EP1618173A1 - Lubricant compositions - Google Patents
Lubricant compositionsInfo
- Publication number
- EP1618173A1 EP1618173A1 EP04729132A EP04729132A EP1618173A1 EP 1618173 A1 EP1618173 A1 EP 1618173A1 EP 04729132 A EP04729132 A EP 04729132A EP 04729132 A EP04729132 A EP 04729132A EP 1618173 A1 EP1618173 A1 EP 1618173A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- neutral
- same
- alkyl
- phosphate
- lubricant composition
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 32
- 239000000314 lubricant Substances 0.000 title claims abstract description 21
- 230000007935 neutral effect Effects 0.000 claims abstract description 41
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 37
- 239000005864 Sulphur Substances 0.000 claims abstract description 37
- -1 alkyl phosphorus compound Chemical class 0.000 claims abstract description 36
- 239000003921 oil Substances 0.000 claims abstract description 22
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 21
- 235000021317 phosphate Nutrition 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 18
- 239000011574 phosphorus Substances 0.000 claims abstract description 16
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 16
- 239000012530 fluid Substances 0.000 claims abstract description 11
- 238000005555 metalworking Methods 0.000 claims abstract description 8
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 claims abstract description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000012208 gear oil Substances 0.000 claims abstract description 4
- 239000010720 hydraulic oil Substances 0.000 claims abstract description 4
- 239000010723 turbine oil Substances 0.000 claims abstract description 4
- HRKAMJBPFPHCSD-UHFFFAOYSA-N Tri-isobutylphosphate Chemical compound CC(C)COP(=O)(OCC(C)C)OCC(C)C HRKAMJBPFPHCSD-UHFFFAOYSA-N 0.000 claims abstract description 3
- 235000019198 oils Nutrition 0.000 claims description 20
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000002184 metal Substances 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 12
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000003925 fat Substances 0.000 claims description 3
- 230000001050 lubricating effect Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 claims description 2
- QCGWSXUHMHSZRB-UHFFFAOYSA-N CCCCCCCCO[PH2]=O Chemical compound CCCCCCCCO[PH2]=O QCGWSXUHMHSZRB-UHFFFAOYSA-N 0.000 claims description 2
- URZBWYCBVGRNDX-UHFFFAOYSA-N CCCCOCCO[PH2]=O Chemical compound CCCCOCCO[PH2]=O URZBWYCBVGRNDX-UHFFFAOYSA-N 0.000 claims description 2
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 2
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 2
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 claims description 2
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 claims description 2
- OXFUXNFMHFCELM-UHFFFAOYSA-N tripropan-2-yl phosphate Chemical compound CC(C)OP(=O)(OC(C)C)OC(C)C OXFUXNFMHFCELM-UHFFFAOYSA-N 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 235000019871 vegetable fat Nutrition 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- SPWVOTAHZLTQIV-UHFFFAOYSA-N 2,2,2-tributoxyethyl dihydrogen phosphite Chemical compound CCCCOC(COP(O)O)(OCCCC)OCCCC SPWVOTAHZLTQIV-UHFFFAOYSA-N 0.000 claims 1
- UJEZRICRVISIGK-UHFFFAOYSA-N 2-butoxyethyl dioctyl phosphate Chemical compound CCCCCCCCOP(=O)(OCCOCCCC)OCCCCCCCC UJEZRICRVISIGK-UHFFFAOYSA-N 0.000 claims 1
- XRGKFCPXITXBGE-UHFFFAOYSA-N P(OCCCCCCCC)(OCC(OCCCC)OCCCC)=O Chemical compound P(OCCCCCCCC)(OCC(OCCCC)OCCCC)=O XRGKFCPXITXBGE-UHFFFAOYSA-N 0.000 claims 1
- DSKVKEZCVJCLTP-UHFFFAOYSA-N P(OCCOCCCC)(OCC(OCCCC)OCCCC)=O Chemical compound P(OCCOCCCC)(OCC(OCCCC)OCCCC)=O DSKVKEZCVJCLTP-UHFFFAOYSA-N 0.000 claims 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 claims 1
- 239000000969 carrier Substances 0.000 abstract description 15
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 3
- 239000000194 fatty acid Substances 0.000 abstract description 3
- 229930195729 fatty acid Natural products 0.000 abstract description 3
- 229920001021 polysulfide Polymers 0.000 abstract description 2
- 230000002195 synergetic effect Effects 0.000 abstract description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 13
- 239000000654 additive Substances 0.000 description 10
- 239000005069 Extreme pressure additive Substances 0.000 description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 9
- 238000005520 cutting process Methods 0.000 description 9
- 238000009472 formulation Methods 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 7
- 229910001220 stainless steel Inorganic materials 0.000 description 7
- 239000002173 cutting fluid Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 239000007866 anti-wear additive Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 238000003754 machining Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000011885 synergistic combination Substances 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003116 impacting effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021652 non-ferrous alloy Inorganic materials 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical class OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
Classifications
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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
- C10M173/00—Lubricating compositions containing more than 10% water
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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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
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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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
- C10M2203/1065—Naphthenic fractions used as base material
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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
- 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
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
