JP4772284B2 - 潤滑油組成物 - Google Patents
潤滑油組成物 Download PDFInfo
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- JP4772284B2 JP4772284B2 JP2004003033A JP2004003033A JP4772284B2 JP 4772284 B2 JP4772284 B2 JP 4772284B2 JP 2004003033 A JP2004003033 A JP 2004003033A JP 2004003033 A JP2004003033 A JP 2004003033A JP 4772284 B2 JP4772284 B2 JP 4772284B2
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- 239000000203 mixture Substances 0.000 title claims description 49
- 239000010687 lubricating oil Substances 0.000 title claims description 40
- -1 orthophosphate ester Chemical class 0.000 claims description 200
- 125000000217 alkyl group Chemical group 0.000 claims description 99
- 125000004432 carbon atom Chemical group C* 0.000 claims description 96
- 239000002480 mineral oil Substances 0.000 claims description 27
- 235000010446 mineral oil Nutrition 0.000 claims description 26
- 239000003963 antioxidant agent Substances 0.000 claims description 23
- 230000003078 antioxidant effect Effects 0.000 claims description 20
- 229910052698 phosphorus Inorganic materials 0.000 claims description 17
- 239000011574 phosphorus Substances 0.000 claims description 16
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000002199 base oil Substances 0.000 claims description 9
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical class C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 claims description 8
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims 1
- 150000008301 phosphite esters Chemical class 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 description 39
- 229910019142 PO4 Inorganic materials 0.000 description 36
- 235000021317 phosphate Nutrition 0.000 description 36
- 239000010452 phosphate Substances 0.000 description 34
- 239000002253 acid Substances 0.000 description 33
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 32
- 239000003054 catalyst Substances 0.000 description 31
- 239000003921 oil Substances 0.000 description 31
- 125000002947 alkylene group Chemical group 0.000 description 30
- 150000001875 compounds Chemical class 0.000 description 29
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 24
- 229910052751 metal Inorganic materials 0.000 description 24
- 239000002184 metal Substances 0.000 description 24
- 150000004996 alkyl benzenes Chemical class 0.000 description 22
- 238000000034 method Methods 0.000 description 22
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 20
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- 239000010802 sludge Substances 0.000 description 19
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- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 16
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 150000001336 alkenes Chemical class 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 14
- 238000004517 catalytic hydrocracking Methods 0.000 description 14
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- 229910052799 carbon Inorganic materials 0.000 description 12
- 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 12
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 239000004927 clay Substances 0.000 description 11
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 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 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 229910001507 metal halide Inorganic materials 0.000 description 8
- 150000005309 metal halides Chemical class 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 8
- 125000002877 alkyl aryl group Chemical group 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000005984 hydrogenation reaction Methods 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 125000004434 sulfur atom Chemical group 0.000 description 7
