EP3662041A1 - Lubricating composition comprising a diester - Google Patents
Lubricating composition comprising a diesterInfo
- Publication number
- EP3662041A1 EP3662041A1 EP18745955.7A EP18745955A EP3662041A1 EP 3662041 A1 EP3662041 A1 EP 3662041A1 EP 18745955 A EP18745955 A EP 18745955A EP 3662041 A1 EP3662041 A1 EP 3662041A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition according
- formula
- linear
- engine
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 196
- 150000005690 diesters Chemical class 0.000 title claims abstract description 74
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 66
- 239000000446 fuel Substances 0.000 claims abstract description 33
- 230000003749 cleanliness Effects 0.000 claims abstract description 16
- 239000000314 lubricant Substances 0.000 claims description 81
- 239000000654 additive Substances 0.000 claims description 60
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 55
- 125000004432 carbon atom Chemical group C* 0.000 claims description 32
- 239000002199 base oil Substances 0.000 claims description 29
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 28
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 28
- 150000002148 esters Chemical group 0.000 claims description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
- 239000003921 oil Substances 0.000 claims description 23
- 239000003599 detergent Substances 0.000 claims description 22
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 21
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 20
- -1 n-octyl Chemical group 0.000 claims description 20
- 230000000996 additive effect Effects 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 229920006395 saturated elastomer Polymers 0.000 claims description 16
- 239000003963 antioxidant agent Substances 0.000 claims description 15
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 13
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 10
- 238000005886 esterification reaction Methods 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 8
- 239000007866 anti-wear additive Substances 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 6
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 claims description 6
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 229910052750 molybdenum Inorganic materials 0.000 claims description 5
- 239000011733 molybdenum Substances 0.000 claims description 5
- 239000005069 Extreme pressure additive Substances 0.000 claims description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 3
- 239000008186 active pharmaceutical agent Substances 0.000 claims description 3
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- XYRMLECORMNZEY-UHFFFAOYSA-B [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S Chemical class [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S XYRMLECORMNZEY-UHFFFAOYSA-B 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 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 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims 1
- 239000010705 motor oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 22
- 238000012360 testing method Methods 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 229920000193 polymethacrylate Polymers 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
- BTHAQRDGBHUQMR-UHFFFAOYSA-N [S]P(=O)=O Chemical compound [S]P(=O)=O BTHAQRDGBHUQMR-UHFFFAOYSA-N 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 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
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 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
- 150000002118 epoxides Chemical class 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-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
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-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
- 150000007513 acids Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 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
- 239000010775 animal oil Substances 0.000 description 1
- 150000001449 anionic compounds Chemical class 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 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
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 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
- 229910052757 nitrogen Inorganic materials 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
- 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
- 238000013379 physicochemical characterization Methods 0.000 description 1
- 229920006112 polar polymer Polymers 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 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
- 230000002028 premature Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 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
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 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
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy 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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
-
- 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
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/74—Esters of polyhydroxy 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
- 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
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds 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
- 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
-
- 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
- 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
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
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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
- C10N2020/02—Viscosity; Viscosity index
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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
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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
- C10N2030/04—Detergent property or dispersant property
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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
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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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
- C10N2030/08—Resistance to extreme temperature
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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
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
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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
- C10N2030/18—Anti-foaming property
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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
- C10N2070/00—Specific manufacturing methods for lubricant compositions
Definitions
- the present invention relates to the field of engine lubricating compositions, in particular for a motor vehicle engine. It aims in particular to provide a lubricant composition with improved performance, particularly in terms of improved engine cleanliness and reduced fuel consumption.
- Lubricating compositions also called “lubricants” are commonly used in engines for the main purpose of reducing the friction forces between the various moving metal parts in the engines. They are also effective to prevent premature wear or damage to these parts, especially their surface.
- a lubricant composition is conventionally composed of a base oil to which are generally associated several additives dedicated to boosting the lubricating performance of the base oil, such as friction modifying additives, but also to provide additional performance.
- additives dedicated to boosting the lubricating performance of the base oil, such as friction modifying additives, but also to provide additional performance.
- detergent additives are very often considered in order to avoid the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
- the lubricant compositions represent an effective means for acting on the fuel consumption via their impact on the friction forces generated between the different parts of an engine.
- the quality of the base oils, alone or in combination with viscosity index improving polymers and friction modifying additives is particularly decisive in order to obtain a saving in fuel consumption.
- Patent application EP 2 913 386 also discloses a lubricating composition comprising from 50 to 97% by weight of a base oil and from 3 to 50% by weight of 2-ethylhexyl sebacate having fuel-oil properties. Eco.
- the invention aims precisely to provide a lubricant composition, in particular dedicated to a vehicle engine, which combines both properties improved in terms of fuel economy and engine cleanliness.
- the present invention thus relates, according to a first of its aspects, to a grade lubricating composition according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20, said composition comprising at least one diester of formula (I):
- R represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially methyl;
- s is 1, 2, 3, 4, 5 or 6;
- n is 1, 2 or 3; it being understood that when s is different from 1, n may be identical or different; and - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
- R represents a linear or branched (C 1 -C 8) alkyl group
- At least one of the beta-carbon groups R at the oxygen atoms of the ester functions represents a hydrogen atom.
- s is 1, 2 or 3, in particular s is 1 or 2.
- n is 2 or 3, in particular n is 2.
- the diester of formula (I) is a diester of formula (F) below: hydrogen or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially a methyl group;
- s is 1, 2 or 3, in particular s is 1 or 2;
- n 2;
- n 2;
- R a and R b identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
- R or R ' represents a linear or branched (Ci-Cs) alkyl group.
- At least one of the groups R or R 'in the diester of formula (F) represents a (C 1 -C 5) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
- R a and R b in formulas (I) and (F) above have a linear sequence of 7 to 14 carbon atoms, in particular 8 to 12 carbon atoms. carbon, more particularly from 8 to 11 carbon atoms and in particular from 8 to 10 carbon atoms.
- R a and R b both represent n-octyl or n-dodecanoyl groups, preferably n-octyl groups.
- lubricating compositions incorporating such a diester of formula (I), in particular of formula (F) above, prove to be particularly effective for their use as lubricant of an engine, in particular of a vehicle engine.
- the present invention thus relates, in another of its aspects, to the use of a composition as described above as a lubricant for an engine, in particular a vehicle engine.
- GB 716 086 dated 1951 proposes to use a diester in lubricating compositions.
- this use is considered in a context very different from that of the invention.
- the lubricant compositions considered in GB 716 086 are not in conformity with those considered according to the invention and in particular intended to be used in aircraft engines which are exposed to very large temperature variations.
- Synthetic esters are described as being more valuable than mineral oils in that they have higher viscosity indexes and flash points, and lower pour points than mineral oils of comparable viscosity.
- the lubricating compositions in question are of grade according to the SAEJ300 classification defined by the formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20.
- This grade qualifies a selection of lubricating compositions specifically intended for a motor vehicle engine application and which satisfy, in particular, quantified specificities with respect to different parameters such as cold start viscosity, cold pumpability, low shear kinematic viscosity and dynamic high shear viscosity.
- a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a lubricant composition of grade considered according to the invention reduces the fuel consumption of an engine.
- the lubricant compositions of the invention meet the qualification of "Fuel-Eco", in that they provide access to reduced fuel consumption.
- the invention also relates to the use of a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a lubricating composition of grade according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular to a vehicle engine, for reduce the fuel consumption of the engine.
- the use of such a diester, having good detergency properties, in a lubricant composition according to the invention advantageously makes it possible to improve engine cleanliness.
- the invention relates to the use of a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a grade lubricant composition.
- a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a grade lubricant composition.
- SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular to a vehicle engine, to improve engine cleanliness.
- a lubricant composition according to the invention has the specificity of containing at least one diester of general formula (I)
- R represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially methyl;
- s is 1, 2, 3, 4, 5 or 6; in particular s is 1, 2 or 3 and more particularly s is 1 or 2;
- n is 1, 2 or 3; in particular n is 2 or 3 and more particularly n is 2, it being understood that when s is different from 1, n may be identical or different; and
- R a and R b identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
- R represents a linear or branched (C 1 -C 8) alkyl group
- At least one of the beta-carbon groups R at the oxygen atoms of the ester functions represents a hydrogen atom.
- a diester of formula (I) according to the invention will be more simply referred to as a diester of the invention.
- Ct-z where t and z are integers, a carbon chain may have from t to z carbon atoms; for example C 1-4 a carbon chain which may have from 1 to 4 carbon atoms;
- Alkyl a saturated, linear or branched aliphatic group; for example a C 1-4 -alkyl represents a carbon chain of 1 to 4 carbon atoms, linear or branched, more particularly methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl.
- n in formula (I) above is 2 or 3, and more particularly n is 2.
- At least one of the R groups represents a (C 1 -C 6) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
- the diester of formula (I) according to the invention may be more particularly a diester of formula (F) below:
- R and R ' represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, in particular a methyl group;
- s is 1, 2 or 3, in particular s is 1 or 2;
- n 2;
- n 2;
- R a and R b identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
- R or R ' represents a linear or branched (Ci-Cs) alkyl group.
- a diester according to the invention is of formula (F) in which at least one of R or R 'represents a (C 1 -C 5) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
- the diester according to the invention may have the following formula (Fa):
- R and R ' represent, independently of each other, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl;
- n 2;
- n 2;
- R a and R b identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
- At least one of the groups R or R ' represents a linear or branched (Ci-Cs) alkyl group, in particular methyl, ethyl or propyl, advantageously methyl.
- At least one of the R groups represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; and at least one of R 'represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl.
- the diester of the invention may be of formula (Fa) in which one of the R groups represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; and one of the groups R 'represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; the other groups R and R 'representing hydrogen atoms.
- the diester of the invention may have the following formula (F 'a):
- one of the groups R 1 and R 2 represents a linear or branched (C 1 -C 5) alkyl group, the other representing a hydrogen atom;
- one of the groups R 3 and R 4 represents a linear or branched (C 1 -C 5) alkyl group, the other representing a hydrogen atom;
- R a and R b identical or different, are as defined above.
- diester of the invention may be of formula (I "a) in which:
- one of the groups R 1 and R 2 represents a methyl, ethyl or propyl group, advantageously methyl, the other representing a hydrogen atom;
- one of the groups R 3 and R 4 represents a methyl, ethyl or propyl group, advantageously methyl, the other representing a hydrogen atom.
- the diester according to the invention can have the following formula (Fb):
- R represent, independently of each other, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl;
- n 2;
- R a and R b identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms.
- At least one of R represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl.
- the diester of the invention may be of formula (Fb) in which one of the R groups represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others represent hydrogen atoms.
- the diester of the invention may be of formula (I) in which s is 3.
- n which are identical, are equal to 2.
- one of the Rs represents a group ( Ci-C5) alkyl, linear or branched, in particular methyl, ethyl or propyl, advantageously methyl, the others representing hydrogen atoms.
- R a and R b in formula (I), ( ⁇ ), (a), (I "a) and (b), identical or different, represent hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms.
- hydrocarbon group is meant any group having a carbon atom directly attached to the remainder of the molecule and having mainly an aliphatic hydrocarbon character.
- R a and R b have a linear sequence of 7 to 17 carbon atoms, in particular of 7 to 14 carbon atoms, in particular of 8 to 12 carbon atoms and more particularly of 8 to 11 carbon atoms, in particular from 8 to 10 carbon atoms.
- linear sequence from t to z carbon atoms is meant a saturated or unsaturated carbon chain, preferably saturated, comprising from t to z carbon atoms one after the other, the carbon atoms possibly present at the branches of the carbon chain are not taken into account in the number of carbon atoms (tz) constituting the linear sequence.
- R a and R b are derived from plant, animal or petroleum origin.
- R a and R b which are identical or different, represent groups saturated.
- R a and R b which are identical or different, represent linear groups.
- R a and R b represent saturated linear C 6 to C 18 , in particular C 7 to C 17 , especially C 7 to C 14 , preferably C 8 to C 12 , and more preferably C 8 to C n, hydrocarbon groups. especially in Cs to C 10 .
- R a and R b represent linear C 6 alkyl groups. to IC8, in particular C 7 -C 17, especially C 7 -C 14, preferably Cs to C 12 and more preferably Cs to C, particularly Cs to C 10.
- R a and R b are identical.
- R a and R b are both n-octyl or n-undecyl, preferably n-octyl.
- the diesters of formula (I) according to the invention may be available commercially or prepared according to synthetic methods described in the literature and known to those skilled in the art. These synthetic methods more particularly implement an esterification reaction between a diol compound of formula HO - ([C (R) 2 ] n -O) s -OH and compounds of formula R a -COOH and R b - COOH, with R a and R b , identical or different, being as defined above.
- (F) above can be obtained by esterification reaction between a mono- or polypropylene glycol, in particular monopropylene glycol (MPG) or dipropylene glycol (DPG), and one or more carboxylic acids R a -COOH and R b -COOH adequate.
- MPG monopropylene glycol
- DPG dipropylene glycol
- R representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms;
- one of the groups R 'representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms, can be obtained via an esterification reaction between dipropylene glycol (DPG) and one or more suitable carboxylic acids R a -COOH and R b -COOH.
- DPG dipropylene glycol
- one of the groups R representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms,
- MPG monopropylene glycol
- R a -COOH and R b -COOH suitable.
- the diesters of formula (I) may be mixed with one or more base oils, in particular as defined below, to form a ready-to-use lubricant composition. Alternatively, they may be added alone, or in admixture with one or more other additives, as defined below, as additives to be added to a base oil mixture to improve the properties of the lubricant composition.
- a diester of formula (I) according to the invention may be used in a lubricating composition alone or in combination with one or more other diesters of formula (I).
- a lubricating composition according to the invention may thus comprise a mixture of diesters of formula (I) formed at least 50% by weight of one or more diesters of formula (I) for which R a and R b represent groups C 6 -C 10 saturated linear hydrocarbon radicals, in particular C 8 -C 10 alkyl groups.
- a lubricating composition according to the invention comprises, at least as a diester of formula (I) according to the invention, a diester or mixture of diesters resulting from the esterification reaction between the monopropylene glycol ( MPG) or dipropylene glycol (DPG) and a C 7 -C 19 carboxylic acid, in particular between MPG or DPG and nonanoic or undecanoic acid.
- a lubricating composition according to the invention comprises, at least as a diester of formula (I) according to the invention, a diester or mixture of diesters resulting from the esterification reaction between the MPG or the DPG and the nonanoic acid. It is up to those skilled in the art to adapt the diester content (s) of formula (I) according to the invention to be used in a lubricating composition.
- a lubricating composition according to the invention may comprise from 1 to 30% by weight of diester (s) of formula (I), relative to the total weight of the composition.
- it may comprise from 5 to 30% by weight of diester (s) of formula (I), in particular from 5 to 25% by weight, more particularly from 10 to 25% by weight, still more particularly from 10 to 25% by weight. 20% by weight.
- a lubricating composition according to the invention may comprise, in addition to one or more diesters of formula (I) as defined above, one or more base oils, as well as additives, in particular as defined in the remainder of the text.
- a lubricating composition according to the invention may further comprise one or more base oils.
- base oils may be chosen from the base oils conventionally used in the field of lubricating oils, such as mineral, synthetic or natural oils, animal or vegetable oils or mixtures thereof.
- the base oils used in the lubricant compositions according to the invention may in particular be oils of mineral or synthetic origins belonging to groups I to V according to the classes defined in the API classification (Table A), or their equivalents according to the classification. ATIEL, or mixtures thereof. Viscosity index
- 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, hydroisomerization and hydrofinishing.
- the synthetic base oils may be esters of carboxylic acids and alcohols or polyalphaolefins.
- the polyalphaoleils used as base oils are, for example, obtained from monomers comprising from 4 to 32 carbon atoms, for example from decene, octene or dodecene, and whose viscosity at 100 ° C. is between 1.5 and 15 mm 2 .s _1 according to ASTM D445.
- Their average molecular weight is generally between 250 and 3000 according to ASTM D5296.
- Mixtures of synthetic and mineral oils can also be used.
- lubricating bases there is generally no limitation on the use of different lubricating bases to make the lubricating compositions according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur content. , oxidation resistance, adapted for use for vehicle engines. Well Of course, they must also not affect the properties provided by the oil or the diesters of general formula (I) with which they are combined.
- a lubricating composition according to the invention comprises a base oil chosen from oils of group II, III and IV of the API classification.
- a lubricating composition according to the invention may comprise at least one Group III base oil.
- a lubricating composition according to the invention may comprise at least 50% by weight of base oil (s) relative to its total weight, in particular at least 60% by weight of base oil (s), and more particularly between 60 and 99% by weight of base oil (s).
- the group III oil or oils are at least 50% by weight, in particular at least 60% by weight of the total weight of the base oils of the composition.
- a lubricating composition according to the invention may furthermore comprise all types of additives suitable for use in a lubricant for a vehicle engine, in particular a motor vehicle.
