JP2021017473A - アクリレート共重合体及び、該アクリレート共重合体からなる有機モリブデン化合物の溶解分散安定化剤 - Google Patents
アクリレート共重合体及び、該アクリレート共重合体からなる有機モリブデン化合物の溶解分散安定化剤 Download PDFInfo
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- JP2021017473A JP2021017473A JP2019132648A JP2019132648A JP2021017473A JP 2021017473 A JP2021017473 A JP 2021017473A JP 2019132648 A JP2019132648 A JP 2019132648A JP 2019132648 A JP2019132648 A JP 2019132648A JP 2021017473 A JP2021017473 A JP 2021017473A
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- group
- acrylate
- acrylate copolymer
- lubricating oil
- alkyl
- Prior art date
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 70
- 239000005078 molybdenum compound Substances 0.000 title claims abstract description 68
- 150000002752 molybdenum compounds Chemical class 0.000 title claims abstract description 68
- 238000004090 dissolution Methods 0.000 title claims description 45
- 239000006185 dispersion Substances 0.000 title claims description 44
- 239000003381 stabilizer Substances 0.000 title claims description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 claims abstract description 50
- 239000000178 monomer Substances 0.000 claims abstract description 48
- 239000000470 constituent Substances 0.000 claims abstract description 45
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 29
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 239000010687 lubricating oil Substances 0.000 claims description 92
- 239000000203 mixture Substances 0.000 claims description 84
- 239000002199 base oil Substances 0.000 claims description 45
- 238000000034 method Methods 0.000 claims description 21
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical group [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 16
- 229910052750 molybdenum Inorganic materials 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 125000004434 sulfur atom Chemical group 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- -1 alkyl methacrylate Chemical compound 0.000 description 107
- 239000003921 oil Substances 0.000 description 33
- 235000019198 oils Nutrition 0.000 description 33
- 238000002156 mixing Methods 0.000 description 16
- 239000000654 additive Substances 0.000 description 15
- 230000000694 effects Effects 0.000 description 14
- 239000004519 grease Substances 0.000 description 14
- 238000011156 evaluation Methods 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 12
- 239000002184 metal Substances 0.000 description 12
- 230000000996 additive effect Effects 0.000 description 11
- 230000001603 reducing effect Effects 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 239000002480 mineral oil 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
- 239000002244 precipitate Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 7
- 239000003963 antioxidant agent Substances 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000012459 cleaning agent Substances 0.000 description 7
- 238000013329 compounding Methods 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000001556 precipitation Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 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 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 239000011733 molybdenum Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 229940125904 compound 1 Drugs 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 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 5
- 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 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 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 5
- 235000010446 mineral oil Nutrition 0.000 description 5
