CN103221522B - 含有受阻酚酸的多功能硼酸化的羟基化胺盐的润滑组合物 - Google Patents
含有受阻酚酸的多功能硼酸化的羟基化胺盐的润滑组合物 Download PDFInfo
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- CN103221522B CN103221522B CN201180055366.3A CN201180055366A CN103221522B CN 103221522 B CN103221522 B CN 103221522B CN 201180055366 A CN201180055366 A CN 201180055366A CN 103221522 B CN103221522 B CN 103221522B
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- acid
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- oil
- alkyl
- lubricating oil
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- 239000000203 mixture Substances 0.000 title claims abstract description 130
- 150000007965 phenolic acids Chemical class 0.000 title claims abstract description 32
- -1 amine salt Chemical class 0.000 title description 127
- 230000001050 lubricating effect Effects 0.000 title description 9
- 239000003921 oil Substances 0.000 claims abstract description 111
- 239000010687 lubricating oil Substances 0.000 claims abstract description 72
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 50
- 150000001412 amines Chemical class 0.000 claims abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 239000000047 product Substances 0.000 claims abstract description 33
- 150000003839 salts Chemical class 0.000 claims abstract description 23
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- 229910052796 boron Inorganic materials 0.000 claims abstract description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 238000002485 combustion reaction Methods 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 25
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 14
- 239000004327 boric acid Substances 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 10
- 125000001118 alkylidene group Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 238000005461 lubrication Methods 0.000 claims description 5
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 10
- 239000000446 fuel Substances 0.000 abstract description 9
- 125000002947 alkylene group Chemical group 0.000 abstract description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract description 2
- 239000013538 functional additive Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 102
- 239000003795 chemical substances by application Substances 0.000 description 49
- 238000005885 boration reaction Methods 0.000 description 46
- 239000002585 base Substances 0.000 description 36
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- 239000002253 acid Substances 0.000 description 28
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 26
- 150000002148 esters Chemical class 0.000 description 25
- 229910052751 metal Inorganic materials 0.000 description 25
- 239000002184 metal Substances 0.000 description 25
- 239000000654 additive Substances 0.000 description 23
- 239000002199 base oil Substances 0.000 description 23
- 239000002270 dispersing agent Substances 0.000 description 23
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 22
- 238000000746 purification Methods 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 19
- 230000000996 additive effect Effects 0.000 description 18
- 230000033444 hydroxylation Effects 0.000 description 18
- 238000005805 hydroxylation reaction Methods 0.000 description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 235000010338 boric acid Nutrition 0.000 description 14
- 229960002645 boric acid Drugs 0.000 description 14
- 150000001721 carbon Chemical group 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 229960002317 succinimide Drugs 0.000 description 13
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000004215 Carbon black (E152) Substances 0.000 description 11
- 239000003963 antioxidant agent Substances 0.000 description 11
- 230000003078 antioxidant effect Effects 0.000 description 11
