EP2152838B1 - Lubricating composition containing ashfree antiwear agent based on tartaric acid derivative and a molybdenum compound - Google Patents
Lubricating composition containing ashfree antiwear agent based on tartaric acid derivative and a molybdenum compound Download PDFInfo
- Publication number
- EP2152838B1 EP2152838B1 EP08755509A EP08755509A EP2152838B1 EP 2152838 B1 EP2152838 B1 EP 2152838B1 EP 08755509 A EP08755509 A EP 08755509A EP 08755509 A EP08755509 A EP 08755509A EP 2152838 B1 EP2152838 B1 EP 2152838B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricating composition
- molybdenum
- oil
- group
- lubricating
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims description 114
- 230000001050 lubricating effect Effects 0.000 title claims description 72
- 239000003795 chemical substances by application Substances 0.000 title claims description 59
- 239000005078 molybdenum compound Substances 0.000 title claims description 25
- 150000002752 molybdenum compounds Chemical class 0.000 title claims description 25
- 150000003892 tartrate salts Chemical class 0.000 title 1
- -1 molybdenum carboxylates Chemical class 0.000 claims description 48
- 239000003921 oil Substances 0.000 claims description 48
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000005864 Sulphur Substances 0.000 claims description 29
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 28
- 239000003963 antioxidant agent Substances 0.000 claims description 27
- 239000002270 dispersing agent Substances 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 229910052698 phosphorus Inorganic materials 0.000 claims description 23
- 239000011574 phosphorus Substances 0.000 claims description 23
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 21
- 238000002485 combustion reaction Methods 0.000 claims description 21
- 230000003078 antioxidant effect Effects 0.000 claims description 19
- 239000003607 modifier Substances 0.000 claims description 18
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 18
- 239000003599 detergent Substances 0.000 claims description 17
- 229910052750 molybdenum Inorganic materials 0.000 claims description 15
- 239000011733 molybdenum Substances 0.000 claims description 15
- 239000011975 tartaric acid Substances 0.000 claims description 12
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 12
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 11
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 11
- 150000005690 diesters Chemical class 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical class C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 claims description 10
- 235000002906 tartaric acid Nutrition 0.000 claims description 10
- 229960002317 succinimide Drugs 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 6
- 150000003949 imides Chemical class 0.000 claims description 6
- 125000005462 imide group Chemical group 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- PTISTKLWEJDJID-UHFFFAOYSA-N sulfanylidenemolybdenum Chemical class [Mo]=S PTISTKLWEJDJID-UHFFFAOYSA-N 0.000 claims description 3
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000012991 xanthate Substances 0.000 claims description 2
- 150000003873 salicylate salts Chemical class 0.000 claims 1
- 235000019198 oils Nutrition 0.000 description 47
- 239000000314 lubricant Substances 0.000 description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 150000002148 esters Chemical class 0.000 description 15
- 239000000446 fuel Substances 0.000 description 15
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 14
- 239000000654 additive Substances 0.000 description 12
- 150000001412 amines Chemical class 0.000 description 12
- 239000003112 inhibitor Substances 0.000 description 12
- 229940095064 tartrate Drugs 0.000 description 12
- 150000001336 alkenes Chemical class 0.000 description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
- 238000005260 corrosion Methods 0.000 description 10
- 230000007797 corrosion Effects 0.000 description 10
- 229960001367 tartaric acid Drugs 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 239000010705 motor oil Substances 0.000 description 9
- 229920002367 Polyisobutene Polymers 0.000 description 8
- 239000010687 lubricating oil Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- 238000007254 oxidation reaction Methods 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
- 229910000838 Al alloy Inorganic materials 0.000 description 5
- 239000005642 Oleic acid Substances 0.000 description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- 150000003899 tartaric acid esters Chemical class 0.000 description 5
- ADOBXTDBFNCOBN-UHFFFAOYSA-N 1-heptadecene Chemical compound CCCCCCCCCCCCCCCC=C ADOBXTDBFNCOBN-UHFFFAOYSA-N 0.000 description 4
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 4
- 239000007866 anti-wear additive Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000001627 detrimental effect Effects 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000003502 gasoline Substances 0.000 description 4
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 150000002924 oxiranes Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 239000004411 aluminium Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000012612 commercial material Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000012990 dithiocarbamate Substances 0.000 description 3
- 150000002646 long chain fatty acid esters Chemical group 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 229920013639 polyalphaolefin Polymers 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 231100000241 scar Toxicity 0.000 description 3
- 239000000600 sorbitol Substances 0.000 description 3
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 3
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 2
- PJLHTVIBELQURV-UHFFFAOYSA-N 1-pentadecene Chemical compound CCCCCCCCCCCCCC=C PJLHTVIBELQURV-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- JJULABXIXFRDCQ-UHFFFAOYSA-N 2,3,4-tritert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1C(C)(C)C JJULABXIXFRDCQ-UHFFFAOYSA-N 0.000 description 2
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- GLOYGJPNNKTDIG-UHFFFAOYSA-N SC=1N=NSC=1S Chemical class SC=1N=NSC=1S GLOYGJPNNKTDIG-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 239000010775 animal oil Substances 0.000 description 2
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 231100000693 bioaccumulation Toxicity 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 150000001860 citric acid derivatives Chemical class 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 229960001270 d- tartaric acid Drugs 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 150000002193 fatty amides Chemical class 0.000 description 2
- 150000002194 fatty esters Chemical class 0.000 description 2
- 239000013020 final formulation Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 150000004668 long chain fatty acids Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 239000006078 metal deactivator Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 239000010688 mineral lubricating oil Substances 0.000 description 2
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920006389 polyphenyl polymer Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 150000003902 salicylic acid esters Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- 239000010689 synthetic lubricating oil Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- YISRDGYZLHFSJW-UHFFFAOYSA-N (2-pentylphenyl) dihydrogen phosphite Chemical compound CCCCCC1=CC=CC=C1OP(O)O YISRDGYZLHFSJW-UHFFFAOYSA-N 0.000 description 1
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- HCUOEKSZWPGJIM-YBRHCDHNSA-N (e,2e)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N/O)\C(N)=O HCUOEKSZWPGJIM-YBRHCDHNSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- 150000000178 1,2,4-triazoles Chemical class 0.000 description 1
- RDAGYWUMBWNXIC-UHFFFAOYSA-N 1,2-bis(2-ethylhexyl)benzene Chemical class CCCCC(CC)CC1=CC=CC=C1CC(CC)CCCC RDAGYWUMBWNXIC-UHFFFAOYSA-N 0.000 description 1
- YEYQUBZGSWAPGE-UHFFFAOYSA-N 1,2-di(nonyl)benzene Chemical class CCCCCCCCCC1=CC=CC=C1CCCCCCCCC YEYQUBZGSWAPGE-UHFFFAOYSA-N 0.000 description 1
- AFSHUZFNMVJNKX-UHFFFAOYSA-N 1,2-di-(9Z-octadecenoyl)glycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC AFSHUZFNMVJNKX-UHFFFAOYSA-N 0.000 description 1
- AFSHUZFNMVJNKX-LLWMBOQKSA-N 1,2-dioleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC\C=C/CCCCCCCC AFSHUZFNMVJNKX-LLWMBOQKSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- PTYXPKUPXPWHSH-UHFFFAOYSA-N 1-(butyltetrasulfanyl)butane Chemical compound CCCCSSSSCCCC PTYXPKUPXPWHSH-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- QVXGKJYMVLJYCL-UHFFFAOYSA-N 2,3-di(nonyl)-N-phenylaniline Chemical compound C(CCCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCCC QVXGKJYMVLJYCL-UHFFFAOYSA-N 0.000 description 1
- BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 1
- SZATXRHXOOLEFV-UHFFFAOYSA-N 2,6-ditert-butyl-4-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SZATXRHXOOLEFV-UHFFFAOYSA-N 0.000 description 1
- STHGHFNAPPFPQV-UHFFFAOYSA-N 2,6-ditert-butyl-4-propylphenol Chemical compound CCCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 STHGHFNAPPFPQV-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- QDCPNGVVOWVKJG-VAWYXSNFSA-N 2-[(e)-dodec-1-enyl]butanedioic acid Chemical compound CCCCCCCCCC\C=C\C(C(O)=O)CC(O)=O QDCPNGVVOWVKJG-VAWYXSNFSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 1
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical group CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 1
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 1
- WTWGHNZAQVTLSQ-UHFFFAOYSA-N 4-butyl-2,6-ditert-butylphenol Chemical compound CCCCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 WTWGHNZAQVTLSQ-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical group COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- HJRYTDKISXDCLR-UHFFFAOYSA-N C(CCCCCC)C1=C(C=CC=C1)O.[Ba] Chemical compound C(CCCCCC)C1=C(C=CC=C1)O.[Ba] HJRYTDKISXDCLR-UHFFFAOYSA-N 0.000 description 1
- UUNBFTCKFYBASS-UHFFFAOYSA-N C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC Chemical compound C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC UUNBFTCKFYBASS-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 244000061944 Helianthus giganteus Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- QVHMSMOUDQXMRS-UHFFFAOYSA-N PPG n4 Chemical class CC(O)COC(C)COC(C)COC(C)CO QVHMSMOUDQXMRS-UHFFFAOYSA-N 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- VKCLPVFDVVKEKU-UHFFFAOYSA-N S=[P] Chemical compound S=[P] VKCLPVFDVVKEKU-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- CTROOSGUTHXSDG-UHFFFAOYSA-N [S].Cl[S] Chemical compound [S].Cl[S] CTROOSGUTHXSDG-UHFFFAOYSA-N 0.000 description 1
- CIBXCRZMRTUUFI-UHFFFAOYSA-N [chloro-[[chloro(phenyl)methyl]disulfanyl]methyl]benzene Chemical compound C=1C=CC=CC=1C(Cl)SSC(Cl)C1=CC=CC=C1 CIBXCRZMRTUUFI-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000005024 alkenyl aryl group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000002929 anti-fatigue Effects 0.000 description 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000010718 automatic transmission oil Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 150000001556 benzimidazoles Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- QEMXXENZTVUGPT-UHFFFAOYSA-N butyl cyclohex-3-ene-1-carboxylate Chemical compound CCCCOC(=O)C1CCC=CC1 QEMXXENZTVUGPT-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000010724 circulating oil Substances 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
- DZQISOJKASMITI-UHFFFAOYSA-N decyl-dioxido-oxo-$l^{5}-phosphane;hydron Chemical compound CCCCCCCCCCP(O)(O)=O DZQISOJKASMITI-UHFFFAOYSA-N 0.000 description 1
- BVXOPEOQUQWRHQ-UHFFFAOYSA-N dibutyl phosphite Chemical compound CCCCOP([O-])OCCCC BVXOPEOQUQWRHQ-UHFFFAOYSA-N 0.000 description 1
- HEGXHCKAUFQNPC-UHFFFAOYSA-N dicyclohexyl hydrogen phosphite Chemical compound C1CCCCC1OP(O)OC1CCCCC1 HEGXHCKAUFQNPC-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- CUKQEWWSHYZFKT-UHFFFAOYSA-N diheptyl hydrogen phosphite Chemical compound CCCCCCCOP(O)OCCCCCCC CUKQEWWSHYZFKT-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- OKXAFOJPRGDZPB-UHFFFAOYSA-N dioctadecoxy(oxo)phosphanium Chemical compound CCCCCCCCCCCCCCCCCCO[P+](=O)OCCCCCCCCCCCCCCCCCC OKXAFOJPRGDZPB-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- CWIFFEDJNKOXKL-UHFFFAOYSA-N dipentyl phenyl phosphite Chemical compound CCCCCOP(OCCCCC)OC1=CC=CC=C1 CWIFFEDJNKOXKL-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical class C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical class CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- WOLATMHLPFJRGC-UHFFFAOYSA-N furan-2,5-dione;styrene Chemical compound O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 WOLATMHLPFJRGC-UHFFFAOYSA-N 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010699 lard oil Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 150000002690 malonic acid derivatives Chemical class 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- XGFDHKJUZCCPKQ-UHFFFAOYSA-N n-nonadecyl alcohol Natural products CCCCCCCCCCCCCCCCCCCO XGFDHKJUZCCPKQ-UHFFFAOYSA-N 0.000 description 1
