EP0351906A1 - Composition lubrifiante synthétique - Google Patents
Composition lubrifiante synthétique Download PDFInfo
- Publication number
- EP0351906A1 EP0351906A1 EP89201826A EP89201826A EP0351906A1 EP 0351906 A1 EP0351906 A1 EP 0351906A1 EP 89201826 A EP89201826 A EP 89201826A EP 89201826 A EP89201826 A EP 89201826A EP 0351906 A1 EP0351906 A1 EP 0351906A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricant
- composition
- engine
- weight
- present
- 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
- 239000000314 lubricant Substances 0.000 title claims abstract description 55
- 239000000203 mixture Substances 0.000 title claims abstract description 36
- -1 tricarboxylic acid triester Chemical class 0.000 claims abstract description 38
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 7
- 239000000446 fuel Substances 0.000 claims abstract description 7
- 239000010452 phosphate Substances 0.000 claims abstract description 6
- 239000006259 organic additive Substances 0.000 claims abstract description 5
- 238000002485 combustion reaction Methods 0.000 claims abstract description 4
- 239000000654 additive Substances 0.000 claims description 20
- 150000002148 esters Chemical group 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 238000005260 corrosion Methods 0.000 claims description 9
- 230000007797 corrosion Effects 0.000 claims description 9
- 239000003112 inhibitor Substances 0.000 claims description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 8
- 230000000996 additive effect Effects 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 7
- 230000003078 antioxidant effect Effects 0.000 claims description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 150000005691 triesters Chemical class 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000010705 motor oil Substances 0.000 claims description 4
- 230000001050 lubricating effect Effects 0.000 claims description 3
- 230000000153 supplemental effect Effects 0.000 claims description 2
- 239000000080 wetting agent Substances 0.000 claims description 2
- 125000005591 trimellitate group Chemical group 0.000 description 16
- 239000000047 product Substances 0.000 description 11
- 239000004615 ingredient Substances 0.000 description 9
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 7
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 7
- 239000012964 benzotriazole Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 6
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 5
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 5
- OTYNBGDFCPCPOU-UHFFFAOYSA-N phosphane sulfane Chemical compound S.P[H] OTYNBGDFCPCPOU-UHFFFAOYSA-N 0.000 description 5
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000007866 anti-wear additive Substances 0.000 description 4
- WXZOXVVKILCOPG-UHFFFAOYSA-N bis(2-ethylhexyl) benzene-1,3-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC(C(=O)OCC(CC)CCCC)=C1 WXZOXVVKILCOPG-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 4
- VDIFKDMFGPIVCQ-UHFFFAOYSA-N (2-tert-butylphenyl) diphenyl phosphate Chemical compound CC(C)(C)C1=CC=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 VDIFKDMFGPIVCQ-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 229910052755 nonmetal Inorganic materials 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FJFYFBRNDHRTHL-UHFFFAOYSA-N tris(8-methylnonyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC(C)C)C(C(=O)OCCCCCCCC(C)C)=C1 FJFYFBRNDHRTHL-UHFFFAOYSA-N 0.000 description 3
- 239000005069 Extreme pressure additive Substances 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 150000002898 organic sulfur compounds Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- RYUJRXVZSJCHDZ-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC(C)C)OC1=CC=CC=C1 RYUJRXVZSJCHDZ-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- KRADHMIOFJQKEZ-UHFFFAOYSA-N Tri-2-ethylhexyl trimellitate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)=C1 KRADHMIOFJQKEZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzenetricarboxylic Acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- OEIWPNWSDYFMIL-UHFFFAOYSA-N dioctyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C=C1 OEIWPNWSDYFMIL-UHFFFAOYSA-N 0.000 description 1
- 229940042400 direct acting antivirals phosphonic acid derivative Drugs 0.000 description 1
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003007 phosphonic acid derivatives Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000026731 phosphorylation Effects 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 231100000241 scar Toxicity 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/36—Esters of polycarboxylic acids
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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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/72—Esters of polycarboxylic acids
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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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/44—Five-membered ring containing nitrogen and carbon only
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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
- C10M135/32—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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- 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
- 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
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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
- 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
- C10M137/08—Ammonium or amine salts
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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
- 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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- 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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/123—Reaction products obtained by phosphorus or phosphorus-containing compounds, e.g. P x S x with organic 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
- C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/284—Esters of aromatic monocarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/285—Esters of aromatic polycarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/285—Esters of aromatic polycarboxylic acids
- C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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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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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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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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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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Definitions
- the present invention relates to synthetic lubricant compositions for use in high temperature rotary engines using internally lubricated fuel, wherein the lubricant is consumed and combusted during operation.
- Alkyl trimellitate compositions suitable for use in lubricants and hydraulic fluids are described in Ger. Offen. 2,140,683, abstracted in Chemical Abstracts, Vol 76, 115812c (1972). Of similar teaching is U.S.S.R. Patent No. 525,663, abstracted in Chemical Abstracts, Vol. 86, 92985b (1977). Blends of penta-erythritol and trimellitate esters as a synthetic lubricating oil base stock for jet engines is described in British Patent No. 1,481,270.
- U.S. Patent No. 3,637,501 describes complex esters made by reaction of a mixture of neopentyl-type polyol, an aromatic polycarboxylic acid, and an aliphatic monocarboxylic acid. It is suitable for lubricating gas turbine engines.
- dialkyl diesters of mixtures of isophthalic acid and terephthalic acid are characterized as excellent synthetic oils in U.S. Patent No. 2,936,320.
- U.S. Patent No. 3,021,357 describes novel dialkyl esters of 5-t-alkylisophthalic acid which are suitable as synthetic liquid lubricants and plasticizers for synthetic polymeric resins.
- a gas turbine lubricant employing, as a base stock, a blend of a carboxylate ester (e.g., an ester of phthalic and/or isophthalic acid) and a low viscosity mineral oil is described in U.S. Patent No. 3,912,640.
- British Patent No. 1,440,129 describes lubricants containing 85-96% triisodecyl trimellitate as a base fluid. Tricresyl phosphate is used in the lubricant of Example 2. In its two exemplified lubricants, inorganic, metal-containing additives are also used. The use of such metal-containing additives would give rise to an undesired ash residue when used under high temperature conditions, e.g., those existing in gas-fired rotary engines, above the decomposition temperature of the lubricant. Such residues lead to wear, deposits, and other problems. Also, the lubricant shown in Example 2 of British Patent No.
- 1,440,129 although containing triisodecyl trimellitate (85%) and tricresyl phosphate (1.5%), additionally contains an alkyl methacrylate copolymer as a viscosity improver.
- an alkyl methacrylate copolymer as a viscosity improver.
- Use of such a copolymer in a lubricant which is consumed during the ignition cycles of the engine with the fuel will also lead to undesired carbon deposits.
- the lubricant compositions shown in British Patent No. 1,440,129 if used in gas-fired rotary engines where the lubricant is sprayed into the combustion chamber for eventual consumption along with the fuel, will lead to residue problems (e.g., ash deposition or ash and carbon deposition).
- the present lubricant composition is an improved lubricant for such engines, for example, which is consumed with the fuel and leaves essentially no residue in the combustion chamber. It comprises nonmetal containing constituents and is therefore an ashless product when subjected to high temperature conditions above the decomposition temperature of the lubricant. It does not contain polymeric additives in its additives package which, when incinerated, would also give rise to carbon deposits.
- the present engine lubricant is a blend of a major amount of at least one aromatic tricarboxylic acid triester, a minor amount of antiwear agents comprising a phosphate ester, and a substantially residue-free additives package.
- the first component for the lubricant of the present invention which is present in major or predominate amount and functions as the base lubricating fluid is at least one aromatic tri-carboxylic acid triester.
- a preferred triester component is a trimellitate ester component. These esters are aromatic or benzene tricarboxylic acid triesters having the formula Ar[C(O)OR]3, where Ar is a phenyl ring and R is an aryl or an alkyl group, e.g., one having less than about 18 carbon atoms. Preferred alkyl groups in such esters range from about 4 to about 18 carbon atoms in length. This component is present at from about 75 to about 99 percent by weight of the lubricant of the present invention.
- R′ R ⁇ R′′′ n-butyl n-butyl n-butyl i-octyl i-octyl i-octyl 2-ethylhexyl 2-ethylhexyl 2-ethylhexyl 2-ethylhexyl i-decyl i-decyl i-decyl methyl methyl methyl ethyl ethyl ethyl n-butyl n-butyl phenyl n-butyl n-butyl n-hexyl n-hexyl n-hexyl n-heptyl n-heptyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl
- Preferred triesters are triisodecyl trimellitate and tris-(2-ethylhexyl)trimellitate or their mixtures at ratios providing a desired viscosity.
- An optional, component of the present invention which can also be present in minor amount, e.g., up to about 15 percent by weight of the lubricant, is at least one thermally and oxidatively stable phthalate ester component. This component is used to adjust the viscosity of the lubricant since the tri-carboxylic triesters tend to be viscous and might not have the desired viscosity characteristics if used without this optional phthalate ester also being present.
- Such a component is a benzene carboxylic acid diester of the formula Ar(C(O)OR)2, where Ar is a phenyl ring and R is as defined above and is an alkyl group of less than about 18 carbon atoms, e.g., from about 4 to about 10 carbon atoms.
- the esters that form this component can be derivatives of such benzene dicarboxylic acids as phthalic acid, isophthalic acid and terephthalic acid. Phthalate ester, where the substituents are in the ortho-position is not thermally and oxidatively stable within the purview of the present invention.
- both of the above-mentioned types of tricarboxylic triesters and phthalate esters should be substantially fully esterified so there is no appreciable unreacted acid functionality in the ester component.
- both are branch-chain aliphatic esters of the benzene carboxylic type with suitable branch chain groups including 2-ethylhexyl, 2-ethylbutyl, isooctyl, iso-propyl, and isodecyl.
- branch chain groups derived from "Oxo" alcohols are also useful, as described in U.S. Patent No. 2,760,934, which is incorporated herein by reference.
- the second component of the present invention is a phosphate ester component at from about 0.5% to about 10% by weight.
- This component is present as an antiwear and extreme pressure additive.
- the phosphate ester is one containing three aryl groups in the form of aryl and/or alkaryl groups.
- useful phosphate esters are tertiary butylphenyl/ phenylphosphate, secondary butylphenyl/phenylphosphate, and isopropylphenyl/phenylphosphate. These phosphate esters may be prepared in accordance with known alkylation and phosphorylation procedures as described, for example, in U.S. Reissue Patent No. 29,540, the disclosure of which is incorporated herein by reference.
- the second antiwear component of the present lubricant compositions preferable also comprises supplemental extreme pressure antiwear agents.
- Suitable extreme pressure antiwear agents include oil-soluble organosulfur compounds, in particular, sulfurized hydrocarbons of desired molecular weight. These sulfur compounds may contain other groups which are beneficial and include phosphoros atoms.
- a preferred class of organosulfur compounds is constituted by sulfurized olefins prepared by the reaction of a C3-C6 olefin or a polyolefin derived therefrom, with a sulfur-containing compound, such as sulfur, sulfur monochloride and phosphorpentasulfide.
- Such extreme pressure additives are commercially available, frequently contained in additive packages designed for gear lubricants. Such commercial additives may directly be used in the present invention provided that no metal-containing components are present. Sulfurized and phosphorized extreme pressure agents are preferred.
- the third essential component of the present invention is a substantially residue-free additives package which can comprise the following types of components: Load Carrying Additive up to 2.0, pref. 0.1 to 1.0 wt.% Corrosion Inhibitor 0.015 to 2.0, pref. 0.10 to 0.3 wt.% Antioxidant 0.05 to 2.0, pref. 0.25 to 1.0 wt.% Metal Passivator 0.002 to 0.50, pref. 0.01 to 0.04 wt.% Wetting Agent up to 0.20, pref. up to 0.1 wt.%
- the components used in the additives package need to be substantially free of metallic moieties or components if ash residues are to be avoided.
- they are organic, rather than either metalloorganic or inorganic, in nature.
- the organic additives chosen should not be polymers which, upon incineration, give rise to carbon deposits.
- the additives package used in the instant lubricant is intended to provide oxidation stability, to enhance load carrying properties, and to prevent corrosion by chemical attack on ferrous surfaces as well as to passivate non-ferrous metals such as copper-containing alloys.
- the useful load carrying additives include the amine salt of phosphoric and phosphonic acid derivatives. Moreover, certain phosphorus-amine compounds will also function as ashless antiwear additives in the synthetic base stocks of the instant invention. Such phosphorus-amine products will also give anti rust protection. Lubricant compositions containing the optional extreme pressure antiwear agent do not require the addition of a load carrying additive.
- Aromatic amines have been used for many years to improve the oxidation stability of various synthetic lubricant base stocks.
- Polyol esters of the type used in aircraft gas turbine engines have a long history of using aromatic amines, such as octylphenylnaphthylamine, phenothiazene, and phenyl- alpha -naphthylamine to enhance the oxidation stability of such fluids.
- Triarylphosphate esters are good antiwear additives under normal loading conditions in both mineral oil-based and synthetic lubricants.
- tertbutylphenyl/diphenyl phosphate has the added ability to also give extreme pressure protection under more severe loading conditions.
- a lubricant composition in accordance with this invention is formed by admixture of the following ingredients: Ingredient Weight % Mixed trialkyl trimellitate lubricant1 (HATCOL 2920 brand) 43.79 Mixed trialkyl trimellitate lubricant2 (HATCOL 2932 brand) 43.79 Di(2-ethylhexyl)isophthalate plasticizer (FLEXOL 380 brand)3 9.73 Tertiary butylphenyl/diphenylphosphate (SYN-O-AD 8478 brand) 4 1.0 Phosphorus-sulfur extreme pressure antiwear composition (HITEC E-320 brand) 1.0 Alkyl thiodiazole as corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine as antioxidant 0.50 Benzotriazole as metal passivator 0.02 1
- This product has a viscosity of 456 SUS (Saybolt Universal Seconds) (98 mm2/s) at 100°F
- the resulting composition was an amber colored liquid, having an "oily" odor, with an acid number of 0.68 mg KOH/g. It had a boiling point of over 600°F (315°C), a specific gravity of 0.98 at 60°F (15.6°C), a flash point of over 460°F (240°C) and a vapor pressure of under 1.0 mm Hg at 25°C. All of the ingredi-ents mentioned above are non-metal containing thereby rendering the entire composition an ashless, high-temperature lubricant.
- Example 3 Ingredient Weight % Mixed trialkyl trimellitate lubricant 6 64.82 Trialkyl trimellitate lubricant 7 22.27 Di-(2-ethylhexyl) isophthalate plasticizer (FLEXOL 380 brand) 9.73 Tertiary butylphenyl/dipheny
- Example 5 Ingredient Weight % Mixed trialkyl trimellitate lubricant 9 44.16 Mixed trialkyl trimellitate lubricant 10 44.16 Di-(2-ethylhexyl)isophthalate (FLEXOL 380 brand) 9.81 Tert-butylphenyl diphenylphosphate (SYN-O-AD 8478 brand) 1.00 Phosphorus-amine load carrying additive (VANLUBE 672 brand) 0.20 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine antioxidant 0.50 Benzotriazole metal passivator 0.02 9 This product had a viscosity of 456 SUS (98 mm2/s) at 100°F (37.8°C).
- Example 6 Ingredient Weight % Mixed trialkyl trimellitate lubricant 11 97.23 Tert-butylphenol diphenylphosphate antiwear (SYN-O-AD 8478 brand) 1.00 Phosphorus-amine load-carrying additive 0.10 Phosphorus-sulfur extreme pressure antiwear additive(HITEC E-320 brand) 1.00 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine antioxidant 0.50 Benzotriazole metal passivator 0.04 11 This product had a viscosity of 688 SUS (148.6 mm2/s) at 100°F (37.8°C).
- Example 7 Ingredient Weight % Mixed trialkyl trimellitate lubricant 88.00 Di(2-ethylhexyl)isophthalate (FLEXOL 380 brand) 3.78 Tert-butylphenyl diphenylphosphate (SYN-O-AD 8479 brand) 6.00 Phosphorus-sulfur extreme pressure antiwear compound (ROSCAN 480 brand) 0.15 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.50 Benzotriazole 0.02 Table I The viscometric properties for the various trimellitate-containing lubricants shown in certain of the foregoing Examples are summarized in the following Table: Viscosity, SUS (mm2/s) at Fluid from 100°F (37.8°C) 210°F (98.9°C) Viscosity Index Example No.
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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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US22312888A | 1988-07-22 | 1988-07-22 | |
US223128 | 1988-07-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0351906A1 true EP0351906A1 (fr) | 1990-01-24 |
EP0351906B1 EP0351906B1 (fr) | 1992-09-16 |
Family
ID=22835162
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89201826A Expired - Lifetime EP0351906B1 (fr) | 1988-07-22 | 1989-07-11 | Composition lubrifiante synthétique |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0351906B1 (fr) |
JP (1) | JPH02242895A (fr) |
DE (1) | DE68902891T2 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1252276A1 (fr) * | 2000-01-14 | 2002-10-30 | ExxonMobil Research and Engineering Company | Huiles industrielles a resistance accrue a l'oxydation |
FR2946983A1 (fr) * | 2009-06-23 | 2010-12-24 | Nyco Sa | Agents anti-usure a neurotoxicite reduite |
US20140200169A1 (en) * | 2011-05-26 | 2014-07-17 | Kluber Lubrication Munchen SE & Co., KG | High Temperature Oil |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8841243B2 (en) | 2010-03-31 | 2014-09-23 | Chevron Oronite Company Llc | Natural gas engine lubricating oil compositions |
US8796192B2 (en) | 2010-10-29 | 2014-08-05 | Chevron Oronite Company Llc | Natural gas engine lubricating oil compositions |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1119412A (fr) * | 1955-02-17 | 1956-06-20 | Lubrifiants à haute pression, incongelables | |
FR2102272A1 (fr) * | 1970-08-14 | 1972-04-07 | Ciba Geigy | Composition de base pour lubrifiants synthetiques ou fluides fonctionnels |
FR2206376A1 (fr) * | 1972-11-13 | 1974-06-07 | Tenneco Chem | |
US4087386A (en) * | 1974-07-22 | 1978-05-02 | Fmc Corporation | Triaryl phosphate ester functional fluids |
US4111821A (en) * | 1972-02-07 | 1978-09-05 | Tenneco Chemicals, Inc. | Lubricants for reciprocating compressors for oxygen-free gases |
EP0144922A2 (fr) * | 1983-12-03 | 1985-06-19 | Mineralölwerke Wenzel und Weidmann Zweigniederlassung der Fuchs Mineralölwerke GmbH, Mannheim | Lubrifiant |
US4589990A (en) * | 1985-06-21 | 1986-05-20 | National Distillers And Chemical Corporation | Mist lubricant compositions |
EP0195109A1 (fr) * | 1984-02-22 | 1986-09-24 | Stauffer Chemical Company | Méthode pour lubrifier un contact électrique |
-
1989
- 1989-07-11 EP EP89201826A patent/EP0351906B1/fr not_active Expired - Lifetime
- 1989-07-11 DE DE8989201826T patent/DE68902891T2/de not_active Expired - Fee Related
- 1989-07-24 JP JP1188983A patent/JPH02242895A/ja active Pending
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1119412A (fr) * | 1955-02-17 | 1956-06-20 | Lubrifiants à haute pression, incongelables | |
FR2102272A1 (fr) * | 1970-08-14 | 1972-04-07 | Ciba Geigy | Composition de base pour lubrifiants synthetiques ou fluides fonctionnels |
US4111821A (en) * | 1972-02-07 | 1978-09-05 | Tenneco Chemicals, Inc. | Lubricants for reciprocating compressors for oxygen-free gases |
FR2206376A1 (fr) * | 1972-11-13 | 1974-06-07 | Tenneco Chem | |
US4087386A (en) * | 1974-07-22 | 1978-05-02 | Fmc Corporation | Triaryl phosphate ester functional fluids |
EP0144922A2 (fr) * | 1983-12-03 | 1985-06-19 | Mineralölwerke Wenzel und Weidmann Zweigniederlassung der Fuchs Mineralölwerke GmbH, Mannheim | Lubrifiant |
EP0195109A1 (fr) * | 1984-02-22 | 1986-09-24 | Stauffer Chemical Company | Méthode pour lubrifier un contact électrique |
US4589990A (en) * | 1985-06-21 | 1986-05-20 | National Distillers And Chemical Corporation | Mist lubricant compositions |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1252276A1 (fr) * | 2000-01-14 | 2002-10-30 | ExxonMobil Research and Engineering Company | Huiles industrielles a resistance accrue a l'oxydation |
EP1252276A4 (fr) * | 2000-01-14 | 2009-08-26 | Exxonmobil Res & Eng Co | Huiles industrielles a resistance accrue a l'oxydation |
FR2946983A1 (fr) * | 2009-06-23 | 2010-12-24 | Nyco Sa | Agents anti-usure a neurotoxicite reduite |
US20140200169A1 (en) * | 2011-05-26 | 2014-07-17 | Kluber Lubrication Munchen SE & Co., KG | High Temperature Oil |
Also Published As
Publication number | Publication date |
---|---|
JPH02242895A (ja) | 1990-09-27 |
DE68902891D1 (de) | 1992-10-22 |
DE68902891T2 (de) | 1993-03-25 |
EP0351906B1 (fr) | 1992-09-16 |
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