EP3279292B1 - Lubricant oil composition and internal-combustion-engine friction reduction method - Google Patents
Lubricant oil composition and internal-combustion-engine friction reduction method Download PDFInfo
- Publication number
- EP3279292B1 EP3279292B1 EP16772852.6A EP16772852A EP3279292B1 EP 3279292 B1 EP3279292 B1 EP 3279292B1 EP 16772852 A EP16772852 A EP 16772852A EP 3279292 B1 EP3279292 B1 EP 3279292B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- friction modifier
- ashless friction
- oil composition
- lubricating oil
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 115
- 238000000034 method Methods 0.000 title claims description 10
- 239000000314 lubricant Substances 0.000 title 1
- 239000003607 modifier Substances 0.000 claims description 151
- -1 ester compound Chemical class 0.000 claims description 125
- 239000010687 lubricating oil Substances 0.000 claims description 97
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 72
- 150000001412 amines Chemical class 0.000 claims description 65
- 239000005078 molybdenum compound Substances 0.000 claims description 62
- 150000002752 molybdenum compounds Chemical class 0.000 claims description 62
- 150000002148 esters Chemical class 0.000 claims description 61
- 125000004432 carbon atom Chemical group C* 0.000 claims description 36
- 229960002317 succinimide Drugs 0.000 claims description 36
- 150000002430 hydrocarbons Chemical group 0.000 claims description 29
- 239000002199 base oil Substances 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 26
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 239000002184 metal Substances 0.000 claims description 23
- 230000001603 reducing effect Effects 0.000 claims description 21
- 230000001050 lubricating effect Effects 0.000 claims description 20
- 229920000193 polymethacrylate Polymers 0.000 claims description 20
- 239000003599 detergent Substances 0.000 claims description 18
- 239000003921 oil Substances 0.000 claims description 18
- 238000002485 combustion reaction Methods 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 13
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical group [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 13
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 13
- 239000002480 mineral oil Substances 0.000 claims description 12
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 claims description 11
- 229910052796 boron Inorganic materials 0.000 claims description 9
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- 125000004434 sulfur atom Chemical group 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 description 41
- 125000000217 alkyl group Chemical group 0.000 description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 27
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 16
- 125000003342 alkenyl group Chemical group 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 16
- 239000000446 fuel Substances 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 10
- 125000004122 cyclic group Chemical group 0.000 description 9
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 8
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 235000010446 mineral oil Nutrition 0.000 description 7
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 6
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000011575 calcium Substances 0.000 description 6
- 229910052791 calcium Inorganic materials 0.000 description 6
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 239000003760 tallow Substances 0.000 description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 229960002645 boric acid Drugs 0.000 description 5
- 235000010338 boric acid Nutrition 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 5
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 5
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 150000001342 alkaline earth metals Chemical class 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 235000015278 beef Nutrition 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 4
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 4
- 239000003240 coconut oil Substances 0.000 description 4
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000006038 hexenyl group Chemical group 0.000 description 4
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229910052750 molybdenum Inorganic materials 0.000 description 4
- 239000011733 molybdenum Substances 0.000 description 4
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 4
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 4
- 239000002540 palm oil Substances 0.000 description 4
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 4
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 3
- 235000019482 Palm oil Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
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- 125000000392 cycloalkenyl group Chemical group 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 125000000755 henicosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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Classifications
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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
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
-
- 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
- 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
- C10M141/12—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 compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
-
- 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
- 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
- C10M141/08—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 sulfur-, selenium- or tellurium-containing compound
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
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- 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
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- 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
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- 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
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
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- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
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- 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
- C10N2030/04—Detergent property or dispersant property
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- 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
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- 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
- C10N2030/54—Fuel economy
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- 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
- C10N2030/68—Shear stability
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- 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
Definitions
- the present invention relates to a lubricating oil composition and a method for reducing friction of an internal combustion engine.
- the molybdenum compound such as MoDTC exhibits a friction-reducing effect in a relatively high temperature region of 80°C or higher.
- Examples of the lubricating oil composition having a molybdenum compound blended therein include those disclosed in PTL 1.
- ashless friction modifiers such as an ester-based friction modifier and an amine-based friction modifier are also used so as to reduce friction (for example, PTL 2).
- EP 2 080 798 A1 relates to a lubricating oil for internal combustion engines comprising a base oil for a lubricating oil, sulfated oxymolybdenum dithiocarbamate, an acid amide compound a fatty acid partial ester compound and/or an aliphatic amide compound, and a benzotriazole derivative.
- WO 2012/071185 A2 relates to a lubricating oil composition
- a lubricating oil composition comprising an oil of lubricating viscosity and from 0.25 to 5 weight percent based upon the total mass of the lubricating oil composition of a friction modifier composition comprising an amino alcohol reaction product and an ester of glycerol and a C 12 -C 22 carboxylic acid containing 0 to 3 double bonds.
- an embodiment of the present invention provides a lubricating oil composition including a lubricating base oil (A), a molybdenum compound (B), an ashless friction modifier (C), and a borated succinimide (D),
- the lubricating oil composition of the present invention makes it possible to use the molybdenum compound in combination with an ashless friction modifier without inhibiting the friction-reducing effect of a molybdenum compound, the lubricating oil composition exhibits an excellent friction-reducing effect and can enhance fuel consumption reducing properties.
- the lubricating oil composition of the present embodiment is a lubricating oil composition including a lubricating base oil (A), a molybdenum compound (B), an ashless friction modifier (C), and a borated succinimide (D),
- the lubricating oil composition of the present embodiment includes a lubricating base oil (A).
- a lubricating base oil examples include a mineral oil and/or a synthetic oil.
- Examples of the mineral oil include a paraffin-based mineral oil, an intermediate-based mineral oil, and a naphthene-based mineral oil, obtained by a usual refining method such as solvent refining and hydrogenation refining; and wax-isomerized oils produced by isomerizing a wax such as a wax (a gas-to-liquid wax) produced by a Fischer-Tropsch process or the like, and a mineral oil-based wax.
- a paraffin-based mineral oil obtained by a usual refining method such as solvent refining and hydrogenation refining
- wax-isomerized oils produced by isomerizing a wax such as a wax (a gas-to-liquid wax) produced by a Fischer-Tropsch process or the like, and a mineral oil-based wax.
- Examples of the synthetic oil include a hydrocarbon-based synthetic oil and an ether-based synthetic oil.
- Examples of the hydrocarbon-based synthetic oil include an ⁇ -olefin oligomer such as polybutene, polyisobutylene, a 1-octene oligomer, a 1-decene oligomer, and an ethylene-propylene copolymer, or a hydride thereof; an alkylbenzene; and an alkylnaphthalene.
- Examples of the ether-based synthetic oil include polyoxyalkylene glycol and polyphenyl ether.
- the lubricating base oil (A) may be of a single system using one of the aforementioned mineral oils and synthetic oils, it may also be of a mixed system, for example, a mixture of two or more mineral oils, a mixture of two or more synthetic oils, or a mixture of each one or each two or more of mineral oils and synthetic oils.
- the content of the lubricating base oil (A) is preferably 60 mass% or more, more preferably 65 mass% or more and 95 mass% or less, and still more preferably 70 mass% or more and 85 mass% or less, based on the total amount of the lubricating oil composition.
- the lubricating oil composition of the present embodiment includes a molybdenum compound (B). Further, the lubricating oil composition of the present embodiment includes a binuclear organic molybdenum compound represented by the following general formula (I) as the molybdenum compound of the component (B), and the content of the binuclear organic molybdenum compound as converted into molybdenum atoms is 0.030 mass% or more and 0.140 mass% or less based on the total amount of the lubricating oil composition.
- a binuclear organic molybdenum compound represented by the following general formula (I) as the molybdenum compound of the component (B)
- the content of the binuclear organic molybdenum compound as converted into molybdenum atoms is 0.030 mass% or more and 0.140 mass% or less based on the total amount of the lubricating oil composition.
- R 1 to R 4 each represents a hydrocarbon group having 4 to 22 carbon atoms, and R 1 to R 4 may be the same as or different from each other.
- the number of carbon atoms is 3 or less, the oil solubility becomes poor, whereas when the number of carbon atoms is 23 or more, the melting point becomes high, the handling becomes deteriorated, and the friction-reducing ability becomes low.
- the number of carbon atoms is preferably 4 to 18, and more preferably 8 to 13.
- Examples of the hydrocarbon group of R 1 to R 4 include an alkyl group, an alkenyl group, an alkylaryl group, a cycloalkyl group, and a cycloalkenyl group.
- a branched or linear alkyl group or alkenyl group is preferable, and a branched or linear alkyl group is more preferable.
- Examples of the branched or linear alkyl group include an n-octyl group, a 2-ethylhexyl group, an isononyl group, an n-decyl group, an isodecyl group, a dodecyl group, a tridecyl group, and an isotridecyl group.
- R 1 and R 2 are the same alkyl group
- R 3 and R 4 are the same alkyl group
- the alkyl groups of R 1 and R 2 and the alkyl groups of R 3 and R 4 are different from each other.
- X 1 to X 4 each represents a sulfur atom or an oxygen atom, and X 1 to X 4 may be the same as or different from each other.
- the ratio of the sulfur atoms to the oxygen atoms is preferably 1/3 to 3/1, and more preferably 1.5/2.5 to 3/1 as converted into sulfur atoms/oxygen atoms. When the ratio falls within the range, good performance is obtained in view of corrosion resistance and solubility in a lubricating base oil.
- all of X 1 to X 4 may also be a sulfur atom or an oxygen atom.
- the content of the binuclear organic molybdenum compound as converted into molybdenum atoms needs to be 0.030 mass% or more and 0.140 mass% or less based on the total amount of the lubricating oil composition.
- the content of the binuclear organic molybdenum compound as converted into molybdenum atoms is less than 0.030 mass%, the friction-reducing effect in a high-temperature region cannot be enhanced, and thus, fuel consumption reducing properties cannot be satisfied. Further, in a case where the content of the binuclear organic molybdenum compound as converted into molybdenum atoms is more than 0.140 mass%, cleanness is deteriorated.
- the content of the binuclear organic molybdenum compound as converted into molybdenum atoms is preferably 0.050 to 0.120 mass%, and more preferably 0.060 to 0.100 mass%, based on the total amount of the lubricating oil composition.
- the lubricating oil composition of the present embodiment may further contain a mononuclear organic molybdenum compound and/or a trinuclear organic molybdenum compound as the molybdenum compound.
- the lubricating oil composition of the present embodiment includes an ashless friction modifier (C). Further, the lubricating oil composition of the present embodiment includes an ester-based ashless friction modifier (C1) and an amine-based ashless friction modifier (C2) as the ashless friction modifier of the component (C), and the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) is more than 0.1 mass% and 1.8 mass% or less based on the total amount of the lubricating oil composition.
- the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) is 0.1 mass% or less based on the total amount of the lubricating oil composition, it is not possible to impart a friction-reducing effect based on the component (C1) and/or the component (C2). Further, in a case where the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) is more than 1.8 mass% based on the total amount of the lubricating oil composition, a friction-reducing effect based on the molybdenum compound (B) is inhibited, and in turn, the friction coefficient increases.
- the lubricating oil composition of the present embodiment can enhance the friction-reducing effect, and thus enhance the fuel consumption reducing properties.
- the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) is preferably 0.2 mass% or more and 1.7 mass% or less, and more preferably 0.4 mass% or more and 1.6 mass% or less, based on the total amount of the lubricating oil composition.
- ester compounds can be used as the ester-based ashless friction modifier of the component (C1), in which an ester compound having one or more hydroxyl groups in a molecule thereof is preferable, and an ester compound having two or more hydroxyl groups in a molecule thereof is more preferable.
- ester compound having one or more hydroxyl groups in a molecule thereof preferably has 2 to 24 carbon atoms, more preferably has 10 to 24 carbon atoms, and still more preferably has 16 to 22 carbon atoms.
- ester compound having one or more hydroxyl groups in a molecule thereof examples include an ester compound having one hydroxyl group in a molecule thereof as in the following general formula (II) and a compound having two hydroxyl groups in a molecule thereof as in the following general formula (III).
- a compound represented by the general formula (III) is suitable.
- R 5 and R 10 are each a hydrocarbon group having 1 to 32 carbon atoms.
- the number of carbon atoms of the hydrocarbon group of R 5 and R 10 is preferably 8 to 32, more preferably 12 to 24, and still more preferably 16 to 20.
- Examples of the hydrocarbon group of R 5 and R 10 include an alkyl group, an alkenyl group, an alkylaryl group, a cycloalkyl group, and a cycloalkenyl group. Among these, an alkyl group or an alkenyl group is preferable, with an alkenyl group being more preferable.
- Examples of the alkyl group in R 5 and R 10 include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a heneicosyl group, a docosyl group, a tricosyl group, and a tetracosyl group. These may be linear, branched, or cyclic.
- examples of the alkenyl group in R 5 and R 10 include a vinyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a nonadecenyl group, an eicosenyl group, a heneicosenyl group, a docosenyl group, a tricosenyl group, and a tetracosenyl group. These may be linear
- R 6 to R 9 and R 11 to R 15 are each a hydrogen atom or a hydrocarbon group having 1 to 18 carbon atoms, and they may be the same as or different from each other.
- R 6 to R 9 are a hydrogen atom, or all of R 6 to R 8 are a hydrogen atom, and R 9 is a hydrocarbon group. Further, in the general formula (III), it is preferable that all of R 11 to R 15 are a hydrogen atom.
- the compound represented by the general formula (II) is used as the ester-based ashless friction modifier (C1)
- a single kind of the compound in which all of R 5' s to R 9' s are all the same may be used, or a mixture of two or more kinds of the compounds in which some of R 5' s to R 9' s are different (for example, those in which the number of carbon atoms or the presence or absence of a double bond of R 5' s is different) may be used.
- ester-based ashless friction modifier (C 1) a single kind of the compound in which all of R 10' s to R 15' s are all the same may be used, or a mixture of two or more kinds of the compounds in which R 10' s to R 15' s are different (for example, those in which the number of carbon atoms or the presence or absence of a double bond of R 10' s is different, or R 11' s to R 15' s are different) may be used.
- R 6 to R 9 and R 11 to R 15 are a hydrocarbon group
- the hydrocarbon group may be either saturated or unsaturated, may be either aliphatic or aromatic, and may be linear, branched, or cyclic.
- a represents an integer of 1 to 20, and is preferably 1 to 12, and more preferably 1 to 10.
- the compound represented by the general formula (II) is, for example, a compound obtained through a reaction of a fatty acid and an alkylene oxide.
- examples of the fatty acid for obtaining the compound represented by the general formula (II) include lauric acid, myristic acid, palmitic acid, oleic acid, tallow acid, and coconut fatty acid.
- examples of the alkylene oxide include alkylene oxides having 2 to 12 carbon atoms, and specific examples thereof include ethylene oxide, propylene oxide, butylene oxide, hexylene oxide, octylene oxide, decylene oxide, and dodecylene oxide.
- Examples of the compound of the general formula (II) include polyoxyethylene monolaurate, polyoxyethylene monostearate, and polyoxyethylene monooleate.
- Examples of the compound represented by the general formula (III) include glycerin fatty acid monoesters such as glycerin monolaurate, glycerin monostearate, glycerin monomyristate, and glycerin monooleate. Among these, glycerin monooleate is suitable.
- the amine-based ashless friction modifier (C2) an aliphatic amine-based compound having one or more hydroxyl groups in a molecule thereof is used. Further, the amine-based ashless friction modifier (C2) may be any one of primary, secondary, and tertiary amines, with a tertiary amine being suitable.
- Examples of the amine-based ashless friction modifier (C2) which is a tertiary amine, as the aliphatic amine-based compound having one or more hydroxyl groups in a molecule thereof, include compounds represented by the following general formulae (IV) and (V), with a compound represented by the general formula (IV) being suitable.
- R 16 , R 25 , and R 26 are each a hydrocarbon group having 1 to 32 carbon atoms, and R 25 and R 26 may be the same as or different from each other.
- the number of carbon atoms of the hydrocarbon group of R 16 , R 25 , and R 26 is preferably 8 to 32, more preferably 10 to 24, and still more preferably 12 to 20.
- Examples of the hydrocarbon group of R 16 , R 25 , and R 26 include an alkyl group, an alkenyl group, an alkylaryl group, a cycloalkyl group, and a cycloalkenyl group. Among these, an alkyl group or an alkenyl group is preferable.
- Examples of the alkyl group of R 16 , R 25 , and R 26 include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a heneicosyl group, a docosyl group, a tricosyl group, and a tetracosyl group. These may be linear, branched, or cyclic.
- examples of the alkenyl group represented by R 16 , R 25 , and R 26 include a vinyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a nonadecenyl group, an eicosenyl group, a heneicosenyl group, a docosenyl group, a tricosenyl group, and a tetracoseny
- R 17 to R 24 and R 27 to R 30 are each a hydrogen atom, a hydrocarbon group having 1 to 18 carbon atoms, or an oxygen-containing hydrocarbon group that contains an ether bond or an ester bond. These may be the same as or different from each other, and each is preferably a hydrogen atom or the hydrocarbon group.
- the hydrocarbon group of R 17 to R 24 and R 27 to R 30 may be saturated or unsaturated, aliphatic or aromatic, and linear, branched or cyclic, and examples of the hydrocarbon group include aliphatic hydrocarbon groups such as an alkyl group and an alkenyl group, and aromatic hydrocarbon groups.
- More specific examples thereof include aliphatic hydrocarbon groups such as a methyl group, an ethyl group, a propyl group, a butyl group, a butenyl group, a hexyl group, a hexenyl group, an octyl group, an octenyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, an undecyl group, a decenyl group, a dodecyl group, a dodecenyl group, a tridecyl group, a tetradecyl group, a tetradecenyl group, a pentadecyl group, a hexadecyl group, a hexadecenyl group, a heptadecyl group, an octadecyl group, an octadecenyl group
- the hydrocarbon group is preferably a hydrocarbon group having 1 to 18 carbon atoms, more preferably a hydrocarbon group having 1 to 12 carbon atoms, still more preferably a hydrocarbon group having 1 to 4 carbon atoms, and most preferably a hydrocarbon group having 2 carbon atoms.
- the oxygen-containing hydrocarbon group that contains an ether bond or an ester bond is preferably the group having 1 to 18 carbon atoms, and examples thereof include a methoxymethyl group, an ethoxymethyl group, a propoxymethyl group, an isopropoxymethyl group, a n-butoxymethyl group, a t-butoxymethyl group, a hexyloxymethyl group, an octyloxymethyl group, a 2-ethyl-hexyloxymethyl group, a decyloxymethyl group, a dodecyloxymethyl group, a 2-butyloctyloxymethyl group, a tetradecyloxymethyl group, a hexadecyloxymethyl group, a 2-hexyldodecyloxymethyl group, an allyloxymethyl group, a phenoxy group, a benzyloxy group, a methoxyethyl group, a methoxypropyl group, a 1,1-b
- b to d each represents an integer of 0 to 20.
- b + c is preferably 1 to 20, more preferably 1 to 10, still more preferably 1 to 4, and most preferably 2.
- R 17 to R 24 are a hydrogen atom.
- R 27 to R 30 are a hydrogen atom.
- the aliphatic amine compound of the general formula (IV) is used as the amine-based ashless friction modifier (C2)
- the aliphatic amine compounds in which all of R 16' s are all the same may be used, or a mixture of the aliphatic amine compounds in which R 16' s are different (for example, those in which the number of carbon atoms or the presence or absence of a double bond is different) as for naturally derived hydrocarbon groups such as beef tallow may be used.
- the aliphatic amine compound of the general formula (V) is used as the amine-based ashless friction modifier (C2)
- the aliphatic amine compounds in which R 25' s and R 26' s are all the same may be used, or a mixture of the aliphatic amine compounds in which R 25' s and R 26' s are different (for example, those in which the number of carbon atoms or the presence or absence of a double bond is different) may be used.
- the compounds of the general formula (IV) include amine compounds having one 2-hydroxyalkyl group, for example, a hydroxyethyl group, such as octyl ethanolamine, decyl ethanolamine, dodecyl ethanolamine, tetradecyl ethanolamine, hexadecyl ethanolamine, stearyl ethanolamine, oleyl ethanolamine, coconut oil ethanolamine, palm oil ethanolamine, rapeseed oil ethanolamine, and beef tallow ethanolamine; amine compounds having two 2-hydroxyalkyl groups, such as octyl diethanolamine, decyl diethanolamine, dodecyl diethanolamine, tetradecyl diethanolamine, hexadecyl diethanolamine, stearyl diethanolamine, oleyl diethanolamine, coconut oil diethanolamine, palm oil diethanolamine, rapeseed oil diethanolamine, and beef tallow diethanolamine; and amine compounds having a 2-hydroxy
- alkylamine compounds having one 2-hydroxyalkyl group for example, hydroxyethyl groups such as N-methyl-octyl ethanolamine, N-methyl-decyl ethanolamine, N-methyl-dodecyl ethanolamine, N-methyl-tetradecyl ethanolamine, N-methyl-hexadecyl ethanolamine, N-methyl-stearyl ethanolamine, N-methyl-oleyl ethanolamine, N-methyl-coconut oil ethanolamine, N-methyl-palm oil ethanolamine, N-methyl-rapeseed oil ethanolamine, and N-methyl-beef tallow ethanolamine; and alkylamine compounds having a polyalkylene oxide structure, such as polyoxyethylene N-methyl-decylamine, polyoxyethylene N-methyl-dodecylamine, polyoxyethylene N-methyl-tetradecylamine, polyoxyethylene N-methyl-hexadecyl
- the lubricating oil composition of the present embodiment may include any one of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) as the ashless friction modifier of the component (C), and the ester-based ashless friction modifier (C1) is used in combination with the amine-based ashless friction modifier (C2).
- ester-based ashless friction modifier (C1) in combination with the amine-based ashless friction modifier (C2), a friction-reducing effect based on the molybdenum compound (B) can be more easily maintained. That is, by using the ester-based ashless friction modifier (C1) in combination with the amine-based ashless friction modifier (C2), it is possible to impart a friction-reducing effect based on three components of the molybdenum compound (B), the ester-based ashless friction modifier (C1), and the amine-based ashless friction modifier (C2), and thus, fuel consumption reducing properties can be more improved.
- the mass ratio of the content of the amine-based ashless friction modifier (C2) to the content of the ester-based ashless friction modifier (C1) is 0.15 or more and 0.80 or less, and preferably 0.15 or more and 0.60 or less.
- the mass ratio of the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) to the content of the molybdenum compound (B) as converted into molybdenum atoms is preferably 4.0 to 30.0, more preferably 5.0 to 25.0, and still more preferably 6.5 to 23.0.
- the ashless friction modifier (C) may contain ashless type friction modifiers (other ashless type friction modifiers) other than the ester-based ashless friction modifier (C 1) and the amine-based ashless friction modifier (C2), within a range not impairing the effect of the lubricating oil composition of the present embodiment.
- the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) based on the total amount of the ashless friction modifier (C) is preferably 80 mass% or more, more preferably 90 mass% or more, and still more preferably 100 mass%.
- the lubricating oil composition of the present embodiment preferably further includes a borated succinimide (D).
- borated succinimide of the component (D) examples include boronated products of alkenyl- or alkylsuccinic monoimide, or boronated products of alkenyl- or alkylsuccinic bisimide.
- alkenyl- or alkylsuccinic monoimide examples include a compound represented by the following general formula (VI).
- alkenyl- or alkylsuccinic bisimide examples include a compound represented by the following general formula (VII).
- R 31 , R 33 , and R 34 are each an alkenyl group or an alkyl group, and they each have a weight average molecular weight of preferably 500 to 3,000, and more preferably 1,000 to 3,000.
- R 31 , R 33 , and R 34 are 500 or more, the solubility in a lubricating base oil can be enhanced. Further, if the weight average molecular weight is 3,000 or less, it is expected that the effect obtained by the present compound is appropriately exhibited. R 33 and R 34 may be the same as or different from each other.
- R 32 , R 35 , and R 36 are each an alkylene group having 2 to 5 carbon atoms, and R 35 and R 36 may be the same as or different from each other.
- "e” represents an integer of 1 to 10
- "f” represents 0 or an integer of 1 to 10.
- e is preferably 2 to 5, and more preferably 2 to 4. If “e” is 2 or more, it is expected that the effect obtained by the borated succinimide is easily obtained. If “e” is 5 or less, the solubility in a lubricating base oil is more enhanced.
- f is preferably 1 to 6, and more preferably 2 to 6. If “f” is 1 or more, it is expected that the effect obtained by the present compound is appropriately exhibited. If “f” is 6 or less, the solubility in a lubricating base oil is enhanced.
- Examples of the alkenyl group include a polybutenyl group, a polyisobutenyl group, and an ethylene-propylene copolymer, and examples of the alkyl group include hydrogenated products thereof.
- Suitable examples of the alkenyl group include a polybutenyl group and a polyisobutenyl group.
- As the polybutenyl group a mixture of 1-butene and isobutene or a product obtained by polymerization of high-purity isobutene is suitably used.
- suitable representative examples of the alkyl group include hydrogenated products of a polybutenyl group or a polyisobutenyl group.
- the borated succinimide (D) can be obtained by, for example, reacting a polyolefin with maleic anhydride to obtain an alkenylsuccinic anhydride (x); reacting a polyamine with a boron compound to obtain an intermediate (y); and then reacting the alkenylsuccinic anhydride (x) with the intermediate (y), followed by imidization.
- the monoimide or the bisimide can be produced by changing the ratio of the alkenylsuccinic anhydride or the alkylsuccinic anhydride to the polyamine.
- the borated succinimide (D) can also be produced by treating an alkenyl- or alkylsuccinic monoimide or an alkenyl- or alkylsuccinic bisimide not containing boron with the boron compound.
- olefin monomer that forms the polyolefin one kind or a mixture of two or more kinds of ⁇ -olefins having 2 to 8 carbon atoms can be used, but a mixture of isobutene and 1-butene can be suitably used.
- examples of the polyamine include single diamines such as ethylenediamine, propylenediamine, butylendiamine, and pentylenediamine; polyalkylene polyamines such as diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, di(methylethylene)triamine, dibutylentriamine, tributylentetramine, and pentapentylenehexamine; and piperazine derivatives such as aminoethylpiperazine.
- single diamines such as ethylenediamine, propylenediamine, butylendiamine, and pentylenediamine
- polyalkylene polyamines such as diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, di(methylethylene)triamine, dibutylentriamine, tributylentetramine, and pentapentylenehexamine
- piperazine derivatives such as aminoethy
- Examples of the boron compound include boric acid, borate, and a boric acid ester.
- boric acid examples include orthoboric acid, metaboric acid, and paraboric acid.
- examples of the borate include ammonium borate, such as ammonium metaborate, ammonium tetraborate, ammonium pentaborate, and ammonium octaborate.
- examples of the boric acid ester include monomethyl borate, dimethyl borate, trimethyl borate, monoethyl borate, diethyl borate, triethyl borate, monopropyl borate, dipropyl borate, tripropyl borate, monobutyl borate, dibutyl borate, and tributyl borate.
- the ratio (B/N ratio) of the amount of boron atoms to the amount of nitrogen atoms, which are contained in the borated succinimide (D), is preferably 0.6 or more, more preferably 0.7 or more, and still more preferably 0.8 or more, on a mass basis, in terms of friction reduction. Further, the B/N ratio is not particularly limited, but is preferably 2.0 or less, more preferably 1.5 or less, and still more preferably 1.3 or less.
- the borated succinimide (D) preferably includes a large amount of a three-coordinate borated succinimide, and specifically, includes a three-coordinate borated succinimide at a molar ratio of preferably 0.50 or more, more preferably 0.60 or more, and still more preferably 0.65 or more, relative to the total amount of three-coordinate borated succinimide and four-coordinate borated succinimide.
- the ratio of three-coordinate borated succinimide and the four-coordinate borated succinimide can be measured by, for example, 11 B-NMR measurement as a BF 3 ⁇ OEt 2 standard (0 ppm).
- 11 B-NMR measurement the peaks of the three-coordinate borated succinimide are shown at 5 to 25 ppm, and the peaks of the four-coordinate borated succinimide are shown at -10 to 5 ppm, and thus, it is possible to calculate the ratio by calculating the integrated value of the respective peaks.
- the content of the borated succinimide (D) as converted into boron atoms is preferably 0.050 mass% or less, more preferably 0.001 to 0.050 mass%, still more preferably 0.005 to 0.040 mass%, and even still more preferably 0.015 to 0.035 mass%, based on the total amount of the lubricating oil composition.
- the mass ratio of the content of the borated succinimide (D) as converted into boron atoms to the total content of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) [the content of the borated succinimide (D) as converted into boron atoms/(the content of the ester-based ashless friction modifier (C1) + the content of the amine-based ashless friction modifier (C2))] is preferably 0.011 or more, more preferably 0.013 or more and 0.100 or less, and still more preferably 0.015 or more and 0.070 or less.
- the lubricating oil composition of the present embodiment further contains a poly(meth)acrylate (E) as a viscosity index improver.
- a poly(meth)acrylate (E) as a viscosity index improver.
- the monomer constituting the poly(meth)acrylate (E) is alkyl (meth)acrylate, and preferably alkyl (meth)acrylate with a linear alkyl group having 1 to 18 carbon atoms or a branched alkyl group having 3 to 34 carbon atoms.
- Preferred examples of the monomer constituting the poly(meth)acrylate (E) include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, hexyl (meth)acrylate, heptyl (meth)acrylate, octyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, tetra(meth)acrylate, hexa(meth)acrylate, and octadecyl (meth)acrylate, and two or more kinds of these monomers may be used as a copolymer.
- the alkyl group of these monomers may be linear chained or branch chained.
- examples of the alkyl (meth)acrylate with a branched alkyl group having 3 to 34 carbon atoms include isopropyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 3,5,5-trimethylhexyl (meth)acrylate, 2-butyloctyl (meth)acrylate, 2-hexyldecyl (meth)acrylate, 2-octyldodecyl (meth)acrylate, 2-decyltetradecyl (meth)acrylate, 2-dodecyl hexadecyl (meth)acrylate, and 2-tetradecyloctadecyl (meth) acrylate.
