EP2193186A1 - Hydraulic oil for use in construction machinery - Google Patents
Hydraulic oil for use in construction machineryInfo
- Publication number
- EP2193186A1 EP2193186A1 EP08807186A EP08807186A EP2193186A1 EP 2193186 A1 EP2193186 A1 EP 2193186A1 EP 08807186 A EP08807186 A EP 08807186A EP 08807186 A EP08807186 A EP 08807186A EP 2193186 A1 EP2193186 A1 EP 2193186A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- range
- hydraulic oil
- viscosity
- hydraulic
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000010720 hydraulic oil Substances 0.000 title claims abstract description 95
- 238000010276 construction Methods 0.000 title claims abstract description 23
- 239000002199 base oil Substances 0.000 claims abstract description 43
- 229920000193 polymethacrylate Polymers 0.000 claims abstract description 35
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims description 21
- 150000001412 amines Chemical class 0.000 claims description 9
- 239000000470 constituent Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- 239000003085 diluting agent Substances 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 4
- 238000010348 incorporation Methods 0.000 abstract description 3
- -1 phosphate ester Chemical class 0.000 description 35
- 229910019142 PO4 Inorganic materials 0.000 description 31
- 239000002253 acid Substances 0.000 description 31
- 239000010452 phosphate Substances 0.000 description 31
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 30
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 20
- 239000003921 oil Substances 0.000 description 17
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 15
- 239000005864 Sulphur Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- 239000000126 substance Substances 0.000 description 13
- 239000010687 lubricating oil Substances 0.000 description 12
- 239000000654 additive Substances 0.000 description 11
- 239000002480 mineral oil Substances 0.000 description 11
- 239000003963 antioxidant agent Substances 0.000 description 10
- 235000006708 antioxidants Nutrition 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 239000010779 crude oil Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 150000003014 phosphoric acid esters Chemical class 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 7
- 235000010446 mineral oil Nutrition 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 239000011574 phosphorus Substances 0.000 description 6
- 238000007670 refining Methods 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 239000002518 antifoaming agent Substances 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 238000009412 basement excavation Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000006078 metal deactivator Substances 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000010426 asphalt Substances 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000004517 catalytic hydrocracking Methods 0.000 description 3
- 239000012847 fine chemical Substances 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 239000002530 phenolic antioxidant Substances 0.000 description 3
- 150000003018 phosphorus compounds Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-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
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 2
- ICKWICRCANNIBI-UHFFFAOYSA-N 2,4-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1 ICKWICRCANNIBI-UHFFFAOYSA-N 0.000 description 2
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-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
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 2
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 2
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 2
- 206010063493 Premature ageing Diseases 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000502 dialysis Methods 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000011034 membrane dialysis Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 2
- 150000008301 phosphite esters Chemical class 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 238000010998 test method Methods 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
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 2
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- OBDUMNZXAIUUTH-HWKANZROSA-N (e)-tetradec-2-ene Chemical group CCCCCCCCCCC\C=C\C OBDUMNZXAIUUTH-HWKANZROSA-N 0.000 description 1
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical class C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 1
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
- UPYPTOCXMIWHSG-UHFFFAOYSA-N 1-dodecylsulfanyldodecane Chemical compound CCCCCCCCCCCCSCCCCCCCCCCCC UPYPTOCXMIWHSG-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- IHWDIGHWDQPQMQ-UHFFFAOYSA-N 1-octadecylsulfanyloctadecane Chemical compound CCCCCCCCCCCCCCCCCCSCCCCCCCCCCCCCCCCCC IHWDIGHWDQPQMQ-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- YBSHPEUZXVHUKU-UHFFFAOYSA-N 1-octylcyclohexa-2,4-dien-1-amine Chemical compound C(CCCCCCC)C1(CC=CC=C1)N YBSHPEUZXVHUKU-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- ZBADMMCYTSORHN-UHFFFAOYSA-N 2,5-bis(dodecyldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCCCCSSC1=NN=C(SSCCCCCCCCCCCC)S1 ZBADMMCYTSORHN-UHFFFAOYSA-N 0.000 description 1
- ZGWOXISFZXPTGJ-UHFFFAOYSA-N 2,5-bis(heptyldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCSSC1=NN=C(SSCCCCCCC)S1 ZGWOXISFZXPTGJ-UHFFFAOYSA-N 0.000 description 1
- MGEQSWVPSCZGEK-UHFFFAOYSA-N 2,5-bis(nonyldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCSSC1=NN=C(SSCCCCCCCCC)S1 MGEQSWVPSCZGEK-UHFFFAOYSA-N 0.000 description 1
- JEMRHMJOLQLWMZ-UHFFFAOYSA-N 2,5-bis(octadecyldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCCCCCCCCCCSSC1=NN=C(SSCCCCCCCCCCCCCCCCCC)S1 JEMRHMJOLQLWMZ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- SLUKQUGVTITNSY-UHFFFAOYSA-N 2,6-di-tert-butyl-4-methoxyphenol Chemical compound COC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SLUKQUGVTITNSY-UHFFFAOYSA-N 0.000 description 1
- VMZVBRIIHDRYGK-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VMZVBRIIHDRYGK-UHFFFAOYSA-N 0.000 description 1
- QHPKIUDQDCWRKO-UHFFFAOYSA-N 2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 QHPKIUDQDCWRKO-UHFFFAOYSA-N 0.000 description 1
- YQQQXXUABFURLN-UHFFFAOYSA-N 2,6-ditert-butyl-4-ethoxyphenol Chemical compound CCOC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 YQQQXXUABFURLN-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- HYXVEQIONZKDIA-UHFFFAOYSA-N 2-(decyldisulfanyl)-1,3-benzoxazole Chemical compound C1=CC=C2OC(SSCCCCCCCCCC)=NC2=C1 HYXVEQIONZKDIA-UHFFFAOYSA-N 0.000 description 1
- XTYDQWTYBIZARF-UHFFFAOYSA-N 2-(decyldisulfanyl)-1h-benzimidazole Chemical compound C1=CC=C2NC(SSCCCCCCCCCC)=NC2=C1 XTYDQWTYBIZARF-UHFFFAOYSA-N 0.000 description 1
- ITJODUNSZXNTOI-UHFFFAOYSA-N 2-(dodecyldisulfanyl)-1h-benzimidazole Chemical compound C1=CC=C2NC(SSCCCCCCCCCCCC)=NC2=C1 ITJODUNSZXNTOI-UHFFFAOYSA-N 0.000 description 1
