EP2260091A1 - Schmierfettzusammensetzung auf basis von ionischen flüssigkeiten - Google Patents
Schmierfettzusammensetzung auf basis von ionischen flüssigkeitenInfo
- Publication number
- EP2260091A1 EP2260091A1 EP09728560A EP09728560A EP2260091A1 EP 2260091 A1 EP2260091 A1 EP 2260091A1 EP 09728560 A EP09728560 A EP 09728560A EP 09728560 A EP09728560 A EP 09728560A EP 2260091 A1 EP2260091 A1 EP 2260091A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- grease composition
- ionic liquid
- group
- bis
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 239000004519 grease Substances 0.000 title claims abstract description 51
- 230000001050 lubricating effect Effects 0.000 title abstract description 8
- 239000012530 fluid Substances 0.000 title abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000005260 corrosion Methods 0.000 claims abstract description 15
- 239000002608 ionic liquid Substances 0.000 claims description 71
- 239000000654 additive Substances 0.000 claims description 23
- 150000001450 anions Chemical class 0.000 claims description 19
- 150000001768 cations Chemical class 0.000 claims description 17
- -1 polytetrafluoroethylene Polymers 0.000 claims description 17
- 239000002562 thickening agent Substances 0.000 claims description 14
- 230000007797 corrosion Effects 0.000 claims description 13
- 230000003647 oxidation Effects 0.000 claims description 12
- 238000007254 oxidation reaction Methods 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 11
- 150000003949 imides Chemical class 0.000 claims description 11
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 claims description 10
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 10
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 10
- 230000002209 hydrophobic effect Effects 0.000 claims description 8
- 238000002844 melting Methods 0.000 claims description 8
- 230000008018 melting Effects 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000000314 lubricant Substances 0.000 claims description 7
- 239000007983 Tris buffer Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- 239000005069 Extreme pressure additive Substances 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- 229910044991 metal oxide Inorganic materials 0.000 claims description 4
- 150000004706 metal oxides Chemical class 0.000 claims description 4
- 235000021317 phosphate Nutrition 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- 150000004982 aromatic amines Chemical class 0.000 claims description 3
- 235000013877 carbamide Nutrition 0.000 claims description 3
- 239000000969 carrier Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- JFZKOODUSFUFIZ-UHFFFAOYSA-N trifluoro phosphate Chemical compound FOP(=O)(OF)OF JFZKOODUSFUFIZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000001226 triphosphate Substances 0.000 claims description 3
- 235000011178 triphosphate Nutrition 0.000 claims description 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 3
- 229910052582 BN Inorganic materials 0.000 claims description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004642 Polyimide Substances 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- 239000012963 UV stabilizer Substances 0.000 claims description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- 235000019241 carbon black Nutrition 0.000 claims description 2
- 150000001734 carboxylic acid salts Chemical class 0.000 claims description 2
- 125000004407 fluoroaryl group Chemical group 0.000 claims description 2
- 229910002804 graphite Inorganic materials 0.000 claims description 2
- 239000010439 graphite Substances 0.000 claims description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 2
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052982 molybdenum disulfide Inorganic materials 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 229920001721 polyimide Polymers 0.000 claims description 2
- 150000008054 sulfonate salts Chemical class 0.000 claims description 2
- 150000003460 sulfonic acids Chemical class 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 2
- 150000003672 ureas Chemical class 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- PYVOHVLEZJMINC-UHFFFAOYSA-N trihexyl(tetradecyl)phosphanium Chemical compound CCCCCCCCCCCCCC[P+](CCCCCC)(CCCCCC)CCCCCC PYVOHVLEZJMINC-UHFFFAOYSA-N 0.000 claims 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 239000003607 modifier Substances 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims 1
- 239000003925 fat Substances 0.000 description 12
- 239000002199 base oil Substances 0.000 description 9
- 238000005096 rolling process Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000011701 zinc Substances 0.000 description 6
- 229910052725 zinc Inorganic materials 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- LRESCJAINPKJTO-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-ethyl-3-methylimidazol-3-ium Chemical compound CCN1C=C[N+](C)=C1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F LRESCJAINPKJTO-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 230000036961 partial effect Effects 0.000 description 2
