EP4127113A1 - Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particules - Google Patents
Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particulesInfo
- Publication number
- EP4127113A1 EP4127113A1 EP21714145.6A EP21714145A EP4127113A1 EP 4127113 A1 EP4127113 A1 EP 4127113A1 EP 21714145 A EP21714145 A EP 21714145A EP 4127113 A1 EP4127113 A1 EP 4127113A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- hydrogenated
- lubricating composition
- particulate emissions
- use according
- styrene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 150000001993 dienes Chemical class 0.000 title claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 74
- 239000002199 base oil Substances 0.000 claims abstract description 14
- 230000001050 lubricating effect Effects 0.000 claims description 58
- 239000002245 particle Substances 0.000 claims description 35
- -1 hydrogenated styrene diene Chemical class 0.000 claims description 22
- 229920001577 copolymer Polymers 0.000 claims description 13
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 7
- 125000002897 diene group Chemical class 0.000 claims description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 abstract description 4
- 239000000654 additive Substances 0.000 description 28
- 239000003963 antioxidant agent Substances 0.000 description 15
- 230000000996 additive effect Effects 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 9
- 239000003599 detergent Substances 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 8
- 239000007789 gas Substances 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 239000007866 anti-wear additive Substances 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 239000011593 sulfur Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 238000002485 combustion reaction Methods 0.000 description 5
- 229910052802 copper Inorganic materials 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000004071 soot Substances 0.000 description 5
- 239000011701 zinc Substances 0.000 description 5
- 239000005069 Extreme pressure additive Substances 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 239000005078 molybdenum compound Substances 0.000 description 3
- 150000002752 molybdenum compounds Chemical class 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 150000003440 styrenes Chemical class 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 229910003481 amorphous carbon Inorganic materials 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000006731 degradation reaction Methods 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
- 239000000446 fuel Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 125000004169 (C1-C6) 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 class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-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
- 241000195940 Bryophyta Species 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
- 239000004593 Epoxy Substances 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-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
- 239000002253 acid Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 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
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 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
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 235000011929 mousse Nutrition 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
- 150000002823 nitrates Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000004437 phosphorous atom Chemical group 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
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 239000002861 polymer material Substances 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
- 230000001681 protective effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 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
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 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
- 238000005292 vacuum distillation Methods 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
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/12—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing conjugated diene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
-
- 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
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/10—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing aromatic monomer, 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/041—Mixtures of base-materials and additives the additives being macromolecular compounds 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
- 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
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/055—Particles related characteristics
- C10N2020/06—Particles of special shape or size
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- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/073—Star shaped polymers
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/50—Emission or smoke controlling properties
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- 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
- 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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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/74—Noack Volatility
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- 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
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- 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
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/02—Reduction, e.g. hydrogenation
Definitions
- TITLE Use of hydrogenated styrene diene polymer to reduce particulate emissions
- the present invention relates to the use of hydrogenated styrene diene polymer to reduce particulate emissions from motor vehicles.
- An objective of the present invention is therefore to provide an additive for a lubricating composition having a direct impact on the emissions of particles.
- Another objective of the present invention is to provide a lubricating composition having a direct impact on the emissions of particles.
- particles denotes the particles emitted from the exhaust of motor vehicles. This represents a collection of microscopic particles ( ⁇ m or smaller in size). These substances are diverse and are included in vehicle exhaust gases produced by fuel combustion. These substances can be solid or liquid.
- the term particles includes the term soot, which is formed, oxidized and contains unburned hydrocarbons, oxygenated derivatives (ketones, esters, aldehydes, lactones, ethers, organic acids) and polycyclic aromatic hydrocarbons (the famous PAHs) accompanied by their nitrates, oxygenates, etc. There are also mineral (SO2, sulphates, etc.) and metallic derivatives.
- the present invention makes it possible to reduce the emissions of particles having a size greater than or equal to 23 nm.
