CN1122571C - 芳烃歧化/烷基转移催化剂及其制造方法 - Google Patents
芳烃歧化/烷基转移催化剂及其制造方法 Download PDFInfo
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- CN1122571C CN1122571C CN99815049A CN99815049A CN1122571C CN 1122571 C CN1122571 C CN 1122571C CN 99815049 A CN99815049 A CN 99815049A CN 99815049 A CN99815049 A CN 99815049A CN 1122571 C CN1122571 C CN 1122571C
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- silica
- zeolite
- catalyst
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- 239000003054 catalyst Substances 0.000 title claims abstract description 174
- 238000010555 transalkylation reaction Methods 0.000 title claims abstract description 94
- 238000007323 disproportionation reaction Methods 0.000 title claims abstract description 91
- 238000000034 method Methods 0.000 title claims abstract description 35
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title description 25
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 154
- 239000010457 zeolite Substances 0.000 claims abstract description 141
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 136
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 135
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 107
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 97
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 93
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 77
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 67
- 229910052718 tin Inorganic materials 0.000 claims abstract description 64
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 60
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 45
- 150000003738 xylenes Chemical class 0.000 claims abstract description 42
- 239000008096 xylene Substances 0.000 claims abstract description 39
- 229910052751 metal Inorganic materials 0.000 claims abstract description 31
- 239000002184 metal Substances 0.000 claims abstract description 31
- 125000003118 aryl group Chemical group 0.000 claims abstract description 26
- 239000005995 Aluminium silicate Substances 0.000 claims abstract description 16
- 235000012211 aluminium silicate Nutrition 0.000 claims abstract description 16
- JYIBXUUINYLWLR-UHFFFAOYSA-N aluminum;calcium;potassium;silicon;sodium;trihydrate Chemical compound O.O.O.[Na].[Al].[Si].[K].[Ca] JYIBXUUINYLWLR-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000440 bentonite Substances 0.000 claims abstract description 16
- 229910000278 bentonite Inorganic materials 0.000 claims abstract description 16
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910001603 clinoptilolite Inorganic materials 0.000 claims abstract description 16
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims abstract description 16
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910052901 montmorillonite Inorganic materials 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims description 41
- 239000000969 carrier Substances 0.000 claims description 38
- 239000000853 adhesive Substances 0.000 claims description 34
- 230000001070 adhesive effect Effects 0.000 claims description 34
- 238000007598 dipping method Methods 0.000 claims description 20
- -1 oxidation sial Chemical compound 0.000 claims description 20
- 230000003647 oxidation Effects 0.000 claims description 16
- 238000007254 oxidation reaction Methods 0.000 claims description 16
- 238000005342 ion exchange Methods 0.000 claims description 11
- 238000007493 shaping process Methods 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 2
- 229910052680 mordenite Inorganic materials 0.000 abstract description 14
- 230000003197 catalytic effect Effects 0.000 abstract description 13
- 230000009849 deactivation Effects 0.000 abstract description 10
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 6
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 58
- 239000007864 aqueous solution Substances 0.000 description 51
- 238000012360 testing method Methods 0.000 description 42
- 239000000376 reactant Substances 0.000 description 27
- 230000000052 comparative effect Effects 0.000 description 25
- 229910052739 hydrogen Inorganic materials 0.000 description 25
- 239000001257 hydrogen Substances 0.000 description 24
- 238000001035 drying Methods 0.000 description 23
- 206010013786 Dry skin Diseases 0.000 description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 22
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 18
- 238000001354 calcination Methods 0.000 description 18
- 230000000694 effects Effects 0.000 description 17
- 238000005984 hydrogenation reaction Methods 0.000 description 16
- 230000002779 inactivation Effects 0.000 description 11
- 229910052759 nickel Inorganic materials 0.000 description 9
- 239000005864 Sulphur Substances 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 230000020335 dealkylation Effects 0.000 description 6
- 238000006900 dealkylation reaction Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000002243 precursor Substances 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- XKUTVNLXHINPAP-UHFFFAOYSA-N azane platinum Chemical compound N.[Pt] XKUTVNLXHINPAP-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 2
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- 230000029936 alkylation Effects 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229910052809 inorganic oxide Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000006477 desulfuration reaction Methods 0.000 description 1
- 230000023556 desulfurization Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 229940046892 lead acetate Drugs 0.000 description 1
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
Classifications
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- 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
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2729—Changing the branching point of an open chain or the point of substitution on a ring
- C07C5/2732—Catalytic processes
- C07C5/2737—Catalytic processes with crystalline alumino-silicates, e.g. molecular sieves
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- 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
- B01J29/18—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
- B01J29/20—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type containing iron group metals, noble metals or copper
- B01J29/22—Noble metals
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- 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
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
- B01J29/42—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively containing iron group metals, noble metals or copper
- B01J29/44—Noble metals
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- 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
-
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
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- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/80—Mixtures of different zeolites
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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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
-
- 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
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2767—Changing the number of side-chains
- C07C5/277—Catalytic processes
- C07C5/2775—Catalytic processes with crystalline alumino-silicates, e.g. molecular sieves
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/123—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of only one hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/20—After treatment, characterised by the effect to be obtained to introduce other elements in the catalyst composition comprising the molecular sieve, but not specially in or on the molecular sieve itself
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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
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- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/26—After treatment, characterised by the effect to be obtained to stabilize the total catalyst structure