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 2
- 229920000193 polymethacrylate Polymers 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- PXELHGDYRQLRQO-UHFFFAOYSA-N 1-butyl-1-methylpyrrolidin-1-ium Chemical compound CCCC[N+]1(C)CCCC1 PXELHGDYRQLRQO-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical compound [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 239000003831 antifriction material Substances 0.000 description 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- HYNYWFRJHNNLJA-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;trihexyl(tetradecyl)phosphanium Chemical compound FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCCC[P+](CCCCCC)(CCCCCC)CCCCCC HYNYWFRJHNNLJA-UHFFFAOYSA-N 0.000 description 1
- VMDFASMUILANOL-WXXKFALUSA-N bisoprolol fumarate Chemical compound [H+].[H+].[O-]C(=O)\C=C\C([O-])=O.CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1.CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1 VMDFASMUILANOL-WXXKFALUSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000002631 hypothermal effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- FPLIHVCWSXLMPX-UHFFFAOYSA-M lithium 12-hydroxystearate Chemical compound [Li+].CCCCCCC(O)CCCCCCCCCCC([O-])=O FPLIHVCWSXLMPX-UHFFFAOYSA-M 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000005525 methide group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002918 oxazolines Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 239000011829 room temperature ionic liquid solvent Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- LAGQNGWYNLUQRI-UHFFFAOYSA-N trioctylmethylammonium bis(trifluoromethylsulfonyl)imide Chemical compound FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F.CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC LAGQNGWYNLUQRI-UHFFFAOYSA-N 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/06—Mixtures of thickeners and additives
-
- 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
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
- C10M2201/0416—Carbon; Graphite; Carbon black used as thickening agents
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/061—Carbides; Hydrides; Nitrides
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
- C10M2201/0626—Oxides; Hydroxides; Carbonates or bicarbonates used as thickening agents
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
- C10M2201/066—Molybdenum sulfide
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/085—Phosphorus oxides, acids or 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/087—Boron oxides, acids or 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/102—Silicates
- C10M2201/103—Clays; Mica; Zeolites
- C10M2201/1036—Clays; Mica; Zeolites used as thickening agents
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/105—Silica
- C10M2201/1056—Silica used as thickening agents
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- C10N2050/10—Semi-solids; greasy
Definitions
- the invention relates to a lubricating grease composition based on ionic liquids, for the protection treatment of components used in the automotive sector, in wind turbines, as well as in processing and working machines and which are exposed to continuous contact with water.
- the invention relates to a water resistant lubricating grease composition which is used in a temperature range of at least -30 0 C to at least 180 0 C in order to protect the components provided with this lubricant to oxidation and corrosion.
- Ionic liquids in lubrication
- IL lonic liquid
- Ionic liquids are defined as materials that consist of Cations and anions are composed and have melting points less than 100 C C.
- RTIL Room Temperature Ionic Liquid
- Ionic liquids have an extremely low vapor pressure, are nonflammable and often thermally stable up to more than 260 0 G and, in addition, can be lubricated.
- Japanese Patent Application No. 2005-185718 describes a grease composition containing as a base grease a mixture of an ionic liquid, a thickener and other additives. This grease is used for rolling or ball bearings.
- Japanese Patent Application No. 2005-112597 discloses a grease composition used in electronic devices containing an ionic liquid as a base oil and a thickener having a dropping point of 260 ° C.
- Japanese Patent Application No. 2003-376010 relates to a semi-solid grease composition containing as part of a base oil an ionic liquid and thickening agents. This grease composition is suitable for vacuum applications.
- Japanese Patent Application No. 2005-197958 relates to a lubricating grease composition for rolling bearing machines which contains an ionic liquid as a part of a base oil.
- Japanese Patent Application No. 2005-294405 describes an electrically conductive bearing grease used in a printer or a copier and composed of a carbonaceous thickener and a base oil containing an ionic liquid.
