CA2773692C - Chiller apparatus containing trans-1,1,1,4,4,4-hexafluoro-2-butene and methods of producing cooling therein - Google Patents
Chiller apparatus containing trans-1,1,1,4,4,4-hexafluoro-2-butene and methods of producing cooling therein Download PDFInfo
- Publication number
- CA2773692C CA2773692C CA2773692A CA2773692A CA2773692C CA 2773692 C CA2773692 C CA 2773692C CA 2773692 A CA2773692 A CA 2773692A CA 2773692 A CA2773692 A CA 2773692A CA 2773692 C CA2773692 C CA 2773692C
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- CA
- Canada
- Prior art keywords
- chiller
- refrigerant
- 1336mzz
- trans
- evaporator
- 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.)
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- 238000001816 cooling Methods 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 41
- NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 0.000 title description 7
- 239000003507 refrigerant Substances 0.000 claims abstract description 105
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 claims abstract description 38
- NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 claims abstract description 31
- 238000001704 evaporation Methods 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 39
- 239000002826 coolant Substances 0.000 claims description 32
- 238000004519 manufacturing process Methods 0.000 claims description 4
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical group NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 abstract description 15
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- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical compound C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 description 1
- 235000013734 beta-carotene Nutrition 0.000 description 1
- 239000011648 beta-carotene Substances 0.000 description 1
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- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 1
- BEWYHVAWEKZDPP-UHFFFAOYSA-N bornane Chemical compound C1CC2(C)CCC1C2(C)C BEWYHVAWEKZDPP-UHFFFAOYSA-N 0.000 description 1
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- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
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- RGJOEKWQDUBAIZ-UHFFFAOYSA-N coenzime A Natural products OC1C(OP(O)(O)=O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-UHFFFAOYSA-N 0.000 description 1
- 239000005516 coenzyme A Substances 0.000 description 1
- 229940093530 coenzyme a Drugs 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- KDTSHFARGAKYJN-UHFFFAOYSA-N dephosphocoenzyme A Natural products OC1C(O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 KDTSHFARGAKYJN-UHFFFAOYSA-N 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- XMQYIPNJVLNWOE-UHFFFAOYSA-N dioctyl hydrogen phosphite Chemical compound CCCCCCCCOP(O)OCCCCCCCC XMQYIPNJVLNWOE-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- ZQPCOAKGRYBBMR-VIFPVBQESA-N grapefruit mercaptan Chemical compound CC1=CC[C@H](C(C)(C)S)CC1 ZQPCOAKGRYBBMR-VIFPVBQESA-N 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000006342 heptafluoro i-propyl group Chemical group FC(F)(F)C(F)(*)C(F)(F)F 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-O hydron;1,3-oxazole Chemical compound C1=COC=[NH+]1 ZCQWOFVYLHDMMC-UHFFFAOYSA-O 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-O hydron;pyrimidine Chemical compound C1=CN=C[NH+]=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-O 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 235000012661 lycopene Nutrition 0.000 description 1
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 1
- 229960004999 lycopene Drugs 0.000 description 1
- 239000001751 lycopene Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- GTIBACHAUHDNPH-WHYMJUELSA-N n,n'-bis[(z)-benzylideneamino]oxamide Chemical compound C=1C=CC=CC=1\C=N/NC(=O)C(=O)N\N=C/C1=CC=CC=C1 GTIBACHAUHDNPH-WHYMJUELSA-N 0.000 description 1
- VBYLGQXERITIBP-UHFFFAOYSA-N n-[dimethylamino(methyl)silyl]-n-methylmethanamine Chemical compound CN(C)[SiH](C)N(C)C VBYLGQXERITIBP-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000010701 perfluoropolyalkylether Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 238000007539 photo-oxidation reaction Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000002207 retinal effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000005437 stratosphere Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 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
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 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
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F25—REFRIGERATION OR COOLING; COMBINED HEATING AND REFRIGERATION SYSTEMS; HEAT PUMP SYSTEMS; MANUFACTURE OR STORAGE OF ICE; LIQUEFACTION SOLIDIFICATION OF GASES
- F25J—LIQUEFACTION, SOLIDIFICATION OR SEPARATION OF GASES OR GASEOUS OR LIQUEFIED GASEOUS MIXTURES BY PRESSURE AND COLD TREATMENT OR BY BRINGING THEM INTO THE SUPERCRITICAL STATE
- F25J1/00—Processes or apparatus for liquefying or solidifying gases or gaseous mixtures
- F25J1/02—Processes or apparatus for liquefying or solidifying gases or gaseous mixtures requiring the use of refrigeration, e.g. of helium or hydrogen ; Details and kind of the refrigeration system used; Integration with other units or processes; Controlling aspects of the process
- F25J1/0225—Processes or apparatus for liquefying or solidifying gases or gaseous mixtures requiring the use of refrigeration, e.g. of helium or hydrogen ; Details and kind of the refrigeration system used; Integration with other units or processes; Controlling aspects of the process using other external refrigeration means not provided before, e.g. heat driven absorption chillers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24287309P | 2009-09-16 | 2009-09-16 | |
| US61/242,873 | 2009-09-16 | ||
| PCT/US2010/048910 WO2011034904A1 (en) | 2009-09-16 | 2010-09-15 | Chiller apparatus containing trans-1,1,1,4,4,4-hexafluoro-2-butene and methods of producing cooling therein |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2773692A1 CA2773692A1 (en) | 2011-03-24 |
| CA2773692C true CA2773692C (en) | 2018-01-02 |
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ID=43086235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2773692A Active CA2773692C (en) | 2009-09-16 | 2010-09-15 | Chiller apparatus containing trans-1,1,1,4,4,4-hexafluoro-2-butene and methods of producing cooling therein |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9217100B2 (enExample) |
| EP (1) | EP2478065B1 (enExample) |
| JP (1) | JP5693585B2 (enExample) |
| KR (1) | KR101733256B1 (enExample) |
| CN (1) | CN102695772B (enExample) |
| AU (1) | AU2010295687B2 (enExample) |
| BR (1) | BR112012005851A2 (enExample) |
| CA (1) | CA2773692C (enExample) |
| ES (1) | ES2581516T3 (enExample) |
| IN (1) | IN2012DN02097A (enExample) |
| MX (1) | MX341116B (enExample) |
| MY (1) | MY161069A (enExample) |
| WO (1) | WO2011034904A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8463441B2 (en) | 2002-12-09 | 2013-06-11 | Hudson Technologies, Inc. | Method and apparatus for optimizing refrigeration systems |
| JP5466555B2 (ja) * | 2010-03-25 | 2014-04-09 | 出光興産株式会社 | 冷凍機用潤滑油組成物 |
| JP5466556B2 (ja) * | 2010-03-25 | 2014-04-09 | 出光興産株式会社 | 冷凍機用潤滑油組成物 |
| TWI573971B (zh) * | 2011-01-31 | 2017-03-11 | 杜邦股份有限公司 | 使用包含ｚ－１，１，１，４，４，４－六氟－２－丁烯之工作流體製熱 |
| ES2989330T3 (es) * | 2011-08-19 | 2024-11-26 | Chemours Co Fc Llc | Proceso de ciclos de Rankine orgánicos para generar energía mecánica a partir de calor |
| EP2814580A1 (en) * | 2012-02-17 | 2014-12-24 | E. I. Du Pont de Nemours and Company | Azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene and e-1,1,1,4,4,4-hexafluoro-2-butene and uses thereof |
| TW201413192A (zh) * | 2012-08-01 | 2014-04-01 | Du Pont | Ｅ－１，１，１，４，４，４－六氟－２－丁烯在熱泵的使用 |
| TW201411068A (zh) * | 2012-08-01 | 2014-03-16 | Du Pont | 於級聯熱泵中在最終級聯階段使用包含ｚ－１，１，１，４，４，４－六氟－２－丁烯之工作流體製造加熱 |
| CA2957146A1 (en) * | 2014-08-12 | 2016-02-18 | Alligator Bioscience Ab | Combination therapies with anti cd40 antibodies |
| CN112920777A (zh) | 2015-02-06 | 2021-06-08 | 科慕埃弗西有限公司 | 包含e-1,1,1,4,4,4-六氟-2-丁烯的组合物及其用途 |
| WO2016140187A1 (ja) * | 2015-03-02 | 2016-09-09 | Ｊｘ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 |
| EP3634931B1 (en) * | 2017-06-07 | 2024-12-11 | 3M Innovative Properties Company | Immersion cooling |
| US11155737B2 (en) * | 2018-11-21 | 2021-10-26 | Honeywell International Inc. | Nonflammable refrigerants having low GWP, and systems for and methods of providing refrigeration |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5254280A (en) | 1988-12-27 | 1993-10-19 | Allied-Signal Inc. | Refrigeration compositions having polyoxyalkylene glycols with alkylene groups having at least 4 carbon atoms therein |