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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
- 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
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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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
- C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2221/041—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds involving sulfurisation of macromolecular compounds, e.g. polyolefins
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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
- 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
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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
- 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
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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
- 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
- C10M2223/047—Thioderivatives not containing metallic elements
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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
- 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
- C10M2223/049—Phosphite
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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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
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- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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- 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
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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- 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
- C10N2040/12—Gas-turbines
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- 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
- C10N2040/20—Metal working
-
- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- 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
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/247—Stainless steel
Definitions
- This invention relates to novel lubricant compositions that are useful as lubricants in high load carrying oils, e.g. metal working fluids, gear oils, extreme pressure turbine oils and hydraulic oils.
- the lubricant compositions of the invention are especially useful in metal working fluids.
- the cutting of metal involves the expenditure of significant amounts of energy and the development of high temperatures as the cutting tool removes metal from the workpiece.
- the lubricant used is able to operate efficiently under the conditions of operation. This means essentially that it is capable of working at very high loads and quickly removing the heat generated by the cutting process.
- Mineral oil alone does not have sufficient lubricity to perform this function and it is necessary to incorporate additives to enhance this aspect of the oil's performance.
- the most common extreme pressure additives have been those containing chlorine (for example C14-17 chlorinated paraffins), phosphorus containing additives in the form of neutral triaryl phosphates, alkyl or alkylaryl acid phosphates and alkylpolyalkoxy or alkylarylpolyalkoxy acid phosphates and sulphur carriers (for example sulphurised olefins, sulphurised esters, and sulphurised fats).
- sulphur carriers for example sulphurised olefins, sulphurised esters, and sulphurised fats.
- the level of performance offered by the different additives varies depending on the temperatures at which the active species are released to form a salt layer at the metal surface. This in turn depends on the speed and feed rate of the cutting tool, the type and hardness of the alloy being machined and the specific machining operation.
- the severity of the application would largely determine the chemical nature of the selected extreme pressure additive, the level of use and whether a combination of additives might be preferable. For example, if the application was not too heavy duty it might use a low concentration of an extreme pressure additive (such as a chlorinated paraffin or a phosphate ester). While for heavier duty applications, higher concentrations of the different types of extreme pressure additives or mixtures of these additives are utilised by the formulator.
- an extreme pressure additive such as a chlorinated paraffin or a phosphate ester
- oil in water emulsions and water based solutions are also commonly used in applications which require less lubricity.
- additives are required to improve the lubrication performance of the fluid.
- the type of phosphorus-containing additives which are found in metal working fluids are typically alkyl or alkylaryl acid phosphates and alkylpolyalkoxy or alkylarylpolyalkoxy acid phosphates used either as the free acid or neutralised with basic materials such as alkanolamines and caustic soda e.g. products sold under the trade marks of Lubrhophos and Rhodafac; neutral triaryl phosphates e.g. synthetic isopropylated phenyl phosphates such as are available commercially under the Durad trademark.
- One objective of the present invention is to provide a novel lubricant composition which improves the cutting performance of both neat oil and water based cutting fluids.
- Another objective of the present invention is to replace acid phosphates as extreme pressure/anti wear additives in metal working applications. This objective has been achieved by the combination of certain neutral alkyl phosphorus compounds with certain sulphur carriers.
- a lubricant composition for a high load carrying oil comprising:
- R l5 R 2 and R 3 are the same or different and are alkyl groups with 1 to 18 carbon atoms, preferably 4 to 12 carbon atoms.
- R 4 , Re and Rs are -C ⁇ or C 3 H 8 and R 5 , R and R are the same or different and are alkyl groups with 1 to 8 carbon atoms and n is 1 to 6.
