US20160312144A1 - Lubricant composition based on fatty triamines - Google Patents
Lubricant composition based on fatty triamines Download PDFInfo
- Publication number
- US20160312144A1 US20160312144A1 US15/105,413 US201415105413A US2016312144A1 US 20160312144 A1 US20160312144 A1 US 20160312144A1 US 201415105413 A US201415105413 A US 201415105413A US 2016312144 A1 US2016312144 A1 US 2016312144A1
- Authority
- US
- United States
- Prior art keywords
- compound
- lubricant composition
- carbon atoms
- group
- alkyl group
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 219
- 239000000314 lubricant Substances 0.000 title claims abstract description 193
- 150000001875 compounds Chemical class 0.000 claims abstract description 145
- 229910000831 Steel Inorganic materials 0.000 claims abstract description 108
- 239000010959 steel Substances 0.000 claims abstract description 108
- 239000002199 base oil Substances 0.000 claims abstract description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 98
- 125000000217 alkyl group Chemical group 0.000 claims description 49
- -1 molybdenum dithiocarbamate compound Chemical class 0.000 claims description 44
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 25
- 229910052751 metal Inorganic materials 0.000 claims description 24
- 239000002184 metal Substances 0.000 claims description 23
- 239000000654 additive Substances 0.000 claims description 21
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 19
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 19
- 229920006395 saturated elastomer Polymers 0.000 claims description 19
- 229910052750 molybdenum Inorganic materials 0.000 claims description 18
- 239000011733 molybdenum Substances 0.000 claims description 18
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 14
- 239000000446 fuel Substances 0.000 claims description 13
- 239000003599 detergent Substances 0.000 claims description 11
- 230000000996 additive effect Effects 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 8
- 150000001768 cations Chemical class 0.000 claims description 7
- 239000012141 concentrate Substances 0.000 claims description 7
- 239000002270 dispersing agent Substances 0.000 claims description 5
- CJSZLPWCFGHOPN-UHFFFAOYSA-N triazanium dioxido-sulfanylidene-sulfido-lambda5-phosphane Chemical class P([O-])([O-])(=S)[S-].[NH4+].[NH4+].[NH4+] CJSZLPWCFGHOPN-UHFFFAOYSA-N 0.000 claims description 5
- 239000005069 Extreme pressure additive Substances 0.000 claims description 2
- 239000007866 anti-wear additive Substances 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 abstract description 52
- 229910052799 carbon Inorganic materials 0.000 abstract description 41
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 40
- 239000011248 coating agent Substances 0.000 abstract description 38
- 150000002430 hydrocarbons Chemical group 0.000 description 40
- 239000004215 Carbon black (E152) Substances 0.000 description 35
- 229930195733 hydrocarbon Natural products 0.000 description 35
- 239000003981 vehicle Substances 0.000 description 23
- 0 [1*]C(=O)N1CCC(C)[Mo](=O)(=O)C(C)CC1 Chemical compound [1*]C(=O)N1CCC(C)[Mo](=O)(=O)C(C)CC1 0.000 description 18
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 17
- 239000003963 antioxidant agent Substances 0.000 description 15
- 238000007456 delayed laparoscopic cholecystectomy Methods 0.000 description 13
- 229910003460 diamond Inorganic materials 0.000 description 13
- 239000010432 diamond Substances 0.000 description 13
- 239000005864 Sulphur Substances 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 125000003342 alkenyl group Chemical group 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 239000010705 motor oil Substances 0.000 description 8
- 239000002113 nanodiamond Substances 0.000 description 8
- 238000005259 measurement Methods 0.000 description 7
- 238000005461 lubrication Methods 0.000 description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- 239000011707 mineral Substances 0.000 description 5
- 235000010755 mineral Nutrition 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229940125904 compound 1 Drugs 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 239000003502 gasoline Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical class C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 125000004437 phosphorous atom Chemical group 0.000 description 4
- 229920013639 polyalphaolefin Polymers 0.000 description 4
- 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 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 235000018660 ammonium molybdate Nutrition 0.000 description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-M carbamodithioate Chemical group NC([S-])=S DKVNPHBNOWQYFE-UHFFFAOYSA-M 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 229940125782 compound 2 Drugs 0.000 description 3
- 125000000392 cycloalkenyl group Chemical group 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 230000000994 depressogenic effect Effects 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 150000002751 molybdenum Chemical class 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ABRVLXLNVJHDRQ-UHFFFAOYSA-N [2-pyridin-3-yl-6-(trifluoromethyl)pyridin-4-yl]methanamine Chemical compound FC(C1=CC(=CC(=N1)C=1C=NC=CC=1)CN)(F)F ABRVLXLNVJHDRQ-UHFFFAOYSA-N 0.000 description 2
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical compound [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 2
- 239000011609 ammonium molybdate Substances 0.000 description 2
- 229940010552 ammonium molybdate Drugs 0.000 description 2
- 239000010775 animal oil Substances 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 125000000913 palmityl 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])C([H])([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 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 230000002195 synergetic effect Effects 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- KUHJJSKJQLIHBS-UHFFFAOYSA-N 1,4-diaminobutan-1-ol Chemical compound NCCCC(N)O KUHJJSKJQLIHBS-UHFFFAOYSA-N 0.000 description 1
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
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- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
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- WEHWNAOGRSTTBQ-UHFFFAOYSA-N [H]N(CCC)CCC Chemical compound [H]N(CCC)CCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- XYRMLECORMNZEY-UHFFFAOYSA-B [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S Chemical class [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S XYRMLECORMNZEY-UHFFFAOYSA-B 0.000 description 1
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- 150000001449 anionic compounds Chemical class 0.000 description 1
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- 125000001204 arachidyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 239000002956 ash Substances 0.000 description 1
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- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
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- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
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- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
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- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
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- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
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- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/024—Well-defined aliphatic compounds unsaturated
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
- C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
- C10M2219/066—Thiocarbamic type compounds
- C10M2219/068—Thiocarbamate metal salts
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/047—Thioderivatives not containing metallic elements
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/09—Complexes with metals
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/12—Groups 6 or 16
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/54—Fuel economy
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
-
- C10N2230/06—
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- C10N2230/54—
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- C10N2240/10—
Definitions
- the present invention is applicable to the field of lubricants, in particular lubricants for engines, and more particularly for motor vehicle engines. More particularly, the present invention relates to a lubricant composition comprising at least one base oil, at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.
- the lubricant composition according to the invention has good friction properties for both steel/steel contacts, and steel/carbon coating contacts as well as for carbon coating/carbon coating contacts, whilst retaining good anti-wear properties.
- the present invention also relates to a lubrication process utilizing this composition.
- the present invention also relates to a process for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.
- the present invention also relates to a process for reducing friction between a steel surface and a carbon-covered surface, in particular in an engine, and more particularly in a motor vehicle engine.
- the present invention also relates to a process for reducing friction between two carbon-covered surfaces, and more particularly in a motor vehicle engine.
- the present invention also relates to a process for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.
- the present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.
- the present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in an engine, and more particularly in a motor vehicle engine.
- the present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between two carbon-covered surfaces, in particular in an engine, and more particularly in a motor vehicle engine.
- the present invention also relates to the use of a fatty triamine in a lubricant composition for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.
- the present invention also relates to a composition of the additives concentrate type comprising at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.
- the objective of lubricants is to reduce the phenomena of friction and wear of the mechanical parts, in particular in vehicle engines, and more particularly in motor vehicle engines.
- the organomolybdenum compounds represent a family of compounds, the friction phenomenon reduction properties of which have been broadly described, and more particularly with respect to contacts between two steel surfaces.
- organomolybdenum compounds in particular of organomolybdenum compounds comprising a dithiocarbamate group, can cause worsening of the phenomena of wear of mechanical parts.
- an organomolybdenum compound and an anti-wear compound such as a compound comprising a dithiophosphate group in a lubricant composition has been broadly described.
- the DLC coatings are used as coatings of the surfaces of vehicle engine parts, and in particular motor vehicle engine parts.
- the properties of reduction of the friction phenomena of a carbon coating, and in particular of a DLC coating can be altered, or even degraded in the presence of a lubricant.
- the organomolybdenum compounds present in a lubricant can cause a carbon coating present on a surface to become degraded or even to peel off, and this degradation can be exacerbated as the organomolybdenum compounds content in the lubricant increases.
- lubricants that are compatible with surfaces covered with a carbon material, and in particular a DLC coating or a nanodiamond coating, these lubricants comprising no organomolybdenum compounds.
- the document EP 2479247 describes a lubricant comprising a compound based on a zinc phosphate compound and a sulphur-containing compound.
- the document EP 1338641 describes a lubricant comprising an amine as friction modifier compatible with a surface having a DLC coating.
- this document gives no teaching about the friction phenomena reduction properties of these lubricants for steel/steel contacts.
- this document gives no teaching about the anti-wear properties of these lubricants, either for steel/steel or steel/carbon coating contacts.
- An object of the invention is therefore a lubricant composition
- a lubricant composition comprising:
- the applicant has found that the presence of at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine in a lubricant composition makes it possible to give the lubricant composition good friction properties for steel/steel contacts, steel/carbon coating contacts and carbon coating/carbon coating contacts simultaneously.
- the present invention makes it possible to formulate lubricant compositions comprising an optimized organomolybdenum compound content and having good friction properties for steel/steel contacts and steel/carbon coating contacts as well as for carbon coating/carbon coating contacts.
- the lubricant compositions according to the invention have good friction properties for steel/steel contacts, steel/carbon coating contacts and carbon coating/carbon coating contacts, whilst retaining good anti-wear properties.
- the lubricant compositions according to the invention allow fuel savings in all the operating phases of a vehicle engine, preferentially a motor vehicle engine, and more particularly when starting.
- the lubricant compositions according to the invention have good storage stability as well as a viscosity that varies very little or not at all.
- the lubricant composition essentially consists of:
- the invention also relates to an engine oil comprising a lubricant composition as defined above.
- the invention also relates to the use of a lubricant composition as defined above for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines.
- the invention also relates to the use of a lubricant composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of an abovementioned lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a lubricant composition as defined above for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a lubricant composition as defined above for reducing the fuel consumption of vehicles, preferentially of motor vehicles.
- the invention also relates to a process for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines, comprising at least one step of bringing at least one part into contact with a lubricant composition as defined above.
- the invention also relates to a process for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricant composition as defined above.
- the invention also relates to a process for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the surfaces into contact with a lubricant composition as defined above.
- the invention also relates to a process for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the carbon-covered surfaces into contact with a lubricant composition as defined above.
- the invention also relates to a process for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle, comprising at least one step of bringing a mechanical part of the vehicle engine into contact with a lubricant composition as defined above.
- the invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle.
- the invention also relates to a composition of the additives concentrate type comprising:
- the lubricant composition according to the invention comprises at least one organomolybdenum compound.
- organomolybdenum compound according to the invention is meant any oil-soluble organomolybdenum compound.
- the organomolybdenum compound can be selected from the organic molybdenum complexes such as the molybdenum carboxylates, esters, amides, which can be obtained by reaction of molybdenum oxide or of ammonium molybdates with fats, glycerides, fatty acids or fatty acid derivatives (esters, amines, amides etc.).
