JP2017119789A - Lubricant composition - Google Patents
Lubricant composition Download PDFInfo
- Publication number
- JP2017119789A JP2017119789A JP2015257271A JP2015257271A JP2017119789A JP 2017119789 A JP2017119789 A JP 2017119789A JP 2015257271 A JP2015257271 A JP 2015257271A JP 2015257271 A JP2015257271 A JP 2015257271A JP 2017119789 A JP2017119789 A JP 2017119789A
- Authority
- JP
- Japan
- Prior art keywords
- lubricating oil
- group
- oil composition
- mass
- less
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 239000000314 lubricant Substances 0.000 title abstract description 6
- 239000002199 base oil Substances 0.000 claims abstract description 24
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 22
- -1 cobalt carboxylate Chemical class 0.000 claims abstract description 15
- 239000010941 cobalt Substances 0.000 claims abstract description 13
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 13
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 12
- 150000004982 aromatic amines Chemical class 0.000 claims abstract description 12
- 239000010687 lubricating oil Substances 0.000 claims description 44
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 10
- 239000011593 sulfur Substances 0.000 claims description 10
- 230000001050 lubricating effect Effects 0.000 claims description 9
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 239000010802 sludge Substances 0.000 abstract description 14
- 230000003064 anti-oxidating effect Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 description 15
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 14
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 14
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 13
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 9
- 150000001336 alkenes Chemical class 0.000 description 8
- 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 7
- 239000000654 additive Substances 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 239000003795 chemical substances by application Substances 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
- 239000003921 oil Substances 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000013638 trimer Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 4
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000005078 molybdenum compound Substances 0.000 description 2
- 150000002752 molybdenum compounds Chemical class 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 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
- 239000010723 turbine oil Substances 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 1
- LLEFDCACDRGBKD-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;nonanoic acid Chemical compound CCC(CO)(CO)CO.CCCCCCCCC(O)=O LLEFDCACDRGBKD-UHFFFAOYSA-N 0.000 description 1
- CWTQBXKJKDAOSQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;octanoic acid Chemical compound CCC(CO)(CO)CO.CCCCCCCC(O)=O CWTQBXKJKDAOSQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- DJBVDAUKGXUPLO-QEMDMZNVSA-N C(C)C(C(=O)O)CCCC.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O Chemical compound C(C)C(C(=O)O)CCCC.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O.C([C@H](O)[C@H](O)CO)O DJBVDAUKGXUPLO-QEMDMZNVSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 101000823778 Homo sapiens Y-box-binding protein 2 Proteins 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- URGQBRTWLCYCMR-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] nonanoate Chemical compound CCCCCCCCC(=O)OCC(CO)(CO)CO URGQBRTWLCYCMR-UHFFFAOYSA-N 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 229940111121 antirheumatic drug quinolines Drugs 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000010725 compressor oil Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- LZJUZSYHFSVIGJ-UHFFFAOYSA-N ditridecyl hexanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCCCCC LZJUZSYHFSVIGJ-UHFFFAOYSA-N 0.000 description 1
- FVBSDVQDRFRKRF-UHFFFAOYSA-N ditridecyl pentanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CCCC(=O)OCCCCCCCCCCCCC FVBSDVQDRFRKRF-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- KYYWBEYKBLQSFW-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCC(O)=O KYYWBEYKBLQSFW-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- RQFLGKYCYMMRMC-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O RQFLGKYCYMMRMC-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
- 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
- C10M129/26—Carboxylic acids; Salts thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—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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- 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
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Abstract
Description
本発明は、潤滑油組成物に関する。 The present invention relates to a lubricating oil composition.
潤滑油はエンジン油、駆動系用潤滑油、タービン油、油圧作動油、グリースなど様々な用途で使用されている。潤滑油には、酸化により劣化しにくいこと（酸化防止性）が求められる。 Lubricating oils are used in various applications such as engine oils, drive system lubricating oils, turbine oils, hydraulic fluids, and greases. Lubricating oils are required to be resistant to oxidation (antioxidant properties).
酸化防止剤としては、芳香族アミン、フェノール化合物、ジアルキルジチオリン酸亜鉛、モリブデン化合物等がある（下記の特許文献１、２を参照。）。 Antioxidants include aromatic amines, phenolic compounds, zinc dialkyldithiophosphates, molybdenum compounds and the like (see Patent Documents 1 and 2 below).
しかしながら、本発明者らの検討によれば、芳香族アミンまたはフェノール化合物を用いると、十分な酸化防止性を長時間維持することが困難であることが判明した。 However, according to studies by the present inventors, it has been found that it is difficult to maintain sufficient antioxidant properties for a long time when an aromatic amine or a phenol compound is used.
一方、ジアルキルジチオリン酸亜鉛またはモリブデン化合物を用いると、スラッジが生成しやすい。 On the other hand, when a dialkyldithiophosphate zinc or molybdenum compound is used, sludge is likely to be generated.
