CN101611021B - 有机钼化合物和含该化合物的油组合物 - Google Patents
有机钼化合物和含该化合物的油组合物 Download PDFInfo
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- CN101611021B CN101611021B CN200880003804XA CN200880003804A CN101611021B CN 101611021 B CN101611021 B CN 101611021B CN 200880003804X A CN200880003804X A CN 200880003804XA CN 200880003804 A CN200880003804 A CN 200880003804A CN 101611021 B CN101611021 B CN 101611021B
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- Prior art keywords
- dithiocarbamate
- molybdenum
- compound
- dioxo
- iii
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 66
- 239000005078 molybdenum compound Substances 0.000 title abstract description 4
- 150000002752 molybdenum compounds Chemical class 0.000 title abstract description 4
- 230000001050 lubricating effect Effects 0.000 claims abstract description 14
- 125000001424 substituent group Chemical group 0.000 claims abstract 2
- -1 1-pyrrolidyl Chemical group 0.000 claims description 185
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 64
- 239000011733 molybdenum Substances 0.000 claims description 63
- 229910052750 molybdenum Inorganic materials 0.000 claims description 63
- 125000000217 alkyl group Chemical group 0.000 claims description 47
- 229910052799 carbon Inorganic materials 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 239000002199 base oil Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 4
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 claims description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 3
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 claims description 3
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 40
- 125000000623 heterocyclic group Chemical group 0.000 abstract description 3
- 239000003607 modifier Substances 0.000 abstract description 2
- 239000012990 dithiocarbamate Substances 0.000 description 92
- 235000016768 molybdenum Nutrition 0.000 description 61
- 241000790917 Dioxys <bee> Species 0.000 description 45
- QXYJCZRRLLQGCR-UHFFFAOYSA-N dioxomolybdenum Chemical compound O=[Mo]=O QXYJCZRRLLQGCR-UHFFFAOYSA-N 0.000 description 42
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 35
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 22
- 125000004119 disulfanediyl group Chemical group *SS* 0.000 description 18
- YBNVZMAWKRAQOR-UHFFFAOYSA-N pyrazin-2-yl carbamodithioate Chemical compound C(N)(SC1=NC=CN=C1)=S YBNVZMAWKRAQOR-UHFFFAOYSA-N 0.000 description 16
- 239000003921 oil Substances 0.000 description 15
- JUPNMDQHEJJKSV-UHFFFAOYSA-N piperidin-1-yl carbamodithioate Chemical compound NC(=S)SN1CCCCC1 JUPNMDQHEJJKSV-UHFFFAOYSA-N 0.000 description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 13
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- AGIJRRREJXSQJR-UHFFFAOYSA-N 2h-thiazine Chemical compound N1SC=CC=C1 AGIJRRREJXSQJR-UHFFFAOYSA-N 0.000 description 12
- ZVNRTWMTMGHCAA-UHFFFAOYSA-N piperazin-1-yl carbamodithioate Chemical compound NC(=S)SN1CCNCC1 ZVNRTWMTMGHCAA-UHFFFAOYSA-N 0.000 description 12
- ZOVUSOORIILCJZ-UHFFFAOYSA-N C1=COC(=N1)SC(=S)N Chemical compound C1=COC(=N1)SC(=S)N ZOVUSOORIILCJZ-UHFFFAOYSA-N 0.000 description 9
