JP2011162766A - 潤滑油組成物 - Google Patents
潤滑油組成物 Download PDFInfo
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- JP2011162766A JP2011162766A JP2010269511A JP2010269511A JP2011162766A JP 2011162766 A JP2011162766 A JP 2011162766A JP 2010269511 A JP2010269511 A JP 2010269511A JP 2010269511 A JP2010269511 A JP 2010269511A JP 2011162766 A JP2011162766 A JP 2011162766A
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- acid
- carbon atoms
- iii
- oil
- Prior art date
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- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 99
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 73
- -1 3, 4, 5-trihydroxy benzoic acid ester Chemical class 0.000 claims abstract description 211
- 239000002199 base oil Substances 0.000 claims abstract description 40
- LNTHITQWFMADLM-UHFFFAOYSA-N anhydrous gallic acid Natural products OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims abstract description 37
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 16
- 230000001050 lubricating effect Effects 0.000 claims abstract description 16
- 229910052742 iron Inorganic materials 0.000 claims abstract description 8
- 150000002148 esters Chemical class 0.000 claims description 64
- 239000010721 machine oil Substances 0.000 claims description 34
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 13
- 239000008158 vegetable oil Substances 0.000 claims description 13
- 241001465754 Metazoa Species 0.000 claims description 9
- 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 claims description 9
- 239000010775 animal oil Substances 0.000 claims description 9
- 150000002170 ethers Chemical class 0.000 claims description 8
- 229910052698 phosphorus Inorganic materials 0.000 claims description 7
- 239000011574 phosphorus Substances 0.000 claims description 7
- 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 claims description 5
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 4
- VFPFQHQNJCMNBZ-UHFFFAOYSA-N ethyl gallate Chemical compound CCOC(=O)C1=CC(O)=C(O)C(O)=C1 VFPFQHQNJCMNBZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000010388 propyl gallate Nutrition 0.000 claims description 4
- 238000006065 biodegradation reaction Methods 0.000 claims description 2
- 235000019277 ethyl gallate Nutrition 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 7
- 238000005299 abrasion Methods 0.000 abstract description 4
- 230000002265 prevention Effects 0.000 abstract description 3
- 150000003018 phosphorus compounds Chemical class 0.000 abstract description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 158
- 125000000217 alkyl group Chemical group 0.000 description 74
- 150000002430 hydrocarbons Chemical class 0.000 description 70
- 150000001875 compounds Chemical class 0.000 description 62
- 239000002253 acid Substances 0.000 description 60
