NO20101712A1 - Kombinert karbondioksid- og oksygen-prosess for etylenbenzen-dehydrogenering til styren - Google Patents
Kombinert karbondioksid- og oksygen-prosess for etylenbenzen-dehydrogenering til styren Download PDFInfo
- Publication number
- NO20101712A1 NO20101712A1 NO20101712A NO20101712A NO20101712A1 NO 20101712 A1 NO20101712 A1 NO 20101712A1 NO 20101712 A NO20101712 A NO 20101712A NO 20101712 A NO20101712 A NO 20101712A NO 20101712 A1 NO20101712 A1 NO 20101712A1
- Authority
- NO
- Norway
- Prior art keywords
- carbon dioxide
- product
- gas
- feed
- carbon monoxide
- Prior art date
Links
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 282
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 201
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 134
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 99
- 239000001301 oxygen Substances 0.000 title claims abstract description 99
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims abstract description 98
- 238000006356 dehydrogenation reaction Methods 0.000 title claims abstract description 96
- 238000000034 method Methods 0.000 title claims abstract description 84
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 64
- 230000008569 process Effects 0.000 title claims abstract description 44
- SYWDWCWQXBUCOP-UHFFFAOYSA-N benzene;ethene Chemical compound C=C.C1=CC=CC=C1 SYWDWCWQXBUCOP-UHFFFAOYSA-N 0.000 title 1
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims abstract description 86
- 239000003054 catalyst Substances 0.000 claims abstract description 47
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 41
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 41
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 33
- 239000007800 oxidant agent Substances 0.000 claims abstract description 23
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 claims abstract description 16
- 239000007789 gas Substances 0.000 claims description 145
- 239000000047 product Substances 0.000 claims description 51
- 238000007254 oxidation reaction Methods 0.000 claims description 50
- 230000003647 oxidation Effects 0.000 claims description 47
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 45
- 238000004064 recycling Methods 0.000 claims description 39
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 38
- 239000006096 absorbing agent Substances 0.000 claims description 35
- 239000006227 byproduct Substances 0.000 claims description 32
- 239000012528 membrane Substances 0.000 claims description 31
- 238000000926 separation method Methods 0.000 claims description 25
- 238000001816 cooling Methods 0.000 claims description 13
- 230000001590 oxidative effect Effects 0.000 claims description 11
- 150000001336 alkenes Chemical group 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 7
- 238000009833 condensation Methods 0.000 claims description 6
- 230000005494 condensation Effects 0.000 claims description 6
- 238000003303 reheating Methods 0.000 claims description 3
- -1 unreacted feed Substances 0.000 claims description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 239000002912 waste gas Substances 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 49
- 229910001868 water Inorganic materials 0.000 description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 238000004519 manufacturing process Methods 0.000 description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 23
- 229910052739 hydrogen Inorganic materials 0.000 description 21
- 238000011084 recovery Methods 0.000 description 21
- 239000001257 hydrogen Substances 0.000 description 19
- 239000002245 particle Substances 0.000 description 14
- 230000007306 turnover Effects 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000013459 approach Methods 0.000 description 9
- 230000008901 benefit Effects 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 230000006835 compression Effects 0.000 description 7
- 238000007906 compression Methods 0.000 description 7
- 150000002431 hydrogen Chemical class 0.000 description 7
- 239000012535 impurity Substances 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 6
- 229910000510 noble metal Inorganic materials 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 229910020598 Co Fe Inorganic materials 0.000 description 4
- 229910002519 Co-Fe Inorganic materials 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 238000010926 purge Methods 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229910020637 Co-Cu Inorganic materials 0.000 description 3
