DK2106394T3 - Fremgangsmåde til alkylering under anvendelse af en katalysator omfattende zeolitter indeholdende sjældne jordmetaller, samt et hydrogeneringsmetal - Google Patents
Fremgangsmåde til alkylering under anvendelse af en katalysator omfattende zeolitter indeholdende sjældne jordmetaller, samt et hydrogeneringsmetal Download PDFInfo
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- DK2106394T3 DK2106394T3 DK08708295.4T DK08708295T DK2106394T3 DK 2106394 T3 DK2106394 T3 DK 2106394T3 DK 08708295 T DK08708295 T DK 08708295T DK 2106394 T3 DK2106394 T3 DK 2106394T3
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- Prior art keywords
- catalyst
- weight
- regeneration
- zeolite
- ions
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- 239000003054 catalyst Substances 0.000 title claims description 120
- 238000000034 method Methods 0.000 title claims description 52
- 238000005804 alkylation reaction Methods 0.000 title claims description 37
- 239000010457 zeolite Substances 0.000 title claims description 27
- 229910052761 rare earth metal Inorganic materials 0.000 title claims description 21
- 230000029936 alkylation Effects 0.000 title claims description 20
- 229910052751 metal Inorganic materials 0.000 title claims description 15
- 239000002184 metal Substances 0.000 title claims description 15
- 150000002910 rare earth metals Chemical class 0.000 title claims description 14
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 12
- 239000002245 particle Substances 0.000 claims description 31
- 238000011069 regeneration method Methods 0.000 claims description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
- 230000008929 regeneration Effects 0.000 claims description 29
- 239000011973 solid acid Substances 0.000 claims description 28
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 24
- 229910021536 Zeolite Inorganic materials 0.000 claims description 23
- 239000001257 hydrogen Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 16
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 14
- 239000011159 matrix material Substances 0.000 claims description 14
- 239000011734 sodium Substances 0.000 claims description 13
- 239000001282 iso-butane Substances 0.000 claims description 12
- 150000001336 alkenes Chemical class 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 238000005342 ion exchange Methods 0.000 claims description 10
- 229910000510 noble metal Inorganic materials 0.000 claims description 10
- -1 rare earth ions Chemical class 0.000 claims description 10
- 239000007789 gas Substances 0.000 claims description 9
- 229910052697 platinum Inorganic materials 0.000 claims description 9
- 150000002500 ions Chemical class 0.000 claims description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- 229910052763 palladium Inorganic materials 0.000 claims description 7
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 6
- 238000010025 steaming Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 238000006317 isomerization reaction Methods 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 3
- 230000004580 weight loss Effects 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 2
- 229910052746 lanthanum Inorganic materials 0.000 claims description 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 2
- 229940100198 alkylating agent Drugs 0.000 claims 7
- 239000002168 alkylating agent Substances 0.000 claims 7
- 238000002485 combustion reaction Methods 0.000 claims 2
- 239000010970 precious metal Substances 0.000 claims 2
- 230000008016 vaporization Effects 0.000 claims 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 11
- 238000001354 calcination Methods 0.000 description 10
- 239000004215 Carbon black (E152) Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000011148 porous material Substances 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 6
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 230000003247 decreasing effect Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 230000009849 deactivation Effects 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- HHOSMYBYIHNXNO-UHFFFAOYSA-N 2,2,5-trimethylhexane Chemical compound CC(C)CCC(C)(C)C HHOSMYBYIHNXNO-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- DVARTQFDIMZBAA-UHFFFAOYSA-O ammonium nitrate Chemical class [NH4+].[O-][N+]([O-])=O DVARTQFDIMZBAA-UHFFFAOYSA-O 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000012812 general test Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910001404 rare earth metal oxide Inorganic materials 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
- B01J29/10—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing iron group metals, noble metals or copper