- particle size is understood to mean particles, or agglomerate of particles, the size of which is between 23 and 100 nm, preferably between 23 and 60 nm, and more preferably between 23 and 40 nm. nm.
- the size of the particles can in particular be measured by spectrometry, for example using a spectrometer manufactured by the company Cambustion under the trade reference DMS500.
- reduction in particle emissions is understood to mean in particular the reduction in the number of particles, in particular of particles having a size greater than or equal to 23 nm. This includes reducing the number of particles emitted during a WLTC cycle. This is measured primarily by the number of kilometers traveled.
- the number of particles can in particular be measured by a particle counting device such as the device existing under the commercial reference AVL APC 489.
- the present application relates to the reduction of soot emissions.
- the present invention relates to the reduction of emissions of particles, preferably particles of size greater than or equal to 23 nm, preferably soot, during urban (low speed), peri-urban (moderate speed) and road cycles. (high speed) defined by the WLTC (or WLTP) (globally harmonized test procedure for light vehicles) and throughout the WLTC.
- the hydrogenated styrene diene polymer (or hydrogenated styrene / isoprene polymer) according to the invention is a copolymer of styrene and hydrogenated diene. It is one of the compounds classified as additives improving the viscosity index.
- the styrene / hydrogenated diene copolymer according to the invention can be chosen from copolymers in linear or star form, preferably star form.
- the styrene / hydrogenated diene copolymer can be chosen from block copolymers or random copolymers.
- the content of hydrogenated diene units is from 50 to 98%, preferably from 60 to 98%, more preferably from 70 to 97%, even more preferably from 75 to 96% by mass, relative to the mass of the copolymer .
- the content of styrene units is from 2 to 50%, preferably from 2 to 40%, more preferably from 3 to 30%, even more preferably from 4 to 25% by mass, relative to the mass of the copolymer.
- the styrene / hydrogenated diene copolymer according to the invention has a weight average molecular mass Mw ranging from 100,000 to 800,000 Da, preferably from 200,000 to 700,000 Da, more preferably from 300,000 to 600 000 Da, even more preferably from 400,000 to 500,000 Da.
- the styrene / hydrogenated diene copolymer according to the invention has a number-average molecular mass Mn ranging from 50,000 to 800,000 Da, preferably from 75,000 to 600,000 Da, more preferably from 100 000 to 500,000 Da, even more preferably 100,000 to 200,000 Da.
- the styrene / hydrogenated diene copolymer according to the invention has a dispersity index ranging from 1 to 4, preferably from 1.2 to 3.5, more preferably from 1.5 to 3 , 5, even more preferably from 2 to 3.
- the hydrogenated styrene diene copolymer is used in an amount of 0.1 to 15% by weight relative to the total weight of the lubricating composition.
- This quantity is understood as a quantity of active polymer material (dry extract).
- the copolymer of styrene and of hydrogenated diene used in the context of the present invention may be in the form of a dispersion in a mineral or synthetic oil, and more particularly in a group III oil according to the API classification.
- the hydrogenated diene unit is a hydrogenated butadiene or hydrogenated isoprene unit, this is then referred to as a hydrogenated styrene / butadiene polymer or a hydrogenated styrene / isoprene polymer.
- the hydrogenated diene unit is a hydrogenated isoprene unit, this is then referred to as a hydrogenated styrene / isoprene polymer.
- the base oil used in the lubricating compositions of the invention can be oils of mineral or synthetic origin belonging to groups I to V according to the classes defined by the API classification (or their equivalents according to the ATIEL classification (Table 1). or their mixtures.
- the mineral base oils of the invention include any type of base oil obtained by atomospheric and vacuum distillation of crude petroleum, followed by refining operations such as solvent extraction, deasphalting, solvent dewaxing, hydrotreatment, hydrocracking, hydroisomerization and hydrofinishing.