- AMSVIQWYIRFEPN-UHFFFAOYSA-N morpholin-4-yl carbamodithioate Chemical compound C(N)(SN1CCOCC1)=S AMSVIQWYIRFEPN-UHFFFAOYSA-N 0.000 description 9
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 7
- CPQCESHOGMBTRN-UHFFFAOYSA-N C(N)(SC1=NNC=C1)=S Chemical compound C(N)(SC1=NNC=C1)=S CPQCESHOGMBTRN-UHFFFAOYSA-N 0.000 description 7
- 0 CC1=I[N+](C)[N-]N1C1=S*S1 Chemical compound CC1=I[N+](C)[N-]N1C1=S*S1 0.000 description 7
- 125000004193 piperazinyl group Chemical group 0.000 description 7
- IAUYJCVGMFCIJY-UHFFFAOYSA-N C1=CONC(=C1)SC(=S)N Chemical compound C1=CONC(=C1)SC(=S)N IAUYJCVGMFCIJY-UHFFFAOYSA-N 0.000 description 6
- TWJBOQSXCWMHQC-UHFFFAOYSA-N C1CNN(C1)SC(=S)N Chemical compound C1CNN(C1)SC(=S)N TWJBOQSXCWMHQC-UHFFFAOYSA-N 0.000 description 6
- KVPGWFPZLAUEII-UHFFFAOYSA-N 1H-imidazol-2-yl carbamodithioate Chemical compound C(N)(SC=1NC=CN=1)=S KVPGWFPZLAUEII-UHFFFAOYSA-N 0.000 description 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000010687 lubricating oil Substances 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 5
- LGIWQUXJCCGZOC-UHFFFAOYSA-N pyrrolidin-1-yl carbamodithioate Chemical compound NC(=S)SN1CCCC1 LGIWQUXJCCGZOC-UHFFFAOYSA-N 0.000 description 5
- GPZBYKCXMCSMOC-UHFFFAOYSA-N 1H-pyrrol-2-yl carbamodithioate Chemical compound C(N)(SC=1NC=CC1)=S GPZBYKCXMCSMOC-UHFFFAOYSA-N 0.000 description 4
- AZETWNIGZLRPQG-UHFFFAOYSA-N NC(OSSN1CCOCC1)=O Chemical compound NC(OSSN1CCOCC1)=O AZETWNIGZLRPQG-UHFFFAOYSA-N 0.000 description 4
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 4
- 150000004659 dithiocarbamates Chemical class 0.000 description 4
- 239000004519 grease Substances 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000003831 tetrazolyl group Chemical group 0.000 description 4
- GEWQMGSNOISIBU-UHFFFAOYSA-N 2,3-dihydropyrrol-1-yl carbamodithioate Chemical compound C(N)(SN1C=CCC1)=S GEWQMGSNOISIBU-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 125000000335 thiazolyl group Chemical group 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241001279686 Allium moly Species 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 125000003901 ceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 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
- 239000000446 fuel Substances 0.000 description 2
- 125000000755 henicosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002818 heptacosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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
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- 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 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002819 montanyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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
- 239000010705 motor oil Substances 0.000 description 2
- 125000001802 myricyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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
- 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
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 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 2
