EP0384724A1 - Procédé de lubrification d'appareils réfrigérants - Google Patents
Procédé de lubrification d'appareils réfrigérants Download PDFInfo
- Publication number
- EP0384724A1 EP0384724A1 EP90301844A EP90301844A EP0384724A1 EP 0384724 A1 EP0384724 A1 EP 0384724A1 EP 90301844 A EP90301844 A EP 90301844A EP 90301844 A EP90301844 A EP 90301844A EP 0384724 A1 EP0384724 A1 EP 0384724A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricating oil
- oil
- range
- carbon number
- groups
- 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
- 238000000034 method Methods 0.000 title description 8
- 230000001050 lubricating effect Effects 0.000 title description 4
- 239000010687 lubricating oil Substances 0.000 claims abstract description 68
- 239000000203 mixture Substances 0.000 claims abstract description 42
- 239000002199 base oil Substances 0.000 claims abstract description 33
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 150000002148 esters Chemical class 0.000 claims abstract description 24
- 239000004593 Epoxy Substances 0.000 claims abstract description 18
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 13
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 150000002367 halogens Chemical class 0.000 claims abstract description 11
- 239000003921 oil Substances 0.000 claims description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- -1 glycerol ethers Chemical class 0.000 claims description 32
- 229910052799 carbon Inorganic materials 0.000 claims description 29
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 28
- 239000002480 mineral oil Substances 0.000 claims description 19
- 235000010446 mineral oil Nutrition 0.000 claims description 16
- 150000002334 glycols Chemical class 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 238000012545 processing Methods 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000005023 xylyl group Chemical group 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 229920013639 polyalphaolefin Polymers 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 230000000052 comparative effect Effects 0.000 description 27
- 235000019198 oils Nutrition 0.000 description 27
- 238000012360 testing method Methods 0.000 description 23
- 239000000654 additive Substances 0.000 description 19
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 12
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000010730 cutting oil Substances 0.000 description 10
- 239000003507 refrigerant Substances 0.000 description 10
- 229920001451 polypropylene glycol Polymers 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 238000000746 purification Methods 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 5
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 5
- ASLWPAWFJZFCKF-UHFFFAOYSA-N tris(1,3-dichloropropan-2-yl) phosphate Chemical compound ClCC(CCl)OP(=O)(OC(CCl)CCl)OC(CCl)CCl ASLWPAWFJZFCKF-UHFFFAOYSA-N 0.000 description 5
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 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 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 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 4
- 239000002904 solvent Substances 0.000 description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 3
- 101000823778 Homo sapiens Y-box-binding protein 2 Proteins 0.000 description 3
- PZBFGYYEXUXCOF-UHFFFAOYSA-N TCEP Chemical compound OC(=O)CCP(CCC(O)=O)CCC(O)=O PZBFGYYEXUXCOF-UHFFFAOYSA-N 0.000 description 3
- 125000002704 decyl 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])* 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 125000005702 oxyalkylene group Chemical group 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 239000010802 sludge Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HJEORQYOUWYAMR-UHFFFAOYSA-N 2-[(2-butylphenoxy)methyl]oxirane Chemical compound CCCCC1=CC=CC=C1OCC1OC1 HJEORQYOUWYAMR-UHFFFAOYSA-N 0.000 description 2
- HHDUMDVQUCBCEY-UHFFFAOYSA-N 4-[10,15,20-tris(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid Chemical compound OC(=O)c1ccc(cc1)-c1c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc([nH]2)c(-c2ccc(cc2)C(O)=O)c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc1[nH]2 HHDUMDVQUCBCEY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 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 2
- 230000000694 effects Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 2
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XKMCVHMWMWTINX-UHFFFAOYSA-N (2,3,4-trichlorophenyl) dihydrogen phosphate Chemical compound OP(O)(=O)OC1=CC=C(Cl)C(Cl)=C1Cl XKMCVHMWMWTINX-UHFFFAOYSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- RRXIBRLPSOBLIQ-UHFFFAOYSA-N 2-[(2-decylphenoxy)methyl]oxirane Chemical compound CCCCCCCCCCC1=CC=CC=C1OCC1OC1 RRXIBRLPSOBLIQ-UHFFFAOYSA-N 0.000 description 1
- ABTAANTUIVCOTF-UHFFFAOYSA-N 2-[(2-heptylphenoxy)methyl]oxirane Chemical compound CCCCCCCC1=CC=CC=C1OCC1OC1 ABTAANTUIVCOTF-UHFFFAOYSA-N 0.000 description 1
- LEYWCVIABUVRSU-UHFFFAOYSA-N 2-[(2-hexylphenoxy)methyl]oxirane Chemical compound CCCCCCC1=CC=CC=C1OCC1OC1 LEYWCVIABUVRSU-UHFFFAOYSA-N 0.000 description 1
- WNISWKAEAPQCJQ-UHFFFAOYSA-N 2-[(2-nonylphenoxy)methyl]oxirane Chemical compound CCCCCCCCCC1=CC=CC=C1OCC1OC1 WNISWKAEAPQCJQ-UHFFFAOYSA-N 0.000 description 1
- UYBCNHLHWUHLOF-UHFFFAOYSA-N 2-[(2-pentylphenoxy)methyl]oxirane Chemical compound CCCCCC1=CC=CC=C1OCC1OC1 UYBCNHLHWUHLOF-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000013556 antirust agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- YKGYQYOQRGPFTO-UHFFFAOYSA-N bis(8-methylnonyl) hexanedioate Chemical compound CC(C)CCCCCCCOC(=O)CCCCC(=O)OCCCCCCCC(C)C YKGYQYOQRGPFTO-UHFFFAOYSA-N 0.000 description 1
- 238000012661 block copolymerization Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000004965 chloroalkyl group Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- SPBMDAHKYSRJFO-UHFFFAOYSA-N didodecyl hydrogen phosphite Chemical compound CCCCCCCCCCCCOP(O)OCCCCCCCCCCCC SPBMDAHKYSRJFO-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LZJUZSYHFSVIGJ-UHFFFAOYSA-N ditridecyl hexanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCCCCC LZJUZSYHFSVIGJ-UHFFFAOYSA-N 0.000 description 1
- FVBSDVQDRFRKRF-UHFFFAOYSA-N ditridecyl pentanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CCCC(=O)OCCCCCCCCCCCCC FVBSDVQDRFRKRF-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
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- 238000000227 grinding Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910001872 inorganic gas Inorganic materials 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 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
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 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
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- XHTMGDWCCPGGET-UHFFFAOYSA-N tris(3,3-dichloropropyl) phosphate Chemical compound ClC(Cl)CCOP(=O)(OCCC(Cl)Cl)OCCC(Cl)Cl XHTMGDWCCPGGET-UHFFFAOYSA-N 0.000 description 1
- 239000010723 turbine oil Substances 0.000 description 1
Classifications
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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Definitions
- the present invention relates to compositions useful as lubricating oil.
- refrigerating machines which are effected by compressing the vapor of a refrigerant are classified into three types composed of rotary compressor type, reciprocating compressor type and centrifugal compressor type, in accordivelyance with structural type of their compressors.
- the rotary refrigerating machines namely refrigerating machines having a rotary compressor, are widely employed to refrigerators, air conditioners and the like for home use, because they have such a meritorious property that they can be miniaturized and driven with a highly reduced noise.
- the reciprocative refrigerating machines are also widely employed as refrigerating machines for car air con ditioners and the like, because they can be made as a big one having a large refrigerating capacity and have high mechanical reliability.
- halogenated hydrocarbons typified by trichloromonofluoromethane (CFC-11), dichlorodifluoromethane (CFC-12), monochlorodifluoromethane (HCFC-22), trichlorotrifluoroethane (CFC-113) or the like, hydrocarbons, in which propane is a typical substance, and inorganic gases typified by ammonia, carbon dioxide or the like.
- HFC-134a 1,1,1,2-tetrafluoroethane
- lubricating oils for the refrigerating machines using such refrigerants there are generally used paraffinic mineral oils, naphthenic mineral oils, alkylbenzenes, poly- ⁇ -olefines, oils consisting of polyoxyalkylene and/or polyalkylene glycol compounds and a mixture of two or more of these oils, or oils obtained by adding one or more additives to these base oils.
- antioxidants of phenolic or amino compounds there are mainly used antioxidants of phenolic or amino compounds, compounds of benzotriazole type for inactivating metals (Japanese Patent Publication 19352/1985), hydrogen chloride removing agents typified by epoxy compounds (Japanese Patent Publication 42119/1982), load carrying additives of esterified compounds of phosphoric acid typified by triphenyl phosphate and tricresyl phosphate.
- the refrigerating machines which are effected by compressing the vapor of the refrigerant under the use of such a lubricating oil, are continuously operated for a very long period of time as refrigerating machines in refrigerators, or are intermittently operated under rigorous conditions as refrigerating machines in car air conditioners accompanied by a high load and the repeated and sudden changes between their stopped state and operated state. Therefore, they must have a high grade safety and reliability in their operations.
- the refrigerating machine According to the recently strengthened tendency of demanding the miniaturization and lightening with regard to almost every kinds of machines, the refrigerating machine have also been forced so as to operate under more rigorous conditions caused by its miniaturized and lightened design.
- the wear resistant properties of the metal portions contacting and sliding each other in such refrigerating machines are very important. For example, when the top ends of the vanes of the rotor or the inner surface of the compressor housing in a rotary compressor are worn, the vapor of the refrigerant leaks through the gap generated between the vane and the housing by the abrasion, and as the result, the compression efficiency of the compressor is reduced. Moreover, when the wear proceeded to an extreme state, the compressor can not continue its mechanically smooth operation, and finaly it becomes entirely impossible to operate by the reason of co-searing phenomenon of the metal portions to be smoothly slided each other.
- esters of phosphorous acid which have heretofore been used as extreme pressure agents can increase the lubricational properties of the metal processing oil
- the esters have problems in their stabilities such as storage stability, thermal stability and stability for hydrolysis.
- the shortage in these stabilities can be improved by adding an amine compound to the oil.
- the lubricational properties of the metal processing oil is inversely reduced by the addition of such an amine compound.
- phosphate esters and zinc dithiophosphate as the alternatives of the esters of phosphorous acid are excellent in the stabilities, however such alternatives can not give any satisfactory metal processing oil having sufficient lubricational properties.
- the purpose of the present invention is to provide lubricating oil compositions superior in their stabilities and anti-wear properties.
- the lubricating oil composition of the present invention comprises a base oil consisting of a mineral oil and/or a synthetic oil and a halogen containing ester of phosphoric acid as an essential component which is expressed by the following general formula: wherein the respective atomic groups of X, Y and Z are the same or different groups each selected from the assemblage composing of alkyl groups having a carbon number of from 1 to 12, modified alkyl groups having one or more oxygen atoms each located between two carbon atoms of the alkyl group and a carbon number of from 1 to 12, phenyl, cresyl, xylyl and halogen substituted groups of the above groups, and the total number of the halogen atoms in the groups of X, Y and Z is in the range of from 1 to 9, in an amount in the range of from 0.01 to 5 parts by weight, preferably in the range of from 0.1 to 2.0 parts by weight, more preferably in the range of from 0.5 to 1.0 part by weight, relative to
- the lubricating oil composition of the present invention can further comprise an epoxy compound in an amount in the range of from 0.1 to 5.0 parts by weight, preferably in the range of from 0.2 to 2.0 parts by weight, relative to 100 parts by weight of the base oil consisting of a mineral oil and/or a synthetic oil.
- any oil can be employed so long as it is used for preparing a base oil of conventional lubricating oils.
- the mineral oil for preparing the base oil there is used a mineral oil obtained by purifying a relatively heavy fraction got from atmospheric or reduced pressure distillation of a raw petroleum with a purifying procedure composed of a suitable combination of various purification techniques such as deasphalting by a solvent, solvent extraction, hydrogenating decomposition, solvent dewaxing, catalytic dewaxing, sulfuric acid washing, purification by using a terra alba, hydrogenating purification and the like.
- the synthetic oils for preparing the base oil there may be specifically mentioned normal paraffines; isoparaffines; oligomers of ⁇ -olefines such as polybutenes, polyisobutylenes, oligomers of 1-decence and the like; alkylbenzenes such as monoalkylbenzenes, dialkylbenzenes, polyalkylbenzenes and the like; alkylnaphthalenes such as monoalkylnaphthalenes, dialkylnaphthalenes, polyalkylnaphthalenes and the like; diesters of dicarboxylic acids such as di-2-ethylhexyl sebacate, dioctyl adipate, di-iso-decyl adipate, ditridecyl adipate, ditridecyl glutarate and the like; esters of polyhydric alcohols such as trimethylolpropane
- These mineral and synthetic base oils can also be used in combination of two or more.
- the mineral oil employed for preparing the base oil of the lubricating oil composition used as lubricating oil for a refrigerating machine there can preferably be used a mineral oil which is obtained by purifying, for example, a paraffinic or naphthenic raw petroleum with a purifying procedure composed of a suitable combination of various purification manners such as distillation under a reduced pressure, deasphalting by a solvent, solvent extraction, hydrogenating decomposition, solvent dewaxing, catalytic dewaxing, sulfuric acid washing, purification with a terra alba, hydrogenating purification and the like and has a sulfur content in the range of from 0.05 to 2.0% by weight and an aromotic hydrocarbon content in the range of from 2 to 20% by weight.
