WO1998017747A1 - Lubricating oil composition for automatic transmissions - Google Patents
Lubricating oil composition for automatic transmissions Download PDFInfo
- Publication number
- WO1998017747A1 WO1998017747A1 PCT/JP1997/002025 JP9702025W WO9817747A1 WO 1998017747 A1 WO1998017747 A1 WO 1998017747A1 JP 9702025 W JP9702025 W JP 9702025W WO 9817747 A1 WO9817747 A1 WO 9817747A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- lubricating oil
- oil composition
- carbon atoms
- automatic transmission
- general formula
- Prior art date
Links
- 230000005540 biological transmission Effects 0.000 title claims abstract description 102
- 239000000203 mixture Substances 0.000 title claims abstract description 94
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 84
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 94
- 150000001875 compounds Chemical class 0.000 claims abstract description 77
- 239000002199 base oil Substances 0.000 claims abstract description 38
- 125000003277 amino group Chemical group 0.000 claims abstract description 18
- 150000002430 hydrocarbons Chemical group 0.000 claims description 83
- -1 phosphorus compound Chemical class 0.000 claims description 48
- 230000001050 lubricating effect Effects 0.000 claims description 31
- 229910052751 metal Inorganic materials 0.000 claims description 27
- 239000002184 metal Substances 0.000 claims description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 23
- 150000007524 organic acids Chemical class 0.000 claims description 20
- 239000000654 additive Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 9
- 239000011574 phosphorus Substances 0.000 claims description 9
- 229910052698 phosphorus Inorganic materials 0.000 claims description 9
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 9
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 8
- 229960001860 salicylate Drugs 0.000 claims description 8
- 239000003963 antioxidant agent Substances 0.000 claims description 7
- 239000002270 dispersing agent Substances 0.000 claims description 7
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000006078 metal deactivator Substances 0.000 claims description 6
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 5
- 238000005260 corrosion Methods 0.000 claims description 5
- 230000007797 corrosion Effects 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000000996 additive effect Effects 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 150000008301 phosphite esters Chemical class 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 4
- 239000001257 hydrogen Substances 0.000 abstract description 4
- 150000001408 amides Chemical class 0.000 abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 24
- 125000000217 alkyl group Chemical group 0.000 description 22
- 230000002265 prevention Effects 0.000 description 20
- 229910019142 PO4 Inorganic materials 0.000 description 18
- 239000010452 phosphate Substances 0.000 description 18
- 239000003921 oil Substances 0.000 description 17
- 230000007246 mechanism Effects 0.000 description 16
- 239000002253 acid Substances 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 11
- 229940126062 Compound A Drugs 0.000 description 9
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 9
- 150000003873 salicylate salts Chemical class 0.000 description 9
- 150000003871 sulfonates Chemical class 0.000 description 9
- 239000002480 mineral oil Substances 0.000 description 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 7
- 229910052791 calcium Inorganic materials 0.000 description 7
- 239000011575 calcium Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000002783 friction material Substances 0.000 description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 5
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- WRKCIHRWQZQBOL-UHFFFAOYSA-N octyl dihydrogen phosphate Chemical compound CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 description 4
- 229920000193 polymethacrylate Polymers 0.000 description 4
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- 239000012964 benzotriazole Substances 0.000 description 3
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000001384 succinic acid Substances 0.000 description 3
- 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
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 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 2
- 241000907897 Tilia Species 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000994 depressogenic effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- HTDKEJXHILZNPP-UHFFFAOYSA-N dioctyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OCCCCCCCC HTDKEJXHILZNPP-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229920000768 polyamine Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 229960002317 succinimide Drugs 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000004711 α-olefin Substances 0.000 description 2
- DAZHWGHCARQALS-UHFFFAOYSA-N (2-methylphenyl) (4-methylphenyl) phenyl phosphate Chemical compound C1=CC(C)=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1 DAZHWGHCARQALS-UHFFFAOYSA-N 0.000 description 1
- JCDJGJCAOAFHSD-UHFFFAOYSA-N (4-butylphenyl) diphenyl phosphate Chemical compound C1=CC(CCCC)=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 JCDJGJCAOAFHSD-UHFFFAOYSA-N 0.000 description 1