- the base oils of the lubricating compositions according to the invention can also be chosen from synthetic oils, such as certain esters of carboxylic acids and alcohols, and polyalphaolefins.
- the polyalphaolefins used as base oil are for example obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene, and for which the viscosity at 100 ° C is between 1 , 5 and 15 mm2.s-1 according to ASTM D445.
- Their average molar mass is generally between 250 and 3000 according to the ASTM D5296 standard.
- the lubricating composition according to the invention can comprise at least 50% by weight of base oil relative to the total weight of the composition. More advantageously, the lubricating composition according to the invention comprises at least 60% by weight, or even at least 70% by weight, of base oils relative to the total weight of the lubricating composition. More preferably, the lubricating composition according to the invention comprises from 75 to 97% by weight of base oils relative to the total weight of the composition.
- composition of the invention can also include at least one additive.
- the preferred additives for the lubricating composition according to the invention are chosen from detergent additives, the friction modifying additives differ from the molybdenum compounds defined above, extreme pressure additives, dispersants, pour point activators, anti- mousse, thickeners and mixtures thereof.
- the lubricating compositions according to the invention comprise at least one extreme pressure additive, or a mixture.
- Anti-wear additives and extreme pressure additives protect surface friction by forming a protective film adsorbed on its surfaces.
- the anti-wear additives are chosen from additives comprising phosphorus and sulfur such as the metals alkylthiophosphate, in particular zinc alkylthiophosphate, and more precisely zinc dialkyldithiophosphate or ZnDTP.
- the preferred compounds are of formula Zn ((SP (S) (OR) (OR ')) 2, in which R and R', identical or different, independently represent an alkyl group, preferably an alkyl group comprising from 1 to 18 carbon atoms.
- Amine phosphates are also antiwear additives which can be used in the lubricating compositions of the invention.
- the phosphorus atoms provided by these additives can act as a poison in automobile catalytic systems since they generate ash. It is possible to minimize these effects by substituting part of the amine phosphates with additives which do not provide phosphorus, such as for example polysulfides, in particular olefins containing sulfur.
- the lubricating compositions according to the invention can comprise from 0.01 to 6% by weight, preferably from 0.05 to 4% by weight, more preferably from 0.1 to 2% by weight relative to the total weight of lubricating composition, anti-wear and extreme pressure additives.
- the lubricating compositions according to the invention comprise from 0.01 to 6% by weight, preferably from 0.05 to 4% by weight, more preferably from 0.1 to 2% by weight relative to the total weight of composition lubricant, anti-wear additives (or anti-wear compound).
- compositions according to the invention can comprise at least one friction modifier additive different from the molybdenum compounds of the invention.
- the friction modifying additives can in particular be chosen from compounds providing metallic elements and ashless compounds.
- the compounds providing metallic elements mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn for which the ligands may be hydrocarbon compounds comprising oxygen or nitrogen atoms. , sulfur or phosphorus.
- the ashless friction modifier additives are generally of organic origin or can be chosen from fatty acid monoesters and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, fatty epoxy borates, amines fatty or acid esters of glycerol.
- fatty compounds comprising at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
- the lubricating composition according to the invention can comprise from 0.01 to 2% by weight or from 0.01 to 5% by weight, preferably from 0.1 to 1.5% by weight or from 0.1 to 2 % by weight relative to the total weight of the lubricating composition, of friction modifier additive different from the molybdenum compounds according to the invention.
- the lubricating composition according to the invention can comprise at least one antioxidant additive.
- Antioxidant additives generally retard the degradation of the lubricant composition. This degradation is most often expressed by the formation of deposit, by the presence of sludge or by an increase in the viscosity of the lubricating composition.
- Antioxidant additives generally act as free radical inhibitors or destructive hydroperoxide inhibitors.
- antioxidants currently used, mention may be made of phenolic-type antioxidants, amine-type antioxidants, and antioxidants containing sulfur and phosphorus. Some of these antioxidants, for example those comprising sulfur and phosphorus can generate ash.
