EP3990588A1 - Use of a sterically hindered aromatic amine or phenol compound as an anti-corrosion additive in a lubricant composition for a propulsion system of an electric or hybrid vehicle - Google Patents
Use of a sterically hindered aromatic amine or phenol compound as an anti-corrosion additive in a lubricant composition for a propulsion system of an electric or hybrid vehicleInfo
- Publication number
- EP3990588A1 EP3990588A1 EP20736272.4A EP20736272A EP3990588A1 EP 3990588 A1 EP3990588 A1 EP 3990588A1 EP 20736272 A EP20736272 A EP 20736272A EP 3990588 A1 EP3990588 A1 EP 3990588A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sterically hindered
- amine
- chosen
- electric
- additive
- 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 161
- 239000000654 additive Substances 0.000 title claims abstract description 85
- 238000005260 corrosion Methods 0.000 title claims abstract description 40
- 230000000996 additive effect Effects 0.000 title claims abstract description 37
- 150000004982 aromatic amines Chemical class 0.000 title claims description 17
- 239000000314 lubricant Substances 0.000 title abstract description 25
- -1 phenol compound Chemical class 0.000 title description 15
- 150000001412 amines Chemical group 0.000 claims abstract description 114
- 150000001875 compounds Chemical class 0.000 claims abstract description 105
- 230000001050 lubricating effect Effects 0.000 claims abstract description 83
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 80
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 76
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 54
- 239000011593 sulfur Substances 0.000 claims abstract description 51
- 239000007866 anti-wear additive Substances 0.000 claims abstract description 47
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims description 35
- 125000003342 alkenyl group Chemical group 0.000 claims description 13
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 230000005540 biological transmission Effects 0.000 claims description 12
- 150000002989 phenols Chemical class 0.000 claims description 12
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 9
- GLOYGJPNNKTDIG-UHFFFAOYSA-N SC=1N=NSC=1S Chemical class SC=1N=NSC=1S GLOYGJPNNKTDIG-UHFFFAOYSA-N 0.000 claims description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000005266 diarylamine group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 230000009467 reduction Effects 0.000 claims description 6
- 230000001747 exhibiting effect Effects 0.000 claims description 5
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 2
- BQAOUQHHGGJEHP-UHFFFAOYSA-N butyl 3-(4-hydroxyphenyl)propanoate Chemical compound CCCCOC(=O)CCC1=CC=C(O)C=C1 BQAOUQHHGGJEHP-UHFFFAOYSA-N 0.000 claims 1
- 239000002199 base oil Substances 0.000 description 28
- 239000003963 antioxidant agent Substances 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 14
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical class S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 13
- 241000534944 Thia Species 0.000 description 12
- 230000007797 corrosion Effects 0.000 description 12
- 239000003599 detergent Substances 0.000 description 12
- 229920013639 polyalphaolefin Polymers 0.000 description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 235000006708 antioxidants Nutrition 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 239000002518 antifoaming agent Substances 0.000 description 8
- 150000003851 azoles Chemical class 0.000 description 8
- 229920001515 polyalkylene glycol Polymers 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 7
- CFXCGWWYIDZIMU-UHFFFAOYSA-N Octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate Chemical compound CCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 CFXCGWWYIDZIMU-UHFFFAOYSA-N 0.000 description 6
- 125000003158 alcohol group Chemical group 0.000 description 6
- 150000001735 carboxylic acids Chemical class 0.000 description 6
- 239000003638 chemical reducing agent Substances 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- 238000007654 immersion Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- KWBXQDNGHQLAMB-UHFFFAOYSA-N 4-sulfanyl-3h-1,3-thiazole-2-thione Chemical class SC1=CSC(=S)N1 KWBXQDNGHQLAMB-UHFFFAOYSA-N 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 229920001021 polysulfide Polymers 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 150000004867 thiadiazoles Chemical class 0.000 description 5
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 4
- 239000005069 Extreme pressure additive Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000002485 combustion reaction Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 230000009972 noncorrosive effect Effects 0.000 description 4
- 239000005077 polysulfide Substances 0.000 description 4
- 150000008117 polysulfides Polymers 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000001072 heteroaryl group Chemical group 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 125000002950 monocyclic group Chemical group 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 125000003367 polycyclic group Chemical group 0.000 description 3
- 229960002317 succinimide Drugs 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000004804 winding Methods 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- BTHAQRDGBHUQMR-UHFFFAOYSA-N [S]P(=O)=O Chemical compound [S]P(=O)=O BTHAQRDGBHUQMR-UHFFFAOYSA-N 0.000 description 2
- 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
- 230000003078 antioxidant effect Effects 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 230000002596 correlated effect Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000010292 electrical insulation Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- UGUHFDPGDQDVGX-UHFFFAOYSA-N 1,2,3-thiadiazole Chemical compound C1=CSN=N1 UGUHFDPGDQDVGX-UHFFFAOYSA-N 0.000 description 1
- OTNSJAUBOYWVEB-UHFFFAOYSA-N 1,2,4-thiadiazolidine-3,5-dithione Chemical compound S=C1NSC(=S)N1 OTNSJAUBOYWVEB-UHFFFAOYSA-N 0.000 description 1
- UDGKZGLPXCRRAM-UHFFFAOYSA-N 1,2,5-thiadiazole Chemical compound C=1C=NSN=1 UDGKZGLPXCRRAM-UHFFFAOYSA-N 0.000 description 1
- QQADCAPKFRAHQW-UHFFFAOYSA-N 1,2,5-thiadiazole;1,3,4-thiadiazole Chemical compound C=1C=NSN=1.C1=NN=CS1 QQADCAPKFRAHQW-UHFFFAOYSA-N 0.000 description 1
- AJBLKZFBURBYPT-UHFFFAOYSA-N 1,2,5-thiadiazolidine-3,4-dithione Chemical compound SC1=NSN=C1S AJBLKZFBURBYPT-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- VOXXWSYKYCBWHO-UHFFFAOYSA-N 3-phenyllactic acid Chemical compound OC(=O)C(O)CC1=CC=CC=C1 VOXXWSYKYCBWHO-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
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 101000582320 Homo sapiens Neurogenic differentiation factor 6 Proteins 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
- 241001465754 Metazoa Species 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical class C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 102100030589 Neurogenic differentiation factor 6 Human genes 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 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
- 230000033228 biological regulation Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012809 cooling fluid Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 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
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000696 magnetic material Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000012544 monitoring process 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
- 239000000615 nonconductor Substances 0.000 description 1
- 238000005935 nucleophilic addition reaction Methods 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000010363 phase shift Effects 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 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
- 230000003335 steric effect Effects 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- NGOGGDKKCYGLOD-UHFFFAOYSA-N thiadiazole;1,2,4-thiadiazole Chemical compound C1=CSN=N1.C=1N=CSN=1 NGOGGDKKCYGLOD-UHFFFAOYSA-N 0.000 description 1
- 150000007979 thiazole derivatives Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000002966 varnish Substances 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/04—Hydroxy compounds
- C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
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- 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
- C10M129/76—Esters containing free hydroxy or carboxyl groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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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
- C10N2040/14—Electric or magnetic purposes
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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
Definitions
- the present invention relates to the field of lubricating compositions for a propulsion system of an electric or hybrid vehicle. It relates more particularly to the use of compounds exhibiting at least one sterically hindered amine or phenolic function, for improving the anti-corrosion properties of a lubricating composition incorporating one or more anti-wear additive (s) amine (s) and / or sulfur. (s).
