EP0711822A2 - Composition d'huile lubrifiante - Google Patents
Composition d'huile lubrifiante Download PDFInfo
- Publication number
- EP0711822A2 EP0711822A2 EP95202994A EP95202994A EP0711822A2 EP 0711822 A2 EP0711822 A2 EP 0711822A2 EP 95202994 A EP95202994 A EP 95202994A EP 95202994 A EP95202994 A EP 95202994A EP 0711822 A2 EP0711822 A2 EP 0711822A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- alkyl
- alkenyl
- lubricating oil
- oil 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 40
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 24
- 150000003973 alkyl amines Chemical class 0.000 claims abstract description 22
- 239000002199 base oil Substances 0.000 claims abstract description 13
- 150000003014 phosphoric acid esters Chemical class 0.000 claims abstract description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 10
- 239000000194 fatty acid Substances 0.000 claims abstract description 10
- 229930195729 fatty acid Natural products 0.000 claims abstract description 10
- 230000001050 lubricating effect Effects 0.000 claims abstract description 10
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 8
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 7
- 238000001746 injection moulding Methods 0.000 claims abstract description 7
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- -1 polyoxyethylene Polymers 0.000 claims description 31
- 125000003342 alkenyl group Chemical group 0.000 claims description 30
- 125000000304 alkynyl group Chemical group 0.000 claims description 18
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 11
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000010688 mineral lubricating oil Substances 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000010689 synthetic lubricating oil Substances 0.000 claims description 3
- 239000010693 vegetable lubricating oil Substances 0.000 claims description 3
- 235000013311 vegetables Nutrition 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 22
- 239000002253 acid Substances 0.000 description 14
- 229910019142 PO4 Inorganic materials 0.000 description 13
- 235000021317 phosphate Nutrition 0.000 description 13
- 239000003921 oil Substances 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 11
- 239000010452 phosphate Substances 0.000 description 11
- 238000003754 machining Methods 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 3
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 3
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- JTQQDDNCCLCMER-CLFAGFIQSA-N (z)-n-[(z)-octadec-9-enyl]octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCNCCCCCCCC\C=C/CCCCCCCC JTQQDDNCCLCMER-CLFAGFIQSA-N 0.000 description 2
- DUXCSEISVMREAX-UHFFFAOYSA-N 3,3-dimethylbutan-1-ol Chemical compound CC(C)(C)CCO DUXCSEISVMREAX-UHFFFAOYSA-N 0.000 description 2
- SAIKULLUBZKPDA-UHFFFAOYSA-N Bis(2-ethylhexyl) amine Chemical compound CCCCC(CC)CNCC(CC)CCCC SAIKULLUBZKPDA-UHFFFAOYSA-N 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 description 2
- PZFYOFFTIYJCEW-UHFFFAOYSA-N n-tridecyltridecan-1-amine Chemical compound CCCCCCCCCCCCCNCCCCCCCCCCCCC PZFYOFFTIYJCEW-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 230000001603 reducing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 235000019871 vegetable fat Nutrition 0.000 description 2
- VVEKMBGQZPFARL-QXMHVHEDSA-N (3-hydroxy-2,2-dimethylpropyl) (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(C)(C)CO VVEKMBGQZPFARL-QXMHVHEDSA-N 0.000 description 1
- 239000001195 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid Substances 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- YOFPVMWVLDSWKR-UHFFFAOYSA-N 11-methyl-n-(11-methyldodecyl)dodecan-1-amine Chemical compound CC(C)CCCCCCCCCCNCCCCCCCCCCC(C)C YOFPVMWVLDSWKR-UHFFFAOYSA-N 0.000 description 1
- NGKIIKNJVVBNNE-UHFFFAOYSA-N 11-methyldodecan-1-amine Chemical compound CC(C)CCCCCCCCCCN NGKIIKNJVVBNNE-UHFFFAOYSA-N 0.000 description 1
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 1
- ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 6-methylheptoxybenzene Chemical compound CC(C)CCCCCOC1=CC=CC=C1 ZVZFHCZCIBYFMZ-UHFFFAOYSA-N 0.000 description 1
- DHJUGHFMUPDPHT-UHFFFAOYSA-N 8-(3-octylthiiran-2-yl)octanoic acid Chemical compound CCCCCCCCC1SC1CCCCCCCC(O)=O DHJUGHFMUPDPHT-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-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
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- FJTUUPVRIANHEX-UHFFFAOYSA-N butan-1-ol;phosphoric acid Chemical compound CCCCO.OP(O)(O)=O FJTUUPVRIANHEX-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- SPBMDAHKYSRJFO-UHFFFAOYSA-N didodecyl hydrogen phosphite Chemical compound CCCCCCCCCCCCOP(O)OCCCCCCCCCCCC SPBMDAHKYSRJFO-UHFFFAOYSA-N 0.000 description 1
