DE2720033A1 - Verfahren zur isomerisierung von monocyclischen alkylaromatischen kohlenwasserstoffen - Google Patents
Verfahren zur isomerisierung von monocyclischen alkylaromatischen kohlenwasserstoffenInfo
- Publication number
- DE2720033A1 DE2720033A1 DE19772720033 DE2720033A DE2720033A1 DE 2720033 A1 DE2720033 A1 DE 2720033A1 DE 19772720033 DE19772720033 DE 19772720033 DE 2720033 A DE2720033 A DE 2720033A DE 2720033 A1 DE2720033 A1 DE 2720033A1
- Authority
- DE
- Germany
- Prior art keywords
- zeolite
- zsm
- weight
- hydrocarbons
- isomerization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims description 38
- 229930195733 hydrocarbon Natural products 0.000 title claims description 15
- 238000006317 isomerization reaction Methods 0.000 title claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 14
- 239000010457 zeolite Substances 0.000 claims description 38
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 35
- 229910021536 Zeolite Inorganic materials 0.000 claims description 31
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 23
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- 239000008096 xylene Substances 0.000 claims description 18
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 14
- 239000003085 diluting agent Substances 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- -1 monocyclic alkyl aromatic hydrocarbons Chemical class 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 8
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 5
- 239000012808 vapor phase Substances 0.000 claims description 5
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims description 4
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 4
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 3
- 238000005342 ion exchange Methods 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 229910000510 noble metal Inorganic materials 0.000 claims description 2
- 239000000047 product Substances 0.000 description 23
- 239000003054 catalyst Substances 0.000 description 22
- 239000000243 solution Substances 0.000 description 10
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 9
- 150000001768 cations Chemical class 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 8
- 239000013078 crystal Substances 0.000 description 7
- 125000001477 organic nitrogen group Chemical group 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
- 229910004298 SiO 2 Inorganic materials 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 150000005199 trimethylbenzenes Chemical class 0.000 description 4
- 150000003738 xylenes Chemical class 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000000571 coke Substances 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QUBBAXISAHIDNM-UHFFFAOYSA-N 1-ethyl-2,3-dimethylbenzene Chemical class CCC1=CC=CC(C)=C1C QUBBAXISAHIDNM-UHFFFAOYSA-N 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000004115 Sodium Silicate Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 150000005195 diethylbenzenes Chemical class 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000007863 gel particle Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 229910052809 inorganic oxide Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 238000000634 powder X-ray diffraction Methods 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 2
- 229910001948 sodium oxide Inorganic materials 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- DAABQHUHLBYNDQ-UHFFFAOYSA-N 1,2-xylene;1,4-xylene Chemical group CC1=CC=C(C)C=C1.CC1=CC=CC=C1C DAABQHUHLBYNDQ-UHFFFAOYSA-N 0.000 description 1
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 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
- ORVKAVOXRZPETQ-UHFFFAOYSA-N benzene;1,4-xylene Chemical group C1=CC=CC=C1.CC1=CC=C(C)C=C1 ORVKAVOXRZPETQ-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 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
