JP2014047267A - 潤滑油組成物 - Google Patents
潤滑油組成物 Download PDFInfo
- Publication number
- JP2014047267A JP2014047267A JP2012190028A JP2012190028A JP2014047267A JP 2014047267 A JP2014047267 A JP 2014047267A JP 2012190028 A JP2012190028 A JP 2012190028A JP 2012190028 A JP2012190028 A JP 2012190028A JP 2014047267 A JP2014047267 A JP 2014047267A
- Authority
- JP
- Japan
- Prior art keywords
- lubricating oil
- ester
- oil composition
- oil
- lubricating
- 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 74
- 239000000314 lubricant Substances 0.000 title abstract description 20
- 239000002199 base oil Substances 0.000 claims abstract description 64
- 150000002148 esters Chemical class 0.000 claims abstract description 60
- 239000000654 additive Substances 0.000 claims abstract description 29
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 20
- 239000000194 fatty acid Substances 0.000 claims abstract description 20
- 229930195729 fatty acid Natural products 0.000 claims abstract description 20
- 230000000996 additive effect Effects 0.000 claims abstract description 19
- 239000010687 lubricating oil Substances 0.000 claims description 83
- 239000003507 refrigerant Substances 0.000 claims description 33
- -1 alkyl 3,4-epoxycyclohexylcarboxylate Chemical compound 0.000 claims description 29
- 230000001050 lubricating effect Effects 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 150000004665 fatty acids Chemical class 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 7
- 229920001289 polyvinyl ether Polymers 0.000 claims description 7
- 241001465754 Metazoa Species 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 5
- 239000011707 mineral Substances 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000005313 fatty acid group Chemical group 0.000 claims description 4
- 125000004185 ester group Chemical group 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 239000000470 constituent Substances 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- 239000000126 substance Substances 0.000 abstract description 21
- 230000002378 acidificating effect Effects 0.000 abstract description 16
- 239000002253 acid Substances 0.000 abstract description 15
- 230000006866 deterioration Effects 0.000 abstract description 9
- 239000012530 fluid Substances 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
- 239000003381 stabilizer Substances 0.000 abstract description 5
- 230000007774 longterm Effects 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 3
- 239000002826 coolant Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 22
- 235000019198 oils Nutrition 0.000 description 22
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 238000005057 refrigeration Methods 0.000 description 10
- 239000012044 organic layer Substances 0.000 description 9
- 239000004593 Epoxy Substances 0.000 description 8
- 239000010410 layer Substances 0.000 description 8
- 239000002480 mineral oil Substances 0.000 description 8
- 235000010446 mineral oil Nutrition 0.000 description 8
