DE2164951B2 - Verfahren zur Herstellung gasförmiger Olefine - Google Patents
Verfahren zur Herstellung gasförmiger OlefineInfo
- Publication number
- DE2164951B2 DE2164951B2 DE2164951A DE2164951A DE2164951B2 DE 2164951 B2 DE2164951 B2 DE 2164951B2 DE 2164951 A DE2164951 A DE 2164951A DE 2164951 A DE2164951 A DE 2164951A DE 2164951 B2 DE2164951 B2 DE 2164951B2
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen
- alumina
- cobalt
- hydrogenation
- aromatic
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 22
- 230000008569 process Effects 0.000 title claims description 15
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 150000001336 alkenes Chemical class 0.000 title claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 22
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 12
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 239000010941 cobalt Substances 0.000 claims description 8
- 229910017052 cobalt Inorganic materials 0.000 claims description 8
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 8
- 229910052759 nickel Inorganic materials 0.000 claims description 8
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 7
- 229910052721 tungsten Inorganic materials 0.000 claims description 7
- 239000010937 tungsten Substances 0.000 claims description 7
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- 229910052750 molybdenum Inorganic materials 0.000 claims description 5
- 239000011733 molybdenum Substances 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 125000003367 polycyclic group Chemical group 0.000 claims description 4
- 230000015556 catabolic process Effects 0.000 claims description 2
- 238000006731 degradation reaction Methods 0.000 claims description 2
- 230000008707 rearrangement Effects 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 21
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 19
- 239000005977 Ethylene Substances 0.000 description 19
- 239000000463 material Substances 0.000 description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 15
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 15
- 239000000295 fuel oil Substances 0.000 description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 12
- 239000000571 coke Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 238000005336 cracking Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 12
- 239000007858 starting material Substances 0.000 description 12
- 229910052717 sulfur Inorganic materials 0.000 description 12
- 239000011593 sulfur Substances 0.000 description 12
- 230000009467 reduction Effects 0.000 description 11
- 150000001491 aromatic compounds Chemical class 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 239000004215 Carbon black (E152) Substances 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 239000003208 petroleum Substances 0.000 description 9
- 238000000926 separation method Methods 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 8
- 238000004458 analytical method Methods 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 238000004611 spectroscopical analysis Methods 0.000 description 8
- 238000004230 steam cracking Methods 0.000 description 8
- 238000004523 catalytic cracking Methods 0.000 description 5
- 238000005470 impregnation Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- -1 Ethylene, propylene Chemical group 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000003502 gasoline Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 2
- 229940010552 ammonium molybdate Drugs 0.000 description 2
- 235000018660 ammonium molybdate Nutrition 0.000 description 2
- 239000011609 ammonium molybdate Substances 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 2
- 229910001981 cobalt nitrate Inorganic materials 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical class C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical class [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 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
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000002352 steam pyrolysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G69/00—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process
- C10G69/02—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process plural serial stages only
- C10G69/06—Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one other conversion process plural serial stages only including at least one step of thermal cracking in the absence of hydrogen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/20—C2-C4 olefins
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB60571*[A GB1361671A (en) | 1971-01-06 | 1971-01-06 | Process for the production of gaseous olefins from petroleum distillate feedstocks |
| GB4276571 | 1971-09-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2164951A1 DE2164951A1 (de) | 1972-07-20 |
| DE2164951B2 true DE2164951B2 (de) | 1981-02-19 |
Family
ID=26236060
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2164951A Ceased DE2164951B2 (de) | 1971-01-06 | 1971-12-28 | Verfahren zur Herstellung gasförmiger Olefine |
Country Status (10)
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1383229A (en) * | 1972-11-08 | 1975-02-05 | Bp Chem Int Ltd | Production of gaseous olefins from petroleum residue feedstocks |
| JPS5127446B2 (enrdf_load_stackoverflow) * | 1973-04-12 | 1976-08-12 | ||
| US3944481A (en) * | 1973-11-05 | 1976-03-16 | The Dow Chemical Company | Conversion of crude oil fractions to olefins |
| US3922216A (en) * | 1974-05-29 | 1975-11-25 | Texaco Inc | Production of light ends |