- PTQOVJJYEBOGBW-UHFFFAOYSA-N didodecyl(trihydroxy)-$l^{5}-phosphane Chemical compound CCCCCCCCCCCCP(O)(O)(O)CCCCCCCCCCCC PTQOVJJYEBOGBW-UHFFFAOYSA-N 0.000 description 1
- NAPSCFZYZVSQHF-UHFFFAOYSA-N dimantine Chemical compound CCCCCCCCCCCCCCCCCCN(C)C NAPSCFZYZVSQHF-UHFFFAOYSA-N 0.000 description 1
- 229950010007 dimantine Drugs 0.000 description 1
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 1
- 229940035422 diphenylamine Drugs 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])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
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])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
- UQKAOOAFEFCDGT-UHFFFAOYSA-N n,n-dimethyloctan-1-amine Chemical compound CCCCCCCCN(C)C UQKAOOAFEFCDGT-UHFFFAOYSA-N 0.000 description 1
- HKUFIYBZNQSHQS-UHFFFAOYSA-N n-octadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC HKUFIYBZNQSHQS-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- UHGIMQLJWRAPLT-UHFFFAOYSA-N octadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(O)=O UHGIMQLJWRAPLT-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- ZFACJPAPCXRZMQ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.OC(=O)C1=CC=CC=C1C(O)=O ZFACJPAPCXRZMQ-UHFFFAOYSA-N 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- 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
- C10M141/06—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 nitrogen-containing compound
-
- 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
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
- C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/16—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
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Definitions
- the present invention relates to a lubricating oil composition, particularly for use in lubricating the slideway of a machine tool or injection moulding machine.
- the lubricating oil composition of the present invention is more particularly for use in a machine tool for precise machining at a low feed speed.
- Positioning of a machine tool table should be controlled accurately for precise machining.
- various kinds of friction reducing agents are incorporated in lubricating oil compositions for use in slideways.
- 0.1 to 10% by weight of fat esters, fat sulphides, fatty acids and/or phosphoric esters are incorporated in a base lubricating oil.
- the present invention is aimed at providing a lubricating oil composition of a low cost which is particularly suitable for use in a machine tool for precise machining and improves the accuracy of positioning of sliding systems in such a tool, and which is substantially non-corrosive.
- a lubricating oil composition comprising
- the base oil (a) used in the present invention preferably has a kinematic viscosity of ISO VG 10 to 220 (at 40°C).
- the mineral lubricating oil usable as the base oil (a) includes paraffinic and naphthenic mineral oils which are purified through solvent extraction and/or hydrogenation.
- the vegetable lubricating oil includes rape seed oil, rice bran oil, soybean oil and others manufactured from vegetables.
- the synthetic lubricating oil includes olefin oligomers, polybutenes, fatty acid esters such as esters of adipic, azelaic, phthalic, oleic or stearic acid, and polyol esters such as trimethyl propanol oleate, pentaerythritol oleate, neopentyl glycol oleate and trimethyl propanol isostearate.
- base oils can be used individually or in combination.
- R1 is a C4 ⁇ 20 alkyl group, a C16 ⁇ 20 alkenyl group, a C4 ⁇ 20 alkyl group to which 1 to 10 moles of polyoxyethylene is added, or a (C1 ⁇ 10 alkyl)phenyl group to which 1 to 10 moles of polyoxyethylene is added;
- R2 is a C4 ⁇ 16 alkyl group or a phenyl group;
- R3 is a methyl group;
- R4 is a C8 ⁇ 14 alkyl group or a C16 ⁇ 20 alkenyl group;
- R5 is a C8 ⁇ 20 alkyl group, a C10 ⁇ 20 alkenyl group or a sulphurised C16 ⁇ 18 alkenyl group;
- R6 is a C10 ⁇ 18 alkyl group or a C16 ⁇ 20 alkenyl group;
- R7 is a C10 ⁇ 18 alkyl group; and
- R8 is a linear C8 ⁇ 20 alkyl group or C16 ⁇ 20
- the one or more friction reducing agents are selected from: mono- or di-alkyl acid esters such as butyl acid phosphate, hexyl acid phosphate, octyl acid phosphate, 2-ethylhexyl acid phosphate, isodecyl acid phosphate, lauryl acid phosphate, stearyl acid phosphate, oleyl acid phosphate, polyoxyethylene alkyl ether acid phosphate, and polyoxyethylene isooctylphenyl ether acid phosphate; alkyl ammonium salts of such phosphoric acid esters obtained by neutralisation of these esters with butyl amine, dibutyl amine, octyl amine, trioctyl amine, 2-ethylhexyl amine, di-2-ethylhexyl amine, t-alkylamine represented by the formula R a R b R c CNH2 wherein R a , R b R
- friction reducing agents can be used individually or in combination.