- LVZUNTGFCXNQAF-UHFFFAOYSA-N n-nonyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(CCCCCCCCC)C1=CC=CC=C1 LVZUNTGFCXNQAF-UHFFFAOYSA-N 0.000 description 1
- RQVGZVZFVNMBGS-UHFFFAOYSA-N n-octyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(CCCCCCCC)C1=CC=CC=C1 RQVGZVZFVNMBGS-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- LQNPIBHEOATAEO-UHFFFAOYSA-N octanoate;octylazanium Chemical compound CCCCCCCCN.CCCCCCCC(O)=O LQNPIBHEOATAEO-UHFFFAOYSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000005325 percolation Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920005652 polyisobutylene succinic anhydride Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- 229940095068 tetradecene Drugs 0.000 description 1
- JZALLXAUNPOCEU-UHFFFAOYSA-N tetradecylbenzene Chemical class CCCCCCCCCCCCCCC1=CC=CC=C1 JZALLXAUNPOCEU-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical class OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- VQOXUMQBYILCKR-UHFFFAOYSA-N tridecaene Natural products CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 1
- OHRVKCZTBPSUIK-UHFFFAOYSA-N tridodecyl phosphate Chemical compound CCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCC)OCCCCCCCCCCCC OHRVKCZTBPSUIK-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 239000010723 turbine oil Substances 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 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
- 239000011787 zinc oxide Substances 0.000 description 1
- USEBTXRETYRZKO-UHFFFAOYSA-L zinc;n,n-dioctylcarbamodithioate Chemical compound [Zn+2].CCCCCCCCN(C([S-])=S)CCCCCCCC.CCCCCCCCN(C([S-])=S)CCCCCCCC USEBTXRETYRZKO-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M141/12—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 compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/72—Esters of polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/028—Overbased salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- 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
- C10M2215/08—Amides
-
- 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
- C10M2215/082—Amides 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/086—Imides
-
- 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
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
- C10M2215/224—Imidazoles
-
- 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
- C10M2215/28—Amides; Imides
-
- 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
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/046—Overbasedsulfonic acid 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
- 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
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased 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
- C10M2223/043—Ammonium or amine salts thereof
-
- 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
- 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
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
-
- 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
- C10N2030/40—Low content or no content compositions
- C10N2030/42—Phosphor free or low phosphor content compositions
-
- 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
- C10N2030/40—Low content or no content compositions
- C10N2030/43—Sulfur free or low sulfur content compositions
-
- 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
- C10N2030/40—Low content or no content compositions
- C10N2030/45—Ash-less or low ash content
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Definitions
- the invention provides a lubricating composition containing an oil of lubricating viscosity, an oil soluble molybdenum compound, and an ashless antiwear agent.
- the invention further provides for a new antioxidant.
- the lubricating composition is suitable for lubricating an internal combustion engine.
- Lubricants function to reduce and disperse engine deposits which accumulate when the engines are running. They also serve to reduce the friction between sliding moving parts (typically metallic or ceramic) that are in contact.
- lubricating oils It is well known for lubricating oils to contain a number of additives (including antiwear agents, antioxidants, dispersants, detergents etc.) used to protect the mechanical devices such as internal combustion engines from wear, oxidation, soot deposits and acidity build up.
- a common antiwear additive for engine lubricating oils is zinc dialkyldithiophosphate (ZDDP). It is believed that ZDDP antiwear additives protect the engine by forming a protective film on metal surfaces. ZDDP is also believed to have a detrimental impact on fuel economy and efficiency. Consequently, engine lubricants also contain friction modifier to obviate the detrimental impact of ZDDP on fuel economy and efficiency. Both ZDDP and friction modifier function by adsorption on sliding surfaces, and each may interfere with each other's respective functions.
- engine lubricants containing phosphorus compounds and sulphur have been shown to contribute in part to particulate emissions, and emissions of other pollutants.
- sulphur and phosphorus tend to poison the catalysts used in catalytic converters, resulting in a reduction in performance of said catalysts.
- WO 2005/087904 discloses a lubricant composition containing at least one hydroxycarboxylic acid ester or hydroxy polycarboxylic acid.
- the lubricant composition disclosed may also contain zinc dihydrocarbyldithiophosphates, or other phosphorous-containing additives such as trilauryl phosphate or triphenylphosphorothionate.
- the lubricant composition has anti-wear or anti-fatigue properties.
- US Patent 5,338,470 discloses alkylated citric acid derivatives obtained as a reaction product of citric acid and an alkyl alcohol or amine.
- the alkylated citric acid derivative is effective as an antiwear agent and friction modifier.
- U.S. Patent 4,237,022 discloses tartrimides useful as additives in lubricants and fuels for effective reduction in squeal and friction as well as improvement in fuel economy.
- U.S. Patent 4,952,328 discloses lubricating oil compositions for internal combustion engines, comprising (A) oil of lubricating viscosity, (B) a carboxylic derivative produced by reacting a succinic acylating agent with certain amines, and (C) a basic alkali metal salt of sulphonic or carboxylic acid.
- U.S. Patent 4,326,972 discloses lubricant compositions for improving fuel economy of internal combustion engines.
- the composition includes a specific sulphurised composition (based on an ester of a carboxylic acid) and a basic alkali metal sulphonate.
- U.S. Patent Application 60/867534 discloses malonate esters suitable as antiwear agents.
- Canadian Patent CA 1 183 125 discloses lubricants for gasoline engines containing alkyl-ester tartrates, where the sum of carbon atoms on the alkyl groups is at least 8.
- a lubricating composition capable of providing at least one of (i) reducing or preventing phosphorus emissions, (ii) reducing or preventing sulphur emissions, (ii) wholly or partially replacing ZDDP in lubricating oils, (iii) improving fuel economy, (iv) fuel economy retention/efficiency, and (v) oxidation control.
- the present invention provides an antiwear agent capable of achieving at least one of (i), (ii) (iii), (iv), and (v).
- the antiwear agent may also be desirable for the antiwear agent to not have a detrimental affect on other components of a mechanical device. It may also be desirable for the antiwear agent to have antioxidant performance.
- the invention provides a lubricating composition
- a lubricating composition comprising an oil of lubricating viscosity, an oil-soluble molybdenum compound, and an ashless antiwear agent represented by Formula (1): wherein
- the lubricating composition is characterised as having at least one of (i) a sulphur content of 0.8 wt % or less, (ii) a phosphorus content of 0.2 wt % or less, or (iii) a sulphated ash content of 2 wt % or less.
- the lubricating composition is characterised as having (i) a sulphur content of 0.5 wt % or less, (ii) a phosphorus content of 0.1 wt % or less, and (iii) a sulphated ash content of 1.5 wt % or less.
- the invention provides a method of lubricating an internal combustion engine comprising, supplying to the internal combustion engine a lubricating compositions as disclosed herein.
- a lubricating composition as disclosed herein for providing at least one of (i) reducing or preventing phosphorus emissions, (ii) reducing or preventing sulphur emissions, (ii) wholly or partially replacing ZDDP in lubricating oils, (iii) improving fuel economy, and (iv) fuel economy retention/efficiency.
- the compound of Formula (1 1 ) as an antioxidant in a lubricant, wherein the compound of Formula (1 1 ) is an ester (such as a monoester, a diester or a triester).
- Also described herein is the use of the compound of Formula (1 1 ) as an antioxidant in a lubricant, wherein the compound of Formula (1 1 ) is not a citrate.
- a tartaric acid derivative typically a tartrate ester
- the present invention provides a lubricating composition and a method for lubricating an engine as disclosed above.
- the oil-soluble molybdenum compound may have the functional performance of an antiwear agent, an antioxidant, a friction modifier, or mixtures thereof.
- the oil-soluble molybdenum compound includes molybdenum dithiocarbamates, molybdenum dialkyldithiophosphates, amine salts of molybdenum compounds, molybdenum xanthates, molybdenum sulphides, molybdenum carboxylates, molybdenum alkoxides, or mixtures thereof.
- the molybdenum sulphides include molybdenum disulphide.
- the molybdenum disulphide may be in the form of stable dispersions.
- oil-soluble molybdenum compound may be selected from the group consisting of molybdenum dithiocarbamates, molybdenum dialkyldithiophosphates, amine salts of molybdenum compounds, and mixtures thereof. In one embodiment the oil-soluble molybdenum compound is a molybdenum dithiocarbamate.
- molybdenum dithiocarbamates which may be used as an antioxidant include commercial materials sold under the trade names such as Molyvan 822TM and MolyvanTM A from R. T. Vanderbilt Co., Ltd., and Adeka Sakura-LubeTM S-100, S-165, S-515, and S-600 from Asahi Denka Kogyo K. K and mixtures thereof.
- the oil-soluble molybdenum compound is present in an amount sufficient to provide 0.5 ppm to 2000 ppm of molybdenum and may be present in an amount sufficient to provide 1 ppm to 700 ppm, 1 ppm to 550 ppm, 5 ppm to 300 ppm, or 20 ppm to 250 ppm of molybdenum.
- the compound of Formula (1) is an ashless antiwear agent, and it may also act as an antioxidant.
- the compound of Formula (1) contains an imide group.
- the compound of Formula (1) has m, n, X, and R 1 , R 2 and R 6 defined as follows: m is 1, n is 2, X is >CHOR 6 , and R 1 , R 2 and R 6 are independently hydrocarbyl groups containing 4 to 30 carbon atoms.
- Y and Y' are both -O-.
- the compound of Formula (1) has m, n, X, Y, Y' and R 1 , R 2 and R 6 defined as follows: m is 1, n is 2, X is >CHOR 6 ; Y and Y' are both -O-, R 1 and R 2 are independently hydrocarbyl groups containing 4 to 30 carbon atoms, and R 6 is hydrogen or a hydrocarbyl group containing 4 to 30 carbon atoms.
- the ashless antiwear agent includes imides, di-esters, di-amides or ester-amides. In one embodiment the antiwear agent includes imides, di-esters, di-amides, or ester-amides.
- the di-esters, di-amides, ester-amide compounds of Formula (1) may be prepared by reacting a dicarboxylic acid (such as tartaric acid), with an amine or alcohol, optionally in the presence of a known esterification catalyst.
- a dicarboxylic acid such as tartaric acid
- the amine or alcohol typically has sufficient carbon atoms to fulfill the requirements of R 1 and/or R 2 as defined in Formula (1).
- R 1 and R 2 are independently linear or branched hydrocarbyl groups. In one embodiment the hydrocarbyl groups are branched. In one embodiment the hydrocarbyl groups are linear.
- the R 1 and R 2 may be incorporated into Formula (1) by either an amine or an alcohol.
