CA2650628A1 - Composition d'une huile lubrifiante - Google Patents
Composition d'une huile lubrifiante Download PDFInfo
- Publication number
- CA2650628A1 CA2650628A1 CA002650628A CA2650628A CA2650628A1 CA 2650628 A1 CA2650628 A1 CA 2650628A1 CA 002650628 A CA002650628 A CA 002650628A CA 2650628 A CA2650628 A CA 2650628A CA 2650628 A1 CA2650628 A1 CA 2650628A1
- Authority
- CA
- Canada
- Prior art keywords
- lubricating oil
- oil composition
- poly
- acid
- hydroxycarboxylic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 109
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 102
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 45
- 238000002485 combustion reaction Methods 0.000 claims abstract description 22
- 239000002199 base oil Substances 0.000 claims abstract description 20
- 150000001412 amines Chemical class 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000002253 acid Substances 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 230000001050 lubricating effect Effects 0.000 claims abstract description 4
- -1 poly(hydroxycarboxylic acid) Polymers 0.000 claims description 141
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 15
- 239000005864 Sulphur Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000003599 detergent Substances 0.000 claims description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 8
- 150000001450 anions Chemical class 0.000 claims description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 5
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims description 5
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 5
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 239000002585 base Substances 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 3
- 229960001860 salicylate Drugs 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract description 16
- 239000007866 anti-wear additive Substances 0.000 abstract description 7
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 26
- 230000003749 cleanliness Effects 0.000 description 20
- 239000003921 oil Substances 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
- 125000003545 alkoxy group Chemical group 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 11
- 238000004140 cleaning Methods 0.000 description 11
- 239000010802 sludge Substances 0.000 description 11
- 150000001408 amides Chemical class 0.000 description 10
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 10
- 239000002966 varnish Substances 0.000 description 10
- 239000010705 motor oil Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 8
- 235000006708 antioxidants Nutrition 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 6
- 229920002873 Polyethylenimine Polymers 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000004450 alkenylene group Chemical group 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 125000000732 arylene group Chemical group 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 125000001475 halogen functional group Chemical group 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 238000009884 interesterification Methods 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 125000001117 oleyl 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])=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])[H] 0.000 description 4
- 239000002530 phenolic antioxidant Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000004071 soot Substances 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- 125000001302 tertiary amino group Chemical group 0.000 description 4
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 3
