WO2014096328A1 - Composition lubrifiante a base d'ether de polyglycerol - Google Patents
Composition lubrifiante a base d'ether de polyglycerol Download PDFInfo
- Publication number
- WO2014096328A1 WO2014096328A1 PCT/EP2013/077625 EP2013077625W WO2014096328A1 WO 2014096328 A1 WO2014096328 A1 WO 2014096328A1 EP 2013077625 W EP2013077625 W EP 2013077625W WO 2014096328 A1 WO2014096328 A1 WO 2014096328A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- carbon atoms
- lubricating composition
- group
- composition according
- alkyl group
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 182
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims abstract description 109
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 75
- 229920000223 polyglycerol Polymers 0.000 title claims abstract description 55
- 239000002270 dispersing agent Substances 0.000 claims abstract description 59
- 125000004432 carbon atom Chemical group C* 0.000 claims description 76
- 239000000314 lubricant Substances 0.000 claims description 60
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical group O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 59
- 125000000217 alkyl group Chemical group 0.000 claims description 42
- 239000000446 fuel Substances 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000000654 additive Substances 0.000 claims description 28
- 239000002199 base oil Substances 0.000 claims description 28
- 239000003607 modifier Substances 0.000 claims description 21
- 239000010705 motor oil Substances 0.000 claims description 18
- 239000003963 antioxidant agent Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- 230000000996 additive effect Effects 0.000 claims description 16
- 229960002317 succinimide Drugs 0.000 claims description 13
- 239000003599 detergent Substances 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 239000007866 anti-wear additive Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000005069 Extreme pressure additive Substances 0.000 claims description 6
- 229920002367 Polyisobutene Polymers 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 229920000768 polyamine Polymers 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 239000002562 thickening agent Substances 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 17
- -1 amide esters Chemical class 0.000 description 16
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 14
- 229910052750 molybdenum Inorganic materials 0.000 description 14
- 239000011733 molybdenum Substances 0.000 description 14
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- 239000002184 metal Substances 0.000 description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 7
- 238000005259 measurement Methods 0.000 description 6
- 229920013639 polyalphaolefin Polymers 0.000 description 6
- 239000001384 succinic acid Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 239000003502 gasoline Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 239000008186 active pharmaceutical agent Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000498 cooling water Substances 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- BTHAQRDGBHUQMR-UHFFFAOYSA-N [S]P(=O)=O Chemical compound [S]P(=O)=O BTHAQRDGBHUQMR-UHFFFAOYSA-N 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical group C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000033001 locomotion Effects 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical class C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- SXYOAESUCSYJNZ-UHFFFAOYSA-L zinc;bis(6-methylheptoxy)-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)CCCCCOP([S-])(=S)OCCCCCC(C)C.CC(C)CCCCCOP([S-])(=S)OCCCCCC(C)C SXYOAESUCSYJNZ-UHFFFAOYSA-L 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 125000006539 C12 alkyl 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
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000005078 molybdenum compound Substances 0.000 description 1
- 150000002752 molybdenum compounds Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- UAQJVNPFHGOEAH-UHFFFAOYSA-N oxido-oxo-phosphosulfanylphosphanium Chemical class O=P(=O)SP(=O)=O UAQJVNPFHGOEAH-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 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
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- C10M129/16—Ethers
-
- 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
- C10M133/58—Heterocyclic 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
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- 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
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
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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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/127—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids polycarboxylic
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
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- 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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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/30—Heterocyclic compounds
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- 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
- C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
- C10M2219/066—Thiocarbamic type compounds
- C10M2219/068—Thiocarbamate metal salts
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/54—Fuel economy
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- 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
Definitions
- Lubricating composition based on polyglycerol ether
- the present invention is applicable to the field of lubricants. More particularly, the present invention relates to a lubricant composition comprising at least one branched polyglycerol ether, and more particularly at least one branched polyglycerol ether and at least one dispersant.
- the lubricant composition according to the invention has good fuel economy properties.
- the lubricant composition according to the invention also has good heat resistance properties.
- the present invention also relates to a process using this composition.
- the present invention also relates to a method for reducing the fuel consumption of a vehicle employing this lubricating composition.
- the present invention also relates to the use of a branched polyglycerol ether as a friction modifier in a lubricating composition.
- Automotive engine lubricants known as energy saving or "fuel-eco" (English terminology), have been developed to meet these new needs.
- the improvement of the energetic performances of the lubricating compositions can be obtained in particular by mixing in base oils specific additives such as friction modifiers and viscosity index improvers polymers.
- specific additives such as friction modifiers and viscosity index improvers polymers.
- organometallic compounds comprising molybdenum are commonly used. In order to obtain good anti-friction properties, a sufficient amount of molybdenum must be present within the lubricating composition.
- molybdenum dithiocarbamates are mainly used as a source of molybdenum.
- these compounds have the disadvantage of inducing sediment formation when the lubricating composition has too much molybdenum content.
- the poor solubility of these compounds modifies or even deteriorates the properties of the lubricant composition, in particular its viscosity.
- too much or not enough viscous composition hinders the movement of moving parts, the good start of an engine, the protection of an engine when it has reached its operating temperature, and therefore ultimately causes an increase in fuel consumption.
- these molybdenum dithiocarbamates contribute to increasing the ash content, reducing their potential for use in a lubricant composition, especially in Europe.
- the presence of friction modifiers in a lubricant composition can degrade the thermal resistance of the composition, and thus degrade the cleanliness of the engine.
