EP0822246B1 - Schmierölzusammensetzung - Google Patents

Schmierölzusammensetzung Download PDF

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Publication number
EP0822246B1
EP0822246B1 EP97305728A EP97305728A EP0822246B1 EP 0822246 B1 EP0822246 B1 EP 0822246B1 EP 97305728 A EP97305728 A EP 97305728A EP 97305728 A EP97305728 A EP 97305728A EP 0822246 B1 EP0822246 B1 EP 0822246B1
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EP
European Patent Office
Prior art keywords
compound
lubricating oil
ppm
proportion
friction
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
Application number
EP97305728A
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English (en)
French (fr)
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EP0822246A2 (de
EP0822246A3 (de
Inventor
Katsuya Arai
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tonen General Sekiyu KK
Original Assignee
Tonen Corp
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Publication of EP0822246A3 publication Critical patent/EP0822246A3/de
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Publication of EP0822246B1 publication Critical patent/EP0822246B1/de
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    • 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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
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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
    • 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
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    • C10M135/20—Thiols; Sulfides; Polysulfides
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    • C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
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    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
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    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
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    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
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    • C10M2203/06—Well-defined aromatic compounds
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    • C10M2205/026—Butene
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    • C10N2060/04—Oxidation, e.g. ozonisation

Definitions

  • This invention relates to a lubricating oil composition, more specifically to a lubricating oil composition having excellent friction-reducing properties under diverse sliding conditions and permitting retention of such friction-reducing properties over an extended time even in the presence of nitrogen oxide gas, and especially to a lubricating oil composition suitable as a lubricating oil for internal combustion engines.
  • lubricating oil is used to smooth their operations.
  • lubricating oil for an internal combustion engine is required to provide smooth lubrication primarily on various sliding surfaces of different conditions of piston rings, cylinder liners, bearings for a crankshaft and a connecting rod, valve-operating mechanisms including cams and valve lifters, and the like.
  • As a lubricating oil for an internal combustion engine it is considered essential to have friction-reducing properties under diverse sliding conditions.
  • a friction modifier As a substantial energy loss takes place at each lubricated friction part in an internal combustion engine, a friction modifier has conventionally been added to a lubricating oil as a measure for reducing the friction loss and improving the gas mileage.
  • illustrative friction modifiers organomolybdenum compounds, fatty acid esters, alkylamines and the like are used in general.
  • organomolybdenum compounds for an illustrative lubricating oil composition making use of an organomolybdenum compound, reference may be had, for example, to Japanese Patent Application Laid-Open (Kokai) No. SHO 59-122597 EP-A-113 045.
  • a lubricating oil composition making combined use of (a) molybdenum oxysulfide organophosphorothioate and/or molybdenum dithiocarbamate and (b) zinc dithiophosphate is proposed.
  • the lubricating oil composition disclosed in the publications has a low coefficient of friction and exhibits friction-reducing effects in an initial stage of its use, but involves a drawback that its effects can hardly be retained in its use over an extended time, especially in the presence of nitrogen oxide gas.
  • Japanese Patent Application Laid-Open (Kokai) No. HEI 8-73878 EP-A-699 739 discloses an engine oil composition making combined use of (a) molybdenum dithiocarbamate and (b) zinc dithiophosphate and further (c) an ashless organopolysulfide while claiming that it can retain a low coefficient of friction over an extended time. Nonetheless, this lubricating oil composition is accompanied by a problem that the coefficient of friction becomes higher in a low sliding speed range under reciprocating friction. It is therefore not considered to have quality sufficient for application under various conditions as a lubricating oil for an automotive internal combustion engine in which sliding conditions vary substantially.
  • the present invention has as an object thereof the provision of a lubricating oil composition which can maintain friction-reducing properties even when sliding conditions vary substantially in an internal combustion engine and which can retain such friction-reducing properties over an extended time, especially even in the presence of nitrogen oxide gas.
  • the present invention relates to a lubricating oil composition
  • a lubricating oil composition comprising: a lubricating base oil, and an organomolybdenum compound in a proportion of from 100 to 2,000 ppm in terms of molybdenum (Mo) content, an organomonosulfide compound in a proportion of from 80 to 2,000 ppm in terms of sulfur (S) content, and an organopolysulfide compound in a proportion of from 80 to 1,500 ppm in terms of sulfur (S) content.
  • Mo molybdenum
  • S sulfur
  • an organopolysulfide compound in a proportion of from 80 to 1,500 ppm in terms of sulfur (S) content.
  • the present invention can provide lubricating compositions obtained by using a mineral oil and/or a synthetic oil as a lubricating base oil and adding thereto the following:
  • lubricating base oil for use in the lubricating oil composition according to the present invention. Any one of those conventionally employed as base oils in lubrication oils, for example, any one of mineral-oil-type base oils, synthetic base oils and mixed base oils thereof can be used.
  • mineral-oil-type base oils include mineral oils obtained by treating lubricating oil fractions, which are available by vacuum distillation of atmospheric distillation residues of paraffin, neutral or naphthene crude oils, to one or more refining steps such as solvent refining, hydrogenation, hydrogenation refining, catalytic dewaxing, solvent dewaxing, clay treatment and/or the like; mineral oils obtained by subjecting vacuum distillation residues to solvent deasphalting and then treating the deasphalted oils through one or more of the above-described refining steps; mineral oils available by isomerization of wax components; and mixed oils thereof.
  • refining steps such as solvent refining, hydrogenation, hydrogenation refining, catalytic dewaxing, solvent dewaxing, clay treatment and/or the like
  • an aromatic extraction solvent such as phenol, furfural or N-methyl-pyrrolidone is used, and as a solvent for solvent dewaxing, propane, MEK/toluene or the like is employed.
  • illustrative of such synthetic base oils are poly( ⁇ -olefin) oligomers, polybutene, alkylbenzenes, polyol esters such as trimethylolpropane esters and pentaerythritol esters, polyoxyalkylene glycols, polyoxyalkylene glycol esters, polyoxyalkylene glycol ethers, dibasic acid esters, phosphate esters, and silicone oils. These base oils can be used either singly or in combination.
  • base oils for use in the lubrication oil composition according to the present invention those having a viscosity in a range of from 3 mm 2 /s to 20 mm 2 /s at 100°C are preferred.
  • Particularly preferred are hydrocracked oils and wax-isomerized oils, which contain 3 wt% or less of aromatic components (% C A ) and have a sulfur content of 50 ppm or less and a nitrogen content of 50 ppm or less.
  • organomolybdenum compound added as a friction modifier in the lubricating oil composition according to the present invention examples include: molybdenum oxysulfide dithiocarbamates (which may be abbreviated as "MoDTC's”) represented by the following formula [I]: and molybdenum oxysulfide phosphorothioates (which may be abbreviated as "MoDTP's”) represented by the following formula [II]:
  • R 1 to R 8 may be the same or different and are hydrocarbon groups having 1-30 carbon groups.
  • the hydrocarbon groups are linear or branched alkyl groups having 1-30 carbon atoms; alkenyl groups having 2-30 carbon atoms; cycloalkyl groups having 4-30 carbon atoms; aryl groups, alkylaryl group and arylalkyl groups having 6 to 30 carbon groups.
  • alkyl groups having 3-20 carbon atoms are preferred.
  • Examples include propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl groups, and their corresponding branched alkyl groups.
  • Alkyl groups having 4-18 carbon atoms are particularly preferred. Further, alkenyl groups having 4-18 carbon atoms can also be employed.
  • X 1 and X 2 are oxygen atoms or sulfur atoms
  • Y 1 and Y 2 are oxygen atoms or sulfur atoms.
  • molybdenum oxysulfide dithiocarbamates represented by the formula [I] are molybdenum oxysulfide propyldithiocarbamate, molybdenum oxysulfide isopropyldithiocarbamate, molybdenum oxysulfide isobutyldithiocarbamate, molybdenum oxysulfide pentyldithiocarbamate, molybdenum oxysulfide isopentyldithiocarbamate, molybdenum oxysulfide hexyldithiocarbamate, molybdenum oxysulfide 2-ethylbutyldithiocarbamate, molybdenum oxysulfide heptyldithiocarbamate, molybdenum oxysulfide octyldithiocarbamate, molybdenum octyld
  • examples of the molybdenum oxysulfide organophosphorothioate represented by the formula [II] include molybdenum oxysulfide propylphosphorodithioate, molybdenum oxysulfide butylphosphorodithioate, molybdenum oxysulfide butenylphosphorodithioate, molybdenum oxysulfide pentylphosphorodithioate, molybdenum oxysulfide hexylphosphorodithioate, molybdenum oxysulfide heptylphosphorodithioate, molybdenum oxysulfide octylphosphorodithioate, molybdenum oxysulfide 2-ethylhexylphosphorodithioate, molybdenum oxysulfide decylphosphorodithioate, molybdenum oxysulfide dodecylphospho
  • the above-described organomolybdenum compound is added to the base oil in a proportion of from 100 to 2,000 ppm, preferably from 200 to 1,500 ppm in terms of molybdenum (Mo) content on the basis of the whole weight of the lubricating oil composition.
  • a proportion smaller than 100 ppm cannot provide sufficient friction-reducing properties, whereas a proportion greater than 2,000 ppm cannot bring about friction-reducing effects in proportion to the proportion and moreover, induces corrosion.
