JP5400303B2 - 潤滑油組成物 - Google Patents
潤滑油組成物 Download PDFInfo
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- JP5400303B2 JP5400303B2 JP2008019045A JP2008019045A JP5400303B2 JP 5400303 B2 JP5400303 B2 JP 5400303B2 JP 2008019045 A JP2008019045 A JP 2008019045A JP 2008019045 A JP2008019045 A JP 2008019045A JP 5400303 B2 JP5400303 B2 JP 5400303B2
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- meth
- acrylate
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- 239000000203 mixture Substances 0.000 title claims description 28
- 239000010687 lubricating oil Substances 0.000 title claims description 27
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 53
- 125000004432 carbon atom Chemical group C* 0.000 claims description 52
- -1 alkaline earth metal salicylate Chemical class 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 42
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 36
- 239000000178 monomer Substances 0.000 claims description 32
- 239000003921 oil Substances 0.000 claims description 24
- 239000002199 base oil Substances 0.000 claims description 20
- 229920002554 vinyl polymer Polymers 0.000 claims description 20
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 17
- 239000003963 antioxidant agent Substances 0.000 claims description 14
- 230000003078 antioxidant effect Effects 0.000 claims description 14
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 11
- 239000002480 mineral oil Substances 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- 235000010446 mineral oil Nutrition 0.000 claims description 8
- 229960001860 salicylate Drugs 0.000 claims description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000012208 gear oil Substances 0.000 claims description 5
- 230000005540 biological transmission Effects 0.000 claims description 2
- 229920000193 polymethacrylate Polymers 0.000 description 19
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 16
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 15
- 230000003647 oxidation Effects 0.000 description 15
- 238000007254 oxidation reaction Methods 0.000 description 15
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 15
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 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 10
- 239000002253 acid Substances 0.000 description 9
- 150000001336 alkenes Chemical class 0.000 description 9
