EP4073212A1 - Composition lubrifiante pour limiter le frottement - Google Patents
Composition lubrifiante pour limiter le frottementInfo
- Publication number
- EP4073212A1 EP4073212A1 EP20824535.7A EP20824535A EP4073212A1 EP 4073212 A1 EP4073212 A1 EP 4073212A1 EP 20824535 A EP20824535 A EP 20824535A EP 4073212 A1 EP4073212 A1 EP 4073212A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- residue
- carboxylic acid
- carbon atoms
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 96
- 239000000314 lubricant Substances 0.000 title abstract description 8
- -1 hydroxyalkyl carboxylic acid Chemical class 0.000 claims abstract description 57
- 239000003607 modifier Substances 0.000 claims abstract description 36
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims abstract description 31
- 150000002148 esters Chemical class 0.000 claims abstract description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 27
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 25
- 239000002199 base oil Substances 0.000 claims abstract description 16
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 15
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 12
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 9
- 125000002252 acyl group Chemical group 0.000 claims abstract description 8
- 238000005886 esterification reaction Methods 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims abstract description 5
- 150000003077 polyols Chemical class 0.000 claims abstract description 5
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims abstract 3
- 230000001050 lubricating effect Effects 0.000 claims description 61
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 41
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 41
- 239000000654 additive Substances 0.000 claims description 31
- 150000003899 tartaric acid esters Chemical class 0.000 claims description 14
- 239000003599 detergent Substances 0.000 claims description 12
- 239000002270 dispersing agent Substances 0.000 claims description 7
- 150000002314 glycerols Chemical class 0.000 claims description 7
- 150000005691 triesters Chemical class 0.000 claims description 7
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 claims description 6
- 238000002485 combustion reaction Methods 0.000 claims description 6
- 239000007866 anti-wear additive Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000005069 Extreme pressure additive Substances 0.000 claims description 3
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 3
- BTHAQRDGBHUQMR-UHFFFAOYSA-N [S]P(=O)=O Chemical compound [S]P(=O)=O BTHAQRDGBHUQMR-UHFFFAOYSA-N 0.000 claims description 3
- 239000002562 thickening agent Substances 0.000 claims description 3
- 239000001069 triethyl citrate Substances 0.000 claims description 3
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 3
- 235000013769 triethyl citrate Nutrition 0.000 claims description 3
- PJHKBYALYHRYSK-UHFFFAOYSA-N triheptanoin Chemical group CCCCCCC(=O)OCC(OC(=O)CCCCCC)COC(=O)CCCCCC PJHKBYALYHRYSK-UHFFFAOYSA-N 0.000 claims description 3
- 239000013538 functional additive Substances 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 description 17
- 150000001735 carboxylic acids Chemical class 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 9
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 8
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 235000000346 sugar Nutrition 0.000 description 7
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000000600 sorbitol Substances 0.000 description 6
- 235000010356 sorbitol Nutrition 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- 150000008163 sugars Chemical class 0.000 description 5
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- 229910000760 Hardened steel Inorganic materials 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011975 tartaric acid Substances 0.000 description 4
- 235000002906 tartaric acid Nutrition 0.000 description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- OXQKEKGBFMQTML-UHFFFAOYSA-N alpha-Glucoheptitol Chemical compound OCC(O)C(O)C(O)C(O)C(O)CO OXQKEKGBFMQTML-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 description 3
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 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
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 229930091371 Fructose Natural products 0.000 description 2
- 239000005715 Fructose Substances 0.000 description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 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
- 150000001412 amines Chemical class 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 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
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000000832 lactitol Substances 0.000 description 2
- VQHSOMBJVWLPSR-JVCRWLNRSA-N lactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-JVCRWLNRSA-N 0.000 description 2
- 235000010448 lactitol Nutrition 0.000 description 2
- 229960003451 lactitol Drugs 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- 239000003981 vehicle Substances 0.000 description 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 description 1
- BVIQZSQUDHUPDC-UHFFFAOYSA-N 2,3-dihydroxypropyl heptanoate Chemical class CCCCCCC(=O)OCC(O)CO BVIQZSQUDHUPDC-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 1
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-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
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 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
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-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
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- DPRMFUAMSRXGDE-UHFFFAOYSA-N ac1o530g Chemical compound NCCN.NCCN DPRMFUAMSRXGDE-UHFFFAOYSA-N 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical compound NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-M carbamodithioate Chemical group NC([S-])=S DKVNPHBNOWQYFE-UHFFFAOYSA-M 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical group 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 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
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- WRIRWRKPLXCTFD-UHFFFAOYSA-N malonamide Chemical compound NC(=O)CC(N)=O WRIRWRKPLXCTFD-UHFFFAOYSA-N 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 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
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 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
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000005076 polymer ester Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 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
- 239000000047 product Substances 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 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
- 238000000638 solvent extraction Methods 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical compound NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 150000003445 sucroses Chemical class 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
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
-
- 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
- C10N2020/04—Molecular weight; Molecular weight distribution
-
- 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
-
- 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
- TITLE Lubricating composition to limit friction
- the present application relates to novel lubricating compositions, in particular for reducing the friction between mechanical parts, preferably between two parts of an engine, such as a vehicle engine.
