US3894938A - Catalytic dewaxing of gas oils - Google Patents
Catalytic dewaxing of gas oils Download PDFInfo
- Publication number
- US3894938A US3894938A US370265A US37026573A US3894938A US 3894938 A US3894938 A US 3894938A US 370265 A US370265 A US 370265A US 37026573 A US37026573 A US 37026573A US 3894938 A US3894938 A US 3894938A
- Authority
- US
- United States
- Prior art keywords
- pour point
- sulfur
- zeolite
- gas oil
- dewaxing
- 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
- 239000003921 oil Substances 0.000 title abstract description 24
- 230000003197 catalytic effect Effects 0.000 title abstract description 8
- 239000007789 gas Substances 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 25
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 24
- 239000011593 sulfur Substances 0.000 claims abstract description 24
- 239000010457 zeolite Substances 0.000 claims abstract description 22
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 21
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000006477 desulfuration reaction Methods 0.000 claims abstract description 11
- 230000023556 desulfurization Effects 0.000 claims abstract description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 238000009835 boiling Methods 0.000 claims 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 description 5
- 238000006356 dehydrogenation reaction Methods 0.000 abstract description 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract description 2
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000446 fuel Substances 0.000 description 4
- 239000013067 intermediate product Substances 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 230000008929 regeneration Effects 0.000 description 4
- 238000011069 regeneration method Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000004517 catalytic hydrocracking Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000002283 diesel fuel Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000010743 number 2 fuel oil Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000003009 desulfurizing effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052675 erionite Inorganic materials 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 102200118166 rs16951438 Human genes 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000004148 unit process 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
- C10G65/00—Treatment of hydrocarbon oils by two or more hydrotreatment processes only
- C10G65/02—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only
- C10G65/04—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps
- C10G65/043—Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps at least one step being a change in the structural skeleton
-
- 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
- C10G2400/06—Gasoil
Definitions
- a ZSM-S type zeolite hyd'rodewaxing catalyst which may contain a hydrogenation/dehydrogenation component, in the presence or absence of added hydrogen under low pressure conditions, followed by conventional hydrodesulfurization processing of the dewaxed intermediate.
- Liquid hydrocarbons in the 400 to 850F boiling range include kerosine, Diesel fuel and No. 2, or home heating fuel. Petroleum fractions boiling in this range often have a significant long chain paraffin content which accounts for their rather high pour point. lt is not unusual for fractions of this type to have pour points in the 50 to lOF range.
- One significant specification for some No. 2 fuel oil is a pour point of 0F or lower. Thus reduction in pour point is accomplished by dewaxing or removing the long chain normal paraffins which seem to be principally responsible for this property.
- This dewaxing has traditionally been accomplished by a solvent dewaxing technique according to which the gas oil is thoroughly mixed with a suitable solvent, often methyl ethyl ketone, into which the wax dissolves. ln the past, the wax was recovered from the solvent, by evaporation of the ketone, purified and sold for seals, candles and other uses. More recently, the petroleum industry has seen a marked decline in this market and has therefore sought more profitable and less costly outlets for this wax constituent.
- shape selective zeolitic catalysts to crack, preferably hydroerack, these paraffinic components and convert them into smaller, suitably paraffinic fragments which may be collected as light gas, or larger but not waxy paraffinic materials which remain in the boiling range of the gas oil being treated and therefore enhance the yield of the dewaxing operation.
- the smaller cracked fragments may be used as fuel, sold as such or resolved and disposed of by components.
- ZSM-S type of zeolite is a group of small pored zeoiites, the most noteworthy members of which are ZSM- 5, ZSM-8 and ZSM-l 1.
- US. Pat. Nos. 3,702,886 directed to ZSlVl-S zeolite and 3,709,979 directed to ZSM-l l zeolite are in point and are incorporated herein by reference.
- Abandoned US. Patent application Ser. No. 865,418, filed Oct. 10, I969 is directed to ZSM-S and is also in point and is incorporated herein by reference.
- the ZSM-S family of zeolites can be used to catalyze cracking of normal or slightly branched paraffins in the absence of added hydrogen or to catalyze hydroeracking of such paraffins in the presence of added hydrogen.
- Typical cracking conditions include a space velocity of about 0.25 to 200 LHSV, a temperature of about 400F to l 100F and a pressure from subatmospheric to several hundred atmospheres.
- Typical hydrocracking conditions include a space velocity of about 0.1 to 10 LHSV, a hydrogen to hydrocarbon mole ratio of about 1 to to l, a temperature of about 650F to 1000F and a pressure of about l00 to 3000 psig (see US Patent 3,700,585).