- the term “electric vehicle” is intended to denote a vehicle comprising an electric motor as the sole means of propulsion, unlike a hybrid vehicle which comprises a combustion engine and an electric motor as combined propulsion means. .
- propulsion system within the meaning of the present invention, is meant a system comprising the mechanical parts necessary for the propulsion of an electric vehicle.
- the propulsion system thus more particularly includes an electric motor, or the rotor-stator assembly of the power electronics (dedicated to speed regulation), a transmission and a battery.
- lubricating compositions also called “lubricants”, for the main purposes of reducing the frictional forces between the various parts of the propulsion system. vehicle, especially between moving metal parts in engines.
- lubricating compositions are also effective in preventing premature wear or even damage to these parts, and in particular to their surface.
- a lubricating composition is conventionally composed of one or more base oil (s), which are generally associated with several additives dedicated to stimulating the lubricating performance of the base oil, such as, for example, friction modifying additives, but also to provide additional performance.
- base oil s
- additives dedicated to stimulating the lubricating performance of the base oil, such as, for example, friction modifying additives, but also to provide additional performance.
- anti-wear additives are considered in order to reduce the wear of the mechanical parts of the engine, and thus prevent a degradation of the durability of the engine.
- anti-wear additives among which there may be mentioned, for example, dimercaptothiadiazoles, polysulfides, in particular sulfur-containing olefins, amine phosphates, or else phospho-sulfur additives, such as metal alkylthiophosphates, in in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates or ZnDTP.
- antiwear additives preference is given in particular to amine and / or sulfur antiwear agents, such as dimercaptothiadiazoles, zinc dithiophosphate or polysulphides.
- the present invention aims precisely to overcome this drawback.
- the lubricant is insulating in order to avoid any failure in the electrical components.
- a conductive lubricant can lead to a risk of electric current leakage from the stator and rotor windings, thus reducing the efficiency of the propulsion systems, and creating a possible overheating at the level of the electrical components, even up to 'damage the system. It is therefore crucial, in within the framework of the implementation of lubricants for power systems of electric or hybrid vehicles, that the lubricants have good “electrical” properties in addition to non-corrosive properties.
- the present invention is aimed precisely at obtaining such properties.
- the present invention relates to the use of at least one compound having at least one sterically hindered amine or phenolic function, as an anti-corrosion additive in a lubricating composition, intended for a propulsion system of a vehicle. electric or hybrid and comprising one or more anti-wear additive (s) amine (s) and / or sulfur (s).
- antioxidants generally make it possible to delay the degradation of the composition in service. This degradation can be reflected in particular by the formation of deposits, by the presence of sludge or by an increase in the viscosity of the composition. Antioxidants are able to scavenge free radicals formed during use of the lubricant, thereby interrupting chain reactions that may lead to the build-up of acids.
- the addition of at least one compound with a sterically hindered amine or phenolic function, in particular of aromatic amine or alkylphenol type, advantageously makes it possible to improve the anti-corrosion properties of a lubricant comprising one or more additive (s). anti-wear amine (s) and / or sulfur (s).
- anti-corrosion additive is intended to denote an additive making it possible to prevent or reduce the corrosion of metal parts.
- An anti-corrosion additive used in a composition thus makes it possible to improve the so-called “anti-corrosion” properties of this composition.
- the corrosive (or corroding) power of a compound can be evaluated according to a test studying the variation in the value of the electrical resistance of a copper wire of a predetermined diameter, depending on the duration of immersion of this wire. within a composition comprising, in a non-corrosive medium, for example in one or more base oils, said compound to be tested.
- the variation in the value of this electrical resistance is correlated directly with the variation in the diameter of the wire tested.
- a compound is qualified as “non-corrosive” when the loss in diameter of the copper wire studied is less than or equal to 2 ⁇ m after immersion for 80 hours, in particular less than or equal to 0 , 3 ⁇ m after immersion for 20 hours in the composition comprising said compound.
- the dielectric properties of a lubricant are represented in particular by the electrical resistivity and the dielectric loss (tan d), and they can be measured according to standard IEC 60247.
- Electrical resistivity represents the material's ability to oppose the flow of electric current. It is expressed in ohm-meter (W.ih). The resistivity should not be low to avoid electrical conduction.
- the electrical dissipation factor or the tangent of the loss angle can also be used to measure the properties of a lubricant.
- the loss angle d is the complementary angle of the phase shift between the applied voltage and the alternating current. This factor reflects the energy losses by the Joule effect. The temperature rises are therefore directly linked to the value of d.
- a transmission oil typically has a tan d value of the order of unity at room temperature.
- a good insulating lubricant should maintain a low level of tan d.
- the compound with a sterically hindered amine or phenolic function according to the invention used according to the invention is chosen from aromatic amines, in particular compounds of diarylamine type and more particularly of diphenylamine type; sterically hindered phenols, in particular alkylphenols; and their mixtures.
- the compound containing a sterically hindered amine or phenolic function is chosen from substituted diphenylamines, in particular substituted on at least one of the positions in para of the amine function, by at least one alkyl or alkenyl group, comprising from 1 to 12 carbon atoms, preferably from 3 to 10 carbon atoms.
- it may be p, p-butyl-octyl-diphenylamine.
- the compound with a sterically hindered amine or phenolic function is chosen from compounds comprising a phenol group of which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one group chosen from an alkyl group. optionally substituted Ci-Cio and a hydroxyl function.
- it may be octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate or 2,6-di-tert-butylphenol.