- 239000011575 calcium Substances 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 9
- 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 8
- 239000002585 base Substances 0.000 description 8
- 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 8
- 239000003054 catalyst Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 239000013638 trimer Substances 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 5
- 229910052791 calcium Inorganic materials 0.000 description 5
- 239000000539 dimer Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 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 5
- 239000000126 substance Substances 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 4
- 150000001342 alkaline earth metals Chemical class 0.000 description 4
- 125000004103 aminoalkyl group Chemical group 0.000 description 4
- 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 4
- 238000002156 mixing Methods 0.000 description 4
- 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 4
- 238000011056 performance test Methods 0.000 description 4
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 238000004458 analytical method 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
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
- 239000002530 phenolic antioxidant Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 125000001302 tertiary amino group Chemical group 0.000 description 3
- JDCBWJCUHSVVMN-SCSAIBSYSA-N (2r)-but-3-en-2-amine Chemical compound C[C@@H](N)C=C JDCBWJCUHSVVMN-SCSAIBSYSA-N 0.000 description 2
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- YFZHODLXYNDBSM-UHFFFAOYSA-N 1-ethenyl-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(C=C)C=C1 YFZHODLXYNDBSM-UHFFFAOYSA-N 0.000 description 2
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-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
- WCASXYBKJHWFMY-NSCUHMNNSA-N 2-Buten-1-ol Chemical compound C\C=C\CO WCASXYBKJHWFMY-NSCUHMNNSA-N 0.000 description 2
- SZAQZZKNQILGPU-UHFFFAOYSA-N 2-[1-(2-hydroxy-3,5-dimethylphenyl)-2-methylpropyl]-4,6-dimethylphenol Chemical compound C=1C(C)=CC(C)=C(O)C=1C(C(C)C)C1=CC(C)=CC(C)=C1O SZAQZZKNQILGPU-UHFFFAOYSA-N 0.000 description 2