- the organomolybdenum compound is selected from the molybdenum complexes that are free of sulphur and of phosphorus, with amide-type ligands, mainly prepared by the reaction of a source of molybdenum, which can be for example trimolybdenum oxide, and an amine derivative, and fatty acids comprising for example from 4 to 28 carbon atoms, preferentially from 8 to 18 carbon atoms, such as for example the fatty acids contained in animal or vegetable oils.
- a source of molybdenum which can be for example trimolybdenum oxide, and an amine derivative
- fatty acids comprising for example from 4 to 28 carbon atoms, preferentially from 8 to 18 carbon atoms, such as for example the fatty acids contained in animal or vegetable oils.
- the synthesis of such compounds is for example described in the patents U.S. Pat. No. 4,889,647, EP 0546357, U.S. Pat. No. 5,412,130, EP 1770153
- the organomolybdenum compound is selected from the organic molybdenum complexes obtained by the reaction:
- the organic molybdenum complex can comprise from 2 to 8.5% by weight of molybdenum with respect to the weight of the complex.
- the organic molybdenum complex is constituted by at least one of the compounds of formula (I) or (II), alone or in a mixture:
- R 2 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
- the organic molybdenum complex is prepared by the reaction:
- the organic molybdenum complex is constituted by at least one compound of formula (I-a) or (II-a), alone or in a mixture:
- R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms,
- R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
- the organomolybdenum compound can be selected from the molybdenum dithiophosphates or molybdenum dithiocarbamates. In a preferred embodiment of the invention, the organomolybdenum compound is selected from the molybdenum dithiocarbamates.
- the molybdenum dithiocarbamate compounds are complexes formed by a metal core linked to one or more ligands, the ligand being a dithiocarbamate group of alkyls. These compounds are well known to a person skilled in the art.
- the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferentially from 3 to 28%, advantageously from 4 to 15% by mass of molybdenum, with respect to the total mass of Mo-DTC compound.
- the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferentially from 3 to 28%, advantageously from 4 to 15% by mass of sulphur, with respect to the total mass of Mo-DTC compound.
- the Mo-DTC compound can be selected from those the core of which has two molybdenum atoms (also called dimeric Mo-DTC) and those the core of which present three molybdenum atoms (also called trimeric Mo-DTC).
- the trimeric Mo-DTC compounds correspond to the formula Mo3SkLn in which:
- the compounds and their preparation processes as described in the documents WO 98/26030 and U.S. Pat. No. 2003/022954 may be mentioned.
- the Mo-DTC compound is a dimeric Mo-DTC compound.
- dimeric Mo-DTC compounds the compounds and their preparation processes as described in the documents EP 0757093, EP 0719851, EP 0743354 or EP 1013749 may be mentioned.
- the dimeric Mo-DTC compounds correspond generally to the compounds of formula (III):
- alkyl group within the meaning of the invention, is meant a linear or branched, saturated or unsaturated hydrocarbon-containing group, comprising from 1 to 24 carbon atoms.
- the alkyl group is selected from the group formed by methyl, ethyl, propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, isotridecyl, tetradecyl, hexadecyl, stearyl, icosyl, docosyl , tetracosyl, triacontyl, 2-ethylhexyl, 2-butyloctyl, 2-butyldecyl, 2-
- alkenyl group within the meaning of the present invention, is meant a linear or branched hydrocarbon-containing group comprising at least one double bond and comprising from 2 to 24 carbon atoms.
- the alkenyl group can be selected from vinyl, allyl, propenyl, butenyl, isobutenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tetradecenyl and oleic.
- aryl group within the meaning of the present invention, is meant a polycyclic aromatic hydrocarbon or an aromatic group, substituted or not substituted with an alkyl group.
- the aryl group can comprise from 6 to 24 carbon atoms.
- the aryl group can be selected from the group formed by phenyl, toluyl, xylyl, cumenyl, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, trityl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonylphenyl, decylphenyl, undecylphenyl, dodecylphenyl, phenylphenyl, benzylphenyl, phenyl-styrene
- the cycloalkyl groups and the cycloalkenyl groups can be selected, non-limitatively, from the group constituted by cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, methylcyclopentenyl, methylcyclohexenyl.
- the cycloalkyl groups and the cycloalkenyl groups can comprise from 3 to 24 carbon atoms.
- R 3 , R 4 , R 5 and R 6 represent independently an alkyl group comprising from 4 to 18 carbon atoms or an alkenyl group comprising from 2 to 24 carbon atoms.
- X 3 , X 4 , X 5 and X 6 can be identical and can represent a sulphur atom.
- X 3 , X 4 , X 5 and X 6 can be identical and can be an oxygen atom.
- X 3 and X 4 can represent a sulphur atom and X 5 and X 6 can represent an oxygen atom.
- X 3 and X 4 can represent an oxygen atom and X 5 and X 6 can represent a sulphur atom.
- the ratio of the number of sulphur atoms to the number of oxygen atoms (S/O) of the Mo-DTC compound can vary from (1/3) to (3/1).
- the Mo-DTC compound of formula (A) can be selected from a symmetrical Mo-DTC compound, an asymmetrical Mo-DTC compound and a combination thereof.
- symmetrical Mo-DTC compound according to the invention is meant an Mo-DTC compound of formula (III) in which the R 3 , R 4 , R 5 and R 6 groups are identical.
- asymmetrical Mo-DTC compound is meant an Mo-DTC compound of formula (III) in which the R 3 and R 4 groups are identical, the R 5 and R 6 groups are identical and the R 3 and R 4 groups are different from the R 5 and R 6 groups.
- the Mo-DTC compound is a mixture of at least one symmetrical Mo-DTC compound and at least one asymmetrical Mo-DTC compound.
- R 3 and R 4 represent an alkyl group comprising from 5 to 15 carbon atoms and R 5 and R 6 , which are identical and different from R 3 and R 4 , represent an alkyl group comprising from 5 to 15 carbon atoms.
- R 3 and R 4 represent an alkyl group comprising from 6 to 10 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 10 to 15 carbon atoms.
- R 3 and R 4 which are identical, represent an alkyl group comprising from 10 to 15 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 6 to 10 carbon atoms.
- R 3 , R 4 , R 5 and R 6 represent an alkyl group comprising from 5 to 15 carbon atoms, preferably from 8 to 13 carbon atoms.
- the Mo-DTC compound is selected from the compounds of formula (Ill) in which:
- the Mo-DTC compound is selected from the compounds of formula (III-a)
- the Mo-DTC compound is a mixture of:
- the products Molyvan L, Molyvan 807 or Molyvan 822 marketed by R.T. Vanderbilt Company or the products Sakura-lube 200, Sakura-lube 165, Sakura-lube 525 or Sakura-lube 600 marketed by Adeka may be mentioned.
- the content by weight of organomolybdenum compound ranges from 0.05 to 3%, preferably from 0.1 to 2%, advantageously from 0.1 to 1% with respect to the total weight of the lubricant composition.
- the lubricant composition according to the invention comprises at least one compound comprising a dithiophosphate group.
- the compound comprising a dithiophosphate group is called “dithiophosphate” in the remainder of the present description.
- the dithiophosphate can be selected from the ammonium dithiophosphates, the amine dithiophosphates, the ester dithiophosphates and the metal dithiophosphates, alone or in a mixture.
- the dithiophosphate is selected from the ammonium dithiophosphates of formula (IV):
- R 7 and R 8 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 1 to 30 carbon atoms.
- R 7 and R 8 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- R 7 and R 8 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
- R 7 and R 8 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group.
- R 7 and R 8 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- the dithiophosphate is selected from the amine dithiophosphates of general formula (V):
- R 9 and R 10 represent independently of one another a hydrocarbon-containing group, optionally substituted, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- R 9 and R 10 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
- R 9 and R 10 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group.
- R 9 and R 10 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- R 11 , R 12 and R 13 represent independently of one another a hydrocarbon-containing group comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- the dithiophosphate is selected from the ester dithiophosphates of general formula (VI):
- R 14 and R 15 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- R 14 and R 15 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
- R 14 and R 15 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group.
- R 14 and R 15 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- R 14 and R 15 represent independently of one another, a hydrocarbon-containing group comprising from 2 to 6 carbon atoms.
- R 16 and R 17 represent independently of one another a hydrocarbon-containing group comprising from 2 to 6 carbon atoms.
- the dithiophosphate is selected from the metal dithiophosphates of general formula (VII):
- the metal is selected from the group constituted by zinc, aluminium, copper, iron, mercury, silver, cadmium, tin, lead, antimony, bismuth, thallium, chromium, molybdenum, cobalt, nickel, tungsten, sodium, calcium, magnesium, manganese and arsenic.
- the preferred metals are zinc, molybdenum, antimony, preferably zinc and molybdenum.*
- the metal is zinc. Mixtures of metals can be used.
- the metal dithiophosphates are neutral as exemplified in formula (VII) or basic when a stoichiometric excess of metal is present.
- R 18 and R 19 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- R 18 and R 19 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
- R 18 and R 19 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group.
- R 18 and R 19 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- the dithiophosphate according to the invention is a zinc dithiophosphate of formula (VII-a) or formula (VII-b):
- the content by weight of dithiophosphate ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the lubricant composition.
- the lubricant composition according to the invention comprises at least one fatty triamine.
- the fatty triamines are mainly obtained from carboxylic acids.
- the starting fatty acids for obtaining fatty triamines according to the invention can be selected from myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachidic, heneicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic acids or unsaturated fatty acids such as palmitoleic, oleic, erucic, nervonic, linoleic, a-linolenic, gamma-linolenic, di-homo-gamma-linolenic, arachid
- the preferred fatty acids can originate from the hydrolysis of the triglycerides present in vegetable or animal oils such as coconut, palm, olive, groundnut, rapeseed, sunflower, soya, cotton, linseed oil, beef tallow, etc.
- the natural oils may have been genetically modified so as to enrich their content of certain fatty acids.
- rapeseed oil or oleic sunflower oil may be mentioned.
- the fatty triamines can be obtained from natural vegetable or animal resources.
- the fatty triamine is selected from the compounds of formula (VIII):
- R 20 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms, preferentially from 10 to 22 carbon atoms, more preferentially from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms.
- the fatty triamine is selected from the compounds of formula (IX):
- R 21 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms, preferentially from 10 to 22 carbon atoms, more preferentially from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms.
- the content by weight of fatty triamine ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the composition.
- the lubricant composition comprises a mass ratio (organomolybdenum compound/fatty triamine) ranging from 1/10 to 1, preferably from 1/5 to 4/5.
- the lubricant composition comprises a mass ratio (organomolybdenum compound/compound comprising a dithiophosphate group/fatty triamine) ranging from 1/10/10 to 1/1/1, preferably ranging from 1/5/5 to 4/5/5.
- the lubricant compositions according to the invention can contain any type of lubricant base oil, mineral, synthetic or natural, animal or vegetable, suitable for their use.
- the base oil or oils used in the lubricant compositions according to the present invention can be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized below, alone or in mixture.
- the mineral base oils according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, deasphalting, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
- the base oils of the compositions according to the present invention can also be synthetic oils, such as certain esters of carboxylic acids and of alcohols, or polyalphaolefins.
- the polyalphaolephins used as base oils are for example obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100° C. comprised between 1.5 and 15 cSt (measured according to the standard ASTM D 445). Their average molecular weight is typically comprised between 250 and 3000 according to the standard ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
- the lubricant bases represent at least 50% by mass, with respect to the total mass of the lubricant composition, preferentially at least 60%, or also at least 70%. Typically, they represent between 75 and 99.9% by mass, with respect to the total mass of the lubricant compositions according to the invention.
