US20120159982A1 - Ternary compositions for low-capacity refrigeration - Google Patents
Ternary compositions for low-capacity refrigeration Download PDFInfo
- Publication number
- US20120159982A1 US20120159982A1 US13/393,640 US201013393640A US2012159982A1 US 20120159982 A1 US20120159982 A1 US 20120159982A1 US 201013393640 A US201013393640 A US 201013393640A US 2012159982 A1 US2012159982 A1 US 2012159982A1
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- United States
- Prior art keywords
- hfc
- weight
- tetrafluoropropene
- composition
- heat
- 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.)
- Abandoned
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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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
- C08J9/146—Halogen containing compounds containing carbon, halogen and hydrogen only only fluorine as halogen atoms
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of 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
- C09K3/00—Materials not provided for elsewhere
-
- 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
- C09K3/00—Materials not provided for elsewhere
- C09K3/30—Materials not provided for elsewhere for aerosols
-
- 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
- F25B—REFRIGERATION MACHINES, PLANTS OR SYSTEMS; COMBINED HEATING AND REFRIGERATION SYSTEMS; HEAT PUMP SYSTEMS
- F25B13/00—Compression machines, plants or systems, with reversible cycle
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2207/00—Foams characterised by their intended use
- C08J2207/04—Aerosol, e.g. polyurethane foam spray
-
- 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
- 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
- C09K2205/40—Replacement mixtures
Definitions
- the present invention relates to compositions containing 2,3,3,3-tetrafluoropropene and uses thereof as heat-transfer fluids, blowing agents, solvents and aerosols.
- HFCs hydrofluorocarbons
- HFC-134a hydrofluorocarbon (1,1,1,2-tetrafluoroethane: HFC-134a) refrigerant which is less harmful to the ozone layer.
- CFC-12 chlorofluorocarbon
- HFC-134a hydrofluorocarbon (1,1,1,2-tetrafluoroethane: HFC-134a) refrigerant which is less harmful to the ozone layer.
- the contribution to the greenhouse effect of a fluid is quantified by a criterion, the GWP (global warming potential) which indexes the warming potential by taking a reference value of 1 for carbon dioxide.
- carbon dioxide Since carbon dioxide is non-toxic and non-flammable and has a very low GWP, it has been proposed as a refrigerant in air-conditioning systems as a replacement for HFC-134a. However, the use of carbon dioxide has several drawbacks, in particular linked to the very high pressure at which it is used as a refrigerant in the existing apparatuses and technologies.
- compositions comprising at least one fluoroalkene having three or four carbon atoms, in particular pentafluoropropene and tetrafluoropropene, preferably having a GWP at most of 150, as heat-transfer fluids.
- Document WO 2005/105947 teaches the addition to tetrafluoropropene, preferably 1,3,3,3-tetrafluoropropene, of a blowing coagent such as difluoromethane, pentafluoroethane, tetrafluoroethane, difluoroethane, heptafluoropropane, hexafluoropropane, pentafluoropropane, pentafluorobutane, water and carbon dioxide.
- a blowing coagent such as difluoromethane, pentafluoroethane, tetrafluoroethane, difluoroethane, heptafluoropropane, hexafluoropropane, pentafluoropropane, pentafluorobutane, water and carbon dioxide.
- Quaternary mixtures comprising 1,1,1,2,3-pentafluoro-propene (HFO-1225ye) in combination with difluoromethane, 2,3,3,3-tetrafluoropropene and HFC-134a were disclosed in this document. However, 1,1,1,2,3-pentafluoropropene is toxic.
- CF 3 I Quaternary mixtures comprising 2,3,3,3-tetrafluoropropene in combination with iodotrifluoromethane (CF 3 I), HFC-32 and HFC-134a have also been disclosed in document WO 2006/094303.
- CF 3 I has a non-zero ODP and poses stability and corrosion problems.
- compositions used as heat-transfer fluid in the present invention have values for the temperatures at the compressor outlet, and pressure levels, equivalent to the values given by HFC-134a.