- the phenolic antioxidant additives can be ash free or in the form of neutral or basic metal salts.
- the antioxidant additives can in particular be chosen from sterically hindered phenols, esters of sterically hindered phenols, sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted with at least one C1 to C12 alkyl group, N, N '-dialkyl-aryl-diamines and mixtures thereof.
- the sterically hindered phenols are chosen from compounds comprising a phenol group for which at least one of the carbon atoms in the vicinity of the carbon atom carrying the alcohol function is substituted by at least one alkyl group in C1 to C10, preferably a C1 to C6 alkyl group, preferably a C4 alkyl group, preferably a tert-butyl group.
- Amine compounds are another class of antioxidant additives which can be used, optionally in combination with phenolic antioxidant additives.
- amine compounds are aromatic amines, for example aromatic amines of formula NRaRbRc in which Ra represents an aliphatic group or an aromatic group, optionally substituted, Rb represents an aromatic group, optionally substituted, Rc represents a hydrogen atom, an alkyl group, an aryl group or a group of formula RdS (0) zRe in which Rd represents an alkylene or alkenylene group, Re represents an alkyl group, an alkenyl group or an aryl group and z represents 0, 1 or 2.
- Sulfur-containing alkyl phenols or their alkali or alkaline earth metal salts can also be used as antioxidant additives.
- antioxidant additives are compounds comprising copper, eg copper thio- or dithiophosphate, copper and carboxylic acid salts, dithiocarbamates, sulfonates, phenates, copper acetylacetonates. Copper I and II salts, salts of succinic acid or succinic anhydride can also be used.
- the lubricating compositions according to the invention can also comprise any type of antioxidant known to those skilled in the art.
- the lubricating composition comprises at least one antioxidant additive free of ash.
- the lubricating composition according to the invention comprises, from 0.1 to 2% by weight relative to the total weight of the composition, of at least one antioxidant additive.
- the lubricating composition according to the invention can also comprise at least one detergent additive.
- Detergent additives generally reduce the formation of deposits on the surface of metal parts by dissolving the by-products of oxidation and combustion.
- detergent additives which can be used in the lubricating compositions according to the invention are generally known to those skilled in the art.
- Detergent additives can be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophobic head.
- the associated cation can be a metal cation of an alkali or alkaline earth metal.
- the detergent additives are preferably chosen from alkali or alkaline earth metal salts of carboxylic acid, sulfonates, salicylates, naphthenates, as well as salts of phenates.
- the alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
- metal salts generally include the metal in a stoichiometric amount or in excess, that is to say in a content greater than the stoichiometric content.
- overbased detergents the excess metal implying the overbased nature of the detergent additive is generally in the form of an oil insoluble metal salt, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.
- the lubricating composition according to the invention can comprise from 0.5 to 8% or from 2 to 4% by weight of overbased detergent additive relative to the total weight of the lubricating composition.
- the lubricating composition according to the invention can also include a pour point depressant additive.
- the pour point depressant additive By slowing the formation of paraffin crystals, the pour point depressant additive generally improves the cold behavior of the lubricant composition according to the invention.
- alkyl polymethacrylates there may be mentioned, alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalene, alkyl polystyrenes.
- the lubricating composition according to the invention can also comprise a dispersing agent.
- the dispersing agents can be chosen from Mannich bases, succinimides and their derivatives. Also advantageously, the lubricating composition according to the invention can comprise from 0.2 to 10% by weight of dispersing agent relative to the total weight of lubricating composition.
- the lubricating composition according to the invention can also further comprise at least one other additional polymer improving the viscosity index.
- additional polymer improving the viscosity index there may be mentioned polymeric esters, homopolymers or copolymers, hydrogenated or not, of styrene, butadiene, and isoprene, polymethacrylates (PMA).