- amine and / or sulfur antiwear additives used in a lubricating composition according to the invention are more particularly detailed in the remainder of the text. They are chosen preferably from amino and sulfur antiwear additives. They may preferably be compounds of the thia (di) azole type, in particular dimercaptothiadiazole derivatives. Also, a composition suitable for the invention has the advantage of being easy to formulate. It has, in addition to good anti-wear and anti-corrosion performance, good stability, in particular to oxidation, as well as good properties in terms of electrical insulation.
- the present invention also relates to G use, for lubricating a propulsion system of an electric or hybrid vehicle, in particular for lubricating the electric motor and the power electronics of an electric or hybrid vehicle, of a lubricating composition including:
- One or more compounds comprising at least one sterically hindered amine or phenolic function as defined in the invention, as anti-corrosion additive (s);
- anti-wear additive amine (s) and / or sulfur (s) as defined in the invention.
- the present invention also relates to a method of lubricating a propulsion system of an electric or hybrid vehicle, comprising at least one step of bringing at least one mechanical part of said system into contact with a lubricating composition comprising at least a compound with a sterically hindered amine or phenolic function as defined in the invention, as an anti-corrosion additive and at least one anti-wear amine and / or sulfur additive as defined in the invention.
- a lubricating composition according to the invention is used to lubricate the electric motor itself, in particular the bearings located between the rotor and the stator of an electric motor, and / or the transmission, in particular the reduction gear in an electric or hybrid vehicle.
- FIG 1 schematically represents an electric or hybrid vehicle propulsion system.
- the additive used as an anti-corrosion agent according to the invention, together with one or more anti-wear amine and / or sulfur additives, in a lubricating composition for a vehicle engine system electric or hybrid is a compound having at least one sterically hindered amine or phenolic function.
- sterically hindered function is understood to mean that the function is hindered by steric effect or constraint. This bulkiness has the particular effect of making the amine or phenolic function significantly less nucleophilic than the unhindered amine or phenolic function, and thus of preventing nucleophilic addition reactions.
- the compounds with a hindered amine function can be more particularly chosen from aromatic amines, in particular as defined in the remainder of the text.
- the compounds with a hindered phenolic function are preferably chosen from sterically hindered phenols, in particular alkylphenols, in particular as defined in the remainder of the text.
- the said compound or compounds with a hindered amine or phenolic function are chosen from aromatic amines, sterically hindered phenols, and mixtures thereof.
- the compounds of aromatic amine type can be of formula:
- R3 and R4 represent, independently of one another, a hydrogen atom, a C1-20, preferably C4-16 aliphatic group, or a substituted aromatic or heteroaromatic, monocyclic or polycyclic group, substituted or not substituted;
- R5 is an aromatic or heteroaromatic, monocyl or polycyclic condensed group, unsubstituted or carrying at least one C1 -20 alkyl substituent; or
- R3 and R5 together form an aromatic or heteroaromatic, monocyclic or condensed polycyclic group.
- the aromatic amines can be more particularly chosen from substituted or unsubstituted diphenylamines, substituted or unsubstituted phenylnaphthylamines, substituted or unsubstituted phenothiazines, substituted or unsubstituted imidodibenzyles, substituted or unsubstituted N, N'diphenyl (phenylenediamines) , and their mixtures.
- the compounds with a hindered amine function are chosen from secondary amines in which the nitrogen atom is linked to at least one aryl group, preferably to at least one phenyl group.
- the compound with a hindered amine function is chosen from compounds of diarylamine type, in particular of which at least one of the aryl groups is a phenyl, and more particularly compounds of the diphenylamine type.
- the compound with a hindered amine function is a compound of aromatic amine type chosen from diarylamines, preferably corresponding to the formula:
- R 6 and R7 are chosen, independently of one another, from:
- phenyl group optionally substituted, preferably in para of the function amine, by hydrocarbon groups, in particular chosen from alkyl or alkenyl groups, comprising from 1 to 12 carbon atoms, preferably from 3 to 10 carbon atoms; and
- hydrocarbon groups in particular chosen from alkyl or alkenyl groups, comprising from 1 to 12 carbon atoms, preferably from 3 to 10 carbon atoms .
- the compound with a hindered amine function is chosen from diphenylamine compounds, preferably substituted, in particular substituted on at least one of the positions in para of the amine function, by at least one alkyl or alkenyl group, comprising from 1 to 12 carbon atoms, preferably 3 to 10 carbon atoms.
- the compound containing a hindered amine function can advantageously be of the following formula (I):
- R 1 and R 2 are chosen, independently of one another, from a hydrogen atom, alkyl or alkenyl groups, preferably alkyl, linear or branched, comprising from 1 to 12 carbon atoms, preferably from 3 to 10 carbon atoms.
- the compound with a hindered amine function is of formula (I) above, in which at least one of R 1 and R 2 is an alkyl or alkenyl group, preferably alkyl, linear or branched, comprising from 1 to 12 carbon atoms, preferably 3 to 10 carbon atoms.
- R 1 and R 2 are chosen, independently of one another, from alkyl or alkenyl groups, preferably alkyl, linear or branched, comprising from 1 to 12 atoms. carbon, preferably from 3 to 10 carbon atoms.
- R 1 and R 2 are in the para position of the amine function.
- the compound with a hindered amine function can advantageously be of formula (G):
- R 1 and R 2 are as defined above.
- R 1 and R 2 identical or different, represent alkyl groups, linear or branched, C 1 to C 12 , preferably C 3 to C 10 , for example chosen from octyl and butyl groups, linear or branched.
- the compounds with a hindered amine or phenolic function can also be compounds of sterically hindered phenol type.
- the compounds of sterically hindered phenol type are preferably compounds comprising a phenol group of which at least one carbon atom other than that bearing the hydroxyl function and forming part of the phenyl group bears a hydroxyl radical, a linear or branched C 1- alkyl. 10 , a dialkylaminoalkyl group, or a styryl group.
- the sterically hindered phenols are chosen from compounds comprising a phenol group in which at least one carbon vicinal of the carbon carrying the alcohol function is substituted by at least one group chosen from a C 1 -C 10 alkyl group and a hydroxyl function.
