GB827384A - Improved process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase - Google Patents
Improved process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phaseInfo
- Publication number
- GB827384A GB827384A GB16592/56A GB1659256A GB827384A GB 827384 A GB827384 A GB 827384A GB 16592/56 A GB16592/56 A GB 16592/56A GB 1659256 A GB1659256 A GB 1659256A GB 827384 A GB827384 A GB 827384A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solution
- alkali metal
- metal hydroxide
- aqueous
- phase
- 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
- C10G27/00—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation
- C10G27/04—Refining of hydrocarbon oils in the absence of hydrogen, by oxidation with oxygen or compounds generating oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B45/00—Formation or introduction of functional groups containing sulfur
- C07B45/06—Formation or introduction of functional groups containing sulfur of mercapto or sulfide groups
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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Light hydrocarbon oils having a boiling-point not exceeding 370 DEG C. and containing mercaptans are purified by the oxidation process described in the parent Specification but employing as the aqueous phase, an aqueous solution of an alkali metal hydroxide and an alkali metal salt of a phenol containing at least 2 mols. per litre of free alkali metal hydroxide and not more than 54% by volume of water based on the total volumes of the components of the solution before they are mixed together, the solution being initially capable of co-existing in heterogeneous equilibrium with an alkali metal hydroxide solution containing less phenolate, both solutions containing the same three components in aqueous homogenous solution. The hydrocarbon oils, phenols and oxidation procedure are as described in the parent Specification. However, the oxygen may be used in conjunction with other oxygen-yielding compounds such as ozone or a peroxide, for example, as described in Specification 769,208. The compositions of the aqueous solutions used only vary slightly from those described in the parent Specification, being representable for the system in graph 1 therein by the boundary line AE but they allow of the use of less of the alkaline solution and facilitate regeneration. Thus, the alkaline solution, which becomes diluted with water in use, may be regenerated by contact with sufficient of an alkali metal hydroxide solution containing phenolate in amount less than that in the solution being regenerated and which is capable of co-existing in heterogeneous equilibrium with the original alkaline solution whereby all or substantially all the diluting water is removed. An example described a continuous process for the oxidation treatment of a mercaptan-containing gasoline using an aqueous KOH/potassium cresolate solution and regeneration of the latter; suitable apparatus is illustrated and that described in Specification 659,241 may also be used.ALSO:Oil-soluble mercaptons or alkali-metal mercaptans derived therefrom are oxidized to disulphides by means of oxygen in the absence of an oxidation catalyst, the mercaptans or mercaptides being initially in a two-phase system, one phase of which is formed by a light hydrocarbon oil boiling at not above 370 DEG C., and the other phase of which is formed by an aqueous solution of an alkali metal hydroxide and an alkali-metal salt of a phenol as hereinafter defined, the two phases being brought into intimate contact with each other during the oxidation, the aqueous solution being a homogeneous solution containing at least 2 mols. per litre of free alkali metal hydroxide and not more than 54% by volume of water based on the total volumes of the components of the solution before they are mixed together, and being initially capable of co-existing in heterogeneous equilibrium with an alkali metal hydroxide solution containing less phenolate, both solutions containing the same three components in aqueous homogeneous solution. The term "phenol" denotes phenol as a monohydric alkyl phenol containing a total of not more than 3 carbon atoms in the alkyl group or groups present and no other substituents. The compositions of the aqueous solutions differ little from those of the solutions used in the parent Specification, being representable for the system in graph 1 therein by the boundary line AE but they allow the use of smaller quantities of the solution and facilitate regeneration. The oxidation procedure is generally as described in the parent Specification. However, the oxygen may be used in conjunction with oxygen-yielding compounds such as ozone or a peroxide, for example as described in Specification 769,208. Regeneration of the aqueous alkaline solution, which in use becomes diluted with water, may be effected by contacting the used solution with a sufficient amount of an alkali metal hydroxide solution containing alkali metal phenolate in an amount less than that in the solution being regenerated and which is capable of co-existing in heterogeneous equilibrium with the original alkali metal hydroxide/phenolate solution, whereby all or substantially all the diluting water is removed. The process is described with particular reference to mercaptan-containing gasolines and kerosines, the disulphides remaining in the treated oil. An example describes a continuous process for the oxidation of a mercaptan-containing gasoline using an aqueous KOH/potassium cresolate solution and the regeneration of the latter, and suitable apparatus is described. The contact apparatus described in Specification 659,241, [Group III], may also be used.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL775015X | 1953-03-12 | ||
