JPWO2010098451A1 - 温暖化係数の低いハイドロフルオロプロペンを含む冷媒組成物 - Google Patents
温暖化係数の低いハイドロフルオロプロペンを含む冷媒組成物 Download PDFInfo
- Publication number
- JPWO2010098451A1 JPWO2010098451A1 JP2011501671A JP2011501671A JPWO2010098451A1 JP WO2010098451 A1 JPWO2010098451 A1 JP WO2010098451A1 JP 2011501671 A JP2011501671 A JP 2011501671A JP 2011501671 A JP2011501671 A JP 2011501671A JP WO2010098451 A1 JPWO2010098451 A1 JP WO2010098451A1
- Authority
- JP
- Japan
- Prior art keywords
- refrigerant composition
- refrigerant
- hydrofluoropropene
- stabilizer
- hfo
- 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
- 239000003507 refrigerant Substances 0.000 title claims abstract description 114
- 239000000203 mixture Substances 0.000 title claims abstract description 86
- 238000010792 warming Methods 0.000 title abstract description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000001301 oxygen Substances 0.000 claims abstract description 42
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 42
- 239000003381 stabilizer Substances 0.000 claims abstract description 39
- 150000004054 benzoquinones Chemical class 0.000 claims abstract description 10
- 150000002990 phenothiazines Chemical class 0.000 claims abstract description 10
- 125000005498 phthalate group Chemical class 0.000 claims abstract description 9
- 239000002253 acid Substances 0.000 claims description 50
- 239000010721 machine oil Substances 0.000 claims description 31
- 239000003921 oil Substances 0.000 claims description 31
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical group FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 27
- 238000005057 refrigeration Methods 0.000 claims description 24
- -1 polyol ester Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 19
- 238000011156 evaluation Methods 0.000 claims description 16
- 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 claims description 6
- 229920001289 polyvinyl ether Polymers 0.000 claims description 6
- 230000000087 stabilizing effect Effects 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 4
- 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 claims description 3
- QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 claims description 3
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000006835 compression Effects 0.000 claims description 3
- 238000007906 compression Methods 0.000 claims description 3
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 2
- 239000002826 coolant Substances 0.000 claims 2
- 230000000052 comparative effect Effects 0.000 description 37
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 10
- 230000002401 inhibitory effect Effects 0.000 description 10
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
- 238000004458 analytical method Methods 0.000 description 7
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 6