- AJPMQQSNPDNRBL-UHFFFAOYSA-N 1-dodecyl-7-thiabicyclo[4.1.0]hepta-2,4-dien-6-ol Chemical compound C1=CC=CC2(CCCCCCCCCCCC)C1(O)S2 AJPMQQSNPDNRBL-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- ADRNSOYXKABLGT-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC(C)C)OC1=CC=CC=C1 ADRNSOYXKABLGT-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CUDSBWGCGSUXDB-UHFFFAOYSA-N Dibutyl disulfide Chemical compound CCCCSSCCCC CUDSBWGCGSUXDB-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- KFXHEQAXULZZQV-UHFFFAOYSA-N OP1OS(=O)(=O)O1 Chemical compound OP1OS(=O)(=O)O1 KFXHEQAXULZZQV-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000010718 automatic transmission oil Substances 0.000 description 1
- JELQNFAUSQUEGV-UHFFFAOYSA-N benzyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OCC1=CC=CC=C1 JELQNFAUSQUEGV-UHFFFAOYSA-N 0.000 description 1
- LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical compound C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZLMKQJQJURXYLC-UHFFFAOYSA-N bis(2-ethylhexoxy)-oxophosphanium Chemical compound CCCCC(CC)CO[P+](=O)OCC(CC)CCCC ZLMKQJQJURXYLC-UHFFFAOYSA-N 0.000 description 1
- WFFZELZOEWLYNK-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(=O)OCCCCCCCC\C=C/CCCCCCCC WFFZELZOEWLYNK-CLFAGFIQSA-N 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
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 1
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 1
- QHAUASBJFFBWMY-UHFFFAOYSA-N didecyl hydrogen phosphate Chemical compound CCCCCCCCCCOP(O)(=O)OCCCCCCCCCC QHAUASBJFFBWMY-UHFFFAOYSA-N 0.000 description 1
- JTXUVYOABGUBMX-UHFFFAOYSA-N didodecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCC JTXUVYOABGUBMX-UHFFFAOYSA-N 0.000 description 1
- SPBMDAHKYSRJFO-UHFFFAOYSA-N didodecyl hydrogen phosphite Chemical compound CCCCCCCCCCCCOP(O)OCCCCCCCCCCCC SPBMDAHKYSRJFO-UHFFFAOYSA-N 0.000 description 1
- XTBBZRRBOAVBRA-UHFFFAOYSA-N dimethyl phenyl phosphate Chemical compound COP(=O)(OC)OC1=CC=CC=C1 XTBBZRRBOAVBRA-UHFFFAOYSA-N 0.000 description 1
- FRXGWNKDEMTFPL-UHFFFAOYSA-N dioctadecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCCCC FRXGWNKDEMTFPL-UHFFFAOYSA-N 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- NODGGJKZBPRISK-UHFFFAOYSA-N diphenyl propyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCC)OC1=CC=CC=C1 NODGGJKZBPRISK-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical class CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- TVACALAUIQMRDF-UHFFFAOYSA-N dodecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(O)=O TVACALAUIQMRDF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JSPBAVGTJNAVBJ-UHFFFAOYSA-N ethyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCC)OC1=CC=CC=C1 JSPBAVGTJNAVBJ-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 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 1
- IBONAIQEOFOONF-UHFFFAOYSA-N hexadecyl phenylmethanesulfonate Chemical compound CCCCCCCCCCCCCCCCOS(=O)(=O)CC1=CC=CC=C1 IBONAIQEOFOONF-UHFFFAOYSA-N 0.000 description 1
- KTUVYMAZYSSBKC-UHFFFAOYSA-N hexyl benzenesulfonate Chemical compound CCCCCCOS(=O)(=O)C1=CC=CC=C1 KTUVYMAZYSSBKC-UHFFFAOYSA-N 0.000 description 1
- PHNWGDTYCJFUGZ-UHFFFAOYSA-N hexyl dihydrogen phosphate Chemical compound CCCCCCOP(O)(O)=O PHNWGDTYCJFUGZ-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- GBHRVZIGDIUCJB-UHFFFAOYSA-N hydrogenphosphite Chemical compound OP([O-])[O-] GBHRVZIGDIUCJB-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 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 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- FFQLQBKXOPDGSG-UHFFFAOYSA-N octadecyl benzenesulfonate Chemical compound CCCCCCCCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 FFQLQBKXOPDGSG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 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 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 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 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- DECPGQLXYYCNEZ-UHFFFAOYSA-N tris(6-methylheptyl) phosphite Chemical compound CC(C)CCCCCOP(OCCCCCC(C)C)OCCCCCC(C)C DECPGQLXYYCNEZ-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- COTPAMORPWZHKE-UHFFFAOYSA-H trizinc;thiophosphate;thiophosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=O.[O-]P([O-])([O-])=S COTPAMORPWZHKE-UHFFFAOYSA-H 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
Classifications
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- C10M133/16—Amides; Imides
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- C10M129/54—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
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- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Definitions
- the present invention relates to a lubricating oil composition for an automatic transmission, and more particularly, to a lubricating oil composition having a high transmission torque capacity and excellent shudder-vibration prevention performance, and particularly suitable for an automatic transmission having a slip control mechanism. It is about things.
- the present invention provides a method of lubricating an automatic transmission having a slip control mechanism. Further, the present invention provides a lubricating method for an automatic transmission having a high transmission torque capacity and an excellent anti-shugging function. It is intended to provide an automatic transmission filled with an oil composition.
- the automatic transmission is composed of a torque converter, a wet-type multi-plate clutch, a gear bearing mechanism, and a hydraulic control mechanism that controls them, and has a mechanism that automatically sets the transmission torque capacity according to running conditions.
- Lubricating oil for automatic transmission is commonly used in these mechanisms in such automatic transmissions.
- ATF Lubricating oil for automatic transmission
- It is required to function as oil and hydraulic oil.
- the first object of the present invention is to provide a lubricating oil composition for an automatic transmission that is excellent in anti-shudder-vibration performance without impairing the transmission torque capacity in view of the above-mentioned development situation of the lubricating oil for an automatic transmission. Is to provide.
- a second object of the present invention is to provide a lubricating method for an automatic transmission having a slip control mechanism using a lubricating oil composition for an automatic transmission having a high transmission torque capacity and excellent shudder vibration prevention performance. Is to provide.
- a third object of the present invention is to provide an automatic transmission filled with a lubricating oil composition having a high transmission torque capacity and excellent shudder vibration prevention performance. It is in.
- the present inventors have conducted intensive studies to achieve the above object, and as a result, a lubricating oil composition obtained by adding a specific imide compound as described in detail below to a lubricating base oil. It was found that the product had sufficient lubrication characteristics, transmission torque capacity and anti-shudder vibration prevention performance required for lubricating oil for automatic transmissions, and could achieve the intended purpose. Thus, the present invention has been completed.
- R and R 2 may be the same or different, each is a hydrocarbon group having 5 or more carbon atoms, and R 3 is a divalent C 1 to C 5 carbon atom.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and n is an integer of 0 to 10).
- the present invention relates to a lubricating oil composition for a transmission.
- the lubricating base oil based on the total weight of the lubricating oil composition,
- R 1 and R 2 may be different bite other are identical to each other, are each 5 or more carbon atoms of the hydrocarbon group, R 3
- R 4 is a hydrogen atom or a carbon cohydrogen group having 1 to 20 carbon atoms
- n is an integer of 0 to 10. 0.02% to 4% by weight of a compound represented by the formula:
- a lubricating oil composition for an automatic transmission comprising:
- the lubricating base oil based on the total weight of the lubricating oil composition,
- R 1 and R 2 may be the same or different from each other, each is a hydrocarbon group having 5 or more carbon atoms, and R 3 is a divalent group having 1 to 5 carbon atoms.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and n is an integer of 0 to 10.
- a method for lubricating an automatic transmission using a lubricating oil composition for an automatic transmission containing the compound represented by the general formula [I] can be provided.
- An object of the present invention is to provide an automatic transmission filled with a lubricating oil composition for an automatic transmission containing the compound represented by the general formula [I].
- R 1 and R 2 of the imid compound represented by the general formula [I] are each a linear hydrocarbon group having 5 or more carbon atoms.
- the base oil of the lubricating oil composition for an automatic transmission according to the present invention is not particularly limited, and any oil that is generally used as a lubricating oil base oil can be used. Any of these can be used.
- Mineral base oils include solvent-refined raffinates and lubricating oil raw materials obtained by treating lubricating oil raw materials obtained by atmospheric distillation and vacuum distillation of crude oils with aromatic extraction solvents such as phenol, furfural, and N-methylpyrrolidone.
- the isomerized oil obtained or a mixed oil thereof can be used.
- the lubricating oil-mixed base material can usually be produced by arbitrarily combining a solvent refining process, a hydrogenation process, an isomerization process, and the like.
- a purification step such as a white clay treatment step can be optionally employed.
- Mineral oil mixture Specific examples of the base material include light neutral oil, medium neutral oil, and heavy neutral oil bright stock.
- Examples of the synthetic base oil include poly- ⁇ -olefin, ⁇ -olefin copolymer, polybutene, alkylbenzene, polyol ester, dibasic acid ester, polyoxyalkylene glycol, polyoxyalkylene glycol ester and polyoxyalkylene glycol.
- Examples include alkylene glycol ethers and silicone oils.
- a desired lubricating base oil can be prepared by appropriately mixing oil and the like.
- the lubricating base oil of the present invention has a kinematic viscosity at 100 ° C. of usually 2 mm 2 / s to 20 mm 2 / s, preferably 3 mm 2 / s to 15 mm 2 Zs. Those having the following can be used.
- the imide compound used in the lubricating oil composition for an automatic transmission of the present invention has the following general formula [I]
- R 1 and R 2 may be the same or different from each other, and each is a saturated or unsaturated hydrocarbon group having 5 or more carbon atoms, preferably 5 to 40 carbon atoms.
- the hydrocarbon group include pentyl, hexyl, heptyl, octyl, nonyl, and decyl , Dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, oleyl group, and other hydrocarbon groups having up to 40 carbon atoms. it can.
- preferred hydrocarbon groups include straight-chain hydrocarbon groups having 8 to 25 carbon atoms.