- the weight average molecular weight of the poly(meth)acrylate (E) is preferably 100,000 to 600,000, and more preferably 15,000 to 400,000.
- the "weight average molecular weight” refers to a molecular weight as converted into polystyrene, which is determined by a gel permeation chromatography (GPC) measurement.
- the SSI of the poly(meth)acrylate (E) is preferably 50 or less, and more preferably 1 to 30. By allowing the weight average molecular weight to fall within the above range, the SSI can be adjusted to 30 or less.
- the SSI means a shear stability index, and represents an ability of resisting to decomposition of a poly(meth)acrylate. As the SSI is larger, the polymer is more unstable against shear and more easily decomposes.
- the SSI indicates a decrease in viscosity under shear derived from a polymer, and is calculated using the above calculation equation.
- Kv 0 represents a value of kinematic viscosity at 100°C of a mixture obtained by adding a poly(meth)acrylate to a base oil.
- Kv 1 is a value of kinematic viscosity at 100°C measured after passing the mixture obtained by the addition of poly(meth)acrylate to the base oil through a high-shear Bosch diesel injector for 30 cycles in accordance with the procedures of ASTM D6278. Further, Kv oil is a value of kinematic viscosity at 100°C of the base oil.
- a Group II base oil having a kinematic viscosity at 100°C of 5.35 mm 2 /s and a viscosity index of 105 is used as the base oil.
- the content of the poly(meth)acrylate (E) is preferably 0.5 to 15 mass%, more preferably 1 to 10 mass%, and still more preferably 1 to 8 mass%, based on the total amount of the lubricating oil composition.
- the content of the poly(meth)acrylate means the content of only the resin fractions composed of poly(meth)acrylate, and is, for example, a content on a solid content basis which does not include the mass of a diluent oil and the like which are contained together with the poly(meth)acrylate.
- the lubricating oil composition of the present embodiment further contains a metal-based detergent (F).
- a metal-based detergent (F) By containing the metal-based detergent (F), production of a deposit in the inside of an engine at the time of high-temperature operation is suppressed, accumulation of a sludge is prevented to keep the inside of the engine clean, and acidic substance generated as a result of degradation and the like of an engine oil is neutralized to prevent corrosive wear.
- the metal-based detergent (F) examples include an alkali metal-based detergent or an alkaline-earth metal-based detergent. Specific examples thereof include one or more metal-based detergents selected from alkali metal sulfonate or alkaline-earth metal sulfonate, alkali metal phenate or alkaline-earth metal phenate, alkali metal salicylate, or alkaline-earth metal salicylate. Further, examples of the alkali metal include sodium and potassium, examples of the alkaline-earth metal include magnesium and calcium, and among these, sodium which is an alkali metal, and magnesium and calcium which are alkaline-earth metals are preferable, and calcium is more preferable.
- the metal-based detergent (F) may be neutral, basic, or overbasic, but is preferably basic or overbasic. Further, the total base number of the metal-based detergent (F) is preferably 10 to 500 mgKOH/g, and more preferably 150 to 450 mgKOH/g. Further, the total base number is one as measured in accordance with a perchloric acid method of JIS K2501.
- the content of the metal-based detergent (F) as converted into a metal amount in the lubricating oil composition of the present embodiment is preferably 0.05 to 0.50 mass%, and more preferably 0.10 to 0.30 mass%, based on the total amount of the lubricating oil composition.
- the lubricating oil composition of the present embodiment further contains zinc dithiophosphate (G).
- G zinc dithiophosphate
- Examples of the zinc dithiophosphate (G) include those represented by the following general formula (VIII): in the formula, R 37 to R 40 each independently represents any one selected from a linear, branched, or cyclic alkyl group having 6 to 20 carbon atoms, and a linear, branched, or cyclic alkenyl group having 6 to 20 carbon atoms.
- the number of carbon atoms of the alkyl group or the alkenyl group of R 37 to R 40 in the general formula (VIII) is preferably 8 to 18, and more preferably 10 to 14. Further, R 37 to R 40 in the general formula (VIII) are each preferably an alkyl group.
- Examples of the alkyl group in R 37 to R 40 include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a heneicosyl group, a docosyl group, a tricosyl group, and a tetracosyl group, and these may be linear, branched, or cyclic.
- examples of the alkenyl group include a vinyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a nonadecenyl group, an eicosenyl group, a heneicosenyl group, a docosenyl group, a tricosenyl group, and a tetracosenyl group. These may be linear, branched, or
- R 37 to R 40 may be the same as or different from each other, and from the viewpoint of easiness in terms of production, they are preferably the same as each other.
- dodecyl groups such as a lauryl group, octadecyl groups such as a tetradecyl group, a hexadecyl group, and a stearyl group, and octadecenyl groups such as an eicosyl group and an oleyl group are preferable, and a lauryl group is the most preferable.
- the content of zinc dithiophosphate (G) is preferably 0.01 to 3.00 mass%, and more preferably 0.10 to 1.50 mass%, based on the total amount of the lubricating oil composition.
- the content of zinc dithiophosphate (G) as converted into phosphorus atoms is preferably 100 to 2,000 ppm, more preferably 300 to 1,500 ppm, still more preferably 500 to 1,000 ppm, and even still more preferably 600 to 840 ppm, based on the total amount of the lubricating oil composition.
- the lubricating oil composition of the present embodiment may contain arbitrary additive components such as succinimide not containing boron, an antioxidant, a rust inhibitor, a metal deactivator, a pour-point depressant, and an antifoaming agent as arbitrary components.
- the content of these arbitrary additive components is approximately 0.01 to 5.00 mass% based on the total amount of the lubricating oil composition.
- the lubricating oil composition of the present embodiment has a kinematic viscosity at 40°C, a kinematic viscosity at 100°C, and an HTHS viscosity at 150°C, each of which falls within the following range.
- the kinematic viscosity at 40°C is preferably 20 to 40 mm 2 /s, and more preferably 20 to 35 mm 2 /s.
- the kinematic viscosity at 100°C is preferably 3.0 to 12.5 mm 2 /s, and more preferably 4.0 to 9.3 mm 2 /s.
- the HTHS viscosity at 150°C is preferably 1.4 to 2.9 mPa s, and more preferably 1.7 to 2.9 mPa s.
- the kinematic viscosity was measured in conformity with JIS K2283.
- the HTHS viscosity was measured using a TBS viscometer (tapered bearing simulator viscometer) in accordance with ASTM D4683 under the conditions at an oil temperature of 100°C, a shear rate of 10 6 /s, a rotational speed (motor) of 3,000 rpm, and a clearance (clearance between a rotor and a stator) of 3 ⁇ m.
- the lubricating oil composition of the present embodiment is not particularly limited with respect to its application, but it can be suitably used for a variety of internal combustion engines of a four-wheel automobile, a two-wheel automobile, or the like. Further, among the internal combustion engines, the lubricating oil composition of the present embodiment can be particularly suitably used for a gasoline engine.
- the method for reducing friction of an internal combustion engine of the present embodiment includes adding the above-mentioned lubricating oil composition of the present embodiment to an internal combustion engine.
- the friction-reducing effect is enhanced, and thus, the fuel consumption reducing properties can be enhanced.
- the internal combustion engine is a gasoline engine, the effect can be particularly enhanced.
- Lubricating oil compositions of Examples and Comparative Examples were prepared in the compositions shown in Tables 1 to 3. Further, for the preparation of the lubricating oil compositions, the following materials were used.
- Binuclear organic molybdenum compound of the general formula (I) MoDTC having an Mo content of 10 mass%)
- Glycerin monooleate (number of hydroxyl groups in one molecule: 2)
- Alkyldiethanolamine (the number of carbon atoms of an alkyl group being a mixture of 12 to 20)
- Borated polybutenylsuccinic bisimide (boron content: 1.3 mass%, nitrogen content: 1.2 mass%, amount of boron atoms/amount of nitrogen atoms: 1.1)
- Polymethacrylate (weight average molecular weight of 440,000, content of the resin fraction of 17%, SSI of 30)
- Calcium-based detergent (calcium content: 12.1 mass%, overbasic, total base number: 350 mgKOH/g)
- Polybutenylsuccinic bisimide which is not a borated material, a hindered phenol-based antioxidant, a diphenylamine-based antioxidant, a pour-point depressant, a metal deactivator, and an antifoaming agent
- the HTHS viscosity at 150°C of the lubricating oil composition was measured.
- the friction coefficient of the lubricating oil composition was measured under the following conditions. A lower friction coefficient may indicate that the friction-reducing effect is superior and the fuel consumption reducing properties are better.
- [mass% of Mo] represents the content of the molybdenum compound (B) as converted into molybdenum atoms based on the total amount of the lubricating oil composition
- [mass% of B] represents the content of the borated succinimide (D) as converted into boron atoms based on the total amount of the lubricating oil composition
- [mass% of Metal] represents the content of the metal-based detergent (F) as converted into metal atoms (calcium atoms) based on the total amount of the lubricating oil composition.
- the examples marked with "*" are reference examples.
- the lubricating oil compositions of Examples 1 and 2 each including the molybdenum compound (B), and a specific amount of the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2), exhibit a better friction-reducing effect, as compared with the lubricating oil composition of Comparative Example 1, not including the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2).
- the lubricating oil composition of Comparative Example 2 including more than an appropriate amount of the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2) does not exhibit a good friction-reducing effect.
- the reason for this may be thought to be that the friction-reducing effect of the molybdenum compound (B) is inhibited by a large amount of the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2).
- the ester-based ashless friction modifier (C1) is used in combination with the amine-based ashless friction modifier (C2), but the friction coefficient increases.
- the reason for this may be thought to be that in Comparative Example 3, the total amount of the ester-based ashless friction modifier (C1) and the amine-based ashless friction modifier (C2) is more than 1.8 mass% based on the total amount of the lubricating oil composition, so that the friction-reducing effect of the molybdenum compound (B) is inhibited.
- Example 10 Composition Lubricating base oil (A) mass% Balance Balance Molybdenum compound (B) mass% 0.7 0.7 Ester-based friction modifier (C1) mass% 0.5 0.5 Amine-based friction modifier (C2) mass% 0.1 0.1 Borated succinimide (D) mass% 2.3 - Poly(meth)acrylate (E) mass% 10.3 12.0 Metal-based detergent (F) mass% 1.65 1.65 Zinc dithiophosphate (G) mass% 1.14 1.14 Other components mass% 6.16 6.16 Properties Content of molybdenum derived from (B) mass% of Mo 0.070 0.070 Content of boron derived from (D) mass% of B 0.030 - Content of metal derived from (F) mass% of metal 0.200 0.200 HTHS viscosity at 150°C mPa ⁇ s 2.6 2.6 Evaluation Friction coefficient - 0.051 0.059
- the lubricating oil composition of Example 6 including the molybdenum compound (B), the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2), and the borated succinimide (D) exhibits a better friction-reducing effect, as compared with the lubricating oil composition of Example 10, including the molybdenum compound (B), the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2), but not including the borated succinimide (D).
- the reason for this may be thought to be that in the lubricating oil composition of Example 6, by using the molybdenum compound (B), and the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2), together with the borated succinimide (D), a friction-reducing effect based on the molybdenum compound (B) is more easily retained, and by the synergistic action with the molybdenum compound (B), and the ester-based ashless friction modifier (C1) and/or the amine-based ashless friction modifier (C2), the friction-reducing effect is more enhanced.
- the lubricating oil composition of the present embodiment exhibits a good friction-reducing effect, and thus, the fuel consumption reducing properties can be enhanced. For this reason, the lubricating oil composition of the present embodiment can be suitably used for a variety of internal combustion engines of a four-wheel automobile, a two-wheel automobile, or the like. Further, among the internal combustion engines, the lubricating oil composition of the present embodiment can be particularly suitably used for a gasoline engine.
