KR20060122924A - 플루오르화에테르를 포함하는1,1,1,2,2,3,3,4,4-노나플루오로-4-메톡시부탄 냉매 조성물및 그의 용도 - Google Patents
플루오르화에테르를 포함하는1,1,1,2,2,3,3,4,4-노나플루오로-4-메톡시부탄 냉매 조성물및 그의 용도 Download PDFInfo
- Publication number
- KR20060122924A KR20060122924A KR1020067016229A KR20067016229A KR20060122924A KR 20060122924 A KR20060122924 A KR 20060122924A KR 1020067016229 A KR1020067016229 A KR 1020067016229A KR 20067016229 A KR20067016229 A KR 20067016229A KR 20060122924 A KR20060122924 A KR 20060122924A
- Authority
- KR
- South Korea
- Prior art keywords
- och
- difluoromethoxy
- composition
- weight percent
- 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- Withdrawn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 140
- 239000003507 refrigerant Substances 0.000 title claims abstract description 73
- 150000002170 ethers Chemical class 0.000 title claims description 20
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- -1 fluorinated ether compound Chemical class 0.000 claims abstract description 90
- 238000001816 cooling Methods 0.000 claims abstract description 62
- 238000004378 air conditioning Methods 0.000 claims abstract description 44
- 239000013529 heat transfer fluid Substances 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims description 56
- 229930195733 hydrocarbon Natural products 0.000 claims description 44
- 239000004215 Carbon black (E152) Substances 0.000 claims description 41
- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 33
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
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- 239000001257 hydrogen Substances 0.000 claims description 13
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- YUOXYWMLEGWQLB-UHFFFAOYSA-N 1,1,1-trifluoro-3-methoxypropane Chemical compound COCCC(F)(F)F YUOXYWMLEGWQLB-UHFFFAOYSA-N 0.000 claims description 10
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- RPVUQXHGCXIWHO-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1-difluoroethane Chemical compound FC(F)COC(F)F RPVUQXHGCXIWHO-UHFFFAOYSA-N 0.000 claims description 10
- 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 10
- 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 9
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- 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 9
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- 150000002576 ketones Chemical class 0.000 claims description 9
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- 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 8
- 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 8
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- 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 8
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- 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 8
- MFNUKMQUVGMCEW-UHFFFAOYSA-N 1-(difluoromethoxy)-1,1,2-trifluoroethane Chemical compound FCC(F)(F)OC(F)F MFNUKMQUVGMCEW-UHFFFAOYSA-N 0.000 claims description 8
- 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 8
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- ZASBKNPRLPFSCA-UHFFFAOYSA-N 2-(difluoromethoxy)-1,1,1-trifluoroethane Chemical compound FC(F)OCC(F)(F)F ZASBKNPRLPFSCA-UHFFFAOYSA-N 0.000 claims description 8
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- 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 8
- 125000004122 cyclic group Chemical group 0.000 claims description 8
- DPYMFVXJLLWWEU-UHFFFAOYSA-N desflurane Chemical compound FC(F)OC(F)C(F)(F)F DPYMFVXJLLWWEU-UHFFFAOYSA-N 0.000 claims description 8
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- SDAXRHHPNYTELL-UHFFFAOYSA-N heptanenitrile Chemical compound CCCCCCC#N SDAXRHHPNYTELL-UHFFFAOYSA-N 0.000 description 1
- AILKHAQXUAOOFU-UHFFFAOYSA-N hexanenitrile Chemical compound CCCCCC#N AILKHAQXUAOOFU-UHFFFAOYSA-N 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- ZSUUCLLIOSUIFH-UHFFFAOYSA-N n,n-di(propan-2-yl)acetamide Chemical compound CC(C)N(C(C)C)C(C)=O ZSUUCLLIOSUIFH-UHFFFAOYSA-N 0.000 description 1
- NZMAJUHVSZBJHL-UHFFFAOYSA-N n,n-dibutylformamide Chemical compound CCCCN(C=O)CCCC NZMAJUHVSZBJHL-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