- the alcohol includes both monohydric alcohol and polyhydric alcohol.
- the carbon atoms of the alcohol may be linear chains, branched chains, or mixtures thereof.
- branched alcohol examples include 2-ethylhexanol, isotridecanol, Guerbet alcohols, or mixtures thereof.
- Examples of a monohydric alcohol include methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, or mixtures thereof.
- the monohydric alcohol contains 5 to 20 carbon atoms.
- the alcohol includes either a monohydric alcohol or a polyhydric alcohol.
- suitable polyhydric alcohol include ethylene glycol, propylene glycol, 1,3-butylene glycol, 2,3-butylene glycol, 1,5-pentane diol, 1,6-hexane diol, glycerol, sorbitol, pentaerythritol, trimethylolpropane, starch, glucose, sucrose, methylglucoside, or mixtures thereof.
- the polyhydric alcohol is used in a mixture along with a monohydric alcohol. Typically, in such a combination the monohydric alcohol constitutes at least 60 mole percent, or at least 90 mole percent of the mixture.
- the ashless antiwear agent is derived from tartaric acid.
- the tartaric acid used for preparing the tartrates of the invention can be commercially available, and it is likely to exist in one or more isomeric forms such as d-tartaric acid, 1-tartaric acid or mesotartaric acid, often depending on the source (natural) or method of synthesis (from maleic acid).
- a racemic mixture of d-tartaric acid and 1-tartaric acid is obtained from a catalysed oxidation of maleic acid with hydrogen peroxide (with tungstic acid catalyst).
- These derivatives can also be prepared from functional equivalents to the diacid readily apparent to those skilled in the art, such as esters, acid chlorides, or anhydrides.
- resultant tartrates may be solid, semi-solid, or oil depending on the particular alcohol used in preparing the tartrate.
- tartrates are advantageously soluble and/or stably dispersible in such oleaginous compositions.
- compositions intended for use in oils are typically oil-soluble and/or stably dispersible in an oil in which they are to be used.
- oil-soluble as used in this specification and appended claims does not necessarily mean that all the compositions in question are miscible or soluble in all proportions in all oils.
- composition is soluble in an oil (mineral, synthetic, etc.) in which it is intended to function to an extent which permits the solution to exhibit one or more of the desired properties.
- oil mineral, synthetic, etc.
- solutions it is not necessary that such "solutions" be true solutions in the strict physical or chemical sense. They may instead be micro-emulsions or colloidal dispersions which, for the purpose of this invention, exhibit properties sufficiently close to those of true solutions to be, for practical purposes, interchangeable with them within the context of this invention.
- the ashless antiwear agent is derived from at least one of hydroxy-polycarboxylic acid di-ester, a hydroxy-polycarboxylic acid di-amide, and a hydroxy -polycarboxylic acid ester-amide, wherein the hydroxy -polycarboxylic acid is tartaric acid.
- the di-esters, di-amides, ester-amide, compounds are derived from a compound of Formula (1). In one embodiment the di-esters, di-amides, ester-amide, compounds are derived from a compound of Formula (1).
- the ashless antiwear agent includes imide, di-esters, di-amides, ester-amide derivatives of tartaric acid.
- the ashless antiwear agent of the invention may also function as rust and corrosion inhibitors, friction modifiers, antiwear agents and demulsifiers.
- the ashless antiwear agent is not borated.
- the ashless antiwear agent of the may be present at 0.1 to 5 wt % of the lubricating composition.
- the lubricating composition comprises an oil of lubricating viscosity.
- oils include natural and synthetic oils, oil derived from hydrocracking, hydrogenation, and hydrofinishing, unrefined, refined and re-refined oils and mixtures thereof.
- Unrefined oils are those obtained directly from a natural or synthetic source generally without (or with little) further purification treatment.
- Refined oils are similar to the unrefined oils except they have been further treated in one or more purification steps to improve one or more properties.
- Purification techniques include solvent extraction, secondary distillation, acid or base extraction, filtration, percolation and the like.
- Re-refined oils are also known as reclaimed or reprocessed oils, and are obtained by processes similar to those used to obtain refined oils and often are additionally processed by techniques directed to removal of spent additives and oil breakdown products.
- Natural oils useful in making the inventive lubricants include animal oils, vegetable oils (e.g., castor oil,), mineral lubricating oils such as liquid petroleum oils and solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types and oils derived from coal or shale or mixtures thereof.
- animal oils e.g., castor oil,
- mineral lubricating oils such as liquid petroleum oils and solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types and oils derived from coal or shale or mixtures thereof.
- Synthetic lubricating oils are useful and include hydrocarbon oils such as polymerized, oligomerised, or interpolymerised olefins (e.g., polybutylenes, polypropylenes, propyleneisobutylene copolymers); poly(1-hexenes), poly(1-octenes), trimers or oligomers of 1-decene, e.g., poly(1-decenes), such materiels being often referred to as poly ⁇ -olefins, and mixtures thereof; alkyl-benzenes (e.g.
- dodecylbenzenes dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di-(2-ethylhexyl)-benzenes); polyphenyls (e.g., biphenyls, terphenyls, alkylated polyphenyls); diphenyl alkanes, alkylated diphenyl alkanes, alkylated diphenyl ethers and alkylated diphenyl sulphides and the derivatives, analogs and homologs thereof or mixtures thereof.
- polyphenyls e.g., biphenyls, terphenyls, alkylated polyphenyls
- diphenyl alkanes alkylated diphenyl alkanes, alkylated diphenyl ethers and alkylated diphenyl sulphides and the derivatives, analogs and homologs thereof or mixtures thereof
- oils include polyol esters (such as Prolube®3970), diesters, liquid esters of phosphorus-containing acids (e.g., tricresyl phosphate, trioctyl phosphate, and the diethyl ester of decane phosphonic acid), or polymeric tetrahydrofurans.
- Synthetic oils may be produced by Fischer-Tropsch reactions and typically may be hydroisomerised Fischer-Tropsch hydrocarbons or waxes. In one embodiment oils may be prepared by a Fischer-Tropsch gas-to-liquid synthetic procedure as well as other gas-to-liquid oils.
- Oils of lubricating viscosity may also be defined as specified in the American Petroleum Institute (API) Base Oil Interchangeability Guidelines.
- the five base oil groups are as follows: Group I (sulphur content >0.03 wt %, and/or ⁇ 90 wt % saturates, viscosity index 80-120); Group II (sulphur content ⁇ 0.03 wt %, and ⁇ 90 wt % saturates, viscosity index 80-120); Group III (sulphur content ⁇ 0.03 wt %, and ⁇ 90 wt % saturates, viscosity index ⁇ 120); Group IV (all polyalphaolefins (PAOs)); and Group V (all others not included in Groups I, II, III, or IV).
- PAOs polyalphaolefins
- the oil of lubricating viscosity comprises an API Group I, Group II, Group III, Group IV, Group V oil or mixtures thereof. Often the oil of lubricating viscosity is an API Group I, Group II, Group III, Group IV oil or mixtures thereof. Alternatively the oil of lubricating viscosity is often an API Group II, Group III or Group IV oil or mixtures thereof.
- the amount of the oil of lubricating viscosity present is typically the balance remaining after subtracting from 100 wt % the sum of the amount of the ashless antiwear agent, the oil-soluble molybdenum compound and the other performance additives.
- the lubricating composition may be in the form of a concentrate and/or a fully formulated lubricant. If the lubricating composition of the invention (comprising (i) the ashless antiwear agent and (ii) the oil-soluble molybdenum compound) is in the form of a concentrate (which may be combined with additional oil to form, in whole or in part, a finished lubricant), the ratio of the of components of the invention to the oil of lubricating viscosity and/or to diluent oil include the ranges of 1:99 to 99:1 by weight, or 80:20 to 10:90 by weight.
- the composition optionally comprises other performance additives.
- the other performance additives comprise at least one of metal deactivators, viscosity modifiers, detergents, friction modifiers (other than an oil-soluble molybdenum compound or a compound of Formula (1)), antiwear agents (other than the ashless antiwear agent of the invention), corrosion inhibitors, dispersants, dispersant viscosity modifiers, extreme pressure agents, antioxidants (other than an oil-soluble molybdenum compound of the invention), foam inhibitors, demulsifiers, pour point depressants, seal swelling agents and mixtures thereof.
- fully-formulated lubricating oil will contain one or more of these performance additives.
- the lubricating composition comprises the ashless antiwear agent and further comprises at least one of a viscosity modifier, an antioxidant, an overbased detergent, a succinimide dispersant, or mixtures thereof.
- the lubricating composition comprising the ashless antiwear agent further comprises a phosphorus-containing antiwear agent.
- the lubricant composition optionally further comprises other known neutral or overbased detergents.
- Suitable detergent substrates include phenates, sulphur containing phenates, sulphonates, salixarates, salicylates, carboxylic acid, phosphorus acid, mono- and/or di- thiophosphoric acid, alkyl phenol, sulphur coupled alkyl phenol compounds, or saligenins.
- the detergent substrate is typically salted with a metal such as calcium, magnesium, potassium, sodium, or mixtures thereof.
- the lubricating composition further includes an overbased detergent.
- the overbased detergent includes phenates, sulphur containing phenates, sulphonates, salixarates, salicylates, or mixtures thereof.
- the detergent may be present at 0 wt % to 10 wt %, or 0.1 wt % to 8 wt %, or 1 wt % to 4 wt %, or greater than 4 to 8 wt %.
- Dispersants are often known as ashless-type dispersants because, prior to mixing in a lubricating oil composition, they do not contain ash-forming metals and they do not normally contribute any ash forming metals when added to a lubricant and polymeric dispersants.
- Ashless type dispersants are characterised by a polar group attached to a relatively high molecular weight hydrocarbon chain.
- Typical ashless dispersants include N-substituted long chain alkenyl succinimides. Examples of N-substituted long chain alkenyl succinimides include polyisobutylene succinimide with number average molecular weight of the polyisobutylene substituent in the range 350 to 5000, or 500 to 3000.
- Succinimide dispersants and their preparation are disclosed, for instance in US Patent 3,172,892 or US Patent 4,234,435 or in EP 0355895 .
- Succinimide dispersants are typically the imide formed from a polyamine, typically a poly(ethyleneamine).
- the invention further comprises at least one polyisobutylene succinimide dispersant derived from polyisobutylene with number average molecular weight in the range 350 to 5000, or 500 to 3000.
- the polyisobutylene succinimide may be used alone or in combination with other dispersants.
- the invention further comprises at least one dispersant derived from polyisobutylene succinic anhydride, an amine and zinc oxide to form a polyisobutylene succinimide complex with zinc.
- the polyisobutylene succinimide complex with zinc may be used alone or in combination.
- Mannich bases Another class of ashless dispersant is Mannich bases.
- Mannich dispersants are the reaction products of alkyl phenols with aldehydes (especially formaldehyde) and amines (especially polyalkylene polyamines).
- the alkyl group typically contains at least 30 carbon atoms.
- the dispersants may also be post-treated by conventional methods by a reaction with any of a variety of agents. Among these are boron, urea, thiourea, dimercaptothiadiazoles, carbon disulphide, aldehydes, ketones, carboxylic acids, hydrocarbon-substituted succinic anhydrides, maleic anhydride, nitriles, epoxides, and phosphorus compounds.