  • the organomonosulfide for use in the lubricating oil composition according to the present invention contains in its molecule a bond in which one sulfur atom exists by itself without being adjacent to any other sulfur atom, and organic compounds represented by the following formulas [III] to [VI] can be used.
  • R 9 -S-R 10 OHC-R 11 -S-R 12 -CHO
  • R 9 and R 10 are linear or cyclic hydrocarbon groups, and may be the same or different from each other. Examples include linear or branched alkyl groups having 1-20 carbon atoms; linear or branched alkenyl groups having 2-10 carbon atoms; and aryl groups having 6-20 aryl groups.
  • Preferred hydrocarbon groups are alkyl groups and aryl groups, specifically linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, and eicosyl groups; and their corresponding branched alkyl groups.
  • Alkyl groups are however not limited these exemplified ones, and as one of the two hydrocarbon groups, an alkyl group of a still longer chain can be used provided that the average carbon number of the two hydrocarbon groups falls within a range of from 1 to 20.
  • illustrative of the aryl groups are phenyl, tolyl, xylyl, biphenyl and naphthyl groups. These aryl groups may contain one or more alkyl groups having 1-14 carbon atoms and bonded thereto.
  • esterified alkyl groups include methyl oleate group, methyl stearate group, oleic acid triglyceride group, methyl ester groups of vegetable oils, glycerin ester groups of vegetable oils, glycerin ester groups of animal oils, and methyl ester groups of animal oils.
  • R 11 and R 12 are linear or cyclic hydrocarbon groups, which may be the same or different from each other and have two bonding sites. Especially, alkylene groups having 1-18 carbon atoms are preferred.
  • R 13 and R 14 are linear hydrocarbon groups, which are preferably alkyl groups similar to those described above for R 9 and R 10 .
  • organomonosulfide compound examples include dialkyl monosulfides, e.g., dimethyl monosulfide, diethyl monosulfide, di-n-propyl monosulfide, di-n-butyl monosulfide, di-n-pentyl monosulfide, di-n-hexyl monosulfide, di-n-cetyl monosulfide, di-n-octyl monosulfide, di-n-nonyl monosulfide, di-n-decyl monosulfide, di-n-tridecyl monosulfide, di-n-hexadecyl monosulfide, and di-n-octadecyl monosulfide; and moreover, diaryl monosulfides, e.g., diphenyl monosulfide, dibenzyl monosulfide, methyl diole
  • the proportion of the organomonosulfide compound ranges from 80 to 1,800, preferably from 100 ppm to 1,500 ppm in terms of sulfur (S) content.
  • a proportion of the organomonosulfide compound smaller than 80 ppm cannot bring about sufficient effects in lowering a coefficient of friction in a low sliding speed range under reciprocating friction.
  • a proportion greater than 2,000 ppm cannot bring about additional friction-reducing effects corresponding to the increase and moreover, promotes corrosion, thereby developing a practical problem.
  • the organopolysulfide compound for use in the lubricating oil composition according to the present invention is an organic compound having a bond in which two or more sulfur atoms exist adjacent to each other in a molecule, and is represented by any one of the following formulas [VII] to [XII]: R 15 -S x -R 16 R 15 OOC-R 17 -S x -R 18 -COOR 16 OHC-R 17 -S x -R 18 -CHO
  • R 15 and R 16 are linear or cyclic hydrocarbon groups, and may be the same or different from each other. Examples can be aliphatic hydrocarbon groups having 1-20 carbon atoms and aromatic hydrocarbon groups having 6-20 carbon atoms. Particularly preferred are alkyl groups, alkenyl groups, aryl groups, esterified alkyl groups and the like.
  • alkyl groups include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and their corresponding branched alkyl groups.
  • Alkyl groups are, however, not limited these exemplified ones, and alkyl groups of still longer chains can be used.
  • aryl groups are phenyl, tolyl, xylyl, biphenyl and naphthyl groups. These aryl groups may contain one or more alkyl groups having 1-14 carbon atoms bonded thereto. Specific usable examples of the esterified alkyl groups include methyl oleate group, methyl stearate group, oleic acid triglyceride group, methyl ester groups of vegetable oils, glycerin ester groups of vegetable oils, glycerin ester groups of animal oils, and methyl ester groups of animal oils.
  • R 17 and R 18 are linear or cyclic hydrocarbon groups, which may be the same or different from each other and contain two bonding sites.
  • alkylene groups having 1-18 carbon atoms Particularly preferred are alkylene groups having 1-18 carbon atoms.
  • R 19 and R 20 are linear hydrocarbon groups, preferably alkyl groups similar to those exemplified above.
  • x is an integer of at least 2, preferably of from about 2 to 6.
  • organopolysulfide examples include dialkyl disulfides, dialkyl trisulfides and other dialkyl polysulfides; diphenyl disulfide, diphenyl trisulfide and other diphenyl polysulfides; dibenzyl disulfide; polyolefin polysulfides; bisalkyl polysulfanylthiadiazoles; sulfurized olefins; sulfurized fish oil; sulfurized whale oil; and sulfurized pinene.
  • dialkyl disulfides, diphenyl disulfide, and bisalkyl polysulfanylthiadiazoles are particularly preferred.
  • dialkyl disulfides include dimethyl disulfide, diethyl disulfide, di-n-propyl disulfide, di-n-butyl disulfide, di-n-pentyl-disulfide, di-n-hexyl disulfide, di-n-cetyl disulfide, di-n-octyl disulfide, di-n-nonyl disulfide, di-n-decyl disulfide, di-n-tridecyl disulfide, di-n-hexadecyl disulfide,di-n-octadecyl disulfide, methyl dioleate disulfide, methyl distearate disulfide, and di (trioleic acid glyceride) disulfide; and further, diaryl disulfides, for example, diphenyl sulfide, dibenzyl disulfide; as well as
