SELECTIVE LIQUID-LIQUID EXTRACTION OF OXIDATIVE DESULFURIZATION REACTION PRODUCTS
First Claim
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1. A process for extracting sulfoxidation reaction products from hydrocarbon fractions containing sulfoxidation reaction products while minimizing co-extraction of hydrocarbons including aromatic hydrocarbons, comprising:
- contacting a hydrocarbon fraction containing sulfoxidation reaction products with a selective solvent formulation comprising an aqueous solution having a concentration of about 2.5 weight % to about 70 weight % of a polar organic solvent, the polar organic solvent selected from the group consisting of acetone, methanol, acetonitrile, acetic acid, formic acid and combinations comprising at least two of the foregoing polar organic solvents,wherein the concentration of the aqueous solution is selected to maximize extraction of a target sulfoxidation reaction product and minimize co-extraction of unoxidized organosulfur compounds and hydrocarbons including aromatic hydrocarbons.
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Abstract
The present invention provides selective extraction of sulfoxides, or sulfoxides in combination with sulfones, from hydrocarbon mixtures containing these compounds. A significant advantage of the invention is that oxidation products resulting from oxidative desulfurization of hydrocarbon feedstocks are selectively extracted with minimum co-extraction of non-oxidized products such as valuable hydrocarbon fuel components.
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38 Claims
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1. A process for extracting sulfoxidation reaction products from hydrocarbon fractions containing sulfoxidation reaction products while minimizing co-extraction of hydrocarbons including aromatic hydrocarbons, comprising:
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contacting a hydrocarbon fraction containing sulfoxidation reaction products with a selective solvent formulation comprising an aqueous solution having a concentration of about 2.5 weight % to about 70 weight % of a polar organic solvent, the polar organic solvent selected from the group consisting of acetone, methanol, acetonitrile, acetic acid, formic acid and combinations comprising at least two of the foregoing polar organic solvents, wherein the concentration of the aqueous solution is selected to maximize extraction of a target sulfoxidation reaction product and minimize co-extraction of unoxidized organosulfur compounds and hydrocarbons including aromatic hydrocarbons. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37)
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38. A method of determining an extraction solvent composition for extracting sulfoxidation reaction products from a hydrocarbon fraction containing sulfoxidation reaction products comprising:
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qualitatively analyzing the hydrocarbon fractions containing sulfoxidation reaction products to determine the type of sulfoxidation reaction products, and the type of aromatic hydrocarbons and/or the type of non-aromatic hydrocarbons; selecting as a target sulfoxidation reaction product one or more sulfoxides or a combination of one or more sulfoxides and one or more sulfones; determining the activity coefficient ln γ
of a range of extraction solvent compositions for the target sulfoxidation reaction product and at least one type of aromatic or non-aromatic hydrocarbon, the extraction solvent compositions within the range of extraction solvent compositions comprising an aqueous solution having a concentration of about 2.5 weight % to about 70 weight % by weight polar organic solvent in water, the polar organic solvent selected from the group consisting of acetone, methanol, acetonitrile, acetic acid, formic acid and combinations comprising two or more of acetone, methanol, acetonitrile, acetic acid and formic acid;selecting an extraction solvent composition having an activity coefficient of less than about 16.5 for the target sulfoxidation reaction product that maximizes extraction of the target sulfoxidation reaction product, and an activity coefficient greater than about 16.5 for the at least one type of aromatic or non-aromatic hydrocarbon that minimizes co-extraction of the at least one type of aromatic or non-aromatic hydrocarbon.
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Specification