- 235000006708 antioxidants Nutrition 0.000 description 11
- 239000003599 detergent Substances 0.000 description 11
- 229930195733 hydrocarbon Natural products 0.000 description 11
- 150000002430 hydrocarbons Chemical class 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 125000002769 thiazolinyl group Chemical group 0.000 description 10
- 230000002378 acidificating effect Effects 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 229910052791 calcium Inorganic materials 0.000 description 8
- 239000011575 calcium Substances 0.000 description 8
- 239000003607 modifier Substances 0.000 description 8
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical group C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 150000003949 imides Chemical class 0.000 description 7
- 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 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 150000002894 organic compounds Chemical class 0.000 description 7
- 229960003742 phenol Drugs 0.000 description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 7
- FANGQVKSFHFPBY-UHFFFAOYSA-N 2-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound OC(=O)C(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FANGQVKSFHFPBY-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 6
- 150000001639 boron compounds Chemical class 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 239000000314 lubricant Substances 0.000 description 6
- 239000010705 motor oil Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 229960001860 salicylate Drugs 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 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 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- CUBCNYWQJHBXIY-UHFFFAOYSA-N benzoic acid;2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1O CUBCNYWQJHBXIY-UHFFFAOYSA-N 0.000 description 5
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical class CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
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- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
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- 229910052725 zinc Inorganic materials 0.000 description 5
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- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
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- 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 4
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- 125000001196 nonadecyl 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])[H] 0.000 description 1
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- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- LYJZNXAVZMEXDH-UHFFFAOYSA-N octadecan-8-yl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCC(OC(=O)C(C)=C)CCCCCCC LYJZNXAVZMEXDH-UHFFFAOYSA-N 0.000 description 1
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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
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- 125000002469 tricosyl 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])[H] 0.000 description 1
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- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
-
- 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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/028—Overbased salts thereof
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/046—Overbasedsulfonic acid salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- 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
- C10N2040/252—Diesel engines
-
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Abstract
本发明公开了一种赋予润滑油组合物改善的抗氧化性和摩擦性能从而产生内燃机的提高的燃料经济性的多功能添加剂。更具体地公开了一种通过以下步骤制备的油溶性羟基化胺和受阻酚酸的含硼盐产品:a)在反应性条件下使通式II的油溶性羟基化胺与含硼化合物反应,其中A在每次出现时各自独立地是C2-C6亚烷基;R是甲基或者具有C2-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;x是1或2的整数;和Z是0或1的整数;以及b)将步骤a)的反应产物与受阻酚酸混合:
