US1822349A - Recovery of soluble products from solid carbonizable substances - Google Patents
Recovery of soluble products from solid carbonizable substances Download PDFInfo
- Publication number
- US1822349A US1822349A US262041A US26204128A US1822349A US 1822349 A US1822349 A US 1822349A US 262041 A US262041 A US 262041A US 26204128 A US26204128 A US 26204128A US 1822349 A US1822349 A US 1822349A
- Authority
- US
- United States
- Prior art keywords
- pressure
- products
- atmospheres
- carbonizable substances
- coal
- 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
- 239000000126 substance Substances 0.000 title description 26
- 239000007787 solid Substances 0.000 title description 12
- 238000011084 recovery Methods 0.000 title 1
- 239000007789 gas Substances 0.000 description 20
- 239000007788 liquid Substances 0.000 description 20
- 238000010438 heat treatment Methods 0.000 description 19
- 238000000034 method Methods 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 238000000605 extraction Methods 0.000 description 15
- 239000003960 organic solvent Substances 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 239000003245 coal Substances 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 239000003077 lignite Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- -1 Cyclic alcohols Chemical class 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001398 aluminium Chemical class 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003864 humus Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000002480 mineral oil Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000004058 oil shale Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 239000003208 petroleum Chemical class 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000002641 tar oil Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 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
- C10G1/04—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal by extraction
Definitions
- This invention relates .to the production of soluble products from carbonizable substances.
- soluble products wherever this term is employed in the present application, are understood those products present in carbonizable substances or which are formed therein by heat treatment, which when isolated therefrom are either semisolid or solid and are wholly or in part fusible and as a rule have a blackish color, and
- the said products have a content in hydrogen a which is about twice that of the carbonizable substances from which they have been extracted and they only contain about half the amount of oxygen. 7
- the pressure is spontaneously set up by the heating, and it may be increased by the addition of non-oxidizing gases or vapors, which are equivalents for the purposes of the present invention and which under the conditions of. working do not react to a substantial extent with the caramount and kind of solvent, in order to obtain a maximum yield of soluble products in any given instance, must be adapted to suit the type of coal and solvent.
- preheating brown-coal for example, temperatures between 200 and 400 C. are suitable.
- ⁇ Vhen preheatingthe coal it is preferable to employ temperatures and pressures which do not cause the coal to cake. After heating under pressure, the coal may have a considerably modified appearance, but it is nev ertheless substantially still in a firm condition.
- Suitable solvents according to the present invention comprise, for example, hydrocarbons such as benzene and its derivatives, hydrogenated naphthalenes, alcohols, ketones, petroleum, mineral oils, tar oils and the like. Cyclic alcohols and ketones, such as cyclohexanol and cyclowhich may extend-to several hours,
- hexanone, and the like may be mentioned as being particularly suitable.
- coals or carbonaceous or carbonizable substances of any kind as for example brown-coal, peat, humus coal, pit coal, wood, oil shale, carbonaceous shale and the like.
- a pressure-tight vessel is about half filled with dry brown coal (lignite). After displacing the air from the said vessel by means of nitrogen the material to be treatedis heated to a. temperature of about 300 C. whereby a pressure of about 150 atmospheres or nrorc is set up. If desired a non-oxidizing gas, such for example as nitrogen may be pressed into the said pressure-tight vessel prior to heating. In this case the pressure attained by heating is still higher. After heating for about l0'hours, the vessel is allowed to cool down for about 3 to 6 hours, depending on the amount of the charge and, after releasing the pressure, about double the amount of distillable liquid organic solvent, such as benzene, is introduced to the pretreated lignite.
- a non-oxidizing gas such for example as nitrogen
- the materials are again heated to a temperature of about 300 C., if desired, after pressing in, for example 30 atmospheres of nitrogen.
- the vessel is again allowed to cool down for about 3 to 6 hours and is relieved of pressure and is emptied.
- solvent may be removed from the products which have been extracted from the lignite by means of simple distillation or vacuum distillation or steam distillation.
- Example 2 Dry brown-coal from the mid-German field, from which 1.7 per cent of bitumen can be extracted with benzene' in a Soxhlet apparatus, is heated at 300 C. for 10 hours in an autoclave, during which treatment a pressure of about 100 atmospheres is produced, and a loss in weight of about 14 per cent occurs.
- the material which has been thus pretreated is subjected to extraction with benzene for 10 hours at 300 C. in a closed vessel a pr ure of about 100 atmospheres being thus set 11
- a yield of over 60 per cent of soluble products with reference to the coal substance treated, is thus obtained.
- the soluble products obtained according to the foregoing example may be subjected either alone or in association solvent I or the undissolved residue to further treatment, such as a crackin rocess in the presence of activated aluminium and hydrogen chlorid, or to destructive hydrogenation.
- further treatment such as a crackin rocess in the presence of activated aluminium and hydrogen chlorid, or to destructive hydrogenation.
- the said products may also be separated, by the aid of suitable solvents, into resins, waxes and other substances, as for example, by first treating the product with ether to extract the resinous constituents, and then extracting the Wax-likeconstituents from the residue by treating with hexane or the like.
- Theconstituents may afterwards be used as such or subjected to further treatment.
- a process for the production of products which are soluble in organic li uids from solid carbonizable substances w ich' comprises heating the said carbonizable substances under a pressure of at least 2 atmospheres at a temperature of at least100 C. but below the point at which the said carbonizable substances cake, and then treating the products thus obtained b extraction with an adequate amount of a iquid distillable organic solvent at an elevated temperature and under a pressure of more than 2 atmospheres, the conditions of working in both stages of the process being so chosen that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
- a process for the production of products which are soluble in organic li uids from solid carbonizable substances w ich comprises heating the said carbonizable substances to temperatures of between 100 and 600 C. under a ressure of more than 2 atmospheres and t en treating the products,
- process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances together with a gas which under the conditions of working does not react to a substantial extent with thecarbonizable matter to temperatures between 100 and 600 C. under a pressure of more than 2 atmospheres and then treating the product, while still hot, by extraction with an adequate amount of a distillable liquid organic solvent at a pressure of more than 2 atmospheres, the conditions of worldng being so chosen in the said i i takes place, and then treating the product,
- a process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances, together with a gas, which, under the conditions of working, does not react to a substantial extent with the carbonizable material, to temperatures of between 100 and 600 C. under a pressure of more than 2 atmospheres and then treating the product, while still hot, by extraction with an adequate amount of a distillable liquid organic solvent together with a gas which under the conditions of working does not react to a sub stautial extent with a carbonizable material, at a pressure of more than 2 atmospheres.
- a process for the production ofproducts which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substancesunder a pressure of more than 2 atmospheres and at a temperature of between 100 and 600 C. and then treating the product by extraction with an adequate amount of a distillable liquid organic solvent at an elevated temperature and at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process, when gases or vapours capable of reacting with the materials under treatment are employed, that no substantial reaction with the said. gases takes place, and subjecting the resulting products to a crackin operation.
- a process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating dry brown coal to about 300 C. for hours at a pressure of about 100 atmospheres and then subjecting the product to extraction by heating with an adequate amount of benzene for further 10 hours at about 300 C. under a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
- a process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances under pressure at a temperature of at least 100 C. and below the point at which the said carbonizable substances cake and then treating the product thus obtained by extraction with at least twice the amount of a liquid distillable organic solvent at an elevated temperature and at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
Description
Patented Sept. 8, 1931:
V UNITED STATES PATENT OFF-ICE I JOSEF .mnnnx AND OTTO Gonna, or LUnwmsHarEmoN-mE-mzmn, 6mm, as- SIGNOBS TO 1. G. rannnmnnusrnrn .AKTIENGESELLSCHAFT, or raamzlonr-ox- THE-MAIN, GERMANY, A CORPORATION OF GERMANY BECOVERY OF SOLUBLE PRODUCTS FROM SOLID CARBONIZABLE SUBSTANCES y lo Drawing. Application filed March 15, 1928, Serial No. 262,041, and in Germany Iarch 18, 1527.
