WO2024142557A1 - 冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法 - Google Patents

冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法 Download PDF

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Publication number
WO2024142557A1
WO2024142557A1 PCT/JP2023/037579 JP2023037579W WO2024142557A1 WO 2024142557 A1 WO2024142557 A1 WO 2024142557A1 JP 2023037579 W JP2023037579 W JP 2023037579W WO 2024142557 A1 WO2024142557 A1 WO 2024142557A1
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Prior art keywords
hfo
mass
propane
refrigerant
point
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Ceased
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PCT/JP2023/037579
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English (en)
French (fr)
Japanese (ja)
Inventor
充司 板野
翼 仲上
雄三 小松
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Daikin Industries Ltd
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Daikin Industries Ltd
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Priority to EP23911341.8A priority Critical patent/EP4538344A4/en
Priority to CN202380087415.4A priority patent/CN120322521A/zh
Publication of WO2024142557A1 publication Critical patent/WO2024142557A1/ja
Priority to US19/250,643 priority patent/US20250326962A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • 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
    • 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
    • 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
    • C09K2205/40—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
    • C09K2205/42—Type R12
    • 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
    • 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
    • C09K2205/47—Type R502
    • 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
    • F25B1/00—Compression machines, plants or systems with non-reversible cycle
    • 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
    • F25B2400/00—Component parts or details not otherwise provided for in this subclass
    • F25B2400/12—Inflammable refrigerants
    • F25B2400/121—Inflammable refrigerants using R1234