- 239000003921 oil Substances 0.000 description 47
- 235000019198 oils Nutrition 0.000 description 47
- 239000003507 refrigerant Substances 0.000 description 46
- 229910019142 PO4 Inorganic materials 0.000 description 43
- 239000010452 phosphate Substances 0.000 description 43
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 40
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 33
- 229920005862 polyol Polymers 0.000 description 32
- 235000014113 dietary fatty acids Nutrition 0.000 description 30
- 229930195729 fatty acid Natural products 0.000 description 30
- 239000000194 fatty acid Substances 0.000 description 30
- 150000004665 fatty acids Chemical class 0.000 description 30
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 28
- 238000000034 method Methods 0.000 description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 20
- 239000001301 oxygen Substances 0.000 description 20
- 229910052760 oxygen Inorganic materials 0.000 description 20
- 239000004593 Epoxy Substances 0.000 description 19
- 238000012360 testing method Methods 0.000 description 19
- 150000003077 polyols Chemical class 0.000 description 18
- 229930195733 hydrocarbon Natural products 0.000 description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 16
- 239000002480 mineral oil Substances 0.000 description 16
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 16
- 239000004215 Carbon black (E152) Substances 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 125000002947 alkylene group Chemical group 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
- 239000000126 substance Substances 0.000 description 15
- 230000000694 effects Effects 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 14
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 13
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 13
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000000314 lubricant Substances 0.000 description 12
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 12
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 11
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 11
- 125000002252 acyl group Chemical group 0.000 description 11
- 239000000654 additive Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 125000000753 cycloalkyl group Chemical group 0.000 description 11
- 238000011282 treatment Methods 0.000 description 11
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 10
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 10
- 229920001289 polyvinyl ether Polymers 0.000 description 10
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 9
- 230000002378 acidificating effect Effects 0.000 description 9
- 239000012530 fluid Substances 0.000 description 9
- 239000010410 layer Substances 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 8
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 8
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 8
