Catalytic caustic desulfonylation

• US 10,450,516 B2
• Filed: 03/07/2017
• Issued: 10/22/2019
• Est. Priority Date: 03/08/2016
• Status: Active Grant

• Current Assignee: Auterra, Inc., Cenovus Energy Incorporated
• Original Assignee: Auterra, Inc.
• Inventors: Rankin, Jonathan, Briggs, Sarah
• Primary Examiner(s): Boyer, Randy
• Assistant Examiner(s): Doyle, Brandi M
• Application Number:
  US15/451,981
• Publication Number:
  US 20170260462A1
• Time in Patent Office: 959 Days
• CPC Class Codes: C10G 2300/202 Heteroatoms content, i.e. S, N, O, P
• CPC Class Codes: C10G 45/04 characterised by the catalyst used

Abstract

A caustic desulfonylation method and system comprising a reactor vessel with a solid carbonaceous selectivity promoter provided therein, a liquid feed input of the reactor vessel configured to receive a source of caustic, a hydrocarbon feed comprising oxidized sulfur containing compounds and a gas feed input of the reactor vessel configured to receive a source of hydrogen. The caustic desulfonylation method and system further includes an output of the reactor vessel releasing the caustic and an upgraded hydrocarbon product with sulfur content less than the sulfur content of the hydrocarbon feed received by the liquid feed of the reactor vessel.

Claims

1. A method for performing a caustic desulfonylation reaction comprising the steps of:

providing a reactor vessel;

placing, within the reactor vessel, a solid selectivity promoter made of carbonaceous material;

receiving, by the reactor vessel, a hydrocarbon feed comprising an oxidized sulfur compound, a caustic, and hydrogen gas;

contacting the solid selectivity promoter with the hydrocarbon feed and the caustic in the presence of the hydrogen gas;

producing an upgraded hydrocarbon product with a sulfur content less than the sulfur content of the hydrocarbon feed; and

regenerating the solid selectivity promoter with the hydrogen gas.

2. The method of claim 1, wherein the carbonaceous material comprises at least one of activated carbon, graphite, graphene, coal, and an asphaltene.

3. The method of claim 1, wherein an interior of the reactor vessel is pressurized with the hydrogen gas.

4. The method of claim 3, wherein the interior of the reactor vessel is pressurized with the hydrogen gas to a pressure of at least 200 psig.

5. The method of claim 1, wherein the caustic comprises an inorganic basic compound.

6. The method of claim 5, wherein the inorganic basic compound includes at least one of:

an inorganic oxide from a group IA or IIA element, an inorganic hydroxide from a group IA or IIA element, a mixture of oxides and hydroxides from group IA or IIA elements, a molten hydroxide from a group IA or IIA element, and a mixture of hydroxides from group IA or IIA elements.

7. The method of claim 5, wherein the caustic comprises the inorganic basic compound at about 50% weight in water.

8. The method of claim 5, wherein the caustic comprises at least one of:

Li₂O, Na₂O, K₂O, Rb₂O, Cs₂O, Fr₂O, B₂O, MgO, CaO, SrO, BaO, LiOH, NaOH, KOH, RbOH, CsOH, FrOH, Be(OH)₂, Mg(OH)₂, Ca(OH)₂, Sr(OH)₂, Ba(OH)₂, and green liquor.

9. The method of claim 1, wherein the hydrocarbon feed comprising the oxidized sulfur compound is formed by reacting a hydrocarbon stream with an oxidant.

10. The method of claim 9, wherein an intermediate stream is generated by reacting the hydrocarbon stream with the oxidant and the intermediate stream is subjected to distillation to form the hydrocarbon feed comprising the oxidized sulfur compound.

11. The method of claim 9, wherein the oxidized sulfur compound of the hydrocarbon feed is also formed by an acid treatment.

12. The method of claim 9, wherein a catalyst is used in the presence of the oxidant.

13. The method of claim 12, wherein the catalyst is bound to a support surface.

14. The method of claim 13, wherein the support surface comprises one of an organic polymer and an inorganic oxide.

15. A caustic desulfonylation reaction method comprising:

providing a solid selectivity promoter made of carbonaceous material;

contacting the solid selectivity promoter with a hydrocarbon feed and a caustic;

producing an upgraded hydrocarbon product with a sulfur content less than the sulfur content of the hydrocarbon feed; and

regenerating the selectivity promoter with hydrogen gas.

16. The method of claim 15, wherein the regenerating step occurs continuously while the caustic desulfonylation reaction method occurs.