- B01J29/12—Noble metals
- B01J29/126—Y-type faujasite
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7007—Zeolite Beta
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/90—Regeneration or reactivation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/48—Liquid treating or treating in liquid phase, e.g. dissolved or suspended
- B01J38/50—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using organic liquids
- B01J38/56—Hydrocarbons
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/48—Liquid treating or treating in liquid phase, e.g. dissolved or suspended
- B01J38/50—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using organic liquids
- B01J38/58—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using organic liquids and gas addition thereto
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/56—Addition to acyclic hydrocarbons
- C07C2/58—Catalytic processes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/40—Special temperature treatment, i.e. other than just for template removal
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/42—Addition of matrix or binder particles
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- B01J35/40—
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
- C07C2529/10—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing iron group metals, noble metals or copper
- C07C2529/12—Noble metals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
- C07C2529/72—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65 containing iron group metals, noble metals or copper
- C07C2529/74—Noble metals
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/70—Catalyst aspects
- C10G2300/703—Activation
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/80—Additives
- C10G2300/805—Water
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/02—Gasoline
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- 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
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Claims (17)
1. Fremgangsmåde til alkylering af carbonhydrider, hvor isobutan omsættes med et alkyleringsmiddel udvalgt blandt C2-Cs-alkener til dannelse af et alkylat i nærvær af en katalysator omfattende et hydrogeneringsmetal og en fast syrebestanddel indeholdende sjældent jordmetal, hvor katalysatoren med mellemrum underkastes et regenereringstrin ved at bringes i kontakt med en fødestrøm indeholdende et mættet carbonhydrid og hydrogen, idet regenerationen foretages ved 90 % eller mindre af katalysatorens aktive cyklus, hvor katalysatorens aktive cyklus defineres som den tid, der hengår fra påbegyndelse af fødning af alkyleringsmidlet til det øjeblik, hvor 20 % af alkyleringsmidlet, i sammenligning med indgangen af den katalysatorholdige reaktorsektion, forlader den katalysatorholdige reaktorsektion uden at være omdannet, idet isomerisering indeni molekylet ikke tages i betragtning, hvor katalysatoren regenereres før, der er nogen væsentlig aktivitetsnedgang i katalysatoren, hvor hydrogeneringsmetallet er udvalgt blandt platin, palladium og blandinger deraf; hvor den faste syrebestanddel er en Y-zeolit fremstillet ved en proces omfattende trinnene: at fremstille en natriumzeolit, at ionbytte natriumzeolitten med ioner af sjældent jordmetal og eventuelt NH4+-ioner til reduktion af Na20 til cirka 3-6 % efter vægt, at dampe zeolitten ved 400 til 500 °C, således at ao ligger mellem 24,56 til 24,72 Å, at ionbytte med NH4+-ioner for at reducere Na20 til under 1,5 % efter vægt, og at tørre, og hvor vandindholdet af katalysatoren ligger mellem 1,5 % efter vægt og 6 % efter vægt, målt ved at bestemme vægttabet ved opvarmning af katalysatoren i to timer ved 600 °C (forbrændingstab LOI600).
2. Fremgangsmåde ifølge krav 1, hvor Y-zeolitten fremstilles ved følgende fremgangsmåde: en fremgangsmåde omfattende trinnene at fremstille en natriumzeolit, at ionbytte natriumzeolitten med ioner af sjældent jordmetal og eventuelt NFI4+-ioner til reduktion af Na20 til 3,5-4,5 % efter vægt, at dampe zeolitten ved 400 til 500 °C, således at ao ligger mellem 24,58 til 24,68 Å, at ionbytte med NFI4+-ioner for at reducere Na20 til under 1,0 % efter vægt, og at tørre; fortrinsvis ved følgende fremgangsmåde: en fremgangsmåde omfattende trinnene: at fremstille en natriumzeolit, at ionbytte natriumzeolitten med ioner af sjældent jordmetal og eventuelt NFI4+-ioner for at nedbringe Na20 til 3,5-4,5 % efter vægt, at dampe zeolitten ved 400 til 500 °C, således at ao ligger i området fra 24,60 til 24,66 Å, at ionbytte med NFI4+-ioner for at nedbringe Na20 til under 0,7 % efter vægt, og at tørre.
