WO1996037583A1 - Compositions d'huile lubrifiantes - Google Patents
Compositions d'huile lubrifiantes Download PDFInfo
- Publication number
- WO1996037583A1 WO1996037583A1 PCT/US1995/005142 US9505142W WO9637583A1 WO 1996037583 A1 WO1996037583 A1 WO 1996037583A1 US 9505142 W US9505142 W US 9505142W WO 9637583 A1 WO9637583 A1 WO 9637583A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- weight
- carbon atoms
- composition
- lubricating oil
- oxymolybdenum
- 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.)
- Ceased
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- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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- 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
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- C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
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- C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
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- C10M137/04—Phosphate esters
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- 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
- C10M2227/08—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 having metal-to-carbon bonds
- C10M2227/083—Sn compounds
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
-
- 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
- C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
-
- 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
Definitions
- the present invention relates to a novel lubricating oil composition, and more specifically to a lubricating oil composition having high heat resistance, high oxidation stability and excellent lubricating properties, useful as a lubricating oil for internal-combustion engines, automatic transmission gearboxes, dampers, power steering units and the like, particularly useful as a lubricating oil for internal combustion engines.
- Lubricating oils have been used for internal combustion engines, and for driving units and gears such as automatic transmission gearboxes, dampers and power steering unit in order to smoothly operate them.
- lubricating oils for internal-combustion engines engine oils not only lubricate various sliding portions such as a piston ring, a cylinder liner, bearings for a crank shaft and a connecting rod, and a valve-operating mechanism including a cam and a valve lifter, but also cool the inside of the engines, clean and disperse those products which are produced by combustion, and prevent the rusting and corrosion of the engines.
- the lubricating oils for internal-combustion engines have been required to have a great variety of properties. Moreover, due to the recent trend toward high-performance, high-output internal-combustion engines and more severe operating conditions, the lubricating oils are required to have higher quality. In order to meet this requirement, various additives such as an antiwear agent, a metallic detergent, a nonash dispersant and an antioxidant are incorporated into the lubricating oils for internal- combustion engines.
- the lubricating oils can ensure the smooth operation of the engines under every condition to prevent the wear and seizure of the engines.
- the parts of the engines to be lubricated are, in most cases, under the fluid lubrication condition.
- the valve train, and the top and bottom dead centers of a piston tend to be under the boundary lubrication condition.
- Antiwear properties under the boundary lubrication condition are generally imparted by the addition of zinc dithio- phosphate (ZnDTP) or zinc dithiocarbamate (ZnDTC).
- Lubricating oils for automotive internal-combustion engines are used at various temperatures, at various revolutions per minute and under various loads. Therefore, in order to further improve the rate of fuel consumption, it is necessary that the lubricating oils be excellent in friction properties under a wide range of conditions under which they are used.
- An object of the present invention is therefore to provide a lubricating oil composition having excellent lubricating properties, high heat resistance, high oxidation stability and moderate viscosity characteristics, particularly useful as a lubricating oil for internal- combustion engines.
- Figure 1 is a diagrammatic view of an apparatus used in the LFW-1 friction test in which 1 is the S-test ring, 2 is the R-type block, and 3 is a distortion meter.
- a composition which is obtainable by adding a predetermined amount of a specific amine antioxidant, and a predetermined amount of oxymolybdenum sulfide dithiocarbamates (MoDTC), oxymolybdenum sulfide organophosphorodithioates (MoDTP) or oxymolybdenum sulfide dithioxanthogenates (MoDTX) to a lubricating base oil containing a small amount of aromatics, and having other specific characteristics.
- MoDTC oxymolybdenum sulfide dithiocarbamates
- MoDTP oxymolybdenum sulfide organophosphorodithioates
- MoDTX oxymolybdenum sulfide dithioxanthogenates
- the present invention relates to:
- a lubricating oil composition characterized by comprising:
- R 1 , R 2 , R 3 and R 4 which may be the same or different, each represent hydrogen atom or a hydrocarbon group having 3 to 18 carbon atoms, provided that at least one of them is the hydrocarbon group, or of the general formula: wherein R 5 and R 6 are hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms, in an amount of 0.05 to 3% by weight of the total weight of the composition; and (C) at least one compound selected from oxymolybdenum sulfide dithiocarbamates of the general formula:
- R 7 and R 8 which may be the same or different, each represent a hydrocarbon group having 5 to 23 carbon atoms, and m and n are a positive integer, provided that the total number of m and n is 4, oxymolybdenum sulfide organophosphorodithioates of the general formula:
- R 9 and R 10 which may be the same or different, each represent a hydrocarbon group having 1 to 18 carbon atoms, and x and y are a positive integer, provided that the total number of x and y is 4, and oxymolybdenum sulfide dithioxanthogenates represented by the formula:
- R 1 1 and R 12 which may be the same or different, each represent a hydrocarbon group having 1 to 30 carbon atoms
- X and Y which may be the same or different, each represent oxygen or sulfur atom, in such an amount that the amount of molybdenum is 50 to 2000 ppm by weight of the total weight of the composition.
- the lubricating oil composition as set forth in the above item (1) wherein the lubricating base oil is a hydrogenated oil containing 3% by weight or less of aromatics, 20% by weight or more of monocyclic naphthenes, and 97% by weight or more of saturated compounds;
- the lubricating oil composition as set forth in the item (1) or (2), wherein the lubricating base oil is a hydrogenated oil, the diarylamines are alkyldiphenylamines containing at least one alkyl group having 3 to 18 carbon atoms or phenyl- ⁇ - naphthylamines containing an alkyl group having 3 to 18 carbon atoms, and containing the oxymolybdenum sulfide dithiocarbamate;
- an oil containing 3% by weight or less of aromatics, 20% by weight or more of monocyclic naphthenes, 50 ppm by weight or less of sulfur and 50 ppm by weight or less of sulfur and 50 ppm by weight or less of nitrogen, having a viscosity of 2 to 50 mm 2 /s at 100°C is used as the lubricating base oil, the component (A).
- the preferable amount of the monocyclic naphthenes is in the range of 25 to 40% by weight.
- the resulting composition cannot have sufficiently high adaptability to sealing rubber.
- the lubricating base oil has a viscosity of lower than 2 mm 2 /s, the resulting composition is poor in the oil-film-forming properties, and has a shortcoming in that it undergoes a great evaporation loss.
- a base oil having a viscosity of higher than 50 mm 2 /s is also unfavorable because the power loss of the resulting composition caused by viscosity resistance is too great.
- sulfur or nitrogen content exceeds 50 ppm by weight, the oxidation stability and lubricating properties of the resulting composition become poor.
- Either mineral or synthetic oil can be used as the lubricating base oil as long as it has the aforementioned properties.
- Specific examples of the base oil include raffinates which can be obtained by subjecting starting materials for lubricating oils derived from naphthene base or paraffin base crude oil by evaporation under normal or reduced pressure to solvent refining, using an aromatic extraction solvent such as phenol, furfural or N-methylpyrrolidone, and hydrogenated oils which can be obtained by subjecting starting materials for lubricating oils to hydrogenation treatment including hydrocracking reaction.
- such processes as dewaxing, hydrorefining and clay treatment processes may be optionally adopted in accordance with the conventional manner.
- Particularly preferable base oils are hydrocracked oils and wax-isomerized oils.
- composition of the present invention at least one compound selected from diarylamines of the general formula [1]:
- R 1 , R 2 , R 3 and R 4 each represent hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms. Further, although R 1 , R 2 , R 3 and R 4 each represent hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms. Further, although R 1 , R 2 , R 3 and R 4 may be the same or different from one another, it is necessary that at least one of them be an alkyl group having 3 to 18 carbon atoms. The alkyl group having 3 to 18 carbon atoms may be any of linear, branched and cyclic ones.
- alkyl group examples include propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl groups of all types, and cyclohexyl, cyclooctyl and cyclododecyl groups.
- R 5 and R 6 are hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms.
- a preferable hydrocarbon group is an alkyl group having 3 to 18 carbon atoms, which may be any of linear, branched and cycllic ones. Examples of such an alkyl group include the same groups as those enumerated in the explanation of R 1 , R 2 , R 3 and R 4 in the above general formula [1].
- the following compounds can be mentioned as the diarylamines: p,p'- dibutyl-diphenylamine, p,p'-dipentyldiphenylamine, p,p'-dihexyl-diphenylamine, p,p'- diheptyldiphenylamine, p,p'-dioctyl-diphenylamine, p,p'-dinonyldiphenylamine, mono- octyldiphenyl-amine, monononyldiphenylamine, tetrabutyldiphenylamine, tetrahexyl- diphenylamine, tetraoctyldiphenylamine, tetranonyldiphenylamine, a mixture of alkyldiphenylamines having 4 to 9 carbon atoms, phenyl- ⁇ -naphthylamine, phenyl- ⁇ - naphthylamine,
- diarylamines are p,p'-dioctyldiphenylamine, phenyl- ⁇ -naphthylamine and alkylphenyl- ⁇ -naphthyl- amines.
- one or two or more of the alkyldiphenylamines represented by the above general formula [1], or one or two or more of the phenyl- ⁇ -naphthylamines represented by the above general formula [2] may be used as the amine oxidant, the component (B) Moreover, one or more of the alkyldiphenylamines represented by the general formula [1], and one or more of the phenyl- ⁇ -naphthylamines represented by the general formula [2] may also be used in combination as the amine oxidant.
- the amine oxidant, the component (B), it is necessary to incorporate the amine oxidant, the component (B), into the composition in an amount of 0.05 to 3% by weight, preferably 0.2 to 2% by weight of the total weight of the composition.
- the amount of the amine oxidant is less than 0.05% by weight, the resulting composition cannot have sufficiently high oxidation stability.
- the amount is in excess of 3% by weight, the effects of the oxidant expected from such an amount cannot be obtained.
- composition of the present invention at least one compound selected from oxymolybdenum sulfide dithiocarbamates (MoDTC) of the general formula [3]:
- MoDTP oxymolybdenum sulfide organophosphorodithioates
- MoDTX oxymolybdenum sulfide dithioxanthogenates
- R 7 and R 8 each represent a hydrocarbon group having 5 to 23 carbon atoms, and they may be the same or different from each other.
- the hydrocarbon group having 5 to 23 carbon atoms include a linear or branched alkyl or alkenyl group having 5 to 23 carbon atoms, and a cycloalkyl, aryl, alkylaryl or arylalkyl group having 6 to 23 carbon atoms.
- Preferable hydrocarbon groups are those having 8 to 23 carbon atoms.
- hydrocarbon groups include 2-ethylhexyl, n-octyl, nonyl, decyl, lauryl, tridecyl, palmityl, stearyl, oleyl, eicosyl, butylphenyl and nonylphenyl groups.
- m and n are a positive integer, provided that the total number of m and n is 4.
- R 9 and R 10 each represent a hydrocarbon group having 1 to 18 carbon atoms, and they may be the same or different from each other.
- Preferable hydrocarbon groups are those having 3 to 18 carbon atoms, most preferably 8 to 18 carbon atoms.
- Examples of the hydrocarbon groups having 3 to 18 carbon atoms include a linear or branched alkyl or alkenyl group having 3 to 18 carbon atoms, a cycloalkyl group having 6 to 18 carbon atoms, an aryl group having 6 to 18 carbon atoms, and an alkylaryl or arylalkyl group having 7 to 18 carbon atoms.
- Such groups include isopropyl, n-propyl, n-butyl, isobutyl, sec-butyl, amyl, hexyl, cyclohexyl, 2-ethylhexyl, n-octyl, nonyl, decyl, lauryl, tridecyl, palmityl, stearyl, oleyl, butylpheyl and nonylphenyl groups.
- x and y are a positive intetger, provided that the total number of x and y is 4.
- R 1 1 and R 12 each represent a hydrocarbon group having 1 to 30 carbon atoms, and they may be the same or different from each other.
- Preferable hydrocarbon groups are those having 3 to 20 carbon atoms, most preferably 8 to 18 carbon atoms.
- Examples of such hydrocarbon groups include a linear or branched alkyl or alkenyl group having 5 to 20 carbon atoms, a cycloalkyl group having 6 to 20 carbon atoms, and an aryl, alkylaryl or arylalkyl group having 6 to 20 carbon atoms.
- X and Y are oxygen or sulfur atom, and may be the same or different from each other.
- the MoDTC represented by the above general formula [3] may be used either singly or in combination of two or more.
- the MoDTP represented by the general formula [4] may also be used either singly or in combination of two or more.
- the MoDTX represented by the general formula [5] may also be used either singly or in combination of two or more.
- the friction modifier, the component (C), into the composition in such an amount that the amount of molybdenum will be 50 to 2000 ppm by weight, preferably 100 to 1000 ppm by weight of the total weight of the composition.
- the amount of molybdenum will be 50 to 2000 ppm by weight, preferably 100 to 1000 ppm by weight of the total weight of the composition.
- molybdenum is less than 50 ppm by weight, lubricating properties cannot be sufficiently obtained.
- amount of molybdenum is in excess of 200 ppm by weight, lubricating properties expected from such an amount cannot be obtained.
- additives which have been usually incorporated into the conventional lubricating oils, such as a metallic detergent, a nonash detergent-dispersant, an antiwear agent, a viscosity index improver, a pour point depressant, a rust preventive, a corrosion inhibitor, an anti-foaming agent and other antioxidants, can be added, if necessary, to the lubricating oil composition of the present invention within such a limit that the object of the present invention can be fully attained.