- the dispersant may be present at 0 wt % to 20 wt %, or 0.1 wt % to 15 wt %, or 0.1 wt % to 10 wt %, or I wt % to 6 wt %, or 7 wt % to 12 wt % of the lubricating composition.
- Antioxidant compounds include for example, sulphurised olefins (typically sulphurised 4-carbobutoxy cyclohexene, or triphenylphosphite equivalents thereof, or olefin sulphide), alkylated diphenylamines (e.g., nonyl diphenylamine, typically di-nonyl diphenylamine, octyl diphenylamine, di-octyl diphenylamine), hindered phenols, or mixtures thereof.
- Antioxidant compounds may be used alone or in combination.
- the antioxidant may be present in ranges 0 wt % to 20 wt %, or 0.1 wt % to 10 wt %, or 1 wt % to 5 wt %, of the lubricating composition.
- the hindered phenol antioxidant often contains a secondary butyl and/or a tertiary butyl group as a sterically hindering group.
- the phenol group is often further substituted with a hydrocarbyl group and/or a bridging group linking to a second aromatic group.
- Suitable hindered phenol antioxidants include 2,6-di-tert-butylphenol, 4-methyl-2,6-di-tert-butylphenol, 4-ethyl-2,6-di-tert-butylphenol, 4-propyl-2,6-di-tert-butylphenol or 4-butyl-2,6-di-tert-butylphenol, or 4-dodecyl-2,6-di-tert-butylphenol.
- the hindered phenol antioxidant is an ester and may include, e.g., IrganoxTM L-135 from Ciba or an addition product derived from 2,6-di-tert-butylphenol and an alkyl acrylate, wherein the alkyl group may contain 1 to 18, or 2 to 12, or 2 to 8, or 2 to 6, or 4 carbon atoms.
- IrganoxTM L-135 from Ciba
- an addition product derived from 2,6-di-tert-butylphenol and an alkyl acrylate wherein the alkyl group may contain 1 to 18, or 2 to 12, or 2 to 8, or 2 to 6, or 4 carbon atoms.
- the lubricant does not contain (or contains reduced amounts of) phenolic antioxidant, when the compound of Formula (1) is employed.
- This embodiment may be useful because the compound of Formula (1) may be used as a partial or whole replacement for phenolic antioxidants. It is believed that during the preparation of tertiary butyl phenols trace amounts of an impurity tris-tert-butyl phenol are formed and retained in the final product. Tris-tert-butyl phenol is known to bioaccumulate and builds up to high concentrations in sediment. Thus employing the compound of Formula (1) as an antioxidant may allow for reduction of bioaccumulants.
- Viscosity modifiers include hydrogenated copolymers of styrenebutadiene, ethylene-propylene copolymers, polyisobutenes, hydrogenated styrene-isoprene polymers, hydrogenated isoprene polymers, polymethacrylates, polyacrylates, polyalkyl styrenes, hydrogenated alkenyl aryl conjugated diene copolymers, polyolefins, esters of maleic anhydride-styrene copolymers, or esters of (alpha-olefin maleic anhydride) copolymers, or mixtures thereof.
- Dispersant viscosity modifiers include functionalised polyolefins, for example, ethylene-propylene copolymers that have been functionalised with the reaction product of an acylating agent (such as maleic anhydride) and an amine; polymethacrylates functionalised with an amine, or esterified maleic anhydride-styrene copolymers reacted with an amine.
- an acylating agent such as maleic anhydride
- the total amount of viscosity modifier and/or dispersant viscosity modifier may be 0 wt % to 20 wt %, 0.1 wt % to 15 wt %, or 0.1 wt % to 10 wt %, of the lubricating composition.
- the lubricant composition optionally further comprises at least one other antiwear agent other than the ashless antiwear agent of the invention.
- suitable antiwear agents include phosphate esters, sulphurised olefins, sulphur-containing anti-wear additives including metal dihydrocarbyldithiophosphates (such as zinc dialkyldithiophosphates), thiocarbamate-containing compounds including, thiocarbamate esters, alkylene-coupled thiocarbamates, and bis(S-alkyldithiocarbamyl) disulphides.
- the dithiocarbamate-containing compounds may be prepared by reacting a dithiocarbamate acid or salt with an unsaturated compound.
- the dithiocarbamate containing compounds may also be prepared by simultaneously reacting an amine, carbon disulphide and an unsaturated compound. Generally, the reaction occurs at a temperature of 25 °C to 125 °C.
- US Patents 4,758,362 and 4,997,969 describe dithiocarbamate compounds and methods of making them.
- Suitable olefins that may be sulphurised to form an the sulphurised olefin include propylene, butylene, isobutylene, pentene, hexane, heptene, octane, nonene, decene, undecene, dodecene, undecyl, tridecene, tetradecene, pentadecene, hexadecene, heptadecene, octadecene, octadecenene, nonodecene, eicosene or mixtures thereof.
- hexadecene, heptadecene, octadecene, octadecenene, nonodecene, eicosene or mixtures thereof and their dimers, trimers and tetramers are especially useful olefins.
- the olefin may be a Diels-Alder adduct of a diene such as 1,3-butadicne and an unsaturated ester, such as, butylacrylate.
- sulphurised olefin includes fatty acids and their esters.
- the fatty acids are often obtained from vegetable oil or animal oil and typically contain 4 to 22 carbon atoms.
- suitable fatty acids and their esters include triglycerides, oleic acid, linoleic acid, palmitoleic acid or mixtures thereof.
- the fatty acids are obtained from lard oil, tall oil, peanut oil, soybean oil, cottonseed oil, sunflower seed oil or mixtures thereof.
- fatty acids and/or ester are mixed with olefins, such as ⁇ -olefins.
- the ashless antiwear agent (which may also be described as a friction modifier) may be a monoester of a polyol and an aliphatic carboxylic acid, often an acid containing 12 to 24 carbon atoms.
- the monoester of a polyol and an aliphatic carboxylic acid is in the form of a mixture with a sunflower oil or the like, which may be present in the ashless antiwear agent mixture include 5 to 95, or in other embodiments 10 to 90, or 20 to 85, or 20 to 80 weight percent of said mixture.
- the aliphatic carboxylic acids (especially a monocarboxylic acid) which form the esters are those acids typically containing 12 to 24 or 14 to 20 carbon atoms. Examples of carboxylic acids include dodecanoic acid, stearic acid, lauric acid, behenic acid, and oleic acid.
- Polyols include diols, triols, and alcohols with higher numbers of alcoholic OH groups.
- Polyhydric alcohols include ethylene glycols, including di-, tri- and tetraethylene glycols; propylene glycols, including di-, tri- and tetrapropylene glycols; glycerol; butanediol; hexanediol; sorbitol; arabitol; mannitol; sucrose; fructose; glucose; cyclohexane diol; erythritol; and pentaerythritols, including di- and tripentaerythritol.
- the polyol is diethylene glycol, triethylene glycol, glycerol, sorbitol, pentaerythritol or dipentaerythritol.
- the commercial material known as glycerol monooleate is believed to include about 60 ⁇ 5 percent by weight of the chemical species "glycerol monooleate,” along with 35 ⁇ 5 percent glycerol dioleate, and less than about 5 percent trioleate and oleic acid.
- the amounts of the monoesters, described below, are the amounts of the commercial grade material.
- the antiwear agent may be present in ranges including 0 wt % to 15 wt %, or 0 wt % to 10 wt %, or 0.05 wt % to 5 wt %, or 0.1 wt % to 3 wt % of the lubricating composition.
- the lubricating composition is free of zinc dihydrocarbyl dithiophosphate. In one embodiment the lubricating composition further includes zinc dihydrocarbyl dithiophosphate.
- EP agents include chlorinated wax; organic sulphides and polysulphides such as dibenzyldisulphide, bis-(chlorobenzyl) disulphide, dibutyl tetrasulphide, sulphurised methyl ester of oleic acid, sulphurised alkylphenol, sulphurised dipentene, sulphurised terpene, and sulphurised Diels-Alder adducts; phosphosulphurised hydrocarbons such as the reaction product of phosphorus sulphide with turpentine or methyl oleate; phosphorus esters such as the dihydrocarbon and trihydrocarbon phosphites, e.g., dibutyl phosphite, diheptyl phosphite,
- the friction modifier may be present in ranges including 0 wt % to 10 wt %, or 0.05 wt % to 8 wt %, or 0.1 wt % to 4 wt %.
- Suitable friction modifiers include long chain fatty acid derivatives of long chain fatty acid derivatives of amines, esters, or epoxides; fatty imidazolines (that is, long chain fatty amides, long chain fatty esters, long chain fatty epoxide derivatives, and long chain fatty imidazolines); and amine salts of alkylphosphoric acids.
- Friction modifiers may also encompass materials such as sulphurised fatty compounds and olefins, triglycerides (e.g. sunflower oil) or monoester of a polyol and an aliphatic carboxylic acid (all these friction modifiers have been described as antioxidants or antiwear agents).
- materials such as sulphurised fatty compounds and olefins, triglycerides (e.g. sunflower oil) or monoester of a polyol and an aliphatic carboxylic acid (all these friction modifiers have been described as antioxidants or antiwear agents).
- the friction modifier is a long chain fatty amide, a long chain fatty ester, a long chain fatty epoxide derivatives, or a long chain fatty imidazoline.
- the friction modifier is a long chain fatty acid ester (previously described above as an ashless antiwear agent).
- the long chain fatty acid ester is a mono-ester and in another embodiment the long chain fatty acid ester is a (tri)glyceride.
- corrosion inhibitors include those described in paragraphs 5 to 8 of US Application US05/038319 (filed on October 25, 2004 McAtee and Boyer as named inventors), octylamine octanoate, and condensation products of dodecenyl succinic acid or anhydride and a fatty acid such as oleic acid with a polyamine.
- the corrosion inhibitors include the Synalox® corrosion inhibitor.
- the Synalox® corrosion inhibitor is typically a homopolymer or copolymer of propylene oxide.
- the Synalox® corrosion inhibitor is described in more detail in a product brochure with Form No. 118-01453-0702 AMS, published by The Dow Chemical Company.
- the product brochure is entitled "SYNALOX Lubricants, High-Performance Polyglycols for Demanding Applications,"
- Metal deactivators including derivatives of benzotriazoles (typically tolyltriazole), dimercaptothiadiazole derivatives, 1,2,4-triazoles, benzimidazoles, 2-alkyldithiobenzimidazoles, or 2-alkyldithiobenzothiazoles; foam inhibitors including copolymers of ethyl acrylate and 2-ethylhexylacrylate and optionally vinyl acetate; demulsifiers including trialkyl phosphates, polyethylene glycols, polyethylene oxides, polypropylene oxides and (ethylene oxide-propylene oxide) polymers; pour point depressants including esters of maleic anhydride-styrene, polymethacrylates, polyacrylates or polyacrylamides.
- benzotriazoles typically tolyltriazole
- dimercaptothiadiazole derivatives 1,2,4-triazoles
- benzimidazoles 2-alkyldithiobenzimidazoles
- the lubricating composition may be utilised in a range of surfaces typically found in mechanical devices, including aluminum-alloy surfaces.
- the mechanical devices include an internal combustion engine, a gearbox, an automatic transmission, a hydraulic or a turbine.
- the lubricating composition may be an engine oil, a gear oil, an automatic transmission oil, a hydraulic fluid, a turbine oil, a metal working fluid or a circulating oil.
- the mechanical device is an internal combustion engine.