- 229910019589 Cr—Fe Inorganic materials 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 150000001345 alkine derivatives Chemical class 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 229910001882 dioxygen Inorganic materials 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000002808 molecular sieve Substances 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 229910052703 rhodium Inorganic materials 0.000 description 3
- 229910052707 ruthenium Inorganic materials 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 229910001935 vanadium oxide Inorganic materials 0.000 description 3
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 150000008360 acrylonitriles Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004873 anchoring Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 229910017061 Fe Co Inorganic materials 0.000 description 1
- 229910017060 Fe Cr Inorganic materials 0.000 description 1
- 229910017076 Fe Zr Inorganic materials 0.000 description 1
- 229910002544 Fe-Cr Inorganic materials 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000525 Si/Al2O3 Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229940026085 carbon dioxide / oxygen Drugs 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 210000000080 chela (arthropods) Anatomy 0.000 description 1
- UPHIPHFJVNKLMR-UHFFFAOYSA-N chromium iron Chemical compound [Cr].[Fe] UPHIPHFJVNKLMR-UHFFFAOYSA-N 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000010436 fluorite Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 229910003455 mixed metal oxide Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/50—Separation of hydrogen or hydrogen containing gases from gaseous mixtures, e.g. purification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B13/00—Oxygen; Ozone; Oxides or hydroxides in general
- C01B13/02—Preparation of oxygen
- C01B13/0229—Purification or separation processes
- C01B13/0248—Physical processing only
- C01B13/0251—Physical processing only by making use of membranes
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/02—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen
- C01B3/32—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air
- C01B3/34—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air by reaction of hydrocarbons with gasifying agents
- C01B3/38—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air by reaction of hydrocarbons with gasifying agents using catalysts
- C01B3/382—Multi-step processes
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/02—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen
- C01B3/32—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air
- C01B3/34—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air by reaction of hydrocarbons with gasifying agents
- C01B3/48—Production of hydrogen or of gaseous mixtures containing a substantial proportion of hydrogen by reaction of gaseous or liquid organic compounds with gasifying agents, e.g. water, carbon dioxide, air by reaction of hydrocarbons with gasifying agents followed by reaction of water vapour with carbon monoxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/42—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor
- C07C5/48—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor with oxygen as an acceptor
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/02—Processes for making hydrogen or synthesis gas
- C01B2203/0205—Processes for making hydrogen or synthesis gas containing a reforming step
- C01B2203/0227—Processes for making hydrogen or synthesis gas containing a reforming step containing a catalytic reforming step
- C01B2203/0244—Processes for making hydrogen or synthesis gas containing a reforming step containing a catalytic reforming step the reforming step being an autothermal reforming step, e.g. secondary reforming processes
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/02—Processes for making hydrogen or synthesis gas
- C01B2203/0283—Processes for making hydrogen or synthesis gas containing a CO-shift step, i.e. a water gas shift step
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0405—Purification by membrane separation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0415—Purification by absorption in liquids