- the known grease compositions described above have the following drawbacks from a tribological point of view. Due to the salt-like nature of the ionic liquids, lubricant additives such as antioxidants, antifriction agents, anticorrosion additives, antiwear agents, extreme pressure additives, and the like are, in most cases, insoluble in ionic liquids. However, many tribological applications require that ionic liquids be provided with such additives to improve the properties. However, the development of new additives represents a high technical complexity, so that it is desirable for cost reasons that standard additives can be used in ionic liquids.
- Another disadvantage of using the known grease compositions is the tendency to absorb water and / or react with water through the ionic liquids.
- anions such as sulfate, chloride, bromide or tetrafluoroborate are present in the ionic liquids, this usually results in water-soluble ionic liquids.
- tetrafluoroborate and hexafluorophosphate can form hydrofluoric acid under the influence of water, which can lead to a strong tendency to corrode. This also applies when chloride is present.
- Yet another disadvantage is that even the use of hydrophobic anions such as bis (trifluoromethylsulfonyl) imide is not sufficient to provide sufficiently water-stable fats from a tribological point of view.
- 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide is an ionic liquid of low viscosity and high tendency to hypothermia;
- the relevant melting point for tribological applications is -16 ° C (low temperature DSC measurements).
- Ionic liquids, such as 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide also have the disadvantage that they can spontaneously solidify at low temperatures, which can lead to failure of the lubricated component.
- Ionic liquids for example, the anion
- Tris (perfluoroethyl) trifluorophosphate usually show a lower water absorption capacity than ionic liquids with the bis (trifluoromethylsulfonyl) imide as the anion, but the melting points are higher. Therefore, these are tris (perfluoroethyl) trifluorophosphate containing IL's usually from the low-temperature behavior not suitable to be used as the sole base oil for lubricants with good low-temperature behavior.
- the object of the present invention is to provide a water resistant, oxidation and corrosion inhibiting lubricating grease composition which can be used over a wide range of application temperatures.
- the ionic liquids used in this invention have at low temperature DSC experiments, no melting points or glass transitions or other phase transitions above a temperature of -30 0 C, leading to a strong increase in the viscosity of the ionic liquid.
- ionic liquids used in the grease composition are the ionic liquids containing as cations a quaternary ammonium cation or a phosphonium cation containing an anion containing fluorine selected from the group consisting of bis (perfluoroalkylsulfonyl) imide, especially Bis (trifluoromethylsulfonyl) imide ,, Tris (perfluoroalkyl) methides, is combined.
- anions individual fluorine atoms can be exchanged for hydrogen.
- the cations have a sufficiently long hydrophobic alkyl chain, aryl group or alkylaryl group of at least 8 to 25 carbon atoms, and the number of such hydrophobizing groups of the cation must be at least 15 to 60 carbon atoms. Comparable nonpolar groups such as aryl or alkylated aryl groups are also conceivable.
- the ionic liquids used in this invention have the viscosity changing phase transitions to below -40 0 C. This is inter alia achieved by the fact that the cations have low symmetry, ie long and short substituents are combined.
- ionic liquids with highly fluorinated anions since these usually have high thermal stability.
- the ability to absorb water can be significantly reduced by such anions, for example, the bis (thfluoromethylsulfonyl) imidanion.
- the grease compositions of the present invention may be a single ionic liquid or a mixture of two or more ionic liquids
- the second ionic liquid does not necessarily have to be water resistant.
- the amount distribution of the ionic liquids used is in the range of at least 75 to 95% of the first long-chain ionic liquid to 5 to 25% of the second ionic liquid.
- the second ionic liquid is advantageously selected from the group consisting of ionic liquids containing fluorinated anions, such as bis (fluoroalkylsulfonyl) imides, in particular
- Bis (trifluoromethylsulfonyl) imides bis (fluoroaryl) imides, tris (perfluoroalkyl) triphosphates, and fluorinated alkylsulfonates of any cation, or alternatively ionic liquids with any anions but with the long chain cations described above.