Description
发明领域
公开了一种赋予润滑油组合物改善的抗氧化性和摩擦性能从而产生内燃机的提高的燃料经济性的多功能添加剂。更具体地所述多功能添加剂是受阻酚酸(hindered phenolic acid)的硼酸化的油溶性羟基化胺盐。
背景技术
通常通过新的发动机设计或者通过新的润滑油配制方法实现重型柴油发动机燃料经济性的改善。随着发动机硬件的改变,特别优选使润滑剂最优化,这是因为其每单位燃料效率的相对较低的成本和与较老的发动机向后兼容的可能性。有机摩擦改性剂,例如脂肪酸酯,脂肪酸酰胺,脂肪胺等,已广泛用于乘用车机油来降低由发动机各个部件中的摩擦引起的能量损失和防止发动机磨损从而改善燃料经济性。然而,含有这些有机摩擦改性剂的润滑油组合物没有证明在柴油发动机中是有效的,这是由于在柴油发动机中发现的不同的润滑条件。
为改善重型柴油发动机的燃料效率,受驱使开发了改善润滑油组合物的摩擦性能的新组分。
美国专利No828,733公开了受阻酚羧酸的铜盐。
美国专利No.3,873,278公开了衍生自妥尔油脂肪酸和C12-18烷基或烯基胺(含有约3-7个氧乙烯基)的胺羧酸盐,其在发动机燃料或汽油中提供防熄火、防结冰、防侵蚀和清净性能。
美国专利No.4,231,883公开了在润滑油或燃料中使用烷氧基化的烃基胺来减少内燃机中的摩擦。公开的烷氧基化的胺化合物的实施例N,N-双(2-羟乙基)油胺。
美国专利No.4,382,006公开了一种润滑组合物,其中含有包括“Ethomeens”在内的化合物的硼酸化加合物减摩部分。美国专利No.3,186,946中公开了叔胺的硼酸化盐作为切削液。
WO94/19434公开了含有烃基水杨酸酸,烃基磺酸酸,二烃基二硫代磷酸酸或二烃基二硫代苯甲酸,三聚硫氰酸的烷氧基化胺盐的润滑油组合物,宣称它们改善摩擦性能。还分别参见美国专利No.5,330,666;5,320,767;5,320,766;和5,308,518。
美国专利No5,078,893公开了可适合用作动力传动液的润滑组合物,其具有润滑油、摩擦改性量的硼酸化的或未硼酸化的烷氧基化胺和有效赋予该组合物抗磨损和摩擦改良的量的有机磷酸酯。
美国专利No.7,691,764公开了润滑和燃料组合物含有无金属的清净剂,所述清净剂由酸性有机化合物、硼化合物和胺的反应产物制备。所述酸性有机化合物例示为烃基水杨酸。
概述
公开了一种多功能添加剂,其为受阻酚酸的硼酸化的油溶性羟基化胺盐。硼酸化的胺盐给润滑油组合物提供了摩擦改性性能和抗氧化性并且适合用于内燃机的润滑油组合物。因此一方面涉及通过以下步骤制备的油溶性羟基化胺和受阻酚酸的含硼盐产品
a)在反应性条件下使通式II的油溶性羟基化胺与含硼化合物反应:
其中
A在每次出现时各自独立地是C2-C6亚烷基;R是甲基或者具有C2-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;x是1或2的整数;和Z是0或1的整数;以及
b)将步骤a)的反应产物与下面通式的受阻酚酸混合,从而形成油溶性羟基化胺和受阻酚酸的含硼盐
其中Q是2-6个碳原子的亚烷基。
选择特别合适的受阻酚酸,其中Q选自-CH2CH2-、-CH2CH(CH3)-、-CH2CH(CH2CH3)-、-CH2CH(CH2CH2CH3)-、-CH2CH2CH2-和-CH2CH2CH2CH2-。由于可得性,特别合适的是-CH2CH2-、-CH2CH(CH3)-、-CH2CH(CH2CH3)-。在一方面,所制备的产物涉及其中x是1,Y独立地选自氢或A-OH,和更特别地是-CH2CH2OH或-CH2CH(CH3)OH的盐。因此,在该方面可以还进一步包括的条件是当x是1时,则z是0时。
在可溶性羟基化的胺中,优选的R是具有C6-C24碳原子的烷基或烯基以及它们的混合物,更特别地是具有C12-C18碳原子的烷基或烯基以及它们的混合物。
在其它方面,当x是2时涉及硼酸化的油溶性羟基化胺,其中R是甲基、具有C2-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;和Z是0或1的整数。A和Q特别合适地为亚乙基、亚丙基、-CH2CH(CH3)-或-CH2CH(CH2CH3)-。优选的R基团具有C6-C24碳原子和更优选C12-C18烷基或烯基。在一方面z是0。在另一方面z是1。就此而言,Y是氢或A-OH,其中A是亚乙基、亚丙基、-CH2CH(CH3)-和它们的混合物。
硼化合物可以是能够将式II表示的油溶性羟基化胺硼酸化的任何含硼化合物。合适的硼化合物包括三氧化硼或包括偏硼酸(HBO2)、原硼酸(H3BO3)和四硼酸(H2B4O7)在内的任意各种形式的硼酸。可以使用硼酸烷基酯例如单-、二-和三-C1-6烷基硼酸酯。特别优选的是硼酸。
其它方面涉及由润滑粘度油和次要量的受阻酚酸的硼酸化油溶性羟基化胺盐配制的润滑油组合物,该润滑油组合物还可以含有其它添加剂,合适的添加剂可以包括无灰分散剂、金属清净剂、抗磨添加剂和抗氧化剂中的一种或多种。
另一个方面涉及减少内燃机中的摩擦的方法,该方法包括用含有有效量的具有通式I的受阻酚酸的硼酸化油溶性羟基化胺盐的润滑油组合物使内燃机工作。在该方面,所述受阻酚酸的硼酸化油溶性羟基化胺盐的量为基于润滑油组合物的总重量百分数计0.05wt%-约5wt%的量。特别合适的发动机是柴油发动机。
详述
本文所使用的3,5-叔丁基-4-羟苯基取代的酸由下式表示:
其中Q是2-6个碳原子的亚烷基。
所述亚烷基可以为直链或支链,示例性地包括亚乙基,亚丙基(1-甲基亚乙基、2-甲基亚乙基),三亚甲基,亚丁基(1-乙基亚乙基、2-乙基亚乙基),1,2-二甲基亚乙基,2,2-二甲基亚乙基,1-甲基三亚甲基,2-甲基三亚甲基,3-甲基三亚甲基,四亚甲基,亚戊基,1-乙基-1-甲基亚乙基,1-乙基-2-甲基亚乙基,1,1,2-三甲基亚乙基,1,2,2-三甲基亚乙基,1-乙基三亚甲基,2-乙基三亚甲基,3-乙基三亚甲基,1,1-二甲基三亚甲基,1,2-二甲基三亚甲基,1,3-二甲基三亚甲基,2,3-二甲基三亚甲基,3,3-二甲基三亚甲基,1-甲基四亚甲基,2-甲基四亚甲基,3-甲基四亚甲基,4-甲基四亚甲基,五亚甲基,亚己基(1-丁基亚乙基、2-丁基亚乙基),1-甲基-1-丙基亚乙基,1-甲基-2-丙基亚乙基,2-甲基-2-丙基亚乙基,1,1-二乙基亚乙基,1,2-二乙基亚乙基,2,2-二乙基亚乙基,1-乙基-1,2-二甲基亚乙基,1-乙基-2,2-二甲基亚乙基,2-乙基-1,1-二甲基亚乙基,2-乙基-1,2-二甲基亚乙基,1,1,2,2-四甲基亚乙基,1-丙基三亚甲基,2-丙基三亚甲基,3-丙基三亚甲基,1-乙基-1-甲基三亚甲基,1-乙基-2-甲基三亚甲基,1-乙基-3-甲基三亚甲基,2-乙基-1-甲基三亚甲基,2-乙基-2-甲基三亚甲基,2-乙基-3-甲基三亚甲基,3-乙基-1-甲基三亚甲基,3-乙基-2-甲基三亚甲基,3-乙基-3-甲基三亚甲基,1,1,2-三甲基三亚甲基,1,1,3-三甲基三亚甲基,1,2,2-三甲基三亚甲基,1,2,3-三甲基三亚甲基,1,3,3-三甲基三亚甲基,2,2,3-三甲基三亚甲基,2,3,3-三甲基三亚甲基,1-乙基四亚甲基,2-乙基四亚甲基,3-乙基四亚甲基,4-乙基四亚甲基,1,1-二甲基四亚甲基,1,2-二甲基四亚甲基,1,3-二甲基四亚甲基,1,4-二甲基四亚甲基,2,2-二甲基四亚甲基,2,3-二甲基四亚甲基,2,4-二甲基四亚甲基,3,3-二甲基四亚甲基,3,4-二甲基四亚甲基,4,4-二甲基四亚甲基,1-甲基五亚甲基,2-甲基五亚甲基,3-甲基五亚甲基,4-甲基五亚甲基,5-甲基五亚甲基和六亚甲基。最优选的Q是2-4个碳原子的亚烷基,更优选可以用最少反应工艺步骤得到的和/或可商购的亚乙基和甲基亚乙基。
3,5-叔丁基-4-羟苯基取代的酸可以按本领域已知的多种方式制备并且一般通过在催化剂存在下使2,6烷基酚与丙烯酸反应进行制备,(更典型地用丙烯酸酯,再由其水解)。优选的取代的酸是3-(3,5-二叔丁基-4-羟基-苯基)-丙酸、3-(3,5-二叔丁基-4-羟基-苯基)-2-甲基丙酸、(3,5-二叔丁基-4-羟基-苯基)-丁酸、2-(3,5-二叔丁基-4-羟基-苄基)-丁酸、(3,5-二叔丁基-4-羟基-苯基)-戊酸、和(2,5-二叔丁基-4-羟基-苯基)-己酸。更具体地是3-(3,5-二叔丁基-4-羟基-苯基)-丙酸、3-(2,5-二叔丁基-4-羟基-苯基)-丁酸、3-(3,5-二叔丁基-4-羟基-苯基)-戊酸、和3-(3,5-二叔丁基-4-羟基-苯基)-己酸。甚至更优选的是3-(3,5-二叔丁基-4-羟基-苯基)-丙酸、3-(3,5-二叔丁基-4-羟基-苯基)-2-甲基丙酸、2-(3,5-二叔丁基-4-羟基-苄基)-丁酸、和3-(3,5-二叔丁基-4-羟基-苯基)-丁酸。甚至更优选的是3-(3,5-二叔丁基-4-羟基-苯基)-丙酸、和3-(3,5-二叔丁基-4-羟基-苯基)-2-甲基丙酸。