- the lubricating composition according to the invention can comprise from 1 to 15% by weight, relative to the total weight of lubricating composition, of additive improving the viscosity index.
- the lubricating composition according to the invention can also comprise at least one thickening agent.
- the lubricating composition according to the invention can also comprise an anti-foaming agent and a demulsifying agent.
- the lubricating composition of the invention further comprises at least one anti-wear agent, in particular based on Zinc, in particular ZnDTP.
- the present invention also relates to the use of the lubricating composition according to the invention for reducing the friction of the mechanical parts of an engine, at least one of the parts comprising a coating of amorphous carbon type, preferably hydrogenated amorphous carbon.
- the present invention also relates to the use of a hydrogenated styrene diene polymer in an engine lubricating composition to reduce particulate emissions.
- the present invention also relates to a method of reducing the emission of particles in an engine, preferably a gas, gasoline, diesel or even hybrid engine, comprising the use of a lubricating composition comprising a base oil and a hydrogenated styrene diene polymer.
- the present invention also relates to a method of reducing the emission of particles in an engine, preferably a gas, gasoline, diesel or even hybrid engine, lubricated with a lubricating composition comprising the addition in said lubricating composition of a hydrogenated styrene diene polymer.
- the hydrogenated styrene diene polymer, the particles, the base oil and the lubricating composition being as defined above.
- the present invention covers all motorized vehicles, in particular vehicles comprising a 2-stroke or 4-stroke engine, gasoline, diesel, hybrid and gas engines.
- the present invention covers all motorized vehicles, preferably comprising at least one combustion engine, in particular heavy vehicles or light vehicles.
- Example 1 Lubricating Compositions The following lubricating compositions were prepared according to Table 2 below.
- Example 2 Measurement of the number of particles emitted The compositions of Example 1 were subjected to the WLTC test and the quantity of particles per kilometer traveled having a size greater than or equal to 23 nm emitted at the end of each cycle was measured.
- the engine tests were carried out on 4-cylinder in-line turbocharged engines. The tests are carried out at the same starting temperature of the engine. All other test bench conditions were also held constant. The sampling for the exhaust gas measurements was carried out in the raw exhaust gas before the exhaust system but after the aftertreatment systems. Thus, the effects observed are indeed due to the sole use of the lubricating composition and therefore to the use of the hydrogenated styrene-diene polymer and not to any other criterion such as the presence of a driver, the weight of the vehicle, the temperature. , humidity, etc.
- the particle size distribution was measured in parallel by a Cambustion differential mobility spectrometer (DMS500). It uses high voltage discharge to charge each particle in proportion to its area. The charged particles are introduced into a classification section with a strong radial electric field. This field causes the particles to drift through a flow in a column towards the electrometer detectors. The particles are detected at different distances in the column, depending on their aerodynamic resistance / load ratio. The outputs of the 22 electrometers are processed in real time at 10 Hz to provide spectral data and other measurements.