- EP 1 780 257 discloses a lubricating composition comprising a polyglycerol ether, said composition having improved fuel economy properties. This document also describes the combination of this ether with a polyisobutylene succinimide polymer.
- the polyglycerol ether described in this document has a linear structure.
- the lubricating composition described in this document finds its application on specific surfaces characterized by a low coefficient of friction, such as DLC (Diamond-Like Carbon) type surfaces.
- An object of the present invention is to provide a friction modifier and a lubricating composition comprising said friction modifier overcoming all or in part the aforementioned drawbacks.
- Another object of the present invention is to provide a thermally stable lubricating composition and comprising no or very few molybdenum-based compounds.
- Another object of the present invention is to provide a lubricating composition comprising no or very few molybdenum-based compounds and having equivalent or even improved friction-reducing properties while being applicable on different surfaces, especially on surfaces of nature. different chemical.
- Another object of the invention is to provide a lubricant composition whose formulation is easy to implement.
- Another object of the present invention is to provide a lubrication method for saving energy.
- the invention thus relates to a lubricating composition
- a lubricating composition comprising
- R 1 represents a linear or branched alkyl group comprising from 1 to
- n an integer ranging from 2 to 10.
- the lubricating composition can comprise
- R 1 represents a linear or branched alkyl group containing from 1 to 30 carbon atoms
- N represents an integer ranging from 2 to 10
- At least one dispersant is at least one dispersant.
- the lubricating composition may comprise:
- R 1 represents a linear or branched alkyl group containing from 1 to 30 carbon atoms
- N represents an integer ranging from 2 to 10
- the lubricating composition may comprise:
- R 1 represents a linear or branched alkyl group containing from 1 to 30 carbon atoms
- N represents an integer ranging from 2 to 10
- a polyglycerol ether of formula (I) in a lubricant composition makes it possible to improve the anti-friction properties of the composition, and thus to improve the economy properties of the composition. fuel.
- the present invention makes it possible to formulate lubricating compositions comprising no or very few molybdenum-based compounds and which, however, have anti-friction properties and equivalent or even improved fuel economy.
- the lubricant compositions according to the invention have improved thermal stability.
- the lubricant compositions according to the invention have improved storage stability and a viscosity that does not vary or is very little.
- the presence of at least one polyglycerol ether of formula (I) in a lubricant composition makes it possible to save fuel when an engine is idling or running at high speed.
- R 1 represents a linear or branched alkyl group comprising from 8 to 25 carbon atoms, preferably from 10 to 20 carbon atoms.
- n is 2, 3, 4 or 5, preferably 2, 3 or 4.
- the polyglycerol ether is chosen from the compounds of formula (I) in which: R 1 represents a linear or branched alkyl group having 12 carbon atoms and n represents 2; or
- R 1 represents a linear or branched alkyl group containing 18 carbon atoms and n represents 2;
- R 1 represents a linear or branched alkyl group containing 16 carbon atoms and n represents 3;
- R 1 represents a linear or branched alkyl group containing 12 carbon atoms and n represents 4;
- R 1 represents a linear or branched alkyl group containing 18 carbon atoms and n represents 4.
- the lubricating composition consists essentially of less than one base oil and at least one polyglycerol ether of formula (I)
- R 1 represents a linear or branched alkyl group containing from 1 to 30 carbon atoms
- n represents an integer ranging from 2 to 10.
- the lubricating composition consists essentially of at least one base oil, at least one dispersant and at least one polyglycerol ether of formula (I)
- R 1 represents a linear or branched alkyl group having 1 to 30 carbon atoms
- the dispersant is chosen from compounds comprising at least one succinimide group, esters of succinic acid or amide esters of succinic acid.
- the dispersant is chosen from compounds comprising at least one substituted succinimide group or compounds comprising at least two substituted succinimide groups, the succinimide groups being linked at their nitrogen-bearing vertex by a grouping polyamine.
- the dispersant is a substituted succinimide of formula (II) or a substituted succinimide of formula (III):
- X represents an integer ranging from 0 to 10, preferably 2, 3, 4, 5 or 6;
- Y represents an integer ranging from 2 to 6, preferably 2, 3 or 4;
- R 2 represents an alkyl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms, an aryl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms, an arylalkyl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms or an alkylaryl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms;
- R 3 and R 4 which may be identical or different, independently represent a hydrogen atom, a linear or branched alkyl group comprising from 1 to 25 carbon atoms, an alkoxy group comprising from 1 to 12 carbon atoms, an alkylene group comprising from 2 to 6 carbon atoms, a hydroxylated alkylene group comprising from 2 to 12 carbon atoms or an alkylene amine group comprising from 2 to
- the dispersant is a substituted succinimide of formula (II) wherein:
- R 2 represents a polyisobutylene group
- R 3 and R 4 represent a hydrogen atom
- the weight content of polyglycerol ether is from 0.1 to 3%, preferably from 0.5 to 2%, relative to the total weight of the lubricating composition.
- the content by weight of dispersant ranges from 0.1 to 10%, preferably from 0.1 to 5%, advantageously from 0.1 to 3% relative to the total weight of the lubricant composition.
- the mass ratio (weight of polyglycerol ether / dispersant mass) ranges from 5/1 to 1/5, preferably from 2/1 to 1/2.
- the lubricating composition further comprises at least one additive selected from the group consisting of detergents, anti-wear additives, extreme pressure additives, antioxidants, viscosity index improvers, dot enhancers, and the like. flow, antifoam, thickeners and mixtures thereof.
