JP2009501810A - タングステン酸アミン及び潤滑剤組成物 - Google Patents
タングステン酸アミン及び潤滑剤組成物 Download PDFInfo
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- JP2009501810A JP2009501810A JP2008521594A JP2008521594A JP2009501810A JP 2009501810 A JP2009501810 A JP 2009501810A JP 2008521594 A JP2008521594 A JP 2008521594A JP 2008521594 A JP2008521594 A JP 2008521594A JP 2009501810 A JP2009501810 A JP 2009501810A
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- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 239000000314 lubricant Substances 0.000 title claims abstract description 39
- -1 Amine tungstate Chemical class 0.000 title claims description 256
- 150000001412 amines Chemical class 0.000 claims abstract description 95
- 239000010687 lubricating oil Substances 0.000 claims abstract description 69
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 65
- 239000000654 additive Substances 0.000 claims abstract description 43
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 41
- 125000005266 diarylamine group Chemical group 0.000 claims abstract description 41
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 35
- 230000003647 oxidation Effects 0.000 claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 claims abstract description 30
- 150000003658 tungsten compounds Chemical class 0.000 claims abstract description 27
- 230000000996 additive effect Effects 0.000 claims abstract description 24
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 claims abstract description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 293
- 125000004432 carbon atom Chemical group C* 0.000 claims description 224
- 229910052739 hydrogen Inorganic materials 0.000 claims description 154
- 239000001257 hydrogen Substances 0.000 claims description 135
- 239000002253 acid Substances 0.000 claims description 113
- 229920000768 polyamine Polymers 0.000 claims description 106
- 125000003118 aryl group Chemical group 0.000 claims description 104
- 229910052717 sulfur Inorganic materials 0.000 claims description 96
- 125000002947 alkylene group Chemical group 0.000 claims description 89
- 238000006243 chemical reaction Methods 0.000 claims description 85
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 77
- 239000011593 sulfur Substances 0.000 claims description 77
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 74
- 238000000034 method Methods 0.000 claims description 69
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 63
- 150000003839 salts Chemical class 0.000 claims description 62
- 150000002431 hydrogen Chemical class 0.000 claims description 60
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 58
- 229910052760 oxygen Inorganic materials 0.000 claims description 57
- 229910052721 tungsten Inorganic materials 0.000 claims description 50
- 239000010937 tungsten Substances 0.000 claims description 50
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 49
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical group [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 49
- 239000003921 oil Substances 0.000 claims description 47
- 235000019198 oils Nutrition 0.000 claims description 46
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 44
- TUFJPPAQOXUHRI-KTKRTIGZSA-N n'-[(z)-octadec-9-enyl]propane-1,3-diamine Chemical compound CCCCCCCC\C=C/CCCCCCCCNCCCN TUFJPPAQOXUHRI-KTKRTIGZSA-N 0.000 claims description 43
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 40
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 40
- 125000003342 alkenyl group Chemical group 0.000 claims description 40
- 229910052799 carbon Inorganic materials 0.000 claims description 40
- 150000004985 diamines Chemical class 0.000 claims description 39
- 239000001301 oxygen Substances 0.000 claims description 38
- 239000007795 chemical reaction product Substances 0.000 claims description 37
- 239000002270 dispersing agent Substances 0.000 claims description 34
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- 229940014800 succinic anhydride Drugs 0.000 claims description 32
- 229920006395 saturated elastomer Polymers 0.000 claims description 31
- 125000003545 alkoxy group Chemical group 0.000 claims description 30
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 30
- 150000007513 acids Chemical class 0.000 claims description 29
- 229910052736 halogen Inorganic materials 0.000 claims description 29
- 150000002367 halogens Chemical group 0.000 claims description 28
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 claims description 27
- 229910052757 nitrogen Inorganic materials 0.000 claims description 26
- XAYGUHUYDMLJJV-UHFFFAOYSA-Z decaazanium;dioxido(dioxo)tungsten;hydron;trioxotungsten Chemical compound [H+].[H+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O XAYGUHUYDMLJJV-UHFFFAOYSA-Z 0.000 claims description 25
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 claims description 24
- 150000004665 fatty acids Chemical group 0.000 claims description 24
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 23
- 229930195733 hydrocarbon Natural products 0.000 claims description 22
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 22
- 239000004215 Carbon black (E152) Substances 0.000 claims description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 125000003277 amino group Chemical group 0.000 claims description 20
- 239000003599 detergent Substances 0.000 claims description 20
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 20
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 19
- 230000001050 lubricating effect Effects 0.000 claims description 19
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 18
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 18
- 125000006177 alkyl benzyl group Chemical group 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 18
- KZOWNALBTMILAP-JBMRGDGGSA-N ancitabine hydrochloride Chemical compound Cl.N=C1C=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3OC2=N1 KZOWNALBTMILAP-JBMRGDGGSA-N 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 230000008569 process Effects 0.000 claims description 16
- 150000003568 thioethers Chemical class 0.000 claims description 16
- 150000001721 carbon Chemical group 0.000 claims description 15
- 239000003112 inhibitor Substances 0.000 claims description 15
- 125000001117 oleyl 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])=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 claims description 15
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 14
- 239000002199 base oil Substances 0.000 claims description 14
- 229910052802 copper Inorganic materials 0.000 claims description 14
- 239000010949 copper Substances 0.000 claims description 14
- 229960002317 succinimide Drugs 0.000 claims description 14
- IILMIAKZFKOMTK-UHFFFAOYSA-N 2,3-didodecylnaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(CCCCCCCCCCCC)C(CCCCCCCCCCCC)=CC2=C1 IILMIAKZFKOMTK-UHFFFAOYSA-N 0.000 claims description 13
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 13
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N N-methylaminoacetic acid Natural products C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 13
- 108010077895 Sarcosine Proteins 0.000 claims description 13
- 125000005842 heteroatom Chemical group 0.000 claims description 13
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 13
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 13
- 229940043230 sarcosine Drugs 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 12
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 239000003607 modifier Substances 0.000 claims description 12
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 11
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 11
- 239000004698 Polyethylene Substances 0.000 claims description 11
- 125000002252 acyl group Chemical group 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 239000007866 anti-wear additive Substances 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 claims description 11
- 230000007797 corrosion Effects 0.000 claims description 11
- 125000004185 ester group Chemical group 0.000 claims description 11
- 125000005394 methallyl group Chemical group 0.000 claims description 11
- 239000011733 molybdenum Substances 0.000 claims description 11
- 229910052750 molybdenum Inorganic materials 0.000 claims description 11
- 229920000573 polyethylene Polymers 0.000 claims description 11
- XMVONEAAOPAGAO-UHFFFAOYSA-N sodium tungstate Chemical compound [Na+].[Na+].[O-][W]([O-])(=O)=O XMVONEAAOPAGAO-UHFFFAOYSA-N 0.000 claims description 11