  • the proportion of the organopolysulfide compound ranges from 80 to 1,500 ppm, preferably from 100 to 1,200 ppm in terms of sulfur (S) content.
  • a proportion smaller than 80 ppm cannot bring about sufficient effects for the reduction of friction, while a proportion greater than 1,500 ppm has a potential problem that corrosion wear may be promoted.
  • the total content of sulfur derived from the organomonosulfide compound and the organopolysulfide compound ranges from 160 to 3,500 ppm, with 200 to 2,500 ppm being preferred.
  • zinc dithiophosphates ZnDTPs
  • zinc dithiocarbamates ZnDTCs
  • [XIII] and [XIV] can optionally be used as antiwear agents.
  • R 21 to R 24 are hydrogen atoms or hydrocarbon groups having 1-26 carbon atoms.
  • the hydrocarbon groups are primary or secondary alkyl groups having 1-26 carbon atoms; alkenyl groups having 2-26 carbon atoms; cycloalkyl groups having 6-26 carbon atoms; aryl groups, alkylaryl groups and arylalkyl groups having 6-26 carbon atoms; and hydrocarbon groups containing an ester group, an ether group, one or more alcohol groups or one or more carboxyl groups.
  • R 21 to R 24 are preferably alkyl groups having 2-12 carbon atoms, cycloalkyl groups having 8-18 carbon atoms or alkylaryl groups having 8-18 carbon atoms, and may be the same or different from each other.
  • ZnDTPs and ZnDTCs can be used either singly or in combination.
  • Such an antiwear agent can be used in a proportion of from 0.1 to 7 wt%, preferably from 1 wt% to 5 wt% based on the whole weight of the lubricating oil composition.
  • lubricating oil composition according to the present invention, it is possible to add various additives commonly used to date in lubricating oils, for example, other friction modifiers, metallic detergents, other antiwear agents, ashless dispersants, oxidation inhibitors, viscosity index improvers, pourpoint depressants, foam inhibitors, rust preventives, corrosion inhibitors and the like as needed to extents not impairing the object of the present invention.
  • additives commonly used to date in lubricating oils for example, other friction modifiers, metallic detergents, other antiwear agents, ashless dispersants, oxidation inhibitors, viscosity index improvers, pourpoint depressants, foam inhibitors, rust preventives, corrosion inhibitors and the like as needed to extents not impairing the object of the present invention.
  • Illustrative examples of the other friction modifiers include partial esters of polyhydric alcohols, amines, amides and sulfurized esters.
  • metallic detergents include calcium sulfonate, calcium phenate, calcium salicylate, magnesium sulfonate, magnesium phenate and magnesium salicylate. They can be used normally in a proportion of from 0.05 to 5 wt%.
  • Illustrative examples of the other antiwear agents include phosphate esters and phosphite esters. They can be used normally in a proportion of from 0.05 wt% to 5 wt%.
  • Illustrative examples of the ashless dispersants include those of the succinimide type, succinamide type, benzylamine type and ester type. They may be used in the form of boron derivatives. They can be used normally in a proportion of form 0.5 wt% to 7 wt%.
  • oxidation inhibitors include amine-type oxidation inhibitors such as alkylated diphenylamines, phenyl- ⁇ -naphthylamine and alkylated ⁇ -naphthylamines; and phenolic oxidation inhibitors such as 2,6-di-t-butyl-4-methylphenol and 4,4'-methylenebis(2,6-di-t-butylphenol). They can be used normally in a proportion of from 0.05 wt% to 4 wt%.
  • Illustrative examples of the viscosity index improvers include those of the polymethacrylate-type, polyisobutylene type, ethylene-propylene copolymer type, and hydrogenated styrene-butadiene copolymer type. They can be used normally in a proportion of from 0.5 wt% to 35 wt%.
  • pour-point depressants include polyalkyl methacryaltes, chlorinated paraffin-naphthalene condensation products, and alkylated polystyrenes.
  • foam inhibitors include dimethylpolysiloxane and polyacrylic acid.
  • rust preventives include fatty acids, alkenyl succinate partial esters, fatty acid soaps, alkylsulfonic acids, fatty acid-polyhydric alcohol esters, fatty acid amines, paraffin oxide and alkylpolyoxyethylene ethers.
  • corrosion inhibitors include benzotriazole and benzimidazole.
  • a mineral oil (kinematic viscosity: 3 mm 2 /s to 20 mm 2 /s at 100°C) is used as a lubricating base oil, to which molybdenum oxysulfide N,N-di(2-ethylhexyl) dithiocarbamate is added in a proportion of from 300 to 1,500 ppm in terms of molybdenum (Mo) content, diphenyl monosulfide in a proportion of from 300 to 1,800 ppm in terms of sulfur (S) content, and diphenyl disulfide in a proportion of from 400 to 1,000 ppm in terms of sulfur (S) content.
  • Mo molybdenum
  • S sulfur
  • S sulfur
  • an antiwear agent a metallic detergent, an ashless dispersant, an oxidation inhibitor, a viscosity index improver and/or a pour-point depressant are added in effective proportions, whereby a formulated lubricating oil composition is provided.
  • Lubricating oil compositions were prepared by mixing additives in proportions, which are shown in Table 1 and Table 2, in the above-described base oil. With respect to the lubricating oil compositions so obtained, friction characteristics of fresh oils and used oils after NOx oxidation tests were evaluated by the following testing method.