本発明は、このような実情に鑑みてなされたものであり、十分な酸化防止性を長時間維持し、かつ、スラッジの生成を抑制することが可能な潤滑油組成物を提供することを目的とする。 The present invention has been made in view of such circumstances, and an object of the present invention is to provide a lubricating oil composition capable of maintaining sufficient antioxidant properties for a long time and suppressing the generation of sludge. And
上記課題を解決するために、本発明は、潤滑油基油と、芳香族アミン系酸化防止剤と、カルボン酸コバルトと、を含有する潤滑油組成物を提供する。 In order to solve the above problems, the present invention provides a lubricating oil composition containing a lubricating base oil, an aromatic amine-based antioxidant, and cobalt carboxylate.
上記潤滑油組成物において、硫黄の含有量は、潤滑油組成物全量を基準として、硫黄原子換算で１０質量ｐｐｍ以下であることが好ましい。 In the above lubricating oil composition, the sulfur content is preferably 10 ppm by mass or less in terms of sulfur atom based on the total amount of the lubricating oil composition.
本発明によれば、十分な酸化防止性を長時間維持し、かつ、スラッジの生成を抑制することが可能な潤滑油組成物を提供することができる。 ADVANTAGE OF THE INVENTION According to this invention, sufficient antioxidant property can be maintained for a long time, and the lubricating oil composition which can suppress the production | generation of sludge can be provided.
以下、本発明の好適な実施形態について詳細に説明する。 Hereinafter, preferred embodiments of the present invention will be described in detail.
本発明の実施形態に係る潤滑油組成物は、潤滑油基油と、芳香族アミン系酸化防止剤と、カルボン酸コバルトと、を含有する。 The lubricating oil composition according to an embodiment of the present invention contains a lubricating base oil, an aromatic amine-based antioxidant, and cobalt carboxylate.
潤滑油基油としては、特に制限されず、通常の潤滑油に使用されるものを使用できる。例えば、鉱油系潤滑油基油、合成油系潤滑油基油またはこれらの混合油が挙げられる。 The lubricating base oil is not particularly limited, and those used for ordinary lubricating oils can be used. Examples thereof include mineral oil base oils, synthetic oil base oils, and mixed oils thereof.
鉱油系潤滑油基油としては、具体的には、原油を常圧蒸留して得られる常圧残油を減圧蒸留して得られた潤滑油留分を、溶剤脱れき、溶剤抽出、水素化分解、溶剤脱ろう、水素化精製等の処理を１つ以上行って精製したもの、あるいはワックス異性化鉱油、ＧＴＬワックス（ガストゥリキッドワックス）を異性化する手法で製造される基油等が挙げられる。十分な酸化防止性を長期間維持する観点、さらにはスラッジの生成の抑制の観点から、高度精製基油を用いることが好ましい。 Specifically, as the mineral base oil, the lube oil fraction obtained by distilling the atmospheric residue obtained by atmospheric distillation of the crude oil is subjected to solvent removal, solvent extraction, and hydrogenation. Examples include those refined by one or more treatments such as decomposition, solvent dewaxing, hydrorefining, etc., or base oils produced by a method of isomerizing wax isomerized mineral oil or GTL wax (gas to liquid wax). It is done. It is preferable to use highly refined base oil from the viewpoint of maintaining sufficient antioxidant properties for a long period of time, and also from the viewpoint of suppressing the formation of sludge.
合成油系潤滑油としては、具体的には、ポリブテンまたはその水素化物；１−オクテンオリゴマー、１−デセンオリゴマー等のポリ−α−オレフィンまたはその水素化物；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等のジエステル；トリメチロールプロパンカプリレート、トリメチロールプロパンペラルゴネート、ペンタエリスリトール−２−エチルヘキサノエート、ペンタエリスリトールペラルゴネート等のポリオールエステル；アルキルナフタレン、アルキルベンゼン等の芳香族系合成油またはこれらの混合物等が挙げられる。 Specific examples of synthetic oils include polybutene or hydrides thereof; poly-α-olefins such as 1-octene oligomers and 1-decene oligomers or hydrides thereof; ditridecyl glutarate, di-2-ethylhexyl. Diesters such as adipate, diisodecyl adipate, ditridecyl adipate, di-2-ethylhexyl sebacate; polyol esters such as trimethylolpropane caprylate, trimethylolpropane pelargonate, pentaerythritol-2-ethylhexanoate, pentaerythritol pelargonate An aromatic synthetic oil such as alkylnaphthalene or alkylbenzene, or a mixture thereof.
