JP2007517972A - フルオロエーテルを含む１，１，１，３，３−ペンタフルオロブタン冷媒組成物およびその使用 - Google Patents
フルオロエーテルを含む１，１，１，３，３−ペンタフルオロブタン冷媒組成物およびその使用 Download PDFInfo
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- JP2007517972A JP2007517972A JP2006549682A JP2006549682A JP2007517972A JP 2007517972 A JP2007517972 A JP 2007517972A JP 2006549682 A JP2006549682 A JP 2006549682A JP 2006549682 A JP2006549682 A JP 2006549682A JP 2007517972 A JP2007517972 A JP 2007517972A
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- JP
- Japan
- Prior art keywords
- weight percent
- pentafluorobutane
- composition
- difluoromethoxy
- tetrafluoroethane
- 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.)
- Withdrawn
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- 239000000203 mixture Substances 0.000 title claims abstract description 133
- WZLFPVPRZGTCKP-UHFFFAOYSA-N 1,1,1,3,3-pentafluorobutane Chemical compound CC(F)(F)CC(F)(F)F WZLFPVPRZGTCKP-UHFFFAOYSA-N 0.000 title claims abstract description 76
- 239000003507 refrigerant Substances 0.000 title claims abstract description 73
- 229920001774 Perfluoroether Polymers 0.000 title claims abstract description 19
- 238000005057 refrigeration Methods 0.000 claims abstract description 45
- 239000013529 heat transfer fluid Substances 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims description 57
- 125000004432 carbon atom Chemical group C* 0.000 claims description 43
- 125000001931 aliphatic group Chemical group 0.000 claims description 36
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- -1 2-ethoxy- Chemical class 0.000 claims description 20
- 239000000975 dye Substances 0.000 claims description 20
- 239000007850 fluorescent dye Substances 0.000 claims description 20
- 125000002723 alicyclic group Chemical group 0.000 claims description 19
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 238000007906 compression Methods 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 13
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- 150000002596 lactones Chemical class 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 230000006835 compression Effects 0.000 claims description 11
- 238000001704 evaporation Methods 0.000 claims description 11
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 150000002576 ketones Chemical class 0.000 claims description 9
- 150000002825 nitriles Chemical class 0.000 claims description 9
- ZYAMKYAPIQPWQR-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-3-methoxypropane Chemical compound COCC(F)(F)C(F)(F)F ZYAMKYAPIQPWQR-UHFFFAOYSA-N 0.000 claims description 8
- VNXYDFNVQBICRO-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-methoxypropane Chemical compound COC(C(F)(F)F)C(F)(F)F VNXYDFNVQBICRO-UHFFFAOYSA-N 0.000 claims description 8
- XLJTWSJIJSUZLQ-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane Chemical compound FC(F)C(F)(F)COC(F)(F)F XLJTWSJIJSUZLQ-UHFFFAOYSA-N 0.000 claims description 8
- CRGZRXUKXVTRNO-UHFFFAOYSA-N 1,1-difluoro-2-methoxyethane Chemical compound COCC(F)F CRGZRXUKXVTRNO-UHFFFAOYSA-N 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 150000001408 amides Chemical class 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- PKMXTDVNDDDCSY-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoro-3-methoxypropane Chemical compound COC(F)(F)C(F)C(F)(F)F PKMXTDVNDDDCSY-UHFFFAOYSA-N 0.000 claims description 7
- KVRDTYTVCCKIMF-UHFFFAOYSA-N 1,1,1-trifluoro-2-methoxypropane Chemical compound COC(C)C(F)(F)F KVRDTYTVCCKIMF-UHFFFAOYSA-N 0.000 claims description 7
- YUOXYWMLEGWQLB-UHFFFAOYSA-N 1,1,1-trifluoro-3-methoxypropane Chemical compound COCCC(F)(F)F YUOXYWMLEGWQLB-UHFFFAOYSA-N 0.000 claims description 7
