DE1196187B - Verfahren zur Erzeugung ungesaettigter aliphatischer Kohlenwasserstoffe - Google Patents
Verfahren zur Erzeugung ungesaettigter aliphatischer KohlenwasserstoffeInfo
- Publication number
- DE1196187B DE1196187B DEE17123A DEE0017123A DE1196187B DE 1196187 B DE1196187 B DE 1196187B DE E17123 A DEE17123 A DE E17123A DE E0017123 A DEE0017123 A DE E0017123A DE 1196187 B DE1196187 B DE 1196187B
- Authority
- DE
- Germany
- Prior art keywords
- conversion
- catalyst
- zone
- reaction
- feed
- 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
- 238000000034 method Methods 0.000 title claims description 30
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims description 87
- 239000003054 catalyst Substances 0.000 claims description 31
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 15
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 13
- 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
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 230000003197 catalytic effect Effects 0.000 claims description 8
- 239000001273 butane Substances 0.000 claims description 7
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 7
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 7
- 239000012159 carrier gas Substances 0.000 claims description 6
- 238000006297 dehydration reaction Methods 0.000 claims description 6
- 239000012084 conversion product Substances 0.000 claims description 5
- 230000018044 dehydration Effects 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical class [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 claims 1
- 229910001950 potassium oxide Inorganic materials 0.000 claims 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000001307 helium Substances 0.000 description 8
- 229910052734 helium Inorganic materials 0.000 description 8
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000470 constituent Substances 0.000 description 3
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- 230000035939 shock Effects 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 238000004517 catalytic hydrocracking Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 206010010774 Constipation Diseases 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- JISVROCKRBFEIQ-UHFFFAOYSA-N [O].O=[C] Chemical compound [O].O=[C] JISVROCKRBFEIQ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
-
- 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
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/321—Catalytic processes
- C07C5/322—Catalytic processes with metal oxides or metal sulfides
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/0015—Feeding of the particles in the reactor; Evacuation of the particles out of the reactor
- B01J8/0035—Periodical feeding or evacuation
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/0278—Feeding reactive fluids
-
- 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
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
- C07C5/3332—Catalytic processes with metal oxides or metal sulfides
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/18—Details relating to the spatial orientation of the reactor
- B01J2219/182—Details relating to the spatial orientation of the reactor horizontal
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US714097A US3243472A (en) | 1958-02-10 | 1958-02-10 | Catalytic process employing pulsed vaporous feed and continuously flowing inert vaporous carrier |
| US714091A US2976132A (en) | 1958-02-10 | 1958-02-10 | Fixed bed type reactor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1196187B true DE1196187B (de) | 1965-07-08 |
Family
ID=22400087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEE17123A Pending DE1196187B (de) | 1958-02-10 | 1959-02-06 | Verfahren zur Erzeugung ungesaettigter aliphatischer Kohlenwasserstoffe |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE597115A (enrdf_load_stackoverflow) |
| DE (1) | DE1196187B (enrdf_load_stackoverflow) |
| FR (1) | FR1220203A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0596256A1 (en) * | 1992-10-02 | 1994-05-11 | Praxair Technology, Inc. | Particle loader |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB573018A (en) * | 1942-07-29 | 1945-11-02 | Henry Ernest Charlton | Improvements in and relating to chemical processes |
| US3067272A (en) * | 1960-12-30 | 1962-12-04 | Shell Oil Co | Catalytic dehydrogenation process |
-
0
- BE BE597115D patent/BE597115A/xx unknown
-
1959
- 1959-02-05 FR FR785888A patent/FR1220203A/fr not_active Expired
- 1959-02-06 DE DEE17123A patent/DE1196187B/de active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB573018A (en) * | 1942-07-29 | 1945-11-02 | Henry Ernest Charlton | Improvements in and relating to chemical processes |
| US3067272A (en) * | 1960-12-30 | 1962-12-04 | Shell Oil Co | Catalytic dehydrogenation process |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0596256A1 (en) * | 1992-10-02 | 1994-05-11 | Praxair Technology, Inc. | Particle loader |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1220203A (fr) | 1960-05-23 |
| BE597115A (enrdf_load_stackoverflow) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3872791T2 (de) | Verfahren zur reduktion eines raffinierungskatalysators vor seiner anwendung. | |
| EP2739592B1 (de) | Verfahren zur oxidativen umwandlung von gasförmigen alkanen in einem wirbelschicht-membran-reaktor und ein reaktor zur durchführung dieses verfahrens | |
| DE2107568C3 (de) | Verfahren zur Reinigung von Kohlenwasserstoffen durch selektive Hydrierung | |
| DE1568542C3 (de) | Verfahren zur katalytischen Umwandlung von Butadien- und n-Buten-1-haltigen C tief 4 - Kohlenwasserstoffen | |
| DE69801043T2 (de) | Olefinreinigung von acetylenischen verbindungen und adsorbent-regenerierung | |
| DE2124656A1 (enrdf_load_stackoverflow) | ||
| EP0164560B1 (de) | Verfahren zum Dehydrieren von Kohlenwasserstoffen | |
| DE3048637A1 (de) | "verfahren zur entfernung von sauerstoff aus einem einen ungesaettigten kohlenwasserstoff enthaltenden gas" | |
| DE2155400A1 (de) | Selektive hydrierung von alkinen | |
| DE1196187B (de) | Verfahren zur Erzeugung ungesaettigter aliphatischer Kohlenwasserstoffe | |
| DE1290538B (de) | Verfahren zur Entfernung von C-Acetylenen aus fluessigen C-Kohlenwasserstoff-Fraktionen durch selektive Hydrierung | |
| DE2702327C2 (enrdf_load_stackoverflow) | ||
| DE2758274A1 (de) | Verfahren zur selektiven hydrierung von ungesaettigten kohlenwasserstoffen | |
| DE3312515A1 (de) | Verfahren zur herstellung von olefinen | |
| AT263731B (de) | Verfahren zur Hydrierung von Kohlenwasserstoffgemischen | |
| DE1290134B (de) | Verfahren zur Herstellung von Olefinen | |
| DE1100000B (de) | Verfahren zur Herstellung von Wasserstoff aus mit Schwefel verunreinigten Kohlenwasserstoffen | |
| AT263732B (de) | Verfahren zur Hydrierung von Kohlenwasserstoffgemischen | |
| AT243769B (de) | Verfahren zum Entfernen von Alkinen aus Alkadiene enthaltenden Kohlenwasserstoffgemischen | |
| AT226205B (de) | Verfahren zur selektiven Hydrierung von Acetylenen in Kohlenwasserstoffgemischen | |
| AT231599B (de) | Verfahren zum Raffinieren von Kohlenwasserstoffölen | |
| DE1593437C3 (de) | Verfahren zur selektiven Hydrierung von hoher ungesättigten Kohlenwasserstoffen in einem im wesentlichen aus C4 -Kohlenwasserstoffen bestehenden Strom | |
| DE898742C (de) | Verfahren zur Herstellung von Monoolefinen | |
| AT231415B (de) | Verfahren zur selektiven Hydrierung von Butadien in Kohlenwasserstoffgemischen | |
| DE1468513A1 (de) | Verfahren zur katalytischen Herstellung von gasfoermigen Olefinen,vorzugsweise Propylen und/oder Butenen |