US20110186772A1 - Heat transfer fluid - Google Patents

Heat transfer fluid Download PDF

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Publication number
US20110186772A1
US20110186772A1 US13/122,606 US200913122606A US2011186772A1 US 20110186772 A1 US20110186772 A1 US 20110186772A1 US 200913122606 A US200913122606 A US 200913122606A US 2011186772 A1 US2011186772 A1 US 2011186772A1
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weight
tetrafluoropropene
difluoromethane
difluoroethane
compositions
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US13/122,606
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English (en)
Inventor
Wissam Rached
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
Arkerna France
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Arkerna France
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Application filed by Arkerna France filed Critical Arkerna France
Assigned to ARKEMA FRANCE reassignment ARKEMA FRANCE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: RACHED, WISSAM
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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
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/008—Lubricant compositions compatible with refrigerants
    • 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
    • F25B31/00—Compressor arrangements
    • F25B31/002—Lubrication
    • 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
    • F25B45/00—Arrangements for charging or discharging refrigerant
    • 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
    • C09K2205/122—Halogenated 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
    • C09K2205/10—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
    • 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
    • C09K2205/43—Type R22
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/003—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic compounds
    • C10M2203/065—Well-defined aromatic compounds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
    • C10M2209/043—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/101—Containing Hydrofluorocarbons
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/30—Refrigerators lubricants or compressors lubricants

