Dimerization of cyclopentadiene from side stream from debutanizer
US-2024116837-A1 · Apr 11, 2024 · US
US11370728B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11370728-B2 |
| Application number | US-201816487100-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 21, 2018 |
| Priority date | Mar 8, 2017 |
| Publication date | Jun 28, 2022 |
| Grant date | Jun 28, 2022 |
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A hydrocarbon production method for producing hydrocarbons from a hydrocarbon mixture includes: a first extractive distillation step of performing extractive distillation of an extractive distillation target to obtain a fraction (A) in which isoprene and piperylene are enriched and a fraction (B) in which a linear hydrocarbon and a branched hydrocarbon are enriched; a first distillation step of obtaining a fraction (C) in which isoprene is enriched and a fraction (D) in which piperylene is enriched from the fraction (A); a dehydrogenation step of performing dehydrogenation or oxidative dehydrogenation of either or both of the linear hydrocarbon and the branched hydrocarbon contained in the fraction (B) to obtain a dehydrogenated product; and a recovery step of supplying the dehydrogenated product to an extractive distillation column or a distillation column and obtaining isoprene and/or piperylene from the dehydrogenated product.
Opening claim text (preview).
The invention claimed is: 1. A hydrocarbon production method for producing hydrocarbons, comprising: a) pretreating a hydrocarbon mixture, where the pre-treating comprises a step of dimerizing cyclopentadiene in the hydrocarbon mixture to obtain a hydrocarbon mixture containing dicyclopentadiene; and a step of using a predistillation column to perform distillation of the hydrocarbon mixture containing dicyclopentadiene to obtain a pretreated hydrocarbon mixture and a fraction (E) enriched in dicyclopentadiene, wherein the pretreated hydrocarbon mixture further contains isoprene, piperylene, a linear C 5 hydrocarbon including one or fewer carbon-carbon double bonds, and a branched C 5 hydrocarbon including one or fewer carbon-carbon double bonds; b) performing extractive distillation in a first extractive distillation column of the pretreated hydrocarbon mixture to produce a fraction (A) comprising an extractant enriched in isoprene and piperylene and a fraction (B) enriched in the linear hydrocarbon and the branched hydrocarbon having lower solubility than isoprene and piperylene in the extractant; c) performing distillation of a fraction obtained after separation of the extractant from the fraction (A) to obtain a fraction (C) enriched in isoprene and a fraction (D) enriched in piperylene; d) separating the linear and branched hydrocarbon contained in fraction (B); e) a dehydrogenation step of performing dehydrogenation or oxidative dehydrogenation of at least one of the separated linear hydrocarbon and the separated branched hydrocarbon contained in the fraction (B) to obtain a dehydrogenated product including at least one of a linear hydrocarbon dehydrogenated product containing piperylene and a branched hydrocarbon dehydrogenated product containing isoprene; f) determining a required production amount of isoprene and piperylene, wherein an amount of at least one of the linear and branched hydrocarbon is adjusted so that the isoprene and/or piperylene produced supplements a difference between the required amount of isoprene and piperylene and the amount of isoprene and piperylene produced from the extractive distillation; g) a recovery step of supplying the dehydrogenated product to an extractive distillation column or a distillation column and obtaining at least one of isoprene and piperylene from the dehydrogenated product, h) purifying the fraction (C) in an isoprene purification section including a second extractive distillation column to obtain high-purity isoprene; i) purifying the fraction (D) in a piperylene purification section to obtain high-purity piperylene; j) a dicyclopentadiene purification step of purifying the fraction (E) in a dicyclopentadiene purification section to obtain high-purity dicyclopentadiene; and k) a hydrogenation step of hydrogenating at least one of a residue discharged in the isoprene purification step, a residue discharged in the piperylene purification step, and a residue discharged in the dicyclopentadiene purification step, wherein at least one of the linear hydrocarbon and the branched hydrocarbon that is not dehydrogenated or oxidatively dehydrogenated in the dehydrogenation step is mixed with a hydrogenated product obtained in the hydrogenation step and used as a gasoline base material or a feedstock for an ethylene cracker. 2. The hydrocarbon production method according to claim 1 , wherein the dehydrogenated product is supplied to the first extractive distillation column in the recovery step. 3. The hydrocarbon production method according to claim 1 , wherein the hydrogenation is performed using hydrogen produced in the dehydrogenation step.
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