- 229940105325 3-dimethylaminopropylamine Drugs 0.000 description 3
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 208000011616 HELIX syndrome Diseases 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000356 contaminant Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 125000006564 (C4-C8) cycloalkyl group Chemical group 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
- PAZZVPKITDJCPV-UHFFFAOYSA-N 10-hydroxyoctadecanoic acid Chemical compound CCCCCCCCC(O)CCCCCCCCC(O)=O PAZZVPKITDJCPV-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- ICKWICRCANNIBI-UHFFFAOYSA-N 2,4-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1 ICKWICRCANNIBI-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
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 2
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 2
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 2
- RKHXDCVAPIMDMG-UHFFFAOYSA-N 9-hydroxyoctadecanoic acid Chemical compound CCCCCCCCCC(O)CCCCCCCC(O)=O RKHXDCVAPIMDMG-UHFFFAOYSA-N 0.000 description 2
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- CGRTZESQZZGAAU-UHFFFAOYSA-N [2-[3-[1-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]-2-methylpropan-2-yl]-2,4,8,10-tetraoxaspiro[5.5]undecan-9-yl]-2-methylpropyl] 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCC(C)(C)C2OCC3(CO2)COC(OC3)C(C)(C)COC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 CGRTZESQZZGAAU-UHFFFAOYSA-N 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- ZCGHEBMEQXMRQL-UHFFFAOYSA-N benzyl 2-carbamoylpyrrolidine-1-carboxylate Chemical compound NC(=O)C1CCCN1C(=O)OCC1=CC=CC=C1 ZCGHEBMEQXMRQL-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 125000005645 linoleyl group Chemical group 0.000 description 2
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 125000005592 polycycloalkyl group Polymers 0.000 description 2
- 229920000193 polymethacrylate Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000005956 quaternization reaction Methods 0.000 description 2
- UPYYGCGKWBXZOW-UHFFFAOYSA-M sodium;(4-acetamidophenyl)-hydroxystibinate Chemical group [Na+].CC(=O)NC1=CC=C([Sb](O)([O-])=O)C=C1 UPYYGCGKWBXZOW-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000005156 substituted alkylene group Chemical group 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 125000001443 terpenyl group Chemical group 0.000 description 2
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000008096 xylene Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- PWNBRRGFUVBTQG-UHFFFAOYSA-N 1-n,4-n-di(propan-2-yl)benzene-1,4-diamine Chemical compound CC(C)NC1=CC=C(NC(C)C)C=C1 PWNBRRGFUVBTQG-UHFFFAOYSA-N 0.000 description 1
- OIWIYLWZIIJNHU-UHFFFAOYSA-N 1-sulfanylpyrazole Chemical compound SN1C=CC=N1 OIWIYLWZIIJNHU-UHFFFAOYSA-N 0.000 description 1
- ZBRNSXOKGALPHF-UHFFFAOYSA-N 10-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]decanoic acid Chemical compound CC(C)(C)C1=CC(CSCCCCCCCCCC(O)=O)=CC(C(C)(C)C)=C1O ZBRNSXOKGALPHF-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 1
- LKALLEFLBKHPTQ-UHFFFAOYSA-N 2,6-bis[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound OC=1C(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=CC(C)=CC=1CC1=CC(C)=CC(C(C)(C)C)=C1O LKALLEFLBKHPTQ-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
- SLUKQUGVTITNSY-UHFFFAOYSA-N 2,6-di-tert-butyl-4-methoxyphenol Chemical compound COC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SLUKQUGVTITNSY-UHFFFAOYSA-N 0.000 description 1
- QHPKIUDQDCWRKO-UHFFFAOYSA-N 2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 QHPKIUDQDCWRKO-UHFFFAOYSA-N 0.000 description 1