Definitions

  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is a ternary diagram showing the composition of refrigerants of the present disclosure.
  • FIG. 2 is
  • composition containing a refrigerant includes at least (1) a refrigerant itself (including a mixture of refrigerants), (2) a composition that further contains other components and can be used to obtain a working fluid for a refrigeration machine by mixing with at least a refrigerating machine oil, and (3) a working fluid for a refrigeration machine that contains a refrigerating machine oil.
  • the composition (2) is referred to as a "refrigerant composition” to distinguish it from the refrigerant itself (including a mixture of refrigerants).
  • the working fluid for a refrigeration machine (3) is referred to as a "refrigerating machine oil-containing working fluid” to distinguish it from the "refrigerant composition”.
  • a refrigerator refers to any device that removes heat from an object or space, lowering its temperature below that of the surrounding air, and maintaining that low temperature.
  • a refrigerator is a conversion device that obtains energy from an external source, performs work, and converts it into energy in order to transfer heat from a low-temperature place to a high-temperature place.
  • vehicle air conditioner refers to a type of refrigeration device used in automobiles such as gasoline-powered vehicles, hybrid vehicles, electric vehicles, and hydrogen-powered vehicles.
  • Vehicle air conditioner refers to a refrigeration device consisting of a refrigeration cycle in which heat is exchanged with a liquid refrigerant in an evaporator, the evaporated refrigerant gas is sucked into a compressor, the adiabatically compressed refrigerant gas is cooled and liquefied in a condenser, and then the refrigerant gas is adiabatically expanded by passing through an expansion valve, and then supplied to the evaporator again as a liquid refrigerant.
  • the refrigerant disclosed herein is a low GWP refrigerant mixture.
  • the refrigerant (2) has a refrigeration capacity of 76% or more compared to R410A and a COP of 102% or more compared to R410A.
  • the refrigerant (3) has a condensation glide of 5.0K or less and an ACOP ratio of 100.5% or more compared to R410.
  • the refrigerant (5) has a condensation glide of 2.0K or less and an ACOP ratio of 98.75% or more compared to R410.
  • the refrigerant disclosed herein may be an alternative refrigerant to R410A that contains 99.5% or more of HFO-1132(E) and propane, contains 25.0% to 75.0% by mass of HFO-1132(E) relative to the total of HFO-1132(E) and propane, and contains 0.5% by mass or less of at least one selected from the group consisting of HFO-1132a and R124.
  • This refrigerant has a refrigeration capacity ratio of 73% or more compared to R410A, and does not undergo disproportionation reaction even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant (9) has a condensation glide of 5.6K or less and a COP ratio to R1234yf of 100.25% or more.
  • the refrigerant (10) has a freezing capacity ratio of 250% or more compared to R1234yf and a COP ratio of 99.5% or more compared to R1234yf.
  • the refrigerant (12) has a freezing capacity ratio of 280% or more compared to R1234yf, and does not undergo disproportionation reactions even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant disclosed herein may be an alternative refrigerant to R1234yf, containing 99.5% or more HFO-1132(E) and propane, 20.6% to 75.0% by mass of HFO-1132(E) relative to the total of HFO-1132(E) and propane, and 0.5% by mass or less of at least one selected from the group consisting of HFO-1132a and R124.
  • This refrigerant has a refrigeration capacity ratio of 200% or more relative to R1234yf, and does not undergo disproportionation reaction even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant disclosed herein can suppress disproportionation reactions even when the refrigerant pressure in the refrigeration cycle is locally 3 MPa and the refrigerant temperature is 150°C.
  • the refrigerant disclosed herein has the advantage that it is easy to use in heating using a heat pump because it has a boiling point of -40.0°C or lower.
  • the refrigerant disclosed herein has the advantage that, when used to operate the refrigeration cycle of an in-vehicle air conditioner, it enables heating using a heat pump that consumes less power than an electric heater.
  • in-vehicle air conditioners include those for gasoline vehicles, hybrid vehicles, electric vehicles, and hydrogen vehicles.
  • the refrigerant (13) has a refrigeration capacity ratio of 100% or more compared to R404A and a COP ratio of 112.2% or more compared to R404A.
  • the refrigerant (14) has a refrigeration capacity ratio of 103% or more compared to R404A and a COP ratio of 111% or more compared to R404A.
  • the refrigerant (15) has a refrigeration capacity ratio of 112% or more compared to R404A and a discharge pressure ratio of 100% or more compared to R404A.
  • the refrigerant (16) has a refrigeration capacity ratio of 122% or more compared to R404A and a COP ratio of 108.0% or more compared to R404A.
  • the refrigerant (17) has a refrigeration capacity ratio of 131% or more compared to R404A and a COP ratio of 106.5% or more compared to R404A.
  • the refrigerant (18) has a condensation glide of 4.0K or less and an ACOP ratio of 105% or more compared to R404.
  • the refrigerant (19) has a refrigeration capacity ratio of 140% or more compared to R404A and a COP ratio of 104.2% or more compared to R404A.
  • the refrigerant (20) has a refrigeration capacity ratio of 157% or more compared to R404A, and does not undergo disproportionation reactions even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant disclosed herein may be an alternative refrigerant to R404A that contains 99.5% or more of HFO-1132(E) and propane, contains 7.0% to 75.0% by mass of HFO-1132(E) relative to the total of HFO-1132(E) and propane, and contains 0.5% by mass or less of at least one selected from HFO-1132a and R124.
  • This refrigerant has a refrigeration capacity ratio of 100% or more relative to R404A, and does not undergo disproportionation reactions even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant comprises HFO-1132(E), difluoroethylene (R32), and propane, and the total content of the HFO-1132(E), R32, and propane is 99.5 mass% or more relative to the total content of the refrigerants;
  • x, y and z be the mass percentages of HFO-1132(E), R32 and propane based on their sum.
  • the refrigeration capacity (Cap) ratio to R410A is 70% or more
  • the GWP is 300 or less.
  • Point C (60.0, 40.0, 0.0), Point P (73.1, 5.0, 21.9) Point Q (10.0, 5.0, 85.0) Point R (10.0, 44.2, 45.8) Point A (55.7, 44.3, 55.8),
  • the area is within the shape enclosed by the straight lines CP, PQ, QR, RA, and AC connecting the five points above, or is on the straight lines CP, QR, and RA (however, points A, C, P, and Q are excluded).
  • the refrigerant comprises HFO-1132(E), difluoroethylene (R32), and propane, and the total content of the HFO-1132(E), R32, and propane is 99.5 mass% or more relative to the total content of the refrigerants;
  • Point P (73.1, 5.0, 21.9)
  • Point Q (10.0, 5.0, 85.0)
  • Point K (10.0, 21.9, 68.1)
  • Point J (66.7, 22.1, 11.2) It is within the area surrounded by the straight lines PQ, QK, KJ, and JP connecting these four points, or it is on the straight lines JP, QK, and KJ.
  • the refrigerant contains HFO-1132(E), R32, propane and carbon dioxide ( CO2 ), and the total content of the HFO-1132(E), R32, propane and CO2 is 99.5 mass% or more relative to the total content of the refrigerant;