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- B01J2229/30—After treatment, characterised by the means used
- B01J2229/42—Addition of matrix or binder particles
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/62—Platinum group metals with gallium, indium, thallium, germanium, tin or lead
- B01J23/622—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead
- B01J23/626—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead with tin
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- 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
- B01J29/18—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
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- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
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- C07C2529/20—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type containing iron group metals, noble metals or copper
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- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
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- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
- C07C2529/42—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11 containing iron group metals, noble metals or copper
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- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
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Abstract
Description
比较例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
I | 51.2 | 45.1 | 3.5 | 58.4 | 36.8 | 4.5 | 11.8 | 0.3 |
II | 51.2 | 45.1 | 3.5 | 58.8 | 36.6 | 4.5 | 12.1 | 0.2 |
III | 22.1 | 74.1 | 2.6 | 59.6 | 30.8 | 7.1 | 22.8 | 0.2 |
IV | 22.1 | 74.1 | 2.6 | 58.4 | 31.0 | 7.5 | 22.5 | 0.2 |
V | 22.1 | 74.1 | 2.6 | 64.1 | 9.6 | 1.4 | 26.4 | 22.8 |
VI | 22.1 | 74.1 | 2.6 | 63.5 | 10.0 | 1.5 | 25.5 | 21.0 |
VII | 22.1 | 74.1 | 2.6 | 63.0 | 23.6 | 1.0 | 23.1 | 10.2 |
VIII | 22.1 | 74.1 | 2.6 | 62.5 | 24.0 | 1.2 | 22.5 | 11.0 |
实施例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
I | 65.5 | 31.0 | 2.9 | 80.3 | 12.8 | 3.2 | 33.3 | 1.3 |
II | 65.5 | 31.0 | 2.9 | 79.8 | 12.6 | 3.0 | 32.5 | 1.4 |
III | 22.1 | 74.1 | 2.6 | 63.6 | 21.5 | 4.2 | 36.4 | 1.9 |
IV | 22.1 | 74.1 | 2.6 | 62.6 | 22.5 | 4.9 | 35.3 | 1.7 |
V | 65.5 | 31.0 | 2.9 | 81.8 | 11.3 | 1.7 | 33.0 | 1.8 |
VI | 65.5 | 31.0 | 2.9 | 79.5 | 12.6 | 2.9 | 32.1 | 2.3 |
VII | 22.1 | 74.1 | 2.6 | 63.1 | 21.6 | 4.5 | 35.7 | 1.8 |
VIII | 22.1 | 74.1 | 2.6 | 62.7 | 22.0 | 5.0 | 35.0 | 1.6 |
实施例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
IX | 21.1 | 63.9 | 13.3 | 61.3 | 18.7 | 8.2 | 33.5 | 1.8 |
X | 21.1 | 63.9 | 13.3 | 60.1 | 19.3 | 8.9 | 33.0 | 1.5 |
XI | 22.1 | 74.1 | 2.6 | 64.0 | 21.1 | 4.3 | 36.6 | 2.0 |
XII | 22.1 | 74.1 | 2.6 | 64.3 | 20.9 | 4.1 | 36.8 | 2.2 |
XIII | 22.1 | 74.1 | 2.6 | 61.7 | 18.5 | 7.9 | 33.7 | 1.9 |
XIV | 22.1 | 74.1 | 2.6 | 61.3 | 18.8 | 8.1 | 33.0 | 1.9 |
XV | 22.1 | 74.1 | 2.6 | 62.0 | 22.3 | 5.0 | 35.3 | 1.4 |
XVI | 22.1 | 74.1 | 2.6 | 61.5 | 22.8 | 5.3 | 36.7 | 1.2 |
实施例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
XVII | 21.1 | 63.9 | 13.3 | 61.0 | 18.1 | 7.8 | 33.1 | 1.6 |
XVIII | 21.1 | 63.9 | 13.3 | 60.2 | 18.0 | 7.6 | 32.3 | 1.7 |
XIX | 22.1 | 74.1 | 2.6 | 63.0 | 20.5 | 4.6 | 35.5 | 1.7 |
XX | 22.1 | 74.1 | 2.6 | 62.5 | 20.7 | 4.9 | 34.9 | 1.3 |
XXI | 22.1 | 74.1 | 2.6 | 61.5 | 23.0 | 5.6 | 35.1 | 1.0 |
XXII | 22.1 | 74.1 | 2.6 | 62.9 | 22.0 | 5.1 | 35.7 | 1.2 |
XXIII | 21.1 | 63.9 | 13.3 | 60.5 | 18.0 | 7.2 | 32.7 | 1.8 |
XXIV | 22.1 | 74.1 | 2.6 | 62.7 | 21.6 | 4.4 | 35.7 | 1.8 |
实施例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
XXV | 21.1 | 63.9 | 13.3 | 61.0 | 18.8 | 8.1 | 33.3 | 1.7 |
XXVI | 21.1 | 63.9 | 13.3 | 60.1 | 19.0 | 8.5 | 32.2 | 1.2 |
XXVII | 22.1 | 74.1 | 2.6 | 61.7 | 23.6 | 6.1 | 35.0 | 0.8 |
XXVIII | 22.1 | 74.1 | 2.6 | 62.0 | 23.3 | 5.7 | 35.2 | 1.2 |
XXIX | 21.1 | 63.9 | 13.3 | 61.9 | 18.3 | 7.7 | 32.9 | 1.9 |
XXX | 22.1 | 74.1 | 2.6 | 62.9 | 22.4 | 4.7 | 35.6 | 1.4 |
实施例 | 芳烃反应物 | 芳烃产物 | 混合二甲苯产率(重量%) | 芳烃损耗(重量%) | ||||