- YQQQXXUABFURLN-UHFFFAOYSA-N 2,6-ditert-butyl-4-ethoxyphenol Chemical compound CCOC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 YQQQXXUABFURLN-UHFFFAOYSA-N 0.000 description 1
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- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
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- SXYOAESUCSYJNZ-UHFFFAOYSA-L zinc;bis(6-methylheptoxy)-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)CCCCCOP([S-])(=S)OCCCCCC(C)C.CC(C)CCCCCOP([S-])(=S)OCCCCCC(C)C SXYOAESUCSYJNZ-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M163/00—Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M141/06—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 nitrogen-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/041—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds involving a condensation reaction
-
- 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
- C10N2030/04—Detergent property or dispersant property
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06252350 | 2006-05-03 | ||
| EP06252350.1 | 2006-05-03 | ||
| PCT/EP2007/054232 WO2007128740A1 (fr) | 2006-05-03 | 2007-05-01 | Composition d'une huile lubrifiante |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2650628A1 true CA2650628A1 (fr) | 2007-11-15 |
Family
ID=37026986
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002650628A Abandoned CA2650628A1 (fr) | 2006-05-03 | 2007-05-01 | Composition d'une huile lubrifiante |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20080026973A1 (fr) |
| EP (1) | EP2013322A1 (fr) |
| JP (1) | JP5484896B2 (fr) |
| KR (1) | KR20090006871A (fr) |
| CN (1) | CN101473020B (fr) |
| AR (1) | AR060833A1 (fr) |
| BR (1) | BRPI0711265A2 (fr) |
| CA (1) | CA2650628A1 (fr) |
| MX (1) | MX2008013918A (fr) |
| RU (1) | RU2458108C2 (fr) |
| WO (1) | WO2007128740A1 (fr) |
| ZA (1) | ZA200809245B (fr) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2055729A1 (fr) * | 2007-10-23 | 2009-05-06 | Shell Internationale Researchmaatschappij B.V. | Composition lubrifiante |
| ES2351901B1 (es) * | 2008-11-03 | 2012-01-16 | Ingeteam Energy, S.A. | Método y sistema para operar un aerogenerador. |
| EP2300580A1 (fr) * | 2008-06-24 | 2011-03-30 | Shell Internationale Research Maatschappij B.V. | Utilisation d une composition lubrifiante comprenant un amide de poly(acide hydroxycarboxylique) |
| CN102124086A (zh) * | 2008-07-31 | 2011-07-13 | 国际壳牌研究有限公司 | 聚(羟基羧酸)酰胺盐衍生物和包含它的润滑组合物 |
| CN102144020A (zh) * | 2008-08-08 | 2011-08-03 | 国际壳牌研究有限公司 | 含聚(羟基羧酸)酰胺和清净剂的润滑组合物 |
| US8268760B2 (en) | 2009-02-20 | 2012-09-18 | Exxonmobil Research And Engineering Company | Method for reducing friction/wear of formulated lubricating oils by use of ionic liquids as anti-friction/anti-wear additives |
| US8263536B2 (en) | 2009-02-20 | 2012-09-11 | Exxonmobil Research And Engineering Company | Method for the control of deposit formation in formulated lubricating oil by use of ionic liquids as additives |
| US8278253B2 (en) | 2009-02-20 | 2012-10-02 | Exxonmobil Research And Engineering Company | Method for the control of hydroperoxide-induced oxidation in formulated lubricating oils by use of ionic liquids as additives |
| KR102005477B1 (ko) | 2009-05-15 | 2019-07-30 | 더루우브리졸코오포레이션 | 4차 암모늄 아미드 및/또는 에스테르 염 |
| WO2010149712A1 (fr) | 2009-06-25 | 2010-12-29 | Shell Internationale Research Maatschappij B.V. | Composition lubrifiante |
| CN102725383A (zh) | 2009-12-24 | 2012-10-10 | 国际壳牌研究有限公司 | 液体燃料组合物 |
| RU2012132488A (ru) * | 2009-12-29 | 2014-02-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Композиции жидких топлив |
