NO300371B1 - Fremgangsmåte for katalytisk omdanning av en C9+-aromatisk forbindelse - Google Patents
Fremgangsmåte for katalytisk omdanning av en C9+-aromatisk forbindelse Download PDFInfo
- Publication number
- NO300371B1 NO300371B1 NO912711A NO912711A NO300371B1 NO 300371 B1 NO300371 B1 NO 300371B1 NO 912711 A NO912711 A NO 912711A NO 912711 A NO912711 A NO 912711A NO 300371 B1 NO300371 B1 NO 300371B1
- Authority
- NO
- Norway
- Prior art keywords
- zeolite
- catalyst
- raw material
- ray diffraction
- silica
- Prior art date
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- 150000001491 aromatic compounds Chemical class 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims description 41
- 238000006243 chemical reaction Methods 0.000 title claims description 24
- 230000008569 process Effects 0.000 title claims description 17
- 230000003197 catalytic effect Effects 0.000 title description 5
- 239000010457 zeolite Substances 0.000 claims abstract description 83
- 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 76
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 74
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 74
- 239000003054 catalyst Substances 0.000 claims abstract description 59
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims description 52
- 239000002994 raw material Substances 0.000 claims description 18
- 238000001179 sorption measurement Methods 0.000 claims description 18
- 238000002441 X-ray diffraction Methods 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 229910052782 aluminium Inorganic materials 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 9
- 239000010703 silicon Substances 0.000 claims description 6
- 229910052710 silicon Inorganic materials 0.000 claims description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 4
- 150000005199 trimethylbenzenes Chemical class 0.000 claims description 3
- QUBBAXISAHIDNM-UHFFFAOYSA-N 1-ethyl-2,3-dimethylbenzene Chemical class CCC1=CC=CC(C)=C1C QUBBAXISAHIDNM-UHFFFAOYSA-N 0.000 claims description 2
- 150000005195 diethylbenzenes Chemical class 0.000 claims description 2
- 239000008096 xylene Substances 0.000 abstract description 15
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 44
- 239000000047 product Substances 0.000 description 28
- 239000000463 material Substances 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000377 silicon dioxide Substances 0.000 description 18
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- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 14
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 13
- 239000013078 crystal Substances 0.000 description 13
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 11
- -1 aluminum silicates Chemical class 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 10
- 150000001768 cations Chemical class 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 9
- 238000002425 crystallisation Methods 0.000 description 7
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- 239000000126 substance Substances 0.000 description 7
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 description 6
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- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000002178 crystalline material Substances 0.000 description 6
- 230000008025 crystallization Effects 0.000 description 6
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- 238000012360 testing method Methods 0.000 description 6
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- 239000002156 adsorbate Substances 0.000 description 5
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 5
- 238000001354 calcination Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229910001388 sodium aluminate Inorganic materials 0.000 description 5
- 238000007792 addition Methods 0.000 description 4
- 230000029936 alkylation Effects 0.000 description 4
- 238000005804 alkylation reaction Methods 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
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- 150000002500 ions Chemical class 0.000 description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
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- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- 229910004298 SiO 2 Inorganic materials 0.000 description 3
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
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- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 3
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 3
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- 238000002360 preparation method Methods 0.000 description 3
- 150000004760 silicates Chemical class 0.000 description 3
- 229910052708 sodium 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
- 238000003786 synthesis reaction Methods 0.000 description 3
- UOHMMEJUHBCKEE-UHFFFAOYSA-N tetramethylbenzene Natural products CC1=CC=C(C)C(C)=C1C UOHMMEJUHBCKEE-UHFFFAOYSA-N 0.000 description 3