- additives may be introduced individually and / or in the form of a mixture similar to those already available for sale for commercial motor vehicle lubricant formulations with a performance level as defined by ACEA ( Association of European Automobile Manufacturers) and / or ⁇ (American Petroleum Institute), well known to those skilled in the art.
- ACEA Association of European Automobile Manufacturers
- ⁇ American Petroleum Institute
- a lubricating composition according to the invention may thus comprise one or more additives chosen from friction-modifying additives, anti-wear additives, extreme pressure additives, detergent additives, antioxidant additives, viscosity index (VI) improvers. , pour point depressants (PPD), dispersants, antifoams, thickeners, and mixtures thereof.
- friction modifying additives they may be chosen from compounds providing metal elements and compounds free of ash.
- transition metal complexes such as Mo, Sb. Sn, Fe, Cu, Zn, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus atoms.
- the ashless friction modifier additives are generally of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, borate fatty epoxides, amines oily fatty acid esters or glycerol esters.
- the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
- a lubricant composition according to the invention comprises at least one friction-modifying additive, in particular based on molybdenum.
- the molybdenum-based compounds may be chosen from molybdenum dithiocarbamates (Mo-DTC), molybdenum dithiophosphates (Mo-DTP), and mixtures thereof.
- a lubricant composition according to the invention comprises at least one Mo-DTC compound and at least one Mo-DTP compound.
- a lubricating composition may in particular comprise a molybdenum content of between 1000 and 2500 ppm.
- such a composition allows for additional fuel savings.
- a lubricant composition according to the invention may comprise from 0.01 to 5% by weight, preferably from 0.01 to 5% by weight, more particularly from 0.1 to 2% by weight, or even more particularly from 0.1 to 1.5% by weight, based on the total weight of the lubricant composition, of friction modifying additives, advantageously including at least one molybdenum-based friction modifying additive.
- friction modifying additives advantageously including at least one molybdenum-based friction modifying additive.
- the anti-wear additives and the extreme pressure additives they are more particularly dedicated to protecting the friction surfaces by forming a protective film adsorbed on these surfaces. There is a wide variety of anti-wear additives.
- the anti-wear additives chosen from polysulfide additives, sulfur-containing olefin additives or phospho-sulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically dialkyldithiophosphates, are particularly suitable for lubricating compositions according to the invention. zinc or ZnDTP.
- the preferred compounds have the formula Zn ((SP (S) (OR) (OR ')) 2 , in which R and R', which may be identical or different, independently represent an alkyl group, preferably containing from 1 to 18 carbon atoms.
- a lubricant composition according to the invention may 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 weight total composition, anti-wear additives and extreme pressure additives.
- antioxidant additives they are essentially dedicated to delaying the degradation of the lubricating composition in service. This degradation can notably result in the formation of deposits, the presence of sludge or an increase in the viscosity of the lubricant composition. They act in particular as radical inhibitors or destroyers of hydroperoxides.
- antioxidant additives commonly used mention may be made of phenolic-type antioxidants, antioxidant-type amine additives and phosphosulfur antioxidant additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, can be ash generators. Phenolic antioxidant additives may be ash-free or may be in the form of neutral or basic metal salts.
- the antioxidant additives may especially be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted by at least one C 1 -C 2 alkyl group, ⁇ , ⁇ '-dialkyl-aryl diamines and mixtures thereof.
- the sterically hindered phenols are chosen from compounds comprising a phenol group including at least one carbon of carbon carrying the alcohol function is substituted with at least one C 1 -C 10 alkyl group, preferably a C 1 -C 6 alkyl group, preferably a C 4 alkyl group, preferably with the ter-butyl group.
- Amino compounds are another class of antioxidant additives that can be used, optionally in combination with phenolic antioxidant additives.
- amine compounds are aromatic amines, for example aromatic amines of formula NR 5 R 6 R 7 in which R 5 represents an optionally substituted aliphatic or aromatic group, R 6 represents an aromatic group, optionally substituted, R 7 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 8 S (O) z R 9 in which R 8 represents an alkylene group or an alkenylene group, R 9 represents an alkyl group, a alkenyl group or an aryl group and z represents 0, 1 or 2.
- Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.
- the lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art.
- the lubricating composition comprises at least one ash-free antioxidant additive.
- a lubricating composition according to the invention may comprise from 0.1 to 2% by weight, relative to the total weight of the composition, of at least one antioxidant additive.
- detergent additives they generally make it possible to reduce the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
- the detergent additives that can be used in a lubricant composition according to the invention are generally known to those skilled in the art.
- the detergent additives may be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head.
- the associated cation may be a metal cation of an alkali metal or alkaline earth metal.
- the detergent additives are preferably chosen from alkali metal or alkaline-earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as the salts of phenates.
- the alkaline and alkaline-earth metals are preferably calcium, magnesium, sodium or barium. These metal salts generally comprise the metal in stoichiometric amount or in excess, therefore in an amount greater than the stoichiometric amount.
- the excess metal bringing the overbased character to the detergent additive is then generally in the form of a metal salt insoluble in the base oil, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate.
- a lubricating composition according to the invention may comprise from 0.5 to 8%, preferably from 0.5 to 4% by weight, relative to the total weight of the lubricant composition, of detergent additive.
- a lubricating composition according to the invention may comprise less than 4% by weight of detergent additive (s), in particular less than 2% by weight, in particular less than 1% by weight, or even be free of detergent additive.
- pour point depressant additives also called “PPD” agents for “Pour Point Depressant” in English
- PPD Point Depressant
- pour point reducing agents there may be mentioned alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
- the dispersing agents ensure the suspension and evacuation of the insoluble solid contaminants constituted by the secondary oxidation products that form when the lubricant composition is in use.
- They can be chosen from Mannich bases, succinimides and their derivatives.
- a lubricant composition according to the invention may comprise from 0.2 to 10% by weight of dispersing agent (s), relative to the total weight of the composition.
- Viscosity Index (VI) improvers particularly viscosity index improvers, provide good cold strength and minimum viscosity at high temperatures.
- viscosity index improver polymers include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated styrene, butadiene and isoprene, homopolymers or copolymers of olefin, such as ethylene or propylene, polyacrylates and polymethacrylates (PMA).
- a lubricant composition according to the invention may comprise from 1 to 15% by weight of additive (s) improving the viscosity index, relative to the total weight of the lubricating composition.
- the anti-foam additives may be chosen from polar polymers such as polymethylsiloxanes or polyacrylates.
- a lubricant composition according to the invention may comprise from 0.01 to 3% by weight of anti-foam additive (s), relative to the total weight of the lubricant composition.
- the lubricant compositions according to the invention find a particularly advantageous application as lubricants for an engine, in particular for a vehicle engine and more particularly for a light vehicle.
- a lubricating composition according to the invention has a particularly advantageous viscosity grade.
- the viscosity grade of a lubricating composition according to the invention can be chosen in particular from:
- Y represents an integer ranging from 4 to 20, in particular ranging from 4 to 16 or from 4 to 12;
- the grade according to the SAEJ300 classification of a lubricant composition according to the invention is chosen from 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 and 5W20.
- a lubricant composition according to the invention may have a grade according to the SAEJ300 classification of 0W20 or 0W16.
- the kinematic viscosity measured at 100 ° C. according to the ASTM D445 standard of a lubricating composition according to the invention is between 3 and 15 mm 2 .
- s "1 in particular between 3 and 13 mm 2.
- s " 1 is measured at 100 ° C. according to the ASTM D445 standard of a lubricating composition according to the invention.
- the viscosity measured at high temperature and high shear, HTHS (for "high temperature high-shear viscosity measurement” in English), measured at 150 ° C., is equal to or greater than 1.7 mPa.s, preferably between 1.7 and 3.7 mPa.s, advantageously between 2.3 and 3.7 mPa.s.
- the HTHS measurement is performed at high shear (10 6 s -1 ) and at 150 ° C according to standard methods CEC-L-36-A-90, ASTM D4683 and ASTMD4741.
- a lubricant composition according to the invention has a Noak volatility, determined according to the ASTM D5800 standard, less than or equal to 15%, in particular less than or equal to 14%.
- a lubricant composition according to the invention in particular by the use of a diester of formula (I) according to the invention, advantageously makes it possible to combine at the same time good properties in terms of reduction of consumption. fuel and engine cleanliness.
- the invention thus relates to the use of a diester of formula (I) according to the invention in a grade lubricating composition according to the SAEJ300 classification defined by the formula (X) W (Y), in which X represents 0 or 5 , and Y represents an integer ranging from 4 to 20, in particular dedicated to an engine, in particular a vehicle engine.
- the engine cleanliness is measured by rating engine piston fouling after an engine test implementing a lubricant composition to be tested, particularly with respect to a Group III base oil.
- lubricating compositions according to the invention and comparative compositions, for example comprising monoesters or diesters other than those of the invention, replacing a diester according to the invention, have been formulated with the following components shown in Table 1:
- esters according to the invention and to the invention have been obtained by esterification reaction between a compound having at least two alcohol functions and at least two fatty acids, said acids possibly being identical or different.
- esters outside the invention have also been obtained by esterification reaction between a fatty acid having at least two carboxylic acid functions and at least two compounds having at least one alcohol function, said alcohols being identical or different.
- Tables 2 and 3 below show the details of the lubricant compositions according to the invention and comparative compositions and their physicochemical characteristics.
- the lubricating compositions are obtained by simply mixing at room temperature, the following components:
- a conventional additive package comprising a dispersant, detergents, an antiwear,
- a viscosity index improver 1 which is a conventional polymer of hydrogenated styrene polyisoprene commercially available from the company Infineum under the trade name "SV®",
- a viscosity index improver 2 which is a conventional polymer of hydrogenated styrene polyisoprene commercially available from Infineum under the trade name "SV®",
- a viscosity index improver 3 which is a conventional polymer of polymethacrylate commercially available from the company Evonik under the trade name "Viscoplex®",
- a friction modifier which is a conventional organomolybdenum compound commercially available from the company Adeka under the trade name "Sakuralube®”
- a pour point depressant additive which is a conventional polymer of polymethacrylate commercially available from the company Evonik under the trade name "Viscoplex®”
- the test is performed using an EB 1.2 L Turbo engine, whose power is 81 kW at 5500 rpm, driven by an electric generator to impose a rotation speed of between 900 and 4500 revolutions / min while a torque sensor can measure the friction torque generated by the movement of the parts in the engine.
- the friction torque induced by the test lubricant is compared for each speed and each temperature to the torque induced by the reference lubricant composition (SAE 0W30).
- the speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
- the instructions implemented are:
- compositions according to the invention make it possible to increase the Fuel Eco in contrast to compositions comprising no ester or esters different from the esters of the invention.
- the test is carried out using a Nissan HR12DDR engine, whose power is 180 kW at 6500 rpm, driven by an electric generator to impose a rotation speed of between 1000 and 4400 revolutions / min while a torque sensor makes it possible to measure the friction torque generated by the movement of the parts in the engine.
- the friction torque induced by the test lubricant is compared for each regime and each average torque temperature induced by the reference lubricating composition (SAE 0W16) that was evaluated before and after the test lubricant.
- the speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
- the instructions implemented are:
- the friction gain is evaluated for each lubricant composition (C2, C3, CC4 to CC6) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricant composition.
- compositions according to the invention make it possible to increase the Fuel Eco in contrast to the compositions comprising no ester or esters different from the esters of the invention, such as 2-ethylhexyl sebacate.
- the test is carried out using a Hyundai L13-B engine, whose power is 81 kW at 5500 rpm, driven by an electric generator to impose a speed of rotation between 650 and 5000 revolutions / min while a torque sensor can measure the friction torque generated by the movement of the parts in the engine.
- the friction torque induced by the test lubricant is compared for each speed and each temperature to the torque induced by the reference lubricating composition (SAE 0W16).
- the speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
- the instructions implemented are:
- the friction gain is evaluated for each lubricant composition (C4 and CC7) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricant composition.
- compositions according to the invention make it possible to increase the Fuel Eco in contrast to the compositions comprising no ester or esters different from the esters of the invention, such as 2-ethylhexyl sebacate.
- CC8 are evaluated according to the following method.
- Each lubricating composition (10 kg) is evaluated during a cleanliness test of a diesel engine with a common rail for cars.
- the engine has a displacement of 1.4 L for 4 cylinders. Its power is 80 kW.
- the cycle time of the test is 96 hours alternating idle speed and 4 000 rpm.
- the temperature of the lubricating composition is 145 ° C. and the temperature of the water of the cooling system is 100 ° C. No emptying or extra makeup composition is performed during the test. EN 590 fuel is used.
- the test is carried out in two phases for a total duration of 106 hours and according to a first rinsing and lapping step for 10 hours and then in a second step with the evaluated composition (4 kg), finally according to an endurance stage of a duration of 96 hours with the evaluated composition (4 kg).
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Abstract
The present invention relates to the field of lubricating compositions for motor vehicles. The lubricating composition according to the invention is graded according to the SAE J300 classification defined by the formula (X)W(Y), wherein X represents 0 or 5; and Y represents an integer between 4 and 20; and comprises at least one diester of formula (I): Ra-C(O)-O-([C(R)2]n-O)s-C(O)-Rb. The invention also relates to the use of such a composition as an engine lubricant, in particular for a vehicle engine, in order to reduce the fuel consumption of the engine and to improve engine cleanliness.
Description
COMPOSITION LUBRIFIANTE COMPRENANT UN DIESTER LUBRICATING COMPOSITION COMPRISING A DIESTER
La présente invention concerne le domaine des compositions lubrifiantes pour moteur, en particulier pour moteur de véhicule automobile. Elle vise en particulier à proposer une composition lubrifiante dotée de performances améliorées notamment en termes de gain de propreté moteur et de réduction de consommation de carburant. The present invention relates to the field of engine lubricating compositions, in particular for a motor vehicle engine. It aims in particular to provide a lubricant composition with improved performance, particularly in terms of improved engine cleanliness and reduced fuel consumption.
Les compositions lubrifiantes, dites encore « les lubrifiants », sont communément mises en œuvre dans les moteurs à des fins principales de réduction des forces de frottements entre les différentes pièces métalliques en mouvement dans les moteurs. Elles sont en outre efficaces pour prévenir une usure prématurée voire un endommagement de ces pièces, et en particulier de leur surface. Lubricating compositions, also called "lubricants", are commonly used in engines for the main purpose of reducing the friction forces between the various moving metal parts in the engines. They are also effective to prevent premature wear or damage to these parts, especially their surface.
Pour ce faire, une composition lubrifiante est classiquement composée d'une huile de base à laquelle sont généralement associés plusieurs additifs dédiés à stimuler les performances lubrifiantes de l'huile de base, comme par exemple des additifs modificateurs de frottement, mais aussi à procurer des performances supplémentaires. Par exemple, des additifs détergents sont très souvent considérés afin d'éviter la formation de dépôts à la surface des pièces métalliques par dissolution des produits secondaires d'oxydation et de combustion. To do this, a lubricant composition is conventionally composed of a base oil to which are generally associated several additives dedicated to boosting the lubricating performance of the base oil, such as friction modifying additives, but also to provide additional performance. For example, detergent additives are very often considered in order to avoid the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
Pour des raisons évidentes, l'amélioration des performances des lubrifiants relève d'une préoccupation constante. En particulier, pour répondre aux exigences environnementales croissantes, on recherche de plus en plus à réduire la consommation en carburant des véhicules. For obvious reasons, improving the performance of lubricants is a constant concern. In particular, to meet increasing environmental requirements, there is increasing interest in reducing vehicle fuel consumption.
A ce titre, il est connu que les compositions lubrifiantes représentent un moyen efficace pour agir sur la consommation de carburant via leur impact sur les forces de frottements générées entre les différentes pièces d'un moteur. On sait en particulier que la qualité des huiles de base, seules ou en combinaison avec des polymères améliorant d'indice de viscosité et des additifs modificateurs de frottement, est particulièrement déterminante pour obtenir un gain de consommation de carburant. As such, it is known that the lubricant compositions represent an effective means for acting on the fuel consumption via their impact on the friction forces generated between the different parts of an engine. In particular, it is known that the quality of the base oils, alone or in combination with viscosity index improving polymers and friction modifying additives, is particularly decisive in order to obtain a saving in fuel consumption.
Ainsi des compositions lubrifiantes, dites « Fuel-Eco » (FE) (pour « fuel economy » en terminologie anglo-saxonne), ont déjà été développées. Le grade plus ou moins fluide de l'huile de base est notamment déterminant pour accéder à de tels lubrifiants « Fuel-Eco ».