- catalytic hydrodesulfurization is a unit process whichis widely used in a refinery. lt precedes reforming and other conversion processes because sulfur, nitrogen and/or metals present in the charge stock often have detrimental effects upon hydrocarbon conversion catalysts. Metals, sulfur and nitrogen tend to concentrate in the heavier petroleum fractions. Therefore conversion processes utilizing such heavier petroleum fractions would normally be considered prime users of the conventional desulfurization followed by catalytic conversion processing sequenee.
- one important aspect of this invention resides in a processing sequence consisting essentially of catalytically dewaxing a sulfur and/or nitrogen containing gas oil having a boiling range in the range of about 400F to 900F and thence subjecting at least the liquid product resulting from such dewaxing to desulfurization and/or denitrogenation.
- the gas oils to which this process is directed have a total sulfur and nitrogen content of at least 0.1 wt. percent and 10 ppm, respectively, and a pour point of at least +20F.
- a ZSM-S type of zeolite catalyst for dewaxing and to operate the dewaxing portion of this process at about 300 to l000F, 0 to 2000 psig, 0.1 to 10 LHSV and a hydrogen to hydrocarbon ratio of about 0 to 25 to 1.
- the ZSM-S type zeolite may have incorporated therein a hydrogen transfer functional component such as nickel, palladium, or platinum in a proportion of about 0.5 to 5 weight percent based on the total weight of dewaxing catalyst.
- the dewaxing catalyst may be used in a fixed or fluidized bed configuration as desired.
- the catalyst particles In a fixed bed operation, the catalyst particles should be sized be tween one thirty-second and one-eighth inch. in a fluidized bed the catalyst particles should be about 80 to 400 mesh.
- the catalyst may be of the matrix type with alumina, silica, silica-alumina or other similar known matrix materials. In this matrix embodiment. the ZSM- type'zeolite should constitute about 5 to 95 weight percent of the total catalyst matrix.
- the product of catalytic dewaxing may be resolved into a liquid and gas portion by cooling to a prescribed temperature at an appropriate pressure to obtain what ever liquid-gas demarcation is desired.
- the liquid may then be subjected to desulfurization and denitrogenation. It is preferred however to subject the entire de waxed product, without intermediate product resolution, to desulfurization and denitrogenation. By not resolving the intermediate product there is obtained a great saving in energy, particularly heat, because this resolution requires cooling and the subsequent desulfurization and denitrogenation requires reheating.
- Desulfurization and denitrogenation are usually accomplished simultaneously, one treatment serving to liberate both sulfur and nitrogen from the feed stock. This treatment can be carried out in any manner desired, e.g.
- EXAMPLE 1 (PRIOR ART) A gas oil having a boiling range of 500 to 800F, a
- EXAMPLE 2 (PRIOR ART) A gas oil having a boiling range of 500 to 800F, a pour point of +50F, a sulfur content of 2.5 percent and a nitrogen content of 0.02 percent was contacted with a cobalt-molybdenum-alumina catalyst at 700F, 400 psig, 5.0 hydrogen to hydrocarbon ratio and 1.0 LHSV. The product thus formed was directly, and without intermediate product resolution. contacted with ZSM-5 zeolite at 700F. 400 psig. 50 hydrogen to hydrocarbon mole ratio and 3.0 LHSV. The yield of 330F liquid was 96 percent. However. its pour point was reduced only from +50F to +25F, indicating that the ZSM-S dewaxing catalyst was substantially deactivated.
- Example 2 was exactly repeated except that the sequence of processing steps was reversed. The yield of 330F+ liquid was 84 percent and the pour point was reduced from +50F to 0F. Time between ZSM-5 catalyst regenerations was 20 days.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US370265A US3894938A (en) | 1973-06-15 | 1973-06-15 | Catalytic dewaxing of gas oils |
