US1816071A - Process for sulphonation of oils or fatty matters - Google Patents
Process for sulphonation of oils or fatty matters Download PDFInfo
- Publication number
- US1816071A US1816071A US249503A US24950328A US1816071A US 1816071 A US1816071 A US 1816071A US 249503 A US249503 A US 249503A US 24950328 A US24950328 A US 24950328A US 1816071 A US1816071 A US 1816071A
- Authority
- US
- United States
- Prior art keywords
- sulphonation
- fatty
- oils
- matters
- sulphuric acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title description 9
- 239000003921 oil Substances 0.000 title description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000001117 sulphuric acid Substances 0.000 description 10
- 235000011149 sulphuric acid Nutrition 0.000 description 10
- 239000002904 solvent Substances 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 5
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/04—Protein or carboxylic compound containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/905—Agent composition per se for colloid system making or stabilizing, e.g. foaming, emulsifying, dispersing, or gelling
- Y10S516/909—The agent contains organic compound containing sulfoxy*
- Y10S516/913—The compound contains -C[=O]OH or salt thereof
Definitions
- a further object is to adapt oils or fatty matters for successful treatment under the low temperature conditions.
- the sulphonation is performed with a large excess of sulphuric acid and at temperatures below zero centigrade. Temperatures round about 10 C. have proved particularlysuitable.
- the products obtained by this improved process have an increased value, especially due to the fact that they are highly resistant to lime, acid and magnesia.
- the fatty material to be treated may poss1bly thicken considerably or become unduly viscous at the low temperatures employed it may be preferable to treat them with diluents or solvents which do not react with the sulphuric acid under the conditions prevailing.
- the employor the nature of the diluents or solvents employed may depend upon the material to be treated and the nature of the agitating apparatus available. Moreover, the nature of the diluents or solvents must be such that they do not mix or combine with the diluted sulphuric acid separating out after the washing of the products.
- Inactive solvents which may be used in the process may include .for example: benzol, toluol, trichlorethylene, carbon tetrachloride, ethyl ether.
- the new products are particularly char- 7 acterized by an extraordinarily high resistance to acid, lime, and magnesia salts.
- a process for sulphonation of fatty matters comprising the treatment of the fatty matters with an excess of sulphuric acid at a temperature substantially below zero centigrade, as for example 10 C.
- a process for sulphonation of fatty matters comprising the preliminary treatment of the fatty matters with a thinning medium which is not reactive to sulphuric acid under the working conditions, and treating the thinnedfatty matters with an excess of sulphuric acid at a temperature less than 0 C.
- a process for sulphonation of fatty matters comprising the preliminary treating the resultant mixture to about 10 C.,.
- a process for sulphonation of fatty matters comprising the preliminary addition to a mass of fatty matter of a quantity of hydrocarbon, cooling the resultant mass to a temperature of about -10 (1, adding to the mass slowly and with agitation a quantity of sulphuric acid about equal in weight to the weight of the original fatty matter, and separating, washing and neutralizing the sulfihonated product substantially as set fort DR. HEINRICH BERTSCH.
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
- ment of such diluents or solvents,
Patented July 28, 1931 UNITED STATES PATENT oFFIcE HEINRICH BERTSGH, or cnmmrrz, GERMANY, assreuon r0 n. ma. 3611MB AKTIEN- GESELLSOHAFT, OF GEEMNITZ, SAXONY, GERMANY,
A COMBANY OF GERMANY.
PROCESS FOB SULPHONATION OF OILS OR FATTY MATTER$ No Drawing. Application filed January 25,
A further object is to adapt oils or fatty matters for successful treatment under the low temperature conditions.
In treating fatty acids or glycerides for obtaining sulphonated oil products, certain standard rules are generally observed in all places of manufacture. In the first place, the operation of about 30 C. and, in. the second place, the quantity of sulphuric acid employed does not exceed about 33 %.of the oil to be treated.
According to this invention, the sulphonation is performed with a large excess of sulphuric acid and at temperatures below zero centigrade. Temperatures round about 10 C. have proved particularlysuitable. The products obtained by this improved process have an increased value, especially due to the fact that they are highly resistant to lime, acid and magnesia.
In viewof the fact that the fatty material to be treated may poss1bly thicken considerably or become unduly viscous at the low temperatures employed it may be preferable to treat them with diluents or solvents which do not react with the sulphuric acid under the conditions prevailing. The employor the nature of the diluents or solvents employed, may depend upon the material to be treated and the nature of the agitating apparatus available. Moreover, the nature of the diluents or solvents must be such that they do not mix or combine with the diluted sulphuric acid separating out after the washing of the products. As an example of diluents or solvents possessing the desired characteristics, mention may be made of hydrocarbons, halogenated hydro-carbons and the like. Inactive solvents which may be used in the process may include .for example: benzol, toluol, trichlorethylene, carbon tetrachloride, ethyl ether.
is carried out at temperatures 1928, Serial No. 249,503, and in Germany January 27, 1927.
The improved process, which differs from those heretofore practised in the respects already mentioned, yields products similar to Turkey-red oils but many times superior in effect to products previously obtained.
The new products are particularly char- 7 acterized by an extraordinarily high resistance to acid, lime, and magnesia salts.
The practical carrying out of the invention is best illustrated by the following example To 100 kgs. of ricinoleic fatty acid there are added 50 kgs. of benzol, and the mass is cooled to a temperature of 10 C. At
this temperature, and whilst stirring, the mass is treated by slowly adding'lOO kgs. of sulphuric acid at 66 B., the reaction being permitted to continue until samples withdrawn from the mass are found to be soluble in water. Washing and neutralization of the product of the reaction are carried out in the usual manner of preparing Turkey-red oil.
I claim:
1. A process for sulphonation of fatty matters comprising the treatment of the fatty matters with an excess of sulphuric acid at a temperature substantially below zero centigrade, as for example 10 C.
2. A process for sulphonation of fatty matters comprising the preliminary treatment of the fatty matters with a thinning medium which is not reactive to sulphuric acid under the working conditions, and treating the thinnedfatty matters with an excess of sulphuric acid at a temperature less than 0 C.
3. A process for sulphonation of fatty matters comprising the preliminary treating the resultant mixture to about 10 C.,.
treatin the cooled mixture with an addition 0 an excess of sulphuric acid whilst stirring, substantially as set forth.
5. A process for sulphonation of fatty matters comprising the preliminary addition to a mass of fatty matter of a quantity of hydrocarbon, cooling the resultant mass to a temperature of about -10 (1, adding to the mass slowly and with agitation a quantity of sulphuric acid about equal in weight to the weight of the original fatty matter, and separating, washing and neutralizing the sulfihonated product substantially as set fort DR. HEINRICH BERTSCH.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1816071X | 1927-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1816071A true US1816071A (en) | 1931-07-28 |
Family
ID=7744499
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US249503A Expired - Lifetime US1816071A (en) | 1927-01-27 | 1928-01-25 | Process for sulphonation of oils or fatty matters |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1816071A (en) |
-
1928
- 1928-01-25 US US249503A patent/US1816071A/en not_active Expired - Lifetime
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