Par ailleurs, certains monoesters utilisés dans les lubrifiants sont solides à température ambiante, ce qui pose des problèmes de pompabilité à froid des lubrifiants et, de plus, de tels lubrifiants ne remplissent pas les critères de la SAEJ300. Thus lubricating compositions, called "Fuel-Eco" (FE) (for "fuel economy" in English terminology), have already been developed. The more or less fluid grade of the base oil is particularly decisive for accessing such "Fuel-Eco" lubricants. On the other hand, some monoesters used in lubricants are solid at room temperature, which poses problems of cold pumpability of the lubricants and, moreover, such lubricants do not meet the SAEJ300 criteria.
On connaît également, de la demande de brevet EP 2 913 386, une composition lubrifiante comprenant de 50 à 97 % en poids d'une huile de base et de 3 à 50 % en poids du 2-éthylhéxyl sébaçate ayant des propriétés de Fuel-Eco. Patent application EP 2 913 386 also discloses a lubricating composition comprising from 50 to 97% by weight of a base oil and from 3 to 50% by weight of 2-ethylhexyl sebacate having fuel-oil properties. Eco.
Pour ce qui est des casses moteurs, elles sont le plus souvent la conséquence d'un encrassement du moteur. Il est de fait souhaitable de disposer de compositions lubrifiantes permettant une amélioration de la propreté moteur. As for the breakage engines, they are most often the consequence of a clogging of the engine. It is in fact desirable to have lubricating compositions for improving engine cleanliness.
L'invention vise précisément à proposer une composition lubrifiante, en particulier dédiée à un moteur de véhicule, qui combine à la fois des propriétés améliorées en termes d'économie de carburant et de propreté moteur. The invention aims precisely to provide a lubricant composition, in particular dedicated to a vehicle engine, which combines both properties improved in terms of fuel economy and engine cleanliness.
Contre toute attente, les inventeurs ont découvert qu'il est possible d'accéder à des compositions lubrifiantes, dont l'efficacité est accrue en termes de gain de propreté moteur, sous réserve d'y considérer la mise en œuvre d'un diester spécifique, et qui présentent des performances en termes de gain de consommation de carburant équivalentes, voire supérieures, à celles des compositions lubrifiantes dites « Fuel-Eco ». Unexpectedly, the inventors have discovered that it is possible to access lubricating compositions, the effectiveness of which is increased in terms of gain in engine cleanliness, subject to considering the implementation of a specific diester , and which have performance in terms of fuel consumption gain equivalent to or even greater than that of lubricating compositions called "Fuel-Eco".
La présente invention concerne ainsi, selon un premier de ses aspects, une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5 ; et Y représente un nombre entier allant de 4 à 20, ladite composition comprenant au moins un diester de formule (I) : The present invention thus relates, according to a first of its aspects, to a grade lubricating composition according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20, said composition comprising at least one diester of formula (I):
Ra-C(0)-0-([C(R)2]n-0)s-C(0)-Rb R a -C (O) -O - ([C (R) 2 ] n-O) s -C (O) -R b
(I) (I)
dans laquelle : in which :
- R représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment méthyle ; R represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially methyl;
- s vaut 1, 2, 3, 4, 5 ou 6 ; s is 1, 2, 3, 4, 5 or 6;
- n vaut 1, 2 ou 3 ; étant entendu que, lorsque s est différent de 1, n peuvent être identiques ou différents ; et
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; n is 1, 2 or 3; it being understood that when s is different from 1, n may be identical or different; and - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2 et n, identiques, valent 2, au moins l'un des groupe R représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié ; et with the proviso that, when s is 2 and n, identical, are 2, at least one of R represents a linear or branched (C 1 -C 8) alkyl group; and
sous réserve que, lorsque s vaut 1 et n vaut 3, au moins l'un des groupes R lié au carbone en position bêta des atomes d'oxygène des fonctions esters représente un atome d'hydrogène. with the proviso that, when s is 1 and n is 3, at least one of the beta-carbon groups R at the oxygen atoms of the ester functions represents a hydrogen atom.
De préférence, s vaut 1 , 2 ou 3, en particulier s vaut 1 ou 2. Preferably, s is 1, 2 or 3, in particular s is 1 or 2.
De préférence, n vaut 2 ou 3, en particulier n vaut 2. Preferably, n is 2 or 3, in particular n is 2.
Selon un mode de réalisation particulier, le diester de formule (I) selon l'invention est un diester de formule (F) suivante :
d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment un groupe méthyle ; According to a particular embodiment, the diester of formula (I) according to the invention is a diester of formula (F) below: hydrogen or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially a methyl group;
- s vaut 1 , 2 ou 3, en particulier s vaut 1 ou 2 ; s is 1, 2 or 3, in particular s is 1 or 2;
- n vaut 2 ; n is 2;
- m vaut 2 ; m is 2;
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2, au moins l'un des groupes R ou R' représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié. provided that when s is 2, at least one of R or R 'represents a linear or branched (Ci-Cs) alkyl group.
Avantageusement, au moins l'un des groupes R ou R' dans le diester de formule (F) représente un groupe (Ci-C5)alkyle, en particulier (Ci-C4)alkyle, linéaire ou ramifié, plus préférentiellement méthyle, éthyle ou propyle ; avantageusement méthyle. Advantageously, at least one of the groups R or R 'in the diester of formula (F) represents a (C 1 -C 5) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
Les diesters de formule (I), en particulier de formule (Γ), sont plus précisément décrits dans la suite du texte. The diesters of formula (I), in particular of formula (Γ), are more precisely described in the rest of the text.
De préférence, Ra et Rb dans les formules (I) et (F) précitées présentent un enchaînement linéaire de 7 à 14 atomes de carbone, en particulier de 8 à 12 atomes de
carbone, plus particulièrement de 8 à 11 atomes de carbone et notamment de 8 à 10 atomes de carbone. En particulier, Ra et Rb représentent tous les deux des groupements n-octyle ou n-dodécanoyle, de préférence n-octyle. Preferably, R a and R b in formulas (I) and (F) above have a linear sequence of 7 to 14 carbon atoms, in particular 8 to 12 carbon atoms. carbon, more particularly from 8 to 11 carbon atoms and in particular from 8 to 10 carbon atoms. In particular, R a and R b both represent n-octyl or n-dodecanoyl groups, preferably n-octyl groups.
Les compositions lubrifiantes, incorporant un tel diester de formule (I), en particulier de formule (F) précitée, s'avèrent particulièrement efficaces pour leur mise en œuvre comme lubrifiant d'un moteur, en particulier d'un moteur de véhicule. The lubricating compositions, incorporating such a diester of formula (I), in particular of formula (F) above, prove to be particularly effective for their use as lubricant of an engine, in particular of a vehicle engine.
La présente invention concerne ainsi, selon un autre de ses aspects, l'utilisation d'une composition telle que décrite précédemment comme lubrifiant d'un moteur, en particulier d'un moteur de véhicule. The present invention thus relates, in another of its aspects, to the use of a composition as described above as a lubricant for an engine, in particular a vehicle engine.
En particulier, comme il ressort des exemples ci-après, les inventeurs ont constaté qu'une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5 ; et Y représente un nombre entier allant de 4 à 20 et contenant au moins un diester conforme à l'invention manifeste des propriétés améliorées comparativement à celles observées avec des compositions lubrifiantes comprenant des mono-esters ou di-esters autres que ceux de l'invention ou tri- esters, à la fois en termes de réduction de la consommation de carburant (propriétés de « Fuel-Eco ») et de propreté moteur. In particular, as is apparent from the examples below, the inventors have found that a grade lubricating composition according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20 and containing at least one diester according to the invention having improved properties compared with those observed with lubricating compositions comprising monoesters or diesters other than those of the invention or tri-esters, both in terms of reducing fuel consumption (fuel-eco properties) and engine cleanliness.
Certes, le document GB 716 086 daté de 1951 propose de mettre en œuvre un diester dans des compositions lubrifiantes. Toutefois, cette utilisation est considérée dans un contexte très différent de celui de l'invention. Tout d'abord, les compositions lubrifiantes considérées dans le brevet GB 716 086 sont non conformes à celles considérées selon l'invention et notamment destinées à être utilisées dans des moteurs d'avions qui sont exposés à de très grandes variations de température. Les esters synthétiques y sont décrits comme étant plus intéressants que les huiles minérales dans la mesure où ils possèdent des indices de viscosité et des points éclairs élevés, et des points d'écoulement plus faibles que les huiles minérales de viscosité comparable. Admittedly, GB 716 086 dated 1951 proposes to use a diester in lubricating compositions. However, this use is considered in a context very different from that of the invention. Firstly, the lubricant compositions considered in GB 716 086 are not in conformity with those considered according to the invention and in particular intended to be used in aircraft engines which are exposed to very large temperature variations. Synthetic esters are described as being more valuable than mineral oils in that they have higher viscosity indexes and flash points, and lower pour points than mineral oils of comparable viscosity.
Dans le cadre de l'invention, les compositions lubrifiantes considérées sont de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5 ; et Y représente un nombre entier allant de 4 à 20. Ce grade qualifie une sélection de compositions lubrifiantes spécifiquement destinées à une application moteur de véhicule automobile et qui satisfont notamment à des spécificités quantifiées vis-à-vis de
différents paramètres tels que la viscosité à froid au démarrage, la pompabilité à froid, la viscosité cinématique à faible taux de cisaillement et la viscosité dynamique à fort taux de cisaillement. In the context of the invention, the lubricating compositions in question are of grade according to the SAEJ300 classification defined by the formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20. This grade qualifies a selection of lubricating compositions specifically intended for a motor vehicle engine application and which satisfy, in particular, quantified specificities with respect to different parameters such as cold start viscosity, cold pumpability, low shear kinematic viscosity and dynamic high shear viscosity.
De manière avantageuse, la mise en œuvre d'un diester de formule (I) tel que définie ci-dessus, et en particulier de formule (F) précitée, en tant qu'additif dans une composition lubrifiante de grade considéré selon l'invention permet de réduire la consommation de carburant d'un moteur. Autrement dit, les compositions lubrifiantes de l'invention répondent à la qualification de « Fuel-Eco », en ce qu'elles permettent d'accéder à une consommation réduite de carburant. Advantageously, the use of a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a lubricant composition of grade considered according to the invention reduces the fuel consumption of an engine. In other words, the lubricant compositions of the invention meet the qualification of "Fuel-Eco", in that they provide access to reduced fuel consumption.
Ainsi, selon un autre de ses aspects, l'invention vise encore l'utilisation d'un diester de formule (I) tel que défini précédemment, et en particulier de formule (F) précitée, comme additif dans une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5, et Y représente un nombre entier allant de 4 à 20, et dédiée à un moteur, en particulier à un moteur de véhicule, pour réduire la consommation de carburant du moteur. Thus, according to another of its aspects, the invention also relates to the use of a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a lubricating composition of grade according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular to a vehicle engine, for reduce the fuel consumption of the engine.
Egalement, comme illustré dans les exemples qui suivent, l'utilisation d'un tel diester, présentant de bonnes propriétés de détergence, dans une composition lubrifiante selon l'invention permet avantageusement d'améliorer la propreté moteur. Also, as illustrated in the examples which follow, the use of such a diester, having good detergency properties, in a lubricant composition according to the invention advantageously makes it possible to improve engine cleanliness.
Ainsi, l'invention concerne, selon encore un autre de ses aspects, l'utilisation d'un diester de formule (I) tel que défini précédemment, et en particulier de formule (F) précitée, comme additif dans une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5, et Y représente un nombre entier allant de 4 à 20, et dédiée à un moteur, en particulier à un moteur de véhicule, pour améliorer la propreté moteur. Thus, according to yet another of its aspects, the invention relates to the use of a diester of formula (I) as defined above, and in particular of formula (F) above, as an additive in a grade lubricant composition. according to the classification SAEJ300 defined by the formula (X) W (Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular to a vehicle engine, to improve engine cleanliness.
D'autres caractéristiques, variantes et avantages des compositions lubrifiantes selon l'invention ressortiront mieux à la lecture de la description et des exemples qui vont suivre, donnés à titre illustratif et non limitatif de l'invention. Other characteristics, variants and advantages of the lubricating compositions according to the invention will emerge more clearly on reading the description and the examples which follow, given by way of illustration and not limitation of the invention.
Dans la suite du texte, les expressions « compris entre ... et ... », « allant ... à ... » et « variant de ... à ... » sont équivalentes et entendent signifier que les bornes sont incluses, sauf mention contraire.
Sauf indication contraire, l'expression « comportant un(e) » doit être comprise comme « comprenant au moins un(e) ». In the rest of the text, the expressions "between ... and ...", "going ... to ..." and "varying from ... to ..." are equivalent and mean to signify that are included unless otherwise stated. Unless otherwise indicated, the expression "bearing one" must be understood as "comprising at least one".
DIESTER DE FORMULE GENERALE (I) DIESTER OF GENERAL FORMULA (I)
Comme précisé précédemment, une composition lubrifiante selon l'invention a pour spécificité de contenir au moins un diester de formule générale (I) As specified above, a lubricant composition according to the invention has the specificity of containing at least one diester of general formula (I)
Ra-C(0)-0-([C(R)2]n-0)s-C(0)-Rb R a -C (O) -O - ([C (R) 2 ] n-O) s -C (O) -R b
(I) (I)
dans laquelle : in which :
- R représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment méthyle ; R represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially methyl;
- s vaut 1, 2, 3, 4, 5 ou 6 ; en particulier s vaut 1, 2 ou 3 et plus particulièrement s vaut 1 ou 2 ; s is 1, 2, 3, 4, 5 or 6; in particular s is 1, 2 or 3 and more particularly s is 1 or 2;
- n vaut 1, 2 ou 3 ; en particulier n vaut 2 ou 3 et plus particulièrement n vaut 2, étant entendu que, lorsque s est différent de 1 , n peuvent être identiques ou différents ; et n is 1, 2 or 3; in particular n is 2 or 3 and more particularly n is 2, it being understood that when s is different from 1, n may be identical or different; and
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2 et n, identiques, valent 2, au moins l'un des groupe R représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié ; et with the proviso that, when s is 2 and n, identical, are 2, at least one of R represents a linear or branched (C 1 -C 8) alkyl group; and
sous réserve que, lorsque s vaut 1 et n vaut 3, au moins l'un des groupes R lié au carbone en position bêta des atomes d'oxygène des fonctions esters représente un atome d'hydrogène. with the proviso that, when s is 1 and n is 3, at least one of the beta-carbon groups R at the oxygen atoms of the ester functions represents a hydrogen atom.
On désignera plus simplement dans la suite du texte, un diester de formule (I) selon l'invention, par diester de l'invention. In the rest of the text, a diester of formula (I) according to the invention will be more simply referred to as a diester of the invention.
De préférence, dans le cadre de l'invention, on entend par : Preferably, in the context of the invention, the following terms mean:
- « Ct-z » où t et z sont des entiers, une chaîne carbonée pouvant avoir de t à z atomes de carbone ; par exemple C1-4 une chaîne carbonée qui peut avoir de 1 à 4 atomes de carbone ; "Ct-z" where t and z are integers, a carbon chain may have from t to z carbon atoms; for example C 1-4 a carbon chain which may have from 1 to 4 carbon atoms;
- « alkyle », un groupe aliphatique saturé, linéaire ou ramifié ; par exemple un groupe Ci-4-alkyle représente une chaîne carbonée de 1 à 4 atomes de carbone, linéaire ou
ramifiée, plus particulièrement un méthyle, éthyle, propyle, isopropyle, butyle, isobutyle, tert-butyle. "Alkyl", a saturated, linear or branched aliphatic group; for example a C 1-4 -alkyl represents a carbon chain of 1 to 4 carbon atoms, linear or branched, more particularly methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl.
De préférence, dans la formule (I) précitée, lorsque s est différent de 1, tous les n sont identiques. Preferably, in formula (I) above, when s is different from 1, all n are identical.
En particulier, n dans la formule (I) précitée vaut 2 ou 3, et plus particulièrement n vaut 2. In particular, n in formula (I) above is 2 or 3, and more particularly n is 2.
De préférence, s dans la formule (I) précitée vaut 1, 2 ou 3, de préférence s vaut Preferably, in the formula (I) above is 1, 2 or 3, preferably s is
1 ou 2. 1 or 2.
De préférence, au moins l'un des groupes R représente un groupe (Ci-Cs)alkyle, en particulier (Ci-C4)alkyle, linéaire ou ramifié, plus préférentiellement méthyle, éthyle ou propyle ; avantageusement méthyle. Preferably, at least one of the R groups represents a (C 1 -C 6) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
Selon un mode de réalisation particulièrement préféré, le diester de formule (I) selon l'invention peut être plus particulièrement un diester de formule (F) suivante : According to a particularly preferred embodiment, the diester of formula (I) according to the invention may be more particularly a diester of formula (F) below:
Ra-C(0)-0-([C(R)2]n-0)-([C(R')2]m-0)s-i-C(0)-Rb R a -C (0) -O - ([C (R) 2 ] n -O) - ([C (R ') 2 ] m -0) siC (O) -R b
( ) ()
dans laquelle : in which :
- R et R' représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment un groupe méthyle ; R and R 'represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, in particular a methyl group;
- s vaut 1, 2 ou 3, en particulier s vaut 1 ou 2 ; s is 1, 2 or 3, in particular s is 1 or 2;
- n vaut 2 ; n is 2;
- m vaut 2 ; m is 2;
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2, au moins l'un des groupes R ou R' représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié. provided that when s is 2, at least one of R or R 'represents a linear or branched (Ci-Cs) alkyl group.