- 239000003570 air Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 150000001721 carbon Chemical group 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000010721 machine oil Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000010525 oxidative degradation reaction Methods 0.000 description 5
- 238000013112 stability test Methods 0.000 description 5
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 description 4
- 235000019484 Rapeseed oil Nutrition 0.000 description 4
- 239000010775 animal oil Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 238000005461 lubrication Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229920013639 polyalphaolefin Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- 239000003981 vehicle Substances 0.000 description 4
- 238000010792 warming Methods 0.000 description 4
- OILUAKBAMVLXGF-UHFFFAOYSA-N 3,5,5-trimethyl-hexanoic acid Chemical compound OC(=O)CC(C)CC(C)(C)C OILUAKBAMVLXGF-UHFFFAOYSA-N 0.000 description 3
- RZNOAPPOIAKJJE-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-3-ylmethyl 3,5,5-trimethylhexanoate Chemical compound O1C2CC(CCC21)COC(CC(CC(C)(C)C)C)=O RZNOAPPOIAKJJE-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 2
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- 239000010495 camellia oil Substances 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- QQWAKSKPSOFJFF-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2-dimethyloctanoate Chemical compound CCCCCCC(C)(C)C(=O)OCC1CO1 QQWAKSKPSOFJFF-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000010726 refrigerant oil Substances 0.000 description 2
- 239000008159 sesame oil Substances 0.000 description 2
- 235000011803 sesame oil Nutrition 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 description 1
- 125000006219 1-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- FEXBEKLLSUWSIM-UHFFFAOYSA-N 2-Butyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC=C1O FEXBEKLLSUWSIM-UHFFFAOYSA-N 0.000 description 1
- BODRLKRKPXBDBN-UHFFFAOYSA-N 3,5,5-Trimethyl-1-hexanol Chemical compound OCCC(C)CC(C)(C)C BODRLKRKPXBDBN-UHFFFAOYSA-N 0.000 description 1
- PRHUPKNATHRXTH-UHFFFAOYSA-N 3,5,5-trimethylhexyl cyclohex-3-ene-1-carboxylate Chemical compound CC(CCOC(=O)C1CC=CCC1)CC(C)(C)C PRHUPKNATHRXTH-UHFFFAOYSA-N 0.000 description 1
- FZLSDZZNPXXBBB-KDURUIRLSA-N 5-chloro-N-[3-cyclopropyl-5-[[(3R,5S)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]-4-(6-methyl-1H-indol-3-yl)pyrimidin-2-amine Chemical compound C[C@H]1CN(Cc2cc(Nc3ncc(Cl)c(n3)-c3c[nH]c4cc(C)ccc34)cc(c2)C2CC2)C[C@@H](C)N1 FZLSDZZNPXXBBB-KDURUIRLSA-N 0.000 description 1
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- OXQXGKNECHBVMO-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptane-4-carboxylic acid Chemical compound C1C(C(=O)O)CCC2OC21 OXQXGKNECHBVMO-UHFFFAOYSA-N 0.000 description 1
- 244000266618 Atriplex confertifolia Species 0.000 description 1
- 235000012137 Atriplex confertifolia Nutrition 0.000 description 1
- 235000003301 Ceiba pentandra Nutrition 0.000 description 1
- 244000146553 Ceiba pentandra Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000252203 Clupea harengus Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- 241000269851 Sarda sarda Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 235000019486 Sunflower oil Nutrition 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