| WO2011110551A1 (fr) | 2010-03-10 | 2011-09-15 | Shell Internationale Research Maatschappij B.V. | Procédé de réduction de la toxicité de compositions lubrifiantes usagées |
| EP2194114A3 (fr) | 2010-03-19 | 2010-10-27 | Shell Internationale Research Maatschappij B.V. | Schmiermittelzusammensetzung |
| EP2566940B1 (fr) | 2010-05-03 | 2019-01-09 | Shell International Research Maatschappij B.V. | Utilisation d'huile de base fischer-tropsch pour réduire la toxicité de compositions lubrifiantes usées |
| US20120010112A1 (en) | 2010-07-06 | 2012-01-12 | Basf Se | Acid-free quaternized nitrogen compounds and use thereof as additives in fuels and lubricants |
| CN103562262B (zh) * | 2011-05-06 | 2015-08-19 | 路博润高级材料公司 | 聚酯季盐和其组合物 |
| EP2714856A1 (fr) * | 2011-05-26 | 2014-04-09 | The Lubrizol Corporation | Mélanges stabilisés contenant des modificateurs de frottement |
| EP2714858A1 (fr) * | 2011-05-26 | 2014-04-09 | The Lubrizol Corporation | Mélanges stabilisés contenant des modificateurs de frottement |
| KR20140045443A (ko) * | 2011-05-26 | 2014-04-16 | 더루우브리졸코오포레이션 | 마찰조정제를 함유하는 안정화된 블렌드 |
| WO2012177549A1 (fr) | 2011-06-21 | 2012-12-27 | The Lubrizol Corporation | Composition lubrifiante contenant un dispersant |
| CA2837642A1 (fr) | 2011-06-21 | 2012-12-27 | The Lubrizol Corporation | Composition lubrifiante contenant un dispersant |
| GB2511442B (en) * | 2011-12-21 | 2017-06-14 | Shell Int Research | Method and composition for reducing viscosity of a hydrocarbon mixture |
| CA2869333A1 (fr) * | 2012-04-11 | 2013-10-17 | The Lubrizol Corporation | Dispersants derives de polyesters d'acides gras hydroxyles et dispersants a base de polyalkylene glycol |
| EP2895584B1 (fr) * | 2012-09-11 | 2019-10-23 | The Lubrizol Corporation | Compositions contenant un sel d'ammonium quaternaire qui permettent une régulation de dépôt équilibré et des performances à l'usage sans problèmes de compatibilité avec les joints d'étanchéité |
| US20150284656A1 (en) * | 2013-03-11 | 2015-10-08 | Kuraray Co., Ltd. | Viscosity index improver, method for producing same, and oil composition |
| CA2926013C (fr) | 2013-10-02 | 2021-10-26 | Biosynthetic Technologies, Llc | Compositions d'estolide presentant des proprietes ameliorees dans une composition lubrifiante |
| CN109187372B (zh) * | 2018-09-05 | 2021-04-13 | 浙江吉利控股集团有限公司 | 醇类燃料发动机润滑系统漆膜评分方法及应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US327554A (en) * | 1885-10-06 | Convertible recli ning-chai r | ||
| NL145565B (nl) * | 1965-01-28 | 1975-04-15 | Shell Int Research | Werkwijze ter bereiding van een smeermiddelcompositie. |
| US3574576A (en) * | 1965-08-23 | 1971-04-13 | Chevron Res | Distillate fuel compositions having a hydrocarbon substituted alkylene polyamine |
| US3822209A (en) * | 1966-02-01 | 1974-07-02 | Ethyl Corp | Lubricant additives |
| US3755433A (en) * | 1971-12-16 | 1973-08-28 | Texaco Inc | Ashless lubricating oil dispersant |
| BE793279A (fr) * | 1971-12-30 | 1973-06-22 | Ici Ltd | Agents dispersants |
| US3996059A (en) * | 1971-12-30 | 1976-12-07 | Imperial Chemical Industries Limited | Dispersing agents |
| DE3066683D1 (en) * | 1979-07-26 | 1984-03-29 | Ici Plc | A dispersible pigment composition, its preparation and use in the coloration of thermoplastic materials and paints |
| US4512903A (en) * | 1983-06-23 | 1985-04-23 | Texaco Inc. | Lubricant compositions containing amides of hydroxy-substituted aliphatic acids and fatty amines |
| US4525288A (en) * | 1983-08-15 | 1985-06-25 | Texaco Inc. | Lubricants containing hydroxyalkoxy acid amides of alkyl amines as friction reducers |