- 235000010446 mineral oil Nutrition 0.000 description 8
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 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
- 235000007586 terpenes Nutrition 0.000 description 8
- 150000001336 alkenes Chemical class 0.000 description 7
- 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 7
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
- 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 7
- 239000010720 hydraulic oil Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 6
- SZSSMFVYZRQGIM-UHFFFAOYSA-N 2-(hydroxymethyl)-2-propylpropane-1,3-diol Chemical compound CCCC(CO)(CO)CO SZSSMFVYZRQGIM-UHFFFAOYSA-N 0.000 description 6
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 238000002485 combustion reaction Methods 0.000 description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 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 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 6
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 6
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 6
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 6
- 229920001515 polyalkylene glycol Polymers 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 6
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- 150000004996 alkyl benzenes Chemical class 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000001569 carbon dioxide Substances 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 5
- 239000004927 clay Substances 0.000 description 5
- 239000010779 crude oil Substances 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
- 230000009477 glass transition Effects 0.000 description 5
- 150000002334 glycols Chemical class 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 238000005461 lubrication Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([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
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 5
- 239000000600 sorbitol Substances 0.000 description 5
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 5
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 4
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 4
- 239000004962 Polyamide-imide Substances 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 229920001400 block copolymer Polymers 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 239000002826 coolant Substances 0.000 description 4
- ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 description 4
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 4
- 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 4
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 125000005702 oxyalkylene group Chemical group 0.000 description 4
- 125000006353 oxyethylene group Chemical group 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 150000003014 phosphoric acid esters Chemical class 0.000 description 4