- the lubricant compositions comprise mineral bases of group I and/or III, or synthetic bases of group IV according to the API classification.
- the lubricant compositions have a kinematic viscosity at 100° C. measured according to the standard ASTM D445 ranging from 4 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt.
- the lubricant compositions have a viscosity index (VI) greater than or equal to 140, preferentially greater than or equal to 150, measured according to the standard ASTM 2270.
- the lubricant compositions according to the invention can also additionally contain at least one additive selected from the detergents, anti-wear additives different from a dithiophosphate, extreme pressure additives, dispersants, pour-point improvers, anti-foaming agents, thickeners and mixtures thereof.
- the lubricant composition can additionally comprise at least one antioxidant additive.
- the antioxidant additives slow down the degradation of the lubricant compositions in service, in particular of the engine oils in service, degradation which can in particular result in the formation of deposits, the presence of sludges, or an increase in the viscosity of the lubricant composition, in particular of the engine oil.
- the antioxidant additives act in particular as radical inhibitors or hydroperoxide destroyers.
- antioxidants commonly used, antioxidants of the phenolic or amine type, or phosphorus- and sulphur-containing antioxidants may be mentioned. Some of these antioxidants, for example the phosphorus- and sulphur-containing antioxidants, may generate ashes.
- the phenolic antioxidants may be ash-free, or be in the form of neutral or basic metal salts.
- the antioxidant agents can be in particular selected from the sterically hindered phenols, the esters of sterically hindered phenols and the sterically hindered phenols comprising a thioether bridge, the diphenylamines, the diphenylamines substituted with at least one C1-C12 alkyl group, the N,N′ dialkyl aryl diamines and combinations thereof.
- sterically hindered phenol is meant within the meaning of the present invention a compound comprising a phenol group in which at least one vicinal carbon of the carbon bearing the alcohol function is substituted with at least one C1-C10 alkyl group, preferably a C1-C6 alkyl group, preferably a C4 alkyl group, preferably with the tert-butyl group.
- the amine compounds are another class of antioxidants which can be used, optionally in combination with the phenolic antioxidants.
- Typical examples are the aromatic amines of formula R 22 R 23 R 24 N, in which R 22 represents an aliphatic group or an optionally substituted aromatic group, R 23 represents an optionally substituted aromatic group, R 24 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 25 S(O) z R 26 , where R 25 represents an alkylene group or an alkenylene group, R2 6 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer equal to 0, 1 or 2.
- Sulphurized alkyl phenols or their alkali or alkaline-earth metal salts can also be used as antioxidants.
- Another class of antioxidants is that of the copper compounds, for example the copper thio-or dithiophosphates, salts of copper and of carboxylic acids, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper I and II salts of succinic acid or anhydride can also be used.
- the lubricant composition according to the invention can contain any type of antioxidant additives known to a person skilled in the art.
- the ash-free antioxidants are used.
- the lubricant composition according to the invention can comprise from 0.5 to 2% of at least one antioxidant additive by weight with respect to the total mass of the lubricant composition.
- the lubricant composition according to the invention can also comprise a detergent additive.
- the detergent additives reduce in particular the formation of deposits on the surface of the metal parts by dissolving the by-products of oxidation and combustion.
- the detergents that can be used in the lubricant composition according to the invention are well known to a person skilled in the art.
- the detergents commonly used in the formulation of lubricant compositions can be anionic compounds comprising a lipophilic long hydrocarbon-containing chain and a hydrophilic head.
- the associated cation is typically a metal cation of an alkali or alkaline-earth metal.
- the detergents are preferentially selected from the alkali or alkaline-earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as the salts of phenates.
- the alkali or alkaline-earth metals are preferentially calcium, magnesium, sodium or barium.
- These metal salts can contain the metal in an approximately stoichiometric quantity or in excess (in a quantity greater than the stoichiometric quantity). In the latter case, these detergents are referred to as overbased detergents.
- the excess metal providing the detergent with its overbased character is present in the form of metal salts which are insoluble in oil, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferentially carbonate.
- the lubricant composition according to the invention can comprise from 2 to 4% by weight of detergent, with respect to the total mass of the lubricant composition.
- the lubricant composition according to the invention can also comprise at least one pour point depressant additive.
- the pour point depressant additives in particular improve the low-temperature behaviour of the lubricant compositions, by slowing down the formation of paraffin crystals.
- the alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes may be mentioned.
- the lubricant composition according to the invention can also comprise at least one dispersant.
- the dispersants can be selected from the groups formed by the Mannich base or bases.
- the lubricant composition according to the invention can comprise from 0.2 to 10% by mass of dispersants with respect to the total mass of the lubricant composition.
- the lubricant composition can also comprise at least one polymer improving the viscosity index.
- polymers the polymer esters, the ethylene and propylene copolymers, the homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, and the polymethacrylates (PMA) may be mentioned.
- the lubricant composition according to the invention can comprise from 1 to 15% by mass of polymers improving the viscosity index, with respect to the total mass of the lubricant composition.
- the lubricant composition comprises:
- the lubricant composition comprises:
- the lubricant composition essentially consists of:
- the lubricant composition essentially consists of:
- the lubricant composition is not an emulsion. In another embodiment of the invention, the lubricant composition is anhydrous.
- An object of the invention is also an engine oil comprising a lubricant composition according to the invention. All of the characteristics and preferences presented for the lubricant composition also apply to the engine oil according to the invention.
- the engine oil can be of grades 0W-20 and 5W-30 according to the SAE J300 classification, characterized by a kinematic viscosity at 100° C. (KV100) ranging from 5.6 to 12.5 cSt measured according to the international standard ASTM D445.
- the engine oil can be characterized by a viscosity index, calculated according to the international standard ASTM D2230, greater than or equal to 130, preferably greater than or equal to 150.
- base oils having a sulphur content less than 0.3% for example mineral oils of group III, and synthetic bases free of sulphur, preferentially of group IV, or mixtures thereof may advantageously be used.
- An object of the invention is also the use of a lubricant composition as defined above for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines.
- An object of the invention is also the use of a lubricant composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of an abovementioned lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of a lubricant composition as defined above for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- carbon coating is meant any coating comprising carbon.
- These carbon coatings can be selected from diamond coatings, and more particularly nanodiamond coatings.
- Such coatings can in particular be presented in the form of at least one nanocrystalline diamond layer, having a purity ranging from 70 to 99%.
- the carbon coatings are selected from nanodiamond coatings in the form of at least one nanocrystalline diamond layer having a purity ranging from 70 to 99%, preferentially ranging from 70 to 97%, advantageously of 75% and a thickness ranging from 0.1 to 3 ⁇ , preferentially ranging from 0.5 to 2 ⁇ , advantageously of 1.5 ⁇ .
- These carbon coatings can also be selected from DLC (Diamond Like Carbon) type coatings. Any type of DLC coating can be used as carbon coating according to the invention.
- the DLCs group together a set of families of amorphous materials essentially containing carbon.
- the hydrogenated DLCs in particular the hydrogenated DLCs known as a-C:H and the non-hydrogenated DLCs, in particular the non-hydrogenated DLCs known as a-C or the non-hydrogenated DLCs known as to-C.
- the DLCs have properties which vary as a function of their sp3 hybrid carbon content and their hydrogen content. Certain variants of DLC can be doped with metal elements, such as iron, chromium or tungsten.
- the DLC coatings are generally less mechanically and thermally resistant as these are amorphous materials. However, they are generally less rough and above all can be applied to the majority of substrates at a low temperature.
- the DLCs are selected from the hydrogenated DLCs, in particular the hydrogenated DLCs known as a-C:H.
- the DLCs are selected from the hydrogenated DLCs, in particular the hydrogenated DLCs known as a-C:H containing from 10 to 40% of hydrogen.
- the above use also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above use also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above use also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the invention also relates to the use of a lubricant composition as defined above for reducing the fuel consumption of vehicles, preferentially of motor vehicles. All of the characteristics and preferences presented for the lubricant composition also apply to the above uses.
- the invention also relates to a process for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines, comprising at least one step of bringing at least one part into contact with a lubricant composition as defined above.
- An object of the invention is also a process for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricant composition as defined above.
- An object of the invention is also a process for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the surfaces into contact with a lubricant composition as defined above.
- An object of the invention is also a process for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the carbon-covered surfaces into contact with a lubricant composition as defined above.
- the above process also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above process also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above process also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also a process for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle, comprising at least one step of bringing a mechanical part of the vehicle engine into contact with a lubricant composition as defined above. All of the characteristics and preferences presented for the lubricant composition also apply to the above processes.
- the vehicles can comprise a two or four stroke internal combustion engine.
- the engines can be gasoline engines or diesel engines intended to be supplied with standard gasoline or diesel.
- standard gasoline or by “standard diesel”, is meant within the meaning of the present invention, engines which are supplied with a fuel obtained after refining of an oil of mineral origin (such as petroleum for example).
- the engines can also be gasoline engines or diesel engines modified to be supplied with a fuel based on oils originating from renewable materials such as fuels based on alcohol or biodiesel fuel.
- the vehicles can be light vehicles such as cars and motorcycles.
- the vehicles can also be heavy goods vehicles, public works vehicles and ships.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above use also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above use also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine.
- the above use also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle. All of the characteristics and preferences presented for the base oil, the fatty triamine, the organomolybdenum compound and the compound comprising a dithiophosphate group also apply to the above uses.
- the invention also relates to a composition of the additives concentrate type comprising:
- the composition of the additives concentrate type also comprises at least one additional additive.
- the additional additive can be selected from the abovementioned additives.
- at least one base oil can be added to the composition of the additives concentrate type according to the invention, in order to obtain a lubricant composition according to the invention.
- Lubricant compositions No. 1 to No. 6 are prepared from the following compounds:
- Test 1 Assessment of the Friction Properties of Lubricant Compositions on a Steel/Steel Ccontact
- the friction properties of lubricant compositions No. 1, No. 2 and No. 4 on steel/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed using a ball-on-flat linear tribometer under the following conditions:
- lubricant composition according to the invention No. 4 has improved friction properties for steel/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 2).
- composition No. 2 a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention
- Test 2 Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- the friction properties of lubricant compositions No. 1, No. 2, No. 4 and No. 6 on the DLC/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed using a DLC ball/steel flat linear tribometer under the following conditions:
- lubricant composition according to the invention No. 4 has improved friction properties on DLC/steel contacts, in comparison with a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 2), as well as in comparison with a lubricant composition comprising a fatty triamine according to the invention but comprising no organomolybdenum compound according to the invention and no compound comprising a dithiophosphate group according to the invention (composition No. 6). It is of interest to note that the coefficient of frictions of lubricant compositions No. 2 and No.
- Test 3 Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- the friction properties of lubricant compositions No. 1, No. 2 and No. 4 on DLC/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed using a DLC ball/steel flat HFFR tribometer under the following conditions:
- Test 4 Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- the friction properties of lubricant compositions No. 1, No. 3 and No. 5 on the DLC/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed according to the method described in test 3. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction.
- Table VI shows the coefficient of friction of lubricant compositions No. 1, No. 3 and No. 5.
- Lubricant compositions No. 7 to No. 10 are prepared from the following compounds:
- Test 5 Assessment of the Friction Properties of Lubricant Compositions on a Steel/Steel Contact
- the friction properties of lubricant compositions No. 7, No. 8, No. 9 and No. 10 on steel/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed according to the method described in test 1. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction.