- 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
- 239000008188 pellet Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- MCSINKKTEDDPNK-UHFFFAOYSA-N propyl propionate Chemical compound CCCOC(=O)CC MCSINKKTEDDPNK-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
- 238000004064 recycling 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
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 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
- 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)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53681904P | 2004-01-14 | 2004-01-14 | |
| US60/536,819 | 2004-01-14 | ||
| US11/014,334 US7220363B2 (en) | 2004-01-14 | 2004-12-16 | 1,1,1,2,2,3,3,4,4-Nonafluoro-4-methoxybutane refrigerant compositions comprising a fluoroether and uses thereof |
| US11/014,334 | 2004-12-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20060122924A true KR20060122924A (ko) | 2006-11-30 |
Family
ID=34797982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020067016229A Withdrawn KR20060122924A (ko) | 2004-01-14 | 2005-01-12 | 플루오르화에테르를 포함하는1,1,1,2,2,3,3,4,4-노나플루오로-4-메톡시부탄 냉매 조성물및 그의 용도 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1704199A1 (https=) |
| JP (1) | JP2007517974A (https=) |
| KR (1) | KR20060122924A (https=) |
| AR (1) | AR049612A1 (https=) |
| AU (1) | AU2005205600A1 (https=) |
| BR (1) | BRPI0506540A (https=) |
| CA (1) | CA2552832A1 (https=) |
| NO (1) | NO20063643L (https=) |
| RU (1) | RU2006129311A (https=) |
| WO (1) | WO2005068579A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009091178A3 (ko) * | 2008-01-15 | 2009-10-08 | 주식회사 웰라이트 | 가로등 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010185048A (ja) * | 2009-02-13 | 2010-08-26 | Daikin Ind Ltd | 熱伝達装置および熱伝達方法、ならびにそれに用いる熱伝達流体 |
| JP5987497B2 (ja) * | 2012-06-27 | 2016-09-07 | セントラル硝子株式会社 | フッ素化エーテルを含む熱伝達作動媒体 |
| FR3057272B1 (fr) | 2016-10-10 | 2020-05-08 | Arkema France | Compositions azeotropiques a base de tetrafluoropropene |
| FR3057271B1 (fr) | 2016-10-10 | 2020-01-17 | Arkema France | Utilisation de compositions a base de tetrafluoropropene |
| CA3153966A1 (en) * | 2019-10-28 | 2021-05-06 | The Chemours Company Fc, Llc | Heat transfer fluids for use in low temperature chiller applications |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5578137A (en) * | 1993-08-31 | 1996-11-26 | E. I. Du Pont De Nemours And Company | Azeotropic or azeotrope-like compositions including 1,1,1,2,3,4,4,5,5,5-decafluoropentane |
-
2005
- 2005-01-12 RU RU2006129311/04A patent/RU2006129311A/ru not_active Application Discontinuation
- 2005-01-12 CA CA002552832A patent/CA2552832A1/en not_active Abandoned
- 2005-01-12 WO PCT/US2005/001508 patent/WO2005068579A1/en not_active Ceased
- 2005-01-12 JP JP2006549684A patent/JP2007517974A/ja not_active Withdrawn
- 2005-01-12 EP EP05705842A patent/EP1704199A1/en not_active Withdrawn
- 2005-01-12 KR KR1020067016229A patent/KR20060122924A/ko not_active Withdrawn
- 2005-01-12 BR BRPI0506540-2A patent/BRPI0506540A/pt not_active Application Discontinuation
- 2005-01-12 AU AU2005205600A patent/AU2005205600A1/en not_active Abandoned
- 2005-01-14 AR ARP050100136A patent/AR049612A1/es unknown
-
2006
- 2006-08-11 NO NO20063643A patent/NO20063643L/no not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009091178A3 (ko) * | 2008-01-15 | 2009-10-08 | 주식회사 웰라이트 | 가로등 |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2006129311A (ru) | 2008-02-20 |
| WO2005068579A1 (en) | 2005-07-28 |
| AU2005205600A1 (en) | 2005-07-28 |
| NO20063643L (no) | 2006-10-04 |
| JP2007517974A (ja) | 2007-07-05 |
| AR049612A1 (es) | 2006-08-23 |
| CA2552832A1 (en) | 2005-07-28 |
| EP1704199A1 (en) | 2006-09-27 |
| BRPI0506540A (pt) | 2007-02-27 |
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Legal Events
| Date | Code | Title | Description |
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| PA0105 | International application |
Patent event date: 20060811 Patent event code: PA01051R01D Comment text: International Patent Application |
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| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |