JPH09104888A - Lubricating oil composition - Google Patents
Lubricating oil compositionInfo
- Publication number
- JPH09104888A JPH09104888A JP7289338A JP28933895A JPH09104888A JP H09104888 A JPH09104888 A JP H09104888A JP 7289338 A JP7289338 A JP 7289338A JP 28933895 A JP28933895 A JP 28933895A JP H09104888 A JPH09104888 A JP H09104888A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- lubricating oil
- zinc
- oil composition
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 126
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 119
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 50
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 28
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical class NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000003464 sulfur compounds Chemical class 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 239000002199 base oil Substances 0.000 claims abstract description 10
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000001050 lubricating effect Effects 0.000 claims abstract description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 82
- 229910052725 zinc Inorganic materials 0.000 claims description 82
- 239000011701 zinc Substances 0.000 claims description 82
- 125000004432 carbon atom Chemical group C* 0.000 claims description 68
- -1 diaryl sulfide Chemical compound 0.000 claims description 58
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 39
- 229910052698 phosphorus Inorganic materials 0.000 claims description 39
- 239000011574 phosphorus Substances 0.000 claims description 39
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 25
- 239000011593 sulfur Substances 0.000 claims description 25
- 239000012990 dithiocarbamate Substances 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 8
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 7
- 229910052750 molybdenum Inorganic materials 0.000 claims description 7
- 239000011733 molybdenum Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 4
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 239000010949 copper Substances 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 abstract description 33
- 230000003647 oxidation Effects 0.000 abstract description 24
- 238000007254 oxidation reaction Methods 0.000 abstract description 24
- 238000002485 combustion reaction Methods 0.000 abstract description 15
- 239000003921 oil Substances 0.000 abstract description 13
- 150000001875 compounds Chemical class 0.000 abstract description 9
- 238000005299 abrasion Methods 0.000 abstract description 4
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 abstract description 3
- 238000013329 compounding Methods 0.000 abstract description 3
- 239000005078 molybdenum compound Substances 0.000 abstract description 2
- 150000002752 molybdenum compounds Chemical class 0.000 abstract description 2
- 150000001879 copper Chemical class 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 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 abstract 1
- 150000003751 zinc Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 14
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 12
- 239000007789 gas Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 8
- 150000002430 hydrocarbons Chemical group 0.000 description 8
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 239000002270 dispersing agent Substances 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- 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 6
- 239000003599 detergent Substances 0.000 description 6
- 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 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 6
- 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 6
- 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 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 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 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 235000010446 mineral oil Nutrition 0.000 description 5
- 230000007935 neutral effect Effects 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 235000021323 fish oil Nutrition 0.000 description 4
- 239000000446 fuel Substances 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
- 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 4
- 238000005461 lubrication Methods 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
- 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 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 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 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 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 4
- 239000010698 whale oil Substances 0.000 description 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 125000006178 methyl benzyl group Chemical group 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 230000001603 reducing effect Effects 0.000 description 3
- 229960002317 succinimide Drugs 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 239000000567 combustion gas Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 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 2
- 230000006866 deterioration Effects 0.000 description 2
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 2
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 2
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006219 1-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- XMORLMVFBCFKSN-UHFFFAOYSA-N 2,5-bis[3-(butyldisulfanyl)propyl]-1,3,4-thiadiazole Chemical compound CCCCSSCCCC1=NN=C(CCCSSCCCC)S1 XMORLMVFBCFKSN-UHFFFAOYSA-N 0.000 description 1
- ZDXGQHXSMPGQRI-UHFFFAOYSA-N 2,6-ditert-butyl-3-[(2,4-ditert-butyl-3-hydroxyphenyl)methyl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC=C1CC1=CC=C(C(C)(C)C)C(O)=C1C(C)(C)C ZDXGQHXSMPGQRI-UHFFFAOYSA-N 0.000 description 1
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- MQHWFIOJQSCFNM-UHFFFAOYSA-L Magnesium salicylate Chemical compound [Mg+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O MQHWFIOJQSCFNM-UHFFFAOYSA-L 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical compound NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- 229960005069 calcium Drugs 0.000 description 1
- AVVIDTZRJBSXML-UHFFFAOYSA-L calcium;2-carboxyphenolate;dihydrate Chemical compound O.O.[Ca+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O AVVIDTZRJBSXML-UHFFFAOYSA-L 0.000 description 1
- ZMRQTIAUOLVKOX-UHFFFAOYSA-L calcium;diphenoxide Chemical compound [Ca+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 ZMRQTIAUOLVKOX-UHFFFAOYSA-L 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- QNDQILQPPKQROV-UHFFFAOYSA-N dizinc Chemical group [Zn]=[Zn] QNDQILQPPKQROV-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229940072082 magnesium salicylate Drugs 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
Classifications
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- 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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- C10M135/04—Hydrocarbons
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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
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- 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
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- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、新規な潤滑油組成
物に関する。さらに詳しくは、本発明は、優れた低摩擦
性及び高い摩耗防止性を有し、かつ、窒素酸化物ガスを
含む空気雰囲気中でも劣化せず、長期にわたり低摩擦性
を持続する、内燃機関、自動変速機、緩衝器、パワース
テアリングなどの潤滑油、特に内燃機関用潤滑油として
高い燃費性能を実現することができる潤滑油組成物に関
する。TECHNICAL FIELD The present invention relates to a novel lubricating oil composition. More specifically, the present invention has excellent low friction properties and high antiwear properties, and does not deteriorate even in an air atmosphere containing nitrogen oxide gas, and maintains low friction properties for a long period of time. The present invention relates to a lubricating oil composition that can achieve high fuel efficiency as a lubricating oil for transmissions, shock absorbers, power steering, etc., especially as an internal combustion engine lubricating oil.
【０００２】[0002]
【従来の技術】内燃機関や、自動変速機、緩衝器、パワ
ーステアリングなどの駆動系機器、ギヤなどには、その
作動を円滑にするために潤滑油が用いられている。特に
内燃機関用潤滑油は、主としてピストンリングとシリン
ダライナ、クランク軸やコネクティングロッドの軸受、
カムとバルブリフタを含む動弁機構など、各種摺動部分
の潤滑のほか、エンジン内の冷却や燃焼生成物の清浄分
散、さらには錆や腐食を防止するなどの作用を果たす。
このように、内燃機関用潤滑油には多様な性能が要求さ
れ、しかも近年の内燃機関の低燃費化、高出力化、運転
条件の過酷化などの高性能化に伴い、高度な潤滑油性能
が要求されてきている。内燃機関用潤滑油の基本的機能
として、特に、あらゆる条件下で機関を円滑に作動さ
せ、摩耗、焼付き防止を行うことが重要である。エンジ
ン潤滑部は、大部分が流体潤滑状態にあるが、動弁系や
ピストンの上下死点などでは境界潤滑状態となりやす
い。一方、内燃機関における燃焼ガスは、その一部がピ
ストンとシリンダの間からブローバイガスとしてクラン
クケース内に漏洩する。燃焼ガス中には窒素酸化物ガス
がかなり高濃度で含まれていて、これがブローバイガス
中の酸素と共に内燃機関用潤滑油を劣化させる。近年に
おける内燃機関の高性能化により、クランクケース内に
漏洩する窒素酸化物ガスの濃度が増加する傾向にある。
したがって、内燃機関用潤滑油には、上記の要求性能を
満たし、窒素酸化物ガス含有空気雰囲気下においても劣
化を生じないために、例えば、摩耗防止剤、金属系清浄
剤、摩擦調整剤、無灰分散剤、酸化防止剤などの種々の
添加剤が配合される。内燃機関では、潤滑油が関与する
摩擦部分でのエネルギー損失が大きいために、摩擦損失
低減や燃費低減対策として、摩擦調整剤が潤滑油に添加
される。摩擦調整剤としては、例えば、有機モリブデン
化合物、脂肪酸エステル、アルキルアミンなどが一般に
用いられる。しかし、これらの摩擦調整剤は使用開始初
期には添加効果が認められるが、空気中の酸素による酸
化劣化を受けるとその効果を喪失し、特に窒素酸化物ガ
スの存在下ではその効果の低減が著しい。内燃機関の燃
費性能を向上する手段としては、摩擦調整剤を添加する
ほか、潤滑油の低粘度化や、第一級アルキル基を有する
ジアルキルジチオりん酸亜鉛の添加が行われている。し
かし、潤滑油の低粘度化や、第一級アルキル基を有する
ジアルキルジチオりん酸亜鉛の添加を行うと、摩耗防止
性が低下するという問題が生ずる。2. Description of the Related Art Lubricating oil is used in internal combustion engines, automatic transmissions, shock absorbers, drive system devices such as power steering, gears, etc. in order to ensure smooth operation. In particular, lubricating oil for internal combustion engines is mainly used for piston rings and cylinder liners, bearings for crankshafts and connecting rods,
In addition to lubrication of various sliding parts such as valve mechanism including cam and valve lifter, it also functions to cool the engine, cleanly disperse combustion products, and prevent rust and corrosion.
As described above, lubricating oils for internal combustion engines are required to have various performances, and in addition, with the recent improvement in performance of internal combustion engines such as low fuel consumption, high output, and severe operating conditions, high performance of lubricating oils has been achieved. Is being requested. As a basic function of a lubricating oil for an internal combustion engine, it is particularly important to smoothly operate the engine under all conditions to prevent wear and seizure. Most of the engine lubrication part is in a fluid lubrication state, but it is likely to be in a boundary lubrication state at the valve train, the top and bottom dead center of the piston, and the like. On the other hand, a part of the combustion gas in the internal combustion engine leaks into the crankcase as blow-by gas from between the piston and the cylinder. The combustion gas contains a considerably high concentration of nitrogen oxide gas, which deteriorates the internal combustion engine lubricating oil together with oxygen in the blow-by gas. As the performance of internal combustion engines has improved in recent years, the concentration of nitrogen oxide gas leaking into the crankcase tends to increase.
Therefore, since the lubricating oil for an internal combustion engine satisfies the above-mentioned required performance and does not deteriorate even in an air atmosphere containing a nitrogen oxide gas, for example, an antiwear agent, a metal-based detergent, a friction modifier, Various additives such as an ash dispersant and an antioxidant are blended. In an internal combustion engine, since a large amount of energy is lost in a friction portion where lubricating oil is involved, a friction modifier is added to the lubricating oil as a measure for reducing friction loss and reducing fuel consumption. As the friction modifier, for example, organic molybdenum compounds, fatty acid esters, alkylamines and the like are generally used. However, although these friction modifiers have an effect of being added at the beginning of use, they lose their effect when subjected to oxidative deterioration due to oxygen in the air, and their effect is reduced particularly in the presence of nitrogen oxide gas. Remarkable. As means for improving the fuel efficiency of internal combustion engines, addition of friction modifiers, reduction of viscosity of lubricating oil, and addition of zinc dialkyldithiophosphate having a primary alkyl group have been carried out. However, if the viscosity of the lubricating oil is reduced or zinc dialkyldithiophosphate having a primary alkyl group is added, the problem of deterioration in wear resistance occurs.
【０００３】[0003]
【発明が解決しようとする課題】本発明は、窒素酸化物
ガスの影響を受けることなく、エンジンの摩擦低減効果
を長期にわたって維持することができる、優れた低摩擦
性と高い摩耗防止性の両性能を兼ね備えた潤滑油組成物
を提供することを目的としてなされたものである。DISCLOSURE OF THE INVENTION The present invention has both excellent low friction property and high anti-wear property, which can maintain the engine friction reducing effect for a long period of time without being affected by nitrogen oxide gas. The purpose of the present invention is to provide a lubricating oil composition having both performance and performance.
【０００４】[0004]
【課題を解決するための手段】本発明者らは、上記の課
題を解決すべく鋭意研究を重ねた結果、潤滑油基油に対
して、ジ第一級アルキルジチオりん酸亜鉛とジ第二級ア
ルキルジチオりん酸亜鉛、特定の硫黄化合物、及び、硫
化オキシモリブデンジチオカーバメート又は硫化オキシ
モリブデンジチオフォスフェートを、それぞれ特定の割
合で配合した潤滑油組成物が、その目的に適合しうるこ
とを見いだし、この知見に基づいて本発明を完成するに
至った。すなわち、本発明は、 （１）潤滑油基油に対して、（Ａ）一般式［１］で表さ
れるジ第一級アルキルジチオりん酸亜鉛As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that zinc diprimary alkyldithiophosphate and disecond It has been found that a lubricating oil composition containing a zinc secondary alkyldithiophosphate, a specific sulfur compound, and a sulfurized oxymolybdenum dithiocarbamate or a sulfurized oxymolybdenum dithiophosphate at a specific ratio, respectively, can meet the purpose, The present invention has been completed based on this finding. That is, the present invention relates to (1) a lubricating base oil, and (A) zinc diprimary alkyldithiophosphate represented by the general formula [1].
【化５】 （ただし、式中、Ｒ1、Ｒ2、Ｒ3及びＲ4は、炭素数１〜
２０の第一級アルキル基である。）、一般式［２］で表
されるジ第二級アルキルジチオりん酸亜鉛Embedded image (However, in the formula, R 1 , R 2 , R 3, and R 4 are each a carbon number of 1 to 1.
20 primary alkyl groups. ), Zinc di-secondary alkyldithiophosphate represented by the general formula [2]
【化６】 （ただし、式中、Ｒ5、Ｒ6、Ｒ7及びＲ8は、炭素数３〜
７の第二級アルキル基である。）、（Ｂ）炭素数が２〜
１８のアルキル基を有するジアルキルジチオカルバミン
酸亜鉛、ジアルキルジチオカルバミン酸銅又はジアルキ
ルジチオカルバミン酸ニッケル、アルキル基の炭素数が
２〜１８であるテトラアルキルチウラムダイサルファイ
ド、炭素数が２〜１８のアルキル基を有するダイサルフ
ァイド、炭素数が６〜１８のアリール基又は炭素数が７
〜１８のアルキルアリール基若しくはアリールアルキル
基を有するダイサルファイド、炭素数が３〜２４でかつ
硫黄を含む置換基を有するチアジアゾール化合物、硫化
オレフィン、硫化魚油及び硫化鯨油よりなる群より選ば
れた１種又は２種以上の硫黄化合物、及び、（Ｃ）一般
式［３］で表される硫化オキシモリブデンジチオカーバ
メートEmbedded image (However, in the formula, R 5 , R 6 , R 7, and R 8 have 3 to 10 carbon atoms.
7 is a secondary alkyl group. ), (B) carbon number is 2
Zinc dialkyldithiocarbamate having 18 alkyl groups, copper dialkyldithiocarbamate or nickel dialkyldithiocarbamate, tetraalkyl thiuram disulfide having an alkyl group having 2 to 18 carbon atoms, die having an alkyl group having 2 to 18 carbon atoms Sulfide, aryl group having 6 to 18 carbon atoms or 7 carbon atoms
1 to 18 selected from the group consisting of a diaryl sulfide having an alkylaryl group or an arylalkyl group of 18; a thiadiazole compound having a substituent having 3 to 24 carbon atoms and containing sulfur; Or two or more kinds of sulfur compounds, and (C) sulfurized oxymolybdenum dithiocarbamate represented by the general formula [3]
【化７】 （ただし、式中、Ｒ9、Ｒ10、Ｒ11及びＲ12は、炭素数
１〜３０のアルキル基、炭素数５〜３０のシクロアルキ
ル基、炭素数６〜３０のアリール基又は炭素数７〜３０
のアルキルアリール基若しくはアリールアルキル基であ
り、Ｘは酸素又は硫黄である。）、又は、一般式［４］
で表される硫化オキシモリブデンジチオフォスフェートEmbedded image (However, in the formula, R 9 , R 10 , R 11, and R 12 are each an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, or 7 carbon atoms. ~ 30
Is an alkylaryl group or an arylalkyl group, and X is oxygen or sulfur. ) Or general formula [4]
Oxymolybdenum dithiophosphate represented by
【化８】 （ただし、式中、Ｒ13、Ｒ14、Ｒ15及びＲ16は、炭素数
１〜３０のアルキル基、炭素数５〜３０のシクロアルキ
ル基、炭素数６〜３０のアリール基又は炭素数７〜３０
のアルキルアリール基若しくはアリールアルキル基であ
り、Ｘは酸素又は硫黄である。）を配合した潤滑油組成
物であって、（Ａ）ジ第一級アルキルジチオりん酸亜鉛
とジ第二級アルキルジチオりん酸亜鉛のりん含有量の重
量割合が２０：８０〜８０：２０であって、かつジ第一
級アルキルジチオりん酸亜鉛及びジ第二級アルキルジチ
オりん酸亜鉛に由来するりんの量が潤滑油組成物全重量
の０.０７〜０.１５重量％であり、（Ｂ）ジアルキルジ
チオりん酸亜鉛及び硫化オキシモリブデンジチオカーバ
メートを除く硫黄化合物に由来する硫黄の量が潤滑油組
成物全重量の３００〜１,２００ppm（重量比）であり、
（Ｃ）硫化オキシモリブデンジチオカーバメート又は硫
化オキシモリブデンジチオフォスフェートに由来するモ
リブデンの量が潤滑油組成物全重量の２００〜２,００
０ppm（重量比）であることを特徴とする潤滑油組成
物、を提供するものである。さらに、本発明の好ましい
態様として、 （２）ジ第一級アルキルジチオりん酸亜鉛とジ第二級ア
ルキルジチオりん酸亜鉛のりん含有量の重量割合が２
５：７５〜８０：２０である第(１)項記載の潤滑油組成
物、及び、 （３）一般式［１］におけるＲ1、Ｒ2、Ｒ3及びＲ4が炭
素数８〜１３の第一級アルキル基であり、一般式［２］
におけるＲ5、Ｒ6、Ｒ7及びＲ8が炭素数４〜６の第二級
アルキル基である第(１)項又は第(２)項記載の潤滑油組
成物、を提供するものである。Embedded image (However, in the formula, R 13 , R 14 , R 15 and R 16 are each an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or 7 carbon atoms. ~ 30
Is an alkylaryl group or an arylalkyl group, and X is oxygen or sulfur. And a weight ratio of the phosphorus content of (A) zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is 20:80 to 80:20. And the amount of phosphorus derived from zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is 0.07 to 0.15% by weight of the total weight of the lubricating oil composition, B) The amount of sulfur derived from the sulfur compound excluding zinc dialkyldithiophosphate and sulfurized oxymolybdenum dithiocarbamate is 300 to 1,200 ppm (weight ratio) of the total weight of the lubricating oil composition,
(C) The amount of molybdenum derived from sulfurized oxymolybdenum dithiocarbamate or sulfurized oxymolybdenum dithiophosphate is 200 to 2,000 based on the total weight of the lubricating oil composition.
A lubricating oil composition, characterized in that it is 0 ppm (weight ratio). Further, as a preferred embodiment of the present invention, (2) the weight ratio of the phosphorus content of the zinc diprimary alkyldithiophosphate and the zinc disecondary alkyldithiophosphate is 2
The lubricating oil composition according to item (1), which is 5:75 to 80:20, and (3) R 1 , R 2 , R 3 and R 4 in the general formula [1] have 8 to 13 carbon atoms. It is a primary alkyl group and has the general formula [2]
The lubricating oil composition according to item (1) or (2), wherein R 5 , R 6 , R 7 and R 8 in are a secondary alkyl group having 4 to 6 carbon atoms. .
【０００５】[0005]
【発明の実施の形態】本発明の潤滑油組成物において用
いられる潤滑油基油については特に制限はなく、従来潤
滑油の基油として慣用されているもの、例えば、鉱油や
合成油を使用することができる。鉱油としては、潤滑油
原料をフェノール、フルフラールなどの芳香族抽出溶剤
を用いた溶剤精製により得られるラフィネート、シリカ
−アルミナを担体とするコバルト、モリブデンなどの水
素化処理触媒を用いた水素化処理により得られる水素化
処理油、又はワックスの異性化により得られる潤滑油留
分などの鉱油、例えば、６０ニュートラル油、１００ニ
ュートラル油、１５０ニュートラル油、３００ニュート
ラル油、５００ニュートラル油、ブライトストックなど
を挙げることができる。一方、合成油としては、例え
ば、ポリ−α−オレフィンオリゴマー、ポリブテン、ア
ルキルベンゼン、ポリオールエステル、ポリグリコール
エステル、二塩基酸エステル、りん酸エステル、シリコ
ーン油などを挙げることができる。これらの基油はそれ
ぞれ単独で用いてもよいし、２種以上を組み合わせて用
いてもよく、また鉱油と合成油とを混合使用してもよ
い。本発明の潤滑油組成物において用いられる基油とし
ては、１００℃における粘度が３〜２０mm2／ｓの範囲
にあるものが好適であり、なかでも、芳香族成分３重量
％以下、硫黄分５０ppm（重量比）以下及び窒素分５０p
pm（重量比）以下の水素化処理油及びワックス異性化油
が特に好適である。BEST MODE FOR CARRYING OUT THE INVENTION The lubricating base oil used in the lubricating oil composition of the present invention is not particularly limited, and those conventionally used as the base oil for lubricating oil, such as mineral oil and synthetic oil, are used. be able to. As the mineral oil, the lubricating oil raw material is phenol, raffinate obtained by solvent refining using an aromatic extraction solvent such as furfural, silica-alumina-supported cobalt, by hydrotreating using a hydrotreating catalyst such as molybdenum. Mineral oils such as the resulting hydrotreated oils or lubricating oil fractions obtained by isomerizing waxes, such as 60 neutral oil, 100 neutral oil, 150 neutral oil, 300 neutral oil, 500 neutral oil, bright stock and the like. be able to. On the other hand, examples of the synthetic oil include poly-α-olefin oligomer, polybutene, alkylbenzene, polyol ester, polyglycol ester, dibasic acid ester, phosphoric acid ester, and silicone oil. These base oils may be used alone, or may be used in combination of two or more kinds, and mineral oil and synthetic oil may be mixed and used. As the base oil used in the lubricating oil composition of the present invention, those having a viscosity at 100 ° C. in the range of 3 to 20 mm 2 / s are preferable, and among them, the aromatic component is 3% by weight or less and the sulfur content is 50 ppm. (Weight ratio) or less and nitrogen content 50p
Hydrotreated oils and wax isomerized oils of pm or less by weight are especially preferred.
【０００６】本発明の潤滑油組成物においては、一般式
［１］で表されるジ第一級アルキルジチオりん酸亜鉛及
び一般式［２］で表されるジ第二級アルキルジチオりん
酸亜鉛を配合する。In the lubricating oil composition of the present invention, zinc diprimary alkyldithiophosphate represented by the general formula [1] and zinc disecondary alkyldithiophosphate represented by the general formula [2] are used. Is compounded.
【化９】 一般式［１］において、Ｒ1、Ｒ2、Ｒ3及びＲ4は、炭素
数１〜２０の第一級アルキル基であり、それらはたがい
に同一であっても異なっていてもよい。第一級アルキル
基とは、一般式［１］において、酸素原子と直接結合し
ている炭素原子に２個の水素原子と１個の炭素原子が結
合しているアルキル基又は酸素原子と直接結合している
炭素原子に３個の水素原子が結合しているアルキル基で
ある。一般式［１］における第一級アルキル基は、直鎖
状であっても、分岐状であってもよく、このような第一
級アルキル基としては、例えば、メチル基、エチル基、
プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプ
チル基、オクチル基、ノニル基、デシル基、ウンデシル
基、ドデシル基、トリデシル基、テトラデシル基、ペン
タデシル基、ヘキサデシル基、ヘプタデシル基、オクタ
デシル基などを挙げることができる。本発明の潤滑油組
成物においては、炭素数３〜１２の第一級アルキル基を
有するジ第一級アルキルジチオりん酸亜鉛を特に好適に
用いることができる。一般式［２］において、Ｒ5、
Ｒ6、Ｒ7及びＲ8は、炭素数３〜７の第二級アルキル基
であり、それらはたがいに同一であっても異なっていて
もよい。第二級アルキル基とは、一般式［２］におい
て、酸素原子と直接結合している炭素原子に１個の水素
原子と２個の炭素原子が結合しているアルキル基であ
る。このような第二級アルキル基としては、例えば、イ
ソプロピル基、第二級ブチル基、１−メチルブチル基、
１−メチルペンチル基、１−メチルヘキシル基、１−エ
チルプロピル基、１−エチルブチル基、１−エチルペン
チル基、１−ｎ−プロピルブチル基、１,２−ジメチル
プロピル基、１,２−ジメチルブチル基、１,３−ジメチ
ルブチル基、１,２−ジメチルペンチル基、１,３−ジメ
チルペンチル基、１,４−ジメチルペンチル基、１−エ
チル−２−メチルプロピル基、１−エチル−２−メチル
ブチル基、１−エチル−３−メチルブチル基、１−イソ
プロピルブチル基、１−イソプロピル−２−メチルプロ
ピル基などを挙げることができる。Embedded image In the general formula [1], R 1 , R 2 , R 3 and R 4 are primary alkyl groups having 1 to 20 carbon atoms, and they may be the same or different. The primary alkyl group is, in the general formula [1], an alkyl group in which two hydrogen atoms and one carbon atom are bonded to a carbon atom directly bonded to an oxygen atom or a direct bond to an oxygen atom. Is an alkyl group in which three hydrogen atoms are bonded to the carbon atom. The primary alkyl group in the general formula [1] may be linear or branched, and examples of such a primary alkyl group include a methyl group, an ethyl group,
Propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, etc. be able to. In the lubricating oil composition of the present invention, zinc diprimary alkyldithiophosphate having a primary alkyl group having 3 to 12 carbon atoms can be particularly preferably used. In the general formula [2], R 5 ,
R 6 , R 7 and R 8 are secondary alkyl groups having 3 to 7 carbon atoms, and they may be the same or different from each other. The secondary alkyl group is an alkyl group in which one hydrogen atom and two carbon atoms are bonded to the carbon atom directly bonded to the oxygen atom in the general formula [2]. Examples of such secondary alkyl group include, for example, isopropyl group, secondary butyl group, 1-methylbutyl group,
1-methylpentyl group, 1-methylhexyl group, 1-ethylpropyl group, 1-ethylbutyl group, 1-ethylpentyl group, 1-n-propylbutyl group, 1,2-dimethylpropyl group, 1,2-dimethyl Butyl group, 1,3-dimethylbutyl group, 1,2-dimethylpentyl group, 1,3-dimethylpentyl group, 1,4-dimethylpentyl group, 1-ethyl-2-methylpropyl group, 1-ethyl-2 -Methylbutyl group, 1-ethyl-3-methylbutyl group, 1-isopropylbutyl group, 1-isopropyl-2-methylpropyl group and the like can be mentioned.
【０００７】本発明の潤滑油組成物においては、一般式
［１］で表されるジ第一級アルキルジチオりん酸亜鉛と
一般式［２］で表されるジ第二級アルキルジチオりん酸
亜鉛をりん含有量の重量割合で２０：８０〜８０：２０
となるよう、好ましくは２５：７５〜８０：２０となる
よう、さらに好ましくは３０：７０〜７０：３０となる
よう潤滑油基油に配合する。ジ第一級アルキルジチオり
ん酸亜鉛とジ第二級アルキルジチオりん酸亜鉛をりん含
有量の重量割合で２０：８０〜８０：２０となるよう配
合することにより、摩耗防止性を低下させることなく、
低摩擦性を向上することができる。ジ第一級アルキルジ
チオりん酸亜鉛とジ第二級アルキルジチオりん酸亜鉛の
りん含有量の重量割合が２０：８０未満で、ジ第一級ア
ルキルジチオりん酸亜鉛の割合が少ないと、潤滑油組成
物の低摩擦性が不十分となるおそれがある。ジ第一級ア
ルキルジチオりん酸亜鉛とジ第二級アルキルジチオりん
酸亜鉛のりん含有量の重量割合が８０：２０を超え、ジ
第二級アルキルジチオりん酸亜鉛の割合が少ないと、潤
滑油組成物の摩耗防止性が低下するおそれがある。 本発明の潤滑油組成物においては、ジ第一級アルキルジ
チオりん酸亜鉛及びジ第二級アルキルジチオりん酸亜鉛
を、これらに由来するりんの量が潤滑油組成物全重量の
０.０７〜０.１５重量％、好ましくは０.０８〜０.１０
重量％になるよう配合する。ジ第一級アルキルジチオり
ん酸亜鉛及びジ第二級アルキルジチオりん酸亜鉛に由来
するりんの量が、潤滑油組成物全重量の０.０７重量％
未満であると、摩耗防止性が不十分となるおそれがあ
る。ジ第一級アルキルジチオりん酸亜鉛及びジ第二級ア
ルキルジチオりん酸亜鉛に由来するりんの量が、潤滑油
組成物全重量の０.１５重量％を超えると、その量の増
加の割には効果の向上が認められない。In the lubricating oil composition of the present invention, zinc diprimary alkyldithiophosphate represented by the general formula [1] and zinc disecondary alkyldithiophosphate represented by the general formula [2] are used. 20:80 to 80:20 by weight ratio of phosphorus content
Of the base oil, preferably 25:75 to 80:20, and more preferably 30:70 to 70:30. Zinc di-primary alkyldithiophosphate and zinc di-secondary alkyldithiophosphate are blended in a weight ratio of phosphorus content of 20:80 to 80:20 to prevent abrasion resistance. ,
The low friction property can be improved. When the weight ratio of the phosphorus content of zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is less than 20:80 and the proportion of zinc diprimary alkyldithiophosphate is small, the lubricating oil The low friction property of the composition may be insufficient. When the weight ratio of the phosphorus content of zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate exceeds 80:20 and the proportion of zinc disecondary alkyldithiophosphate is small, the lubricating oil The anti-wear property of the composition may decrease. In the lubricating oil composition of the present invention, zinc di-primary alkyldithiophosphate and zinc di-secondary alkyldithiophosphate are used, and the amount of phosphorus derived from these is 0.07 to 10% of the total weight of the lubricating oil composition. 0.15% by weight, preferably 0.08 to 0.10
It is blended so that it becomes the weight%. The amount of phosphorus derived from zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is 0.07% by weight based on the total weight of the lubricating oil composition.
If it is less than the range, the abrasion resistance may be insufficient. If the amount of phosphorus derived from zinc di-primary alkyldithiophosphate and zinc di-secondary alkyldithiophosphate exceeds 0.15% by weight based on the total weight of the lubricating oil composition, the increase in the amounts will be considered. Does not show any improvement in effect.
【０００８】本発明の潤滑油組成物には、炭素数が２〜
１８のアルキル基を有するジアルキルジチオカルバミン
酸亜鉛、ジアルキルジチオカルバミン酸銅若しくはジア
ルキルジチオカルバミン酸ニッケル、アルキル基の炭素
数が２〜１８であるテトラアルキルチウラムダイサルフ
ァイド、炭素数が２〜１８のアルキル基を有するダイサ
ルファイド、炭素数が６〜１８のアリール基又は炭素数
７〜１８アルキルアリール基若しくはアリールアルキル
基を有するダイサルファイド、炭素数が３〜２４でかつ
硫黄を含む置換基を有するチアジアゾール化合物、硫化
オレフィン、硫化魚油及び硫化鯨油よりなる群より選ば
れた１種又は２種以上の硫黄化合物を配合する。本発明
の潤滑油組成物に配合するジアルキルジチオカルバミン
酸塩としては、一般式［５］で表される化合物を用い
る。The lubricating oil composition of the present invention has 2 to 2 carbon atoms.
Zinc dialkyldithiocarbamate having 18 alkyl groups, copper dialkyldithiocarbamate or nickel dialkyldithiocarbamate, tetraalkyl thiuram disulfide having an alkyl group having 2 to 18 carbon atoms, and die having an alkyl group having 2 to 18 carbon atoms Sulfide, disulfide having an aryl group having 6 to 18 carbon atoms or an alkylaryl group having 7 to 18 carbon atoms or an arylalkyl group, thiadiazole compound having 3 to 24 carbon atoms and a substituent containing sulfur, sulfided olefin, One or more sulfur compounds selected from the group consisting of sulfurized fish oil and sulfurized whale oil are blended. As the dialkyldithiocarbamate to be added to the lubricating oil composition of the present invention, the compound represented by the general formula [5] is used.
【化１０】 一般式［５］において、Ｍは亜鉛、銅又はニッケルであ
り、Ｒ17、Ｒ18、Ｒ19及びＲ20は炭素数２〜１８のアル
キル基であり、それらはたがいに同一であっても異なっ
ていてもよい。一般式［５］において、Ｒ17、Ｒ18、Ｒ
19及びＲ20で表される炭素数２〜１８のアルキル基は、
直鎖状でも、分岐状であってもよく、例えば、エチル
基、プロピル基、ブチル基、ペンチル基、ヘキシル基、
ヘプチル基、オクチル基、ノニル基、デシル基、ウンデ
シル基、ドデシル基、トリデシル基、テトラデシル基、
ペンタデシル基、ヘキサデシル基、ヘプタデシル基、オ
クタデシル基などを挙げることができる。本発明の潤滑
油組成物に配合するテトラアルキルチウラムダイサルフ
ァイドとしては、一般式［６］で表される化合物を用い
る。Embedded image In the general formula [5], M is zinc, copper or nickel, R 17 , R 18 , R 19 and R 20 are alkyl groups having 2 to 18 carbon atoms, and they may be the same or different. May be. In the general formula [5], R 17 , R 18 , R
The alkyl group having 2 to 18 carbon atoms represented by 19 and R 20 is
It may be linear or branched, for example, ethyl group, propyl group, butyl group, pentyl group, hexyl group,
Heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group,
Pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and the like can be mentioned. As the tetraalkyl thiuram disulphide compounded in the lubricating oil composition of the present invention, a compound represented by the general formula [6] is used.
【化１１】 一般式［６］において、Ｒ21、Ｒ22、Ｒ23及びＲ24は炭
素数２〜１８のアルキル基であり、それらはたがいに同
一であっても異なっていてもよい。一般式［６］におい
て、Ｒ21、Ｒ22、Ｒ23及びＲ24で表される炭素数２〜１
８のアルキル基は、直鎖状でも、分岐状であってもよ
く、例えば、エチル基、プロピル基、ブチル基、ペンチ
ル基、ヘキシル基、ヘプチル基、オクチル基、ノニル
基、デシル基、ウンデシル基、ドデシル基、トリデシル
基、テトラデシル基、ペンタデシル基、ヘキサデシル
基、ヘプタデシル基、オクタデシル基などを挙げること
ができる。Embedded image In the general formula [6], R 21 , R 22 , R 23 and R 24 are alkyl groups having 2 to 18 carbon atoms, and they may be the same or different. In the general formula [6], the number of carbon atoms represented by R 21 , R 22 , R 23 and R 24 is 2 to 1
The alkyl group of 8 may be linear or branched, and examples thereof include 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, and an undecyl group. , Dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and the like.
【０００９】本発明の潤滑油組成物に配合するダイサル
ファイドとしては、一般式［７］で表される化合物を用
いる。 Ｒ25−Ｓ−Ｓ−Ｒ26 …［７］ 一般式［７］において、Ｒ25及びＲ26は炭素数２〜１８
のアルキル基、炭素数６〜１８のアリール基又は炭素数
７〜１８のアルキルアリール基若しくはアリールアルキ
ル基であり、好ましくは炭素数６〜１２のアルキル基、
炭素数６〜１２のアリール基又は炭素数７〜１２のアル
キルアリール基若しくはアリールアルキル基であり、そ
れらはたがいに同一であっても異なっていてもよい。一
般式［７］において、Ｒ25及びＲ26で表される炭素数２
〜１８のアルキル基は、直鎖状でも、分岐状であっても
よく、例えば、エチル基、プロピル基、ブチル基、ペン
チル基、ヘキシル基、ヘプチル基、オクチル基、ノニル
基、デシル基、ウンデシル基、ドデシル基、トリデシル
基、テトラデシル基、ペンタデシル基、ヘキサデシル
基、ヘプタデシル基、オクタデシル基などを挙げること
ができ、また、Ｒ25及びＲ26で表される炭素数６〜１８
のアリール基、炭素数７〜１８のアルキルアリール基及
びアリールアルキル基としては、例えば、フェニル基、
ナフチル基、ベンジル基、フェネチル基、メチルベンジ
ル基、ジフェニルメチル基などを挙げることができる。
本発明の潤滑油組成物においては、ダイサルファイドと
してジベンジルダイサルファイドを特に好適に使用する
ことができる。本発明の潤滑油組成物に配合する硫黄を
含む置換基を有するチアジアゾール化合物としては、一
般式［８］As the disulphide compounded in the lubricating oil composition of the present invention, a compound represented by the general formula [7] is used. R 25 -S-S-R 26 ... [7] General formula [7], R 25 and R 26 are carbon atoms 2 to 18
Is an alkyl group having 6 to 18 carbon atoms, or an alkylaryl group having 7 to 18 carbon atoms or an arylalkyl group, preferably an alkyl group having 6 to 12 carbon atoms,
An aryl group having 6 to 12 carbon atoms or an alkylaryl group or arylalkyl group having 7 to 12 carbon atoms, which may be the same or different from each other. In the general formula [7], the number of carbon atoms represented by R 25 and R 26 is 2
The alkyl group of to 18 may be linear or branched, and examples thereof include 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 and an undecyl group. Group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, and the like, and also has 6 to 18 carbon atoms represented by R 25 and R 26.
Examples of the aryl group, the alkylaryl group having 7 to 18 carbon atoms and the arylalkyl group include, for example, a phenyl group,
Examples thereof include naphthyl group, benzyl group, phenethyl group, methylbenzyl group and diphenylmethyl group.
In the lubricating oil composition of the present invention, dibenzyl disulphide can be used particularly suitably as disulphide. Examples of the thiadiazole compound having a sulfur-containing substituent compounded in the lubricating oil composition of the present invention include compounds represented by the general formula [8]
【化１２】 （ただし、式中、Ｒ27及びＲ28は炭素数３〜２４でかつ
硫黄原子を１個以上含む１価の基であり、それらはたが
いに同一でも異なっていてもよい。）で表される化合物
を用いる。一般式［８］におけるＲ27及びＲ28で表され
る炭素数が３〜２４でかつ硫黄原子を１個以上を含む１
価の基としては、例えば、５−チアノニル基、２,５−
ジチアヘキシル基、３,４−ジチアヘキシル基、４,５−
ジチアヘキシル基、３,４,５−トリチアヘプチル基、
３,４,５,６−テトラチアオクチル基、５−チア−２−
ヘプテニル基、４−チアシクロヘキシル基、１,４−ジ
チアナフチル基、５−（メチルチオ）オクチル基、４−
（エチルチオ）−２−ペンテニル基、４−（メチルチ
オ）シクロヘキシル基、４−メルカプトフェニル基、４
−（メチルチオ）フェニル基、４−（ヘキシルチオ）ベ
ンジル基などを挙げることができる。これらの中で、式
［９］で表される３,４−ジチアヘキシル基、式［１
０］で表される４,５−ジチアヘキシル基、式［１１］
で表される３,４,５−トリチアヘプチル基、式［１２］
で表される３,４,５,６−テトラチアオクチル基などの
ように、鎖中において２〜４個の硫黄原子が連続して結
合した基が特に好ましい。 ＣＨ3ＣＨ2−Ｓ−Ｓ−ＣＨ2ＣＨ2− …［９］ ＣＨ3−Ｓ−Ｓ−ＣＨ2ＣＨ2ＣＨ2− …［１０］ ＣＨ3ＣＨ2−Ｓ−Ｓ−Ｓ−ＣＨ2ＣＨ2− …［１１］ ＣＨ3ＣＨ2−Ｓ−Ｓ−Ｓ−Ｓ−ＣＨ2ＣＨ2− …［１２］ 本発明の潤滑油組成物に配合する硫化オレフィンは、イ
ソブチレンなどの重合物を硫化処理して得られる硫黄含
有量が２５〜４０重量％の硫化オレフィン（多硫化物）
であり、硫化魚油及び硫化鯨油は、魚油及び鯨油を同様
に硫化処理して得られるものである。本発明の潤滑油組
成物において、一般式［５］で表されるジアルキルジチ
オカルバミン酸塩、一般式［６］で表されるテトラアル
キルチウラムダイサルファイド、一般式［７］で表され
るダイサルファイド、一般式［８］で表されるチアジア
ゾール化合物、硫化オレフィン、硫化魚油及び硫化鯨油
は、１種を単独で用いることができ、２種以上を組み合
わせて用いることができる。これらの硫黄化合物は、硫
黄化合物に由来する硫黄の量が潤滑油組成物全重量の３
００〜１,２００ppm（重量比）になるよう配合する。硫
黄化合物の配合量が、硫黄化合物に由来する硫黄の量が
潤滑油組成物全重量の３００ppm（重量比）未満となる
量であっても、１,２００ppm（重量比）を超える量であ
っても、摩擦低減を長期にわたって持続する効果が不十
分となるおそれがある。Embedded image (However, in the formula, R 27 and R 28 are monovalent groups having 3 to 24 carbon atoms and containing at least one sulfur atom, and they may be the same or different from each other.). Compounds are used. 1 in which the carbon number represented by R 27 and R 28 in the general formula [8] is 3 to 24 and which contains at least one sulfur atom;
Examples of the valent group include a 5-thianonyl group and 2,5-
Dithiahexyl group, 3,4-dithiahexyl group, 4,5-
Dithiahexyl group, 3,4,5-trithiaheptyl group,
3,4,5,6-tetrathiaoctyl group, 5-thia-2-
Heptenyl group, 4-thiacyclohexyl group, 1,4-dithianaphthyl group, 5- (methylthio) octyl group, 4-
(Ethylthio) -2-pentenyl group, 4- (methylthio) cyclohexyl group, 4-mercaptophenyl group, 4
Examples thereof include a-(methylthio) phenyl group and a 4- (hexylthio) benzyl group. Among these, the 3,4-dithiahexyl group represented by the formula [9] and the formula [1
0] represented by the formula [11]
A 3,4,5-trithiaheptyl group represented by the formula [12]
A group in which 2 to 4 sulfur atoms are continuously bonded in the chain, such as a 3,4,5,6-tetrathiaoctyl group represented by, is particularly preferable. CH 3 CH 2 -S-S- CH 2 CH 2 - ... [9] CH 3 -S-S-CH 2 CH 2 CH 2 - ... [10] CH 3 CH 2 -S-S-S-CH 2 CH 2 - ... [11] CH 3 CH 2 -S-S-S-S-CH 2 CH 2 - ... [12] sulfurized olefins formulating the lubricating oil composition of the present invention, sulfide handles polymer of isobutylene Sulfurized olefin (polysulfide) having a sulfur content of 25-40% by weight
The sulfurized fish oil and the sulfurized whale oil are obtained by subjecting the fish oil and the whale oil to the sulfurization treatment in the same manner. In the lubricating oil composition of the present invention, a dialkyldithiocarbamate represented by the general formula [5], a tetraalkylthiuram disulphide represented by the general formula [6], and a disulfide represented by the general formula [7], The thiadiazole compound, sulfurized olefin, sulfurized fish oil, and sulfurized whale oil represented by the general formula [8] can be used alone or in combination of two or more kinds. In these sulfur compounds, the amount of sulfur derived from the sulfur compound is 3% of the total weight of the lubricating oil composition.
It is blended so as to be 0.00 to 1,200 ppm (weight ratio). The amount of sulfur compound is more than 1,200 ppm (weight ratio) even if the amount of sulfur derived from the sulfur compound is less than 300 ppm (weight ratio) of the total weight of the lubricating oil composition. However, the effect of sustaining the friction reduction for a long period of time may be insufficient.
【００１０】本発明の潤滑油組成物においては、一般式
［３］で表される硫化オキシモリブデンジチオカーバメ
ート、又は、一般式［４］で表される硫化オキシモリブ
デンジチオフォスフェートを配合する。In the lubricating oil composition of the present invention, a sulfurized oxymolybdenum dithiocarbamate represented by the general formula [3] or a sulfurized oxymolybdenum dithiophosphate represented by the general formula [4] is blended.
【化１３】 一般式［３］において、Ｒ9、Ｒ10、Ｒ11及びＲ12は、
炭素数１〜３０の炭化水素基であり、Ｘは酸素又は硫黄
である。一般式［３］において、Ｒ9、Ｒ10、Ｒ11及び
Ｒ12で表される炭化水素基は、すべて同一であっても、
異なっていてもよい。また、一般式［３］において、す
べてのＸが硫黄又は酸素であってもよく、また一部のＸ
が硫黄で、残りのＸが酸素であってもよい。Ｒ9、
Ｒ10、Ｒ11及びＲ12で表される炭化水素基としては、例
えば、炭素数１〜３０のアルキル基、炭素数２〜３０の
アルケニル基、炭素数５〜３０のシクロアルキル基、炭
素数６〜３０のアリール基、炭素数７〜３０のアルキル
アリール基及びアリールアルキル基などを挙げることが
できる。炭素数１〜３０の炭化水素基の具体例として
は、例えば、メチル基、エチル基、プロピル基、ブチル
基、ペンチル基、オクチル基、ノニル基、デシル基、ウ
ンデシル基、ドデシル基、トリデシル基、オクテニル
基、ノネニル基、デセニル基、ウンデセニル基、ドデセ
ニル基、トリデセニル基、シクロヘキシル基、ジメチル
シクロヘキシル基、エチルシクロヘキシル基、メチルシ
クロヘキシルメチル基、シクロヘキシルエチル基、プロ
ピルシクロヘキシル基、ブチルシクロヘキシル基、ヘプ
チルシクロヘキシル基、フェニル基、ベンジル基、ジメ
チルフェニル基、メチルベンジル基、フェネチル基、ナ
フチル基、ジメチルナフチル基などを挙げることができ
る。本発明の潤滑油組成物においては、一般式［３］に
おいて、Ｒ9、Ｒ10、Ｒ11及びＲ12が炭素数８〜１３の
アルキル基であることが特に好ましい。Embedded image In the general formula [3], R 9 , R 10 , R 11 and R 12 are
It is a hydrocarbon group having 1 to 30 carbon atoms, and X is oxygen or sulfur. In the general formula [3], the hydrocarbon groups represented by R 9 , R 10 , R 11 and R 12 are all the same,
It may be different. Further, in the general formula [3], all X may be sulfur or oxygen, and a part of X
May be sulfur and the remaining X may be oxygen. R 9 ,
Examples of the hydrocarbon group represented by R 10 , R 11 and R 12 include an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, and a carbon number. A 6-30 aryl group, a C7-30 alkylaryl group, an arylalkyl group, etc. can be mentioned. Specific examples of the hydrocarbon group having 1 to 30 carbon atoms include, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, Octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, cyclohexyl group, dimethylcyclohexyl group, ethylcyclohexyl group, methylcyclohexylmethyl group, cyclohexylethyl group, propylcyclohexyl group, butylcyclohexyl group, heptylcyclohexyl group, Examples thereof include a phenyl group, a benzyl group, a dimethylphenyl group, a methylbenzyl group, a phenethyl group, a naphthyl group and a dimethylnaphthyl group. In the lubricating oil composition of the present invention, in the general formula [3], it is particularly preferable that R 9 , R 10 , R 11 and R 12 are an alkyl group having 8 to 13 carbon atoms.
【００１１】一般式［４］において、Ｒ13、Ｒ14、Ｒ15
及びＲ16は、炭素数１〜３０の炭化水素基であり、Ｘは
酸素又は硫黄である。一般式［４］において、Ｒ13、Ｒ
14、Ｒ15及びＲ16で表される炭化水素基は、すべて同一
であっても、異なっていてもよい。また、一般式［４］
において、すべてのＸが硫黄又は酸素であってもよく、
また一部のＸが硫黄で、残りのＸが酸素であってもよ
い。Ｒ13、Ｒ14、Ｒ15及びＲ16で表される炭化水素基と
しては、例えば、炭素数１〜３０のアルキル基、炭素数
２〜３０のアルケニル基、炭素数５〜３０のシクロアル
キル基、炭素数６〜３０のアリール基、炭素数７〜３０
のアルキルアリール基及びアリールアルキル基などを挙
げることができる。炭素数１〜３０の炭化水素基の具体
例としては、例えば、メチル基、エチル基、プロピル
基、ブチル基、ペンチル基、オクチル基、ノニル基、デ
シル基、ウンデシル基、ドデシル基、トリデシル基、オ
クテニル基、ノネニル基、デセニル基、ウンデセニル
基、ドデセニル基、トリデセニル基、シクロヘキシル
基、ジメチルシクロヘキシル基、エチルシクロヘキシル
基、メチルシクロヘキシルメチル基、シクロヘキシルエ
チル基、プロピルシクロヘキシル基、ブチルシクロヘキ
シル基、ヘプチルシクロヘキシル基、フェニル基、ベン
ジル基、ジメチルフェニル基、メチルベンジル基、フェ
ネチル基、ナフチル基、ジメチルナフチル基などを挙げ
ることができる。本発明の潤滑油組成物においては、一
般式［４］において、Ｒ13、Ｒ14、Ｒ15及びＲ16が炭素
数８〜１３のアルキル基であることが特に好ましい。本
発明の潤滑油組成物においては、硫化オキシモリブデン
ジチオカーバメート又は硫化オキシモリブデンジチオフ
ォスフェートは、１種用いてもよいし、２種以上を組み
合わせて用いてもよい。また、硫化オキシモリブデンジ
チオカーバメート及び硫化オキシモリブデンジチオフォ
スフェートは、硫化オキシモリブデンジチオカーバメー
ト及び硫化オキシモリブデンジチオフォスフェートに由
来するモリブテンの量が潤滑油組成物全重量の２００〜
２,０００ppm（重量比）となるよう、好ましくは３００
〜８００ppm（重量比）となるよう配合する。硫化オキ
シモリブデンジチオカーバメート又は硫化オキシモリブ
デンジチオフォスフェートの配合量が、硫化オキシモリ
ブデンジチオカーバメート及び硫化オキシモリブデンジ
チオフォスフェートに由来するモリブテンの量が潤滑油
組成物全重量の２００ppm（重量比）未満となる量であ
ると、低摩擦性の向上効果が十分に発揮されないおそれ
がある。硫化オキシモリブデンジチオカーバメート又は
硫化オキシモリブデンジチオフォスフェートの配合量
が、硫化オキシモリブデンジチオカーバメート及び硫化
オキシモリブデンジチオフォスフェートに由来するモリ
ブテンの量が潤滑油組成物全重量の２,０００ppm（重量
比）を超える量であると、その量の増加の割には効果の
向上が認められず、またスラッジなどの原因となるおそ
れがある。In the general formula [4], R 13 , R 14 and R 15
And R 16 are hydrocarbon groups having 1 to 30 carbon atoms, and X is oxygen or sulfur. In the general formula [4], R 13 , R
The hydrocarbon groups represented by 14 , R 15 and R 16 may be the same or different. In addition, the general formula [4]
In, all X may be sulfur or oxygen,
Further, a part of X may be sulfur and the remaining X may be oxygen. Examples of the hydrocarbon group represented by R 13 , R 14 , R 15 and R 16 include an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, and a cycloalkyl group having 5 to 30 carbon atoms. An aryl group having 6 to 30 carbon atoms, and 7 to 30 carbon atoms
The alkylaryl group and the arylalkyl group can be mentioned. Specific examples of the hydrocarbon group having 1 to 30 carbon atoms include, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, Octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, cyclohexyl group, dimethylcyclohexyl group, ethylcyclohexyl group, methylcyclohexylmethyl group, cyclohexylethyl group, propylcyclohexyl group, butylcyclohexyl group, heptylcyclohexyl group, Examples thereof include a phenyl group, a benzyl group, a dimethylphenyl group, a methylbenzyl group, a phenethyl group, a naphthyl group and a dimethylnaphthyl group. In the lubricating oil composition of the present invention, in the general formula [4], it is particularly preferable that R 13 , R 14 , R 15 and R 16 are alkyl groups having 8 to 13 carbon atoms. In the lubricating oil composition of the present invention, one kind of sulfurized oxymolybdenum dithiocarbamate or sulfurized oxymolybdenum dithiophosphate may be used, or two or more kinds thereof may be used in combination. Further, the sulfurized oxymolybdenum dithiocarbamate and the sulfurized oxymolybdenum dithiophosphate have an amount of molybdenum derived from the sulfurized oxymolybdenum dithiocarbamate and the sulfurized oxymolybdenum dithiophosphate of 200 to 200% of the total weight of the lubricating oil composition.
2,000ppm (weight ratio), preferably 300
It is blended so that it becomes ~ 800ppm (weight ratio). The amount of sulfurized oxymolybdenum dithiocarbamate or sulfurized oxymolybdenum dithiophosphate blended such that the amount of molybdenum derived from sulfurized oxymolybdenum dithiocarbamate and sulfurized oxymolybdenum dithiophosphate becomes less than 200 ppm (weight ratio) of the total weight of the lubricating oil composition. When it is, there is a possibility that the effect of improving the low friction property may not be sufficiently exhibited. The compounding amount of sulfurized oxymolybdenum dithiocarbamate or sulfurized oxymolybdenum dithiophosphate exceeds 2,000 ppm (weight ratio) of the total weight of the lubricating oil composition derived from sulfurized oxymolybdenum dithiocarbamate and sulfurized oxymolybdenum dithiophosphate. In the case of the amount, the improvement of the effect is not recognized despite the increase in the amount, and there is a risk of causing sludge and the like.
【００１２】本発明の潤滑油組成物には、本発明の目的
が損なわれない範囲で、従来潤滑油に慣用されている各
種添加剤、例えば、他の摩擦調整剤、金属系清浄剤、他
の摩耗防止剤、無灰分散剤、酸化防止剤、粘度指数向上
剤、流動点降下剤、消泡剤、防錆剤、腐食防止剤などを
適宜配合することができる。他の摩擦調整剤としては、
例えば、多価アルコール部分エステル、アミン、アミ
ド、硫化エステルなどを挙げることができる。金属系清
浄剤としては、例えば、カルシウムサリシレート、マグ
ネシウムサリシレート、カルシウムスルフォネート、マ
グネシウムスルフォネート、バリウムスルフォネート、
カルシウムフェネート、バリウムフェネートなどを挙げ
ることができる。これらの金属系清浄剤は、通常０.１
〜５.０重量％の割合で配合される。他の摩耗防止剤と
しては、例えば、チオりん酸金属塩、硫黄化合物、りん
酸エステル、亜りん酸エステルなどを挙げることができ
る。これらの摩耗防止剤は、通常０.０５〜５.０重量％
の割合で配合される。無灰分散剤としては、例えば、コ
ハク酸イミド系、コハク酸アミド系、ベンジルアミン
系、エステル系の無灰分散剤などを挙げることができ
る。これらの無灰分散剤は、通常０.５〜７.０重量％の
割合で配合される。酸化防止剤としては、例えば、２,
６−ジ−ｔ−ブチル−４−メチルフェノール、４,４'−
メチレンビス（２,６−ジ−ｔ−ブチルフェノール）な
どのフェノール系酸化防止剤などを挙げることができ
る。これらの酸化防止剤は、通常０.０５〜４.０重量％
の割合で配合される。粘度指数向上剤としては、例え
ば、ポリメタクリレート系、ポリイソブチレン系、エチ
レン−プロピレン共重合体系、スチレン−ブタジエン水
添共重合体系などを挙げることができる。これらの粘度
指数向上剤は、通常０.５〜３５重量％の割合で配合さ
れる。流動点降下剤としては、例えば、ポリアルキルメ
タクリレート、塩素化パラフィン−ナフタレン縮合物、
アルキル化ポリスチレンなどを挙げることができる。消
泡剤としては、例えば、ジメチルポリシロキサンやポリ
アクリル酸などを挙げることができる。防錆剤として
は、例えば、脂肪酸、アルケニルコハク酸部分エステ
ル、脂肪酸セッケン、アルキルスルフォン酸塩、脂肪酸
多価アルコールエステル、脂肪酸アミン、酸化パラフィ
ン、アルキルポリオキシエチレンエーテルなどを挙げる
ことができる。腐食防止剤としては、例えば、ベンゾト
リアゾールやベンゾイミダゾールなどを挙げることがで
きる。The lubricating oil composition of the present invention contains various additives conventionally used in lubricating oils, such as other friction modifiers, metallic detergents, etc. within a range that does not impair the object of the present invention. Antiwear agents, ashless dispersants, antioxidants, viscosity index improvers, pour point depressants, defoamers, rust inhibitors, corrosion inhibitors and the like can be appropriately added. Other friction modifiers include
For example, polyhydric alcohol partial ester, amine, amide, sulfurized ester and the like can be mentioned. Examples of the metal-based detergent include calcium salicylate, magnesium salicylate, calcium sulfonate, magnesium sulfonate, barium sulfonate,
Examples thereof include calcium phenate and barium phenate. These metallic detergents are usually 0.1
It is compounded at a ratio of up to 5.0% by weight. Examples of other antiwear agents include metal salts of thiophosphoric acid, sulfur compounds, phosphoric acid esters, and phosphorous acid esters. These antiwear agents are usually used in an amount of 0.05 to 5.0% by weight.
In the proportion of Examples of the ashless dispersant include succinimide-based, succinamide-based, benzylamine-based, and ester-based ashless dispersants. These ashless dispersants are usually added in a proportion of 0.5 to 7.0% by weight. Examples of the antioxidant include 2,
6-di-t-butyl-4-methylphenol, 4,4'-
Mention may be made of phenolic antioxidants such as methylenebis (2,6-di-t-butylphenol). These antioxidants are usually used in an amount of 0.05 to 4.0% by weight.
In the proportion of Examples of the viscosity index improver include polymethacrylate type, polyisobutylene type, ethylene-propylene copolymer system, styrene-butadiene hydrogenation copolymer system and the like. These viscosity index improvers are usually added in a proportion of 0.5 to 35% by weight. As the pour point depressant, for example, polyalkyl methacrylate, chlorinated paraffin-naphthalene condensate,
Examples thereof include alkylated polystyrene. Examples of the defoaming agent include dimethylpolysiloxane and polyacrylic acid. Examples of the rust preventive agent include fatty acid, alkenyl succinic acid partial ester, fatty acid soap, alkyl sulfonate, fatty acid polyhydric alcohol ester, fatty acid amine, oxidized paraffin, alkyl polyoxyethylene ether and the like. Examples of the corrosion inhibitor include benzotriazole and benzimidazole.
【００１３】[0013]
【実施例】以下に、実施例を挙げて本発明をさらに詳細
に説明するが、本発明はこれらの実施例によりなんら限
定されるものではない。なお、平均カム摩耗量は、ＡＳ
ＴＭ ＲＲ：Ｄ−２：１２２６にしたがって測定した。
潤滑油組成物の摩擦係数は、往復動すべり摩擦試験機
［ＳＲＶ摩擦試験機］を用い、振動数５０Hz、振幅３m
m、荷重２５Ｎ、温度８０℃、試験時間２５分において
測定した。窒素酸化物ガス含有空気による酸化試験は、
試験油１５０mlについて、温度１３０℃、窒素酸化物
（ＮＯx）濃度１容量％、流速２リットル／時、試験時
間８時間で行った。 実施例１ １００℃における粘度が４.０mm2／ｓのパラフィン系鉱
油に、金属系清浄剤としてカルシウムスルフォネートを
２.０重量％、無灰分散剤としてコハク酸イミドを５.０
重量％、酸化防止剤としてヒンダードフェノールを１.
０重量％、粘度指数向上剤としてポリアルキルメタクリ
レートを５.０重量％、ジ−２−エチルヘキシルジチオ
りん酸亜鉛とジ−１−メチルブチルジチオりん酸亜鉛
を、りん含有量の重量割合が８０：２０になり、りんの
量が０.１０重量％になるよう、ジベンジルダイサルフ
ァイドを硫黄の量が５００ppm（重量比）になるよう、
硫化オキシモリブデン−Ｎ,Ｎ−ジオクチルジチオカー
バメートをモリブデンの量が５００ppm（重量比）にな
るよう配合して潤滑油組成物を調製した。この潤滑油組
成物を用いたときの平均カム摩耗量は、６.８milであっ
た。また、この潤滑油組成物の調製直後の摩擦係数は
０.１１、酸化試験後の摩擦係数は０.１１であった。 実施例２ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が７５：２５になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、５.５milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１１であった。 実施例３ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が７０：３０になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、４.６milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１１であった。 実施例４ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が５０：５０になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、３.６milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１２であった。 実施例５ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が３０：７０になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、２.５milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１３であった。 実施例６ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が２５：７５になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、２.２milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１３であった。 実施例７ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が２０：８０になり、りんの量が０.１０重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、２.０milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１２、酸化試験後の摩擦
係数は０.１４であった。 実施例８ 潤滑油基油として１００℃における粘度が４.０mm2／ｓ
のポリ−α−オレフィンを用いた以外は、実施例４と同
じ配合の潤滑油組成物を調製した。この潤滑油組成物を
用いたときの平均カム摩耗量は、３.５milであった。ま
た、この潤滑油組成物の調製直後の摩擦係数は０.１
１、酸化試験後の摩擦係数は０.１２であった。 実施例９ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が５０：５０になり、りんの量が０.０８重量％になる
よう配合した以外は、実施例１と同じ配合の潤滑油組成
物を調製した。この潤滑油組成物を用いたときの平均カ
ム摩耗量は、４.５milであった。また、この潤滑油組成
物の調製直後の摩擦係数は０.１１、酸化試験後の摩擦
係数は０.１３であった。 実施例１０ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が５０：５０になり、りんの量が０.１０重量％になる
よう配合し、ジベンジルダイサルファイドを硫黄の量が
３００ppm（重量比）になるよう配合した以外は、実施
例１と同じ配合の潤滑油組成物を調製した。この潤滑油
組成物を用いたときの平均カム摩耗量は、４.２milであ
った。また、この潤滑油組成物の調製直後の摩擦係数は
０.１１、酸化試験後の摩擦係数は０.１３であった。 実施例１１ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が５０：５０になり、りんの量が０.１０重量％になる
よう配合し、ジベンジルダイサルファイドを硫黄の量が
１,２００ppm（重量比）になるよう配合した以外は、実
施例１と同じ配合の潤滑油組成物を調製した。この潤滑
油組成物を用いたときの平均カム摩耗量は、３.５milで
あった。また、この潤滑油組成物の調製直後の摩擦係数
は０.１１、酸化試験後の摩擦係数は０.１４であった。 実施例１２ ジ−２−エチルヘキシルジチオりん酸亜鉛とジ−１−メ
チルブチルジチオりん酸亜鉛を、りん含有量の重量割合
が３０：７０になり、りんの量が０.１０重量％になる
よう配合し、ジベンジルダイサルファイドの代わりに、
２,５−ジ(４,５−ジチアノニル)−１,３,４−チアジア
ゾールを硫黄の量が５００ppm（重量比）になるよう配
合した以外は、実施例１と同じ配合の潤滑油組成物を調
製した。 この潤滑油組成物を用いたときの平均カム摩耗量は、
２.８milであった。また、この潤滑油組成物の調製直後
の摩擦係数は０.１１、酸化試験後の摩擦係数は０.１３
であった。実施例１〜１２の結果を、まとめて第１表に
示す。EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention. The average cam wear amount is AS
It was measured according to TM RR: D-2: 1226.
The friction coefficient of the lubricating oil composition was measured using a reciprocating sliding friction tester [SRV friction tester] at a frequency of 50 Hz and an amplitude of 3 m.
The measurement was performed at m, a load of 25 N, a temperature of 80 ° C., and a test time of 25 minutes. Oxidation test using nitrogen oxide gas-containing air
For 150 ml of the test oil, the test was conducted at a temperature of 130 ° C., a nitrogen oxide (NO x ) concentration of 1% by volume, a flow rate of 2 liter / hour, and a test time of 8 hours. Example 1 In paraffinic mineral oil having a viscosity of 4.0 mm 2 / s at 100 ° C., 2.0% by weight of calcium sulfonate as a metallic detergent and 5.0 of succinimide as an ashless dispersant.
% By weight, hindered phenol as antioxidant 1.
0% by weight, 5.0% by weight of polyalkylmethacrylate as a viscosity index improver, zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate at a phosphorus content weight ratio of 80: 20, the amount of phosphorus becomes 0.10% by weight, dibenzyl disulphide is adjusted so that the amount of sulfur becomes 500 ppm (weight ratio),
A lubricating oil composition was prepared by blending oxymolybdenum sulfide-N, N-dioctyldithiocarbamate so that the amount of molybdenum was 500 ppm (weight ratio). The average cam wear amount when using this lubricating oil composition was 6.8 mils. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.11. Example 2 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were mixed so that the weight ratio of phosphorus content was 75:25 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when this lubricating oil composition was used was 5.5 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.11. Example 3 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 70:30 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when this lubricating oil composition was used was 4.6 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.11. Example 4 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 50:50 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when using this lubricating oil composition was 3.6 mil. Further, the coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.12. Example 5 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 30:70 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when this lubricating oil composition was used was 2.5 mil. Further, the coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.13. Example 6 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 25:75 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when this lubricating oil composition was used was 2.2 mil. Further, the coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.13. Example 7 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 20:80 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount when this lubricating oil composition was used was 2.0 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.12, and the coefficient of friction after the oxidation test was 0.14. Example 8 As a lubricating base oil, the viscosity at 100 ° C. was 4.0 mm 2 / s.
A lubricating oil composition having the same composition as in Example 4 was prepared except that the poly-α-olefin of Example 1 was used. The average cam wear amount using this lubricating oil composition was 3.5 mils. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.1.
1. The coefficient of friction after the oxidation test was 0.12. Example 9 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 50:50 and the amount of phosphorus was 0.08% by weight. A lubricating oil composition having the same composition as in Example 1 except that the composition was prepared was prepared. The average cam wear amount using this lubricating oil composition was 4.5 mils. Further, the coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.13. Example 10 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 50:50 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 was prepared, except that dibenzyl disulphide was compounded so that the amount of sulfur was 300 ppm (weight ratio). The average cam wear amount when this lubricating oil composition was used was 4.2 mil. Further, the coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.13. Example 11 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were adjusted so that the weight ratio of phosphorus content was 50:50 and the amount of phosphorus was 0.10% by weight. A lubricating oil composition having the same composition as in Example 1 was prepared, except that dibenzyl disulphide was mixed so that the amount of sulfur was 1,200 ppm (weight ratio). The average cam wear amount using this lubricating oil composition was 3.5 mils. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.14. Example 12 Zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were mixed so that the weight ratio of phosphorus content was 30:70 and the amount of phosphorus was 0.10% by weight. Blended, instead of dibenzyl disulphide,
A lubricating oil composition having the same composition as in Example 1 was prepared except that 2,5-di (4,5-dithianonyl) -1,3,4-thiadiazole was added so that the amount of sulfur was 500 ppm (weight ratio). Prepared. The average amount of cam wear when using this lubricating oil composition is
It was 2.8 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.13.
Met. The results of Examples 1 to 12 are summarized in Table 1.
【００１４】[0014]
【表１】 [Table 1]
【００１５】[0015]
【表２】 [Table 2]
【００１６】実施例１〜１２の本発明の潤滑油組成物を
用いたときの平均カム摩耗量はすべて小さく、これらの
潤滑油組成物はいずれも優れた摩耗防止性を有してい
る。また、実施例１〜１２の本発明の潤滑油組成物は、
調製直後の摩擦係数が低く良好な摩擦特性を示し、か
つ、窒素酸化物ガスの存在下、１３０℃で８時間加熱し
て酸化したのちも摩擦係数にはほとんど変化がなく、こ
れらの潤滑油組成物は良好な耐酸化性を有していること
が分かる。さらに、実施例１〜７の結果を比較すると、
第一級アルキルジチオりん酸亜鉛の量が多いほど耐酸化
性に優れ、第二級アルキルジチオりん酸亜鉛の量が多い
ほど摩耗防止性に優れることが分かる。 比較例１ １００℃における粘度が４.０mm2／ｓのパラフィン系鉱
油に、金属系清浄剤としてカルシウムスルフォネートを
２.０重量％、無灰分散剤としてコハク酸イミドを５.０
重量％、酸化防止剤としてヒンダードフェノールを１.
０重量％、粘度指数向上剤としてポリアルキルメタクリ
レートを５.０重量％、ジ−２−エチルヘキシルジチオ
りん酸亜鉛を、りんの量が０.１０重量％になるよう、
ジベンジルダイサルファイドを硫黄の量が５００ppm
（重量比）になるよう、硫化オキシモリブデン−Ｎ,Ｎ
−ジオクチルジチオカーバメートをモリブデンの量が５
００ppm（重量比）になるよう配合して潤滑油組成物を
調製した。この潤滑油組成物を用いたときの平均カム摩
耗量は、１４.０milであった。また、この潤滑油組成物
の調製直後の摩擦係数は０.１１、酸化試験後の摩擦係
数は０.１１であった。 比較例２ 比較例１のジ−２−エチルヘキシルジチオりん酸亜鉛の
代わりに、ジ−２−エチルヘキシルジチオりん酸亜鉛と
ジ−１−メチルブチルジチオりん酸亜鉛を、りん含有量
の重量割合が９０：１０になり、りんの量が０.１０重
量％になるよう配合した以外は、比較例１と同じ配合の
潤滑油組成物を調製した。この潤滑油組成物を用いたと
きの平均カム摩耗量は、１０.５milであった。また、こ
の潤滑油組成物の調製直後の摩擦係数は０.１１、酸化
試験後の摩擦係数は０.１１であった。 比較例３〜８ 第２表に示す配合の潤滑油組成物を調製し、平均カム摩
耗量、調製直後の摩擦係数及び酸化試験後の摩擦係数を
測定した。比較例１〜８の配合及び結果を、まとめて第
２表に示す。When using the lubricating oil compositions of the present invention of Examples 1 to 12, the average cam wear amounts are all small, and all of these lubricating oil compositions have excellent antiwear properties. In addition, the lubricating oil composition of the present invention of Examples 1-12,
The coefficient of friction immediately after preparation was low, good friction characteristics were exhibited, and even after being heated at 130 ° C. for 8 hours in the presence of nitrogen oxide gas and oxidized, the coefficient of friction hardly changed. It can be seen that the product has good oxidation resistance. Furthermore, comparing the results of Examples 1 to 7,
It can be seen that the larger the amount of zinc primary alkyldithiophosphate is, the more excellent the oxidation resistance is, and the larger the amount of secondary zinc zinc alkyldithiophosphate is, the more excellent the abrasion resistance is. Comparative Example 1 In a paraffinic mineral oil having a viscosity of 4.0 mm 2 / s at 100 ° C., 2.0% by weight of calcium sulfonate as a metallic detergent and 5.0 of succinimide as an ashless dispersant.
% By weight, hindered phenol as antioxidant 1.
0% by weight, 5.0% by weight of polyalkylmethacrylate as a viscosity index improver, zinc di-2-ethylhexyldithiophosphate so that the amount of phosphorus becomes 0.10% by weight.
The amount of sulfur in dibenzyl disulphide is 500ppm
Oxymolybdenum sulfide-N, N
-Dioctyl dithiocarbamate containing 5 molybdenum
A lubricating oil composition was prepared by blending so as to be 00 ppm (weight ratio). The average cam wear amount when this lubricating oil composition was used was 14.0 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.11. Comparative Example 2 Instead of the zinc di-2-ethylhexyldithiophosphate of Comparative Example 1, zinc di-2-ethylhexyldithiophosphate and zinc di-1-methylbutyldithiophosphate were used in a weight ratio of 90%. A lubricating oil composition having the same composition as in Comparative Example 1 was prepared, except that the composition was adjusted to 10 and the phosphorus content was adjusted to 0.10% by weight. The average cam wear amount when this lubricating oil composition was used was 10.5 mil. The coefficient of friction immediately after preparation of this lubricating oil composition was 0.11, and the coefficient of friction after the oxidation test was 0.11. Comparative Examples 3 to 8 Lubricating oil compositions having the formulations shown in Table 2 were prepared, and the average cam wear amount, the friction coefficient immediately after the preparation, and the friction coefficient after the oxidation test were measured. The formulations and results of Comparative Examples 1 to 8 are summarized in Table 2.
【００１７】[0017]
【表３】 [Table 3]
【００１８】ジ第一級アルキルジチオりん酸亜鉛を配合
し、ジ第二級アルキルジチオりん酸亜鉛を配合しない比
較例１の潤滑油組成物は、ジアルキルジチオりん酸亜鉛
に由来するりんの量が実施例１と同じであっても、平均
カム摩耗量が大きく、摩耗防止性に劣る。ジ第一級アル
キルジチオりん酸亜鉛の配合量が多く、ジ第二級アルキ
ルジチオりん酸亜鉛の配合量が少ない比較例２の潤滑油
組成物も、摩耗防止性は不良である。ジ第一級アルキル
ジチオりん酸亜鉛の配合量が少なく、ジ第二級アルキル
ジチオりん酸亜鉛の配合量が多い比較例３の潤滑油組成
物は、平均カム摩耗量が少なく摩耗防止性は良好である
が、酸化試験後の摩擦係数が大きく、耐酸化性に劣る。
ジ第一級アルキルジチオりん酸亜鉛を配合せず、ジ第二
級アルキルジチオりん酸亜鉛のみを配合した比較例４の
潤滑油組成物は、摩耗防止性はさらに良好となるが、調
製直後から摩擦係数が高く、低摩擦性に欠ける。ジ第一
級アルキルジチオりん酸亜鉛とジ第二級アルキルジチオ
りん酸亜鉛を、りん含有量の重量割合が５０：５０にな
るよう使用しているが、その配合量が少なく、ジアルキ
ルジチオりん酸亜鉛に由来するりんの量が０.０６ppm
（重量比）である比較例５の潤滑油組成物は、摩耗防止
性に劣る上に、耐酸化性も不良である。硫黄化合物を全
く配合しない比較例６の潤滑油組成物と、ジベンジルダ
イサルファイドを硫黄の量が１,５００ppm（重量比）に
なるよう配合した比較例７の潤滑油組成物は、いずれも
酸化試験後の摩擦係数が高く、良好な耐酸化性を付与す
るには適量の硫黄化合物の配合が必要であることが分か
る。硫化オキシモリブデンジチオカーバメートを全く配
合しない比較例８の潤滑油組成物は、調製直後から摩擦
係数が高く、低摩擦性に劣っている。The lubricating oil composition of Comparative Example 1 containing zinc di-primary alkyldithiophosphate and not zinc di-secondary alkyldithiophosphate had a phosphorus content derived from zinc dialkyldithiophosphate. Even if it is the same as in Example 1, the average cam wear amount is large and the wear resistance is poor. The lubricating oil composition of Comparative Example 2 containing a large amount of zinc diprimary alkyldithiophosphate and a small amount of zinc disecondary alkyldithiophosphate also has poor wear resistance. The lubricating oil composition of Comparative Example 3 containing a small amount of zinc di-primary alkyldithiophosphate and a large amount of zinc di-secondary alkyldithiophosphate had a small average cam wear amount and good anti-wear properties. However, the friction coefficient after the oxidation test is large and the oxidation resistance is poor.
The lubricating oil composition of Comparative Example 4 in which zinc diprimary alkyldithiophosphate was not blended and only zinc disecondary alkyldithiophosphate was blended, the antiwear property was further improved, but immediately after preparation It has a high friction coefficient and lacks low friction. Zinc di-primary alkyldithiophosphate and zinc di-secondary alkyldithiophosphate are used so that the weight ratio of phosphorus content is 50:50, but the blending amount is small, and dialkyldithiophosphate is used. The amount of phosphorus derived from zinc is 0.06ppm
The lubricating oil composition of Comparative Example 5, which is (weight ratio), is inferior in wear resistance and inferior in oxidation resistance. The lubricating oil composition of Comparative Example 6 containing no sulfur compound and the lubricating oil composition of Comparative Example 7 containing dibenzyl disulphide in an amount of 1,500 ppm (weight ratio) were both oxidized. It can be seen that the friction coefficient after the test is high, and that an appropriate amount of the sulfur compound must be added to impart good oxidation resistance. The lubricating oil composition of Comparative Example 8 containing no sulfurized oxymolybdenum dithiocarbamate had a high friction coefficient immediately after preparation and was inferior in low friction property.
【００１９】[0019]
【発明の効果】本発明の潤滑油組成物は、優れた摩耗防
止性を有するとともに、高温かつ窒素酸化物の存在下に
おいても耐酸化性を発揮して良好な低摩擦性を持続し、
内燃機関用潤滑油として好適に使用することができる。EFFECT OF THE INVENTION The lubricating oil composition of the present invention has excellent anti-wear properties, exhibits oxidation resistance even at high temperatures and in the presence of nitrogen oxides, and maintains good low friction properties.
It can be suitably used as a lubricating oil for internal combustion engines.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ１０Ｍ 135:20 135:36 139:00） Ｃ１０Ｎ 10:04 10:12 30:06 30:08 30:12 40:04 40:08 40:25 ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification code Office reference number FI technical display location C10M 135: 20 135: 36 139: 00) C10N 10:04 10:12 30:06 30:08 30 : 12 40:04 40:08 40:25
Claims (1)
で表されるジ第一級アルキルジチオりん酸亜鉛 【化１】 （ただし、式中、Ｒ1、Ｒ2、Ｒ3及びＲ4は、炭素数１〜
２０の第一級アルキル基である。）、一般式［２］で表
されるジ第二級アルキルジチオりん酸亜鉛 【化２】 （ただし、式中、Ｒ5、Ｒ6、Ｒ7及びＲ8は、炭素数３〜
７の第二級アルキル基である。）、（Ｂ）炭素数が２〜
１８のアルキル基を有するジアルキルジチオカルバミン
酸亜鉛、ジアルキルジチオカルバミン酸銅又はジアルキ
ルジチオカルバミン酸ニッケル、アルキル基の炭素数が
２〜１８であるテトラアルキルチウラムダイサルファイ
ド、炭素数が２〜１８のアルキル基を有するダイサルフ
ァイド、炭素数が６〜１８のアリール基又は炭素数が７
〜１８のアルキルアリール基若しくはアリールアルキル
基を有するダイサルファイド、炭素数が３〜２４でかつ
硫黄を含む置換基を有するチアジアゾール化合物、硫化
オレフィン、硫化魚油及び硫化鯨油よりなる群より選ば
れた１種又は２種以上の硫黄化合物、及び、（Ｃ）一般
式［３］で表される硫化オキシモリブデンジチオカーバ
メート 【化３】 （ただし、式中、Ｒ9、Ｒ10、Ｒ11及びＲ12は、炭素数
１〜３０のアルキル基、炭素数５〜３０のシクロアルキ
ル基、炭素数６〜３０のアリール基又は炭素数７〜３０
のアルキルアリール基若しくはアリールアルキル基であ
り、Ｘは酸素又は硫黄である。）、又は、一般式［４］
で表される硫化オキシモリブデンジチオフォスフェート 【化４】 （ただし、式中、Ｒ13、Ｒ14、Ｒ15及びＲ16は、炭素数
１〜３０のアルキル基、炭素数５〜３０のシクロアルキ
ル基、炭素数６〜３０のアリール基又は炭素数７〜３０
のアルキルアリール基若しくはアリールアルキル基であ
り、Ｘは酸素又は硫黄である。）を配合した潤滑油組成
物であって、（Ａ）ジ第一級アルキルジチオりん酸亜鉛
とジ第二級アルキルジチオりん酸亜鉛のりん含有量の重
量割合が２０：８０〜８０：２０であって、かつジ第一
級アルキルジチオりん酸亜鉛及びジ第二級アルキルジチ
オりん酸亜鉛に由来するりんの量が潤滑油組成物全重量
の０.０７〜０.１５重量％であり、（Ｂ）ジアルキルジ
チオりん酸亜鉛及び硫化オキシモリブデンジチオカーバ
メートを除く硫黄化合物に由来する硫黄の量が潤滑油組
成物全重量の３００〜１,２００ppm（重量比）であり、
（Ｃ）硫化オキシモリブデンジチオカーバメート又は硫
化オキシモリブデンジチオフォスフェートに由来するモ
リブデンの量が潤滑油組成物全重量の２００〜２,００
０ppm（重量比）であることを特徴とする潤滑油組成
物。1. A general formula [A] (1) for a lubricating base oil.
Zinc di-primary alkyldithiophosphate represented by: (However, in the formula, R 1 , R 2 , R 3, and R 4 are each a carbon number of 1 to 1.
20 primary alkyl groups. ), Zinc di-secondary alkyldithiophosphate represented by the general formula [2] (However, in the formula, R 5 , R 6 , R 7, and R 8 have 3 to 10 carbon atoms.
7 is a secondary alkyl group. ), (B) carbon number is 2
Zinc dialkyldithiocarbamate having 18 alkyl groups, copper dialkyldithiocarbamate or nickel dialkyldithiocarbamate, tetraalkyl thiuram disulfide having an alkyl group having 2 to 18 carbon atoms, die having an alkyl group having 2 to 18 carbon atoms Sulfide, aryl group having 6 to 18 carbon atoms or 7 carbon atoms
1 to 18 selected from the group consisting of a diaryl sulfide having an alkylaryl group or an arylalkyl group of 18; a thiadiazole compound having a substituent having 3 to 24 carbon atoms and containing sulfur; Alternatively, two or more sulfur compounds, and (C) a sulfurized oxymolybdenum dithiocarbamate represented by the general formula [3] (However, in the formula, R 9 , R 10 , R 11, and R 12 are each an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, or 7 carbon atoms. ~ 30
Is an alkylaryl group or an arylalkyl group, and X is oxygen or sulfur. ) Or general formula [4]
Oxymolybdenum dithiophosphate represented by (However, in the formula, R 13 , R 14 , R 15 and R 16 are each an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or 7 carbon atoms. ~ 30
Is an alkylaryl group or an arylalkyl group, and X is oxygen or sulfur. And a weight ratio of the phosphorus content of (A) zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is 20:80 to 80:20. And the amount of phosphorus derived from zinc diprimary alkyldithiophosphate and zinc disecondary alkyldithiophosphate is 0.07 to 0.15% by weight of the total weight of the lubricating oil composition, B) The amount of sulfur derived from the sulfur compound excluding zinc dialkyldithiophosphate and sulfurized oxymolybdenum dithiocarbamate is 300 to 1,200 ppm (weight ratio) of the total weight of the lubricating oil composition,
(C) The amount of molybdenum derived from sulfurized oxymolybdenum dithiocarbamate or sulfurized oxymolybdenum dithiophosphate is 200 to 2,000 based on the total weight of the lubricating oil composition.
A lubricating oil composition, which is 0 ppm (weight ratio).
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28933895A JP3556355B2 (en) | 1995-10-11 | 1995-10-11 | Lubricating oil composition |
| CA002185716A CA2185716A1 (en) | 1995-10-11 | 1996-09-16 | Lubricating oil composition |
| AU68126/96A AU6812696A (en) | 1995-10-11 | 1996-10-09 | Lubricating oil composition |
| EP96307382A EP0768366B1 (en) | 1995-10-11 | 1996-10-10 | Lubricating oil composition |
| ES96307382T ES2159692T3 (en) | 1995-10-11 | 1996-10-10 | COMPOSITION OF LUBRICATING OIL. |
| DE69613304T DE69613304T2 (en) | 1995-10-11 | 1996-10-10 | Lubricating oil composition |
| SG1996010859A SG63672A1 (en) | 1995-10-11 | 1996-10-11 | Lubricating oil composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28933895A JP3556355B2 (en) | 1995-10-11 | 1995-10-11 | Lubricating oil composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09104888A true JPH09104888A (en) | 1997-04-22 |
| JP3556355B2 JP3556355B2 (en) | 2004-08-18 |
Family
ID=17741911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28933895A Expired - Lifetime JP3556355B2 (en) | 1995-10-11 | 1995-10-11 | Lubricating oil composition |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0768366B1 (en) |
| JP (1) | JP3556355B2 (en) |
| AU (1) | AU6812696A (en) |
| CA (1) | CA2185716A1 (en) |
| DE (1) | DE69613304T2 (en) |
| ES (1) | ES2159692T3 (en) |
| SG (1) | SG63672A1 (en) |
Cited By (13)
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|---|---|---|---|---|
| JP2001158897A (en) * | 1999-09-21 | 2001-06-12 | Infineum Internatl Ltd | Lubricating oil composition |
| JP2002220597A (en) * | 2001-01-29 | 2002-08-09 | Nissan Motor Co Ltd | Diesel engine oil composition |
| JP2008056876A (en) * | 2006-09-04 | 2008-03-13 | Idemitsu Kosan Co Ltd | Lubricating oil composition for internal combustion engine |
| JP2008195954A (en) * | 2002-04-08 | 2008-08-28 | Toyota Central R&D Labs Inc | Lubricant composition for automatic speed regulator |
| JP2010509488A (en) * | 2006-11-14 | 2010-03-25 | ハネウェル・インターナショナル・インコーポレーテッド | Fluorocarbon stabilizer |
| WO2011007643A1 (en) * | 2009-07-14 | 2011-01-20 | 株式会社ジャパンエナジー | Fuel-efficient engine oil composition |
| JP2012515833A (en) * | 2009-01-20 | 2012-07-12 | ザ ルブリゾル コーポレイション | Fluid composition having improved wear performance |
| WO2012126985A1 (en) | 2011-03-23 | 2012-09-27 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
| JP2012193386A (en) * | 1999-09-21 | 2012-10-11 | Infineum Internatl Ltd | Lubricating oil composition |
| WO2013083791A1 (en) | 2011-12-07 | 2013-06-13 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
| JP2013216872A (en) * | 2012-03-16 | 2013-10-24 | Idemitsu Kosan Co Ltd | Lubricating oil composition and sliding mechanism using the same |
| JP2015227448A (en) * | 2014-05-30 | 2015-12-17 | アフトン・ケミカル・コーポレーションＡｆｔｏｎ Ｃｈｅｍｉｃａｌ Ｃｏｒｐｏｒａｔｉｏｎ | Lubricating oil composition and additive therefor having improved wear properties |
| WO2016181863A1 (en) * | 2015-05-08 | 2016-11-17 | Ｊｘエネルギー株式会社 | Lubricating oil composition |
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| US7884059B2 (en) | 2004-10-20 | 2011-02-08 | Afton Chemical Corporation | Oil-soluble molybdenum derivatives derived from hydroxyethyl-substituted Mannich bases |
| JP4955366B2 (en) * | 2006-10-30 | 2012-06-20 | 株式会社Ａｄｅｋａ | Phosphorus molybdenum compound, process for producing the same, lubricating oil additive and lubricating oil composition containing the compound |
| US8211840B2 (en) | 2008-12-09 | 2012-07-03 | Afton Chemical Corporation | Additives and lubricant formulations for improved antiwear properties |
| US8084403B2 (en) | 2009-05-01 | 2011-12-27 | Afton Chemical Corporation | Lubricant formulations and methods |
| WO2010142724A1 (en) | 2009-06-10 | 2010-12-16 | Infineum International Limited | A lubricating oil composition |
| RU2442820C1 (en) * | 2010-12-16 | 2012-02-20 | Федеральное автономное учреждение "25 Государственный научно-исследовательский институт химмотологии Министерства обороны Российской Федерации" | Polyfunctional additive to engine oils |
| CN103980981B (en) * | 2014-06-06 | 2016-06-15 | 北京雅士科莱恩石油化工有限公司 | A kind of anti-friction agent of nitrogenous sulfur molybdenum phosphate and preparation method thereof |
| EP4004148A1 (en) * | 2019-07-29 | 2022-06-01 | Ecolab USA, Inc. | Oil soluble molybdenum complexes for inhibiting high temperature corrosion and related applications in petroleum refineries |
| US11697756B2 (en) * | 2019-07-29 | 2023-07-11 | Ecolab Usa Inc. | Oil soluble molybdenum complexes as high temperature fouling inhibitors |
| US11999915B2 (en) | 2020-07-29 | 2024-06-04 | Ecolab Usa Inc. | Phosphorous-free oil soluble molybdenum complexes as high temperature fouling inhibitors |
| EP4189047A1 (en) * | 2020-07-29 | 2023-06-07 | Ecolab USA, Inc. | Phophorous-free oil soluble molybdenum complexes for high temperature naphthenic acid corrosion inhibition |
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Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4395343A (en) * | 1981-08-07 | 1983-07-26 | Chevron Research Company | Antioxidant combinations of sulfur containing molybdenum complexes and organic sulfur compounds |
| JPS59122597A (en) * | 1982-11-30 | 1984-07-16 | Honda Motor Co Ltd | Lubricating oil composition |
| JPH07795B2 (en) * | 1987-08-19 | 1995-01-11 | 株式会社ジャパンエナジー | Lubricating oil composition for internal combustion engine |
| JPH05186787A (en) * | 1992-01-09 | 1993-07-27 | Tonen Corp | Lubricating oil composition |
| CA2195475A1 (en) * | 1994-09-01 | 1996-03-07 | Michiya Yamada | Lubricants with sustained fuel economy performance |
| JP2971748B2 (en) * | 1994-09-05 | 1999-11-08 | 株式会社ジャパンエナジー | Engine oil composition |
-
1995
- 1995-10-11 JP JP28933895A patent/JP3556355B2/en not_active Expired - Lifetime
-
1996
- 1996-09-16 CA CA002185716A patent/CA2185716A1/en not_active Abandoned
- 1996-10-09 AU AU68126/96A patent/AU6812696A/en not_active Abandoned
- 1996-10-10 EP EP96307382A patent/EP0768366B1/en not_active Expired - Lifetime
- 1996-10-10 DE DE69613304T patent/DE69613304T2/en not_active Expired - Fee Related
- 1996-10-10 ES ES96307382T patent/ES2159692T3/en not_active Expired - Lifetime
- 1996-10-11 SG SG1996010859A patent/SG63672A1/en unknown
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012193386A (en) * | 1999-09-21 | 2012-10-11 | Infineum Internatl Ltd | Lubricating oil composition |
| JP2001158897A (en) * | 1999-09-21 | 2001-06-12 | Infineum Internatl Ltd | Lubricating oil composition |
| JP2002220597A (en) * | 2001-01-29 | 2002-08-09 | Nissan Motor Co Ltd | Diesel engine oil composition |
| JP4643030B2 (en) * | 2001-01-29 | 2011-03-02 | 日産自動車株式会社 | Diesel engine oil composition |
| JP2008195954A (en) * | 2002-04-08 | 2008-08-28 | Toyota Central R&D Labs Inc | Lubricant composition for automatic speed regulator |
| JP2008056876A (en) * | 2006-09-04 | 2008-03-13 | Idemitsu Kosan Co Ltd | Lubricating oil composition for internal combustion engine |
| JP2010509488A (en) * | 2006-11-14 | 2010-03-25 | ハネウェル・インターナショナル・インコーポレーテッド | Fluorocarbon stabilizer |
| JP2012515833A (en) * | 2009-01-20 | 2012-07-12 | ザ ルブリゾル コーポレイション | Fluid composition having improved wear performance |
| JP5600677B2 (en) * | 2009-07-14 | 2014-10-01 | Ｊｘ日鉱日石エネルギー株式会社 | Fuel-saving engine oil composition |
| WO2011007643A1 (en) * | 2009-07-14 | 2011-01-20 | 株式会社ジャパンエナジー | Fuel-efficient engine oil composition |
| WO2012126985A1 (en) | 2011-03-23 | 2012-09-27 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
| WO2013083791A1 (en) | 2011-12-07 | 2013-06-13 | Shell Internationale Research Maatschappij B.V. | Lubricating oil composition |
| US9580666B2 (en) | 2011-12-07 | 2017-02-28 | Shell Oil Company | Lubricating oil composition |
| JP2013216872A (en) * | 2012-03-16 | 2013-10-24 | Idemitsu Kosan Co Ltd | Lubricating oil composition and sliding mechanism using the same |
| US9593291B2 (en) | 2012-03-16 | 2017-03-14 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition, and sliding mechanism using lubricating oil composition |
| JP2015227448A (en) * | 2014-05-30 | 2015-12-17 | アフトン・ケミカル・コーポレーションＡｆｔｏｎ Ｃｈｅｍｉｃａｌ Ｃｏｒｐｏｒａｔｉｏｎ | Lubricating oil composition and additive therefor having improved wear properties |
| WO2016181863A1 (en) * | 2015-05-08 | 2016-11-17 | Ｊｘエネルギー株式会社 | Lubricating oil composition |
Also Published As
| Publication number | Publication date |
|---|---|
| SG63672A1 (en) | 1999-03-30 |
| DE69613304T2 (en) | 2001-10-31 |
| JP3556355B2 (en) | 2004-08-18 |
| DE69613304D1 (en) | 2001-07-19 |
| AU6812696A (en) | 1997-04-17 |
| EP0768366B1 (en) | 2001-06-13 |
| CA2185716A1 (en) | 1997-04-12 |
| ES2159692T3 (en) | 2001-10-16 |
| EP0768366A1 (en) | 1997-04-16 |
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