- 238000010908 decantation Methods 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000012263 liquid product Substances 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
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000003345 scintillation counting Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
- 229910003452 thorium oxide Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000010555 transalkylation reaction Methods 0.000 description 1
- LEMQFBIYMVUIIG-UHFFFAOYSA-N trifluoroborane;hydrofluoride Chemical compound F.FB(F)F LEMQFBIYMVUIIG-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
- B01J29/40—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
- B01J29/46—Iron group metals or copper
-
- 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
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2708—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with crystalline alumino-silicates, e.g. molecular sieves
-
- 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
- B01J2229/26—After treatment, characterised by the effect to be obtained to stabilize the total catalyst structure
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/684,512 US4100214A (en) | 1976-05-07 | 1976-05-07 | Isomerization of monocyclic alkyl aromatic hydrocarbons |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2720033A1 true DE2720033A1 (de) | 1977-11-24 |
Family
ID=24748338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772720033 Withdrawn DE2720033A1 (de) | 1976-05-07 | 1977-05-04 | Verfahren zur isomerisierung von monocyclischen alkylaromatischen kohlenwasserstoffen |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4100214A (OSRAM) |
| JP (1) | JPS52136132A (OSRAM) |
| AR (1) | AR221472A1 (OSRAM) |
| BE (1) | BE854231A (OSRAM) |
| BR (1) | BR7702965A (OSRAM) |
| CA (1) | CA1084069A (OSRAM) |
| DD (1) | DD131256A5 (OSRAM) |
| DE (1) | DE2720033A1 (OSRAM) |
| ES (1) | ES458560A1 (OSRAM) |
| FR (1) | FR2350317A1 (OSRAM) |
| GB (1) | GB1536109A (OSRAM) |
| IN (1) | IN146733B (OSRAM) |
| IT (1) | IT1075538B (OSRAM) |
| NL (1) | NL7704812A (OSRAM) |
| PL (1) | PL114276B1 (OSRAM) |
| RO (1) | RO76390A (OSRAM) |
| ZA (1) | ZA772730B (OSRAM) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2753867A1 (de) * | 1977-01-10 | 1978-07-13 | Mobil Oil Corp | Verfahren zur dampfphasen-isomerisierung von xylol |
| EP0006700A1 (en) * | 1978-06-09 | 1980-01-09 | Mobil Oil Corporation | Isomerization of a mixture of ethyl benzene and xylene |
| EP0020043A1 (en) * | 1979-05-21 | 1980-12-10 | Mobil Oil Corporation | Process for isomerising xylenes |
| EP0024804A1 (en) * | 1979-07-27 | 1981-03-11 | Mobil Oil Corporation | Selective cracking of phenylalkanes |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE31781E (en) * | 1976-05-07 | 1984-12-25 | Mobil Oil Corporation | Isomerization of monocyclic alkyl aromatic hydrocarbons |
| US4152363A (en) * | 1977-05-09 | 1979-05-01 | Mobil Oil Corporation | Vapor phase isomerization of methyl-substituted aromatic hydrocarbons improved by using highly diluted zeolite catalyst |
| US4299808A (en) * | 1978-07-25 | 1981-11-10 | Standard Oil Company (Indiana) | Crystalline chromosilicates and process of preparation |
| US4181811A (en) * | 1978-12-14 | 1980-01-01 | Mobil Oil Corporation | Selective reaction of 1,4-disubstituted aromatic compounds |
| US4584422A (en) * | 1979-06-06 | 1986-04-22 | Mobil Oil Corporation | Selective alkylation of xylenes with ethylene |
| US4363718A (en) * | 1979-08-23 | 1982-12-14 | Standard Oil Company (Indiana) | Crystalline chromosilicates and process uses |
| US4283584A (en) * | 1980-04-14 | 1981-08-11 | Mobil Oil Corporation | Manufacture of aromatic compounds |
| JPS57145821A (en) * | 1981-03-06 | 1982-09-09 | Teijin Yuka Kk | Isomerizing method of xylene |
| US4454365A (en) * | 1981-07-09 | 1984-06-12 | Standard Oil Company (Indiana) | Hydrocarbon conversion with a crystalline chromosilicate catalyst |
| US4563435A (en) * | 1982-06-23 | 1986-01-07 | Mobil Oil Corporation | Catalytic composition from reaction of high silica zeolites with binder |