- the internal combustion engine may be a diesel fuelled engine, a gasoline fuelled engine, a natural gas fuelled engine or a mixed gasoline/alcohol fuelled engine. In one embodiment the internal combustion engine may be a diesel fuelled engine and in another embodiment a gasoline fuelled engine.
- the internal combustion engine may be a 2-stroke or 4-stroke engine.
- Suitable internal combustion engines include marine diesel engines, aviation piston engines, low-load diesel engines, and automobile and truck engines.
- the internal combustion engine contains components of an aluminium-alloy.
- the aluminium-alloy includes aluminium silicates, aluminium oxides, or other ceramic materials.
- the aluminium-alloy is an aluminium-silicate surface.
- aluminium alloy is intended to be synonymous with "aluminium composite” and to describe a component or surface comprising aluminium and another component intermixed or reacted on a microscopic or nearly microscopic level, regardless of the detailed structure thereof. This would include any conventional alloys with metals other than aluminium as well as composite or alloy-like structures with non-metallic elements or compounds such as with ceramic-like materials.
- the lubricant composition for an internal combustion engine may be suitable for any engine lubricant irrespective of the sulphur, phosphorus or sulphated ash (ASTM D-874) content.
- the sulphur content of the engine oil lubricant may be 1 wt % or less, or 0.8 wt % or less, or 0.5 wt % or less, or 0.3 wt % or less. In one embodiment the sulphur content may be in the range of 0.001 wt % to 0.5 wt %, or 0.01 wt % to 0.3 wt %.
- the phosphorus content may be 0.2 wt % or less, or 0.1 wt % or less, or 0.085 wt % or less, or even 0.06 wt % or less, 0.055 wt % or less, or 0.05 wt % or less. In one embodiment the phosphorus content may be 100 ppm to 1000 ppm, or 325 ppm to 700 ppm.
- the total sulphated ash content may be 2 wt % or less, or 1.5 wt % or less, or 1.1 wt % or less, or 1 wt % or less, or 0.8 wt % or less, or 0.5 wt % or less.
- the sulphated ash content may be 0.05 wt % to 0.9 wt %, or 0.1 wt % or 0.2 wt % to 0.45 wt %.
- the sulphur content is 0.4 wt % or less, the phosphorus content is 0.08 wt % or less, and the sulphated ash is 1 wt % or less.
- the sulphur content is 0.3 wt% or Less, the phosphorus content is 0.05 wt % or less, and the sulphated ash is 0.8 wt % or less.
- the lubricating composition is an engine oil, wherein the lubricating composition is characterised as having (i) a sulphur content of 0.5 wt % or less, (ii) a phosphorus content of 0.1 wt % or less, and (iii) a sulphated ash content of 1.5 wt % or less.
- the lubricating composition is suitable for a 2-stroke or a 4-stroke marine diesel internal combustion engine.
- the marine diesel combustion engine is a 2-stroke engine.
- the ashless antiwear agent of the invention may be added to a marine diesel lubricating composition at 0.1 to 5 wt %.
- diluent oil constitutes 20 wt % to 90 wt % of each component.
- diluent oil constitutes 20 wt % to 90 wt % of each component.
- antiwear agents, corrosion inhibitors, antioxidants the amounts shown are on an actives basis i.e. excluding diluent oil because the components are typically not carried in diluent oil.
- Example 1 (EX1) A lubricating composition is prepared containing 1 wt % of di-2-ethylhexyl tartrate, 0.6 wt % of other antiwear agents, 7.9 wt % of dispersants, 1.5 wt % of detergents, 3.6 wt % of antioxidants including an effective amount of molybdenum dithiocarbamate, 6.1 wt % of viscosity modifier, 0.1 wt % of corrosion inhibitor, and 0.1 wt % of friction modifier.
- the lubricating composition has a sulphated ash content of 0.6 wt %, a phosphorus content of about 570 ppm, and a sulphur content of 0.17 wt %.
- Example 2 A lubricating composition is prepared containing 1 wt % of a C 12-14 -alkyl tartrate, 4.1 wt % of dispersants, 1.4 wt % of detergents, 2.5 wt % of antioxidants including 0.7 wt % of molybdenum dithiocarbamate (commercially available as SakuralubeTM515, manufactured by Asahi Denka), 0.56 wt % of antiwear agents, 0.1 wt % of corrosion inhibitor, and 0.1 wt % of friction modifier.
- the lubricating composition has a phosphorus content of about 560 ppm.
- Comparative Example 1 is similar to Example 2 except the composition does not contain 0.7 wt % of molybdenum dithiocarbamate, nor 1 wt % of a C 12 - 14 -alkyl tartrate.
- Comparative Example 2 is similar to Example 2 except the composition does not contain 0.7 wt % of molybdenum dithiocarbamate.
- Comparative Example 3 is similar to Example 2 except the composition does not contain 1 wt % of a C 12-14 -alkyl tartrate.
- the lubricating composition of the invention is capable of providing at least one of (i) reducing or preventing phosphorus emissions, (ii) reducing or preventing sulphur emissions, (ii) wholly or partially replacing ZDDP in lubricating oils, (iii) improving fuel economy, and (iv) fuel economy retention/efficiency.
- Example 3 A lubricating composition is designed to meet Euro 4 and Euro 5 emission standards and containing 1 wt % of C 8-10 alkyl tartrate.
- the lubricating composition has a phosphorus content of 900 ppm or less, 0.3 wt % or less of sulphur, and 0.9 wt % or less of sulphated ash.
- Example 4 A lubricating composition is designed to meet Euro 4 and Euro 5 emission standards and containing 1 wt % of C 8-10 alkyl tartrate.
- the lubricating composition has a phosphorus content of 500 ppm or less, 0.2 wt % or less of sulphur, and 0.5 wt % or less of sulphated ash.
- each chemical or composition referred to herein should be interpreted as being a commercial grade material which may contain the isomers, by-products, derivatives, and other such materials which are normally understood to be present in the commercial grade.
- the amount of each chemical component is presented exclusive of any solvent or diluent oil, which may be customarily present in the commercial material, unless otherwise indicated. It is to be understood that the upper and lower amount, range, and ratio limits set forth herein may be independently combined. Similarly, the ranges and amounts for each element of the invention may be used together with ranges or amounts for any of the other elements.
- hydrocarbyl substituent or “hydrocarbyl group” is used in its ordinary sense, which is well-known to those skilled in the art. Specifically, it refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character.
- hydrocarbyl groups include:
- Heteroatoms include sulphur, oxygen, nitrogen, and encompass substituents as pyridyl, furyl, thienyl and imidazolyl.
- substituents as pyridyl, furyl, thienyl and imidazolyl.
- no more than two, preferably no more than one, non-hydrocarbon substituent will be present for every ten carbon atoms in the hydrocarbyl group; typically, there will be no non-hydrocarbon substituents in the hydrocarbyl group.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP12158486.6A EP2463358B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US93994907P | 2007-05-24 | 2007-05-24 | |
PCT/US2008/063671 WO2008147704A1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12158486.6A Division-Into EP2463358B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
EP12158486.6A Division EP2463358B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2152838A1 EP2152838A1 (en) | 2010-02-17 |
EP2152838B1 true EP2152838B1 (en) | 2012-10-17 |
Family
ID=39591642
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12158486.6A Active EP2463358B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
EP08755509A Active EP2152838B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on tartaric acid derivative and a molybdenum compound |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12158486.6A Active EP2463358B1 (en) | 2007-05-24 | 2008-05-15 | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
Country Status (7)
Country | Link |
---|---|
US (1) | US20100197536A1 (zh) |
EP (2) | EP2463358B1 (zh) |
JP (1) | JP2010528156A (zh) |
KR (1) | KR101496484B1 (zh) |
CN (1) | CN101679900A (zh) |
CA (1) | CA2688098C (zh) |
WO (1) | WO2008147704A1 (zh) |
Families Citing this family (184)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2324101A1 (en) * | 2008-07-10 | 2011-05-25 | The Lubrizol Corporation | Carboxylic acid derivatives as friction modifiers in fuels |
DE112009002292T5 (de) * | 2008-09-26 | 2011-09-29 | Greengold Lubricants, Llc | Schmiermittelzusammensetzung und Verfahren zu deren Herstellung |
WO2010053893A1 (en) | 2008-11-05 | 2010-05-14 | The Lubrizol Corporation | Method of lubricating an internal combustion engine |
CN105602652A (zh) * | 2008-12-09 | 2016-05-25 | 路博润公司 | 含衍生自羟基羧酸的化合物的润滑组合物 |
US8835368B2 (en) | 2009-02-18 | 2014-09-16 | The Lubrizol Corporation | Compounds and a method of lubricating an internal combustion engine |
KR101539817B1 (ko) * | 2009-02-26 | 2015-07-27 | 더루우브리졸코오포레이션 | 방향족 아민과 카르복시 작용기화된 중합체의 반응 산물과 분산제를 함유하는 윤활 조성물 |
WO2010101801A1 (en) | 2009-03-03 | 2010-09-10 | The Lubrizol Corporation | Ashless or reduced ash quaternary detergents |
JP5480259B2 (ja) * | 2009-03-10 | 2014-04-23 | ザ ルブリゾル コーポレイション | 動力伝達系路デバイスを潤滑する、耐摩耗組成物および方法 |
CA2761708A1 (en) | 2009-05-13 | 2010-11-18 | The Lubrizol Corporation | Lubricating composition containing a malic acid derivative |
JP5561880B2 (ja) * | 2009-05-13 | 2014-07-30 | ザ ルブリゾル コーポレイション | 内燃機関潤滑剤 |
JP5630923B2 (ja) * | 2009-06-04 | 2014-11-26 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | 摩擦調整剤および粘度調整剤を含む潤滑組成物 |
EP2451909B1 (en) | 2009-07-08 | 2015-09-16 | The Lubrizol Corporation | Polymer blends useful as viscosity modifiers |
EP2467456B2 (en) | 2009-08-18 | 2023-08-09 | The Lubrizol Corporation | Lubricating method |
KR101808012B1 (ko) * | 2009-08-18 | 2017-12-11 | 더루우브리졸코오포레이션 | 내마모 조성물 및 동력전달장치를 윤활처리하는 방법 |