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/042—Purification by adsorption on solids
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0465—Composition of the impurity
- C01B2203/0475—Composition of the impurity the impurity being carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0465—Composition of the impurity
- C01B2203/048—Composition of the impurity the impurity being an organic compound
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0465—Composition of the impurity
- C01B2203/0495—Composition of the impurity the impurity being water
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/12—Feeding the process for making hydrogen or synthesis gas
- C01B2203/1205—Composition of the feed
- C01B2203/1211—Organic compounds or organic mixtures used in the process for making hydrogen or synthesis gas
- C01B2203/1235—Hydrocarbons
- C01B2203/1252—Cyclic or aromatic hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2210/00—Purification or separation of specific gases
- C01B2210/0043—Impurity removed
- C01B2210/0046—Nitrogen
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2210/00—Purification or separation of specific gases
- C01B2210/0043—Impurity removed
- C01B2210/0053—Hydrogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Combustion & Propulsion (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Carbon And Carbon Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/142,738 US8237000B2 (en) | 2008-06-19 | 2008-06-19 | Combined carbon dioxide and oxygen process for ethylbenzene dehydrogenation to styrene |
| PCT/US2009/047233 WO2009155219A1 (fr) | 2008-06-19 | 2009-06-12 | Procédé au dioxyde de carbone et à l'oxygène combinés pour la déshydrogénation d'éthylbenzène en styrène |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO20101712A1 true NO20101712A1 (no) | 2011-01-04 |
Family
ID=41431915
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20101712A NO20101712A1 (no) | 2008-06-19 | 2010-12-08 | Kombinert karbondioksid- og oksygen-prosess for etylenbenzen-dehydrogenering til styren |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8237000B2 (fr) |
| EP (1) | EP2303812A4 (fr) |
| JP (1) | JP2011524913A (fr) |
| KR (1) | KR20110033229A (fr) |
| CN (1) | CN102159524A (fr) |
| AR (1) | AR074153A1 (fr) |
| BR (1) | BRPI0915723A2 (fr) |
| CA (1) | CA2727286A1 (fr) |
| CL (1) | CL2009001427A1 (fr) |
| MX (1) | MX2010013804A (fr) |
| NO (1) | NO20101712A1 (fr) |
| SG (2) | SG192420A1 (fr) |
| TW (2) | TWI421238B (fr) |
| WO (1) | WO2009155219A1 (fr) |
| ZA (1) | ZA201100417B (fr) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110286909A1 (en) * | 2010-05-21 | 2011-11-24 | Air Liquide Process & Construction, Inc. | Generation Of CO Using Off-Gas As Source |
| US9676695B2 (en) * | 2011-03-02 | 2017-06-13 | Aither Chemical LLC | Methods for integrated natural gas purification and products produced therefrom |
| US8173852B1 (en) | 2011-05-17 | 2012-05-08 | Uop Llc | Methods and apparatuses for producing styrene from ethylbenzene |
| US8653314B2 (en) * | 2011-05-22 | 2014-02-18 | Fina Technology, Inc. | Method for providing a co-feed in the coupling of toluene with a carbon source |
| CN103121917B (zh) * | 2011-11-18 | 2015-09-09 | 中国石油化工股份有限公司 | 降低乙苯脱氢反应过程中乙苯分压的方法 |
| KR101391743B1 (ko) * | 2012-08-28 | 2014-05-12 | 인하대학교 산학협력단 | 수분과 이산화탄소를 사용하는 에틸벤젠의 탈수소화 공정을 통한 스티렌의 제조방법 |
| KR101437744B1 (ko) * | 2012-12-10 | 2014-09-03 | 삼성토탈 주식회사 | 이산화탄소와 산소를 산화제로 이용하는 노르말-부탄의 산화적 탈수소화 반응용 마그네슘 오르소바나데이트 촉매를 이용한 노르말-부텐과 1,3-부타디엔의 제조방법 |
| CN104677053A (zh) * | 2015-01-30 | 2015-06-03 | 北方华锦化学工业集团有限公司 | 一种回收乙苯脱氢尾气中氢气的方法 |
| US9623392B2 (en) | 2015-03-09 | 2017-04-18 | Fina Technology, Inc. | Catalyst agglomeration remediation |
| US9969949B1 (en) * | 2016-10-20 | 2018-05-15 | Iogen Corporation | Method and system for providing upgraded biogas |
| US10662127B2 (en) | 2017-08-28 | 2020-05-26 | 8 Rivers Capital, Llc | Oxidative dehydrogenation of ethane using carbon dioxide |
| EP3546043A1 (fr) * | 2018-03-28 | 2019-10-02 | Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO | Procédé et appareil de désoxygénation de liquides |
| MX2021007704A (es) | 2019-01-04 | 2021-08-05 | Nova Chem Int Sa | Proceso, sistema y aparato para la conversion catalitica de un producto de deshidrogenacion oxidativa para obtener un alcohol. |
| EP4165008A1 (fr) * | 2020-06-11 | 2023-04-19 | Nova Chemicals (International) S.A. | Atténuation de matériau radioactif d'origine naturelle dans une déshydrogénation oxydative |