- the lubricating compositions according to the invention can be used to lubricate an internal combustion engine, in particular a vehicle engine, in particular a motor vehicle.
- lubricants are to reduce the phenomena of friction and wear of mechanical parts, in particular in vehicle engines, and more particularly in motor vehicles.
- organomolybdenum compounds represent a family of compounds whose properties for reducing friction phenomena have been widely described.
- organomolybdenum compounds in particular organomolybdenum compounds comprising a dithiocarbamate group, can cause worsening of the phenomena of wear of mechanical parts.
- Other solutions have therefore been proposed to reduce the friction between two mechanical parts.
- An objective of the present application is to provide lubricating compositions making it possible to reduce the friction between mechanical parts. Still other objectives will become apparent on reading the description of the invention which follows.
- a lubricating composition comprising, relative to the total weight of the lubricating composition:
- ester which is a product of the esterification reaction between a monoalcohol, saturated or unsaturated, linear, cyclic or branched having between 1 and 10 carbon atoms and a polycarboxylic acid or between a linear, cyclic or branched polyol and a saturated or unsaturated, linear, cyclic or branched monocarboxylic acid having between 1 and 10 carbon atoms
- said polymeric organic friction modifier is a compound of formula (I):
- R 1 [(AO) n.-AO - R 2] m (I) wherein R 1 is a residue of a group having at least m hydrogen atoms, m being greater than 2;
- AO is an alkylene oxide residue
- n is between 0 and 100;
- R 2 is a hydrogen atom or a group C- (0) -R 3 with R 3 which is a residue selected from the list consisting of a polyhydroxyalkyl carboxylic acid residue, a polyhydroxyalkenyl carboxylic acid residue, d a hydroxyalkyl carboxylic acid residue, a hydroxyalkenyl carboxylic acid residue, a hydroxyalkyl carboxylic acid oligomer residue and a hydroxyalkenyl carboxylic acid oligomer residue; and wherein on average at least two R 2 groups are acyls.
- a polymeric organic friction modifier of the aforementioned type and of an ester preferably chosen from glycerol esters, citric acid esters, tartaric acid esters and their mixing made it possible to significantly improve the coefficient of friction between mechanical parts.
- the polymeric organic friction modifier can have a weight average molecular mass ranging from 3,000 to 8,000 Daltons. The weight average molecular mass can be measured by size exclusion chromatography.
- Application WO2011 / 116049 describes, for example, polymeric organic friction modifiers.
- the polymeric organic friction modifier is built around a central group R 1 .
- the central group R 1 is the residue of a compound containing at least m hydrogen atoms, obtained after elimination of said m hydrogen atoms.
- the m hydrogen atoms are hydrogen atoms of groups selected from amino groups and hydroxyl groups, and preferably are hydrogen atoms of hydroxyl groups.
- the central group R 1 is the residue of a substituted hydrocarbyl group, in particular a substituted C3 to C30 hydrocarbyl compound.
