ODSO acid medium, ODSO acid mixture medium, and uses thereof

Patent metadata

Field	Value
Publication number	US-12428372-B2
Application number	US-202217720702-A
Country	US
Kind code	B2
Filing date	Apr 14, 2022
Priority date	Apr 14, 2022
Publication date	Sep 30, 2025
Grant date	Sep 30, 2025

Abstract

An acid medium is provided comprising one or more water-soluble oxidized disulfide oil ODSO compounds. The use of such an acid medium is disclosed as a replacement for conventional acids. Embodiments of the present disclosure are directed to an ODSO acid or ODSO acid mixture medium comprising, consisting of or consisting essentially of one or more polar water-soluble ODSO compounds, including polar water-soluble ODSO compounds present in an effluent refinery hydrocarbon stream recovered following catalytic oxidation of mercaptans present in a petroleum feedstream.

First claim

What is claimed is:

1. An acid medium having a pH of less than about 7 comprising:
one or more acidic water-soluble oxidized disulfide oil (ODSO) compounds having a pH of less than about 7;
and one or more additional acidic components selected from the group consisting of hydrochloric acid, hydrobromic acid, hydrofluoric acid, phosphoric acid, sulfuric acid, nitric acid and aqua regia,
wherein the ODSO comprises 25-99.9 percent by mass of the acid medium.

2. The acid medium of claim 1 , wherein the one or more ODSO compounds are water-soluble ODSO compounds having 3 or more oxygen atoms and include one or more compounds selected from the group consisting of (R—SOO—SO—R′), (R—SOO—SOO—R′), (R—SO—SOO—OH), (R—SOO—SOO—OH), (R—SOO—SO—OH), (R′—SO—SO—OR), (R′—SOO—SO—OR), (R′—SO—SOO—OR) and (R′—SOO—SOO—OR), wherein R and R′ are the same or different C1-C10 alkyl or C6-C10 aryl.

3. The acid medium of claim 1 , wherein the one or more ODSO compounds are water-soluble ODSO compounds having 3 or more oxygen atoms and include a mixture of two or more compounds selected from the group consisting of (R—SOO—SO—R′), (R—SOO—SOO—R′), (R—SO—SOO—OH), (R—SOO—SOO—OH), (R—SOO—SO—OH), (R′—SO—SO—OR), (R′—SOO—SO—OR), (R′—SO—SOO—OR) and (R′—SOO—SOO—OR), wherein R and R′ are the same or different C1-C10 alkyl or C6-C10 aryl.

4. The acid medium of claim 3 , wherein the mixture corresponds to oxidized disulfide oils present in an effluent refinery hydrocarbon stream recovered following catalytic oxidation of mercaptans present in the effluent refinery hydrocarbon stream.

5. The acid medium of claim 1 , wherein the one or more ODSO compounds are water-soluble ODSO compounds having 3 or more oxygen atoms and include one or more compounds selected from the group consisting of (R—SOO—SO—R′), (R—SOO—SOO—R′), (R—SO—SOO—OH), (R—SOO—SOO—OH), (R—SO—SO—OH), (R—SOO—SO—OH), wherein R and R′ are the same or different C1-C10 alkyl or C6-C10 aryl.

6. The acid medium of claim 5 , wherein the mixture corresponds to oxidized disulfide oils present in an effluent refinery hydrocarbon stream recovered following catalytic oxidation of mercaptans present in the effluent refinery hydrocarbon stream.

7. The acid medium of claim 1 , wherein the one or more ODSO compounds are water-soluble ODSO compounds having 3 or more oxygen atoms and include a mixture of two or more compounds selected from the group consisting of (R—SOO—SO—R′), (R—SOO—SOO—R′), (R—SO—SOO—OH), (R—SOO—SOO—OH), (R—SO—SO—OH), (R—SOO—SO—OH), wherein R and R′ are the same or different C1-C10 alkyl or C6-C10 aryl.

8. The acid medium of claim 7 , wherein the mixture corresponds to oxidized disulfide oils present in an effluent refinery hydrocarbon stream recovered following catalytic oxidation of mercaptans present in the effluent refinery hydrocarbon stream.

9. The acid medium as in claim 1 in an aqueous solution.

10. The acid medium of claim 1 , wherein the one or more additional acidic components comprises hydrochloric acid.

11. The acid medium of claim 1 , wherein the one or more additional acidic components comprises hydrobromic acid.

12. The acid medium of claim 1 , wherein the one or more additional acidic components comprises hydrofluoric acid.

13. The acid medium of claim 1 , wherein the one or more additional acidic components comprises phosphoric acid.

14. The acid medium of claim 1 , wherein the one or more additional acidic components comprises sulfuric acid.

15. The acid medium of claim 1 , wherein the one or more additional acidic components comprises nitric acid.

16. The acid medium of claim 1 , wherein the one or more additional acidic components comprises aqua regia.

17. The acid medium of claim 1 having a pH of less than about 4.

18. The acid medium of claim 1 having a pH of less than about 1.

19. The acid medium of claim 1 , wherein the ODSO comprises 50-99.9 percent by mass of the acid medium.

Assignees

• Saudi Arabian Oil Co

Inventors

• Koseoglu Omer Refa
• Hodgkins Robert P

Classifications

• C10G2300/202

  Heteroatoms content, i.e. S, N, O, P · CPC title

• C10G17/02

  with acids or acid-containing liquids, e.g. acid sludge · CPC title

• C10G29/205

  by reaction with hydrocarbons added to the hydrocarbon oil · CPC title

• C07C321/12 Primary

  Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms · CPC title

• C10G53/14 Primary

  including at least one oxidation step · CPC title