- the invention also relates to an engine oil comprising a lubricant composition as defined above.
- It relates to the use of a lubricant composition as defined above to reduce the fuel consumption of vehicles.
- It relates to a method of reducing energy losses by friction of a mechanical part comprising at least one step of contacting a mechanical part with a lubricant composition as defined above.
- It relates to a method for reducing the fuel consumption of a vehicle comprising at least one step of contacting a mechanical part of the vehicle engine with a lubricating composition as defined above.
- R 1 represents a linear or branched alkyl group comprising from 1
- n an integer ranging from 2 to 10.
- the polyglycerol ether present in the lubricant composition according to the invention is a compound of formula (I)
- R 1 represents a linear or branched alkyl group having 1 to 30 carbon atoms
- n represents an integer ranging from 2 to 10.
- R 1 may represent a linear or branched alkyl group containing from 8 to 25 carbon atoms, preferably from 10 to 20 carbon atoms.
- n may be 2, 3, 4 or 5, preferably 2, 3 or 4.
- the polyglycerol ether may be chosen from compounds of formula (I) in which:
- R 1 represents a linear or branched alkyl group comprising 12 carbon atoms and n represents 2;
- R 1 represents a linear or branched alkyl group comprising 18 carbon atoms and n represents 2;
- R 1 represents a linear or branched alkyl group containing 16 carbon atoms and n represents 3;
- R 1 represents a linear or branched alkyl group containing 12 carbon atoms and n represents 4;
- Ri represents a linear or branched alkyl group comprising 18 carbon atoms and n represents 4.
- the polyglycerol ether is chosen from the compounds of formula (I) in which R 1 represents a linear or branched alkyl group containing 12 carbon atoms and n represents 2.
- polyglycerol ethers As examples of polyglycerol ethers according to the invention, mention may be made of the products Chimexane NV, Chimexane NB, Chimexane NL, Chimexane NA or Chimexane NC marketed by Chimex.
- the weight content of polyglycerol ether of formula (I) ranges from 0.1 to 3%, preferably from 0.5 to 2%, relative to the total weight of the lubricating composition.
- Another subject of the invention relates to the use of a polyglycerol ether of formula (I) as a friction modifier.
- R 1 represents a linear or branched alkyl group comprising from 1
- n an integer ranging from 2 to 10.
- the set of characteristics and preferences presented for the polyglycerol ether of formula (I) present in the lubricant composition also applies to the use of a polyglycerol ether of formula (I) as a friction modifier in a composition lubricating.
- the lubricating composition may comprise at least one dispersant.
- Dispersant within the meaning of the present invention more particularly means any compound which ensures the suspension and evacuation of insoluble solid contaminants consisting of secondary oxidation products and unburnt combustion (soot) that form when a lubricating composition, especially in the form of a motor oil, is in use.
- insoluble solid contaminants consisting of secondary oxidation products and unburnt combustion (soot) that form when a lubricating composition, especially in the form of a motor oil, is in use.
- the dispersant may be chosen from compounds comprising at least one succinic group, esters of succinic acid or amide esters of succinic acid, preferably compounds comprising at least one succinimide group.
- the dispersant may be chosen from compounds comprising at least one substituted succinimide group or compounds comprising at least two substituted succinimide groups, the succinimide groups being connected at their atom-bearing apices. nitrogen with a polyamine group.
- substituted succinimide group within the meaning of the present invention is meant a succinimide group of which at least one of the vertices is substituted by a hydrocarbon group comprising from 8 to 400 carbon atoms.
- the dispersant is a substituted succinimide of formula (II) or a substituted succinimide of formula (III):
- X represents an integer ranging from 0 to 10, preferably 2, 3, 4, 5 or 6;
- Y represents an integer ranging from 2 to 6, preferably 2, 3 or 4;
- R 2 represents an alkyl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms, an aryl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms, an arylalkyl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms or an alkylaryl group comprising from 8 to 400 carbon atoms, preferably from 50 to 200 carbon atoms;
- R 3 and R 4 which are identical or different, independently represent a hydrogen atom, a linear or branched alkyl group comprising from 1 to 25 carbon atoms, an alkoxy group comprising from 1 to 12 carbon atoms, an alkylene group comprising from 2 to 6 carbon atoms, a hydroxylated alkylene group comprising from 2 to 12 carbon atoms or an alkylene amine group comprising from 2 to
- the dispersant is a substituted succinimide of formula (II) or a substituted succinimide of formula (III) in which R 2 represents a polyisobutylene group.
- R 2 represents a polyisobutylene group having a molecular mass ranging from 800 to 2500 g / mol.
- the dispersant is a substituted succinimide of formula (II) in which:
- R 2 represents a polyisobutylene group
- R 3 and R 4 represent a hydrogen atom
- dispersants As examples of dispersants according to the invention, mention may be made of the OLOA 1 1000 or OLOA 371 products marketed by Chevron Oronite or the HiTEC 644 product marketed by Afton.
- the content by weight of dispersant, in particular of dispersant according to formula (II) or of dispersant according to formula (III) ranges from 0.1 to 10%, preferably 0.1 at 5%, advantageously from 0.1 to 3% relative to the total weight of the lubricating composition.
- the mass ratio (weight of polyglycerol ether / dispersant mass) ranges from 5/1 to 1/5, preferably from 2/1 to 1/2.
