# US 11,299,444 B2 · Selective hydrogen removal > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,299,444 B2 - Document ID: US11299444B2 - Status: Granted - Kind: B2 - Application number: 17/084,748 - Filed: 2020-10-30 - Published: 2021-05-27 - Granted: 2022-04-12 - Earliest claimed: 2019-11-25 - Assignees: ExxonMobil Research and Engineering Company - Applicants: ExxonMobil Research and Engineering Company - Inventors: Aaron Sattler; Michele L. Paccagnini; Pedro M. Serna Merino; Henry K. Klutse - Web page: https://patentgrep.com/patent/US11299444B2 ## CPC - B01J 29/7015: {CHA-type, e.g. Chabazite, LZ-218} - C07C 5/48: with oxygen as an acceptor - B01J 29/743: {CHA-type, e.g. Chabazite, LZ-218} - C07C 2529/74: Noble metals - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS ## Abstract Processes are provided for the removal of hydrogen from a mixture. The process can be performed by contacting a mixture comprising hydrogen, oxygen, and one or more organic compounds with a synthetic zeolite to produce water or steam. The synthetic zeolite can include Si and Al and has a SiO2:Al2O3 molar ratio of greater than 4:1, an 8-membered ring zeolite having a framework type of AEI, AFT, AFX, CHA, CDO, DDR, EDI, ERI, IHW, ITE, ITW, KFI, MER, MTF, MWF, LEV, LTA, PAU, PWN, RHO, SFW or UFI, a degree of crystallinity of at least 80% as measured by ASTM D535-197, and at least 0.01 wt % of at least one catalytic metal, based on a weight of the synthetic zeolite, where the at least one catalytic metal can include Ru, Rh, Pd, Ag, Os, Ir, Pt, Au, Mo, W, Re, Co, Ni, Zn, Cr, Mn, Ce, Ga, alloys thereof, or mixtures thereof. At least 95% of the catalytic metal can be disposed within a plurality of pores of the synthetic zeolite. ## Claims ### Claim 1 A process for the removal of hydrogen from a mixture, comprising: contacting a mixture comprising hydrogen, oxygen, and one or more organic compounds with a synthetic zeolite to produce water or steam, wherein the synthetic zeolite comprises, Si and Al and has a SiO2:Al2O3 molar ratio of greater than 4:1, an 8-membered ring zeolite having a framework type of AEI, AFT, AFX, CHA, CDO, DDR, EDI, ERI, IHW, ITE, ITW, KFI, MER, MTF, MWF, LEV, LTA, PAU, PWN, RHO, SFW or UFI, a degree of crystallinity of at least 80% as measured by ASTM D535-197, and at least 0.01 wt % of at least one catalytic metal, based on a weight of the synthetic zeolite, wherein the at least one catalytic metal comprises Ru, Rh, Pd, Ag, Os, Ir, Pt, Au, Mo, W, Re, Co, Ni, Zn, Cr, Mn, Ce, Ga, alloys thereof, or mixtures thereof, wherein at least 95% of the catalytic metal is disposed within a plurality of pores of the synthetic zeolite. ### Claim 2 (depends on 1) The process of claim 1, wherein the plurality of pores have an average pore size of less than 0.5 nm as measured by molecular modeling. ### Claim 3 (depends on 1) The process of claim 1, wherein the synthetic zeolite has a framework comprising Si, Al, P, As, Ti, Ge, Sn, Fe, B, Ga, Be, Zn, alloys thereof, or mixtures thereof. ### Claim 4 (depends on 1) The process of any claim 1, wherein the synthetic zeolite comprises a silicate, an aluminosilicate, or a borosilicate. ### Claim 5 (depends on 1) The process of claim 1, wherein the synthetic zeolite has a SiO2:Al2O3 molar ratio of greater than 6:1. ### Claim 6 (depends on 1) The process of claim 1, wherein the synthetic zeolite further comprises at least 0.01 wt % of a transition metal comprising Cu, Fe, Ti, Zr, Nb, Hf, Ta, alloys thereof, or mixtures thereof, wherein the transition metal is an extra-framework metal. ### Claim 7 (depends on 1) The process of claim 1, wherein at least 90% of the catalytic metal is disposed in the plurality of pores of the synthetic zeolite. ### Claim 8 (depends on 1) The process of claim 1, wherein the at least one catalytic metal comprises Ru, Rh, Pd, Ag, Os, Ir, Pt, Au, Re, alloys thereof, or mixtures thereof. ### Claim 9 (depends on 1) The process of claim 1, wherein at least one catalytic metal is in a particulate form and at least 80% of the particles by number have a largest dimension of less than 2 nm as measured by TEM. ### Claim 10 (depends on 1) The process of claim 1, wherein the at least one catalytic metal comprises Pt, Rh, Pd, Au, alloys thereof, or mixtures thereof and wherein the synthetic zeolite is an 8-membered ring zeolite having a framework type of CHA, AEI, AFX, RHO, KFI or LTA and the synthetic zeolite is a silicate or an aluminosilicate, wherein the aluminosilicate has an SiO2:Al2O3 molar ratio of greater than 6:1. ### Claim 11 (depends on 1) The process of claim 1, wherein the one or more organic compounds comprise a dehydrogenatable organic compound and the process further comprises the step of dehydrogenating at least a portion of the dehydrogenatable organic compound to produce a dehydrogenated organic compound and hydrogen. ### Claim 12 (depends on 1) The process of claim 1, wherein the one or more organic compounds comprises a mixture of one or more alkanes having from 4 to 10 carbon atoms and one or more alkenes having from 4 to 10 carbon atoms. ### Claim 13 A process for the removal of hydrogen from a mixture, comprising: contacting a mixture comprising hydrogen, oxygen, and one or more organic compounds with a synthetic zeolite, wherein at least 80% of the one or more organic compounds are branched or cyclic hydrocarbons and wherein the synthetic zeolite comprises, a degree of crystallinity of at least 80% as measured by ASTM D535-197, an 8-membered ring zeolite having a framework type of CHA; and at least 0.01 wt % of at least one catalytic metal, based on a weight of the synthetic zeolite, wherein the at least one catalytic metal comprises Ru, Rh, Pd, Ag, Os, Ir, Pt, Au, Mo, W, Re, Co, Ni, Zn, Cr, Mn, Ce, Ga, alloys thereof, or mixtures thereof, wherein at least 95% of the catalytic metal is disposed within a plurality of pores of the synthetic zeolite. ### Claim 14 (depends on 13) The process of claim 13, wherein the at least one catalytic metal is in a particulate form and at least 80% of the particles by number have a largest dimension of less than 4 nm as measured by TEM. ### Claim 15 (depends on 13) The process of claim 13, wherein the at least one catalytic metal is in a particulate form and at least 95% of the particles by number have a largest dimension of less than 2 nm as measured by TEM. ### Claim 16 (depends on 13) The process of claim 13, wherein the at least one catalytic metal comprises Pt, Rh, Pd, Au, alloys thereof, or mixtures thereof and wherein the synthetic zeolite is a silicate or an aluminosilicate, wherein the aluminosilicate has an SiO2:Al2O3 molar ratio of greater than 6:1. ### Claim 17 (depends on 13) The process of claim 13, wherein the synthetic zeolite comprises a structure directing agent (SDA). ### Claim 18 (depends on 13) The process of claim 13, wherein the one or more organic compounds comprise a dehydrogenatable organic compound and the process further comprises the step of dehydrogenating at least a portion of the dehydrogenatable organic compound to produce a dehydrogenated organic compound and the hydrogen. ### Claim 19 (depends on 13) The process of claim 13, wherein the one or more organic compounds comprises a mixture of one or more alkanes having from 4 to 10 carbon atoms and one or more alkenes having from 4 to 10 carbon atoms. ### Claim 20 (depends on 13) The process of claim 13, further comprising the step of recovering at least a portion of the one or more organic compounds. ### Claim 21 (depends on 13) The process of claim 13, wherein the hydrogen reacts with oxygen in the presence of the catalytic metal to produce water. ### Claim 22 A process for the removal of hydrogen from a mixture, comprising: contacting one or more dehydrogenatable organic compounds with a first dehydrogenation catalyst in a first reactor to produce a first mixture of hydrogen, dehydrogenatable organic compounds, and dehydrogenated organic compounds, contacting the mixture of hydrogen, dehydrogenatable organic compounds, and dehydrogenated organic compounds with a synthetic zeolite in a second reactor to produce a second mixture comprising a reduced amount of hydrogen, wherein the synthetic zeolite comprises, Si and Al and has a SiO2:Al2O3 molar ratio of greater than 4:1, a degree of crystallinity of at least 80% as measured by ASTM D535-197, an 8-membered ring zeolite having a framework type of AEI, AFT, AFX, CHA, CDO, DDR, EDI, ERI, IHW, ITE, ITW, KFI, MER, MTF, MWF, LEV, LTA, PAU, PWN, RHO, SFW or UFI; and at least 0.01 wt % of at least one catalytic metal, based on a weight of the synthetic zeolite, wherein the at least one catalytic metal comprises Ru, Rh, Pd, Ag, Os, Ir, Pt, Au, Mo, W, Re, Co, Ni, Zn, Cr, Mn, Ce, Ga, alloys thereof, or mixtures thereof, wherein at least 95% of the catalytic metal is disposed within a plurality of pores of the synthetic zeolite; and contacting the second mixture with a second dehydrogenation catalyst in a third reactor to produce a third mixture comprising an increased amount of the dehydrogenated organic compounds. ### Claim 23 (depends on 22) The process of claim 22, wherein the at least one catalytic metal is in a particulate form and at least 95% of the particles by number have a largest dimension of less than 2 nm as measured by TEM. ### Claim 24 (depends on 22) The process of claim 22, wherein the at least one catalytic metal comprises Pt, Rh, Pd, Au, alloys thereof, or mixtures thereof and wherein the synthetic zeolite is a silicate or an aluminosilicate, wherein the aluminosilicate has an SiO2:Al2O3 molar ratio of greater than 6:1. ### Claim 25 (depends on 22) The process of claim 22, wherein the synthetic zeolite comprises a structure directing agent (SDA).