- the compression ratios are lower. These compositions can replace HFC-134a without changing compressor technology.
- compositions used as a heat-transfer fluid in the present invention have volume capacities which are greater than the volume capacity of HFC-134a (between 116 and 133%). By virtue of these properties, these compositions can use smaller compressors and have the same heating or cooling capacity.
- compositions according to the present invention are characterized in that they essentially contain from 10 to 90% by weight of 2,3,3,3-tetrafluoropropene, from 5 to 80% by weight of HFC-134a and from 5 to 10% by weight of HFC-32.
- compositions essentially contain from 10 to 45% by weight of 2,3,3,3-tetrafluoropropene, from 50 to 80% by weight of HFC-134a and from 5 to 10% by weight of HFC-32.
- compositions according to the present invention can be used as heat-transfer fluids, preferably in compression systems and advantageously with exchangers operating in counterflow mode or in cross-flow mode with counterflow tendency. They are particularly suitable for systems of low-capacity refrigeration per unit volume swept by the compressor.
- heat-transfer fluids In compression systems, the heat exchange between the refrigerant and the heat sources takes place by means of heat-transfer fluids. These heat-transfer fluids are in the gaseous state (the air in air-conditioning and direct expansion refrigeration), liquid state (the water in domestic heat pumps, glycolated water) or two-phase state.
- compositions according to the present invention are advantageously used in stationary air conditioning and heat pumps, preferably as a replacement for HFC-134a.
- compositions according to the present invention can be stabilized.
- the stabilizer preferably represents at most 5% by weight relative to the total composition.
- nitromethane ascorbic acid, terephthalic acid, azoles such as tolutriazole or benzotriazole, phenolic compounds such as tocopherol, hydroquinone, t-butyl hydroquinone or 2,6-di-tert-butyl-4-methylphenol, epoxides (alkyl, optionally fluorinated or perfluorinated, or alkenyl or aromatic) such as n-butyl glycidyl ether, hexanediol diglycidyl ether, allyl glycidyl ether or butylphenyl glycidyl ether, phosphites, phosphates, phosphonates, thiols and lactones.
- epoxides alkyl, optionally fluorinated or perfluorinated, or alkenyl or aromatic
- compositions according to the present invention as a heat-transfer agent, can be employed in the presence of lubricants such as mineral oil, alkylbenzene, polyalkylene glycol and polyvinyl ether.
- compositions according to the present invention can also be used as blowing agents, aerosols and solvents.
- the RK-Soave equation is used for calculating the densities, enthalpies, entropies and liquid/vapor equilibrium data of the mixtures.
- the use of this equation requires knowledge of the properties of the pure bodies used in the mixtures in question and also the interaction coefficients for each binary mixture.
- HFC-32, HFC-134a
- the data of the temperature-pressure curve for HFO-1234yf are measured by the static method.
- the critical temperature and the critical pressure are measured using a C80 calorimeter sold by Setaram.
- the densities, at saturation as a function of temperature, are measured using the vibrating tube densitometer technology developed by the laboratories of the autoimmune des Mines of Paris.
- the RK-Soave equation uses binary interaction coefficients to represent the behavior of the products in mixtures.
- the coefficients are calculated as a function of the experimental liquid/vapor equilibrium data.
- the technique used for the liquid/vapor equilibrium measurements is the static-cell analytical method.
- the equilibrium cell comprises a sapphire tube and is equipped with two electromagnetic ROLSITM samplers. It is immersed in a cryothermostat bath (HUBER HS40). A magnetic stirrer with a field drive rotating at varying speed is used to accelerate reaching the equilibria.
- the analysis of the samples is carried out by gas chromatography (HP5890 series II) using a katharometer (TCD).
- the liquid/vapor equilibrium data for the binary mixture HFC-134a/HFC-32 are available from Refprop. Two isotherms ( ⁇ 20° C. and 20° C.) and one isobar (30 bar) are used to calculate the interaction coefficients for this binary mixture.