De préférence, un diester selon l'invention est de formule (F) dans laquelle au moins l'un des R ou R' représente un groupe (Ci-C5)alkyle, en particulier (Ci-C4)alkyle,
linéaire ou ramifié, plus préférentiellement méthyle, éthyle ou propyle ; avantageusement méthyle. Preferably, a diester according to the invention is of formula (F) in which at least one of R or R 'represents a (C 1 -C 5) alkyl group, in particular (C 1 -C 4) alkyl, linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
Selon une variante de réalisation, s dans la formule (I) ou (Γ) précitée vaut 2. En particulier, le diester selon l'invention peut être de formule (Fa) suivante : According to an alternative embodiment, s in formula (I) or (Γ) above is 2. In particular, the diester according to the invention may have the following formula (Fa):
Ra-C(0)-0-([C(R)2]n-0)-([C(R')2]m-0)-C(0)-Rb R a -C (O) -O - ([C (R) 2 ] n -O) - ([C (R ') 2 ] m -O) -C (O) -R b
(l'a) (the)
dans laquelle : in which :
- R et R' représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; R and R 'represent, independently of each other, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl;
- n vaut 2 ; n is 2;
- m vaut 2 ; m is 2;
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve qu'au moins l'un des groupes R ou R' représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié, en particulier méthyle, éthyle ou propyle, avantageusement méthyle. with the proviso that at least one of the groups R or R 'represents a linear or branched (Ci-Cs) alkyl group, in particular methyl, ethyl or propyl, advantageously methyl.
De préférence, au moins l'un des groupes R représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; et au moins l'un des R' représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle. Preferably, at least one of the R groups represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; and at least one of R 'represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl.
Encore plus préférentiellement, le diester de l'invention peut être de formule (Fa) dans laquelle l'un des groupes R représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; et l'un des groupes R' représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; les autres groupes R et R' représentant des atomes d'hydrogène. Even more preferentially, the diester of the invention may be of formula (Fa) in which one of the R groups represents a linear or branched (Ci-Cs) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; and one of the groups R 'represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; the other groups R and R 'representing hydrogen atoms.
Autrement dit, selon un mode de réalisation particulier, le diester de l'invention peut être de formule (F 'a) suivante : In other words, according to a particular embodiment, the diester of the invention may have the following formula (F 'a):
Ra-C(0)-0-CHR1-CHR2-0-CHR3-CHR4-0-C(0)-Rb R a -C (0) -O-CHR 1 -CHR 2 -O-CHR 3 -CHR 4 -O-C (O) -R b
(T 'a)
dans laquelle : (T 'a) in which :
- l'un des groupes R1 et R2 représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, l'autre représentant un atome d'hydrogène ; one of the groups R 1 and R 2 represents a linear or branched (C 1 -C 5) alkyl group, the other representing a hydrogen atom;
- l'un des groupes R3 et R4 représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, l'autre représentant un atome d'hydrogène ; et one of the groups R 3 and R 4 represents a linear or branched (C 1 -C 5) alkyl group, the other representing a hydrogen atom; and
- Ra et Rb, identiques ou différents, sont tels que définis précédemment. - R a and R b , identical or different, are as defined above.
En particulier, le diester de l'invention peut être de formule (I"a) dans laquelle : In particular, the diester of the invention may be of formula (I "a) in which:
- l'un des groupes R1 et R2 représente un groupe méthyle, éthyle ou propyle, avantageusement méthyle, l'autre représentant un atome d'hydrogène ; et one of the groups R 1 and R 2 represents a methyl, ethyl or propyl group, advantageously methyl, the other representing a hydrogen atom; and
- l'un des groupes R3 et R4 représente un groupe méthyle, éthyle ou propyle, avantageusement méthyle, l'autre représentant un atome d'hydrogène. one of the groups R 3 and R 4 represents a methyl, ethyl or propyl group, advantageously methyl, the other representing a hydrogen atom.
Selon une autre variante de réalisation, s dans la formule (I) ou (F) précitée vautAccording to another embodiment variant, s in formula (I) or (F) above is
1. 1.
Autrement dit, le diester selon l'invention peut être de formule (Fb) suivante : In other words, the diester according to the invention can have the following formula (Fb):
Ra-C(0)-0-([C(R)2]n-0)-C(0)-Rb R a -C (0) -O - ([C (R) 2 ] n -O) -C (O) -R b
(Fb) (Fb)
dans laquelle : in which :
- R représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; R represent, independently of each other, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl;
- n vaut 2 ; n is 2;
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone. - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms.
De préférence, dans la formule (Fb) précitée, au moins l'un des R représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle. Preferably, in the formula (Fb) above, at least one of R represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl.
En particulier, le diester de l'invention peut être de formule (Fb) dans laquelle un des groupes R représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène.
Selon encore une autre variante de réalisation, le diester de l'invention peut être de formule (I) dans laquelle s vaut 3. In particular, the diester of the invention may be of formula (Fb) in which one of the R groups represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others represent hydrogen atoms. According to yet another variant embodiment, the diester of the invention may be of formula (I) in which s is 3.
De préférence, dans le cadre de cette variante de réalisation, n, identiques, valent 2. De préférence, pour chacun des groupements -([C(R)2]n-0)-, l'un des R représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène. Preferably, in the context of this variant embodiment, n, which are identical, are equal to 2. Preferably, for each of the groups - ([C (R) 2] n -O) -, one of the Rs represents a group ( Ci-C5) alkyl, linear or branched, in particular methyl, ethyl or propyl, advantageously methyl, the others representing hydrogen atoms.
Comme indiqué précédemment, Ra et Rb dans la formule (I), (Γ), (l'a), (I"a) et (l'b) précitées, identiques ou différents, représentent des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone. As indicated above, R a and R b in formula (I), (Γ), (a), (I "a) and (b), identical or different, represent hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms.
On entend par groupement "hydrocarboné", tout groupement ayant un atome de carbone directement fixé au reste de la molécule et ayant principalement un caractère hydrocarboné aliphatique. By "hydrocarbon" group is meant any group having a carbon atom directly attached to the remainder of the molecule and having mainly an aliphatic hydrocarbon character.
De préférence, Ra et Rb présentent un enchaînement linéaire de 7 à 17 atomes de carbone, en particulier de 7 à 14 atomes de carbone, notamment de 8 à 12 atomes de carbone et plus particulièrement de 8 à 11 atomes de carbone, notamment de 8 à 10 atomes de carbone. Preferably, R a and R b have a linear sequence of 7 to 17 carbon atoms, in particular of 7 to 14 carbon atoms, in particular of 8 to 12 carbon atoms and more particularly of 8 to 11 carbon atoms, in particular from 8 to 10 carbon atoms.
Par « enchaînement linéaire de t à z atomes de carbone », on entend une chaîne carbonée saturée ou insaturée, de préférence saturée, comprenant de t à z atomes de carbone les uns à la suite des autres, les atomes de carbone présents éventuellement au niveau des ramifications de la chaîne carbonée n'étant pas pris en compte dans le nombre d'atomes de carbone (t-z) constituant l'enchaînement linéaire. By "linear sequence from t to z carbon atoms" is meant a saturated or unsaturated carbon chain, preferably saturated, comprising from t to z carbon atoms one after the other, the carbon atoms possibly present at the branches of the carbon chain are not taken into account in the number of carbon atoms (tz) constituting the linear sequence.
Selon un mode de réalisation particulier, dans la formule (I), (Γ), (l'a), (I"a) ou According to a particular embodiment, in formula (I), (Γ), (a), (I "a) or
(l'b) précitée, Ra et Rb, identiques ou différents, sont issus d'origine végétale, animale ou pétrolière. (b) above, R a and R b , identical or different, are derived from plant, animal or petroleum origin.
Selon un mode de réalisation particulier, dans la formule (I), (F), (l'a), (I"a) ou (l'b) précitée, Ra et Rb, identiques ou différents, représentent des groupements saturés. According to a particular embodiment, in formula (I), (F), (a), (I "a) or (b) above, R a and R b , which are identical or different, represent groups saturated.
Selon un autre mode de réalisation particulièrement préféré, dans la formule (I), According to another particularly preferred embodiment, in formula (I),
(F), (Fa), (I"a) ou (l'b) précitée, Ra et Rb, identiques ou différents, représentent des groupements linéaires.
En particulier, Ra et Rb représentent des groupements hydrocarbonés linéaires saturés en C6 à C18, en particulier en C7 à C17, notamment en C7 à C14, de préférence en Cs à C12 et plus préférentiellement en Cs à Cn , notamment en Cs à C10. (F), (Fa), (I "a) or (b) above, R a and R b , which are identical or different, represent linear groups. In particular, R a and R b represent saturated linear C 6 to C 18 , in particular C 7 to C 17 , especially C 7 to C 14 , preferably C 8 to C 12 , and more preferably C 8 to C n, hydrocarbon groups. especially in Cs to C 10 .
Selon un autre mode de réalisation particulièrement préféré, dans la formule (I), (F), (l'a), (I"a) ou (Fb) précitée, Ra et Rb représentent des groupes alkyles linéaires en C6 à Ci8, en particulier en C7 à C17, notamment en C7 à C14, de préférence en Cs à C12 et plus préférentiellement en Cs à Cn , notamment en Cs à C10. According to another particularly preferred embodiment, in formula (I), (F), (a), (I "a) or (Fb) above, R a and R b represent linear C 6 alkyl groups. to IC8, in particular C 7 -C 17, especially C 7 -C 14, preferably Cs to C 12 and more preferably Cs to C, particularly Cs to C 10.
En particulier, Ra et Rb sont identiques. In particular, R a and R b are identical.
De préférence, Ra et Rb représentent tous les deux des groupements n-octyle ou n-undécyle, de préférence n-octyle. Preferably, R a and R b are both n-octyl or n-undecyl, preferably n-octyl.
Les diesters de formule (I) selon l'invention peuvent être disponibles dans le commerce ou préparés selon des méthodes de synthèse décrites dans la littérature et connues de l'homme du métier. Ces méthodes de synthèse mettent plus particulièrement en œuvre une réaction d'estérifîcation entre un composé diol de formule HO-([C(R)2]n-0)s-OH et des composés de formule Ra-COOH et Rb-COOH, avec Ra et Rb, identiques ou différents, étant tels que définis précédemment. The diesters of formula (I) according to the invention may be available commercially or prepared according to synthetic methods described in the literature and known to those skilled in the art. These synthetic methods more particularly implement an esterification reaction between a diol compound of formula HO - ([C (R) 2 ] n -O) s -OH and compounds of formula R a -COOH and R b - COOH, with R a and R b , identical or different, being as defined above.
Bien entendu, il appartient à l'homme du métier d'ajuster les conditions de synthèse pour obtenir les diesters selon l'invention. Of course, it is up to those skilled in the art to adjust the synthesis conditions to obtain the diesters according to the invention.
A titre d'exemples, des diesters de formule (I) précitée, en particulier de formule By way of examples, diesters of formula (I) above, in particular of formula
(F) précitée, peuvent être obtenus par réaction d'estérifîcation entre un mono- ou poly- propylène glycol, en particulier le monopropylène glycol (MPG) ou le dipropylène glycol (DPG), et un ou plusieurs acides carboxyliques Ra-COOH et Rb-COOH adéquats. (F) above, can be obtained by esterification reaction between a mono- or polypropylene glycol, in particular monopropylene glycol (MPG) or dipropylene glycol (DPG), and one or more carboxylic acids R a -COOH and R b -COOH adequate.
A titre d'exemple, un diester ou mélange de diesters de formule (F) telle que définie précédemment, où : By way of example, a diester or mixture of diesters of formula (F) as defined above, where:
- s vaut 2, - s is 2,
- l'un des groupes R représentant un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène ; et one of the groups R representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms; and
- l'un des groupes R' représentant un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène,
peut être obtenu via une réaction d'estérifïcation entre le dipropylène glycol (DPG) et un ou plusieurs acides carboxyliques Ra-COOH et Rb-COOH adéquats. one of the groups R 'representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms, can be obtained via an esterification reaction between dipropylene glycol (DPG) and one or more suitable carboxylic acids R a -COOH and R b -COOH.
Un diester de formule (F) telle que définie précédemment, où A diester of formula (F) as defined above, where
- s vaut 1 , - s is 1,
- l'un des groupes R représentant un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène, one of the groups R representing a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms,
peut être obtenu via une réaction d'estérifïcation entre le monopropylène glycol (MPG) et un ou plusieurs acides carboxyliques Ra-COOH et Rb-COOH adéquats. can be obtained via an esterification reaction between monopropylene glycol (MPG) and one or more carboxylic acids R a -COOH and R b -COOH suitable.
En particulier, dans le cas où Ra et Rb représentent tous les deux des groupements n-octyle ou n-undécyle, un tel diester ou mélange de diesters peut être ainsi obtenu par réaction d'estérifïcation entre le monopropylène glycol ou dipropylène glycol et l'acide nonanoïque ou l'acide undécanoique. COMPOSITION LUBRIFIANTE In particular, in the case where R a and R b both represent n-octyl or n-undecyl groups, such a diester or mixture of diesters can thus be obtained by esterification reaction between the monopropylene glycol or dipropylene glycol and nonanoic acid or undecanoic acid. LUBRICANT COMPOSITION
Les diesters de formule (I) peuvent être mélangés à une ou plusieurs huiles de base, en particulier telles que définies ci-dessous, pour former une composition lubrifiante prête à l'emploi. Alternativement, ils peuvent ajoutés seuls, ou en mélange avec un ou plusieurs autres additifs, tels que définis ci-dessous, en tant qu'additifs destinés à être ajoutés à un mélange d'huiles de base pour améliorer les propriétés de la composition lubrifiante. The diesters of formula (I) may be mixed with one or more base oils, in particular as defined below, to form a ready-to-use lubricant composition. Alternatively, they may be added alone, or in admixture with one or more other additives, as defined below, as additives to be added to a base oil mixture to improve the properties of the lubricant composition.
Il est entendu qu'un diester de formule (I) conforme à l'invention peut être mis en œuvre dans une composition lubrifiante seul ou en combinaison avec un ou plusieurs autres diesters de formule (I). It is understood that a diester of formula (I) according to the invention may be used in a lubricating composition alone or in combination with one or more other diesters of formula (I).
Avantageusement, une composition lubrifiante selon l'invention peut ainsi comprendre un mélange de diesters de formule (I) formé à au moins 50 % en masse d'un ou plusieurs diesters de formule (I) pour lesquels Ra et Rb représentent des groupements hydrocarbonés linéaires saturés en Cs à Cio, en particulier des groupements Cs-io-alkyle. Advantageously, a lubricating composition according to the invention may thus comprise a mixture of diesters of formula (I) formed at least 50% by weight of one or more diesters of formula (I) for which R a and R b represent groups C 6 -C 10 saturated linear hydrocarbon radicals, in particular C 8 -C 10 alkyl groups.
Selon un mode de réalisation particulier, une composition lubrifiante selon l'invention comprend au moins à titre de diester de formule (I) conforme à l'invention, un diester ou mélange de diesters résultant de la réaction d'estérifïcation entre le monopropylène glycol (MPG) ou le dipropylène glycol (DPG) et un acide carboxylique en C7 à C19, en particulier entre le MPG ou le DPG et l'acide nonanoïque ou undécanoique.
De préférence, une composition lubrifiante selon l'invention comprend au moins à titre de diester de formule (I) conforme à l'invention, un diester ou mélange de diesters résultant de la réaction d'estérification entre le MPG ou le DPG et l'acide nonanoïque. II appartient à l'homme du métier d'adapter la teneur en diester(s) de formule (I) selon l'invention à mettre en œuvre dans une composition lubrifiante. According to a particular embodiment, a lubricating composition according to the invention comprises, at least as a diester of formula (I) according to the invention, a diester or mixture of diesters resulting from the esterification reaction between the monopropylene glycol ( MPG) or dipropylene glycol (DPG) and a C 7 -C 19 carboxylic acid, in particular between MPG or DPG and nonanoic or undecanoic acid. Preferably, a lubricating composition according to the invention comprises, at least as a diester of formula (I) according to the invention, a diester or mixture of diesters resulting from the esterification reaction between the MPG or the DPG and the nonanoic acid. It is up to those skilled in the art to adapt the diester content (s) of formula (I) according to the invention to be used in a lubricating composition.