US20120202727A1 (en) | 2009-08-18 | 2012-08-09 | The Lubrizol Corporation | Antiwear Composition and Method of Lubricating an Internal Combustion Engine |
CN102753662B (zh) | 2009-08-18 | 2016-04-06 | 路博润公司 | 含抗磨剂的润滑组合物 |
EP2891700B1 (en) | 2009-08-18 | 2019-06-26 | The Lubrizol Corporation | Lubricating composition containing an antiwear agent |
BR112012005659B1 (pt) | 2009-09-14 | 2018-08-07 | The Lubrizol Corporation | Composição lubrificante de trator de fazenda com boa tolerância á água. |
CN102597190A (zh) | 2009-09-16 | 2012-07-18 | 卢布里佐尔公司 | 含有酯的润滑组合物 |
BR112012012454A2 (pt) | 2009-11-24 | 2017-10-10 | Lubrizol Corp | composição de lubrificação que contém combinação de modificador de viscosidade |
WO2011066142A1 (en) * | 2009-11-30 | 2011-06-03 | The Lubrizol Corporation | Stabilized blends containing friction modifiers |
US9528067B2 (en) * | 2009-11-30 | 2016-12-27 | The Lubrizol Corporation | Stabilized blends containing friction modifiers |
EP2510078B1 (en) | 2009-12-07 | 2017-02-15 | The Lubrizol Corporation | Method of lubricating a manual transmission |
US20120309657A1 (en) | 2009-12-14 | 2012-12-06 | The Lubrizol Corporation | Lubricating Composition Containing an Antiwear Agent |
CN102762705B (zh) | 2009-12-14 | 2015-11-25 | 路博润公司 | 含有腈化合物的润滑组合物 |
WO2011081835A1 (en) | 2009-12-14 | 2011-07-07 | The Lubrizol Corporation | Lubricating composition containing an antiwear agent |
EP2513268B1 (en) | 2009-12-17 | 2019-02-20 | The Lubrizol Corporation | Use of an aromatic compound as antiwear agent in lubricants |
CN102791681B (zh) | 2010-01-11 | 2015-05-27 | 路博润公司 | 过碱性烷基化芳基烷基磺酸盐 |
WO2011126736A1 (en) | 2010-04-06 | 2011-10-13 | The Lubrizol Corporation | Zinc salicylates for rust inhibition in lubricants |
US20130029889A1 (en) | 2010-04-15 | 2013-01-31 | The Lubrizol Corporation | Low-Ash Lubricating Oils for Diesel Engines |
SG185622A1 (en) | 2010-05-20 | 2012-12-28 | Lubrizol Corp | Low ash lubricants with improved seal and corrosion performance |
EP2571967B1 (en) | 2010-05-20 | 2017-07-12 | The Lubrizol Corporation | Lubricating composition |
CA2799729A1 (en) | 2010-05-20 | 2011-11-24 | The Lubrizol Corporation | Lubricating composition containing a dispersant |
KR20130054290A (ko) | 2010-05-24 | 2013-05-24 | 더루우브리졸코오포레이션 | 윤활 조성물 |
CA2801249A1 (en) | 2010-06-02 | 2011-12-08 | The Lubrizol Corporation | Lubricating composition containing a carboxylic functionalised polymer |
WO2011161406A1 (en) * | 2010-06-25 | 2011-12-29 | Castrol Limited | Uses and compositions |
WO2012027254A1 (en) | 2010-08-23 | 2012-03-01 | The Lubrizol Corporation | Lubricants containing aromatic dispersants and titanium |
FR2964115B1 (fr) * | 2010-08-27 | 2013-09-27 | Total Raffinage Marketing | Lubrifiant moteur |
CN103270145B (zh) | 2010-08-31 | 2015-06-10 | 路博润公司 | 含有抗磨剂的润滑组合物 |
KR101903201B1 (ko) | 2010-08-31 | 2018-11-13 | 더루우브리졸코오포레이션 | 성형 중합체 및 이의 윤활 조성물 |
US9115615B2 (en) | 2010-10-06 | 2015-08-25 | The Lubrizol Corporation | Lubricating oil composition with anti-mist additive |
CN103314084B (zh) * | 2010-10-26 | 2015-11-25 | 卡斯特罗尔有限公司 | 含有羟基羧酸的脂肪酸酯的非水润滑剂和燃料组合物及其用途 |
WO2012087773A1 (en) | 2010-12-21 | 2012-06-28 | The Lubrizol Corporation | Lubricating composition containing an antiwear agent |
AU2011349666B2 (en) | 2010-12-21 | 2017-03-09 | The Lubrizol Corporation | Functionalized copolymers and lubricating compositions thereof |
CN103370402B (zh) | 2010-12-21 | 2016-04-06 | 路博润公司 | 含清净剂的润滑组合物 |
US9567547B2 (en) | 2011-01-04 | 2017-02-14 | The Lubrizol Corporation | Continuously variable transmission fluid with extended anti-shudder durability |
BR112013017784A2 (pt) | 2011-01-12 | 2019-09-24 | Lubrizol Corp | lubrificantes de motor contendo um poliéter |
EP2675874B1 (en) | 2011-02-16 | 2019-04-10 | The Lubrizol Corporation | Method of lubricating a driveline device |
WO2012112635A1 (en) | 2011-02-16 | 2012-08-23 | The Lubrizol Corporation | Lubricating composition and method of lubricating driveline device |
CN103476910B (zh) | 2011-02-17 | 2017-08-08 | 路博润公司 | 具有良好tbn保持力的润滑剂 |
SG193366A1 (en) | 2011-03-10 | 2013-10-30 | Lubrizol Corp | Lubricating composition containing a thiocarbamate compound |
CN103649279B (zh) * | 2011-05-26 | 2016-05-04 | 路博润公司 | 含有摩擦改进剂的稳定混合物 |
KR20140045441A (ko) * | 2011-05-26 | 2014-04-16 | 더루우브리졸코오포레이션 | 마찰조정제를 함유하는 안정화된 블렌드 |
WO2012174184A1 (en) | 2011-06-15 | 2012-12-20 | The Lubrizol Corporation | Lubricating composition containing a salt of a carboxylic acid |
CN103608440A (zh) | 2011-06-15 | 2014-02-26 | 卢布里佐尔公司 | 含有芳族羧酸的酯的润滑组合物 |
US9249699B2 (en) | 2011-06-21 | 2016-02-02 | The Lubrizol Corporation | Lubricating composition containing a dispersant |
CN103703113A (zh) | 2011-06-21 | 2014-04-02 | 路博润公司 | 含有分散剂的润滑组合物 |
JP2014522893A (ja) | 2011-07-07 | 2014-09-08 | ザ ルブリゾル コーポレイション | 2ストロークサイクルエンジンのための改善された清浄性を提供する潤滑剤 |
US20140228265A1 (en) | 2011-10-20 | 2014-08-14 | The Lubrizol Corporation | Bridged Alkylphenol Compounds |
WO2013066585A1 (en) | 2011-10-31 | 2013-05-10 | The Lubrizol Corporation | Ashless friction modifiers for lubricating compositions |
CN104136589A (zh) | 2011-12-29 | 2014-11-05 | 卢布里佐尔公司 | 用于差速器的限滑摩擦改性剂 |
EP2610332B1 (en) | 2011-12-30 | 2016-06-29 | The Lubrizol Corporation | Star polymer and lubricating composition thereof |
SG10201607435RA (en) | 2012-02-08 | 2016-10-28 | Lubrizol Corp | Method for Preparing a Sulfurized Alkaline Earth Metal Dodecylphenate |
US9321979B2 (en) * | 2012-03-13 | 2016-04-26 | Chemtura Corporation | Friction modifier composition for lubricants |
US20160201004A1 (en) * | 2012-03-13 | 2016-07-14 | Chemtura Corporation | Friction modifier composition for lubricants |
WO2013148146A1 (en) * | 2012-03-26 | 2013-10-03 | The Lubrizol Corporation | Manual transmission lubricants with improved synchromesh performance |
KR20140143823A (ko) | 2012-04-04 | 2014-12-17 | 더루우브리졸코오포레이션 | 미분쇄 장치용 베어링 윤활제 |
WO2013189674A1 (en) | 2012-06-20 | 2013-12-27 | Castrol Limited | Friction modifier and their use in lubricants and fuels |
CN104685042B (zh) * | 2012-06-20 | 2017-05-24 | 卡斯特罗尔有限公司 | 摩擦改性剂及其在润滑剂和燃料中的用途 |
EP2928994B1 (en) | 2012-12-07 | 2021-04-21 | The Lubrizol Corporation | Pyran dispersants |
CA2900850A1 (en) | 2013-02-11 | 2014-08-14 | The Lubrizol Corporation | Bridged alkaline earth metal alkylphenates |
AU2014226441B2 (en) | 2013-03-07 | 2017-08-24 | The Lubrizol Corporation | Limited slip friction modifiers for differentials |
CA2904215A1 (en) | 2013-03-12 | 2014-10-09 | The Lubrizol Corporation | Lubricating composition containing lewis acid reaction product |
CA2906942A1 (en) | 2013-03-13 | 2014-10-02 | The Lubrizol Corporation | Engine lubricants containing a polyether |
EP3024916B1 (en) | 2013-05-30 | 2019-06-26 | The Lubrizol Corporation | Lubricating composition containing an oxyalkylated hydrocarbyl phenol |
SG11201509216PA (en) * | 2013-05-30 | 2015-12-30 | Lubrizol Corp | Synergistic additive combination for industrial gear oils |
SG11201601293SA (en) | 2013-09-10 | 2016-03-30 | Lubrizol Corp | Viscoelastic oil-based fluid and related methods |
SG11201602048SA (en) | 2013-09-19 | 2016-04-28 | Lubrizol Corp | Lubricant compositions for direct injection engines |
MX2016003612A (es) | 2013-09-19 | 2016-06-02 | Lubrizol Corp | Composiciones lubricantes para motores de inyeccion directa. |
CN103553907B (zh) * | 2013-10-18 | 2015-09-23 | 湖南省华京粉体材料有限公司 | 一种油溶性有机钼添加剂的制备方法 |
WO2015088769A2 (en) | 2013-12-10 | 2015-06-18 | The Lubrizol Corporation | Method for preparing functionalized graft polymers |
EP3083783B1 (en) | 2013-12-19 | 2023-02-01 | The Lubrizol Corporation | Hydrogenated natural oils in rust preventive coatings |
US10190072B2 (en) | 2013-12-23 | 2019-01-29 | Exxonmobil Research And Engineering Company | Method for improving engine fuel efficiency |
US9885004B2 (en) | 2013-12-23 | 2018-02-06 | Exxonmobil Research And Engineering Company | Method for improving engine fuel efficiency |
EP3092289B1 (en) | 2014-01-10 | 2020-08-12 | The Lubrizol Corporation | Method of lubricating an internal combustion engine |
SG11201605522SA (en) | 2014-01-10 | 2016-08-30 | Lubrizol Corp | Method of lubricating an internal combustion engine |
JP2017507225A (ja) | 2014-03-11 | 2017-03-16 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | 内燃エンジンを潤滑する方法 |
SG11201607423WA (en) | 2014-03-12 | 2016-10-28 | Lubrizol Corp | Method of lubricating an internal combustion engine |
US20170073613A1 (en) | 2014-03-12 | 2017-03-16 | The Lubrizol Corporation | Method of lubricating an internal combustion engine |
SG11201607626WA (en) | 2014-03-19 | 2016-10-28 | Lubrizol Corp | Lubricants containing blends of polymers |
CN106687569A (zh) | 2014-04-04 | 2017-05-17 | 路博润公司 | 制备硫化的碱土金属十二烷基酚盐的方法 |
US10421923B2 (en) | 2014-05-06 | 2019-09-24 | The Lubrizol Corporation | Lubricant composition containing an antiwear agent |
CN106574199A (zh) | 2014-05-30 | 2017-04-19 | 路博润公司 | 偶联季铵盐 |
CN106574197A (zh) | 2014-05-30 | 2017-04-19 | 路博润公司 | 含支链胺的季铵盐 |
EP3149130B1 (en) | 2014-05-30 | 2019-04-03 | The Lubrizol Corporation | Use of epoxide quaternized quaternary ammonium salts |
SG11201609817RA (en) | 2014-05-30 | 2016-12-29 | Lubrizol Corp | High molecular weight amide/ester containing quaternary ammonium salts |
BR112016028078B1 (pt) | 2014-05-30 | 2022-06-14 | The Lubrizol Corporation | Método para aperfeiçoar desempenho de derramamento de água de uma composição de combustível |
CN106661486B (zh) | 2014-05-30 | 2020-04-03 | 路博润公司 | 低分子量含酰胺/酯季铵盐 |
PL3149124T3 (pl) | 2014-05-30 | 2019-09-30 | The Lubrizol Corporation | Zastosowanie czwartorzędowych soli amoniowych zawierających imid o niskiej masie cząsteczkowej |
BR112016027993A2 (pt) | 2014-05-30 | 2017-08-22 | Lubrizol Corp | Sais de amônio quaternário contendo imida de peso molecular elevado |
CA2953823C (en) | 2014-06-27 | 2022-09-13 | The Lubrizol Corporation | Lubricating compositions including mixtures of friction modifiers comprising an n-substituted oxalic acid bisamide or amide-ester containing at least two hydrocarbyl groups, and an amide or thioamide |
