# US 10,246,385 B2 · Integrated pyrolysis and oxygenate to olefin process > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,246,385 B2 - Document ID: US10246385B2 - Status: Granted - Kind: B2 - Application number: 15/846,550 - Filed: 2017-12-19 - Published: 2018-04-26 - Granted: 2019-04-02 - Earliest claimed: 2015-06-23 - Assignees: Uop LLC - Applicants: Uop LLC - Inventors: Rajeswar R. Gattupalli; Andrea G. Bozzano; Laura E. Leonard; Gregory A. Funk - Web page: https://patentgrep.com/patent/US10246385B2 ## CPC - C07C 5/09: to carbon-to-carbon double bonds - B01J 8/0242: {the fluid flow within the bed being predominantly vertical} - B01J 8/0446: {the flow within the beds being predominantly vertical} - B01J 19/10: employing sonic or ultrasonic vibrations - B01J 19/26: Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles - C07C 1/12: from carbon dioxide with hydrogen - C07C 1/20: starting from organic compounds containing only oxygen atoms as heteroatoms - C07C 2/78: Processes with partial combustion - C07C 7/11: by absorption, i.e. purification or separation of gaseous hydrocarbons with the aid of liquids - C07C 27/12: with oxygen - C07C 29/151: with hydrogen or hydrogen-containing gases - C07C 29/1518: {one step being the formation of initial mixture of carbon oxides and hydrogen for synthesis} - C07C 31/04: Methanol - C10G 3/00: Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids (production from non-melting solid oxygen-containing carbonaceous materials C10G1/00) - C10G 45/32: Selective hydrogenation of the diolefin or acetylene compounds - B01J 8/04: the fluid passing successively through two or more beds - B01J 12/007: {in the presence of catalytically active bodies, e.g. porous plates} - B01J 2219/00006: Large-scale industrial plants - B01J 2219/00038: Processes in parallel - B01J 2219/0004: Processes in series - B01J 2219/00087: with heat exchange elements outside the reactor - Y02P 30/20: using bio-feedstock - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES - Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS ## Abstract A method of making light olefins is described. The method involves producing an alkyne in a pyrolysis process. The alkyne is catalytically hydrogenated in a hydrogenation zone to produce a product stream containing a light olefin. A byproduct stream from the pyrolysis process comprises carbon oxide and hydrogen. The byproduct stream is treated to convert the carbon oxide and the hydrogen to an oxygenated product in a carbon oxide conversion zone, which can then be converted to an olefin in an oxygenate to olefin process. ## Claims ### Claim 1 A method of making light olefins comprising: combusting a fuel and an oxidizer in a combustion zone of a pyrolytic reactor to create a combustion gas stream; transitioning a velocity of the combustion gas stream from subsonic to supersonic in an expansion zone of the pyrolytic reactor; injecting a light hydrocarbon into the supersonic combustion gas stream to create a mixed stream including the light hydrocarbon; transitioning the velocity of the mixed stream from supersonic to subsonic in a reaction zone of the pyrolytic reactor to produce a reaction mixture comprising an alkyne, carbon oxide, and hydrogen; separating the reaction mixture in an absorber into an alkyne stream comprising the alkyne and a byproduct stream comprising the carbon oxide and the hydrogen; catalytically hydrogenating the alkyne in a hydrogenation zone to produce a product stream containing a first light olefin; treating the byproduct stream to convert at least a portion of the carbon oxide and the hydrogen to an oxygenated product in a carbon oxide conversion zone; treating the oxygenated product in an oxygenate conversion zone to convert at least a portion of the oxygenated product to produce an effluent comprising a second light olefin; and separating the first light olefin from the product stream and separating the second light olefin from the effluent in a product separation zone. ### Claim 2 (depends on 1) The method of claim 1 further comprising: combining at least a portion of the product stream containing the first light olefin with at least a portion of the oxygenate conversion zone effluent containing the second light olefin to form a mixture; and wherein separating the first light olefin from the product stream and separating the second light olefin from the effluent in the product separation zone comprises separating