- the number of carbon atoms of the hydrocarbon group is 4 or less, there is a possibility that the performance of preventing the vibration from shudder is reduced and a lubricating oil composition having sufficiently practical value as a lubricating oil for an automatic transmission may not be provided. .
- R 3 is a divalent hydrocarbon group having 1 to 5 carbon atoms, preferably an alkylene group having 2 to 3 carbon atoms.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms.
- hydrocarbon group an alkyl group having 1 to 20 carbon atoms
- alkenyl group having 2 to 20 carbon atoms a cycloalkyl group having 6 to 20 carbon atoms
- R 4 is particularly preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. As the above hydrocarbon group
- Each having about 1 to 5 can be used.
- An amino group is represented by one NH— or one NH 2 , and the amide bond is
- n is an integer of 1 to 10, preferably 1 to 5.
- R 1 and R 2 each have 8 carbon atoms.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may have an amino group and / or an amide bond. , N ;! ⁇ 5.
- the imid compound of the present invention is added in an effective amount to the base oil of the lubricating oil composition for an automatic transmission.
- the above-mentioned imid compound is composed of hydrocarbon-substituted succinic anhydride and polyamine
- Examples of preferred polyamines for the synthesis include monodiamines such as ethylenediamine, propylenediamine, butylenediamine and pentylenediamine, and polyalkylenepolyamines such as diethylenetriamine, triethylenetetramine and tetraethylenepentamine. it can.
- the lubricating oil composition for an automatic transmission contains the imide compound represented by the above general formula [I] as an essential component, so that when used as an automatic transmission oil, the transmission torque capacity is reduced. Without lowering, the performance of preventing shudder vibration is improved, and it has a remarkable effect especially in preventing shudder vibration of an automatic transmission with a slip control mechanism. Further, by adding a metal salt of an organic acid and / or a phosphorus-based compound and combining it with an imid-based compound, it is possible to further improve the performance of preventing shudder vibration.
- Organic acid metal salts include sulfonates, phenates, salicylates and the like. And phosphonates.
- the metal component of the organic acid metal salt is preferably an alkaline earth metal, for example, calcium, magnesium, norium and the like.
- Specific examples of the organic acid metal salt include calcium sulfonate, phenate, salicylate and phosphonate, and magnesium sulfonate, phenate, salicylate and phosphonet.
- Sulfonate, phenate, salicylate and phosphonate have a hydrocarbon group, and at least one of the hydrocarbon groups is preferably a relatively long chain having 6 or more carbon atoms.
- a linear or branched alkyl group having 6 to 18 carbon atoms For example, a linear or branched alkyl group having 6 to 18 carbon atoms; a linear or branched alkenyl group having 6 to 18 carbon atoms; a cycloalkyl group having 6 to 18 carbon atoms; An aryl group of 8 or the like can be used, and the aryl group may have an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 2 to 12 carbon atoms as a substituent.
- a preferred hydrocarbon group is an alkyl group having 6 to 18 carbon atoms, and an alkyl group having 8 to 12 carbon atoms is particularly preferred from the viewpoint of improving the transfer torque capacity.
- the sulfone include alkyl benzene sulfonates, for example, hexyl benzene sulfonate, hexadecyl toluene sulfonate, hexadecyl xylene sulfonate, octadecyl benzene sulfonate, dodecyl benzene sulfonate Salt and the like can be mentioned, and calcium and magnesium are preferable as the metal component.
- the salicylate preferably has an alkyl group having 10 to 14 carbon atoms, and specific examples thereof include dodecylzalicylate. Calcium and magnesium are preferred as metal components.
- the phenolate is preferably a metal salt of an alkylphenol or a sulfurized alkylphenol, such as a calcium salt of dodecylphenol or dodecylphenol sulfide.
- Phosphonate is a metal salt of phosphonic acid or thiophosphonic acid obtained by reacting polyolefin with phosphorus pentasulfide, and calcium and magnesium are used as metal components.
- These organic acid metal salts preferably have a total base number of 1 O mg KOHZ g to 400 mg KOH / g.
- the organic metal salt of sulfonate, phenate, salicylate and phosphonate is contained in an amount of from 0.02% to 5% by weight, preferably from 0.1% to 2% by weight, based on the total weight of the lubricating oil composition. It is effective to mix them.
- organic acid metal salts may be those produced by a known method, and commercially available products may be selected and used.
- Examples of the phosphorus compound include a phosphoric acid ester, an acidic phosphoric acid ester, a phosphite, an acidic phosphite, zinc thiophosphate, etc., and represented by the general formulas [III], [IV] And those represented by [V] can be used.
- R 5 is a carbon hydrocarbon radical or a sulfur atom-containing hydrocarbon group having 1 to 30 carbon atoms, the same or in each of the general formula It may be different.
- X is 1, 2 or 3
- y is 1 or 2.