油溶性羟基化胺由下式表示:
式II
其中A在每次出现时各自独立地是C2-C6亚烷基;R是甲基或者具有C2-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;x是1或2的整数;和Z是0或1的整数。可以使用上述式的胺的混合物。
A基团,在式II中出现多于一次时,可以相同或不同,但是优选选自亚乙基、亚丙基或亚丁基,更优选亚乙基、2-甲基亚乙基或2-乙基亚乙基。典型地,A-OH衍生自脂族环氧化物,有用的环氧化物的实例包括环氧乙烷、环氧丙烷、1,2-环氧丁烷等。可以使用环氧化物的混合物。Y优选氢或A-OH,其中A如上所述。
C1-C24碳原子烷基或C2-C24碳原子烯基R可以为直链或支链:烷基示例性地包括甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、直链或支链戊基、直链或支链己基、直链或支链庚基、直链或支链辛基、直链或支链壬基、直链或支链癸基、直链或支链十一烷基、直链或支链十二烷基、直链或支链十三烷基、直链或支链十四烷基、直链或支链十五烷基、直链或支链十六烷基、直链或支链十七烷基、直链或支链十八烷基、直链或支链十九烷基、直链或支链二十烷基、直链或支链二十一烷基、直链或支链二十二烷基、直链或支链二十三烷基、和直链或支链二十四烷基;以及烯基示例性地包括乙烯基、丙烯基、异丙烯基、直链或支链丁烯基、直链或支链戊烯基、直链或支链己烯基、直链或支链庚烯基、直链或支链辛烯基、直链或支链壬烯基、直链或支链癸烯基、直链或支链十一碳烯基、直链或支链十二碳烯基、直链或支链十三碳烯基、直链或支链十四碳烯基、直链或支链十五碳烯基、直链或支链十六碳烯基、直链或支链十七碳烯基、直链或支链十八碳烯基、直链或支链十九碳烯基、直链或支链二十碳烯基、直链或支链二十一烯基、直链或支链二十二碳烯基、直链或支链二十三烯基、和直链或支链二十四烯基。在一方面R可以是脂肪烷基或烯基。“脂肪烷基或烯基(alkyenyl)”是指衍生自天然的脂肪或油或者衍生自它们的衍生物例如相应的腈,通过酯基或腈基的加氢得到的烷基或烯基。脂肪烷基和烯基的实例包括肉豆蔻基(myrystyl)(十四烷基)、棕榈基(十六烷基)、硬脂基(十八烷基)和油基(oleyl)(9-十八碳烯基)。
在一方面,当x是1时,其中A、R、Y和z为上文所定义,所述油溶性羟基化胺由下式表示:
式III
在更优选的方面,Y独立地选自氢或A-OH,和更特别地是-CH2CH2OH或-CH2CH(CH3)OH。在特别优选的方面,当x是1,z是1时。因此,在该方面所述油溶性羟基化胺由上文式I表示,变量如上文所定义,还包括条件是当x是1时,则z是0。对所得N,N二烷基或二烯基羟胺(R)(R)-N-AOH化合物进行选择,使得R可以独立地选自甲基或具有C2-C24碳原子的烷基或烯基,这也在上文进行了定义。更优选地,R可以独立地选自C6-C24碳原子,甚至更优选独立地选自C8-C18碳原子。在一方面,R衍生自相同部分。因此,特别合适的基团是2-乙基己基、C12基团和C18基团例如硬脂基和油基以及它们的混合物。特别优选的是选自肉豆蔻基(十四烷基)、棕榈基(十六烷基)、硬脂基(十八烷基)和油基(9-十八碳烯基)的脂肪烷基或烯基。
在另一方面,当x是2时,所述油溶性羟基化胺由下式表示:
式IV
其中A在每次出现时各自独立地是C2-C6亚烷基;R是具有C1-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;和Z是0或1的整数。其中优选的基团为上文所定义。
在一方面,优选的基团是当z是为0时:A可以相同或不同,但是优选选自亚乙基、亚丙基或亚丁基,更优选亚乙基或2-甲基亚乙基或2-乙基亚乙基;R是C6-C24烷基或烯基,甚至更优选是上文定义的C8-C24脂肪烷基和烯基。因此,特别合适的基团是2-乙基己基、C12基团和C18基团例如硬脂基和油基团以及它们的混合物。因此特别优选的R基团选自十四烷基(tertradecyl)、十五烷基、十六烷基、十八烷基、二十烷基、十四碳烯基或十八碳烯基。有用的油溶性羟基化胺包括得自AKZO NOBEL的“Ethomeens”系列商业混合物。因此在一方面,当所述胺为乙氧基化(ethoyxlated),A是亚乙基和R是C12-C18。合适的“Ethomeens”包括“Ethomeen O/12”、“Ethomeen18/12”、“Ethomeen S/12”、“Ethomeen T/12”和“Ethomeen C/12”:在这些化合物中A都是亚乙基;而R分别是油基(oleyl)、硬脂基、衍生自豆油的烷基和烯基的混合物、衍生自动物脂的烷基和烯基的混合物、以及衍生自椰子油的烷基和烯基的混合物。在该方面特别合适的化合物选自双-(2-羟乙基)椰油烷基胺、双-(2-羟乙基)油胺、双-(2-羟乙基)大豆烷基胺、双-(2-羟乙基)牛酯烷基胺、双-(2-羟乙基)十二烷胺、和双-(2-羟乙基)十八烷胺。在另一方面当所述胺为丙基化,A是亚丙基和R是以“Propomeen”,例如“Propomeen O/12”和“PropomeenT/12”商购自AKZO NOBEL的C12-18时,其中R基团衍生自油基和衍生自动物脂。特别合适的化合物是N-油基-1,1'-亚氨基双-2-丙醇和N-牛酯烷基-1,1'-亚氨基双-2-丙醇。
在另一方面,优选的基团是当z为1时:A可以相同或不同,但是优选选自亚乙基、亚丙基或亚丁基,更优选亚乙基或2-甲基亚乙基或2-乙基亚乙基;R是C8-C24烷基或烯基,甚至更优选是上文定义的脂肪烷基和烯基。因此,特别优选的R基团选自十四烷基、十五烷、十六烷、十八烷基、二十烷基、十四碳烯基或十八碳烯基。更优选地R是C12-18。在一方面,Y是氢、C1-C6烷基或A-OH。更优选地Y是氢或A-OH。优选地A是亚乙基且因此是乙氧基化的,然而丙基化的化合物还可商购。来自AKZO NOBEL的“Ethoduomeen T12”为Y是氢,A是亚乙基和R衍生自动物脂;“Ethoduomeen T/13”和“Ethoduomeen T13/N”都是其中Y是-AOH,A是亚乙基和R衍生自动物脂。
硼化合物可以是能够将式II表示的油溶性羟基化胺硼酸化的任何含硼化合物。另一方面是将式III表示的油溶性羟基化胺硼酸化。又一方面是将式IV表示的油溶性羟基化胺硼酸化。合适的硼化合物包括三氧化硼或包括偏硼酸(HBO2)、原硼酸(H3BO3)和四硼酸(H2B4O7)在内的任意各种形式的硼酸。可以使用硼酸烷基酯例如单-、二-和三-C1-6烷基硼酸酯。因此合适的硼酸烷基酯是单-、二-和三-甲基硼酸酯;单-、二-和三-乙基硼酸酯;单-、二-和三-丙基硼酸酯,和单-、二-和三-丁基硼酸酯以及它们的混合物。特别优选的硼化合物是硼酸,尤其是原硼酸。
可通过将硼反应物(例如硼酸)加入到式II、III或IV表示的油溶性羟基化胺反应物中的至少一种将油溶性羟基化胺进行硼酸化;在合适的反应容器中并加热所得反应混合物以使所述油溶性羟基化胺硼酸化。反应温度典型地是在至多约250℃,优选约50℃-约225℃,和更优选75℃-约150℃的温度下进行。反应时间可以为2-4小时一直到24-48小时或更长,这取决于温度、反应压力、溶剂(如果使用的话)或催化剂(如果使用的话)。典型地,反应在大气压下进行,然而可以在压力或真空下进行所述反应。此外,在条件许可时可以使用溶剂。一般而言可以使用任何相对非极性、不起反应的溶剂,例如苯、甲苯、二甲苯和1,4-二氧六环或矿物油。还可以使用其它烃和醇溶剂以及它们的混合物。通常,羟基化的胺可单独充当反应混合物的溶剂。
典型地,进行所述反应直到停止从反应混合物产生(evolve)副产物水,这指示反应完成。通过使用惰性气体例如氮气接触反应混合物的表面或通过在减压下进行所述反应来促进水的去除。优选的是,硼反应物与油溶性羟基化胺的反应物量基于油溶性羟基化胺上的氮原子与硼原子计或者N:B等于0.3:1-1.5:1,优选约0.5:1。因此如所述,可以完全或部分硼酸化。许多硼酸化的胺络合物是本领域已知的,参见美国专利No.4,474,671;4,492,642;4,622,158和4,892,670等。
通过本领域技术人员已知的方法制备受阻酚酸的硼酸化的油溶性羟基化胺盐。硼酸化的油溶性羟基化胺可以是多个组分的混合物并且其结构难以描述。出于说明性的目的,按如下描述了受阻酚酸的油溶性羟基化胺盐的类似制备反应方案:
其中
A和Q各自独立地是C2-C6亚烷基;R是具有C6-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;x是1或2的整数;和Z是0或1的整数。