- 239000012760 heat stabilizer Substances 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical group COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 230000001133 acceleration Effects 0.000 description 5
- 230000033228 biological regulation Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 125000006165 cyclic alkyl group Chemical group 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229940005561 1,4-benzoquinone Drugs 0.000 description 3
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical group CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 3
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000006864 oxidative decomposition reaction Methods 0.000 description 3
- 229950000688 phenothiazine Drugs 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-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
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 2
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- IWZKICVEHNUQTL-UHFFFAOYSA-M potassium hydrogen phthalate Chemical compound [K+].OC(=O)C1=CC=CC=C1C([O-])=O IWZKICVEHNUQTL-UHFFFAOYSA-M 0.000 description 2
- 239000005297 pyrex Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 description 1
- DMUPYMORYHFFCT-UHFFFAOYSA-N 1,2,3,3,3-pentafluoroprop-1-ene Chemical compound FC=C(F)C(F)(F)F DMUPYMORYHFFCT-UHFFFAOYSA-N 0.000 description 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 description 1
- PIAOLBVUVDXHHL-UHFFFAOYSA-N 2-nitroethenylbenzene Chemical compound [O-][N+](=O)C=CC1=CC=CC=C1 PIAOLBVUVDXHHL-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical class COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 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
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- QPAXMPYBNSHKAK-UHFFFAOYSA-N chloro(difluoro)methane Chemical compound F[C](F)Cl QPAXMPYBNSHKAK-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000009430 construction management Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 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
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 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 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000004255 ion exchange chromatography Methods 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N o-dihydroxy-benzene Natural products OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical class FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 1
- VDDWRTZCUJCDJM-PNHLSOANSA-N p-Naphtholbenzein Chemical compound C12=CC=CC=C2C(O)=CC=C1\C(=C\1C2=CC=CC=C2C(=O)C=C/1)C1=CC=CC=C1 VDDWRTZCUJCDJM-PNHLSOANSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920013636 polyphenyl ether polymer Polymers 0.000 description 1
- NEKYAYCEWWKFCB-UHFFFAOYSA-M potassium;phthalic acid;hydroxide Chemical compound [OH-].[K+].OC(=O)C1=CC=CC=C1C(O)=O NEKYAYCEWWKFCB-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- IZUPJOYPPLEPGM-UHFFFAOYSA-M sodium;hydron;phthalate Chemical compound [Na+].OC(=O)C1=CC=CC=C1C([O-])=O IZUPJOYPPLEPGM-UHFFFAOYSA-M 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- 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