This invention relates .to the production of soluble products from carbonizable substances. By soluble products wherever this term is employed in the present application, are understood those products present in carbonizable substances or which are formed therein by heat treatment, which when isolated therefrom are either semisolid or solid and are wholly or in part fusible and as a rule have a blackish color, and
which are soluble in liquid organic solvents. The said products have a content in hydrogen a which is about twice that of the carbonizable substances from which they have been extracted and they only contain about half the amount of oxygen. 7
It has already been proposed to improve the yield of soluble products obtained by extraction from coal with distillable liquid organic solvents either by heating the coal, under pressure, in the presence or absence of a distillable liquid organic solvent, and then effecting the extraction of the said soluble products by lixiviating with a larger amountof the said solvent, or, by heating the coal by itself without pressure, and then extract ing as aforesaid, or, by heating under pressure with a distillable liquid organic solvent, after preheating without pressure, and then extracting. According to all known means, however, the increased yield, if any, is not very considerable.
We have now found that an unexpectedly high yield of the said soluble products may be obtained by extraction from carbonizable substances such as coal, or like carbonaceous materials, with distillable liquid organic solvents, if the said carbonizable substances are first heated by themselves in a closed vessel under pressure, and are then treated by extraction with an adequate amount of one of the said solvents, also in a closed vessel, at an elevated temperature and under pressure but the conditions of working must be so chosen in both stages of the process, when gases or vapours capable of reacting with the materials under treatment are employed, that no substantial reaction with the said gases takes place. It should be understood that the expression carbonizable substances when employed in connection with the present invention does not include brown coal containing considerable amounts of moisture. In both stages the pressure is spontaneously set up by the heating, and it may be increased by the addition of non-oxidizing gases or vapors, which are equivalents for the purposes of the present invention and which under the conditions of. working do not react to a substantial extent with the caramount and kind of solvent, in order to obtain a maximum yield of soluble products in any given instance, must be adapted to suit the type of coal and solvent. When preheating brown-coal for example, temperatures between 200 and 400 C. are suitable. \Vhen preheatingthe coal, it is preferable to employ temperatures and pressures which do not cause the coal to cake. After heating under pressure, the coal may have a considerably modified appearance, but it is nev ertheless substantially still in a firm condition. The coal is then, preferably while still hot, treated with a solvent, or mixture of solvents, in a closed vessel and at anelevated temperature, additional pressures being applied. as required, themass being preferably kept in motion or stirred. It may sometimes be advantageous to extract twice, or a greator number of times, with the same solvent, or differentsolvents. Suitable solvents according to the present invention comprise, for example, hydrocarbons such as benzene and its derivatives, hydrogenated naphthalenes, alcohols, ketones, petroleum, mineral oils, tar oils and the like. Cyclic alcohols and ketones, such as cyclohexanol and cyclowhich may extend-to several hours,
hexanone, and the like may be mentioned as being particularly suitable.
The process herein described may be applied to coals, or carbonaceous or carbonizable substances of any kind as for example brown-coal, peat, humus coal, pit coal, wood, oil shale, carbonaceous shale and the like.
The following examples will further illustrate the nature of the said invention, but the invention is not limited thereto.
Ewample 1 A pressure-tight vessel is about half filled with dry brown coal (lignite). After displacing the air from the said vessel by means of nitrogen the material to be treatedis heated to a. temperature of about 300 C. whereby a pressure of about 150 atmospheres or nrorc is set up. If desired a non-oxidizing gas, such for example as nitrogen may be pressed into the said pressure-tight vessel prior to heating. In this case the pressure attained by heating is still higher. After heating for about l0'hours, the vessel is allowed to cool down for about 3 to 6 hours, depending on the amount of the charge and, after releasing the pressure, about double the amount of distillable liquid organic solvent, such as benzene, is introduced to the pretreated lignite. After closing down the vessel, the materials are again heated to a temperature of about 300 C., if desired, after pressing in, for example 30 atmospheres of nitrogen. 'After heating for about 4 to 10 hours the vessel is again allowed to cool down for about 3 to 6 hours and is relieved of pressure and is emptied. After filtering, centrifuging or similarly treatingthe product thus obtained, whereby the solid materials are separated from the liquid constituents, the solid residue is washed with further quantities of fresh solvent or is further sub jected to extraction by means of a solvent without the application of pressure. The
, solvent may be removed from the products which have been extracted from the lignite by means of simple distillation or vacuum distillation or steam distillation.
