CA1232220A - Hydrogenation of undissolved coal and subsequent liquefaction of hydrogenated coal - Google Patents
Hydrogenation of undissolved coal and subsequent liquefaction of hydrogenated coalInfo
- Publication number
- CA1232220A CA1232220A CA000448932A CA448932A CA1232220A CA 1232220 A CA1232220 A CA 1232220A CA 000448932 A CA000448932 A CA 000448932A CA 448932 A CA448932 A CA 448932A CA 1232220 A CA1232220 A CA 1232220A
- Authority
- CA
- Canada
- Prior art keywords
- coal
- process according
- reaction zone
- bed
- catalyst
- 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
- 239000003245 coal Substances 0.000 title claims abstract description 249
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 claims abstract description 203
- 238000006243 chemical reaction Methods 0.000 claims abstract description 112
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 70
- 239000001257 hydrogen Substances 0.000 claims abstract description 70
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 69
- 239000007788 liquid Substances 0.000 claims abstract description 65
- 239000003054 catalyst Substances 0.000 claims abstract description 50
- 239000002002 slurry Substances 0.000 claims abstract description 49
- 239000002245 particle Substances 0.000 claims abstract description 43
- 230000003197 catalytic effect Effects 0.000 claims abstract description 38
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 38
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 37
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 37
- 239000002904 solvent Substances 0.000 claims abstract description 35
- 239000007787 solid Substances 0.000 claims abstract description 28
- 230000036961 partial effect Effects 0.000 claims abstract description 19
- 239000000758 substrate Substances 0.000 claims abstract description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000009835 boiling Methods 0.000 claims abstract description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002283 diesel fuel Substances 0.000 claims abstract description 5
- 239000003502 gasoline Substances 0.000 claims abstract description 5
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 5
- 230000009969 flowable effect Effects 0.000 claims abstract 3
- 239000007789 gas Substances 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000002198 insoluble material Substances 0.000 claims description 5
- 229910012375 magnesium hydride Inorganic materials 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 229910052750 molybdenum Inorganic materials 0.000 claims description 5
- 239000011159 matrix material Substances 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 4
- 230000002829 reductive effect Effects 0.000 claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052787 antimony Inorganic materials 0.000 claims description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 3
- 229910052804 chromium Inorganic materials 0.000 claims description 3
- 239000011651 chromium Substances 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 239000003077 lignite Substances 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 239000003415 peat Substances 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- 239000010426 asphalt Substances 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052960 marcasite Inorganic materials 0.000 claims 4
- NIFIFKQPDTWWGU-UHFFFAOYSA-N pyrite Chemical compound [Fe+2].[S-][S-] NIFIFKQPDTWWGU-UHFFFAOYSA-N 0.000 claims 4
- 229910052683 pyrite Inorganic materials 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 239000013078 crystal Substances 0.000 claims 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims 2
- 239000008188 pellet Substances 0.000 claims 2
- 229910052721 tungsten Inorganic materials 0.000 claims 2
- 239000003079 shale oil Substances 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 29
- 239000000446 fuel Substances 0.000 abstract description 8
- -1 naphtha Substances 0.000 abstract description 6
- 239000012263 liquid product Substances 0.000 abstract description 4
- 239000003921 oil Substances 0.000 description 24
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
- 208000008025 hordeolum Diseases 0.000 description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 12
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 10
- 230000035484 reaction time Effects 0.000 description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 8
- 125000005842 heteroatom Chemical group 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 239000002802 bituminous coal Substances 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
- 239000011344 liquid material Substances 0.000 description 3
- 230000033001 locomotion Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 description 2
- 150000002830 nitrogen compounds Chemical class 0.000 description 2
- 239000010742 number 1 fuel oil Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 239000003476 subbituminous coal Substances 0.000 description 2
- 244000298715 Actinidia chinensis Species 0.000 description 1