- HVHWMYUBPWXAIK-UHFFFAOYSA-N 2-(hexyldisulfanyl)-1,3-benzothiazole Chemical compound C1=CC=C2SC(SSCCCCCC)=NC2=C1 HVHWMYUBPWXAIK-UHFFFAOYSA-N 0.000 description 1
- CYXWNSBYVBWROX-UHFFFAOYSA-N 2-(octyldisulfanyl)-1,3-benzothiazole Chemical compound C1=CC=C2SC(SSCCCCCCCC)=NC2=C1 CYXWNSBYVBWROX-UHFFFAOYSA-N 0.000 description 1
- LFAMMXHEBNTRPL-UHFFFAOYSA-N 2-(octyldisulfanyl)-1,3-benzoxazole Chemical compound C1=CC=C2OC(SSCCCCCCCC)=NC2=C1 LFAMMXHEBNTRPL-UHFFFAOYSA-N 0.000 description 1
- ZYLBDGBVCLZOII-UHFFFAOYSA-N 2-(octyldisulfanyl)-1h-benzimidazole Chemical compound C1=CC=C2NC(SSCCCCCCCC)=NC2=C1 ZYLBDGBVCLZOII-UHFFFAOYSA-N 0.000 description 1
- ROHFBIREHKPELA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid;methane Chemical compound C.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O ROHFBIREHKPELA-UHFFFAOYSA-N 0.000 description 1
- HDOSZUXZSCOAKA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]decanoic acid Chemical compound CCCCCCCCC(C(O)=O)SCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 HDOSZUXZSCOAKA-UHFFFAOYSA-N 0.000 description 1
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 1
- VUCVNEKYBALZMF-UHFFFAOYSA-N 2-dodecyl-1,3-benzoxazole Chemical compound C1=CC=C2OC(CCCCCCCCCCCC)=NC2=C1 VUCVNEKYBALZMF-UHFFFAOYSA-N 0.000 description 1
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- JKBYAWVSVVSRIX-UHFFFAOYSA-N octadecyl 2-(1-octadecoxy-1-oxopropan-2-yl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)SC(C)C(=O)OCCCCCCCCCCCCCCCCCC JKBYAWVSVVSRIX-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229940100684 pentylamine Drugs 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000004929 pyrrolidonyl group Chemical group N1(C(CCC1)=O)* 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000001374 small-angle light scattering Methods 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- PPEZWDDRWXDXOQ-UHFFFAOYSA-N tributoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound CCCCOP(=S)(OCCCC)OCCCC PPEZWDDRWXDXOQ-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- GAJQCIFYLSXSEZ-UHFFFAOYSA-L tridecyl phosphate Chemical compound CCCCCCCCCCCCCOP([O-])([O-])=O GAJQCIFYLSXSEZ-UHFFFAOYSA-L 0.000 description 1
- OHRVKCZTBPSUIK-UHFFFAOYSA-N tridodecyl phosphate Chemical compound CCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCC)OCCCCCCCCCCCC OHRVKCZTBPSUIK-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- ZATMWXRIJNLIBA-UHFFFAOYSA-N triheptadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCC ZATMWXRIJNLIBA-UHFFFAOYSA-N 0.000 description 1
- 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
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 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
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- LIPMRGQQBZJCTM-UHFFFAOYSA-N tris(2-propan-2-ylphenyl) phosphate Chemical compound CC(C)C1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C(C)C)OC1=CC=CC=C1C(C)C LIPMRGQQBZJCTM-UHFFFAOYSA-N 0.000 description 1
- JZNDMMGBXUYFNQ-UHFFFAOYSA-N tris(dodecylsulfanyl)phosphane Chemical compound CCCCCCCCCCCCSP(SCCCCCCCCCCCC)SCCCCCCCCCCCC JZNDMMGBXUYFNQ-UHFFFAOYSA-N 0.000 description 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-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
- 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 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
- WAILXPVSJYWOEV-UHFFFAOYSA-L zinc;(2,3-didodecylphenyl)sulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCCCCC1=CC=CC(SP([O-])([O-])=S)=C1CCCCCCCCCCCC WAILXPVSJYWOEV-UHFFFAOYSA-L 0.000 description 1
- OBPRGCGYBYCAIB-UHFFFAOYSA-L zinc;(2,3-dipentylphenyl)sulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCC1=CC=CC(SP([O-])([O-])=S)=C1CCCCC OBPRGCGYBYCAIB-UHFFFAOYSA-L 0.000 description 1
- NDMGGNOLFUKCSA-UHFFFAOYSA-L zinc;(2,3-dipropylphenyl)sulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCC1=CC=CC(SP([O-])([O-])=S)=C1CCC NDMGGNOLFUKCSA-UHFFFAOYSA-L 0.000 description 1
- DAIDCNOEIKGXQG-UHFFFAOYSA-L zinc;(2-methyl-3,4-dipropylphenyl)sulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCC1=CC=C(SP([O-])([O-])=S)C(C)=C1CCC DAIDCNOEIKGXQG-UHFFFAOYSA-L 0.000 description 1
- RRXLOAUROXSDNG-UHFFFAOYSA-L zinc;3-ethyloctan-3-ylsulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCC(CC)(CC)SP([O-])([O-])=S RRXLOAUROXSDNG-UHFFFAOYSA-L 0.000 description 1
- VPARJRAIQPCTLW-UHFFFAOYSA-L zinc;3-methylbutoxy-(3-methylbutylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)CCOP([O-])(=S)SCCC(C)C.CC(C)CCOP([O-])(=S)SCCC(C)C VPARJRAIQPCTLW-UHFFFAOYSA-L 0.000 description 1
- PXJZGBFRKRTOPA-UHFFFAOYSA-L zinc;[2,3-di(nonyl)phenyl]sulfanyl-dioxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCC1=CC=CC(SP([O-])([O-])=S)=C1CCCCCCCCC PXJZGBFRKRTOPA-UHFFFAOYSA-L 0.000 description 1
- ZNCAMSISVWKWHL-UHFFFAOYSA-L zinc;butoxy-butylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCOP([O-])(=S)SCCCC.CCCCOP([O-])(=S)SCCCC ZNCAMSISVWKWHL-UHFFFAOYSA-L 0.000 description 1
- BCLLIVNRSGTXBX-UHFFFAOYSA-L zinc;decoxy-decylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCCOP([O-])(=S)SCCCCCCCCCC.CCCCCCCCCCOP([O-])(=S)SCCCCCCCCCC BCLLIVNRSGTXBX-UHFFFAOYSA-L 0.000 description 1
- ZBDJNBFTEIUHPK-UHFFFAOYSA-L zinc;dihexoxy-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCOP([S-])(=S)OCCCCCC.CCCCCCOP([S-])(=S)OCCCCCC ZBDJNBFTEIUHPK-UHFFFAOYSA-L 0.000 description 1
- SMHSUQSYYIPZSI-UHFFFAOYSA-L zinc;nonoxy-nonylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCOP([O-])(=S)SCCCCCCCCC.CCCCCCCCCOP([O-])(=S)SCCCCCCCCC SMHSUQSYYIPZSI-UHFFFAOYSA-L 0.000 description 1
- GBEDXBRGRSPHRI-UHFFFAOYSA-L zinc;octoxy-octylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCOP([O-])(=S)SCCCCCCCC.CCCCCCCCOP([O-])(=S)SCCCCCCCC GBEDXBRGRSPHRI-UHFFFAOYSA-L 0.000 description 1
- HHMFJIHYTYQNJP-UHFFFAOYSA-L zinc;oxido-pentoxy-pentylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCOP([O-])(=S)SCCCCC.CCCCCOP([O-])(=S)SCCCCC HHMFJIHYTYQNJP-UHFFFAOYSA-L 0.000 description 1
- LZVDFWITYZHIEU-UHFFFAOYSA-L zinc;oxido-propoxy-propylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCOP([O-])(=S)SCCC.CCCOP([O-])(=S)SCCC LZVDFWITYZHIEU-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
- C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
- C10M145/14—Acrylate; Methacrylate
-
- 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
- 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
-
- 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
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/04—Molecular weight; Molecular weight distribution
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Definitions
- This invention relates to a hydraulic oil for use in construction machinery, and more specifically relates to a hydraulic oil for use in the hydraulic apparatus of construction machinery, in order to actuate the hydraulic apparatus, including hydraulic actuators in construction machinery such as hydraulic motors and hydraulic cylinders .