- R 4 , R 5 , Re, R 7 , R 8 and R and n have the same meanings as in IV above.
- R 4 , R 5 , Rg, R 7 , Rs and R and n have the same meanings as in IV above.
- R 4 , R 5 , Re, R 7 and n have the same meanings as in IV above and R 10 is an alkyl group with 1 to 18 carbon atoms, preferably 4 to 12 carbon atoms.
- R 4 , R 5 and n have the same meanings as in IV above and R 10 and R ⁇ are the same or different and are alkyl groups with 1 to 18 carbon atoms, preferably 4 to 12 carbon atoms.
- R 7 and n have the same meanings as in IV above and R 12 and R 13 are the same or different and are alkyl groups with 1 to 18 carbon atoms, preferably 4 to 12 carbon atoms.
- R 12 is an alkyl group with 1 to 18 carbon atoms, preferably 4 to 12 carbon atoms.
- R 2 and R 3 are the same as in I above and R 4 and R 5 are the same as in IV above.
- R 4 , R 5 Re, R 7 , Rs, R and n have the same meanings as in IV above.
- the lubricant composition of the invention can comprise one or more of the compounds of general formulae I to XIII.
- the neutral alkyl phosphorus compound and the sulphur carrier are utilised in a weight ratio of P to S content from 1:50 to 1:1, preferably a weight ratio of l:l to l:30.
- Examples of compounds of the general formulae I to XIII are as follows:
- Preferred sulphur carriers are selected from at least one of sulphurised synthetic esters, sulphurised hydrocarbons (e.g. sulphurised olefins), sulphurised vegetable oils and fats, metal sulphonates, metal dialkyldithiophosphates and triaryl phosphorothionates.
- sulphurised synthetic esters e.g. sulphurised hydrocarbons (e.g. sulphurised olefins), sulphurised vegetable oils and fats, metal sulphonates, metal dialkyldithiophosphates and triaryl phosphorothionates.
- the sulphur carriers serve to release sulphur at the cutting face of the workpiece where it reacts to form a lubricating film at relatively high temperatures.
- the present invention is also a high load carrying oil which contains a lubricant composition as described above.
- the high load carrying oil may be a metal working fluid, a gear oil, an extreme pressure turbine oil or a hydraulic oil.
- the present invention is also a method for working metal comprising (a) contacting a metal workpiece with a lubricant composition as described above and (b) working the metal workpiece.
- the lubricant composition of the invention can include other components conventional in the art, e.g. surfactants, non-ionic alcohols.
- Lubrhophos LB400 ex Rhodia Chemicals which is based on oleyl alcohol reacted with ethylene oxide and then the product is reacted with phosphorus pentoxide. This product is oil soluble and recommended as an EP additive for cutting oils.
- Durad is a registered trade mark of Great Lakes Chemical Corporation.
- an automatic drilling machine is used to drill holes in metal discs 40mm thick.
- the holes are 18mm deep while, for oil-based cutting fluids, the drill feeds and speeds were 0.13mm/rev (or 156mm/min) and 1200rpm respectively. Tests were carried out until the drill failed either due to breakage or to excessive wear. The average of at least duplicate test results are quoted.
- the metal used was EN24T carbon steel; the drill feeds and speeds were as indicated below and the base stock was an ISO VG 22 paraffinic oil. In this case the S/P ratio was 13:1.
- the formulation containing Durad TiBP is seen to be significantly more active than the chlorparaffin.
- Stainless steel type 304 was used for this study.
- the sulphur carriers used were a 4: 1 mix of a sulphurised fatty acid ester (26% total sulphur of which 15% is active) and a dialkyl polysulphide (40% total sulphur of which 36% is active).
- the levels of sulphur and phosphorus used were 1.5% and 0.5% respectively giving an S/P ratio of 3:1.
- the oil used was an ISO VG 22 Group 1 base.
- This emulsion concentrate was then diluted to 4% to produce the working fluid. Tap water with a hardness of 160ppm calcium carbonate was used throughout. In this test, the concentration of the sulphur and phosphorus in the final emulsion were 0.36% sulphur and 0.012% phosphorus (a 30:1 ratio). The table below gives the approximate formulation of the concentrate before dilution.
- the sulphur carriers used RC2526 and RC2540 were the same as used in the previous Examples.