- the compound with a hindered phenolic function can be a sterically hindered phenol of the following formula (II):
- R 1 and R 2 represents an alkyl group C 1 -C 10, preferably an alkyl group -C-O C, preferably alkyl C 4, for example tert butyl; or a hydroxyl group;
- the compound with a hindered phenolic function can be of the following formula (IG):
- R 1 and R 2 represents an alkyl group Ci-Cio, preferably an alkyl group in Ci-C O, preferably a C4 alkyl group, for example tert-butyl; or a hydroxyl group;
- n being an integer between 0 and 3;
- R being chosen, independently of one another, from C 1 -C 10 alkyl groups, optionally substituted by one or more C 2 to C 10 alkoxycarbonyl groups such as an octyloxycarbonyl group and / or by one or more aryl groups, the aryl group (s) themselves being optionally substituted with one or more alkyl groups; and a hydroxyl group.
- Examples of compounds of sterically hindered phenol type mention may be made of di-t-butyl-2,6-methyl-4-phenol (BHT), t-butyl hydroquinone (TBHQ), 2,6 and 2. , 4 di-t-butyl phenol, 2,4-dimethyl-6-t-butyl phenol, pyrogallol, octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate, alone or as a mixture .
- BHT di-t-butyl-2,6-methyl-4-phenol
- TBHQ t-butyl hydroquinone
- 2,6 and 2. 4 di-t-butyl phenol, 2,4-dimethyl-6-t-butyl phenol, pyrogallol, octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate, alone or as a mixture .
- the compound of sterically hindered phenol type is chosen from compounds, called “alkylphenols”, comprising a phenol group having, on at least one of the ortho positions of the hydroxyl function, preferably on the two ortho positions, an alkyl group at steric hindrance, preferably Ci-Cio, especially CI C-O, in particular an alkyl group C 4, preferably tert-butyl.
- it may be a compound of the abovementioned formula (II), in particular of the abovementioned formula (IG), in which at least one of R 1 and R 2 , or even the two groups R 1 and R 2 , is (are) chosen (s) from C 1 -C 10 alkyl groups, preferably C 1 -C 6 alkyl groups. preferably a C4 alkyl group, preferably tert-butyl.
- octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate or 2,6-di-tert-butylphenol As an example of a still more preferred sterically hindered phenol compound, there may be mentioned octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate.
- the compound of sterically hindered aromatic or phenolic amine type is chosen from p, p'-butyl-octyl-diphenylamine, octyl-3,5-di-tert-butyl-4-hydroxy- hydrocinnamate, 2,6-di-tert-butylphenol, and mixtures thereof.
- the compound of sterically hindered aromatic or phenolic amine type is chosen from p, p'-butyl-octyl-diphenylamine, octyl-3,5-di-tert-butyl-4-. hydroxy-hydrocinnamate, and mixtures thereof.
- the invention is not limited to the aromatic amine or hindered phenol compounds described above.
- Other compounds with a sterically hindered amine or phenol function in particular known as anti-oxidants, can be used as anti-corrosion additives according to the invention.
- a C x to C y alkyl represents a hydrocarbon chain of x to y carbon atoms, linear or branched;
- a C x to C y alkenyl group represents an unsaturated carbon chain of x to y carbon atoms, linear or branched;
- aryl a mono- or polycyclic aromatic group, in particular comprising between 5 and 10 carbon atoms.
- an aryl group mention may be made of phenyl, tolyl or naphthyl groups.
- the said compound (s) with a sterically hindered amine or phenolic function used according to the invention are chosen from:
- aromatic amines in particular as described above, in particular diarylaromatics, and more particularly diphenylamines, preferably substituted, advantageously in the para position of the amine function, by at least one C1-C12 alkyl group;
- - Sterically hindered phenols in particular as defined above, and preferably compounds comprising a phenol group of which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one C 1 -C 10 alkyl group, preferably in CI- C6 , especially C4, in particular tert-butyl; and
- a compound with a sterically hindered amine or phenolic function can be in the form of a mixture of at least two compounds with a sterically hindered amine or phenolic function, for example of a mixture of at least one compound with a sterically hindered amine function and at least one compound with a sterically hindered phenol function.
- the compound (s) with a sterically hindered amine or phenolic function, in particular as defined above, can be used in a lubricating composition according to the invention, in an amount of 0.01% to 5% by weight, in particular 0 , 1% to 3% by mass, and more particularly from 0.1% to 1% by mass, relative to the total mass of the lubricating composition.
- a lubricating composition considered according to the invention does not include other anti-corrosion additives distinct from compounds containing a sterically hindered amine or phenolic function.
- a lubricating composition used according to the invention is free of anti-corrosion additive of triazole type or of succinimide type.
- a lubricating composition considered according to the invention comprises one or more anti-wear amine and / or sulfur additives.
- amine and / or sulfur anti-wear additive is intended to denote an additive chosen from amine anti-wear additives, sulfur anti-wear additives and amine and sulfur anti-wear additives.
- anti-wear additive is intended to denote a compound which, used in a lubricating composition, in particular a lubricating composition for a propulsion system of an electric or hybrid vehicle, makes it possible to improve the anti-wear properties of the composition.
- the amine and / or sulfur antiwear additive can for example be chosen from additives of the thia (di) azole type, in particular derivatives of dimercaptothiadiazole; polysulfide additives, in particular sulfur olefins, amine phosphates, phospho-sulfur additives such as alkylthiophosphates, and mixtures thereof.
- a lubricating composition considered according to the invention comprises at least one anti-wear additive of the thia (di) azoles type.
- Thia (di) azole compounds are compounds that contain both a sulfur atom and at least one nitrogen atom in a five-atom ring.
- Benzothiazoles are a special type of thia (di) azoles.
- This term thia (di) azole includes, besides cyclic compounds containing one sulfur atom and one nitrogen atom per five atom ring, also thiadiazoles which contain sulfur and two nitrogen atoms in such a ring.
- thia (di) azole type compounds can be chosen from benzothiazole derivatives, thiazole derivatives and thiadiazole derivatives.
- the antiwear additive can be a thiadiazole derivative.
- Thiadiazoles are heterocyclic compounds comprising two nitrogen atoms, one sulfur atom, two carbon atoms and two double bonds, of general formula C2N2SH2, which may exist in the following forms, respectively: 1,2,3-thiadiazole; 1,2,4-thiadiazole; 1,2,5-thiadiazole; 1,3,4-thiadiazole:
- the thiadiazole derivative is a derivative of dimercaptothiadiazole.
- a lubricating composition according to the invention comprises at least one anti-wear additive chosen from derivatives of dimercaptothiazole.