Family Cites Families (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2604495A (en) * | 1948-07-21 | 1952-07-22 | Hercules Powder Co Ltd | Hydrocarbon dehydrogenation in presence of added carbon dioxide |
| US3375288A (en) * | 1964-10-28 | 1968-03-26 | Universal Oil Prod Co | Dehydrogenation of hydrocarbons at high conversion levels |
| US3847968A (en) * | 1973-07-30 | 1974-11-12 | Badger Co | Method of producing styrene |
| JPS5344916B2 (fr) * | 1974-03-13 | 1978-12-02 | ||
| DE2849715A1 (de) * | 1978-11-16 | 1980-05-29 | Hoechst Ag | Traegerkatalysator und verfahren zu seiner herstellung |
| US6287432B1 (en) * | 1987-03-13 | 2001-09-11 | The Standard Oil Company | Solid multi-component membranes, electrochemical reactor components, electrochemical reactors and use of membranes, reactor components, and reactor for oxidation reactions |
| US4788371A (en) * | 1987-12-30 | 1988-11-29 | Uop Inc. | Catalytic oxidative steam dehydrogenation process |
| JPH0639437B2 (ja) * | 1989-09-21 | 1994-05-25 | 出光石油化学株式会社 | スチレンの製造方法 |
| US5073356A (en) * | 1990-09-20 | 1991-12-17 | Air Products And Chemicals, Inc. | Integrated processes for the production of carbon monoxide |
| ES2081970T3 (es) | 1990-10-22 | 1996-03-16 | Fina Research | Proceso para la deshidrogenacion catalitica de hidrocarburos alkiloaromaticos. |
| US5262547A (en) * | 1990-10-31 | 1993-11-16 | The Boc Group, Inc. | Process for the production of petrochemicals |
| US5324702A (en) * | 1991-11-22 | 1994-06-28 | Amoco Corporation | Catalytic oxidation and oxidative dehydrogenation using metal-compound-loaded, deboronated hams-1b crystalline borosilicate molecular sieve compositions |
| US5276237A (en) * | 1991-12-20 | 1994-01-04 | Amoco Corporation | Membrane and use thereof in oxidative conversion |
| DE4236263A1 (de) | 1992-10-27 | 1994-04-28 | Linde Ag | Verfahren zum Gewinnen eines hochreinen Wasserstoff- und eines hochreinen Kohlenmonoxidstromes |
| US6033632A (en) * | 1993-12-08 | 2000-03-07 | Eltron Research, Inc. | Solid state oxygen anion and electron mediating membrane and catalytic membrane reactors containing them |
| JPH0987213A (ja) * | 1995-09-27 | 1997-03-31 | Mitsubishi Chem Corp | 炭化水素の脱水素方法 |
| IT1292390B1 (it) * | 1997-06-20 | 1999-02-08 | Snam Progetti | Sistema catalitico e procedimento per deidrogenare l'etilbenzene a stirene |
| KR100358222B1 (ko) * | 1997-09-30 | 2003-05-16 | 한국화학연구원 | 방향족탄화수소의탈수소화촉매및이촉매와이산화탄소를이용한탈수소화방법 |
| US6117808A (en) * | 1998-01-21 | 2000-09-12 | The University Of Chicago | Dense ceramic membrane material for conversion of methane to syngas |
| EP1109763B2 (fr) * | 1998-09-03 | 2007-07-25 | Dow Global Technologies Inc. | Procede autothermique permettant de produire des olefines |
| EP1295637A1 (fr) * | 1998-09-03 | 2003-03-26 | The Dow Chemical Company | Composition catalytique comprenant un métal du groupe 8B et un promoteur sur un support céramique |
| GB9819645D0 (en) * | 1998-09-10 | 1998-11-04 | Bp Chem Int Ltd | Process |
| US6037511A (en) * | 1998-09-30 | 2000-03-14 | Korea Research Institute Of Chemical Technology | Catalyst for dehydrogenating aromatic with carbon dioxide |
| US6235678B1 (en) * | 1999-06-11 | 2001-05-22 | Saudi Basic Industries Corporation | Catalyst system for oxidative dehydrogenation of paraffins |
| DE19959873A1 (de) * | 1999-12-10 | 2001-06-13 | Basf Ag | Oxidationsreaktionen unter Verwendung von gemischtleitenden sauerstoffselektiven Membranen |
| JP4154877B2 (ja) * | 2000-08-18 | 2008-09-24 | 三菱化学株式会社 | スチレンの製造方法 |
| EP1229011A4 (fr) * | 2000-08-18 | 2009-11-25 | Mitsubishi Chem Corp | Procede de production de styrene |
| US6518476B1 (en) * | 2000-09-18 | 2003-02-11 | Union Carbide Chemicals & Plastics Technology Corporation | Methods for manufacturing olefins from lower alkans by oxidative dehydrogenation |
| JP3950952B2 (ja) | 2001-03-08 | 2007-08-01 | 独立行政法人産業技術総合研究所 | スチレンモノマーの製造方法 |
| US20030039601A1 (en) | 2001-08-10 | 2003-02-27 | Halvorson Thomas Gilbert | Oxygen ion transport membrane apparatus and process for use in syngas production |
| KR20030072541A (ko) * | 2002-03-04 | 2003-09-15 | 한국화학연구원 | 이산화탄소 산화제를 사용한 알킬방향족 탄화수소의탈수소화 방법 |
| US7402719B2 (en) * | 2002-06-13 | 2008-07-22 | Velocys | Catalytic oxidative dehydrogenation, and microchannel reactors for catalytic oxidative dehydrogenation |