- Construction machinery uses hydraulic apparatus which includes hydraulic actuators such as hydraulic motors and hydraulic cylinders.
- a hydraulic oil pressurised by running a hydraulic pump by means of an engine is conveyed to hydraulic actuators such as hydraulic motors and hydraulic cylinders, or other hydraulic apparatus, thereby operating the hydraulic apparatus.
- a hydraulic circuit is formed, from the hydraulic pump run by means of an engine and via a path, disposed with hydraulic apparatus such as pilot valves, control valves, release valves, brakes and so on, that leads to a hydraulic actuator such as a hydraulic motor or hydraulic cylinder.
- the hydraulic apparatus which includes such hydraulic actuators operates at high temperatures, of the order of 60 to 80°C for example, because of the heat transferred from the engine or power elements, or heat generated within the hydraulic apparatus or pipes through pressurisation, friction, pipe resistance and so on, and this requires hydraulic oils capable of efficient operation within this temperature domain. From the standpoint of protecting the global environment, it is important to save energy and improve the efficiency of hydraulic oils within hydraulic equipment.
- Japanese Laid-open Patent H9-111277 (1997) has proposed, as a hydraulic oil for use in such hydraulic apparatus, a hydraulic oil which incorporates in a base oil an amine-based anti-oxidant, a phenolic anti-oxidant, a phosphate ester and a fatty acid amide or polyhydric alcohol ester, and it specifies that a poly (meth) acrylate can be added as a viscosity index improver.
- the hydraulic oil of Japanese Laid-open Patent H9-111277 (1997) has been proposed as a hydraulic oil which not only effectively stops the premature ageing of hydraulic oils and the generation of sludge that are associated with higher pressures and so can be used over long periods, but which also eliminates the chatter phenomenon in cylinders and so exhibits stable operating characteristics .
- Japanese Laid-open Patent H9-111277 (1997) is focused on eliminating premature ageing and sludge generation and also the phenomenon of cylinder chatter, and does not take into consideration having a specified viscosity over a wide temperature range from low temperatures to high temperatures of the order of 60 to 80 0 C.
- Japanese Laid- open Patent H9-111277 (1997) also reduces the friction coefficient by means of an oiliness agent such as a fatty acid amide added in order to prevent the cylinder chatter - A -
- Japanese Laid-open Patent H9-111277 (1997) mentions that a poly (meth) acrylate can be incorporated as a viscosity index improver, but does not specifically describe it.
- Japanese Laid-open Patent 2007-91768 has proposed, as a hydraulic oil for use in door closers, a hydraulic oil which incorporates, in a hydrocarbon-based base oil comprised of a mineral oil or a hydrocarbon-based synthetic oil, a poly (meth) acrylate as a viscosity index improver and an overbased calcium sulphonate as a lubricity improver.
- Japanese Laid-open Patent 2007-91768 mentions that it is preferable to incorporate an oiliness agent such as a fatty acid, an aliphatic alcohol, a fatty acid ester or fatty oils, and these oiliness agents are included in the examples.
- the door closers of Japanese Laid-open Patent 2007-91768 require the function of opening and closing doors smoothly by allowing passage of the hydraulic oil at a fixed rate via orifices disposed in the cylinder element. For this reason, the hydraulic oil used for the door closer must have a high viscosity index in order to maintain the opening or closing rate at a steady level irrespective of any change in temperature, hence the aforementioned composition. What is meant by a hydraulic oil having a high viscosity index is that it has certain kinetic viscosities at both low temperatures and high temperatures. In Japanese Laid-open Patent 2007- 91768, a viscosity index for the hydraulic oil of not less than 250 is desirable, and not less than 270 is preferred.
- a poly (meth) acrylate is incorporated as a viscosity index improver, but the weight average molecular weight of the poly (meth) acrylate incorporated herein is set at from 50,000 to 700,000, though from 100,000 to 500,000 and, especially, from 150,000 to
- examples with a molecular weight of from 250,000 to 550,000 are used.
- a poly (meth) acrylate of such high molecular weight is added, the viscosity index becomes too high and it is not possible fully to achieve low temperature performance and operational characteristics at high temperatures. Since an oiliness agent also has to be incorporated, there is a problem in that there is no adequate provision in respect of brake performance when using wet discs.
- Japanese Laid-open Patent 2007-106878 describes, as a hydraulic oil for use in door closers, a hydraulic actuating oil with a kinetic viscosity at 40 0 C of from 22 to 95 mm 2 /s, a kinetic viscosity at 100 0 C of from 10 to 30 mm 2 /s, a pour point of -10 0 C or less, a CCS viscosity at -20 0 C of not more than 2500 mPa.s and a flash point of not less than 140 0 C, and which contains a base oil with a kinetic viscosity at 40 0 C of from 2 to 20mm 2 /s and viscosity index of not less than 50 together with a poly (meth) acrylate.
- the weight average molecular weight of the poly (meth) acrylate is from 150,000 to 700,000, but preferably from 200,000 to 500,000 and so virtually the same remarks as about Japanese Laid-open Patent 2007- 91768 may be made.
- the prior art has included, as hydraulic oils for hydraulic apparatus, the use of other compositions which incorporate in a base oil, as well as other additives, a poly (meth) acrylate as a viscosity index improver, but the inclusion of a viscosity index improver is there intended to improve the viscosity index as far as practicable and so to reduce the difference between the kinetic viscosity at low temperature and the kinetic viscosity at high temperature.
- the theme of the invention is to resolve the aforementioned problems of the prior art by offering a hydraulic oil which not only has a high kinetic viscosity in the high-temperature domain even though the incorporation of an oiliness agent is omitted, and can thereby effect satisfactory operation efficiently and has excellent braking characteristics, but which also has a low viscosity in the low-temperature domain and so has excellent low-temperature performance.
- This invention is a hydraulic oil for use in construction machinery, wherein the hydraulic oil comprises a poly (meth) acrylate of weight average molecular weight in the range of from 30,000 to 100,000 in a highly refined base oil, but does not incorporate an oiliness agent, and wherein the kinetic viscosity at 60 0 C is in the range of from 25 to 60 mm 2 /s, the kinetic viscosity at 80°C is in the range of from 15 to 34 mm 2 /s, the viscosity index is in the range of from 200 to 220, and the low temperature cranking viscosity at -25°C is in the range of from 1000 to 8000 mPa.s.
- the hydraulic oil comprises a poly (meth) acrylate of weight average molecular weight in the range of from 30,000 to 100,000 in a highly refined base oil, but does not incorporate an oiliness agent, and wherein the kinetic viscosity at 60 0 C is in the range of from 25 to 60 mm 2 /s, the kinetic visco
- the hydraulic oil of the present invention is a hydraulic oil for use in the hydraulic apparatus of construction machinery, and is the hydraulic oil meant to actuate the hydraulic apparatus, including hydraulic actuators such as hydraulic motors and hydraulic cylinders.