- Preferred hydrocarbon groups are alkyl groups having 1 to 30 carbon atoms; alkenyl groups having 2 to 30 carbon atoms; cycloalkyl groups having 6 to 30 carbon atoms; aryl groups having 6 to 30 carbon atoms, alkylaryl groups, and arylalkyl groups. It is.
- Particularly preferred hydrocarbon groups are linear or branched alkyl groups having 3 to 24 carbon atoms.
- triphosphates and the like are used as phosphate esters.
- Examples of the acidic phosphoric acid ester include monobutyl phosphate, monohexyl phosphate, monooctyl phosphate, monolauryl phosphate, monophenyl phosphate, dibutyl phosphate, dioctyl phosphate, and di (2-ethylhexyl) phosphate. And didecyl phosphate, dilauryl phosphate, dioleyl phosphate, distearyl phosphate, diphenyl phosphate and the like. Among these, a mono- or dialkyl phosphite having an alkyl group having 3 to 10 carbon atoms or a mixture thereof is preferable.
- phosphites include triphenyl phosphite, tri (P-cresyl) phosphite, tris (nonyl phenyl) phosphite, trioctyl phosphite and triisooctyl phosphite. And diphenyl isodecyl phosphite, phenyl isodecyl phosphite, triisodecyl phosphite, tristearyl phosphite, trioleyl phosphite and the like.
- Acid phosphites include, for example, di-2-ethylhexylhydrogen phosphite, dilauryl hydrogen phosphite, Georail Hydrogen Phosphite and the like.
- sulfur atom-containing hydrocarbon group examples include a dodecylthioethyl group.
- the above-mentioned phosphorus compound is present in an amount of 0.01 to 5% by weight, preferably 0.03 to 3% by weight, based on the total weight of the lubricating oil composition, based on the lubricating oil base oil. It is compounded by. A particularly preferred amount is in the range of 0.05% by weight to 1% by weight.
- the phosphorus compound may be one obtained by a usual production method, and a commercially available product can be selected and used.
- the lubricating oil composition for an automatic transmission according to the present invention may further contain, if necessary, other additives such as other friction modifiers, antiwear agents, viscosity index improvers, ashless dispersants, and antioxidants.
- other additives such as other friction modifiers, antiwear agents, viscosity index improvers, ashless dispersants, and antioxidants.
- An extreme pressure agent, a metal deactivator, a pour point depressant, an antifoaming agent, a corrosion inhibitor and the like can be added as appropriate.
- polymethacrylate-based, polyisobutylene-based, ethylene-propylene copolymer-based, styrene-butadiene hydrogenated copolymer and the like can be used, and these are 3% by weight to 35% by weight. Used in proportions.
- ashless dispersant examples include polybutenyl succinic acid imid type, polybutenyl succinic acid imid type, benzylamine type, and succinic ester type. These are 0.05% to 7% by weight. Used in proportions.
- antioxidants examples include amide-based antioxidants such as alkylated difuunilamine, phenyl ⁇ -naphthylamine, alkylated phenyl- ⁇ -naphthylamine, 2,6-ditertiarybutylphenol, and 4,4′-methylenebis-monoamine.
- examples thereof include phenolic antioxidants such as (2,6-di-tert-butylphenol) and zinc dithiophosphate, which are used in a proportion of 0.05% by weight to 5% by weight.
- extreme pressure agents include dibenzyl sulfide and dibutyl disulfide, which are used at a rate of 0.05% to 3% by weight. Is done.
- metal deactivator examples include benzotriazole, thiadiazole, etc., which are used in a proportion of 0.1% to 3% by weight o
- Pour point depressants include, for example, ethylene-vinyl acetate copolymer, condensates of chlorinated balafins with naphthalene, condensates of chlorinated paraffins with phenol, polymethacrylates, polyalkylstyrenes, etc. These are used in a ratio of 0.1% by weight to 10% by weight. Further, other additives such as a corrosion inhibitor and an antifoaming agent can be used as long as the object of the present invention is not impaired.
- Antifoaming agent 0.0001 ′ 1 Next, preferred embodiments (1) to (13) of the lubricating oil composition of the present invention will be described below.
- R 1 and R 2 may be the same or different from each other, each is a hydrocarbon group having 5 to 40 carbon atoms, and R 3 is a hydrocarbon group having 1 to 5 carbon atoms.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group may have an amino group and / or an amide bond;
- a lubricating oil composition for an automatic transmission comprising an effective amount of a compound represented by the formula:
- Lubricant base oil based on the total weight of the composition
- R 1 and R 2 may be the same or different from each other, each is a hydrocarbon group having 5 to 40 carbon atoms, and R 3 is a hydrocarbon group having 1 to 5 carbon atoms.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group may have an amino group and a Z or amide bond;
- R 1 and R 2 may be the same or different from each other, and may be H, each having 8 to 25 carbon atoms and having no branch, and C and R 3 are A divalent hydrocarbon group having 2 to 5 carbon atoms, R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group has an amino group and a no or amide bond; N may be an integer from 0 to 10.