3. Fremgangsmåde ifølge et hvilket som helst af kravene 1 eller 2, hvor alkyleringsmidlet omfatter C3-C5-alkener, fortrinsvis hvor alkyleringsmidlet er buten eller en blanding af butener.
4. Fremgangsmåde ifølge krav 1 eller 2, hvor regenerationen foretages ved i) 60 % eller mindre af katalysatorens aktive cyklus eller ii) 20 % eller mindre af katalysatorens aktive cyklus.
5. Fremgangsmåde ifølge krav 1 eller 2, hvor katalysatoren har en diameter på 0,75 til 2 mm.
6. Fremgangsmåde ifølge krav 1 eller 2, hvor katalysatoren omfatter et hydrogeneringsmetal på en bærer omfattende i) 2-98 % efter vægt af matrixmaterialet, fortrinsvis omfattende aluminiumoxid, ii) 20-80 % efter vægt af matrixmaterialet eller iii) 20-50 % efter vægt af matrixmaterialet og resten fast syrebestanddel.
7. Fremgangsmåde ifølge krav 1 eller 2, hvor hydrogeneringsmetallet er til stede i en mængde på 0,01-2 % efter vægt, beregnet som metal.
8. Fremgangsmåde ifølge krav 1 eller 2, hvor det sjældne jordmetal er lanthan.
9. Fremgangsmåde ifølge et hvilket som helst af kravene 1 til 8, hvor den faste syrebestanddel omfatter sjældent jordmetal i mængden 2 til 9 % efter vægt.
10. Fremgangsmåde ifølge krav 1 eller 2, hvor det mættede carbonhydrid, der benyttes i regenerationen, er isobutan, hvor regenerationstemperaturen og/eller regenerationstrykket ikke afviger med i) mere end 50 % fra reaktionstemperaturen, udtrykt i grader Celsius, og reaktionstrykket, henholdsvis; ii) mere end 20 % fra reaktionstemperaturen, udtrykt i grader Celsius, og reaktionstrykket, henholdsvis, eller iii) regenerationen foretages ved i det væsentlige samme temperatur og/eller tryk som reaktionen.
11. Fremgangsmåde ifølge krav 1 eller 2, hvor varigheden af regenerationstrinnet er 0,1 til 10 gange så lang som varigheden af reaktionstrinnet, fortrinsvis hvor varigheden af regenerationstrinnet er 0,5-2 gange så lang som varigheden af reaktionstrinnet.
12. Fremgangsmåde ifølge krav 1 eller 2, hvor regenerationstrinnet forudgås af et vasketrin med et mættet carbonhydrid i det væsentlige i fravær af hydrogen og alkylerings-middel, og efterfølges af et vasketrin med et mættet carbonhydrid i det væsentlige i fravær af hydrogen og alkyleringsmiddel, eller begge dele.
13. Fremgangsmåde ifølge krav 1 eller 2, hvor katalysatoren periodisk underkastes højtemperaturregeneration med hydrogen i gasfase ved 150-400 °C.
14. Fremgangsmåde ifølge krav 13, hvor katalysatoren underkastes højtemperaturregeneration med hydrogen i gasfasen efter hver 50 regenerationer med mættet carbonhydrid og hydrogen.
15. Fremgangsmåde ifølge krav 1 eller 2, hvor katalysatoren fremstilles ved at a) brænde Y-zeolit indeholdende partikler ved en temperatur i området 460-500 °C, b) at inkorporere platin og/eller palladium i de brændte partikler til dannelse af ædelmetalholdige partikler, og c) at brænde de ædelmetalholdige partikler ved en temperatur i området 450-500 °C, hvor gruppe Vlll-ædelmetallet er udvalgt blandt platin, palladium og blandinger deraf.