- 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
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
-
- 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
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
- C10M171/008—Lubricant compositions compatible with refrigerants
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/26—Oils; Viscous liquids; Paints; Inks
- G01N33/28—Oils, i.e. hydrocarbon liquids
- G01N33/2835—Specific substances contained in the oils or fuels
- G01N33/2876—Total acid number
-
- 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
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/126—Unsaturated fluorinated hydrocarbons
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/09—Characteristics associated with water
- C10N2020/097—Refrigerants
- C10N2020/101—Containing Hydrofluorocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
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Abstract
Description
1. ハイドロフルオロプロペン及び安定化剤を含む冷媒組成物であって、該安定化剤が、アルキルカテコール類、アルコキシフェノール類、ベンゾキノン類、フェノチアジン類及びフタル酸塩類からなる群より選ばれる少なくとも1種であることを特徴とする冷媒組成物。
2. ハイドロフルオロプロペンが、2,3,3,3−テトラフルオロプロペン(HFO-1234yf)、(Z又はE-)1,3,3,3−テトラフルオロプロペン(HFO-1234ze)、(Z又はE-)1,2,3,3,3−ペンタフルオロプロペン(HFO-1225ye)、(Z又はE-)1,1,3,3,3−ペンタフルオロプロペン(HFO-1225zc)、及び(Z又はE-)3,3,3−トリフルオロプロペン(HFO-1243zf)からなる群より選ばれる少なくとも1種である、項1に記載の冷媒組成物。
3. ハイドロフルオロプロペン100重量部に対する安定化剤の含有量が0.1〜5.0重量部である、項1に記載の冷媒組成物。
4. 更に冷凍機油を含有する、項1に記載の冷媒組成物。
5. 冷凍機油が、ポリアルキレングリコール、ポリオールエステル及びポリビニルエーテルからなる群より選ばれる少なくとも1種を含み、40℃における動粘度が5〜400cStである、項4に記載の冷媒組成物。
6. 冷媒組成物が、冷凍機、冷蔵庫、モバイルエアコン、冷却機(チラー)、コンテナ用冷凍装置、家庭用エアコン、業務用エアコン、給湯器等の蒸気圧縮式ヒートポンプからなる群より選ばれる1種の用途に用いられる、項1〜5のいずれかに記載の冷媒組成物。
7. ハイドロフルオロプロペンを含む冷媒組成物の安定化方法であって、該冷媒組成物に、アルキルカテコール類、アルコキシフェノール類、ベンゾキノン類、フェノチアジン類及びフタル酸塩類からなる群より選ばれる少なくとも1種の安定化剤を添加することを特徴とする安定化方法。
8. ハイドロフルオロプロペン及び安定化剤を含む冷媒組成物の安定性の評価方法であって、密閉容器中で、酸素の存在下及び/又は不存在下に、該冷媒組成物を加熱処理した後、処理後の冷媒組成物の酸分を分析することを特徴とする評価方法。
9. ハイドロフルオロプロペン、冷凍機油及び安定化剤を含む冷媒組成物の安定性の評価方法であって、密閉容器中で、酸素の存在下及び/又は不存在下に、該冷媒組成物を加熱処理した後、処理後の冷媒組成物の酸分を分析する及び/又は処理後の冷媒組成物に含まれる冷凍機油の全酸価を分析することを特徴とする評価方法。
で表されるピロカテコール化合物が挙げられる。
で表されるフェノール化合物が挙げられる。
で表されるキノン化合物が挙げられる。
で表されるフェノチアジン化合物が挙げられる。
(冷媒組成物の調製)
冷媒として次のものを用意した。
X:HFO−1234yf(CF3CF=CH2ダイキン工業製)
Y(比較品):HFC−32(CF2H2ダイキン工業製)
Z:HFO−1225ye(CF3CH=CF2ダイキン工業製)
安定化剤として次のものを用意した。
A(比較品):エチルメルカプタン
B(比較品):2−ヒドロキシ4−メトキシベンゾフェノン
C:1,4−ベンゾキノン
D:フェノチアジン
E:4−t−ブチルピロカテコール
F:4−メトキシフェノール
G:フタル酸水酸化カリウム
H(比較品、溶媒):ジグライム
I:(比較品)2-ヒドロキシ4-メトキシベンゾフェノン(2.5重量部)+ジグライム(0.5重量部)の混合物
J:1,4−ベンゾキノン(2.5重量部)+ジグライム(0.5重量部)の混合物
K:フェノチアジン(2.5重量部)+ジグライム(0.5重量部)の混合物
L:4−t−ブチルピロカテコール(2.5重量部)+ジグライム(0.5重量部)の混合物
M:4−メトキシフェノール(2.5重量部)+ジグライム(0.5重量部)の混合物
パイレックス(登録商標)ガラス製チューブ(ID8mmΦ×OD12mmΦ×L300mm)に表1に示される計37種類(実施例1〜13、比較例1〜24)の冷媒組成物(冷媒+安定化剤+冷凍機油)を入れ、更に表1に示される酸素濃度になるよう空気を入れて調整し封入後、温度150℃で1週間(168時間)加熱する加速試験を行った。
加速試験後のシールドチューブを液体窒素にてガスを完全に凝固させた。その後開封し、徐々に解凍し気化したガスをテドラーバッグに回収した。テドラーバッグに純水5gを注入し回収ガスとよく接触させ酸分を抽出し、抽出液をイオンクロマトグラフィーにてフッ化物イオン(F−)及びトリフルオロ酢酸イオン(CF3COO−)の含有量(重量ppm)を測定した。