- a lubricating oil composition for an automatic transmission comprising an effective amount of a compound represented by the formula: (5) a lubricating base oil, based on the total weight of the composition,
- R 1 and R 2 are identical to each other may be different, are each a straight-chain hydrocarbon group having no branching carbon atoms 8 to 2 5, R 3 Is a divalent hydrocarbon group having 2 to 5 carbon atoms, R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group has an amino group and / or an amide bond. And n is an integer from 0 to 10.
- a lubricating oil composition for an automatic transmission comprising
- Lubricant base oil based on the total weight of the composition
- R 1 and R 2 may be the same or different from each other, each is a straight-chain hydrocarbon group having 825 carbon atoms and having no branch, and R 3 is A divalent hydrocarbon group having 25 carbon atoms, R 4 is a hydrogen atom or a hydrocarbon group having 120 carbon atoms, and the hydrocarbon group may have an amino group and / or an amide bond; , N is an integer of 0 10.
- a lubricating oil composition for an automatic transmission comprising
- R 1 and R 2 are the same as each other.
- R 3 is a divalent hydrocarbon group having 2 to 5 carbon atoms, each of which is a straight-chain unsaturated hydrocarbon group having 8 to 25 carbon atoms and having no branch.
- 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group may have an amino group and a amino or amide bond, and n is an integer of 0 to 10.
- a lubricating oil composition for an automatic transmission comprising an effective amount of a compound represented by the following formula:
- R 1 and R 2 may be the same or different from each other, and each is a straight-chain unsaturated hydrocarbon group having 8 to 25 carbon atoms and having no branch; 3 is a divalent hydrocarbon group having 2 to 5 carbon atoms, R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group has an amino group and / or an amide bond.
- N may be an integer from 0 to 10.
- a lubricating oil composition for an automatic transmission comprising
- R 1 and R 2 may be the same or different from each other, and each is a straight-chain unsaturated hydrocarbon group having 8 to 25 carbon atoms and having no branch, R 3 is a divalent hydrocarbon group having 2 to 5 carbon atoms, R 4 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group is an amino group and a di- or amide group. It may have a bond, and n is an integer of 0 to 10.
- a lubricating oil composition for an automatic transmission comprising
- R 1 and R 2 are the same as each other.
- R 4 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, wherein R 4 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms.
- the group may have an amino group and / or an amide bond, and n is an integer of 1-5.
- a lubricating oil composition for an automatic transmission comprising an imid compound represented by the formula: (11) a lubricating base oil, based on the total weight of the composition,
- R 1 and R 2 may be the same as or different from each other, and are an unbranched H straight-chain hydrocarbon group having 8 to 25 carbon atoms.
- 4 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may have an amino group and / or an amide bond, and n is an integer of from! is there.
- a lubricating oil composition for an automatic transmission comprising
- R 1 and R 2 may be the same or different from each other, are a straight-chain hydrocarbon group having 8 to 25 carbon atoms and having no branch, and R 4 is a hydrogen atom. Or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may have an amino group and / or an amide bond, and n is an integer of from!
- a lubricating oil composition for an automatic transmission comprising
- the lubricating base oil contains the compound represented by the general formula [I] and the metal salt of an organic acid and / or a phosphorus compound, and further has an anti-wear agent and an improved viscosity index.
- a solvent refined paraffinic mineral oil having a kinematic viscosity of 4 mm 2 Zs at 100 was used as a lubricating base oil, and based on the total weight of the lubricating oil composition, an imid compound (compound A) was used. 0.5 to 2% by weight
- a lubricating oil composition for an automatic transmission which contains 0.02 to 0.1% of benzotriazole.
- the shudder vibration prevention performance and transmission torque capacity were evaluated by the following measurement methods.
- Friction coefficient UHM l ratio in friction coefficient ML ⁇ ⁇ ⁇ relative slip velocity 0. 5 ms in 5 ms and shudder one antivibration performance index criteria shudder one antivibration effect And If ⁇ ⁇ UL ratio (Shaguh anti-vibration performance index)> 1, shudder will not occur in the actual machine.
- Friction material SD-1777, 3 pieces
- the friction material is rotated at 3600 rpm with an inertial weight of 3.5 kgf ⁇ cm ⁇ s 2 without load, and pressure is applied so that the friction material is sandwiched between steel plates, and the rotation is stopped.
- the transmission torque capacity is evaluated based on the static friction coefficient s at 100 c / c in SA EN No. 2 test. The higher the s is over 0.100, the higher the transmission torque capacity is evaluated.
- Table 1 shows the composition of the imide compound of the present invention (compounds ⁇ to ⁇ ) and the imide compound (compounds I to J) used for comparison, and the base oils used in Examples and Comparative Examples are shown in Table 1.
- Tables 2 to 4 summarize the additive composition and the performance evaluation of the lubricating oil composition.