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- 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 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 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 6
- 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 6
- 239000002994 raw material Substances 0.000 description 6
- 230000009467 reduction Effects 0.000 description 6
- 0 *c(cc(*=C)cc1*)c1O Chemical compound *c(cc(*=C)cc1*)c1O 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 239000007983 Tris buffer Substances 0.000 description 5
- 125000003342 alkenyl group Chemical group 0.000 description 5
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 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 5
- 239000000539 dimer Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000003014 phosphoric acid esters Chemical class 0.000 description 5
- 150000003440 styrenes Chemical class 0.000 description 5
- 239000013638 trimer Substances 0.000 description 5
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 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 4
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 239000011733 molybdenum Substances 0.000 description 4
- 229910052750 molybdenum Inorganic materials 0.000 description 4
- 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 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 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 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 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 4
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 4
- 239000010937 tungsten Substances 0.000 description 4
- 229910052721 tungsten Inorganic materials 0.000 description 4
- 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 4
- 239000011592 zinc chloride Substances 0.000 description 4
- 235000005074 zinc chloride Nutrition 0.000 description 4
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
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- 238000009835 boiling Methods 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
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- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 3
- 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 3
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- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 238000010248 power generation Methods 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- CGFYHILWFSGVJS-UHFFFAOYSA-N silicic acid;trioxotungsten Chemical compound O[Si](O)(O)O.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 CGFYHILWFSGVJS-UHFFFAOYSA-N 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 3
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- UVMGANPLBFFQIO-UHFFFAOYSA-N 1-dodecylnaphthalene Chemical compound C1=CC=C2C(CCCCCCCCCCCC)=CC=CC2=C1 UVMGANPLBFFQIO-UHFFFAOYSA-N 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
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- WFIWWWVUVMTOSH-UHFFFAOYSA-N 10-methylundecyl propanoate Chemical compound CCC(=O)OCCCCCCCCCC(C)C WFIWWWVUVMTOSH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- OOYBITFWBADNKC-UHFFFAOYSA-N 5-Methylhexyl acetate Chemical compound CC(C)CCCCOC(C)=O OOYBITFWBADNKC-UHFFFAOYSA-N 0.000 description 2
- AIAMDEVDYXNNEU-UHFFFAOYSA-N 6-methylheptyl propanoate Chemical compound CCC(=O)OCCCCCC(C)C AIAMDEVDYXNNEU-UHFFFAOYSA-N 0.000 description 2
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- CRKWWBFTYGZTBS-UHFFFAOYSA-N 8-methylnonyl acetate Chemical compound CC(C)CCCCCCCOC(C)=O CRKWWBFTYGZTBS-UHFFFAOYSA-N 0.000 description 2
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- 229910000831 Steel Inorganic materials 0.000 description 2
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- 238000005299 abrasion Methods 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
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- 150000004982 aromatic amines Chemical class 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000010725 compressor oil Substances 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
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- 125000004981 cycloalkylmethyl group Chemical group 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
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- QUTZUATVZPXUJR-UHFFFAOYSA-N trinonyl phosphite Chemical compound CCCCCCCCCOP(OCCCCCCCCC)OCCCCCCCCC QUTZUATVZPXUJR-UHFFFAOYSA-N 0.000 description 1
- HSWWQTRSHXQECS-UHFFFAOYSA-N trioctadecoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound CCCCCCCCCCCCCCCCCCOP(=S)(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC HSWWQTRSHXQECS-UHFFFAOYSA-N 0.000 description 1
- FDGZUBKNYGBWHI-UHFFFAOYSA-N trioctadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC FDGZUBKNYGBWHI-UHFFFAOYSA-N 0.000 description 1
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- KRGWQWQLDWWLIB-UHFFFAOYSA-N tripentoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound CCCCCOP(=S)(OCCCCC)OCCCCC KRGWQWQLDWWLIB-UHFFFAOYSA-N 0.000 description 1
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- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- CKFZIGKTPRPTGV-UHFFFAOYSA-N tris(2-propylphenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound CCCC1=CC=CC=C1OP(=S)(OC=1C(=CC=CC=1)CCC)OC1=CC=CC=C1CCC CKFZIGKTPRPTGV-UHFFFAOYSA-N 0.000 description 1
- XHTMGDWCCPGGET-UHFFFAOYSA-N tris(3,3-dichloropropyl) phosphate Chemical compound ClC(Cl)CCOP(=O)(OCCC(Cl)Cl)OCCC(Cl)Cl XHTMGDWCCPGGET-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- SVETUDAIEHYIKZ-IUPFWZBJSA-N tris[(z)-octadec-9-enyl] phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(=O)(OCCCCCCCC\C=C/CCCCCCCC)OCCCCCCCC\C=C/CCCCCCCC SVETUDAIEHYIKZ-IUPFWZBJSA-N 0.000 description 1
- WYFGCJADJYRNAK-UHFFFAOYSA-N tritetradecyl phosphate Chemical compound CCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC WYFGCJADJYRNAK-UHFFFAOYSA-N 0.000 description 1
- XEQUZHYCHCGTJX-UHFFFAOYSA-N tritridecyl phosphate Chemical compound CCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCC)OCCCCCCCCCCCCC XEQUZHYCHCGTJX-UHFFFAOYSA-N 0.000 description 1
- SUZOHRHSQCIJDK-UHFFFAOYSA-N triundecyl phosphate Chemical compound CCCCCCCCCCCOP(=O)(OCCCCCCCCCCC)OCCCCCCCCCCC SUZOHRHSQCIJDK-UHFFFAOYSA-N 0.000 description 1
- UKPASDNOVTUNJT-UHFFFAOYSA-N triundecyl phosphite Chemical compound CCCCCCCCCCCOP(OCCCCCCCCCCC)OCCCCCCCCCCC UKPASDNOVTUNJT-UHFFFAOYSA-N 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
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Description
式(1)中のR1、R2、R3およびR4は、それぞれ水素原子または炭化水素基を示し、当該炭化水素基にはアルキル基の他、アルケニル基、アリール基、アルキルアリール基、アリールアルキル基等が含まれるが、R1、R2、R3およびR4は全てアルキル基であることが好ましい。
式(2)中のR1、R2、R3およびR4で示される炭化水素基としては、アルキル基の他、アルケニル基、アリール基、アルカリール基、アラルキル基等が挙げられるが、R5、R6、R7およびR8は全てアルキル基であることが好ましい。
式(3)中のR9、R10、R11およびR12で示される炭化水素基としては、アルキル基の他、アルケニル基、アリール基、アルカリール基、アラルキル基等が挙げられるが、R9、R10、R11およびR12は全てアルキル基であることが好ましい。
一般式(4)中のR14がアルキル基である場合、当該アルキル基は前述の通り炭素数1〜16の直鎖上又は分岐状のものである。このようなアルキル基としては、具体的には例えば、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシ基、トリデシル基、テトラデシル基、ペンタデシル基、及びヘキサデシル基等(これらのアルキル基は直鎖状でも分枝状でも良い)が挙げられる。なお、R14の炭素数が16を超える場合には分子中に占める官能基の割合が小さくなり、酸化防止性能に悪影響を与える恐れがある。