NL197666 | 1955-05-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB827384A true GB827384A (en) | 1960-02-03 |
Family
ID=26641593
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7363/54A Expired GB775015A (en) | 1953-03-12 | 1954-03-12 | Process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase |
GB16592/56A Expired GB827384A (en) | 1953-03-12 | 1956-05-29 | Improved process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase |
GB16593/56A Expired GB827385A (en) | 1953-03-12 | 1956-05-29 | Improved process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7363/54A Expired GB775015A (en) | 1953-03-12 | 1954-03-12 | Process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16593/56A Expired GB827385A (en) | 1953-03-12 | 1956-05-29 | Improved process for oxidising mercaptans or mercaptides to disulphides in a two-phase system consisting of a light hydrocarbon oil phase and an aqueous alkali metal hydroxide phase |
Country Status (6)
Country | Link |
---|---|
US (3) | US2763594A (en) |
BE (3) | BE527146A (en) |
DE (3) | DE960918C (en) |
FR (3) | FR1097348A (en) |
GB (3) | GB775015A (en) |
NL (3) | NL86366C (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3107213A (en) * | 1959-02-12 | 1963-10-15 | Exxon Research Engineering Co | Caustic treating process |
US4513093A (en) * | 1981-03-30 | 1985-04-23 | Ashland Oil, Inc. | Immobilization of vanadia deposited on sorbent materials during treatment of carbo-metallic oils |
US7678263B2 (en) * | 2006-01-30 | 2010-03-16 | Conocophillips Company | Gas stripping process for removal of sulfur-containing components from crude oil |
WO2014074958A1 (en) * | 2012-11-09 | 2014-05-15 | Saudi Arabian Oil Company | Oxidative desulfurization process and system using gaseous oxidant-enhanced feed |
US9643146B2 (en) | 2013-11-29 | 2017-05-09 | Uop Llc | Unit for processing a liquid/gas phase mixture, mercaptan oxidation system including the same, and method of processing a liquid/gas phase mixture |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2015038A (en) * | 1932-07-23 | 1935-09-17 | Texas Co | Process of sweetening petroleum hydrocarbons |
US2164851A (en) * | 1937-02-08 | 1939-07-04 | Shell Dev | Process of separating mercaptans contained in a hydrocarbon liquid |
US2202039A (en) * | 1938-06-25 | 1940-05-28 | Shell Dev | Process for the removal of mercaptans from hydrocarbon distillates |
US2446507A (en) * | 1945-01-26 | 1948-08-03 | Socony Vacuum Oil Co Inc | Method of removing mercaptans from a liquid mixture of hydrocarbons containing low-boiling and high-boiling mercaptans |
US2556438A (en) * | 1948-08-07 | 1951-06-12 | Standard Oil Co | Mercaptan extraction system |
US2663674A (en) * | 1950-03-17 | 1953-12-22 | Standard Oil Co | Refining sour hydrocarbon oils |
BE510375A (en) * | 1950-03-17 | |||
DE886947C (en) * | 1951-11-28 | 1953-08-20 | Bataafsche Petroleum | Process for converting the mercaptans contained in petrol or kerosene into disulphides by oxidation with oxygen or an oxygen-containing gas |
-
0
- BE BE548193D patent/BE548193A/xx unknown
- NL NL86367D patent/NL86367C/xx active
- NL NL80084D patent/NL80084C/xx active
- BE BE548192D patent/BE548192A/xx unknown
- NL NL86366D patent/NL86366C/xx active
- BE BE527146D patent/BE527146A/xx unknown
-
1954
- 1954-03-10 US US415237A patent/US2763594A/en not_active Expired - Lifetime
- 1954-03-11 DE DEN8606A patent/DE960918C/en not_active Expired
- 1954-03-12 FR FR1097348D patent/FR1097348A/en not_active Expired
- 1954-03-12 GB GB7363/54A patent/GB775015A/en not_active Expired
-
1956
- 1956-05-15 FR FR70001D patent/FR70001E/en not_active Expired
- 1956-05-15 FR FR70002D patent/FR70002E/en not_active Expired
- 1956-05-28 US US587532A patent/US2862878A/en not_active Expired - Lifetime
- 1956-05-28 US US587633A patent/US2893951A/en not_active Expired - Lifetime
- 1956-05-29 DE DEN12285A patent/DE1146217B/en active Pending
- 1956-05-29 GB GB16592/56A patent/GB827384A/en not_active Expired
- 1956-05-29 DE DEN12284A patent/DE1167470B/en active Pending
- 1956-05-29 GB GB16593/56A patent/GB827385A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL86367C (en) | |
US2862878A (en) | 1958-12-02 |
BE527146A (en) | |
GB827385A (en) | 1960-02-03 |
FR1097348A (en) | 1955-07-04 |
NL86366C (en) | |
DE1146217B (en) | 1963-03-28 |
BE548192A (en) | |
FR70002E (en) | 1959-02-02 |
US2763594A (en) | 1956-09-18 |
FR70001E (en) | 1959-02-02 |
US2893951A (en) | 1959-07-07 |
GB775015A (en) | 1957-05-15 |
DE960918C (en) | 1957-03-28 |
NL80084C (en) | |
BE548193A (en) | |
DE1167470B (en) | 1964-04-09 |
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