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000008431 aliphatic amides Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- VEIYJWQZNGASMA-UHFFFAOYSA-N cyclohex-3-en-1-ylmethanol Chemical compound OCC1CCC=CC1 VEIYJWQZNGASMA-UHFFFAOYSA-N 0.000 description 1
- YSUKPLTWMKWKOK-UHFFFAOYSA-N cyclohex-3-en-1-ylmethyl 3,5,5-trimethylhexanoate Chemical compound C1(CC=CCC1)COC(CC(CC(C)(C)C)C)=O YSUKPLTWMKWKOK-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000010460 hemp oil Substances 0.000 description 1
- 235000019514 herring Nutrition 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 235000021243 milk fat Nutrition 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 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
- 239000010902 straw Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000010698 whale oil Substances 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
- 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
- C10M129/68—Esters
- C10M129/70—Esters of monocarboxylic acids
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
-
- 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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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Abstract
【解決手段】潤滑油基油と、脂肪酸3,4−エポキシシクロヘキシルアルキルである第1のエステル及び3,4−エポキシシクロヘキシルカルボン酸アルキルである第2のエステルから選ばれる少なくとも1種のエステル添加剤と、を含有し、前記エステル添加剤の含有量が潤滑油組成物全量を基準として0.01〜5.0質量%である潤滑油組成物。
【選択図】なし
Description
[1]潤滑油基油と、脂肪酸3,4−エポキシシクロヘキシルアルキルである第1のエステル及び3,4−エポキシシクロヘキシルカルボン酸アルキルである第2のエステルから選ばれる少なくとも1種のエステル添加剤と、を含有し、前記エステル添加剤の含有量が潤滑油組成物全量を基準として0.01〜5.0質量%である潤滑油組成物。
[2]上記第1のエステルの構成脂肪酸が炭素数5〜20の分岐状脂肪酸であり、上記第2のエステルのエステル基に含まれるアルキル基が炭素数5〜20の分岐状アルキル基である、[1]に記載の潤滑油組成物。
[3]上記第1のエステルは、1,2−エポキシシクロヘキサンのシクロヘキサン環を構成する4位又は5位炭素原子に、脂肪酸のカルボキシル基から水素原子を除いた残基が、炭素数1〜4の直鎖状アルキレン基を介して結合した構造を有する、[1]又は[2]に記載の潤滑油組成物。
[4]潤滑油組成物の40℃における動粘度が5〜1000mm2/sである、[1]〜[3]のいずれか一項に記載の潤滑油組成物。
[5]上記潤滑油基油が鉱油系基油、合成油系基油及び動植物油系基油から選ばれる少なくとも1種である、[1]〜[4]のいずれか一項に記載の潤滑油組成物。
[6]上記合成油系基油がエステル及びエーテルから選ばれる少なくとも1種である、[5]に記載の潤滑油組成物。
[7][6]に記載の潤滑油組成物からなる冷凍機用潤滑油組成物。
[8]上記合成油系基油がポリオールエステル、ポリアルキレングリコール及びポリビニルエーテルから選ばれる少なくとも1種である、[7]に記載の冷凍機用潤滑油組成物。
[9]不飽和フッ化炭化水素を含有する冷媒と共に用いられる、[8]に記載の冷凍機用潤滑油組成物。
本実施形態における潤滑油基油としては、鉱油系基油、合成油系基油、動植物油系などの潤滑油基油を用いることができる。
[式中、R1、R2及びR3は同一でも異なっていてもよく、それぞれ水素原子又は炭素数1〜8の炭化水素基を示し、R4は炭素数1〜10の二価の炭化水素基又は炭素数2〜20の二価のエーテル結合酸素含有炭化水素基を示し、R5は炭素数1〜20の炭化水素基を示し、mは前記ポリビニルエーテルについてのmの平均値が0〜10となるような数を示し、R1〜R5は構造単位毎に同一であっても異なっていてもよく、1つの構造単位においてmが2以上である場合には、該構造単位中の複数のR4Oは同一でも異なっていてもよい。]
本実施形態に係る潤滑油組成物は、脂肪酸3,4−エポキシシクロヘキシルアルキルである第1のエステル及び3,4−エポキシシクロヘキシルカルボン酸アルキルである第2のエステルから選ばれる少なくとも1種のエステル添加剤を含有する。
本実施形態に係る潤滑油組成物は、本発明の目的が損なわれない範囲で、より性能を向上させるために、酸化防止剤、摩擦調整剤、摩耗防止剤、極圧剤、防錆剤、金属不活性化剤、消泡剤などの添加剤を含有することができる。
実施例1〜8及び比較例1〜6においては、それぞれ以下に示す潤滑油基油及び添加剤を用いて、表1、2に示す組成を有する潤滑油組成物を調製した。なお、表1、2中の添加剤の含有量は、潤滑油組成物全量を基準とした含有量である。
(A1)ポリオールエステル(POE):ペンタエリスリトールと2−エチルヘキサン酸と3,5,5−トリメチルヘキサン酸が質量比で1:1の混合酸とのエステル(40℃における動粘度68.0mm2/s、粘度指数90、流動点−40℃、引火点260℃)
(A2)ジエステル(DE):ジオクチルセバケート(40℃における動粘度11.6mm2/s、粘度指数150、流動点−50℃、引火点220℃)
