JP5211752B2 - 冷凍機用潤滑油組成物及びそれを用いた冷凍機用作動流体組成物 - Google Patents
冷凍機用潤滑油組成物及びそれを用いた冷凍機用作動流体組成物 Download PDFInfo
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- JP5211752B2 JP5211752B2 JP2008044812A JP2008044812A JP5211752B2 JP 5211752 B2 JP5211752 B2 JP 5211752B2 JP 2008044812 A JP2008044812 A JP 2008044812A JP 2008044812 A JP2008044812 A JP 2008044812A JP 5211752 B2 JP5211752 B2 JP 5211752B2
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- Prior art keywords
- lubricating oil
- compound
- refrigerator
- oil composition
- acid
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- 239000000203 mixture Substances 0.000 title claims abstract description 86
- 239000010687 lubricating oil Substances 0.000 title claims description 67
- 239000012530 fluid Substances 0.000 title claims description 17
- -1 ester compound Chemical class 0.000 claims abstract description 153
- 229920005862 polyol Polymers 0.000 claims abstract description 21
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 14
- 239000000194 fatty acid Substances 0.000 claims abstract description 14
- 229930195729 fatty acid Natural products 0.000 claims abstract description 14
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 14
- 150000003077 polyols Chemical class 0.000 claims abstract description 11
- 239000003507 refrigerant Substances 0.000 claims description 40
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 39
- 229910052761 rare earth metal Inorganic materials 0.000 claims description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 27
- 150000002910 rare earth metals Chemical class 0.000 claims description 25
- 239000000460 chlorine Substances 0.000 claims description 20
- 229910052801 chlorine Inorganic materials 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 16
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 150000002148 esters Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 238000005057 refrigeration Methods 0.000 abstract description 4
- 239000000314 lubricant Substances 0.000 abstract description 2
- 230000000694 effects Effects 0.000 description 32
- 239000002253 acid Substances 0.000 description 25
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 21
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 19
- 238000010292 electrical insulation Methods 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 14
- 238000003786 synthesis reaction Methods 0.000 description 13
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 12
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 9
- 230000002265 prevention Effects 0.000 description 9
- 238000011282 treatment Methods 0.000 description 8
- 230000007797 corrosion Effects 0.000 description 7
- 238000005260 corrosion Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 6
- 239000002199 base oil Substances 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- 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 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 229910052779 Neodymium Inorganic materials 0.000 description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 238000007747 plating Methods 0.000 description 5