- DMS500 Cambustion differential mobility spectrometer
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- Engineering & Computer Science (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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FR2002902A FR3108620B1 (fr) | 2020-03-25 | 2020-03-25 | Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particules |
PCT/EP2021/057439 WO2021191210A1 (fr) | 2020-03-25 | 2021-03-23 | Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particules |
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EP4127113A1 true EP4127113A1 (fr) | 2023-02-08 |
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EP21714145.6A Pending EP4127113A1 (fr) | 2020-03-25 | 2021-03-23 | Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particules |
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US (1) | US20230141132A1 (fr) |
EP (1) | EP4127113A1 (fr) |
JP (1) | JP2023518480A (fr) |
KR (1) | KR20220153648A (fr) |
CN (1) | CN115335496B (fr) |
FR (1) | FR3108620B1 (fr) |
WO (1) | WO2021191210A1 (fr) |
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FR3140887A1 (fr) * | 2022-10-12 | 2024-04-19 | Totalenergies Onetech | Utilisation d’une huile de base spécifique pour réduire les émissions de particules |
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US7163913B2 (en) * | 2003-07-01 | 2007-01-16 | Infineum International Limited | Viscosity index improvers for lubricating oil compositions |
ATE552328T1 (de) * | 2005-11-03 | 2012-04-15 | Infineum Int Ltd | Lineare diblockcopolymere als verschleissschutzzusatzstoff für schmiermittel der brennkraftmaschinenkurbelgehäuse |
US20100256030A1 (en) * | 2009-04-06 | 2010-10-07 | Hartley Rolfe J | Lubricating Oil Composition |
JP5802664B2 (ja) * | 2009-07-08 | 2015-10-28 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | 粘度調整剤として有用なポリマーブレンド |
EP2363454B1 (fr) * | 2010-02-23 | 2018-09-26 | Infineum International Limited | Utilisation d'une composition d'huile lubrifiante |
US8999905B2 (en) * | 2010-10-25 | 2015-04-07 | Afton Chemical Corporation | Lubricant additive |
US9133413B2 (en) * | 2011-12-21 | 2015-09-15 | Infineum International Limited | Viscosity index improvers for lubricating oil compositions |
EP2607461B1 (fr) * | 2011-12-21 | 2018-01-17 | Infineum International Limited | Lubrification de moteur marin |
US20140162924A1 (en) * | 2012-12-10 | 2014-06-12 | Raymond F. Watts | Method of improving the efficiency of automotive transmissions |
EP2781587B1 (fr) * | 2013-03-21 | 2019-02-13 | Infineum International Limited | Lubrification de moteur marin |
EP2980193A4 (fr) * | 2013-03-28 | 2016-11-16 | Jx Nippon Oil & Energy Corp | Composition d'huile moteur économisant le carburant |
RU2678102C2 (ru) * | 2013-12-24 | 2019-01-23 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Смазочная композиция |
US10829709B2 (en) * | 2014-01-02 | 2020-11-10 | Infineum International Limited | Viscosity index improver concentrates for lubricating oil compositions |
US20150184108A1 (en) * | 2014-01-02 | 2015-07-02 | Rajiv Taribagil | Viscosity index improver concentrates for lubricating oil compositions |
ES2710398T3 (es) * | 2014-03-12 | 2019-04-24 | Lubrizol Corp | Método de lubricación de un motor de combustión interna |
EP3257920A1 (fr) * | 2016-06-17 | 2017-12-20 | Total Marketing Services | Polymères de lubrifiant |
FR3057273B1 (fr) * | 2016-10-07 | 2020-02-21 | Total Marketing Services | Composition lubrifiante pour moteur marin ou moteur stationnaire |
FR3080383B1 (fr) * | 2018-04-20 | 2020-11-20 | Total Marketing Services | Composition lubrifiante pour moteurs industriels a potentiel fe amplifie |
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- 2021-03-23 JP JP2022557068A patent/JP2023518480A/ja active Pending
- 2021-03-23 WO PCT/EP2021/057439 patent/WO2021191210A1/fr unknown
- 2021-03-23 CN CN202180023945.3A patent/CN115335496B/zh active Active
- 2021-03-23 US US17/913,607 patent/US20230141132A1/en active Pending
- 2021-03-23 EP EP21714145.6A patent/EP4127113A1/fr active Pending
- 2021-03-23 KR KR1020227036748A patent/KR20220153648A/ko unknown
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FR3108620B1 (fr) | 2022-09-09 |
CN115335496A (zh) | 2022-11-11 |
KR20220153648A (ko) | 2022-11-18 |
WO2021191210A1 (fr) | 2021-09-30 |
US20230141132A1 (en) | 2023-05-11 |
JP2023518480A (ja) | 2023-05-01 |
FR3108620A1 (fr) | 2021-10-01 |
CN115335496B (zh) | 2023-08-04 |
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