16. Fremgangsmåde ifølge krav 1 eller 2, hvor: katalysatoren omfatter fra 1,8 til 4 % efter vægt, fortrinsvis fra 2 til 3 % efter vægt af vand, målt som forbrændingstab ved 600 °C.
17. Fremgangsmåde ifølge krav 16, hvor katalysatoren fremstilles ved at tilsætte vand til en tør katalysator omfattende fast syre og hydrogeneringsmetal før anvendelse i alkyle-ringsfremgangsmåden.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89803907P | 2007-01-26 | 2007-01-26 | |
| PCT/EP2008/050977 WO2008090234A1 (en) | 2007-01-26 | 2008-01-28 | Alkylation process using a catalyst comprising rare earth containing zeolites and a hydrogenation metal |
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| Publication Number | Publication Date |
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| DK2106394T3 true DK2106394T3 (da) | 2017-07-31 |
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| DK08708295.4T DK2106394T3 (da) | 2007-01-26 | 2008-01-28 | Fremgangsmåde til alkylering under anvendelse af en katalysator omfattende zeolitter indeholdende sjældne jordmetaller, samt et hydrogeneringsmetal |
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| Country | Link |
|---|---|
| US (1) | US8163969B2 (da) |
| EP (1) | EP2106394B1 (da) |
| JP (2) | JP5486316B2 (da) |
| CN (1) | CN101589008B (da) |
| BR (1) | BRPI0807035B1 (da) |
| CA (1) | CA2675937C (da) |
| DK (1) | DK2106394T3 (da) |
| ES (1) | ES2632713T3 (da) |
| HU (1) | HUE035768T2 (da) |
| PL (1) | PL2106394T3 (da) |
| TW (1) | TWI433829B (da) |
| WO (1) | WO2008090234A1 (da) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| TWI433829B (zh) * | 2007-01-26 | 2014-04-11 | Albemarle Netherlands Bv | 使用含稀土元素之沸石及氫化金屬之催化劑的烷化法 |
| EP2396291A1 (en) | 2009-02-11 | 2011-12-21 | Albemarle Europe Sprl. | Alkylation catalyst and related process |
| BRPI1014350B1 (pt) * | 2009-04-29 | 2021-02-09 | Pq Corporation | zeólito y modificado, seu processo de preparação e seu método de uso |
| US8470726B2 (en) * | 2009-12-16 | 2013-06-25 | Uop Llc | Alkylation catalysts with low olefin skeletal isomerization activity |
| US9126184B2 (en) * | 2009-12-16 | 2015-09-08 | Uop Llc | Detergent alkylation using a rare earth exchanged catalyst |
| US20110143920A1 (en) * | 2009-12-16 | 2011-06-16 | Uop Llc | Rare Earth Exchanged Catalyst for Use in Detergent Alkylation |
| US9545622B2 (en) * | 2010-10-11 | 2017-01-17 | Exxonmobil Chemical Patents Inc. | Activation and use of hydroalkylation catalysts |
| CN106715654B (zh) * | 2014-07-07 | 2019-06-07 | 阿尔比马尔欧洲有限公司 | 使用包括含有沸石和加氢金属的富铈稀土的催化剂的烷基化工艺 |
| CN106631655B (zh) * | 2015-10-28 | 2019-05-21 | 中国石油化工股份有限公司 | 一种烷基化反应方法 |
| RU2637922C2 (ru) * | 2016-06-02 | 2017-12-08 | Публичное акционерное общество "Электрогорский институт нефтепереработки" (ПАО "ЭлИНП") | Способ алкилирования изобутана в трехфазном реакторе с неподвижным слоем катализатора |
| US11225614B2 (en) | 2017-03-01 | 2022-01-18 | Emanuel Hermanus Van Broekhoven | Alkylation process with improved octane number |