- 229920002312 polyamide-imide Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 229920005604 random copolymer Polymers 0.000 description 4
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- GSURLQOINUQIIH-UHFFFAOYSA-N triheptyl phosphate Chemical compound CCCCCCCOP(=O)(OCCCCCCC)OCCCCCCC GSURLQOINUQIIH-UHFFFAOYSA-N 0.000 description 1
- PPBMHSGZZYZYBO-UHFFFAOYSA-N triheptyl phosphite Chemical compound CCCCCCCOP(OCCCCCCC)OCCCCCCC PPBMHSGZZYZYBO-UHFFFAOYSA-N 0.000 description 1
- KENFVQBKAYNBKN-UHFFFAOYSA-N trihexadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCC KENFVQBKAYNBKN-UHFFFAOYSA-N 0.000 description 1
- XPTOIVGQCXCQRC-UHFFFAOYSA-N trihexoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound CCCCCCOP(=S)(OCCCCCC)OCCCCCC XPTOIVGQCXCQRC-UHFFFAOYSA-N 0.000 description 1
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- ZOPCDOGRWDSSDQ-UHFFFAOYSA-N trinonyl phosphate Chemical compound CCCCCCCCCOP(=O)(OCCCCCCCCC)OCCCCCCCCC ZOPCDOGRWDSSDQ-UHFFFAOYSA-N 0.000 description 1
- QUTZUATVZPXUJR-UHFFFAOYSA-N trinonyl phosphite Chemical compound CCCCCCCCCOP(OCCCCCCCCC)OCCCCCCCCC QUTZUATVZPXUJR-UHFFFAOYSA-N 0.000 description 1
- FDGZUBKNYGBWHI-UHFFFAOYSA-N trioctadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC FDGZUBKNYGBWHI-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- OEOJDBBVRPAIDK-UHFFFAOYSA-N tripentadecyl phosphate Chemical compound CCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCC OEOJDBBVRPAIDK-UHFFFAOYSA-N 0.000 description 1
- QJAVUVZBMMXBRO-UHFFFAOYSA-N tripentyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OCCCCC QJAVUVZBMMXBRO-UHFFFAOYSA-N 0.000 description 1
- CVWUIWZKLYGDNJ-UHFFFAOYSA-N tripentyl phosphite Chemical compound CCCCCOP(OCCCCC)OCCCCC CVWUIWZKLYGDNJ-UHFFFAOYSA-N 0.000 description 1
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$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
- 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
- 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
- 150000003648 triterpenes Chemical class 0.000 description 1
- WYFGCJADJYRNAK-UHFFFAOYSA-N tritetradecyl phosphate Chemical compound CCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC WYFGCJADJYRNAK-UHFFFAOYSA-N 0.000 description 1
- SUZOHRHSQCIJDK-UHFFFAOYSA-N triundecyl phosphate Chemical compound CCCCCCCCCCCOP(=O)(OCCCCCCCCCCC)OCCCCCCCCCCC SUZOHRHSQCIJDK-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
- QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical compound CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
- C10M171/008—Lubricant compositions compatible with refrigerants
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/04—Fatty oil fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/48—Esters of carbonic acid
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/50—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