- the one or more linear alkyl amines (c) are selected from: octyl amine, dioctyl amine, trioctyl amine, laurylamine, myristyl amine, palmityl amine, stearyl amine, oleyl amine, dioleyl amine, distearyl amine, dimethyl stearyl amine, dimethyl oleyl amine, and dimethyl coconut amine.
- the one or more friction reducing agents (b) can be used in an amount of 0.05 to 10.0% by weight, preferably 0.1 to 5.0% by weight, based on the amount of base oil (a).
- a lubricating oil composition containing less than 0.05% by weight of the friction reducing agent(s) (b) does not provide sufficient friction reducing effect, while a lubricating oil composition containing more than 10.0% by weight of the component (b) may corrode materials of a machine tool.
- the amount of the one or more linear alkyl amines (c) is 0.1 to 20% by weight, preferably 1 to 10% by weight, based on the amount of the friction reducing agent (b).
- the amount of the linear alkyl amine (c) is less than 0.1% by weight, the purpose of the present invention cannot be achieved.
- the linear alkyl amine (c) is not dissolved well in the base oil (a) when the base oil (a) is a mineral lubricating oil and the acid phosphoric ester, phosphorous ester or fatty acid used as the friction reducing agent (b) has a linear alkyl group.
- the activity of the friction reducing agent (b) is lowered and lubricity of the lubricating oil composition is adversely affected.
- a publicly known lubricity improver can be optionally incorporated in the lubricating oil composition of the present invention.
- the following additives are mentioned as the examples of the lubricity improver: oiliness improvers, extreme pressure additives and/or anti-wear additives; for example, higher alcohols, metal soaps of fatty acids, animal or vegetable fats and oils, fatty acid esters, sulphides of animal or vegetable fats and oils, ester sulphides, trialkyl phosphates, tricresyl phosphates, trialkyl phosphites, organomolybdenum friction reducing agents and zinc alkyl dithiophosphates.
- antioxidants can be optionally incorporated.
- rust inhibitors can be optionally incorporated.
- detergents can be optionally incorporated.
- viscosity index improvers can be optionally incorporated.
- pour point depressants can be optionally incorporated.
- metal deactivators can be optionally incorporated.
- defoamers can be optionally incorporated.
- the lubricating oil composition of the present invention wherein specific additives are combined with conventional ones, provides an excellent positioning accuracy which could not be obtained by lubricants containing a known additive individually. Therefore, machining accuracy of a machine tool can be remarkably improved by using the lubricating oil composition of the present invention.
- the lubricating oil composition can be also preferably used as a lubricating oil for slideways of an injection moulding machine which is required to mould materials precisely.
- a lubricating oil composition according to the present invention for lubricating the slideway(s) of a machine tool or injection moulding machine.
- the concentration of additives such as friction reducing agents can be reduced, while it was previously necessary to add conventional friction reducing agent in a high concentration for obtaining a desired lubricating performance. Therefore, the lubricating oil composition of the present invention can effectively prevent parts of a machine from corrosion caused by adding friction reducing agent in a high concentration. Further, the lubricating oil composition is inexpensive compared with conventional lubricating oil compositions.
- a lubricating oil having a kinematic viscosity of ISO VG 68, a viscosity index of 110, a pour point of -15°C, a total acid number of 0.00 mgKOH/g and a sulphur content of 0.5% by weight was used as a base oil (a).
- amine salt of phosphoric acid ester 1 alkyl ammonium salt of phosphoric acid ester obtained by mixing octyl acid phosphate (from Asahi Denka Kogyo K.K.) and ditridecyl amine (from BASF AG)
- amine salt of phosphoric acid ester 2 alkyl ammonium salt of phosphoric acid ester obtained by mixing hexyl acid phosphate (from A.& W Co.) and tertiary C12 ⁇ 14 alkyl amine (from Rohm & Ha
- lauryl amine from Kao Corporation
- oleyl amine from Hoechst AG
- tertiary C16 ⁇ 22 alkyl amine from Rohm & Haas Company
- dilauryl hydrogen phosphite from Sakai Chemical Industry Co. Ltd.