CA195,627A CA1024091A (en) | 1973-06-15 | 1974-03-21 | Catalytic dewaxing of gas oils |
GB1546674A GB1443877A (en) | 1973-06-15 | 1974-04-08 | Catalytic dewaxing of gas oils |
JP49041825A JPS5911635B2 (ja) | 1973-06-15 | 1974-04-16 | ガス油の接触脱ロウ方法 |
FR7413675A FR2233384B1 (enrdf_load_stackoverflow) | 1973-06-15 | 1974-04-19 | |
ZA00742111A ZA742111B (en) | 1973-06-15 | 1974-04-22 | Catalytic dewaxing of gas oils |
AU69296/74A AU484959B2 (en) | 1973-06-15 | 1974-05-23 | Catalytic dewaxing of gas oils |
TR17826A TR17826A (tr) | 1973-06-15 | 1974-06-04 | Gas-ol'lerin katalitik bir sekilde mum dan temizlenmesi |
NL7407870A NL7407870A (enrdf_load_stackoverflow) | 1973-06-15 | 1974-06-12 | |
DE19742428463 DE2428463A1 (de) | 1973-06-15 | 1974-06-12 | Verfahren zur desulfurisierung und denitrogenierung von gasoel |
BE145340A BE816234A (fr) | 1973-06-15 | 1974-06-12 | Deparaffinage catalytique des gas-oils |
IT23998/74A IT1015078B (it) | 1973-06-15 | 1974-06-14 | Procedimento di desolforazione e denitrurazione di gasoli ad alto punto di ebollizione |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US370265A US3894938A (en) | 1973-06-15 | 1973-06-15 | Catalytic dewaxing of gas oils |
Publications (1)
Publication Number | Publication Date |
---|---|
US3894938A true US3894938A (en) | 1975-07-15 |
Family
ID=23458905
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US370265A Expired - Lifetime US3894938A (en) | 1973-06-15 | 1973-06-15 | Catalytic dewaxing of gas oils |
Country Status (11)
Cited By (75)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3980550A (en) * | 1975-01-09 | 1976-09-14 | Mobil Oil Corporation | Catalytic hydrodewaxing |
US4137148A (en) * | 1977-07-20 | 1979-01-30 | Mobil Oil Corporation | Manufacture of specialty oils |
DE2854258A1 (de) * | 1977-12-20 | 1979-06-21 | Mobil Oil Corp | Verfahren zur herstellung von qualitativ hochwertigem schmiergrundlagenoel |
US4171257A (en) * | 1978-10-23 | 1979-10-16 | Chevron Research Company | Petroleum distillate upgrading process |
US4176050A (en) * | 1978-12-04 | 1979-11-27 | Mobil Oil Corporation | Production of high V.I. lubricating oil stock |
US4181598A (en) * | 1977-07-20 | 1980-01-01 | Mobil Oil Corporation | Manufacture of lube base stock oil |
DE2929412A1 (de) * | 1978-10-23 | 1980-04-30 | Chevron Res | Verfahren zur verbesserung eines erdoeldestillats |
DE3010094A1 (de) * | 1979-03-19 | 1980-10-02 | Chevron Res | Katalysator zur kohlenwasserstoffumwandlung |
EP0027380A1 (en) * | 1979-10-15 | 1981-04-22 | Mobil Oil Corporation | A method of preparing a metal-containing zeolite catalyst and the use of the catalyst in dewaxing gas oil |
US4292166A (en) * | 1980-07-07 | 1981-09-29 | Mobil Oil Corporation | Catalytic process for manufacture of lubricating oils |
US4313817A (en) * | 1979-03-19 | 1982-02-02 | Chevron Research Company | Hydrocarbon conversion catalyst and process using said catalyst |
US4332670A (en) * | 1981-01-14 | 1982-06-01 | Mobil Oil Corporation | Catalytic dewaxing of middle distillates |
US4357232A (en) * | 1981-01-15 | 1982-11-02 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4358363A (en) * | 1981-01-15 | 1982-11-09 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4358362A (en) * | 1981-01-15 | 1982-11-09 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4400265A (en) * | 1982-04-01 | 1983-08-23 | Mobil Oil Corporation | Cascade catalytic dewaxing/hydrodewaxing process |
US4419220A (en) * | 1982-05-18 | 1983-12-06 | Mobil Oil Corporation | Catalytic dewaxing process |
US4428862A (en) | 1980-07-28 | 1984-01-31 | Union Oil Company Of California | Catalyst for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4436614A (en) | 1982-10-08 | 1984-03-13 | Chevron Research Company | Process for dewaxing and desulfurizing oils |
US4437975A (en) | 1977-07-20 | 1984-03-20 | Mobil Oil Corporation | Manufacture of lube base stock oil |
US4437976A (en) | 1981-08-07 | 1984-03-20 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing hydrotreating process |
US4440630A (en) * | 1982-02-08 | 1984-04-03 | Mobil Oil Corporation | Process for simultaneous hydrodesulfurization and hydrodewaxing with a catalyst of controlled pore size and metals content |
US4458024A (en) * | 1982-02-08 | 1984-07-03 | Mobil Oil Corporation | Process for hydrotreating petroleum residua and catalyst therefor |
US4490242A (en) * | 1981-08-07 | 1984-12-25 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing hydrotreating process |
US4518703A (en) * | 1979-02-16 | 1985-05-21 | Union Oil Company Of California | Crystalline silica catalysts |
US4549955A (en) * | 1983-12-05 | 1985-10-29 | Mobil Oil Corporation | Process for stabilizing hydroprocessed lubricating oil stocks by the addition of hydrogen sulfide |
US4564440A (en) * | 1983-07-11 | 1986-01-14 | Mobil Oil Corporation | Viscosity index improvement in dewaxed lube basestock by partial desulfurization in hydrotreat bed |
US4568655A (en) * | 1984-10-29 | 1986-02-04 | Mobil Oil Corporation | Catalyst composition comprising Zeolite Beta |
EP0180354A1 (en) * | 1984-10-29 | 1986-05-07 | Mobil Oil Corporation | Process for hydrotreating and dewaxing petroleum feedstocks |
US4599162A (en) * | 1984-12-21 | 1986-07-08 | Mobil Oil Corporation | Cascade hydrodewaxing process |
US4600497A (en) * | 1981-05-08 | 1986-07-15 | Union Oil Company Of California | Process for treating waxy shale oils |
US4601993A (en) * | 1984-05-25 | 1986-07-22 | Mobil Oil Corporation | Catalyst composition dewaxing of lubricating oils |
US4610778A (en) * | 1983-04-01 | 1986-09-09 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing process |
US4664775A (en) * | 1982-07-31 | 1987-05-12 | Toa Nenryo Kogyo Kabushiki Kaisha | Method for manufacturing low pour point petroleum product with zeolite TSZ |
US4696732A (en) * | 1984-10-29 | 1987-09-29 | Mobil Oil Corporation | Simultaneous hydrotreating and dewaxing of petroleum feedstocks |
US4700562A (en) * | 1986-01-08 | 1987-10-20 | Mobil Oil Corporation | Method for determining effectiveness of catalytic dewaxing reactor |
US4711710A (en) * | 1985-09-23 | 1987-12-08 | Mobil Oil Corporation | Process for making improved lubricating oils from heavy feedstock |
US4740292A (en) * | 1985-09-12 | 1988-04-26 | Mobil Oil Corporation | Catalytic cracking with a mixture of faujasite-type zeolite and zeolite beta |
US4743355A (en) * | 1979-10-15 | 1988-05-10 | Union Oil Company Of California | Process for producing a high quality lube oil stock |
US4743354A (en) * | 1979-10-15 | 1988-05-10 | Union Oil Company Of California | Process for producing a product hydrocarbon having a reduced content of normal paraffins |
US4767522A (en) * | 1984-11-28 | 1988-08-30 | Mobil Oil Corporation | Distillate dewaxing process with mixed zeolites |
US4790927A (en) * | 1981-05-26 | 1988-12-13 | Union Oil Company Of California | Process for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4795546A (en) * | 1985-09-30 | 1989-01-03 | Chevron Research Company | Process for stabilizing lube base stocks derived from neutral oils |
US4846959A (en) * | 1987-08-18 | 1989-07-11 | Mobil Oil Corporation | Manufacture of premium fuels |
US4853103A (en) * | 1988-04-11 | 1989-08-01 | Mobil Oil Corporation | Lube catalytic dewaxing-hydrotreating process |
US4869806A (en) * | 1987-12-09 | 1989-09-26 | Mobil Oil Corp. | Production of high viscosity index lubricating oil stock |
US4877762A (en) * | 1981-05-26 | 1989-10-31 | Union Oil Company Of California | Catalyst for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4913797A (en) * | 1985-11-21 | 1990-04-03 | Mobil Oil Corporation | Catalyst hydrotreating and dewaxing process |
US4919788A (en) * | 1984-12-21 | 1990-04-24 | Mobil Oil Corporation | Lubricant production process |
US4952303A (en) * | 1985-07-10 | 1990-08-28 | Mobil Oil Corp. | Process for preparing a very high quality lube base stock oil |
US4960504A (en) * | 1984-12-18 | 1990-10-02 | Uop | Dewaxing catalysts and processes employing silicoaluminophosphate molecular sieves |
US4986894A (en) * | 1988-10-06 | 1991-01-22 | Mobil Oil Corp. | Catalytic hydroisomerization process |
US4994168A (en) * | 1988-10-21 | 1991-02-19 | Mobil Oil Corporation | Lube oil product stripping |