  • Coefficients of friction of each of the fresh oils and used oils were measured under the following testing conditions by a reciprocating friction tester to determine its friction characteristics under diverse friction conditions. As each coefficient of friction, a value obtained after a testing time of 20 minutes was used.
  • the friction test was conducted by forming an oil film of a sample oil on a disk, placing a cylinder on the oil film and then horizontally oscillating the cylinder over a predetermined width under a predetermined load.
  • DIN100CR 6 HRc62, equivalent to JIS SUJ2
  • Examples 1-10 are directed to lubricating oil compositions of high friction-reducing properties according to the present invention as shown in Table 1.
  • Examples 1-3 show lubricating oil compositions of high friction-reducing properties, each of which was obtained by choosing 150 neutral oil as a base oil, employing C 8 MoDTC [molybdenum oxysulfide N,N-di(2-ethylhexyl) dithiocarbamate] as an organomolybdenum compound, and using the organomonosulfide compound and the organopolysulfide compound in combination.
  • Examples 4-6 present lubricating oil compositions of high friction-reducing properties, each of which was obtained by employing, as an organomolybdenum compound, C 8 MoDTP [molybdenum oxysulfide di(2-ethylhexyl) phosphorothioate] instead of the C 8 MoDTC in Examples 1-3 and using the organomonosulfide compound and the organopolysulfide compound in combination.
  • C 8 MoDTP molethybdenum oxysulfide di(2-ethylhexyl) phosphorothioate
  • Examples 7-10 show lubricating oil compositions of high friction-reducing properties, each of which was obtained by employing as an organomolybdenum compound both C 8 MoDTC and C 8 MoDTP in combination and using the organomonosulfide compound and the organopolysulfide compound in combination.
  • Comparative Examples 1-6 are directed to lubricating oil compositions, each of which used the organomolybdenum compound alone or the organomolybdenum compound and the organomonosulfide compound and/or organopolysulfide but the proportion(s) was (were) outside the corresponding range(s) of the present invention, as shown in Table 2.
  • Comparative Example 1 is directed to a lubricating oil composition which used only C 8 MoDTC as an organomolybdenum compound and used neither an organomonosulfide compound nor an organopolysulfide compound.
  • Comparative Example 2 is directed to a lubricating oil composition, which employed C 8 MS as an organomonosulfide compound and C 8 DS as an organopolysulfide compound but the proportion of C 8 MS was 50 ppm and was hence outside the proportion range of the organomonosulfide compound employed in the present invention.
  • Comparative Example 2 indicates that the coefficient of frication under the conditions 1 becomes high if the proportion of an organomonosulfide compound is less than the specific level.
  • Comparative Example 3 it is observed from Comparative Example 3 that the coefficient of friction under the conditions 2 becomes high if the proportion of an organopolysulfide compound is less than the specific level.
  • Comparative Example 4 is directed to a lubricating oil composition, which employed C 8 MoDTP instead of C 8 MoDTC but the proportion of DPDS was 40 ppm and was hence less than the specific level. The coefficient of friction under the conditions 2 is extremely high.
  • Comparative Examples 5-6 are directed to lubricating oil compositions, in each of which the proportion of the organomolybdenum compound was less than the specific level. Both the fresh oils and the used oils showed extremely high coefficients of friction.
  • Comparative Example 7 is directed to lubricating oil compositions, in each of which C 8 MoDTC was added as an organomolybdenum compound in the same proportion as in Example 1 but only the organomonosulfide compound (C 8 MS) was used and no organopolysulfide compound was used in combination.
  • Comparative Example 8 is directed to a lubricating oil composition, in which only the organopolysulfide compound (C 8 DS) was used and no organomonosulfide was used in combination.
  • the fresh oil and the used oil both had high coefficients of friction. It is therefore understood that the combined use of an organomonosulfide compound and an organopolysulfide compound is indispensable for obtaining friction-reducing effects.
  • a lubricating oil composition which contained both the organomonosulfide compound (C 8 MS) and the organopolysulfide compound (C 8 DS) but did not use any organomolybdenum compound. It is evident that sufficient friction-reducing effects cannot be obtained unless an organomolybdenum compound is used.
  • this invention provides a lubricating oil composition which has been obtained by adding, as essential components, an organomolybdenum compound, an organomonosulfide compound and an organopolysulfide compound in specific proportions, respectively.
  • the lubricating oil composition has excellent friction-reducing properties under diverse sliding conditions of different sliding speeds and even in the presence of nitrogen oxide gas, can exhibit oxygen resistance to retain friction-reducing properties.
  • the lubricating oil composition according to this invention is therefore suited as a lubricating oil for internal combustion engines, automatic transmissions, shock absorbers and power steering systems, especially for internal combustion engines.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Lubrication Of Internal Combustion Engines (AREA)

