CA2313408A1 - Method for the preparation of trinuclear molybdenum-sulfur compounds and their use as lubricant additives - Google Patents
Method for the preparation of trinuclear molybdenum-sulfur compounds and their use as lubricant additives Download PDFInfo
- Publication number
- CA2313408A1 CA2313408A1 CA002313408A CA2313408A CA2313408A1 CA 2313408 A1 CA2313408 A1 CA 2313408A1 CA 002313408 A CA002313408 A CA 002313408A CA 2313408 A CA2313408 A CA 2313408A CA 2313408 A1 CA2313408 A1 CA 2313408A1
- Authority
- CA
- Canada
- Prior art keywords
- disulfide
- oil
- compound
- trinuclear molybdenum
- trinuclear
- 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.)
- Abandoned
Links
- PTISTKLWEJDJID-UHFFFAOYSA-N sulfanylidenemolybdenum Chemical class [Mo]=S PTISTKLWEJDJID-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title claims description 36
- 239000003879 lubricant additive Substances 0.000 title description 4
- 238000002360 preparation method Methods 0.000 title description 4
- 239000003446 ligand Substances 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000376 reactant Substances 0.000 claims abstract description 6
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 5
- 239000003921 oil Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 17
- 239000010687 lubricating oil Substances 0.000 claims description 15
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 230000001050 lubricating effect Effects 0.000 claims description 10
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical group [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 9
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 claims description 8
- 239000005078 molybdenum compound Substances 0.000 claims description 8
- 150000002752 molybdenum compounds Chemical class 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 238000002485 combustion reaction Methods 0.000 claims description 6
- 230000014759 maintenance of location Effects 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 150000001450 anions Chemical class 0.000 claims description 4
- 239000000446 fuel Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 150000008427 organic disulfides Chemical class 0.000 claims description 2
- 238000009877 rendering Methods 0.000 claims description 2
- 229940125782 compound 2 Drugs 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
- 239000000654 additive Substances 0.000 description 19
- 230000000996 additive effect Effects 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- -1 thiuram disulfides Chemical class 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 229910052750 molybdenum Inorganic materials 0.000 description 4
- 239000011733 molybdenum Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000002019 disulfides Chemical class 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229960002447 thiram Drugs 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- YTWCODZNNZBQFV-KBXCAEBGSA-N (1R,2R)-2-[[4-(2-fluoro-5-propan-2-yloxyphenyl)phenoxy]methyl]cyclopropane-1-carboxylic acid Chemical compound FC1=C(C=C(C=C1)OC(C)C)C1=CC=C(C=C1)OC[C@H]1[C@@H](C1)C(=O)O YTWCODZNNZBQFV-KBXCAEBGSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010688 mineral lubricating oil Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/18—Complexes with metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic Table
- C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
- C10M135/14—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
- C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
- C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
- C10M2219/066—Thiocarbamic type compounds
- C10M2219/068—Thiocarbamate metal salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/09—Complexes with metals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/12—Groups 6 or 16
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol-fuelled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/990,053 US5906968A (en) | 1997-12-12 | 1997-12-12 | Method of synthesizing Mo3 Sx containing compounds |
| US08/990,053 | 1997-12-12 | ||
| GB9814967.7 | 1998-07-10 | ||
| GBGB9814967.7A GB9814967D0 (en) | 1998-07-10 | 1998-07-10 | Lubricant additives |
| PCT/EP1998/008124 WO1999031113A1 (en) | 1997-12-12 | 1998-12-08 | Method for the preparation of trinuclear molybdenum-sulfur compounds and their use as lubricant additives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2313408A1 true CA2313408A1 (en) | 1999-06-24 |
Family
ID=26314005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002313408A Abandoned CA2313408A1 (en) | 1997-12-12 | 1998-12-08 | Method for the preparation of trinuclear molybdenum-sulfur compounds and their use as lubricant additives |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1040115B1 (enExample) |
| JP (1) | JP4528439B2 (enExample) |
| AU (1) | AU2160799A (enExample) |
| CA (1) | CA2313408A1 (enExample) |
| DE (1) | DE69824886T2 (enExample) |
| WO (1) | WO1999031113A1 (enExample) |
Families Citing this family (84)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2359092A (en) * | 2000-02-14 | 2001-08-15 | Exxonmobil Res & Eng Co | Lubricating oils having improved fuel economy retention properties |
| GB2359091A (en) * | 2000-02-14 | 2001-08-15 | Exxonmobil Res & Eng Co | Lubricating oil compositions |
| GB2359093A (en) * | 2000-02-14 | 2001-08-15 | Exxonmobil Res & Eng Co | Lubricating oil compositions |