- Table VIII shows the coefficient of friction of lubricant compositions No. 7, No. 8, No. 9 and No. 10.
- lubricant composition according to the invention No. 9 has improved friction properties on steel/steel contacts, in comparison with a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8), as well as in comparison with a lubricant composition comprising a fatty triamine according to the invention but comprising no organomolybdenum compound according to the invention and no compound comprising a dithiophosphate group according to the invention (composition No. 10). It is of interest to note that the coefficients of friction of lubricant compositions No. 8 and No.
- Test 6 Assessment of the Friction Properties of Lubricant Compositions on a Steel/Diamond Contact
- the friction properties of lubricant compositions No. 7, No. 8 and No. 9 on steel/diamond contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed using a nanodiamond ball/steel flat linear tribometer under the following conditions:
- the lubricant composition according to the invention No. 9 has improved friction properties for steel/diamond contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8).
- composition No. 8 a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention
- Test 7 Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- the friction properties of lubricant compositions No. 7, No. 8 and No. 9 on DLC/steel contacts are assessed by measurement of the coefficient of friction.
- the coefficient of friction is assessed according to the method described in test 2. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction.
- Table X shows the coefficient of friction of lubricant compositions No. 7, No. 8 and No. 9.
- composition No. 9 has improved friction properties for DLC/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8).
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Abstract
Description
- This application is a National Phase Entry of International Patent Application No. PCT/EP2014/077942, filed on Dec. 16, 2014, which claims priority to French Patent Application Ser. No. 13 62 843, filed on Dec. 17, 2013, both of which are incorporated by reference herein.
- The present invention is applicable to the field of lubricants, in particular lubricants for engines, and more particularly for motor vehicle engines. More particularly, the present invention relates to a lubricant composition comprising at least one base oil, at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine. The lubricant composition according to the invention has good friction properties for both steel/steel contacts, and steel/carbon coating contacts as well as for carbon coating/carbon coating contacts, whilst retaining good anti-wear properties.
- The present invention also relates to a lubrication process utilizing this composition. The present invention also relates to a process for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine. The present invention also relates to a process for reducing friction between a steel surface and a carbon-covered surface, in particular in an engine, and more particularly in a motor vehicle engine. The present invention also relates to a process for reducing friction between two carbon-covered surfaces, and more particularly in a motor vehicle engine.
- The present invention also relates to a process for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle. The present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine. The present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in an engine, and more particularly in a motor vehicle engine.
- The present invention also relates to the use of a fatty triamine in a lubricant composition for reducing friction between two carbon-covered surfaces, in particular in an engine, and more particularly in a motor vehicle engine. The present invention also relates to the use of a fatty triamine in a lubricant composition for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle. The present invention also relates to a composition of the additives concentrate type comprising at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.
- The objective of lubricants is to reduce the phenomena of friction and wear of the mechanical parts, in particular in vehicle engines, and more particularly in motor vehicle engines. In order to reduce these friction phenomena, it is known to incorporate friction modifiers into the lubricants. Among the friction modifiers, the organomolybdenum compounds represent a family of compounds, the friction phenomenon reduction properties of which have been broadly described, and more particularly with respect to contacts between two steel surfaces. However, it is known to a person skilled in the art that the use of organomolybdenum compounds, in particular of organomolybdenum compounds comprising a dithiocarbamate group, can cause worsening of the phenomena of wear of mechanical parts. Thus, in order to solve this problem, the combination of an organomolybdenum compound and an anti-wear compound such as a compound comprising a dithiophosphate group in a lubricant composition has been broadly described.
- The document U.S. Pat. No. 5,650,381 describes in particular a lubricant composition comprising an organomolybdenum compound and a zinc dithiophosphate. Moreover, it is known to apply a coating to parts, in particular metal parts, making it possible to increase their wear resistance under conditions of intensive and repeated friction. Among the existing technologies, carbon coatings are known, and in particular DLC (Diamond Like Carbon) coatings based on an amorphous carbon material with properties close to those of diamond.
- Thus, the DLC coatings are used as coatings of the surfaces of vehicle engine parts, and in particular motor vehicle engine parts. However, it is also known that the properties of reduction of the friction phenomena of a carbon coating, and in particular of a DLC coating, can be altered, or even degraded in the presence of a lubricant. More particularly, it has been observed that the organomolybdenum compounds present in a lubricant can cause a carbon coating present on a surface to become degraded or even to peel off, and this degradation can be exacerbated as the organomolybdenum compounds content in the lubricant increases. Thus, research has been carried out into lubricants that are compatible with surfaces covered with a carbon material, and in particular a DLC coating or a nanodiamond coating, these lubricants comprising no organomolybdenum compounds.
- For example, the document EP 2479247 describes a lubricant comprising a compound based on a zinc phosphate compound and a sulphur-containing compound. Moreover, the document EP 1338641 describes a lubricant comprising an amine as friction modifier compatible with a surface having a DLC coating. However, this document gives no teaching about the friction phenomena reduction properties of these lubricants for steel/steel contacts. Furthermore, this document gives no teaching about the anti-wear properties of these lubricants, either for steel/steel or steel/carbon coating contacts. As the use of carbon coating in engines, in particular of motor vehicles is growing, there is therefore still a need for research into lubricants having both good friction properties for steel/steel contacts, for steel/carbon coating contacts and for carbon coating/carbon coating contacts, whilst retaining good anti-wear properties.
- An objective of the present invention is to provide a lubricant composition overcoming some or all of the abovementioned drawbacks. Another objective of the invention is to provide a lubricant composition the formulation of which is easy to implement. Another objective of the present invention is to provide a lubrication process for reducing friction between two steel surfaces, between a steel surface and a carbon-covered surface as well as between two carbon-covered surfaces.
- An object of the invention is therefore a lubricant composition comprising:
- at least one base oil,
- at least one organomolybdenum compound,
- at least one compound comprising a dithiophosphate group, and
- at least one fatty triamine.
- Surprisingly, the applicant has found that the presence of at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine in a lubricant composition makes it possible to give the lubricant composition good friction properties for steel/steel contacts, steel/carbon coating contacts and carbon coating/carbon coating contacts simultaneously. Thus, the present invention makes it possible to formulate lubricant compositions comprising an optimized organomolybdenum compound content and having good friction properties for steel/steel contacts and steel/carbon coating contacts as well as for carbon coating/carbon coating contacts.
- Advantageously, the lubricant compositions according to the invention have good friction properties for steel/steel contacts, steel/carbon coating contacts and carbon coating/carbon coating contacts, whilst retaining good anti-wear properties. Advantageously, the lubricant compositions according to the invention allow fuel savings in all the operating phases of a vehicle engine, preferentially a motor vehicle engine, and more particularly when starting. Advantageously, the lubricant compositions according to the invention have good storage stability as well as a viscosity that varies very little or not at all.
- In an embodiment of the invention, the lubricant composition essentially consists of:
- at least one base oil,
- at least one organomolybdenum compound,
- at least one compound comprising a dithiophosphate group, and
- at least one fatty triamine.
- The invention also relates to an engine oil comprising a lubricant composition as defined above. The invention also relates to the use of a lubricant composition as defined above for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines. The invention also relates to the use of a lubricant composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- The invention also relates to the use of an abovementioned lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. The invention also relates to the use of a lubricant composition as defined above for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The invention also relates to the use of a lubricant composition as defined above for reducing the fuel consumption of vehicles, preferentially of motor vehicles.
- The invention also relates to a process for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines, comprising at least one step of bringing at least one part into contact with a lubricant composition as defined above. The invention also relates to a process for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricant composition as defined above. The invention also relates to a process for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the surfaces into contact with a lubricant composition as defined above. The invention also relates to a process for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the carbon-covered surfaces into contact with a lubricant composition as defined above. The invention also relates to a process for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle, comprising at least one step of bringing a mechanical part of the vehicle engine into contact with a lubricant composition as defined above.
- The invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. The invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The invention also relates to the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle.
- The invention also relates to a composition of the additives concentrate type comprising:
- at least one organomolybdenum compound,
- at least one compound comprising a dithiophosphate group, and
- at least one fatty triamine.
- The percentages given below correspond to percentages by mass of active ingredient.
- Organomolybdenum Compound
- The lubricant composition according to the invention comprises at least one organomolybdenum compound. By organomolybdenum compound according to the invention, is meant any oil-soluble organomolybdenum compound. In an embodiment of the invention, the organomolybdenum compound can be selected from the organic molybdenum complexes such as the molybdenum carboxylates, esters, amides, which can be obtained by reaction of molybdenum oxide or of ammonium molybdates with fats, glycerides, fatty acids or fatty acid derivatives (esters, amines, amides etc.).
- In a preferred embodiment of the invention, the organomolybdenum compound is selected from the molybdenum complexes that are free of sulphur and of phosphorus, with amide-type ligands, mainly prepared by the reaction of a source of molybdenum, which can be for example trimolybdenum oxide, and an amine derivative, and fatty acids comprising for example from 4 to 28 carbon atoms, preferentially from 8 to 18 carbon atoms, such as for example the fatty acids contained in animal or vegetable oils. The synthesis of such compounds is for example described in the patents U.S. Pat. No. 4,889,647, EP 0546357, U.S. Pat. No. 5,412,130, EP 1770153.
- In a preferred embodiment of the invention, the organomolybdenum compound is selected from the organic molybdenum complexes obtained by the reaction:
-
- (i) of a mono-, di- or triglyceride-type fat, or fatty acid,
- (ii) of an amine source of formula (A):
-
- in which:
- X1 represents an oxygen atom or a nitrogen atom,
- X2 represents an oxygen atom or a nitrogen atom,
- n and m represent 1 when X1 or X2 represent an oxygen atom,
- n and m represent 2 when X1 or X2 represent a nitrogen atom,
- (iii) and of a source of molybdenum selected from trimolybdenum oxide or the molybdates, preferentially ammonium molybdate, in a quantity sufficient to provide 0.1 to 30% of molybdenum with respect to the total weight of complex.
- in which:
- In an embodiment of the invention, the organic molybdenum complex can comprise from 2 to 8.5% by weight of molybdenum with respect to the weight of the complex.
- In a preferred embodiment of the invention, the organic molybdenum complex is constituted by at least one of the compounds of formula (I) or (II), alone or in a mixture:
-
- in which:
- X1 represents an oxygen atom or a nitrogen atom;
- X2 represents an oxygen atom or a nitrogen atom;
- n represents 1 when X1 represents an oxygen atom and m represents 1 when X2 represents an oxygen atom;
- n represents 2 when X1 represents a nitrogen atom and m represents 2 when X2 represents a nitrogen atom;
- R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
- in which:
-
- in which:
- X1 represents an oxygen atom or a nitrogen atom;
- X2 represents an oxygen atom or a nitrogen atom;
- n represents 1 when X1 represents an oxygen atom and m represents 1 when X2 represents an oxygen atom;
- n represents 2 when X1 represents a nitrogen atom and m represents 2 when X2 represents a nitrogen atom;
- R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
- in which:
- R2 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
- In an embodiment of the invention, the organic molybdenum complex is prepared by the reaction:
-
- (i) of a mono-, di- or triglyceride-type fat, or fatty acid,
- (ii) of diethanolamine or 2-(2-aminoethyl) aminoethanol,
- (iii) and of a source of molybdenum selected from trimolybdenum oxide or the molybdates, preferentially ammonium molybdate, in a quantity sufficient to provide 0.1 to 20.0% of molybdenum with respect to the weight of complex.
- In a preferred embodiment of the invention, the organic molybdenum complex is constituted by at least one compound of formula (I-a) or (II-a), alone or in a mixture:
- in which R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms,
- in which R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
- In another embodiment, the organomolybdenum compound can be selected from the molybdenum dithiophosphates or molybdenum dithiocarbamates. In a preferred embodiment of the invention, the organomolybdenum compound is selected from the molybdenum dithiocarbamates. The molybdenum dithiocarbamate compounds (Mo-DTC compounds) are complexes formed by a metal core linked to one or more ligands, the ligand being a dithiocarbamate group of alkyls. These compounds are well known to a person skilled in the art.
- In an embodiment of the invention, the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferentially from 3 to 28%, advantageously from 4 to 15% by mass of molybdenum, with respect to the total mass of Mo-DTC compound. In another embodiment of the invention, the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferentially from 3 to 28%, advantageously from 4 to 15% by mass of sulphur, with respect to the total mass of Mo-DTC compound. In another embodiment of the invention, the Mo-DTC compound can be selected from those the core of which has two molybdenum atoms (also called dimeric Mo-DTC) and those the core of which present three molybdenum atoms (also called trimeric Mo-DTC).
- In another embodiment of the invention, the trimeric Mo-DTC compounds correspond to the formula Mo3SkLn in which:
-
- k represents an integer at least equal to 4, preferably ranging from 4 to 10, advantageously from 4 to 7,
- n is an integer ranging from 1 to 4, and
- L is a dithiocarbamate group of alkyls comprising from 1 to 100 carbon atoms, preferably from 1 to 40 carbon atoms, advantageously from 3 to 20 carbon atoms.
- As examples of trimeric Mo-DTC compounds according to the invention, the compounds and their preparation processes as described in the documents WO 98/26030 and U.S. Pat. No. 2003/022954 may be mentioned. In a preferred embodiment of the invention, the Mo-DTC compound is a dimeric Mo-DTC compound. As examples of dimeric Mo-DTC compounds, the compounds and their preparation processes as described in the documents EP 0757093, EP 0719851, EP 0743354 or EP 1013749 may be mentioned.
- The dimeric Mo-DTC compounds correspond generally to the compounds of formula (III):
- in which:
-
- R3, R4, R5, R6, identical or different, represent independently a hydrocarbon group selected from the alkyl, alkenyl, aryl, cycloalkyl or cycloalkenyl groups,
- X3, X4, X5 and X6, identical or different, represent independently an oxygen atom or a sulphur atom.
- By alkyl group within the meaning of the invention, is meant a linear or branched, saturated or unsaturated hydrocarbon-containing group, comprising from 1 to 24 carbon atoms. In an embodiment of the invention, the alkyl group is selected from the group formed by methyl, ethyl, propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, isotridecyl, tetradecyl, hexadecyl, stearyl, icosyl, docosyl , tetracosyl, triacontyl, 2-ethylhexyl, 2-butyloctyl, 2-butyldecyl, 2-hexyloctyl, 2-hexyldecyl, 2-octyldecyl, 2-hexyldodecyl, 2-octyldodecyl, 2-decyltetradecyl, 2-dodecylhexadecyl, 2-hexadecyloctadecyl, 2-tetradecyloctadecyl, myristyl, palmityl and stearyl. By alkenyl group within the meaning of the present invention, is meant a linear or branched hydrocarbon-containing group comprising at least one double bond and comprising from 2 to 24 carbon atoms. The alkenyl group can be selected from vinyl, allyl, propenyl, butenyl, isobutenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tetradecenyl and oleic.
- By aryl group within the meaning of the present invention, is meant a polycyclic aromatic hydrocarbon or an aromatic group, substituted or not substituted with an alkyl group. The aryl group can comprise from 6 to 24 carbon atoms. In an embodiment, the aryl group can be selected from the group formed by phenyl, toluyl, xylyl, cumenyl, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, trityl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonylphenyl, decylphenyl, undecylphenyl, dodecylphenyl, phenylphenyl, benzylphenyl, phenyl-styrene, p-cumylphenyl and naphthyl. Within the meaning of the present invention, the cycloalkyl groups and the cycloalkenyl groups can be selected, non-limitatively, from the group constituted by cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, methylcyclopentenyl, methylcyclohexenyl. The cycloalkyl groups and the cycloalkenyl groups can comprise from 3 to 24 carbon atoms.
- In a preferred embodiment of the invention, R3, R4, R5 and R6, identical or different, represent independently an alkyl group comprising from 4 to 18 carbon atoms or an alkenyl group comprising from 2 to 24 carbon atoms. In an embodiment of the invention, X3, X4, X5 and X6 can be identical and can represent a sulphur atom. In another embodiment of the invention, X3, X4, X5 and X6 can be identical and can be an oxygen atom. In another embodiment of the invention, X3 and X4 can represent a sulphur atom and X5 and X6 can represent an oxygen atom. In another embodiment of the invention, X3 and X4 can represent an oxygen atom and X5 and X6 can represent a sulphur atom.
- In another embodiment of the invention; the ratio of the number of sulphur atoms to the number of oxygen atoms (S/O) of the Mo-DTC compound can vary from (1/3) to (3/1). In another embodiment of the invention, the Mo-DTC compound of formula (A) can be selected from a symmetrical Mo-DTC compound, an asymmetrical Mo-DTC compound and a combination thereof. By symmetrical Mo-DTC compound according to the invention, is meant an Mo-DTC compound of formula (III) in which the R3, R4, R5 and R6 groups are identical. By asymmetrical Mo-DTC compound according to the invention, is meant an Mo-DTC compound of formula (III) in which the R3 and R4 groups are identical, the R5 and R6 groups are identical and the R3 and R4 groups are different from the R5 and R6 groups. In a preferred embodiment of the invention, the Mo-DTC compound is a mixture of at least one symmetrical Mo-DTC compound and at least one asymmetrical Mo-DTC compound.
- In an embodiment of the invention, R3 and R4, which are identical, represent an alkyl group comprising from 5 to 15 carbon atoms and R5 and R6, which are identical and different from R3 and R4, represent an alkyl group comprising from 5 to 15 carbon atoms. In a preferred embodiment of the invention, R3 and R4, which are identical, represent an alkyl group comprising from 6 to 10 carbon atoms and R5 and R6 represent an alkyl group comprising from 10 to 15 carbon atoms. In another preferred embodiment of the invention, R3 and R4, which are identical, represent an alkyl group comprising from 10 to 15 carbon atoms and R5 and R6 represent an alkyl group comprising from 6 to 10 carbon atoms. In another preferred embodiment of the invention, R3, R4, R5 and R6, which are identical, represent an alkyl group comprising from 5 to 15 carbon atoms, preferably from 8 to 13 carbon atoms.
- Advantageously, the Mo-DTC compound is selected from the compounds of formula (Ill) in which:
- X3 and X4 represent an oxygen atom,
- X5 and X6 represent a sulphur atom,
- R3 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
- R4 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
- R5 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
- R6 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms.
- Thus, advantageously, the Mo-DTC compound is selected from the compounds of formula (III-a)
- in which the R3, R4, R5 and R6 groups are as defined for formula (III).
- More advantageously, the Mo-DTC compound is a mixture of:
- an Mo-DTC compound of formula (III-a) in which R3, R4, R5 and R6 represent an alkyl group comprising 8 carbon atoms,
- an Mo-DTC compound of formula (III-a) in which R3, R4, R5 and R6 represent an alkyl group comprising 13 carbon atoms, and
- an Mo-DTC compound of formula (III-a) in which R3 and R4 represent an alkyl group comprising 13 carbon atoms and R5 and R6 represent an alkyl group comprising 8 carbon atoms, and/or
- an Mo-DTC compound of formula (A1) in which R3 and R4 represent an alkyl group comprising 8 carbon atoms and R5 and R6 represent an alkyl group comprising 13 carbon atoms.
- As examples of Mo-DTC compounds, the products Molyvan L, Molyvan 807 or Molyvan 822 marketed by R.T. Vanderbilt Company or the products Sakura-lube 200, Sakura-lube 165, Sakura-lube 525 or Sakura-lube 600 marketed by Adeka may be mentioned. In an embodiment of the invention, the content by weight of organomolybdenum compound ranges from 0.05 to 3%, preferably from 0.1 to 2%, advantageously from 0.1 to 1% with respect to the total weight of the lubricant composition.
- Compound Comprising a Dithiophosphate Group
- The lubricant composition according to the invention comprises at least one compound comprising a dithiophosphate group. For the sake of simplicity of the description, the compound comprising a dithiophosphate group is called “dithiophosphate” in the remainder of the present description. The dithiophosphate, without being imitative, can be selected from the ammonium dithiophosphates, the amine dithiophosphates, the ester dithiophosphates and the metal dithiophosphates, alone or in a mixture.
- In an embodiment of the invention, the dithiophosphate is selected from the ammonium dithiophosphates of formula (IV):
- in which R7 and R8 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 1 to 30 carbon atoms.
- In a preferred embodiment of the invention, R7 and R8 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms. In another preferred embodiment of the invention, R7 and R8 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group. In another preferred embodiment of the invention, R7 and R8 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group. In another preferred embodiment of the invention, R7 and R8 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- As examples of ammonium dithiophosphate, the dimethyl ammonium dithiophosphates, the diethyl ammonium dithiophosphates and the dibutyl ammonium dithiophosphates may be mentioned. In another embodiment of the invention, the dithiophosphate is selected from the amine dithiophosphates of general formula (V):
-
- in which:
- R9 and R10 represent independently of one another a hydrocarbon-containing group, optionally substituted, comprising from 1 to 30 carbon atoms,
- R11, R12 and R13 represent independently of one another a hydrogen atom or a hydrocarbon-containing group of 1 to 30 carbon atoms, it being understood that at least one of the R11, R12 and R13 groups does not represent a hydrogen atom.
- in which:
- In a preferred embodiment of the invention, R9 and R10 represent independently of one another a hydrocarbon-containing group, optionally substituted, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms. In another preferred embodiment of the invention, R9 and R10 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group. In another preferred embodiment of the invention, R9 and R10 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group. In another preferred embodiment of the invention, R9 and R10 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom. In another preferred embodiment of the invention, R11, R12 and R13 represent independently of one another a hydrocarbon-containing group comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
- In another embodiment of the invention, the dithiophosphate is selected from the ester dithiophosphates of general formula (VI):
-
- in which:
- R14 and R15 represent independently of one another a hydrocarbon-containing group, optionally substituted, comprising from 1 to 30 carbon atoms,
- R16 and R17 represent independently of one another a hydrocarbon-containing group comprising from 1 to 18 carbon atoms.
- in which:
- In a preferred embodiment of the invention, R14 and R15 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms. In another preferred embodiment of the invention, R14 and R15 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group. In another preferred embodiment of the invention, R14 and R15 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group.
- In another preferred embodiment of the invention, R14 and R15 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom. In another preferred embodiment of the invention, R14 and R15 represent independently of one another, a hydrocarbon-containing group comprising from 2 to 6 carbon atoms. In another preferred embodiment of the invention, R16 and R17 represent independently of one another a hydrocarbon-containing group comprising from 2 to 6 carbon atoms.
- In another embodiment, the dithiophosphate is selected from the metal dithiophosphates of general formula (VII):
-
- in which:
- R18 and R19 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 1 to 30 carbon atoms,
- M represents a metal cation, and
- n is the valency of this metal cation.
- in which:
- In a preferred embodiment of the invention, the metal is selected from the group constituted by zinc, aluminium, copper, iron, mercury, silver, cadmium, tin, lead, antimony, bismuth, thallium, chromium, molybdenum, cobalt, nickel, tungsten, sodium, calcium, magnesium, manganese and arsenic. The preferred metals are zinc, molybdenum, antimony, preferably zinc and molybdenum.* In a preferred embodiment of the invention, the metal is zinc. Mixtures of metals can be used. The metal dithiophosphates are neutral as exemplified in formula (VII) or basic when a stoichiometric excess of metal is present.
- In a preferred embodiment of the invention, R18 and R19 represent independently of one another an optionally substituted hydrocarbon-containing group, comprising from 2 to 24 carbon atoms, more preferentially from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms. In another preferred embodiment of the invention, R18 and R19 represent independently of one another an unsubstituted hydrocarbon-containing group, said hydrocarbon-containing group being able to be an alkyl, alkenyl, alkynyl, phenyl or benzyl group. In another preferred embodiment of the invention, R18 and R19 represent independently of one another a linear or branched hydrocarbon-containing alkyl group, more preferentially a linear hydrocarbon-containing alkyl group. In another preferred embodiment of the invention, R18 and R19 represent independently of one another a hydrocarbon-containing group optionally substituted with at least one oxygen, nitrogen, sulphur and/or phosphorus atom, preferably with at least one oxygen atom.
- Advantageously, the dithiophosphate according to the invention is a zinc dithiophosphate of formula (VII-a) or formula (VII-b):
- in which R18 and R19 are as defined above.
- As metal dithiophosphates according to the invention, Additin® RC 3038, Additin® RC 3045, Additin® RC 3048, Additin® RC 3058, Additin® RC 3080, Additin® RC 3180, Additin® RC 3212, Additin® RC 3580, Kikulube° Z112, Lubrizol® 1371, Lubrizol® 1375, Lubrizol® 1395, Lubrizol® 5179, Oloa® 260, Oloa® 267 may for example be mentioned. In an embodiment of the invention, the content by weight of dithiophosphate ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the lubricant composition.
- Fatty Triamine
- The lubricant composition according to the invention comprises at least one fatty triamine. The fatty triamines are mainly obtained from carboxylic acids. The starting fatty acids for obtaining fatty triamines according to the invention can be selected from myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachidic, heneicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic acids or unsaturated fatty acids such as palmitoleic, oleic, erucic, nervonic, linoleic, a-linolenic, gamma-linolenic, di-homo-gamma-linolenic, arachidonic, eicosapentaenoic, docosahexaenoic acids.
- The preferred fatty acids can originate from the hydrolysis of the triglycerides present in vegetable or animal oils such as coconut, palm, olive, groundnut, rapeseed, sunflower, soya, cotton, linseed oil, beef tallow, etc. The natural oils may have been genetically modified so as to enrich their content of certain fatty acids. By way of example, rapeseed oil or oleic sunflower oil may be mentioned. In an embodiment of the invention, the fatty triamines can be obtained from natural vegetable or animal resources.
- In another embodiment of the invention, the fatty triamine is selected from the compounds of formula (VIII):
-
R20—N—[(CH2)3—NH2]2 (VII) - in which R20 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms, preferentially from 10 to 22 carbon atoms, more preferentially from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms.
-
- In a preferred embodiment of the invention, R20 represents a mixture of at least one saturated alkyl group comprising from 16 to 18 carbon atoms and a mono-unsaturated alkyl group comprising from 16 to 18 carbon atoms.
- In another embodiment of the invention, the fatty triamine is selected from the compounds of formula (IX):
-
R21—NH—(CH2—CH2—CH2—NH)2—H (IX) - in which R21 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms, preferentially from 10 to 22 carbon atoms, more preferentially from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms.
- In an embodiment of the invention, the content by weight of fatty triamine ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the composition. In another embodiment of the invention, the lubricant composition comprises a mass ratio (organomolybdenum compound/fatty triamine) ranging from 1/10 to 1, preferably from 1/5 to 4/5. In another embodiment of the invention, the lubricant composition comprises a mass ratio (organomolybdenum compound/compound comprising a dithiophosphate group/fatty triamine) ranging from 1/10/10 to 1/1/1, preferably ranging from 1/5/5 to 4/5/5.
- Base Oil
- The lubricant compositions according to the invention can contain any type of lubricant base oil, mineral, synthetic or natural, animal or vegetable, suitable for their use. The base oil or oils used in the lubricant compositions according to the present invention can be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized below, alone or in mixture.
-
TABLE I Saturates Sulphur Viscosity content content index (VI) Group I Mineral oils <90% >0.03% 80 ≦ VI < 120 Group II Hydrocracked ≧90% ≦0.03% 80 ≦ VI < 120 oils Group III Hydrocracked or ≧90% ≦0.03% ≧120 hydro-isomerized oils Group IV Polyalphaolefins (PAO) Group V Esters and other bases not included in the bases of groups I to IV - The mineral base oils according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, deasphalting, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing. The base oils of the compositions according to the present invention can also be synthetic oils, such as certain esters of carboxylic acids and of alcohols, or polyalphaolefins. The polyalphaolephins used as base oils are for example obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100° C. comprised between 1.5 and 15 cSt (measured according to the standard ASTM D 445). Their average molecular weight is typically comprised between 250 and 3000 according to the standard ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
- There is no limitation as regards the use of one lubricant base or another in order to produce the lubricant compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, sulphur content, resistance to oxidation, suitable for use in a vehicle engine, preferentially a motor vehicle engine. In an embodiment of the invention, the lubricant bases represent at least 50% by mass, with respect to the total mass of the lubricant composition, preferentially at least 60%, or also at least 70%. Typically, they represent between 75 and 99.9% by mass, with respect to the total mass of the lubricant compositions according to the invention.
- In a preferred embodiment of the invention, the lubricant compositions comprise mineral bases of group I and/or III, or synthetic bases of group IV according to the API classification. In another preferred embodiment of the invention, the lubricant compositions have a kinematic viscosity at 100° C. measured according to the standard ASTM D445 ranging from 4 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt. In another preferred embodiment of the invention, the lubricant compositions have a viscosity index (VI) greater than or equal to 140, preferentially greater than or equal to 150, measured according to the standard ASTM 2270.
- Other Additives
- The lubricant compositions according to the invention can also additionally contain at least one additive selected from the detergents, anti-wear additives different from a dithiophosphate, extreme pressure additives, dispersants, pour-point improvers, anti-foaming agents, thickeners and mixtures thereof. In an embodiment, the lubricant composition can additionally comprise at least one antioxidant additive. The antioxidant additives slow down the degradation of the lubricant compositions in service, in particular of the engine oils in service, degradation which can in particular result in the formation of deposits, the presence of sludges, or an increase in the viscosity of the lubricant composition, in particular of the engine oil. The antioxidant additives act in particular as radical inhibitors or hydroperoxide destroyers. Among the antioxidants commonly used, antioxidants of the phenolic or amine type, or phosphorus- and sulphur-containing antioxidants may be mentioned. Some of these antioxidants, for example the phosphorus- and sulphur-containing antioxidants, may generate ashes. The phenolic antioxidants may be ash-free, or be in the form of neutral or basic metal salts.
- The antioxidant agents can be in particular selected from the sterically hindered phenols, the esters of sterically hindered phenols and the sterically hindered phenols comprising a thioether bridge, the diphenylamines, the diphenylamines substituted with at least one C1-C12 alkyl group, the N,N′ dialkyl aryl diamines and combinations thereof. By sterically hindered phenol, is meant within the meaning of the present invention a compound comprising a phenol group in which at least one vicinal carbon of the carbon bearing the alcohol function is substituted with at least one C1-C10 alkyl group, preferably a C1-C6 alkyl group, preferably a C4 alkyl group, preferably with the tert-butyl group. The amine compounds are another class of antioxidants which can be used, optionally in combination with the phenolic antioxidants. Typical examples are the aromatic amines of formula R22R23R24N, in which R22 represents an aliphatic group or an optionally substituted aromatic group, R23 represents an optionally substituted aromatic group, R24 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R25S(O)zR26, where R25 represents an alkylene group or an alkenylene group, R26 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer equal to 0, 1 or 2. Sulphurized alkyl phenols or their alkali or alkaline-earth metal salts can also be used as antioxidants. Another class of antioxidants is that of the copper compounds, for example the copper thio-or dithiophosphates, salts of copper and of carboxylic acids, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper I and II salts of succinic acid or anhydride can also be used.
- The lubricant composition according to the invention can contain any type of antioxidant additives known to a person skilled in the art. Advantageously, the ash-free antioxidants are used. In an embodiment, the lubricant composition according to the invention can comprise from 0.5 to 2% of at least one antioxidant additive by weight with respect to the total mass of the lubricant composition.
- In an embodiment, the lubricant composition according to the invention can also comprise a detergent additive. The detergent additives reduce in particular the formation of deposits on the surface of the metal parts by dissolving the by-products of oxidation and combustion. The detergents that can be used in the lubricant composition according to the invention are well known to a person skilled in the art. The detergents commonly used in the formulation of lubricant compositions can be anionic compounds comprising a lipophilic long hydrocarbon-containing chain and a hydrophilic head. The associated cation is typically a metal cation of an alkali or alkaline-earth metal. The detergents are preferentially selected from the alkali or alkaline-earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as the salts of phenates. The alkali or alkaline-earth metals are preferentially calcium, magnesium, sodium or barium. These metal salts can contain the metal in an approximately stoichiometric quantity or in excess (in a quantity greater than the stoichiometric quantity). In the latter case, these detergents are referred to as overbased detergents. The excess metal providing the detergent with its overbased character is present in the form of metal salts which are insoluble in oil, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferentially carbonate.
- In an embodiment, the lubricant composition according to the invention can comprise from 2 to 4% by weight of detergent, with respect to the total mass of the lubricant composition. In an embodiment, the lubricant composition according to the invention can also comprise at least one pour point depressant additive. The pour point depressant additives in particular improve the low-temperature behaviour of the lubricant compositions, by slowing down the formation of paraffin crystals. As examples of pour point depressant additives, the alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes may be mentioned.
- In an embodiment, the lubricant composition according to the invention can also comprise at least one dispersant. The dispersants can be selected from the groups formed by the Mannich base or bases. In an embodiment, the lubricant composition according to the invention can comprise from 0.2 to 10% by mass of dispersants with respect to the total mass of the lubricant composition.
- In an embodiment, the lubricant composition can also comprise at least one polymer improving the viscosity index. Among these polymers the polymer esters, the ethylene and propylene copolymers, the homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, and the polymethacrylates (PMA) may be mentioned. In an embodiment, the lubricant composition according to the invention can comprise from 1 to 15% by mass of polymers improving the viscosity index, with respect to the total mass of the lubricant composition.
- In an embodiment of the invention, the lubricant composition comprises:
-
- from 75 to 99.75% of at least one base oil,
- from 0.05 to 3% of at least one organomolybdenum compound,
- from 0.1 to 5% of at least one compound comprising a dithiophosphate group,
- from 0.1 to 5% of at least one fatty triamine.
- In another embodiment of the invention, the lubricant composition comprises:
-
- from 75 to 99.25% of at least one base oil,
- from 0.05 to 3% of at least one organomolybdenum compound,
- from 0.1 to 5% of at least one compound comprising a dithiophosphate group,
- from 0.1 to 5% of at least one fatty triamine,
- from 0.5 to 5% of at least one other additive.
- In another embodiment of the invention, the lubricant composition essentially consists of:
-
- 75 to 99.75% of at least one base oil,
- 0.05 to 3% of at least one organomolybdenum compound,
- 0.1 to 5% of at least one compound comprising a dithiophosphate group,
- 0.1 to 5% of at least one fatty triamine.
- In another embodiment of the invention, the lubricant composition essentially consists of:
-
- 75 to 99.25% of at least one base oil,
- 0.05 to 3% of at least one organomolybdenum compound,
- 0.1 to 5% of at least one compound comprising a dithiophosphate group,
- 0.1 to 5% of at least one fatty triamine,
- 0.5 to 5% of at least one other additive.
- All of the characteristics and preferences presented for the base oil, organomolybdenum compound, compound comprising a dithiophosphate group, the fatty triamine and the additional additive also apply to the above lubricant compositions. In an embodiment of the invention, the lubricant composition is not an emulsion. In another embodiment of the invention, the lubricant composition is anhydrous. An object of the invention is also an engine oil comprising a lubricant composition according to the invention. All of the characteristics and preferences presented for the lubricant composition also apply to the engine oil according to the invention.
- In an embodiment of the invention, the engine oil can be of grades 0W-20 and 5W-30 according to the SAE J300 classification, characterized by a kinematic viscosity at 100° C. (KV100) ranging from 5.6 to 12.5 cSt measured according to the international standard ASTM D445. In another embodiment of the invention, the engine oil can be characterized by a viscosity index, calculated according to the international standard ASTM D2230, greater than or equal to 130, preferably greater than or equal to 150. In order to formulate an engine oil, base oils having a sulphur content less than 0.3%, for example mineral oils of group III, and synthetic bases free of sulphur, preferentially of group IV, or mixtures thereof may advantageously be used.
- An object of the invention is also the use of a lubricant composition as defined above for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines. An object of the invention is also the use of a lubricant composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. An object of the invention is also the use of an abovementioned lubricant composition for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. An object of the invention is also the use of a lubricant composition as defined above for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- By carbon coating according to the invention, is meant any coating comprising carbon. These carbon coatings can be selected from diamond coatings, and more particularly nanodiamond coatings. Such coatings can in particular be presented in the form of at least one nanocrystalline diamond layer, having a purity ranging from 70 to 99%.
- In an embodiment of the invention, the carbon coatings are selected from nanodiamond coatings in the form of at least one nanocrystalline diamond layer having a purity ranging from 70 to 99%, preferentially ranging from 70 to 97%, advantageously of 75% and a thickness ranging from 0.1 to 3μ, preferentially ranging from 0.5 to 2μ, advantageously of 1.5μ. These carbon coatings can also be selected from DLC (Diamond Like Carbon) type coatings. Any type of DLC coating can be used as carbon coating according to the invention. The DLCs group together a set of families of amorphous materials essentially containing carbon.
- Among these families, two families are mainly known and used: the hydrogenated DLCs, in particular the hydrogenated DLCs known as a-C:H and the non-hydrogenated DLCs, in particular the non-hydrogenated DLCs known as a-C or the non-hydrogenated DLCs known as to-C. The DLCs have properties which vary as a function of their sp3 hybrid carbon content and their hydrogen content. Certain variants of DLC can be doped with metal elements, such as iron, chromium or tungsten.
- Compared with diamond coatings, the DLC coatings are generally less mechanically and thermally resistant as these are amorphous materials. However, they are generally less rough and above all can be applied to the majority of substrates at a low temperature. In an embodiment of the invention, the DLCs are selected from the hydrogenated DLCs, in particular the hydrogenated DLCs known as a-C:H. In a preferred embodiment of the invention, the DLCs are selected from the hydrogenated DLCs, in particular the hydrogenated DLCs known as a-C:H containing from 10 to 40% of hydrogen.
- The above use also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The above use also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. The above use also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- The invention also relates to the use of a lubricant composition as defined above for reducing the fuel consumption of vehicles, preferentially of motor vehicles. All of the characteristics and preferences presented for the lubricant composition also apply to the above uses. The invention also relates to a process for the lubrication of mechanical parts, in particular in transmissions and/or vehicle engines, preferentially motor vehicle engines, comprising at least one step of bringing at least one part into contact with a lubricant composition as defined above.
- An object of the invention is also a process for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricant composition as defined above. An object of the invention is also a process for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the surfaces into contact with a lubricant composition as defined above. An object of the invention is also a process for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine, comprising at least one step of bringing at least one of the carbon-covered surfaces into contact with a lubricant composition as defined above.
- The above process also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The above process also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. The above process also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also a process for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle, comprising at least one step of bringing a mechanical part of the vehicle engine into contact with a lubricant composition as defined above. All of the characteristics and preferences presented for the lubricant composition also apply to the above processes. The vehicles can comprise a two or four stroke internal combustion engine.
- The engines can be gasoline engines or diesel engines intended to be supplied with standard gasoline or diesel. By “standard gasoline” or by “standard diesel”, is meant within the meaning of the present invention, engines which are supplied with a fuel obtained after refining of an oil of mineral origin (such as petroleum for example). The engines can also be gasoline engines or diesel engines modified to be supplied with a fuel based on oils originating from renewable materials such as fuels based on alcohol or biodiesel fuel. The vehicles can be light vehicles such as cars and motorcycles. The vehicles can also be heavy goods vehicles, public works vehicles and ships.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- The above use also makes it possible to not worsen, or even to reduce the wear between two steel surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine. The above use also makes it possible to not worsen, or even to reduce the wear between a steel surface and a carbon-covered surface, in particular in a vehicle engine, preferentially a motor vehicle engine. The above use also makes it possible to not worsen, or even to reduce the wear between two carbon-covered surfaces, in particular in a vehicle engine, preferentially a motor vehicle engine.
- An object of the invention is also the use of a fatty triamine in a lubricant composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferentially of a motor vehicle. All of the characteristics and preferences presented for the base oil, the fatty triamine, the organomolybdenum compound and the compound comprising a dithiophosphate group also apply to the above uses.
- The invention also relates to a composition of the additives concentrate type comprising:
- at least one organomolybdenum compound,
- at least one compound comprising a dithiophosphate group, and
- at least one fatty triamine.
- All of the characteristics and preferences presented for the fatty triamine, the organomolybdenum compound and the compound comprising a dithiophosphate group also apply to the composition of the abovementioned additives concentrate type. In an embodiment of the invention, the composition of the additives concentrate type also comprises at least one additional additive. The additional additive can be selected from the abovementioned additives. In an embodiment of the invention, at least one base oil can be added to the composition of the additives concentrate type according to the invention, in order to obtain a lubricant composition according to the invention.
- The different objects of the present invention and their implementations will be better understood on reading the following examples. These examples are given as an indication, non limitatively.
- Lubricant compositions No. 1 to No. 6 are prepared from the following compounds:
- a base oil of group Ill having a viscosity at 100° C. of 4.3 cSt measured according to the standard ASTM D445,
- a compound comprising a dithiophosphate group: zinc dithiophosphate (Lz 1371 marketed by Lubrizol),
- an organomolybdenum compound 1: organomolybdenum complex of formula (l-a) in which R1 represents a hydrocarbon group comprising 11 carbon atoms (Molyvan 855 marketed by Vanderbilt company),
- an organomolybdenum compound 2: molybdenum dithiocarbamate (Sakura-lube 525 marketed by Adeka company),
- a fatty triamine of formula (VIII) in which R20 represents a hydrocarbon group comprising from 16 to 18 carbon atoms (Triameen YT marketed by AKZO). Lubricant compositions No. 1 to No. 6 are described in Table II; the percentages given are percentages by mass.
-
TABLE II Lubricant composition No. 1 No. 2 No. 3 No. 4 No. 5 No. 6 Base oil 100 98.5 98.6 97.5 97.6 99 Compound 1 1 1 1 comprising a dithiophosphate group Organomolybdenum 0.5 0.5 compound 1 Organomolybdenum 0.4 0.4 compound 2 Fatty triamine 1 1 1 - Test 1: Assessment of the Friction Properties of Lubricant Compositions on a Steel/Steel Ccontact
- The friction properties of lubricant compositions No. 1, No. 2 and No. 4 on steel/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed using a ball-on-flat linear tribometer under the following conditions:
- grade of the steel: 100c6
- temperature: 80° C.,
- normal load of 5N,
- travel of 5 mm.
A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. Table Ill shows the coefficient of friction of lubricant compositions No. 1, No. 2 and No. 4. -
TABLE III Composition No. 1 No. 2 No. 4 Coefficient of 0.150 0.035 0.025 friction steel/steel - These results show that lubricant composition according to the invention No. 4 has improved friction properties for steel/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 2). In addition to these results relating to the coefficient of friction, it was observed that the wear to the surface of the balls is not worsened by the use of lubricant composition according to the invention No. 4, in comparison with lubricant composition No. 2.
- Test 2: Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- The friction properties of lubricant compositions No. 1, No. 2, No. 4 and No. 6 on the DLC/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed using a DLC ball/steel flat linear tribometer under the following conditions:
- grade of the steel: 100c6,
- nature of the DLC coating of the balls: hydrogenated DLC a:CH containing between 31 and 33% of hydrogen and having a molar ratio (sp2 carbon/sp3 carbon) equal to 55/45,
- thickness of the DLC layer: 1.5μ,
- temperature: 110° C.,
- normal load of 5 N,
- travel of 10 mm.
A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. - Table IV shows the coefficient of friction of lubricant compositions No. 1, No. 2, No. 4 and No. 6.
-
TABLE IV Composition No. 1 No. 2 No. 4 No. 6 Coefficient of 0.070 0.070 0.053 0.080 friction DLC/steel - These results show that lubricant composition according to the invention No. 4 has improved friction properties on DLC/steel contacts, in comparison with a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 2), as well as in comparison with a lubricant composition comprising a fatty triamine according to the invention but comprising no organomolybdenum compound according to the invention and no compound comprising a dithiophosphate group according to the invention (composition No. 6). It is of interest to note that the coefficient of frictions of lubricant compositions No. 2 and No. 6 are higher than the coefficient of friction of lubricant composition according to the invention No. 4, thus demonstrating a synergistic effect of the combination of an organomolybdenum compound according to the invention, a compound comprising a dithiophosphate group according to the invention and a fatty triamine according to the invention, for reducing friction on DLC/steel contacts. In conjunction with these results relating to the coefficient of friction, it has been observed that the wear of the DLC coating of the balls is not worsened by the use of lubricant composition according to the invention No. 4, in comparison with lubricant compositions No. 2 and No. 6.
- Test 3: Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- The friction properties of lubricant compositions No. 1, No. 2 and No. 4 on DLC/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed using a DLC ball/steel flat HFFR tribometer under the following conditions:
- grade of the steel: 100c6
- nature of the DLC coating: hydrogenated DLC a:CH containing between 31 and 33% of hydrogen and having a molar ratio (sp2 carbon/sp3carbon) equal to 55/45,
- thickness of the DLC layer: 1.5μ,
- temperature: 110° C.,
- frequency: 20 Hz.
A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. Table V shows the coefficient of friction of lubricant compositions No. 1, No. 2 and No. 4. -
TABLE V Composition No. 1 No. 2 No. 4 Coefficient of 0.070 0.090 0.060 friction DLC/steel - These results confirm the results of test 2; in fact, they demonstrate that the lubricant composition according to the invention No. 4 has improved friction properties for DLC/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 2).
- Test 4: Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- The friction properties of lubricant compositions No. 1, No. 3 and No. 5 on the DLC/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed according to the method described in test 3. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. Table VI shows the coefficient of friction of lubricant compositions No. 1, No. 3 and No. 5.
-
TABLE VI Composition No. 1 No. 3 No. 5 Coefficient of 0.070 0.090 0.060 friction DLC/steel - These results confirm the results of test 2 and test 3; in fact, they demonstrate that the lubricant composition according to the invention No. 5 has improved friction properties for DLC/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 3), in the presence of an organomolybdenum compound 2 that is different from organomolybdenum compound 1.
- Lubricant compositions No. 7 to No. 10 are prepared from the following compounds:
- a polyalphaolefin type oil of having a viscosity at 100° C. of 4 cSt measured according to the standard ASTM D445,
- a compound comprising a dithiophosphate group: zinc dithiophosphate (Lz 1371 marketed by Lubrizol company),
- an organomolybdenum compound 1: organomolybdenum complex of formula (l-a) in which R1 represents a hydrocarbon group comprising 11 carbon atoms (Molyvan 855 marketed by Vanderbilt company),
- a fatty triamine of formula (VIII) in which R20 represents a hydrocarbon group comprising from 16 to 18 carbon atoms (Triameen YT marketed by AKZO). Lubricant compositions No. 7 to No. 10 are described in Table VII; the percentages given are percentages by mass.
-
TABLE VII Lubricant composition No. 7 No. 8 No. 9 No. 10 Base oil 100 98.5 97.5 99 Compound 1 1 comprising a dithiophosphate group Organomolybdenum 0.5 0.5 compound 1 Fatty triamine 1 1 - Test 5: Assessment of the Friction Properties of Lubricant Compositions on a Steel/Steel Contact
- The friction properties of lubricant compositions No. 7, No. 8, No. 9 and No. 10 on steel/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed according to the method described in test 1. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. Table VIII shows the coefficient of friction of lubricant compositions No. 7, No. 8, No. 9 and No. 10.
-
TABLE VIII Composition No. 7 No. 8 No. 9 No. 10 Coefficient of 0.140 0.050 0.035 0.120 friction steel/steel - These results show that lubricant composition according to the invention No. 9 has improved friction properties on steel/steel contacts, in comparison with a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8), as well as in comparison with a lubricant composition comprising a fatty triamine according to the invention but comprising no organomolybdenum compound according to the invention and no compound comprising a dithiophosphate group according to the invention (composition No. 10). It is of interest to note that the coefficients of friction of lubricant compositions No. 8 and No. 10 are higher than the coefficient of friction of lubricant composition according to the invention No. 9, thus demonstrating a synergistic effect of the combination of an organomolybdenum compound according to the invention, a compound comprising a dithiophosphate group according to the invention and a fatty triamine according to the invention for reducing friction on steel/steel contacts. In addition to these results relating to the coefficient of friction, it has been observed that the wear to the surface of the balls is not worsened by the use of the lubricant composition according to the invention No. 9, in comparison with the lubricant compositions No. 8 and 10.
- Test 6: Assessment of the Friction Properties of Lubricant Compositions on a Steel/Diamond Contact
- The friction properties of lubricant compositions No. 7, No. 8 and No. 9 on steel/diamond contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed using a nanodiamond ball/steel flat linear tribometer under the following conditions:
- grade of the steel: 100c6,
- nature of the nanodiamond coating: nanocrystalline diamond layer comprising approximately 75% of sp3 hybrid carbon atoms (purity of approximately 75%), of thickness equal to 1.5μ, surface roughness equal to 14 nm, hardness of approximately 74 GPa and having a Young's modulus equal to 620 GPa,
- temperature: 80° C.,
- normal load of 10 N,
- travel of 5 mm.
- A difference of at least 0.01 between two coefficient of friction mass values is considered as significant for showing the influence on said coefficient of friction. Table IX shows the coefficient of friction of lubricant compositions No. 7, No. 8 and No. 9.
-
TABLE IX Composition No. 7 No. 8 No. 9 Coefficient of 0.110 0.070 0.060 friction steel/diamond - These results show that the lubricant composition according to the invention No. 9 has improved friction properties for steel/diamond contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8). In addition to these results relating to the coefficient of friction, it has been observed that the wear of the nanodiamond coating of the balls is not worsened by the use of the lubricant composition according to the invention No. 9, in comparison with the lubricant composition No. 8.
- Test 7: Assessment of the Friction Properties of Lubricant Compositions on a DLC/Steel Contact
- The friction properties of lubricant compositions No. 7, No. 8 and No. 9 on DLC/steel contacts are assessed by measurement of the coefficient of friction. The coefficient of friction is assessed according to the method described in test 2. A difference of at least 0.01 between two coefficient of friction values is considered as significant for showing the influence on said coefficient of friction. Table X shows the coefficient of friction of lubricant compositions No. 7, No. 8 and No. 9.
-
TABLE X Composition No. 7 No. 8 No. 9 Coefficient of 0.070 0.080 0.070 friction steel/diamond - These results show that the lubricant composition according to the invention No. 9 has improved friction properties for DLC/steel contacts, relative to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but comprising no fatty triamine according to the invention (composition No. 8).
- Thus, all of the above examples and tests demonstrate that the presence of a combination of an organomolybdenum compound according to the invention, a compound comprising a dithiophosphate group according to the invention and a fatty triamine according to the invention in a lubricant composition makes it possible to give this composition friction properties that are equivalent, or even improved both on steel/steel contacts and on steel/carbon coating contacts, in particular on steel/nanodiamond contacts but also steel/DLC contacts. The presence of such a combination in a lubricant composition also allows the lubricant composition to retain good anti-wear properties, both on steel/steel contacts and on steel/carbon coating contacts, in particular on steel/nanodiamond contacts but also on steel/DLC contacts.
Claims (19)
R20—N—[(CH2)3—NH2]2 (VIII)
R21—NH—(CH2—CH2—CH2—NH)2—H (IX)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1362843A FR3014898B1 (en) | 2013-12-17 | 2013-12-17 | LUBRICATING COMPOSITION BASED ON FATTY TRIAMINES |
| FR1362843 | 2013-12-17 | ||
| PCT/EP2014/077942 WO2015091466A1 (en) | 2013-12-17 | 2014-12-16 | Lubricant composition made from fatty triamines |
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| US20160312144A1 true US20160312144A1 (en) | 2016-10-27 |
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| US15/105,413 Abandoned US20160312144A1 (en) | 2013-12-17 | 2014-12-16 | Lubricant composition based on fatty triamines |
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|---|---|
| US (1) | US20160312144A1 (en) |
| EP (1) | EP3083907B1 (en) |
| JP (1) | JP6698020B2 (en) |
| KR (1) | KR20160099652A (en) |
| CN (1) | CN105899649B (en) |
| CA (1) | CA2932957A1 (en) |
| FR (1) | FR3014898B1 (en) |
| MA (1) | MA39091B1 (en) |
| WO (1) | WO2015091466A1 (en) |
| ZA (1) | ZA201603922B (en) |
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| US11118128B2 (en) * | 2017-01-24 | 2021-09-14 | Adeka Corporation | Engine oil composition |
| US11268044B2 (en) | 2015-07-23 | 2022-03-08 | Total Marketing Services | Long duration fuel economy lubricating composition |
| EP4559995A1 (en) * | 2023-11-24 | 2025-05-28 | TotalEnergies OneTech | Amine compounds as antiwear agents |
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| JP2016216653A (en) * | 2015-05-22 | 2016-12-22 | Jxエネルギー株式会社 | Lubricating oil composition and system using the same |
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| FR3048433B1 (en) * | 2016-03-03 | 2020-03-13 | Total Marketing Services | LUBRICATING COMPOSITION BASED ON NEUTRALIZED AMINES AND MOLYBDENE |
| FR3063727B1 (en) * | 2017-03-10 | 2019-04-19 | Total Marketing Services | LUBRICATING COMPOSITION FOR GEAR |
| FR3065007B1 (en) * | 2017-04-11 | 2019-07-05 | Total Marketing Services | LUBRICATING COMPOSITION, IN PARTICULAR FOR LIMITING FRICTION |
| FR3065008B1 (en) * | 2017-04-11 | 2020-04-17 | Total Marketing Services | PROCESS FOR LUBRICATING MECHANICAL PARTS |
| CA3092280A1 (en) * | 2018-03-02 | 2019-09-06 | Chevron Oronite Technology B.V. | Lubricating oil composition providing wear protection at low viscosity |
| FR3091874B1 (en) * | 2019-01-22 | 2024-10-18 | Total Marketing Services | Dinuclear molybdenum complex and its use in lubricating compositions |
| FR3118630B1 (en) | 2021-01-06 | 2024-04-19 | Total Marketing Services | Lubricating composition having cold stability and improved fuel eco properties |
| FR3126711A1 (en) | 2021-09-03 | 2023-03-10 | Totalenergies Marketing Services | Lubricant composition with improved cold thickening properties |
| JP7666399B2 (en) * | 2022-05-16 | 2025-04-22 | 株式会社豊田中央研究所 | Lubricant, lubricating composition and sliding machine |
| WO2024165688A1 (en) | 2023-02-09 | 2024-08-15 | Specialty Operations France | Use of a composition as friction coefficient reducer in an oil based lubricating composition for engines and transmissions without clutch, and new synergistic compositions |
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| US11268044B2 (en) | 2015-07-23 | 2022-03-08 | Total Marketing Services | Long duration fuel economy lubricating composition |
| US10800993B2 (en) | 2016-04-08 | 2020-10-13 | Croda International Plc | Lubricated system comprising a DLC surface |
| US11118128B2 (en) * | 2017-01-24 | 2021-09-14 | Adeka Corporation | Engine oil composition |
| EP4559995A1 (en) * | 2023-11-24 | 2025-05-28 | TotalEnergies OneTech | Amine compounds as antiwear agents |
| WO2025109151A1 (en) * | 2023-11-24 | 2025-05-30 | Totalenergies Onetech | Amine compounds as antiwear agents |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2932957A1 (en) | 2015-06-25 |
| EP3083907A1 (en) | 2016-10-26 |
| MA39091A1 (en) | 2017-09-29 |
| FR3014898B1 (en) | 2016-01-29 |
| WO2015091466A1 (en) | 2015-06-25 |
| CN105899649A (en) | 2016-08-24 |
| MA39091B1 (en) | 2018-09-28 |
| FR3014898A1 (en) | 2015-06-19 |
| JP6698020B2 (en) | 2020-05-27 |
| KR20160099652A (en) | 2016-08-22 |
| JP2016540867A (en) | 2016-12-28 |
| ZA201603922B (en) | 2017-09-27 |
| EP3083907B1 (en) | 2020-07-01 |
| CN105899649B (en) | 2019-07-12 |
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