潤滑油基油の動粘度および粘度指数は特に制限されない、例えば、潤滑油基油の４０℃における動粘度は、５〜５００ｍｍ2／ｓ、２０〜１００ｍｍ2／ｓ、または３０〜６０ｍｍ2／ｓとすることができる。また、潤滑油基油の１００℃における動粘度は、２〜３０ｍｍ2／ｓ、４〜２０ｍｍ2／ｓ、または６〜１０ｍｍ2／ｓとすることができる。また、潤滑油基油の粘度指数は、９０以上、１０５以上、または１２０以上とすることができる。 The kinematic viscosity and viscosity index of the lubricant base oil are not particularly limited. For example, the kinematic viscosity of the lubricant base oil at 40 ° C. is 5 to 500 mm 2 / s, 20 to 100 mm 2 / s, or 30 to 60 mm 2 / s. It can be. The kinematic viscosity at 100 ° C. of the lubricating base oil can be 2 to 30 mm 2 / s, 4 to 20 mm 2 / s, or 6 to 10 mm 2 / s. Further, the viscosity index of the lubricating base oil can be 90 or more, 105 or more, or 120 or more.
本発明でいう「４０℃における動粘度」、「１００℃における動粘度」および「粘度指数」とは、それぞれＪＩＳ Ｋ２２８３：２０００に準拠して測定された値を意味する。 In the present invention, “kinematic viscosity at 40 ° C.”, “kinematic viscosity at 100 ° C.” and “viscosity index” mean values measured in accordance with JIS K2283: 2000, respectively.
潤滑油基油の全芳香族分含有量は、特に制限はないが、好ましくは２０質量％以下、より好ましくは１０質量％以下、さらに好ましくは１質量％以下である。潤滑油基油の全芳香族含有量が５質量％以下であると、潤滑油組成物の酸化防止性を一層向上させることができる傾向にある。 The total aromatic content of the lubricating base oil is not particularly limited, but is preferably 20% by mass or less, more preferably 10% by mass or less, and further preferably 1% by mass or less. When the total aromatic content of the lubricating base oil is 5% by mass or less, the antioxidant properties of the lubricating oil composition tend to be further improved.
本発明でいう「全芳香族分含有量」とは、ＡＳＴＭ Ｄ２５４９に準拠して測定した芳香族留分（ａｒｏｍａｔｉｃ ｆｒａｃｔｉｏｎ）含有量を意味する。この芳香族留分には、アルキルベンゼン、アルキルナフタレンの他、アントラセン、フェナントレン、およびこれらのアルキル化物、ベンゼン環が四環以上縮合した化合物、またはピリジン類、キノリン類、フェノール類、ナフトール類等のヘテロ芳香族を有する化合物等が含まれ得る。 The “total aromatic content” in the present invention means an aromatic fraction content measured in accordance with ASTM D2549. This aromatic fraction includes alkylbenzene, alkylnaphthalene, anthracene, phenanthrene, and alkylated products thereof, compounds in which four or more benzene rings are condensed, or heterogeneous compounds such as pyridines, quinolines, phenols, and naphthols. An aromatic compound or the like may be included.
芳香族アミン系酸化防止剤としては、例えば、アルキル化ジフェニルアミン、フェニル−α−ナフチルアミンが挙げられる。 Examples of the aromatic amine-based antioxidant include alkylated diphenylamine and phenyl-α-naphthylamine.
アルキル化ジフェニルアミンとしては、例えば、下記の一般式（１）で表される化合物が挙げられる。 Examples of the alkylated diphenylamine include compounds represented by the following general formula (1).
［式（１）中、Ｒ１およびＲ２はそれぞれ水素またはアルキル基を示し、Ｒ１およびＲ２の少なくとも一方はアルキル基であり、Ｒ１およびＲ２の両方がアルキル基である場合、Ｒ１およびＲ２は同一でも異なっていてもよい。］
Ｒ１およびＲ２で表されるアルキル基としては、具体的には、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシ基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基等（これらのアルキル基は直鎖状でも分枝状でも良い）が挙げられる。これらの中でも、酸化防止性を長期間維持する観点から、炭素数３〜１６の分枝アルキル基が好ましく、炭素数３または４のオレフィンまたはそのオリゴマーから誘導される炭素数３〜１６の分枝アルキル基がより好ましい。炭素数３または４のオレフィンとしては、具体的にはプロピレン、１−ブテン、２−ブテンおよびイソブチレン等が挙げられるが、高温での酸化防止性をより長期にわたって維持できる点から、プロピレンまたはイソブチレンが好ましい。また、更に優れた酸化防止性が得られることから、プロピレンから誘導されるイソプロピル基、イソブチレンから誘導されるｔｅｒｔ−ブチル基、プロピレンの２量体から誘導される分枝ヘキシル基、イソブチレンの２量体から誘導される分枝オクチル基、プロピレンの３量体から誘導される分枝ノニル基、イソブチレンの３量体から誘導される分枝ドデシル基、プロピレンの４量体から誘導される分枝ドデシル基またはプロピレンの５量体から誘導される分枝ペンタデシル基がさらにより好ましく、イソブチレンから誘導されるｔｅｒｔ−ブチル基、プロピレンの２量体から誘導される分枝ヘキシル基、イソブチレンの２量体から誘導される分枝オクチル基、プロピレンの３量体から誘導される分枝ノニル基、イソブチレンの３量体から誘導される分枝ドデシル基またはプロピレンの４量体から誘導される分枝ドデシル基が最も好ましい。