- 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 2
- 229910052760 oxygen Inorganic materials 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
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 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 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 2
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- 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
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
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- 239000007875 V-40 Substances 0.000 description 1
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- 150000001336 alkenes Chemical class 0.000 description 1
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- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
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- 125000003373 pyrazinyl group Chemical group 0.000 description 1
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- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
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- 238000001953 recrystallisation Methods 0.000 description 1
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- TVXXNOYZHKPKGW-UHFFFAOYSA-N sodium molybdate (anhydrous) Chemical compound [Na+].[Na+].[O-][Mo]([O-])(=O)=O TVXXNOYZHKPKGW-UHFFFAOYSA-N 0.000 description 1
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- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
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Abstract
本发明提供一种新的有机钼化合物、其作为摩擦改进剂的用途以及含有所述化合物的润滑组合物。所述有机钼化合物可以由如下所示的通式(1)表示,其中A1和A2为可以带有取代基的杂环。
Description
技术领域
本发明涉及新的有机钼化合物、其作为摩擦改进剂的用途和包含所述化合物的润滑组合物。
背景技术
摩擦改进剂(摩擦调节剂)用于将润滑油的磨擦特性调节至适合的水平。为了降低燃料成本,在润滑组合物如齿轮油和发动机油中应用减少摩擦的摩擦改进剂。增加摩擦的摩擦改进剂用于在润滑组合物中维持一定高的摩擦水平,而这种润滑油组合物在汽车齿轮箱的湿式离合器部件中应用。已经提出了很多类型的这种摩擦改进剂。
有机钼化合物是最典型的这类摩擦改进剂,并且正如ToshioSAKURAI,Saiwai Shobo Co.1986年7月25日出版的”Shinban SekiyuSeihin Tenkasai”(New Edition,Additives for Petroleum Products)中所示,这些有机钼化合物为在一个分子中有两个钼原子的化合物,如下列通式(2)和(3)所示。
通式(2)
通式(3)
(二硫代氨基甲酸盐类型) (3)
(在该通式中,当x=0和y=4时,和当x+y=4时,和当x≥2时,这些化合物不溶于油,而其它化合物在油中是可溶的。)
另外,在一个分子中将元素钼包含两次的化合物已经在日本专利JP 3495764、日本已审专利45-24562、日本未审专利申请特许公开52-19629、日本未审专利申请特许公开52-106824和日本未审专利申请特许公开48-56202中进行了公开。
当向发动机油中加入如前述通式(2)所示的分子中含有磷的化合物时,用来进行废气清洁处理的设备中会发生催化剂中毒问题,因此要求化合物不含磷。
发明内容
本发明的目的是提供新的有机钼化合物、其作为摩擦改进剂的用途和包含所述化合物的润滑组合物。
在第一方面,本发明提供由如下通式(1)表示的钼化合物。
通式(1)
在该通式中,A1和A2为可以带有取代基的杂环,和前述取代基优选选自具有1-30个碳原子的烷基。
优选地,可以带有取代基的杂环选自五元杂环和六元杂环。
甚至更优选的是五元环选自四唑、三唑、吡唑、吡唑烷、咪唑、唑烷、噻唑烷、吡咯烷、吡咯啉和吡咯环,和六元杂环选自哌嗪、吡嗪、硫代吗啉、噻嗪、吗啉、噁嗪和哌啶环。
另外优选的是A1和A2均为:
在另一个方面,本发明提供所述有机钼化合物作为摩擦改进剂的用途。
在另一个方面,本发明提供包含所述有机钼化合物的润滑组合物。
通过如下概括的方法可以得到本发明的有机钼化合物。
当A1和A2相同时:
当A1和A2不同时:
当前述的A1或A2为五元环时,则A1或A2可以由下式表示:
在这一通式中,Z1至Z4为各自独立地选自C、O、N和S的元素,并且当为其中的C和N时,相邻的C和N可以形成双键。R1至R4和R1′至R4′各自独立地选自氢和具有1-30个碳原子的烷基,但是当键的容量被形成环的Z1至Z4饱和时,这些基团不存在。
当前述的A1或A2为六元环时,则A1或A2可以由下式表示:
在该通式中,Z5至Z9为各自独立地选自C、O、N和S的元素,并且当为其中的C和N时,相邻的C和N可以形成双键。R5至R9和R5′至R9′各自独立地选自氢和具有1-30个碳原子的烷基,但是当键的容量被形成环的Z5至Z9饱和时,这些基团不存在。
下文所表示的情况可以作为前述的A1和A2的实例引述。
表1
五元环的情况
Z1 | Z2 | Z3 | Z4 | |
四唑 | C | N | N | N |
三唑 | N | C | N | C |
吡唑 | N | C | C | C |
吡唑烷 | N | C | C | C |
咪唑 | C | N | C | C |
唑烷 | C | O | C | C |
噻唑烷 | C | S | C | C |
