US3267028A - Separation of wet pyrolysis gases by sorbent treating and fractionation - Google Patents
Separation of wet pyrolysis gases by sorbent treating and fractionation Download PDFInfo
- Publication number
- US3267028A US3267028A US317258A US31725863A US3267028A US 3267028 A US3267028 A US 3267028A US 317258 A US317258 A US 317258A US 31725863 A US31725863 A US 31725863A US 3267028 A US3267028 A US 3267028A
- Authority
- US
- United States
- Prior art keywords
- pseudo
- sorbent
- gases
- gasoline
- pressure
- 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
- 239000007789 gas Substances 0.000 title claims description 75
- 239000002594 sorbent Substances 0.000 title claims description 43
- 238000000197 pyrolysis Methods 0.000 title claims description 35
- 238000000926 separation method Methods 0.000 title description 12
- 238000005194 fractionation Methods 0.000 title description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 46
- 229930195733 hydrocarbon Natural products 0.000 claims description 40
- 150000002430 hydrocarbons Chemical class 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 39
- 238000004821 distillation Methods 0.000 claims description 29
- 239000007788 liquid Substances 0.000 claims description 29
- 150000001336 alkenes Chemical class 0.000 claims description 20
- 239000004215 Carbon black (E152) Substances 0.000 claims description 19
- 238000010992 reflux Methods 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 230000008569 process Effects 0.000 claims description 15
- 150000005846 sugar alcohols Polymers 0.000 claims description 15
- 238000009835 boiling Methods 0.000 claims description 12
- 230000006872 improvement Effects 0.000 claims description 8
- 238000004508 fractional distillation Methods 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 33
- 239000000047 product Substances 0.000 description 29
- 239000000203 mixture Substances 0.000 description 18
- 238000005336 cracking Methods 0.000 description 16
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229910052799 carbon Inorganic materials 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 239000002274 desiccant Substances 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- 241000196324 Embryophyta Species 0.000 description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 6
- 238000012719 thermal polymerization Methods 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 235000013844 butane Nutrition 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 5
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 238000009834 vaporization Methods 0.000 description 4
- 230000008016 vaporization Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000001273 butane Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- -1 ethylene, propylene, butylenes Chemical class 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000003507 refrigerant Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 150000004677 hydrates Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000005057 refrigeration Methods 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000004227 thermal cracking Methods 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N Arginine Chemical compound OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 241000534000 Berula erecta Species 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000000571 coke Substances 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
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
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
- C10G5/00—Recovery of liquid hydrocarbon mixtures from gases, e.g. natural gas
- C10G5/04—Recovery of liquid hydrocarbon mixtures from gases, e.g. natural gas with liquid absorbents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/11—Purification; Separation; Use of additives by absorption, i.e. purification or separation of gaseous hydrocarbons with the aid of liquids
Definitions
- the compressed gas is chilled by indirect heat exchange with a suitable refrigerant to a temperature of about 40-80 F. in order to allow advantageously lower temperatures to obtain in the sorbent treating zone.
- the compressed pre-cooled pyrolysis gas may be passed through a knockout drum in which condensed water and hydrocarbons are separated, prior to charging the gas to the sorbent treating zone.
- columns may be of conventional construction.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Gas Separation By Absorption (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317258A US3267028A (en) | 1963-10-18 | 1963-10-18 | Separation of wet pyrolysis gases by sorbent treating and fractionation |
| NL6412094A NL6412094A (de) | 1963-10-18 | 1964-10-16 | |
| DE19641493341 DE1493341A1 (de) | 1963-10-18 | 1964-10-17 | |
| ES0305014A ES305014A1 (es) | 1963-10-18 | 1964-10-17 | Procedimiento de separacion de gases de pirolisis de un hidrocarburo humedo. |
| AT886764A AT263733B (de) | 1963-10-18 | 1964-10-19 | Verfahren zur Trennung von Kohlenwasserstoffpyrolysegasen |
| FR991873A FR1415910A (fr) | 1963-10-18 | 1964-10-19 | Procédé de séparation des gaz de pyrolyse hydrocarbonés humides |
| GB42467/64A GB1078411A (en) | 1963-10-18 | 1964-10-19 | Process for separating wet pyrolysis gases |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317258A US3267028A (en) | 1963-10-18 | 1963-10-18 | Separation of wet pyrolysis gases by sorbent treating and fractionation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3267028A true US3267028A (en) | 1966-08-16 |
Family
ID=23232841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US317258A Expired - Lifetime US3267028A (en) | 1963-10-18 | 1963-10-18 | Separation of wet pyrolysis gases by sorbent treating and fractionation |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3267028A (de) |
| AT (1) | AT263733B (de) |
| DE (1) | DE1493341A1 (de) |
| ES (1) | ES305014A1 (de) |
| GB (1) | GB1078411A (de) |
| NL (1) | NL6412094A (de) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855337A (en) * | 1973-10-17 | 1974-12-17 | Black Sivalls & Bryson Inc | Method of removing and recovering aromatic hydrocarbons and water from a gas stream |
| US20030098281A1 (en) * | 2001-11-29 | 2003-05-29 | Shutt John Richard | Process of removing oxygenated contaminants from an olefin composition |
| WO2022250831A1 (en) | 2021-05-28 | 2022-12-01 | Eastman Chemical Company | Premium liquified pyrolysis gas with recycled content |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2069172A (en) * | 1933-11-25 | 1937-01-26 | Standard Oil Co | Separation of gases |
| US2245028A (en) * | 1939-06-02 | 1941-06-10 | Stanolind Oil & Gas Co | Recovery of liquid hydrocarbons from moisture-containing well fluids |
| US2325379A (en) * | 1942-05-26 | 1943-07-27 | Shell Dev | Distillation process |
| US2601009A (en) * | 1949-12-01 | 1952-06-17 | Inst Of Inventive Res | Method of low-temperature separation of gases into constituents |
| US2765635A (en) * | 1952-08-07 | 1956-10-09 | Gulf Oil Corp | Process for separation of gases |
| US2781863A (en) * | 1953-12-30 | 1957-02-19 | Universal Oil Prod Co | Gas purification process |
| US2801207A (en) * | 1952-10-08 | 1957-07-30 | Black Sivalls & Bryson Inc | Method of and apparatus for recovering desirable hydrocarbon liquids from high pressure wells |
| US2886610A (en) * | 1954-04-28 | 1959-05-12 | American Oil Co | Solvent recovery system |
| US3114783A (en) * | 1959-08-27 | 1963-12-17 | Exxon Research Engineering Co | Separation of aromatics from hydrocarbon streams |
-
1963
- 1963-10-18 US US317258A patent/US3267028A/en not_active Expired - Lifetime
-
1964
- 1964-10-16 NL NL6412094A patent/NL6412094A/xx unknown
- 1964-10-17 DE DE19641493341 patent/DE1493341A1/de active Pending
- 1964-10-17 ES ES0305014A patent/ES305014A1/es not_active Expired
- 1964-10-19 AT AT886764A patent/AT263733B/de active
- 1964-10-19 GB GB42467/64A patent/GB1078411A/en not_active Expired
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2069172A (en) * | 1933-11-25 | 1937-01-26 | Standard Oil Co | Separation of gases |
| US2245028A (en) * | 1939-06-02 | 1941-06-10 | Stanolind Oil & Gas Co | Recovery of liquid hydrocarbons from moisture-containing well fluids |
| US2325379A (en) * | 1942-05-26 | 1943-07-27 | Shell Dev | Distillation process |
| US2601009A (en) * | 1949-12-01 | 1952-06-17 | Inst Of Inventive Res | Method of low-temperature separation of gases into constituents |
| US2765635A (en) * | 1952-08-07 | 1956-10-09 | Gulf Oil Corp | Process for separation of gases |
| US2801207A (en) * | 1952-10-08 | 1957-07-30 | Black Sivalls & Bryson Inc | Method of and apparatus for recovering desirable hydrocarbon liquids from high pressure wells |
| US2781863A (en) * | 1953-12-30 | 1957-02-19 | Universal Oil Prod Co | Gas purification process |
| US2886610A (en) * | 1954-04-28 | 1959-05-12 | American Oil Co | Solvent recovery system |
| US3114783A (en) * | 1959-08-27 | 1963-12-17 | Exxon Research Engineering Co | Separation of aromatics from hydrocarbon streams |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855337A (en) * | 1973-10-17 | 1974-12-17 | Black Sivalls & Bryson Inc | Method of removing and recovering aromatic hydrocarbons and water from a gas stream |
| US20030098281A1 (en) * | 2001-11-29 | 2003-05-29 | Shutt John Richard | Process of removing oxygenated contaminants from an olefin composition |
| WO2003048086A1 (en) * | 2001-11-29 | 2003-06-12 | Exxonmobil Chemical Patents Inc. | Process of removing oxygenated contaminants from an olefin composition |
| US6764602B2 (en) | 2001-11-29 | 2004-07-20 | Exxonmobil Chemical Patents Inc. | Process of removing oxygenated contaminants from an olefin composition |
| WO2022250831A1 (en) | 2021-05-28 | 2022-12-01 | Eastman Chemical Company | Premium liquified pyrolysis gas with recycled content |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1493341A1 (de) | 1972-11-09 |
| AT263733B (de) | 1968-08-12 |
| ES305014A1 (es) | 1965-04-01 |
| GB1078411A (en) | 1967-08-09 |
| NL6412094A (de) | 1965-04-20 |
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