ES2910007T3 (es) | 2014-08-06 | 2022-05-11 | Lubrizol Corp | Lubricante para engranajes industriales con componente de azufre biodegradable |
US10611981B2 (en) | 2014-11-12 | 2020-04-07 | The Lubrizol Corporation | Mixed phosphorus esters for lubricant applications |
CN107001974B (zh) | 2014-12-03 | 2020-08-21 | 路博润公司 | 包含烷氧基化芳族多元醇化合物的润滑组合物 |
JP2017536463A (ja) | 2014-12-03 | 2017-12-07 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | オキシアルキル化ヒドロカルビルフェノールを含有する潤滑組成物 |
EP3234028B1 (en) | 2014-12-15 | 2021-10-13 | The Lubrizol Corporation | Oxidized alpha-olefins in rust preventive coatings |
KR20170095895A (ko) | 2014-12-15 | 2017-08-23 | 더루우브리졸코오포레이션 | 탄화수소의 촉매적 산화 |
US10787622B2 (en) | 2014-12-17 | 2020-09-29 | The Lubrizol Corporation | Lubricating composition for lead and copper corrosion inhibition |
CN107406787A (zh) | 2014-12-29 | 2017-11-28 | 路博润公司 | 用于润滑脂的协同防锈剂组合 |
KR102608828B1 (ko) * | 2015-02-26 | 2023-11-30 | 더루브리졸코오퍼레이션 | 방향족 세제 및 이의 윤활 조성물 |
CN107406786B (zh) | 2015-02-26 | 2023-06-06 | 路博润公司 | 用于润滑组合物的芳族四面体硼酸盐化合物 |
EP3268456A1 (en) | 2015-03-09 | 2018-01-17 | The Lubrizol Corporation | Method of lubricating an internal combustion engine |
EP3271442A1 (en) | 2015-03-18 | 2018-01-24 | The Lubrizol Corporation | Lubricant compositions for direct injection engines |
US20160272915A1 (en) | 2015-03-18 | 2016-09-22 | The Lubrizol Corporation | Lubricant compositions for direct injection engines |
EP3274428B1 (en) | 2015-03-25 | 2022-12-21 | The Lubrizol Corporation | Use of lubricant compositions for direct injection engines |
JP6789973B2 (ja) | 2015-04-09 | 2020-11-25 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | 第四級アンモニウム化合物を含有する潤滑剤 |
DK3307858T3 (da) | 2015-06-12 | 2021-07-12 | Lubrizol Corp | Michael-adduktaminoestere som boostere af totalt basetal til smøresammensætninger til marinedieselmotor |
ES2930218T3 (es) | 2015-07-10 | 2022-12-09 | Lubrizol Corp | Modificadores de la viscosidad para mejorar el desempeño del sello de fluoroelastómero |
CA2993016A1 (en) | 2015-07-20 | 2017-03-09 | The Lubrizol Corporation | Zinc-free lubricating composition |
WO2017031145A1 (en) | 2015-08-20 | 2017-02-23 | The Lubrizol Corporation | Azole derivatives as lubricating additives |
EP3371284A1 (en) | 2015-11-06 | 2018-09-12 | The Lubrizol Corporation | Lubricant composition containing an antiwear agent |
EP3371286A1 (en) | 2015-11-06 | 2018-09-12 | The Lubrizol Corporation | Lubricant composition containing an antiwear agent |
KR20180083363A (ko) | 2015-11-09 | 2018-07-20 | 더루브리졸코오퍼레이션 | 물 분리를 개선시키기 위한 4차 아민 첨가제의 사용 |
CN108473899A (zh) | 2015-11-11 | 2018-08-31 | 路博润公司 | 含硫醚取代苯酚化合物的润滑组合物 |
EP3377599A1 (en) | 2015-11-17 | 2018-09-26 | The Lubrizol Corporation | Toxicologically acceptable alkylphenol detergents as friction modifiers in automotive lubricating oils |
KR102653310B1 (ko) | 2015-12-02 | 2024-03-29 | 더루브리졸코오퍼레이션 | 짧은 탄화수소 꼬리를 지니는 초저분자량 아미드/에스테르 함유 사차 암모늄 염 |
KR102653308B1 (ko) | 2015-12-02 | 2024-03-29 | 더루브리졸코오퍼레이션 | 짧은 탄화수소 꼬리를 지니는 초저분자량 이미드 함유 사차 암모늄 염 |
EP3390591A1 (en) | 2015-12-15 | 2018-10-24 | The Lubrizol Corporation | Sulfurized catecholate detergents for lubricating compositions |
CA3015620A1 (en) | 2016-02-24 | 2017-08-31 | The Lubrizol Corporation | Lubricant compositions for direct injection engines |
WO2017151334A1 (en) | 2016-03-03 | 2017-09-08 | The Lubrizol Corporation | Lubricating oil composition having improved air release |
CN109312247B (zh) | 2016-04-07 | 2022-05-24 | 路博润公司 | 巯基吡咯衍生物作为润滑添加剂 |
US20190119594A1 (en) | 2016-04-20 | 2019-04-25 | The Lubrizol Corporation | Lubricant for two-stroke cycle engines |
SG10202011340RA (en) | 2016-05-18 | 2021-01-28 | Lubrizol Corp | Hydraulic fluid composition |
EP3255129B1 (en) | 2016-06-06 | 2024-01-24 | The Lubrizol Corporation | Thiol-carboxylic adducts as lubricating additives |
SG10202012642XA (en) | 2016-06-17 | 2021-01-28 | Lubrizol Corp | Lubricating compositions |
WO2017218654A1 (en) | 2016-06-17 | 2017-12-21 | The Lubrizol Corporation | Lubricating compositions |
US20200377817A1 (en) | 2016-06-17 | 2020-12-03 | The Lubrizol Corporation | Lubricating Compositions |
EP3472274A2 (en) | 2016-06-17 | 2019-04-24 | The Lubrizol Corporation | Polyisobutylene-substituted phenol, derivatives thereof, and lubricating compositions containing the polyisobutylene-substituted phenol and its derivatives |
US10260019B2 (en) | 2016-06-30 | 2019-04-16 | The Lubrizol Corporation | Hydroxyaromatic succinimide detergents for lubricating compositions |
KR102078435B1 (ko) | 2016-07-14 | 2020-02-17 | 주식회사 엘지화학 | 유기 전계 발광 소자 및 이의 제조 방법 |
PL3484985T3 (pl) | 2016-07-15 | 2022-09-19 | The Lubrizol Corporation | Smary silnikowe do kontroli osadzania siloksanów |
CA3031625A1 (en) | 2016-07-22 | 2018-01-25 | The Lubrizol Corporation | Aliphatic tetrahedral borate compounds for fully formulated lubricating compositions |
CN109790480A (zh) | 2016-09-12 | 2019-05-21 | 路博润公司 | 船用柴油发动机润滑组合物的总碱值增进剂 |
CA3036103A1 (en) | 2016-09-14 | 2018-03-22 | The Lubrizol Corporation | Lubricating composition and method of lubricating an internal combustion engine |
CA3035071A1 (en) | 2016-09-14 | 2018-03-22 | The Lubrizol Corporation | Lubricating composition comprising sulfonate detergent and ashless hydrocarbyl phenolic compound |
MX2019004615A (es) | 2016-10-17 | 2019-11-21 | Lubrizol Corp | Tecnologia de emulsionante acido para sistemas acidos emulsionados mixtos continuos. |
CA3047284C (en) | 2016-12-27 | 2024-05-14 | The Lubrizol Corporation | Lubricating composition with alkylated naphthylamine |
WO2018125569A1 (en) | 2016-12-27 | 2018-07-05 | The Lubrizol Corporation | Lubricating composition including n-alkylated dianiline |
EP3645682B1 (en) | 2017-06-27 | 2022-08-03 | The Lubrizol Corporation | Lubricating composition containing a self-assembling polymethacrylate block copolymer and an ethylene-alpha-olefin copolymer |
JP7164555B2 (ja) | 2017-06-27 | 2022-11-01 | ザ ルブリゾル コーポレイション | 内燃エンジンのための潤滑組成物およびそれを潤滑する方法 |
CN110997881A (zh) | 2017-07-17 | 2020-04-10 | 路博润公司 | 低锌润滑剂组合物 |
CA3069970A1 (en) | 2017-07-17 | 2019-01-24 | The Lubrizol Corporation | Low dispersant lubricant composition |
CN111032839B (zh) | 2017-07-24 | 2023-08-11 | 化学工具公司 | 极压金属磺酸盐润滑脂 |
EP3717603A1 (en) | 2017-11-28 | 2020-10-07 | The Lubrizol Corporation | Lubricant compositions for high efficiency engines |
SG11202004886WA (en) | 2017-12-04 | 2020-06-29 | Lubrizol Corp | Alkylphenol detergents |
CN111479908A (zh) | 2017-12-15 | 2020-07-31 | 路博润公司 | 烷基酚清洁剂 |
EP3810734B1 (en) | 2018-06-22 | 2022-08-03 | The Lubrizol Corporation | Lubricating oil compositions for heavy duty diesel engines |
CN113166670A (zh) | 2018-11-16 | 2021-07-23 | 路博润公司 | 烷基苯磺酸盐清洁剂 |
EP3894526A1 (en) | 2018-12-10 | 2021-10-20 | The Lubrizol Corporation | Lubricating compositions having a mixed dispersant additive package |
EP3986993A1 (en) | 2019-06-24 | 2022-04-27 | The Lubrizol Corporation | Continuous acoustic mixing for performance additives and compositions including the same |
US20230212476A1 (en) | 2019-09-26 | 2023-07-06 | The Lubrizol Corporation | Lubricating compositions and methods of operating an internal combustion engine |
KR20220070222A (ko) | 2019-09-26 | 2022-05-30 | 더루브리졸코오퍼레이션 | 내연 기관의 윤활 조성물 및 작동 방법 |
JP2022551960A (ja) | 2019-10-15 | 2022-12-14 | ザ ルブリゾル コーポレイション | 燃費の優れた潤滑組成物 |
CN114829556A (zh) | 2019-12-18 | 2022-07-29 | 路博润公司 | 聚合物表面活性剂化合物 |
WO2021158757A1 (en) | 2020-02-04 | 2021-08-12 | The Lubrizol Corporation | Lubricating compositions and methods of operating an internal combustion engine |
KR20220149549A (ko) | 2020-03-12 | 2022-11-08 | 더루브리졸코오퍼레이션 | 오일-기반 부식 저해제 |
WO2021231220A1 (en) | 2020-05-13 | 2021-11-18 | The Lubrizol Corporation | Lubricating composition for and method of lubricating an internal combustion engine |
EP4158330A1 (en) | 2020-06-01 | 2023-04-05 | The Lubrizol Corporation | Surface isolation resistance compatibility test system and method |
CN116640612A (zh) * | 2020-06-28 | 2023-08-25 | 中国石油化工股份有限公司 | 一种燃料添加剂、其制备方法及燃料组合物 |
CN116194560A (zh) | 2020-09-22 | 2023-05-30 | 路博润公司 | 柴油发动机润滑组合物及其使用方法 |
EP4267707A1 (en) | 2020-12-23 | 2023-11-01 | The Lubrizol Corporation | Benzazepine compounds as antioxidants for lubricant compositions |
US20240199974A1 (en) | 2021-04-01 | 2024-06-20 | The Lubrizol Corporation | Zinc Free Lubricating Compositions And Methods Of Using The Same |
EP4377426A1 (en) | 2021-07-29 | 2024-06-05 | The Lubrizol Corporation | 1,4-benzoxazine compounds and lubricant compositions containing the same |
WO2023023224A1 (en) | 2021-08-19 | 2023-02-23 | The Lubrizol Corporation | Friction modifiers with improved frictional properties and lubricating compositions containing the same |
IT202100022328A1 (it) | 2021-08-25 | 2023-02-25 | Versalis Spa | Metodo per la preparazione di acidi ω-ammino-carbossilici e loro derivati. |
WO2023133090A1 (en) | 2022-01-04 | 2023-07-13 | The Lubrizol Corporation | Compounds and lubricant compositions containing the same |
WO2024006125A1 (en) | 2022-06-27 | 2024-01-04 | The Lubrizol Corporation | Lubricating composition and method of lubricating an internal combustion engine |
WO2024019952A1 (en) | 2022-07-18 | 2024-01-25 | The Lubrizol Corporation | Deposit control compounds for lubricating compositions |
WO2024030591A1 (en) | 2022-08-05 | 2024-02-08 | The Lubrizol Corporation | Processes for producing reaction products including quaternary ammonium salts |
WO2024030592A1 (en) | 2022-08-05 | 2024-02-08 | The Lubrizol Corporation | Processes for producing radically-functionalized pibsa product derivatives and compositions comprising same |
WO2024047447A1 (en) | 2022-09-01 | 2024-03-07 | The Lubrizol Corporation | Gelling agent for calcium sulfonate greases |