- a metallic detergent such as a nonash detergent-dispersant, an antiwear agent, a viscosity index improver, a pour point depressant, a rust preventive, a corrosion inhibitor, an anti-foaming agent and other antioxidants
- the metallic detergent examples include calcium sulfonate, magnesium sulfonate, barium sulfonate, calcium phenate, barium phenate, calcium salicylate and magnesium salicylate. In general, the metallic detergent is incorporated into the composition in an amount of 0.1 to 5% by weight.
- the nonash detergent- dispersant examples include those of succinimide type, succinamide type, benzylamine or its boron derivative type and ester type. In general, such a detergent is incorporated into the composition in an amount of 0.5 to 7% by weight.
- antiwear agent examples include metallic (Zn, Pb, Sb, Mo, etc.) salts of thiophosphoric acid, metallic (Zn, etc.) salts of thiocarbamic acid, sulfur compounds, phosphoric esters and phosphorous esters. In general, this agent is incorporated into the composition in an amount of 0.05 to 5.0% by weight.
- examples of the viscosity index improver include those of poly- methacrylate type, polyisobutylene type, ethylene-propylene copolymer type and styrene-butadiene hydrogenated copolymer type. In general, such an improver is incorporated into the composition in an amount of 0.5 to 35% by weight.
- examples of the rust preventive include alkenyl succinates and partial esters thereof.
- examples of the corrosion inhibitor include benzotriazole and benzoimidazole.
- examples of the anti-foaming agent include dimethyl polysiloxane and polyacrylate. These agents may be incorporated into the composition, when necessary.
- the oxidation-induction time and coefficient of friction of the lubricating oil compositions were obtained in the following respective manners.
- reference numeral 1 indicates the S-10 test ring
- reference numeral 2 indicates the R- type block
- reference numeral 3 indicates a distortion meter. Load is applied to the R-type block, and the resistance caused by the rotation of the ring is measured by the distortion meter. The coefficient of friction is calculated from the resistance measured. It is noted that approximately half of the ring is immersed in the oil to be tested.
- the lubricating oil of Comparative Example 1 has a low coefficient of friction but has a short oxidation-induction time.
- the lubricating oils of Comparative Examples 2 to 7 are remarkably inferior to those of Examples of the present invention in both the coefficient of friction and the oxidation-induction time.
- the lubricating oil compositions of the present invention have high heat resistance, high oxidation stability and excellent lubricating properties, and are particularly useful for lubricating oils for internal-combustion engines and the like.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
Abstract
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002218809A CA2218809C (fr) | 1995-05-24 | 1995-05-24 | Compositions d'huile lubrifiantes |
| PCT/US1995/005142 WO1996037583A1 (fr) | 1995-05-24 | 1995-05-24 | Compositions d'huile lubrifiantes |
| EP95921222A EP0839175A4 (fr) | 1995-05-24 | 1995-05-24 | Compositions d'huile lubrifiantes |
| US08/945,703 US5880073A (en) | 1995-05-24 | 1995-05-24 | Lubricating oil composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US1995/005142 WO1996037583A1 (fr) | 1995-05-24 | 1995-05-24 | Compositions d'huile lubrifiantes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1996037583A1 true WO1996037583A1 (fr) | 1996-11-28 |
Family
ID=22249021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1995/005142 Ceased WO1996037583A1 (fr) | 1995-05-24 | 1995-05-24 | Compositions d'huile lubrifiantes |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0839175A4 (fr) |
| CA (1) | CA2218809C (fr) |
| WO (1) | WO1996037583A1 (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5840672A (en) * | 1997-07-17 | 1998-11-24 | Ethyl Corporation | Antioxidant system for lubrication base oils |
| EP0955353A1 (fr) * | 1998-05-01 | 1999-11-10 | Exxon Research And Engineering Company | Huile de moteur de voiture permettant une économie de carburant importante |
| WO2000008120A1 (fr) * | 1998-08-04 | 2000-02-17 | Exxon Research And Engineering Company | Formule de lubrifiant maintenant la capacite de dispersion |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356702A (en) * | 1964-08-07 | 1967-12-05 | Vanderbilt Co R T | Molybdenum oxysulfide dithiocarbamates and processes for their preparation |