- PYSBCYQDWOCAHY-UHFFFAOYSA-N 1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane Chemical compound COC(F)(F)C(F)OC(F)(F)F PYSBCYQDWOCAHY-UHFFFAOYSA-N 0.000 claims description 7
- BFPGPHGEDKDBCN-UHFFFAOYSA-N 1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)COC(F)(F)C(F)(F)F BFPGPHGEDKDBCN-UHFFFAOYSA-N 0.000 claims description 7
- HBRLMDFVVMYNFH-UHFFFAOYSA-N 1-ethoxy-1,1,2,2-tetrafluoroethane Chemical compound CCOC(F)(F)C(F)F HBRLMDFVVMYNFH-UHFFFAOYSA-N 0.000 claims description 7
- UUXWSQGUZUAECB-UHFFFAOYSA-N 1-ethoxy-1,2,2-trifluoroethane Chemical compound CCOC(F)C(F)F UUXWSQGUZUAECB-UHFFFAOYSA-N 0.000 claims description 7
- OMGXRQKWXWMTFU-UHFFFAOYSA-N 2,3-difluoro-4-(trifluoromethyl)oxetane Chemical compound FC1OC(C(F)(F)F)C1F OMGXRQKWXWMTFU-UHFFFAOYSA-N 0.000 claims description 7
- UQGJBCKUPBIEDQ-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1,1-trifluoropropane Chemical compound FC(F)(F)C(C)OC(F)F UQGJBCKUPBIEDQ-UHFFFAOYSA-N 0.000 claims description 7
- RMFXYVDVYHFRRQ-UHFFFAOYSA-N 2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane Chemical compound CCOC(F)(C(F)(F)F)C(F)(F)F RMFXYVDVYHFRRQ-UHFFFAOYSA-N 0.000 claims description 7
- ISSHBUUZSURRBQ-UHFFFAOYSA-N 2-ethoxy-1,1,1,2-tetrafluoroethane Chemical compound CCOC(F)C(F)(F)F ISSHBUUZSURRBQ-UHFFFAOYSA-N 0.000 claims description 7
- ZKNHDJMXIUOHLX-UHFFFAOYSA-N 2-ethoxy-1,1,1-trifluoroethane Chemical compound CCOCC(F)(F)F ZKNHDJMXIUOHLX-UHFFFAOYSA-N 0.000 claims description 7
- NKEBKUGEYSHGKA-UHFFFAOYSA-N 3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane Chemical compound FC(F)OCC(F)(F)C(F)(F)F NKEBKUGEYSHGKA-UHFFFAOYSA-N 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- DFEYYRMXOJXZRJ-UHFFFAOYSA-N sevoflurane Chemical compound FCOC(C(F)(F)F)C(F)(F)F DFEYYRMXOJXZRJ-UHFFFAOYSA-N 0.000 claims description 7
- BEPCUGVFWAYLBF-UHFFFAOYSA-N 1,1,1,2-tetrafluoro-2-methoxyethane Chemical compound COC(F)C(F)(F)F BEPCUGVFWAYLBF-UHFFFAOYSA-N 0.000 claims description 6
- YQQHEHMVPLLOKE-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-1-methoxyethane Chemical compound COC(F)(F)C(F)F YQQHEHMVPLLOKE-UHFFFAOYSA-N 0.000 claims description 6
- YKICUSOQECKQRR-UHFFFAOYSA-N 1,1,2-trifluoro-2-methoxyethane Chemical compound COC(F)C(F)F YKICUSOQECKQRR-UHFFFAOYSA-N 0.000 claims description 6
- MFNUKMQUVGMCEW-UHFFFAOYSA-N 1-(difluoromethoxy)-1,1,2-trifluoroethane Chemical compound FCC(F)(F)OC(F)F MFNUKMQUVGMCEW-UHFFFAOYSA-N 0.000 claims description 6
- RPVUQXHGCXIWHO-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1-difluoroethane Chemical compound FC(F)COC(F)F RPVUQXHGCXIWHO-UHFFFAOYSA-N 0.000 claims description 6
- JYFWUMLHFWQKFF-UHFFFAOYSA-N 2-ethoxy-1,1,1,3,3,3-hexafluoropropane Chemical compound CCOC(C(F)(F)F)C(F)(F)F JYFWUMLHFWQKFF-UHFFFAOYSA-N 0.000 claims description 6
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 6
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 6
- 125000000743 hydrocarbylene group Chemical group 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 6
- CUTPKDUMZWIJKT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2,2-tetrafluoroethoxy)propane Chemical compound FC(F)(F)C(F)OC(F)(F)C(F)(F)C(F)(F)F CUTPKDUMZWIJKT-UHFFFAOYSA-N 0.000 claims description 5
- NOPJRYAFUXTDLX-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-methoxypropane Chemical compound COC(F)(F)C(F)(F)C(F)(F)F NOPJRYAFUXTDLX-UHFFFAOYSA-N 0.000 claims description 5
- ZOMISZRVOJQGOT-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-2-(2,2,2-trifluoroethoxy)ethane Chemical compound FC(F)(F)COC(F)(F)C(F)(F)F ZOMISZRVOJQGOT-UHFFFAOYSA-N 0.000 claims description 5