| GB2359090A (en) * | 2000-02-14 | 2001-08-15 | Exxonmobil Res & Eng Co | Lubricating oil compostions |
| EP1138686B1 (en) * | 2000-03-29 | 2005-11-09 | Infineum International Limited | Manufacture of lubricant additives |
| ATE309315T1 (de) * | 2000-03-29 | 2005-11-15 | Infineum Int Ltd | Verfahren zur herstellung von schmierstoffadditiven |
| RU2287556C2 (ru) * | 2000-06-02 | 2006-11-20 | Кромптон Корпорейшн | Частицы наноразмеров из сульфида молибдена и производных и их применение |
| EP1310549B1 (en) * | 2001-11-09 | 2006-05-31 | Infineum International Limited | Boron containing lubricating oil compositions with low sulfur and phosphorus content |
| EP1382659B1 (en) * | 2002-07-08 | 2007-01-24 | Infineum International Limited | Process for making molybdenum-sulfur additives containing little unreacted sulfur and additives obtained by the process |
| CA2432993A1 (en) * | 2002-07-08 | 2004-01-08 | Infineum International Limited | Molybdenum-sulfur additives |
| US7550415B2 (en) | 2004-12-10 | 2009-06-23 | Shell Oil Company | Lubricating oil composition |
| US9012380B2 (en) | 2005-01-07 | 2015-04-21 | Nippon Oil Corporation | Lubricant base oil, lubricant composition for internal combustion engine and lubricant composition for driving force transmitting device |
| EP1987117B1 (en) | 2006-02-21 | 2017-12-20 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
| JP5094030B2 (ja) | 2006-03-22 | 2012-12-12 | Ｊｘ日鉱日石エネルギー株式会社 | 低灰エンジン油組成物 |
| KR101100635B1 (ko) | 2006-03-31 | 2012-01-03 | 자이단호진 세키유산교캇세이카센터 | 윤활유 기유 및 이의 제조방법과 윤활유 조성물 |
| JP5207599B2 (ja) | 2006-06-08 | 2013-06-12 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油組成物 |
| US8026199B2 (en) | 2006-11-10 | 2011-09-27 | Nippon Oil Corporation | Lubricating oil composition |
| JP5806794B2 (ja) | 2008-03-25 | 2015-11-10 | Ｊｘ日鉱日石エネルギー株式会社 | 内燃機関用潤滑油組成物 |
| JP5288861B2 (ja) | 2008-04-07 | 2013-09-11 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油組成物 |
| US8748357B2 (en) | 2008-07-15 | 2014-06-10 | Exxonmobil Research And Engineering Company | Method for stabilizing diesel engine lubricating oil against degradation by biodiesel fuel |
| US8435931B2 (en) | 2009-07-17 | 2013-05-07 | Exxonmobil Research And Engineering Company | Reduced friction lubricating oils containing functionalized carbon nanomaterials |
| US20110237474A1 (en) | 2010-03-25 | 2011-09-29 | R.T. Vanderbilt Company, Inc. | Ultra Low Phosphorus Lubricant Compositions |
| US9018149B2 (en) | 2010-05-12 | 2015-04-28 | Exxonmobil Research And Engineering Company | Method for reducing one or more of deposits and friction of a lubricating oil |
| JP5756342B2 (ja) * | 2011-05-26 | 2015-07-29 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油組成物 |
| US9243201B2 (en) | 2011-10-26 | 2016-01-26 | Exxonmobil Research And Engineering Company | Low viscosity lubricating oil base stocks and processes for preparing same |
| US8889931B2 (en) | 2011-11-17 | 2014-11-18 | Exxonmobil Research And Engineering Company | Processes for preparing low viscosity lubricating oil base stocks |
| US9068134B2 (en) | 2011-12-02 | 2015-06-30 | Exxonmobil Research And Engineering Company | Method for improving engine wear and corrosion resistance |
| US9150812B2 (en) | 2012-03-22 | 2015-10-06 | Exxonmobil Research And Engineering Company | Antioxidant combination and synthetic base oils containing the same |
| US9315756B2 (en) | 2012-04-06 | 2016-04-19 | Exxonmobil Research And Engineering Company | Bio-feeds based hybrid group V base stocks and method of production thereof |
| CN104471041A (zh) | 2012-06-06 | 2015-03-25 | 范德比尔特化学品有限责任公司 | 节油润滑油 |
| US9315761B2 (en) | 2012-09-21 | 2016-04-19 | Exxonmobil Chemical Patents Inc. | Lubricant and fuel dispersants and methods of preparation thereof |
| US9422497B2 (en) | 2012-09-21 | 2016-08-23 | Exxonmobil Research And Engineering Company | Synthetic lubricant basestocks and methods of preparation thereof |
| US10017708B2 (en) | 2012-09-21 | 2018-07-10 | Exxonmobil Chemical Patents Inc. | Lubricant and fuel dispersants and methods of preparation thereof |
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Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4178258A (en) * | 1978-05-18 | 1979-12-11 | Edwin Cooper, Inc. | Lubricating oil composition |
| US4978464A (en) * | 1989-09-07 | 1990-12-18 | Exxon Research And Engineering Company | Multi-function additive for lubricating oils |
| KR100516268B1 (ko) * | 1996-12-13 | 2005-09-20 | 엑손 리써치 앤드 엔지니어링 컴파니 | 유기 몰리브덴 착체를 함유하는 윤활유 조성물 |
-
1998
- 1998-12-08 JP JP2000539036A patent/JP4528439B2/ja not_active Expired - Lifetime
- 1998-12-08 WO PCT/EP1998/008124 patent/WO1999031113A1/en not_active Ceased
- 1998-12-08 CA CA002313408A patent/CA2313408A1/en not_active Abandoned
- 1998-12-08 AU AU21607/99A patent/AU2160799A/en not_active Abandoned
- 1998-12-08 EP EP98965819A patent/EP1040115B1/en not_active Expired - Lifetime
- 1998-12-08 DE DE69824886T patent/DE69824886T2/de not_active Expired - Lifetime
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|---|---|
| EP1040115B1 (en) | 2004-06-30 |
| JP2002508384A (ja) | 2002-03-19 |
| DE69824886D1 (de) | 2004-08-05 |
| WO1999031113A1 (en) | 1999-06-24 |
| JP4528439B2 (ja) | 2010-08-18 |
| EP1040115A1 (en) | 2000-10-04 |
| DE69824886T2 (de) | 2005-06-30 |
| AU2160799A (en) | 1999-07-05 |
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