- a mineral oil which is obtained by purifying, for example, a paraffinic or naphthenic raw petroleum with a purifying procedure composed of a suitable combination of various purification manners such as distillation under a reduced pressure, deasphalting by a solvent,
- synthetic oils such as poly- ⁇ -olefines obtained by polymerizing ⁇ -olefines, alkylbenzenes and mixtures of alkylbenzenes having one and/or two of straight chain or branched chain alkyl groups of a carbon number in the range of from 5 to 30 as the side chains, and polyoxyalkylene glycol compounds.
- Especially preferred base oil in these base oils is a synthetic oil consisting of at least one polyoxyalkylene glycol compound selected from the assemblage composing of [I] polyoxyalkylene glycol compounds expressed by the following general formula: R2( ⁇ OR1) ⁇ OR3 wherein a is an integer in the range of from 5 to 70, R1 indicates an alkylene group having a carbon number of from 2 to 4, and each of R2 and R3 indicates independently a hydrogen atom or an alkyl group having a carbon number of from 1 to 18; and [II] glycerol ethers of polyoxyalkylene glycols compounds expressed by the following general formula: wherein each of b, c and d is an integer selected from 3 to 40 so as to satisfy the equation of 9 ⁇ b + c + d ⁇ 50; R4, R5, and R6 are the same or different alkylene groups each having a carbon number of from 2 to 4; and each of R7, R8, and R9 is independently a hydrogen atom or an alky
- alkylene groups expressed by R1, R4, R5, and R6 and each having a carbon number of from 2 to 4 there may be mentioned, more specifically, the following atomic groups:
- alkylene groups the groups of ethylene, propylene, butylene and tetramethylene are preferable.
- alkyl groups expressed by R2,R3, R7, R8 and R9 and each having a carbon number of from 1 to 18 there may be specifically mentioned alkyl groups of methyl, ethyl,propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl.
- alkyl groups the alkyl groups of methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl and octadecyl are preferivelyable.
- polyoxyalkylene glycol compounds [I] and the polyoxyalkylene glycol glycerol ether compounds [II] in the present invention may have alkylene groups different each other in their carbon numbers in a molecule.
- each polyoxyalkylene chain in a molecule of these polyoxyalkylene glycol compounds [I] and polyoxyalkylene glycol glycerol ether compounds [II] may be a chain obtained by randum copolymerization or block copolymerization of oxyalkylene groups different each other in their carbon numbers.
- the ratio of the total number of the oxyethylene groups in the polyoxyalkylene chain relative to the total number (a) of the oxyalkylene groups in the polyoxyalkylene chain has an average value in the range of from 0 to 0.8 and that, in a molecule of the polyoxyalkylene glycol glycerol ether compounds [II], the ratio of the total number of the oxyethylene groups in the polyoxyalkylene chains relative to the total number (b+c+d) of the oxyalkylene groups in the polyoxyalkylene chains has also an average value in the range of from 0 to 0.8.
- polyoxyalkylene glycol compound of [I] or [II] is generally preferable to use in its average molecular weight in the range of from 300 to 4,000, more preferably in the range of from 500 to 3,500.
- mineral and synthetic oils can be employed solely or in a combination of two or more for preparing the base oil of the present invention.
- the preferable viscosity of these base oils is in the range of from 2.0 to 100 cSt at 40 °C.
- composition of the present invention comprises that the base oil described above is added with the halogen containing ester of phosphoric acid which is an essential component for the lubricating oil compositions of the present invention and expressed by the following general foumula.
- the respective groups of X, Y and Z indicate the same or different groups each selected from the assemblage composing of alkyl groups having a carbon number of from 1 to 12, preferably from 3 to 9, modified alkyl groups having one or more oxygen atoms each located between two carbon atoms of the alkyl group and a carbon number of from 1 to 12, preferably from 3 to 9, phenyl, cresyl, xylyl and halogen substituted groups of the above groups.
- the total number of the halogen atoms contained in the groups of X, Y and Z is in the range of from 1 to 9, and is preferably in the range of from 2 to 6.
- alkyl groups each having a carbon number of from 1 to 12
- alkyl groups of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl and dodecyl.
- the above modified alkyl group having a carbon number of from 1 to 12 means a group which has one or more oxygen atoms each located between two carbon atoms of the alkyl group.
- modified alkyl groups there may be mentioned modified alkyl groups having at lest one ether structure and expressed by the following general formula of R10( ⁇ OR11) ⁇ wherein R10 is an alkyl group, R11 is an alkylene group and n is an integer of 1 or more.
- Such an alkyl group or a modified alkyl group for the groups of X, Y and Z may have a straight or branched atomic chain.