D'une manière générale, une composition lubrifiante selon l'invention peut comprendre de 1 à 30 % en poids de diester(s) de formule (I), par rapport au poids total de la composition. En particulier, elle peut comprendre de 5 à 30 % en poids de diester(s) de formule (I), en particulier de 5 à 25 % en poids, plus particulièrement de 10 à 25 % en poids, encore plus particulièrement de 10 à 20 % en poids. In general, a lubricating composition according to the invention may comprise from 1 to 30% by weight of diester (s) of formula (I), relative to the total weight of the composition. In particular, it may comprise from 5 to 30% by weight of diester (s) of formula (I), in particular from 5 to 25% by weight, more particularly from 10 to 25% by weight, still more particularly from 10 to 25% by weight. 20% by weight.
Une composition lubrifiante selon l'invention peut comprendre, outre un ou plusieurs diesters de formule (I) tels que définis précédemment, une ou plusieurs huiles de base, ainsi que des additifs, en particulier tels que définis dans la suite du texte. A lubricating composition according to the invention may comprise, in addition to one or more diesters of formula (I) as defined above, one or more base oils, as well as additives, in particular as defined in the remainder of the text.
Huiles de base Basic oils
Une composition lubrifiante selon l'invention peut comprendre en outre une ou plusieurs huiles de base. A lubricating composition according to the invention may further comprise one or more base oils.
Ces huiles de base peuvent être choisies parmi les huiles de base conventionnellement utilisées dans le domaine des huiles lubrifiantes, telles que les huiles minérales, synthétiques ou naturelles, animales ou végétales ou leurs mélanges. These base oils may be chosen from the base oils conventionally used in the field of lubricating oils, such as mineral, synthetic or natural oils, animal or vegetable oils or mixtures thereof.
Les huiles de base utilisées dans les compositions lubrifiantes selon l'invention peuvent être en particulier des huiles d'origines minérales ou synthétiques appartenant aux groupes I à V selon les classes définies dans la classification API (tableau A), ou leurs équivalents selon la classification ATIEL, ou leurs mélanges.
Indice de Viscosité The base oils used in the lubricant compositions according to the invention may in particular be oils of mineral or synthetic origins belonging to groups I to V according to the classes defined in the API classification (Table A), or their equivalents according to the classification. ATIEL, or mixtures thereof. Viscosity index
Teneur en saturés Teneur en soufre Saturated content Sulfur content
(VI) (VI)
Grou ement I Group I
< 90% > 0,03% 80 < VI < 120 Huiles minérales <90%> 0.03% 80 <VI <120 Mineral oils
Groupement II Group II
> 90% < 0,03% 80 < VI < 120 Huiles hydrocraquées > 90% <0.03% 80 <VI <120 Hydrocracked oils
Groupement III Group III
Huiles hydrocraquées > 90% < 0,03% > 120 ou hydro-isomérisées Hydrocracked oils> 90% <0,03%> 120 or hydro-isomerized
Groupement IV Polyalphao lé fines (PAO) Group IV Polyalphao lé fines (PAO)
Groupement V Esters et autres bases non incluses dans les groupes I à IV Group V Esters and other bases not included in groups I to IV
Tableau A Table A
Les huiles de base minérales incluent tous types de bases obtenues par distillation atmosphérique et sous vide du pétrole brut, suivies d'opérations de raffinage telles qu'extraction au solvant, désalphatage, déparaffmage au solvant, hydrotraitement, hydrocraquage, hydroisomérisation et hydrofinition. 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, hydroisomerization and hydrofinishing.
Les huiles de base synthétiques peuvent être des esters d'acides carboxyliques et d'alcools ou encore des polyalphaoléfïnes. Les polyalphao lé fines utilisées comme huiles de base sont par exemple obtenues à partir de monomères comprenant 4 à 32 atomes de carbone, par exemple à partir de décène, d'octène ou de dodécène, et dont la viscosité à 100°C est comprise entre 1,5 et 15 mm2.s_1 selon la norme ASTM D445. Leur masse moléculaire moyenne est généralement comprise entre 250 et 3000 selon la norme ASTM D5296. The synthetic base oils may be esters of carboxylic acids and alcohols or polyalphaolefins. The polyalphaoleils used as base oils are, for example, obtained from monomers comprising from 4 to 32 carbon atoms, for example from decene, octene or dodecene, and whose viscosity at 100 ° C. is between 1.5 and 15 mm 2 .s _1 according to ASTM D445. Their average molecular weight is generally between 250 and 3000 according to ASTM D5296.
Des mélanges d'huiles synthétiques et minérales peuvent également être employés. Mixtures of synthetic and mineral oils can also be used.
Il n'existe généralement aucune limitation quant à l'emploi de bases lubrifiantes différentes pour réaliser les compositions lubrifiantes selon l'invention, si ce n'est qu'elles doivent avoir des propriétés, notamment de viscosité, indice de viscosité, teneur en soufre, résistance à l'oxydation, adaptées à une utilisation pour des moteurs de véhicule. Bien
entendu, elles doivent en outre ne pas affecter les propriétés procurées par l'huile ou les diesters de formule générale (I) auxquelles elles sont combinées. There is generally no limitation on the use of different lubricating bases to make the lubricating compositions according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur content. , oxidation resistance, adapted for use for vehicle engines. Well Of course, they must also not affect the properties provided by the oil or the diesters of general formula (I) with which they are combined.
De préférence, une composition lubrifiante selon l'invention comprend une huile de base choisie parmi les huiles de groupe II, III et IV de la classification API. Preferably, a lubricating composition according to the invention comprises a base oil chosen from oils of group II, III and IV of the API classification.
En particulier, une composition lubrifiante selon l'invention peut comprendre au moins une huile de base de groupe III. In particular, a lubricating composition according to the invention may comprise at least one Group III base oil.
Une composition lubrifiante selon l'invention peut comprendre au moins 50 % en poids d'huile(s) de base par rapport à son poids total, en particulier au moins 60 % en poids d'huile(s) de base, et plus particulièrement entre 60 et 99 % en poids d'huile(s) de base. A lubricating composition according to the invention may comprise at least 50% by weight of base oil (s) relative to its total weight, in particular at least 60% by weight of base oil (s), and more particularly between 60 and 99% by weight of base oil (s).
De préférence, l'huile ou les huiles de groupe III représente(nt) au moins 50 % en poids, en particulier au moins 60 % en poids du poids total des huiles de base de la composition. Preferably, the group III oil or oils are at least 50% by weight, in particular at least 60% by weight of the total weight of the base oils of the composition.
Additifs additives
Une composition lubrifiante selon l'invention peut comprendre en outre tous types d'additifs adaptés à une utilisation dans un lubrifiant pour moteur de véhicule, en particulier de véhicule automobile. A lubricating composition according to the invention may furthermore comprise all types of additives suitable for use in a lubricant for a vehicle engine, in particular a motor vehicle.
Ces additifs peuvent être introduits isolément et/ou sous la forme d'un mélange à l'image de ceux déjà disponibles à la vente pour les formulations de lubrifiants commerciaux pour moteurs de véhicules, de niveau de performance tels que définis par l'ACEA (Association des Constructeurs Européens d'Automobiles) et/ou ΓΑΡΙ (American Petroleum Institute), bien connus de l'homme du métier. These additives may be introduced individually and / or in the form of a mixture similar to those already available for sale for commercial motor vehicle lubricant formulations with a performance level as defined by ACEA ( Association of European Automobile Manufacturers) and / or ΓΑΡΙ (American Petroleum Institute), well known to those skilled in the art.
Une composition lubrifiante selon l'invention peut ainsi comprendre un ou plusieurs additifs choisis parmi les additifs modificateurs de frottement, les additifs antiusure, les additifs extrême pression, les additifs détergents, les additifs antioxydants, les améliorants de l'indice de viscosité (VI), les additifs abaisseurs du point d'écoulement (PPD), les agents dispersant, les agents anti-mousse, les épaississants, et leurs mélanges.
En ce qui concerne les additifs modificateurs de frottement, ils peuvent être choisis parmi des composés apportant des éléments métalliques et des composés exempts de cendres. A lubricating composition according to the invention may thus comprise one or more additives chosen from friction-modifying additives, anti-wear additives, extreme pressure additives, detergent additives, antioxidant additives, viscosity index (VI) improvers. , pour point depressants (PPD), dispersants, antifoams, thickeners, and mixtures thereof. As regards the friction modifying additives, they may be chosen from compounds providing metal elements and compounds free of ash.
Parmi les composés apportant des éléments métalliques, on peut citer les complexes de métaux de transition tels que Mo, Sb. Sn, Fe, Cu, Zn dont les ligands peuvent être des composés hydrocarbonés comprenant des atomes d'oxygène, d'azote, de soufre ou de phosphore. Among 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 comprising oxygen, nitrogen, sulfur or phosphorus atoms.
Les additifs modificateurs de frottement exempts de cendres sont généralement d'origine organique et peuvent être choisis parmi les monoesters d'acides gras et de polyols, les aminés alcoxylées, les aminés grasses alcoxylées, les époxydes gras, les époxydes gras de borate, les aminés grasses ou les esters de glycérol d'acide gras. Selon l'invention, les composés gras comprennent au moins un groupement hydrocarboné comprenant de 10 à 24 atomes de carbone. The ashless friction modifier additives are generally of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, borate fatty epoxides, amines oily fatty acid esters or glycerol esters. According to the invention, the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
Selon une variante avantageuse, une composition lubrifiante selon l'invention comprend au moins un additif modificateur de frottement, en particulier à base de molybdène. According to an advantageous variant, a lubricant composition according to the invention comprises at least one friction-modifying additive, in particular based on molybdenum.
En particulier, les composés à base de molybdène peuvent être choisis parmi les dithiocarbamates de molybdène (Mo-DTC), les dithiophosphates de molybdène (Mo-DTP), et leurs mélanges. In particular, the molybdenum-based compounds may be chosen from molybdenum dithiocarbamates (Mo-DTC), molybdenum dithiophosphates (Mo-DTP), and mixtures thereof.
Selon un mode de réalisation particulier, une composition lubrifiante selon l'invention comprend au moins un composé Mo-DTC et au moins un composé Mo-DTP. Une composition lubrifiante peut notamment comprendre une teneur en molybdène comprise entre 1000 et 2500 ppm. According to a particular embodiment, a lubricant composition according to the invention comprises at least one Mo-DTC compound and at least one Mo-DTP compound. A lubricating composition may in particular comprise a molybdenum content of between 1000 and 2500 ppm.
De manière avantageuse, une telle composition permet d'effectuer des économies de carburant supplémentaires. Advantageously, such a composition allows for additional fuel savings.
De manière avantageuse, une composition lubrifiante selon l'invention peut comprendre de 0,01 à 5 % en poids, de préférence de 0,01 à 5 % en poids, plus particulièrement de 0,1 à 2 % en poids ou encore plus particulièrement de 0,1 à 1,5 % en poids, par rapport au poids total de la composition lubrifiante, d'additifs modificateurs de frottement, incluant avantageusement au moins un additif modificateur de frottement à base de molybdène.
En ce qui concernent les additifs anti-usure et les additifs extrême pression, ils sont plus particulièrement dédiés à protéger les surfaces en frottement par formation d'un film protecteur adsorbé sur ces surfaces. Il existe une grande variété d'additifs anti-usure. Advantageously, a lubricant composition according to the invention may comprise from 0.01 to 5% by weight, preferably from 0.01 to 5% by weight, more particularly from 0.1 to 2% by weight, or even more particularly from 0.1 to 1.5% by weight, based on the total weight of the lubricant composition, of friction modifying additives, advantageously including at least one molybdenum-based friction modifying additive. With regard to the anti-wear additives and the extreme pressure additives, they are more particularly dedicated to protecting the friction surfaces by forming a protective film adsorbed on these surfaces. There is a wide variety of anti-wear additives.
Conviennent tout particulièrement aux compositions lubrifiantes selon l'invention, les additifs anti-usure choisis parmi les additifs polysulfures, les additifs oléfïnes soufrés ou encore les additifs phospho-soufrés comme les alkylthiophosphates métalliques, en particulier les alkylthiophosphates de zinc, et plus spécifiquement les dialkyldithiophosphates de zinc ou ZnDTP. Les composés préférés sont de formule Zn((SP(S)(OR)(OR'))2, dans laquelle R et R', identiques ou différents représentent indépendamment un groupement alkyle, comportant préférentiellement de 1 à 18 atomes de carbone. The anti-wear additives chosen from polysulfide additives, sulfur-containing olefin additives or phospho-sulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically dialkyldithiophosphates, are particularly suitable for lubricating compositions according to the invention. zinc or ZnDTP. The preferred compounds have the formula Zn ((SP (S) (OR) (OR ')) 2 , in which R and R', which may be identical or different, independently represent an alkyl group, preferably containing from 1 to 18 carbon atoms.
De manière avantageuse, une composition lubrifiante selon l'invention peut comprendre de 0,01 à 6 % en poids, préférentiellement de 0,05 à 4 % en poids, plus préférentiellement de 0,1 à 2 % en poids, par rapport au poids total de la composition, d'additifs anti-usure et d'additifs extrême pression. Advantageously, a lubricant composition according to the invention may 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 weight total composition, anti-wear additives and extreme pressure additives.
En ce qui concerne les additifs antioxydants, ils sont pour l'essentiel dédiés à retarder la dégradation de la composition lubrifiante en service. Cette dégradation peut notamment se traduire par la formation de dépôts, par la présence de boues ou par une augmentation de la viscosité de la composition lubrifiante. Ils agissent notamment comme inhibiteurs radicalaires ou destructeurs d'hydroperoxydes. Parmi les additifs antioxydants couramment employés on peut citer les antioxydants de type phénolique, las additifs antioxydant de type aminé, les additifs antioxydants phosphosoufrés. Certains de ces additifs antioxydants, par exemple les additifs antioxydants phosphosoufrés, peuvent être générateurs de cendres. Les additifs antioxydants phénoliques peuvent être exempts de cendres ou bien être sous forme de sels métalliques neutres ou basiques. Les additifs antioxydants peuvent notamment être choisis parmi les phénols stériquement encombrés, les esters de phénol stériquement encombrés et les phénols stériquement encombrés comprenant un pont thioéther, les diphény lamines, les diphénylamines substituées par au moins un groupement alkyle en Ci-Ci2, les Ν,Ν'-dialkyle-aryle-diamines et leurs mélanges. As regards the antioxidant additives, they are essentially dedicated to delaying the degradation of the lubricating composition in service. This degradation can notably result in the formation of deposits, the presence of sludge or an increase in the viscosity of the lubricant composition. They act in particular as radical inhibitors or destroyers of hydroperoxides. Among the antioxidant additives commonly used, mention may be made of phenolic-type antioxidants, antioxidant-type amine additives and phosphosulfur antioxidant additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, can be ash generators. Phenolic antioxidant additives may be ash-free or may be in the form of neutral or basic metal salts. The antioxidant additives may especially be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted by at least one C 1 -C 2 alkyl group, Ν , Ν'-dialkyl-aryl diamines and mixtures thereof.
De préférence, les phénols stériquement encombrés sont choisis parmi les composés comprenant un groupement phénol dont au moins un carbone vicinal du carbone
portant la fonction alcool est substitué par au moins un groupement alkyle en C1-C10, de préférence un groupement alkyle en Ci-C6, de préférence un groupement alkyle en C4, de préférence par le groupement ter-butyle. Preferably, the sterically hindered phenols are chosen from compounds comprising a phenol group including at least one carbon of carbon carrying the alcohol function is substituted with at least one C 1 -C 10 alkyl group, preferably a C 1 -C 6 alkyl group, preferably a C 4 alkyl group, preferably with the ter-butyl group.
Les composés aminés sont une autre classe d'additifs antioxydants pouvant être utilisés, éventuellement en combinaison avec les additifs antioxydants phénoliques. Des exemples de composés aminés sont les aminés aromatiques, par exemple les aminés aromatiques de formule NR5R6R7 dans laquelle R5 représente un groupement aliphatique ou un groupement aromatique, éventuellement substitué, R6 représente un groupement aromatique, éventuellement substitué, R7 représente un atome d'hydrogène, un groupement alkyle, un groupement aryle ou un groupement de formule R8S(0)zR9 dans laquelle R8 représente un groupement alkylène ou un groupement alkenylène, R9 représente un groupement alkyle, un groupement alcényle ou un groupement aryle et z représente 0, 1 ou 2. Amino compounds are another class of antioxidant additives that can be used, optionally in combination with phenolic antioxidant additives. Examples of amine compounds are aromatic amines, for example aromatic amines of formula NR 5 R 6 R 7 in which R 5 represents an optionally substituted aliphatic or aromatic group, R 6 represents an aromatic group, optionally substituted, R 7 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 8 S (O) z R 9 in which R 8 represents an alkylene group or an alkenylene group, R 9 represents an alkyl group, a alkenyl group or an aryl group and z represents 0, 1 or 2.
Des alkyl phénols sulfurisés ou leurs sels de métaux alcalins et alcalino -terreux peuvent également être utilisés comme additifs antioxydants. Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.