| DE69208681T2 (de) | 1991-11-06 | 1996-08-14 | E.I. Du Pont De Nemours And Co., Wilmington, Del. | Verwendungen von 1,1,1,3,3,3-hexafluoropropan |
| WO1994012454A1 (fr) | 1992-11-20 | 1994-06-09 | Daikin Industries, Ltd. | Procede de production de 1,1,1,4,4,4-hexafluoro-2-butene et de 1,1,1,4,4,4-hexafluorobutane |
| US6881354B2 (en) | 1998-12-30 | 2005-04-19 | Praxair Technology, Inc. | Multicomponent refrigerant fluids for low and cryogenic temperatures |
| DE10141447A1 (de) * | 2001-08-23 | 2003-03-13 | Solvay Fluor & Derivate | Verwendung von 1,1,1,3,3-Pentafluorbutan |
| US20040089839A1 (en) | 2002-10-25 | 2004-05-13 | Honeywell International, Inc. | Fluorinated alkene refrigerant compositions |
| JP2008531975A (ja) * | 2005-03-04 | 2008-08-14 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | エンジン排ガス駆動タービンを動力源とする冷凍／空気調節装置 |
| US20060245944A1 (en) * | 2005-03-21 | 2006-11-02 | Leck Thomas J | Cooling apparatus powered by a ratioed gear drive assembly |
| TWI657070B (zh) | 2005-06-24 | 2019-04-21 | 美商哈尼威爾國際公司 | 含有經氟取代之烯烴之組合物及其用途 |
| US7708903B2 (en) * | 2005-11-01 | 2010-05-04 | E.I. Du Pont De Nemours And Company | Compositions comprising fluoroolefins and uses thereof |
| WO2007053697A2 (en) | 2005-11-01 | 2007-05-10 | E. I. Du Pont De Nemours And Company | Compositions comprising fluoroolefins and uses thereof |
| 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 |
| CN105001440A (zh) | 2007-03-29 | 2015-10-28 | 阿科玛股份有限公司 | 氢氯氟烯烃类的发泡剂组合物 |
| EP3461805B1 (en) * | 2007-04-27 | 2022-11-16 | The Chemours Company FC, LLC | Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene |
| CA2682312C (en) * | 2007-05-11 | 2016-11-22 | E. I. Du Pont De Nemours And Company | Method for exchanging heat in a vapor compression heat transfer system and a vapor compression heat transfer system comprising an intermediate heat exchanger with a dual-row evaporator or condenser |
| CN110951463B (zh) * | 2007-06-12 | 2021-06-11 | 科慕埃弗西有限公司 | E-1,1,1,4,4,4-六氟-2-丁烯的共沸和类共沸组合物 |
| US7795482B2 (en) | 2007-07-03 | 2010-09-14 | E. I. Du Pont De Nemours And Company | Method of hydrodechlorination to produce dihydrofluorinated olefins |
| JP2010534743A (ja) | 2007-07-27 | 2010-11-11 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | フルオロオレフィンを含む組成物およびそれらの使用 |
| TW200930801A (en) * | 2007-10-31 | 2009-07-16 | Du Pont | Compositions comprising iodotrifluoromethane and uses thereof |
| JP2010531970A (ja) | 2008-03-07 | 2010-09-30 | アーケマ・インコーポレイテッド | 液体冷却装置におけるｒ−１２３３の使用 |
| US8066901B1 (en) * | 2011-01-19 | 2011-11-29 | Honeywell International Inc. | Azeotrope-like compositions of trans-1,1,1,4,4,4-hexafluoro-2-butene and water |
-
2010
- 2010-09-15 US US13/394,406 patent/US9217100B2/en active Active
- 2010-09-15 CN CN201080051752.0A patent/CN102695772B/zh active Active
- 2010-09-15 KR KR1020127009481A patent/KR101733256B1/ko active Active
- 2010-09-15 MX MX2012003244A patent/MX341116B/es active IP Right Grant
- 2010-09-15 JP JP2012529869A patent/JP5693585B2/ja active Active
- 2010-09-15 MY MYPI2012001006A patent/MY161069A/en unknown
- 2010-09-15 BR BR112012005851A patent/BR112012005851A2/pt not_active IP Right Cessation
- 2010-09-15 CA CA2773692A patent/CA2773692C/en active Active
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2012
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Also Published As
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|---|---|
| WO2011034904A1 (en) | 2011-03-24 |
| MX2012003244A (es) | 2012-04-10 |
| CA2773692A1 (en) | 2011-03-24 |
| JP2013505423A (ja) | 2013-02-14 |
| EP2478065B1 (en) | 2016-04-13 |
| MX341116B (es) | 2016-08-09 |
| EP2478065A1 (en) | 2012-07-25 |
| US20120159976A1 (en) | 2012-06-28 |
| MY161069A (en) | 2017-04-14 |
| ES2581516T3 (es) | 2016-09-06 |
| JP5693585B2 (ja) | 2015-04-01 |
| KR101733256B1 (ko) | 2017-05-08 |
| CN102695772A (zh) | 2012-09-26 |
| AU2010295687A1 (en) | 2012-03-29 |
| BR112012005851A2 (pt) | 2019-09-24 |
| AU2010295687B2 (en) | 2014-11-06 |
| KR20120075467A (ko) | 2012-07-06 |
| IN2012DN02097A (enExample) | 2015-08-21 |
| CN102695772B (zh) | 2015-09-16 |
| US9217100B2 (en) | 2015-12-22 |
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