Example 2 Dry brown-coal from the mid-German field, from which 1.7 per cent of bitumen can be extracted with benzene' in a Soxhlet apparatus, is heated at 300 C. for 10 hours in an autoclave, during which treatment a pressure of about 100 atmospheres is produced, and a loss in weight of about 14 per cent occurs. The material which has been thus pretreated is subjected to extraction with benzene for 10 hours at 300 C. in a closed vessel a pr ure of about 100 atmospheres being thus set 11 A yield of over 60 per cent of soluble products with reference to the coal substance treated, is thus obtained.
The soluble products obtained according to the foregoing example may be subjected either alone or in association solvent I or the undissolved residue to further treatment, such as a crackin rocess in the presence of activated aluminium and hydrogen chlorid, or to destructive hydrogenation. After separation of the insoluble portion and the solvent, the said products may also be separated, by the aid of suitable solvents, into resins, waxes and other substances, as for example, by first treating the product with ether to extract the resinous constituents, and then extracting the Wax-likeconstituents from the residue by treating with hexane or the like. Theconstituents may afterwards be used as such or subjected to further treatment.
What we claim is:
1. A process for the production of products which are soluble in organic li uids from solid carbonizable substances w ich' comprises heating the said carbonizable substances under a pressure of at least 2 atmospheres at a temperature of at least100 C. but below the point at which the said carbonizable substances cake, and then treating the products thus obtained b extraction with an adequate amount of a iquid distillable organic solvent at an elevated temperature and under a pressure of more than 2 atmospheres, the conditions of working in both stages of the process being so chosen that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
2. A process for the production of products which are soluble in organic li uids from solid carbonizable substances w ich comprises heating the said carbonizable substances to temperatures of between 100 and 600 C. under a ressure of more than 2 atmospheres and t en treating the products,
while still hot, by extraction with an adequate amount of a distillable liquid organic solvent at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process, when gases or vapours capable of reacting wi h the materials under treatment are employe that no substantial reaction with the said gases takes lace.
3. process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances together with a gas which under the conditions of working does not react to a substantial extent with thecarbonizable matter to temperatures between 100 and 600 C. under a pressure of more than 2 atmospheres and then treating the product, while still hot, by extraction with an adequate amount of a distillable liquid organic solvent at a pressure of more than 2 atmospheres, the conditions of worldng being so chosen in the said i i takes place, and then treating the product,
while still hot, by extraction with a distillable liquid organic solvent and a gas which under the conditions of working does not react with the carbonizable material at a pressure of more than 2 atmospheres.
5. A process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances, together with a gas, which, under the conditions of working, does not react to a substantial extent with the carbonizable material, to temperatures of between 100 and 600 C. under a pressure of more than 2 atmospheres and then treating the product, while still hot, by extraction with an adequate amount of a distillable liquid organic solvent together with a gas which under the conditions of working does not react to a sub stautial extent with a carbonizable material, at a pressure of more than 2 atmospheres.
6. A process for the production ofproducts which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substancesunder a pressure of more than 2 atmospheres and at a temperature of between 100 and 600 C. and then treating the product by extraction with an adequate amount of a distillable liquid organic solvent at an elevated temperature and at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process, when gases or vapours capable of reacting with the materials under treatment are employed, that no substantial reaction with the said. gases takes place, and subjecting the resulting products to a crackin operation.
7. A process for tl ie production of products which are soluble in organic liquids from solid carbonizable substances which com prises heating dry brown coal to temperatures of between 200 and 400 C. under a pressure of more than 2 atmospheres which is not so high as to cause the coal to cake, and then treating the product, while still hot, by extraction with an adequate amount of a distillable liquid organic solvent at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process, when gases or vapours capable of reacting with the materials under treatment are employed, that no substantial reaction with the said gases takes place.
