DE2342481A1 - Verfahren zur isomerisierung von c tief 8 -aromaten bzw. c tief 8 -aromatengemischen - Google Patents
Verfahren zur isomerisierung von c tief 8 -aromaten bzw. c tief 8 -aromatengemischenInfo
- Publication number
- DE2342481A1 DE2342481A1 DE19732342481 DE2342481A DE2342481A1 DE 2342481 A1 DE2342481 A1 DE 2342481A1 DE 19732342481 DE19732342481 DE 19732342481 DE 2342481 A DE2342481 A DE 2342481A DE 2342481 A1 DE2342481 A1 DE 2342481A1
- Authority
- DE
- Germany
- Prior art keywords
- xylene
- mordenite
- catalysts
- ethylbenzene
- mass
- 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.)
- Pending
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 50
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 229910052680 mordenite Inorganic materials 0.000 title claims abstract description 10
- 238000006317 isomerization reaction Methods 0.000 title claims description 17
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims abstract description 48
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 42
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims abstract description 36
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229940078552 o-xylene Drugs 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 12
- 239000008096 xylene Substances 0.000 claims abstract description 12
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000003738 xylenes Chemical class 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052681 coesite Inorganic materials 0.000 claims abstract description 5
- 229910052906 cristobalite Inorganic materials 0.000 claims abstract description 5
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 5
- 235000012239 silicon dioxide Nutrition 0.000 claims abstract description 5
- 229910052682 stishovite Inorganic materials 0.000 claims abstract description 5
- 229910052905 tridymite Inorganic materials 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 3
- 229910052593 corundum Inorganic materials 0.000 claims abstract description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 3
- 239000011707 mineral Substances 0.000 claims abstract description 3
- 229910000510 noble metal Inorganic materials 0.000 claims abstract description 3
- 229910001845 yogo sapphire Inorganic materials 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 27
- 239000002994 raw material Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 9
- 239000007789 gas Substances 0.000 claims description 6
- 229910052697 platinum Inorganic materials 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 abstract description 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 2
- 150000007513 acids Chemical class 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 16
- 238000012360 testing method Methods 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 230000008021 deposition Effects 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 230000008929 regeneration Effects 0.000 description 4
- 238000011069 regeneration method Methods 0.000 description 4
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000010970 precious metal Substances 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- MPTVOJQMOKMTNP-UHFFFAOYSA-N ethylbenzene;toluene Chemical compound CC1=CC=CC=C1.CCC1=CC=CC=C1 MPTVOJQMOKMTNP-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- -1 o-xylene m-xylene p-xylene ethyl-toluene Chemical compound 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001179 sorption measurement Methods 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
- B01J29/18—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
-
- 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
- C07C5/2724—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD165525A DD104967A1 (enrdf_load_stackoverflow) | 1972-09-05 | 1972-09-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2342481A1 true DE2342481A1 (de) | 1974-03-14 |
Family
ID=5488111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732342481 Pending DE2342481A1 (de) | 1972-09-05 | 1973-08-23 | Verfahren zur isomerisierung von c tief 8 -aromaten bzw. c tief 8 -aromatengemischen |
Country Status (4)
| Country | Link |
|---|---|
| CS (1) | CS177275B1 (enrdf_load_stackoverflow) |
| DD (1) | DD104967A1 (enrdf_load_stackoverflow) |
| DE (1) | DE2342481A1 (enrdf_load_stackoverflow) |
| RO (1) | RO66348A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2742235A1 (de) * | 1976-11-10 | 1978-05-18 | Chevron Res | Verfahren zur isomerisierung alkylaromatischer verbindungen |
| FR2392717A1 (fr) * | 1977-05-31 | 1978-12-29 | Engelhard Min & Chem | Procede et catalyseur ameliores pour l'isomerisation de composes alcoyl aromatiques |
| FR2593084A1 (fr) * | 1986-01-22 | 1987-07-24 | Inst Francais Du Petrole | Catalyseur contenant une mordenite, sa preparation et son application a l'isomerisation de coupes riches en paraffines normales. |
-
1972
- 1972-09-05 DD DD165525A patent/DD104967A1/xx unknown
-
1973
- 1973-08-23 DE DE19732342481 patent/DE2342481A1/de active Pending
- 1973-09-04 CS CS6157A patent/CS177275B1/cs unknown
- 1973-09-04 RO RO197375981A patent/RO66348A/ro unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2742235A1 (de) * | 1976-11-10 | 1978-05-18 | Chevron Res | Verfahren zur isomerisierung alkylaromatischer verbindungen |
| FR2392717A1 (fr) * | 1977-05-31 | 1978-12-29 | Engelhard Min & Chem | Procede et catalyseur ameliores pour l'isomerisation de composes alcoyl aromatiques |
| FR2593084A1 (fr) * | 1986-01-22 | 1987-07-24 | Inst Francais Du Petrole | Catalyseur contenant une mordenite, sa preparation et son application a l'isomerisation de coupes riches en paraffines normales. |
| EP0234974A1 (fr) * | 1986-01-22 | 1987-09-02 | Institut Français du Pétrole | Catalyseur contenant une mordenite, sa préparation et son application à l'isomérisation de coupes riches en paraffines normales |
Also Published As
| Publication number | Publication date |
|---|---|
| CS177275B1 (enrdf_load_stackoverflow) | 1977-07-29 |
| DD104967A1 (enrdf_load_stackoverflow) | 1974-04-05 |
| RO66348A (fr) | 1980-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHN | Withdrawal |