吡咯烷 | C | C | C | C |
吡咯啉 | C | C | C | C |
吡咯 | C | C | C | C |
表2
六元环的情况
Z5 | Z6 | Z7 | Z8 | Z9 | |
哌嗪 | C | C | N | C | C |
吡嗪 | C | C | N | C | C |
硫代吗啉 | C | C | S | C | C |
噻嗪 | C | C | S | C | C |
吗啉 | C | C | O | C | C |
噁嗪 | C | C | O | C | C |
哌啶 | C | C | C | C | C |
在前述五元环如四唑环和六元环如吗啉环上可以有由R1至R9表示的取代基。具有1-30个碳原子的烷基可以为直链的或支链的基团。例如,这些基团包括甲基、乙基、正-丙基、异-丙基、正-丁基、仲-丁基、叔-丁基、正-庚基、正-己基、正-辛基、2-乙基己基、正-壬基、正-癸基、正-十一烷基、正-十二烷基、正-十三烷基、正-十四烷基、正-十六烷基、正-十五烷基、正-十八烷基、正-十九烷基和正-二十烷基。
本发明的化合物可以被粗略地分为I到V类。
(1)第I类
在这种情况下A1为五元环而A2为:
另外,R10和R11为各自独立地选自氢和含有1-30个碳原子的烷基的基团。
(2)第II类
在这种情况下A1为六元环而A2为:
(3)第III类
在这种情况下A1和A2均为五元环。
(4)第IV类
在这种情况下A1和A2均为六元环。
(5)第V类
在这种情况下A1为六元环而A2为五元环。
更具体地,如下所示的化合物可以作为第I类化合物给出。
在下文中,在这些通式中的R1至R4和R1′至R4′各自独立地选自氢和烷基,和前述烷基为那些具有1-30个碳原子的烷基,优选为1-20个碳原子,更理想的是1-10个碳原子,和氢是这些基团中优选的一个。另外,R10和R11各自独立地为选自具有1-30个碳原子、优选为1-20个碳原子、更理想的是1-8个碳原子的烷基的基团。
I-1
I-2
I-3
I-4
I-5
I-6
I-7
I-8
I-9
I-10
更具体地,如下表示的化合物可以作为第II类化合物给出。
II-1
II-2
II-3
II-4
II-5
II-6
II-7
另外,在这些通式中,R5至R9和R5′至R9′各自独立地选自氢和烷基,和前述烷基为那些具有1-30个碳原子的烷基,优选为1-20个碳原子,更理想的是1-10个碳原子,和氢是这些基团中优选的。另外,R10和R11各自独立地为选自具有1-30个碳原子、优选为1-20个碳原子、更理想的是1-8个碳原子的烷基的基团。
A1和A2具有如下所示结构的化合物可以被引述为第III类化合物。
III-1
III-2
A1是,A2是
III-3
III-4
III-5
III-6
III-7
III-8
III-9
III-10
III-11
III-12
III-13
III-14
III-15
III-16
III-17
III-18
III-19
III-20
III-21
III-22
III-23
III-24
III-25
III-26
III-27
III-28
III-29
III-30
III-31
III-32
A1是,A2是
III-33
III-34
III-35
III-36
III-37
III-38
III-39
III-40
III-41
III-42
III-43
III-44
III-45
III-46
III-47
III-48
A1是,A2是
III-49
III-50
III-51
III-52
III-53
III-54
III-55
另外,在这些通式中R1至R4、R1′至R4′、R12至R15和R12′至R15′各自独立地为选自氢和烷基的基团,和前述烷基为具有1-30个碳原子的那些,优选为1-20个碳原子,和最优选为1-10个碳原子。另外,氢是这些基团中优选的一个。
A1和A2具有如下所示结构的化合物可以被引述为第IV类化合物。
IV-1
IV-2
IV-3
IV-4
IV-5
IV-6
IV-7
IV-8
IV-9
IV-10
IV-11
IV-12
IV-13
IV-14
IV-15
IV-16
IV-17
IV-18
IV-19
IV-20
IV-21
A1是,A2是
IV-22
IV-23
IV-24
IV-25
IV-26
IV-27
IV-28
另外,在这些通式中R5至R9、R5′至R9′、R16至R20和R16′至R20′各自独立地为选自氢和烷基的基团,和前述烷基为具有1-30个碳原子的那些,优选为1-20个碳原子,和最优选为1-10个碳原子。另外,氢是这些基团中优选的一个。
A1和A2具有如下所示结构的化合物可以被引述为第V类化合物。
V-1
V-2
V-3
V-4
V-5
V-6
V-7
V-8
V-9
V-10
V-11
V-12
V-13
V-14
V-15
V-16
V-17
V-18
V-19
V-20
V-21
V-22
V-23
V-24
V-25
V-26
V-27
V-28
V-29
V-30
V-31
V-32
V-33
V-34
V-35
V-36
V-37
V-38
V-39
V-40
V-41
V-42
V-43
V-44
V-45
V-46
V-47
V-48
V-49
V-50
V-51
V-52
V-53
V-54
V-55
V-56
V-57
V-58
V-59
V-60
V-61
V-62
V-63
V-64
V-65
V-66
V-67
V-68
V-69
V-70
另外,在这些通式中,R5至R9、R5′至R9′、R12至R15和R12′至R15′中的各自独立地为选自氢和烷基的基团,和前述烷基为那些具有1-30个碳原子的烷基,优选具有1-20个碳原子,和最理想地具有1-10个碳原子。另外,氢是这些基团中优选的一个。
实际的第I类化合物为:四唑基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、三唑基硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、噻唑基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吡咯烷基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吡咯啉基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物和吡咯基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物。
在示例性第I类化合物的名字中,烷基为C1至C30烷基,它们包括例如甲基和乙基以及具有3-30个碳原子的烷基,包括丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基、十九烷基、二十烷基、二十一烷基、二十二烷基、二十三烷基、二十四烷基、二十五烷基、二十六烷基、二十七烷基、二十八烷基、二十九烷基和三十烷基,其中所述烷基包括正烷基和异烷基。
实际的第II类化合物为:哌嗪基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物和哌啶基二硫代氨基甲酸酯/二硫代烷基氨基甲酸酯二氧钼复合物。