JIS K−2211(冷凍機油)の全酸価分析方法に準拠した方法で、ガス回収後の冷凍機油全酸価値の測定を行った。加速試験後の冷凍機油を秤量し、トルエン/イソプロパノール/水混合溶媒に溶解させ、指示薬としてα−ナフトールベンゼインを用いて1/100N−KOH・エタノール溶液にて中和滴定し、滴定量から冷凍機油全酸価(mg・KOH/g)を測定した。
比較例1〜7、11〜18、24は、いずれも安定化剤を用いていない。
Claims (9)
- ハイドロフルオロプロペン及び安定化剤を含む冷媒組成物であって、該安定化剤が、アルキルカテコール類、アルコキシフェノール類、ベンゾキノン類、フェノチアジン類及びフタル酸塩類からなる群より選ばれる少なくとも1種であることを特徴とする冷媒組成物。
- ハイドロフルオロプロペンが、2,3,3,3−テトラフルオロプロペン(HFO-1234yf)、(Z又はE-)1,3,3,3−テトラフルオロプロペン(HFO-1234ze)、(Z又はE-)1,2,3,3,3−ペンタフルオロプロペン(HFO-1225ye)、(Z又はE-)1,1,3,3,3−ペンタフルオロプロペン(HFO-1225zc)、及び(Z又はE-)3,3,3−トリフルオロプロペン(HFO-1243zf)からなる群より選ばれる少なくとも1種である、請求項1に記載の冷媒組成物。
- ハイドロフルオロプロペン100重量部に対する安定化剤の含有量が0.1〜5.0重量部である、請求項1に記載の冷媒組成物。
- 更に冷凍機油を含有する、請求項1に記載の冷媒組成物。
- 冷凍機油が、ポリアルキレングリコール、ポリオールエステル及びポリビニルエーテルからなる群より選ばれる少なくとも1種を含み、40℃における動粘度が5〜400cStである、請求項4に記載の冷媒組成物。
- 冷媒組成物が、冷凍機、冷蔵庫、モバイルエアコン、冷却機(チラー)、コンテナ用冷凍装置、家庭用エアコン、業務用エアコン、給湯器等の蒸気圧縮式ヒートポンプからなる群より選ばれる1種の用途に用いられる、請求項1〜5のいずれかに記載の冷媒組成物。
- ハイドロフルオロプロペンを含む冷媒組成物の安定化方法であって、該冷媒組成物に、アルキルカテコール類、アルコキシフェノール類、ベンゾキノン類、フェノチアジン類及びフタル酸塩類からなる群より選ばれる少なくとも1種の安定化剤を添加することを特徴とする安定化方法。
- ハイドロフルオロプロペン及び安定化剤を含む冷媒組成物の安定性の評価方法であって、密閉容器中で、酸素の存在下及び/又は不存在下に、該冷媒組成物を加熱処理した後、処理後の冷媒組成物の酸分を分析することを特徴とする評価方法。
- ハイドロフルオロプロペン、冷凍機油及び安定化剤を含む冷媒組成物の安定性の評価方法であって、密閉容器中で、酸素の存在下及び/又は不存在下に、該冷媒組成物を加熱処理した後、処理後の冷媒組成物の酸分を分析する及び/又は処理後の冷媒組成物に含まれる冷凍機油の全酸価を分析することを特徴とする評価方法。
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2010
- 2010-02-26 WO PCT/JP2010/053108 patent/WO2010098451A1/ja active Application Filing
- 2010-02-26 EP EP14158809.5A patent/EP2743325A3/en not_active Withdrawn
- 2010-02-26 ES ES10746330.9T patent/ES2621969T3/es active Active
- 2010-02-26 US US13/203,352 patent/US20110312101A1/en not_active Abandoned
- 2010-02-26 JP JP2011501671A patent/JP5590024B2/ja active Active
- 2010-02-26 KR KR1020117021959A patent/KR101446386B1/ko not_active IP Right Cessation
- 2010-02-26 EP EP10746330.9A patent/EP2402412B1/en not_active Not-in-force
- 2010-02-26 KR KR1020147004179A patent/KR101544333B1/ko not_active IP Right Cessation
- 2010-02-26 CN CN201080009287.4A patent/CN102333839B/zh not_active Expired - Fee Related
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2014
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Publication number | Publication date |
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ES2621969T3 (es) | 2017-07-05 |
US20140248706A1 (en) | 2014-09-04 |
CN102333839A (zh) | 2012-01-25 |
CN102333839B (zh) | 2015-02-18 |
US9303198B2 (en) | 2016-04-05 |
KR101446386B1 (ko) | 2014-10-01 |
US20110312101A1 (en) | 2011-12-22 |
EP2402412A1 (en) | 2012-01-04 |
EP2743325A3 (en) | 2014-09-10 |
KR20110116064A (ko) | 2011-10-24 |
WO2010098451A1 (ja) | 2010-09-02 |
EP2743325A2 (en) | 2014-06-18 |
KR20140032010A (ko) | 2014-03-13 |
KR101544333B1 (ko) | 2015-08-12 |
EP2402412B1 (en) | 2017-03-29 |
JP5590024B2 (ja) | 2014-09-17 |
EP2402412A4 (en) | 2013-09-25 |
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