US2972647A - Process for the production of ethylene - Google Patents
Process for the production of ethylene Download PDFInfo
- Publication number
- US2972647A US2972647A US432016A US43201654A US2972647A US 2972647 A US2972647 A US 2972647A US 432016 A US432016 A US 432016A US 43201654 A US43201654 A US 43201654A US 2972647 A US2972647 A US 2972647A
- Authority
- US
- United States
- Prior art keywords
- ethylene
- carbon
- cracking
- oil
- products
- 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.)
- Expired - Lifetime
Links
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 29
- 239000005977 Ethylene Substances 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 238000005336 cracking Methods 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 229930195733 hydrocarbon Natural products 0.000 claims description 16
- 150000002430 hydrocarbons Chemical class 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 13
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 12
- 239000006227 byproduct Substances 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- -1 METHANE Chemical compound 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 15
- 239000007789 gas Substances 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000295 fuel oil Substances 0.000 description 4
- 229930195734 saturated hydrocarbon Natural products 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000000816 ethylene group Chemical class [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- SWHAQEYMVUEVNF-UHFFFAOYSA-N magnesium potassium Chemical compound [Mg].[K] SWHAQEYMVUEVNF-UHFFFAOYSA-N 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/04—Ethylene
-
- 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
- C10G9/00—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
-
- 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
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/901—Catalyst and recycle considerations with recycle, rehabilitation, or preservation of solvent, diluent, or mass action agent
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/905—Catalyst and recycle considerations by-product conversion to feed
Definitions
- This invention relates to the production of ethylene and particularly to the production of ethylene inl high yield by. the thermal cracking of hydrocarbons wherein the by-products of the cracking process are re-cycled for further treatment to-produce additional quantities of It has,heretofor e, been known to produce benzines of low boiling point, as well as gaseous saturated and unsaturated hydrocarbons, by the cracking of heavy oils. In these processes, in order to obtain high yields-of *gas, it has been proposed to re-cycle unconverted oil and the liquid portions formed during thecracking stage for a V 3 second cracking, either under the sameconditions or under other conditions according to the desired purpose.
- the olefines may be utilized in many types of chemical syntheses such as alkylations, oxo-synthesis, and the'like, ,1
- a further advantage of this invention lies in the fact that the lay-products of the cracking process, such as the aromatics and hydrogen, are continuously reintroduced into the reaction so that, within the framework of the carbon-hydrogen equilibrium, substantial new formation of these by-products no longer takes place. 5
- the process of this invention requires only a minimum amount of apparatus, therefore, providing for good utilization of plant capacity while, at the same time, unusually high yields of ethylenes are obtained and only relatively small amounts of aromatic hydrocarbons, hydro- I gen and carbonare formed as by-products.
- the most varied aliphatic or aliphatic-aromatic hydrocarbons and their mixtures such as: diesel oil, kerosene, crude paraflin, etc. may be employed for the process.
- the process may be carried out in all of the suitable apparasmall chamber reactors and either wither Without fixed A's catalyst masses, there are suitable oxides of the second, third, fourth, and sixth 'grou'psof thepriodic' system, such as aluminum oxide, magnesium aluminum silicate, magnesium-aluminum molyb'clate and potassium-magnesium silicate.
- the introduction of heat may take place either through the walls of the reaction chamber or by the .useof. inert heat carriers.
- the alternating type of operation, according to the regenerator principle may also be used.
- liquid hydrocarbons (re-cycle oil) 10.5 kg. propylene-l-butylene 5.9 kg. methane+ethane+propane+butane f 0.4 kg. hydrogen 4.2 kg. ethylene From the mixture of gases the ethylene and the hydrogen were separated selectively by adsorption on active carbon, and the entire remainder, together with the liquid hydrocarbons (re-cycle oil) obtained, plus kg. of fresh oil were returned into the reaction. This was done each hour.
- Example 2 The operation was conducted exactly as in Example 1, except that instead of 12.1 kg. of hydrogen-free re-cycle gas, 12.9 kg. of re-cycle gas having the following composition were introduced:
- Remainder Carbon and aromatics. The added re'cycle oil and re-cycle gas, introduced in the beginning, were recovered.
- Example 3 In the same apparatus as in Example 1 there were injected in molten condition per hour:
- a process for the production of ethylene in high yield comprising the steps of thermally cracking hydrocarbons, having more than two carbon atoms, in a single reaction chamber to which fresh liquid hydrocarbons are continuously added, to form ethylene, carbon and byproducts, including methane, conducting the ethylene, carbon and by-products through separation stages for the removal of carbon and recovery of the ethylene, and then returning all hydrocarbon by-products to the single reaction chamber.
- lay-products include hydrogen and wherein part of the hydrogen is separated out and part is returned to the reaction chamber with the remaining by-products, that part of the hydrogen which is returned being proportional to the amount of carbon that is separated during the same period.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2972647X | 1953-06-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2972647A true US2972647A (en) | 1961-02-21 |
Family
ID=8050671
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US432016A Expired - Lifetime US2972647A (en) | 1953-06-08 | 1954-05-24 | Process for the production of ethylene |
Country Status (6)
Country | Link |
---|---|
US (1) | US2972647A (en)) |
BE (1) | BE529353A (en)) |
CH (1) | CH326536A (en)) |
FR (1) | FR1105968A (en)) |
GB (1) | GB780257A (en)) |
NL (1) | NL104029C (en)) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3711568A (en) * | 1970-09-24 | 1973-01-16 | H Cooper | Pyrolysis process |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2498806A (en) * | 1946-07-16 | 1950-02-28 | Phillips Petroleum Co | Production of ethylene |
US2597346A (en) * | 1948-10-29 | 1952-05-20 | Universal Oil Prod Co | Method for effecting the conversion of organic reactant streams |
US2621216A (en) * | 1950-08-17 | 1952-12-09 | Shell Dev | Production of ethylene |
US2653903A (en) * | 1950-06-09 | 1953-09-29 | Phillips Petroleum Co | Hydrocarbon conversion |
-
0
- NL NL104029D patent/NL104029C/xx active
- BE BE529353D patent/BE529353A/xx unknown
-
1954
- 1954-05-24 US US432016A patent/US2972647A/en not_active Expired - Lifetime
- 1954-06-04 FR FR1105968D patent/FR1105968A/fr not_active Expired
- 1954-06-05 CH CH326536D patent/CH326536A/de unknown
- 1954-06-08 GB GB16852/54A patent/GB780257A/en not_active Expired
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2498806A (en) * | 1946-07-16 | 1950-02-28 | Phillips Petroleum Co | Production of ethylene |
US2597346A (en) * | 1948-10-29 | 1952-05-20 | Universal Oil Prod Co | Method for effecting the conversion of organic reactant streams |
US2653903A (en) * | 1950-06-09 | 1953-09-29 | Phillips Petroleum Co | Hydrocarbon conversion |
US2621216A (en) * | 1950-08-17 | 1952-12-09 | Shell Dev | Production of ethylene |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3711568A (en) * | 1970-09-24 | 1973-01-16 | H Cooper | Pyrolysis process |
Also Published As
Publication number | Publication date |
---|---|
FR1105968A (fr) | 1955-12-09 |
NL104029C (en)) | |
GB780257A (en) | 1957-07-31 |
CH326536A (de) | 1957-12-31 |
BE529353A (en)) |
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