- the drill feed rate was 150mm/min and the speed was 1500 rpm.
- the depth of hole was 18mm.
- a major benefit of the present invention is that neutral alkyl phosphorus compounds provide a synergistic performance with sulphur carriers in both neat oil and aqueous cutting fluids on both mild steel and stainless steel. Such a synergistic combination enables the formulation of cutting fluids with the following properties:
- neutral alkyl phosphorus compounds also allows higher levels of phosphorus to be used when necessary. Where acid phosphates are used, the acidity effectively limits the level of phosphorus that can be used because the acid can become corrosive at high levels. This allows for more flexibility in formulating mixtures of P/S and higher levels where necessary depending on the severity of the working process.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0309571 | 2003-04-28 | ||
| PCT/GB2004/001750 WO2004096959A1 (en) | 2003-04-28 | 2004-04-23 | Lubricant compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1618173A1 true EP1618173A1 (en) | 2006-01-25 |
Family
ID=33397008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP04729132A Withdrawn EP1618173A1 (en) | 2003-04-28 | 2004-04-23 | Lubricant compositions |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20070087944A1 (enExample) |
| EP (1) | EP1618173A1 (enExample) |
| JP (1) | JP2006524734A (enExample) |
| KR (1) | KR20060015536A (enExample) |
| WO (1) | WO2004096959A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0420256D0 (en) | 2004-09-13 | 2004-10-13 | Cassells John M | Method and apparatus for sampling and analysis of fluids |
| EP1690920A1 (en) | 2005-02-11 | 2006-08-16 | JohnsonDiversey, Inc. | Lubricant concentrate containing a phosphate triester |
| JP4979244B2 (ja) * | 2006-02-28 | 2012-07-18 | Jx日鉱日石エネルギー株式会社 | 金属加工油組成物 |
| JP5232372B2 (ja) * | 2006-09-26 | 2013-07-10 | 株式会社ネオス | 水溶性金属加工油剤組成物 |
| US20090036338A1 (en) * | 2007-07-31 | 2009-02-05 | Chevron U.S.A. Inc. | Metalworking Fluid Compositions and Preparation Thereof |
| US20090036333A1 (en) * | 2007-07-31 | 2009-02-05 | Chevron U.S.A. Inc. | Metalworking Fluid Compositions and Preparation Thereof |
| EP2147968A1 (en) | 2008-06-05 | 2010-01-27 | Castrol Limited | Compositions and methods |
| US9771540B2 (en) | 2009-01-20 | 2017-09-26 | Exxonmobil Research And Engineering Company | Hydraulic oil compositions with improved hydraulic motor efficiency |
| ES2761942T3 (es) * | 2009-04-15 | 2020-05-21 | Dorf Ketal Chemicals I Private Ltd | Procedimiento de uso de un aditivo no polimérico y antiincrustante efectivo para inhibir la corrosión por ácido nafténico a alta temperatura |
| US10414964B2 (en) | 2015-06-30 | 2019-09-17 | Exxonmobil Chemical Patents Inc. | Lubricant compositions containing phosphates and/or phosphites and methods of making and using same |
| US10844264B2 (en) | 2015-06-30 | 2020-11-24 | Exxonmobil Chemical Patents Inc. | Lubricant compositions comprising diol functional groups and methods of making and using same |
| JP2017132875A (ja) | 2016-01-27 | 2017-08-03 | 東燃ゼネラル石油株式会社 | 潤滑油組成物 |
| JP6730122B2 (ja) * | 2016-07-28 | 2020-07-29 | Emgルブリカンツ合同会社 | 潤滑油組成物 |
| JP7099876B2 (ja) * | 2018-05-30 | 2022-07-12 | 出光興産株式会社 | 潤滑油組成物及びその製造方法、駆動系機器の潤滑方法並びに駆動系機器 |
| IT201800010416A1 (it) * | 2018-11-19 | 2020-05-19 | Lamberti Spa | Additivi lubrificanti per la lavorazione dei metalli |