- the central group R 1 is a residue of a compound containing at least m hydrogen atoms, obtained after elimination of m hydrogen atoms, said compound being chosen from:
- glycerol and polyglycerols in particular diglycerol and triglycerol, partial esters of glycerol and of polyglycerol, triglycerides containing at least two hydroxyl groups, for example castor oil;
- triols polyols, for example trimethylolethane, trimethylolpropane and pentaerythritol, partial esters of polyols;
- sugars in particular non-reducing sugars, for example sorbitol, mannitol and lactitol, etherified derivatives of sugars, for example sorbitan (cyclic dehydroether of sorbitol), partial alkyl acetals of sugars, for example methyl glucose, alkyl saccharides, alkyl polysaccharides, oligomers and polymers of sugars, for example dextrins, derivatives of partially esterified sugars, for example esters of fatty acids, preferably chosen from lauric acid, acid palmitic acid, oleic acid, stearic acid and behenic acid, sorbitan esters, sorbitol esters, sucrose esters, aminosaccharides, e.g. N-alkylglucamines and N-alkyl-N-alkenoyl coresponding glucamides;
- non-reducing sugars for example sorbitol, mannitol and lactitol
- - polyhydroxy carboxylic acids in particular citric acid and tartaric acid
- - amines including di- and polyfunctional amines, in particular alkylamines, including alkyl diamines such as ethylenediamine (1, 2-diaminoethane);
- - amino alcohols in particular ethanolamines, 2-aminoethanol, diethanolamine and triethanolamine;
- the central group R 1 is a residue of a compound containing at least m hydrogen atoms, obtained after elimination of m hydrogen atoms, said compound having at least 3, preferably from 4 to 10, in particular from 5 to 8, advantageously 6 groups chosen from amino groups and hydroxyl groups.
- the central group R 1 is a residue of a compound comprising at least 3, preferably from 4 to 10, in particular from 5 to 8, advantageously 6 hydroxyl groups.
- the central group R 1 comprises a linear chain of C4 to C7, more preferably of C6.
- hydroxyl or amino groups are preferably directly linked to the carbon atoms of the linear chain of the central group R 1 .
- the central group R 1 is a residue of a compound chosen from open-chain tetratol, open-chain pentitol, open-chain hexitol and open-chain heptitol, or of an anhydro compound derived from 'a compound chosen from tetratol, pentitol, hexitol and heptitol, for example an anhydro cycloether group derived from a compound chosen from tetratol, pentitol, hexitolet and heptitol.
- the central group R 1 is a residue of a sugar, more preferably of a monosaccharide, preferably selected from glucose, fructose and sorbitol, of a disaccharide, preferably selected from maltose, palitose, lactitol and lactose, or an oligosaccharide with a degree of polymerization greater than 2.
- the central group R 1 is the residue of a monosaccharide, preferably chosen from glucose, fructose and sorbitol, and in particular a residue of sorbitol.
- the central group R 1 is preferably in an open chain form. However, the central group R 1 can also include an internal cyclic ether function when the central group R 1 synthesis route exposes it to relatively high temperatures or to other conditions which promote such cyclization.
- the index m is a measure of the functionality of the central group R 1
- the index m is preferably greater than 3, preferably greater than or equal to 4 and less than or equal to 10, in particular greater than or equal to 5 and less than or equal to 8, advantageously greater than or equal to 5 and less than or equal to 6 .
- the index m can be an integer or a decimal.
- the R 2 groups are the end groups of the (poly) alkylene oxide chains of the polymeric organic friction modifier of formula (I).
- R 2 is a hydrogen atom or a group C- (0) -R 3 with R 3 which is a residue of a polyhydroxyalkyl carboxylic acid, a residue of a polyhydroxyalkenyl carboxylic acid, a residue of a hydroxyalkyl carboxylic acid , a residue of a hydroxyalkenyl carboxylic acid, a residue of a hydroxyalkenyl carboxylic acid oligomer and / or a residue of a polyhydroxyalkenyl carboxylic acid oligomer.
- hydroxyalkyl carboxylic acid and the hydroxyalkenyl carboxylic acid correspond to the formula HO-X-COOH, in which X is a divalent saturated or unsaturated, preferably saturated, aliphatic radical containing at least 8 carbon atoms and at most 20 carbon atoms. carbon, typically 11 to 17 carbon atoms and in which there are at least 4 carbon atoms between the hydroxyl group and the carboxylic acid group.
- the hydroxyalkyl carboxylic acid is 12-hydroxystearic acid.
- hydroxyalkyl carboxylic acids are commercially available as mixtures of the hydroxylic acid and the corresponding unsubstituted fatty acid.