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 11
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 10
- 125000000524 functional group Chemical group 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 125000000468 ketone group Chemical group 0.000 claims description 10
- 150000002989 phenols Chemical class 0.000 claims description 10
- 150000003141 primary amines Chemical class 0.000 claims description 10
- 239000011701 zinc Substances 0.000 claims description 10
- 125000003282 alkyl amino group Chemical group 0.000 claims description 9
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 9
- 239000002530 phenolic antioxidant Substances 0.000 claims description 9
- 150000003335 secondary amines Chemical class 0.000 claims description 9
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 claims description 9
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 150000004945 aromatic hydrocarbons Chemical group 0.000 claims description 8
- 239000000828 canola oil Substances 0.000 claims description 8
- 235000019519 canola oil Nutrition 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 8
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 7
- 125000000732 arylene group Chemical group 0.000 claims description 7
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 7
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 7
- 150000003852 triazoles Chemical class 0.000 claims description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 6
- 238000002485 combustion reaction Methods 0.000 claims description 6
- 125000005608 naphthenic acid group Chemical group 0.000 claims description 6
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 5
- 125000001118 alkylidene group Chemical group 0.000 claims description 5
- 150000001408 amides Chemical group 0.000 claims description 5
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 5
- CJMZLCRLBNZJQR-UHFFFAOYSA-N ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC=C1C1=CC=C(F)C=C1 CJMZLCRLBNZJQR-UHFFFAOYSA-N 0.000 claims description 5
- 239000000446 fuel Substances 0.000 claims description 5
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 4
- NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 claims description 4
- 239000006078 metal deactivator Substances 0.000 claims description 4
- 125000005609 naphthenate group Chemical group 0.000 claims description 4
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 4
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 150000001879 copper Chemical class 0.000 claims description 3
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005078 molybdenum compound Substances 0.000 claims description 3
- 150000002752 molybdenum compounds Chemical class 0.000 claims description 3
- 229950000688 phenothiazine Drugs 0.000 claims description 3
- 150000003512 tertiary amines Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 125000005592 polycycloalkyl group Polymers 0.000 claims description 2
- GNVMUORYQLCPJZ-UHFFFAOYSA-N thiocarbamic acid group Chemical group C(N)(O)=S GNVMUORYQLCPJZ-UHFFFAOYSA-N 0.000 claims description 2
- QWMFKVNJIYNWII-UHFFFAOYSA-N 5-bromo-2-(2,5-dimethylpyrrol-1-yl)pyridine Chemical compound CC1=CC=C(C)N1C1=CC=C(Br)C=N1 QWMFKVNJIYNWII-UHFFFAOYSA-N 0.000 claims 16
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 claims 8
- HUVYLRHAZAEUHY-UHFFFAOYSA-N 2-(4,5-dihydroimidazol-1-yl)ethanamine Chemical compound NCCN1CCN=C1 HUVYLRHAZAEUHY-UHFFFAOYSA-N 0.000 claims 6
- DQNJHGSFNUDORY-UHFFFAOYSA-N bis(2-ethylhexoxy)-sulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCC(CC)COP(S)(=S)OCC(CC)CCCC DQNJHGSFNUDORY-UHFFFAOYSA-N 0.000 claims 6
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 4
- AAIUWVOMXTVLRG-UHFFFAOYSA-N 8,8-dimethylnonan-1-amine Chemical compound CC(C)(C)CCCCCCCN AAIUWVOMXTVLRG-UHFFFAOYSA-N 0.000 claims 4
- 125000005264 aryl amine group Chemical group 0.000 claims 4
- 239000010685 fatty oil Substances 0.000 claims 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 4
- WFFZELZOEWLYNK-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(=O)OCCCCCCCC\C=C/CCCCCCCC WFFZELZOEWLYNK-CLFAGFIQSA-N 0.000 claims 3
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 claims 3
