WO2020162617A1 - トランス－１，２－ジフルオロエチレン（ＨＦＯ－１１３２（Ｅ））と１，１，１－トリフルオロエタン（ＨＦＣ－１４３ａ）とを含む組成物、並びにＨＦＯ－１１３２（Ｅ）とＨＦＣ－１４３ａとを含む組成物から、ＨＦＯ－１１３２（Ｅ）及びＨＦＣ－１４３ａを分離する方法 - Google Patents

トランス－１，２－ジフルオロエチレン（ＨＦＯ－１１３２（Ｅ））と１，１，１－トリフルオロエタン（ＨＦＣ－１４３ａ）とを含む組成物、並びにＨＦＯ－１１３２（Ｅ）とＨＦＣ－１４３ａとを含む組成物から、ＨＦＯ－１１３２（Ｅ）及びＨＦＣ－１４３ａを分離する方法 Download PDF

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Publication number
WO2020162617A1
WO2020162617A1 PCT/JP2020/004919 JP2020004919W WO2020162617A1 WO 2020162617 A1 WO2020162617 A1 WO 2020162617A1 JP 2020004919 W JP2020004919 W JP 2020004919W WO 2020162617 A1 WO2020162617 A1 WO 2020162617A1
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Prior art keywords
hfc
hfo
refrigerant
composition
present disclosure
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PCT/JP2020/004919
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English (en)
French (fr)
Japanese (ja)
Inventor
一博 高橋
翼 仲上
勇博 茶木
臼井　隆
恵 串田
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Daikin Industries Ltd
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Daikin Industries Ltd
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Application filed by Daikin Industries Ltd filed Critical Daikin Industries Ltd
Priority to EP20752309.3A priority Critical patent/EP3922921A4/en
Priority to KR1020257007431A priority patent/KR20250040742A/ko
Priority to CN202080013305.XA priority patent/CN113423999A/zh
Priority to KR1020217028501A priority patent/KR102780367B1/ko
Publication of WO2020162617A1 publication Critical patent/WO2020162617A1/ja
Priority to US17/394,907 priority patent/US20210363396A1/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
    • 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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00—Acyclic saturated compounds containing halogen atoms
    • C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
    • 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
    • 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
    • C09K2205/32—The mixture being azeotropic
    • 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 disclosure separates HFO-1132(E) and HFC-143a from a composition containing HFO-1132(E) and HFC-143a, and a composition containing HFO-1132(E) and HFC-143a. On how to do.
  • Refrigerants containing 1,2-difluoroethylene of trans (E) type and cis (Z) type are refrigerants used in air conditioners where R-410A, HFC-32, HFC-134a, etc. have been used so far. It is very promising as a substitute for the above-mentioned thermal working medium (Patent Document 1).
  • -E-1,2-difluoroethylene obtained by this method contains HFC-143a as a by-product.
  • the present disclosure provides an azeotropic or azeotrope-like composition containing HFO-1132(E) and HFC-143a, and a composition containing HFO-1132(E) and HFC-143a from HFO-1132(E ) And HFC-143a are separated.
  • Item 1 A composition comprising a refrigerant, The refrigerant is azeotropic or azeotropic, and contains trans-1,2-difluoroethylene (HFO-1132(E)) and 1,1,1-trifluoroethane (HFC-143a), and The composition, wherein the content ratio of HFO-1132(E) and HFC-143a in the refrigerant to the total amount of HFO-1132(E) and HFC-143a is 80% by mass or more and 20% by mass or less, respectively.
  • HFO-1132(E) trans-1,2-difluoroethylene
  • HFC-143a 1,1,1-trifluoroethane
  • the refrigerant further comprises an additional refrigerant,
  • the additional refrigerant is 1,1,2-trifluoroethylene (HFO-1123), 1,1-difluoromethane, fluoroethane (HFC-152a), 1,1,2-trifluoroethane (HFC-143) , 2-chloro-1,1,1-trifluoroethane (CFC-133a), 1-chloro-1,1,2 trifluoroethane (HCFC-133b), 2,2-dichloro-1,1,1-trifluoro Item 2.
  • the composition according to Item 1 which is at least one refrigerant selected from the group consisting of ethane (HCFC-123) and 1,2-difluoroethane (HFC-152).
  • Item 4 A method of separating HFO-1132(E) and HFC-143a from a composition containing HFO-1132(E) and HFC-143a, A method comprising the step of separating an azeotropic or azeotrope-like composition containing HFO-1132(E) and HFC-143a by azeotropically distilling the composition.