US5015361A (en) * | 1989-01-23 | 1991-05-14 | Mobil Oil Corp. | Catalytic dewaxing process employing surface acidity deactivated zeolite catalysts |
US5332490A (en) * | 1992-09-28 | 1994-07-26 | Texaco Inc. | Catalytic process for dewaxing hydrocarbon feedstocks |
US5391286A (en) * | 1993-11-03 | 1995-02-21 | Texaco Inc. | Process for catalytic dewaxing of hydrocarbon feedstocks |
US5614079A (en) * | 1993-02-25 | 1997-03-25 | Mobil Oil Corporation | Catalytic dewaxing over silica bound molecular sieve |
US5833837A (en) * | 1995-09-29 | 1998-11-10 | Chevron U.S.A. Inc. | Process for dewaxing heavy and light fractions of lube base oil with zeolite and sapo containing catalysts |
US5846503A (en) * | 1990-12-17 | 1998-12-08 | Mobil Oil Corporation | Process for rejuvenating used alkanolamaine solutions |
US5855767A (en) * | 1994-09-26 | 1999-01-05 | Star Enterprise | Hydrorefining process for production of base oils |
US6051129A (en) * | 1998-07-24 | 2000-04-18 | Chevron U.S.A. Inc. | Process for reducing haze point in bright stock |
US6068757A (en) * | 1995-11-03 | 2000-05-30 | Coastal Eagle Point Oil Company | Hydrodewaxing process |
US6294077B1 (en) | 2000-02-02 | 2001-09-25 | Mobil Oil Corporation | Production of high viscosity lubricating oil stock with improved ZSM-5 catalyst |
US6399845B1 (en) | 1997-05-29 | 2002-06-04 | Fortum Oil & Gas Oy | Process for producing high grade diesel fuel |
US6656342B2 (en) * | 2001-04-04 | 2003-12-02 | Chevron U.S.A. Inc. | Graded catalyst bed for split-feed hydrocracking/hydrotreating |
US6699385B2 (en) | 2001-10-17 | 2004-03-02 | Chevron U.S.A. Inc. | Process for converting waxy feeds into low haze heavy base oil |
EP1462168A1 (fr) | 2003-03-24 | 2004-09-29 | Institut Francais Du Petrole | Catalyseur et son utilistion pour l'amélioration du point d'écoulement de charges hydrocarbonnées |
US7077948B1 (en) * | 1998-11-18 | 2006-07-18 | Shell Oil Company | Catalytic dewaxing process |
RU2343183C2 (ru) * | 2007-03-01 | 2009-01-10 | Институт химии нефти Сибирского отделения Российской академии наук | Способ депарафинизации высококипящих нефтяных фракций |
US20090019763A1 (en) * | 2007-07-16 | 2009-01-22 | Conocophillips Company | Hydrotreating and catalytic dewaxing process for making diesel from oils and/or fats |
US9039892B2 (en) | 2012-09-05 | 2015-05-26 | Syed Tajammul Hussain | Nano catalytic dewaxing of heavy petroleum wastes (>C-23 alkanes) |
US20190185771A1 (en) * | 2017-12-19 | 2019-06-20 | Exxonmobil Research And Engineering Company | Dewaxed diesel fuel composition |
WO2020131492A1 (en) | 2018-12-21 | 2020-06-25 | Exxonmobil Research And Engineering Company | Catalytic dewaxing of hydrocarbon feedstocks |
WO2021119786A1 (pt) | 2019-12-20 | 2021-06-24 | Petróleo Brasileiro S.A. - Petrobras | Processo seletivo e catalisadores para produção de combustíveis e destilados de alto peso molecular renováveis |
WO2022040766A1 (pt) | 2020-08-24 | 2022-03-03 | Petróleo Brasileiro S.A. - Petrobras | Catalisadores e processo seletivo para produção de combustíveis de aviação renováveis e biocombustível produzido |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS5564630U (enrdf_load_stackoverflow) * | 1978-10-28 | 1980-05-02 | ||
JPS54105868A (en) * | 1979-01-16 | 1979-08-20 | Tokunao Narumi | Crematory |
CA1188247A (en) * | 1981-04-02 | 1985-06-04 | Nai Y. Chen | Process for making naphthenic lubestocks from raw distillate by combination hydrodewaxing/hydrogenation |
EP0128250A1 (en) * | 1983-06-08 | 1984-12-19 | Mobil Oil Corporation | Catalytic dewaxing process |
ATE45177T1 (de) * | 1984-12-27 | 1989-08-15 | Mobil Oil Corp | Verfahren zur hydrocracking und katalytischen entwachsung. |
LU86288A1 (fr) † | 1986-02-03 | 1987-09-10 | Labofina Sa | Procede de traitement des gasoils |
JPS63135708A (ja) * | 1986-11-26 | 1988-06-08 | Toshio Masada | 組立式廃車焼却炉 |
JPS63273717A (ja) * | 1987-04-30 | 1988-11-10 | Kurimoto Iron Works Ltd | 粗大ごみ焼却処理装置 |
JPS63273715A (ja) * | 1987-04-30 | 1988-11-10 | Kurimoto Iron Works Ltd | 粗大ごみの焼却処理装置 |
