CA1147682A - Two-stage coal liquefaction process with process-derived solvent having a low heptane insolubles content - Google Patents
Two-stage coal liquefaction process with process-derived solvent having a low heptane insolubles contentInfo
- Publication number
- CA1147682A CA1147682A CA000354594A CA354594A CA1147682A CA 1147682 A CA1147682 A CA 1147682A CA 000354594 A CA000354594 A CA 000354594A CA 354594 A CA354594 A CA 354594A CA 1147682 A CA1147682 A CA 1147682A
- Authority
- CA
- Canada
- Prior art keywords
- coal
- range
- solvent
- effluent
- zone
- 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
Links
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 239000003245 coal Substances 0.000 title claims abstract description 55
- 239000002904 solvent Substances 0.000 title claims abstract description 36
- 238000000034 method Methods 0.000 title claims abstract description 34
- 230000008569 process Effects 0.000 title claims abstract description 27
- 239000007788 liquid Substances 0.000 claims abstract description 27
- 238000004517 catalytic hydrocracking Methods 0.000 claims abstract description 21
- 239000003054 catalyst Substances 0.000 claims description 19
- 239000002002 slurry Substances 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 238000009835 boiling Methods 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- 239000002245 particle Substances 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims 2
- 230000003197 catalytic effect Effects 0.000 abstract description 11
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 6
- 239000012263 liquid product Substances 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000004090 dissolution Methods 0.000 abstract description 2
- 239000007787 solid Substances 0.000 description 26
- 239000000047 product Substances 0.000 description 17
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 238000000926 separation method Methods 0.000 description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 230000005484 gravity Effects 0.000 description 8
- 238000005984 hydrogenation reaction Methods 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- 238000005336 cracking Methods 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000012296 anti-solvent Substances 0.000 description 4
- 239000000446 fuel Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 239000002956 ash Substances 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000002198 insoluble material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- DDTIGTPWGISMKL-UHFFFAOYSA-N molybdenum nickel Chemical compound [Ni].[Mo] DDTIGTPWGISMKL-UHFFFAOYSA-N 0.000 description 2
- MOWMLACGTDMJRV-UHFFFAOYSA-N nickel tungsten Chemical compound [Ni].[W] MOWMLACGTDMJRV-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000010742 number 1 fuel oil Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000237074 Centris Species 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- AFTDTIZUABOECB-UHFFFAOYSA-N [Co].[Mo] Chemical compound [Co].[Mo] AFTDTIZUABOECB-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
- 239000003830 anthracite Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000002802 bituminous coal Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 239000010883 coal ash Substances 0.000 description 1
- 239000003250 coal slurry Substances 0.000 description 1
- WHDPTDWLEKQKKX-UHFFFAOYSA-N cobalt molybdenum Chemical compound [Co].[Co].[Mo] WHDPTDWLEKQKKX-UHFFFAOYSA-N 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000002153 concerted effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000000852 hydrogen donor Substances 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 229910001463 metal phosphate Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
- 239000003476 subbituminous coal Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 238000012546 transfer 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
- C10G1/00—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
- C10G1/002—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal in combination with oil conversion- or refining processes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73,156 | 1979-09-07 | ||
| US06/073,156 US4255248A (en) | 1979-09-07 | 1979-09-07 | Two-stage coal liquefaction process with process-derived solvent having a low heptane-insolubiles content |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1147682A true CA1147682A (en) | 1983-06-07 |
Family
ID=22112052