La composition lubrifiante selon l'invention peut contenir tous types d'additifs antioxydants connus de l'homme du métier. De manière avantageuse, la composition lubrifiante comprend au moins un additif antioxydant exempt de cendres. The lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art. Advantageously, the lubricating composition comprises at least one ash-free antioxidant additive.
De manière également avantageuse, une composition lubrifiante selon l'invention peut comprendre de 0,1 à 2 % en poids, par rapport au poids total de la composition, d'au moins un additif antioxydant. Also advantageously, a lubricating composition according to the invention may comprise from 0.1 to 2% by weight, relative to the total weight of the composition, of at least one antioxidant additive.
En ce qui concerne les additifs dits détergents, ils permettent généralement de réduire la formation de dépôts à la surface des pièces métalliques par dissolution des produits secondaires d'oxydation et de combustion. With regard to so-called detergent additives, they generally make it possible to reduce the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
Les additifs détergents utilisables dans une composition lubrifiante selon l'invention sont généralement connus de l'homme de métier. Les additifs détergents peuvent être des composés anioniques comprenant une longue chaîne hydrocarbonée lipophile et une tête hydrophile. Le cation associé peut être un cation métallique d'un métal alcalin ou alcalinoterreux. The detergent additives that can be used in a lubricant composition according to the invention are generally known to those skilled in the art. The detergent additives may be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head. The associated cation may be a metal cation of an alkali metal or alkaline earth metal.
Les additifs détergents sont préférentiellement choisis parmi les sels de métaux alcalins ou de métaux alcalino -terreux d'acides carboxyliques, les sulfonates, les salicylates,
les naphténates, ainsi que les sels de phénates. Les métaux alcalins et alcalino -terreux sont préférentiellement le calcium, le magnésium, le sodium ou le baryum. Ces sels métalliques comprennent généralement le métal en quantité stœchiométrique ou bien en excès, donc en quantité supérieure à la quantité stœchiométrique. Il s'agit alors d'additifs détergents surbasés ; le métal en excès apportant le caractère surbasé à l'additif détergent est alors généralement sous la forme d'un sel métallique insoluble dans l'huile de base, par exemple un carbonate, un hydroxyde, un oxalate, un acétate, un glutamate, préférentiellement un carbonate. The detergent additives are preferably chosen from alkali metal or alkaline-earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as the salts of phenates. The alkaline and alkaline-earth metals are preferably calcium, magnesium, sodium or barium. These metal salts generally comprise the metal in stoichiometric amount or in excess, therefore in an amount greater than the stoichiometric amount. It is then overbased detergent additives; the excess metal bringing the overbased character to the detergent additive is then generally in the form of a metal salt insoluble in the base oil, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate.
Une composition lubrifiante selon l'invention peut comprendre de 0,5 à 8 %, de préférence de 0,5 à 4 % en poids, par rapport au poids total de la composition lubrifiante, d'additif détergent. A lubricating composition according to the invention may comprise from 0.5 to 8%, preferably from 0.5 to 4% by weight, relative to the total weight of the lubricant composition, of detergent additive.
Avantageusement, une composition lubrifiante selon l'invention peut comprendre moins de 4 % en poids d'additif(s) détergent(s), en particulier moins de 2 % en poids, notamment moins de 1 % en poids, voire être exempte d'additif détergent. Advantageously, a lubricating composition according to the invention may comprise less than 4% by weight of detergent additive (s), in particular less than 2% by weight, in particular less than 1% by weight, or even be free of detergent additive.
Concernant les additifs abaisseurs de point d'écoulement (dits encore agents « PPD » pour « Pour Point Depressant » en langue anglaise), ils permettent, en ralentissant la formation de cristaux de paraffine, d'améliorer le comportement à froid de la composition lubrifiante selon l'invention. As regards pour point depressant additives (also called "PPD" agents for "Pour Point Depressant" in English), they make it possible, by slowing down the formation of paraffin crystals, to improve the cold behavior of the lubricant composition. according to the invention.
Comme exemple d'agents de réduction du point d'écoulement, on peut citer les polyméthacrylates d'alkyle, les polyacrylates, les polyarylamides, les polyalkylphénols, les polyalkylnaphtalènes et les polystyrènes alkylés. As examples of pour point reducing agents, there may be mentioned alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
Pour ce qui est des agents dispersants, ils assurent le maintien en suspension et l'évacuation des contaminants solides insolubles constitués par les produits secondaires d'oxydation qui se forment lorsque la composition lubrifiante est en service. Ils peuvent être choisis parmi les bases de Mannich, les succinimides et leurs dérivés. As for the dispersing agents, they ensure the suspension and evacuation of the insoluble solid contaminants constituted by the secondary oxidation products that form when the lubricant composition is in use. They can be chosen from Mannich bases, succinimides and their derivatives.
En particulier, une composition lubrifiante selon l'invention peut comprendre de 0,2 à 10 % en poids d'agent(s) dispersant(s), par rapport au poids total de la composition. In particular, a lubricant composition according to the invention may comprise from 0.2 to 10% by weight of dispersing agent (s), relative to the total weight of the composition.
Les améliorants de l'indice de viscosité (VI), en particulier les polymères améliorant l'indice de viscosité, permettent de garantir une bonne tenue à froid et une viscosité minimale à haute température. Comme exemples de polymère améliorant l'indice de viscosité, on peut citer les esters polymères, les homopolymères ou les copolymères,
hydrogénés ou non-hydrogénés du styrène, du butadiène et de l'isoprène, les homopolymères ou les copolymères d'oléfïne, telle que l'éthylène ou le propylène, les polyacrylates et polyméthacrylates (PMA). Viscosity Index (VI) improvers, particularly viscosity index improvers, provide good cold strength and minimum viscosity at high temperatures. Examples of viscosity index improver polymers include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated styrene, butadiene and isoprene, homopolymers or copolymers of olefin, such as ethylene or propylene, polyacrylates and polymethacrylates (PMA).
En particulier, une composition lubrifiante selon l'invention peut comprendre de 1 à 15 % en poids, d'additif(s) améliorant l'indice de viscosité, par rapport au poids total de la composition lubrifiante. In particular, a lubricant composition according to the invention may comprise from 1 to 15% by weight of additive (s) improving the viscosity index, relative to the total weight of the lubricating composition.
Les additifs anti-mousse peuvent être choisis parmi les polymères polaires tels que les polyméthylsiloxanes ou les polyacrylates. The anti-foam additives may be chosen from polar polymers such as polymethylsiloxanes or polyacrylates.
En particulier, une composition lubrifiante selon l'invention peut comprendre de 0,01 à 3% en poids d'additif(s) anti-mousse, par rapport au poids total de la composition lubrifiante. In particular, a lubricant composition according to the invention may comprise from 0.01 to 3% by weight of anti-foam additive (s), relative to the total weight of the lubricant composition.
APPLICATION APPLICATION
Les compositions lubrifiantes selon l'invention trouvent une application particulièrement intéressante comme lubrifiants d'un moteur, en particulier d'un moteur de véhicule et plus particulièrement pour un véhicule léger. The lubricant compositions according to the invention find a particularly advantageous application as lubricants for an engine, in particular for a vehicle engine and more particularly for a light vehicle.
Une composition lubrifiante selon l'invention possède un grade de viscosité particulièrement avantageux. A lubricating composition according to the invention has a particularly advantageous viscosity grade.
Le grade de viscosité d'une composition lubrifiante selon l'invention peut être notamment choisi parmi : The viscosity grade of a lubricating composition according to the invention can be chosen in particular from:
- un grade selon la classification SAEJ300 défini par les formules (II) ou (III) - a grade according to the classification SAEJ300 defined by the formulas (II) or (III)
0 W (Y) 5 W (Y) 0 W (Y) 5 W (Y)
(II) (III) (II) (III)
dans lesquelles Y représente un nombre entier allant de 4 à 20, en particulier allant de 4 à 16 ou de 4 à 12 ; ou in which Y represents an integer ranging from 4 to 20, in particular ranging from 4 to 16 or from 4 to 12; or
- un grade selon la classification SAEJ300 défini par les formules (IV) ou (V° - a grade according to the classification SAEJ300 defined by the formulas (IV) or (V °
(X) W 8 (X) W 12 (X) W 8 (X) W 12
(IV) (V) (IV) (V)
dans lesquelles X représente 0 ou 5.
Selon un mode de réalisation particulier, le grade selon la classification SAEJ300 d'une composition lubrifiante selon l'invention est choisi parmi 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 et 5W20. in which X is 0 or 5. According to a particular embodiment, the grade according to the SAEJ300 classification of a lubricant composition according to the invention is chosen from 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 and 5W20.
En particulier, une composition lubrifiante selon l'invention peut posséder un grade selon la classification SAEJ300 de 0W20 ou de 0W16. In particular, a lubricant composition according to the invention may have a grade according to the SAEJ300 classification of 0W20 or 0W16.
De manière avantageuse, la viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 d'une composition lubrifiante selon l'invention est comprise entre 3 et 15 mm2. s"1, en particulier entre 3 et 13 mm2. s"1. Advantageously, the kinematic viscosity measured at 100 ° C. according to the ASTM D445 standard of a lubricating composition according to the invention is between 3 and 15 mm 2 . s "1 , in particular between 3 and 13 mm 2. s " 1 .
De manière avantageuse, la viscosité mesurée à haute température et haut cisaillement, HTHS (pour « high température high-shear viscosity measurement » en langue anglaise), mesurée à 150 °C, est égale ou supérieure à 1,7 mPa.s, de préférence comprise entre 1,7 et 3,7 mPa.s, avantageusement compris entre 2,3 et 3,7 mPa.s. Advantageously, the viscosity measured at high temperature and high shear, HTHS (for "high temperature high-shear viscosity measurement" in English), measured at 150 ° C., is equal to or greater than 1.7 mPa.s, preferably between 1.7 and 3.7 mPa.s, advantageously between 2.3 and 3.7 mPa.s.
La mesure HTHS est effectuée à haut cisaillement (106 s"1) et à 150 °C selon les méthodes normalisées CEC-L-36-A-90, ASTM D4683 et ASTMD4741. The HTHS measurement is performed at high shear (10 6 s -1 ) and at 150 ° C according to standard methods CEC-L-36-A-90, ASTM D4683 and ASTMD4741.
De manière avantageuse, une composition lubrifiante selon l'invention présente une volatilité Noak, déterminée selon la norme ASTM D5800, inférieure ou égale à 15 %, en particulier inférieure ou égale à 14 %. Advantageously, a lubricant composition according to the invention has a Noak volatility, determined according to the ASTM D5800 standard, less than or equal to 15%, in particular less than or equal to 14%.
Comme indiqué précédemment, une composition lubrifiante selon l'invention, en particulier de par l'utilisation d'un diester de formule (I) selon l'invention, permet avantageusement de combiner à la fois de bonnes propriétés en termes de réduction de la consommation de carburant et de propreté moteur. As indicated above, a lubricant composition according to the invention, in particular by the use of a diester of formula (I) according to the invention, advantageously makes it possible to combine at the same time good properties in terms of reduction of consumption. fuel and engine cleanliness.
L'invention vise ainsi l'utilisation d'un diester de formule (I) selon l'invention dans une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5, et Y représente un nombre entier allant de 4 à 20, en particulier dédiée à un moteur, notamment un moteur de véhicule. The invention thus relates to the use of a diester of formula (I) according to the invention in a grade lubricating composition according to the SAEJ300 classification defined by the formula (X) W (Y), in which X represents 0 or 5 , and Y represents an integer ranging from 4 to 20, in particular dedicated to an engine, in particular a vehicle engine.
La propreté moteur est mesurée par cotation de l'encrassement piston du moteur à l'issue d'un essai moteur mettant en œuvre une composition lubrifiante à tester, en particulier par rapport à une huile de base Groupe III.
L'invention va maintenant être décrite au moyen des exemples suivants donnés bien entendu à titre illustratif et non limitatif de l'invention. The engine cleanliness is measured by rating engine piston fouling after an engine test implementing a lubricant composition to be tested, particularly with respect to a Group III base oil. The invention will now be described by means of the following examples given of course by way of illustration and not limitation of the invention.
EXEMPLES EXAMPLES
Dans les exemples ci-après, des compositions lubrifiantes selon l'invention, et des compositions comparatives, par exemple comprenant des monoesters ou des diesters autres que ceux de l'invention, en remplacement d'un diester conforme à l'invention, ont été formulés avec les composants suivants indiqués dans le tableau 1 : In the examples below, lubricating compositions according to the invention, and comparative compositions, for example comprising monoesters or diesters other than those of the invention, replacing a diester according to the invention, have been formulated with the following components shown in Table 1:
- Les esters selon l'invention et hors invention ont été obtenus par réaction d'estérifïcation entre un composé ayant au moins deux fonctions alcool et au moins deux acides gras, lesdits acides pouvant être identiques ou différents. The esters according to the invention and to the invention have been obtained by esterification reaction between a compound having at least two alcohol functions and at least two fatty acids, said acids possibly being identical or different.
- Les esters hors invention ont également été obtenus par réaction d'estérifïcation entre un acide gras ayant au moins deux fonctions acides carboxyliques et au moins deux composés ayant au moins une fonction alcool, lesdits alcools pouvant être identiques ou différents. The esters outside the invention have also been obtained by esterification reaction between a fatty acid having at least two carboxylic acid functions and at least two compounds having at least one alcohol function, said alcohols being identical or different.
TABLEAU 1
EXEMPLE 1 TABLE 1 EXAMPLE 1
Caractérisation physico-chimique des compositions lubrifiantes selon l'invention et comparatives Physicochemical Characterization of the Lubricating Compositions According to the Invention and Comparative
Les tableaux 2 et 3 ci-dessous montrent le détail des compositions lubrifiantes selon l'invention et des compositions comparatives ainsi que leurs caractéristiques physicochimiques. Tables 2 and 3 below show the details of the lubricant compositions according to the invention and comparative compositions and their physicochemical characteristics.
Les compositions lubrifiantes sont obtenues par simple mélange à température ambiante, des composants suivants : The lubricating compositions are obtained by simply mixing at room temperature, the following components:
- Huile de base 1 est une huile de base de groupe III (viscosité cinématique à 100°C mesurée selon la norme ASTM D-556 = 4,11 mmVs) disponible commercialement par exemple auprès de la société SK sous le nom commercial « Yubase 4+ », Base oil 1 is a Group III base oil (kinematic viscosity at 100 ° C. measured according to ASTM standard D-556 = 4.11 mmVs) commercially available for example from SK under the trade name Yubase 4 + ",
- Huile de base 2 est une huile de base de groupe III (viscosité cinématique à 100°C mesurée selon la norme ASTM D-556 = 6 mm2/s) disponible commercialement par exemple auprès de la société SK sous le nom commercial « Yubase 6 », Base oil 2 is a Group III base oil (kinematic viscosity at 100 ° C. measured according to ASTM standard D-556 = 6 mm 2 / s) commercially available for example from SK under the trade name Yubase 6 ",
- Un paquet d'additifs 1 conventionnel comprenant un dispersant, des détergents, un anti-usure, A conventional additive package comprising a dispersant, detergents, an antiwear,
- Un paquet d'additifs 2 conventionnel, - A package of 2 conventional additives,
- Un paquet d'additifs 3 conventionnel, - A package of conventional additives 3,
- Un paquet d'additifs 4 conventionnel, - A package of conventional additives 4,
- Un améliorant de l'indice de viscosité 1 qui est un polymère conventionnel de polyisoprène styrène hydrogéné disponible commercialement auprès de la société Infineum sous le nom commercial « SV®», - A viscosity index improver 1 which is a conventional polymer of hydrogenated styrene polyisoprene commercially available from the company Infineum under the trade name "SV®",
- Un améliorant de l'indice de viscosité 2 qui est un polymère conventionnel de polyisoprène styrène hydrogéné disponible commercialement auprès de la société Infineum sous le nom commercial « SV®», - A viscosity index improver 2 which is a conventional polymer of hydrogenated styrene polyisoprene commercially available from Infineum under the trade name "SV®",
- Un améliorant de l'indice de viscosité 3 qui est un polymère conventionnel de polyméthacrylate disponible commercialement auprès de la société Evonik sous le nom commercial « Viscoplex®», A viscosity index improver 3 which is a conventional polymer of polymethacrylate commercially available from the company Evonik under the trade name "Viscoplex®",
- Un modificateur de frottement qui est un composé conventionnel d'organomolybdène disponible commercialement auprès de la société Adeka sous le nom commercial « Sakuralube®»,
- Un additif abaisseur de point d'écoulement qui est un polymère conventionnel de polyméthacrylate disponible commercialement auprès de la société Evonik sous le nom commercial «Viscoplex®», A friction modifier which is a conventional organomolybdenum compound commercially available from the company Adeka under the trade name "Sakuralube®", A pour point depressant additive which is a conventional polymer of polymethacrylate commercially available from the company Evonik under the trade name "Viscoplex®",
- Un additif anti-oxydant aminé disponible commercialement auprès de la société BASF sous le nom commercial «Irganox®» An amine antioxidant additive commercially available from BASF under the trade name Irganox®
Dans le tableau 2, les teneurs en composant pour chaque composition lubrifiante sont indiquées en pourcentages en poids par rapport au poids total de la composition lubrifiante. In Table 2, the contents of component for each lubricating composition are indicated in percentages by weight relative to the total weight of the lubricating composition.