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- C10M105/58—Amines, e.g. polyalkylene polyamines, quaternary amines
- C10M105/60—Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to an acyclic or cycloaliphatic carbon atom
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- C10M105/60—Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to an acyclic or cycloaliphatic carbon atom
- C10M105/62—Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to an acyclic or cycloaliphatic carbon atom containing hydroxy groups
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- C10M105/64—Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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- C10M105/68—Amides; Imides
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl groups
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- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
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- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
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- C10M2207/287—Partial esters
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- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/401—Fatty vegetable or animal oils used as base material
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- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract
【解決手段】本発明の潤滑油組成物は、潤滑油基油と、潤滑油組成物全量基準で、5〜5000質量ppmの3,4,5−トリヒドロキシ安息香酸のエステルと、0.001〜10.0質量%のリン化合物と、を含有する。
【選択図】なし
Description
(i)摩擦係数を下げ、摩耗を抑制できる機能を有すること、
(ii)鉄の赤錆であるヘマタイトを硬くて強度のある黒錆(マグネタイト)に還元するため、高い防錆効果を有すること、
(iii)3,4,5‐トリヒドロキシ安息香酸のエステルは、動植物油、エステルなどの含酸素化合物基油には適度に溶解するため、リン酸エステルとの組み合わせでその効果を充分に発揮させる、という驚くべき知見を得、本発明に想到した。
(1)潤滑油基油と、潤滑油組成物全量基準で、5〜5000質量ppmの3,4,5−トリヒドロキシ安息香酸のエステルと、0.001〜10.0質量%のリン化合物と、を含有する潤滑油組成物。
(2)前記3,4,5−トリヒドロキシ安息香酸のエステルが3,4,5−トリヒドロキシ安息香酸エチルまたは3,4,5−トリヒドロキシ安息香酸プロピルである(1)に記載の潤滑油組成物。
(3)前記リン化合物がトリフェニルフォスフェート及びトリクレジルフォスフェートから選択される少なくとも1種である(1)又は(2)に記載の潤滑油組成物。
(4)前記潤滑油基油が、動植物油、エステル及びエーテルから選択される少なくとも1種であり、該潤滑油基油の40℃における動粘度が2〜1000mm2/sである(1)〜(3)のいずれか一項に記載の潤滑油組成物。
(5)鉄系摺動部の潤滑に用いられる(1)〜(4)のいずれか一項に記載の潤滑油組成物。
(6)生分解度が60%以上である(1)〜(5)のいずれか一項に記載の潤滑油組成物。
(7)(1)〜(6)のいずれかに記載の潤滑油組成物からなる冷凍機油。
本発明において、潤滑油基油としては動植物油系、合成油系などの含酸素化合物を用いることができる。さらに、これらの潤滑油基油を2種以上混合して用いることもできる。
本発明に用いられる潤滑油基油の物性は特に限定するものではないが、40℃における動粘度が2〜1000mm2/sのものが好ましく、低粘度化により省エネルギーが図れることから、好ましくは5〜500mm2/s、より好ましくは5〜100mm2/sのものである。ただし、高負荷の用途には高粘度の基油を使うことが好ましい。
X[−O−(AO)n−R1]m (I)
上記式(I)中、Xはモノオール又はポリオールから水酸基を除いた形の炭化水素基、Aは炭素数2〜4のアルキレン基、R1は水素または炭素数1〜10のアルキル基、mはXの価数、nは2以上の正数で表される化合物である。
R2−[(OR3)f−OR4]g (II)
上記式(II)中、R2は水素原子、炭素数1〜10のアルキル基、炭素数2〜10のアシル基又は水酸基を2〜8個有する化合物の残基を表し、R3は炭素数2〜4のアルキレン基を表し、R4は水素原子、炭素数1〜10のアルキル基又は炭素数2〜10のアシル基、fは1〜80の整数、gは1〜8の整数で表される化合物である。