- PZFYOFFTIYJCEW-UHFFFAOYSA-N n-tridecyltridecan-1-amine Chemical compound CCCCCCCCCCCCCNCCCCCCCCCCCCC PZFYOFFTIYJCEW-UHFFFAOYSA-N 0.000 claims 3
- 125000005521 carbonamide group Chemical group 0.000 claims 2
- WDNQRCVBPNOTNV-UHFFFAOYSA-N dinonylnaphthylsulfonic acid Chemical class C1=CC=C2C(S(O)(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1 WDNQRCVBPNOTNV-UHFFFAOYSA-N 0.000 claims 2
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 claims 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-M oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC([O-])=O ZQPPMHVWECSIRJ-KTKRTIGZSA-M 0.000 claims 2
- 229940049964 oleate Drugs 0.000 claims 2
- OOFYMDXMQHPCQO-CLFAGFIQSA-N (Z)-1-[[(Z)-octadec-9-enoxy]-oxidophosphaniumyl]oxyoctadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(=O)OCCCCCCCC\C=C/CCCCCCCC OOFYMDXMQHPCQO-CLFAGFIQSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbamic acid group Chemical group C(N)(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 1
- 239000003879 lubricant additive Substances 0.000 claims 1
- 125000004957 naphthylene group Chemical group 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- DZLJTVAPHBOBPM-UHFFFAOYSA-N sulfuric acid;n-tridecyltridecan-1-amine Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCCNCCCCCCCCCCCCC DZLJTVAPHBOBPM-UHFFFAOYSA-N 0.000 claims 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 1
- 230000005540 biological transmission Effects 0.000 abstract description 9
- 239000012208 gear oil Substances 0.000 abstract description 7
- 229910052751 metal Inorganic materials 0.000 description 63
- 239000002184 metal Substances 0.000 description 63
- 150000001336 alkenes Chemical class 0.000 description 31
- 239000000463 material Substances 0.000 description 31
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 25
- 229910052698 phosphorus Inorganic materials 0.000 description 25
- 239000011574 phosphorus Substances 0.000 description 25
- ZNOKGRXACCSDPY-UHFFFAOYSA-N tungsten trioxide Chemical compound O=[W](=O)=O ZNOKGRXACCSDPY-UHFFFAOYSA-N 0.000 description 24
- 229920000642 polymer Polymers 0.000 description 23
- 150000002148 esters Chemical class 0.000 description 20
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 20
- 239000000047 product Substances 0.000 description 20
- 235000014113 dietary fatty acids Nutrition 0.000 description 19
- 239000000194 fatty acid Substances 0.000 description 19
- 229930195729 fatty acid Natural products 0.000 description 19
- 238000012360 testing method Methods 0.000 description 17
- 239000012141 concentrate Substances 0.000 description 16
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 15
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 14
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 13
- 150000003254 radicals Chemical class 0.000 description 13
- 239000003760 tallow Substances 0.000 description 13
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 12
- AAQNGTNRWPXMPB-UHFFFAOYSA-N dipotassium;dioxido(dioxo)tungsten Chemical compound [K+].[K+].[O-][W]([O-])(=O)=O AAQNGTNRWPXMPB-UHFFFAOYSA-N 0.000 description 12
- 150000002990 phenothiazines Chemical group 0.000 description 12
- 239000012530 fluid Substances 0.000 description 11
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 11
- 150000008064 anhydrides Chemical class 0.000 description 10
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 10
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- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 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
- 238000002076 thermal analysis method Methods 0.000 description 1
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- XHSMJSNXQUKFBB-UHFFFAOYSA-N triethoxy(3-morpholin-4-ylpropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN1CCOCC1 XHSMJSNXQUKFBB-UHFFFAOYSA-N 0.000 description 1
- UOCZMUZYGLTGHO-UHFFFAOYSA-N triethoxy(morpholin-4-ylmethyl)silane Chemical compound CCO[Si](OCC)(OCC)CN1CCOCC1 UOCZMUZYGLTGHO-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- NFMWFGXCDDYTEG-UHFFFAOYSA-N trimagnesium;diborate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]B([O-])[O-].[O-]B([O-])[O-] NFMWFGXCDDYTEG-UHFFFAOYSA-N 0.000 description 1