- 235000009434 Actinidia chinensis Nutrition 0.000 description 1
- 235000009436 Actinidia deliciosa Nutrition 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 239000002956 ash Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003250 coal slurry Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000001983 electron spin resonance imaging Methods 0.000 description 1
- QTTMOCOWZLSYSV-QWAPEVOJSA-M equilin sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4C3=CCC2=C1 QTTMOCOWZLSYSV-QWAPEVOJSA-M 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 239000000852 hydrogen donor Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000004058 oil shale Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000029305 taxis Effects 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910001868 water Inorganic materials 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
- C10G1/08—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal with moving catalysts
- C10G1/083—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal with moving catalysts in the presence of a solvent
-
- 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
- C10G1/006—Combinations of processes provided in groups C10G1/02 - C10G1/08
-
- 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
- C10G1/08—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal with moving catalysts
- C10G1/086—Characterised by the catalyst used
-
- 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
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 |
---|---|---|---|
US47291583A | 1983-03-07 | 1983-03-07 | |
US472,915 | 1983-03-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1232220A true CA1232220A (en) | 1988-02-02 |
Family
ID=23877413
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000448932A Expired CA1232220A (en) | 1983-03-07 | 1984-03-06 | Hydrogenation of undissolved coal and subsequent liquefaction of hydrogenated coal |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPH0798945B2 (enrdf_load_stackoverflow) |
AU (1) | AU576488B2 (enrdf_load_stackoverflow) |
CA (1) | CA1232220A (enrdf_load_stackoverflow) |
DE (1) | DE3408095A1 (enrdf_load_stackoverflow) |
ZA (1) | ZA841630B (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111876189A (zh) * | 2020-07-21 | 2020-11-03 | 中国神华煤制油化工有限公司 | 煤两段催化直接液化的方法及其应用 |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4853111A (en) * | 1985-04-22 | 1989-08-01 | Hri, Inc. | Two-stage co-processing of coal/oil feedstocks |
AU579462B2 (en) * | 1985-04-22 | 1988-11-24 | Hri Inc. | Catalytic two-stage coal hydrogenation and hydroconversion process |
US4842719A (en) * | 1985-04-22 | 1989-06-27 | Hri, Inc. | Catalytic two-stage coal hydrogenation and hydroconversion process |
ZA862690B (en) * | 1985-04-22 | 1988-11-30 | Hri Inc | Catalytic two-stage co-processing of coal/oil feedstocks |
US4589973A (en) * | 1985-07-15 | 1986-05-20 | Breckinridge Minerals, Inc. | Process for recovering oil from raw oil shale using added pulverized coal |
US4874506A (en) * | 1986-06-18 | 1989-10-17 | Hri, Inc. | Catalytic two-stage coal hydrogenation process using extinction recycle of heavy liquid fraction |
US4816141A (en) * | 1987-10-16 | 1989-03-28 | Hri, Inc. | Catalytic two-stage liquefaction of coal utilizing cascading of used ebullated-bed catalyst |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3700584A (en) * | 1971-02-24 | 1972-10-24 | Hydrocarbon Research Inc | Hydrogenation of low rank coal |
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 |
JPS55139489A (en) * | 1979-04-16 | 1980-10-31 | Mitsui Cokes Kogyo Kk | Liquefaction of coal or the like |
JPS5681390A (en) * | 1979-12-07 | 1981-07-03 | Chiyoda Chem Eng & Constr Co Ltd | Multistage hydrogenation treatment of coal |
US4316793A (en) * | 1979-12-21 | 1982-02-23 | The Lummus Company | Hydroliquefaction of coal |
DE3021859C2 (de) * | 1980-06-11 | 1982-05-19 | Saarbergwerke AG, 6600 Saarbrücken | Verfahren zum Hydrieren von Kohle |
JPS5761082A (en) * | 1980-09-30 | 1982-04-13 | Kobe Steel Ltd | Liquefaction of coal |
AU9183482A (en) * | 1981-12-28 | 1983-07-07 | Hri Inc. | Coal hydrogenation process using acid hydrolysis and precipitation of asphaltenes |
-
1984
- 1984-03-05 ZA ZA841630A patent/ZA841630B/xx unknown
- 1984-03-05 DE DE19843408095 patent/DE3408095A1/de active Granted
- 1984-03-05 AU AU25276/84A patent/AU576488B2/en not_active Ceased
- 1984-03-06 CA CA000448932A patent/CA1232220A/en not_active Expired
- 1984-03-07 JP JP59042229A patent/JPH0798945B2/ja not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111876189A (zh) * | 2020-07-21 | 2020-11-03 | 中国神华煤制油化工有限公司 | 煤两段催化直接液化的方法及其应用 |
Also Published As
Publication number | Publication date |
---|---|
DE3408095A1 (de) | 1984-09-20 |
AU2527684A (en) | 1984-09-27 |
ZA841630B (en) | 1984-10-31 |
DE3408095C2 (enrdf_load_stackoverflow) | 1993-05-27 |
JPH0798945B2 (ja) | 1995-10-25 |
JPS59168088A (ja) | 1984-09-21 |
AU576488B2 (en) | 1988-09-01 |
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Legal Events
Date | Code | Title | Description |
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MKEX | Expiry |