- BFIMMTCNYPIMRN-UHFFFAOYSA-N 1,2,3,5-tetramethylbenzene Chemical compound CC1=CC(C)=C(C)C(C)=C1 BFIMMTCNYPIMRN-UHFFFAOYSA-N 0.000 description 2
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 241001269524 Dura Species 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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
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- 239000003463 adsorbent Substances 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
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- WJYMPXJVHNDZHD-UHFFFAOYSA-N 1,3,5-triethylbenzene Chemical compound CCC1=CC(CC)=CC(CC)=C1 WJYMPXJVHNDZHD-UHFFFAOYSA-N 0.000 description 1
- LDBGZEOHVDXNRQ-UHFFFAOYSA-N 1,3,5-triethylbenzene 1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=CC(C)=C1.CCC1=CC(CC)=CC(CC)=C1 LDBGZEOHVDXNRQ-UHFFFAOYSA-N 0.000 description 1
- WZEYZMKZKQPXSX-UHFFFAOYSA-N 1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=CC(C)=C1.CC1=CC(C)=CC(C)=C1 WZEYZMKZKQPXSX-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- PRASOHMFFINPCQ-UHFFFAOYSA-N CC1=CC(C)=C(C)C(C)=C1.CC1=CC(C)=C(C)C(C)=C1 Chemical compound CC1=CC(C)=C(C)C(C)=C1.CC1=CC(C)=C(C)C(C)=C1 PRASOHMFFINPCQ-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
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- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- HPTYUNKZVDYXLP-UHFFFAOYSA-N aluminum;trihydroxy(trihydroxysilyloxy)silane;hydrate Chemical group O.[Al].[Al].O[Si](O)(O)O[Si](O)(O)O HPTYUNKZVDYXLP-UHFFFAOYSA-N 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
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- 239000010941 cobalt Substances 0.000 description 1
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- 238000005336 cracking Methods 0.000 description 1
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- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 229910001649 dickite Inorganic materials 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
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- 230000006872 improvement Effects 0.000 description 1
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- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- 125000002950 monocyclic group Chemical group 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
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- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
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- 235000012239 silicon dioxide Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
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- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
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- 239000010937 tungsten Substances 0.000 description 1
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- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
- C07C4/12—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
- C07C4/14—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene splitting taking place at an aromatic-aliphatic bond
- C07C4/18—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
- C07C4/12—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
- C07C4/14—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene splitting taking place at an aromatic-aliphatic bond
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Carbon Steel Or Casting Steel Manufacturing (AREA)
- Financial Or Insurance-Related Operations Such As Payment And Settlement (AREA)
- Multi-Process Working Machines And Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/449,169 US4973784A (en) | 1988-10-06 | 1989-12-13 | Process for reducing the durene content of effluent resulting from the catalytic conversion of C1 -C4 oxygenates to gasoline |
| US46964590A | 1990-01-24 | 1990-01-24 | |
| PCT/US1990/001895 WO1991008998A1 (fr) | 1989-12-13 | 1990-04-09 | Procede de conversion catalytique d'une charge de composes c9+ aromatiques |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO912711D0 NO912711D0 (no) | 1991-07-10 |
| NO912711L NO912711L (no) | 1991-08-29 |
| NO300371B1 true NO300371B1 (no) | 1997-05-20 |
Family
ID=27035626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO912711A NO300371B1 (no) | 1989-12-13 | 1991-07-10 | Fremgangsmåte for katalytisk omdanning av en C9+-aromatisk forbindelse |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0457853B1 (fr) |
| JP (1) | JP2801775B2 (fr) |
| KR (1) | KR100210191B1 (fr) |
| AT (1) | ATE156471T1 (fr) |
| AU (1) | AU635261B2 (fr) |
| BG (1) | BG61142B1 (fr) |
| BR (1) | BR9007077A (fr) |
| CA (1) | CA2042361C (fr) |
| DE (1) | DE69031214T2 (fr) |
| DK (1) | DK0457853T3 (fr) |
| ES (1) | ES2104604T3 (fr) |
| HU (1) | HU212752B (fr) |
| NO (1) | NO300371B1 (fr) |
| RO (1) | RO108555B1 (fr) |
| RU (1) | RU2011650C1 (fr) |
| SG (1) | SG43877A1 (fr) |
| WO (1) | WO1991008998A1 (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5488194A (en) * | 1994-05-16 | 1996-01-30 | Mobil Oil Corp. | Selective production of para-dialkyl substituted benzenes and catalyst therefor |