Les propriétés des compositions lubrifiantes ainsi préparées sont rassemblées dans le tableau 3 suivant.
The properties of the lubricating compositions thus prepared are collated in the following Table 3.
TABLEAU 2
TABLE 2
TABLEAU 3TABLE 3
ND : NON DETERMINE
ND: NO DETERMINE
EXEMPLE 2 EXAMPLE 2
Caractérisation des compositions selon l'invention et comparatives en termes d'économie de carburant (« Fuel-Eco ») Characterization of the compositions according to the invention and comparative in terms of fuel economy ("Fuel-Eco")
Le test est réalisé à l'aide d'un moteur EB 1,2 L Turbo, dont la puissance est de 81 kW à 5500 tr/min, entraîné par un générateur électrique permettant d'imposer une vitesse de rotation comprise entre 900 et 4500 tours/min tandis qu'un capteur de couple permet de mesurer le couple de frottement généré par le mouvement des pièces dans le moteur. Le couple de frottement induit par le lubrifiant d'essai est comparé pour chaque régime et chaque température au couple induit par la composition lubrifiante de référence (SAE 0W30). The test is performed using an EB 1.2 L Turbo engine, whose power is 81 kW at 5500 rpm, driven by an electric generator to impose a rotation speed of between 900 and 4500 revolutions / min while a torque sensor can measure the friction torque generated by the movement of the parts in the engine. The friction torque induced by the test lubricant is compared for each speed and each temperature to the torque induced by the reference lubricant composition (SAE 0W30).
Les conditions de ce test sont les suivantes. The conditions of this test are as follows.
Les essais sont réalisés selon la séquence suivante : The tests are carried out according to the following sequence:
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante de référence ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a reference lubricant composition;
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence ; measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante à évaluer ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a lubricant composition to be evaluated;
- mesure du couple de friction à quatre températures différentes sur le moteur mettant en œuvre la composition lubrifiante à évaluer ; measuring the friction torque at four different temperatures on the engine implementing the lubricant composition to be evaluated;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec la composition lubrifiante de référence ; et - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with the reference lubricant composition; and
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence. measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition.
Les plages de régime, la variation du régime ainsi que la température ont été choisies pour couvrir, de la manière la plus représentative possible, les points du cycle certifié NEDC. The speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
Les instructions mises en œuvre sont : The instructions implemented are:
- Température de l'eau en sortie du moteur : 35oC/50°C/80oC/100°C ± 0,5°C, - Rampe de température de l'huile : 35°C/50°C/80°C/110°C ± 0,5°C.
Le gain en friction est évalué pour chaque composition lubrifiante (Cl, CCI à CC3) en fonction de la température et de la vitesse du moteur et en comparaison de la friction de la composition lubrifiante de référence. - Water temperature at the engine outlet: 35 ° C / 50 ° C / 80 o C / 100 ° C ± 0.5 ° C, - oil temperature ramp: 35 ° C / 50 ° C / 80 ° C / 110 ° C ± 0.5 ° C. The friction gain is evaluated for each lubricant composition (Cl, CCI to CC3) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricant composition.
Les résultats du test de « Fuel Eco » sont résumés dans le tableau 4 suivant, et indiquent les moyennes en pourcentage des gains en friction pour chaque composition à une température donnée sur une plage de régime allant de 900 tr/min à 4500 tr/min. The results of the "Fuel Eco" test are summarized in the following Table 4, and indicate the percentage averages of the friction gains for each composition at a given temperature over a speed range of 900 rpm to 4500 rpm. .
TABLEAU 4 Ces résultats démontrent que les gains en friction pour la composition Cl comprenant l'ester selon l'invention sont bien plus importants que les gains en friction obtenus avec les compositions comparatives CCI ne comprenant pas d'ester, CC2 et CC3 comprenant un ester différent de ceux de l'invention. TABLE 4 These results demonstrate that the friction gains for the composition C1 comprising the ester according to the invention are much greater than the friction gains obtained with the comparative compositions CCI not comprising an ester, CC2 and CC3 comprising an ester different from those of the invention.
Il est entendu que plus les gains en friction sont importants, plus l'économie de carburant ou Fuel Eco est importante. Ceci implique donc que les compositions selon l'invention permettent d'augmenter le Fuel Eco contrairement aux compositions ne comprenant pas d'ester ou des esters différents des esters de l'invention. It is understood that the greater the friction gains, the greater the fuel economy or Fuel Eco is important. This therefore implies that the compositions according to the invention make it possible to increase the Fuel Eco in contrast to compositions comprising no ester or esters different from the esters of the invention.
EXEMPLE 3 EXAMPLE 3
Caractérisation des compositions selon l'invention et comparatives en termes d'économie de carburant (« Fuel-Eco ») Characterization of the compositions according to the invention and comparative in terms of fuel economy ("Fuel-Eco")
Le test est réalisé à l'aide d'un moteur Nissan HR12DDR, dont la puissance est de 180 kW à 6500 tr/min, entraîné par un générateur électrique permettant d'imposer une vitesse de rotation comprise entre 1000 et 4400 tours/min tandis qu'un capteur de couple permet de mesurer le couple de frottement généré par le mouvement des pièces dans le moteur. Le couple de frottement induit par le lubrifiant d'essai est comparé pour chaque régime et
chaque température au couple moyen induit par la composition lubrifiante de référence (SAE 0W16) qui a été évaluée avant et après le lubrifiant d'essai. The test is carried out using a Nissan HR12DDR engine, whose power is 180 kW at 6500 rpm, driven by an electric generator to impose a rotation speed of between 1000 and 4400 revolutions / min while a torque sensor makes it possible to measure the friction torque generated by the movement of the parts in the engine. The friction torque induced by the test lubricant is compared for each regime and each average torque temperature induced by the reference lubricating composition (SAE 0W16) that was evaluated before and after the test lubricant.
Les conditions de ce test sont les suivantes. The conditions of this test are as follows.
Les essais sont réalisés selon la séquence suivante : The tests are carried out according to the following sequence:
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante de référence ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a reference lubricant composition;
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence ; measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante à évaluer ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a lubricant composition to be evaluated;
- mesure du couple de friction à quatre températures différentes sur le moteur mettant en œuvre la composition lubrifiante à évaluer ; measuring the friction torque at four different temperatures on the engine implementing the lubricant composition to be evaluated;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec la composition lubrifiante de référence ; et - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with the reference lubricant composition; and
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence. measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition.
Les plages de régime, la variation du régime ainsi que la température ont été choisies pour couvrir, de la manière la plus représentative possible, les points du cycle certifié NEDC. The speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
Les instructions mises en œuvre sont : The instructions implemented are:
- Température de l'eau en sortie du moteur : 30°C/50°C ± 0,5°C, - Water temperature at the engine outlet: 30 ° C / 50 ° C ± 0.5 ° C,
- Rampe de température de l'huile : 30°C/50°C ± 0,5°C, - Oil temperature ramp: 30 ° C / 50 ° C ± 0.5 ° C,
Le gain en friction est évalué pour chaque composition lubrifiante (C2, C3, CC4 à CC6) en fonction de la température et de la vitesse du moteur et en comparaison de la friction de la composition lubrifiante de référence. The friction gain is evaluated for each lubricant composition (C2, C3, CC4 to CC6) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricant composition.
Les résultats du test de « Fuel Eco » sont résumés dans le tableau 5 suivant et indiquent les moyennes en pourcentage des gains en friction pour chaque composition à une température donnée sur une plage de régime allant de 1000 tr/min à 4400 tr/min :
Moyenne des gains en friction en The results of the "Fuel Eco" test are summarized in the following Table 5 and indicate the percentage means of the friction gains for each composition at a given temperature over a speed range of 1000 rpm to 4400 rpm: Average friction gains in
pourcentage à une température t CC4 C2 C3 CC5 CC6 de la composition lubrifiante percentage at a temperature t CC4 C2 C3 CC5 CC6 of the lubricating composition
t = 30°C -0,14 1,8 1,30 -0,75 -0,07 t = 50°C 0,56 1,51 1,14 -0,77 0,39 t = 30 ° C -0.14 1.8 1.30 -0.75 -0.07 t = 50 ° C 0.56 1.51 1.14 -0.77 0.39
TABLEAU 5 TABLE 5
Ces résultats démontrent que les gains en friction pour les compositions C2 et C3 comprenant un ester selon l'invention sont bien plus importants que les gains en friction obtenus avec les compositions comparatives CC4 ne comprenant pas d'ester ainsi que CC5 et CC6 comprenant un ester différent de ceux de l'invention. These results demonstrate that the friction gains for the compositions C2 and C3 comprising an ester according to the invention are much greater than the friction gains obtained with the comparative compositions CC4 not comprising an ester and CC5 and CC6 comprising an ester different from those of the invention.
Ces résultats démontrent également que les compositions comparatives CC4 à CC6 ne présentent non pas des gains en friction, mais des pertes en friction, ce qui implique que les compositions comparatives CC4 à CC6 ne permettent pas de faire du Fuel Eco mais bien au contraire entraîne une surconsommation de carburant par rapport à la composition de référence. These results also demonstrate that the comparative compositions CC4 to CC6 do not exhibit friction gains, but losses in friction, which implies that the comparative compositions CC4 to CC6 do not make it possible to make fuel Eco but on the contrary leads to overconsumption of fuel compared to the reference composition.
Il est entendu que plus les gains en friction sont importants, plus l'économie de carburant ou Fuel Eco est importante. Ceci implique donc que les compositions selon l'invention permettent d'augmenter le Fuel Eco contrairement aux compositions ne comprenant pas d'ester ou des esters différents des esters de l'invention, tel que le 2- éthylhexyl sébaçate. It is understood that the greater the friction gains, the greater the fuel economy or Fuel Eco is important. This therefore implies that the compositions according to the invention make it possible to increase the Fuel Eco in contrast to the compositions comprising no ester or esters different from the esters of the invention, such as 2-ethylhexyl sebacate.
EXEMPLE 4 EXAMPLE 4
Caractérisation des compositions selon l'invention et comparatives en termes d'économie de carburant (« Fuel-Eco ») Characterization of the compositions according to the invention and comparative in terms of fuel economy ("Fuel-Eco")
Le test est réalisé à l'aide d'un moteur Honda L13-B, dont la puissance est de 81 kW à 5500 tr/min, entraîné par un générateur électrique permettant d'imposer une vitesse de rotation comprise entre 650 et 5000 tours/min tandis qu'un capteur de couple permet de mesurer le couple de frottement généré par le mouvement des pièces dans le moteur. Le couple de frottement induit par le lubrifiant d'essai est comparé pour chaque régime et chaque température au couple induit par la composition lubrifiante de référence (SAE 0W16). The test is carried out using a Honda L13-B engine, whose power is 81 kW at 5500 rpm, driven by an electric generator to impose a speed of rotation between 650 and 5000 revolutions / min while a torque sensor can measure the friction torque generated by the movement of the parts in the engine. The friction torque induced by the test lubricant is compared for each speed and each temperature to the torque induced by the reference lubricating composition (SAE 0W16).
Les conditions de ce test sont les suivantes.
Les essais sont réalisés selon la séquence suivante : The conditions of this test are as follows. The tests are carried out according to the following sequence:
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante de référence ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a reference lubricant composition;
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence ; measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec une composition lubrifiante à évaluer ; - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with a lubricant composition to be evaluated;
- mesure du couple de friction à quatre températures différentes sur le moteur mettant en œuvre la composition lubrifiante à évaluer ; measuring the friction torque at four different temperatures on the engine implementing the lubricant composition to be evaluated;
- rinçage du moteur avec une huile de rinçage comprenant des additifs détergent, suivi d'un rinçage avec la composition lubrifiante de référence ; et - rinsing the engine with a rinsing oil comprising detergent additives, followed by rinsing with the reference lubricant composition; and
- mesure du couple de friction aux quatre températures différentes indiquées ci- dessous sur le moteur mettant en œuvre la composition lubrifiante de référence. measuring the friction torque at the four different temperatures indicated below on the engine using the reference lubricant composition.
Les plages de régime, la variation du régime ainsi que la température ont été choisies pour couvrir, de la manière la plus représentative possible, les points du cycle certifié NEDC. The speed ranges, the variation of the speed as well as the temperature were chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
Les instructions mises en œuvre sont : The instructions implemented are:
- Température de l'eau en sortie du moteur : 35°C/50°C ± 0,5°C, - Engine outlet water temperature: 35 ° C / 50 ° C ± 0.5 ° C,
- Rampe de température de l'huile : 35°C/50°C ± 0,5°C. - Oil temperature ramp: 35 ° C / 50 ° C ± 0.5 ° C.
Le gain en friction est évalué pour chaque composition lubrifiante (C4 et CC7) en fonction de la température et de la vitesse du moteur et en comparaison de la friction de la composition lubrifiante de référence. The friction gain is evaluated for each lubricant composition (C4 and CC7) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricant composition.
Les résultats du test de « Fuel Eco » sont résumés dans le tableau 5 suivant, et indiquent les moyennes en pourcentage des gains en friction pour chaque composition à une température donnée sur une plage de régime allant de 650 tr/min à 5000 tr/min : The results of the "Fuel Eco" test are summarized in the following Table 5, and indicate the percentage means of the friction gains for each composition at a given temperature over a speed range of 650 rpm to 5000 rpm. :
TABLEAU 6
Ces résultats démontrent que les gains en friction pour la composition C4 comprenant un mélange d'esters selon l'invention sont bien plus importants que les gains en friction obtenus avec la composition comparative CC7 comprenant comme ester, le 2- éthylhéxyl sébaçate, différent de ceux de l'invention. TABLE 6 These results demonstrate that the friction gains for the composition C4 comprising a mixture of esters according to the invention are much greater than the gains in friction obtained with the comparative composition CC7 comprising, as ester, 2-ethylhexyl sebacate, which is different from those of the invention.
II est entendu que plus les gains en friction sont importants, plus l'économie de carburant ou Fuel Eco est importante. Ceci implique donc que les compositions selon l'invention permettent d'augmenter le Fuel Eco contrairement aux compositions ne comprenant pas d'ester ou des esters différents des esters de l'invention, tel que le 2- éthylhexyl sébaçate. It is understood that the greater the friction gains, the greater the fuel economy or Fuel Eco is important. This therefore implies that the compositions according to the invention make it possible to increase the Fuel Eco in contrast to the compositions comprising no ester or esters different from the esters of the invention, such as 2-ethylhexyl sebacate.
EXEMPLE 5 EXAMPLE 5
Evaluation des propriétés d'amélioration de la propreté d'un moteur d'une composition lubrifiante selon l'invention C5 et d'une composition lubrifiante comparative CC8 Evaluation of the properties of improvement of the cleanliness of an engine of a lubricating composition according to the invention C5 and a comparative lubricating composition CC8
Les performances en propreté moteur sur les compositions lubrifiantes C5 et Engine Clean Performance on C5 Lubricant Compositions and
CC8 sont évaluées selon la méthode suivante. CC8 are evaluated according to the following method.
Chaque composition lubrifiante (10 Kg) est évaluée lors d'un essai de propreté d'un moteur diesel à rampe d'injection commune (common rail) pour automobile. Le moteur a une cylindrée de 1,4 L pour 4 cylindres. Sa puissance est de 80 kW. La durée de cycle de l'essai est de 96 heures en alternant régime de ralenti et régime de 4 000 tours/min. La température de la composition lubrifiante est de 145 °C et la température de l'eau du système de refroidissement est de 100 °C. Aucune vidange, ni aucun appoint de composition lubrifiante ne sont effectués durant l'essai. On utilise du carburant EN 590. Each lubricating composition (10 kg) is evaluated during a cleanliness test of a diesel engine with a common rail for cars. The engine has a displacement of 1.4 L for 4 cylinders. Its power is 80 kW. The cycle time of the test is 96 hours alternating idle speed and 4 000 rpm. The temperature of the lubricating composition is 145 ° C. and the temperature of the water of the cooling system is 100 ° C. No emptying or extra makeup composition is performed during the test. EN 590 fuel is used.
L'essai se déroule en deux phases pour une durée totale de 106 heures et selon une première étape de rinçage et de rodage durant 10 heures puis selon une deuxième étape avec la composition évaluée (4 kg), enfin selon une étape d'endurance d'une durée de 96 heures avec la composition évaluée (4 kg). The test is carried out in two phases for a total duration of 106 hours and according to a first rinsing and lapping step for 10 hours and then in a second step with the evaluated composition (4 kg), finally according to an endurance stage of a duration of 96 hours with the evaluated composition (4 kg).