| US3696851A (en) * | 1964-02-11 | 1972-10-10 | Geigy Chem Corp | Chemical compounds and compositions |
| US3761405A (en) * | 1971-03-31 | 1973-09-25 | Exxon Research Engineering Co | Anti oxidants |
| US3840463A (en) * | 1971-02-24 | 1974-10-08 | Optimol Oelwerke Gmbh | Sulfur and phosphorus bearing lubricant |
| US3944492A (en) * | 1966-04-07 | 1976-03-16 | Uniroyal, Inc. | Lubricant compositions containing N-substituted naphthylamines as antioxidants |
| US4122021A (en) * | 1977-05-16 | 1978-10-24 | Uniroyal, Inc. | Antioxidant stabilized lubricating oils |
| US4259254A (en) * | 1979-04-30 | 1981-03-31 | Mobil Oil Corporation | Method of preparing lubricant additives |
| US4370246A (en) * | 1981-04-27 | 1983-01-25 | Chevron Research Company | Antioxidant combinations of molybdenum complexes and aromatic amine compounds |
| US4770802A (en) * | 1986-02-04 | 1988-09-13 | Nippon Oil Co., Ltd. | Lubricating oil compositions |
| US4789492A (en) * | 1984-10-05 | 1988-12-06 | Asahi Denka Kogyo K.K. | Sulfidoxymolybdenum dialkylphosphorodithioate |
| US4832867A (en) * | 1987-10-22 | 1989-05-23 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition |
| US4978464A (en) * | 1989-09-07 | 1990-12-18 | Exxon Research And Engineering Company | Multi-function additive for lubricating oils |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3608805B2 (ja) * | 1993-04-30 | 2005-01-12 | 東燃ゼネラル石油株式会社 | 潤滑油組成物 |
| GB9318928D0 (en) * | 1993-09-13 | 1993-10-27 | Exxon Research Engineering Co | Lubricant composition containing combination of antiwear and antioxidant additives |
-
1995
- 1995-05-24 WO PCT/US1995/005142 patent/WO1996037583A1/fr not_active Ceased
- 1995-05-24 EP EP95921222A patent/EP0839175A4/fr not_active Withdrawn
- 1995-05-24 CA CA002218809A patent/CA2218809C/fr not_active Expired - Fee Related
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3696851A (en) * | 1964-02-11 | 1972-10-10 | Geigy Chem Corp | Chemical compounds and compositions |
| US3356702A (en) * | 1964-08-07 | 1967-12-05 | Vanderbilt Co R T | Molybdenum oxysulfide dithiocarbamates and processes for their preparation |
| US3944492A (en) * | 1966-04-07 | 1976-03-16 | Uniroyal, Inc. | Lubricant compositions containing N-substituted naphthylamines as antioxidants |
| US3840463A (en) * | 1971-02-24 | 1974-10-08 | Optimol Oelwerke Gmbh | Sulfur and phosphorus bearing lubricant |
| US3761405A (en) * | 1971-03-31 | 1973-09-25 | Exxon Research Engineering Co | Anti oxidants |
| US4122021A (en) * | 1977-05-16 | 1978-10-24 | Uniroyal, Inc. | Antioxidant stabilized lubricating oils |
| US4259254A (en) * | 1979-04-30 | 1981-03-31 | Mobil Oil Corporation | Method of preparing lubricant additives |
| US4370246A (en) * | 1981-04-27 | 1983-01-25 | Chevron Research Company | Antioxidant combinations of molybdenum complexes and aromatic amine compounds |
| US4789492A (en) * | 1984-10-05 | 1988-12-06 | Asahi Denka Kogyo K.K. | Sulfidoxymolybdenum dialkylphosphorodithioate |
| US4770802A (en) * | 1986-02-04 | 1988-09-13 | Nippon Oil Co., Ltd. | Lubricating oil compositions |
| US4832867A (en) * | 1987-10-22 | 1989-05-23 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition |
| US4978464A (en) * | 1989-09-07 | 1990-12-18 | Exxon Research And Engineering Company | Multi-function additive for lubricating oils |
Non-Patent Citations (1)
| Title |
|---|
| See also references of EP0839175A4 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5840672A (en) * | 1997-07-17 | 1998-11-24 | Ethyl Corporation | Antioxidant system for lubrication base oils |
| EP0955353A1 (fr) * | 1998-05-01 | 1999-11-10 | Exxon Research And Engineering Company | Huile de moteur de voiture permettant une économie de carburant importante |
| WO2000008120A1 (fr) * | 1998-08-04 | 2000-02-17 | Exxon Research And Engineering Company | Formule de lubrifiant maintenant la capacite de dispersion |
| US6150309A (en) * | 1998-08-04 | 2000-11-21 | Exxon Research And Engineering Co. | Lubricant formulations with dispersancy retention capability (law684) |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2218809C (fr) | 2004-09-21 |
| EP0839175A1 (fr) | 1998-05-06 |
| CA2218809A1 (fr) | 1996-11-28 |
| EP0839175A4 (fr) | 1999-06-23 |
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