- 12-hydroxystearic acid is typically made by hydrogenation of castor oil fatty acids including C18 unsaturated hydroxyl acid and unsubstituted fatty acids (oleic and linoleic acids) which upon hydrogenation, give a mixture of 12-hydroxystearic acid and stearic acid.
- 12-hydroxystearic acid typically contains about 5-8% unsubstituted stearic acid.
- Polyhydroxyalkyl carboxylic acid and polyhydroxyalkenyl carboxylic acid are made by polymerizing hydroxyalkyl carboxylic acid or hydroxyalkenyl carboxylic acid, respectively. Hydroxyalkyl carboxylic acid and hydroxyalkenyl carboxylic acid are as defined above.
- the presence of the corresponding unsubstituted fatty acid in commercially available hydroxyalkyl carboxylic acids acts as a protective agent. termination and therefore limits the length of the polymer chain.
- the number of monomeric units in the polyhydroxyalkyl carboxylic acid and in the polyhydroxyalkenyl carboxylic acid is on average from 2 to 10, preferably from 4 to 8 and advantageously from around 7.
- the molecular weight of the polyhydroxyalkyl carboxylic acid and of the polyhydroxyalkenyl carboxylic acid is typically from 600 to 3000 g / mol, in particular from 900 to 2700 g / mol, more particularly from 1500 to 2400 g / mol and advantageously approximately equal to 2100 g / mol.
- Polyhydroxyalkyl carboxylic acid and polyhydroxyalkenyl carboxylic acid are characterized by a residual acid number of less than 50 mg KOH / g, preferably between 30 and 35 mg KOH / g.
- the hydroxyl number of the polyhydroxyalkyl carboxylic acid and of the polyhydroxyalkenyl carboxylic acid is less than or equal to 40 mg of KOH / g, advantageously between 20 and 30 mg of KOH / g.
- the hydroxyalkyl carboxylic acid oligomer and the polyhydroxyalkenyl carboxylic acid oligomer differ from polyhydroxyalkyl carboxylic acid and polyhydroxyalkenyl carboxylic acid in that the terminus is not the corresponding unsubstituted fatty acid.
- the hydroxyalkyl carboxylic acid oligomer and the polyhydroxyalkenyl carboxylic acid oligomer are dimers of hydroxylalkyl carboxylic acid, and hydroxyalkenyl carboxylic acid, respectively.
- the alkylene oxide residue AO is a group of the formula - (C r H 2r O), where r is 2, 3 or 4, preferably 2 or 3, i.e. a residue d ethylene oxide (-C 2 H 4 O-) or a residue of propylene oxide (-C 3 H 6 O-).
- AO can represent different groups along the alkylene oxide (AO) n chain.
- (AO) n is a homopolymeric chain of formula (-C2H 4 0-) n , n being between 1 and 100.
- (AO) n is a homopolymeric chain of a porpylene oxide group of formula (-C 3 H 6 0-) n , n being between 1 and 100.
- (AO) n is a block or random copolymeric chain containing both ethylene oxide residues (-C 2 H 4 O-) and propylene oxide residues (-C 3 H 6 O -).
- the molar proportion of ethylene oxide (-C 2 H 4 O-) units in the copolymer chain is at least 50%, preferably at least 70%.
- the parameter n represents the number of alkylene oxide residues in the (poly) alkylene (AO) n oxide chains.
- n is between 2 and 50, preferably between 3 and 20, advantageously between 5 and 10.
- the total of the indices n (that is to say nxm) is preferably between 10 and 300, preferably between 20 and 100, in particular between 5 and 70, advantageously between 30 and 50.
- the value of the index n is an average value, which includes the statistical variation of the length of the chain.
- the central group R 1 is derived from pentaerythritol
- the alkoxylation of the pentaerythritol is distributed uniformly over the four available sites making it possible to eliminate a hydrogen, and the distribution of the acyl groups is close to the expected random distribution.
- the alkoxylation will give unequal lengths of (poly) alkylene oxide chains.
- the introduction by esterification of acyl residues -C- (0) -R 3 on the shortest (poly) alkylene oxide chains can be relatively difficult because of the strong steric effects exerted by the oxide chains of ( longest poly) alkylene.
- the introduction by esterification of acyl residues -C- (O) -R 3 then preferably takes place at the level of the longest (poly) alkylene oxide chains.
