US 11,807,610 B2
Functionalized ionic liquid for solvating heavy aromatic compounds
Saleh Ali Elomari, Fairfield, CA (US); Huping Luo, Moraga, CA (US); and Timi Pravin Singa, Richmond, CA (US)
Assigned to CHEVRON U.S.A. INC., San Ramon, CA (US)
Filed by Chevron U.S.A. Inc., San Ramon, CA (US)
Filed on Feb. 8, 2022, as Appl. No. 17/666,663.
Prior Publication US 2023/0250061 A1, Aug. 10, 2023
Int. Cl. C07D 215/10 (2006.01)
CPC C07D 215/10 (2013.01) 21 Claims
OG exemplary drawing
 
1. A process for removing a contaminant comprising
at least one polynuclear aromatic compound from a hydrocarbon stream, the process comprising
(a) contacting the hydrocarbon stream comprising the contaminant with a hydrocarbon-immiscible quinolinium ionic liquid under contacting conditions to produce a mixture comprising the hydrocarbon and the hydrocarbon-immiscible quinolinium ionic liquid, wherein the hydrocarbon-immiscible quinolinium ionic liquid comprises at least a portion of the removed contaminant; and
(b) separating the mixture to produce a hydrocarbon effluent having a reduced level of the contaminant and a hydrocarbon-immiscible quinolinium ionic liquid effluent comprising the hydrocarbon-immiscible quinolinium ionic liquid and at least the portion of the removed contaminant;
wherein the hydrocarbon-immiscible quinolinium ionic liquid is of formula:

OG Complex Work Unit Chemistry
where R is selected from hydrogen, an alkyl group having from 1 to 12 carbon atoms, an amine, an ether, or a silyl group; and anion A−is selected from chloride, bromide, iodide, nitrate, sulfate, tetrafluoroborate, hexafluorophosphate, acetates, haloacetates, alkanesulfonates, perfluoroalkanesulfonates, bis(perfluoroalkanesulfonyl)imides, and arene sulfonates.