- Basic oils weight of polyglycerol ether / dispersant mass
- the lubricant composition according to the present invention comprises at least one base oil which can be chosen from the base oils of groups I to V as defined in the API classification (American Petroleum Institute) or its European equivalent: the ATIEL classification (Technical Association of the European Lubricants Industry) or their mixtures.
- the base oil or base oil mixture may be of natural or synthetic origin.
- the base oil or the mixture of base oils may represent at least 50%, preferably at least 60%, more preferably at least 70%, even more preferably at least 80%, relative to the total weight of the base oil. lubricating composition.
- the oils of groups I to V can be oils of plant, animal or mineral origin.
- the so-called mineral base oils include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreating, hydrocracking and hydroisomerization, hydrofinishing.
- the base oil of the composition according to the invention may also be a synthetic oil, such as certain esters of carboxylic acids and alcohols or polyalphaolefins.
- the polyalphaolefins used as base oil, and which are distinguished from the heavy polyalphaolefins which may also be present in the compositions according to the invention may for example be obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene ), and have a viscosity at 100 ° C ranging from 1.5 to 15 cSt (measured according to international standard ASTM D445.
- Mixtures of synthetic and mineral oils can also be used.
- composition according to the invention is formulated to obtain a kinematic viscosity at 100 ° C. (KV100) ranging from 4 to 25 cSt, preferably from 5 to 22 cSt, more preferably from 5 to 13 cSt, measured according to the standard. International ASTM D445.
- composition according to the invention is formulated to have a viscosity index greater than or equal to 140, preferably greater than or equal to 150, more preferably greater than or equal to 160.
- the subject of the invention is also an oil, preferentially an engine oil comprising a lubricant composition according to the invention.
- the oil according to the invention may be grade OW-20 and 5W-30 according to the SAEJ300 classification, characterized by a kinematic viscosity at 100 ° C (KV100) ranging from 5.6 to 12.5. cSt measured according to ASTM D445 international standard.
- the oil according to the invention can be characterized by a viscosity index, calculated according to the international standard ASTM D2230, greater than or equal to at 130, preferably greater than or equal to 150, more preferably greater than or equal to 160.
- base oils having a sulfur content of less than 0.3%, for example Group III mineral oils, and sulfur-free, preferably Group IV, synthetic bases, or mixtures thereof.
- the lubricant composition according to the invention may further comprise at least one additive.
- the additive may be selected from the group consisting of anti-wear additives, extreme pressure additives, antioxidants, overbased or non-overbased detergents, viscosity index improvers, pour point improvers, dispersants additional, antifoams, thickeners and mixtures thereof.
- the additive (s) may be introduced in isolation and / or included in packages of additives. The addition of the selected additive (s) depends on the use of the lubricating composition. These additives and their use depending on the purpose of the lubricant composition are well known to those skilled in the art.
- the additive (s) are suitable for use as a motor oil.
- the lubricating composition may further comprise at least one anti-wear additive, at least one extreme pressure additive or their mixture.
- the anti-wear and extreme pressure additives protect the friction surfaces by forming a protective film adsorbed on these surfaces.
- antiwear additives There is a wide variety of antiwear additives, but the most used category in lubricating compositions, especially for motor oil, is that of phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates. or ZnDTP.
- the preferred compounds have the formula Zn ((SP (S) (OR 5 ) (OR 6 )) 2, in which R 5 and R 6 , which may be identical or different, independently represent an alkyl group, preferably containing from 1 to 18 carbon atoms.
- the amine phosphates are also anti-wear additives which can be used in the lubricating compositions according to the invention However, the phosphorus provided by these additives acts as a poison for the catalytic systems of automobiles because these additives are ash generators. These effects can be minimized by substituting partially amine phosphates by additives not providing phosphorus, such as, for example, polysulfides, including sulfur olefins.
- the anti-wear and extreme-pressure additives may be present in the motor oil at contents ranging from 0.01 to 6% by weight, preferably from 0.05 to 4%, preferably from 0.1% to 2% relative to the total mass of the engine oil.
- the lubricating composition may further comprise at least one additional friction modifier.
- the additional friction modifying additive may be a compound providing metallic elements or a compound without ash.
- the compounds providing metal elements mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, the ligands of which may be hydrocarbon compounds containing oxygen, nitrogen, sulfur or phosphorus.
- the ashless friction modifiers are of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, fatty alkoxylated amines, fatty epoxides, borate fatty epoxides; fatty amines or fatty acid glycerol esters.
- the term "fatty" or "fatty (s)" is intended to mean a hydrocarbon group comprising from 10 to 24 carbon atoms.
- the additional friction modifying additive may be present at contents ranging from 0.01 to 2% by weight, preferably from 0.1 to 1.5% in the lubricating composition, relative to the mass. total of the lubricating composition.
- the additional friction modifying additive may be present in the engine oil at contents ranging from 0.01 to 5% by weight, preferably from 0.1 to 2% in oils. motor, relative to the total mass of the engine oil.
- the lubricating composition may further comprise at least one antioxidant additive.
- the antioxidant additives retard the degradation of the lubricating compositions in service, in particular engine oils in service, which degradation may in particular result in the formation of deposits, the presence of sludge, or an increase in the viscosity of the lubricant composition, especially the engine oil.
- Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
- antioxidants commonly used, mention may be made of antioxidants of the phenolic type or amine type, the phosphosulfur antioxidants. Some of these antioxidants, for example phosphosulfides, can be ash generators. Phenolic antioxidants may be ashless, or may be in the form of neutral or basic metal salts.