  • the present disclosure provides an azeotropic or azeotrope-like composition containing HFO-1132(E) and HFC-143a.
  • the present disclosure also provides a method of separating HFO-1132(E) and HFC-143a from a composition containing HFO-1132(E) and HFC-143a.
  • FIG. 1 is a drawing showing an example of a process for separating HFO-1132(E) and HFC-143.
  • refrigerant includes at least a compound with a refrigerant number (ASHRAE number) starting with R representing the type of refrigerant, which is defined by ISO817 (International Organization for Standardization). Even if not added yet, those having the characteristics as a refrigerant equivalent to them are included.
  • Refrigerants are roughly classified into “fluorocarbon-based compounds” and “non-fluorocarbon-based compounds” in terms of compound structure.
  • Fluorocarbon compounds include chlorofluorocarbon (CFC), hydrochlorofluorocarbon (HCFC) and hydrofluorocarbon (HFC).
  • non-fluorocarbon compound include propane (R290), propylene (R1270), butane (R600), isobutane (R600a), carbon dioxide (R744) and ammonia (R717).
  • composition containing a refrigerant includes (1) a refrigerant itself (including a mixture of refrigerants) and (2) other components, and a refrigerator by mixing with at least refrigerator oil. At least a composition that can be used to obtain a working fluid for use in a refrigerator and (3) a working fluid for a refrigerator containing refrigerator oil are included.
  • the composition (2) is referred to as a “refrigerant composition” in distinction from the refrigerant itself (including a mixture of refrigerants).
  • the working fluid for a refrigerator of (3) is referred to as a "refrigerator oil-containing working fluid” in distinction from a "refrigerant composition”.
  • the second refrigerant is used by only changing a few parts (at least one of refrigerating machine oil, gasket, packing, expansion valve, dryer and other parts) and adjusting the equipment as necessary. It means that it can be operated under optimum conditions. In other words, this type refers to operating the same device by "substituting" for the refrigerant.
  • a device designed to operate using a second refrigerant for the same purpose as the existing use of the first refrigerant, it is also possible to use the second refrigerant mounted, Included in the term "alternative”.
  • This type refers to providing the same application "alternative" to the refrigerant.
  • the term “refrigerator” refers to an entire apparatus that removes heat from an object or space to bring it to a temperature lower than the ambient air and to maintain this low temperature.
  • the refrigerator is a conversion device that transfers energy from a lower temperature to a higher temperature to obtain energy from the outside and perform work to convert the energy.
  • azeotrope-like composition means a composition that can be treated in substantially the same manner as an azeotropic composition, and specifically, By a constant boiling or substantially constant boiling composition of two or more substances that behaves as a substantially single substance.
  • azeotrope-like composition means a composition in which the composition of vapor generated by evaporating or distilling the liquid does not substantially change from the composition of the liquid. Refers to something. That is, the azeotrope-like composition can be boiled, distilled and refluxed without substantial composition change.
  • the determination of whether or not a composition is azeotropic is determined by whether or not the bubble point vapor pressure of the composition and the dew point vapor pressure of the composition at a particular temperature are substantially the same. Based on. More specifically, when the difference between the dew point pressure and the bubble point pressure is 3% or less (based on the bubble point pressure), the composition is determined to be an azeotrope-like composition.
  • Refrigerant 1.1 Refrigerant Component The refrigerant of the present disclosure is a mixed refrigerant containing trans-1,2-difluoroethylene (HFO-1132(E)) and 1,1,1-trifluoroethane (HFC-143a).
  • the refrigerant of the present disclosure is an azeotropic or azeotrope-like composition.
  • the content ratio to the total amount of HFO-1132(E) and HFC-143a is 80% by mass or more and less than 100% by mass and 0% by mass, respectively. More than 20% by mass or less.
  • the refrigerant of the present disclosure has a COP to R410A ratio of 97% or more, a refrigeration capacity to R410A ratio of 94% or more, and a GWP of AR5 (IPCC Fifth Report) of 1500 or less.
  • the content ratio of HFO-1132(E) and HFC-143a to the total amount of HFO-1132(E) and HFC-143a is 90% by mass or more and less than 100% by mass and 0% by mass, respectively. It is more preferable that the amount is more than 10% by mass and 10% by mass or less.
  • the refrigerant of the present disclosure exhibits a performance comparable to that of R-410A, with a COP of 98% or more in R-410A ratio, and a GWP of 750 or less in AR5 (IPCC Fifth Report). Becomes
  • the refrigerant of the present disclosure may further include an additional refrigerant.
  • the additional refrigerant is not particularly limited and can be widely selected. Examples of additional refrigerants are 1,1,2-trifluoroethylene (HFO-1123), 1,1-difluoromethane, fluoroethane (HFC-152a), 1,1,2-trifluoroethane (HFC-143).
  • At least one refrigerant selected from the group consisting of fluoroethane (HCFC-123) and 1,2-difluoroethane (HFC-152) can be used.
  • the content ratio of the total amount of the additional refrigerant exceeds 0 mass%, It is preferably 1% by mass or less, more preferably 0% by mass or more and 0.5% by mass or less, further preferably 0% by mass or more and 0.1% by mass or less.
  • the refrigerant of the present disclosure tends to be azeotropic or azeotrope-like in such a composition range.
  • the refrigerant of the present disclosure can be preferably used as a working fluid in a refrigerator.
  • the refrigerant of the present disclosure is suitable for use as an alternative refrigerant of R410A.
  • the refrigerant composition of the present disclosure includes at least the refrigerant of the present disclosure and can be used for the same purpose as the refrigerant of the present disclosure. Further, the refrigerant composition of the present disclosure can be used to obtain a working fluid for a refrigerator by further mixing with the refrigerating machine oil.
  • the refrigerant composition of the present disclosure 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, if necessary.
  • the refrigerant composition of the present disclosure is preferably substantially free of refrigerating machine oil.
  • the refrigerant composition of the present disclosure has a refrigerating machine oil content of preferably 0 to 1% by mass, more preferably 0 to 0.1% by mass, based on the entire refrigerant composition.
  • 2.1 refrigerant composition of the water present disclosure may include trace amounts of water.
  • the water content of the refrigerant composition is preferably 0.1% by mass or less based on the entire refrigerant. Since the refrigerant composition contains a small amount of water, the intramolecular double bond of the unsaturated fluorocarbon compound that may be contained in the refrigerant is stabilized, and the oxidation of the unsaturated fluorocarbon compound is less likely to occur. The stability of the refrigerant composition is improved.
  • a tracer is added to the refrigerant composition of the present disclosure at a detectable concentration so that if the refrigerant composition of the present disclosure is diluted, contaminated, or otherwise changed, the change can be traced.
  • the refrigerant composition of the present disclosure may contain one kind alone or two or more kinds as a tracer.
  • the tracer is not particularly limited, and can be appropriately selected from commonly used tracers.
  • hydrofluorocarbon, hydrochlorofluorocarbon, chlorofluorocarbon, hydrochlorocarbon, fluorocarbon, deuterated hydrocarbon, deuterated hydrofluorocarbon, perfluorocarbon, fluoroether, brominated compound, iodinated compound, alcohol, Aldehydes, ketones, nitrous oxide (N 2 O) and the like can be mentioned.
  • hydrofluorocarbon, hydrochlorofluorocarbon, chlorofluorocarbon, hydrochlorocarbon, fluorocarbon and fluoroether are particularly preferable.
  • FC-14 Tetrafluoromethane, CF 4 ) HCC-40 (chloromethane, CH 3 Cl) HFC-23 (trifluoromethane, CHF 3 ) HFC-41 (fluoromethane, CH 3 Cl) HFC-125 (pentafluoroethane, CF 3 CHF 2 ) HFC-134a (1,1,1,2-tetrafluoroethane, CF 3 CH 2 F) HFC-134 (1,1,2,2-tetrafluoroethane, CHF 2 CHF 2 ) HFC-143a (1,1,1-trifluoroethane, CF 3 CH 3 ) HFC-143 (1,1,2-trifluoroethane, CHF 2 CH 2 F) HFC-152a (1,1-difluoroethane, CHF 2 CH 3 ) HFC-152 (1,2-difluoroethane, CH 2 FCH 2 F) HFC-161 (fluor
  • the refrigerant composition of the present disclosure may include a tracer in total of about 10 parts per million by weight (ppm) to about 1000 ppm based on the entire refrigerant composition.
  • the refrigerant composition of the present disclosure may include a total of tracers, preferably from about 30 ppm to about 500 ppm, more preferably from about 50 ppm to about 300 ppm, based on the entire refrigerant composition.
  • the refrigerant composition of the present disclosure may contain one type alone or two or more types as an ultraviolet fluorescent dye.