8. A process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating dry brown coal to about 300 C. for hours at a pressure of about 100 atmospheres and then subjecting the product to extraction by heating with an adequate amount of benzene for further 10 hours at about 300 C. under a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
9. A process for the production of products which are soluble in organic liquids from solid carbonizable substances which comprises heating the said carbonizable substances under pressure at a temperature of at least 100 C. and below the point at which the said carbonizable substances cake and then treating the product thus obtained by extraction with at least twice the amount of a liquid distillable organic solvent at an elevated temperature and at a pressure of more than 2 atmospheres, the conditions of working being so chosen in both stages of the process that, when gases or vapours capable of reacting with the materials under treatment are employed, no substantial reaction with the said gases takes place.
In testimony whereof we have hereunto set our hands.
JOSEF J AN NEK. OTTO GOHRE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1822349X | 1927-03-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1822349A true US1822349A (en) | 1931-09-08 |
Family
ID=7744777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US262041A Expired - Lifetime US1822349A (en) | 1927-03-18 | 1928-03-15 | Recovery of soluble products from solid carbonizable substances |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1822349A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2476999A (en) * | 1947-07-24 | 1949-07-26 | Orchin Milton | Solvation and depolymerization of coal |
| US2714086A (en) * | 1951-03-06 | 1955-07-26 | Bluemner Erwin | Chemical modification of coal into hydrocarbon oils and coke |
| US3535224A (en) * | 1968-06-25 | 1970-10-20 | Universal Oil Prod Co | Coal liquefaction process |
| US3850738A (en) * | 1973-12-06 | 1974-11-26 | Bechtel Int Corp | Bituminous coal liquefaction process |
| US4369171A (en) * | 1981-03-06 | 1983-01-18 | Great Lakes Carbon Corporation | Production of pitch and coke from raw petroleum coke |
| US4606812A (en) * | 1980-04-15 | 1986-08-19 | Chemroll Enterprises, Inc. | Hydrotreating of carbonaceous materials |
| US4617105A (en) * | 1985-09-26 | 1986-10-14 | Air Products And Chemicals, Inc. | Coal liquefaction process using pretreatment with a binary solvent mixture |
| US20100183801A1 (en) * | 2009-01-19 | 2010-07-22 | Conocophillips Company | Producing coated graphitic anode powders by extracting pitch from high volatile matter coke and coating the same in-situ |
-
1928
- 1928-03-15 US US262041A patent/US1822349A/en not_active Expired - Lifetime
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2476999A (en) * | 1947-07-24 | 1949-07-26 | Orchin Milton | Solvation and depolymerization of coal |
| US2714086A (en) * | 1951-03-06 | 1955-07-26 | Bluemner Erwin | Chemical modification of coal into hydrocarbon oils and coke |
| US3535224A (en) * | 1968-06-25 | 1970-10-20 | Universal Oil Prod Co | Coal liquefaction process |
| US3850738A (en) * | 1973-12-06 | 1974-11-26 | Bechtel Int Corp | Bituminous coal liquefaction process |
| US4606812A (en) * | 1980-04-15 | 1986-08-19 | Chemroll Enterprises, Inc. | Hydrotreating of carbonaceous materials |
| US4369171A (en) * | 1981-03-06 | 1983-01-18 | Great Lakes Carbon Corporation | Production of pitch and coke from raw petroleum coke |
| US4617105A (en) * | 1985-09-26 | 1986-10-14 | Air Products And Chemicals, Inc. | Coal liquefaction process using pretreatment with a binary solvent mixture |
| US20100183801A1 (en) * | 2009-01-19 | 2010-07-22 | Conocophillips Company | Producing coated graphitic anode powders by extracting pitch from high volatile matter coke and coating the same in-situ |
| US7964240B2 (en) | 2009-01-19 | 2011-06-21 | Conocophillips Company | Producing coated graphitic anode powders by extracting pitch from high volatile matter coke and coating the same in-situ |
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