Après cet essai, les pièces moteurs ont été analysées et les 4 pistons cotés selon la norme européenne CEC M02A78. Pour chaque piston, sa cotation du mérite est effectuée puis ensuite, une moyenne de la cotation du mérite piston total des 4 pistons est calculée. After this test, the engine parts were analyzed and the 4 pistons rated according to the European standard CEC M02A78. For each piston, its merit score is made and then, an average of the rating of the total piston merit of the 4 pistons is calculated.
Les résultats obtenus sont regroupés dans le tableau 6.
Le passage régulier d'une huile de référence a permis de démonter qu'un écart de 4 points entre deux candidats est significatif The results obtained are summarized in Table 6. The regular passage of a reference oil made it possible to demonstrate that a difference of 4 points between two candidates is significant
Plus la valeur de la moyenne de cotation du mérite est élevée, plus la propreté du piston est améliorée et par conséquent, meilleure est la performance de la composition lubrifiante pour améliorer la propreté moteur. The higher the merit score average value, the better the piston cleanliness and therefore the better the performance of the lubricant composition to improve engine cleanliness.
TABLEAU 7 TABLE 7
Les résultats montrent que l'utilisation d'un ester selon l'invention dans une composition lubrifiante permet d'améliorer la propreté d'un moteur (composition lubrifiante C5) par rapport à une composition lubrifiante comparative ne comprenant pas d'ester selon l'invention (composition lubrifiante CC8).
The results show that the use of an ester according to the invention in a lubricant composition makes it possible to improve the cleanliness of an engine (lubricant composition C5) with respect to a comparative lubricating composition comprising no ester according to the invention. invention (lubricating composition CC8).
Claims
1. Composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5 ; et Y représente un nombre entier allant de 4 à 20 ; ladite composition comprenant au moins un diester de formule (I) : A grade lubricating composition according to the SAEJ300 classification defined by the formula (X) W (Y), wherein X is 0 or 5; and Y represents an integer ranging from 4 to 20; said composition comprising at least one diester of formula (I):
Ra-C(0)-0-([C(R)2]n-0)s-C(0)-Rb R a -C (O) -O - ([C (R) 2 ] n-O) s -C (O) -R b
(I) (I)
dans laquelle : in which :
- R représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment méthyle ; R represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, especially methyl;
- s vaut 1, 2, 3, 4, 5 ou 6 ; en particulier s vaut 1, 2 ou 3, et plus particulièrement s vaut 1 ou 2 ; s is 1, 2, 3, 4, 5 or 6; in particular s is 1, 2 or 3, and more particularly s is 1 or 2;
- n vaut 1, 2 ou 3 ; en particulier n vaut 2 ou 3 et plus particulièrement n vaut 2, étant entendu que, lorsque s est différent de 1 , n peuvent être identiques ou différents ; et n is 1, 2 or 3; in particular n is 2 or 3 and more particularly n is 2, it being understood that when s is different from 1, n may be identical or different; and
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2 et n, identiques, valent 2, au moins l'un des groupe R représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié ; et with the proviso that, when s is 2 and n, identical, are 2, at least one of R represents a linear or branched (C 1 -C 8) alkyl group; and
sous réserve que, lorsque s vaut 1 et n vaut 3, au moins l'un des groupes R lié au carbone en position bêta des atomes d'oxygène des fonctions esters représente un atome d'hydrogène. with the proviso that, when s is 1 and n is 3, at least one of the beta-carbon groups R at the oxygen atoms of the ester functions represents a hydrogen atom.
2. Composition selon la revendication précédente, caractérisée en ce que Ra et Rb, identiques ou différents, présentent un enchaînement linéaire de 7 à 14 atomes de carbone, en particulier de 8 à 12 atomes de carbone et plus particulièrement de 8 à 11 atomes de carbone. 2. Composition according to the preceding claim, characterized in that R a and R b , which are identical or different, have a linear sequence of 7 to 14 carbon atoms, in particular 8 to 12 carbon atoms and more particularly 8 to 11 carbon atoms. carbon atoms.
3. Composition selon la revendication 1 et ou 2, caractérisée en ce que Ra et Rb, identiques ou différents, représentent des groupes alkyles linéaires en C6 à C18, en particulier en C7 à C17, notamment en C7 à C14, de préférence en Cs à C12 et plus préférentiellement en Cs à Cn, notamment en Cs à C10. 3. Composition according to Claim 1 and 2, characterized in that R a and R b , which may be identical or different, represent linear C 6 to C 18 , in particular C 7 to C 17 , especially C 7, alkyl groups. at C 14 , preferably in C s to C 12 and more preferably in C 5 to C n, in particular in C 5 to C 10 .
4. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que Ra et Rb représentent tous les deux des groupements n-octyle ou n- undécyle, de préférence n-octyle.
4. Composition according to any one of the preceding claims, characterized in that R a and R b both represent n-octyl or n-undecyl groups, preferably n-octyl.
5. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que le diester est de formule (Γ) suivante 5. Composition according to any one of the preceding claims, characterized in that the diester is of formula (Γ) following
Ra-C(0)-0-([C(R)2]n-0)-([C(R')2]m-0)s-i-C(0)-Rb R a -C (0) -O - ([C (R) 2 ] n -O) - ([C (R ') 2 ] m -0) siC (O) -R b
( ) ()
dans laquelle : in which :
- R et R' représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, notamment un groupe méthyle ; R and R 'represent, independently of one another, a hydrogen atom or a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, in particular a methyl group;
- s vaut 1 , 2 ou 3, en particulier s vaut 1 ou 2 ; s is 1, 2 or 3, in particular s is 1 or 2;
- n vaut 2 ; n is 2;
- m vaut 2 ; m is 2;
- Ra et Rb, identiques ou différents, représentent indépendamment les uns des autres, des groupements hydrocarbonés, saturés ou insaturés, linéaires ou ramifiés, présentant un enchaînement linéaire de 6 à 18 atomes de carbone ; - R a and R b , identical or different, represent independently of each other, hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms;
sous réserve que, lorsque s vaut 2, au moins l'un des groupes R ou R' représente un groupe (Ci-Cs)alkyle, linéaire ou ramifié. provided that when s is 2, at least one of R or R 'represents a linear or branched (Ci-Cs) alkyl group.
6. Composition selon la revendication précédente, caractérisée en ce que le diester est de formule (Γ) dans laquelle : 6. Composition according to the preceding claim, characterized in that the diester is of formula (Γ) in which:
- s vaut 2, - s is 2,
- l'un des groupes R représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; et one of the groups R represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; and
- l'un des groupes R' représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle ; les autres groupes R et R' représentant des atomes d'hydrogène. one of the groups R 'represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl; the other groups R and R 'representing hydrogen atoms.
7. Composition selon la revendication 5, caractérisée en ce que : 7. Composition according to Claim 5, characterized in that:
- s vaut 1 ; - s is 1;
- un des groupes R représente un groupe (Ci-C5)alkyle, linéaire ou ramifié, en particulier un groupe méthyle, éthyle ou propyle, avantageusement méthyle, les autres représentant des atomes d'hydrogène. one of the groups R represents a linear or branched (C 1 -C 5) alkyl group, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms.
8. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que le diester est obtenu par réaction d'estérifïcation entre un mono- ou poly-propylène glycol, en particulier le monopropylène glycol ou le dipropylène glycol ; et
un ou plusieurs acides carboxyliques Ra-COOH et Rb-COOH, en particulier l'acide nonanoïque ou undécanoïque. 8. Composition according to any one of the preceding claims, characterized in that the diester is obtained by esterification reaction between a mono- or poly-propylene glycol, in particular monopropylene glycol or dipropylene glycol; and one or more carboxylic acids R a -COOH and R b -COOH, in particular the nonanoic or undecanoic acid.
9. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce qu'elle comprend de 1 à 30 % en poids de diester(s) de formule (I) par rapport au poids total de la composition, en particulier de 5 à 30 % en poids, notamment de 5 à 25 %, plus particulièrement de 10 à 25 % en poids, encore plus particulièrement de 10 à 20 % en poids. 9. Composition according to any one of the preceding claims, characterized in that it comprises from 1 to 30% by weight of diester (s) of formula (I) relative to the total weight of the composition, in particular from 5 to 30% by weight, especially 5 to 25%, more particularly 10 to 25% by weight, more particularly 10 to 20% by weight.
10. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce qu'elle comprend une ou plusieurs huiles de base choisies parmi les huiles de groupe II, III et IV de la classification API, en particulier au moins une huile de base de groupe III. 10. Composition according to any one of the preceding claims, characterized in that it comprises one or more base oils chosen from oils of group II, III and IV of the API classification, in particular at least one base oil of group III.
11. Composition selon l'une quelconque des revendications précédentes, comprenant un ou plusieurs additifs choisis parmi les additifs modificateurs de frottement, les additifs anti-usure, les additifs extrême pression, les additifs détergents, les additifs antioxydants, les améliorants de l'indice de viscosité, les additifs abaisseurs du point d'écoulement, les agents dispersants, les agents anti-mousse, les épaississants, et leurs mélanges. 11. Composition according to any one of the preceding claims, comprising one or more additives chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergent additives, antioxidant additives, index improvers. of viscosity, pour point depressants, dispersants, antifoam agents, thickeners, and mixtures thereof.
12. Composition selon l'une quelconque des revendications précédentes, comprenant au moins un additif modificateur de frottement, en particulier à base de molybdène, notamment choisi parmi les dithiocarbamates de molybdène, les dithiophosphates de molybdène et leurs mélanges. 12. Composition according to any one of the preceding claims, comprising at least one friction-modifying additive, in particular based on molybdenum, especially chosen from molybdenum dithiocarbamates, molybdenum dithiophosphates and mixtures thereof.
13. Composition selon l'une quelconque des revendications précédentes, de grade selon la classification SAEJ300 choisi parmi 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 et 5W20. 13. Composition according to any one of the preceding claims, of grade according to classification SAEJ300 selected from 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 and 5W20.
14. Utilisation d'une composition selon l'une quelconque des revendications précédentes comme lubrifiant d'un moteur, en particulier d'un moteur de véhicule. 14. Use of a composition according to any preceding claim as a lubricant of an engine, in particular a vehicle engine.
15. Utilisation d'un diester de formule (I) tel que défini dans l'une quelconque des revendications 1 à 8, comme additif dans une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5, et Y représente un nombre entier allant de 4 à 20, et dédiée à un moteur, en particulier à un moteur de véhicule, pour réduire la consommation de carburant du moteur.
15. Use of a diester of formula (I) as defined in any one of claims 1 to 8, as additive in a grade lubricating composition according to classification SAEJ300 defined by the formula (X) W (Y), wherein X is 0 or 5, and Y is an integer from 4 to 20, and dedicated to an engine, particularly a vehicle engine, to reduce fuel consumption of the engine.
16. Utilisation d'un diester de formule (I) tel que défini dans l'une quelconque des revendications 1 à 8, comme additif dans une composition lubrifiante de grade selon la classification SAEJ300 défini par la formule (X)W(Y), dans laquelle X représente 0 ou 5, et Y représente un nombre entier allant de 4 à 20, et dédiée à un moteur, en particulier d'un moteur de véhicule, pour améliorer la propreté moteur.
16. Use of a diester of formula (I) as defined in any one of claims 1 to 8, as additive in a grade lubricating composition according to classification SAEJ300 defined by the formula (X) W (Y), wherein X is 0 or 5, and Y is an integer from 4 to 20, and dedicated to an engine, particularly a vehicle engine, to improve engine cleanliness.
Applications Claiming Priority (2)
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| FR1757485A FR3069864B1 (en) | 2017-08-03 | 2017-08-03 | LUBRICATING COMPOSITION COMPRISING A DIESTER |
| PCT/EP2018/070745 WO2019025446A1 (en) | 2017-08-03 | 2018-07-31 | Lubricating composition comprising a diester |
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| EP3662041A1 true EP3662041A1 (en) | 2020-06-10 |
| EP3662041B1 EP3662041B1 (en) | 2022-05-11 |
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| EP18745955.7A Active EP3662041B1 (en) | 2017-08-03 | 2018-07-31 | Lubricating composition comprising a diester |
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| EP (1) | EP3662041B1 (en) |
| JP (1) | JP7246368B2 (en) |
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| CN (1) | CN111094523B (en) |
| FR (1) | FR3069864B1 (en) |
| WO (1) | WO2019025446A1 (en) |
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| FR3083244B1 (en) | 2018-07-02 | 2020-07-17 | Total Marketing Services | COMPOSITION FOR COOLING AND LUBRICATING A PROPULSION SYSTEM OF AN ELECTRIC OR HYBRID VEHICLE |
| FR3088073B1 (en) * | 2018-11-05 | 2021-07-23 | Total Marketing Services | USE OF A DIESTER TO IMPROVE THE ANTI-WEAR PROPERTIES OF A LUBRICANT COMPOSITION |
| FR3105221B1 (en) * | 2019-12-20 | 2022-08-05 | Total Marketing Services | METHOD FOR PREPARING DIESTERS FROM UNSATURATED FATTY ALCOHOL AND DIESTERS THUS OBTAINED |
| FR3112349B1 (en) | 2020-07-09 | 2023-06-16 | Total Marketing Services | Use of dialkylene glycol ester to increase the resistance to oxidation of a lubricating composition |
| FR3115291B1 (en) | 2020-10-20 | 2023-11-17 | Total Marketing Services | Use of dialkylene glycol ester to reduce friction in vehicles equipped with hybrid engines |
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| FR3139343A1 (en) | 2022-09-06 | 2024-03-08 | Totalenergies Onetech | LUBRICANT COMPOSITION WITH IMPROVED FUEL ECO PROPERTIES IN HYBRID VEHICLES |
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| JP5507933B2 (en) * | 2009-09-07 | 2014-05-28 | Ｊｘ日鉱日石エネルギー株式会社 | Engine oil composition |
| US9187682B2 (en) * | 2011-06-24 | 2015-11-17 | Emerson Climate Technologies, Inc. | Refrigeration compressor lubricant |
| WO2013154978A1 (en) * | 2012-04-11 | 2013-10-17 | The Lubrizol Corporation | Dispersants derived from hydroxy fatty acid polyesters and polyalkylene glycol dispersants |
| EP2964737A1 (en) * | 2013-03-08 | 2016-01-13 | Elevance Renewable Sciences, Inc. | Natural oil based grease compositions and processes for making such compositions |
| JP6199786B2 (en) * | 2013-03-28 | 2017-09-20 | ミネベアミツミ株式会社 | Fluid dynamic bearing oil and fluid dynamic bearing and spindle motor using the same |
| US20140342961A1 (en) * | 2013-05-16 | 2014-11-20 | Chevron U.S.A. Inc. | Diester-based engine oil formulations with improved low noack and cold flow properties |
| EP3878933A1 (en) * | 2013-09-19 | 2021-09-15 | The Lubrizol Corporation | Lubricant compositions for direct injection engines |
| DE102014203599A1 (en) * | 2014-02-27 | 2015-08-27 | Fuchs Petrolub Se | Diisooctyl sebacate in motor oils |
| CN106459799B (en) * | 2014-03-03 | 2020-09-08 | 丰益贸易私人有限公司 | Branched diesters for use as base stocks and in lubricant applications |
| FR3035663B1 (en) * | 2015-04-30 | 2017-06-02 | Total Marketing Services | ULTRA-FLUID LUBRICANT COMPOSITION |
| EP3124580A1 (en) * | 2015-07-31 | 2017-02-01 | Total Marketing Services | Branched diesters for use to reduce the fuel consumption of an engine |
-
2017
- 2017-08-03 FR FR1757485A patent/FR3069864B1/en active Active
-
2018
- 2018-07-31 US US16/635,665 patent/US11162047B2/en active Active
- 2018-07-31 KR KR1020207006112A patent/KR20200055707A/en active IP Right Grant
- 2018-07-31 EP EP18745955.7A patent/EP3662041B1/en active Active
- 2018-07-31 CN CN201880059755.5A patent/CN111094523B/en active Active
- 2018-07-31 JP JP2020505904A patent/JP7246368B2/en active Active
- 2018-07-31 WO PCT/EP2018/070745 patent/WO2019025446A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2020530052A (en) | 2020-10-15 |
| CN111094523B (en) | 2022-10-21 |
| US11162047B2 (en) | 2021-11-02 |
| JP7246368B2 (en) | 2023-03-27 |
| FR3069864A1 (en) | 2019-02-08 |
| KR20200055707A (en) | 2020-05-21 |
| US20210122992A1 (en) | 2021-04-29 |
| CN111094523A (en) | 2020-05-01 |
| EP3662041B1 (en) | 2022-05-11 |
| FR3069864B1 (en) | 2019-08-16 |
| WO2019025446A1 (en) | 2019-02-07 |
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