C6-C8 | C9 | C10 | C6-C8 | C9 | C10 | |||
XXXI | 65.5 | 31 | 2.9 | 79.5 | 13.0 | 3.7 | 32.7 | 1.2 |
XXXII | 22.1 | 74.1 | 2.6 | 63.0 | 22.0 | 4.8 | 36.0 | 1.5 |
XXXIII | 65.5 | 31 | 2.9 | 78.9 | 13.4 | 4.0 | 32.5 | 1.0 |
XXXIV | 22.1 | 74.1 | 2.6 | 64.5 | 21.2 | 4.1 | 36.7 | 1.9 |
Claims (7)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019980058628A KR100328677B1 (ko) | 1998-12-24 | 1998-12-24 | 벤젠,톨루엔및c9이상의방향족화합물로부터혼합자일렌을제조하기위한촉매및이의제조방법 |
KR1998/58628 | 1998-12-24 | ||
KR1019990009649A KR100297586B1 (ko) | 1999-03-22 | 1999-03-22 | 벤젠, 톨루엔 및 c9 이상의 방향족 화합물로부터 혼합 자일렌 제조용 촉매 및 이의 제조방법 |
KR1999/9649 | 1999-03-22 |
Publications (2)
Publication Number | Publication Date |
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CN1337890A CN1337890A (zh) | 2002-02-27 |
CN1122571C true CN1122571C (zh) | 2003-10-01 |
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Application Number | Title | Priority Date | Filing Date |
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CN99815049A Expired - Lifetime CN1122571C (zh) | 1998-12-24 | 1999-10-14 | 芳烃歧化/烷基转移催化剂及其制造方法 |
Country Status (9)
Country | Link |
---|---|
EP (2) | EP1144113B1 (zh) |
JP (1) | JP4351393B2 (zh) |
CN (1) | CN1122571C (zh) |
AT (2) | ATE387958T1 (zh) |
DE (2) | DE69930533T2 (zh) |
DK (2) | DK1144113T3 (zh) |
ES (2) | ES2259844T3 (zh) |
PT (2) | PT1144113E (zh) |
WO (1) | WO2000038834A1 (zh) |
Cited By (1)
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CN101279743B (zh) * | 2007-04-04 | 2011-08-17 | 中国石油化工股份有限公司 | 共生分子筛及其合成方法 |
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US6504076B1 (en) * | 2001-05-18 | 2003-01-07 | Fina Technology, Inc. | Method of conversion of heavy aromatics |
DE10256404B4 (de) * | 2002-05-31 | 2009-02-05 | Kataleuna Gmbh Catalysts | Katalysator zur Isomerisierung von festen Fischer-Tropsch-Paraffinen und Verfahren zu seiner Herstellung |
US6706937B2 (en) * | 2002-06-11 | 2004-03-16 | Fina Technology, Inc. | Conversion of aromatic hydrocarbons |
US7553791B2 (en) | 2002-11-14 | 2009-06-30 | Exxonmobil Chemical Patents Inc. | Heavy aromatics conversion catalyst composition and processes therefor and therewith |
US7148391B1 (en) * | 2002-11-14 | 2006-12-12 | Exxonmobil Chemical Patents Inc. | Heavy aromatics processing |
ITMI20022712A1 (it) * | 2002-12-20 | 2004-06-21 | Polimeri Europa Spa | Composizione catalitica e processo per la transalchilazione di idrocarburi. |
US6972348B2 (en) * | 2004-03-24 | 2005-12-06 | Uop Llc | Catalytic conversion of polycyclic aromatics into xylenes |
ES2327753T3 (es) * | 2004-04-14 | 2009-11-03 | Institut Francais Du Petrole | Catalizador que comprende un zaolita 10mr y una zeolita 12mr y su utilizacion en un procedimiento de transalquilacion de hidrocarburos alquilaromaticos. |
KR101270191B1 (ko) * | 2005-08-15 | 2013-05-31 | 상하이 리서치 인스티튜트 오브 페트로케미칼 테크놀로지 시노펙 | 유동상 촉매를 사용하여 촉매 분해에 의하여 에틸렌 및 프로필렌을 제조하는 방법 |
FR2895283B1 (fr) | 2005-12-22 | 2008-02-01 | Inst Francais Du Petrole | Catalyseur comprenant une zeolithe euo, une zeolithe 10mr et une zeolithe 12mr et son utilisation en isomerisation des composes c8 aromatiques |
CN100460370C (zh) * | 2006-01-11 | 2009-02-11 | 中国石油化工股份有限公司 | 用于重质芳烃轻质化及烷基转移的方法 |
US7456124B2 (en) * | 2006-09-12 | 2008-11-25 | Uop Llc | Rhenium-containing transalkylation catalysts and processes for making the same |
CN101190866B (zh) * | 2006-11-21 | 2011-08-17 | 中国石油化工股份有限公司 | 低乙苯副产物的芳烃烷基转移和脱烷基反应方法 |
EP2027917A1 (en) | 2007-07-31 | 2009-02-25 | Shell Internationale Researchmaatschappij B.V. | Catalyst composition, its preparation and use |
BRPI0817970A2 (pt) * | 2007-10-31 | 2015-04-07 | Exxonmobil Chem Patents Inc | Catalisador de processamento de aromáticos pesados e processo de uso desse catalisador |
US8809608B2 (en) | 2008-02-18 | 2014-08-19 | Shell Oil Company | Process for the conversion of lower alkanes to aromatic hydrocarbons |
WO2009105391A1 (en) * | 2008-02-18 | 2009-08-27 | Shell Oil Company | Process for the conversion of ethane to aromatic hydrocarbons |