| US6504076B1 (en) * | 2001-05-18 | 2003-01-07 | Fina Technology, Inc. | Method of conversion of heavy aromatics |
| JP5292699B2 (ja) * | 2006-03-29 | 2013-09-18 | 東レ株式会社 | エチルベンゼンの転化方法およびパラキシレンの製造方法 |
| RU2448937C2 (ru) * | 2006-03-29 | 2012-04-27 | Торэй Индастриз, Инк. | Способ превращения этилбензола и способ получения пара-ксилола |
| ITMI20061548A1 (it) * | 2006-08-03 | 2008-02-04 | Polimeri Europa Spa | Composizioni catalitiche per idrodealchilazioni altamente selettive di idrocarburi alchilaromatici |
| TWI473652B (zh) | 2008-12-26 | 2015-02-21 | Nippon Oil Corp | Hydrogenated isomerization catalyst, method for producing the same, dewaxing method for hydrocarbon oil and method for producing lubricating base oil |
| BR112012018012A2 (pt) | 2010-01-20 | 2016-05-03 | Jx Nippon Oil & Energy Corp | catalisador para produção de hidrocarbonetos aromáticos monocíclicos e processo de produção de hidrocarbonetos aromáticos monocíclicos |
| WO2011090124A1 (fr) | 2010-01-20 | 2011-07-28 | Ｊｘ日鉱日石エネルギー株式会社 | Catalyseur pour la production d'hydrocarbures et procédés pour la production d'hydrocarbures |
| EP2554634B1 (fr) * | 2010-03-26 | 2016-09-21 | JX Nippon Oil & Energy Corporation | Méthode de production d'un hydrocarbure aromatique monocyclique |
| EP2960317B1 (fr) | 2013-02-21 | 2021-01-06 | JX Nippon Oil & Energy Corporation | Procédé de production d'hydrocarbures aromatiques monocycliques |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4046827A (en) * | 1975-09-26 | 1977-09-06 | Mobil Oil Corporation | High selectivity transalkylation |
| JPS5278838A (en) * | 1975-12-22 | 1977-07-02 | Mobil Oil | Method of carrying out alternatively catalytic conversion reaction and thermal dealkylation of alkylaromatic hydocarbons in single reactor |
| NZ183608A (en) * | 1976-03-31 | 1978-12-18 | Mobil Oil Corp | Aluminosilicate zeolite catalyst for selectine production of para-diakyl substituted benzenes |
| US4251676A (en) * | 1979-12-28 | 1981-02-17 | Mobil Oil Corporation | Selective cracking reactions by cofeeding organic amine or ammonia |
| US4418235A (en) * | 1980-02-14 | 1983-11-29 | Mobil Oil Corporation | Hydrocarbon conversion with zeolite having enhanced catalytic activity |
| US4575573A (en) * | 1981-11-09 | 1986-03-11 | Mobil Oil Corporation | Catalysis over activated zeolites |
| US4577048A (en) * | 1981-12-22 | 1986-03-18 | Mobil Oil Corporation | Catalysis over activated high silica zeolites |
| AU576480B2 (en) * | 1982-11-18 | 1988-09-01 | British Petroleum Company Plc, The | Trans-&de- alkylation of alkylaromatics over smectite-type clay catalyst |
| JPS60246330A (ja) * | 1984-05-21 | 1985-12-06 | Idemitsu Petrochem Co Ltd | ベンゼンおよびメチル置換ベンゼンの製造方法 |
| US4891458A (en) * | 1987-12-17 | 1990-01-02 | Innes Robert A | Liquid phase alkylation or transalkylation process using zeolite beta |
-
1990
- 1990-04-09 AT AT90906587T patent/ATE156471T1/de not_active IP Right Cessation
- 1990-04-09 SG SG1996003656A patent/SG43877A1/en unknown
- 1990-04-09 HU HU903627A patent/HU212752B/hu not_active IP Right Cessation
- 1990-04-09 JP JP2506199A patent/JP2801775B2/ja not_active Expired - Fee Related
- 1990-04-09 RO RO148246A patent/RO108555B1/ro unknown
- 1990-04-09 EP EP90906587A patent/EP0457853B1/fr not_active Expired - Lifetime
- 1990-04-09 WO PCT/US1990/001895 patent/WO1991008998A1/fr active IP Right Grant
- 1990-04-09 DE DE69031214T patent/DE69031214T2/de not_active Expired - Fee Related
- 1990-04-09 ES ES90906587T patent/ES2104604T3/es not_active Expired - Lifetime
- 1990-04-09 BR BR909007077A patent/BR9007077A/pt unknown
- 1990-04-09 KR KR1019910700789A patent/KR100210191B1/ko not_active IP Right Cessation
- 1990-04-09 CA CA002042361A patent/CA2042361C/fr not_active Expired - Fee Related
- 1990-04-09 DK DK90906587.2T patent/DK0457853T3/da active
- 1990-04-09 AU AU54431/90A patent/AU635261B2/en not_active Ceased
-
1991
- 1991-07-10 NO NO912711A patent/NO300371B1/no not_active IP Right Cessation
- 1991-08-12 BG BG94991A patent/BG61142B1/bg unknown
- 1991-08-12 RU SU915001514A patent/RU2011650C1/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| RU2011650C1 (ru) | 1994-04-30 |
| WO1991008998A1 (fr) | 1991-06-27 |
| BR9007077A (pt) | 1992-03-03 |
| JP2801775B2 (ja) | 1998-09-21 |
| KR920701087A (ko) | 1992-08-11 |
| DE69031214D1 (de) | 1997-09-11 |
| RO108555B1 (ro) | 1994-06-30 |
| CA2042361C (fr) | 2000-12-19 |
| DK0457853T3 (da) | 1998-02-16 |
| NO912711D0 (no) | 1991-07-10 |
| CA2042361A1 (fr) | 1991-06-14 |
| AU635261B2 (en) | 1993-03-18 |
| DE69031214T2 (de) | 1998-02-26 |
| ATE156471T1 (de) | 1997-08-15 |
| JPH04504577A (ja) | 1992-08-13 |
| EP0457853A4 (en) | 1992-06-03 |
| SG43877A1 (en) | 1997-11-14 |
| NO912711L (no) | 1991-08-29 |
| ES2104604T3 (es) | 1997-10-16 |
| HU212752B (en) | 1996-10-28 |
| KR100210191B1 (ko) | 1999-07-15 |
| HUT58672A (en) | 1992-03-30 |
| AU5443190A (en) | 1991-07-18 |
| BG61142B1 (bg) | 1996-12-31 |
| EP0457853A1 (fr) | 1991-11-27 |
| HU903627D0 (en) | 1991-10-28 |
| EP0457853B1 (fr) | 1997-08-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN OCTOBER 2003 |