JPS6414515A (en) * | 1987-07-08 | 1989-01-18 | Kurimoto Ltd | Incinerating disposer for plastic series waste |
IT1223151B (it) * | 1987-11-18 | 1990-09-12 | Agip Petroli | Procedimento perfezionato per la produzione di flessibile di gasolio di elevata qualita' |
DK2072127T3 (da) | 2006-09-14 | 2013-03-04 | Cosmo Oil Co Ltd | Hydroafsvovlings-/afvoksningskatalysator til carbonhydridolie, fremgangsmåde til fremstilling af den samme, og fremgangsmåde til at hydrobehandle hydrocarbonolie med katalysatoren |
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- 1974-04-22 ZA ZA00742111A patent/ZA742111B/xx unknown
- 1974-06-04 TR TR17826A patent/TR17826A/xx unknown
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US3980550A (en) * | 1975-01-09 | 1976-09-14 | Mobil Oil Corporation | Catalytic hydrodewaxing |
US4137148A (en) * | 1977-07-20 | 1979-01-30 | Mobil Oil Corporation | Manufacture of specialty oils |
DE2831968A1 (de) * | 1977-07-20 | 1979-02-08 | Mobil Oil Corp | Verfahren zur herstellung von qualitativ hochwertigem spezialoel |
US4181598A (en) * | 1977-07-20 | 1980-01-01 | Mobil Oil Corporation | Manufacture of lube base stock oil |
US4437975A (en) | 1977-07-20 | 1984-03-20 | Mobil Oil Corporation | Manufacture of lube base stock oil |
DE2854258A1 (de) * | 1977-12-20 | 1979-06-21 | Mobil Oil Corp | Verfahren zur herstellung von qualitativ hochwertigem schmiergrundlagenoel |
US4171257A (en) * | 1978-10-23 | 1979-10-16 | Chevron Research Company | Petroleum distillate upgrading process |
DE2929412A1 (de) * | 1978-10-23 | 1980-04-30 | Chevron Res | Verfahren zur verbesserung eines erdoeldestillats |
US4282085A (en) * | 1978-10-23 | 1981-08-04 | Chevron Research Company | Petroleum distillate upgrading process |
US4176050A (en) * | 1978-12-04 | 1979-11-27 | Mobil Oil Corporation | Production of high V.I. lubricating oil stock |
US4518703A (en) * | 1979-02-16 | 1985-05-21 | Union Oil Company Of California | Crystalline silica catalysts |
DE3010094A1 (de) * | 1979-03-19 | 1980-10-02 | Chevron Res | Katalysator zur kohlenwasserstoffumwandlung |
US4313817A (en) * | 1979-03-19 | 1982-02-02 | Chevron Research Company | Hydrocarbon conversion catalyst and process using said catalyst |
US4743355A (en) * | 1979-10-15 | 1988-05-10 | Union Oil Company Of California | Process for producing a high quality lube oil stock |
US4743354A (en) * | 1979-10-15 | 1988-05-10 | Union Oil Company Of California | Process for producing a product hydrocarbon having a reduced content of normal paraffins |
EP0027380A1 (en) * | 1979-10-15 | 1981-04-22 | Mobil Oil Corporation | A method of preparing a metal-containing zeolite catalyst and the use of the catalyst in dewaxing gas oil |
US4292166A (en) * | 1980-07-07 | 1981-09-29 | Mobil Oil Corporation | Catalytic process for manufacture of lubricating oils |
US4428862A (en) | 1980-07-28 | 1984-01-31 | Union Oil Company Of California | Catalyst for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4332670A (en) * | 1981-01-14 | 1982-06-01 | Mobil Oil Corporation | Catalytic dewaxing of middle distillates |
US4358363A (en) * | 1981-01-15 | 1982-11-09 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4357232A (en) * | 1981-01-15 | 1982-11-02 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4358362A (en) * | 1981-01-15 | 1982-11-09 | Mobil Oil Corporation | Method for enhancing catalytic activity |
US4600497A (en) * | 1981-05-08 | 1986-07-15 | Union Oil Company Of California | Process for treating waxy shale oils |
US4877762A (en) * | 1981-05-26 | 1989-10-31 | Union Oil Company Of California | Catalyst for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4790927A (en) * | 1981-05-26 | 1988-12-13 | Union Oil Company Of California | Process for simultaneous hydrotreating and hydrodewaxing of hydrocarbons |
US4437976A (en) | 1981-08-07 | 1984-03-20 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing hydrotreating process |
US4490242A (en) * | 1981-08-07 | 1984-12-25 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing hydrotreating process |