MY156207A (en) | 2008-02-18 | 2016-01-29 | Shell Int Research | Process for the conversion of ethane to aromatic hydrocarbons |
AU2009215655B2 (en) | 2008-02-20 | 2012-03-15 | Shell Internationale Research Maatschappij B.V. | Process for the conversion of ethane to aromatic hydrocarbons |
US8835706B2 (en) | 2009-11-02 | 2014-09-16 | Shell Oil Company | Process for the conversion of mixed lower alkanes to aromatic hydrocarbons |
US10118165B2 (en) * | 2015-02-04 | 2018-11-06 | Exxonmobil Chemical Patents Inc. | Catalyst compositions and use in heavy aromatics conversion processes |
CN105347357B (zh) * | 2015-10-30 | 2017-11-28 | 歌尔股份有限公司 | 一种沸石吸音颗粒及其合成制备方法 |
MY190501A (en) * | 2015-12-17 | 2022-04-25 | Shell Int Research | Catalyst composition, its preparation and process using such composition |
PT3484619T (pt) * | 2016-07-13 | 2020-07-20 | Shell Int Research | Composição de catalisador compreendendo zeólito de tipo con e zeólito de tipo zsm-5, preparação e processo que utiliza tal composição |
EP3551329B1 (en) * | 2016-12-08 | 2023-06-07 | Shell Internationale Research Maatschappij B.V. | Process for preparing a molybdenum-platinum-based catalyst for the synthesis of benzene by transalkylation |
US11097262B2 (en) * | 2017-06-15 | 2021-08-24 | Saudi Arabian Oil Company | Composite hierarchical zeolite catalyst for heavy reformate conversion to xylenes |
US10661260B2 (en) * | 2017-06-15 | 2020-05-26 | King Fahd University Of Petroleum And Minerals | Zeolite composite catalysts for conversion of heavy reformate to xylenes |
EP3834931A1 (en) * | 2018-03-14 | 2021-06-16 | Saudi Arabian Oil Company | Composite zeolite catalysts for heavy reformate conversion into xylenes |
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JP7241893B2 (ja) * | 2019-01-25 | 2023-03-17 | エクソンモービル ケミカル パテンツ インコーポレイテッド | 低金属含量触媒の活性化 |
KR20210077835A (ko) | 2019-12-17 | 2021-06-28 | 에스케이이노베이션 주식회사 | 방향족 탄화수소의 전환용 촉매 및 이의 제조방법 |
CN114904571B (zh) * | 2022-03-15 | 2023-10-10 | 宁波中金石化有限公司 | 一种芳烃歧化与烷基转移催化剂及其制备方法、应用 |
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US4899012A (en) * | 1988-10-17 | 1990-02-06 | Uop | Catalyst for the isomerization of aromatics |
JP2598127B2 (ja) * | 1989-03-29 | 1997-04-09 | 帝人株式会社 | キシレンの異性化方法 |
US5759950A (en) * | 1995-06-10 | 1998-06-02 | China Petrochemical Corporation | Catalyst supported with noble metal(s) for the isomerization of alkylaromatics |
US6060417A (en) * | 1996-06-28 | 2000-05-09 | Toray Industries, Inc. | Catalyst composition for transalkylation of alkylaromatic hydrocarbons and process for production of xylene |
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- 1999-10-14 ES ES99947990T patent/ES2259844T3/es not_active Expired - Lifetime
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- 1999-10-14 AT AT05022191T patent/ATE387958T1/de not_active IP Right Cessation
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- 1999-10-14 DE DE69938318T patent/DE69938318T2/de not_active Expired - Lifetime
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- 1999-10-14 EP EP05022191A patent/EP1640066B1/en not_active Expired - Lifetime
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Cited By (1)
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CN101279743B (zh) * | 2007-04-04 | 2011-08-17 | 中国石油化工股份有限公司 | 共生分子筛及其合成方法 |
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ES2303171T3 (es) | 2008-08-01 |
DK1640066T3 (da) | 2008-06-23 |
DE69938318D1 (de) | 2008-04-17 |
CN1337890A (zh) | 2002-02-27 |
DK1144113T3 (da) | 2006-07-31 |
DE69938318T2 (de) | 2009-03-12 |
JP2002533211A (ja) | 2002-10-08 |
WO2000038834A1 (en) | 2000-07-06 |
EP1144113B1 (en) | 2006-03-22 |
EP1144113A1 (en) | 2001-10-17 |
ATE320850T1 (de) | 2006-04-15 |
ES2259844T3 (es) | 2006-10-16 |
DE69930533D1 (de) | 2006-05-11 |
EP1640066B1 (en) | 2008-03-05 |
ATE387958T1 (de) | 2008-03-15 |
PT1640066E (pt) | 2008-06-17 |
PT1144113E (pt) | 2006-08-31 |
JP4351393B2 (ja) | 2009-10-28 |
DE69930533T2 (de) | 2007-03-08 |
EP1640066A1 (en) | 2006-03-29 |
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