- GCDWNCOAODIANN-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-2-methoxyethane Chemical compound COC(F)(F)C(F)(F)F GCDWNCOAODIANN-UHFFFAOYSA-N 0.000 claims description 5
- PQRIAFIOMWFFPM-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoro-3-(1,1,2,2,2-pentafluoroethoxy)propane Chemical compound FC(F)(F)C(F)C(F)(F)OC(F)(F)C(F)(F)F PQRIAFIOMWFFPM-UHFFFAOYSA-N 0.000 claims description 5
- XDFJJLSCPQLSBD-UHFFFAOYSA-N 1,1,1,2-tetrafluoro-2-(fluoromethoxy)ethane Chemical compound FCOC(F)C(F)(F)F XDFJJLSCPQLSBD-UHFFFAOYSA-N 0.000 claims description 5
- OHLVGBXMHDWRRX-UHFFFAOYSA-N 1,1,1-trifluoro-2-methoxyethane Chemical compound COCC(F)(F)F OHLVGBXMHDWRRX-UHFFFAOYSA-N 0.000 claims description 5
- CMRJNALMNDBXQC-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoro-1-methoxypropane Chemical compound COC(F)(F)C(F)(F)C(F)F CMRJNALMNDBXQC-UHFFFAOYSA-N 0.000 claims description 5
- CWIFAKBLLXGZIC-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-1-(2,2,2-trifluoroethoxy)ethane Chemical compound FC(F)C(F)(F)OCC(F)(F)F CWIFAKBLLXGZIC-UHFFFAOYSA-N 0.000 claims description 5
- KHQLHXUKGLATEO-UHFFFAOYSA-N 1,1,3,3-tetrafluoro-1-(trifluoromethoxy)propane Chemical compound FC(F)CC(F)(F)OC(F)(F)F KHQLHXUKGLATEO-UHFFFAOYSA-N 0.000 claims description 5
- SFNHUVOCGCQZEG-UHFFFAOYSA-N 1,1-difluoro-2-(trifluoromethoxy)ethane Chemical compound FC(F)COC(F)(F)F SFNHUVOCGCQZEG-UHFFFAOYSA-N 0.000 claims description 5
- DEYAWNMYIUDQER-UHFFFAOYSA-N 1-(1,1,2,2-tetrafluoroethoxy)propane Chemical compound CCCOC(F)(F)C(F)F DEYAWNMYIUDQER-UHFFFAOYSA-N 0.000 claims description 5
- KJZMPIUWBKMUQY-UHFFFAOYSA-N 1-(1,1-difluoroethoxy)-1,1,2,2-tetrafluoroethane Chemical compound CC(F)(F)OC(F)(F)C(F)F KJZMPIUWBKMUQY-UHFFFAOYSA-N 0.000 claims description 5
- KQUULKREOKHZAM-UHFFFAOYSA-N 1-(difluoromethoxy)-1,2,2-trifluoroethane Chemical compound FC(F)OC(F)C(F)F KQUULKREOKHZAM-UHFFFAOYSA-N 0.000 claims description 5
- ZNPNIRDITDQGKG-UHFFFAOYSA-N 1-(trifluoromethoxy)propane Chemical compound CCCOC(F)(F)F ZNPNIRDITDQGKG-UHFFFAOYSA-N 0.000 claims description 5
- HNQMKNFMSPECFD-UHFFFAOYSA-N 1-ethoxy-1,1,2,2,3,3,3-heptafluoropropane Chemical compound CCOC(F)(F)C(F)(F)C(F)(F)F HNQMKNFMSPECFD-UHFFFAOYSA-N 0.000 claims description 5
- LKZYEBCKWAOFPB-UHFFFAOYSA-N 2,2,3,4,5,5-hexafluorooxolane Chemical compound FC1C(F)C(F)(F)OC1(F)F LKZYEBCKWAOFPB-UHFFFAOYSA-N 0.000 claims description 5
- AIPBKZUVKDTCOC-UHFFFAOYSA-N 2-(1,1,2,2-tetrafluoroethoxy)propane Chemical compound CC(C)OC(F)(F)C(F)F AIPBKZUVKDTCOC-UHFFFAOYSA-N 0.000 claims description 5
- UNIYHTKWMKXESF-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)OC(C(F)(F)F)C(F)(F)F UNIYHTKWMKXESF-UHFFFAOYSA-N 0.000 claims description 5
- ZASBKNPRLPFSCA-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1,1-trifluoroethane Chemical compound FC(F)OCC(F)(F)F ZASBKNPRLPFSCA-UHFFFAOYSA-N 0.000 claims description 5
- LTRUYHVIVWXQMY-UHFFFAOYSA-N 3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane Chemical compound FC(F)OC(F)C(F)(F)C(F)(F)F LTRUYHVIVWXQMY-UHFFFAOYSA-N 0.000 claims description 5
- PCTQNZRJAGLDPD-UHFFFAOYSA-N 3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane Chemical compound FC(F)OCC(F)(F)C(F)F PCTQNZRJAGLDPD-UHFFFAOYSA-N 0.000 claims description 5
- RWZITMOKDXSASG-UHFFFAOYSA-N 3-ethoxy-1,1,2,2-tetrafluoropropane Chemical compound CCOCC(F)(F)C(F)F RWZITMOKDXSASG-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 150000008378 aryl ethers Chemical class 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 5
- DPYMFVXJLLWWEU-UHFFFAOYSA-N desflurane Chemical compound FC(F)OC(F)C(F)(F)F DPYMFVXJLLWWEU-UHFFFAOYSA-N 0.000 claims description 5
- 230000000873 masking effect Effects 0.000 claims description 5