- the polymeric organic friction modifier of formula (I) is prepared from the compound containing at least m hydrogen atoms.
- the first step in the preparation of the polymeric organic friction modifier of formula (I) is an alkoxylation of the groups containing the at least m hydrogen atoms.
- the alkoxylation is carried out by techniques well known to those skilled in the art, for example by reacting the compound containing at least m atoms of hydrogen with the required quantities of alkylene oxide, for example the oxide of ethylene and / or propylene oxide.
- the second step in the preparation of the polymeric organic friction modifier of formula (I) consists in reacting the alkoxylated species obtained at the end of the first step with a polyhydroxyalkyl carboxylic acid and / or a polyhydroxyalkenyl carboxylic acid and / or a hydroxyalkyl carboxylic acid and / or hydroxyalkenyl carboxylic acid under standard catalyzed esterification conditions at temperatures up to 250 ° C.
- the lubricating composition according to the invention comprises from 0.005 to 10% by weight, preferably from 0.05 to 5% by weight, preferably from 0.1 to 3% by weight, more preferably from 0.2 to 2% by weight, of polymeric organic friction modifier (s) as defined above, relative to the total weight of the lubricating composition.
- the lubricating composition according to the invention comprises from 0.005 to 10% by weight, preferably from 0.05 to 5% by weight, preferably from 0.1 to 3% by weight, more preferably from 0.2 to 2% by weight, of at least one ester chosen from glycerol esters, citric acid esters, tartaric acid esters, and their mixture, relative to the total weight of the lubricating composition.
- the ester used according to the invention can be a mono-, a di- or a tri-ester. It can be a mixture of mono-, di- and / or tri-esters. Preferably, the ester used according to the invention comprises at least one triester.
- the ester is chosen from glycerol esters, citric acid esters and a mixture thereof.
- the glycerol ester is an ester of glycerol and of a carboxylic acid having 1 to 10 carbon atoms, preferably 2 to 8 carbon atoms.
- the carboxylic acid is a mono carboxylic acid.
- the glycerol ester is chosen from glycerol heptanoates and their mixtures.
- the carboxylic acids used to prepare the glycerol ester are saturated or unsaturated, linear, cyclic or branched carboxylic acids, optionally substituted by hydroxyl groups and / or epoxides.
- the carboxylic acid used to prepare the glycerol ester is linear and saturated and has a hydrocarbon chain consisting of carbon and hydrogen atoms.
- the carboxylic acid used to prepare the glycerol ester does not include heteroatoms other than those of the acid function.
- the glycerol ester is obtained from raw materials of renewable origin.
- the carboxylic acids which can be used to form the glycerol ester are, for example, carboxylic acids obtained from vegetable oils, fatty substances, of animal or vegetable origin such as butyric acid, valeric acid, caproic acid, heptylic acid, caprylic acid, pelargonic acid, capric acid, crotonic acid, iso-crotonic acid, sorbic acid, isovaleric acid, taken alone or in a mixture.
- the glycerol ester is obtained from raw materials of fossil origin. We then speak of synthetic carboxylic acids.
- carboxylic acids such as butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, taken alone or as a mixture.
- glycerol esters used in the invention can be obtained by methods well known to those skilled in the art, for example by reacting the carboxylic acids with glycerol. These chemical reactions, well known to those skilled in the art, can take place with or without a catalyst, with or without a solvent.
- the glycerol ester used in the lubricating composition according to the invention is glycerol triheptanoate.
- the tartaric acid ester is an ester of tartaric acid and an alcohol having 1 to 10 carbon atoms, preferably 2 to 8 carbon atoms.
- the alcohol used to prepare the tartaric acid ester is a monoalcohol.
- the tartaric acid ester is selected from tartaric acid triesters.
- the ester of citric acid is an ester of citric acid and an alcohol having 1 to 10 carbon atoms, preferably 2 to 8 carbon atoms.
- the alcohol used to prepare the citric acid ester is a monoalcohol.
- the citric acid ester is selected from citric acid triesters.
- the alcohols used to prepare the citric acid ester or the tartaric acid ester are saturated or unsaturated, linear, cyclic or branched alcohols, optionally substituted with acid and / or epoxy groups.
- the alcohol used to prepare the citric acid ester or the tartaric acid ester is linear and saturated and has a hydrocarbon chain consisting of carbon and hydrogen atoms.
- the alcohol used to prepare the citric acid ester or the tartaric acid ester does not comprise heteroatoms other than those of the hydroxyl function.
- the citric acid esters or the tartaric acid esters used in the invention can be obtained by methods well known to those skilled in the art, for example by reacting citric acid or tartaric acid with one or more alcohols. These chemical reactions, well known to those skilled in the art, can take place with or without a catalyst, with or without a solvent.
- the citric acid ester is chosen from triethylcitrate, tributylcitrate and their mixture.
- the ester of the lubricating composition is chosen from: a triester of glycerol and of a monocarboxylic acid having from 1 to 10 carbon atoms, preferably from 2 to 8 carbon atoms; and a triester of citric acid and a monoalcohol having 1 to 10 carbon atoms, preferably 2 to 8 carbon atoms; and their mixture.
- the ester of the lubricating composition is chosen from glycerol triheptanoate, triethyl citrate, tributyl citrate and their mixture.
- the lubricating composition according to the invention comprises one or more base oils, preferably in an amount of at least 50% by weight, more preferably of at least 60% by weight, or even at least 70% by weight. , relative to the total weight of the lubricating composition.
- the base oil (s) can be chosen from mineral, synthetic or natural, animal or plant lubricating base oils known to those skilled in the art.
- the base oils used in the lubricating compositions according to the invention can 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) (Table 1). or their mixtures. [Table 1]
- the mineral base oils according to the invention 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 can also be used.
- lubricating bases to produce the lubricating compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, sulfur content. , oxidation resistance, suitable for their use.
- the base oils of the lubricating compositions according to the invention can also be chosen from synthetic oils, such as certain esters of carboxylic acids and alcohols, and from polyalphaolefins.
- the polyalphaolefins used as base oils are for example obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene, and whose viscosity at 100 ° C is between 1.5 and 15 mm 2 . s 1 according to ASTM D445. Their average molecular mass is generally between 250 and 3000 according to the ASTM D5296 standard.
- the lubricating composition according to the invention comprises from 60 to 99.5% by weight of base oils, preferably from 70 to 99.5% by weight of base oils, relative to the total weight of the composition.
- the preferred additional additives for the lubricating composition according to the invention are chosen from detergent additives, anti-wear additives different from phospho-sulfur additives, friction modifying additives different from polymeric organic friction modifiers defined above, additives extreme pressure, dispersants, pour point improvers, defoamers, thickeners and mixtures thereof.
- the lubricating composition according to the invention comprises, relative to the total weight of lubricating composition:
- esters chosen from glycerol esters, citric acid esters, tartaric acid esters and a mixture thereof;
- one or more functional additives other than polymeric organic friction modifiers and esters of glycerol, citric acid esters and tartaric acid esters preferably chosen from detergent additives, anti-wear additives other than phospho-sulfur additives, friction modifying additives, extreme pressure additives, dispersants, pour point improvers, defoamers, thickeners and mixtures thereof.
- Amine phosphates are antiwear additives which can be used in the lubricating composition according to the invention.
- the phosphorus provided by these additives can act as a poison in automobile catalytic systems because these additives are ash generators.
- These effects can be minimized by partially substituting the amine phosphates with additives which do not provide phosphorus, such as, for example, polysulfides, in particular sulfur-containing olefins.
- the lubricating composition according to the invention can comprise from 0.01 to 6% by mass, preferably from 0.05 to 4% by mass, more preferably from 0.1 to 2% by mass relative to the mass total lubricant composition, antiwear additives and extreme pressure additives.
- the lubricating composition according to the invention can comprise at least one additional friction modifier additive different from the polymeric organic friction modifiers defined above.
- the additional 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 Sb, Sn, Fe, Cu, Zn, Mo, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen or carbon atoms. sulfur or phosphorus.
- the lubricating composition according to the invention can comprise at least one antioxidant additive.
- the antioxidant additive generally helps to delay the degradation of the lubricant 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 lubricating composition.
- Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
- antioxidant additives commonly used, there may be mentioned antioxidant additives of phenolic type, antioxidant additives of amine type, phosphosulfurized antioxidant additives. Some of these antioxidant additives, for example phosphosulfurized antioxidant additives, can generate ash.