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 4
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 4
- OVBFMEVBMNZIBR-UHFFFAOYSA-N 2-methylvaleric acid Chemical compound CCCC(C)C(O)=O OVBFMEVBMNZIBR-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 238000006359 acetalization reaction Methods 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 229940125904 compound 1 Drugs 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 150000004292 cyclic ethers Chemical group 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- FKCNNGCHQHSYCE-UHFFFAOYSA-N difluoromethane;1,1,1,2,2-pentafluoroethane;1,1,1,2-tetrafluoroethane Chemical compound FCF.FCC(F)(F)F.FC(F)C(F)(F)F FKCNNGCHQHSYCE-UHFFFAOYSA-N 0.000 description 3
- 239000010696 ester oil Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 3
- 239000010726 refrigerant oil Substances 0.000 description 3
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 3
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 description 2
- YSEQNZOXHCKLOG-UHFFFAOYSA-N 2-methyl-octanoic acid Chemical compound CCCCCCC(C)C(O)=O YSEQNZOXHCKLOG-UHFFFAOYSA-N 0.000 description 2
- CVKMFSAVYPAZTQ-UHFFFAOYSA-N 2-methylhexanoic acid Chemical compound CCCCC(C)C(O)=O CVKMFSAVYPAZTQ-UHFFFAOYSA-N 0.000 description 2
- NZQMQVJXSRMTCJ-UHFFFAOYSA-N 3-Methyl-hexanoic acid Chemical compound CCCC(C)CC(O)=O NZQMQVJXSRMTCJ-UHFFFAOYSA-N 0.000 description 2
- ATUUSOSLBXVJKL-UHFFFAOYSA-N 3-ethylpentanoic acid Chemical compound CCC(CC)CC(O)=O ATUUSOSLBXVJKL-UHFFFAOYSA-N 0.000 description 2
- DIVCBWJKVSFZKJ-UHFFFAOYSA-N 4-methyl-hexanoic acid Chemical compound CCC(C)CCC(O)=O DIVCBWJKVSFZKJ-UHFFFAOYSA-N 0.000 description 2
- MHPUGCYGQWGLJL-UHFFFAOYSA-N 5-methyl-hexanoic acid Chemical compound CC(C)CCCC(O)=O MHPUGCYGQWGLJL-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 2
- 229910001172 neodymium magnet Inorganic materials 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
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- RNVYQYLELCKWAN-UHFFFAOYSA-N solketal Chemical compound CC1(C)OCC(CO)O1 RNVYQYLELCKWAN-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 229910000859 α-Fe Inorganic materials 0.000 description 2
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- MLFLWIBXZIPYEI-UHFFFAOYSA-N 2,2,3-trimethylbutanoic acid Chemical compound CC(C)C(C)(C)C(O)=O MLFLWIBXZIPYEI-UHFFFAOYSA-N 0.000 description 1
- UDILKAAYNUPREE-UHFFFAOYSA-N 2,2,4,4-tetramethylpentanoic acid Chemical compound CC(C)(C)CC(C)(C)C(O)=O UDILKAAYNUPREE-UHFFFAOYSA-N 0.000 description 1
- YTTWDTVYXAEAJA-UHFFFAOYSA-N 2,2-dimethyl-hexanoic acid Chemical compound CCCCC(C)(C)C(O)=O YTTWDTVYXAEAJA-UHFFFAOYSA-N 0.000 description 1
- VUAXHMVRKOTJKP-UHFFFAOYSA-N 2,2-dimethylbutyric acid Chemical compound CCC(C)(C)C(O)=O VUAXHMVRKOTJKP-UHFFFAOYSA-N 0.000 description 1
- IKNDGHRNXGEHTO-UHFFFAOYSA-N 2,2-dimethyloctanoic acid Chemical compound CCCCCCC(C)(C)C(O)=O IKNDGHRNXGEHTO-UHFFFAOYSA-N 0.000 description 1
- LHJPKLWGGMAUAN-UHFFFAOYSA-N 2-ethyl-2-methyl-butanoic acid Chemical compound CCC(C)(CC)C(O)=O LHJPKLWGGMAUAN-UHFFFAOYSA-N 0.000 description 1
- CUUQJONZHFARFJ-UHFFFAOYSA-N 2-methyl-2-propylhexanoic acid Chemical compound CCCCC(C)(C(O)=O)CCC CUUQJONZHFARFJ-UHFFFAOYSA-N 0.000 description 1
- MLMQPDHYNJCQAO-UHFFFAOYSA-N 3,3-dimethylbutyric acid Chemical compound CC(C)(C)CC(O)=O MLMQPDHYNJCQAO-UHFFFAOYSA-N 0.000 description 1
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- OFIYXRXDVRJBMK-UHFFFAOYSA-N 3-methylpentanoic acid;4-methylpentanoic acid Chemical compound CCC(C)CC(O)=O.CC(C)CCC(O)=O OFIYXRXDVRJBMK-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 description 1
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-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
- AAOISIQFPPAFQO-UHFFFAOYSA-N 7:0(6Me,6Me) Chemical compound CC(C)(C)CCCCC(O)=O AAOISIQFPPAFQO-UHFFFAOYSA-N 0.000 description 1
- 0 CC1OC(*)(*)OC1 Chemical compound CC1OC(*)(*)OC1 0.000 description 1
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- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- AFMPVOMYDLBBFJ-UHFFFAOYSA-N Cl[C]F.[Cl] Chemical compound Cl[C]F.[Cl] AFMPVOMYDLBBFJ-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
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- ZRYCZAWRXHAAPZ-UHFFFAOYSA-N alpha,alpha-dimethyl valeric acid Chemical compound CCCC(C)(C)C(O)=O ZRYCZAWRXHAAPZ-UHFFFAOYSA-N 0.000 description 1
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- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 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
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
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- 229940125773 compound 10 Drugs 0.000 description 1
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- 230000006378 damage Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
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- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
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- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920001709 polysilazane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 235000021003 saturated fats Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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Description
第4の発明の冷凍機用潤滑油組成物では、第1から第3のいずれかに係る発明において、エステル化合物が、水酸基について2〜6価で炭素数5〜10のネオペンチルポリオールと、炭素数5〜10の直鎖又は分岐鎖の飽和脂肪族モノカルボン酸からなるエステル化合物であることを特徴とする。
第6の発明の冷凍機用潤滑油組成物では、第1から第5のいずれかに係る発明において、冷凍機は希土類磁石を用いる駆動装置によって駆動される冷媒圧縮機を備えていることを特徴とする。
第1の発明の冷凍機用潤滑油組成物は、ポリオールと脂肪酸とのエステル化合物、及び側鎖にエステル結合を有する5又は6員環の環状エーテル化合物からなり、前記環状エーテル化合物の含有量がエステル化合物100質量部当たり0.01〜5質量部である。この環状エーテル化合物は分子内に電荷を有しておらず電気的に中性な化合物であり、水酸基、アミノ基、カルボキシル基のような極性の高い置換基を有していないことから、基油となる前記エステル化合物の電気絶縁性や耐熱性を損なうことがないものと考えられる。加えて、環状エーテル化合物は分子内にエステル結合を有することにより、非塩素系フロン冷媒等に対して親和し、溶解する。その上、環状エーテル化合物は、その環状エーテル骨格の酸素原子が剛直な環状構造により結合の回転が規制され、その非共有電子対とエステル結合により効果的に金属表面に吸着し、かつエステル結合によって導入されたアルキル基の疎水性によって優れた防錆作用を発現することができるものと推測される。