| CN111662773B (zh) * | 2019-03-07 | 2022-02-08 | 东莞市鹏润压铸材料科技有限公司 | 一种长效全合成镁合金切削液及加工方法 |
| KR20230119214A (ko) * | 2020-12-15 | 2023-08-16 | 토탈에너지스 원테크 | 엔진의 금속 부품의 부식 및/또는 마찰부식을 방지하기위한 윤활 조성물 |
| CN119775309A (zh) * | 2024-11-28 | 2025-04-08 | 云浮市云天新材料有限公司 | 一种抗乳化润滑液、其制备方法及其应用 |
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| GB749678A (en) * | 1952-07-24 | 1956-05-30 | Res And Engineering Company | Lubricating oil composition |
| GB1205177A (en) * | 1968-05-22 | 1970-09-16 | Castrol Ltd | Improvements in or relating to lubricating compositions |
| JPS4925406B1 (enExample) * | 1969-11-26 | 1974-06-29 | ||
| GB1365943A (en) * | 1970-09-16 | 1974-09-04 | Gaf Corp | Metalworking additive and composition and process for making the same |
| US3843542A (en) * | 1972-07-31 | 1974-10-22 | Chevron Res | Hydraulic oil |
| US4137187A (en) * | 1977-08-10 | 1979-01-30 | Chevron Research Company | Antiwear additive and lubricating oil composition containing same |
| EP0135932B1 (en) * | 1983-09-28 | 1990-05-02 | Hitachi, Ltd. | Lubricant for metal forming and process for metal forming |
| JPH0229714B2 (ja) * | 1984-08-31 | 1990-07-02 | Hitachi Ltd | Soseikakoyojunkatsuzaioyobisoreomochiitasoseikakohoho |
| JPS61211398A (ja) * | 1985-03-18 | 1986-09-19 | Hitachi Ltd | 塑性加工用潤滑剤とその使用方法 |
| JPS62207396A (ja) * | 1986-03-07 | 1987-09-11 | Hitachi Ltd | 塑性加工用潤滑油およびそれを用いた塑性加工品 |
| JPH0747754B2 (ja) * | 1989-05-16 | 1995-05-24 | ユシロ化学工業株式会社 | 不水溶性金属加工用切削油剤 |
| US5308654A (en) * | 1990-05-30 | 1994-05-03 | Henkel Corporation | Method for lubricating steel tubing prior to cold drawing |
| GB2272000B (en) * | 1992-10-30 | 1997-03-26 | Castrol Ltd | A method of inhibiting corrosion |
| WO1994028092A1 (en) * | 1993-05-27 | 1994-12-08 | Tonen Corporation | Refrigerator oil |
| JP3422869B2 (ja) * | 1995-01-27 | 2003-06-30 | 新日本石油株式会社 | Hcfc冷媒及びhfc冷媒に共用可能な冷凍機油組成物 |
| JP3425020B2 (ja) * | 1995-11-06 | 2003-07-07 | 新日本石油株式会社 | 切削加工油剤組成物 |
| JPH11209776A (ja) * | 1998-01-28 | 1999-08-03 | Idemitsu Kosan Co Ltd | 潤滑油組成物 |
| US6136759A (en) * | 1998-01-29 | 2000-10-24 | Idemitsu Kosan Co., Ltd. | Additive composition |
| US6255260B1 (en) * | 1998-03-26 | 2001-07-03 | David J. Stork | Metal forming lubricant with differential solid lubricants |
| CA2347794A1 (en) * | 1998-11-10 | 2000-05-18 | Exxonmobil Research And Engineering Company | Phosphate ester base stocks comprising mixed n-butyl/isobutyl phosphate esters and aircraft hydraulic fluids comprising the same |
| JP4464477B2 (ja) * | 1999-02-24 | 2010-05-19 | 協同油脂株式会社 | 熱間圧延油及び熱間圧延方法 |
| JP2000290676A (ja) * | 1999-04-05 | 2000-10-17 | Idemitsu Kosan Co Ltd | 金属加工油組成物 |
-
2004
- 2004-04-23 EP EP04729132A patent/EP1618173A1/en not_active Withdrawn
- 2004-04-23 JP JP2006506173A patent/JP2006524734A/ja active Pending
- 2004-04-23 US US10/554,653 patent/US20070087944A1/en not_active Abandoned
- 2004-04-23 WO PCT/GB2004/001750 patent/WO2004096959A1/en not_active Ceased
- 2004-04-23 KR KR1020057020339A patent/KR20060015536A/ko not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2004096959A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2006524734A (ja) | 2006-11-02 |
| US20070087944A1 (en) | 2007-04-19 |
| WO2004096959A1 (en) | 2004-11-11 |
| KR20060015536A (ko) | 2006-02-17 |
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