- hydraulic actuators such as hydraulic motors and hydraulic cylinders.
- construction machinery in this invention is machinery used in the construction industry and which is fitted with hydraulic apparatus.
- digging machinery such as shovels
- loading machinery such as wheel loaders
- excavating and moving machinery such as bulldozers
- moving machinery such as dump trucks, rough terrain haulers and forklifts, cranes such as rough- terrain cranes, and winches
- foundation work machinery such as hydraulic breakers
- boring and tunnelling machinery such as the Iron Mole
- aggregate plant and recycling machinery such as self-propelled crushers
- land grading and roadbed machinery such as motorised graders
- compacting machinery such as road rollers, paving machinery such as asphalt finishers
- road maintenance machinery such as snowploughs.
- hydraulic pumps such as piston pumps; hydraulic actuators such as hydraulic motors and hydraulic cylinders; hydraulic control valves such as pressure control valves and directional control valves; brakes such as wet-disc brakes; and other machinery utilising the oil pressure of an actuating oil.
- the kinetic viscosity during operation that is the kinetic viscosities at 60°C and 80°C, for the hydraulic oil of this invention are set higher than hitherto.
- a poly (meth) acrylate is incorporated in the base oil, this being a highly refined base oil, as a viscosity index improver.
- the low-temperature cranking viscosity at -25°C is reduced by incorporating, as a viscosity index improver, a specified poly (meth) acrylate so that the viscosity index becomes from 200 to 220.
- the low-temperature working viscosity and other low- temperature performance levels can thus be brought down.
- base oil used in this invention it is possible to use mineral oils and synthetic oils designated as highly refined base oil, and in particular it is possible to use, singly or as mixtures, base oils which belong to Group I, Group II and Group III of the API (American Petroleum Institute) base oil categories.
- the base oils used here should have an elemental sulphur content of less than 0.8% by mass and preferably less than 0.5% by mass. Further, the density should be in the range of from 0.8 to 0.9 g/cm 3 .
- the aromatic content should be not more than 5% by mass and preferably not more than 3% by mass.
- Group I base oils include, for example, paraffinic mineral oils obtained by a suitable combination of refining processes such as solvent refining, hydrorefining, and dewaxing in respect of lubricating oil fractions obtained by atmospheric distillation of crude oil.
- the viscosity index should be in the range of from 80 to 120 and preferably in the range of from 95 to 110.
- the kinetic viscosity at 40 0 C should preferably be in the range of from 2 to 150 mm 2 /s and even more preferably in the range of from 8 to 100 mm 2 /s.
- the total sulphur content should be less than 0.8% by mass and preferably less than 0.5% by mass.
- the total nitrogen content should be less than 50 ppm and preferably less than 25 ppm.
- oils with an aniline point in the range of from 80 to 150 °C and preferably in the range of from 90 to 120 0 C should be used.
- Group II base oils include, for example, paraffinic mineral oils obtained by a suitable combination of refining processes such as hydrorefining and dewaxing in respect of lubricating oil fractions obtained by atmospheric distillation of crude oil.
- Group II base oils refined by hydrorefining methods such as the Gulf Company method have a total sulphur content of less than 10 ppm and an aromatic content of not more than 5% and so are suitable for this invention.
- the viscosity of these base oils is not specially limited, but the viscosity index should be in the range of from 80 to 120 and preferably in the range of from 100 to 120.
- the kinetic viscosity at 40 0 C should preferably be in the range of from 2 to 150 mm 2 /s and even more preferably in the range of from 8 to 100 mm 2 /s.
- the total sulphur content should be less than 300 ppm, preferably less than 200 ppm and even more preferably less than 10 ppm.
- the total nitrogen content should be less than 10 ppm and preferably less than 1 ppm.
- oils with an aniline point in the range of from 80 to 150 0 C and preferably in the range of from 100 to 135°C should be used.
- paraffinic mineral oils manufactured by a high degree of hydrorefining in respect of lubricating oil fractions obtained by atmospheric distillation of crude oil
- base oils refined by the Isodewax process which dewaxes and substitutes the wax produced by the dewaxing process with isoparaffins
- base oils refined by the Mobil wax isomerisation process include also those that may ⁇ be designated as "synthetic oils" according to the rulings of the NAD (National Advertising Division) which is responsible for advertising adjudications in America.
- the viscosity of these base oils is not specially limited, but the viscosity index should be in the range of from 95 to 145 and preferably in the range of from 100 to 140.
- the kinetic viscosity at 40 0 C should preferably be in the range of from 2 to 150 mm 2 /s and even more preferably in the range of from 8 to 100 mm 2 /s.
- the total sulphur content should be in the range of from 0 to 100 ppm and preferably less than 10 ppm.
- the total nitrogen content should be less than 10 ppm and preferably less than 1 ppm.
- oils with an aniline point in the range of from 80 to 150 0 C and preferably in the range of from 110 to 135 0 C should be used. (The aforementioned Group 11+ oils belong to Group II.)
- GTLs gas to liguid synthesised by the Fischer-Tropsch method of converting natural gas to liquid fuel have a very low sulphur content and aromatic content compared with mineral oil base oils refined from crude oil and have a very high paraffin constituent ratio, and so have excellent oxidative stability, and because they also have extremely small evaporation losses, they are suitable as base oils belonging to Group III.
- the viscosity characteristics of such GTL base oils are not specially limited, but normally the viscosity index should be in the range of from 130 to 180 and preferably in the range of from 140 to 175.
- the kinetic viscosity at 40 0 C should be in the range of from 2 to 150 mm 2 /s and more preferably in the range of from 5 to 100 mm 2 /s. Normally the total sulphur content should also be less than 10 ppm and the total nitrogen content less than 1 ppm.
- a commercial example of such a GTL base oil is Shell XHVI (registered trademark) .
- the proportion of the aforementioned base oil blended in the hydraulic oil of this invention is not specially limited, but preferably should be in the range of from 70 to 90% by mass and more preferably in the range of from 75 to 85% by mass.
- the poly (meth) acrylate added to the aforementioned base oil is used as a viscosity index improver and comprises a polyacrylate or a polymethacrylate.
- Preferred poly (meth) acrylates are polymers having one kind or two or more kinds of the constituent units represented by the general formula (1) below, or polymers having these constituent units together with other constituent units.
- Ri denotes hydrogen or a methyl group, a methyl group being preferred.
- R 2 denotes an alkyl group having from 1 to 30 carbons or a group represented by -(R) 3 -E where R is an alkylene group having from 1 to 30 carbons, E denotes either an amine residual group containing 1 to 2 nitrogen atoms and 0 to 2 oxygen atoms or a heterocyclic residual group, and a denotes an integer of 0 or 1.
- alkyl groups having from 1 to 30 carbons denoted by R 2 mention may be made of methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, heptyl groups, octyl groups, nonyl groups, decyl groups, undecyl groups, dodecyl groups, tridecyl groups, tetradecyl groups, pentadecyl groups, hexadecyl groups, heptadecyl groups, octadecyl groups, eicosyl groups, docosyl groups, tetracosyl groups, hexacosyl groups and octacosyl groups (these alkyl groups may be straight chain or branched) .
- alkylene groups having from 1 to 30 carbons denoted by R mention may be made of methylene groups, ethylene groups, propylene groups, butylene groups, pentylene groups, hexylene groups, heptylene groups, octylene groups, nonylene groups, decylene groups, undecylene groups, dodecylene groups, tridecylene groups, tetradecylene groups, pentadecylene groups, hexadecylene groups, heptadecylene groups and octadecylene groups (these alkylene groups may be straight chain or branched) .
- E is an amine residue
- dimethyl amino groups diethyl amino groups, dipropyl amino groups, dibutyl amino groups, anilino groups, toluidino groups, xylidino groups, acetyl amino groups and benzoyl amino groups.
- E is heterocyclic residue, as specific examples thereof mention may be made of morpholino groups, pyrrolyl groups, pyrrolino groups, pyridyl groups, methylpyridyl groups, pyrrolidinyl groups, piperidinyl groups, quinonyl groups, pyrrolidonyl groups, pyrrolidono groups, imidazolino groups and pyrazino groups.
- poly (meth) acrylates should be in the range of from 30,000 to 100,000, but preferably in the range of from 30,000 to 70,000. It is possible to use commercial poly (meth) acrylates as they are. Also, the poly (meth) acrylates added as viscosity index improvers to the hydraulic oil herein may be incorporated singly or as a mixture of two or more polymers. Taking into consideration handling and solubility in lubricating oil base oils, poly (meth) acrylates for additives are manufactured and sold in the form of a dilution in a mineral oil, normally of the order of from 10 to 80% by mass.
- the poly (meth) acrylate is incorporated in an amount such that the kinetic viscosity at 60 0 C is in the range of from 25 to 60 mm 2 /s and preferably in the range of from 28 to 50 mm 2 /s, the kinetic viscosity at 80 0 C is in the range of from 15 to 34 mm 2 /s and preferably in the range of from 17 to 30 mm 2 /s, the viscosity index is in the range of from 200 to 220 and preferably in the range of from 205 to 215, the viscosity at -25°C is in the range of from 1000 to 8000 mPa.s and preferably in the range of from 1000 to 5000 mPa.s, and for further preference in an amount such that the kinetic viscosity at 40 0 C is in the range of from 45 to 150 mm 2 /s and preferably in the range of from 50 to 100 mm 2 /s.
- the amount incorporated will vary according to the amount and viscosity and other characteristics of the base oil, the molecular weight of the poly (meth) acrylate and the amount of the diluting agent, but in general it is best if the amount of poly (meth) acrylate as additive, including diluent, is set at from 10 to 30% by mass, and preferably from 15 to 25% by mass, based on the total amount of the hydraulic oil.
- the diluent added to the hydraulic oil will be contained in the base oil, and the proportion of pure poly (meth) acrylate incorporated should be in the range of from 1 to 24% by mass, and preferably in the range of from 1.5 to 20% by mass, on the basis of the total amount of the hydraulic oil.
- the hydraulic oil of this invention is a hydraulic oil which does not substantially include an oiliness agent.
- Oiliness agents are oily organic compounds which have been added to hydraulic oils in the prior art as a means of reducing the friction coefficient. They are friction coefficient reducing compounds such as fatty acids, fatty acid esters, polyhydric alcohol esters, amines, amides, and amides of polyamines. By not incorporating these oiliness agents in the hydraulic oil it is possible to increase the damping characteristics of brakes. However, minute amounts of oily organic compounds contained ab initio in the base oil which forms the hydraulic oil, the poly (meth) acrylate and the other additives are allowed.
- the hydraulic oil of this invention it is possible to incorporate other additives as appropriate and where necessary apart from the aforementioned base oil and polymethacrylate .
- the amount of these additives in the blend should be not more than 10% by mass on the basis of the total amount of the hydraulic oil, and preferably not more than 5% by mass.
- antioxidants used in this invention, those used in lubricating oils are preferred for practical use, and mention may be made of phenolic anti-oxidants, aromatic amine-based anti-oxidants, sulphur-based anti- oxidants and phosphorus-based anti-oxidants . These antioxidants may be used singly or as mixtures within the range of from 0.01 to 5% by mass based on the total amount of the hydraulic oil.
- dialkyl- diphenylamines such as p,p ' -dioctyl-diphenylamine (Nonflex OD-3, made by Seiko Chemical Ltd), p,p'-di- ⁇ - methylbenzyl-diphenylamine and N-p-butylphenyl-N-p 1 - octylphenylamine, monoalkyldiphenylamines such as mono-t- butyldiphenylamine and monooctyldiphenylamine, bis (dialkylphenyl) amines such as di(2,4- diethylphenyl) amine and di (2-ethyl-4-nonylphenyl) amine, alkylphenyl-1-naphthylamines such as octyl-phenyl-1- naphthylamine and N-t-dodec
- Phenolic anti-oxidants include 2-t-butylphenol, 2-t- butyl-4-methylphenol, 2-t-butyl-5-methylphenol, 2,4-di-t- butylphenol, 2, 4-dimethyl-6-t-butylphenol, 2-t-butyl-4- methoxyphenol, 3-t-butyl-4-methoxyphenol, 2,5-di-t- butylhydroquinone (Antage DBH, made by Kawaguchi Chemical Industry Co.
- dialkyl sulphides such as didodecyl sulphide and dioctadecyl sulphide
- thiodipropionate esters such as didodecyl thiodipropionate, dioctadecyl thiodipropionate, dimyristyl thiodipropionate and dodecyloctadecyl thiodipropionate
- 2- mercaptobenzoimidazole 2- mercaptobenzoimidazole .
- triarylphosphites such as triphenylphosphite and tricresylphosphite
- trialkylphosphites such as trioctadecylphosphite and tridecylphosphite, and tridodecyltrithiophosphite .
- indazole indazole derivatives which are toluindazoles such as 4-alkyl- indazoles and 5-alkyl-indazoles
- benzothiazole and benzothiazole derivatives which are 2- mercaptobenzothiazole derivatives (Thiolite B-3100, made by Chiyoda Chemical Industries Ltd.)
- 2- (alkykldithio) benzothiazoles such as 2- (hexyldithio) benzothiazole and 2-
- (octyldithio) benzothiazole 2- (alkyldithio) toluthiazoles such as 2- (hexyldithio) toluthiazole and 2- (octyldithio) toluthiazole, 2- (N, N-dialkyldithiocarbamyl) - benzothiazoles such as 2- (N,N-diethyldithiocarbamyl) - benzothiazole, 2- (N, N-dibutyldithiocarbamyl) - benzothiazole and 2- (N,N-dihexyldithiocarbamyl) - benzothiazole, and 2- (N, N-dialkyldithiocarbamyl) - toluthiazoles such as 2- (N,N-diethyldithiocarbamyl) - toluthiazole, 2- (N, N-dibutyldithio
- benzooxazole derivates which are 2- (alkyldithio) benzooxazoles such as 2- (octyldithio) benzooxazole, 2- (decyldithio) benzooxazole and 2- (dodecyl) benzooxazole or which are 2- (alkyldithio) toluoxazoles such as 2-
- metal deactivators may be used singly or as mixtures within the range of from 0.01 to 0.5% by mass based on the total amount of the hydraulic oil.