  • the mass percentages based on the sum of CO2 , HFO-1132(E), R32 and propane are a, x, y and z, respectively, in a ternary composition diagram in which the sum of HFO-1132(E), R32 and propane is (100-a) mass%, if the coordinates (x, y, z) satisfy the following requirements, no disproportionation reaction occurs at 3 MPa and 150°C, the refrigeration capacity (Cap) ratio to R410A is 65.0% or more, and the GWP is 300 or less.
  • the refrigerant contains HFO-1132(E), R32, propane and CO2 , and the total content of HFO-1132(E), R32, propane and CO2 is 99.5 mass% or more relative to the total content of the refrigerant;
  • the mass percentages based on the sum of CO2 , HFO-1132(E), R32 and propane are a, x, y and z, respectively, in a ternary composition diagram in which the sum of HFO-1132(E), R32 and propane is (100-a) mass%, when the coordinates (x, y, z) satisfy the following requirements, no disproportionation reaction occurs at 3 MPa and 150°C, the refrigeration capacity (Cap) ratio to R1234yf is 185.0% or more, the refrigeration capacity (Cap) ratio to R404A is 103.7 or more, and the GWP is 150 or less.
  • the refrigerant disclosed herein has the advantage that it is easy to use in heating using a heat pump because it has a boiling point of -40.0°C or lower.
  • the refrigerant disclosed herein has the advantage that, when used to operate the refrigeration cycle of an in-vehicle air conditioner, it enables heating using a heat pump that consumes less power than an electric heater.
  • in-vehicle air conditioners include those for gasoline vehicles, hybrid vehicles, electric vehicles, and hydrogen vehicles.
  • the refrigerant of the present disclosure may contain additional refrigerants in addition to the above refrigerants, as long as the above characteristics and effects are not impaired.
  • the refrigerant of the present disclosure preferably contains 99.5% by mass or more of HFO-1132(E) and propane, and optionally R32 and/or CO 2 , based on the total amount of the refrigerant, more preferably 99.75% by mass or more, even more preferably 99.9% by mass or more, even more preferably 99.999% by mass or more, and most preferably 99.9999% by mass or more.
  • the additional refrigerant is not particularly limited and can be selected from a wide range.
  • the mixed refrigerant may contain one type of additional refrigerant alone or two or more types.
  • the refrigerant composition of the present disclosure contains at least the refrigerant of the present disclosure and can be used for the same applications as the refrigerant of the present disclosure.
  • the refrigerant composition of the present disclosure can be further mixed with at least a refrigerating machine oil to obtain a working fluid for a refrigerating machine.
  • the refrigerant composition of the present disclosure further contains at least one other component in addition to the refrigerant of the present disclosure.
  • the refrigerant composition of the present disclosure may contain at least one of the following other components as necessary. As described above, when the refrigerant composition of the present disclosure is used as a working fluid in a refrigerator, it is usually mixed with at least a refrigerating machine oil.
  • compositions of the present disclosure also include compositions comprising a refrigerant, the refrigerant comprising HFO-1132(E) and propane, optionally R32 and/or CO2 , and 0.1% or less water.
  • a tracer is added to the refrigerant composition of the present disclosure in a detectable concentration to enable tracing of any changes to the refrigerant composition of the present disclosure if it is diluted, contaminated, or otherwise altered.
  • the refrigerant compositions of the present disclosure may contain a total of about 10 parts per million (ppm) of tracer(s) based on the total refrigerant composition.
  • the refrigerant compositions of the present disclosure may contain a total of about 1000 ppm or less of tracer(s) based on the total refrigerant composition.
  • the refrigerant compositions of the present disclosure may contain a total of about 30 ppm or more of tracer(s) based on the total refrigerant composition, more preferably about 50 ppm or more of tracer(s).
  • the refrigerant compositions of the present disclosure may contain a total of about 500 ppm or less of tracer(s) based on the total refrigerant composition, and may contain a total of about 300 ppm or less of tracer(s).
  • Nitro compounds include, for example, aliphatic nitro compounds such as nitromethane and nitroethane, and aromatic nitro compounds such as nitrobenzene and nitrostyrene.
  • the stabilizer content is preferably 0.01% by mass or more, and more preferably 0.05% by mass or more, relative to the total refrigerant.
  • the stabilizer content is preferably 5% by mass or less, and more preferably 2% by mass or less, relative to the total refrigerant.
  • the polymerization inhibitor is not particularly limited and can be appropriately selected from among commonly used polymerization inhibitors.
  • polymerization inhibitors examples include 4-methoxy-1-naphthol, hydroquinone, hydroquinone methyl ether, dimethyl-t-butylphenol, 2,6-di-tert-butyl-p-cresol, and benzotriazole.
  • the content of the polymerization inhibitor is preferably 0.01% by mass or more, and more preferably 0.05% by mass or more, relative to the total amount of the refrigerant.
  • the content of the polymerization inhibitor is preferably 5% by mass or less, and more preferably 2% by mass or less, relative to the total amount of the refrigerant.
  • the refrigerating machine oil-containing working fluid of the present disclosure contains at least the refrigerant or refrigerant composition of the present disclosure and a refrigerating machine oil, and is used as a working fluid in a refrigerator.
  • the refrigerating machine oil-containing working fluid of the present disclosure is obtained by mixing the refrigerating machine oil used in the compressor of the refrigerator with the refrigerant or refrigerant composition.
  • the refrigerating machine oil-containing working fluid generally contains 10% by mass or more of the refrigerating machine oil.
  • the refrigerating machine oil-containing working fluid generally contains 50% by mass or less of the refrigerating machine oil.
  • the refrigerant composition of the present disclosure may contain one type of refrigerating machine oil alone, or may contain two or more types of refrigerating machine oils.
  • the refrigerant (12) has a freezing capacity ratio of 280% or more compared to R1234yf, and does not undergo disproportionation reactions even when the refrigerant reaches 3 MPa and 150°C.
  • the refrigerant (16) has a refrigeration capacity ratio of 122% or more compared to R404A and a COP ratio of 108.0% or more compared to R404A.
  • the analysis of the acid content in the gas was carried out in the following manner. After cooling, the tube was filled with liquid nitrogen to completely solidify the gas remaining in the tube. The tube was then opened and gradually thawed, and the gas was collected in a Tedlar bag. 5 g of pure water was poured into this Tedlar bag, and the acid content was extracted into the pure water while intimately contacting the collected gas. The extracted liquid was detected by ion chromatography, and the fluoride ion (F-) content (ppm by mass) was measured.
  • F- fluoride ion
  • HFO-1132(E), R32, propane and CO2 were mixed in the mass percentages shown in Tables 25, 26 and 27, respectively, based on the sum of these components, to prepare mixed refrigerants.