- the antioxidant agents may especially be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted with at least one C 1 -C 12 alkyl group, and the ⁇ , ⁇ dialkyl aryl diamines and combinations thereof.
- sterically hindered phenol means a compound comprising a phenol group in which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one C 1 -C 10 alkyl group, preferably an alkyl group containing C1-C6, preferably a C4 alkyl group, preferably by the ter-butyl group.
- Amino compounds are another class of antioxidants that can be used, optionally in combination with phenolic antioxidants.
- Typical examples are aromatic amines, of formula R RsRgN, in which R 7 represents an optionally substituted aliphatic or aromatic group, R 8 represents an optionally substituted aromatic group, R 9 represents a hydrogen atom, an alkyl group, an aryl group or a group of the formula R 10 S (O) z R 11, where R 10 is an alkylene group or an alkenylene group, R 11 is an alkyl group, an alkenyl group or an aryl group and z is an integer equal to 0 , 1 or 2.
- Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidants.
- antioxidants are copper compounds, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper salts I and II, succinic acid or anhydride may also be used.
- the lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art.
- the ashless antioxidants are used.
- the lubricant composition according to the invention may comprise from 0.5 to 2% of at least one antioxidant additive by weight relative to the total weight of the lubricant composition.
- the lubricating composition according to the invention may further comprise a detergent additive.
- the detergent additives reduce in particular the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
- the detergents that can be used in the lubricant composition according to the invention are well known to those skilled in the art.
- the detergents commonly used in the formulation of lubricating compositions may be anionic compounds having a long lipophilic hydrocarbon chain and a hydrophilic head.
- the associated cation is typically a metal cation of an alkali or alkaline earth metal.
- the detergents are preferably chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates and naphthenates, as well as the salts of phenates.
- the alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
- These metal salts may contain the metal in an approximately stoichiometric amount or in excess (in excess of the stoichiometric amount). In the latter case, these detergents are called overbased detergents.
- the excess metal bringing the overbased character to the detergent, is in the form of metal salts insoluble in the oil, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.
- the lubricating composition according to the invention may comprise from 2 to 4% by weight of detergent, relative to the total mass of the lubricating composition.
- the lubricating composition may further comprise at least one viscosity index improving polymer.
- the polymers improving the viscosity index make it possible to guarantee good cold strength and minimum viscosity at high temperature, in particular to formulate multi-grade motor oils.
- the lubricant composition according to the invention may comprise from 1 to 15% by weight of viscosity index improving polymers, relative to the total weight of the lubricating composition.
- the engine oil according to the invention comprises from 0.1 to 10% by weight of viscosity index improving polymers, by relative to the total mass of the engine oil, preferably from 0.5 to 5%, preferably from 1 to 2%.
- the lubricant composition according to the invention may further comprise at least one pour point depressant additive.
- the pour point depressant additives notably improve the cold behavior of the lubricating compositions, by slowing down the formation of paraffin crystals.
- the lubricating composition according to the invention may comprise, in addition, at least one additional dispersant additive different from a dispersant according to formula (II) or a dispersant according to formula (III).
- the additional dispersant additives may be selected from the groups formed by the different succinimides of a dispersant of formula (II) or (III) or the Mannich bases.
- the lubricating composition according to the invention may comprise from 0.2 to 10% by total weight of dispersants, including the dispersant of formula (II) or the dispersant of formula (III) and at least one additional dispersant relative to the total mass of the lubricating composition.
- the subject of the invention is also a lubricating composition comprising:
- the subject of the invention is also a lubricating composition comprising:
- the subject of the invention is also a lubricant composition consisting essentially of:
- composition comprising:
- At least one dispersant comprising at least one succinimide group.
- the set of characteristics and preferences presented for the polyglycerol ether of formula (I) and for the dispersant comprising at least one succinimide group also applies to the composition above.
- the subject of the invention is also a composition comprising:
- At least one dispersant comprising at least one succinimide group, at least one additional additive.
- the composition may include:
- the mass ratio (mass of polyglycerol ether of formula (I): mass of dispersant comprising at least one succinimide group) can range from 1: 1 to 1: 65.
- composition according to the invention can be added at least one base oil to obtain a lubricant composition according to the invention.
- the lubricant composition according to the invention can lubricate at least one mechanical part or a mechanical member, in particular bearings, gears, universal joints, transmissions, the piston / piston / sleeve system, the camshafts, the clutch , manual or automatic gearboxes, rockers, crankcases etc.
- the invention also relates to a method for reducing the energy losses by friction of a mechanical part, said method comprising at least one step of contacting a mechanical part with a lubricant composition according to the invention.
- the set of characteristics and preferences presented for the lubricant composition also applies to the method for reducing the energy losses by friction of a mechanical part according to the invention.
- the invention also relates to a method for reducing the fuel consumption of a vehicle, the method comprising at least one step of contacting a lubricant composition according to the invention with at least one mechanical part of the engine of the vehicle .
- the set of characteristics and preferences presented for the lubricant composition also applies to the process for reducing the fuel consumption of a vehicle according to the invention.
- the invention also relates to the use of a lubricant composition according to the invention for reducing the fuel consumption of vehicles.
- the set of characteristics and preferences presented for the lubricant composition also applies to the use to reduce the fuel consumption of vehicles according to the invention.
- the vehicles may include a two or four stroke internal combustion engine.
- the engines may be gasoline engines or diesel engines intended to be powered by gasoline or conventional diesel.
- classic gasoline or by "Conventional diesel” for the purposes of the present invention means engines that are powered by a fuel obtained after refining an oil of mineral origin (such as oil for example).