- 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 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
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 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 5
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 5
- 229920005862 polyol Polymers 0.000 description 5
- 230000006641 stabilisation Effects 0.000 description 5
- 238000011105 stabilization Methods 0.000 description 5
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 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 5
- 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 5
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000001204 arachidyl 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])C([H])([H])[H] 0.000 description 4
- 150000005690 diesters Chemical class 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 230000002708 enhancing effect Effects 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 229920013639 polyalphaolefin Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 230000000007 visual effect Effects 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000010775 animal oil Substances 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 230000003749 cleanliness Effects 0.000 description 3
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- 229910052749 magnesium Inorganic materials 0.000 description 3
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 230000003449 preventive effect Effects 0.000 description 3
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
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- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
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- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 3
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$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 3
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- 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 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
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- CXKZIYUKNUMIBO-UHFFFAOYSA-N 1-phenylethyl prop-2-enoate Chemical group C=CC(=O)OC(C)C1=CC=CC=C1 CXKZIYUKNUMIBO-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- 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
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-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
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- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 2
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- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
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- HISQRFFCSVGSGI-UHFFFAOYSA-N pentadecane-1,2,3-triol Chemical compound CCCCCCCCCCCCC(O)C(O)CO HISQRFFCSVGSGI-UHFFFAOYSA-N 0.000 description 1
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- 239000002530 phenolic antioxidant Substances 0.000 description 1
- VCAFTIGPOYBOIC-UHFFFAOYSA-N phenyl dihydrogen phosphite Chemical compound OP(O)OC1=CC=CC=C1 VCAFTIGPOYBOIC-UHFFFAOYSA-N 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
- WRXFONORSZHETC-UHFFFAOYSA-N phenyl propan-2-yl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC1=CC=CC=C1 WRXFONORSZHETC-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
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- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
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- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
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- 235000015277 pork Nutrition 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