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000354594A Expired CA1147682A (en) | 1979-09-07 | 1980-06-23 | Two-stage coal liquefaction process with process-derived solvent having a low heptane insolubles content |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4255248A (OSRAM) |
| JP (1) | JPS5638388A (OSRAM) |
| AU (1) | AU537069B2 (OSRAM) |
| BE (1) | BE884558A (OSRAM) |
| CA (1) | CA1147682A (OSRAM) |
| DE (1) | DE3032995A1 (OSRAM) |
| FR (1) | FR2464986A1 (OSRAM) |
| GB (1) | GB2058124B (OSRAM) |
| NL (1) | NL8004588A (OSRAM) |
| ZA (1) | ZA804456B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE32265E (en) * | 1979-12-21 | 1986-10-14 | Lummus Crest, Inc. | Hydrogenation of high boiling hydrocarbons |
| US4322284A (en) * | 1980-02-05 | 1982-03-30 | Gulf Research & Development Company | Solvent refining of coal using octahydrophenanthrene-enriched solvent and coal minerals recycle |
| US4364817A (en) * | 1981-03-04 | 1982-12-21 | The Pittsburg & Midway Coal Mining Co. | Method for controlling boiling point distribution of coal liquefaction oil product |
| US4381987A (en) * | 1981-06-29 | 1983-05-03 | Chevron Research Company | Hydroprocessing carbonaceous feedstocks containing asphaltenes |
| US4428820A (en) | 1981-12-14 | 1984-01-31 | Chevron Research Company | Coal liquefaction process with controlled recycle of ethyl acetate-insolubles |
| US4537675A (en) * | 1982-05-13 | 1985-08-27 | In-Situ, Inc. | Upgraded solvents in coal liquefaction processes |
| US4411767A (en) * | 1982-09-30 | 1983-10-25 | Air Products And Chemicals, Inc. | Integrated process for the solvent refining of coal |
| JPH0676585B2 (ja) * | 1982-12-28 | 1994-09-28 | 三菱化成株式会社 | 溶剤精製炭の水素化方法 |
| US4536275A (en) * | 1984-03-07 | 1985-08-20 | International Coal Refining Company | Integrated two-stage coal liquefaction process |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE711376C (de) * | 1935-11-06 | 1941-09-30 | I G Farbenindustrie Akt Ges | Verfahren zur Herstellung von Schmieroelen durch Druckhydrierung von Braunkohle oder Torf |
| US3707461A (en) * | 1970-12-18 | 1972-12-26 | Universal Oil Prod Co | Hydrocracking process using a coal-derived ash |
| US3852182A (en) * | 1972-11-07 | 1974-12-03 | Lummus Co | Coal liquefaction |
| US3997425A (en) * | 1974-12-26 | 1976-12-14 | Universal Oil Products Company | Process for the liquefaction of coal |
| JPS51122104A (en) * | 1975-04-16 | 1976-10-26 | Mitsui Cokes Kogyo Kk | Process for liquefying coals |
| US4018663A (en) * | 1976-01-05 | 1977-04-19 | The United States Of America As Represented By The United States Energy Research And Development Administration | Coal liquefaction process |
| US4111788A (en) * | 1976-09-23 | 1978-09-05 | Hydrocarbon Research, Inc. | Staged hydrogenation of low rank coal |
| US4083769A (en) * | 1976-11-30 | 1978-04-11 | Gulf Research & Development Company | Catalytic process for liquefying coal |
| DE2654635B2 (de) * | 1976-12-02 | 1979-07-12 | Ludwig Dr. 6703 Limburgerhof Raichle | Verfahren zur kontinuierlichen Herstellung von Kohlenwasserstoffölen aus Kohle durch spaltende Druckhydrierung |
| US4081360A (en) * | 1976-12-14 | 1978-03-28 | Uop Inc. | Method for suppressing asphaltene formation during coal liquefaction and separation of solids from the liquid product |
| US4330389A (en) * | 1976-12-27 | 1982-05-18 | Chevron Research Company | Coal liquefaction process |
-
1979
- 1979-09-07 US US06/073,156 patent/US4255248A/en not_active Expired - Lifetime
-
1980
- 1980-06-23 CA CA000354594A patent/CA1147682A/en not_active Expired
- 1980-07-16 AU AU60449/80A patent/AU537069B2/en not_active Ceased
- 1980-07-23 ZA ZA00804456A patent/ZA804456B/xx unknown
- 1980-07-30 BE BE0/201595A patent/BE884558A/fr not_active IP Right Cessation
- 1980-08-13 NL NL8004588A patent/NL8004588A/nl not_active Application Discontinuation
- 1980-08-18 GB GB8026846A patent/GB2058124B/en not_active Expired
- 1980-08-21 JP JP11534380A patent/JPS5638388A/ja active Pending
- 1980-08-29 FR FR8018787A patent/FR2464986A1/fr active Granted
- 1980-09-02 DE DE19803032995 patent/DE3032995A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| NL8004588A (nl) | 1981-03-10 |
| GB2058124A (en) | 1981-04-08 |
| US4255248A (en) | 1981-03-10 |
| GB2058124B (en) | 1983-07-06 |
| AU6044980A (en) | 1981-03-12 |
| BE884558A (fr) | 1980-11-17 |
| DE3032995A1 (de) | 1981-04-02 |
| JPS5638388A (en) | 1981-04-13 |
| FR2464986A1 (fr) | 1981-03-20 |
| ZA804456B (en) | 1981-07-29 |
| AU537069B2 (en) | 1984-06-07 |
| FR2464986B1 (OSRAM) | 1985-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |