WO1995002026A1 - Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion - Google Patents
Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion Download PDFInfo
- Publication number
- WO1995002026A1 WO1995002026A1 PCT/US1994/007664 US9407664W WO9502026A1 WO 1995002026 A1 WO1995002026 A1 WO 1995002026A1 US 9407664 W US9407664 W US 9407664W WO 9502026 A1 WO9502026 A1 WO 9502026A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- carbon atoms
- oil composition
- lubricating oil
- weight
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 41
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 39
- 238000005260 corrosion Methods 0.000 title claims abstract description 14
- 230000007797 corrosion Effects 0.000 title claims abstract description 14
- 239000003112 inhibitor Substances 0.000 title description 5
- 239000003607 modifier Substances 0.000 title description 2
- 239000003921 oil Substances 0.000 claims abstract description 27
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052802 copper Inorganic materials 0.000 claims abstract description 19
- 239000010949 copper Substances 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 claims abstract description 5
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000012990 dithiocarbamate Substances 0.000 claims abstract description 4
- 150000007524 organic acids Chemical class 0.000 claims abstract description 4
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 125000003158 alcohol group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 238000002485 combustion reaction Methods 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 claims 1
- 230000002829 reductive effect Effects 0.000 abstract description 6
- 238000012360 testing method Methods 0.000 description 19
- -1 polyol ester Chemical class 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- 239000002480 mineral oil Substances 0.000 description 7
- 235000010446 mineral oil Nutrition 0.000 description 7
- 239000010705 motor oil Substances 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 6
- 239000011575 calcium Substances 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- ILRSCQWREDREME-UHFFFAOYSA-N dodecanamide Chemical compound CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000006078 metal deactivator Substances 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 239000002199 base oil Substances 0.000 description 3
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 229960002317 succinimide Drugs 0.000 description 3
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 244000145841 kine Species 0.000 description 2
- 229940116335 lauramide Drugs 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical class C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 description 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001424392 Lucia limbaria Species 0.000 description 1
- 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 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000010951 brass 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
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 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 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- ALKZAGKDWUSJED-UHFFFAOYSA-N dinuclear copper ion Chemical compound [Cu].[Cu] ALKZAGKDWUSJED-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 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 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 150000002473 indoazoles Chemical class 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000005645 linoleyl group Chemical group 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000005078 molybdenum compound Substances 0.000 description 1
- 150000002752 molybdenum compounds Chemical class 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 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 1
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl 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])=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 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 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 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 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 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
-
- 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
- C10M129/04—Hydroxy compounds
- C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
-
- 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
-
- 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
- C10M133/16—Amides; Imides
-
- 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
-
- 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
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
- C10M133/56—Amides; Imides
-
- 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
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
-
- 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
- C10M135/12—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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
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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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
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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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/12—Groups 6 or 16
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol-fuelled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
Definitions
- the present invention relates to a lubricating oil ⁇ composi ⁇ tion having a low coefficient of friction and a reduced copper corro- sivene ⁇ s.
- Examples of fundamental performances required of the engine oils include detergency, dispersancy, a reduction in friction, reduc ⁇ tion of wear and seizing, reduction of thermal and oxidative deterio ⁇ ration, reduction of corrosion, and cooling and sealing functions.
- a lubricating oil composition particularly useful in the reduction in the mechanical friction loss of four-cycle engines, said lubricating oil composition comprising a mineral oil and/or a synthetic oil having a kinematic viscosity at 100°C of 3 to 20 cSt and, incorporated therein, (a) 0.2 to 5% by weight of sulfurized oxymolybdenum organophosphorodithioate (herein abbreviated to "MoDTP”) and/or molybdenum dithiocarbamate (hereinafter abbreviated to as "MoDTC”), (b) 0.1 to 7% by weight of zinc dithiophosphate, (c) 0.1 to 20% by weight of calcium alkyl- benzenesulfonate and (d) 1 to 15% by weight of an alkenylsuccinimide and/or a borated alkenylsuccinimide.
- MoDTP sulfurized oxymolybdenum organophosphorodithioate
- MoDTC mo
- the lubricating oil does not attack a metal present within the engine during use. Free sulfur, sulfur compounds or acidic substances are considered to cause corrosion. Since the copper plate is most sensi ⁇ tive to these substances, the corrosion of a copper plate when exposed to lubricating oil is evaluated as a measure of the corrosiveness of the lubricating oil. It is a common practice to add nitrogenous metal deactivators, such as benzotriazole, to the lubricating oil for the purpose of reducing the copper corrosivness. However, the addition of these metal deactivators in a large amount results in hardening of sealing rubbers.
- nitrogenous metal deactivators such as benzotriazole
- lubricating oils containing organomolybdenum com ⁇ pounds have a problem of high coefficient of friction at an early stage, i.e., at the stage of running-in.
- the additive to the lubricating oil is absorbed on the surface of the metal to form a boundary lubrication film which serves to reduce a boundary friction.
- a relatively substantial amount of time is taken for the organomolybdenum compounds to be absorbed on the surface of the metal to develop the effect of reducing the friction.
- the present invention relates to improved lubricating oil compositions having a low coefficient of friction, reduced copper corrositivity and which exhibits a low coefficient of friction from an early operating stage.
- the lubricating oil composition comprises:
- c) from 0.5 to 7% by weight, based on the composition, of at least one organozinc compound selected from the group consisting of zinc dithiophosphate and zinc dithiocarbamate.
- the lubricating oil composition further comprises from 0.01 to 5% by weight, based on the composition, of an organic acid amide in addition to components (b) and (c) above.
- the present invention is also directed to a method for reducing friction and copper corrosion in an internal combustion engine which comprises operating the engine with the lubricating oil composition containing components (a)-(c) above.
- the mineral oil and/or synthetic oil used as a base oil in the lubricating oil composition of the present invention has a kine ⁇ matic viscosity at 100°C of 3 to 20 cSt, preferably 4 to 15 cSt.
- the mineral oil include 60 neutral oil, 100 neutral oil, 150 neutral oil, 300 neutral oil, 500 neutral oil and a bright stock.
- the synthetic oils include polyolefin, polyglycol ester, polyol ester, phosphoric ester, silicone oil, alkyldiphenyl, alkyl- benzene and dibasic acid ester. These base oils may be used alone or in the form of a mixutre of two or more of them.
- MoDTC and MoDTP used in the present invention are organo ⁇ molybdenum compounds respectively represented by the following general formulae I and II:
- Ri to R4 may be the same or different and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or a hydrocarbon group having 3 to 20 carbon atoms and containing an ester bond, an ether bond, an alcohol group or a car- boxyl group.
- Xi and X2 may be the same or different and each is independently an oxygen atom or a sulfur atom
- Y ⁇ and Y2 may be the same or different and each is independently an oxygen atom or a sulfur atom.
- R ⁇ to R4 are preferably a saturated or unsaturated alkyl or alkenyl group having 6 to 18 carbon atoms, cycloalkyl group having 12 to 24 carbon atoms or an alkylaryl group having 12 to 24 carbon atoms.
- Preferred examples thereof include alkyl and alkenyl groups having 6 to 18 carbon atoms, such as n-hexyl, 2-ethylhexyl, n-octyl, nonyl, decyl, lauryl, tridecyl, oleyl and linoleyl, and alkylaryl groups substituted with an alkyl group having 3 to 18 carbon atoms, such as nonylphenyl.
- the amounts of MoDTC and MoDTP incorporated into the oil composition is from 0.01 to less than 0.2% by weight based on the oil composition independently of whether MoDTC and MoDTP are used alone or in combination thereof. When the amount is less than 0.01% by weight, the effect of reducing friction is very small. On the other hand, when the amount exceeds 0.2% by weight, the copper corrosiveness becomes significant.
- the amount of MoDTC and/or MoDTP is preferably in the range of from 0.03 to 0.18% by weight.
- MoDTC and MoDTP are commercially available from Asahi Denka Kogyo k.k., a Japanese Corpo ⁇ ration and from R. T. Vanderbilt, Norwalk, CT.
- ZnDTP and ZnDTC used in the present invention are organozinc compounds respectively represented by the following general formulae
- R5 and R5 may be the same or different and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or hydrocarbon group having from 3 to 20 carbom atoms and containing an ester bond, and ether bond, an alcohol group or a carboxyl group.
- R5 and R5 are preferably independently an alkyl group having 2 to 12 carbon atoms, a cycloalkyl group having 8 to 18 carbon atoms and an alkylaryl group having 8 to 18 carbon atoms.
- ZnDTP and ZnDTC are commercially available from Amoco Chemical Company and Exxon Chemical Company and are incorporated either alone or in combination in an amount of 0.5 to 7% by weight based on the oil composition. These compounds serve as an extreme- pressure agent, an antioxidant, a corrosion inhibitor, etc. When the amount of these compounds incorporated into the oil composition is excessively low, no satisfactory effect of addition can be attained. On the other hand, when it is excessively high, the effect of addition is often saturated or even lowered.
- the organic amide used in the present invention is a compound represented by the following general formula V:
- R7 and Rg may be the same or different stand and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or an alkylene oxide group having 2 to 30 carbon atoms, and Rg stands for a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or a hydro ⁇ carbon group having from 3 to 20 carbon atoms and containing an ester bond, an ether bond, an alcohol group or a carboxyl group.
- alkylene oxide group used herein is intended to mean groups represented by the following general formula VI and/or VII:
- n is an integer of 1 to 10
- R ⁇ g stands for a hydrogen atom or a methyl group.
- the R 7 and Rg are preferably independently a hydrogen atom, an alkyl group having 2 to 8 carbon atoms, cycloalkyl group having 8 to 14 carbon atoms, an alkylaryl group having 8 to 14 carbon atoms or an alkylene oxide group wherein n is 1 to 5.
- Rg is preferably a saturated or unsaturated alkyl group having 6 to 18 carbon atoms, cycloalkyl group having 12 to 24 carbon atoms or an alkylaryl group having 12 to 24 carbon atoms. Examples of such an organic amide compound include oleamide and lauramide.
- the amount of the organic amide compound is 0.01 to 5% by weight, preferably 0.05 to 2% by weight based on the oil composition.
- the addition of the organic amide compound enables the coefficient of friction to be lowered from an early stage while inhibiting copper corrosion. If the amount is excessively low, the effect of lowering the coefficient of friction in an early stage is small. On the other hand, if the amount is excessively high, the effect is saturated.
- additives for example, other extreme- pressure agents, ashless detergent dispersants, antioxidants, metallic detergents, metal deactivators, viscosity index improvers, pour point depressants, rust preventives, antifoaming agents, and corrosion inhibitors, may be added to the lubricating oil composition.
- ashless detergent dispersant examples include those based on succinimide, succinamide, benzylamine and esters, and it is also possible to use boron-based ashless detergent dispersants. They are generally used in a proportion of 0.5 to 7% by weight.
- antioxidants examples include amine-based antioxidants, such as alkylated diphenylamine, phenyl- ⁇ -naphthylamine and alkylated ⁇ -naphthylamine, and phenolic antioxidants, such as 2,6-di-tert-butyl- phenol and 4,4'-methylenebis-(2,6-di-tert-butylphenol) , and they are generally used in a proportion of 0.05 to 2.0% by weight.
- amine-based antioxidants such as alkylated diphenylamine, phenyl- ⁇ -naphthylamine and alkylated ⁇ -naphthylamine
- phenolic antioxidants such as 2,6-di-tert-butyl- phenol and 4,4'-methylenebis-(2,6-di-tert-butylphenol)
- Examples of the metallic detergents include Ca sulfonate, Mg sulfonate, Ba sulfonate, Ca phenate and Ba phenate, which are general ⁇ ly used in a proportion of 0.1 to 5% by weight.
- metal deactivator examples include benzotriazole, benzotrazole derivatives, benzothiazole, benzothiazole derivatives, triazole, triazole derivatives, dithiocarbamate, dithiocarbamate derivatives, indazole and indazole derivatives, which are generally used in a proportion of 0.005 to 0.3% by weight.
- viscosity index improver examples include polymethyl methacrylate, polyisobutylene, ethylene-propylene copolymer and styrene-butadiene hydrogenated copolymer, which are generally used in a proportion of 0.5 to 35% by weight.
- Examples of the rust inhibitor include an alkenylsuccinic acid and a partial ester thereof, which are added as needed.
- antifoaming agent examples include dimethylpoly- siloxane and polyacrylate, which are added as needed.
- the lubricating oil composition of the present invention can be produced by incorporating the desired amount of the above-described various additives to a mineral oil and/or a synthetic oil as a base oil and homogeneously mixing them with each other.
- the lubricating oil composition of the present invention can be used in extensive fields as lubricating oils including engine oils and, further, gear oils, ATF, PS fluids, spindle oils, hydraulic oils, industrial lubri ⁇ cating oils, etc.
- the properties of the lubricating oils were measured by the following methods.
- the coefficient of friction of each lubricating oil was measured with a reciprocal vibration friction tester (SRV).
- a steel ball having a diameter of 1/2 inch (SUJ-2 specified in JIS G4805) was used as the upper test piece, and a steel disk (SUJ-2 specified in JIS G 4805) was used as the lower test piece.
- a sample oil was dropped on the lower test piece, a load was applied to the upper test piece from the top, and the upper test piece was vibrated parallel to the lower test piece with the upper test piece being pressed against the lower test piece.
- the lateral load applied to the lower test piece was measured to calculate the coeffi ⁇ cient of friction (u) .
- the coefficient of friction was measured twice, that is, 5 minutes and 20 minutes after the initiation of the vibration of the upper test piece. Testing conditions were as fol ⁇ lows:
- a corrosiveness test was conducted at a testing temperature of 100°C and a testing time of 3 h by the test tube method according to JIS K 2513 "Petroleum Products-Corrosiveness to Copper-Copper Strip Test" and the state of discoloration of the copper plate was observed according to the Standards for Copper Plate Corrosion to evaluate the corrosiveness according to subdivisional symbols la to 4c. The smaller the numeral of the subdivisional symbol, the lower the corro ⁇ siveness, and the corrosiveness increases in alphabetical order.