本実施形態の冷凍機用潤滑油組成物は、ポリオールと脂肪酸とのエステル化合物、及び側鎖にエステル結合を有する5又は6員環の環状エーテル化合物からなり、環状エーテル化合物の含有量がエステル化合物100質量部当たり0.01〜5質量部に設定されたものである。
構造式(I)〜(IV)の側鎖にエステル結合を有する環状アセタール化合物は、下記の式(VI)で示されるアルデヒド又はケトンを分子内に3つ以上の水酸基を有する多価アルコールで、1:1又は2:1のモル比でアセタール化することによって得られるアルコールと、R4に示される炭素数4〜11、好ましくは炭素数6〜11の直鎖又は分岐鎖アルキル基を有するモノカルボン酸をエステル化反応することによって得ることができる。
これらのアセタール化反応を行う方法には様々あるが、塩酸、硫酸、メタンスルホン酸、p−トルエンスルホン酸、酸性イオン交換樹脂、塩化カルシウムのような酸性触媒を使用する方法で容易に得ることができる。
・ 本実施形態の冷凍機用潤滑油組成物は、ポリオールと脂肪酸とのエステル化合物、及び側鎖にエステル結合を有する5又は6員環の環状エーテル化合物からなり、環状エーテル化合物の含有量がエステル化合物100質量部当たり0.01〜5質量部に設定されている。この環状エーテル化合物は分子内に電荷を有しておらず電気的に中性な化合物であり、水酸基、アミノ基、カルボキシル基のような極性の高い置換基を有していないことから、基油となる前記エステル化合物の電気絶縁性や耐熱性を損なうことがないものと考えられる。加えて、環状エーテル化合物は分子内にエステル結合を有することにより、非塩素系フロン冷媒等に対して親和し、溶解する。その上、環状エーテル化合物は、その環状エーテル骨格の酸素原子が剛直な環状構造により結合の回転が規制され、その非共有電子対とエステル結合により効果的に金属表面に吸着し、かつエステル結合によって導入されたアルキル基の疎水性によって優れた防錆作用を発現することができるものと推測される。
・ 前記エステル化合物が水酸基について2〜6価で炭素数5〜10のネオペンチルポリオールと、炭素数5〜10の直鎖又は分岐鎖の飽和脂肪族モノカルボン酸からなるエステル化合物であることにより、エステル化合物は基油として優れた効果を発揮することができる。
・ 前記冷凍機が希土類磁石を用いる駆動装置によって駆動される冷媒圧縮機を備えていることにより、上記冷凍機用潤滑油組成物の効果を冷媒圧縮機において発揮することができ、冷凍機を高効率で駆動することができ、省電力化を果たすことができる。
(合成例1、エステル化合物A〜Hの合成)
温度計、窒素導入管、攪拌機及び冷却管と油水分離管を取り付けた1Lの4つ口フラスコに、水酸基とカルボキシル基の当量が1:1.1の比率になるように原料を仕込み、表1に示すポリオールと脂肪酸とからなるエステルを合成した。具体的には、窒素気流下、原料を160℃で6時間保持した後、220℃で反応水を留去しつつ常圧で反応した。水酸基価が2.0mgKOH/g以下になった時点で反応を終え、1〜5kPaの減圧下で未反応の脂肪酸を1時間かけて除去した。その後、水酸化カリウム水溶液を加えて中和し、エステル化合物を5回水洗いした。次いで、100℃、1kPaの条件で減圧下に脱水し、酸性白土及びシリカ−アルミナ系の吸着剤を理論エステル量の各1.0質量%添加して吸着処理を行った。吸着温度、圧力及び吸着処理時間は、それぞれ100℃、1kPa及び3時間とした。最後に、1ミクロン(μm)のフィルターを用いて濾過を行い、エステル化合物A〜Hを得た。
動粘度:JIS K−2283に準拠して測定した。
酸価: JIS C−2101に準拠して測定した。
水酸基価: JIS K−0070に準拠して測定した。
PE:ペンタエリスリトール
TMP:トリメチロールプロパン
diPE:ジペンタエリスリトール
〔合成例2、側鎖にエステル結合を有する環状エーテルとしての環状アセタール化合物1〜8の合成〕
合成例2の環状アセタール化合物1〜8を表2に示した。また、合成例2の環状アセタール化合物1〜8と比較として用いた比較合成例のアセタール化合物を化学式(VII)及び化学式(VIII)に示した。化学式(VII)のアセタール化合物は側鎖にエステル結合を有しておらず、化学式(VIII)のアセタール化合物は鎖状の化合物である。表3では、化学式(VII)のアセタール化合物をエーテル化合物9、化学式(VIII)のアセタール化合物をエーテル化合物10で示す。
温度計、窒素導入管、攪拌機及び冷却管油水分離管を取り付けた2Lの4つ口フラスコにグリセリン(250g)、アセトン(522g)とトルエン800mLを注入し、次いでメタンスルホン酸(26g)を加えて還流し、留出する水を除去しながら30時間反応を行った。続いて、水酸化カリウム水溶液を加えて中和し、イオン交換水で5回水洗いした後、トルエンを減圧留去し、4−ヒドロキシメチル−2,2−ジメチル−1,3−ジオキソランを298g得た。
(環状アセタール化合物2〜8の合成)
環状アセタール化合物1と同様の操作により、表2に示す環状アセタール化合物2〜8を合成した。得られた環状アセタール化合物2の酸価は0.1mgKOH/g及び水酸基価は5mgKOH/gであった。環状アセタール化合物3の酸価は0.1mgKOH/g及び水酸基価は3mgKOH/gであった。環状アセタール化合物4の酸価は0.1mgKOH/g及び水酸基価は2mgKOH/gであった。環状アセタール化合物5の酸価は0.2mgKOH/g及び水酸基価は8mgKOH/gであった。環状アセタール化合物6の酸価は0.1mgKOH/g及び水酸基価は2mgKOH/gであった。環状アセタール化合物7及び8の酸価は0.2mgKOH/g及び水酸基価は3mgKOH/gであった。
(実施例1〜17及び比較例1〜5)
実施例1〜17及び比較例1〜5においては、合成例1のエステル化合物と合成例2の環状エーテル化合物とを表3に示す組成にて混合し、冷凍機用潤滑油組成物を調製した。ここで、比較例1〜3では、エーテル化合物として本発明の範囲外の化合物を用いた例、比較例4及び5では、エステル化合物に対する環状エーテル化合物の含有量が本発明の範囲外である例を示す。
体積抵抗率:JIS C−2101に準拠し、25℃における体積抵抗率(×1013Ω・cm)を測定した。
(防錆試験)
