Selective hydrogenation catalyst and methods of making and using same
US-9221727-B2 · Dec 29, 2015 · US
US9409837B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9409837-B2 |
| Application number | US-201314034822-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 24, 2013 |
| Priority date | Oct 4, 2012 |
| Publication date | Aug 9, 2016 |
| Grant date | Aug 9, 2016 |
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A process for recovering butadiene from a C 4 fraction is disclosed. The process may include: contacting a mixed C 4 stream comprising butane, butene, and butadiene, with a solvent comprising an organic solvent and water in a butadiene pre-absorber column to recover an overheads fraction comprising at least a portion of the butane, butene, and water, and a first bottoms fraction comprising the organic solvent, butadiene, and at least a portion of the butene; and feeding the first bottoms fraction to a butadiene extraction unit to recover a butene fraction, a crude butadiene fraction, and a solvent fraction.
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What is claimed: 1. A process for recovering 1,3-butadiene from a C 4 fraction, comprising: feeding a hydrocarbon fraction containing butanes, butenes, 1,2-butadiene, 1,3-butadiene, C 4 acetylenes, C 3 acetylenes, and C 5+ hydrocarbons to a butadiene extraction unit; recovering from the butadiene extraction unit a 1,3-butadiene fraction, a C 3 acetylene fraction, a C 4 acetylene fraction, one or more fractions comprising the butanes and butenes, and a fraction comprising the 1,2-butadiene and the C 5+ hydrocarbons; selectively hydrogenating at least one of the C 3 acetylene fraction and the C 4 acetylene fraction to produce a hydrogenated effluent comprising olefins, dienes, and oligomer byproducts; feeding the hydrogenated effluent and the fraction comprising the 1,2-butadiene and the C 5+ hydrocarbons to a separator to recover a heavies fraction comprising the C 5+ hydrocarbons and the oligomer byproducts and a lights fraction comprising the olefins, dienes, and 1,2-butadiene; and feeding the lights fraction to the butadiene extraction unit. 2. The process of claim 1 , wherein the C 4 acetylene fraction comprises C 4 acetylenes and 1,2-butadiene. 3. The process of claim 2 , wherein an amount of 1,2-butadiene in the C 4 acetylene fraction is approximately equal to an amount of the 1,2-butadiene in the feed hydrocarbon fraction. 4. The process of claim 2 , wherein the C 4 acetylene fraction is fed to the selectively hydrogenating step, and wherein an amount of 1,2-butadiene consumed via the selectively hydrogenating is approximately equal to an amount of the 1,2-butadiene in the feed hydrocarbon fraction. 5. The process of claim 1 , wherein vinylcyclohexene is produced in the butadiene extraction unit or is present in the feed hydrocarbon fraction, the process further comprising: recovering a fraction comprising the vinylcyclohexene from the butadiene extraction unit; and feeding the vinylcyclohexene fraction to the separator, wherein the vinylcyclohexene is recovered from the separator in the heavies fraction. 6. The process of claim 1 , further comprising: feeding at least a portion of the hydrocarbon fraction to the separator as a reflux; vaporizing at least a portion of the hydrocarbon fraction fed to the separator; recovering the vaporized portion with the lights fraction for feed to the butadiene extraction unit. 7. The process of claim 6 , wherein the reflux comprises only the hydrocarbon fraction or a portion thereof and wherein the lights fraction is recovered as a vapor phase fed to the butadiene extraction unit. 8. The process of claim 1 , further comprising: vaporizing a portion of the feed hydrocarbon fraction in a vaporization system; recovering a vapor fraction from the vaporization system; recovering a liquid fraction from the vaporization system; feeding the recovered liquid fraction to the separator as a reflux. 9. The process of claim 8 , further comprising: vaporizing at least a portion of the liquid fraction fed to the separator; and recovering the vaporized portion with the lights fraction for feed to the butadiene extraction unit. 10. The process of claim 1 , wherein the fraction comprising 1,2-butadiene and C 5+ hydrocarbons further comprises at least one of N-methylpyrrolidone (NMP) and tertiary butyl catechol (TBC). 11. The process of claim 1 , wherein the butadiene extraction unit comprises one or more of the following: a pre-absorber; a pre-fractionation column; a feed scrubber/stripper system a main wash column; a rectifier; an afterwash column; an acetylene fractionator; a butadiene fractionator; an acetylene washer; a solvent purification system; and a degasser and cooling column. 12. A process for recovering 1,3-butadiene from a C 4 fraction, comprising: feeding a hydrocarbon fraction containing butanes, butenes, 1,2-butadiene, 1,3-butadiene, C 4 acetylenes, C 3 acetylenes, and C 5+ hydrocarbons to a vaporization system; recovering a vapor fraction from the vaporization system; recovering a liquid fraction from the vaporization system; feeding the recovered vapor fraction to a butadiene extraction unit; recovering from the butadiene extraction unit a 1,3-butadiene fraction, a C 3 acetylene fraction, a C 4 acetylene fraction, one or more fractions comprising the butanes and butenes, and a fraction comprising the 1,2-butadiene and the C 5+ hydrocarbons; selectively hydrogenating at least one of the C 3 acetylene fraction and the C 4 acetylene fraction to produce a hydrogenated effluent comprising olefins, dienes, and oligomer byproducts; feeding the hydrogenated effluent and the fraction comprising the 1,2-butadiene and the C 5+ hydrocarbons to a separator to recover a heavies fraction comprising the C 5+ hydrocarbons and the oligomer byproducts and a lights fraction comprising the olefins, dienes, and 1,2-butadiene; feeding the recovered liquid fraction to the separator as a reflux; and feeding the lights fraction to the butadiene extraction unit. 13. The process of claim 12 , wherein the C 4 acetylene fraction comprises C 4 acetylenes and 1,2-butadiene. 14. The process of claim 13 , wherein an amount of 1,2-butadiene in the C 4 acetylene fraction is approximately equal to an amount of the 1,2-butadiene in the feed hydrocarbon fraction. 15. The process of claim 13 , wherein an amount of 1,2-butadiene consumed via the selectively hydrogenating is approximately equal to an amount of the 1,2-butadiene in the feed hydrocarbon fraction. 16. The process of claim 12 , wherein vinylcyclohene is produced in the butadiene extraction unit or is present in the feed hydrocarbon fraction, the process further comprising: recovering a fraction comprising the vinylcyclohexene from the butadiene extraction unit; and feeding the vinylcyclohexene fraction to the separator, wherein the vinylcyclohexene is recovered from the separator in the heavies fraction.
Applications, solvents used · CPC title
to carbon-to-carbon double bonds · CPC title
Processes comprising at least two steps in series · CPC title
for removal of compounds containing a triple carbon-to-carbon bond · CPC title
by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids · CPC title
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