- a positioning test was carried out in accordance with the procedure of least input increment feed test of vertical type machining centre set forth in JIS B6338 Para. 2.8.
- the machining centre was commanded through numeral control so as to feed 25 times by 1 ⁇ m/time at intervals of 10 seconds to the plus direction on Y axis, and then, to feed to the minus direction in the same manner. Actual displacement length was measured by a laser beam length measuring instrument.
- the accuracy of the response of the feed of the machine table to a series of the numeral control commands was measured for the sample oil compositions of these examples and comparatives examples.
- the feeding accuracy was evaluated by comparing backlash of least input increment, which was measured by counting the number of units necessary for shifting to the minus direction upon commanding to feed to the minus direction after commanding to feed to the plus direction.
- the test was carried out in an air-conditioned room at 24°C plus or minus 0.2°C.
- the machining centre was broken-in with the sample oil composition tested so as to lubricate the slideway surface sufficiently with the sample oil composition, and then the test was carried out 6 times. Then, the average of the results for each sample oil composition was obtained.
- Example 1 The results of Examples 1 to 6 are shown in Table 1.
- the results of Comparative Examples 1 to 8, 11 and 12 are shown in Table 2 and those of Examples 7 and 8 and Comparative Examples 9 and 10 are shown in Table 3.
- Examples 1 to 8 relate to the lubricating oil composition of the present invention.
- Comparative Examples 1 to 6 and Comparative Example 9 and 10 relate to the lubricating oil compositions wherein no friction reducing agents were incorporated and/or wherein linear alkyl amines (c) of the present invention were deleted.
- Comparative Examples 7 and 8 relate to the lubricating oil compositions wherein only specific linear alkyl amines were added. The results of the lubricating oil composition wherein branched alkyl amine was used instead of linear alkyl amine (c) were shown by Comparative Examples 11 and 12.
- Example 1 Comparisons of Example 1 with Comparative Example 3, Example 2 with Comparative Example 4, Example 3 with Comparative Example 5, Examples 4, 5 and 6 with Comparative Example 6, Example 7 with Comparative Example 9, and Example 8 with Comparative Example 10 indicate that lubricating oil compositions of the present invention (Examples 1 to 8) provide the machining centre with smaller backlash upon positioning and therefore, provides better positioning accuracy, compared with the lubricant oil compositions without linear alkyl amine (Comparative Examples 3 to 6, 9 and 10).
- Comparative Examples 1 and 7 and comparison of Comparative Examples 2 and 8 show that lubricant oil compositions containing the linear alkyl amine (c) only do not improve positioning accuracy of the machining centre.
- Comparative Example 6 Comparison of Comparative Example 6 with Comparative Examples 11 and 12 indicates that the effect of the present invention cannot be obtained by using branched alkyl amines such as 2-ethylhexyl amine and tertiary C16 ⁇ 22 amine instead of the linear alkyl amines (c).
- branched alkyl amines such as 2-ethylhexyl amine and tertiary C16 ⁇ 22 amine instead of the linear alkyl amines (c).
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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)
- Machine Tool Units (AREA)
- Valve-Gear Or Valve Arrangements (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP275185/94 | 1994-11-09 | ||
| JP27518594A JP4142115B2 (ja) | 1994-11-09 | 1994-11-09 | 潤滑油組成物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0711822A2 true EP0711822A2 (fr) | 1996-05-15 |
| EP0711822A3 EP0711822A3 (fr) | 1997-03-26 |
| EP0711822B1 EP0711822B1 (fr) | 2006-09-13 |
Family
ID=17551871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95202994A Expired - Lifetime EP0711822B1 (fr) | 1994-11-09 | 1995-11-06 | Procédé de lubrification de glissières |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0711822B1 (fr) |
| JP (1) | JP4142115B2 (fr) |
| KR (1) | KR960017826A (fr) |
| AT (1) | ATE339489T1 (fr) |
| DE (1) | DE69535220T2 (fr) |
| TW (1) | TW294717B (fr) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR960017826A (ko) * | 1994-11-09 | 1996-06-17 | 알베르루스 벨헬무스·요아네스 쩨스트라텐 | 윤활유 조성물 |
| WO1998015605A1 (fr) * | 1996-10-10 | 1998-04-16 | Pennzoil - Quaker State Company | Lubrifiants de cristaux liquides lamellaires non aqueux exempts de solvant |
| EP1386982A4 (fr) * | 2001-05-09 | 2007-12-26 | Citizen Holdings Co Ltd | Composition d'abaissement de regime de pointe, piece a portion coulissante utilisant une telle composition, et procede d'emmanchement a la presse utilisant ladite composition |
| KR100816117B1 (ko) * | 1997-11-27 | 2008-03-21 | 바이엘 크롭사이언스 게엠베하 | 액체 수성 제제를 위한 계면활성제 시스템 |
| US20110021394A1 (en) * | 2008-03-27 | 2011-01-27 | Jx Nippon Oil & Energy Corporation | Lubricant composition |
| CN104073320A (zh) * | 2009-11-19 | 2014-10-01 | 株式会社捷太格特 | 润滑油、摩擦部件和齿轮式带限滑功能的差速器 |
| US20190040336A1 (en) * | 2016-02-25 | 2019-02-07 | Idemitsu Kosan Co., Ltd, | Lubricating oil composition |
| US20190352576A1 (en) * | 2018-05-18 | 2019-11-21 | Afton Chemical Corporation | Slideway Lubricants |
| US11098263B2 (en) | 2016-09-28 | 2021-08-24 | Cosmo Oil Lubricants Co., Ltd. | Lubricating oil composition for sliding guide surface |
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| JP4963531B2 (ja) * | 2001-03-19 | 2012-06-27 | Ｊｘ日鉱日石エネルギー株式会社 | 摺動面用潤滑油組成物 |
| JP4608129B2 (ja) * | 2001-05-11 | 2011-01-05 | 昭和シェル石油株式会社 | 潤滑油組成物 |
| JP4524102B2 (ja) * | 2003-12-25 | 2010-08-11 | 新日本石油株式会社 | 潤滑油組成物 |
| US20080058235A1 (en) * | 2004-03-25 | 2008-03-06 | Katsuya Takigawa | Lubricative Composition for Industrial Machinery and Equipment |
| JP4565612B2 (ja) * | 2004-03-31 | 2010-10-20 | Ｊｘ日鉱日石エネルギー株式会社 | すべり案内面用潤滑油組成物 |
| JP2005290235A (ja) * | 2004-03-31 | 2005-10-20 | Nippon Oil Corp | すべり案内面用潤滑油組成物 |
| US8193129B2 (en) | 2006-07-06 | 2012-06-05 | Nippon Oil Corporation | Refrigerator oil, compressor oil composition, hydraulic fluid composition, metalworking fluid composition, heat treatment oil composition, lubricant composition for machine tool and lubricant composition |
| JP4778491B2 (ja) * | 2007-10-09 | 2011-09-21 | 昭和シェル石油株式会社 | 潤滑油組成物 |
| JP2009235268A (ja) * | 2008-03-27 | 2009-10-15 | Nippon Oil Corp | 潤滑油組成物 |
| JP5473240B2 (ja) * | 2008-03-27 | 2014-04-16 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油組成物 |
| JP5489615B2 (ja) * | 2009-09-28 | 2014-05-14 | Ｊｘ日鉱日石エネルギー株式会社 | 潤滑油組成物 |
| JP5225343B2 (ja) * | 2010-09-10 | 2013-07-03 | 昭和シェル石油株式会社 | 潤滑油組成物 |
| JP5809090B2 (ja) | 2012-03-21 | 2015-11-10 | Ｊｘ日鉱日石エネルギー株式会社 | 工作機械用潤滑油組成物 |
| JP6680612B2 (ja) * | 2016-05-12 | 2020-04-15 | Ｊｘｔｇエネルギー株式会社 | 相対運動する二つの金属表面を馴染ませるのに好適な潤滑油組成物 |
| JP2018080216A (ja) * | 2016-11-14 | 2018-05-24 | コスモ石油ルブリカンツ株式会社 | 滑り案内面用潤滑油組成物 |
| JP7190213B2 (ja) * | 2020-12-16 | 2022-12-15 | スギムラ化学工業株式会社 | 塑性加工用潤滑剤組成物 |
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| JPH0780111B2 (ja) * | 1984-12-14 | 1995-08-30 | 出光興産株式会社 | 工作機械の潤滑方法 |
| JPS61141793A (ja) * | 1984-12-14 | 1986-06-28 | Idemitsu Kosan Co Ltd | 摺動兼金属加工用潤滑組成物を用いた工作機械の潤滑方法 |
| EP0407124A1 (fr) * | 1989-07-07 | 1991-01-09 | Tonen Corporation | Composition d'huile lubrifiante |
| JP2795469B2 (ja) * | 1989-07-07 | 1998-09-10 | 東燃株式会社 | 潤滑油組成物 |
| US5391307A (en) * | 1989-07-07 | 1995-02-21 | Tonen Corp. | Lubricating oil composition |
| JPH05331478A (ja) * | 1992-05-30 | 1993-12-14 | Tonen Corp | 油圧作動油組成物 |
| JP2962950B2 (ja) * | 1992-10-15 | 1999-10-12 | 日石三菱株式会社 | 緩衝器用油圧作動油組成物 |
| JP4142115B2 (ja) * | 1994-11-09 | 2008-08-27 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 潤滑油組成物 |
-
1994
- 1994-11-09 JP JP27518594A patent/JP4142115B2/ja not_active Expired - Lifetime
-
1995
- 1995-10-26 TW TW084111301A patent/TW294717B/zh not_active IP Right Cessation
- 1995-11-06 DE DE69535220T patent/DE69535220T2/de not_active Expired - Lifetime
- 1995-11-06 EP EP95202994A patent/EP0711822B1/fr not_active Expired - Lifetime
- 1995-11-06 AT AT95202994T patent/ATE339489T1/de not_active IP Right Cessation
- 1995-11-08 KR KR1019950040232A patent/KR960017826A/ko not_active Ceased
Non-Patent Citations (1)
| Title |
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| None |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR960017826A (ko) * | 1994-11-09 | 1996-06-17 | 알베르루스 벨헬무스·요아네스 쩨스트라텐 | 윤활유 조성물 |
| WO1998015605A1 (fr) * | 1996-10-10 | 1998-04-16 | Pennzoil - Quaker State Company | Lubrifiants de cristaux liquides lamellaires non aqueux exempts de solvant |
| KR100816117B1 (ko) * | 1997-11-27 | 2008-03-21 | 바이엘 크롭사이언스 게엠베하 | 액체 수성 제제를 위한 계면활성제 시스템 |
| EP1386982A4 (fr) * | 2001-05-09 | 2007-12-26 | Citizen Holdings Co Ltd | Composition d'abaissement de regime de pointe, piece a portion coulissante utilisant une telle composition, et procede d'emmanchement a la presse utilisant ladite composition |
| CN101981170B (zh) * | 2008-03-27 | 2014-03-12 | 吉坤日矿日石能源株式会社 | 润滑油组合物 |
| CN101981170A (zh) * | 2008-03-27 | 2011-02-23 | 吉坤日矿日石能源株式会社 | 润滑油组合物 |
| US20110021394A1 (en) * | 2008-03-27 | 2011-01-27 | Jx Nippon Oil & Energy Corporation | Lubricant composition |
| US9163195B2 (en) | 2008-03-27 | 2015-10-20 | Jx Nippon Oil & Energy Corporation | Lubricant composition |
| CN104073320A (zh) * | 2009-11-19 | 2014-10-01 | 株式会社捷太格特 | 润滑油、摩擦部件和齿轮式带限滑功能的差速器 |
| EP2502976A4 (fr) * | 2009-11-19 | 2015-06-17 | Jtekt Corp | Huile lubrifiante, élément de friction et différentiel à engrenages et à glissement limité |
| US20190040336A1 (en) * | 2016-02-25 | 2019-02-07 | Idemitsu Kosan Co., Ltd, | Lubricating oil composition |
| US11111457B2 (en) | 2016-02-25 | 2021-09-07 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition |
| US11098263B2 (en) | 2016-09-28 | 2021-08-24 | Cosmo Oil Lubricants Co., Ltd. | Lubricating oil composition for sliding guide surface |
| US20190352576A1 (en) * | 2018-05-18 | 2019-11-21 | Afton Chemical Corporation | Slideway Lubricants |
| US11072757B2 (en) * | 2018-05-18 | 2021-07-27 | Afton Chemical Corporation | Slideway lubricants |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0711822B1 (fr) | 2006-09-13 |
| ATE339489T1 (de) | 2006-10-15 |
| EP0711822A3 (fr) | 1997-03-26 |
| JPH08134488A (ja) | 1996-05-28 |
| DE69535220D1 (de) | 2006-10-26 |
| KR960017826A (ko) | 1996-06-17 |
| DE69535220T2 (de) | 2007-10-11 |
| JP4142115B2 (ja) | 2008-08-27 |
| TW294717B (fr) | 1997-01-01 |
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