[In the formula (1), R 1 and R 2 each represent hydrogen or an alkyl group, at least one of R 1 and R 2 is an alkyl group, and when both R 1 and R 2 are alkyl groups, 1 and R 2 may be the same or different. ]
Specific examples of the alkyl group represented by R 1 and R 2 include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and undecyl. Group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group and the like (these alkyl groups may be linear or branched). Among these, from the viewpoint of maintaining antioxidant properties for a long period of time, a branched alkyl group having 3 to 16 carbon atoms is preferable, and a branched chain having 3 to 16 carbon atoms derived from an olefin having 3 or 4 carbon atoms or an oligomer thereof. An alkyl group is more preferred. Specific examples of the olefin having 3 or 4 carbon atoms include propylene, 1-butene, 2-butene, and isobutylene. From the viewpoint that the antioxidant property at a high temperature can be maintained for a longer period, propylene or isobutylene is used. preferable. In addition, since superior antioxidant properties can be obtained, isopropyl group derived from propylene, tert-butyl group derived from isobutylene, branched hexyl group derived from dimer of propylene, and dimer of isobutylene Branched octyl group derived from the body, branched nonyl group derived from the trimer of propylene, branched dodecyl group derived from the trimer of isobutylene, branched dodecyl derived from the tetramer of propylene Even more preferred are branched pentadecyl groups derived from groups or propylene pentamers, tert-butyl groups derived from isobutylene, branched hexyl groups derived from propylene dimers, isobutylene dimers Derived from branched octyl group derived, branched nonyl group derived from propylene trimer, isobutylene trimer A branched dodecyl group derived from a tetramer of a branched dodecyl or propylene are most preferred.
一般式（１）中のＲ１およびＲ２は共にアルキル基であることが好ましい。Ｒ１およびＲ２の両方がアルキル基である化合物は、Ｒ１およびＲ２の一方が水素原子である化合物と比較して、当該化合物自体の酸化によるスラッジが生成しにくい傾向がある。 R 1 and R 2 in general formula (1) are preferably both alkyl groups. A compound in which both R 1 and R 2 are alkyl groups tends to be less likely to generate sludge due to oxidation of the compound itself as compared to a compound in which one of R 1 and R 2 is a hydrogen atom.
一般式（１）で表されるアルキル化ジフェニルアミンは市販のものを用いても良く、また合成物を用いても良い。合成物は、フリーデル・クラフツ触媒を用い、ジフェニルアミンと炭素数１〜１６のハロゲン化アルキル化合物とジフェニルアミンとの反応、あるいはジフェニルアミンと炭素数２〜１６のオレフィンまたは炭素数２〜１６のオレフィンまたはこれらのオリゴマーとの反応を行うことにより容易に合成することができる。フリーデル・クラフツ触媒としては、具体的には例えば、塩化アルミニウム、塩化亜鉛、塩化鉄等の金属ハロゲン化物；硫酸、リン酸、五酸化リン、フッ化ホウ素、酸性白土、活性白土等の酸性触媒；等を用いることができる。 As the alkylated diphenylamine represented by the general formula (1), a commercially available product may be used, or a synthesized product may be used. The synthesized product uses a Friedel-Crafts catalyst, reaction of diphenylamine with a C1-C16 halogenated alkyl compound and diphenylamine, or diphenylamine with a C2-C16 olefin, a C2-C16 olefin, or these It can be easily synthesized by reacting with the above oligomer. Specific examples of Friedel-Crafts catalysts include metal halides such as aluminum chloride, zinc chloride, and iron chloride; acidic catalysts such as sulfuric acid, phosphoric acid, phosphorus pentoxide, boron fluoride, acidic clay, and activated clay. Etc. can be used.
フェニル−α−ナフチルアミンとしては、例えば、下記一般式（２）で表される化合物が挙げられる。 Examples of phenyl-α-naphthylamine include compounds represented by the following general formula (2).