ガラス管に、予め水分量を約1000ppmに調整した試料を2.0g、冷媒R−134aを3.0g、及び株式会社NEOMAX社製のNEOMAX−39SH(ネオジウム−鉄−ホウ素系希土類磁石:外形5mm、長さ50mm)の未コーティング試験片と長さ10mmの鉄、銅及びアルミニウムの金属片を封入し、封管した。これを175℃にて14日間加熱した後、開封して冷媒を抜き取り、希土類磁石の試験片の外観を目視にて観察した。わずかな腐食であっても目視でその発生が認められた場合を「×」、磁石の試験片が黒褐色に変色したのみの場合を「○」、磁石の試験片に変化が認められなかった場合を「◎」と評価した。
・ 前記実施例において、環状アセタール化合物として、構造式(V)で表されるR4について、前記表2に示した環状アセタール化合物7及び8以外の炭素数が4〜6である化合物を用いることもできる。
・ 冷凍機用作動流体組成物には、前記エステル化合物と環状エーテル化合物との相溶性を高めるような化合物を配合することも可能である。
・ 冷凍機用潤滑油組成物を構成するエステル化合物を4種類以上組合せて使用したり、環状エーテル化合物を3種類以上組合せて使用することもできる。
さらに、前記実施形態より把握できる技術的思想について以下に記載する。
Claims (7)
- ポリオールと脂肪酸とのエステル化合物、及び側鎖にエステル結合を有する5又は6員環の環状エーテル化合物からなり、前記環状エーテル化合物の含有量がエステル化合物100質量部当たり0.01〜5質量部であることを特徴とする冷凍機用潤滑油組成物。
- 環状エーテル化合物が、側鎖にエステル結合を有する5又は6員環の環状アセタール化合物であることを特徴とする請求項1に記載の冷凍機用潤滑油組成物。
- エステル化合物が、水酸基について2〜6価で炭素数5〜10のネオペンチルポリオールと、炭素数5〜10の直鎖又は分岐鎖の飽和脂肪族モノカルボン酸からなるエステル化合物であることを特徴とする請求項1から請求項3のいずれか1項に記載の冷凍機用潤滑油組成物。
- 飽和脂肪族モノカルボン酸はその60モル%以上が分岐鎖であることを特徴とする請求項4に記載の冷凍機用潤滑油組成物。
- 冷凍機は希土類磁石を用いる駆動装置によって駆動される冷媒圧縮機を備えていることを特徴とする請求項1から請求項5のいずれか1項に記載の冷凍機用潤滑油組成物。
- 請求項1から請求項6のいずれか1項に記載の冷凍機用潤滑油組成物と、非塩素系フロン冷媒とを含有することを特徴とする冷凍機用作動流体組成物。
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JP2008044812A JP5211752B2 (ja) | 2007-03-29 | 2008-02-26 | 冷凍機用潤滑油組成物及びそれを用いた冷凍機用作動流体組成物 |
KR1020080028412A KR101130149B1 (ko) | 2007-03-29 | 2008-03-27 | 냉동기용 윤활유 조성물 및 그것을 사용한 냉동기용작동유체 조성물 |
DE602008001281T DE602008001281D1 (de) | 2007-03-29 | 2008-03-27 | Kühlschmiermittelzusammensetzung und Kühlarbeitsflüssigkeitszusammensetzung |
ES08153425T ES2342580T3 (es) | 2007-03-29 | 2008-03-27 | Composicion de lubricante de refrigeracion y composicion de fluido de funcion refrigerante. |
EP08153425A EP1983040B9 (en) | 2007-03-29 | 2008-03-27 | Refrigeration lubricant composition and refrigerant working fluid composition |
AT08153425T ATE468382T1 (de) | 2007-03-29 | 2008-03-27 | Kühlschmiermittelzusammensetzung und kühlarbeitsflüssigkeitszusammensetzung |
US12/057,124 US7794619B2 (en) | 2007-03-29 | 2008-03-27 | Refrigeration lubricant composition and refrigerant working fluid composition |
CN2008100870112A CN101275097B (zh) | 2007-03-29 | 2008-03-28 | 致冷润滑剂组合物和致冷工作流体组合物 |
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CN (1) | CN101275097B (ja) |
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JP2009074018A (ja) * | 2007-02-27 | 2009-04-09 | Nippon Oil Corp | 冷凍機油および冷凍機用作動流体組成物 |
JP5572284B2 (ja) | 2007-02-27 | 2014-08-13 | Jx日鉱日石エネルギー株式会社 | 冷凍機油および冷凍機用作動流体組成物 |
JP5193485B2 (ja) * | 2007-03-27 | 2013-05-08 | Jx日鉱日石エネルギー株式会社 | 冷凍機油及び冷凍機用作動流体組成物 |
US20110190184A1 (en) * | 2008-06-09 | 2011-08-04 | Bright Solutions International Llc | Lubricants for air conditioning systems |
SE532942C2 (sv) * | 2008-10-27 | 2010-05-18 | Perstorp Specialty Chem Ab | Smörjmedelsbasmassa med låg droppunkt |
US8349777B2 (en) * | 2010-11-22 | 2013-01-08 | Chevron Oronite Company Llc | Lubricating composition containing 1,3-dioxolane-4-methanol compounds as antiwear additives |
US8889031B2 (en) * | 2010-11-30 | 2014-11-18 | Jx Nippon Oil & Energy Corporation | Working fluid composition for refrigerator machine and refrigerating machine oil |
