Quaternary ammonium tribromides and quaternary phosphonium tribromides are recovered from an organic solvent by washing with an aqueous hydrazine solution. The hydrazine reacts to form nitrogen, hydrobromic acid and a quaternary ammonium or quaternary phosphonium monobromide. The hydrobromic acid and quaternary ammonium or quaternary phosphonium migrate to the aqueous phase, thereby effecting the removal of the tribromides from the organic solvent. The hydrobromic acid can be neutralized with a quaternary ammonium or quaternary phosphonium hydroxide to produce a quaternary ammonium or quaternary phosphonium monobromide. The monobromides produced can be reacted with elemental bromine to regenerate a tribromide brominating agent.

Quaternary ammonium tribromides and quaternary phosphonium tribromides are recovered from an organic solvent by washing with an aqueous hydrazine solution. The hydrazine reacts to form nitrogen, hydrobromic acid and a quaternary ammonium or quaternary phosphonium monobromide. The hydrobromic acid and quaternary ammonium or quaternary phosphonium migrate to the aqueous phase, thereby effecting the removal of the tribromides from the organic solvent. The hydrobromic acid can be neutralized with a quaternary ammonium or quaternary phosphonium hydroxide to produce a quaternary ammonium or quaternary phosphonium monobromide. The monobromides produced can be reacted with elemental bromine to regenerate a tribromide brominating agent.

Systems, reactors, and processes for regenerating ionic liquid using catalyst. A plurality of tubular reactors are provided having a first end and a second end and catalyst particles disposed in the tubular reactor between the first end and the second end. A line supplies separated ionic liquid catalyst to the first end of the tubular reactor. Hydrogen is also supplied. Regenerated ionic liquid catalyst is recovered from the second end of the tubular reactor. The inner surface of the tubular reactor is preferably non-corrosive or non-reactive. A fluoropolymer lining may be used. The tubular reactors are modular, and may be changed out with the catalyst inside when the catalyst are to be replaced.

Systems, reactors, and processes for regenerating ionic liquid using catalyst. A plurality of tubular reactors are provided having a first end and a second end and catalyst particles disposed in the tubular reactor between the first end and the second end. A line supplies separated ionic liquid catalyst to the first end of the tubular reactor. Hydrogen is also supplied. Regenerated ionic liquid catalyst is recovered from the second end of the tubular reactor. The inner surface of the tubular reactor is preferably non-corrosive or non-reactive. A fluoropolymer lining may be used. The tubular reactors are modular, and may be changed out with the catalyst inside when the catalyst are to be replaced.

Systems, reactors, and processes for regenerating ionic liquid using catalyst. A plurality of tubular reactors are provided having a first end and a second end and catalyst particles disposed in the tubular reactor between the first end and the second end. A line supplies separated ionic liquid catalyst to the first end of the tubular reactor. Hydrogen is also supplied. Regenerated ionic liquid catalyst is recovered from the second end of the tubular reactor. The inner surface of the tubular reactor is preferably non-corrosive or non-reactive. A fluoropolymer lining may be used. The tubular reactors are modular, and may be changed out with the catalyst inside when the catalyst are to be replaced.

Systems, reactors, and processes for regenerating ionic liquid using catalyst. A plurality of tubular reactors are provided having a first end and a second end and catalyst particles disposed in the tubular reactor between the first end and the second end. A line supplies separated ionic liquid catalyst to the first end of the tubular reactor. Hydrogen is also supplied. Regenerated ionic liquid catalyst is recovered from the second end of the tubular reactor. The inner surface of the tubular reactor is preferably non-corrosive or non-reactive. A fluoropolymer lining may be used. The tubular reactors are modular, and may be changed out with the catalyst inside when the catalyst are to be replaced.

The present invention generally relates to processes for the recovery of rhodium from a catalyst purge stream from a C6 or higher olefin hydroformylation process. In one embodiment, the process comprises (a) treating a catalyst-containing liquid purge stream from the hydroformylation process, wherein the catalyst comprises a precious metal and an organophosphorous ligand, with an oxidant in the presence of a separate liquid aqueous phase comprising a halide-free acid at a sufficient temperature to effect oxidation of a majority of the contained organophosphorous ligand, wherein the halide-free acid is a C1-C6 organic acid or phosphorous acid; (b) recovering the aqueous phase; (c) contacting the aqueous phase with a separate organic phase by mixing the two phases under a syngas atmosphere, wherein the separate organic phase comprises water-insoluble, hydrolysable organophosphorous ligand and recycled olefin from a hydroformylation process; and (d) separating the organic phase to be recycled back to a hydroformylation process.

Provided is a method of preparing an acrylonitrile dimer including: supplying an acrylonitrile monomer, a phosphorus-based catalyst, and an alcohol solvent to a reactor to perform a dimerization reaction to produce dimerized reactants (S10); cooling the dimerized reactants to crystallize the phosphorus-based catalyst (S20); separating the crystallized phosphorus-based catalyst (S30); and supplying the dimerized reactants from which the phosphorus-based catalyst is separated to a distillation column to separate the acrylonitrile dimer (S40).

Disclosed herein are methods of treating a hydroformylation catalyst solution wherein the solution comprises rhodium, polyphosphoramidite ligands, and polyphosphoramidite ligand degradation products and wherein the hydroformylation catalyst solution is used to hydroformylate an olefin in an operating hydroformylation unit. In some embodiments, such methods comprise contacting the catalyst solution with a peroxide in the operating hydroformylation unit.

We provide a process for regenerating a spent acidic ionic liquid, comprising contacting the spent acidic ionic liquid with hydrogen and without an addition of a hydrogenation catalyst; wherein a conjunct polymer content is decreased in the spent acidic ionic liquid to produce regenerated acidic ionic liquid. We also provide a process for making an alkylate gasoline blending component, comprising: a) alkylating a mixture of isoparaffins and olefins using an acidic ionic liquid and an alkyl halide or a hydrogen halide, wherein a conjunct polymer accumulates in a spent acidic ionic liquid; and b) feeding the spent acidic ionic liquid and a hydrogen, and without an addition of a hydrogenation catalyst, to a regeneration reactor operated under selected hydrogenation conditions to produce a regenerated acidic ionic liquid that is used for the alkylating, wherein the conjunct polymer in the regenerated acidic ionic liquid is decreased by at least 50 wt %.