可以改变酸(A)受阻酚酸,或碱(B)硼酸化的油溶性羟基化胺的量以获得最终胺盐所期望的酸/碱平衡并通过它们的酸值和碱值以及硼酸化程度进行测定。A:B的当量比可以为0.3:1-1.7:1。在一方面,在酸/碱中和类型的反应中将大约等摩尔量的硼酸化的羟基化胺和受阻酚酸混合在一起。因此A:B的当量比为1:1-1.2。在一方面,存在过量的碱。典型地,通过在环境温度或室温下开始接触(混合和搅拌)来制备受阻酚酸的硼酸化的油溶性羟基化胺盐,其中可以减慢一种组分的加入由此使所产生的放热曲线不会达到(carry)高于100℃,优选低于80℃,更优选低于60℃的温度。
在润滑油组合物中可以有利地使用受阻酚酸的硼酸化的油溶性羟基化胺盐。所述硼酸化胺盐是一种多功能添加剂,因为当在润滑油中用作添加剂时,其提供降低的摩擦特性以及赋予抗氧化特性。还预期的是,将硼酸化施加于(addition)受阻酚酸的油溶性羟基化胺盐可改善该盐的密封相容性。当在润滑油组合物中使用时,其包含主要量的润滑粘度油(主要量是大于总组合物的50wt%,优选大于60%)和次要量的受阻酚酸的硼酸化的油溶性羟基化胺盐。对于成品润滑剂,典型地,受阻酚酸的硼酸化的油溶性羟基化胺盐的量可以基于总组合物计为约0.001wt%-约10wt%。优选地,受阻酚酸的硼酸化的油溶性羟基化胺盐以基于润滑油组合物总重量计0.05wt%-约5wt%和甚至更优选约0.1wt%-1.5wt%的量使用。
本发明的润滑油组合物可用于润滑基本上任何内部结构发动机,所述发动机包括汽车和卡车发动机、二冲程发动机、柴油发动机、航空柱塞发动机、船用和铁路发动机等。还预期到的是用于燃气发动机、醇(例如甲醇)供以动力的发动机、固定式动力发动机、涡轮等的润滑油。特别有用的是重型柴油发动机,其中可使用本发明的所述润滑油组合物来改善燃料经济性并且其中所述受阻酚酸的硼酸化的油溶性羟基化胺盐可以给润滑油组合物提供抗氧化剂益处。
如果需要,可以将本领域已知的其它添加剂加入到润滑油基础料中。这样的添加剂包括分散剂、清净剂、抗磨损剂、极压剂、抗氧化剂、防锈剂、腐蚀抑制剂、倾点抑制剂、粘度指数改进剂、其它摩擦改性剂等。下文是这些的非限制性实例。
用于本发明润滑油组合物的润滑粘度油(也称作基础油)典型地以主要量,例如基于该组合物总重量大于50wt.%,优选大于约70wt.%,更优选约80-约99.5wt.%,最优选约85-约98wt.%的量存在。这里所用的词语“基础油”应该理解为意指基料或基料调和物,是由单一制造商按相同的规格(与原料来源或厂商的地点无关)生产的、满足同一厂商的规格要求和通过唯一配方、产品识别号或二者兼备进行识别的润滑剂组分。用于本文的基础油可以是任何目前已知或后来发现的用于就任何和所有这类应用配制润滑油组合物的润滑粘度基础油,所述应用例如发动机油,船用气缸油,功能液如液压油、齿轮油、传动油等。另外,本文使用的基础油可任选含有粘度指数改进剂如聚合的甲基丙烯酸烷基酯、烯烃共聚物如乙烯-丙烯共聚物或苯乙烯-丁二烯共聚物等和它们的混合物。
如本领域技术人员所容易理解的那样,基础油的粘度取决于用途。因此,这里使用的基础油在100℃下的常规粘度范围为约2-约2000厘沲(cSt)。通常,具体到用作发动机润滑油的基础油,其100℃下运动粘度范围约为2-约30cSt、优选约3-约16cSt且最优选约4-约12cSt,并且根据所期望的最终用途和成品油中的添加剂来选择或调和,以获得所期望等级的发动机润滑油,例如具有SAE粘度等级0W、0W-20、0W-30、0W-40、0W-50、0W-60、5W、5W-20、5W-30、5W-40、5W-50、5W-60、10W、10W-20、10W-30、10W-40、10W-50、15W、15W-20、15W-30或15W-40的润滑油组合物。用作齿轮油的油在100℃下粘度范围约为2cSt到约2000cSt。
可以使用各种不同方法来生产基础料,包括但不限于蒸馏、溶剂精制、加氢处理、低聚、酯化和再精制。精制料应该基本上不含通过制造、污染或先前使用引入的物质。本发明润滑油组合物的基础油可以是任何天然或合成的润滑基础油。合适的烃合成油包括但不限于由乙烯聚合或由1-烯烃聚合以提供例如聚α烯烃或PAO油的聚合物制备的油,或者由使用一氧化碳和氢气的烃合成方法例如按费-托方法所制备的油。例如,合适的基础油是包含很少(如果有的话)的重馏分;例如很少(如果有的话)的在100℃下粘度为20cSt以上的润滑油馏分的基础油。
基础油可以衍生自天然润滑油、合成润滑油或它们的混合物。合适的基础油包括通过合成蜡和散蜡(slack wax)异构化获得的基础料,以及通过使粗产物的芳族和极性组分加氢裂化(而不是溶剂抽提)产生的加氢裂化基础料。合适的基础油包括如在API出版物1509,第14版,Addendum I,1998年12月所定义的所有API类别即I、II、III、IV和V中的那些基础油。IV类基础油是聚α-烯烃(PAO)。V类基础油包括所有不包括在I、II、III或IV类的其它基础油。虽然II、III和IV类基础油优选用于本发明,但是这些基础油可以通过将I、II、III、IV和V类基础料或基础油中的一种或多种合并进行制备。
有用的天然油包括矿物润滑油例如液体石油,溶剂处理的或酸处理的链烷属、环烷属或混合链烷属-环烷属型的矿物润滑油,衍生自煤或页岩的油,动物油,植物油(例如油菜籽油、蓖麻油和精制猪油)等。
有用的合成润滑油包括但不限于烃油和卤素取代的烃油,例如聚合和互聚的烯烃如聚丁烯、聚丙烯、丙烯-异丁烯共聚物、氯化聚丁烯、聚(1-己烯)、聚(1-辛烯)、聚(1-癸烯)以及它们的类似物和混合物;烷基苯如十二烷基苯、十四烷基苯、二壬基苯、二(2-乙基己基)-苯等;聚苯如联苯、三联苯、烷基化的聚苯等;烷基化的二苯醚和烷基化的二苯硫醚以及它们的衍生物、类似物和同系物等。
其它有用的合成润滑油包括但不限于通过使小于5个碳原子的烯烃例如乙烯、丙烯、丁烯、异丁烯、戊烯以及它们的混合物进行聚合制备的油。制备这类聚合物油的方法对于本领域技术人员而言是公知的。
另外的有用合成烃油包括具有适当粘度的α烯烃液体聚合物。特别有用的合成烃油是C6-C12α烯烃的氢化液体低聚物,例如1-癸烯三聚体。
另一类有用的合成润滑油包括但不限于其中末端羟基通过例如酯化或醚化加以改性的环氧烷聚合物,即其均聚物、共聚物和衍生物。这些油例示为通过环氧乙烷或环氧丙烷的聚合制备的油,聚氧亚烷基聚合物的烷基和苯基醚(例如具有1,000平均分子量的甲基聚丙二醇醚,具有500-1000分子量的聚乙二醇的二苯基醚,具有1,000-1,500分子量的聚丙二醇的二乙基醚,等等)或者它们的单-和多羧酸酯例如乙酸酯、混合的C3-C8脂肪酸酯、或四甘醇的C13含氧酸二酯。
又一类有用的合成润滑油包括但不限于二羧酸与各种醇的酯,所述二羧酸例如邻苯二甲酸、琥珀酸、烷基琥珀酸、烯基琥珀酸、马来酸、壬二酸、辛二酸、癸二酸、富马酸、己二酸、亚油酸二聚物、丙二酸、烷基丙二酸、烯基丙二酸等,所述醇例如丁醇、己醇、十二烷基醇、2-乙基己醇、乙二醇、二乙二醇单醚、丙二醇等。这些酯的具体实例包括己二酸二丁酯、癸二酸二(2-乙基己基)酯、富马酸二正己基酯、癸二酸二辛基酯、壬二酸二异辛基酯、壬二酸二异癸基酯、邻苯二甲酸二辛基酯、邻苯二甲酸二癸基酯、癸二酸双二十烷基酯、亚油酸二聚物的2-乙基己基二酯、由使1摩尔癸二酸与2摩尔四甘醇和2摩尔2-乙基己酸反应形成的复合酯等。
用作合成油的酯还包括但不限于由具有约5-约12个碳原子的羧酸与醇例如甲醇、乙醇等,多元醇和多元醇醚例如新戊二醇、三羟甲基丙烷、季戊四醇、二季戊四醇、三季戊四醇等制备的那些酯。
硅基油例如聚烷基-、聚芳基-、聚烷氧基-或聚芳氧基-硅氧烷油和硅酸酯油,构成另一类有用的合成润滑油。这些的具体实例包括但不限于硅酸四乙酯、硅酸四异丙酯、硅酸四(2-乙基己基)酯、硅酸四-(4-甲基-己基)酯、硅酸四(对叔丁基苯基)酯、己基-(4-甲基-2-戊氧基)二硅氧烷、聚(甲基)硅氧烷、聚(甲基苯基)硅氧烷等。
润滑油可以衍生自未精制油、精制油和再精制油,可以是天然、合成或上文公开的这些类型中任意两种或更多种的混合物。未精制油是直接由天然或合成来源(例如煤、页岩或焦油砂沥青)而不进一步纯化或处理获得的那些。未精制油的实例包括但不限于直接由干馏操作获得的页岩油、直接由蒸馏获得的石油或直接由酯化工艺获得的酯油,之后都不用进一步处理而直接使用。精制油与未精制油类似,只是它们已在一或多个提纯步骤中进一步处理以改进一或多个性能。这些提纯技术是本领域技术人员熟知的,例如包括溶剂萃取、二次蒸馏、酸或碱萃取、过滤、渗透、加氢处理、脱蜡等等。再精制油是通过将用过的油在类似于获取精制油的工艺过程中进行处理来获得的。这类再精制油还称作再生油或再加工油并且经常通过涉及除去废添加剂和油分解(breakdown)产物的技术进行另外处理。
衍生自蜡加氢异构化的润滑油基础料还可以单独使用或与上述天然和/或合成的基础料组合使用。这种蜡异构化油是通过将天然或合成蜡或它们的混合物在加氢异构化催化剂上进行加氢异构化处理来生产的。