US4440630A (en) * | 1982-02-08 | 1984-04-03 | Mobil Oil Corporation | Process for simultaneous hydrodesulfurization and hydrodewaxing with a catalyst of controlled pore size and metals content |
US4458024A (en) * | 1982-02-08 | 1984-07-03 | Mobil Oil Corporation | Process for hydrotreating petroleum residua and catalyst therefor |
US4400265A (en) * | 1982-04-01 | 1983-08-23 | Mobil Oil Corporation | Cascade catalytic dewaxing/hydrodewaxing process |
EP0091252A1 (en) * | 1982-04-01 | 1983-10-12 | Mobil Oil Corporation | Two-step catalytic hydrodewaxing-hydrodesulfurization process |
US4419220A (en) * | 1982-05-18 | 1983-12-06 | Mobil Oil Corporation | Catalytic dewaxing process |
US4664775A (en) * | 1982-07-31 | 1987-05-12 | Toa Nenryo Kogyo Kabushiki Kaisha | Method for manufacturing low pour point petroleum product with zeolite TSZ |
US4436614A (en) | 1982-10-08 | 1984-03-13 | Chevron Research Company | Process for dewaxing and desulfurizing oils |
US4610778A (en) * | 1983-04-01 | 1986-09-09 | Mobil Oil Corporation | Two-stage hydrocarbon dewaxing process |
US4564440A (en) * | 1983-07-11 | 1986-01-14 | Mobil Oil Corporation | Viscosity index improvement in dewaxed lube basestock by partial desulfurization in hydrotreat bed |
US4549955A (en) * | 1983-12-05 | 1985-10-29 | Mobil Oil Corporation | Process for stabilizing hydroprocessed lubricating oil stocks by the addition of hydrogen sulfide |
US4601993A (en) * | 1984-05-25 | 1986-07-22 | Mobil Oil Corporation | Catalyst composition dewaxing of lubricating oils |
EP0180354A1 (en) * | 1984-10-29 | 1986-05-07 | Mobil Oil Corporation | Process for hydrotreating and dewaxing petroleum feedstocks |
US4696732A (en) * | 1984-10-29 | 1987-09-29 | Mobil Oil Corporation | Simultaneous hydrotreating and dewaxing of petroleum feedstocks |
US4568655A (en) * | 1984-10-29 | 1986-02-04 | Mobil Oil Corporation | Catalyst composition comprising Zeolite Beta |
US4767522A (en) * | 1984-11-28 | 1988-08-30 | Mobil Oil Corporation | Distillate dewaxing process with mixed zeolites |
US4960504A (en) * | 1984-12-18 | 1990-10-02 | Uop | Dewaxing catalysts and processes employing silicoaluminophosphate molecular sieves |
US4599162A (en) * | 1984-12-21 | 1986-07-08 | Mobil Oil Corporation | Cascade hydrodewaxing process |
US4919788A (en) * | 1984-12-21 | 1990-04-24 | Mobil Oil Corporation | Lubricant production process |
US4952303A (en) * | 1985-07-10 | 1990-08-28 | Mobil Oil Corp. | Process for preparing a very high quality lube base stock oil |
US4740292A (en) * | 1985-09-12 | 1988-04-26 | Mobil Oil Corporation | Catalytic cracking with a mixture of faujasite-type zeolite and zeolite beta |
US4711710A (en) * | 1985-09-23 | 1987-12-08 | Mobil Oil Corporation | Process for making improved lubricating oils from heavy feedstock |
US4795546A (en) * | 1985-09-30 | 1989-01-03 | Chevron Research Company | Process for stabilizing lube base stocks derived from neutral oils |
US4913797A (en) * | 1985-11-21 | 1990-04-03 | Mobil Oil Corporation | Catalyst hydrotreating and dewaxing process |
US4700562A (en) * | 1986-01-08 | 1987-10-20 | Mobil Oil Corporation | Method for determining effectiveness of catalytic dewaxing reactor |
US4846959A (en) * | 1987-08-18 | 1989-07-11 | Mobil Oil Corporation | Manufacture of premium fuels |
US4869806A (en) * | 1987-12-09 | 1989-09-26 | Mobil Oil Corp. | Production of high viscosity index lubricating oil stock |
US4853103A (en) * | 1988-04-11 | 1989-08-01 | Mobil Oil Corporation | Lube catalytic dewaxing-hydrotreating process |
US4986894A (en) * | 1988-10-06 | 1991-01-22 | Mobil Oil Corp. | Catalytic hydroisomerization process |
US4994168A (en) * | 1988-10-21 | 1991-02-19 | Mobil Oil Corporation | Lube oil product stripping |
US5015361A (en) * | 1989-01-23 | 1991-05-14 | Mobil Oil Corp. | Catalytic dewaxing process employing surface acidity deactivated zeolite catalysts |
US5846503A (en) * | 1990-12-17 | 1998-12-08 | Mobil Oil Corporation | Process for rejuvenating used alkanolamaine solutions |
US5332490A (en) * | 1992-09-28 | 1994-07-26 | Texaco Inc. | Catalytic process for dewaxing hydrocarbon feedstocks |