- methyl substituent on the benzene rings of cresyl and xylyl groups for X, Y and Z can be attached to any carbon atom of the benzene rings.
- halogen atoms substituting the hydrogen atom in the groups of X, Y and Z there may be mentioned atoms of fluorine, chlorine, bromine and iodine, and chlorine is preferred in these halogens.
- the halogen containing ester of phosphoric acid described above is included in an amount in the range of from 0.01 to 5.0 parts by weight, preferably in the range of from 0.1 to 2.0 parts by weight, more preferably in the range of from 0.5 to 1.0 part by weight, relative to 100 parts by weight of the base oil described hereinbefore.
- the resultant lubricating oil is inferior in its lubricating performance.
- the content is greater than the upper limit of the range, the lubricating performance of the resulting lubricating oil obtained by adding the ester of phosphoric acid is not increased in proportion to the content of the ester. Therefore, the content of the ester out of the above range is not preferred in the resultant lubricating oil.
- esters of phosphoric acid there are some esters each of which has the tendency of easily liberating its chlorine atom from the molecule of the ester. In this case, the metals used in the refrigerating system encounter the danger of corrosion due to the liberated chlorine.
- the lubricating oil composition may additionally be mixed with one or more epoxy compounds selected from the assemblage composing of:
- epoxy compounds (i) of phenyl glycidyl ether type mentioned above there can be exemplified phenyl glycidyl ether and alkylphenyl glycidyl ethers.
- alkylphenyl group in the ethers is a modified phenyl group with one, two or three alkyl groups each having a carbon number of from 1 to 13.
- alkylphenyl glycidyl ethers there may be preferred alkylphenyl glycidyl ethers each having an alkyl group of a carbon number in the range of from 4 to 10 on the phenyl group, such as butylphenyl glycidyl ether, pentylphenyl glycidyl ether, hexylphenyl glycidyl ether, heptylphenyl glycidyl ether, octylphenyl glycidyl ether, nonylphenyl glycidyl ether and decylphenyl glycidyl ether.
- alkylphenyl glycidyl ethers each having an alkyl group of a carbon number in the range of from 4 to 10 on the phenyl group, such as butylphenyl glycidyl ether, pentylphenyl glycidyl
- esters (ii) of epoxidized fatty acids there can be exemplified esters formed from fatty acids having a carbon number of from 12 to 20 and various alcohols having a carbon number of from 1 to 8, phenol or alkyl phenols.
- butyl, hexyl, benzyl, cyclohexyl, methoxyethyl, octyl, phenyl or butylphenyl ester of epoxidized stearic acid is preferably used.
- epoxidized vegetable oils (iii) there can be exemplified an epoxidized vegetable oil obtained by epoxidizing a vegetable oils such as soybean oil, linseed oil, cottonseed oil and the like.
- epoxy compounds of from (i) to (iii) the epoxy compounds of phenyl glycidyl ether type and monoesters of epoxidized fatty acids are preferable.
- the epoxy compounds of phenyl glycidyl ether type are especially preferred in these preferable epoxy compounds of phenyl glycidyl ether type and monoesters of epoxidized fatty acids. Furthermore, phenyl glycidyl ether, butylphenyl glycidyl ether and a mixture of both the ethers are more especially preferred.
- the amount of the epoxy compound to be added is in the range of from 0.1 to 5.0 parts by weight, preferably in the range of from 0.2 to 2.0 parts by weight, relative to 100 parts by weight of the base oil in the lubricating oil compositions.
- the adding amount of the epoxy compound does not reach to the lower limit of the above range, the effect of preventing the metal corrosion obtained by adding the epoxy compound into the lubricating oil composition of the present invention becomes poor.
- additives for lubricating oils can be added to the lubricating oil compositions of the present invention for further improving the properties of the resultant compositions.
- antoxidants such as various compounds of phennol type, amine type and the like
- purifying detergents or dispersants such as sulfonates, phenolates and salicylates of alkaline earth metals, alkenylsuccinimide, benzylamine and the like
- pour point depressants such as polyalkylmethacrylates, polystyrenes, polubutenes, ethylene-propylene copolymers and the like
- viscosity-index improving agents such as polyalkylmethacrylates, polyisobutylenes, polystyrenes, ethylene-propylene copolymers and the like
- oiliness agents such as fatty acids and their esters, higher alcohols
- the lubricating oil compositions of the present invention can be utilized in wide applicational uses such as lubricants used to compressors of refigerating machines for automobile or home use air conditioners, cold and/or freezed storage, automatic vending machines, showcases, cooling apparutuses used in chemical plants, air drying machines and the like; oils for various matal processing such as cutting, grinding, rolling, pressing, drawing, drawing-ironing, forging and the like; engine oils for four cycle and two cycle gasoline engines, diesel engines of land or marine use, gas engines and the like; turbine oils for industrial turbines, gas turbines, marine turbines and the like; gear oils for gears of automobiles, various gears of industrial use, variable speed hydraulic transmissions and the like; oils for actuating hydraulic presses; compressor oils; oils for vacuum pumps; oils for sliding guide way, bearing oils and the like.
- TDCPP Tris-dichloropropyl phosphate
- TCEP Tris-chloroethyl phosphate
- PGDCPP Polyoxyalkylene-bis[di(chloroalkyl)] phosphate
- TCPP Tris-chlorophenyl phosphate
- PGE Phenyl glycidyl ether
- TCP Tricresyl phosphate
- TPP Triphenyl phosphate
- DBDS Dibenzyl disulfide
- Zn-DTP Zinc dithiophosphate
- CPW Chlorinated paraffine wax
- DBPC 2,6-di-t-butyl-p-cresol
- DLHP Dilauryl hydrogen phosphite.
- the searing load in this test was measured in accordance with the method of ASTM D 3233 after the antecedent inuring operation for 5 minutes under conditions of the initial oil temperature of 25 °C and the load of 250 lb.
- the amount of wear of the test journal was measured for the operation of 3 hours under the load of 350 lb in accordance with the method of ASTM D 2670 after an antecedent inuring operation for 5 minutes under conditions of the initial oil temperature of 25 °C and the load of 250 lb.
- the degree of the color change of the lubricating oil tested was classified into twelve grades defining its black-brown state as 11 and colorless state as 0.
- Example 1 Mineral oil [100] 4.4 -- -- TCP [1.0] Com.
- Example 2 Alkylbenzene [100] 5.2 -- -- TPP [1.0] Com.
- Example 3 Polyoxypropylene glycol [100] 4.3 -- -- TCP [1.0] Com.
- Example 4 Mineral oil [100] 4.4 -- -- CPW [1.0] Com.
- Example 5 Mineral oil [100] 4.4 -- PGE [1.0] DBDS [0.3] Com.
- Example 6 Mineral oil [100] 4.4 -- PGE [1.0] Zn-DTP[0.5] Com.
- Example 7 Alkylbenzene [100] 5.2 -- PGE [1.0] CPW [2.0] Com.
- Example 8 Polyoxypropylene glycol monobutyl ether [100] 4.1 -- PGE [1.0] Zn-DTP[0.5] Note: * The kinematic viscosity of base oil was measured by the method in accordance with JIS K 2283. Table 2 Example and Comparative Example Falex test Sealed-tube test Load-Fail Value lb Amount of Pin Wear mg Refrigerant* Color change of test oil External appearance of catalyst Example 1 1,550 2.9 12 2 Gloss is reduced. Example 2 1,500 3.3 12 2 No change Example 3 1,450 3.5 12 2 Gloss is reduced. Example 4 1,500 3.0 12 1 Gloss is reduced.
- Example 5 1,100 3.6 12 1 No change Example 6 1,100 4.2 12 0 No change Example 7 1,050 4.5 134 0 No change Example 8 1,000 4.7 134 0 No change Example 9 1,050 4.3 134 0 No change Comparative Example 1 1,250 15.1 12 2 Gloss is reduced. Comparative Example 2 1,250 16.5 12 1 Gloss is reduced. Comparative Example 3 800 17.7 12 0 No change Comparative Example 4 1,550 5.8 12 11 Blackened Comparative Example 5 1,450 4.9 12 11 Blackened Comparative Example 6 1,400 7.2 12 11 Blackened Comparative Example 7 1,500 6.2 134 11 Blackened Comparative Example 8 1,100 9.5 134 11 Blackened Note: * 12 indicates CFC-12 and 134 indicates HFC-134a.
- the lubricating oils for refrigerating machines according to the present invention are higher at a value in the range of from 200 to 300 lb in the searing loads of Falex test and are also reduced to a value of from one fourth to one fifth in the amounts of wears of Falex test, in comparison with those of the lubricating oils of Comparative Examples 1 to 3 in each of which an antiwear agent used to conventional lubricating oils for refrigerating machine was added with.
- the lubricating oils for refrigerating machines according to the present invention exhibit sufficient thermal stability in the sealed-tube tests and are also superior than the lubricating oils using the conventional antiwear agents.
- the amount of wear of the test journal was measured for the operation of 30 minutes under the load of 1,300 lb in ccordance with the method of ASTM D 2670 after an antecedent inuring operation for 5 minutes under conditions of the initial oil temperature of 25°C and the load of 250 lb.
- a sample of the cutting oil was placed in a test tube and was maintained for 24 hours in a thermostatic air bath at the temperature of 120 °C, and then the cutting oil was observed visually.
- the cutting oil according to the present invention is superior in thermal stability by comparison to the cutting oil of Comparative Example 9 which was added with DLHP as a phosphite compound, and is also superior in antiwear property by comparison to the cutting oil of Comparative Example 10 which was added with Zn-DTP.
- the cutting oil of Example 11 which was prepared by further adding an amine compound to the cutting oil composition of Comparative Example 9 is improved in thermal stability, but is inferior in antiwear property.
- the lubricating oil compositions according to the present invention are superior in performance of reducing the wear of metals and thermal stability.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
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Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP40278/89 | 1989-02-22 | ||
JP4027889 | 1989-02-22 | ||
JP291065/89 | 1989-11-10 | ||
JP1291065A JP2588287B2 (ja) | 1989-02-22 | 1989-11-10 | 冷凍機油組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0384724A1 true EP0384724A1 (fr) | 1990-08-29 |
EP0384724B1 EP0384724B1 (fr) | 1993-10-13 |
Family
ID=26379729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90301844A Expired - Lifetime EP0384724B1 (fr) | 1989-02-22 | 1990-02-21 | Procédé de lubrification d'appareils réfrigérants |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0384724B1 (fr) |
JP (1) | JP2588287B2 (fr) |
DE (1) | DE69003835T2 (fr) |
ES (1) | ES2046691T3 (fr) |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0452816A2 (fr) * | 1990-04-20 | 1991-10-23 | Nippon Oil Co. Ltd. | Utilisation de huiles lubrifiantes synthétiques in réfrigérants |
EP0461262A1 (fr) * | 1989-12-14 | 1991-12-18 | Idemitsu Kosan Company Limited | Utilisation d'huile réfrigérante pour réfrigérant à base d'hydrofluorocarbone |
EP0482759A1 (fr) * | 1990-09-21 | 1992-04-29 | The Lubrizol Corporation | Agent anti-émulsion/anti-mousse utilisable dans des huiles |
EP0496937A1 (fr) * | 1991-01-30 | 1992-08-05 | Hitachi, Ltd. | Lubrificant pour compresseurs frigorifiques |
EP0499793A1 (fr) * | 1991-01-18 | 1992-08-26 | Nippon Oil Co., Ltd. | Huiles lubrifiantes synthétiques |
EP0501440A1 (fr) * | 1991-02-26 | 1992-09-02 | Kao Corporation | Composition utilisée comme fluide de travail pour machine frigorifique |
WO1992017563A1 (fr) * | 1991-04-08 | 1992-10-15 | Allied-Signal Inc. | Glycols de polyoxyalkylene stabilises |
EP0510633A1 (fr) * | 1991-04-24 | 1992-10-28 | Japan Sun Oil Company, Ltd. | Composition d'huile lubrifiante et son utilisation |
US5198135A (en) * | 1990-09-21 | 1993-03-30 | The Lubrizol Corporation | Antiemulsion/antifoam agent for use in oils |
EP0557104A1 (fr) * | 1992-02-20 | 1993-08-25 | Nippon Oil Co., Ltd. | Composition d'huile pour réfrigérateur ayant un fluide réfrigérant à base d'alcane fluoré |
US5391311A (en) * | 1990-04-20 | 1995-02-21 | Nippon Oil Co., Ltd. | Fluid compositions for refrigerators |
US5833876A (en) * | 1992-06-03 | 1998-11-10 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
US5853609A (en) * | 1993-03-10 | 1998-12-29 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
EP0989179A1 (fr) * | 1998-09-21 | 2000-03-29 | Nippon Mitsubishi Oil Corporation | Huile pour machine réfrigérante |
CN1083538C (zh) * | 1991-04-30 | 2002-04-24 | 株式会社日立制作所 | 压缩机及其在致冷机中的应用 |
EP0980416B2 (fr) † | 1997-05-07 | 2009-06-10 | Shell Internationale Research Maatschappij B.V. | Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK1268721T3 (da) * | 2000-03-16 | 2005-09-19 | Lubrizol Corp | Anvendelse af smöremiddelsammensætning til ammoniakbaserede kölemidler med gode forseglings egenskaber |