| GB1537822A (en) * | 1975-01-22 | 1979-01-04 | Shell Int Research | Process for the production of normally gaseous olefins |
| GB1492880A (en) * | 1975-09-25 | 1977-11-23 | British Petroleum Co | Olefins production |
| US4065380A (en) * | 1975-10-17 | 1977-12-27 | Gulf Research & Development Company | Hydrodenitrification using a tungsten containing Ni-SMM composite catalyst |
| US4097363A (en) * | 1976-07-12 | 1978-06-27 | Gulf Research & Development Company | Thermal cracking of light gas oil at high severity to ethylene |
| FR2380337A1 (fr) * | 1977-02-11 | 1978-09-08 | Inst Francais Du Petrole | Procede de vapocraquage de charges lourdes precede d'un hydrotraitement |
| FR2390493B1 (fr) * | 1977-05-12 | 1985-04-26 | Linde Ag | Procede de preparation d'olefines |
| US4181601A (en) * | 1977-06-17 | 1980-01-01 | The Lummus Company | Feed hydrotreating for improved thermal cracking |
| FR2396794A1 (fr) * | 1977-07-05 | 1979-02-02 | Ceca Sa | Procede de craquage sous pression d'hydrogene pour la production d'olefine |
| US4138326A (en) * | 1977-08-12 | 1979-02-06 | Gulf Research & Development | Hydrotreating process and catalyst |
| DE2805720A1 (de) * | 1978-02-10 | 1979-08-16 | Linde Ag | Verfahren zum spalten von schweren kohlenwasserstoffen |
| DE2806854C2 (de) * | 1978-02-17 | 1986-01-02 | Linde Ag, 6200 Wiesbaden | Verfahren zum thermischen Spalten von Kohlenwasserstoffen zu Olefinen |
| DE2830213A1 (de) * | 1978-07-10 | 1980-01-24 | Linde Ag | Verfahren zum spalten von kohlenwasserstoffen |
| DE2840987A1 (de) * | 1978-09-21 | 1980-04-03 | Linde Ag | Verfahren zum spalten von kohlenwasserstoffen |
| DE2843793A1 (de) * | 1978-10-06 | 1980-04-24 | Linde Ag | Verfahren zum spalten von schweren kohlenwasserstoffen |
| DE2843792A1 (de) * | 1978-10-06 | 1980-04-24 | Linde Ag | Verfahren zum spalten von schweren kohlenwasserstoffen |
| DE2941851A1 (de) * | 1979-10-16 | 1981-05-14 | Linde Ag, 6200 Wiesbaden | Verfahren zur hydrierung schwerer kohlenwasserstoffe |
| DE3526443A1 (de) * | 1985-07-24 | 1987-02-05 | Erdoelchemie Gmbh | Verfahren zur hydrierung olefinischer kohlenwasserstoffe in tert.-alkyl-alkylether enthaltenden kohlenwasserstoffgemischen |
| DE4208907C1 (en) * | 1992-03-17 | 1993-04-29 | Mannesmann Ag, 4000 Duesseldorf, De | Prodn. of lower alkene(s) for chemical intermediates and fuels - comprises thermal cracking of hydrocarbon feedstocks and sepn. into streams for compression and condensing into fractions |
| US6210561B1 (en) * | 1996-08-15 | 2001-04-03 | Exxon Chemical Patents Inc. | Steam cracking of hydrotreated and hydrogenated hydrocarbon feeds |
| US5906728A (en) * | 1996-08-23 | 1999-05-25 | Exxon Chemical Patents Inc. | Process for increased olefin yields from heavy feedstocks |
| ZA989153B (en) | 1997-10-15 | 1999-05-10 | Equistar Chem Lp | Method of producing olefins and feedstocks for use in olefin production from petroleum residua which have low pentane insolubles and high hydrogen content |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL105563C (enrdf_load_stackoverflow) * | 1955-02-25 | 1900-01-01 | ||
| US2967204A (en) * | 1958-08-04 | 1961-01-03 | Gulf Research Development Co | Hydrogenation of aromatics with a tungsten and nickel sulfide, supported on alumina, catalyst composite |
| US3203889A (en) * | 1962-11-01 | 1965-08-31 | Universal Oil Prod Co | Catalytic hydrocracking process with the preliminary hydrogenation of the aromatic containing feed oil |
| JPS4522522Y1 (enrdf_load_stackoverflow) * | 1965-06-22 | 1970-09-07 | ||
| NL141240B (nl) * | 1966-08-02 | 1974-02-15 | Shell Int Research | Werkwijze voor de bereiding van etheen door thermisch kraken van een hydrokraakfractie. |
| US3513217A (en) * | 1966-09-16 | 1970-05-19 | Universal Oil Prod Co | Olefin producing process |
| US3511771A (en) * | 1967-07-24 | 1970-05-12 | Exxon Research Engineering Co | Integrated hydrofining,hydrodesulfurization and steam cracking process |
| FR1600622A (enrdf_load_stackoverflow) * | 1968-05-10 | 1970-07-27 | ||
| US3491019A (en) * | 1968-08-30 | 1970-01-20 | Universal Oil Prod Co | Hydrotreating of light cycle oils |
-
1971
- 1971-01-06 GB GB60571*[A patent/GB1361671A/en not_active Expired
- 1971-12-23 CA CA130,970A patent/CA948220A/en not_active Expired
- 1971-12-28 DE DE2164951A patent/DE2164951B2/de not_active Ceased
- 1971-12-30 AU AU37458/71A patent/AU454473B2/en not_active Expired
- 1971-12-30 US US00214468A patent/US3781195A/en not_active Expired - Lifetime
-
1972
- 1972-01-05 NL NL7200099.A patent/NL164319B/xx not_active Application Discontinuation
- 1972-01-05 FR FR7200177A patent/FR2121579B1/fr not_active Expired
- 1972-01-05 BE BE777739A patent/BE777739A/xx not_active IP Right Cessation
- 1972-01-05 IT IT19092/72A patent/IT946344B/it active
- 1972-01-06 JP JP443572A patent/JPS5530038B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT946344B (it) | 1973-05-21 |
| BE777739A (fr) | 1972-07-05 |
| GB1361671A (en) | 1974-07-30 |
| FR2121579B1 (enrdf_load_stackoverflow) | 1975-08-29 |
| NL164319B (nl) | 1980-07-15 |
| AU454473B2 (en) | 1974-10-31 |
| JPS5530038B1 (enrdf_load_stackoverflow) | 1980-08-07 |
| AU3745871A (en) | 1973-07-05 |
| DE2164951A1 (de) | 1972-07-20 |
| FR2121579A1 (enrdf_load_stackoverflow) | 1972-08-25 |
| CA948220A (en) | 1974-05-28 |
| NL7200099A (enrdf_load_stackoverflow) | 1972-07-10 |
| US3781195A (en) | 1973-12-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| OGA | New person/name/address of the applicant | ||
| 8263 | Opposition against grant of a patent | ||
| 8235 | Patent refused |