- the grease compositions according to the invention contain conventional additives or additive mixtures, which are selected from corrosion inhibitors, such as oxalines, tiazoles, succinic acid, zinc carboxylates, sodium sulfonates, calcium, barium sulfonates, antioxidants, such as aromatic amines, aromatic phenols, phosphites, sulfur-containing compounds, such as dialkyldithiophosphates, Anti-wear agents and extreme pressure additives, such as phosphorus- and sulfur-containing compounds, eg zinc dialkyldithiophosphate, sulphurised fatty acids and fatty acid esters, dialkyl sulphide and dialkyloligo- and polysulphides, boric acid ester agents for reducing friction, such as glycerol mono- and di-esters, agents for protection against metal influences, as chelated compounds, radical scavengers ,.
- corrosion inhibitors such as oxalines, tiazoles, succinic acid, zinc carb
- UV stabilizers, reaction layerers present are ....
- Viscosity improvers such as polyisobutylene, polymethacrylate, and inorganic or organic solid lubricants such as polyimide, polytetrafluoroethylene (PTFE), graphite, metal oxides, boron nitride, molybdenum disulfide, and phosphate.
- Suitable thickeners are PTFE, bentonite, aerosols, water-insoluble carboxylic acid salts and mixtures thereof, water-insoluble sulfonic acid salts and mixtures thereof, ureas, carbon blacks, graphites, metal oxides such as titanium and zinc oxide and mixtures thereof.
- additives in the form of phosphorus and sulfur compounds e.g. Zinc dialkyldithiophosphate, dithiocarbamates sulphurised hydrocarbons and fatty acids, phosphorus and sulfur-free substances, such as boric acid esters used as wear protection agents and agents for reducing friction; Metal salts, esters, phenols, nitrogen-containing compounds such as aromatic amines, aromatic heterocyclic compounds, sulfonate salts, organic acid and salts are used as anti-corrosive agents, glycerol mono- or diesters as friction inhibitors, and polyisobutylene, polymethacrylate as viscosity improvers.
- Zinc dialkyldithiophosphate dithiocarbamates sulphurised hydrocarbons and fatty acids, phosphorus and sulfur-free substances, such as boric acid esters used as wear protection agents and agents for reducing friction
- Metal salts, esters, phenols, nitrogen-containing compounds such as aromatic amines, aromatic heterocyclic compounds
- the grease composition of the present invention contains 60 to 90% by weight of ionic liquid, 10 to 40% by weight of water-resistant thickener, and 0.1 to 10% by weight of additives.
- the cation of the ionic liquid is selected from the group consisting of a quaternary ammonium cation or a phosphonium cation, and the anion is selected from the group consisting of a bis (perfluoroalkylsulfonyl) imide.
- the cation of the ionic liquid comprises a long hydrophobic alkyl chain, aryl group or alkylaryl group having at least 8 to 25 carbon atoms and all hydrophobicizing alkylklyl aryl or alkylaryl groups of the cation comprise at least 15 to 60 carbon atoms and have a melting point of ⁇ -30 ° C.
- Preferred additives are aminic and phenolic antioxidants, anti-corrosion additives, such as amine phosphates, heterocyclic compounds, succinic acid half esters, zinc dialkyldithiophosphates and extreme pressure / anti-wear additives, such as phosphorus and / or sulfur carriers.
- the lubricant compositions of the invention can be used at high temperatures of at least 180 0 C, they can also be used by lowering the electrical resistance of the oils in areas where it by flowing current again and again by electrical breakdown, as in Railway wheel bearings, rolling bearings with passage of current, in the automotive sector or in electric motors to damage.
- a particularly preferable ionic liquid is thhexyltetradecyphosphonium bis (trifluoromethylsulfonyl) imide, hereinafter referred to as HDPimide, represented by the following formula (I):
- the grease composition according to the present invention contains trihexyltetradecylphosphonium bis (trifluoromethylsulfonyl) imide as the ionic liquid.
- a grease composition contains an ionic liquid having the identical anion, referred to as butylmethylpyrrolidinium bis (trifluoromethylsulfonyl) imide, hereinafter referred to as MBPimide, represented by the following formula (II)
- Bis (trifluoromethylsulfonyl) imide is counted among the hydrophobic anions. MBPimid, in contrast to HDPimid, does not have long alkyl chains.
- MBPimide can be up to temperatures from -40 0 C to remain liquid with simple cooling which is after certain DSC melting point but at -6 0 C. MBPimide therefore has a strong tendency to form a supercooled melt.