- phosphorus compounds as extreme pressure agents to the hydraulic oil of this invention. By doing this it is possible to impart further wear resistance and extreme pressure properties.
- phosphorus compounds suitable for this invention mention may be made of phosphate esters, acidic phosphate esters, amine salts of acidic phosphate esters, chlorinated phosphate esters, phosphite esters, phosphorothionates, zinc dithiophosphates, phosphorus- containing carboxylic acids and phosphorus-containing carboxylic acid esters. These phosphorus compounds may be used singly or as mixtures within the range of from 0.01 to 2% by mass based on the total amount of the hydraulic oil .
- tributyl phosphate tripentyl phosphate, trihexyl phosphate, triheptyl phosphate, trioctyl phosphate, trinonyl phosphate, tridecyl phosphate, triundecyl phosphate, tridodecyl phosphate, tritridecyl phosphate, tritetradecyl phosphate, tripentadecyl phosphate, trihexadecyl phosphate, triheptadecyl phosphate, trioctadecyl phosphate, trioleyl phosphate, triphenyl phosphate, tris(iso- propylphenyl) phosphate, triallyl phosphate, tricresyl phosphate, trixylenyl phosphate, cresyldiphenyl phosphate and xylenyldiphenyl phosphate
- acidic phosphate esters mention may be made of monobutyl acid phosphate, monopentyl acid phosphate, monohexyl acid phosphate, monoheptyl acid phosphate, monononyl acid phosphate, monodecyl acid phosphate, monoundecyl acid phosphate, monododecyl acid phosphate, monotridecyl acid phosphate, monotetradecyl acid phosphate, monopentadecyl acid phosphate, monohexadecyl acid phosphate, monoheptadecyl acid phosphate, monooctadecyl acid phosphate, monooleyl acid phosphate, dibutyl acid phosphate, dipentyl acid phosphate, dihexyl acid phosphate, diheptyl acid phosphate, dioctyl acid phosphate, dinonyl acid phosphate, didecyl acid phosphate
- amine salts of acidic phosphate esters mention may be made of the methylamine, ethylamine, propylamine, butylamine, pentylamine, hexylamine, heptylamine, octylamine, dimethylamine, diethylamine, dipropylamine, dibutylamine, dipentylamine, dihexylamine, diheptylamine, dioctylamine, trimethylamine, triethylamine, tripropylamine, tributylamine, tripentylamine, trihexylamine, triheptylamine and trioctylamine salts of the previously mentioned acid phosphate esters.
- dibutyl phosphite dipentyl phosphite, dihexyl phosphite, diheptyl phosphite, dioctyl phosphite, dinonyl phosphite, didecyl phosphite, diundecyl phosphite, didoecyl phosphite, dioleyl phosphite, diphenyl phosphite, dicresyl phosphite, tributyl phosphite, tripentyl phosphite, trihexyl phosphite, triheptyl phosphite, trioctyl phosphite, trinonyl phosphite, tridecyl phosphite, triundecyl pho
- tributyl phosphorothionate tripentyl phosphorothionate, trihexyl phosphorothionate, triheptyl phosphorothionate, trioctyl phosphorothionate, trinonyl phosphorothionate, tridecyl phosphorothionate, triundecyl phosphorothionate, tridodecyl phosphorothionate, tritridecyl phosphorothionate, tritetradecyl phosphorothionate, tripentadecyl phosphorothionate, trihexadecyl phosphorothionate, triheptadecyl phosphorothionate, trioctadecyl phosphorothionate, trioleyl phosphorothionate, triphenyl phosphorothionate, tricresyl phosphorothionate, trixyl
- zinc dithiophosphates examples include zinc dialkyl dithiophosphates, zinc diaryl dithiophosphates and zinc arylalkyl dithiophosphates.
- zinc dialkyl dithiophosphates where the alkyl groups of the zinc dialkyl dithiophosphates have primary or secondary alkyl groups of from 3 to 22 carbons or alkylaryl groups substituted with alkyl groups of from 3 to 18 carbons may be used.
- zinc dialkyl dithiophosphates mention may be made of zinc dipropyl dithiophosphate, zinc dibutyl dithiophosphate, zinc dipentyl dithiophosphate, zinc dihexyl dithiophosphate, zinc diisopentyl dithiophosphate, zinc diethylhexyl dithiophosphate, zinc dioctyl dithiophosphate, zinc dinonyl dithiophosphate, zinc didecyl dithiophosphate, zinc didoecyl dithiophosphate, zinc dipropylphenyl dithiophosphate, zinc dipentylphenyl dithiophosphate, zinc dipropylmethylphenyl dithiophosphate, zinc dinonylphenyl dithiophosphate, and zinc didodecylphenyl dithiophosphate.
- Phosphorus-containing carboxylic compounds such as phosphorus-containing carboxylic acids and their acid esters should include both a carboxyl group and a phosphorus atom in the same molecule.
- Their structure is not specially limited but normally, from the standpoint of extreme pressure properties and thermal and oxidative stability, phosphorylised carboxylic acids or phosphorylised carboxylic acid esters are preferred.
- the amount of phosphorus-containing carboxylic acid compounds in the hydraulic oil of this invention is not specially restricted, but is preferably in the range of from 0.001 to 1% by mass based on the total amount of the hydraulic oil, and more preferably in the range of from 0.002 to 0.5% by mass. If the amount of phosphorus- containing carboxylic acid compound is less than the aforementioned lower limit, there will be a tendency for the lubricating properties not to be obtained. On the other hand, if it exceeds the aforementioned upper limit, there will be a tendency for the improvement in lubricating properties corresponding to the amount contained not to be obtained, and furthermore there will be a risk that thermal and oxidative stability or hydrolytic stability will decrease, which is not desirable .
- defoaming agents may also be added.
- defoaming agents suitable for this invention mention may be made of organosilicates such as dimethylpolysiloxane, diethylsilicate and fluorosilicone, and non-silicone type defoaming agents such as polyalkylacrylates .
- organosilicates such as dimethylpolysiloxane, diethylsilicate and fluorosilicone
- non-silicone type defoaming agents such as polyalkylacrylates .
- the amount thereof to be added they may be used singly or as mixtures within the range of from 0.0001 to 0.1% by mass based on the total amount of the hydraulic oil.
- demulsifiers suitable for this invention mention may be made of those in the known art normally used as additives for lubricating oils. As regards the amount thereof to be added, they may be used in the range of from 0.0005 to 0.5% by mass based on the total amount of the hydraulic oil.
- the hydraulic oil of this invention is obtained by blending each of the aforementioned components so that the kinetic viscosity at 60°C is in the range of from 25 to 60 mm 2 /s but preferably in the range of from 28 to 50 mm 2 /s, the kinetic viscosity at 80°C is in the range of from 15 to 34 mm 2 /s but preferably in the range of from 17 to 30 mm 2 /s, the viscosity index is in the range of from 200 to 220 but preferably in the range of from 205 to 215, and the low temperature cranking viscosity at -25°C is in the range of from 1000 to 8000 mPa.s but preferably in the range of from 1000 to 5000 mPa.s.