| EP0116732A1 (en) * | 1983-02-10 | 1984-08-29 | Mobil Oil Corporation | Shape selective metallic catalysis |
| US4665253A (en) * | 1984-06-13 | 1987-05-12 | Mobil Oil Corporation | Conversion of aromatics over novel catalyst composition |
| US4665265A (en) * | 1984-06-13 | 1987-05-12 | Mobil Oil Corporation | Conversion of olefins and paraffins over novel catalyst composition |
| US4665269A (en) * | 1984-06-13 | 1987-05-12 | Mobil Oil Corporation | Conversion of oxygenates over novel catalyst composition |
| US5043512A (en) * | 1988-10-06 | 1991-08-27 | Mobil Oil Corp. | Alkylaromatic isomerization process |
| ES2139752T3 (es) * | 1993-10-18 | 2000-02-16 | Mobil Oil Corp | Material cristalino poroso sintetico, mcm-58, su sintesis y uso. |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3390199A (en) * | 1966-02-01 | 1968-06-25 | Chevron Res | Xylene isomerization process |
| US3377400A (en) * | 1967-03-27 | 1968-04-09 | Mobil Oil Corp | Isomerization and disproportionation of alkyl aromatics |
| US3702886A (en) * | 1969-10-10 | 1972-11-14 | Mobil Oil Corp | Crystalline zeolite zsm-5 and method of preparing the same |
| US3709979A (en) * | 1970-04-23 | 1973-01-09 | Mobil Oil Corp | Crystalline zeolite zsm-11 |
| US3832449A (en) * | 1971-03-18 | 1974-08-27 | Mobil Oil Corp | Crystalline zeolite zsm{14 12 |
| US3907914A (en) * | 1971-04-13 | 1975-09-23 | Mobil Oil Corp | Isomerization of aromatic hydrocarbons |
| US3856872A (en) * | 1973-09-13 | 1974-12-24 | Mobil Oil Corp | Xylene isomerization |
| US3992466A (en) * | 1975-08-13 | 1976-11-16 | Mobil Oil Corporation | Hydrocarbon conversion |
-
1976
- 1976-05-07 US US05/684,512 patent/US4100214A/en not_active Expired - Lifetime
-
1977
- 1977-04-27 CA CA277,173A patent/CA1084069A/en not_active Expired
- 1977-04-28 IN IN636/CAL/77A patent/IN146733B/en unknown
- 1977-05-02 NL NL7704812A patent/NL7704812A/xx not_active Application Discontinuation
- 1977-05-03 FR FR7713299A patent/FR2350317A1/fr not_active Withdrawn
- 1977-05-03 GB GB18442/77A patent/GB1536109A/en not_active Expired
- 1977-05-03 BE BE177245A patent/BE854231A/xx unknown
- 1977-05-04 DE DE19772720033 patent/DE2720033A1/de not_active Withdrawn
- 1977-05-06 AR AR267525A patent/AR221472A1/es active
- 1977-05-06 JP JP5130877A patent/JPS52136132A/ja active Pending
- 1977-05-06 RO RO7790246A patent/RO76390A/ro unknown
- 1977-05-06 BR BR2965/77A patent/BR7702965A/pt unknown
- 1977-05-06 ZA ZA00772730A patent/ZA772730B/xx unknown
- 1977-05-06 IT IT23308/77A patent/IT1075538B/it active
- 1977-05-06 ES ES458560A patent/ES458560A1/es not_active Expired
- 1977-05-07 PL PL1977197969A patent/PL114276B1/pl unknown
- 1977-05-09 DD DD7700198830A patent/DD131256A5/xx unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2753867A1 (de) * | 1977-01-10 | 1978-07-13 | Mobil Oil Corp | Verfahren zur dampfphasen-isomerisierung von xylol |
| EP0006700A1 (en) * | 1978-06-09 | 1980-01-09 | Mobil Oil Corporation | Isomerization of a mixture of ethyl benzene and xylene |
| EP0020043A1 (en) * | 1979-05-21 | 1980-12-10 | Mobil Oil Corporation | Process for isomerising xylenes |
| EP0024804A1 (en) * | 1979-07-27 | 1981-03-11 | Mobil Oil Corporation | Selective cracking of phenylalkanes |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7704812A (nl) | 1977-11-09 |
| FR2350317A1 (fr) | 1977-12-02 |
| PL197969A1 (pl) | 1978-01-02 |
| ZA772730B (en) | 1978-12-27 |
| IT1075538B (it) | 1985-04-22 |
| CA1084069A (en) | 1980-08-19 |
| IN146733B (OSRAM) | 1979-08-25 |
| AR221472A1 (es) | 1981-02-13 |
| JPS52136132A (en) | 1977-11-14 |
| BE854231A (fr) | 1977-11-03 |
| DD131256A5 (de) | 1978-06-14 |
| PL114276B1 (en) | 1981-01-31 |
| US4100214A (en) | 1978-07-11 |
| BR7702965A (pt) | 1978-02-08 |
| RO76390A (ro) | 1982-03-24 |
| ES458560A1 (es) | 1978-04-16 |
| GB1536109A (en) | 1978-12-20 |
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