二塩基酸エステルとしては、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸、1,2−シクロヘキサンジカルボン酸、4−シクロヘキセン−1,2−ジカルボン酸等の炭素数5〜10の鎖状若しくは環状の脂肪族二塩基酸と、メタノール、エタノール、プロパノール、ブタノール、ペンタノール、ヘキサノール、ヘプタノール、オクタノール、ノナノール、デカノール、ウンデカノール、ドデカノール、トリデカノール、テトラデカノール、ペンタデカノール等の直鎖又は分枝の炭素数1〜15の1価アルコールとのエステル及びこれらの混合物が好ましく用いられる。より具体的には、ジトリデシルグルタレート、ジ−2−エチルヘキシルアジペート、ジイソデシルアジペート、ジトリデシルアジペート、ジ−2−エチルヘキシルセバケート、1,2−シクロヘキサンジカルボン酸と炭素数4〜9の1価アルコールとのジエステル、4−シクロヘキセン−1,2−ジカルボン酸と炭素数4〜9の1価アルコールとのジエステル及びこれらの混合物等が挙げられる。
−O−CO−O− (III−1)
で表される炭酸エステル結合を有する化合物である。なお、上記式(III−1)で表される炭酸エステル結合の個数は一分子当たり1個でもよく2個以上でもよい。
(X11O)b−B−[O−(A11O)c−CO−O−(A12O)d−Y11]a (III−2)
[式(III−2)中、X11は水素原子、アルキル基、シクロアルキル基又は下記一般式(III−3):
Y12−(OA13)e− (III−3)
(式(III−3)中、Y12は水素原子、アルキル基又はシクロアルキル基を表し、A13は炭素数2〜4のアルキレン基を示し、eは1〜50の整数を示す)
で表される基を表し、A11及びA12は同一でも異なっていてもよく、それぞれ炭素数2〜4のアルキレン基を表し、Y11は水素原子、アルキル基又はシクロアルキル基を表し、Bは水酸基3〜20個を有する化合物の残基を表し、aは1〜20、bは0〜19で且つa+bが3〜20となる整数を表し、cは0〜50の整数を表し、dは1〜50の整数を表す]
で表される構造を有するものが好ましい。
R11−[(OR12)f−OR13]g (III−4)
[式(III−4)中、R11は水素原子、炭素数1〜10のアルキル基、炭素数2〜10のアシル基又は水酸基を2〜8個有する化合物の残基を表し、R12は炭素数2〜4のアルキレン基を表し、R13は水素原子、炭素数1〜10のアルキル基又は炭素数2〜10のアシル基を表し、fは1〜80の整数を表し、gは1〜8の整数を表す]
で表される化合物が挙げられる。
CH3O−(C3H6O)h−CH3 (III−5)
(式中、hは6〜80の数を表す)
で表されるポリオキシプロピレングリコールジメチルエーテル、並びに下記一般式(III−6):
CH3O−(C2H4O)i−(C3H6O)j−CH3 (III−6)
(式中、i及びjはそれぞれ1以上であり且つiとjとの合計が6〜80となる数を表す)
で表されるポリオキシエチレンポリオキシプロピレングリコールジメチルエーテルが経済性及び前述の効果の点で好適であり、また、下記一般式(III−7):
C4H9O−(C3H6O)k−H (III−7)
(式中、kは6〜80の数を示す)
で表されるポリオキシプロピレングリコールモノブチルエーテル、さらには下記一般式(III−8):
CH3O−(C3H6O)l−H (III−8)
(式中、lは6〜80の数を表す)
で表されるポリオキシプロピレングリコールモノメチルエーテル、下記一般式(III−9):
CH3O−(C2H4O)m−(C3H6O)n−H (III−9)
(式中、m及びnはそれぞれ1以上であり且つmとnとの合計が6〜80となる数を表す)
で表されるポリオキシエチレンポリオキシプロピレングリコールモノメチルエーテル、下記一般式(III−10):
C4H9O−(C2H4O)m−(C3H6O)n−H (III−10)
(式中、m及びnはそれぞれ1以上であり且つmとnとの合計が6〜80となる数を表す)
ポリオキシエチレンポリオキシプロピレングリコールモノブチルエーテル、下記一般式(III−11):
CH3COO−(C3H6O)l−COCH3 (III−11)
(式中、lは6〜80の数を表す)
で表されるポリオキシプロピレングリコールジアセテートが、経済性等の点で好適である。
また、本発明においては、上記ポリオキシアルキレングリコールとして、一般式(III−12):
で表される基を表し、R18〜R21の少なくとも1つが一般式(III−13)で表される基である]
で表される構成単位を少なくとも1個有するポリオキシアルキレングリコール誘導体を使用することができる。
で表される構成単位からなる共重合体の三種類に大別することができる。上記単独重合体の好適例は、一般式(III−12)で表される構成単位Aを1〜200個有するとともに、末端基がそれぞれ水酸基、炭素数1〜10のアシルオキシ基、炭素数1〜10のアルコキシ基あるいはアリーロキシ基からなるものを挙げることができる。一方、共重合体の好適例は、一般式(III−12)で表される二種類の構成単位A、Bをそれぞれ1〜200個有するか、あるいは一般式(III−12)で表される構成単位Aを1〜200個と一般式(III−12)で表される構成単位Cを1〜200個有するとともに、末端基がそれぞれ水酸基、炭素数1〜10のアシルオキシ基、炭素数1〜10のアルコキシ基あるいはアリーロキシ基からなるものを挙げることができる。これらの共重合体は、構成単位Aと構成単位B(あるいは構成単位C)との交互共重合、ランダム共重合、ブロック共重合体あるいは構成単位Aの主鎖に構成単位Bがグラフト結合したグラフト共重合体のいずれの重合形式であってもよい。
[式(III−15)中、R31〜R33は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜8の炭化水素基を表し、R34は炭素数1〜10の2価の炭化水素基又は炭素数2〜20の2価のエーテル結合酸素含有炭化水素基を表し、R35は炭素数1〜20の炭化水素基を表し、sはその平均値が0〜10の数を表し、R31〜R35は構成単位毎に同一であってもそれぞれ異なっていてもよく、また一般式(III−15)で表される構成単位が複数のR34Oを有するとき、複数のR34Oは同一でも異なっていてもよい]
で表される構成単位を有するポリビニルエーテル系化合物が挙げられる。
[式(III−16)中、R36〜R39は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜20の炭化水素基を表し、R36〜R39は構成単位毎に同一でも異なっていてもよい]
で表される構成単位とを有するブロック共重合体又はランダム共重合体からなるポリビニルエーテル系化合物も使用することができる。