Definitions

  • the present invention relates to compositions comprising hydrofluoroolefins and to their uses as heat transfer fluids, blowing agents, solvents and aerosols.
  • HFCs hydrofluorocarbons
  • HFC-134a hydrofluorocarbon (1,1,1,2-tetrafluoroethane: HFC-134a), which is less harmful to the ozone layer.
  • CFC-12 chlorofluorocarbon
  • HFC-134a hydrofluorocarbon (1,1,1,2-tetrafluoroethane: HFC-134a)
  • GWP global warming potential
  • Carbon dioxide being non-toxic, non-flammable and having a very low GWP, has been proposed as a refrigerant fluid for air-conditioning systems, as a replacement for HFC-134a.
  • the use of carbon dioxide presents a number of disadvantages, associated in particular with the very high pressure of its use as a refrigerant fluid in existing apparatus and technologies.
  • the mixture R-404A composed of 44% by weight of pentafluoroethane, 52% by weight of trifluoroethane and 4% by weight of HFC-134a
  • This mixture is widely used as a refrigerant fluid in superstores (supermarket) and in refrigerated transport.
  • This mixture has a GWP of 3900.
  • the mixture R-407C composed of 52% by weight of HFC-134a, 25% by weight of pentafluoroethane and 23% by weight of difluoromethane, is used as a heat transfer fluid in air conditioning and in heat pumps.
  • This mixture however, has a GWP of 1800.
  • Document WO 2004/037913 discloses the use of compositions comprising at least one fluoroalkene having three or four carbon atoms, more particularly pentafluoropropene and tetrafluoropropene, preferably having a GWP of not more than 150, as heat transfer fluids.
  • Document WO 2005/105947 teaches the addition to tetrafluoropropene, preferably 1,3,3,3-tetrafluoropropene, of a co-blowing agent such as difluoro-methane, pentafluoroethane, tetrafluoroethane, difluoroethane, heptafluoro-propane, hexafluoropropane, pentafluoropropane, pentafluorobutane, water or carbon dioxide.
  • a co-blowing agent such as difluoro-methane, pentafluoroethane, tetrafluoroethane, difluoroethane, heptafluoro-propane, hexafluoropropane, pentafluoropropane, pentafluorobutane, water or carbon dioxide.
  • compositions which contain hydrofluoropropenes, which can be used as a heat transfer fluid, which do not have the aforementioned drawbacks and which combine a zero ODP with a GWP lower than that of existing heat transfer fluids such as R-404A or R-407C or R22 (chlorodifluoromethane).
  • compositions according to the present invention are characterized in that they comprise 60% to 90% by weight of 2,3,3,3-tetrafluoropropene and 10% to 40% by weight of at least one compound selected from difluoroethane and difluoromethane.
  • compositions comprise 60% to 79% by weight of 2,3,3,3-tetrafluoropropene and 21% to 40% by weight of a compound selected from difluoroethane and difluoromethane.
  • compositions according to this first embodiment preferably comprise 60% to 70% by weight of 2,3,3,3-tetrafluoropropene and 30% to 40% by weight of a compound selected from difluoroethane and difluoromethane.
  • compositions according to this first embodiment comprise 60% to 65% by weight of 2,3,3,3-tetrafluoropropene and 35% to 40% by weight of a compound selected from difluoroethane and difluoromethane.
  • compositions which are particularly preferred according to this first embodiment comprise 2,3,3,3-tetrafluoropropene and difluoromethane.
  • compositions contain essentially 2,3,3,3-tetrafluoropreopene and difluoromethane.
  • compositions comprise 60% to 90% by weight of 2,3,3,3-tetrafluoropropene and 10% to 40% by weight of a mixture composed of dichloromethane and difluoroethane.
  • compositions which are preferred according to this second embodiment comprise 60% to 80% by weight of 2,3,3,3-tetrafluoropropene and 20% to 40% by weight of a mixture composed of difluoromethane and difluoroethane.
  • compositions which are advantageously preferred according to this second embodiment comprise 60% to 75% by weight of 2,3,3,3-tetrafluoropropene and 25% to 40% by weight of a mixture composed of difluoromethane and difluoroethane.
  • compositions comprise 60% to 80% by weight of 2,3,3,3-tetrafluoropropene and 5% to 35% by weight of difluoromethane and 5% to 35% by weight of difluoroethane.
  • compositions which are of interest are those comprising or containing essentially 60% to 80% by weight of 2,3,3,3-tetrafluoropropene and 10% to 30% by weight of difluoromethane and 10% to 30% by weight of difluoroethane.
  • compositions according to the invention may comprise a stabilizer for 2,3,3,3-tetrafluoropropene.
  • the stabilizer represents not more than 5% by weight, relative to the total composition.
  • Stabilizers include more particularly nitromethane, ascorbic acid, terephthalic acid, azoles such as tolutriazole or benzotriazole, phenolic compounds such as tocopherol, hydroquinone, tert-butylhydroquinone, 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 and 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 may comprise lubricants such as mineral oil, alkylbenzene, polyalkylene glycol and polyvinyl ether.
  • compositions according to the present invention are suitable for replacing R-404A in refrigeration and/or R-407C in air conditioning and heat pumps in existing systems. They may also be suitable for replacing R-404A in refrigeration systems with a cascaded compression regime in which at least one stage is operated with the compositions according to the present invention.
  • compositions which are of particular interest for the replacement of R-404A in existing systems include those comprising or containing essentially 60% by weight of 2,3,3,3-tetrafluoropropene and 40% by weight of difluoromethane; 70% by weight of 2,3,3,3-tetrafluoropropene and 30% by weight of difluoromethane; and 60% by weight of 2,3,3,3-tetrafluoropropene, 30% by weight of difluoromethane and 10% by weight of difluoroethane.
  • compositions which are of particular interest for the replacement of R-404A in systems operating with a cascaded compression regime include those comprising or containing essentially 60% by weight of 2,3,3,3-tetrafluoropropene and 40% by weight of difluoroethane; 70% by weight of 2,3,3,3-tetrafluoropropene and 30% by weight of difluoroethane; and 75% by weight of 2,3,3,3-tetrafluoropropene, 20% by weight of difluoromethane and 5% by weight of difluoroethane.
  • compositions according to the present invention may also be used as a replacement for R-407C, for example in heat pumps.
  • compositions which are of particular interest for the replacement of R-407C in existing systems include those comprising or containing essentially 60% by weight of 2,3,3,3-tetrafluoropropene and 40% by weight of difluoromethane; 70% by weight of 2,3,3,3-tetrafluoropropene and 30% by weight of difluoromethane; 60% by weight of 2,3,3,3-tetrafluoropropene, 30% by weight of difluoromethane and 10% by weight of difluoroethane; and 70% by weigh of 2,3,3,3-tetrafluoropropene, 25% by weight of difluoromethane and 5% by weight of difluoroethane.
  • compositions according to the present invention can be used, furthermore, as blowing agents, aerosols and solvents.
  • compositions according to the invention under the operating conditions of refrigeration are given in Table 1.
  • values of the constituents (1234yf, 32 and 152a) for each composition are given as percentages by weight.
  • the nominal operating pressure is 18 bar
  • the volumetric capacity is 1500 kJ/m 3
  • the COP is 1.8 under the following operating conditions.
  • Evaporation temperature ⁇ 20° C.
  • Condensation temperature 40° C.
  • Compressor inlet temperature ⁇ 5° C.
  • Super cooled liquid temperature 33° C.
  • Isentropic yield of the compressor 70%
  • BP pressure at the evaporator
  • HP pressure at the condenser Ratio: compression ratio
  • T comp outlet temperature at the compressor outlet
  • COP coefficient of performance—defined, for the purposes of refrigeration, as being the useful cooling power supplied by the system, as a proportion of the power provided or consumed by the system.
  • CAP volumetric capacity (kJ/m 3 ) %
  • CAP or COP is the ratio of the value of the CAP or COP of the mixture in relation to the same value for R404A.
  • compositions according to the present invention under the operating conditions of a heat pump and air conditioning are given in Table 2.
  • values of the constituents (1234yf, 32 and 152a) for each composition are given as percentages by weight.
  • the nominal operating pressure is 34 bar
  • the volumetric capacity is 1461 kJ/m 3
  • the COP is 2.1 under the following operating conditions:
  • Evaporation temperature ⁇ 5° C.
  • Condensation temperature 70° C.
  • Compressor inlet temperature 5° C.
  • Supercooled liquid temperature 65° C.
  • Isentropic yield of the compressor 70%
  • BR pressure at the evaporator HP: pressure at the condenser Ratio: compression ratio
  • T comp outlet temperature at the compressor outlet
  • COP coefficient of performance—defined, for the purposes of a heat pump, as being the useful heating power supplied by the system, as a proportion of the power provided or consumed by the system.
  • CAP volumetric capacity (kJ/m 3 ) %
  • CAP or COP is the ratio of the value of the CAP or COP of the mixture in relation to the same value for the R-407C.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Materials Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Combustion & Propulsion (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)
US13/122,606 2008-10-08 2009-09-24 Heat transfer fluid Abandoned US20110186772A1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
FR08.56817 2008-10-08
FR0856817A FR2936806B1 (fr) 2008-10-08 2008-10-08 Fluide refrigerant
FR0856836A FR2936807B3 (fr) 2008-10-08 2008-10-09 Fluide de transfert de chaleur
FR08.56836 2008-10-09
PCT/FR2009/051814 WO2010040928A1 (fr) 2008-10-08 2009-09-24 Fluide de transfert de chaleur