- Solvent-refined paraffinic mineral oil (kinematic viscosity at 100 ° C; 4 mm 2 / s) was used as the lubricating base oil.
- Imide-based compound (Compound A) 1.0% by weight, calcium sulfonate (total base) Value 300 mg K 0 H / g) 0.3% by weight, tributyl phosphate 0.2% by weight, polymethacrylate (viscosity index improver) 5.0% by weight, polyisobutenyl succinic acid imid (none Ash dispersant) 4.0% by weight, 2.6-di-tert-butyl-4-methylphenol (antioxidant) 0.4% by weight and benzotriazole (metal deactivator) 0.05% by weight
- a lubricating oil composition containing was prepared.
- R 1 and R 2 are each a linear alkyl group having 12 carbon atoms
- R 3 is an alkylene group having 2 carbon atoms
- R 4 is a hydrogen atom
- n is It is an imid compound of 2.
- the resulting lubricating oil composition was measured for its anti-shudder vibration performance and transmitted torque capacity, and the following results were obtained.
- ⁇ -olefin copolymer-based synthetic oil (kinematic viscosity at 100 ° C: 4 mm 2 / s [SHF 41 by Mobile Oil Co., Ltd.]) was used instead of solvent-refined paraffinic mineral oil.
- a lubricating oil composition was prepared in the same manner as in Example 1. The performance index of shudder vibration prevention and transmission torque capacity were measured, and the results are shown in Table 1. Substantially equivalent results were obtained when compared to mineral base oils.
- a lubricating oil composition was prepared in the same manner as in Example 1 except that Compound B shown in Table 4 was used instead of Compound A as the imide compound.
- R 1 and R 2 are each a straight-chain alkyl group having 12 carbon atoms
- R 3 is an ethylene group
- R 4 is an alkyl group having 6 carbon atoms
- an —NH— group It is an imid compound in which two — and three NH 2 atoms are bonded.
- n is 2.
- the lubricating oil composition was subjected to performance evaluation, and the results shown in Table 2 were obtained. Shada One-vibration prevention performance index ( ⁇ ⁇ Ratio) was 1.07, and the transmission torque capacity (s) was 0.146, which was an extremely good result.
- a lubricating oil composition was obtained under the same conditions and operations as in Example 1 except that compound C was used instead of compound ⁇ ⁇ ⁇ as the imide compound.
- R 1 and R 2 are each a linear alkyl group having 18 carbon atoms
- R 3 is an ethylene group
- R 4 is a hydrogen atom
- n is 2 It is an imid compound.
- Table 2 shows the measurement results of the lubricating oil composition's shudder vibration prevention performance index ( ⁇ L ratio) and transmission torque capacity (S).
- Example 1 was repeated except that Compound A (Example 12), Compound E (Example 13) and Compound F (Example 14) were used instead of Compound A as imid compounds.
- a lubricating oil composition was prepared in the same manner.
- R 1 and R 2 each have a linear alkyl group having 18 carbon atoms, R 3 has an ethylene group, and R 4 has two amide bonds (one CO—N—).
- Compound E is an imid compound in which R 1 and R 2 are each a linear alkyl group having 24 carbon atoms, R 3 is an ethylene group, R 4 is a hydrogen atom, and n is 2.
- Compound F is an imid compound in which R 1 and R 2 are each a linear alkyl group having 8 carbon atoms, R 3 is an ethylene group, R 4 is a hydrogen atom, and n is 2.
- compound G (Example 15) instead of compound A
- a lubricating oil composition was prepared in the same manner as in Example 1 except that Compound H and Compound H (Example 16) were used.
- compounds G and H are imid compounds in which R 1 and R 2 each have a linear unsaturated hydrocarbon group. Table 3 shows the evaluation results.
- a lubricating oil composition was prepared using Compound G as the imide compound and using acid phosphate and acid phosphite in the proportions shown in Table 3 in place of the phosphate.
- Table 3 shows the results of the composition and performance evaluation (shudder vibration prevention performance and transmission torque capacity).
- the lubricating oil composition was prepared by mixing the base oils shown in Table 3 and various additives in the proportions shown in the same table. For each composition, the shudder vibration prevention performance index ( ⁇ L ratio) and the transmitted torque capacity were determined, and the results are shown in Table 3.
- R 1 and R 2 are each an n-butyl group having 4 carbon atoms, R 3 is an ethylene group, R 4 is a hydrogen atom, and n is 2 It is a compound of the type.
- R 1 is a straight-chain alkyl group having 12 carbon atoms
- R 2 is a cyclic hydrocarbon group and is not a straight-chain saturated hydrocarbon group. It is an imid compound containing a hydrocarbon group.
- polyisobutenyl group of the polyisobutenyl succinic acid imide used here is different from the straight-chain hydrocarbon group having 5 or more carbon atoms and having no branch in the present invention. Yes, no improvement in shudder vibration prevention performance.