- a compression system equipped with a counterflow condenser and evaporator, with a screw compressor and with an expansion valve is considered.
- the system operates with 15° C. of overheat and 5° C. of undercooling.
- the minimum temperature difference between the secondary fluid and the refrigerant is considered to be about 5° C.
- the isentropic efficiency of the compressors depends on the compression ratio. This efficiency is calculated according to the following equation:
- ⁇ isen a - b ⁇ ( ⁇ - c ) 2 - d ⁇ - e . ( 1 )
- the % CAP is the percentage of the ratio of the volumetric capacity supplied by each product over the capacity of HFC-134a.
- the coefficient of performance is defined as being the useful power supplied by the system over the power provided or consumed by the system.
- the Lorenz coefficient of performance (COPLorenz) is a reference coefficient of performance. It is a function of temperatures and is used for comparing the COPs of various fluids.
- the Lorenz coefficient of performance is defined as follows:
- T average condenser T inlet condenser ⁇ T outlet condenser (2)
- T average evaporator T outlet evaporator ⁇ T inlet evaporator (3)
- the Lorenz COP in the case of air-conditioning and refrigeration is:
- the Lorenz COP in the case of heating is:
- the coefficient of performance of the Lorenz cycle is calculated as a function of the corresponding temperatures.
- the %COP/COPLorenz is the ratio of the COP of the system relative to the COP of the corresponding Lorenz cycle.
- the compression system In heating mode, the compression system operates between a temperature for inlet of the refrigerant into the evaporator of ⁇ 5° C. and a temperature for inlet of the refrigerant into the condenser of 50° C.
- the system supplies heat at 45° C.
- compositions according to the invention under the heating mode operating conditions are given in table 1.
- values of the constituents (HFO-1234yf, HFC-32, HFC-134a) for each composition are given as percentage by weight.
- the compression system In cooling mode, the compression system operates between a temperature for inlet of the refrigerant into the evaporator of ⁇ 5° C. and a temperature for inlet of the refrigerant into the condenser of 50° C.
- the system supplies refrigeration at 0° C.
- compositions according to the invention under the cooling mode operating conditions are given in table 2.
- values of the constituents (HFO-1234yf, HFC-32, HFC-134a) for each composition are given as percentage by weight.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Combustion & Propulsion (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Lubricants (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0956249 | 2009-09-11 | ||
FR0956249A FR2950071B1 (fr) | 2009-09-11 | 2009-09-11 | Compositions ternaires pour refrigeration basse capacite |
PCT/FR2010/051747 WO2011030032A1 (fr) | 2009-09-11 | 2010-08-20 | Compositions ternaires pour refrigeration basse capacite |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2010/051747 A-371-Of-International WO2011030032A1 (fr) | 2009-09-11 | 2010-08-20 | Compositions ternaires pour refrigeration basse capacite |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/335,281 Continuation US9175203B2 (en) | 2009-09-11 | 2014-07-18 | Ternary compositions for low-capacity refrigeration |
Publications (1)
Publication Number | Publication Date |
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US20120159982A1 true US20120159982A1 (en) | 2012-06-28 |