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- UJEZSMGEGJNRNV-UHFFFAOYSA-N prop-1-enyl prop-2-enoate Chemical compound CC=COC(=O)C=C UJEZSMGEGJNRNV-UHFFFAOYSA-N 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
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- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
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- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical compound NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 1
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- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
なお、R1〜R4及びX1〜X4の具体的な説明は上述の通りである。
反応容器中に、溶媒としてエチレングリコールメチルエーテル100g、高度精製鉱物油(100℃動粘度3.12mm2/s、粘度指数112)100gを投入し、110℃に昇温した。そこに、アルキルアクリレート(a)としてエチルアクリレート(アルキルアクリレート(a−1))15.15g(0.151モル)、アルキルアクリレート(b)としてラウリルアクリレート(アルキルアクリレート(b−1))84.85g(0.353モル)、2,2−アゾビスイソブチロニトリル0.828gを滴下し、4時間攪拌することで重合反応を行い、アクリレート共重合体1を製造した。その後、115〜125℃に昇温しながら減圧(0.2〜1.0kPa)することでエチレングリコールメチルエーテルを除去し、アクリレート共重合体溶液を調製した。得られたアクリレート共重合体中の構成単量体の構成比率(モル比)及び得られたアクリレート共重合体の重量平均分子量を表1に示す。
構成単量体の種類及び構成比率をそれぞれ表1の通りに変更(実施例2及び4は、さらにオクタンチオールを構成単量体全モル数に対して2モル%添加)した以外は実施例1に記載の方法と同様の方法により、本発明のアクリレート共重合体2〜4及び比較例のアクリレート共重合体A〜Hを製造した。得られたアクリレート共重合体の重量平均分子量を表1に示す。
基油1(100℃動粘度3.2mm2/s、粘度指数154の化学合成油ベースのエンジンオイル)に、実施例1で製造したアクリレート共重合体(アクリレート共重合体1)を2.0質量%、有機モリブデン化合物1(一般式(1)において、R1、R2が炭素数8のアルキル基であり、R3、R4が炭素数13のアルキル基であり、X1、X2が硫黄原子であり、X3、X4が酸素原子であるモリブデンジチオカルバメート)をモリブデン原子換算量で800質量ppm添加し、80℃で10分間混合することで潤滑油組成物を調製した。
潤滑油組成物の配合条件を表2の通りにそれぞれ変更した以外は、実施例5と同様の方法により潤滑油組成物を調製した。表2において、有機モリブデン化合物1の配合量は、モリブデン原子換算量を表す。
実施例5〜8、比較例9〜15で調製した潤滑油組成物について、下記の方法により溶解分散安定性を評価した。具体的には、透明容器に入れた各潤滑油組成物を−5℃の環境下に静置し、1日後の潤滑油組成物の目視での観察結果を下記基準に基づき評価することで、溶解分散安定性を評価した。評価結果を表2に示す。
◎:沈殿物や析出物は観察されなかった
○:沈殿物や析出物がわずかに観察されたが、取扱い性に影響はない
×:沈殿物や析出物が容器底部に堆積しており、取扱い性に乏しい
潤滑油組成物の配合条件を表3の通りにそれぞれ変更した以外は、実施例5と同様の方法により潤滑油組成物を調製した。なお比較例18、19に使用した共重合体Iは、通常粘度指数向上剤として用いられるポリメタクリレート系共重合体(炭素数15〜30のアルキル基を有するアルキルメタクリレートの共重合体、重量平均分子量210,000)を表す。表3において、有機モリブデン化合物1の配合量は、モリブデン原子換算量を表す。
実施例9〜14、比較例16〜19で調製した潤滑油組成物について、下記の方法により溶解分散安定性を評価した。具体的には、各潤滑油組成物を0℃の環境下に静置し、7日後の潤滑油組成物の目視での観察結果を前述の溶解分散安定性の評価基準に基づき評価することで、溶解分散安定性を評価した。評価結果を表3に示す。
潤滑油組成物の配合条件を表4の通りにそれぞれ変更した以外は、実施例5と同様の方法により潤滑油組成物を調製した。表4において、有機モリブデン化合物1の配合量は、モリブデン原子換算質量を表す。
実施例15〜19、比較例20で調製した潤滑油組成物について、下記の方法により溶解分散安定性を評価した。具体的には、各潤滑油組成物を−20℃の環境下に静置し、7日後の潤滑油組成物の目視での観察結果を前述の溶解分散安定性の評価基準に基づき評価することで、溶解分散安定性を評価した。評価結果を表4に示す。
潤滑油組成物の配合条件を表5の通りにそれぞれ変更した以外は、実施例5と同様の方法により潤滑油組成物を調製した。表5において、有機モリブデン化合物1の配合量は、モリブデン原子換算量を表す。
実施例20〜21、比較例21〜23で調製した潤滑油組成物について、下記の方法により溶解分散安定性を評価した。具体的には、各潤滑油組成物を−20℃の環境下に静置し、7日後の潤滑油組成物の目視での観察結果を前述の溶解分散安定性の評価基準に基づき評価することで、溶解分散安定性を評価した。評価結果を表5に示す。
実施例20〜21、比較例21〜23で調製した潤滑油組成物について、Anton Paar社製のstabinger viscometer 「SVM 3000」を用いてJIS K 2283に準拠して100℃での動粘度(mm2/s)を測定した。測定結果を表5に示す。
Claims (10)
- 炭素数2〜10のアルキル基を有するアルキルアクリレート(a)と、炭素数11〜20のアルキル基を有するアルキルアクリレート(b)とを構成単量体として重合して得られるアクリレート共重合体であって、構成単量体中のアルキルアクリレート(a)の構成比率が構成単量体の全モル数に対して25〜65モル%であり、アルキルアクリレート(b)の構成比率が構成単量体の全モル数に対して35〜75モル%であり、重量平均分子量が5,000〜300,000である、アクリレート共重合体。
- アクリレート共重合体の構成単量体中の、アルキルアクリレート(a)の構成比率とアルキルアクリレート(b)の構成比率の合計が構成単量体の全モル数に対して80〜100モル%である、請求項1に記載のアクリレート共重合体。
- アルキルアクリレート(b)が炭素数18のアルキル基を有するアルキルアクリレートを含む、請求項1又は2に記載のアクリレート共重合体。
- 前記構成単量体としてメタクリレート系単量体を含まない、請求項1〜3のいずれか1項に記載のアクリレート共重合体。
- 請求項1〜4のいずれか1項に記載のアクリレート共重合体からなる、有機モリブデン化合物の溶解分散安定化剤。
- 潤滑油組成物中の前記有機モリブデン化合物の含有量が、モリブデン原子換算量で200〜2000質量ppmである、請求項6に記載の潤滑油組成物。
- 潤滑油組成物中の、アクリレート共重合体の含有量と、前記有機モリブデン化合物に由来するモリブデン原子含有量との比が、質量比で400:1〜1:1である、請求項6又は7に記載の潤滑油組成物。
- 基油の100℃動粘度が1.0〜7.8mm2/sである、請求項6〜8のいずれか1項に記載の潤滑油組成物。
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