Claims (3)

  1. Schmierölzusammensetzung, die Schmierbasisöl, Organomolybdänverbindung in einem Anteil von 100 bis 2000 ppm als Molybdängehalt (Mo), Organomonosulfidverbindung in einem Anteil von 80 bis 2000 ppm als Schwefelgehalt (S) und Organopolysulfidverbindung in einem Anteil von 80 bis 1500 ppm als Schwefelgehalt (S) umfaßt.
  2. Schmierölzusammensetzung nach Anspruch 1, bei der das Schmieröl eine Viskosität im Bereich von 3 mm2/s bis 20 mm2/s bei 100°C hat, 3 Gew.% oder weniger aromatische Komponenten (% CA) enthält, einen Schwefelgehalt von 50 ppm oder weniger und einen Stickstoffgehalt von 50 ppm oder weniger hat, die Organomolybdänverbindung in einem Anteil von 200 bis 1500 ppm als Molybdän vorhanden ist, das organische Monosulfid in einem Anteil von 100 bis 1500 ppm als Schwefelgehalt vorhanden ist und die Organopolysulfidverbindung in einem Anteil von 100 bis 1200 ppm als Schwefelgehalt vorhanden ist.
  3. Verfahren zur Steigerung der reibungsvermindernden und die Reibungsverminderung beibehaltenden Eigenschaften von Schmieröl, bei dem dem Schmieröl Organomolybdänverbindung in einem Anteil von 100 bis 2000 ppm als Molybdängehalt, Organomonosulfidverbindung in einem Anteil von 80 bis 2000 ppm als Schwefelgehalt und Organopolysulfidverbindung in einem Anteil von 80 bis 1500 ppm als Schwefelgehalt zugefügt wird.
EP97305728A 1996-08-02 1997-07-30 Schmierölzusammensetzung Expired - Lifetime EP0822246B1 (de)