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Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US13/393,640 Abandoned US20120159982A1 (en) | 2009-09-11 | 2010-08-20 | Ternary compositions for low-capacity refrigeration |
US14/335,281 Expired - Fee Related US9175203B2 (en) | 2009-09-11 | 2014-07-18 | Ternary compositions for low-capacity refrigeration |
US14/873,891 Active US9505968B2 (en) | 2009-09-11 | 2015-10-02 | Ternary compositions for low-capacity refrigeration |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
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US14/335,281 Expired - Fee Related US9175203B2 (en) | 2009-09-11 | 2014-07-18 | Ternary compositions for low-capacity refrigeration |
US14/873,891 Active US9505968B2 (en) | 2009-09-11 | 2015-10-02 | Ternary compositions for low-capacity refrigeration |
Country Status (10)
Country | Link |
---|---|
US (3) | US20120159982A1 (sv) |
EP (1) | EP2475733B1 (sv) |
JP (2) | JP2013504644A (sv) |
CN (2) | CN105018034B (sv) |
BR (1) | BR112012005096A2 (sv) |
FR (1) | FR2950071B1 (sv) |
HK (1) | HK1211610A1 (sv) |
PT (1) | PT2475733T (sv) |
RU (1) | RU2554180C2 (sv) |
WO (1) | WO2011030032A1 (sv) |
Cited By (40)
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US20120151958A1 (en) * | 2009-09-11 | 2012-06-21 | Arkema France | Use of ternary compositions |
US20120151959A1 (en) * | 2009-09-11 | 2012-06-21 | Arkema France | Binary refrigerating fluid |
US20120298909A1 (en) * | 2009-08-28 | 2012-11-29 | Mexichem Amanco Holding S.A. De C.V. | Heat transfer compositions |
US20130025299A1 (en) * | 2010-04-16 | 2013-01-31 | E I Du Pont De Nemours And Company | Composition comprising 2,3,3,3-tetrafluoropropene and 1,1,1,2-tetrafluoroethane, chillers containing same and methods of producing cooling therein |
US20130055738A1 (en) * | 2010-05-11 | 2013-03-07 | Arkema France | Ternary heat-transfer fluids comprising difluoromethane, pentafluoroethane and tetrafluoropropene |
US20130096218A1 (en) * | 2010-06-22 | 2013-04-18 | Arkema Inc. | Heat transfer compositions of hydrofluorocarbons and a hydrofluoroolefin |
US8940180B2 (en) | 2012-11-21 | 2015-01-27 | Honeywell International Inc. | Low GWP heat transfer compositions |
US9011711B2 (en) | 2009-09-11 | 2015-04-21 | Arkema France | Heat transfer fluid replacing R-410A |
US9028706B2 (en) | 2011-02-10 | 2015-05-12 | Arkema France | Binary compositions of 2,3,3,3-tetrafluoropropene and of ammonia |
US9039922B2 (en) | 2009-09-11 | 2015-05-26 | Arkema France | Low-temperature and average-temperature refrigeration |
US9074115B2 (en) | 2009-08-28 | 2015-07-07 | Mexichem Amanco Holding S.A. De C.V. | Heat transfer compositions |
US9175203B2 (en) | 2009-09-11 | 2015-11-03 | Arkema France | Ternary compositions for low-capacity refrigeration |
US9267064B2 (en) | 2009-09-11 | 2016-02-23 | Arkema France | Ternary compositions for high-capacity refrigeration |
US9315708B2 (en) | 2011-05-04 | 2016-04-19 | Arkema France | Heat-transfer compositions exhibiting improved miscibility with the lubricating oil |
US9512343B2 (en) | 2010-09-20 | 2016-12-06 | Arkema France | Composition based on 2,3,3,3-tetrafluoropropene |
US9599381B2 (en) | 2008-10-08 | 2017-03-21 | Arkema France | Heat transfer fluid |
US9650551B2 (en) | 2012-12-26 | 2017-05-16 | Arkema France | Composition including 2,3,3,3-tetrafluoropropene |
US9650553B2 (en) | 2012-12-26 | 2017-05-16 | Arkema France | Azeotropic or quasi-azeotropic composition of chloromethane |
US9683155B2 (en) | 2012-12-26 | 2017-06-20 | Arkema France | Composition containing 2,3,3,3-tetrafluoropropene and 1,2-difluoroethylene |