| US20040010174A1 (en) * | 2002-07-15 | 2004-01-15 | Conoco Inc. | Oxidative dehydrogenation of hydrocarbons by promoted metal oxides |
| US7094942B2 (en) * | 2003-03-07 | 2006-08-22 | Saudi Basic Industries Corporation | Carbon dioxide promoted dehydrogenation process for olefins |
| JP2004323263A (ja) * | 2003-04-22 | 2004-11-18 | Osaka Gas Co Ltd | 二酸化炭素回収装置 |
| JP2005177716A (ja) | 2003-12-24 | 2005-07-07 | Cosmo Engineering Co Ltd | 水素ｐｓａ精製装置から排出されるオフガスの処理方法 |
| US20080177117A1 (en) | 2006-10-16 | 2008-07-24 | Abraham Benderly | Integrated catalytic process for converting alkanes to alkenes and catalysts useful for same |
| JP5061852B2 (ja) * | 2007-03-26 | 2012-10-31 | 三菱化学株式会社 | アルケンの製造方法 |
| US8262755B2 (en) * | 2007-06-05 | 2012-09-11 | Air Products And Chemicals, Inc. | Staged membrane oxidation reactor system |
| US7964765B2 (en) | 2008-06-14 | 2011-06-21 | Lummus Technology Inc. | Styrene monomer process based on oxidative dehydrogenation of ethylbenzene using CO2 as a soft oxidant |
-
2008
- 2008-06-19 US US12/142,738 patent/US8237000B2/en not_active Expired - Fee Related
-
2009
- 2009-06-12 EP EP09767529A patent/EP2303812A4/fr not_active Withdrawn
- 2009-06-12 KR KR1020117001476A patent/KR20110033229A/ko not_active Application Discontinuation
- 2009-06-12 MX MX2010013804A patent/MX2010013804A/es active IP Right Grant
- 2009-06-12 JP JP2011514722A patent/JP2011524913A/ja not_active Ceased
- 2009-06-12 CA CA2727286A patent/CA2727286A1/fr not_active Abandoned
- 2009-06-12 CN CN200980132553XA patent/CN102159524A/zh active Pending
- 2009-06-12 SG SG2013047717A patent/SG192420A1/en unknown
- 2009-06-12 BR BRPI0915723A patent/BRPI0915723A2/pt not_active IP Right Cessation
- 2009-06-12 WO PCT/US2009/047233 patent/WO2009155219A1/fr active Application Filing
- 2009-06-12 SG SG2013047667A patent/SG192418A1/en unknown
- 2009-06-16 TW TW098120051A patent/TWI421238B/zh not_active IP Right Cessation
- 2009-06-16 CL CL2009001427A patent/CL2009001427A1/es unknown
- 2009-06-16 TW TW101129491A patent/TWI439449B/zh not_active IP Right Cessation
- 2009-06-19 AR ARP090102243A patent/AR074153A1/es not_active Application Discontinuation
-
2010
- 2010-12-08 NO NO20101712A patent/NO20101712A1/no unknown
-
2011
- 2011-01-17 ZA ZA2011/00417A patent/ZA201100417B/en unknown
-
2012
- 2012-08-06 US US13/567,207 patent/US8765082B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TWI421238B (zh) | 2014-01-01 |
| KR20110033229A (ko) | 2011-03-30 |
| SG192420A1 (en) | 2013-08-30 |
| AR074153A1 (es) | 2010-12-29 |
| EP2303812A4 (fr) | 2012-10-31 |
| WO2009155219A1 (fr) | 2009-12-23 |
| CN102159524A (zh) | 2011-08-17 |
| ZA201100417B (en) | 2011-10-26 |
| SG192418A1 (en) | 2013-08-30 |
| US20120294776A1 (en) | 2012-11-22 |
| MX2010013804A (es) | 2011-03-21 |
| JP2011524913A (ja) | 2011-09-08 |
| TW201000438A (en) | 2010-01-01 |
| CL2009001427A1 (es) | 2010-01-04 |
| US20090318743A1 (en) | 2009-12-24 |
| BRPI0915723A2 (pt) | 2015-10-27 |
| EP2303812A1 (fr) | 2011-04-06 |
| US8765082B2 (en) | 2014-07-01 |
| US8237000B2 (en) | 2012-08-07 |
| CA2727286A1 (fr) | 2009-12-23 |
| TWI439449B (zh) | 2014-06-01 |
| TW201247619A (en) | 2012-12-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO20101712A1 (no) | Kombinert karbondioksid- og oksygen-prosess for etylenbenzen-dehydrogenering til styren | |
| US5008414A (en) | Process for the production of oxides | |
| JP5367070B2 (ja) | 軟質酸化剤としてｃｏ２を使用したエチルベンゼンの酸化的脱水素化に基づくスチレンモノマー法 | |
| EP2049456B1 (fr) | Procédé de production d'éthylène à partir de gaz naturel avec intégration de chaleur | |
| US7678956B2 (en) | Method for catalytically dehydrating propane to form propylene | |
| US11807532B2 (en) | Method of recovering a hydrogen enriched product and CO2 in a hydrogen production unit | |
| US6667409B2 (en) | Process and apparatus for integrating an alkene derivative process with an ethylene process | |
| CA3192282A1 (fr) | Module de separation d'air a haute temperature pour un complexe d'odh | |
| US20080039671A1 (en) | Process for chemical conversions in membrane reactors and recovery of purified product | |
| WO2018202828A1 (fr) | Procédé de couplage oxydant du méthane (ocm) et système de traitement pour un tel procédé | |
| US12036505B2 (en) | Three-product pressure swing adsorption system | |
| AU2022201856A1 (en) | Process and plant for producing methanol and ammonia | |
| US20120277464A1 (en) | Method and device for producing alkene derivatives |