US9187682B2 (en) | 2011-06-24 | 2015-11-17 | Emerson Climate Technologies, Inc. | Refrigeration compressor lubricant |
JP5848903B2 (ja) | 2011-07-01 | 2016-01-27 | 出光興産株式会社 | 圧縮型冷凍機用潤滑油組成物 |
CN104837966B (zh) * | 2012-12-05 | 2017-11-21 | 吉坤日矿日石能源株式会社 | 冷冻机用工作流体组合物 |
GB2541929B (en) * | 2015-09-04 | 2018-05-09 | M&I Mat Limited | Ester compositions for dielectric fluids |
WO2017074236A1 (en) * | 2015-10-27 | 2017-05-04 | Perstorp Ab | A refrigeration lubricant |
CN113302560B (zh) * | 2019-04-19 | 2024-03-26 | 日油株式会社 | 蜡膨胀剂及含有该蜡膨胀剂的蜡组合物 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4792411A (en) * | 1986-12-29 | 1988-12-20 | The Lubrizol Corporation | Dioxolanes and thio analogs, derivatives thereof and lubricants and fuels containing same |
DK0435253T3 (da) | 1989-12-28 | 1994-06-20 | Nippon Oil Co Ltd | Køleolier til brug sammen med hydrogenholdige halogencarbonkølemidler |
JP2915162B2 (ja) * | 1991-04-19 | 1999-07-05 | 花王株式会社 | 冷凍機作動流体用組成物 |
JP2683170B2 (ja) | 1991-07-09 | 1997-11-26 | 株式会社ジャパンエナジー | 冷凍機油 |
JP3003015B2 (ja) * | 1992-08-11 | 2000-01-24 | 花王株式会社 | 冷凍機作動流体用組成物 |
WO1996006839A1 (fr) * | 1994-08-29 | 1996-03-07 | Kao Corporation | Huile lubrifiante synthetique |
JPH08295892A (ja) * | 1995-04-24 | 1996-11-12 | Nippon Oil & Fats Co Ltd | 合成潤滑油および冷凍機作動流体組成物 |
JPH0913063A (ja) * | 1995-06-27 | 1997-01-14 | Kao Corp | 潤滑油組成物 |
JPH0931484A (ja) * | 1995-07-19 | 1997-02-04 | Kao Corp | 冷凍機作動流体用組成物 |
JPH0940981A (ja) * | 1995-07-26 | 1997-02-10 | Kao Corp | 潤滑油組成物 |
WO1997024419A1 (fr) * | 1995-12-29 | 1997-07-10 | Kao Corporation | Composition d'huile lubrifiante |
JPH1036873A (ja) * | 1996-07-26 | 1998-02-10 | Mitsubishi Oil Co Ltd | 冷凍機油組成物 |
JP3306361B2 (ja) | 1997-11-15 | 2002-07-24 | 三洋電機株式会社 | 冷媒圧縮機 |
JP2000032715A (ja) | 1998-07-09 | 2000-01-28 | Aichi Emerson Electric Co Ltd | 密閉型圧縮機及びその電動機の製造方法 |
WO2001019875A1 (fr) | 1999-09-10 | 2001-03-22 | Idemitsu Kosan Co., Ltd. | Procede de production d'un compose oxygene a purete elevee, et huile lubrifiante |
JP4190743B2 (ja) | 2000-05-31 | 2008-12-03 | 信越化学工業株式会社 | 希土類永久磁石の製造方法 |
JP2003017349A (ja) | 2001-07-03 | 2003-01-17 | Tdk Corp | 磁石の製造方法 |
JP2003061283A (ja) | 2001-08-17 | 2003-02-28 | Mitsubishi Electric Corp | 回転電機の回転子、固定子、電動機、圧縮機、冷凍サイクル、回転電機の回転子製造方法 |
JP4757586B2 (ja) | 2005-09-21 | 2011-08-24 | 浜松ホトニクス株式会社 | 化合物半導体基板、化合物半導体デバイス及び化合物半導体基板の製造方法 |
JP2008044812A (ja) | 2006-08-15 | 2008-02-28 | Ngk Insulators Ltd | 選択透過膜型反応器及びそれを用いた水素ガスの製造方法 |
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KR101130149B1 (ko) | 2012-03-28 |
US7794619B2 (en) | 2010-09-14 |
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EP1983040B1 (en) | 2010-05-19 |
EP1983040B9 (en) | 2010-09-15 |
CN101275097A (zh) | 2008-10-01 |
CN101275097B (zh) | 2013-06-05 |
ES2342580T3 (es) | 2010-07-08 |
KR20080088459A (ko) | 2008-10-02 |
EP1983040A1 (en) | 2008-10-22 |
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