US9683156B2 (en) | 2013-09-11 | 2017-06-20 | Arkema France | Heat transfer fluids comprising difluoromethane, pentafluoroethane, tetrafluoropropene and optionally propane |
US9683157B2 (en) | 2009-09-11 | 2017-06-20 | Arkema France | Heat transfer method |
US9752069B2 (en) | 2012-11-20 | 2017-09-05 | Arkema France | Refrigerant composition |
US9783721B2 (en) | 2012-08-20 | 2017-10-10 | Honeywell International Inc. | Low GWP heat transfer compositions |
US9908828B2 (en) | 2015-03-18 | 2018-03-06 | Arkema France | Stabilization of 1-chloro-3,3,3-trifluoropropene |
US9982180B2 (en) | 2013-02-13 | 2018-05-29 | Honeywell International Inc. | Heat transfer compositions and methods |
US10023780B2 (en) | 2013-07-11 | 2018-07-17 | Arkema France | 2,3,3,3-tetrafluoropropene compositions having improved miscibility |
US10035938B2 (en) | 2009-09-11 | 2018-07-31 | Arkema France | Heat transfer fluid replacing R-134a |
US10119055B2 (en) | 2010-07-09 | 2018-11-06 | Arkema France | Stable 2,3,3,3-tetrafluoropropene composition |
US10252913B2 (en) | 2013-03-20 | 2019-04-09 | Arkema France | Composition comprising HF and 2,3,3,3-tetrafluoropropene |
US10308853B2 (en) | 2009-12-18 | 2019-06-04 | Arkema France | Heat-transfer fluids having reduced flammability |
US10450488B2 (en) | 2012-01-26 | 2019-10-22 | Arkema France | Heat transfer compositions having improved miscibility with lubricating oil |
US10808157B2 (en) | 2008-11-03 | 2020-10-20 | Arkema France | Vehicle heating and/or air conditioning method |
US10858561B2 (en) | 2008-10-16 | 2020-12-08 | Arkema France | Heat transfer method |
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US11001546B2 (en) | 2018-02-05 | 2021-05-11 | Arkema France | Ternary azeotropic or quasi-azeotropic composition comprising HF, 2,3,3,3-tetrafluoropropene and 1,1,1,2,2-pentafluoropropane |
US11053420B2 (en) | 2017-09-12 | 2021-07-06 | Arkema France | Composition on the basis of hydrochlorofluoroolefin and mineral oil |
US11306232B2 (en) | 2016-10-10 | 2022-04-19 | Arkema France | Tetrafluoropropene-based azeotropic compositions |
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US11370948B2 (en) | 2017-03-21 | 2022-06-28 | Arkema France | Tetrafluoropropene-based composition |
US11629278B2 (en) | 2018-02-15 | 2023-04-18 | Arkema France | Heat transfer compositions as replacement for R-134A |
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JP2016501284A (ja) | 2012-11-16 | 2016-01-18 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | フルオロポリマーシール適合性向上のためのエポキシ化合物含有潤滑油組成物 |
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US11209196B2 (en) * | 2018-10-26 | 2021-12-28 | The Chemours Company Fc, Llc | HFO-1234ZE, HFO-1225ZC and HFO-1234YF compositions and processes for producing and using the compositions |
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Also Published As
Publication number | Publication date |
---|---|
CN105018034A (zh) | 2015-11-04 |
JP6546563B2 (ja) | 2019-07-17 |
WO2011030032A1 (fr) | 2011-03-17 |
US20160024363A1 (en) | 2016-01-28 |
FR2950071B1 (fr) | 2012-02-03 |
CN102482556B (zh) | 2015-07-29 |
FR2950071A1 (fr) | 2011-03-18 |
PT2475733T (pt) | 2019-11-05 |
US9505968B2 (en) | 2016-11-29 |
RU2554180C2 (ru) | 2015-06-27 |
RU2012114163A (ru) | 2013-10-20 |
US9175203B2 (en) | 2015-11-03 |
HK1211610A1 (en) | 2016-05-27 |
EP2475733B1 (fr) | 2019-10-02 |
CN105018034B (zh) | 2018-05-25 |
CN102482556A (zh) | 2012-05-30 |
JP2013504644A (ja) | 2013-02-07 |
EP2475733A1 (fr) | 2012-07-18 |
US20140326017A1 (en) | 2014-11-06 |
JP2016194077A (ja) | 2016-11-17 |
BR112012005096A2 (pt) | 2016-05-03 |
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