GB928548A - Process for the production of alkyl sulphonates and alkyl sulphonic acid esters from mineral oil fractions - Google Patents
Process for the production of alkyl sulphonates and alkyl sulphonic acid esters from mineral oil fractionsInfo
- Publication number
- GB928548A GB928548A GB2813961A GB2813961A GB928548A GB 928548 A GB928548 A GB 928548A GB 2813961 A GB2813961 A GB 2813961A GB 2813961 A GB2813961 A GB 2813961A GB 928548 A GB928548 A GB 928548A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphuric acid
- alkyl
- treated
- sulphochlorinated
- mineral oil
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G53/00—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/04—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
- C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G67/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Mineral oil fractions boiling within the range of 180 DEG to 350 DEG C. (e.g. diesel oil fractions) are hydrogenated and then refined with concentrated sulphuric acid, fuming sulphuric acid, aluminium chloride, sulphur trioxide or sulphur trioxidecontaining gases (e.g. contact oven gases obtained in the production of sulphuric acid), preferably at a temperature between 0 DEG and 120 DEG C. The refining is optionally carried out in the presence of chlorine and/or hydrogen chloride, preferably in an amount of 50-200 volume per cent of the volume of oil used. Small amounts of dissolved resins or acids remaining in the refined hydrogenated oil may be removed with adsorption agents such as fuller's earth and/or water. The refined oil is then sulphochlorinated (see Group IV(b)). Specification 878,845 is referred to.ALSO:Alkyl sulphonates and alkyl sulphonic acid esters of high stability and only slight colour are obtained from mineral oil fractions (b.p. 180-350 DEG .C.) by hydrogenating the mineral oil fractions, refining the product with concentrated sulphuric acid, fuming sulphuric acid, aluminium chloride, sulphur trioxide or sulphur trioxide-containing gases, possibly in the presence of chlorine and/or hydrogen chloride, sulphochlorinating the hydrocarbon mixture, so obtained, by the action of chlorine and sulphur dioxide in the presence of light to a maximum content of alkyl sulphochlorides of about 50%, refining the sulphochlorination product with concentrated sulphuric acid, fuming sulphuric acid, aluminium chloride, sulphur trioxide or sulphur trioxide-containing gases, and converting the refined product by hydrolysis or alcoholysis into the corresponding alkyl sulphonates or alkyl sulphonic acid esters. The treatment of the hydrogenated mineral oil with the specified reagents is preferably carried out with intensive mixing between 0 DEG and 120 DEG C. If 98% sulphuric acid is used, the amount required is generally 10-30% by weight of the mineral oil; for fuming sulphuric acid less than 10% is sufficient. As sulphur trioxide-containing gases, there may be used contact oven gases obtained in the production of sulphuric acid. The refining treatment of the alkyl sulphochlorides can generally be carried out at room temperature or slightly elevated temperatures. Generally 5-30% or refining agent, based on the weight of sulphochlorides, is sufficient. The sulphochlorides can be freed from residual refining agents and resinous products by centrifuging or by treatment with adsorption agents, e.g. fuller's earth and/or water. In the examples, diesel oil fractions, hydrogenated over a cobalt catalyst, are (1) treated with 100% sulphuric acid, sulphochlorinated (using irradiation from a tungsten lamp), and then treated twice with 98% sulphuric acid; (2) treated with contact oven gas (6.5% SO3), sulphochlorinated, and then treated three times with 98% sulphuric acid; (3) treated with aluminium chloride, sulphochlorinated, and treated twice with 98% sulphuric acid. In Example (4) the non-sulphochlorinated oil from Example (1) was treated with aluminium chloride tar obtained from Example (3), and then sulphochlorinated and refined as in Example (1). In all the examples, the sulphochlorides were converted partly to the corresponding sodium alkyl sulphonates, and partly to the phenyl and cresyl esters of the corresponding alkyl sulphonic acids. Specification 878,845 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF32158A DE1242220B (en) | 1960-09-20 | 1960-09-20 | Process for the production of alkyl sulfonates or alkyl sulfonic acid esters with high thermal stability and low color from petroleum fractions |
Publications (1)
Publication Number | Publication Date |
---|---|
GB928548A true GB928548A (en) | 1963-06-12 |
Family
ID=7094518
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2813961A Expired GB928548A (en) | 1960-09-20 | 1961-08-02 | Process for the production of alkyl sulphonates and alkyl sulphonic acid esters from mineral oil fractions |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1242220B (en) |
GB (1) | GB928548A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4022812A (en) * | 1971-06-10 | 1977-05-10 | Rhone-Progil | Fire resistive plasticizer and method |
FR2454459A1 (en) * | 1979-04-17 | 1980-11-14 | Inst Francais Du Petrole | PROCESS FOR THE MANUFACTURE OF OIL SULFONATES FROM A HYDROTREATED HYDROCARBON FILLER AND THEIR USE IN THE MANUFACTURE OF MICROEMULSIONS |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2174110A (en) * | 1939-09-26 | bdsnl | ||
US2046090A (en) * | 1933-12-29 | 1936-06-30 | Horn Charles L | Method of halogenating compounds and product resulting therefrom |
US2197800A (en) * | 1938-06-30 | 1940-04-23 | Du Pont | Reaction of aliphatic hydrocarbons with sulphur dioxide and chlorine and products thereof |
US2717265A (en) * | 1952-08-11 | 1955-09-06 | Sun Oil Co | Sulfonation of mineral oil |
US2845455A (en) * | 1956-10-05 | 1958-07-29 | Sinclair Refining Co | Process of sulfonation |
-
1960
- 1960-09-20 DE DEF32158A patent/DE1242220B/en active Pending
-
1961
- 1961-08-02 GB GB2813961A patent/GB928548A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4022812A (en) * | 1971-06-10 | 1977-05-10 | Rhone-Progil | Fire resistive plasticizer and method |
FR2454459A1 (en) * | 1979-04-17 | 1980-11-14 | Inst Francais Du Petrole | PROCESS FOR THE MANUFACTURE OF OIL SULFONATES FROM A HYDROTREATED HYDROCARBON FILLER AND THEIR USE IN THE MANUFACTURE OF MICROEMULSIONS |
US4290973A (en) | 1979-04-17 | 1981-09-22 | Institut Francais Du Petrole | Process for manufacturing petroleum sulfonates and the resultant products |
Also Published As
Publication number | Publication date |
---|---|
DE1242220B (en) | 1967-06-15 |
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