- dimercaptothiadiazole derivative means chemical compounds derived from the following four dimercaptothiadiazole molecules, below: 4,5-dimercapto 1,2,3-thiadiazole, 3,5-dimercapto-1,2,4 -thiadiazole, 3,4-dimercapto-l, 2,5-thiadiazole, 2,5-dimercapto-l, 3,4-thiadiazole, taken alone or as a mixture:
- R 1 is chosen from a hydrogen atom, a linear or branched, saturated or unsaturated alkyl group comprising from 1 to 24 carbon atoms, preferably from 2 to 18, more preferably from 4 to 16, even more preferably from 8 to 12 or an aromatic substituent.
- 2,5-dimercapto-l, 3,4-thiadiazole the derivatives of 2,5-dimercapto-l, 3,4-thiadiazole are molecules of the following formulas taken alone or as a mixture:
- R 1 represent, independently of one another, hydrogen atoms, linear or branched alkyl or alkenyl groups, comprising from 1 to 24 carbon atoms, preferably from 2 to 18, more preferably from 4 to 16, even more preferably from 8 to 12 or aromatic substituents, n being, independently of one another, integers equal to 1, 2, 3 or 4, preferably n being equal to 1.
- Ri represent, independently of one another, linear alkyl groups, C1 to C24, preferably C2 to Cis, especially C4 to C i 6, more particularly Cs to C12 and preferably C12.
- dimercaptothiadiazole derivatives used in the present invention may be commercially available, for example from the suppliers Vanderbilt, Rhein Chemie or Afton.
- the amine and / or sulfur antiwear additive or additives used in a lubricating composition according to the invention can still be chosen from among sulfurized antiwear additives of the poly sulfide type, in particular sulfur olefins.
- the sulfur-containing olefins used in a lubricating composition according to the invention can in particular be dialkyl sulfides represented by the general formula R a -S x -R b , where R a and R b are alkyl groups comprising from 3 to 15 carbon atoms. , preferably from 1 to 5 carbon atoms, preferentially 3 carbon atoms, and x is an integer between 2 and 6.
- the polysulfide additive is chosen from dialkyl trisulfides.
- the anti-wear additive present in a composition used according to the invention is chosen from amino and sulfur anti-wear additives, and advantageously from thia (di) azole compounds as described above and more preferably among the derivatives of dimercaptothiadiazole.
- a lubricating composition considered according to the invention may comprise from 0.01% to 5% by mass, in particular from 0.1% to 3% by mass and more particularly from 0.1% to 1% by mass of additive (s ) anti-wear amines and / or sulfur compounds, preferably of thia (di) azole type and more preferably chosen from derivatives of dimercaptothiadiazole.
- additive (s ) anti-wear amines and / or sulfur compounds preferably of thia (di) azole type and more preferably chosen from derivatives of dimercaptothiadiazole.
- anti-wear additives known in particular for lubricants for propulsion systems, distinct from amine and / or sulfur additives, can be envisaged, provided that they do not affect the properties conferred by the combination. of said compound with a sterically hindered amine or phenolic function and of said amino and / or sulfur antiwear additive (s) according to the invention.
- a lubricant composition required according to the invention is free of antiwear additive other than said amine and / or sulfur antiwear additive (s) used according to the invention.
- a lubricating composition considered according to the invention combines:
- aromatic amines in particular as described above, in particular diarylaromatics, and more particularly diphenylamines, preferably substituted, advantageously in the para position of the amine function, by at least one C1-C12 alkyl group;
- sterically hindered phenols in particular as defined above, and preferably compounds comprising a phenol group of which at least one carbon vicinal of the carbon carrying the alcohol function is substituted by at least one C 1 -C 10 alkyl group, preferably C 1 -C 10 alkyl group -C O, especially C 4, especially tert-butyl;
- amino and sulfur antiwear additives preferably chosen from derivatives of dimercaptothiazole, in particular as defined above.
- a composition used according to the invention may comprise, in addition to one or more additives with a sterically hindered amine or phenolic function and one or more anti-wear additives amine (s) and / or sulfur (s), in particular as defined above , one or more base oils, as well as other additives, conventionally considered in lubricating compositions.
- a lubricating composition considered according to the invention can thus comprise one or more base oils.
- These base oils can be chosen from the base oils conventionally used in the field of lubricating oils, such as mineral, synthetic or natural, animal or vegetable oils or their mixtures.
- It can be a mixture of several base oils, for example a mixture of two, three, or four base oils.
- the base oils of the lubricating compositions considered according to the invention can in particular be oils of mineral or synthetic origins belonging to groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) and presented in Table 1 below or their mixtures.
- Mineral base oils include all types of base oils obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, dealphating, solvent dewaxing, hydrotreatment, hydrocracking, hydroisomerization and hydrofinishing. .
- Mixtures of synthetic and mineral oils, which can be biobased, can also be used.
- the base oils of the compositions used according to the invention can also be chosen from synthetic oils, such as certain esters of carboxylic acids and alcohols, polyalphaolefins (PAO), and polyalkylene glycol (PAG) obtained by polymerization. or copolymerization of alkylene oxides comprising from 2 to 8 carbon atoms, in particular from 2 to 4 carbon atoms.
- synthetic oils such as certain esters of carboxylic acids and alcohols, polyalphaolefins (PAO), and polyalkylene glycol (PAG) obtained by polymerization. or copolymerization of alkylene oxides comprising from 2 to 8 carbon atoms, in particular from 2 to 4 carbon atoms.
- the PAOs used as base oils are for example obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene.
- the weight average molecular weight of PAO can vary quite widely. Preferably, the weight average molecular mass of the PAO is less than 600 Da.
- the weight-average molecular mass of PAO can also range from 100 to 600 Da, from 150 to 600 Da, or even from 200 to 600 Da.
- oil or the base oils of the composition used according to the invention are chosen from polyalphaolefins (PAO), polyalkylene glycol (PAG) and esters of carboxylic acids and alcohols.
- PAO polyalphaolefins
- PAG polyalkylene glycol
- esters of carboxylic acids and alcohols are chosen from polyalphaolefins (PAO), polyalkylene glycol (PAG) and esters of carboxylic acids and alcohols.
- the oil or the base oils of the composition used according to the invention can be chosen from the base oils of group II or III. It is up to the person skilled in the art to adjust the base oil content to be used in a composition suitable for the invention.
- a lubricating composition considered according to the invention may comprise at least 50% by mass of base oil (s) relative to its total mass, in particular from 60 to 99% by mass of base oil (s), by compared to its total mass.