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| PCT/JP2016/060168 WO2016158971A1 (ja) | 2015-03-31 | 2016-03-29 | 潤滑油組成物及び内燃機関の摩擦低減方法 |
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| EP2920439B1 (en) | 2012-11-19 | 2017-07-26 | Castrol Limited | Apparatus and method |
| US9878822B2 (en) | 2012-11-19 | 2018-01-30 | Castrol Limited | Replaceable fluid container |
| JP6336465B2 (ja) | 2012-11-19 | 2018-06-06 | カストロール リミテッド | 交換可能な流体容器 |
| GB201409086D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Apparatus and method |
| GB201409077D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Apparatus and method |
| GB201409065D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Fluid system |
| GB201409066D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Fluid system |
| RU2666713C2 (ru) | 2014-05-21 | 2018-09-11 | Кастрол Лимитед | Система текучей среды и способ |
| CA2949335A1 (en) | 2014-05-21 | 2015-11-26 | Castrol Limited | Fluid system and method |
| GB201409064D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Method and apparatus |
| GB201409082D0 (en) | 2014-05-21 | 2014-07-02 | Castrol Ltd | Fluid container |
| GB201516854D0 (en) | 2015-09-23 | 2015-11-04 | Castrol Ltd | Fluid system |
| GB2542587A (en) | 2015-09-23 | 2017-03-29 | Rosanio William | Fluid method and system |
| GB201516863D0 (en) | 2015-09-23 | 2015-11-04 | Castrol Ltd | Fluid method and system |
| GB201522732D0 (en) | 2015-12-23 | 2016-02-03 | Castrol Ltd | Apparatus |
| GB201522727D0 (en) | 2015-12-23 | 2016-02-03 | Castrol Ltd | Apparatus and method |
| JP2018062551A (ja) * | 2016-10-11 | 2018-04-19 | 出光興産株式会社 | 潤滑油組成物 |
| JP6927488B2 (ja) * | 2017-03-30 | 2021-09-01 | 出光興産株式会社 | 二輪車用潤滑油組成物、該潤滑油組成物を用いた二輪車の燃費向上方法、及び該潤滑油組成物の製造方法 |
| JP7080875B2 (ja) * | 2017-04-05 | 2022-06-06 | Ｅｎｅｏｓ株式会社 | 油圧装置及び油圧作動油組成物 |
| JP2019066002A (ja) * | 2017-10-03 | 2019-04-25 | 株式会社豊田中央研究所 | 摺動システム |
| US11466227B2 (en) * | 2017-10-16 | 2022-10-11 | Lanxess Corporation | Synergy and enhanced performance retention with organic and molybdenum based friction modifier combination |
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| WO2019167812A1 (ja) * | 2018-02-28 | 2019-09-06 | 出光興産株式会社 | 潤滑油組成物 |
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| JP2023151553A (ja) * | 2022-03-31 | 2023-10-16 | 出光興産株式会社 | 二輪車用潤滑油組成物 |
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| JPH07150173A (ja) * | 1993-12-02 | 1995-06-13 | Tonen Corp | 潤滑油組成物 |
| JPH07197068A (ja) * | 1993-12-30 | 1995-08-01 | Tonen Corp | 潤滑油組成物 |
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| US6444624B1 (en) * | 2000-08-31 | 2002-09-03 | Juliet V. Walker | Lubricating oil composition |
| JP5127102B2 (ja) * | 2001-09-06 | 2013-01-23 | 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 |
| JP2003221588A (ja) * | 2002-02-01 | 2003-08-08 | Asahi Denka Kogyo Kk | 潤滑性組成物 |
| JP4234979B2 (ja) * | 2002-11-06 | 2009-03-04 | 新日本石油株式会社 | 省燃費型内燃機関用潤滑油組成物 |
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| JP4733974B2 (ja) * | 2004-12-28 | 2011-07-27 | シェブロンジャパン株式会社 | 潤滑油組成物 |
| JP5203590B2 (ja) * | 2006-10-27 | 2013-06-05 | 出光興産株式会社 | 潤滑油組成物 |
| US20080119377A1 (en) * | 2006-11-22 | 2008-05-22 | Devlin Mark T | Lubricant compositions |
| JP4597223B2 (ja) * | 2008-06-09 | 2010-12-15 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| EP2333037A4 (en) * | 2008-09-19 | 2012-03-21 | Idemitsu Kosan Co | LUBRICATING OIL COMPOSITION FOR A COMBUSTION ENGINE |
| JP5377925B2 (ja) * | 2008-10-22 | 2013-12-25 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| JP5512344B2 (ja) * | 2010-03-23 | 2014-06-04 | 株式会社Ａｄｅｋａ | 内燃機関用潤滑油組成物 |
| CN103314090B (zh) * | 2010-11-24 | 2016-10-12 | 雪佛龙奥伦耐有限责任公司 | 包含摩擦调节剂共混物的润滑油组合物 |
| CN102690711B (zh) * | 2011-03-24 | 2013-12-25 | 中国石油化工股份有限公司 | 一种汽油发动机润滑油组合物 |
| JP5828756B2 (ja) * | 2011-12-27 | 2015-12-09 | 昭和シェル石油株式会社 | 自動車用エンジンオイル |
| KR20150036227A (ko) * | 2012-07-31 | 2015-04-07 | 이데미쓰 고산 가부시키가이샤 | 내연 기관용 윤활유 조성물 |
| US20160152920A1 (en) * | 2013-08-16 | 2016-06-02 | Jx Nippon Oil & Energy Corporation | Lubricant oil composition for internal combustion engine |
| JP6375117B2 (ja) * | 2014-01-27 | 2018-08-15 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
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- 2016-03-29 US US15/318,559 patent/US20170121626A1/en not_active Abandoned
- 2016-03-29 CN CN201680001679.3A patent/CN106459809A/zh active Pending
- 2016-03-29 EP EP16772852.6A patent/EP3279292B1/en active Active
- 2016-03-29 KR KR1020177018254A patent/KR20170134965A/ko not_active Application Discontinuation
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| US20170121626A1 (en) | 2017-05-04 |
| KR20170134965A (ko) | 2017-12-07 |
| EP3279292A4 (en) | 2018-08-22 |
| WO2016158971A1 (ja) | 2016-10-06 |
| JP6114330B2 (ja) | 2017-04-12 |
| JP2016193995A (ja) | 2016-11-17 |
| EP3279292A1 (en) | 2018-02-07 |
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