天然蜡典型地是通过矿物油的溶剂脱蜡回收的散蜡;合成蜡典型地是通过费-托方法产生的蜡。
本发明润滑油组合物中使用的无灰分散剂化合物通常用于维持在使用期间由氧化产生不溶物处于悬浮,由此防止金属件上的油泥絮凝和沉淀或沉积。本发明的润滑油组合物可以含有一种或多种无灰分散剂。含氮的无灰(不含金属)分散剂呈碱性并且有助于其所加入到的润滑油组合物的总碱值或TBN(可按照ASTM D2896测量),而不引入额外的硫酸盐灰分。术语“碱值”或“TBN”是指在1克样品中等效于KOH的毫克数的碱量。因此,较高的TBN反映了更多的碱性产物和因此更大的碱度。样品的TBN可使用ASTM D2896试验测定。无灰分散剂通常包含油可溶性聚合烃主链,该主链具有能够与待分散的颗粒结合的的官能团。许多类型的无灰分散剂在本领域中是已知的。
无灰分散剂的代表性实例包括但不限于胺、醇、酰胺、或经由桥接基团连接在聚合物骨架上的酯极性部分。本发明的无灰分散剂可以例如选自油溶性的盐、酯、氨基-酯、酰胺、酰亚胺和长链烃取代的单和二羧酸或它们的酸酐的噁唑啉;长链烃、具有直接与其连接的多胺的长链脂族烃的硫代羧酸盐衍生物;和由长链取代的苯酚与甲醛和多亚烷基多胺的缩合而生成的Mannich缩合产物。
羧酸型分散剂是包含至少约34个和优选至少约54个碳原子的羧酸型酰化剂(酸、酸酐、酯等)与含氮化合物(例如胺)、有机羟基化合物(例如包括一元醇和多元醇在内的脂族化合物,或包括酚类和萘酚类在内的芳族化合物)、和/或碱性无机物质的反应产物。这些反应产物包括酰亚胺、酰胺和酯。
琥珀酰亚胺分散剂是一种含羧基的分散剂。它们通过使烃基取代的琥珀酸酰化剂与有机羟基化合物,或者与包含至少一个连接到氮原子的氢原子的胺,或者与羟基化合物和胺的混合物反应进行制备。术语“琥珀酸酰化剂”是指烃取代的琥珀酸或产生琥珀酸的化合物,后者包括酸本身。这些物质典型地包括烃基取代的琥珀酸、酸酐、酯(包括半酯)和卤化物。
琥珀酸基分散剂具有多种化学结构。一类琥珀酸基分散剂是具有与马来酸部分连接的烃基的双琥珀酰亚胺,其中每个基团独立地是烃基,例如聚烯烃衍生的基团。典型地,烃基是烷基,例如聚异丁基。或者以另外表示方式,烃基可含有约40-约500个碳原子,这些原子可以按脂族形式存在。多胺是亚烷基多胺,其中所述亚烷基通常是亚乙基(C2H4)。琥珀酰亚胺分散剂的实例包括描述于例如美国专利No.3,172,892、4,234,435和6,165,235中的那些。
衍生出所述取代基的聚烯烃一般是2-约16个碳原子和通常是2-6个碳原子的可聚合的烯烃单体的均聚物和共聚物。与所述琥珀酰化剂反应生成所述含羧基的分散剂组合物的胺可以是单胺或多胺。
美国专利No.3,172,892;3,219,666和3,272,746(通过引用将它们的内容并入本文)中教导了由本领域的术语“琥珀酰亚胺”所包括的某些基本类型的琥珀酰亚胺和相关的物质。术语“琥珀酰亚胺”在本领域应理解为包括还可以形成的许多酰胺、酰亚胺和脒物质。然而主要产物是琥珀酰亚胺并且该术语通常公认为是指烯基取代的琥珀酸或酸酐与含氮化合物的反应产物。优选的琥珀酰亚胺由于它们的可商购性而为由烃基琥珀酸酐和亚乙基胺制备的那些琥珀酰亚胺,其中所述烃基含有约24-约350个碳原子。亚乙基胺的实例包括亚乙基二胺、二亚乙基三胺、三亚乙基四胺、四亚乙基五胺等。特别优选由约70-约128个碳原子的聚异丁烯琥珀酸酐和四亚乙基五胺或三亚乙基四胺及其混合物制备的那些琥珀酰亚胺。
琥珀酰亚胺分散剂之所以这样称谓是因为它们通常含有大多为酰亚胺官能团形式的氮,尽管酰胺官能团可以是胺盐、酰胺、咪唑啉以和它们的混合物的形式。为了制备琥珀酰亚胺分散剂,任选地在基本上惰性的有机液体溶剂/稀释剂的存在下,加热一种或多种产生琥珀酸产生的化合物和一种或多种胺并典型地除去水。该反应温度通常为约80℃至高达所述混合物或所述产物的分解温度,该分解温度典型地为约100-约300℃。制备本发明的琥珀酰亚胺分散剂的方法的其它细节和实例包括描述于例如美国专利No.3,172,892、3,219,666、3,272,746、4,234,435、6,165,235和6,440,905中的那些。
适宜的无灰分散剂还可以包括胺分散剂,它是相对高分子量的脂族卤化物与胺、优选多亚烷基多胺的反应产物。这样胺分散剂的实例包括描述于例如美国专利No.3,275,554、3,438,757、3,454,555和3,565,804中的那些。
适宜的无灰分散剂还可以包括“Mannich分散剂”,它是其中烷基含有至少约30个碳原子的烷基酚类与醛(尤其是甲醛)和胺(尤其是多亚烷基多胺)的反应产物。这样的分散剂的实例包括描述于例如美国专利No.3,036,003、3,586,629、3,591,598和3,980,569中的那些。
适宜的无灰分散剂也可以包括后处理的无灰分散剂例如后处理的琥珀酰亚胺,例如美国专利No.4,612,132和4,746,446中公开涉及硼酸盐和碳酸亚乙酯的后处理方法等以及其它的后处理方法。碳酸盐处理的烯基琥珀酰亚胺是衍生自分子量为约450-约3000,优选约900-约2500,更优选约1300-约2300,最优选约2000-约2400,以及这些分子量的混合的聚丁烯的聚丁烯琥珀酰亚胺。优选地,其通过在反应性条件下使聚丁烯琥珀酸衍生物、不饱和酸性试剂和烯烃的不饱和酸性试剂共聚物、以及多胺的混合物反应进行制备,例如美国专利No.5,716,912中所公开,通过引用将其内容并入本文。
适宜的无灰分散剂也可以是聚合的,它们是油溶性的单体例如甲基丙烯酸癸酯、乙烯基癸基醚和高分子量的烯烃与含有极性取代基的单体的共聚物。聚合的分散剂的实例包括描述于在例如美国专利No.3,329,658、3,449,250、3,666,730等的那些。
在本发明的优选实施方案中,用于润滑油组合物的无灰分散剂是碳酸亚乙酯处理过的衍生自数均分子量为约2300的聚异丁烯基的双琥珀酰亚胺。用于本发明润滑油组合物的分散剂优选是非聚合的(例如单或双琥珀酰亚胺)。
通常,无灰分散剂在润滑油组合物中的存在量基于该润滑油组合物的总重量计为约3-约10wt.%,优选约4-约8wt.%。
本发明的润滑油组合物中所使用的至少一种含金属的清净剂既起到清净剂的作用以降低或除去沉积物又起到酸中和剂或防锈剂的作用,从而降低磨损和腐蚀并延长发动机寿命。清净剂通常包含具有长疏水性尾部的极性头部,所述极性头部包含酸性有机化合物的金属盐。
本发明的润滑油组合物可以含有一种或多种清净剂,它们通常是盐,并尤其是过碱性盐。过碱性盐或过碱性物质为单一相的均匀牛顿体系,其特征在于金属含量超过了按照金属和与该金属反应的特定酸性有机化合物的化学计量所本应存在的金属含量。通过使酸性物质(典型地是无机酸或低级羧酸,例如二氧化碳)与包含酸性有机化合物的混合物在包含至少一种惰性有机溶剂(例如矿物油、石脑油、甲苯或二甲苯)的反应介质中在化学计量过量的金属碱和促进剂的存在下反应,来制备所述过碱性物质。
用于制备所述过碱性组合物的有用的酸性有机化合物包括羧酸、磺酸、含磷的酸、酚类和它们的混合物。优选地,所述酸性有机化合物是羧酸或具有磺酸基或硫代磺酸基的磺酸(例如烃基取代的苯磺酸),和烃基取代的水杨酸。
羧酸盐清净剂例如水杨酸盐可通过使芳族羧酸与合适的金属化合物例如氧化物或氢氧化物反应进行制备。然后可以通过本领域公知的方法获得中性或过碱性产物。芳族羧酸的芳族部分可含有一个或多个杂原子例如氮和氧。优选地,所述部分仅含有碳原子。更优选地,所述部分含有6个或更多个碳原子,例如苯部分。芳族羧酸可以含有任选稠合在一起或通过亚烷基桥以其它方式连接的一个或多个芳族部分,例如一个或多个苯环。芳族羧酸的代表性实例包括水杨酸及其硫化衍生物例如烃基取代的水杨酸及其衍生物。用于硫化例如烃基取代的水杨酸的方法是本领域技术人员公知的。水杨酸典型地通过例如按照Kolbe-Schmitt方法对酚盐进行羧化进行制备。在该情形中,水杨酸通常在稀释剂中按与未羧化的苯酚的混合物获得。
酚类和硫化的酚类的金属盐通过与合适的金属化合物例如氧化物或氢氧化物反应来制备。中性或过碱性产物可以通过本领域公知的方法获得。例如,可使酚与硫或含硫化合物例如硫化氢、一卤化硫或二卤化硫反应生成产物来制备硫化的酚类,所述产物是其中2个或更多个酚通过含硫的桥而桥接的化合物的混合物。
用于制备所述过碱性盐的金属化合物通常是元素周期表中的任意第I族或第II族金属的化合物。金属碱的第I族金属包括1a族碱金属(例如钠、钾、锂)以及1b族金属例如铜。第I族金属优选是钠、钾、锂和铜,更优选钠或钾,和特别优选钠。所述金属碱的第II族金属包括IIa族碱土金属(例如镁、钙、锶、钡)以及IIb族金属例如锌或镉。所述第II族金属优选为镁、钙、钡或锌,更优选镁或钙,特别优选钙。