- methyltrioctylammonium bis (trifluoromethylsulfonyl) imide hereinafter called moimide, having an ammonium cation and long hydrocarbon chains.
- a first, minor oxidation starts slightly above 200 0 C, but only from about 24O 0 C sets a clearer oxidation.
- the two IL 's are PTFE powder thickened to a grease consistency (stirring, rolling) and according to DIN 51807 Part 1 in 3 h / 90 ° C tested.
- separation of the strip occurs.
- Table 2 shows that the grease composition of the invention achieves good high and low temperature properties, good anticorrosion properties for steel and copper with resistance to water in both the static and dynamic experiment.
- Table 3 shows that not only ionic liquids with phosphonium as cation, but also ammonium-water-resistant formulations allow.
- Another advantage of the lubricating grease compositions according to the present invention with the ionic liquids used herein is the density lowered by the hydrocarbon groups, which results in a lower price per volume of lubricant and thus at a lower cost per component to be lubricated.
- Table 4 shows that a lubricating grease composition according to the invention using a combination of ionic liquids which, from a tribological point of view, such as MBPimide, exhibit inadequate water resistance, is possible.
- ionic liquids which, from a tribological point of view, such as MBPimide, exhibit inadequate water resistance
- at least 10% of the insufficiently hydrophobic IL MBPimide may be used relative to the base oil content while maintaining very good water resistance. Up to 25% base oil content is given a partial water resistance.
- a mixture of equal parts of the ionic liquids is no longer water resistant.
- the critical or acceptable mixing ratios depend on the ionic liquids used and therefore can not be generalized.
- HDPimid 89% HDPimid is mixed with 10% lithium 12-hydroxystearate (soap thickener) and brought into the melt. After cooling, 1% of a conventional amine antioxidant is added. The mixture is homogenized by repeated intensive rolling over a roller mill.
- HPDimid cyclohexylamine and bis (paraisocyantophenyl) methane (MDI) are dissolved in a molar ratio of 2: 1 and the solutions are reacted by combining. After heating to 180 0 C and then cooling 1% of a typical aminic antioxidant is added and the fat is homogenized by rolling through a roller mill.
- Examples 7 and 8 show that by using an ionic liquid together with either a urea thickener or a soap thickener, water-resistant formulations are possible which can be applied as a protective film to a wide variety of corrosion and oxidation protection materials and give these materials consistent protection against water ,
- This grease composition is particularly useful in automotive applications in water pump bearings, wheel bearings,
- the water-resistant grease composition is used in wind turbines, main bearings, generator bearings, blade bearings, azimuth bearings, as well as in all components and surfaces that are exposed to constant water contact.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Rolling Contact Bearings (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102008017144A DE102008017144A1 (de) | 2008-04-04 | 2008-04-04 | Schmierfettzusammensetzung auf Basis von ionischen Flüssigkeiten |