在第II类示例性化合物的名字中,烷基为C1至C30烷基,它们包括例如甲基和乙基以及具有3-30个碳原子的烷基,包括丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基、十九烷基、二十烷基、二十一烷基、二十二烷基、二十三烷基、二十四烷基、二十五烷基、二十六烷基、二十七烷基、二十八烷基、二十九烷基和三十烷基,其中所述烷基包括正烷基和异烷基。
实际的第III类化合物为:四唑基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼、四唑基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、四唑基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、三唑基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡唑基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡唑烷基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/吡咯烷基硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、咪唑基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/噻唑烷基二硫代氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、噁唑基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、噻唑烷基二硫代氨基甲酸酯/噻唑烷基二硫代氨基甲酸酯二氧钼复合物、噻唑烷基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、噻唑烷基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、噻唑烷基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、吡咯烷基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、吡咯烷基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡咯烷基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡咯啉基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡咯啉基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡咯基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物和吡咯基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物。
典型的第IV类化合物为:
哌嗪基二硫代氨基甲酸酯/哌嗪基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡嗪基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/硫代吗啉基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/噻嗪基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吗啉基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/噁嗪基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼钼复合物、吡嗪基二硫代氨基甲酸酯/吡嗪基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/硫代吗啉基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/噻嗪基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吗啉基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/噁嗪基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/硫代吗啉基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/噻嗪基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/吗啉基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/噁嗪基二硫氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/噻嗪基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吗啉基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/噁嗪基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吗啉基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/噁嗪基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/噁嗪基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物和哌啶基二硫代氨基甲酸酯/哌啶基二硫代氨基甲酸酯二氧钼复合物。
典型的第V类化合物为:
