EP0699739B1 - Engine oil composition - Google Patents
Engine oil composition Download PDFInfo
- Publication number
- EP0699739B1 EP0699739B1 EP95113870A EP95113870A EP0699739B1 EP 0699739 B1 EP0699739 B1 EP 0699739B1 EP 95113870 A EP95113870 A EP 95113870A EP 95113870 A EP95113870 A EP 95113870A EP 0699739 B1 EP0699739 B1 EP 0699739B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- engine oil
- oil composition
- group
- chain
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000000203 mixture Substances 0.000 title claims description 92
- 239000010705 motor oil Substances 0.000 title claims description 82
- 150000001875 compounds Chemical class 0.000 claims description 30
- 239000000654 additive Substances 0.000 claims description 28
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 claims description 27
- 229910052717 sulfur Inorganic materials 0.000 claims description 26
- -1 organic polysulfide compound Chemical class 0.000 claims description 25
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 claims description 24
- 239000003921 oil Substances 0.000 claims description 24
- 235000019198 oils Nutrition 0.000 claims description 24
- 239000011593 sulfur Substances 0.000 claims description 22
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 21
- 230000000996 additive effect Effects 0.000 claims description 21
- 239000005077 polysulfide Substances 0.000 claims description 20
- 229920001021 polysulfide Polymers 0.000 claims description 20
- 150000008117 polysulfides Polymers 0.000 claims description 20
- 239000002199 base oil Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000002480 mineral oil Substances 0.000 claims description 14
- 235000010446 mineral oil Nutrition 0.000 claims description 13
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 claims description 10
- 229910052698 phosphorus Inorganic materials 0.000 claims description 9
- 239000011574 phosphorus Substances 0.000 claims description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 8
- 125000002723 alicyclic group Chemical group 0.000 claims description 8
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000000314 lubricant Substances 0.000 claims description 7
- 229910052750 molybdenum Inorganic materials 0.000 claims description 7
- 239000011733 molybdenum Substances 0.000 claims description 7
- 125000004434 sulfur atom Chemical group 0.000 claims description 6
- 229920000098 polyolefin Polymers 0.000 claims description 5
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 150000002894 organic compounds Chemical class 0.000 claims description 3
- BKCNDTDWDGQHSD-UHFFFAOYSA-N 2-(tert-butyldisulfanyl)-2-methylpropane Chemical compound CC(C)(C)SSC(C)(C)C BKCNDTDWDGQHSD-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 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 claims description 2
- 230000000052 comparative effect Effects 0.000 description 26
- 230000000694 effects Effects 0.000 description 9
- 239000000446 fuel Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000005078 molybdenum compound Substances 0.000 description 5
- 150000002752 molybdenum compounds Chemical class 0.000 description 5
- 230000002411 adverse Effects 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000010913 used oil Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 239000002272 engine oil additive Substances 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 239000002530 phenolic antioxidant Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 1
- 0 C*c1nnc(**)[s]1 Chemical compound C*c1nnc(**)[s]1 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000006177 alkyl benzyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 238000006317 isomerization 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
- 239000003879 lubricant additive Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000000116 mitigating effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003900 succinic acid esters Chemical class 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/02—Sulfurised compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/02—Sulfurised compounds
- C10M135/04—Hydrocarbons
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- C—CHEMISTRY; METALLURGY
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/02—Sulfurised compounds
- C10M135/06—Esters, e.g. fats
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
- C10M135/14—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
- C10M135/14—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
- C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/20—Thiols; Sulfides; Polysulfides
- C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/20—Thiols; Sulfides; Polysulfides
- C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M135/24—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/20—Thiols; Sulfides; Polysulfides
- C10M135/28—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring
- C10M135/30—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups; Derivatives thereof
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
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Definitions
- the present invention relates to an engine oil composition for automobiles. More particularly, the invention relates to the long life and fuel-saving engine oil composition which can suppress the friction loss in the engine to a low level for a long time.
- engine oil compositions have been required to possess various performances such as wear resistance, oxidation stability, and detergent dispersibility. Recently, in order to suppress the earth from getting warmer due to increase in the content of CO 2 in the atmosphere, how to improve the mileage of the automobiles is an important problem. Accordingly, the fuel saving has been also strongly required with respect to the engine oils.
- the engine oil composition is composed of a mixture of a base oil purified from petroleum, added with additives such as a detergent, an antioxidant, an anti-wear agent, and a viscosity index improver.
- additives such as a detergent, an antioxidant, an anti-wear agent, and a viscosity index improver.
- the viscosity of the engine oil is lowered by decreasing the viscosity of the base oil or changing the viscosity index improver.
- friction modifier FM has recently come to be added so as to reduce the wearing in the boundary lubricating area.
- organic molybdenum compound such as molybdenum dithiocarbamate (MoDTC) and oxymolybdenum organo phosphodithioate sulfide (MoDTP) are highly effective as described in JP-B 3-23595 (EP-A-113045).
- MoDTC contains no phosphorus, increase in its addition amount does not cause decrease in the catalytic activity.
- MoDTC has a small friction-mitigating effect, it may be considered that MoDTC is used in combination with zinc dithiophosphate (ZnDTP) as an anti-wear agent so as to supplement the wear-mitigating effect of the former.
- ZnDTP has been frequently used, as antioxidant and anti-wear agent, in the engine oil compositions.
- ZnDTP contains phosphorus and gives adverse influence upon the exhaust gas catalyst as mentioned above, its addition amount is limited so that good friction-mitigating effect cannot unfavorably be maintained for a long time.
- MoDTC be used in combination with a sulfur-based extreme pressure additive (See JP-B 5-83599, JP-A-61 127 797). This combination does not afford adverse effect upon the exhaust gas catalyst, but it encounters a practically great problem upon the engine oil composition in that wear largely occurs in the valve train system.
- WO-A-9 606 904 describes a lubricant composition comprising a major amount of an oil of lubricating viscosity and a minor amount of additives comprising oxymolybdenum dithiocarbamate, zinc dialkyldithiophosphate, one or more additional peroxide decomposing sulfur compounds, an ashless dispersant, and a boron containing additive which may be the ashless dispersant.
- the present inventors discovered that the combination of MoDTC and ZnDTP with a polysulfide compound can remarkably prolong the performance of the low fuel consumption rate, that is, can maintain the friction-mitigating effect of the engine oil for a long time without affording adverse influence upon the exhaust gas catalyst. Based on this discovery, the inventors have accomplished the present invention.
- the present invention relates to the engine oil composition
- the engine oil composition comprising (1) at least one oil selected from the group consisting of a mineral oil and a synthetic lubricant as a base oil; (2) a molybdenum dithicarbamate in an amount of 50 to 2000 ppm by weight when calculated as molybdenum (Mo), relative to the total weight of the engine oil composition; (3) zinc dithiophosphate in an amount of 0.01 to 0.2 wt% when calculated as phosphorus (P), relative to the total amount of the engine oil composition; and (4) an ashless organic polysulfide compound in an amount of 0.01 to 0.4 wt% when calculated as sulfur (S), relative to the total amount of the engine oil composition.
- This engine oil composition is a long life and low fuel consumption engine oil composition which can maintain the friction loss at a low level for a long time.
- the base oil to be used in the engine oil composition according to the present invention is a mineral oil and/or a synthetic oil.
- the base oil which is used, in the engine oil composition, as a base component occupying a great part of the engine oil composition, any base oil may be used.
- a lubricant base oil which is producing by obtaining a cut through distilling an ordinary pressure distillation residue of such as a paraffinic crude oil under reduced pressure, treating the resulting cut through extraction with a solvent such as furfural, purification by hydrogenation and dewaxing with a solvent such as MEK/toluene, a lubricant base oil produced by obtaining a deasphalted oil by deasphalting the above pressure-reduced distillation residue and treating it by any of the above appropriate processes, a highly purified base oil obtained through isomerization of slack wax and dewaxing an appropriate cut of the isomerized oil with a solvent of MEK/toluene, or an appropriate mixture thereof.
- an ⁇ -olefin oligomer a diester synthesized from a dibasic acid such as an adipic acid and a primary alcohol, a polyol ester synthesized from a higher alcohol such as neopentyl glycol, trimethylol propane or pentaerithritol and a monobasic acid, an alkyl benzene or a polyoxyalkylene glycol or an appropriate mixture thereof.
- a mixed oil obtained by appropriately combining the mineral oil with the synthetic oil may be used as a base oil for the engine oil composition according to the present invention.
- the molybdenum dithiocarbamate (MoDTC) to be used as an additive in the present invention is a compound expressed by the following formula (1)
- R 1 through R 4 independently denote a straight-chain or branched-chain alkyl group or a straight-chain or branched-chain alkenyl group having four to eighteen carbons; and X 1 through X 4 independently denote an oxygen atom or a sulfur atom, the ratio between the number of the oxygen atom or atoms and that of the sulfur atom or atoms with respect to X 1 through X 4 being 1/3 to 3/1.
- the alkyl group is preferred. More specifically, butyl group, 2-ethylhexyl group, isotridecyl group or stearyl group may be recited.
- These four R 1 through R 4 existing in one molecule may be identical with or different from each other. Further, two or more MoDTCs differing in terms of R 1 through R 4 may be used in a mixed state.
- MoDTC is used in the addition amount of 50 to 2000 ppm by weight, preferably 300 to 1000 ppm by weight, when calculated as molybdenum (Mo), relative to the total weight of the engine oil composition. If the addition amount is less than 50 ppm by weight, the friction-reducing effect is small, whereas if it is more than 2000 ppm by weight, the friction-reducing effect is saturated and the cost increases.
- the zinc dithiophosphate (ZnDTP) to be used as an additive in the present invention is a compound expressed by the formula (2):
- R 5 and R 6 independently denote a straight-chain or branched chain alkyl group or a straight-chain or branched chain aryl group having three to eighteen carbon atoms.
- an alkyl group particularly, a primary alkyl group is preferred from the standpoint that the friction-mitigating performance must be maintained for a long time. More specifically, for example, propyl group, butyl group, pentyl group, hexyl group, octyl group and lauryl group may be recited.
- These two R 5 and R 6 existing in one molecule may be identical with or different from each other. Further, two or more kinds of ZnDTPs differing in terms of R 5 and R 6 may be used in a mixed state.
- ZnDTP is added in an amount of 0.01 to 0.2 wt%, preferably 0.04 to 0.2 wt%, more preferably 0.04 to 0.1 wt% when calculated as phosphorus (P), relative to the total amount of the engine oil composition. If the addition amount is less than 0.01 wt%, the wear-preventing performance of the engine oil composition for the valve train system is deteriorated. On the other hand, if it is more than 0.2 wt%, influence of the phosphorus component upon the catalytic activity for the exhaust gas becomes greater.
- the ashless organic polysulfide compound to be used in the present invention includes organic compounds expressed by the following formulae, such as sulfides of oils or fats or polyolefins, in which a sulfur atom group having two or more sulfur atoms adjoining and bonded together is present in a molecular structure.
- R 7 -Sx-R 8 OHC-R 9 -S-S-R 10 -CHO
- R 7 -OC(S)-S-S-C(S)O-R 8 R 7 -OC(S)-S-S-C(S)O-R 8
- R 7 and R 8 independently denote a straight-chain, branched-chain, alicyclic or aromatic hydrocarbon group in which a straight chain, a branched chain, an alicyclic unit and an aromatic unit may be selectively contained in any combined manner.
- An unsaturated bond may be contained, but a saturated hydrocarbon group is preferred.
- alkyl group, aryl group, alkylaryl group, benzyl group, and alkylbenzyl group are preferred.
- R 9 and R 10 independently denote a straight-chain, branched-chain alicyclic or aromatic hydrocarbon group which has two bonding sites and in which a straight chain, a branched chain, an alicyclic unit and an aromatic unit may be selectively contained in any combined manner.
- An unsaturated bond may be contained, but a saturated hydrocarbon group is preferred.
- alkylene group is preferred.
- R 11 and R 12 independently denote a straight-chain or branched-chain hydrocarbon group.
- "x" and "y” denote independently an integer of two or more.
- sulfurized sperm oil sulfurized pinene oil, sulfurized soybean oil, sulfurized polyolefin, dialkyl disulfide, dialkyl polysulfide, dibenzyl disulfide, di-tertiary butyl disulfide, polyolefin polysulfide, thiadiazol type compound such as bis-alkyl polysulfanyl thiadiazole, and sulfurized phenol.
- dialkyl polysulfide, dibenzyl disulfide, and thiadiazol type compound are preferred.
- bis-alkyl polysulfanyl thiadiazole is preferred.
- a metal-containing compound such as Ca phenate having a polysulfide bond is used.
- this compound has a large coefficient of friction, it is not suitable.
- the above organic polysulfide compound is an ashless compound containing no metal, and exhibits excellent performance in maintaining a low coefficient of friction for a long time when used in combination with MoDTC and ZnDTP.
- polysulfide compound The above ashless organic polysulfide compound (hereinafter referred to briefly as “polysulfide compound”) is added in an amount of 0.01 to 0.4 wt%, preferably 0.1-0.3 wt%, more preferably 0.2-0.3 wt%, when calculated as sulfur (S), relative to the total amount of the engine oil composition. If the addition amount is less than 0.01 wt%, it is difficult to attain the intended effect, whereas if it is more than 0.4 wt%, there is a danger that corrosive wear increase. Needless to say, only one kind of the above polysulfide compound may be used, and two kinds of such polysulfide compounds may also be used in combination.
- engine oil additives other than the above may be appropriately added to the engine oil composition according to the present invention so as to improve the total performance.
- metallic detergents such as sulfonate, phenate and salicylate of alkaline earth metals such as Ca, Mg and Ba and alkali metals such as Na
- ashless dispersants such as alkenyl succinic acid imide, succinic acid esters and benzylamine
- phenolic anti-oxidant such as bisphenol
- amine-based anti-oxidant such as diphenylamine
- viscosity index improvers such as olefin copolymer or polymetacrylate.
- engine oil additives such as a pour point depressant, anti-corrosion agent and antifoaming agent may be appropriately added, provided that the engine oil composition does not contain a boron containing additive in the case that the ashless organic polysulfide compound is not a thiadiazol type compound.
- a lubricant in each of Examples and Comparative Examples was prepared by using Mineral Oils 1 or 2 having the following properties as a base oil.
- Mineral oil 1 Mineral oil 2 Density (15°C)g/cm 3 0.862 0.821 Dynamic viscosity (40°C)mm 2 /s 17.7 19.7 Dynamic viscosity (100°C)mm 2 /s 3.78 4.51 Viscosity index 99 147 Flow point (°C) -15.0 -15.0 Content of saturated component (%) 76.5 98.8
- Sulfur-based additive 1 means an additive containing the polysulfide compound used in the present invention, and includes a thiadiazole type polysulfide compound having the following formula.
- the content of sulfur in the sulfur-based additive is 36 wt%.
- R 13 and R 14 independently denote the same meanings as R 7 and R 8 do, respectively.
- Sulfur-based additive 2 means an additives containing a sulfurized oil and fat type polysulfide compounds, and the content of sulfur in the sulfur-based additive 2 is 10.5 wt%.
- Sulfur-based additive 3 means an additives containing a dibenzyl disulfide, and the content of sulfur in the sulfur-based additive 3 is 25.5 wt%.
- ZnDTP1 is a primary alkyl compound of the above formula (2) in which R 5 and R 6 are 2-ethylhexyl groups.
- ZnDTP2 means secondary alkyl compounds of the above formula (2) in which R 5 and R 6 are isopropyl groups or isohexyl groups or a mixture of these compounds each having the respective two above alkyl groups.
- Additive package includes metallic detergent, ashless dispersant, phenolic anti-oxidant, amine-based anti-oxidant, viscosity index improver, anti-corrosion agent and antifoaming agent.
- the coefficient of friction was measured under the following conditions by using an SRV tester.
- test pieces a ball made of SUJ-2 (bearing steel material, Japanese Industrial Standards), and having 10 mm in diameter and a disc made of SUJ-2 were used.
- Test conditions Break in conditions Actual test conditions Load (N) 10 200 Amplitude (mm) 1.5 1.5 Frequency (Hz) 50 50 Temperature (°C) 40 80 Time (min) 10 30
- the coefficient of friction is the average coefficient of friction determined in the friction test during the final 20 minutes.
- the used oil compositions are oil compositions obtained when the oil was subjected to running in simulation with an actual car driving.
- the engine was operated under an AMA running mode at an oil temperature of 100°C and a water temperature of 100°C, and the engine oil composition was sampled after the lapse of 160 hours (corresponding to 4000 km) and 400 hours (corresponding to 10000 km).
- the thus obtained used oil compositions were subjected to the above friction test.
- Each engine oil composition was subjected to the valve train system wear test according to JASO (Japanese Automobile Standards Organization) M328-91. Then, scuffing of a rocker arm was evaluated, and a worn amount of a cam nose was measured.
- JASO Japanese Automobile Standards Organization
- Example 1 Example 2 Example 3 Example 4 Example 5 Mineral oil 1 84.5 83.1 84.3 - 85.0 Mineral oil 2 - - - 84.5 - MoDTC additive 2.0 2.0 2.0 2.0 2.0 Content of Mo in oil composition 0.08 0.08 0.08 0.08 0.08 Sulfur-based additive 1 0.6 - - 0.6 0.6 Sulfur-based additive 2 - 2.0 - - - Sulfur-based additive 3 - - 0.8 - - Content of Sulfur in oil composition 0.22 0.21 0.20 0.22 0.22 ZnDTP 1 1.5 1.5 1.5 1.5 1.5 - ZnDTP 2 - - - - 1.0 Content of P in oil composition 0.095 0.095 0.095 0.095 0.090 Metallic detergent 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Ash-based dispersant 4.0 4.0 4.0 4.0 4.0 4.0 Phenolic anti-oxidant 0.8 0.8 0.8 0.8 0.8 Amine-based anti-oxidant 0.4 0.4 0.4 0.4 0.4 0.4 0.4 0.4 0.4 0.4 0.4 Visco
- Examples 1 through 3 in Table 3 are engine oil compositions which all used Mineral Oil 1 and also employed a thiadiazole compound, a sulfurized oil and fat type compound and dibenzyl disulfide as the polysulfide compound, respectively.
- Example 4 is the same engine oil composition as in Example 1 except that Mineral Oil 1 was replaced by more highly purified Mineral Oil 2.
- a secondary alkyl type was used as ZnDTP.
- Comparative Example 1 is an engine oil composition containing no polysulfide compound
- Comparative Example 2 is an engine oil composition containing much ZnDTP
- Comparative Example 3 is an engine oil composition containing no ZnDTP
- Comparative Example 4 is the same engine oil composition as Comparative Example 1 except that the base oil was replaced by highly purified Mineral Oil 2.
- Comparative Example 5 is an engine oil composition containing no MoDTC
- Comparative Example 6 is an engine oil composition containing neither MoDTC nor polysulfide compound
- Comparative Example 7 is an engine oil composition containing neither ZnDTP nor polysulfide compound.
- Comparative Example 8 is an engine oil composition containing neither MoDTC nor ZnDTP.
- Comparison between Example 1 and Comparative Example 1, between Example 2 and Comparative Example 2 and between Example 4 and Comparative Example 4 reveals that when the polysulfide compound was used in combination, the coefficient of friction particularly after the passage of 400 hours remarkably decreased.
- Comparison between Example 3 and Comparative Example 3 reveals that in Comparative Example 3, since no ZnDTP was used in combination, the coefficient of friction after the passage of 400 hours was not only high, but also the worn amount of the cam nose consipicuously increased.
- Comparison between Example 5 and Comparative Examples 5 and 6 reveals that in Comparative Examples 5 and 6, since no MoDTC was used in combination, the coefficient of friction was high from the beginning.
- the engine oil composition of the present invention is characterized in that MoDTC and ZnDTP are combined with the ashless organic polysulfide compound in the respectively specified addition amounts, and that a low coefficient of friction can be maintained in a long-term use even without addition of a large amount of particularly MoDTP or ZnDTP. Therefore, when the engine oil composition according to the present invention is charged into and used in the automobile, spectacular effects can be exhibited with respect to fuel consumption saving and environmental maintenance.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21126494 | 1994-09-05 | ||
| JP6211264A JP2971748B2 (ja) | 1994-09-05 | 1994-09-05 | エンジン油組成物 |
| JP211264/94 | 1994-09-05 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0699739A2 EP0699739A2 (en) | 1996-03-06 |
| EP0699739A3 EP0699739A3 (en) | 1997-03-19 |
| EP0699739B1 true EP0699739B1 (en) | 2000-02-16 |
Family
ID=16603041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95113870A Expired - Lifetime EP0699739B1 (en) | 1994-09-05 | 1995-09-04 | Engine oil composition |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0699739B1 (ja) |
| JP (1) | JP2971748B2 (ja) |
| DE (1) | DE69515093T2 (ja) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6855675B1 (en) | 1995-05-24 | 2005-02-15 | Tonengeneral Sekiyu K.K. | Lubricating oil composition |
| JP3556355B2 (ja) * | 1995-10-11 | 2004-08-18 | 東燃ゼネラル石油株式会社 | 潤滑油組成物 |
| JP3497952B2 (ja) * | 1996-08-02 | 2004-02-16 | 東燃ゼネラル石油株式会社 | 潤滑油組成物 |
| DE19728806A1 (de) * | 1997-07-05 | 1999-01-07 | Rhein Chemie Rheinau Gmbh | Geschwefelte unverzweigte Verbindungen, ein Verfahren zu ihrer Herstellung und ihre Verwendung |
| GB9716283D0 (en) * | 1997-08-01 | 1997-10-08 | Exxon Chemical Patents Inc | Lubricating oil compositions |
| US5972853A (en) * | 1997-11-12 | 1999-10-26 | Exxon Chemical Patents Inc. | Wear control with dispersants employing poly alpha-olefin polymers |
| JP4559550B2 (ja) * | 1998-08-07 | 2010-10-06 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| JP2000186293A (ja) | 1998-12-21 | 2000-07-04 | Tonen Corp | ディーゼルエンジン用潤滑油組成物 |
| US6300291B1 (en) | 1999-05-19 | 2001-10-09 | Infineum Usa L.P. | Lubricating oil composition |
| DE60020044T3 (de) * | 1999-09-21 | 2008-12-18 | Infineum International Ltd., Abingdon | Multigrad Schmiermittelzusammensetzungen für Motorgehäuse |
| SG87171A1 (en) * | 1999-09-21 | 2002-03-19 | Infineum Int Ltd | Lubricating oil compositions |
| JP2006016453A (ja) * | 2004-06-30 | 2006-01-19 | Nippon Oil Corp | 内燃機関用潤滑油組成物 |
| JP5175462B2 (ja) | 2006-09-04 | 2013-04-03 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| JP5468728B2 (ja) | 2007-05-29 | 2014-04-09 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| CN102165050A (zh) * | 2008-09-26 | 2011-08-24 | 绿金润滑剂有限公司 | 润滑剂组合物及其制备方法 |
| JP5105557B2 (ja) * | 2010-04-26 | 2012-12-26 | 東燃ゼネラル石油株式会社 | 内燃機関用潤滑油組成物 |
| JP2010189657A (ja) * | 2010-04-26 | 2010-09-02 | Tonengeneral Sekiyu Kk | 内燃機関用潤滑油組成物 |
| JPWO2014156325A1 (ja) * | 2013-03-29 | 2017-02-16 | Ｊｘエネルギー株式会社 | 潤滑油組成物 |
| MY196917A (en) * | 2019-07-08 | 2023-05-10 | Petroliam Nasional Berhad Petronas | Friction and wear reduction additives |
| CN114174479B (zh) * | 2019-07-26 | 2022-08-23 | 株式会社Adeka | 润滑油添加剂以及包含该润滑油添加剂的润滑油组合物 |
| CN111286390B (zh) * | 2020-02-14 | 2021-09-28 | 中国地质大学（北京） | 一种含有纳米级碳基固体添加剂的新型汽车发动机润滑油及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4178258A (en) * | 1978-05-18 | 1979-12-11 | Edwin Cooper, Inc. | Lubricating oil composition |
| US4395343A (en) * | 1981-08-07 | 1983-07-26 | Chevron Research Company | Antioxidant combinations of sulfur containing molybdenum complexes and organic sulfur compounds |
| JPS59122597A (ja) | 1982-11-30 | 1984-07-16 | Honda Motor Co Ltd | 潤滑油組成物 |
| JPS61127797A (ja) * | 1984-11-27 | 1986-06-16 | Toyota Central Res & Dev Lab Inc | 潤滑油組成物 |
| JP2911668B2 (ja) * | 1991-12-12 | 1999-06-23 | 出光興産株式会社 | エンジン油組成物 |
| CA2195475A1 (en) * | 1994-09-01 | 1996-03-07 | Michiya Yamada | Lubricants with sustained fuel economy performance |
-
1994
- 1994-09-05 JP JP6211264A patent/JP2971748B2/ja not_active Expired - Fee Related
-
1995
- 1995-09-04 EP EP95113870A patent/EP0699739B1/en not_active Expired - Lifetime
- 1995-09-04 DE DE69515093T patent/DE69515093T2/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0699739A2 (en) | 1996-03-06 |
| DE69515093D1 (de) | 2000-03-23 |
| DE69515093T2 (de) | 2000-07-13 |
| JPH0873878A (ja) | 1996-03-19 |
| EP0699739A3 (en) | 1997-03-19 |
| JP2971748B2 (ja) | 1999-11-08 |
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