- a lubricating composition suitable for the invention can also further comprise all types of additives, distinct from additives with a sterically hindered amine or phenolic function and anti-wear additives amine (s) and / or sulfur (s) defined in the context. of the present invention, suitable for use in a lubricant for a propulsion system of an electric or hybrid vehicle.
- additives used are chosen so as not to affect the properties in terms of anti-wear and anti-corrosion performance. conferred by the combination of said compound (s) with a sterically hindered amine or phenolic function and of said amine (s) and / or sulfur (s) additive (s) used according to the invention.
- Such additives can be chosen from friction modifiers, detergents, extreme pressure additives, anti-foam agents, pour point lowering additives, dispersants, antioxidants distinct from compounds containing a sterically hindered amine or phenolic function according to the invention, pour point depressants, anti-foam agents and their mixtures.
- a composition suitable for the invention comprises at least one additional additive chosen from friction modifiers, detergents, extreme pressure additives, anti-foam agents, pour point lowering additives, dispersants, antioxidants distinct from compounds with a sterically hindered amine or phenolic function according to the invention, and mixtures thereof.
- additives can be introduced individually and / or in the form of a mixture like those already available for sale for commercial lubricant formulations for vehicle engines, with a performance level as defined by ACEA ( Association of European Automobile Manufacturers) and / or API (American Petroleum Institute), well known to those skilled in the art.
- ACEA Association of European Automobile Manufacturers
- API American Petroleum Institute
- a lubricating composition suitable for the invention may comprise at least one friction modifier additive.
- the friction modifier additive can be chosen from a compound providing metallic elements and an ash-free compound.
- the compounds providing metallic 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 or carbon atoms. sulfur or phosphorus.
- the ash-free friction modifying additives are generally of organic origin and can be chosen from fatty acid monoesters and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, fatty borate epoxides; fatty amines or fatty acid glycerol esters.
- the compounds fatty compounds include at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
- a lubricating composition suitable for the invention may comprise from 0.01 to 2% by weight or from 0.01 to 5% by weight, preferably from 0.1 to 1.5% by weight or from 0.1 to 2%. by weight of friction modifier additive, relative to the total weight of the composition.
- a lubricating composition used according to the invention may comprise at least one antioxidant additive distinct from compounds with a sterically hindered amine or phenolic function, as defined according to the invention.
- the antioxidant additive generally helps to delay the degradation of the composition in use. This degradation can be reflected in particular by the formation of deposits, by the presence of sludge or by an increase in the viscosity of the composition.
- Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
- Antioxidant additives distinct from compounds with a sterically hindered amine or phenolic function can be for example copper compounds, for example copper thio- or dithio-phosphates, copper salts and carboxylic acids, dithiocarbamates, sulphonates, copper phenates, acetylacetonates. Copper I and II salts, salts of succinic acid or anhydride can also be used.
- a lubricating composition used according to the invention can contain all types of antioxidant additives known to those skilled in the art.
- a lubricating composition used according to the invention can comprise from 0.5 to 2% by weight of at least one antioxidant additive, relative to the total weight of the composition.
- the lubricating composition used in the present invention does not include an antioxidant other than compounds with a sterically hindered amine or phenolic function, as defined according to the invention.
- a lubricating composition suitable for the invention can also include at least one detergent additive.
- Detergent additives generally make it possible to reduce the formation of deposits on the surface of metal parts by dissolving the by-products of oxidation and combustion.
- the detergent additives which can be used in a lubricating composition used according to the invention are generally known to those skilled in the art.
- the detergent additives can be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head.
- the associated cation can be a metal cation of an alkali 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 salts of phenates.
- the alkali metals and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
- metal salts generally comprise the metal in a stoichiometric amount or else in excess, therefore in an amount greater than the stoichiometric amount.
- overbased detergent additives the excess metal providing the overbased character to the detergent additive is then generally in the form of a metal salt insoluble in oil, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate .
- a lubricating composition suitable for the invention may for example comprise from 2 to 4% by weight of detergent additive, relative to the total weight of the composition.
- a lubricating composition used according to the invention can comprise at least one dispersing agent.
- the dispersing agent can be chosen from Mannich bases, succinimides and their derivatives.
- a lubricating composition used according to the invention may for example comprise from 0.2 to 10% by weight of dispersing agent (s), relative to the total weight of the composition.
- a lubricating composition used according to the invention is free from a dispersant additive of succinimide type.
- a lubricating composition suitable for the invention may further comprise at least one antifoam agent.
- the antifoam agent can be chosen from silicones.
- a lubricating composition suitable for the invention may comprise from 0.01 to 2% by mass or from 0.01 to 5% by mass, preferably from 0.1 to 1.5% by mass or from 0.1 to 2% by mass of antifoaming agent, relative to the total weight of the composition.
- a lubricating composition suitable for the invention may also comprise at least one pour point depressant additive (also called “PPD” agents for “Pour Point Depressant” in English).
- pour point depressant additives By slowing the formation of paraffin crystals, pour point depressant additives generally improve the cold behavior of the composition.
- pour point lowering additives there may be mentioned polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes.
- a lubricating composition used according to the invention may be free of anti-corrosion additive of triazole type and of dispersant additive of succinimide type.
- the said compound (s) containing a sterically hindered amine or phenolic function may be added to an oil or mixture of base oils, then the other additional additives, including the one or more. anti-wear additives amine (s) and / or sulfur (s), added.
- said compound (s) with a sterically hindered amine or phenolic function can be added to a pre-existing conventional lubricating formulation, comprising in particular one or more base oils, one or more anti-wear additives amine (s) and / or sulfur (s). , and optionally additional additives.
- said additive (s) with a sterically hindered amine or phenolic function according to the invention can be combined with one or more additional additives, and the “packet” of additives thus formed added to an oil or mixture of oils of based.
- a lubricating composition used according to the invention has a kinematic viscosity, measured at 100 ° C. according to the ASTM D445 standard, ranging from 1 to 15 mm 2 / s, in particular ranging from 3 to 10 mm 2 / s.
- a lubricating composition used according to the invention has a kinematic viscosity, measured at 40 ° C. according to the ASTM D445 standard, ranging from 3 to 80 mm 2 / s, in particular from 15 to 70 mm 2 / s.
- the values of electrical resistivity measured at 90 ° C. of the lubricating compositions used according to the invention are between 5 and 10,000 Mohm.m, more preferably between 6 and 5,000 Mohm. mr.