[式(III−17)中、R40〜R44は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜8の炭化水素基を表し、R43は炭素数1〜10の2価の炭化水素基又は炭素数2〜20の2価のエーテル結合酸素含有炭化水素基を表し、R44は炭素数1〜20の炭化水素基を表し、tはその平均値が0〜10の数を表し、上記一般式(III−17)で表される末端構造が複数のR43Oを有するとき、複数のR43Oはそれぞれ同一でも異なっていてもよい]
で表されるものであり、且つ他方が下記一般式(III−19)又は(III−20):
で表される構造を有するもの;及び
その末端の一方が、上記一般式(III−17)又は(III−18)で表され、且つ他方が下記一般式(III−21):
[式(III−21)中、R58〜R60は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜8の炭化水素基を表す]
で表される構造を有するものが好ましい。このようなポリビニルエーテルの中でも、次に挙げるものが特に好適である。
(1)末端の一方が一般式(III−17)又は(III−18)で表され、他方が一般式(III−19)又は(III−20)で表される構造を有しており、一般式(III−15)におけるR31〜R33がいずれも水素原子であり、sが0〜4の数であり、R34が炭素数2〜4の2価の炭化水素基であり、且つR35が炭素数1〜20の炭化水素基であるもの;
(2)一般式(III−15)で表される構成単位のみを有するものであって、その末端の一方が一般式(III−17)で表され、他方が一般式(III−18)で表される構造を有しており、一般式(III−15)におけるR31〜R33がいずれも水素原子であり、sが0〜4の数であり、R34が炭素数2〜4の2価の炭化水素基であり、且つR35が炭素数1〜20の炭化水素基であるもの;
(3)末端の一方が一般式(III−17)又は(III−18)で表され、他方が一般式(III−19)で表される構造を有しており、一般式(III−15)におけるR31〜R33がいずれも水素原子であり、sが0〜4の数であり、R34が炭素数2〜4の2価の炭化水素基であり、且つR35が炭素数1〜20の炭化水素基であるもの;
(4)一般式(III−15)で表される構成単位のみを有するものであって、その末端の一方が一般式(III−17)で表され、他方が一般式(III−20)で表される構造を有しており、一般式(III−15)におけるR31〜R33がいずれも水素原子であり、sが0〜4の数であり、R34が炭素数2〜4の2価の炭化水素基であり、且つR35が炭素数1〜20の炭化水素基であるもの。
[式(III−22)中、R61〜R63は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜8の炭化水素基を表し、R64及びR66は同一でも異なっていてもよく、それぞれ炭素数2〜10の2価の炭化水素基を表し、R65及びR67は同一でも異なっていてもよく、それぞれ炭素数1〜10の炭化水素基を表し、u及びvは同一でも異なっていてもよく、それぞれその平均値が0〜10の数を表し、上記一般式(III−22)で表される末端構造が複数のR64O又はR66Oを有するとき、複数のR64O又はR66Oは同一であっても異なっていてもよい]
で表される構造を有するポリビニルエーテル系化合物も使用することができる。
[式(III−24)中、R69は炭素数1〜8の炭化水素基を示す]
で表される構成単位からなり、かつ質量平均分子量が300〜5,000であって、末端の一方が下記一般式(III−25)又は(III−26):
[式(III−26)中、R72は炭素数1〜8の炭化水素基を示す]
で表される構造を有するアルキルビニルエーテルの単独重合物又は共重合物からなるポリビニルエーテル系化合物も使用することができる
本発明では3,4,5−トリヒドロキシ安息香酸のエステルを添加するが、そのエステルは、3,4,5−トリヒドロキシ安息香酸と炭素数1〜18のアルキルアルコール、具体的には、メタノール、エタノール、n−プロピルアルコール、イソプロピルアルコール、n−ブチルアルコール、イソブチルアルコール、sec−ブチルアルコール、tert−ブチルアルコール、ペンタノール、ヘキサノ−ル、ヘプタノール、オクタノ−ル、ノナノール、デカノ−ル、ウンデカノール、ドデカノ−ル、トリデカノール、テトラデカノール、ペンタデカノール、ヘキサデカノール、ヘプタデカノール、オクタデカノールなどの、いずれか1種以上とのエステル化反応により合成されたものが好ましい。
本実施形態に係る潤滑油組成物のリン化合物としては、リン酸エステル、酸性リン酸エステル、チオリン酸エステル、酸性リン酸エステルのアミン塩、塩素化リン酸エステルおよび亜リン酸エステルからなる群より選ばれる少なくとも1種のリン化合物を配合することができる。これらのリン化合物は、リン酸または亜リン酸とアルカノール、ポリエーテル型アルコールとのエステルあるいはその誘導体である。
本実施形態に係る潤滑油組成物には、本発明の目的が損なわれない範囲で、従来から潤滑油、グリースなどに用いられている、摩擦調整剤、摩耗防止剤、極圧剤、酸化防止剤、防錆剤、金属不活性化剤、清浄分散剤、消泡剤などの添加剤を、より性能を向上させるために含有することができる。
次に示す3,4,5‐トリヒドロキシ安息香酸エステル、リン酸エステル、潤滑油基油、その他の添加剤を用いて、表1、2に示す配合割合(添加量は組成物全量基準での質量%)でブレンドして、実施例および比較例の潤滑油組成物を調製した。なお、基油及び実施例、比較例の潤滑油の性状について、粘度、粘度指数はJIS K2283、流動点はJIS K2269、引火点はJIS K2265−4に規定の方法により測定した。
(A1)3,4,5‐トリヒドロキシ安息香酸プロピル(n‐プロピル)エステル[岩手ケミカル社製]
(A2)3,4,5‐トリヒドロキシ安息香酸オクチル(n‐オクチル)エステル[和光純薬工業社製]
(A3)トリフェニルフォスフェート(TPP)[和光純薬工業社製]
(A4)トリクレジルフォスフェート(TCP)[和光純薬工業社製]
(B)潤滑油基油
(B1)ポリオールエステル油(ネオペンチルグリコールとn‐ノナン酸のエステル、40℃動粘度:8.4mm2/s、粘度指数:134、流動点:−37.5℃、引火点:180℃)
(B2)ポリアルキレングリコール(末端がブチル基と水酸基で骨格がオキシプロピレンであるPAG,40℃動粘度:56mm2/s、粘度指数:187、流動点:−42.5℃、引火点:220℃)