US5614079A (en) * | 1993-02-25 | 1997-03-25 | Mobil Oil Corporation | Catalytic dewaxing over silica bound molecular sieve |
US5391286A (en) * | 1993-11-03 | 1995-02-21 | Texaco Inc. | Process for catalytic dewaxing of hydrocarbon feedstocks |
US5855767A (en) * | 1994-09-26 | 1999-01-05 | Star Enterprise | Hydrorefining process for production of base oils |
US5833837A (en) * | 1995-09-29 | 1998-11-10 | Chevron U.S.A. Inc. | Process for dewaxing heavy and light fractions of lube base oil with zeolite and sapo containing catalysts |
US6068757A (en) * | 1995-11-03 | 2000-05-30 | Coastal Eagle Point Oil Company | Hydrodewaxing process |
US6399845B1 (en) | 1997-05-29 | 2002-06-04 | Fortum Oil & Gas Oy | Process for producing high grade diesel fuel |
US6051129A (en) * | 1998-07-24 | 2000-04-18 | Chevron U.S.A. Inc. | Process for reducing haze point in bright stock |
US7077948B1 (en) * | 1998-11-18 | 2006-07-18 | Shell Oil Company | Catalytic dewaxing process |
US6294077B1 (en) | 2000-02-02 | 2001-09-25 | Mobil Oil Corporation | Production of high viscosity lubricating oil stock with improved ZSM-5 catalyst |
US6656342B2 (en) * | 2001-04-04 | 2003-12-02 | Chevron U.S.A. Inc. | Graded catalyst bed for split-feed hydrocracking/hydrotreating |
US6699385B2 (en) | 2001-10-17 | 2004-03-02 | Chevron U.S.A. Inc. | Process for converting waxy feeds into low haze heavy base oil |
EP1462168A1 (fr) | 2003-03-24 | 2004-09-29 | Institut Francais Du Petrole | Catalyseur et son utilistion pour l'amélioration du point d'écoulement de charges hydrocarbonnées |
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US20090019763A1 (en) * | 2007-07-16 | 2009-01-22 | Conocophillips Company | Hydrotreating and catalytic dewaxing process for making diesel from oils and/or fats |
US7955401B2 (en) | 2007-07-16 | 2011-06-07 | Conocophillips Company | Hydrotreating and catalytic dewaxing process for making diesel from oils and/or fats |
US9039892B2 (en) | 2012-09-05 | 2015-05-26 | Syed Tajammul Hussain | Nano catalytic dewaxing of heavy petroleum wastes (>C-23 alkanes) |
US20190185771A1 (en) * | 2017-12-19 | 2019-06-20 | Exxonmobil Research And Engineering Company | Dewaxed diesel fuel composition |
US11643610B2 (en) * | 2017-12-19 | 2023-05-09 | ExxonMobil Technology and Engineering Company | Dewaxed diesel fuel composition |
WO2020131492A1 (en) | 2018-12-21 | 2020-06-25 | Exxonmobil Research And Engineering Company | Catalytic dewaxing of hydrocarbon feedstocks |
US10995286B2 (en) | 2018-12-21 | 2021-05-04 | Exxonmobil Research And Engineering Company | Catalytic dewaxing of hydrocarbon feedstocks |
WO2021119786A1 (pt) | 2019-12-20 | 2021-06-24 | Petróleo Brasileiro S.A. - Petrobras | Processo seletivo e catalisadores para produção de combustíveis e destilados de alto peso molecular renováveis |
US11939535B2 (en) | 2019-12-20 | 2024-03-26 | Petróleo Brasileiro S.A.—Petrobras | Selective process and catalysts for the production of renewable fuels and distillates of high molecular weight |
WO2022040766A1 (pt) | 2020-08-24 | 2022-03-03 | Petróleo Brasileiro S.A. - Petrobras | Catalisadores e processo seletivo para produção de combustíveis de aviação renováveis e biocombustível produzido |
US12173240B2 (en) | 2020-08-24 | 2024-12-24 | Petróleo Brasileiro S.A. - Petrobras | Catalysts and selective process for the production of renewable aviation fuels and biofuel produced |
Also Published As
Publication number | Publication date |
---|---|
DE2428463C2 (enrdf_load_stackoverflow) | 1990-02-15 |
DE2428463A1 (de) | 1975-01-09 |
JPS5911635B2 (ja) | 1984-03-16 |
ZA742111B (en) | 1975-11-26 |
FR2233384A1 (enrdf_load_stackoverflow) | 1975-01-10 |
JPS5017401A (enrdf_load_stackoverflow) | 1975-02-24 |
NL7407870A (enrdf_load_stackoverflow) | 1974-12-17 |
FR2233384B1 (enrdf_load_stackoverflow) | 1979-10-12 |
TR17826A (tr) | 1976-04-13 |
IT1015078B (it) | 1977-05-10 |
AU6929674A (en) | 1975-11-27 |
GB1443877A (en) | 1976-07-28 |
CA1024091A (en) | 1978-01-10 |
BE816234A (fr) | 1974-12-12 |
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