- the dielectric loss values measured at 90 ° C. of the lubricating compositions used according to the invention are between 0.01 and 30, more preferably between 0.02 and 25, more preferably between 0.02 and 10.
- a lubricating composition used according to the invention can be of a grade according to the SAEJ300 classification defined by formula (X) W (Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20, in particular ranging from 4 to 16 or from 4 to 12.
- a lubricating composition used according to the invention comprises, or even consists of:
- base oil or mixture of base oils preferably chosen from polyalphaolefins (PAO), polyalkylene glycol (PAG) and esters of carboxylic acids and alcohols;
- aromatic amines in particular as described above, in particular diarylaromatics, and more particularly diphenylamines, preferably substituted, advantageously in the para position of the amine function, by at least one C1-C12 alkyl group;
- sterically hindered phenols in particular as defined above, and preferably compounds comprising a phenol group of which at least one carbon vicinal of the carbon carrying the alcohol function is substituted by at least one C 1 -C 10 alkyl group, preferably C 1 -C 10 alkyl group -C O, especially C 4, especially tert-butyl;
- one or more amino and / or sulfur antiwear additives preferably one or more amino and sulfur antiwear additives, and more preferably chosen from compounds of thia (di) azoles type, in particular dimercaptothiazole derivatives such as defined above; - optionally one or more additional additives chosen from friction modifiers, detergents, extreme pressure additives, anti-foaming agents, pour point lowering additives, dispersants, antioxidants other than amine-functional compounds or sterically hindered phenolic according to the invention, and mixtures thereof.
- a lubricating composition used according to the invention comprises, or even consists of:
- aromatic amines in particular as described above, in particular diarylaromatics, and more particularly diphenylamines, preferably substituted, advantageously in the para position of the amine function, by at least one C1-C12 alkyl group;
- sterically hindered phenols in particular as defined above, and preferably compounds comprising a phenol group of which at least one carbon vicinal of the carbon carrying the alcohol function is substituted by at least one C 1 -C 10 alkyl group, preferably C 1 -C 10 alkyl group -C O, in particular C4, especially tert-butyl;
- base oil preferably chosen from polyalphaolefins (PAO), polyalkylene glycols (PAG), esters of carboxylic acids and alcohols and their mixtures;
- additives chosen from friction modifiers, detergents, extreme -pressure additives, anti-foam agents, pour point lowering additives, dispersants, antioxidants distinct from compounds with a sterically hindered amine or phenolic function according to the invention, and mixtures thereof;
- a lubricating composition suitable for the invention is used as a lubricant for a propulsion system of an electric or hybrid vehicle, and more particularly of the engine and of the power electronics.
- the present invention relates to the use of a lubricating composition as defined above, combining one or more compounds with a sterically hindered amine or phenolic function, in particular as defined above, and one or more anti-wear amine additives and / or sulfur compounds, preferably derivatives of dimercaptothiazole, for lubricating a propulsion system of an electric or hybrid vehicle, in particular for lubricating the electric motor and the power electronics of an electric or hybrid vehicle.
- the propulsion system of an electric or hybrid vehicle comprises in particular the electric motor part (1), an electric battery (2) and a transmission, and in particular a speed reducer (3).
- the electric motor typically comprises power electronics (11) connected to a stator (13) and a rotor (14).
- the stator comprises coils, in particular copper coils, which are supplied alternately by an electric current. This makes it possible to generate a rotating magnetic field.
- the rotor itself consists of coils, permanent magnets or other magnetic materials, and is rotated by the rotating magnetic field.
- a bearing (12) is generally integrated between the stator (13) and the rotor (14).
- a transmission, and in particular a speed reducer (3), makes it possible to reduce the speed of rotation at the output of the electric motor and to adapt the speed transmitted to the wheels, allowing at the same time to control the speed of the vehicle.
- the bearing (12) is in particular subjected to high mechanical stresses and poses problems of fatigue wear. It is therefore necessary to lubricate the bearing in order to increase its life. Also, the reducer is subjected to strong stresses in friction and therefore needs to be lubricated appropriately in order to prevent it from being damaged too quickly.
- the invention relates in particular to the use of a composition as described above for lubricating an electric motor of an electric or hybrid vehicle, in particular for lubricating the bearings located between the rotor and the stator of an electric motor.
- compositions as described above to lubricate the transmission, in particular the reduction gear, in an electric or hybrid vehicle.
- a composition according to the invention can thus be used to lubricate the various parts of a propulsion system of an electric or hybrid vehicle, in particular of the bearings located between the rotor and the stator of an electric motor and / or the transmission, in particular the reduction gear, in an electric or hybrid vehicle.
- a lubricating composition according to the invention exhibits excellent anti-wear and anti-corrosion performance.
- the invention also relates, according to another of its aspects, to a method of lubricating at least one part of a propulsion system of an electric or hybrid vehicle, in particular of the bearings located between the rotor and the stator of. an electric motor; and / or of the transmission, in particular of the reducer, comprising at least one step of bringing at least said part into contact with a composition as described above.
- the present invention thus proposes a method for simultaneously reducing the wear and corrosion of at least one part of a propulsion system of an electric or hybrid vehicle, in particular of the bearings located between the rotor and the stator of an electric vehicle. electric motor; and / or of the transmission, in particular of the reducer, said method comprising at least one step of bringing at least said part into contact with a composition as described above.
- a composition according to the invention can exhibit, in addition to lubricating properties, good electrical insulation properties.
- a composition according to the invention can simultaneously be used to lubricate one or more parts of a propulsion system of an electric or hybrid vehicle, in particular for lubricating the sensors and solenoid valves of the engine, bearings, but also the winding located at the rotor and stator of an electric motor, or the lubrication at the transmission level, in particular the gears, sensors, solenoid valves, or the reducer that we find in an electric or hybrid vehicle, and to electrically isolate at least one part of said propulsion system, in particular from the battery.
- a lubricating composition considered according to the invention advantageously exhibits a kinematic viscosity, measured at 100 ° C according to the ASTM D445 standard, of between 2 and 8 mm 2 / s, preferably between 3 and 7 mm 2 / s. It is understood that the uses described above can be combined, a composition as described above can be used both as a lubricant, as an electrical insulator but also as a cooling fluid for the engine, the battery and the transmission of an electric or hybrid vehicle.
- composition according to the invention make it possible to define uses according to the invention which are also particular, advantageous or preferred.
- composition C1 comprising an amine and sulfur anti-wear additive, of the dimercaptothiadiazole type and free of additive containing a sterically hindered amine or phenolic function;
- composition C2 comprising said anti-wear additive of dimercaptothiadiazole type, and an additive with a sterically hindered amine function (p, p'-butyl-octyl-diphenylamine).