(A3)ポリアルキレングリコール(PAG):両末端がメチル基でエーテル封鎖されたポリオキシプロピレン(平均分子量1000、40℃における動粘度46.0mm2/s、粘度指数190、流動点−45℃、引火点218℃)
(A4)鉱油:パラフィン系精製鉱油(40℃における動粘度22.0mm2/s、粘度指数95、流動点−15℃、引火点210℃)
(A5)菜種油:精製菜種油、(40℃における動粘度32.0mm2/s、粘度指数200、流動点−25℃、引火点330℃)
なお、動粘度はJIS K2283、流動点はJIS K2269、引火点はJIS K2265に準拠して測定した。
実施例の添加剤としては次のものを用いた。
(B1)3,5,5−トリメチルヘキサン酸3,4−エポキシシクロヘキシルメチル
(B2)イソステアリン酸3,4−エポキシシクロヘキシルメチル
(B3)3,4−エポキシシクロヘキサン−1−カルボン酸3,5,5−トリメチルヘキシル
3−シクロヘキセン−1−メタノール(東京化成工業(株)製)300.0g、3,5,5−トリメチルヘキサン酸(協和発酵ケミカル(株)製、商品名「イソノナン酸」)352.6g、及びp−トルエンスルホン酸(江南化工(株)製)0.7gを攪拌しながら120℃に昇温し、続いて120℃から150℃まで徐々に昇温しながら12時間反応させた。その後、150℃で3時間かけて10Torr(約1330Pa)まで徐々に減圧していき、反応溶液から未反応の原料を除去した。
得られた反応溶液を室温に戻し、酢酸エチル562.4g、蒸留水1124.9g、及び水酸化ナトリウム0.1gを加えて、30分間攪拌してアルカリ洗浄を行った。その後静置し、有機層と水層に分液させてから水層を抜き取って除去した。上記有機層に蒸留水1124.9gを加えて、30分間攪拌して水洗を行った。その後静置し、有機層と水層に分液させてから水層を抜き取って除去し、この作業を計2回実施した。回収した有機層をナスフラスコに移し、エバポレーターを用いて120℃、10Torr(約1330Pa)の条件下、上記有機層の脱溶剤を行い、3,5,5−トリメチルヘキサン酸3−シクロヘキセニルメチル511.0gを得た。
次に、上記で得た3,5,5−トリメチルヘキサン酸3−シクロヘキセニルメチル484.6g、及び酢酸エチル969.1gを30℃で攪拌しながら、30重量%過酢酸の酢酸エチル溶液(水分率0.41重量%)554.8gを2時間かけて滴下し、さらに5時間攪拌した。その後、反応後の溶液に蒸留水2008.4gを加えて30分間攪拌し、水洗を行った。その後静置し、有機層と水層に分液させてから水層を抜き取って除去し、この作業を計4回実施した。次に、エバポレーターを用いて150℃、10Torr(約1330Pa)の条件下、上記有機層の脱溶剤を行い、3,5,5−トリメチルヘキサン酸3,4−エポキシシクロヘキシルメチル505.0gを得た。
3−シクロヘキセン−1−カルボン酸メチル(東京化成工業(株)製)285.0g、3,5,5−トリメチルヘキサノール(協和発酵ケミカル(株)製、商品名「ノナノール」)322.6g、及びテトラブチルチタネート0.03gを攪拌しながら100℃に昇温し、続いて100℃から200℃まで徐々に昇温しながら15時間反応させた。その後、150℃で1時間かけて10Torr(約1330Pa)まで徐々に減圧していき、反応溶液から未反応の原料を除去し、3−シクロヘキセン−1−カルボン酸3,5,5−トリメチルヘキシル482.2gを得た。
次に、上記で得た3−シクロヘキセン−1−カルボン酸3,5,5−トリメチルヘキシル450.0g、及び酢酸エチル900.0gを30℃で攪拌しながら、30重量%過酢酸の酢酸エチル溶液(水分率0.41重量%)554.8gを2時間かけて滴下し、さらに5時間攪拌した。その後、反応後の溶液に蒸留水1865.2gを加えて30分間攪拌し、水洗を行った。その後静置し、有機層と水層に分液させてから水層を抜き取って除去し、この作業を計4回実施した。次に、エバポレーターを用いて120℃、10Torr(約1330Pa)の条件下、上記有機層の脱溶剤を行い、3,4−エポキシシクロヘキサン−1−カルボン酸3,5,5−トリメチルヘキシル450.0gを得た。
(C1)3,4−エポキシシクロヘキシルメチル(3,4−エポキシ)シクロヘキサンカルボキシレート
(C2)グリシジル−2,2−ジメチルオクタノエート
(C3)グリシジル−tert.−ブチルベンゾエート
実施例1〜8及び比較例1〜6の潤滑油組成物を試料油として、以下の方法で熱安定性試験を実施した。
含有水分量を1000ppmに調整した試料油90gをオートクレーブに秤取し、触媒(鉄、銅、アルミの線、いずれも外径1.6mm×50mm)とHFO−1234yf冷媒10g、空気50ccを封入した後、175℃に加熱し、100時間後の試料油の外観と酸価を測定した(JIS C2101)。熱安定性試験前の試料油(新油)の酸価並びに熱安定性試験後の試料油の外観及び酸価を表1、2に示す。
一方、比較例−1〜6の潤滑油組成物の場合は全て、析出が見られ、酸価の上昇が大きい。このことから、本発明の潤滑油組成物は少ない添加量で従来の添加剤と同様な効果を得ることができ、系内の有機材料への影響を抑制することができる。また、添加量を同レベルとすると安定性が大幅に向上する。
Claims (9)
- 潤滑油基油と、
脂肪酸3,4−エポキシシクロヘキシルアルキルである第1のエステル及び3,4−エポキシシクロヘキシルカルボン酸アルキルである第2のエステルから選ばれる少なくとも1種のエステル添加剤と、
を含有し、
前記エステル添加剤の含有量が潤滑油組成物全量を基準として0.01〜5.0質量%である潤滑油組成物。 - 前記第1のエステルの構成脂肪酸が炭素数5〜20の分岐状脂肪酸であり、
前記第2のエステルのエステル基に含まれるアルキル基が炭素数5〜20の分岐状アルキル基である、請求項1に記載の潤滑油組成物。 - 前記第1のエステルは、1,2−エポキシシクロヘキサンのシクロヘキサン環を構成する4位又は5位炭素原子に、脂肪酸のカルボキシル基から水素原子を除いた残基が、炭素数1〜4の直鎖状アルキレン基を介して結合した構造を有する、請求項1又は2に記載の潤滑油組成物。
- 前記潤滑油組成物の40℃における動粘度が5〜1000mm2/sである、請求項1〜3のいずれか一項に記載の潤滑油組成物。
- 前記潤滑油基油が鉱油系基油、合成油系基油及び動植物油系基油から選ばれる少なくとも1種である、請求項1〜4のいずれか一項に記載の潤滑油組成物。
- 前記合成油系基油がエステル及びエーテルから選ばれる少なくとも1種である、請求項5に記載の潤滑油組成物。
- 請求項6に記載の潤滑油組成物からなる冷凍機用潤滑油組成物。
- 前記合成油系基油がポリオールエステル、ポリアルキレングリコール及びポリビニルエーテルから選ばれる少なくとも1種である、請求項7に記載の冷凍機用潤滑油組成物。
- 不飽和フッ化炭化水素を含有する冷媒と共に用いられる、請求項8に記載の冷凍機用潤滑油組成物。
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