过碱性清净剂的实例包括但不限于磺酸钙、酚类钙盐、水杨酸钙、硬脂酸钙和它们的混合物。适用于本发明润滑油组合物的过碱性清净剂可以是低过碱性的(即总碱值(TBN)低于约100)。这种低过碱性清净剂的TBN可为约5-约50,或约10-约30,或约15-约20。或者,适用于本发明润滑油组合物的过碱性清净剂可以是高过碱性(即TBN高于约100)。这种高过碱性清净剂的TBN可为约150-约450,或约200-约350,或约250-约280。TBN为约17的低过碱性的磺酸钙清净剂和TBN为约400的高过碱性的硫化的苯酚钙是用于本发明润滑油组合物的两种示例性的过碱性清净剂。本发明的润滑油组合物可以包含多于一种过碱性清净剂,它们可以全是低TBN的清净剂、全是高TBN的清净剂或它们的化合物。例如,本发明的润滑油组合物可以包含TBN为约150-约450的过碱性碱土金属磺酸盐清净剂的第一含金属清净剂和TBN为约10-约50的过碱性碱土金属磺酸盐清净剂的第二含金属清净剂。
用于本发明润滑油组合物的适宜的清净剂还包括“混合”清净剂,例如酚盐/水杨酸盐、磺酸盐/酚盐、磺酸盐/水杨酸盐、磺酸盐/酚盐/水杨酸盐等。混合清净剂的实例包括描述于例如美国专利No.6,153,565、6,281,179、6,429,178和6,429,179中的那些。
通常,含金属的清净剂在润滑油组合物中的存在量基于该润滑油组合物的总重量计为约0.25-约3wt.%,优选约0.5-约2wt.%。
本发明的润滑油组合物中使用的抗氧化化合物降低了基础料在使用中发生劣化的倾向,这种劣化可由金属表面上的氧化产物例如油泥和漆膜状沉积物以及粘度增长所证明。这类氧化抑制剂包括受阻酚,无灰油溶性酚盐和硫化酚盐,烷基取代的二苯胺,烷基取代的苯胺和萘胺以及它们的类似物和混合物。合适的二苯胺抗氧化剂包括但不限于单烷基化的二苯胺,二烷基化的二苯胺,三烷基化的二苯胺以及它们的类似物和混合物。二苯胺抗氧化剂的代表性实例包括丁基二苯胺,二丁基二苯胺,辛基二苯胺,二辛基二苯胺,壬基二苯胺,二壬基二苯胺,叔丁基叔辛基二苯胺以及它们的类似物和混合物。
通常,抗氧化剂化合物在润滑油组合物中的存在量基于该润滑油组合物的总重量计为约0.2-约4wt.%,优选约0.3-约1wt.%。
本发明的润滑油组合物中使用的抗磨损剂化合物包括含钼络合物,例如含钼/氮的络合物。这样的络合物在本领域中是已知的并且描述于例如美国专利No.4,263,152中,通过引用将其内容并入本文。
通常,含钼/氮的络合物可以在络合步骤期间用包含极性促进剂的有机溶剂进行制备,并且用于制备这类络合物的工序例如描述于美国专利No.4,259,194;4,259,195;4,261,843;4,263,152;4,265,773;4,283,295;4,285,822;4,369,119;4,370,246;4,394,279;4,402,840;和6,962,896和美国专利申请公开No.2005/0209111中(通过引用将它们的内容并入本文)。如这些参考文献中所示,可将钼/含氮的络合物进一步硫化。
通常,抗磨损剂化合物在润滑油组合物中的存在量基于该润滑油组合物的总重量计为约0.25-约5wt.%,优选约0.3-约2wt.%。
优选地,向润滑剂组合物加入较少量的抗磨损剂,即二烃基二硫代磷酸金属盐。金属优选是锌。二烃基二硫代磷酸盐的存在量可以为0.1-2.0质量%,但是通常期望低磷组合物,因此二烃基二硫代磷酸盐在润滑油组合物中以0.25-1.2质量%,优选0.5-0.7质量%使用。优选地,使用二烷基二硫代磷酸锌(ZDDP)。这向润滑组合物提供抗氧化和抗磨损性能。这种化合物可以根据公知的技术制备,其中先形成二硫代磷酸,通常通过醇或酚与P2S5反应,然后用合适的锌化合物中和二硫代磷酸。可以使用醇的混合物,包括伯醇和仲醇的混合物。这种醇的实例包括,但不限于下列物质:异丙醇、异辛醇、2-丁醇、甲基异丁基卡必醇(4-甲基-1-戊-2-醇)、1-戊醇、2-甲基丁醇和2-甲基-1-丙醇。烃基可以是伯烃基、仲烃基或其混合物,例如该化合物可以含有衍生自伯或仲碳原子的伯烷基和/或仲烷基。此外,在使用时,优选具有至少50重量%、更优选75重量%或更多、最优选85-100重量%的仲烷基;实例是具有85重量%仲烷基和15重量%伯烷基的ZDDP,例如由85重量%丁-2-醇和15重量%异辛醇制得的ZDDP。甚至更优选的是衍生自仲丁醇和甲基异丁基卡必醇的ZDDP,最优选地,其中所述仲丁醇是75摩尔%。
二烃基二硫代磷酸金属盐提供大部分的(如果不是全部的)润滑油组合物的磷含量。其在润滑油组合物中的存在量用于提供,以质量%元素磷表示的0.10或更少,优选0.08或更少,更优选0.075或更少,例如在0.025-0.07的范围内的磷含量。
本发明的润滑油组合物可通过将润滑油和受阻酚酸的硼酸化油溶性羟基化胺盐简单地调合或混合而便利地制备,任选地可以将其它添加剂例如无灰分散剂、至少一种含金属的清净剂、抗氧化剂和抗磨损剂、任选和其它添加剂,与润滑粘度油调合。受阻酚酸的硼酸化油溶性羟基化胺盐、无灰分散剂、含金属的清净剂、抗氧化剂和抗磨损剂还可以作为浓缩物或包(package)与各种其它添加剂(如果需要)以合适的比率预调合以促进含有所需浓度添加剂的润滑组合物的调合。受阻酚酸的硼酸化油溶性羟基化胺盐、无灰分散剂、至少一种含金属的清净剂、抗氧化剂和抗磨损剂与基础油调合使用的浓度是在该浓度下它们提供改进的摩擦效果、可溶于所述油中并且可与所需成品润滑油中的其它添加剂相容。在这种情况下的相容性通常是指存在的化合物(最好(as well as)可按适用的处理比率溶于油中)在正常条件下也不导致其它添加剂沉淀。润滑油配方的给定化合物的合适油溶性/相容性范围可由本领域技术人员使用常规溶解性测试方法进行确定。例如,在环境条件(约20℃-25℃)配制的润滑油组合物中发生沉淀可通过油组合物中发生实际沉淀或配制出“混浊(cloudy)”溶液(其证明了不溶性蜡颗粒的形成)进行度量。
本发明的润滑油组合物还可以含有用于提供辅助功能的其它常规添加剂以产生这些添加剂分散或溶解于其中的成品润滑油组合物。例如,可将润滑油组合物与以下物质调合:摩擦改进剂、防锈剂、去混浊剂、破乳剂、金属钝化剂、倾点抑制剂、消泡剂、共溶剂、包相容剂(package compatibiliser)、腐蚀抑制剂、无灰分散剂、染料、极压剂以及它们的类似物和混合物。各种添加剂是众所周知的且市场可购。可通过一般调合方法使用这些添加剂或它们的类似化合物制备本发明的润滑油组合物。
补充的摩擦改性剂的实例包括但不限于烷氧基化的脂肪胺;硼酸盐化的脂肪环氧化物;脂肪亚磷酸酯,脂肪环氧化物,脂肪胺,硼酸盐化的烷氧基化脂肪胺,脂肪酸的金属盐,脂肪酸酰胺,甘油酯,硼酸盐化的甘油酯;以及在美国专利No.6,372,696(通过引用将其内容并入本文)中公开的脂肪咪唑啉;摩擦改性剂由C4-C75,优选C6-C24,最优选C6-C20脂肪酸酯与选自氨、链烷醇胺以及它们的类似物和混合物的含氮化合物的反应产物获得。可将摩擦改性剂以润滑油组合物的约0.02-约2.0wt.%,优选约0.05-约1.0wt.%,更优选约0.1-约0.5wt.%的量并入润滑油组合物。
防锈剂的实例包括但不限于非离子聚氧化烯试剂,例如聚氧乙烯月桂醇醚、聚氧乙烯高级醇醚、聚氧乙烯壬基苯基醚、聚氧乙烯辛基苯基醚、聚氧乙烯辛基硬酯基醚、聚氧乙烯油基醚、聚氧乙烯山梨糖醇单硬脂酸酯、聚氧乙烯山梨糖醇单油酸酯和聚乙二醇单油酸酯;硬脂酸和其它脂肪酸;二羧酸;金属皂;脂肪酸胺盐;重磺酸的金属盐;多羟基醇的偏羧酸酯;磷酸酯;(短链)烯基琥珀酸;其偏酯及其含氮衍生物;合成的烷芳基磺酸盐例如二壬基萘磺酸金属盐;以及它们的类似物和混合物。
消泡剂的实例包括但不限于甲基丙烯酸烷基酯的聚合物;二甲基硅氧烷的聚合物及其类似物和混合物。
本发明的润滑组合物还可以含有粘度指数改进剂。粘度指数改进剂的实例包括聚(甲基丙烯酸烷基酯)、乙烯-丙烯共聚物、苯乙烯-丁二烯共聚物和聚异戊二烯。还使用分散剂型(具有提高的分散性)或多功能型的粘度指数改进剂。这些粘度指数改进剂可以单独使用或组合使用。待引入到发动机油中的粘度指数改进剂的量随着复合发动机油的所需粘度而变化,通常为每发动机油总量的约0.5-约20wt.%。
实施例
通过以下实施例进一步描述本发明,所述实施例并不认为限制其范围。
实施例1
硼酸化的2,2'-((2-乙基己基)氮烷二基(azanediyl))二乙醇和3,5-二叔丁基-4-羟苯基丙酸的盐
硼酸化的2,2'-((2-乙基己基)氮烷二基)二乙醇的制备:
将2-乙基-1-己醇(1摩尔当量)以2M浓度溶解在四氢呋喃中。向该溶液中加入CBr4(1.25摩尔当量)。将该溶液冷却至0℃并缓慢地加入三苯基膦(1.25摩尔当量)。让该溶液搅拌约20分钟。加入水并用二氯甲烷提取产物三次。收集有机提取物,将其在Na2SO4上干燥、过滤、在真空下浓缩得到3-(溴甲基)己烷。
将3-(溴甲基)己烷(1摩尔当量)以2M浓度溶解在乙腈中。向该溶液中加入二乙醇胺(3摩尔当量)、K2CO3(2.5摩尔当量)和催化性的KI(0.025摩尔当量)。使烧瓶装配有水冷回流冷凝器并使该溶液回流18小时。随后将该溶液冷却至室温并过滤。在真空下除去乙腈。将粗产物溶解在乙酸乙酯中并用水和盐水洗涤。收集有机提取物,将其在Na2SO4上干燥、过滤、在真空下浓缩得到产物。