R15及びR16で表されるアルキル基としては、具体的には、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシ基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基等(これらのアルキル基は直鎖状でも分枝状でも良い)が挙げられる。これらの中でも、高温での酸化防止性をより長期にわたって維持できる点から、R15及びR16としては、炭素数3〜16の分枝アルキル基が好ましく、炭素数3又は4のオレフィン又はそのオリゴマーから誘導される炭素数3〜16の分枝アルキル基がより好ましい。炭素数3又は4のオレフィンとしては、具体的にはプロピレン、1−ブテン、2−ブテン及びイソブチレン等が挙げられるが、高温での酸化防止性をより長期にわたって維持できる点から、プロピレン又はイソブチレンが好ましい。また、R15又はR16としては、更に優れた酸化防止性が得られることから、それぞれプロピレンから誘導されるイソプロピル基、イソブチレンから誘導されるtert−ブチル基、プロピレンの2量体から誘導される分枝ヘキシル基、イソブチレンの2量体から誘導される分枝オクチル基、プロピレンの3量体から誘導される分枝ノニル基、イソブチレンの3量体から誘導される分枝ドデシル基、プロピレンの4量体から誘導される分枝ドデシル基又はプロピレンの5量体から誘導される分枝ペンタデシル基がさらにより好ましく、イソブチレンから誘導されるtert−ブチル基、プロピレンの2量体から誘導される分枝ヘキシル基、イソブチレンの2量体から誘導される分枝オクチル基、プロピレンの3量体から誘導される分枝ノニル基、イソブチレンの3量体から誘導される分枝ドデシル基又はプロピレンの4量体から誘導される分枝ドデシル基が最も好ましい。
で表される基を示す。]
−R31−S−R32− (iii)
(一般式(iii)中、R31及びR32は同一でも異なっていてもよく、それぞれ炭素数1〜6のアルキレン基を示す)
で表される基を示す。]
で表される基を示す。]
上記一般式(6)で表される化合物において、R19が一般式(i)で表される基である化合物の場合、一般式(i)中のR20が炭素数1〜2のアルキレン基であり、R21が炭素数6〜12の直鎖状又は分枝状アルキル基であるものがより好ましく、一般式(i)のR20が炭素数1〜2のアルキレン基であり、R21が炭素数6〜12の分枝状アルキル基であるものが特に好ましい。
一般式(9)中、R38及びR39はそれぞれ水素原子又は炭素数1〜30の炭化水素基を表す。炭素数1〜30の炭化水素基としては、アルキル基、アルケニル基、シクロアルキル基、ビシクロアルキル基、トリシクロアルキル基、アルキルシクロアルキル基、アルキルビシクロアルキル基、アルキルトリシクロアルキル基、シクロアルキルアルキル基、ビシクロアルキルアルキル基、トリシクロアルキルアルキル基、アリール基、アルキルアリール基、アリールアルキル基等が挙げられる。また、R38とR39が結合して下記一般式(10)で表される2価の基を形成してもよい。なお、当該2価の基の2個の結合手はそれぞれX1、X2と結合するものである。
R1及びR2としては、これらの中でもアルキル基、シクロアルキル基、シクロアルキルアルキル基、トリシクロアルキルアルキル基、アリール基、アルキルアリール基、R1とR2とが結合した上記一般式(10)で表されるような2価の基であることが好ましく、アルキル基であることがより好ましい。
X1及びX2が酸素原子であり且つX3及びX4が硫黄原子であることが好ましい。
本発明の潤滑油組成物におけるリン含有カルボン酸化合物の含有量は特に制限されないが、組成物全量基準で、好ましくは0.001〜1質量%、より好ましくは0.002〜0.5質量%である。リン含有カルボン酸化合物の含有量が前記下限値未満では十分な潤滑性が得られない傾向にある。一方、前記上限値を超えても含有量に見合う潤滑性向上効果が得られない傾向にあり、更には熱・酸化安定性や加水分解安定性が低下するおそれがあるので好ましくない。なお、一般式(9)で表されるホスホリル化カルボン酸のうち、R4が水素原子である化合物(一般式(14)で表されるβ−ジチオホスホリル化プロピオン酸を含む)の含有量については、好ましくは0.001〜0.1質量%、より好ましくは0.002〜0.08質量%、更に好ましくは0.003〜0.07質量%、一層好ましくは0.004〜0.06質量%、特に好ましくは0.005〜0.05質量%である。当該含有量が0.001未満の場合は極圧性向上効果が不十分となるおそれがあり、一方、0.1質量%を超えると熱・酸化安定性が低下するおそれがある。
実施例1〜3及び比較例1〜2においては、それぞれ以下に示す基油及び添加剤を用いて、表1に示す組成を有する潤滑油組成物を調製した。
A1:高度精製鉱油(飽和分の含有量:90.2質量%、全芳香族分の含有量:9.5質量%、レジン分:0.3質量%、飽和分中のイソパラフィン類及び一環ナフテン類の合計の含有量:66.1質量%、飽和分中の二環以上のナフテン類の含有量:33.9質量%、塩基性窒素の含有量:3質量ppm未満、粘度指数:122、流動点:−15℃)
A2:溶剤精製鉱油(全芳香族分の含有量:20.3質量%、飽和分中のイソパラフィン類及び一環ナフテン類の合計の含有量:68.3質量%、塩基性窒素の含有量:31質量ppm、粘度指数:98、流動点:−10℃)
(アルキル基を有する芳香族化合物)
B1:炭素数16又は18のアルキル基(等モル比)を1〜2個有するアルキルナフタレン
(酸化防止剤)
C1:ドデシルフェニル−α−ナフチルアミン
C2:(オクチルフェニル)(ブチルフェニル)アミン
(リン系極圧剤)
D1:トリクレジルホスフェート
(リン含有カルボン酸化合物)
E1:β−ジチオホスホリル化プロピオン酸。
JIS−K−2514に規定される回転ボンベ式酸化安定性試験方法(RBOT)に準拠して酸化安定度試験を行った。すなわち試験は銅触媒を入れた試料容器に試料50gと蒸留水5mlを採り、圧力容器内にセットした後に酸素を620kPaまで圧入し、150℃で酸化試験を行い、最高圧力から172kPaの圧力降下が起こるまでの時間を試料油の酸化寿命とした。得られた結果を表1に示す。
図1に示す高温ポンプ循環試験設備により、各潤滑油組成物をピストンポンプを用いて7MPa、120℃で循環し、循環系内にセットしたラインフィルター(3μm)の前後の差圧上昇をモニターした。スラッジがない場合の差圧は約35kPaであるが、スラッジが捕集されると徐々に差圧は上昇する。こうして差圧が100kPaになるまでの運転時間を測定し、スラッジ生成防止性の尺度とした。得られた結果を表1に示す。なおこの運転時間の数値は大きいほどスラッジ生成抑制性に優れることを示す。
シェル式四球摩耗試験法により耐摩耗性評価試験を実施した。具体的には、1/2インチ鋼球、1200rpm、30kgf、30分の条件で摩耗試験を行い、鋼球3個の摩耗量を重量の変化量として測定した。得られた結果を表1に示す。
ASTM D5182に準拠した方法により、各潤滑油組成物の極圧性能を評価した。得られた結果を表1に示す。
Claims (4)
- 全芳香族分の含有量が0〜15質量%、飽和分中のイソパラフィン類及び一環ナフテン類の合計の含有量が50質量%以上、塩基性窒素の含有量が20質量ppm以下、粘度指数が105以上、流動点が−10℃以下である高度精製鉱油と、炭素数8〜30のアルキル基を1個又は2個有するアルキルナフタレンと、の混合基油、及び酸化防止剤を含有し、該アルキルナフタレンの含有量が、該アルキルナフタレン及び前記高度精製鉱油の合計量を基準として、5〜40質量%であり、前記酸化防止剤がアルキル化フェニル−α−ナフチルアミン及びアルキル化ジフェニルアミンの双方を含有し、高温下で使用されることを特徴とする潤滑油組成物。
- リン系極圧剤を更に含有することを特徴とする、請求項1に記載の潤滑油組成物。
- 前記リン系極圧剤が正リン酸エステル及び亜リン酸エステルから選ばれる少なくとも1種であることを特徴とする、請求項1又は2に記載の潤滑油組成物。
- リン含有カルボン酸化合物を更に含有することを特徴とする、請求項1〜3のうちのいずれか一項に記載の潤滑油組成物。
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