- the anti-shudder vibration index of the lubricating oil composition of Comparative Example 14 using Compound J was reduced to 0.94 and 1.00 or less, resulting in the lack of anti-shudder vibration prevention performance. Since R 2 of compound J is a cyclic compound, if both R 1 and R 2 are not straight-chain hydrocarbons, they provide anti-shaddle vibration prevention performance while maintaining transmission torque capacity. It indicates that it is not possible.
- R 1 and R 2 of the compound A ⁇ H is a linear alkyl group having 8 or more carbon atoms as shown in Table, shudder one antivibration performance without these lubricating oil composition using compromising torque capacity Has a remarkable effect.
- the imid-based compound of the present invention has a content range in which a more remarkable effect can be exhibited.
- the content of the additives is indicated by% by weight based on the total weight of the composition.
- the content of the additives is indicated by% by weight based on the total weight of the composition.
- the lubricating oil composition for an automatic transmission comprises the above-mentioned imid compound in a lubricating base oil, and is an index of anti-shudder vibration prevention performance in an automatic transmission with a slip control mechanism. It can improve the slope of the ⁇ -V curve, and even when the lock-up mechanism is operated in the low-speed range, it exhibits excellent anti-shudder vibration prevention performance without impairing the transmission torque capacity, and power transmission. Very useful as a fluid.
- the present invention it is possible to provide a method of lubricating an automatic transmission with a slip control mechanism using the lubricating oil composition for an automatic transmission containing an imid-based compound. Further, it is possible to provide an automatic transmission equipped with a lock-up mechanism filled with a lubricating oil composition having a high transmission torque capacity and an excellent anti-shudder vibration prevention performance.
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- Chemical & Material Sciences (AREA)
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Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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EP97927369A EP0889112A1 (en) | 1996-10-22 | 1997-06-11 | Lubricating oil composition for automatic transmissions |
Applications Claiming Priority (2)
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JP8298082A JPH09202890A (en) | 1995-11-21 | 1996-10-22 | Lubricating oil composition for automatic transmission |
JP8/298082 | 1996-10-22 |
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WO1998017747A1 true WO1998017747A1 (en) | 1998-04-30 |
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PCT/JP1997/002025 WO1998017747A1 (en) | 1996-10-22 | 1997-06-11 | Lubricating oil composition for automatic transmissions |
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WO (1) | WO1998017747A1 (en) |
Families Citing this family (10)
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AU4678300A (en) | 1999-04-30 | 2000-11-17 | Slil Biomedical Corporation | Novel polyamine analog conjugates and quinone conjugates as therapies for cancers and prostate diseases |
EP1439217B1 (en) * | 2001-10-12 | 2012-06-20 | Nippon Oil Corporation | Lubricating oil composition for internal combustion engine |
WO2003033455A1 (en) | 2001-10-16 | 2003-04-24 | Slil Biomedical Corporation | Oligoamine compounds and derivatives thereof for cancer therapy |
US6660695B2 (en) * | 2002-03-15 | 2003-12-09 | Infineum International Ltd. | Power transmission fluids of improved anti-shudder properties |
JP4677359B2 (en) * | 2005-03-23 | 2011-04-27 | アフトン・ケミカル・コーポレーション | Lubricating composition |
US20070164259A1 (en) * | 2006-01-17 | 2007-07-19 | Sullivan William T | Additive system for lubricating fluids |
JP4142060B2 (en) * | 2006-04-17 | 2008-08-27 | 新日本石油株式会社 | Lubricating oil composition for automatic transmission |
SG11201909078YA (en) | 2017-05-19 | 2019-10-30 | Chevron Oronite Co | Dispersants, method of making, and using same |
JP7011409B2 (en) * | 2017-06-30 | 2022-03-04 | 出光興産株式会社 | Friction modifier and lubricating oil composition |
FR3097875B1 (en) * | 2019-06-28 | 2022-03-04 | Total Marketing Services | Lubricating composition for preventing corrosion and/or tribocorrosion of metal parts in an engine |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03502114A (en) * | 1988-10-24 | 1991-05-16 | エクソン ケミカル パテンツ インコーポレイテッド | Amide-containing friction modifier used in power transmission fluids |
JPH06271883A (en) * | 1993-03-19 | 1994-09-27 | Honda Motor Co Ltd | Frictional force increasing agent for lubricating oil |
-
1997
- 1997-06-11 EP EP97927369A patent/EP0889112A1/en not_active Withdrawn
- 1997-06-11 WO PCT/JP1997/002025 patent/WO1998017747A1/en not_active Application Discontinuation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03502114A (en) * | 1988-10-24 | 1991-05-16 | エクソン ケミカル パテンツ インコーポレイテッド | Amide-containing friction modifier used in power transmission fluids |
JPH06271883A (en) * | 1993-03-19 | 1994-09-27 | Honda Motor Co Ltd | Frictional force increasing agent for lubricating oil |
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EP0889112A1 (en) | 1999-01-07 |
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