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2009/051814 A-371-Of-International WO2010040928A1 (fr) 2008-10-08 2009-09-24 Fluide de transfert de chaleur

Related Child Applications (1)

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US14/873,855 Continuation US9599381B2 (en) 2008-10-08 2015-10-02 Heat transfer fluid

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US20110186772A1 true US20110186772A1 (en) 2011-08-04

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US13/122,606 Abandoned US20110186772A1 (en) 2008-10-08 2009-09-24 Heat transfer fluid
US14/873,855 Active US9599381B2 (en) 2008-10-08 2015-10-02 Heat transfer fluid
US15/396,855 Abandoned US20170145276A1 (en) 2008-10-08 2017-01-03 Heat transfer fluid
US16/142,492 Active US11130893B2 (en) 2008-10-08 2018-09-26 Heat transfer fluid

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US14/873,855 Active US9599381B2 (en) 2008-10-08 2015-10-02 Heat transfer fluid
US15/396,855 Abandoned US20170145276A1 (en) 2008-10-08 2017-01-03 Heat transfer fluid
US16/142,492 Active US11130893B2 (en) 2008-10-08 2018-09-26 Heat transfer fluid

Country Status (10)

Country Link
US (4) US20110186772A1 (enExample)
EP (2) EP2331651B1 (enExample)
JP (5) JP5591246B2 (enExample)
CN (1) CN102171309B (enExample)
ES (1) ES2663548T3 (enExample)
FR (2) FR2936806B1 (enExample)
PL (1) PL2331651T3 (enExample)
PT (1) PT2331651T (enExample)
TW (1) TWI406934B (enExample)
WO (1) WO2010040928A1 (enExample)

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120267564A1 (en) * 2009-12-21 2012-10-25 Ei Du Pont De Nemours And Company Compositions comprising tetrafluoropropene and difluoromethane and uses thereof
US20130055738A1 (en) * 2010-05-11 2013-03-07 Arkema France Ternary heat-transfer fluids comprising difluoromethane, pentafluoroethane and tetrafluoropropene
WO2013032908A3 (en) * 2011-08-26 2013-07-25 E. I. Du Pont De Nemours And Company Compositions comprising tetrafluoropropene and methods of use thereof
US20150013942A1 (en) * 2008-11-19 2015-01-15 E I Du Pont De Nemours And Company Tetrafluoropropene compositions and uses thereof
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
US9127191B2 (en) 2009-09-11 2015-09-08 Arkema France Use of ternary compositions
US9133379B2 (en) 2009-09-11 2015-09-15 Arkema France Binary refrigerating fluid
US9169427B2 (en) 2011-07-13 2015-10-27 Honeywell International Inc. Low GWP heat transfer compositions containing difluoromethane, a fluorinated ethane and 1,3,3,3-tetrafluoropropene
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
US9528735B2 (en) 2012-09-04 2016-12-27 Daikin Industries, Ltd. Method for filling mixed refrigerant containing 2,3,3,3-tetrafluoropropene
US9599381B2 (en) 2008-10-08 2017-03-21 Arkema France Heat transfer fluid
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JP5591246B2 (ja) 2014-09-17
US20160025394A1 (en) 2016-01-28
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US9599381B2 (en) 2017-03-21
US20190203094A1 (en) 2019-07-04
WO2010040928A1 (fr) 2010-04-15
FR2936807A1 (fr) 2010-04-09
CN102171309B (zh) 2014-06-25
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FR2936807B3 (fr) 2012-10-26
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US20170145276A1 (en) 2017-05-25
PT2331651T (pt) 2018-03-28
CN102171309A (zh) 2011-08-31
EP2586842A2 (fr) 2013-05-01

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