- a composition C3 comprising said anti-wear additive of dimercaptothiadiazole type, and an additive with a sterically hindered phenolic function (octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate).
- Compositions C1 to C3 comprise, in addition to the aforementioned compounds, a group V base oil.
- compositions and the amounts are indicated in Table 2 below.
- the corrosive (or corroding) power of a composition can be evaluated according to a test implementing the study of the variation in the value of the electrical resistance of a copper wire having a predetermined diameter, as a function of the duration d immersion of this thread within the composition.
- the variation in the value of this electrical resistance is correlated directly with the variation in the diameter of the wire tested.
- the diameter of the wire chosen is 70 ⁇ m.
- compositions C2 and C3 being compositions according to the invention and composition C1 being a composition serving as comparative).
- the resistance of the wire is measured using an ohmmeter.
- the measurement current is 1mA.
- the temperature of the composition to be tested is brought to 150 ° C.
- the resistance of the copper wire is calculated by this equation (1):
- R is the resistance
- p is the resistivity of copper
- L is the length of the wire
- S is the section area
- the wire diameter is calculated from the section area (equation (2)):
- D is the diameter of the wire.
- the diameter of the wire decreases, therefore causing an increase in the value of the resistance.
- the wire diameter loss is therefore calculated directly from the measured resistance. When the measured resistance is infinite, it is an open circuit. So the wire broke, which defines very severe corrosion.
- a composition is considered to be "non-corrosive" when the loss in diameter of the copper wire studied is less than or equal to 2 ⁇ m after immersion for 80 hours, in particular less than or equal to 0.3 ⁇ m after immersion for 20 hours. hours in the composition.
Abstract
Description
Claims
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FR1907146A FR3097870B1 (en) | 2019-06-28 | 2019-06-28 | Use of a compound of aromatic amine or sterically hindered phenol type as an anti-corrosion additive in a lubricating composition |
PCT/EP2020/067822 WO2020260460A1 (en) | 2019-06-28 | 2020-06-25 | Use of a sterically hindered aromatic amine or phenol compound as an anti-corrosion additive in a lubricant composition for a propulsion system of an electric or hybrid vehicle |
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US2366074A (en) * | 1942-05-26 | 1944-12-26 | Standard Oil Dev Co | Corrosion resistant composition |
US20040259743A1 (en) * | 2003-06-18 | 2004-12-23 | The Lubrizol Corporation, A Corporation Of The State Of Ohio | Lubricating oil composition with antiwear performance |
US7763574B2 (en) * | 2003-10-10 | 2010-07-27 | R.T. Vanderbilt Company, Inc. | Lubricating compositions containing synthetic ester base oil, molybdenum compounds and thiadiazole-based compounds |
US7704931B2 (en) * | 2004-12-10 | 2010-04-27 | Chemtura Corporation | Lubricant compositions stabilized with multiple antioxidants |
FR2879621B1 (en) | 2004-12-16 | 2007-04-06 | Total France Sa | OIL FOR 4-STROKE MARINE ENGINE |
US20080194442A1 (en) * | 2007-02-13 | 2008-08-14 | Watts Raymond F | Methods for lubricating a transmission |
CA2680919C (en) * | 2007-03-13 | 2017-01-10 | The Lubrizol Corporation | Multifunctional driveline fluid |
FR2954346B1 (en) | 2009-12-18 | 2013-02-08 | Total Raffinage Marketing | ADDITIVE COMPOSITION FOR ENGINE OIL |
US9068134B2 (en) * | 2011-12-02 | 2015-06-30 | Exxonmobil Research And Engineering Company | Method for improving engine wear and corrosion resistance |
FR2986801B1 (en) * | 2012-02-15 | 2014-09-05 | Total Raffinage Marketing | LUBRICATING COMPOSITIONS FOR TRANSMISSIONS |
US8400030B1 (en) * | 2012-06-11 | 2013-03-19 | Afton Chemical Corporation | Hybrid electric transmission fluid |
FR3009309B1 (en) * | 2013-08-02 | 2016-10-07 | Total Marketing Services | LUBRICATING COMPOSITIONS FOR TRANSMISSIONS |
CN106062158B (en) * | 2013-09-19 | 2021-12-31 | 路博润公司 | Lubricant composition for direct injection engines |
CN105087113A (en) * | 2014-05-14 | 2015-11-25 | 中国石油天然气股份有限公司 | Lubricating oil composition for electric vehicle transmission system |
EP3374478B1 (en) * | 2015-11-11 | 2021-01-06 | The Lubrizol Corporation | Lubricating composition comprising thioether-substituted phenolic compound |
FR3058156B1 (en) * | 2016-10-27 | 2022-09-16 | Total Marketing Services | COMPOSITION FOR ELECTRIC VEHICLE |
US11162048B2 (en) * | 2016-12-27 | 2021-11-02 | The Lubrizol Corporation | Lubricating composition with alkylated naphthylamine |
WO2019036285A1 (en) * | 2017-08-16 | 2019-02-21 | The Lubrizol Corporation | Lubricating composition for a hybrid electric vehicle transmission |
FR3083802B1 (en) * | 2018-07-13 | 2021-02-12 | Total Marketing Services | COOLING AND FIRE-RESISTANT COMPOSITION FOR THE PROPULSION SYSTEM OF AN ELECTRIC OR HYBRID VEHICLE |
FR3083800B1 (en) * | 2018-07-13 | 2020-12-25 | Total Marketing Services | COOLING AND FIRE-RESISTANT COMPOSITION FOR THE PROPULSION SYSTEM OF AN ELECTRIC OR HYBRID VEHICLE |
FR3083801B1 (en) * | 2018-07-13 | 2021-02-12 | Total Marketing Services | COOLING AND FIRE-RESISTANT COMPOSITION FOR THE PROPULSION SYSTEM OF AN ELECTRIC OR HYBRID VEHICLE |
FR3093729A1 (en) * | 2019-03-13 | 2020-09-18 | Total Marketing Services | Use of an ester in a cooling composition |
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FR3097870B1 (en) | 2022-01-14 |
CN114096647A (en) | 2022-02-25 |
JP2022538640A (en) | 2022-09-05 |
MX2021015550A (en) | 2022-02-16 |
FR3097870A1 (en) | 2021-01-01 |
EP3990588B1 (en) | 2024-04-17 |
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