- SLSZYCUCKFSOCN-UHFFFAOYSA-N 1-(difluoromethoxy)-1,1,2,2-tetrafluoroethane Chemical compound FC(F)OC(F)(F)C(F)F SLSZYCUCKFSOCN-UHFFFAOYSA-N 0.000 claims description 4
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 claims description 3
- PQJUJGAVDBINPI-UHFFFAOYSA-N 9H-thioxanthene Chemical compound C1=CC=C2CC3=CC=CC=C3SC2=C1 PQJUJGAVDBINPI-UHFFFAOYSA-N 0.000 claims description 3
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 3
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 claims description 3
- 125000002619 bicyclic group Chemical group 0.000 claims description 3
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 3
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 claims description 3
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 3
- 239000001294 propane Substances 0.000 claims description 3
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims 3
- WXGNWUVNYMJENI-UHFFFAOYSA-N 1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)F WXGNWUVNYMJENI-UHFFFAOYSA-N 0.000 claims 2
- VWCLQNINSPFHFV-UHFFFAOYSA-N 10-oxapentacyclo[12.8.0.02,11.04,9.015,20]docosa-1(14),2(11),4,6,8,12,15,17,19,21-decaene Chemical compound C1=CC=C2C3=CC=C4OC5=CC=CC=C5CC4=C3C=CC2=C1 VWCLQNINSPFHFV-UHFFFAOYSA-N 0.000 claims 2
- 239000012760 heat stabilizer Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 claims 1
- WGZYQOSEVSXDNI-UHFFFAOYSA-N 1,1,2-trifluoroethane Chemical compound FCC(F)F WGZYQOSEVSXDNI-UHFFFAOYSA-N 0.000 claims 1
- OOLOYCGJRJFTPM-UHFFFAOYSA-N 1,3-difluoropropane Chemical compound FCCCF OOLOYCGJRJFTPM-UHFFFAOYSA-N 0.000 claims 1
- FJSRPVWDOJSWBX-UHFFFAOYSA-N 1-chloro-4-[1-(4-chlorophenyl)-2,2,2-trifluoroethyl]benzene Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)C1=CC=C(Cl)C=C1 FJSRPVWDOJSWBX-UHFFFAOYSA-N 0.000 claims 1
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- LYGJENNIWJXYER-BJUDXGSMSA-N nitromethane Chemical group [11CH3][N+]([O-])=O LYGJENNIWJXYER-BJUDXGSMSA-N 0.000 claims 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 238000004378 air conditioning Methods 0.000 abstract description 23
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 30
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 11
- 239000007788 liquid Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 238000006073 displacement reaction Methods 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 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 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 5
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
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- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- NZMAJUHVSZBJHL-UHFFFAOYSA-N n,n-dibutylformamide Chemical compound CCCCN(C=O)CCCC NZMAJUHVSZBJHL-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- PZYDAVFRVJXFHS-UHFFFAOYSA-N n-cyclohexyl-2-pyrrolidone Chemical compound O=C1CCCN1C1CCCCC1 PZYDAVFRVJXFHS-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
- PLZZPPHAMDJOSR-UHFFFAOYSA-N nonanenitrile Chemical compound CCCCCCCCC#N PLZZPPHAMDJOSR-UHFFFAOYSA-N 0.000 description 1
- YSIMAPNUZAVQER-UHFFFAOYSA-N octanenitrile Chemical compound CCCCCCCC#N YSIMAPNUZAVQER-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- ULIAPOFMBCCSPE-UHFFFAOYSA-N tridecan-7-one Chemical compound CCCCCCC(=O)CCCCCC ULIAPOFMBCCSPE-UHFFFAOYSA-N 0.000 description 1
- WKJHMKQSIBMURP-UHFFFAOYSA-N tridecanenitrile Chemical compound CCCCCCCCCCCCC#N WKJHMKQSIBMURP-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical class C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- SZKKNEOUHLFYNA-UHFFFAOYSA-N undecanenitrile Chemical compound CCCCCCCCCCC#N SZKKNEOUHLFYNA-UHFFFAOYSA-N 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- 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
- 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
-
- 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
- C09K2205/11—Ethers
- C09K2205/112—Halogenated ethers
-
- 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
- C09K2205/22—All components of a mixture being fluoro compounds
-
- 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
- C09K2205/24—Only one single fluoro component present
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
- Medicinal Preparation (AREA)
- Sorption Type Refrigeration Machines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53681904P | 2004-01-14 | 2004-01-14 | |
| US11/014,333 US7029599B2 (en) | 2004-01-14 | 2004-12-16 | 1,1,1,3,3-pentafluorobutane refrigerant compositions comprising fluoroether and uses thereof |
| PCT/US2005/001506 WO2005067556A2 (en) | 2004-01-14 | 2005-01-12 | 1,1,1,3,3,-pentafluoroybutane refrigerant compositions comprising fluoroether and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007517972A true JP2007517972A (ja) | 2007-07-05 |
| JP2007517972A5 JP2007517972A5 (https=) | 2008-02-28 |
Family
ID=34797981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006549682A Withdrawn JP2007517972A (ja) | 2004-01-14 | 2005-01-12 | フルオロエーテルを含む１，１，１，３，３−ペンタフルオロブタン冷媒組成物およびその使用 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1704198A2 (https=) |
| JP (1) | JP2007517972A (https=) |
| KR (1) | KR20060122922A (https=) |
| AR (1) | AR049615A1 (https=) |
| AU (1) | AU2005204953A1 (https=) |
| BR (1) | BRPI0506520A (https=) |
| CA (1) | CA2553431A1 (https=) |
| NO (1) | NO20063646L (https=) |
| RU (1) | RU2006129285A (https=) |
| WO (1) | WO2005067556A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014005419A (ja) * | 2012-06-27 | 2014-01-16 | Central Glass Co Ltd | フッ素化エーテルを含む熱伝達作動媒体 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20240279520A1 (en) * | 2022-10-13 | 2024-08-22 | Honeywell International Inc. | Fluorine substituted ethers and compositions, methods and uses including same |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5417871A (en) * | 1994-03-11 | 1995-05-23 | E. I. Du Pont De Nemours And Company | Hydrofluorocarbon compositions |
| US5580906A (en) * | 1995-05-19 | 1996-12-03 | E. I. Du Pont De Nemours And Company | Ternary azeotropic compositions |
-
2005
- 2005-01-12 CA CA002553431A patent/CA2553431A1/en not_active Abandoned
- 2005-01-12 RU RU2006129285/04A patent/RU2006129285A/ru not_active Application Discontinuation
- 2005-01-12 AU AU2005204953A patent/AU2005204953A1/en not_active Abandoned
- 2005-01-12 WO PCT/US2005/001506 patent/WO2005067556A2/en not_active Ceased
- 2005-01-12 BR BRPI0506520-8A patent/BRPI0506520A/pt not_active Application Discontinuation
- 2005-01-12 KR KR1020067016227A patent/KR20060122922A/ko not_active Withdrawn
- 2005-01-12 JP JP2006549682A patent/JP2007517972A/ja not_active Withdrawn
- 2005-01-12 EP EP05705841A patent/EP1704198A2/en not_active Withdrawn
- 2005-01-14 AR ARP050100139A patent/AR049615A1/es unknown
-
2006
- 2006-08-11 NO NO20063646A patent/NO20063646L/no not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014005419A (ja) * | 2012-06-27 | 2014-01-16 | Central Glass Co Ltd | フッ素化エーテルを含む熱伝達作動媒体 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2005204953A1 (en) | 2005-07-28 |
| CA2553431A1 (en) | 2005-07-28 |
| WO2005067556A2 (en) | 2005-07-28 |
| KR20060122922A (ko) | 2006-11-30 |
| AR049615A1 (es) | 2006-08-23 |
| EP1704198A2 (en) | 2006-09-27 |
| NO20063646L (no) | 2006-10-04 |
| BRPI0506520A (pt) | 2007-02-27 |
| RU2006129285A (ru) | 2008-02-20 |
| WO2005067556A3 (en) | 2005-11-17 |
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