| EP0164817B1 (fr) * | 1984-03-21 | 1991-01-23 | Imperial Chemical Industries Plc | Détergent |
| GB8429686D0 (en) * | 1984-11-23 | 1985-01-03 | Int Paint Plc | Dispersants |
| US4715973A (en) * | 1985-03-15 | 1987-12-29 | Shell Oil Company | Lubricating oil compositions |
| GB8701705D0 (en) * | 1987-01-27 | 1987-03-04 | Ici Plc | Corrosion inhibition |
| JPH0819351B2 (ja) * | 1988-06-09 | 1996-02-28 | サカタインクス株式会社 | 顔料分散剤及びそれを用いたオフセット印刷インキ組成物 |
| US5149454A (en) * | 1991-05-20 | 1992-09-22 | General Motors Corporation | Electrorheological compositions including am5-11 O8-17 |
| US5139692A (en) * | 1991-05-20 | 1992-08-18 | General Motors Corporation | Electrorheological compositions including an amine-terminated polyester steric stabilizer |
| JPH05331481A (ja) * | 1992-05-29 | 1993-12-14 | Tonen Corp | ２サイクルエンジン用潤滑油組成物 |
| GB9326374D0 (en) * | 1993-12-23 | 1994-02-23 | Zeneca Ltd | Process |
| US5696067A (en) * | 1996-04-15 | 1997-12-09 | The Lubrizol Corporation | Hydroxy-group containing acylated nitrogen compounds useful as additives for lubricating oil and fuel compositions |
| DE19634605B4 (de) * | 1996-08-27 | 2005-02-03 | Schill + Seilacher "Struktol" Ag | Verwendung von Zuckersäureamiden als EP-Additive und EP-Additive enthaltend Glucon- und/oder Glucoheptonsäureamide |
| US5858029A (en) * | 1997-01-13 | 1999-01-12 | Mobil Oil Corporation | Friction reducing additives for fuels and lubricants |
| WO2000034418A1 (fr) * | 1998-12-04 | 2000-06-15 | Infineum Holdings B.V. | Additif pour carburant et composition de carburant ainsi additive |
| GB2368848B (en) * | 2000-09-21 | 2002-11-27 | Ciba Sc Holding Ag | Lubricants with 5-tert.-butyl-hydroxy-3-methylphenyl substituted fatty acid esters |
| JP4594626B2 (ja) * | 2004-01-30 | 2010-12-08 | 株式会社Ａｄｅｋａ | 内燃機関潤滑油用又は駆動系潤滑油用潤滑油組成物 |
| SG156674A1 (en) * | 2004-10-27 | 2009-11-26 | Lubrizol Corp | Asphaltene inhibition |
| GB0425509D0 (en) * | 2004-11-19 | 2004-12-22 | Ici Plc | Dispersant |
-
2007
- 2007-05-01 WO PCT/EP2007/054232 patent/WO2007128740A1/fr active Application Filing
- 2007-05-01 JP JP2009508329A patent/JP5484896B2/ja not_active Expired - Fee Related
- 2007-05-01 EP EP07728686A patent/EP2013322A1/fr not_active Withdrawn
- 2007-05-01 MX MX2008013918A patent/MX2008013918A/es unknown
- 2007-05-01 CN CN2007800227422A patent/CN101473020B/zh not_active Expired - Fee Related
- 2007-05-01 CA CA002650628A patent/CA2650628A1/fr not_active Abandoned
- 2007-05-01 KR KR1020087029599A patent/KR20090006871A/ko not_active Application Discontinuation
- 2007-05-01 RU RU2008147667/04A patent/RU2458108C2/ru not_active IP Right Cessation
- 2007-05-01 BR BRPI0711265-3A patent/BRPI0711265A2/pt not_active IP Right Cessation
- 2007-05-02 US US11/743,377 patent/US20080026973A1/en not_active Abandoned
- 2007-05-02 AR ARP070101892A patent/AR060833A1/es unknown
-
2008
- 2008-10-28 ZA ZA200809245A patent/ZA200809245B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2458108C2 (ru) | 2012-08-10 |
| RU2008147667A (ru) | 2010-06-10 |
| KR20090006871A (ko) | 2009-01-15 |
| WO2007128740A1 (fr) | 2007-11-15 |
| US20080026973A1 (en) | 2008-01-31 |
| MX2008013918A (es) | 2008-11-12 |
| AR060833A1 (es) | 2008-07-16 |
| CN101473020B (zh) | 2013-06-19 |
| CN101473020A (zh) | 2009-07-01 |
| ZA200809245B (en) | 2009-10-28 |
| JP5484896B2 (ja) | 2014-05-07 |
| JP2009535473A (ja) | 2009-10-01 |
| EP2013322A1 (fr) | 2009-01-14 |
| BRPI0711265A2 (pt) | 2011-08-30 |
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Legal Events
| Date | Code | Title | Description |
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| FZDE | Discontinued |