哌嗪基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼钼复合物、哌嗪基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、哌嗪基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吡嗪基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、硫代吗啉基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼钼复合物、噻嗪基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、噻嗪基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、吗啉基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物、噁嗪基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/四唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/三唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/吡唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/吡唑烷基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/咪唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/噁唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/噻唑基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/吡咯烷基二硫代氨基甲酸酯二氧钼复合物、哌啶基二硫代氨基甲酸酯/吡咯啉基二硫代氨基甲酸酯二氧钼复合物和哌啶基二硫代氨基甲酸酯/吡咯基二硫代氨基甲酸酯二氧钼复合物。
润滑油和润滑脂例如可以作为本发明的润滑组合物引述。在润滑组合物中本发明的化合物的量与常规摩擦改进剂的量相同,例如,通常以相对于组合物为约0.1至10wt%的比例配混。
关于本发明的润滑组合物中应用的基油或油脂,没有特别的限制,可以应用各种常规的油脂、矿物油和合成油。为了本描述的目的,术语“基油”也包括油脂基料。
在本发明中应用的基油可以方便地包括一种或多种矿物油和/或一种或多种合成油的混合物。
矿物油包括液体石油和溶剂处理或酸处理的链烷烃、环烷烃或链烷烃/环烷烃混合类型的矿物润滑油,其可以用加氢精制过程和/或脱蜡进一步精制。
在本发明的润滑油组合物中应用的适合基油为第I组、第II组或第III组基油、聚α-烯烃、费-托衍生基油和它们的混合物。
在本发明中,“第I组”基油、“第II组”基油和“第III组”基油指按American Petroleum Institute(API)分类I、II和III定义的润滑油基油。这种API分类在API Publication 1509,第15版,附录E,2002年4月中定义。
在本发明的润滑油组合物中可以方便地用作基油的适合费-托衍生基油为例如在EP 0 776 959、EP 0 668 342、WO 97/21788、WO00/15736、WO 00/14188、WO 00/14187、WO 00/14183、WO 00/14179、WO 00/08115、WO 99/41332、EP 1 029 029、WO 01/18156和WO 01/57166中公开的那些。
合成油包括烃油如烯烃低聚物(PAO)、二元酸酯、多元醇酯和脱蜡的蜡质残油。可以方便地应用由Shell Group在“XHVI”(商标名)下销售的合成烃基油。
本发明的效果
(1)得到新的无磷Mo基摩擦改进剂。
(2)当与现存的在油中Mo含量相同的Mo基摩擦降低剂相比时,本发明的化合物表现出低的摩擦系数,并且它们可以用作各种类型的节能润滑油的添加剂。参见下文的图1。
(3)本发明的化合物特别适合于用作燃料节约型发动机油的摩擦改进剂,因为它们是无磷的。
示例性实施例
下面通过如下实施例和对比例描述本发明,但是这些实施例不以任何方式限制本发明。
实施例1
合成如下所示化合物,该化合物中A1和R2均为
下文概述的制备方法是一个例子,但制备不局限于该方法。
Na2MoO4+2NH4S2CN(C4H8)+4HCl
→MoO4(C4H8NCS2)2+2NaCl=2NH4Cl
向一个500ml的梨形烧瓶中加入钼酸钠(7.3g,0.03mol)和吡咯烷二硫代氨基甲酸铵(9.9g,0.06mol),并在100ml的水中溶解。然后在约2小时的时间间隔中由滴液漏斗逐滴加入300ml的0.12mol的稀盐酸。通过吸滤回收所得到的沉积物并用水、醚、甲醇、丙酮充分洗涤,并且脱除所述水。另外,在真空条件下使所述物质在干燥器中静置2天,以脱除水分。应用二氯甲烷/甲醇实施重结晶。
目标化合物为黄色粉末,和产率为72%。
应用NMR和质谱分析法分析所产生的化合物,和验证已经制备了目标化合物。
1H NMR(CDCl2)δ=2.08-2.11(m,2H x 4),3.75-3.78(m,2H x 4)
质谱(EI+,70eV)m/z(rel.强度)=406(M+-0,9)422(M+,3),114(100,C4H8NCS)
实施例2和对比例1
在实施例2中应用实施例1得到的化合物,而在对比例1中应用具有如下所示化学通式的化合物(商品名Naugalube Moly FM2543,由Crompton Co.生产)。加入上述化合物以在每一种情况下在API第III种矿物油(在100℃下粘度为4.23mm2/s)中均提供500ppm的钼含量,其中已经向所述油中加入了5%的分散剂(链烯基琥珀酸聚亚烷基聚酰亚胺,商标名Infineum C9266)。
在下表3所示的条件下,应用SRV测试器(图2所示的圆柱体-圆盘类型的往复移动测试器)对这些样品油进行30分钟的摩擦系数测量和评估,结果示于图1中。测试件为52100钢。
测试条件
表3
条件 | 参数 |
负荷 | 400N |
频率 | 50Hz |
振幅 | 1.5mm |
温度 | 100℃ |
样品尺寸 | 0.1mm3 |
表4
对比例1 | 实施例2 | |
Naugalube Moly FM2543 | 实施例1中获得的化合物 | |
油中的Mo含量,ppm | 500 | 500 |
链烯基琥珀酸聚亚烷基聚酰亚胺(%) | 5 | 5 |
附图说明
图1的图线表示了实施例2和对比例1的样品油的摩擦系数如何随时间变化。
图2为用来测量摩擦系数的圆柱体-圆盘类型的往复移动测试器的外形图。
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Also Published As
Publication number | Publication date |
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BRPI0807027A2 (pt) | 2014-04-22 |
US20100144568A1 (en) | 2010-06-10 |
JP2008189561A (ja) | 2008-08-21 |
CN101611021A (zh) | 2009-12-23 |
EP2125762A1 (en) | 2009-12-02 |
JP5108315B2 (ja) | 2012-12-26 |
RU2456334C2 (ru) | 2012-07-20 |
RU2009132479A (ru) | 2011-03-10 |
US8188017B2 (en) | 2012-05-29 |
EP2125762B1 (en) | 2013-12-11 |
BRPI0807027B1 (pt) | 2017-01-24 |
WO2008092944A1 (en) | 2008-08-07 |
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