- the aforementioned components should be blended in the hydraulic oil of this invention so that the kinetic viscosity at 40 0 C is in the range of from 45 to 150 mm 2 /s but preferably in the range of from 50 to 100 mm 2 /s.
- the amount of each component to be incorporated will vary according to the amount and the viscosity and other properties of the base oil, the molecular weight of the poly (meth) acrylate, the amount of diluent and so on, but it is possible to decide this experimentally by preparing samples with varying proportions of each component within the ranges of the blend proportions mentioned above, measuring the various aforementioned properties, and selecting the optimum blend proportions and properties from pass-grade products where the various properties fall within the aforementioned ranges.
- the hydraulic oil of this invention will be used as a hydraulic oil for hydraulic apparatus used in construction work, by introducing it into hydraulic systems which include hydraulic actuators such as hydraulic motors and hydraulic cylinders, mainly in construction machinery such as hydraulic shovels, wheel loaders, bulldozers, dump trucks, rough terrain haulers, rough-terrain cranes, hydraulic breakers, the Iron Mole, self-propelled crushers, motorised graders, road rollers, asphalt finishers and snowploughs.
- the hydraulic oil of this invention is used in such manner that, within hydraulic systems in which it has been introduced, hydraulic oil pressurised by running a hydraulic pump by means of an engine is conveyed to hydraulic actuators such as hydraulic motors and hydraulic cylinders or other hydraulic apparatus, and so effects operation of the machinery.
- hydraulic apparatus which includes hydraulic actuators operates at high temperatures of the order, for example, of from 60 to 80 0 C because of heat transmitted from engines or power elements and heat generated by pressure and friction in the hydraulic apparatus or piping, but the kinetic viscosity of the hydraulic oil of this invention in such a temperature domain has, as mentioned above, been established at a higher domain than hydraulic oils of the prior art, so that it is possible to inhibit internal leaks within hydraulic pumps and control valves, and thereby to attain energy savings and higher efficiencies in hydraulic equipment, and to operate efficiently.
- the viscosity index is in the range of from 200 to 220 and the low-temperature cranking viscosity at -25°C is in the range of from 1000 to 8000 mPa.s. Because it has a low viscosity at low temperatures, even in cases where low temperatures are reached during stoppages overnight and so on in cold periods or in cold regions, and machinery is operated in a low-temperature domain of the order of, for example, -30°C to -20 0 C, low temperature performance is excellent in that the response of the hydraulic actuators is good, handling is excellent, and so on.
- the viscosity index of the composition in the range of from 200 to 220, and by this means the kinetic viscosity at 60°C becomes from 25 to 60 mm 2 /s, the kinetic viscosity at 80°C becomes from 15 to 34 mm 2 /s and the low-temperature cranking viscosity at -25°C becomes from 1000 to 8000 mPa.s even for compositions of high kinetic viscosity, so that it is possible to reduce the low-temperature starting viscosity. Even though no oiliness agent is incorporated, it is possible to run efficiently at high temperatures and to maintain low-temperature performance.
- the hydraulic oil of this invention is a blend of specified components such that it has specified properties, and so, even though the incorporation of an oiliness agent is minimised or omitted, it has a high kinetic viscosity in the high-temperature domain and can effect operation with good efficiency, and further it has excellent braking properties as well as low viscosity in the low-temperature domain, so that a hydraulic oil with excellent low-temperature performance is obtained.
- the invention is described in specific detail below by means of examples and comparative examples, but the invention is not limited to these examples. In each of the examples below, except in the case of efficiency and low-temperature working properties, % means % by weight. The following materials were used in preparation of the compositions of the examples and comparative examples . 1. Base Oils
- Base oil 1 A paraffinic mineral oil obtained by a suitable combination of refining processes such as hydrocracking and dewaxing in respect of a lubricating oil fraction obtained by atmospheric distillation of crude oil, and classified as Group I according to the API (American Petroleum Institute) base oil classification.
- Base oil 2 A paraffinic mineral oil obtained by a suitable combination of refining processes such as hydrocracking and dewaxing in respect of a lubricating oil fraction obtained by atmospheric distillation of crude oil, and classified as Group I according to the API (American Petroleum Institute) base oil classification.
- Base oil 3 A paraffinic mineral oil obtained by a combination of refining processes such as hydrocracking and dewaxing in respect of a lubricating oil fraction obtained by atmospheric distillation of crude oil, and classified as Group I according to the API (American Petroleum Institute) base oil classification.
- the weight average molecular weight is the polystyrene-converted weight average molecular weight measured by means of a differential refractometer detector and a low-angle light scattering detector with tetrahydrofuran as the solvent, temperature 23°C, flow rate 1 mL/min, specimen concentration 1% by mass and specimen input 75 ⁇ L, using two GMHHR-M (7.8 mm ID x 30cm) columns made by Toso Ltd. in series in a 150- CALC/GPC apparatus made by Waters Ltd.
- the polymer concentration measured by means of rubber membrane dialysis of the viscosity index improver was 63% by mass.
- 2 to 3 g of viscosity index improver specimen is first weighed accurately inside a sanitary (rubber) sack, then with the mouth tied up and using 100 ml of petroleum ether in a Soxhlet extractor, it is refluxed for 8 hours at 80°C. After refluxing, the dialysis residue within the rubber membrane is recovered, heated in a water bath to remove the solvent, and then weighed. The proportion of dialysis residue relative to the original specimen was taken as the polymer concentration. 3. Oiliness Agent
- the additives were a mixture of ZnDTP, rust preventative, metal deactivator, defoaming agent and diluting mineral oil.
- Example 1 and Comparative Examples 1 and 2 were prepared in accordance with the formulations shown in Tables 1 and 2.
- the Reference Example was a commercial diesel engine oil, JASO DH-I SAE 1OW (characteristics: kinetic viscosity at 40°C, 36.2 itimVs; kinetic viscosity at 100 0 C, 6.04 mm 2 /s; viscosity index, 112)
- Comparative Example 3 was a commercial anti-wear hydraulic oil, ISOVG46 (characteristics: kinetic viscosity at 40 0 C, 48.4 mm 2 /s; kinetic viscosity at 100°C, 6.99 mm 2 /s; viscosity index, 100)
- Comparative Example 4 was a commercial anti-wear hydraulic oil, ISOVGlOO (characteristics: kinetic viscosity at 40 0 C, 103.3 mm 2 /s; kinetic viscosity at 100 0 C, 11.5 mm 2 /s
- Viscosity Characteristics The viscosity characteristics of the lubricating oil compositions of Example 1, Comparative Examples 1 to 4 and the Reference Example were measured, and in order to assess their performance, measurements were made as follows for efficiency tests, low-temperature working characteristic tests and friction coefficients. Viscosity Characteristics:
- the 60 0 C kinetic viscosity, the 80 0 C kinetic viscosity and the viscosity index were measured by using the kinetic viscosity test method and viscosity index calculation method for crude oil and petroleum products as given in JIS K2283.