- ILLOBGFGKYTZRO-UHFFFAOYSA-N tris(2-ethylhexyl) phosphite Chemical compound CCCCC(CC)COP(OCC(CC)CCCC)OCC(CC)CCCC ILLOBGFGKYTZRO-UHFFFAOYSA-N 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical group [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- 150000003657 tungsten Chemical class 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 239000008096 xylene Chemical class 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
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- C10M159/12—Reaction products
- C10M159/18—Complexes with metals
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- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
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- C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
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- C10M2215/044—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic groups
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- 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
- C10N2030/04—Detergent property or dispersant property
-
- 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
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
-
- 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
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69875005P | 2005-07-12 | 2005-07-12 | |
| PCT/US2006/027160 WO2007009022A2 (en) | 2005-07-12 | 2006-07-12 | Amine tungstates and lubricant compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009501810A true JP2009501810A (ja) | 2009-01-22 |
| JP2009501810A5 JP2009501810A5 (enExample) | 2009-08-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2008521594A Pending JP2009501810A (ja) | 2005-07-12 | 2006-07-12 | タングステン酸アミン及び潤滑剤組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US7820602B2 (enExample) |
| EP (1) | EP1907517B1 (enExample) |
| JP (1) | JP2009501810A (enExample) |
| CA (1) | CA2614504A1 (enExample) |
| WO (1) | WO2007009022A2 (enExample) |
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| JP2016525623A (ja) * | 2013-08-02 | 2016-08-25 | トータル・マーケティング・サービシーズ | トランスミッション用潤滑剤組成物 |
| JP2018520243A (ja) * | 2015-07-16 | 2018-07-26 | アフトン・ケミカル・コーポレーションAfton Chemical Corporation | チタンおよび/またはタングステン含有潤滑剤、ならびにその低速早期着火改善のための使用 |
| KR20180126478A (ko) * | 2016-03-15 | 2018-11-27 | 토탈 마케팅 서비스 | 폴리알킬렌 글리콜계 윤활 조성물 |
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| CN102911763B (zh) * | 2011-08-04 | 2015-05-20 | 中国石油化工股份有限公司 | 柴油发动机油组合物的用途 |
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| US20180037841A1 (en) | 2016-08-03 | 2018-02-08 | Exxonmobil Research And Engineering Company | Lubricating engine oil for improved wear protection and fuel efficiency |
| JP6676762B2 (ja) * | 2016-08-31 | 2020-04-08 | 富士フイルム株式会社 | 潤滑剤組成物の製造方法及び潤滑剤組成物 |
| WO2018057365A1 (en) * | 2016-09-20 | 2018-03-29 | Lanxess Solutions Us Inc. | Alkylated alkoxydiarylamine antioxidants |
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| CN113388432B (zh) * | 2020-03-11 | 2022-07-12 | 中国石油化工股份有限公司 | 齿轮油组合物及其制备方法、用途 |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009521592A (ja) * | 2006-05-05 | 2009-06-04 | アール.ティー. ヴァンダービルト カンパニー インコーポレーティッド | 相乗効果のある有機タングステン酸塩成分を用いた潤滑性酸化防止組成物 |
| JP2016525623A (ja) * | 2013-08-02 | 2016-08-25 | トータル・マーケティング・サービシーズ | トランスミッション用潤滑剤組成物 |
| JP2018520243A (ja) * | 2015-07-16 | 2018-07-26 | アフトン・ケミカル・コーポレーションAfton Chemical Corporation | チタンおよび/またはタングステン含有潤滑剤、ならびにその低速早期着火改善のための使用 |
| KR20180126478A (ko) * | 2016-03-15 | 2018-11-27 | 토탈 마케팅 서비스 | 폴리알킬렌 글리콜계 윤활 조성물 |
| JP2019508562A (ja) * | 2016-03-15 | 2019-03-28 | トタル マルケティン セルビスス | ポリアルキレングリコールに基づく潤滑組成物 |
| KR102372804B1 (ko) * | 2016-03-15 | 2022-03-11 | 토탈 마케팅 서비스 | 폴리알킬렌 글리콜계 윤활 조성물 |
| US11155764B2 (en) | 2016-05-05 | 2021-10-26 | Afton Chemical Corporation | Lubricants for use in boosted engines |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1907517B1 (en) | 2012-12-05 |
| US7820602B2 (en) | 2010-10-26 |
| US20080194440A1 (en) | 2008-08-14 |
| WO2007009022A2 (en) | 2007-01-18 |
| WO2007009022A3 (en) | 2009-04-09 |
| US20070042917A1 (en) | 2007-02-22 |
| EP1907517A4 (en) | 2010-04-21 |
| EP1907517A2 (en) | 2008-04-09 |
| CA2614504A1 (en) | 2007-01-18 |
| US8080500B2 (en) | 2011-12-20 |
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