- the phenolic antioxidant additives can be ash free or in the form of neutral or basic metal salts.
- the antioxidant additives can in particular be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted with at least one C1-C12 alkyl group, N, N '-dialkyl-aryl-diamines and mixtures thereof.
- the sterically hindered phenols are chosen from 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 -Cio alkyl group, preferably an alkyl group.
- Amino compounds are another class of antioxidant additives that can be used, optionally in combination with phenolic antioxidant additives.
- Examples of amino compounds are aromatic amines, for example aromatic amines of formula NR 7 R 8 R 9 in which R 7 represents an aliphatic group or an aromatic group, optionally substituted, R 8 represents an aromatic group, optionally substituted, R 9 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 10 S (O) z R 11 in which R 10 represents an alkylene group or an alkenylene group, R 11 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.
- antioxidant additives are copper compounds, for example copper thio- or dithio-phosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper I and II salts, succinic acid or anhydride salts can also be used.
- the lubricating composition according to the invention can contain all types of antioxidant additives known to those skilled in the art.
- the lubricating composition comprises at least one antioxidant additive free of ash.
- the lubricating composition according to the invention comprises from 0.5 to 2% by weight, relative to the total mass of the composition, of at least one antioxidant additive.
- the lubricating composition according to the invention can also comprise at least one detergent additive.
- Detergent additives generally 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 the lubricating composition 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 .
- the lubricating composition according to the invention can comprise from 2 to 4% by weight of detergent additive relative to the total mass of the lubricating composition.
- the lubricating composition according to the invention can also comprise at least one pour point depressant additive.
- pour point depressant additives By slowing the formation of paraffin crystals, pour point depressant additives generally improve the cold behavior of the lubricating composition according to the invention.
- pour point depressant additives there may be mentioned polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes.
- the lubricating composition according to the invention can also comprise at least one dispersing agent.
- the dispersing agent can be chosen from Mannich bases, succinimides and their derivatives. Also advantageously, the lubricating composition according to the invention can comprise from 0.2 to 10% by mass of dispersing agent relative to the total mass of the lubricating composition.
- the lubricating composition of the present invention can also include at least one additional polymer capable of improving the viscosity index.
- additional polymer improving the viscosity index there may be mentioned polymer esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, of styrene, butadiene and isoprene, polymethacrylates (PMA).
- the present invention also relates to the use of the lubricating composition as defined above for the lubrication of metal parts, in particular for the lubrication of an engine, in particular an internal combustion engine, for example a vehicle engine.
- the lubricating composition according to the invention makes it possible to reduce friction, in particular between two mechanical parts, for example two parts of an engine, in particular an internal combustion engine, for example of a vehicle engine.
- the invention relates to the use of the lubricating composition according to the invention to reduce the wear of mechanical parts, for example parts of an engine, in particular of a vehicle engine.
- the present application also relates to a method of lubricating mechanical parts, in particular in an engine, such as an internal combustion engine, comprising at least one step of bringing at least one part into contact with a lubricating composition according to the invention. .
- compositions of Table 2 were prepared by mixing the ester and / or the polymeric friction modifier at 60 ° C. in a composition comprising the base oil, the viscosity index improver and the additive package, to obtain the proportions indicated in Table 2.
- the indicated percentages are related to 100% by weight of lubricating composition including the ester and / or the polymeric friction modifier .
- AO is an alkylene oxide residue n is between 0 and 100
- R 2 is a hydrogen atom or a group C- (0) -R 3 with R 3 which is a residue selected from the list consisting of a polyhydroxyalkyl carboxylic acid residue, a polyhydroxyalkenyl carboxylic acid residue, d a hydroxyalkyl carboxylic acid residue, a hydroxyalkenyl carboxylic acid residue, a hydroxyalkyl carboxylic acid oligomer residue and a hydroxyalkenyl carboxylic acid oligomer residue; and wherein on average at least two R 2 groups are acyls.
- the coefficient of friction of the lubricating compositions tested is determined at 100 ° C. using an MTM device (Traction Machine or Mini Traction Machine) implementing a hardened steel ball 2 cm in diameter on a hardened steel plane.