EP2284249A3 (fr) | 2000-07-26 | 2011-05-18 | Idemitsu Kosan Co., Ltd. | Huile lubrifiante pour réfrigérateur et composition de liquides pour réfrigérateur l'utilisant |
WO2006030490A1 (fr) * | 2004-09-14 | 2006-03-23 | Idemitsu Kosan Co., Ltd. | Formulation d’huile pour réfrigérateur |
EP2367915B1 (fr) * | 2008-12-23 | 2018-04-25 | Shrieve Chemical Products, Inc. | Composition lubrifiante pour frigorigène |
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- 1990-02-21 ES ES199090301844T patent/ES2046691T3/es not_active Expired - Lifetime
- 1990-02-21 EP EP90301844A patent/EP0384724B1/fr not_active Expired - Lifetime
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Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0461262A4 (en) * | 1989-12-14 | 1992-03-18 | Idemitsu Kosan Company Limited | Refrigerator oil composition for hydrofluorocarbon refrigerant |
US5403503A (en) * | 1989-12-14 | 1995-04-04 | Idemitsu Kosan Co., Ltd. | Refrigerator oil composition for hydrogen-containing hydrofluorocarbon refrigerant |
EP0461262A1 (fr) * | 1989-12-14 | 1991-12-18 | Idemitsu Kosan Company Limited | Utilisation d'huile réfrigérante pour réfrigérant à base d'hydrofluorocarbone |
EP0550407A2 (fr) * | 1990-04-20 | 1993-07-07 | NIPPON OIL Co. Ltd. | Huiles lubrifiantes synthétiques |
EP0548049A2 (fr) * | 1990-04-20 | 1993-06-23 | NIPPON OIL Co. Ltd. | Huiles lubrifiantes synthétiques |
US5262076A (en) * | 1990-04-20 | 1993-11-16 | Nippon Oil Co., Ltd. | Synthetic lubricating oils |
EP0550407A3 (en) * | 1990-04-20 | 1993-09-29 | Nippon Oil Co. Ltd. | Synthetic lubricating oils |
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EP0452816A2 (fr) * | 1990-04-20 | 1991-10-23 | Nippon Oil Co. Ltd. | Utilisation de huiles lubrifiantes synthétiques in réfrigérants |
US5391311A (en) * | 1990-04-20 | 1995-02-21 | Nippon Oil Co., Ltd. | Fluid compositions for refrigerators |
US5198135A (en) * | 1990-09-21 | 1993-03-30 | The Lubrizol Corporation | Antiemulsion/antifoam agent for use in oils |
EP0482759A1 (fr) * | 1990-09-21 | 1992-04-29 | The Lubrizol Corporation | Agent anti-émulsion/anti-mousse utilisable dans des huiles |
EP0499793A1 (fr) * | 1991-01-18 | 1992-08-26 | Nippon Oil Co., Ltd. | Huiles lubrifiantes synthétiques |
EP0496937A1 (fr) * | 1991-01-30 | 1992-08-05 | Hitachi, Ltd. | Lubrificant pour compresseurs frigorifiques |
EP0501440A1 (fr) * | 1991-02-26 | 1992-09-02 | Kao Corporation | Composition utilisée comme fluide de travail pour machine frigorifique |
WO1992017563A1 (fr) * | 1991-04-08 | 1992-10-15 | Allied-Signal Inc. | Glycols de polyoxyalkylene stabilises |
EP0510633A1 (fr) * | 1991-04-24 | 1992-10-28 | Japan Sun Oil Company, Ltd. | Composition d'huile lubrifiante et son utilisation |
CN1083538C (zh) * | 1991-04-30 | 2002-04-24 | 株式会社日立制作所 | 压缩机及其在致冷机中的应用 |
EP0557104A1 (fr) * | 1992-02-20 | 1993-08-25 | Nippon Oil Co., Ltd. | Composition d'huile pour réfrigérateur ayant un fluide réfrigérant à base d'alcane fluoré |
US5833876A (en) * | 1992-06-03 | 1998-11-10 | Henkel Corporation | Polyol ester lubricants for refrigerating compressors operating at high temperatures |
US5853609A (en) * | 1993-03-10 | 1998-12-29 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
EP0980416B2 (fr) † | 1997-05-07 | 2009-06-10 | Shell Internationale Research Maatschappij B.V. | Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2 |
EP0989179A1 (fr) * | 1998-09-21 | 2000-03-29 | Nippon Mitsubishi Oil Corporation | Huile pour machine réfrigérante |
Also Published As
Publication number | Publication date |
---|---|
EP0384724B1 (fr) | 1993-10-13 |
ES2046691T3 (es) | 1994-02-01 |
DE69003835T2 (de) | 1994-03-03 |
DE69003835D1 (de) | 1993-11-18 |
JPH0328297A (ja) | 1991-02-06 |
JP2588287B2 (ja) | 1997-03-05 |
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