［式（２）中、Ｒ３は水素またはアルキル基を示す。］
Ｒ３で表されるアルキル基としては、酸化防止性の観点から、炭素数が１６以下であることが好ましい。Ｒ３の炭素数が１６以下であると、分子中に占める官能基の割合が大きくなり、酸化防止性に優れる傾向がある。具体的には、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシ基、トリデシル基、テトラデシル基、ペンタデシル基、及びヘキサデシル基等が挙げられる。これらアルキル基は直鎖状でも分枝状でも良い。
[In the formula (2), R 3 represents hydrogen or an alkyl group. ]
The alkyl group represented by R 3 preferably has 16 or less carbon atoms from the viewpoint of antioxidant properties. When the carbon number of R 3 is 16 or less, the proportion of the functional group in the molecule increases, and the antioxidant property tends to be excellent. Specifically, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, And hexadecyl group. These alkyl groups may be linear or branched.
これらの中でも、基油に対する溶解性が優れることから、炭素数８〜１６の分枝アルキル基が好ましく、さらに炭素数３又は４のオレフィンのオリゴマーから誘導される炭素数８〜１６の分枝アルキル基がより好ましい。炭素数３又は４のオレフィンとしては、具体的には、プロピレン、１−ブテン、２−ブテン及びイソブチレンが挙げられる。このうち、基油に対する溶解性がより優れることから、プロピレン又はイソブチレンがより好ましい。基油に対する溶解性が更に優れることから、Ｒ３は、イソブチレンの２量体から誘導される分枝オクチル基、プロピレンの３量体から誘導される分枝ノニル基、イソブチレンの３量体から誘導される分枝ドデシル基、プロピレンの４量体から誘導される分枝ドデシル基又はプロピレンの５量体から誘導される分枝ペンタデシル基がさらにより好ましく、イソブチレンの２量体から誘導される分枝オクチル基、イソブチレンの３量体から誘導される分枝ドデシル基又はプロピレンの４量体から誘導される分枝ドデシル基が特に好ましい。 Among these, branched alkyl groups having 8 to 16 carbon atoms are preferred because of their excellent solubility in base oils, and branched alkyl groups having 8 to 16 carbon atoms derived from oligomers of olefins having 3 or 4 carbon atoms. Groups are more preferred. Specific examples of the olefin having 3 or 4 carbon atoms include propylene, 1-butene, 2-butene and isobutylene. Of these, propylene or isobutylene is more preferable because of its superior solubility in base oils. R 3 is derived from a branched octyl group derived from an isobutylene dimer, a branched nonyl group derived from a propylene trimer, and an isobutylene trimer because of its superior solubility in base oils. Even more preferred are branched dodecyl groups, branched dodecyl groups derived from propylene tetramers or branched pentadecyl groups derived from propylene pentamers, and branched derived from isobutylene dimers. An octyl group, a branched dodecyl group derived from a trimer of isobutylene, or a branched dodecyl group derived from a tetramer of propylene is particularly preferred.
また、Ｒ３がアルキル基である場合、フェニル基の任意の位置に結合可能であり、アミノ基に対してｐ−位であってよい。更に、アミノ基はナフチル基の任意の位置に結合可能であり、α位であってよい。 When R 3 is an alkyl group, it can be bonded to any position of the phenyl group and may be p-position to the amino group. Furthermore, the amino group can be bonded to any position of the naphthyl group and may be in the α position.
一般式（２）で表されるフェニル−α−ナフチルアミンとしては、市販のものを用いても良く、また合成物を用いても良い。合成物は、フリーデル・クラフツ触媒を用いて、フェニル−α−ナフチルアミンと炭素数１〜１６のハロゲン化アルキル化合物との反応、あるいはフェニル−α−ナフチルアミンと炭素数２〜１６のオレフィン又は炭素数２〜１６のオレフィンオリゴマーとの反応を行うことにより容易に合成することができる。フリーデル・クラフツ触媒としては、具体的には例えば、アルキル化ジフェニルアミン合成の際に列挙したような金属ハロゲン化物や酸性触媒等が用いられる。 As phenyl-α-naphthylamine represented by the general formula (2), a commercially available product may be used, or a synthetic product may be used. The synthesized product is a reaction between phenyl-α-naphthylamine and a halogenated alkyl compound having 1 to 16 carbon atoms, or phenyl-α-naphthylamine and an olefin or carbon number having 2 to 16 carbon atoms, using a Friedel-Crafts catalyst. It can be easily synthesized by reacting with 2 to 16 olefin oligomers. Specific examples of Friedel-Crafts catalysts include metal halides and acidic catalysts listed in the synthesis of alkylated diphenylamine.
上記一般式（１）、（２）で表される芳香族アミン系酸化防止剤は１種を単独で用いても良く、構造の異なる２種以上の混合物を用いても良い。高温での酸化防止性の観点から、一般式（１）で表されるアルキル化ジフェニルアミンと、一般式（２）で表されるフェニル−α−ナフチルアミンとを併用することが好ましい。この場合の両者の混合比は任意であるが、質量比で１／１０〜１０／１、１／５〜５／１、または１／２〜２／１の範囲にすることができる。 The aromatic amine antioxidants represented by the general formulas (1) and (2) may be used alone or in a mixture of two or more having different structures. From the viewpoint of antioxidant properties at high temperatures, it is preferable to use an alkylated diphenylamine represented by the general formula (1) and a phenyl-α-naphthylamine represented by the general formula (2) in combination. Although the mixing ratio of both in this case is arbitrary, it can be made into the range of 1/10 to 10/1, 1/5 to 5/1, or 1/2 to 2/1 by mass ratio.