- the low-temperature cranking viscosity at -25°C was measured by means of the cold cranking simulator described in JIS K2010 Appendix A. Efficiency Tests:
- excavation and loading operations were carried out at normal full throttle, and cycle times were measured. What was meant by excavation and loading work was excavation carried out by operating the arm, bucket and boom from specified positions, and then swinging 90 degrees with the boom raised, operating the arm and bucket so as to discharge earth, and then finally returning the arm, bucket, boom and swing to their original positions. The time from start of excavation to returning to the original positions was measured with a stop watch, and the average value of four tests was taken as the cycle time. The efficiency was evaluated by comparison with a standard oil. Test of Low-temperature Working Characteristics:
- Example 1 As shown in Table 1, Example 1, as regards efficiency, had an efficiency higher by 2.0% than the standard oil, and as regards low-temperature handling showed an improvement of 24.6%.
- This invention can be used as a hydraulic oil for construction machinery, that is as the hydraulic oil of hydraulic apparatus which includes hydraulic actuators such as hydraulic motors and hydraulic cylinders, mainly in construction machinery such as hydraulic shovels, wheel loaders, bulldozers, dump trucks, rough terrain haulers, rough-terrain cranes, hydraulic breakers, the Iron Mole, self-propelled crushers, motorised graders, road rollers, asphalt finishers and snowploughs.
- hydraulic actuators such as hydraulic motors and hydraulic cylinders
- construction machinery such as hydraulic shovels, wheel loaders, bulldozers, dump trucks, rough terrain haulers, rough-terrain cranes, hydraulic breakers, the Iron Mole, self-propelled crushers, motorised graders, road rollers, asphalt finishers and snowploughs.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007250207 | 2007-09-26 | ||
| PCT/IB2008/002550 WO2009040658A1 (en) | 2007-09-26 | 2008-09-23 | Hydraulic oil for use in construction machinery |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP2193186A1 true EP2193186A1 (en) | 2010-06-09 |
| EP2193186B1 EP2193186B1 (en) | 2011-11-09 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP08807186A Revoked EP2193186B1 (en) | 2007-09-26 | 2008-09-23 | Hydraulic oil for use in construction machinery |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20100298186A1 (en) |
| EP (1) | EP2193186B1 (en) |
| JP (1) | JP5301226B2 (en) |
| KR (1) | KR20100059908A (en) |
| CN (1) | CN101868523A (en) |
| AT (1) | ATE532844T1 (en) |
| BR (1) | BRPI0817278A2 (en) |
| RU (1) | RU2464303C2 (en) |
| WO (1) | WO2009040658A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5689326B2 (en) | 2010-01-25 | 2015-03-25 | 昭和シェル石油株式会社 | Method for producing lubricating oil composition and method for selecting fluidity improver for lubricating oil composition |
| JP5764298B2 (en) * | 2010-03-31 | 2015-08-19 | 出光興産株式会社 | Biodegradable lubricating oil composition having flame retardancy |
| US9212467B2 (en) * | 2010-05-13 | 2015-12-15 | Komatsu Ltd. | Rotating parking brake control device for construction machinery |
| CN102757841B (en) * | 2011-04-29 | 2014-03-26 | 中国石油化工股份有限公司 | Ashless ultralow-temperature hydraulic oil |
| JP5925003B2 (en) * | 2012-03-23 | 2016-05-25 | 出光興産株式会社 | Lubricating oil composition and equipment using the same |
| CN102703173A (en) * | 2012-06-27 | 2012-10-03 | 上海三一重机有限公司 | Efficient hydraulic oil with high viscosity indexes |
| CN103013635B (en) * | 2012-12-27 | 2014-01-15 | 安陆市奥森石油化学有限责任公司 | Ester type fire-resistant hydraulic fluid and preparation method thereof |
| US10563148B2 (en) | 2013-03-29 | 2020-02-18 | Idemitsu Kosan Co., Ltd. | Lubricant oil composition |
| JP6134212B2 (en) * | 2013-06-24 | 2017-05-24 | Jxtgエネルギー株式会社 | Hydraulic fluid composition |
| JP6235864B2 (en) * | 2013-10-30 | 2017-11-22 | 出光興産株式会社 | Lubricating oil composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2555284B2 (en) * | 1987-05-14 | 1996-11-20 | 出光興産株式会社 | Lubricant composition with improved temperature characteristics |
| US5520832A (en) * | 1994-10-28 | 1996-05-28 | Exxon Research And Engineering Company | Tractor hydraulic fluid with wide temperature range (Law180) |
| JP2000109876A (en) * | 1998-10-09 | 2000-04-18 | Tonen Corp | Hydraulic oil composition for shock absorber |
| US7470381B2 (en) * | 2003-07-25 | 2008-12-30 | Rohmax Additives Gmbh | Functional fluid and the use thereof |
| JP2005307202A (en) * | 2004-03-25 | 2005-11-04 | Nippon Oil Corp | Lubricating oil composition |
| EP1795581B1 (en) * | 2004-07-16 | 2018-09-19 | Kuraray Co., Ltd. | Lubricating oil composition containing acrylic polymer |
| JP4964426B2 (en) * | 2005-03-30 | 2012-06-27 | Jx日鉱日石エネルギー株式会社 | Lubricating oil composition |
| US20100144571A1 (en) * | 2005-06-29 | 2010-06-10 | Shinichi Shirahama | Base oil for hydraulic oil and composition using the same |
| JP5249492B2 (en) * | 2005-08-31 | 2013-07-31 | 出光興産株式会社 | Hydraulic fluid composition |
| US20070197411A1 (en) * | 2005-10-13 | 2007-08-23 | Hiroshi Kaneko | Lubricating oil composition |
| JP5260823B2 (en) * | 2005-10-13 | 2013-08-14 | 昭和シェル石油株式会社 | Hydraulic fluid |
-
2008
- 2008-09-19 JP JP2008241145A patent/JP5301226B2/en active Active
- 2008-09-23 CN CN200880109051A patent/CN101868523A/en active Pending
- 2008-09-23 BR BRPI0817278-1A patent/BRPI0817278A2/en not_active IP Right Cessation
- 2008-09-23 AT AT08807186T patent/ATE532844T1/en active
- 2008-09-23 RU RU2010116207/04A patent/RU2464303C2/en not_active IP Right Cessation
- 2008-09-23 KR KR1020107006547A patent/KR20100059908A/en not_active Ceased
- 2008-09-23 WO PCT/IB2008/002550 patent/WO2009040658A1/en not_active Ceased
- 2008-09-23 EP EP08807186A patent/EP2193186B1/en not_active Revoked
- 2008-09-23 US US12/679,577 patent/US20100298186A1/en not_active Abandoned
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Also Published As
| Publication number | Publication date |
|---|---|
| JP2009096995A (en) | 2009-05-07 |
| RU2010116207A (en) | 2011-11-10 |
| US20100298186A1 (en) | 2010-11-25 |
| KR20100059908A (en) | 2010-06-04 |
| ATE532844T1 (en) | 2011-11-15 |
| BRPI0817278A2 (en) | 2015-06-16 |
| JP5301226B2 (en) | 2013-09-25 |
| CN101868523A (en) | 2010-10-20 |
| RU2464303C2 (en) | 2012-10-20 |
| WO2009040658A1 (en) | 2009-04-02 |
| EP2193186B1 (en) | 2011-11-09 |
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