WO2024091553A1 (en) | 2022-10-25 | 2024-05-02 | The Lubrizol Corporation | Lubricant compositions and methods of lubricating internal combustion engines |
WO2024091494A1 (en) | 2022-10-25 | 2024-05-02 | The Lubrizol Corporation | Lubricant compositions and methods of lubricating internal combustion engines |
WO2024112665A1 (en) | 2022-11-23 | 2024-05-30 | The Lubrizol Corporation | Powertrain lubricant containing polyether |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2365291A (en) * | 1941-05-26 | 1944-12-19 | Lubri Zol Corp | Stabilizing agents for hydrocarbon compositions and the like |
US2443578A (en) * | 1944-10-13 | 1948-06-15 | Socony Vacuum Oil Co Inc | Mineral oil composition |
DE1248643B (de) | 1959-03-30 | 1967-08-31 | The Lubrizol Corporation, Cleveland, Ohio (V. St. A.) | Verfahren zur Herstellung von öllöslichen aeylierten Aminen |
US4326972A (en) | 1978-06-14 | 1982-04-27 | The Lubrizol Corporation | Concentrates, lubricant compositions and methods for improving fuel economy of internal combustion engine |
US4329449A (en) | 1978-09-01 | 1982-05-11 | A. E. Staley Manufacturing Company | Method of using recycled mother liquors to produce aldosides |
US4234435A (en) | 1979-02-23 | 1980-11-18 | The Lubrizol Corporation | Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation |
US4237022A (en) * | 1979-10-01 | 1980-12-02 | The Lubrizol Corporation | Tartarimides and lubricants and fuels containing the same |
FR2512458A1 (fr) | 1981-09-10 | 1983-03-11 | Lubrizol Corp | Compositions, concentres, compositions lubrifiantes et procedes pour augmenter les economies de combustible dans les moteurs a combustion interne |
US4692257A (en) * | 1981-09-22 | 1987-09-08 | Mobil Oil Corporation | Borated hydroxy-containing compositions and lubricants containing same |
US4640787A (en) * | 1982-04-01 | 1987-02-03 | Phillips Petroleum Company | Gasoline compositions containing branched chain amines or derivatives thereof |
US4478604A (en) * | 1982-04-01 | 1984-10-23 | Phillips Petroleum Company | Gasoline compositions containing branched chain amines or derivatives thereof |
US4741848A (en) * | 1986-03-13 | 1988-05-03 | The Lubrizol Corporation | Boron-containing compositions, and lubricants and fuels containing same |
US4758362A (en) | 1986-03-18 | 1988-07-19 | The Lubrizol Corporation | Carbamate additives for low phosphorus or phosphorus free lubricating compositions |
US4952328A (en) * | 1988-05-27 | 1990-08-28 | The Lubrizol Corporation | Lubricating oil compositions |
US4997969A (en) | 1988-12-12 | 1991-03-05 | The Lubrizol Corporation | Carbamate additives for lubricating compositions |
US5038319A (en) | 1989-04-24 | 1991-08-06 | Xerox Corporation | System for recording and remotely accessing operating data in a reproduction machine |
US5338470A (en) | 1992-12-10 | 1994-08-16 | Mobil Oil Corporation | Alkylated citric acid adducts as antiwear and friction modifying additives |
US5387251A (en) * | 1994-05-02 | 1995-02-07 | Rouse; Evan D. | Endless belt sanding block |
US6573224B2 (en) * | 1997-01-03 | 2003-06-03 | Bardahl Manufacturing Corporation | Two-cycle engine lubricant composition comprising an ester copolymer and a diester |
US6172013B1 (en) * | 1997-09-17 | 2001-01-09 | Exxon Chemical Patents Inc | Lubricating oil composition comprising trinuclear molybdenum compound and diester |
US6559105B2 (en) | 2000-04-03 | 2003-05-06 | The Lubrizol Corporation | Lubricant compositions containing ester-substituted hindered phenol antioxidants |
US7022653B2 (en) * | 2003-03-10 | 2006-04-04 | Infineum International Limited | Friction modifiers for engine oil composition |
WO2004096957A1 (en) | 2003-04-24 | 2004-11-11 | The Lubrizol Corporation | Diesel lubricant low in sulfur and phosphorus |
US7785769B2 (en) * | 2003-07-25 | 2010-08-31 | The United States of America as reprsented by the Secretary of the Navy | Immobilization of oligonucleotides and proteins in sugar-containing hydrogels |
US7696136B2 (en) | 2004-03-11 | 2010-04-13 | Crompton Corporation | Lubricant compositions containing hydroxy carboxylic acid and hydroxy polycarboxylic acid esters |
US7807611B2 (en) * | 2004-10-12 | 2010-10-05 | The Lubrizol Corporation | Tartaric acid derivatives as fuel economy improvers and antiwear agents in crankcase oils and preparation thereof |
US7651987B2 (en) * | 2004-10-12 | 2010-01-26 | The Lubrizol Corporation | Tartaric acid derivatives as fuel economy improvers and antiwear agents in crankcase oils and preparation thereof |
-
2008
- 2008-05-15 KR KR1020097027028A patent/KR101496484B1/ko active IP Right Grant
- 2008-05-15 CN CN200880017335A patent/CN101679900A/zh active Pending
- 2008-05-15 CA CA2688098A patent/CA2688098C/en active Active
- 2008-05-15 WO PCT/US2008/063671 patent/WO2008147704A1/en active Application Filing
- 2008-05-15 EP EP12158486.6A patent/EP2463358B1/en active Active
- 2008-05-15 US US12/598,104 patent/US20100197536A1/en not_active Abandoned
- 2008-05-15 EP EP08755509A patent/EP2152838B1/en active Active
- 2008-05-15 JP JP2010509454A patent/JP2010528156A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
CN101679900A (zh) | 2010-03-24 |
WO2008147704A1 (en) | 2008-12-04 |
EP2152838A1 (en) | 2010-02-17 |
US20100197536A1 (en) | 2010-08-05 |
KR20100019539A (ko) | 2010-02-18 |
EP2463358A1 (en) | 2012-06-13 |
CA2688098C (en) | 2016-04-19 |
CA2688098A1 (en) | 2008-12-04 |
KR101496484B1 (ko) | 2015-03-09 |
JP2010528156A (ja) | 2010-08-19 |
EP2463358B1 (en) | 2015-07-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2152838B1 (en) | Lubricating composition containing ashfree antiwear agent based on tartaric acid derivative and a molybdenum compound | |
CA2688091C (en) | Lubricating composition containing sulphur, phosphorous and ashfree antiwear agent and amine containing friction modifier | |
EP2152837B1 (en) | Method of lubricating an aluminium silicate composite surface with a lubricant comprising ashless, sulphur, phosphorus free antiwear agent | |
EP2540811B1 (en) | Use of heterocyclic compounds for lubricating an internal combustion engine | |
EP2933320B1 (en) | Lubricant additives and lubricant compositions having improved frictional characteristics | |
EP2623582B1 (en) | Lubricating composition containing an antiwear agent | |
US20100048437A1 (en) | Antiwear Agent and Lubricating Composition Thereof | |
EP2655580B1 (en) | Lubricating composition containing a detergent | |
EP2231840B1 (en) | Lubricating composition containing detergent | |
EP2356202B1 (en) | Use of a Composition as a Rust-inhibitor in an Internal Combustion Engine | |
EP2398875B1 (en) | Composition containing ester compounds and a method of lubricating an internal combustion engine | |
EP3452566B1 (en) | Lubricants for use in boosted engines |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20091130 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MT NL NO PL PT RO SE SI SK TR |
|
AX | Request for extension of the european patent |
Extension state: AL BA MK RS |
|
17Q | First examination report despatched |
Effective date: 20100308 |
|
DAX | Request for extension of the european patent (deleted) | ||
RTI1 | Title (correction) |
Free format text: LUBRICATING COMPOSITION CONTAINING ASHFREE ANTIWEAR AGENT BASED ON TARTARIC ACID DERIVATIVE AND A MOLYBDENUM COMPOUND |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MT NL NO PL PT RO SE SI SK TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R082 Ref document number: 602008019466 Country of ref document: DE Representative=s name: D YOUNG & CO LLP, GB |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 579927 Country of ref document: AT Kind code of ref document: T Effective date: 20121115 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602008019466 Country of ref document: DE Effective date: 20121213 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK05 Ref document number: 579927 Country of ref document: AT Kind code of ref document: T Effective date: 20121017 |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: VDEP Effective date: 20121017 |
|
REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130217 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130117 Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130128 Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: PL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130118 Ref country code: BE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130218 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130117 Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
26N | No opposition filed |
Effective date: 20130718 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602008019466 Country of ref document: DE Effective date: 20130718 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130531 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130531 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130515 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: TR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121017 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20080515 Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130515 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 9 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 10 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20170530 Year of fee payment: 10 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 11 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20180515 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180515 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R082 Ref document number: 602008019466 Country of ref document: DE Representative=s name: D YOUNG & CO LLP, DE |
|
P01 | Opt-out of the competence of the unified patent court (upc) registered |
Effective date: 20230516 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20230525 Year of fee payment: 16 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20240530 Year of fee payment: 17 |