- MTM device Traction Machine or Mini Traction Machine
- the MTM device can be a device from PCS Instruments. This device makes it possible to set in relative movement a steel ball and a steel plane in order to determine the coefficients of friction for a given lubricant composition while varying various properties such as speed, load, and temperature.
- the hardened steel plane is of reference AISI 52100 with a mirror finish (Ra less than 0.01 pm) and the ball is also of reference AISI 52100 made of hardened steel.
- the applied load is 30 N (0.96 Gpa) and the rotation speed varies from 0.007 m / s to 3 m / s.
- the coefficient of friction is measured and recorded via a force transducer.
- the test is carried out for a period of 121 minutes (alternating the so-called continuous slip and “stribeck” periods).
- the speed is initially kept constant at 0.1 m / s and at each interval defined in the table, the speed changes from 3 to 0.007 m / s for one minute before returning to a speed of 0.1 m / s at the end of said defined period.
- the ester has no noticeable effect on the coefficient of friction when used alone, without a polymeric friction modifier.
- the ester defined in the present invention and the polymeric friction modifiers within the lubricating composition to significantly reduce the coefficient of friction and therefore to limit the friction between the mechanical parts.
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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FR1914410A FR3104608B1 (fr) | 2019-12-13 | 2019-12-13 | Composition lubrifiante pour limiter le frottement |
PCT/EP2020/085748 WO2021116401A1 (fr) | 2019-12-13 | 2020-12-11 | Composition lubrifiante pour limiter le frottement |
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EP4073212A1 true EP4073212A1 (fr) | 2022-10-19 |
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EP20824535.7A Pending EP4073212A1 (fr) | 2019-12-13 | 2020-12-11 | Composition lubrifiante pour limiter le frottement |
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US (1) | US20230024398A1 (fr) |
EP (1) | EP4073212A1 (fr) |
JP (1) | JP2023505729A (fr) |
KR (1) | KR20220112829A (fr) |
CN (1) | CN115052960A (fr) |
FR (1) | FR3104608B1 (fr) |
WO (1) | WO2021116401A1 (fr) |
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DE10314776A1 (de) * | 2003-03-31 | 2004-10-14 | Rohmax Additives Gmbh | Schmierölzusammensetzung mit guten Reibeigenschaften |
FR2954346B1 (fr) * | 2009-12-18 | 2013-02-08 | Total Raffinage Marketing | Composition additive pour huile moteur |
ES2688798T3 (es) | 2010-03-17 | 2018-11-07 | Croda, Inc. | Tensioactivo polimérico |
US9321979B2 (en) * | 2012-03-13 | 2016-04-26 | Chemtura Corporation | Friction modifier composition for lubricants |
FR2992655B1 (fr) * | 2012-06-29 | 2015-07-31 | Total Raffinage Marketing | Composition lubrifiante |
WO2014124698A1 (fr) * | 2013-02-18 | 2014-08-21 | Amril Ag | Lubrifiant d'ester destiné à des applications de lubrifiant de champ pétrolier et d'autres d'applications de lubrifiant industriel |
WO2014184068A1 (fr) * | 2013-05-14 | 2014-11-20 | Basf Se | Composition d'huile lubrifiante à rendement énergétique amélioré |
EP3063257B1 (fr) * | 2013-10-29 | 2019-08-21 | Croda, Inc. | Composition lubrifiante comprennant un modificateur de frottement à base d'un acide hydroxycarboxylique |
GB201609713D0 (en) * | 2016-06-03 | 2016-07-20 | Croda Int Plc | Lubricant composition |
WO2018144166A1 (fr) * | 2017-02-01 | 2018-08-09 | Exxonmobil Research And Engineering Company | Huile lubrifiante pour moteur et procédé d'amélioration du rendement de carburant de moteur |
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- 2020-12-11 JP JP2022536505A patent/JP2023505729A/ja active Pending
- 2020-12-11 US US17/784,702 patent/US20230024398A1/en active Pending
- 2020-12-11 EP EP20824535.7A patent/EP4073212A1/fr active Pending
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JP2023505729A (ja) | 2023-02-10 |
FR3104608A1 (fr) | 2021-06-18 |
FR3104608B1 (fr) | 2021-12-24 |
US20230024398A1 (en) | 2023-01-26 |
WO2021116401A1 (fr) | 2021-06-17 |
KR20220112829A (ko) | 2022-08-11 |
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