(B3)菜種油(植物油)、(40℃動粘度:35.6mm2/s、粘度指数:210、流動点:−27.5℃、引火点:334℃)
(C)その他の添加剤
酸化防止剤:ジ‐t.‐ブチル‐p.‐クレゾール(DBPC)
表1の配合割合で調合し、室温まで冷却した後、組成物の出来上がりを外観目視により観察した。析出物や沈殿物が発生した場合を不合格とし、均一液体が得られた場合を合格とした。
ボール/ディスクタイプの往復摩擦試験機を用いて、実施例1〜7および比較例1、2の潤滑油組成物の耐摩耗性を測定した。
試験条件は、より油膜ができにくく、厳しい潤滑条件となるように、摺動速度が低速(1cm/s)、高荷重(2200g f)とし、振幅20mm、室温で試験を開始し、2時間往復摩擦を実施した。なお、ボールとディスクの試験片は、軸受炭素鋼(SUJ−2)を用いた。2時間経過時の摩擦係数および試験後のディスク摩耗深さを触針式表面粗さ計で計測した。
内燃機関用潤滑油としての評価はシリンダー/ディスクタイプのSRV摩擦試験機を用い、温度を100℃と高温に設定し、ディスク摩耗痕径及び摩擦係数を測定した。
条件は、荷重:200N、周波数:300Hz、振幅:1.0mm、試験時間:1時間で、シリンダーでディスクに往復動摩擦を加えて、ディスクに生じた摩耗痕径を顕微鏡で測定した。摩擦係数は、摩擦試験機にあらかじめ備えられている歪み計により測定した。
生分解性潤滑油としての評価は(財)日本環境協会が認定する「エコマーク」の取得のための認定基準となっている、高い分解率が出にくいOECD法(OECD301B)で生分解度を測定した。生分解度60%以上が生分解性潤滑油として認定される。
作動油としての評価は高圧ベーンポンプ試験で行った。試験はASTM D2882に準拠し、ポンプ試験機中に56.8リットルの油を循環し、圧力:140kg/cm2、ポンプ回転数:1200rpm、入口油温:65.5℃で試験時間100時間後のベーンとカムリングの総重量減を測定し、摩耗量とした。
次に示す3,4,5−トリヒドロキシ安息香酸エステル、リン酸エステル、潤滑油基油、その他の添加剤を用いて、表3、4に示す配合割合(添加量は組成物全量基準での質量%)でブレンドして、実施例および比較例の潤滑油組成物を調製した。なお、基油及び実施例、比較例の潤滑油の性状について、粘度、粘度指数はJIS K2283、流動点はJIS K2269に規定の方法により測定した。
(A1)3,4,5‐トリヒドロキシ安息香酸プロピル(n‐プロピル)エステル[岩手ケミカル社製]
(A2)3,4,5‐トリヒドロキシ安息香酸オクチル(n‐オクチル)エステル[和光純薬工業社製]
(A4)トリクレジルフォスフェート(TCP)[和光純薬工業社製]
(A5)トリフェニルフォスフォロチオネート
(A6)ジオクチルアシッドホスフェートの2−エチルヘキシルアミン塩
(B)潤滑油基油
(B4)ペンタエリスリトールと脂肪酸混合物(2−エチルヘキサン酸50モル%、3,5,5−トリメチルヘキサン酸50モル%)とのテトラエステル(40℃動粘度:68mm2/s、粘度指数:90、流動点:−40.0℃)
(B5)エチルビニルエーテルとイソブチルビニルエーテルの共重合体
(エチルビニルエーテル/イソブチルビニルエーテル=7/1(モル比)、数平均分子量:860、炭素/酸素モル比:4.25、40℃動粘度:66mm2/s、粘度指数:85、流動点:−40.0℃)
(C)その他の添加剤
(C1)酸化防止剤:ジ‐t.‐ブチル‐p.‐クレゾール(DBPC)
(C2)酸捕捉剤:p−t−ブチルフェニルグリシジルエーテル
[耐摩耗性試験]
密閉容器の内部に上側試験片にベーン(SKH−51)、下側試験片にディスク(FC250 HRC40)を用いた摩擦試験装置を装着した。摩擦試験部位に試料油を600g導入し、系内を真空脱気した後、以下の表に示す冷媒を100g導入して加熱した。密閉容器内の温度を100℃とした後、荷重ステップ10kgf(ステップ時間2分)で段階的に荷重を100kgfまで上げ、100kgfにおいて60分間摩耗試験を行った。各試料油について60分間の試験後のベーンの摩耗巾及びディスクの摩耗深さを計測した。得られた結果を表3、4に示す。
Claims (7)
- 潤滑油基油と、潤滑油組成物全量基準で、5〜5000質量ppmの3,4,5−トリヒドロキシ安息香酸のエステルと、0.001〜10.0質量%のリン化合物と、を含有する潤滑油組成物。
- 前記3,4,5−トリヒドロキシ安息香酸のエステルが3,4,5−トリヒドロキシ安息香酸エチルまたは3,4,5−トリヒドロキシ安息香酸プロピルである請求項1に記載の潤滑油組成物。
- 前記リン化合物がトリフェニルフォスフェート及びトリクレジルフォスフェートから選択される少なくとも1種である請求項1又は2に記載の潤滑油組成物。
- 前記潤滑油基油が、動植物油、エステル及びエーテルから選択される少なくとも1種であり、該潤滑油基油の40℃における動粘度が2〜1000mm2/sである請求項1〜3のいずれか一項に記載の潤滑油組成物。
- 鉄系摺動部の潤滑に用いられる請求項1〜4のいずれか一項に記載の潤滑油組成物。
- 生分解度が60%以上である請求項1〜5のいずれかに記載の潤滑油組成物。
- 請求項1〜6のいずれかに記載の潤滑油組成物からなる冷凍機油。
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Also Published As
Publication number | Publication date |
---|---|
EP2527420A4 (en) | 2013-08-14 |
KR20170005151A (ko) | 2017-01-11 |
BR112012017522A2 (pt) | 2016-06-28 |
US20120322706A1 (en) | 2012-12-20 |
KR101792646B1 (ko) | 2017-11-02 |
EP2527420A1 (en) | 2012-11-28 |
EP2527420B1 (en) | 2021-09-29 |
KR20120125271A (ko) | 2012-11-14 |
CN106147929A (zh) | 2016-11-23 |
CN102712871A (zh) | 2012-10-03 |
WO2011086800A1 (ja) | 2011-07-21 |
JP5848002B2 (ja) | 2016-01-27 |
US9296976B2 (en) | 2016-03-29 |
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