the first light olefin and the second light olefin from the mixture in the product separation zone. ### Claim 3 (depends on 1) The method of claim 1 wherein the second light olefin comprises at least one of ethylene and propylene. ### Claim 4 (depends on 1) The method of claim 1 wherein the carbon oxide comprises carbon monoxide and carbon dioxide, and further comprising: separating the carbon dioxide from the byproduct stream before treating the byproduct stream. ### Claim 5 (depends on 4) The method of claim 4 further comprising: converting at least a portion of the carbon dioxide to methane; and recycling the methane to the pyrolytic reactor. ### Claim 6 (depends on 1) The method of claim 1 wherein the byproduct stream further comprises a portion of the light hydrocarbon, and further comprising: separating the portion of the light hydrocarbon from the byproduct stream before treating the byproduct stream. ### Claim 7 (depends on 6) The method of claim 6 further comprising: recycling the portion of the light hydrocarbon to the pyrolytic reactor. ### Claim 8 (depends on 1) The method of claim 1 wherein the fuel is hydrogen, the oxidizer is oxygen, the light hydrocarbon is methane, the alkyne is acetylene, the first light olefin is ethylene, and the oxygenated product is methanol. ### Claim 9 A method of making light olefins comprising: combusting a fuel and an oxidizer in a combustion zone of a pyrolytic reactor to create a combustion gas stream; transitioning a velocity of the combustion gas stream from subsonic to supersonic in an expansion zone of the pyrolytic reactor; injecting a light hydrocarbon into the supersonic combustion gas stream to create a mixed stream including the light hydrocarbon; transitioning the velocity of the mixed stream from supersonic to subsonic in a reaction zone of the pyrolytic reactor to produce a reaction mixture comprising an alkyne, carbon oxide, and hydrogen; separating the reaction mixture in an absorber into an alkyne stream comprising the alkyne and a byproduct stream comprising the carbon oxide and the hydrogen; catalytically hydrogenating the alkyne in a hydrogenation zone to produce a product stream containing a first light olefin; treating the byproduct stream to convert at least a portion of the carbon oxide and the hydrogen to an oxygenated product in a carbon oxide conversion zone; treating the oxygenated product in an oxygenate conversion zone to convert at least a portion of the oxygenated product to produce an effluent comprising a second light olefin; and separating the first light olefin from the product stream and separating the second light olefin from the effluent in a product separation zone. ### Claim 10 (depends on 9) The method of claim 9 further comprising: combining at least a portion of the product stream containing the first light olefin with at least a portion of the oxygenate conversion zone effluent containing the second light olefin to form a mixture; and wherein separating the first light olefin from the product stream and separating the second light olefin from the effluent in the product separation zone comprises separating the first light olefin and the second light olefin from the mixture in the product separation zone. ### Claim 11 (depends on 9) The method of claim 9 wherein the second light olefin comprises at least one of ethylene and propylene. ### Claim 12 (depends on 9) The method of claim 9 wherein the carbon oxide comprises carbon monoxide and carbon dioxide, and further comprising: separating the carbon dioxide from the byproduct stream before treating the byproduct stream. ### Claim 13 (depends on 12) The method of claim 12 further comprising: converting at least a portion of the carbon dioxide to methane; and recycling the methane to the pyrolytic reactor. ### Claim 14 (depends on 9) The method of claim 9 wherein the byproduct stream further comprises a portion of the light hydrocarbon, and further comprising: separating the portion of the light hydrocarbon from the byproduct stream before treating the byproduct stream. ### Claim 15 (depends on 14) The method of claim 14 further comprising: recycling the portion of the light hydrocarbon to the pyrolytic reactor. ### Claim 16 (depends on 9) The method of claim 9 wherein the fuel is hydrogen, the oxidizer is oxygen, the light hydrocarbon is methane, the alkyne is acetylene, the first light olefin is ethylene, and the oxygenated product is methanol.