芳香族アミン系酸化防止剤の含有量は、特に制限はないが、酸化防止性の観点から、潤滑油組成物全量を基準として、好ましくは０．０５質量％以上、より好ましくは０．３質量％以上、更に好ましくは０．５質量％以上である。また、芳香族アミン系酸化防止剤の含有量は、スラッジ生成の抑制の観点から、潤滑油組成物全量を基準として、好ましくは５質量％以下、より好ましくは３質量％以下、更に好ましくは１質量％以下である。 The content of the aromatic amine antioxidant is not particularly limited, but from the viewpoint of antioxidant properties, it is preferably 0.05% by mass or more, more preferably 0.3% by mass, based on the total amount of the lubricating oil composition. % Or more, more preferably 0.5 mass% or more. Further, the content of the aromatic amine-based antioxidant is preferably 5% by mass or less, more preferably 3% by mass or less, and still more preferably 1 on the basis of the total amount of the lubricating oil composition from the viewpoint of suppressing sludge formation. It is below mass%.
カルボン酸コバルトを構成するカルボン酸としては、脂肪族カルボン酸、脂環式カルボン酸および芳香族カルボン酸が挙げられる。これらのカルボン酸は未置換であってもよく、また、置換基を有していてもよい。 Examples of carboxylic acid constituting cobalt carboxylate include aliphatic carboxylic acid, alicyclic carboxylic acid, and aromatic carboxylic acid. These carboxylic acids may be unsubstituted or may have a substituent.
脂肪族カルボン酸としては、ヘキサン酸、ヘプタン酸、オクタン酸、ノナン酸、デカン酸、ウンデカン酸、ドデカン酸、トリデカン酸、テトラデカン酸、ペンタデカン酸、ヘキサデカン酸（パルミチン酸）、ヘプタデカン酸、オクタデカン酸（ステアリン酸）、オレイン酸等が挙げられる。 Aliphatic carboxylic acids include hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid (palmitic acid), heptadecanoic acid, octadecanoic acid ( Stearic acid) and oleic acid.
本実施形態において、カルボン酸コバルトは、１種を単独で用いてもよく、構造の異なる２種以上の混合物を用いてもよい。 In this embodiment, cobalt carboxylate may be used individually by 1 type, and 2 or more types of mixtures from which a structure differs may be used.
本実施形態に係る潤滑油組成物は、上記のカルボン酸コバルトを含有するものであるが、酸化防止性を長期間維持する観点から、コバルトの含有量は、潤滑油組成物全量を基準として、コバルト原子換算で好ましくは０質量ｐｐｍを超え３００質量ｐｐｍ以下、より好ましくは１０質量ｐｐｍ以上２００質量ｐｐｍ以下、さらに好ましくは２０質量ｐｐｍ以上１５０質量ｐｐｍ以下である。さらに、コバルトの含有量は、スラッジの生成を抑制する観点から、潤滑油組成物全量を基準として、コバルト原子換算で好ましくは３００質量ｐｐｍ以下、より好ましくは２００質量ｐｐｍ以下、さらに好ましくは１５０質量ｐｐｍ以下である。 Although the lubricating oil composition according to the present embodiment contains the above-described cobalt carboxylate, from the viewpoint of maintaining antioxidant properties for a long period of time, the cobalt content is based on the total amount of the lubricating oil composition. It is preferably more than 0 mass ppm and not more than 300 mass ppm, more preferably not less than 10 mass ppm and not more than 200 mass ppm, and still more preferably not less than 20 mass ppm and not more than 150 mass ppm in terms of cobalt atom. Further, the content of cobalt is preferably 300 ppm by mass or less, more preferably 200 ppm by mass or less, more preferably 150 ppm by mass in terms of cobalt atom, based on the total amount of the lubricating oil composition, from the viewpoint of suppressing sludge formation. ppm or less.
硫黄の含有量は、スラッジの生成を抑制する観点から、潤滑油組成物全量を基準として、硫黄原子換算で好ましくは１００質量ｐｐｍ以下、より好ましくは５０質量ｐｐｍ以下、更に好ましくは１０質量ｐｐｍ以下である。同様の理由により、潤滑油組成物に含まれる潤滑油基油の硫黄分は、潤滑油基油全量を基準として、硫黄原子換算で好ましくは１０質量ｐｐｍ以下、より好ましくは７質量ｐｐｍ以下、更に好ましくは５質量ｐｐｍ以下である。 The content of sulfur is preferably 100 mass ppm or less, more preferably 50 mass ppm or less, and even more preferably 10 mass ppm or less in terms of sulfur atom, based on the total amount of the lubricating oil composition, from the viewpoint of suppressing sludge formation. It is. For the same reason, the sulfur content of the lubricating base oil contained in the lubricating oil composition is preferably 10 mass ppm or less, more preferably 7 mass ppm or less, more preferably 7 mass ppm or less in terms of sulfur atoms, based on the total amount of the lubricating oil base oil. Preferably it is 5 mass ppm or less.