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JP22046296 1996-08-02
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Cited By (3)

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CN109652171A (zh) * 2017-10-12 2019-04-19 中国石油化工股份有限公司 一种工业机器人关节rv减速机专用油组合物
US10604717B2 (en) 2012-05-04 2020-03-31 Total Marketing Services Lubricant composition for an engine
US10752858B2 (en) 2012-11-16 2020-08-25 Total Marketing Services Lubricant composition

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JPH11269477A (ja) * 1998-03-20 1999-10-05 Cosmo Sogo Kenkyusho Kk エンジン油組成物
ES2375127T3 (es) * 2003-02-05 2012-02-27 Idemitsu Kosan Co., Ltd. Uso de aditivos en aceite lubricante.
JP4563082B2 (ja) * 2004-06-03 2010-10-13 出光興産株式会社 潤滑油基油及び潤滑油組成物
JP5175462B2 (ja) * 2006-09-04 2013-04-03 出光興産株式会社 内燃機関用潤滑油組成物
JP5468728B2 (ja) 2007-05-29 2014-04-09 出光興産株式会社 内燃機関用潤滑油組成物
MX2010006510A (es) * 2007-12-14 2010-10-04 Vanderbilt Co R T Composicion aditiva para grasas de presion extrema (ep) con excelentes propiedades de corrosion y antidesgaste.
US20100152072A1 (en) 2008-12-17 2010-06-17 Chevron Oronite Company Llc Lubricating oil compositions
US20100152074A1 (en) * 2008-12-17 2010-06-17 Chevron Oronite Company Llc Lubricating oil compositions
CN114686189B (zh) * 2022-04-22 2023-10-20 中国石油天然气集团有限公司 水基钻井液用润滑剂及其制备方法以及水基钻井液

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JPH06200270A (ja) * 1992-12-29 1994-07-19 Tonen Corp 終減速機用潤滑油組成物
AU3230695A (en) * 1994-09-01 1996-03-22 Exxon Research And Engineering Company Lubricants with sustained fuel economy performance
JP2971748B2 (ja) * 1994-09-05 1999-11-08 株式会社ジャパンエナジー エンジン油組成物

Cited By (4)

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US10604717B2 (en) 2012-05-04 2020-03-31 Total Marketing Services Lubricant composition for an engine
US10752858B2 (en) 2012-11-16 2020-08-25 Total Marketing Services Lubricant composition
CN109652171A (zh) * 2017-10-12 2019-04-19 中国石油化工股份有限公司 一种工业机器人关节rv减速机专用油组合物
CN109652171B (zh) * 2017-10-12 2021-12-14 中国石油化工股份有限公司 一种工业机器人关节rv减速机专用油组合物

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CA2210974A1 (en) 1998-02-02
AU3242197A (en) 1998-02-12
CA2210974C (en) 2004-09-14
JPH1046177A (ja) 1998-02-17
DE69703226T2 (de) 2001-03-15
EP0822246A3 (de) 1998-04-15
ES2153161T3 (es) 2001-02-16
AU718688B2 (en) 2000-04-20
JP3497952B2 (ja) 2004-02-16
DE69703226D1 (de) 2000-11-09

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