- the engines may also be gasoline engines or diesel engines modified to be powered by a fuel based on oils derived from renewable materials such as alcohol-based fuels or biodiesel fuel.
- the vehicles may be light vehicles such as automobiles and motorcycles. Vehicles can also be heavy trucks, construction machinery, ships.
- the invention also relates to the use of a lubricant composition according to the invention for reducing the energy losses by friction of a metal part, preferably in bearings, gears or universal joints.
- control lubricant composition was prepared according to Table I
- compositions B comparative and compositions C, D and E (according to the invention) were prepared according to Table II below; the percentages given are percentages by mass.
- the coefficient of friction of each composition was evaluated by a Cameron Plint Laboratory Scratch Test using a Cameron-Plint TE-77 alternative tribometer.
- the test bench consists of a cylinder / plane tribometer immersed in the lubricant composition to be tested. The coefficient of friction is followed during the test by the measurement tangential effort on the normal effort.
- a cylinder (SKF 100C6) of length 10 mm and diameter 7 mm is applied to the steel plane immersed in the lubricant composition to be tested, the temperature of the lubricant composition is fixed at each test.
- a sinusoidal reciprocating motion is applied with a defined frequency. Each test lasts 100 seconds.
- composition F comprising:
- a test consists of a series of measurements made at 10 operating points (see Table IV below). These 10 points represent 75% of the NEDC cycle (New European Driving Cycle)
- Cold phase 1 corresponding to a temperature of the cooling water: 40 ° C. (at 45 ° C. for the lubricating composition to be tested), - Hot phase 2 corresponding to a temperature of the cooling water: 90 ° C (at 100 ° C for the lubricant composition to be tested).
- the fuel temperature is regulated by a fuel conditioner (Fuel Exact marketed by the company AVL) to have instantaneous measurements,
- the temperature of the composition to be tested is regulated via the cooling water by an exchanger as on a vehicle.
- the temperature of the fluids is perfectly controlled:
- the temperature variations for the water and for the lubricating composition to be tested are less than 0.1 ° C.
- a fuel consumption indicator is calculated from gross consumption in kg / h and cumulative time weighting to give a percentage gain for each phase.
- the base oils are polyalphaolefins.
- Compound 1 is a zinc dithiophosphate (LZ 1371 sold by the company Lubrizol).
- the friction modifier 2 is based on molybdenum (Sakura-Lub 525 sold by the company Adeka).
- the friction modifier 3 is based on molybdenum (Molyvan 855 marketed by Vanderbilt).
- Dispersant 5 is a dispersant comprising a substituted succinimide group (OLOA 1 1000 marketed by Chevron Oronite).
- Polymer 6 is a hydrogenated polydiene (Shellvis 261 sold by Shell).
- compositions G, H, I, J and K are carried out at iso-viscosity.
- a kinematic viscosity at 100 ° C. measured according to ASTM D445 of about 8 cSt for each of these compositions it is necessary to adjust the mass contents of the base oil and the polymer 6 as a function of the presence or not different constituents.
- composition G It is thus necessary to use 5% by weight of polymer 6 in composition G to obtain a kinematic viscosity of about 8 cSt while 6% by weight of polymer 6 are necessary to obtain the same kinematic viscosity (about 8 cSt) for compositions H, I, J and K.
- a measurement of thermal stability (MCT or Microcking Test) of each composition was carried out by the following microchipping method based on the GFC Lu-27-T-07 standard:
- microcokage method The purpose of the microcokage method is:
- a quantity of lubricating composition to be tested of 0.6 cm 3 is placed in the trough of an aluminum alloy plate and then heated at one end (hot spot) and regulated at the other end (cold spot).
- the standard duration of the test is 90 minutes.
- Table VII The results show that the presence of a polyglycerol ether of formula (I) combined with a dispersant comprising at least one succinimide group, and more particularly a dispersant comprising a substituted succinimide group in a lubricating composition, has the advantage of obtaining a improved thermal stability of the lubricant composition.
- composition J The results show in particular a synergy of activity of the combination of a polyglycerol ether of formula (I) and of a dispersant comprising at least one substituted succinimide group (composition J), the thermal stability obtained by this combination being significantly greater to the thermal stability obtained with a dispersant comprising at least one substituted succinimide group alone and in the absence of a polyglycerol ether of formula (I) (composition H) and the thermal stability obtained with a polyglycerol ether of formula (I) alone and in the absence of a dispersant comprising at least one substituted succinimide group (composition K).
- composition I comprising a molybdenum-based friction modifier has a low thermal stability, even in the presence of a dispersant comprising a substituted succinimide group.
