SU668590A3 - Способ получени алкилбензолов - Google Patents
Способ получени алкилбензоловInfo
- Publication number
- SU668590A3 SU668590A3 SU731969329A SU1969329A SU668590A3 SU 668590 A3 SU668590 A3 SU 668590A3 SU 731969329 A SU731969329 A SU 731969329A SU 1969329 A SU1969329 A SU 1969329A SU 668590 A3 SU668590 A3 SU 668590A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- xylene
- amount
- catalyst
- toluene
- mixture
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 8
- -1 alkyl benzols Chemical class 0.000 title description 5
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 44
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 33
- 239000000203 mixture Substances 0.000 description 30
- 239000003054 catalyst Substances 0.000 description 29
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 22
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 17
- 229910052799 carbon Inorganic materials 0.000 description 17
- 239000008096 xylene Substances 0.000 description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
- 229940078552 o-xylene Drugs 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 150000003738 xylenes Chemical class 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 8
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 7
- 239000000377 silicon dioxide Substances 0.000 description 7
- 239000011148 porous material Substances 0.000 description 6
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 4
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical class CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 4
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000006317 isomerization reaction Methods 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- SEKSWDGNGZWLDU-UHFFFAOYSA-N 1,1,2,2-tetramethylcyclohexane Chemical class CC1(C)CCCCC1(C)C SEKSWDGNGZWLDU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- HHUIAYDQMNHELC-UHFFFAOYSA-N [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O HHUIAYDQMNHELC-UHFFFAOYSA-N 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- 239000004914 cyclooctane Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000005496 eutectics Effects 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000002699 waste material 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/22—Halogenating
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/12—Silica and alumina
-
- 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
- C07C5/2705—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metal oxides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4892772A GB1415004A (en) | 1972-10-24 | 1972-10-24 | Alkyl benzene isomerisation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU668590A3 true SU668590A3 (ru) | 1979-06-15 |
Family
ID=10450470
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU731969329A SU668590A3 (ru) | 1972-10-24 | 1973-10-23 | Способ получени алкилбензолов |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3860668A (cg-RX-API-DMAC7.html) |
| JP (1) | JPS5521018B2 (cg-RX-API-DMAC7.html) |
| AR (1) | AR197920A1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU474936B2 (cg-RX-API-DMAC7.html) |
| BE (1) | BE806469A (cg-RX-API-DMAC7.html) |
| BR (1) | BR7308253D0 (cg-RX-API-DMAC7.html) |
| CA (1) | CA1018552A (cg-RX-API-DMAC7.html) |
| DE (1) | DE2353326C3 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2203795B1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1415004A (cg-RX-API-DMAC7.html) |
| IT (1) | IT998902B (cg-RX-API-DMAC7.html) |
| NL (1) | NL7314539A (cg-RX-API-DMAC7.html) |
| SU (1) | SU668590A3 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7603636A (nl) * | 1971-03-12 | 1976-10-12 | Ici Ltd | Werkwijze voor het isomeriseren van een alkyl- aromatische koolwaterstof, alsmede werkwijze voor de bereiding van een katalysator die daar- bij kan worden toegepast, alsmede de katalysator verkregen volgens deze werkwijze. |
| US4094919A (en) * | 1975-04-10 | 1978-06-13 | Imperial Chemical Industries Limited | Hydrocarbon conversion processes and catalysts |
| EP0490349B1 (en) * | 1990-12-12 | 1995-05-31 | Kawasaki Steel Corporation | Process for producing 2-methylnaphthalene and method of restoring the activity of solid acid catalyst used in that process |
| JPH05310611A (ja) * | 1991-08-16 | 1993-11-22 | Kawasaki Steel Corp | ２−メチルナフタレンの製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2705248A (en) * | 1949-04-25 | 1955-03-29 | Ici Ltd | Production of xylenes |
| GB962871A (en) * | 1961-10-30 | 1964-07-08 | Maruzen Oil Company Ltd | A process for the isomerization of xylenes |
-
1972
- 1972-10-24 GB GB4892772A patent/GB1415004A/en not_active Expired
-
1973
- 1973-10-23 FR FR7337718A patent/FR2203795B1/fr not_active Expired
- 1973-10-23 NL NL7314539A patent/NL7314539A/xx not_active Application Discontinuation
- 1973-10-23 BR BR8253/73A patent/BR7308253D0/pt unknown
- 1973-10-23 SU SU731969329A patent/SU668590A3/ru active
- 1973-10-23 IT IT30481/73A patent/IT998902B/it active
- 1973-10-24 JP JP11904973A patent/JPS5521018B2/ja not_active Expired
- 1973-10-24 BE BE137028A patent/BE806469A/xx unknown
- 1973-10-24 DE DE2353326A patent/DE2353326C3/de not_active Expired
- 1973-10-24 AU AU61729/73A patent/AU474936B2/en not_active Expired
- 1973-10-24 US US409317A patent/US3860668A/en not_active Expired - Lifetime
- 1973-10-24 CA CA184,165A patent/CA1018552A/en not_active Expired
- 1973-10-24 AR AR250683A patent/AR197920A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5521018B2 (cg-RX-API-DMAC7.html) | 1980-06-06 |
| FR2203795B1 (cg-RX-API-DMAC7.html) | 1976-06-18 |
| CA1018552A (en) | 1977-10-04 |
| AR197920A1 (es) | 1974-05-15 |
| IT998902B (it) | 1976-02-20 |
| DE2353326B2 (de) | 1979-06-07 |
| AU6172973A (en) | 1975-04-24 |
| US3860668A (en) | 1975-01-14 |
| DE2353326A1 (de) | 1974-05-02 |
| NL7314539A (cg-RX-API-DMAC7.html) | 1974-04-26 |
| GB1415004A (en) | 1975-11-26 |
| FR2203795A1 (cg-RX-API-DMAC7.html) | 1974-05-17 |
| BE806469A (fr) | 1974-04-24 |
| DE2353326C3 (de) | 1980-02-14 |
| AU474936B2 (en) | 1976-08-05 |
| JPS4993328A (cg-RX-API-DMAC7.html) | 1974-09-05 |
| BR7308253D0 (pt) | 1974-07-18 |
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