- la a pale orange color which is substantially the same as the color of a finish-polished copper plate
- lb a deep orange color
- 3a a reddish brown pattern on the brass color.
- R stands for an alkyl group having 10 carbon atoms
- each of the lubricating oil compositions of Examples 1 to 6 of the present invention had a small coefficient of friction 20 minutes after the initiation of the test and, and the same time, a small copper corrosiveness.
- the lubricating oil composition of Comparative Example 1 wherein MoDTC was incorporated in an amount of 0.30% by weight had a large coeffi ⁇ cient of friction 20 minutes after the initiation of the test and, at the same time, a large copper corrosiveness.
- the lubricating oil compostion of Comparative Example 2 wherein neither ZnDTP nor ZnDTC was used in combination with MoDTC or MoDTP had a tendency that the coefficient of friction increases.
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Abstract
Cette composition d'huile de lubrification constitue une amélioration car son c÷fficient de friction a été abaissé et l'effet de corrosion sur lame de cuivre a été réduit. Elle se compose (a) d'un produit blanc lubrifiant, (b) de 0,01 % à 0,2 % (en proportion pondérale) suivant la composition de l'huile d'au moins un composé organomolybdène appartenant au groupe des oxymolybdènes sulfurisés ditiocarbamate et organophosphorodithioate, (c) de 0,5 % à 7 % (en proportion pondérale) suivant la composition de l'huile d'au moins un composé organozincique appartenant au groupe des dithiophosphates et ditiocarbamates de zinc, et (d) de 0,01 % à 5 % (en proportion pondérale) suivant la composition de l'huile d'un acide aminé.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/089,876 | 1993-07-09 | ||
US08/089,876 US5356547A (en) | 1992-01-09 | 1993-07-09 | Lubricating oil composition containing friction modifier and corrosion inhibitor |
Publications (1)
Publication Number | Publication Date |
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WO1995002026A1 true WO1995002026A1 (fr) | 1995-01-19 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/US1994/007664 WO1995002026A1 (fr) | 1993-07-09 | 1994-07-08 | Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997003152A1 (fr) * | 1995-07-11 | 1997-01-30 | Shell Internationale Research Maatschappij B.V. | Graisses lubrifiantes |
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US4208293A (en) * | 1978-11-13 | 1980-06-17 | Ethyl Corporation | Improved crankcase lubricant composition |
US4243538A (en) * | 1979-06-07 | 1981-01-06 | Ethyl Corporation | Fuel and lubricating compositions containing N-hydroxymethyl aliphatic hydrocarbylamide friction reducers |
US4280916A (en) * | 1980-03-31 | 1981-07-28 | Shell Oil Company | Lubricant composition |
EP0239088A2 (fr) * | 1986-03-26 | 1987-09-30 | Tribol Lubricants GmbH | Lubrifiant et son procédé de préparation |
EP0304011A1 (fr) * | 1987-08-19 | 1989-02-22 | Kyodo Oil Technical Research Center Co., Ltd. | Compositon lubrifiante pour moteur à combustion interne |
JPH05186787A (ja) * | 1992-01-09 | 1993-07-27 | Tonen Corp | 潤滑油組成物 |
-
1994
- 1994-07-08 WO PCT/US1994/007664 patent/WO1995002026A1/fr active Application Filing
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
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US4208293A (en) * | 1978-11-13 | 1980-06-17 | Ethyl Corporation | Improved crankcase lubricant composition |
US4243538A (en) * | 1979-06-07 | 1981-01-06 | Ethyl Corporation | Fuel and lubricating compositions containing N-hydroxymethyl aliphatic hydrocarbylamide friction reducers |
US4280916A (en) * | 1980-03-31 | 1981-07-28 | Shell Oil Company | Lubricant composition |
EP0239088A2 (fr) * | 1986-03-26 | 1987-09-30 | Tribol Lubricants GmbH | Lubrifiant et son procédé de préparation |
EP0304011A1 (fr) * | 1987-08-19 | 1989-02-22 | Kyodo Oil Technical Research Center Co., Ltd. | Compositon lubrifiante pour moteur à combustion interne |
JPH05186787A (ja) * | 1992-01-09 | 1993-07-27 | Tonen Corp | 潤滑油組成物 |
Non-Patent Citations (1)
Title |
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PATENT ABSTRACTS OF JAPAN vol. 017, no. 617 (C - 1129) 15 November 1993 (1993-11-15) * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1997003152A1 (fr) * | 1995-07-11 | 1997-01-30 | Shell Internationale Research Maatschappij B.V. | Graisses lubrifiantes |
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