- the lubricant compositions according to the invention have the advantage, compared to compositions comprising at least one molybdenum-based friction modifier, of not forming or little ash.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
Claims
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/652,974 US9683192B2 (en) | 2012-12-21 | 2013-12-20 | Lubricant composition based on polyglycerol ether |
MA38163A MA38163B1 (fr) | 2012-12-21 | 2013-12-20 | Composition lubrifiante a base d'ether de polyglycerol |
MX2015008120A MX2015008120A (es) | 2012-12-21 | 2013-12-20 | Composicion lubricante a base de eter de poliglicerol. |
EP13814937.2A EP2935542A1 (fr) | 2012-12-21 | 2013-12-20 | Composition lubrifiante a base d'ether de polyglycerol |
RU2015129793A RU2659785C2 (ru) | 2012-12-21 | 2013-12-20 | Смазочная композиция на основе простого полиглицеринового эфира |
JP2015548625A JP6362616B2 (ja) | 2012-12-21 | 2013-12-20 | ポリグリセロールエーテルをベースとする潤滑剤組成物 |
BR112015014354A BR112015014354A2 (pt) | 2012-12-21 | 2013-12-20 | composição lubrificante à base de poliglicerol |
KR1020157018792A KR20150099556A (ko) | 2012-12-21 | 2013-12-20 | 폴리글리세롤 에테르로 제조된 윤활유 조성물 |
CA2894413A CA2894413A1 (fr) | 2012-12-21 | 2013-12-20 | Composition lubrifiante a base d'ether de polyglycerol |
CN201380073659.3A CN105008502B (zh) | 2012-12-21 | 2013-12-20 | 由聚甘油醚制得的润滑组合物 |
ZA2015/04368A ZA201504368B (en) | 2012-12-21 | 2015-06-17 | Lubricating composition made from polyglycerol ether |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1262703 | 2012-12-21 | ||
FR1262703A FR3000103B1 (fr) | 2012-12-21 | 2012-12-21 | Composition lubrifiante a base d'ether de polyglycerol |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2014096328A1 true WO2014096328A1 (fr) | 2014-06-26 |
Family
ID=48040369
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2013/077625 WO2014096328A1 (fr) | 2012-12-21 | 2013-12-20 | Composition lubrifiante a base d'ether de polyglycerol |
Country Status (13)
Country | Link |
---|---|
US (1) | US9683192B2 (fr) |
EP (1) | EP2935542A1 (fr) |
JP (1) | JP6362616B2 (fr) |
KR (1) | KR20150099556A (fr) |
CN (1) | CN105008502B (fr) |
BR (1) | BR112015014354A2 (fr) |
CA (1) | CA2894413A1 (fr) |
FR (1) | FR3000103B1 (fr) |
MA (1) | MA38163B1 (fr) |
MX (1) | MX2015008120A (fr) |
RU (1) | RU2659785C2 (fr) |
WO (1) | WO2014096328A1 (fr) |
ZA (1) | ZA201504368B (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020260458A1 (fr) | 2019-06-28 | 2020-12-30 | Total Marketing Services | Utilisation d'un compose de type succinimide a titre d'additif anti-corrosion dans une composition lubrifiante destinee a un systeme de propulsion d'un vehicule electrique ou hybride. |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3440166B1 (fr) * | 2016-04-08 | 2020-12-23 | Croda International PLC | Système lubrifié comprenant une surface de dlc |
JP2018062551A (ja) * | 2016-10-11 | 2018-04-19 | 出光興産株式会社 | 潤滑油組成物 |
EP3555251A1 (fr) * | 2016-12-16 | 2019-10-23 | Castrol Limited | Compositions lubrifiantes à base d'éther, procédés et utilisations |
WO2021132518A1 (fr) * | 2019-12-27 | 2021-07-01 | 出光興産株式会社 | Composition d'huile lubrifiante |
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US20010012821A1 (en) * | 2000-01-31 | 2001-08-09 | Naomi Koishikawa | Lubricant composition |
US20080096775A1 (en) * | 2004-07-23 | 2008-04-24 | Idemitsu Kosan Co., Ltd. | Lubricant Composition |
JP2010006917A (ja) * | 2008-06-26 | 2010-01-14 | Daicel Chem Ind Ltd | 油組成物 |
FR2970177A1 (fr) * | 2011-01-11 | 2012-07-13 | Oreal | Composition huileuse demaquillante |
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US5858931A (en) * | 1995-08-09 | 1999-01-12 | Asahi Denka Kogyo K.K | Lubricating composition |
JP3925953B2 (ja) * | 1995-12-04 | 2007-06-06 | 株式会社Adeka | 潤滑油組成物 |
JP3555891B2 (ja) * | 2002-02-22 | 2004-08-18 | 新日本石油株式会社 | 低摩擦摺動材料及びこれに用いる潤滑油組成物 |
ES2329446T3 (es) | 2002-07-30 | 2009-11-26 | Chevron Oronite S.A. | Composicion aditiva para aceite de transmision que contienen un borato de metal alcalino hidratado y nitruro de boro hexagonal. |
RU2247766C1 (ru) * | 2003-11-24 | 2005-03-10 | ЗАО ПГ "Спектр-Авто" | Смазочная композиция |
EP1535987B1 (fr) | 2003-11-28 | 2013-01-09 | Chevron Oronite SAS | Composition additive pour huile de transmission contenant du nitrure de bore hexagonal et un améliorant de l'indice de viscosité |
FR2864240B1 (fr) | 2003-12-23 | 2006-03-17 | Total France | Procede et dispositif de suivi de la dilution de l'huile lubrifiante par le carburant dans un moteur a combustion interne |
FR2888248B1 (fr) | 2005-07-05 | 2010-02-12 | Total France | Composition lubrifiante pour melange hydrocarbone et produits obtenus |
