BE508435A - - Google Patents
Info
- Publication number
- BE508435A BE508435A BE508435DA BE508435A BE 508435 A BE508435 A BE 508435A BE 508435D A BE508435D A BE 508435DA BE 508435 A BE508435 A BE 508435A
- Authority
- BE
- Belgium
- Prior art keywords
- benzene
- sep
- propylene
- catalyst
- alkylation
- Prior art date
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 187
- 239000003054 catalyst Substances 0.000 claims description 57
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 51
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 51
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 44
- 238000005804 alkylation reaction Methods 0.000 claims description 34
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 34
- 230000029936 alkylation Effects 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 24
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 150000001555 benzenes Chemical class 0.000 claims description 16
- 229930195733 hydrocarbon Natural products 0.000 claims description 14
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- 239000011949 solid catalyst Substances 0.000 claims description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 230000002152 alkylating effect Effects 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 18
- 239000007787 solid Substances 0.000 description 17
- 239000000203 mixture Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 12
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 5
- 238000001354 calcination Methods 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 238000006356 dehydrogenation reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- -1 isopropyl alcohols Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000003017 phosphorus Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- JTXAHXNXKFGXIT-UHFFFAOYSA-N propane;prop-1-ene Chemical group CCC.CC=C JTXAHXNXKFGXIT-UHFFFAOYSA-N 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000004951 benzene Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000003442 catalytic alkylation reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Polymers [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/70—Catalytic processes with acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/14—Phosphorus; Compounds thereof
- C07C2527/16—Phosphorus; Compounds thereof containing oxygen
- C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
- C07C2527/173—Phosphoric acid or other acids with the formula Hn+2PnO3n+1
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE508435A true BE508435A (enrdf_load_stackoverflow) |
Family
ID=148129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE508435D BE508435A (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE508435A (enrdf_load_stackoverflow) |
-
0
- BE BE508435D patent/BE508435A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0516507B1 (fr) | Procédé de production d'hydrocarbures liquides à partir du gaz naturel, en présence d'un catalyseur à base de zéolithe et de gallium | |
| CA2043026C (fr) | Procede de production d'alkylbenzenes utilisant des catalyseurs a base de zeolithe y desaluminee | |
| EP0308302B1 (fr) | Procédé de production d'oligomères d'oléfines, utilisant un catalyseur à base de mordénite modifiée | |
| CA2797748C (fr) | Procede de deshydratation et d'isomerisation d'alcools en c4 utilisant un solide amorphe a porosite adaptee | |
| FR2905122A1 (fr) | Procede de production de propylene en presence d'un catalyseur macroporeux se presentant sous forme de billes spheriques | |
| BE1006675A3 (fr) | Procede de production d'essences a haut indice d'octane. | |
| FR2462389A1 (fr) | Procede de preparation de silicates cristallins | |
| BE508435A (enrdf_load_stackoverflow) | ||
| EP0474648B1 (fr) | Procede pour la synthese d'hydrocarbures aromatiques alkyles | |
| CA2323986C (fr) | Procede de synthese d'hydrocarbures a partir de gaz de synthese en presence d'un alliage metallique de raney disperse dans une phase liquide | |
| FR2607727A1 (fr) | Procede d'obtention d'un catalyseur sur support par echange cationique, catalyseur ainsi obtenu et utilisation de ce catalyseur pour l'oligomerisation d'olefines | |
| EP0240480B1 (fr) | Procédé de traitement d'hydrocarbures avec des catalyseurs de type silicalite ou TEA-silicate stabilisés par halogénation | |
| EP0603231B1 (fr) | Procede pour la synthese d'hydrocarbures aromatiques alkyles | |
| EP0789008A1 (fr) | Procédé de dismutation et/ou transalkylation d'hydrocarbures alkylaromatiques mettant en oeuvre un catalyseur à base de zéolithe mazzite renfermant au moins un métal des groupes IIA, IVB, IIB ou IVA | |
| FR2795403A1 (fr) | Alkylation de benzene par des olefines en presence d'un catalyseur comprenant une zeolithe euo, en vue de la synthese du cumene | |
| FR2536066A1 (fr) | Catalyseur d'isomerisation d'alcenes, son procede de preparation et son application a l'isomerisation du squelette d'alcenes | |
| LU85406A1 (fr) | Procede de craquage catalytique de distillets legers | |
| FR2973394A1 (fr) | Procede d'oligomerisation d'une charge hydrocarbonee olefinique utilisant un catalyseur comprenant un materiau de la famille des zif de type structural sod | |
| LU85284A1 (fr) | Procede de production d'isobutylene | |
| WO2022123165A1 (fr) | Formulation liquide pour stockage d'hydrogène | |
| BE568252A (enrdf_load_stackoverflow) | ||
| LU85685A1 (fr) | Procede de purification de charges d'hydrocarbures en c4 | |
| LU86279A1 (fr) | Procede de stabilisation de catalyseurs de type tea-silicate | |
| BE531507A (enrdf_load_stackoverflow) | ||
| BE498380A (enrdf_load_stackoverflow) |