本発明でいう「コバルト含有量」および「硫黄含有量」とは、ＩＣＰ元素分析法によって測定される含有量（単位：質量ｐｐｍ）を意味する。 In the present invention, “cobalt content” and “sulfur content” mean the content (unit: mass ppm) measured by ICP elemental analysis.
潤滑油組成物の動粘度および粘度指数は特に制限されない。例えば、潤滑油組成物の４０℃における動粘度は、５〜５００ｍｍ2／ｓ、２０〜１００ｍｍ2／ｓ、または３０〜６０ｍｍ2／ｓとすることができる。また、潤滑油組成物の１００℃における動粘度は、２〜３０ｍｍ2／ｓ、４〜２０ｍｍ2／ｓ、または６〜１０ｍｍ2／ｓとすることができる。また、潤滑油組成物の粘度指数は、９０以上、１０５以上、または１２０以上とすることができる。 The kinematic viscosity and viscosity index of the lubricating oil composition are not particularly limited. For example, the kinematic viscosity at 40 ° C. of the lubricating oil composition can be 5 to 500 mm 2 / s, 20 to 100 mm 2 / s, or 30 to 60 mm 2 / s. The kinematic viscosity at 100 ° C. of the lubricating oil composition may be 2 to 30 mm 2 / s, 4 to 20 mm 2 / s, or 6 to 10 mm 2 / s. The viscosity index of the lubricating oil composition can be 90 or more, 105 or more, or 120 or more.
本実施形態に係る潤滑油組成物は、上記の芳香族アミン系酸化防止剤およびカルボン酸コバルトに加えて、その他の添加剤をさらに含有してもよい。かかる潤滑油添加剤としては、具体的には、酸化防止剤（フェノール系酸化防止剤など）、無灰分散剤、金属系清浄剤、極圧剤、摩耗防止剤、粘度指数向上剤、流動点降下剤、摩擦調整剤、油性剤、腐食防止剤、防錆剤、抗乳化剤、金属不活性化剤、シール膨潤剤、消泡剤、着色剤などが挙げられる。これらの添加剤は、１種を単独で用いてもよく、また、２種以上を組み合わせて用いてもよい。また、本実施形態に係る潤滑油組成物は、本発明の効果が損なわれない限りにおいて、構成元素として硫黄を含有する添加剤を含有することができる。 The lubricating oil composition according to this embodiment may further contain other additives in addition to the aromatic amine antioxidant and cobalt carboxylate. Specific examples of such lubricating oil additives include antioxidants (phenolic antioxidants, etc.), ashless dispersants, metal detergents, extreme pressure agents, antiwear agents, viscosity index improvers, pour point depressants. Agents, friction modifiers, oiliness agents, corrosion inhibitors, rust inhibitors, demulsifiers, metal deactivators, seal swelling agents, antifoaming agents, colorants and the like. These additives may be used individually by 1 type, and may be used in combination of 2 or more type. Moreover, the lubricating oil composition according to this embodiment can contain an additive containing sulfur as a constituent element as long as the effects of the present invention are not impaired.
本実施形態に係る潤滑油組成物は、潤滑油分野の幅広い分野で用いることができる。潤滑油組成物の用途としては、エンジン油、自動変速機または手動変速機等の駆動系用潤滑油、油圧作動油、タービン油、圧縮機油等が挙げられる。 The lubricating oil composition according to this embodiment can be used in a wide range of lubricating oil fields. Applications of the lubricating oil composition include engine oil, lubricating oil for driving systems such as an automatic transmission or a manual transmission, hydraulic working oil, turbine oil, compressor oil, and the like.
以下、本発明を実施例および比較例により更に具体的に説明するが、本発明は以下の実施例に限定されるものではない。
［実施例１〜６、比較例１〜５］
実施例１〜６及び比較例１〜５においては、それぞれ以下に示す基油および添加剤を用いて表１〜２に示す組成を有する潤滑油組成物を調製した。表１〜２には潤滑油組成物の銅含有量および硫黄含有量（いずれも元素換算値）を併せて示す。
［基油］
基油１：水素化精製鉱油（全芳香族分含有量：０．３質量％、硫黄分：１０質量ｐｐｍ未満、４０℃動粘度：３５ｍｍ２/ｓ、粘度指数：１２０）
［芳香族アミン系酸化防止剤］
Ａ−１：オクチル化／ブチル化ジフェニルアミン（ＩＲＧＡＮＯＸ（登録商標） Ｌ５７、ＢＡＳＦ社製）
Ａ−２：オクチル化フェニル−α−ナフチルアミン（ＩＲＧＡＮＯＸ（登録商標） Ｌ０６、ＢＡＳＦ社製）
［カルボン酸コバルト］
Ｂ−１：オクタン酸コバルト（ＤＩＣ社製、コバルト含有量：１２質量％）
［硫黄含有添加剤］
Ｃ−１：ジアルキルチオリン酸エステル（ＩＲＧＡＬＵＢＥ（登録商標）３５３、ＢＡＳＦ社製、硫黄含有量：１８．９質量％、リン含有量：９．４５質量％）
［その他の添加剤］
Ｄ−１：２，６−ジターシャリーブチル−ｐ−クレゾール（ＤＢＰＣ）
［酸化安定性試験］
実施例１〜６および比較例１〜５の各潤滑油組成物のＲＰＶＯＴ値を、ＪＩＳ Ｋ ２５１４「潤滑油−酸化安定度試験方法」の「６．回転ボンベ式酸化安定度試験方法」に準拠して測定した。ＲＰＶＯＴ値が大きいことは、酸化安定性を長期間維持できるものであることを意味する。結果を表１〜２に示す。
EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further more concretely, this invention is not limited to a following example.
[Examples 1-6, Comparative Examples 1-5]
In Examples 1 to 6 and Comparative Examples 1 to 5, lubricating oil compositions having the compositions shown in Tables 1 and 2 were prepared using the base oils and additives shown below. Tables 1 and 2 also show the copper content and sulfur content (both element conversion values) of the lubricating oil composition.
[Base oil]
Base oil 1: hydrorefined mineral oil (total aromatic content: 0.3 mass%, sulfur content: less than 10 mass ppm, 40 ° C. kinematic viscosity: 35 mm 2 / s, viscosity index: 120)
[Aromatic amine antioxidants]
A-1: Octylated / Butylated diphenylamine (IRGANOX (registered trademark) L57, manufactured by BASF)
A-2: Octylated phenyl-α-naphthylamine (IRGANOX (registered trademark) L06, manufactured by BASF)
[Cobalt carboxylate]
B-1: Cobalt octoate (manufactured by DIC, cobalt content: 12% by mass)
[Sulfur-containing additive]
C-1: Dialkylthiophosphate (IRGALUBE (registered trademark) 353, manufactured by BASF, sulfur content: 18.9 mass%, phosphorus content: 9.45 mass%)
[Other additives]
D-1: 2,6-ditertiary butyl-p-cresol (DBPC)
[Oxidation stability test]
The RPVOT values of the lubricating oil compositions of Examples 1 to 6 and Comparative Examples 1 to 5 are in accordance with “6. And measured. A large RPVOT value means that oxidation stability can be maintained for a long time. The results are shown in Tables 1-2.
［スラッジの生成の有無の評価］
実施例１〜６の各潤滑油組成物について、上記の酸化安定性試験におけるＲＰＶＯＴ値が試験前のＲＰＶＯＴ値の９０％に到達したとき（残存寿命９０％到達時）のスラッジ生成量を測定した。その結果、実施例１〜３、５、６の潤滑油組成物では、残存寿命９０％到達時においてスラッジの生成は認められなかった。また、実施例４、７の潤滑油組成物では、残存寿命９０％到達時におけるスラッジの生成は極微量であった。さらに、実施例４の潤滑油組成物と実施例７の潤滑油組成物とを比較すると、実施例７の潤滑油組成物の方がスラッジの生成量が少なかった。
[Evaluation of sludge generation]
For each of the lubricating oil compositions of Examples 1 to 6, the amount of sludge produced when the RPVOT value in the oxidation stability test reached 90% of the RPVOT value before the test (when the remaining life reached 90%) was measured. . As a result, in the lubricating oil compositions of Examples 1 to 3, 5, and 6, sludge formation was not observed when the remaining life reached 90%. In addition, in the lubricating oil compositions of Examples 4 and 7, the generation of sludge was very small when the remaining life reached 90%. Furthermore, when the lubricating oil composition of Example 4 and the lubricating oil composition of Example 7 were compared, the lubricating oil composition of Example 7 produced less sludge.
Claims (2)
The lubricating oil composition according to claim 1, wherein the sulfur content is 100 mass ppm or less in terms of sulfur atom based on the total amount of the lubricating oil composition.
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| WO2019053635A1 (en) * | 2017-09-13 | 2019-03-21 | Chevron U.S.A. Inc. | Method for preventing or reducing low speed pre-ignition in direct injected spark-ignited engines with cobalt-containing lubricant |
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