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  • 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)
  • Lubricants (AREA)
  • Air-Conditioning For Vehicles (AREA)
PCT/JP2023/037579 2022-12-28 2023-10-17 冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法 Ceased WO2024142557A1 (ja)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP23911341.8A EP4538344A4 (en) 2022-12-28 2023-10-17 Composition containing a refrigerant, associated application, refrigeration machine possessing said composition, and method of operating said refrigeration machine
CN202380087415.4A CN120322521A (zh) 2022-12-28 2023-10-17 含有制冷剂的组合物、其使用、具有该组合物冷冻机以及该冷冻机的运转方法
US19/250,643 US20250326962A1 (en) 2022-12-28 2025-06-26 Refrigerant-containing composition, use of same, refrigerator comprising same, and method for operating refrigerator

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2022-212132 2022-12-28
JP2022212132 2022-12-28

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US19/250,643 Continuation US20250326962A1 (en) 2022-12-28 2025-06-26 Refrigerant-containing composition, use of same, refrigerator comprising same, and method for operating refrigerator

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WO2024142557A1 true WO2024142557A1 (ja) 2024-07-04

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Cited By (1)

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WO2025197791A1 (ja) * 2024-03-18 2025-09-25 ダイキン工業株式会社 冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法

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WO2019240205A1 (ja) * 2018-06-12 2019-12-19 ダイキン工業株式会社 冷媒を含有する組成物、熱移動媒体及び熱サイクルシステム
WO2020256087A1 (ja) * 2019-06-19 2020-12-24 ダイキン工業株式会社 冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法
JP2022504187A (ja) * 2018-10-04 2022-01-13 ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー Ｈｆｏ－１２３４ｙｆ及び炭化水素の共沸組成物
WO2022075433A1 (ja) * 2020-10-07 2022-04-14 ダイキン工業株式会社 冷媒を含む組成物、その使用、並びにそれを有する冷凍機及びその冷凍機の運転方法
JP2022531819A (ja) * 2019-02-11 2022-07-12 メキシケム フロー エセ・ア・デ・セ・ヴェ 組成物

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