将上文制备的2,2'-((2-乙基己基)氮烷二基)二乙醇(1摩尔当量)以1M浓度溶解在甲苯(tolune)中。向该溶液中加入硼酸(1摩尔当量)。使烧瓶装配有水盘管回流冷凝器并使该溶液回流18小时。将该溶液冷却并在真空下浓缩以除去甲苯和水。将上文制备的1摩尔当量的硼酸化的2,2'-((2-乙基己基)氮烷二基)二乙醇(1摩尔当量)以1M浓度溶解在二氯甲烷中。向该溶液中加入可商购自Alfa Aesar的3,5-二叔丁基-4-羟苯基丙酸(1摩尔当量)。在18小时后,在真空下除去二氯甲烷得到所述盐。
实施例2
硼酸化的双(2-羟乙基)十二烷胺和3,5-二叔丁基-4-羟苯基丙酸的盐
按照实施例1中所述的工序制备双(2-羟乙基)十二烷胺(1摩尔当量),不同之处在于使用1-十二醇而不是2-乙基-1-己醇。将双(2-羟乙基)十二烷胺以1M浓度溶解在甲苯中,向其中加入硼酸(1摩尔当量)。使反应烧瓶装配有水盘管回流冷凝器并将该溶液回流18小时。将该溶液冷却并在真空下浓缩以除去甲苯和水。
将硼酸化的双(2-羟乙基)十二烷胺以1M浓度溶解在二氯甲烷中。向该溶液中加入3,5-二叔丁基-4-羟苯基丙酸(1摩尔当量)。在18小时后,在真空下除去二氯甲烷得到所述盐。
实施例3
硼酸化的双(2-羟乙基)油胺和3,5-二叔丁基-4-羟苯基丙酸的盐
将双(2-羟乙基)油胺(1摩尔当量)以1M浓度溶解在甲苯中。双(2-羟乙基)油胺可作为“Ethomeen O/12”商购自AZKO NOBEL。向该溶液中加入硼酸(1摩尔当量)。使烧瓶装配有水盘管回流冷凝器并将该溶液回流18小时。将该溶液冷却并在真空下浓缩以除去甲苯和水。将1摩尔当量的硼酸化的双(2-羟乙基)油胺化合物以1M浓度溶解在二氯甲烷中。向该溶液中加入3,5-二叔丁基-4-羟苯基丙酸(1摩尔当量)。在18小时后,在真空下除去二氯甲烷以得到所述盐。
实施例4(对比)
硼源与3,5-二叔丁基-4-羟苯基丙酸
将5-二叔丁基-4-羟苯基丙酸(1摩尔当量)以1M浓度溶解在甲苯中。向该溶液中加入硼酸(3摩尔当量)。使烧瓶装配有水盘管回流冷凝器并将该溶液回流18小时。将该溶液冷却并在真空下浓缩以除去甲苯。通过IR和NMR谱图分析所得溶液,其显示不存在化学反应且反应物为起始物质。在NMR中,5-二叔丁基-4-羟苯基丙酸的OH峰是清楚明显的;从IR谱图来看,还存在宽的酸峰。总而言之,不存在化学反应并且溶液仅仅含有5-二叔丁基-4-羟苯基丙酸和硼酸的物理混合物。
摩擦性能的评价
性能实施例A-基准A
使用以下添加剂制备5W-30油(SAE粘度等级)基准润滑油组合物:约10wt%的聚烷基琥珀酰亚胺(polyalkylsucciniminde)混合物(其任选部分进行后处理),低过碱性和高过碱性磺酸钙和磺酸镁的混合物,硼酸化的磺酸钙,高过碱性酚钙,二烷基二硫代磷酸锌,抗氧化剂(包括0.5wt.%受阻酚酯和0.3wt.%二苯胺),粘度指数改进剂,倾点下降剂和泡沫抑制剂,加入到主要部分的II类基础油中。
实施例B(对比)的性能
通过用1wt.%的美国专利No.5,629,272中公开的硼酸化的单油酸甘油酯将性能实施例A的基准配制剂进行最后完成处理(top-treating)来制备润滑油组合物。
还通过用1wt.%的实施例1-3中制备的一种盐将实施例A的基准配制剂进行最后完成处理来制备另外的润滑油组合物。所述实施例中给出的润滑油组合物为5W-30油(SAE粘度等级)。
在小型牵引机(MTM)台架试验中对上述组合物的摩擦性能进行测试。该MTM由PCS Instruments制造并由所装载的球(0.75英寸8620钢珠)靠着旋转圆盘(52100钢)来工作。所述条件使用约10-30牛顿的载荷,约10-2000mm/s的速度和约125-150℃的温度。在该台架试验中,按照由基准配制剂产生的第二Stribeck曲线与由用摩擦改性剂进行最后完成处理的基准配制剂产生的第二Stribeck曲线之间的总面积对比来测量摩擦性能。较低的总面积值对应于较好的油摩擦性能。
表1-摩擦性能
结果证明本发明的润滑油组合物与基准以及含有一般所使用的硼酸化的单油酸甘油酯摩擦改性剂的那些相比表现出润滑油组合物的优越的摩擦性能。
Claims (19)
1.通过以下步骤制备的油溶性羟基化胺和受阻酚酸的含硼盐产品:
a)在反应性条件下使通式II的油溶性羟基化胺与含硼化合物反应:
其中
A在每次出现时各自独立地是C2-C6亚烷基;R是甲基或者具有C2-C24碳原子的烷基或烯基;Y是氢、C1-C6烷基或A-OH;x是1或2的整数;和Z是0或1的整数;以及
b)将步骤a)的反应产物与下面通式的受阻酚酸混合,从而形成油溶性羟基化胺和受阻酚酸的含硼盐
其中Q是2-6个碳原子的亚烷基。
2.根据权利要求1的产品,其中Q选自-CH2CH2-、-CH2CH(CH3)-、-CH2CH(CH2CH3)-、-CH2CH(CH2CH2CH3)-、-CH2CH2CH2-和-CH2CH2CH2CH2-。
3.根据权利要求1的产品,其中x是1。
4.根据权利要求3的产品,其中z是0。
5.根据权利要求3的产品,其中z是1。
6.根据权利要求5的产品,其中Y是氢或-AOH。
7.根据权利要求6的产品,其中A选自亚乙基或亚丙基。
8.根据权利要求1的产品,其中R是具有C6-C24碳原子的烷基或烯基。
9.根据权利要求8的产品,其中R是具有C12-C18碳原子的烷基或烯基。
10.根据权利要求1的产品,其中x是2。
11.根据权利要求10的产品,其中z是0。
12.根据权利要求10的产品,其中z是1。
13.根据权利要求10的产品,其中Y是氢或A-OH。
14.根据权利要求10的产品,其中R是具有C6-C24碳原子的烷基或烯基。
15.根据权利要求1的产品,其中所述含硼化合物是硼酸。
16.一种包含润滑粘度油和根据权利要求1的产品的润滑油组合物。
17.减少内燃机中的摩擦的方法,该方法包括用含有有效量的根据权利要求1的产品的润滑油组合物使内燃机工作。
18.权利要求17的方法,其中根据权利要求1的产品的量为基于润滑油组合物的总重量百分数计0.05wt%-5wt%的量。
19.权利要求18的方法,其中所述内燃机是柴油发动机。
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- 2011-10-07 EP EP11833177.6A patent/EP2627741B1/en active Active
- 2011-10-07 WO PCT/US2011/055430 patent/WO2012051075A2/en active Application Filing
- 2011-10-07 CN CN201180055366.3A patent/CN103221522B/zh active Active
- 2011-10-07 CA CA2814086A patent/CA2814086C/en not_active Expired - Fee Related
- 2011-10-07 SG SG2013027065A patent/SG189356A1/en unknown
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2012
- 2012-08-30 US US13/599,952 patent/US20120322702A1/en not_active Abandoned
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CA2814086C (en) | 2018-07-24 |
US20120088703A1 (en) | 2012-04-12 |
US20120322702A1 (en) | 2012-12-20 |
SG189356A1 (en) | 2013-05-31 |
WO2012051075A3 (en) | 2012-07-26 |
JP2013543511A (ja) | 2013-12-05 |
EP2627741A2 (en) | 2013-08-21 |
CN103221522A (zh) | 2013-07-24 |
CA2814086A1 (en) | 2012-04-19 |
JP5896485B2 (ja) | 2016-03-30 |
EP2627741B1 (en) | 2015-07-29 |
WO2012051075A2 (en) | 2012-04-19 |
US8334242B2 (en) | 2012-12-18 |
EP2627741A4 (en) | 2013-09-11 |
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