidified by washing and purified, and if desired also completely freed from
water and refined.
For the production of sulpho-di-oxy-sebacide the purified and anhydrated
di-oxy-sebacide obtained as above described is treated with concentrated English
sulphuric acid in the requisite stoichiometric proportion by weight for the operation,
the sulphuric acid being added very gradually in small portions and the mixture is
constantly stirred while being cooled externally by water. The introduction of
sulphuric acid is completed in 10 to 12 hours. The sulpho-di-oxy-sebacide thus
obtained is freed from remaining sulphuric acid by washing. The splitting off of
the sulphurous acid in the production of oxy-sebacic glycerine-ethers, as also
di-oxy-sebacides, can also be effected by treating the sulpho-products with hot
water or steam under pressure or by passing hot air or hot gases through the same.
Dated the 26th day of August 1891.
ERNEST DE PASS,
78, Fleet Street, London, and 6, Victoria Street, Nottingham,
Agent for the Applicants.
JUMI LELU
DIECIFICATION.
Process for the Production of Oxy-fatty Glycerine Ethers and Oxy,
Sulpho-oxy, Dioxy, and Sulpho-dioxy Fatty Acids.
We, ALEXANDER SCHMITZ, Doctor of Philosophie, and ERNST TOENGES,
Merchant, both residing at Cleves in the Kingdom of Prussia, German Empire, and
trading together under the style or firm of Dr. Schmitz & Toenges at the same
,place do hereby declare the nature of this invention and in what manner the
eame is to be performed, to be particularly described and ascertained in and by the
following statement :-
The object of the present invention is to produce oxy-fatty glycerine-ethers and
oxy-fatty acids from neutral fatty oils and fats of the vegetable and animal
kingdoms, and also from free fatty acids of commerce. Moreover, its object is to
produce sulpho-oxy-fatty, dioxy-fatty and sulpho-dioxy-fatty acids from the said
oxy-fatty acids.
"The process which we employ for this purpose consists substantially in first
treating the aforesaid fatty matters with sulphuric acid, whereby sulpho-fatty
glycerine-ether or sulpho-fatty acid is produced, according as more or less sulphuric
acid is employed. (This part of the process in itself is, however, not new.) The
product thus obtained is heated with the effect of splitting off sulphurous
anhydride, the remaining substance being oxy-fatty glycerine-ether or oxy-fatty
acid, as the case may be. By a like treatment of the oxy-fatty acid with sulphuric
acid sulpho-oxy-fatty acid is produced, which in turn is split up into dioxy-fatty acid
and sulphurous anhydride by another heating operation. The dioxy-fatty acid is
finally converted by means of sulphuric acid into sulpho-dioxy-fatty acid.
The primary materials usoful for the purpose of our invention are the following:
1, the glycerides of oleic acid or non-drying oil; 2, the glycerides of linoleic acid,
or drying oils; 3, the glycerides of cetaceoleic acid, or train-oil and fish-oils;
4, the glycerides of palmitic acid, or greases and tallows; 5, the free fatty
acids of commerce, such as oleinc, &c.; 6, the fats and fatty acids which may be
recovered from soap-water and other liquors forming the refuse of various
manufactures.
The fatty substance to be subjected to our process is mixed with concentrated
sulphuric acid in-such stoichiometric proportion as is necessary for obtaining sulpho-
fatty glycerine-ether or sulpho-fatty acid. When, for instance, sulpho-oleic

page_text: being in this case also added in small portions and very gradually, so that its intro-
duction be extended over a time of from 10 to 12 hours, and the mixture being
stirred all the while and cooled externally. The sulpho-oxy-fatty acids thus
obtained are purified and freed from the remaining sulphuric acid by washing
with water. With oxy-oleic acid and sulphuric acid the reaction comes off as 3
follows:

page_text: 3, in the preparation of tournante-oils by mixing neutral oils with a suitable
oxy-fatty acid, while the oxy-fatty glycerine ethers and their salts are directly
available for this purpose;
4, as finishing-oils for cotton, silk, linen and leather;
5, in the preparation of paint-oils and varnishes by mixing linseed-oil with
oxy-fatty acids obtained from drying oils, and for various other purposes.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to bo performed, we declare that. what we
claim is :
1. Tho process of producing oxy-fatty glycerine-ethers and oxy-fatty acids which
consists in mixing a fat, a fatty oil or a free fatty acid with concentrated sulphuric
acid, stirring and cooling the mixture, washing the product, heating the same,
whereby sulphurous acid is split off, and washing the final product, substantially as
described.
"
2. The process of producing sulpho-oxy-fatty acids, which consists in mixing a
dehydrated oxy-fatty acid with concentrated sulphuric acid, stirring and cooling
the mixture and washing the product, substantially as specified.
3. The process of producing dioxy-fatty acids, which consists in heating a sulpho-
oxy-fatty acid, whereby sulphurous anhydride is split off, and washing the
product, substantially as described.
4. The process of producing sulpho-dioxy-fatty acids, which consists in mixing a
dehydrated dioxy-fatty acid with concentrated sulphuric acid, stirring and
cooling the mixture and washing the product, substantially as specified.
Dated this 2014 day of may 1902.
ERNEST DE PASS,
Chartered Patent Agent,
78, Fleet Street, London,, and 6, Victoria Street, Nottingham,
Agent for the Applicants.