| CN110653003B (zh) * | 2018-06-28 | 2022-08-09 | 中国石油化工股份有限公司 | 一种固体酸催化剂、制备方法及其一种烷基化反应方法 |
| US11078431B2 (en) | 2019-12-16 | 2021-08-03 | Saudi Arabian Oil Company | Modified ultra-stable Y (USY) zeolite catalyst for deolefinization of hydrocarbon streams |
| US11098256B2 (en) | 2020-01-08 | 2021-08-24 | Saudi Arabian Oil Company | Modified ultra-stable Y (USY) zeolite catalyst for improving cold flow properties of distillates |
| US11484869B2 (en) | 2020-12-09 | 2022-11-01 | Saudi Arabian Oil Company | Modified ultra-stable Y (USY) zeolite catalyst for dealkylation of aromatics |
| BR102021007444A2 (pt) * | 2021-04-19 | 2022-10-25 | Petróleo Brasileiro S.A. - Petrobras | Processo para a obtenção de alquil-naftênicos |
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| US3581004A (en) * | 1968-10-24 | 1971-05-25 | Teletype Corp | Inverted selector mechanism |
| US3851004A (en) * | 1973-09-27 | 1974-11-26 | Union Carbide Corp | Hydrocarbon alkylation process using catalyst regeneration |
| US4918255A (en) * | 1988-07-15 | 1990-04-17 | Mobil Oil Corp. | Heterogeneous isoparaffin/olefin alkylation with isomerization |
| US5705729A (en) * | 1995-11-22 | 1998-01-06 | Mobil Oil Corporation | Isoparaffin-olefin alkylation process |
| WO1998023560A1 (en) | 1996-11-27 | 1998-06-04 | Akzo Nobel N.V. | Process for alkylating hydrocarbons |
| EP1286769B1 (en) * | 2000-05-30 | 2004-09-29 | Akzo Nobel N.V. | Use of a catalyst for the alkylation of hydrocarbons |
| JP4541688B2 (ja) * | 2003-11-28 | 2010-09-08 | 薫 藤元 | イソパラフィン−オレフィンアルキル化法 |
| PL1732866T3 (pl) * | 2004-02-09 | 2017-10-31 | Albemarle Netherlands Bv | Sposób alkilacji z zastosowaniem katalizatora zawierającego stały kwas i uwodorniający metal |
| EP1656993A1 (en) * | 2004-11-03 | 2006-05-17 | Albemarle Netherlands B.V. | Alkylation catalyst, its preparation and use |
| TWI433829B (zh) * | 2007-01-26 | 2014-04-11 | Albemarle Netherlands Bv | 使用含稀土元素之沸石及氫化金屬之催化劑的烷化法 |
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- 2008-01-28 WO PCT/EP2008/050977 patent/WO2008090234A1/en active Application Filing
- 2008-01-28 CA CA2675937A patent/CA2675937C/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| US8163969B2 (en) | 2012-04-24 |
| TW200844076A (en) | 2008-11-16 |
| ES2632713T3 (es) | 2017-09-15 |
| WO2008090234A1 (en) | 2008-07-31 |
| HUE035768T2 (en) | 2018-05-28 |
| CA2675937A1 (en) | 2008-07-31 |
| US20080183025A1 (en) | 2008-07-31 |
| JP2010516746A (ja) | 2010-05-20 |
| JP5789315B2 (ja) | 2015-10-07 |
| CA2675937C (en) | 2015-06-16 |
| EP2106394A1 (en) | 2009-10-07 |
| BRPI0807035A2 (pt) | 2014-04-22 |
| CN101589008A (zh) | 2009-11-25 |
| EP2106394B1 (en) | 2017-05-17 |
| JP5486316B2 (ja) | 2014-05-07 |
| PL2106394T3 (pl) | 2017-10-31 |
| JP2014193845A (ja) | 2014-10-09 |
| TWI433829B (zh) | 2014-04-11 |
| BRPI0807035B1 (pt) | 2022-05-31 |
| CN101589008B (zh) | 2013-06-05 |
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