PL1801262T3 (pl) | 2005-12-22 | 2009-05-29 | Arcelormittal France | Obróbka przez karboksylowanie powierzchni metalowych, zastosowanie tego procesu jako tymczasowej ochrony przeciw korozji oraz sposób wytwarzania blachy kształtowanej powleczonej karboksylowaną powłoką konwersyjną |
CA2657382C (fr) * | 2006-07-31 | 2014-09-09 | Ciba Holding Inc. | Compositions lubrifiantes comportant des tetramethylpiperidines |
PT1914295E (pt) | 2006-10-11 | 2014-03-05 | Total Marketing Services | Lubrificante marítimo para óleo combustível com alto ou baixo teor de enxofre |
FR2924439B1 (fr) | 2007-12-03 | 2010-10-22 | Total France | Composition lubrifiante pour moteur quatre temps a bas taux de cendres |
FR2925909B1 (fr) | 2007-12-26 | 2010-09-17 | Total France | Additifs bifonctionnels pour hydrocarbures liquides obtenus par greffage a partir de copolymeres d'ethylene et/ou de propylene et d'esters vinyliques |
FR2928934B1 (fr) | 2008-03-20 | 2011-08-05 | Total France | Lubrifiant marin |
FR2932813B1 (fr) | 2008-06-18 | 2010-09-03 | Total France | Lubrifiant cylindre pour moteur marin deux temps |
JP2010095665A (ja) * | 2008-10-17 | 2010-04-30 | Cosmo Oil Lubricants Co Ltd | エンジン油 |
FR2945754A1 (fr) | 2009-05-20 | 2010-11-26 | Total Raffinage Marketing | Nouveaux additifs pour huiles transmission |
FR2965274A1 (fr) | 2010-09-28 | 2012-03-30 | Total Raffinage Marketing | Composition lubrifiante |
FR2968011B1 (fr) | 2010-11-26 | 2014-02-21 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
FR2968670B1 (fr) | 2010-12-13 | 2013-01-04 | Total Raffinage Marketing | Composition de graisse |
FR2974111B1 (fr) | 2011-04-14 | 2013-05-10 | Total Raffinage Marketing | Lubrifiant cylindre pour moteur marin deux temps |
FR2980799B1 (fr) | 2011-09-29 | 2013-10-04 | Total Raffinage Marketing | Composition lubrifiante pour moteur marin |
FR2990213B1 (fr) | 2012-05-04 | 2015-04-24 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
FR2990215B1 (fr) | 2012-05-04 | 2015-05-01 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
-
2012
- 2012-12-21 FR FR1262703A patent/FR3000103B1/fr not_active Expired - Fee Related
-
2013
- 2013-12-20 MX MX2015008120A patent/MX2015008120A/es unknown
- 2013-12-20 MA MA38163A patent/MA38163B1/fr unknown
- 2013-12-20 RU RU2015129793A patent/RU2659785C2/ru not_active IP Right Cessation
- 2013-12-20 WO PCT/EP2013/077625 patent/WO2014096328A1/fr active Application Filing
- 2013-12-20 CA CA2894413A patent/CA2894413A1/fr not_active Abandoned
- 2013-12-20 KR KR1020157018792A patent/KR20150099556A/ko not_active Application Discontinuation
- 2013-12-20 EP EP13814937.2A patent/EP2935542A1/fr not_active Withdrawn
- 2013-12-20 BR BR112015014354A patent/BR112015014354A2/pt active Search and Examination
- 2013-12-20 US US14/652,974 patent/US9683192B2/en not_active Expired - Fee Related
- 2013-12-20 JP JP2015548625A patent/JP6362616B2/ja not_active Expired - Fee Related
- 2013-12-20 CN CN201380073659.3A patent/CN105008502B/zh not_active Expired - Fee Related
-
2015
- 2015-06-17 ZA ZA2015/04368A patent/ZA201504368B/en unknown
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US20010012821A1 (en) * | 2000-01-31 | 2001-08-09 | Naomi Koishikawa | Lubricant composition |
US20080096775A1 (en) * | 2004-07-23 | 2008-04-24 | Idemitsu Kosan Co., Ltd. | Lubricant Composition |
JP2010006917A (ja) * | 2008-06-26 | 2010-01-14 | Daicel Chem Ind Ltd | 油組成物 |
FR2970177A1 (fr) * | 2011-01-11 | 2012-07-13 | Oreal | Composition huileuse demaquillante |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020260458A1 (fr) | 2019-06-28 | 2020-12-30 | Total Marketing Services | Utilisation d'un compose de type succinimide a titre d'additif anti-corrosion dans une composition lubrifiante destinee a un systeme de propulsion d'un vehicule electrique ou hybride. |
FR3097873A1 (fr) | 2019-06-28 | 2021-01-01 | Total Marketing Services | Utilisation d’un composé de type succinimide à titre d’additif anti-corrosion dans une composition lubrifiante destinée à un système de propulsion d’un véhicule électrique ou hybride. |
Also Published As
Publication number | Publication date |
---|---|
JP2016500407A (ja) | 2016-01-12 |
MA20150403A1 (fr) | 2015-11-30 |
ZA201504368B (en) | 2016-04-28 |
CA2894413A1 (fr) | 2014-06-26 |
CN105008502B (zh) | 2018-07-24 |
MX2015008120A (es) | 2015-09-23 |
BR112015014354A2 (pt) | 2017-07-11 |
RU2015129793A (ru) | 2017-01-27 |
EP2935542A1 (fr) | 2015-10-28 |
KR20150099556A (ko) | 2015-08-31 |
RU2659785C2 (ru) | 2018-07-04 |
JP6362616B2 (ja) | 2018-07-25 |
US9683192B2 (en) | 2017-06-20 |
FR3000103A1 (fr) | 2014-06-27 |
CN105008502A (zh) | 2015-10-28 |
MA38163B1 (fr) | 2016-06-30 |
FR3000103B1 (fr) | 2015-04-03 |
US20160264901A1 (en) | 2016-09-15 |
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