PCT/EP2009/002051 WO2009121494A1 (de) | 2008-04-04 | 2009-03-19 | Schmierfettzusammensetzung auf basis von ionischen flüssigkeiten |
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EP2260091A1 true EP2260091A1 (de) | 2010-12-15 |
EP2260091B1 EP2260091B1 (de) | 2012-06-13 |
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EP09728560A Active EP2260091B1 (de) | 2008-04-04 | 2009-03-19 | Verwendung einer schmierfettzusammensetzung auf basis von ionischen flüssigkeiten |
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Country | Link |
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US (1) | US8455407B2 (de) |
EP (1) | EP2260091B1 (de) |
JP (1) | JP5532265B2 (de) |
CN (1) | CN101983231B (de) |
DE (1) | DE102008017144A1 (de) |
HK (1) | HK1150621A1 (de) |
WO (1) | WO2009121494A1 (de) |
Cited By (1)
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WO2015074961A1 (de) * | 2013-11-21 | 2015-05-28 | Merck Patent Gmbh | Verfahren zum konservieren eines maschinenelements und verwendung einer ionischen flüssigkeit |
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DE102010047029A1 (de) * | 2010-09-30 | 2012-04-05 | Ksb Aktiengesellschaft | Vorrichtung zum Antrieb einer Welle |
JP6097470B2 (ja) * | 2010-12-27 | 2017-03-15 | 出光興産株式会社 | グリース組成物 |
SE535675C2 (sv) | 2011-03-22 | 2012-11-06 | Högprestandasmörjmedel och tillsatser till smörjmedel för järnhaltiga och icke järnhaltiga material | |
JP5818075B2 (ja) * | 2011-07-22 | 2015-11-18 | 協同油脂株式会社 | 潤滑グリース組成物 |
CN103160363B (zh) * | 2011-12-16 | 2014-06-04 | 中国科学院兰州化学物理研究所 | 含有离子液体的润滑剂组合物及其制备方法 |
WO2013169779A1 (en) * | 2012-05-07 | 2013-11-14 | Board Of Regents, The University Of Texas System | Synergistic mixtures of ionic liquids with other ionic liquids and/or with ashless thiophosphates for antiwear and/or friction reduction applications |
US11440815B2 (en) | 2013-02-22 | 2022-09-13 | Anschutz Exploration Corporation | Method and system for removing hydrogen sulfide from sour oil and sour water |
US9364773B2 (en) | 2013-02-22 | 2016-06-14 | Anschutz Exploration Corporation | Method and system for removing hydrogen sulfide from sour oil and sour water |
US9708196B2 (en) | 2013-02-22 | 2017-07-18 | Anschutz Exploration Corporation | Method and system for removing hydrogen sulfide from sour oil and sour water |
CA2843041C (en) | 2013-02-22 | 2017-06-13 | Anschutz Exploration Corporation | Method and system for removing hydrogen sulfide from sour oil and sour water |
CN104141695B (zh) * | 2013-05-07 | 2019-11-26 | 道儒伯润滑科技南京有限公司 | 水和谐轴承 |
US9957460B2 (en) | 2014-02-20 | 2018-05-01 | Ut-Battelle, Llc | Ionic liquids containing symmetric quaternary phosphonium cations and phosphorus-containing anions, and their use as lubricant additives |
JP5955905B2 (ja) * | 2014-07-31 | 2016-07-20 | 出光興産株式会社 | 潤滑油組成物 |
CN104450020B (zh) * | 2014-10-28 | 2016-09-28 | 宁波春蕊润滑油有限公司 | 一种抗极压耐磨型长效润滑油组合物及其制备方法 |
JP2017008335A (ja) * | 2016-10-21 | 2017-01-12 | 出光興産株式会社 | グリース組成物 |
CN109135884A (zh) * | 2017-06-16 | 2019-01-04 | 上海滏兴工贸有限公司 | 一种盾构机盾尾密封油脂及其制备方法 |
US11370988B2 (en) | 2018-05-15 | 2022-06-28 | Ut-Battelle, Llc | Metal nanoparticles as lubricant additives |
JP7218242B2 (ja) * | 2019-05-29 | 2023-02-06 | Eneos株式会社 | 導電性グリース組成物 |
US11970764B2 (en) | 2019-11-06 | 2024-04-30 | Ut-Battelle, Llc | Superlubricity coating containing carbon nanotubes |
DE102020102462A1 (de) * | 2020-01-31 | 2021-08-05 | IoLiTec Ionic Liquids Technologies GmbH | Ionische Flüssigkeiten enthaltende Schmierstoffzusammensetzung |
JP7494611B2 (ja) | 2020-07-14 | 2024-06-04 | 株式会社ジェイテクト | グリース組成物および転がり軸受 |
US11760766B2 (en) | 2020-07-28 | 2023-09-19 | Ut-Battelle, Llc | Ionic liquids containing quaternary ammonium and phosphonium cations, and their use as environmentally friendly lubricant additives |
CN112625803B (zh) * | 2020-12-16 | 2022-06-03 | 正大国际科技(常德)集团有限公司 | 一种环保型生物基润滑脂的制备方法 |
CN113403131B (zh) * | 2021-06-16 | 2022-06-10 | 中国科学院兰州化学物理研究所 | 一种超润滑水基切削液 |
TWI755347B (zh) * | 2021-08-13 | 2022-02-11 | 國立虎尾科技大學 | 具有奈米顆粒之潤滑油 |
CN116004306B (zh) * | 2022-12-20 | 2023-08-18 | 中铁建华南建设(广州)高科技产业有限公司 | 盾构机主轴承密封油脂及其制备方法 |
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JP2005112597A (ja) | 2003-10-10 | 2005-04-28 | Tdk Corp | 供給搬送装置、搬送組み付け装置および製造装置 |
CN100549150C (zh) * | 2003-10-10 | 2009-10-14 | 出光兴产株式会社 | 润滑油 |
JP4982083B2 (ja) * | 2003-10-10 | 2012-07-25 | 出光興産株式会社 | 潤滑油 |
JP5376746B2 (ja) * | 2003-11-05 | 2013-12-25 | 協同油脂株式会社 | 半固体状潤滑剤組成物 |
JP2005185718A (ja) | 2003-12-26 | 2005-07-14 | Ge Medical Systems Global Technology Co Llc | 放射線断層撮像装置および撮像方法 |
JP4661050B2 (ja) | 2004-01-06 | 2011-03-30 | エプソントヨコム株式会社 | 圧電発振器 |
JP2005294405A (ja) | 2004-03-31 | 2005-10-20 | Sumitomo Electric Ind Ltd | 集積回路モジュール |
KR100914229B1 (ko) * | 2005-03-08 | 2009-08-27 | 가부시끼가이샤 도꾸야마 | 자기 헤드 고정 지립 연마용의 윤활제 조성물 |
JP4926411B2 (ja) * | 2005-04-08 | 2012-05-09 | 出光興産株式会社 | グリース組成物 |
JP2007002140A (ja) * | 2005-06-24 | 2007-01-11 | Nsk Ltd | グリース組成物および転がり軸受 |
JP2007099856A (ja) * | 2005-10-03 | 2007-04-19 | Nsk Ltd | 耐水性グリース組成物、並びにウォータポンプ用転がり軸受、波力発電機用転がり軸受及び浚渫機用転がり軸受 |
WO2007055324A1 (ja) * | 2005-11-14 | 2007-05-18 | The Nippon Synthetic Chemical Industry Co., Ltd. | 合成潤滑油 |
JP2007191523A (ja) * | 2006-01-17 | 2007-08-02 | Nsk Ltd | グリース組成物 |
JP2007217609A (ja) * | 2006-02-17 | 2007-08-30 | Nsk Ltd | グリース組成物及び軸受 |
JP2007231987A (ja) * | 2006-02-27 | 2007-09-13 | Nsk Ltd | 転動装置、及びこれを用いた空気圧縮機、ターボチャージャ |
JP2008133309A (ja) * | 2006-11-27 | 2008-06-12 | Nsk Ltd | グリース組成物及び転動装置 |
-
2008
- 2008-04-04 DE DE102008017144A patent/DE102008017144A1/de not_active Withdrawn
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2009
- 2009-03-19 US US12/736,385 patent/US8455407B2/en active Active
- 2009-03-19 WO PCT/EP2009/002051 patent/WO2009121494A1/de active Application Filing
- 2009-03-19 EP EP09728560A patent/EP2260091B1/de active Active
- 2009-03-19 JP JP2011502255A patent/JP5532265B2/ja active Active
- 2009-03-19 CN CN200980111912.3A patent/CN101983231B/zh not_active Expired - Fee Related
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2011
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WO2015074961A1 (de) * | 2013-11-21 | 2015-05-28 | Merck Patent Gmbh | Verfahren zum konservieren eines maschinenelements und verwendung einer ionischen flüssigkeit |
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Publication number | Publication date |
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CN101983231B (zh) | 2014-08-20 |
WO2009121494A1 (de) | 2009-10-08 |
US20110092399A1 (en) | 2011-04-21 |
EP2260091B1 (de) | 2012-06-13 |
DE102008017144A1 (de) | 2009-10-15 |
CN101983231A (zh) | 2011-03-02 |
JP5532265B2 (ja) | 2014-06-25 |
JP2011518897A (ja) | 2011-06-30 |
HK1150621A1 (en) | 2012-01-06 |
US8455407B2 (en) | 2013-06-04 |
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