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 239000004435 Oxo alcohol Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- MKUWVMRNQOOSAT-UHFFFAOYSA-N but-3-en-2-ol Chemical compound CC(O)C=C MKUWVMRNQOOSAT-UHFFFAOYSA-N 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000003599 detergent Substances 0.000 description 2
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- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 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
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 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 2
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-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
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 239000004034 viscosity adjusting agent Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
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- UNMYKPSSIFZORM-UHFFFAOYSA-N 1-(2-ethenoxyethoxy)butane Chemical compound CCCCOCCOC=C UNMYKPSSIFZORM-UHFFFAOYSA-N 0.000 description 1
- VOIAKCVKVZECGH-UHFFFAOYSA-N 1-(cyclohepten-1-yl)-3-ethylidenecycloheptene Chemical compound CC=C1CCCCC(C=2CCCCCC=2)=C1 VOIAKCVKVZECGH-UHFFFAOYSA-N 0.000 description 1
- RLBYCFQPKBFPDE-UHFFFAOYSA-N 1-benzyl-4-ethenylbenzene Chemical compound C1=CC(C=C)=CC=C1CC1=CC=CC=C1 RLBYCFQPKBFPDE-UHFFFAOYSA-N 0.000 description 1
- QOVCUELHTLHMEN-UHFFFAOYSA-N 1-butyl-4-ethenylbenzene Chemical compound CCCCC1=CC=C(C=C)C=C1 QOVCUELHTLHMEN-UHFFFAOYSA-N 0.000 description 1
- VDNSZPNSUQRUMS-UHFFFAOYSA-N 1-cyclohexyl-4-ethenylbenzene Chemical compound C1=CC(C=C)=CC=C1C1CCCCC1 VDNSZPNSUQRUMS-UHFFFAOYSA-N 0.000 description 1
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- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- WHFHDVDXYKOSKI-UHFFFAOYSA-N 1-ethenyl-4-ethylbenzene Chemical compound CCC1=CC=C(C=C)C=C1 WHFHDVDXYKOSKI-UHFFFAOYSA-N 0.000 description 1
- QQHQTCGEZWTSEJ-UHFFFAOYSA-N 1-ethenyl-4-propan-2-ylbenzene Chemical compound CC(C)C1=CC=C(C=C)C=C1 QQHQTCGEZWTSEJ-UHFFFAOYSA-N 0.000 description 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
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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
- C10M167/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound, a non-macromolecular compound and a compound of unknown or incompletely defined constitution, 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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Description
(C)アルカリ土類金属サリシレートを配合することによって潤滑油組成物としてものである。
また、この潤滑剤組成物はギヤ油だけでなく、AT油、MT油、CVT油等の変速機油、ディーゼルエンジン、ガソリンエンジン、ガスエンジン等の内燃機関用潤滑油、工業用ギヤ油、油圧作動油、圧縮機油、タービン油等の工業用潤滑油にも広く有効に使用することができる。
ここで用いられる基油は、鉱油としては溶剤精製のものでも水素化精製のものでも、またそれらを混合したものでも良い。環分析による芳香族分(%CA)については、5以下、好ましくは3以下、より好ましくは2以下のものがよい。
(a1) 炭素数1〜4のアルキル基を有するアルキル(メタ)アクリレート:
例えば、メチル(メタ)アクリレート、エチル(メタ)アクリレート、n−またはiso−プロピル(メタ)アクリレート、n−、iso−またはsec−ブチル(メタ)アクリレート
(a2) 炭素数8〜20のアルキル基を有するアルキル(メタ)アクリレート:
例えば、n−オクチル(メタ)アクリレート、2−エチルヘキシル(メタ)アクリレート、n−デシル(メタ)アクリレート、n−イソデシル(メタ)アクリレート、n−ウンデシル(メタ)アクリレート、n−ドデシル(メタ)アクリレート、2−メチルウンデシル(メタ)アクリレート、n−トリデシル(メタ)アクリレート、2−メチルドデシル(メタ)アクリレート、n−テトラデシル(メタ)アクリレート、2−メチルトリデシル(メタ)アクリレート、n−ペンタデシル(メタ)アクリレート、2−メチルテトラデシル(メタ)アクリレート、n−ヘキサデシル(メタ)アクリレート、およびn−オクタデシル(メタ)アクリレート、n−エイコシル(メタ)アクリレート、n−ドコシル(メタ)アクリレート、ドバノール23[三菱化学(株)製の炭素数12/炭素数13のオキソアルコール混合物]のメタクリレート、ドバノール45[三菱化学株式会社製の炭素数13/炭素数14のオキソアルコール混合物]のメタクリレートなど、
(a3) 炭素数5〜7のアルキル基を有するアルキル(メタ)アクリレート:
例えば、n−ペンチル(メタ)アクリレートおよびn−ヘキシル(メタ)アクリレートなどが挙げられる。
(b1) ヒドロキシアルキル(炭素数2〜6)(メタ)アクリレート:
例えば、2−ヒドロキシエチル(メタ)アクリレート、2または3−ヒドロキシプロピル(メタ)アクリレート、2−ヒドロキシブチル(メタ)アクリレート、1−メチル−2−ヒドロキシエチル(メタ)アクリレートなど、
(b2) モノ−またはジ−ヒドロキシアルキル(炭素数1〜4)置換(メタ)アクリルアミド:
例えば、N,N−ジヒドロキシメチル(メタ)アクリルアミド、N,N−ジヒドロキシプロピル(メタ)アクリルアミド、N,N−ジ−2−ヒドロキシブチル(メタ)アクリルアミドなど
(b3) ビニルアルコール(酢酸ビニル単位の加水分解により形成される)、
(b4) 炭素数3〜12のアルケノール:
例えば、(メタ)アリルアルコール、クロチルアルコール、イソクロチルアルコール、1−オクテノール、1−ウンデセノールなど、
(b5) 炭素数4〜12のアルケンジオール:
例えば、1−ブテン−3−オール、2−ブテン−1−オール、2−ブテン−1,4−ジオールなど、
(b6) ヒドロキシアルキル(炭素数1〜6)アルケニル(炭素数3〜10)エーテル: 例えば、2−ヒドロキシエチルプロペニルエーテルなど、
(b7) 水酸基含有芳香族単量体: 例えば、o−、m−またはp−ヒドロキシスチレンなど
(b8) 多価(3〜8価)アルコール:
例えば、アルカンポリオール、その分子内もしくは分子間脱水物、糖類(例えば、グリセリン、ペンタエリスリトール、ソルビトール、ソルビタン、ジグリセリン、蔗糖)のアルケニル(炭素数3〜10)エーテルもしくは(メタ)アクリレート(例えば、蔗糖(メタ)アリルエーテル)など、
(b9) ポリオキシアルキレン鎖と水酸基を含有するビニル単量体:
例えば、ポリオキシアルキレングリコール(アルキレン基の炭素数2〜4、重合度2〜50)もしくはポリオキシアルキレンポリオール{上記3〜8価のアルコールのポリオキシアルキレンエーテル(アルキル基の炭素数2〜4、重合度2〜100)}のモノ(メタ)アクリレートまたはモノ(メタ)アリルエーテル{例えば、ポリエチレングリコール(重合度2〜9)モノ(メタ)アクリレート、ポリプロピレングリコール(重合度2〜12)モノ(メタ)アクリレート、ポリエチレングリコール(重合度2〜30)モノ(メタ)アリルエーテル}などが挙げられる。
上記(a)成分の下限は、好ましくは50質量%、さらに好ましくは75質量%であり、上限は好ましくは95質量%、さらに好ましくは90質量%である。
上記(a2)の下限は、好ましくは50質量%、さらに好ましくは70質量%であり、上限は95質量%、さらに好ましくは90質量%である。
また、上記(a3)の下限は、好ましくは0質量%、さらに好ましくは1質量%であり、上限は好ましくは20質量%、さらに好ましくは10質量%である。
(c1) ニトロ基含有単量体:例えば、4−ニトロスチレンなど、
(c2) 1〜3級アミノ基含有ビニル単量体:例えば、
(c2−1) 1級アミノ基含有ビニル単量体; 例えば、炭素数3〜6のアルケニルアミン[(メタ)アリルアミン、クロチルアミンなど]、アミノアルキル(炭素数2〜6)(メタ)アクリレート[アミノエチル(メタ)アクリレートなど]、
(c2−2) 2級アミノ基含有ビニル単量体; 例えば、アルキル(炭素数1〜6)アミノアルキル(炭素数2〜6)(メタ)アクリレート[t−ブチルアミノエチルメタクリレート、メチルアミノエチル(メタ)アクリレートなど]、ジフェニルアミン(メタ)アクリルアミド[4−ジフェニルアミン(メタ)アクリルアミド、2−ジフェニルアミン(メタ)アクリルアミドなど]、炭素数6〜12のジアルケニルアミン[ジ(メタ)アリルアミンなど]、
(c2−3) 3級アミノ基含有ビニル単量体、例えば、ジアルキル(炭素数1〜4)アミノアルキル(炭素数2〜6)(メタ)アクリレート[ジメチルアミノエチル(メタ)アクリレート、ジエチルアミノエチル(メタ)アクリレートなど、ジアルキル(炭素数1〜4)アミノアルキル(炭素数2〜6)(メタ)アクリルアミド[ジメチルアミノエチル(メタ)アクリルアミド、ジエチルアミノエチル(メタ)アクリルアミド、ジメチルアミノプロピル(メタ)アクリルアミドなど]、3級アミノ基含有芳香族ビニル系単量体[N,N−ジメチルアミノスチレン、など]、
(c2−4) 含窒素複素環含有ビニル系単量体[モルホリノエチル(メタ)アクリレート、4−ビニルピリジン、2−ビニルピリジン、N−ビニルピロール、N−ビニルピロリドン、N−ビニルチオピロリドンなど]がある。
(c3)両性ビニル単量体:
例えば、N−(メタ)アクリロイルオキシ(もしくはアミノ)アルキル(炭素数1〜10)N,N−ジアルキル(炭素数1〜5)アンモニウム−N−アルキル(炭素数1〜5)カルボキシレート(もしくはサルフェート)、例えば、N−(メタ)アクリロイルオキシエチルN,N−ジメチルアンモニウムN−メチルカルボキシレート、N−(メタ)アクリロイルアミノプロピルN,N−ジメチルアンモニウムN−メチルカルボキシレート、およびN−(メタ)アクリロイルオキシエチルN,N−ジメチルアンモニウムプロピルサルフェートなど、
(c4)ニトリル基含有単量体:例えば、(メタ)アクリロニトリルなど、がある。
また、芳香族炭化水素系ビニル単量体(f):例えば、スチレン、α−メチルスチレン、ビニルトルエン、2,4−ジメチルスチレン、4−エチルスチレン、4−イソプロピルスチレン、4−ブチルスチレン、4−フェニルスチレン、4−シクロヘキシルスチレン、4−ベンジルスチレン、4−クロチルベンゼン、および2−ビニルナフタレンなどがある。
また、ポリオキシアルキレン鎖含有ビニル単量体(水酸基を含まないもの)(i):例えば、ポリオキシアルキレングリコール(アルキレン基の炭素数2〜4、重合度2〜50)もしくはポリオキシアルキレンポリオール[上記3〜8価のアルコールのポリオキシアルキレンエーテル(アルキル基の炭素数2〜4、重合度2〜100)]のモノアルキル(炭素数1〜18)エーテルのモノ(メタ)アクリレート[例えば、メトキシポリエチレングリコール(分子量110〜310)(メタ)アクリレート、ラウリルアルコールエチレンオキシド付加物(2〜30モル)(メタ)アクリレートなど]を用いることもできる。
質量平均分子量が上記範囲であると良好なせん断安定性を与えることができる。なお、この質量平均分子量は、ゲルパーミュエーションクロマトグラフィーによるものであり、ポリスチレンに換算して求めたものである。
また、上記質量平均分子量は、重合時の温度、単量体濃度(溶媒濃度)、触媒量または連鎖移動剤量などにより調整することができる。
このフェニル−α−ナフチルアミン系化合物としては、下記一般式(1)で表されるフェニル−α−ナフチルアミンが好ましく用いられる。
これらの中でも、溶解性に優れる点から、R7及びR8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、溶解性に優れる点から、プロピレン又はイソブチレンが好ましい。
これらアミン系酸化防止剤の含量は好ましくは0.01質量%〜5質量%、より好ましくは0.05質量%〜2質量%である。0.01質量%より少ないと効果が得られず、また5質量%より多く含んでもそれ以上の効果が得られない。
これらフェノール系酸化防止剤の含量は好ましくは0.01〜5質量%であり、より好ましくは0.05〜2質量%である。0.01質量%より少ないと効果がなくまた5質量%より多く含んでもそれ以上の効果は見られない。
通常、カルシウム又はマグネシウムのスルフォネート、フェネート、サリシレートが好ましく用いられる。なお、これらの塩基価および含有量は適応する潤滑油の種類、目的によって任意に選ぶことができるが、通常、好ましくは、塩基価は過塩素酸法で0〜500mgKOH/gであり、その含有量は好ましくは0.1〜10質量%、より好ましくは0.5〜3質量%である。
1.基油A:100℃の動粘度が4.2mm2/s、粘度指数が120のパラフィン系水素化精製鉱油(ASTM−D3238による環分析結果、%CP=78、%CN=22、%CA=0)
2.基油B:100℃の動粘度が5.10mm2/s、粘度指数が149のAPI基油分類によりグループ3に分類されるフィシャートロプシュ合成のGTL(ガス・ツウ・リキッド)/XHVI-5.2
3.末端に水酸基を付加したポリメタクリレート−1(OH−PMA1):水酸基価49mgKOH/gであり、質量平均分子量が約30000で、(a)が83質量%(b)が17質量%のものである。(なお、今回使用した添加剤は鉱油に希釈されているからポリマーとしては約50%含有されている。)
4.末端に水酸基を付加したポリメタクリレート−2(OH−PMA2):水酸基価47mgKOH/gであり、重量平均分子量が約16000で、(a)が83.5質量%(b)が16.5質量%のものである。(なお、今回使用した添加剤は鉱油に希釈されているからポリマーとしては約50%含有されている。)
5.アミン系酸化防止剤(A1):ジアルキルジフェニルアミンでアルキル基がオクチル基とブチル基のもの
6.アミン系酸化防止剤(A2):フェニル−ナフチルアミンでアルキル基がオクチル基のもの
7.フェノール系酸化防止剤(P):オクチル−3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート
8.カルシウム(Ca)スルフォネート:塩基価;約400mgKOH/g
9.カルシウム(Ca)サリシレート:塩基価;約160mgKOH/g
10.カルシウム(Ca)フェネート:塩基価;約250mgKOH/g
表1に示す配合に基づき、基油(A)217.50部(質量部、以下同じ)に、末端に水酸基を付加したポリメタクリレート(OH−PMA2)30.00部、アミン系酸化防止剤(A2)1.25部、Caサリシレート1.25部を加えてよく攪拌混合して潤滑油組成物を得た。
表1に示す配合に基づき、実施例1に準じて各潤滑油組成物を得た。
(比較例1〜3)
表2に示す配合に基づき、実施例1に準じて各潤滑油組成物を得た。
作成した実施例、参考例及び比較例の潤滑油組成物について、酸化性能試験を行った。
酸化性能試験は、JIS K2514に規定する内燃機関用潤滑油酸化安定度試験(ISOT)に準拠した試験法を用いて、165.5℃で60時間の加熱試験を行い、試験の前後における「試験前の新油」、「試験後の油」につき下記項目について測定した。
1.100℃動粘度
2.40℃動粘度
3.粘度指数(VI)
4.酸価(AN)(単位:mgKOH/g)
5.塩基価(BN)(単位:mgKOH/g)
また、「試験後の油」について更に下記項目について数値を求め、判定をした。
6.100℃動粘度増加率(%)
7.100℃動粘度増加率の判定
〔判定基準〕 5.0%未満は、「○」
5.0%以上は、「×」
8.酸価(AN)増加量
9.酸価(AN)増加量の判定
〔判定基準〕 1.0未満は、「○」
1.0以上は、「×」
上記試験の結果を表3、4に示す。
(考察)
表3に示すように、実施例1〜4、参考例1のものは、試験の前後における100℃動粘度の変化が少なく、100℃動粘度増加率が−0.5〜2.3%と低くて、「○」の判定が得られている。また、40℃動粘度の上昇も2〜4%程度と少なく、粘度指数(VI)も参考例1において約6%低下した他は殆ど変化しておらず、酸価(AN)は実施例1及び4において若干低下しており、実施例3及び参考例1ではやや上昇しているが酸価増加量はそれほど多くなく、各実施例共に増加量の判定も良好である。更に塩基価(BN)は試験前において0.67〜0.83程度の数値を示しているが、試験後においてその減少率は、実施例1が40%で少なく、実施例2,3,4が次に多く、参考例1が85%と多いが、比較例3の95%に比べて各実施例のものはいずれも少なくなっている。このように、各実施例のものは、充分な熱酸化安定性が得られており、全体に良好な結果を示している。
一方、比較例1、2のものでは、潤滑油組成物の試験前の新油の状態においてすでに沈殿物が見られ、潤滑油として使用することができないことが判った。従って、以降の酸化性能試験は行わなかった。比較例3のものは、100℃動粘度増加率が9.7%と大きく、判定は「×」であり、40℃動粘度も21%増加している。また、酸価増加量が3.98と大きく、その判定は「×」となっている。更に塩基価(BN)は試験前において0.64であったものが、試験後に約95%減少している。このように、比較例1〜3のものは、何れも良好な結果が得られていない。
このことから、実施例1〜4に示すような、基油に、末端に水酸基を付加したポリメタクリレートと、アミン系及び/またはフェノール系の酸化防止剤と、アルカリ土類金属サリシレートを配合した組成物の各組み合わせは良好であることが判る。
その一方で、比較例1,2のように、基油に、末端に水酸基を付加したポリメタクリレートと、アミン系及び/またはフェノール系酸化防止剤と、アルカリ土類金属スルフォネートとを組み合わせたもの、また、比較例3のように、基油に、末端に水酸基を付加したポリメタクリレートと、アミン系酸化防止剤と、アルカリ土類金属フェネートとを組み合わせたものはいずれも好ましくないことが判る。
Claims (3)
- 合成油及び/または鉱油の基油に、
(A)炭素数1〜20のアルキル基を有するアルキル(メタ)アクリレートを50〜95質量%、分子中に1個以上の水酸基を有する水酸基含有ビニル単量体を5〜50質量%含む、平均重量分子量3,000〜40,000である共重合体と、
(B)アミン系及び/またはフェノール系の酸化防止剤と、
(C)アルカリ土類金属サリシレート
を配合した潤滑油組成物。 - 上記(A)共重合体の分散度(Mw/Mn)は1〜2.5、溶解性パラメーターは8.6〜11、HLB値は0.5〜7、ヒドロキシル価は10〜100である請求項1に記載の潤滑油組成物。
- ギヤ油、並びに、AT油,MT油及びCVT油を含む変速機油に使用されることを特徴とする請求項1または2に記載の潤滑油組成物。
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