  • the ultraviolet fluorescent dye is not particularly limited, and can be appropriately selected from commonly used ultraviolet fluorescent dyes.
  • UV fluorescent dyes examples include naphthalimide, coumarin, anthracene, phenanthrene, xanthene, thioxanthene, naphthoxanthene and fluorescein, and derivatives thereof.
  • the ultraviolet fluorescent dye either or both of naphthalimide and coumarin are particularly preferable.
  • the refrigerant composition of the present disclosure may contain one kind alone or may contain two or more kinds as a stabilizer.
  • the stabilizer is not particularly limited, and can be appropriately selected from commonly used stabilizers.
  • stabilizers include nitro compounds, ethers and amines.
  • nitro compound examples include aliphatic nitro compounds such as nitromethane and nitroethane, and aromatic nitro compounds such as nitrobenzene and nitrostyrene.
  • ethers examples include 1,4-dioxane.
  • amines examples include 2,2,3,3,3-pentafluoropropylamine and diphenylamine.
  • the content ratio of the stabilizer is not particularly limited, and is usually preferably 0.01 to 5% by mass, more preferably 0.05 to 2% by mass, based on the entire refrigerant.
  • the refrigerant composition of the present disclosure may contain one type alone or two or more types as the polymerization inhibitor.
  • the polymerization inhibitor is not particularly limited, and can be appropriately selected from commonly used polymerization inhibitors.
  • polymerization inhibitor examples include 4-methoxy-1-naphthol, hydroquinone, hydroquinone methyl ether, dimethyl-t-butylphenol, 2,6-di-tert-butyl-p-cresol, benzotriazole and the like.
  • the content ratio of the polymerization inhibitor is not particularly limited, and is generally preferably 0.01 to 5% by mass, more preferably 0.05 to 2% by mass, based on the entire refrigerant.
  • the refrigerating machine oil-containing working fluid of the present disclosure includes at least the refrigerant or the refrigerant composition of the present disclosure and 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 refrigerating machine oil used in a compressor of a refrigerator and a refrigerant or a refrigerant composition with each other.
  • the working fluid containing refrigerating machine oil generally contains 10 to 50 mass% refrigerating machine oil.
  • the refrigerating machine oil-containing working fluid of the present disclosure may contain one kind alone or two or more kinds as refrigerating machine oil.
  • the refrigerating machine oil is not particularly limited and may be appropriately selected from commonly used refrigerating machine oils. In that case, if necessary, a refrigerating machine oil that is more excellent in terms of miscibility with the mixture, action of improving the stability of the mixture, and the like can be appropriately selected.
  • the base oil of the refrigerator oil for example, at least one selected from the group consisting of polyalkylene glycol (PAG), polyol ester (POE) and polyvinyl ether (PVE) is preferable.
  • PAG polyalkylene glycol
  • POE polyol ester
  • PVE polyvinyl ether
  • the refrigerating machine oil may further contain additives in addition to the base oil.
  • the additive may be at least one selected from the group consisting of antioxidants, extreme pressure agents, acid scavengers, oxygen scavengers, copper deactivators, rust inhibitors, oiliness agents and defoamers. ..
  • a refrigerating machine oil one with a kinematic viscosity of 5 to 400 cSt at 40°C is preferable in terms of lubrication.
  • the refrigerating machine oil-containing working fluid of the present disclosure may further contain at least one additive, if necessary.
  • the additive include the following compatibilizing agents.
  • the refrigerating machine oil-containing working fluid of the present disclosure may contain one kind alone or two or more kinds as compatibilizers.
  • the compatibilizer is not particularly limited, and can be appropriately selected from the commonly used compatibilizers.
  • compatibilizing agent examples include polyoxyalkylene glycol ether, amide, nitrile, ketone, chlorocarbon, ester, lactone, aryl ether, fluoroether and 1,1,1-trifluoroalkane.
  • compatibilizer polyoxyalkylene glycol ether is particularly preferable.
  • the refrigerator operation method of the present disclosure is a method of operating a refrigerator using the refrigerant of the present disclosure.
  • the operating method of the refrigerator of the present disclosure includes a step of circulating the refrigerant of the present disclosure in the refrigerator.
  • the separation method of the present disclosure is a method of separating HFO-1132(E) and HFC-143a from a composition containing HFO-1132(E) and HFC-143a, wherein the composition is azeotropically distilled.
  • the method comprises the step of separating an azeotropic or azeotrope-like composition containing HFO-1132(E) and HFC-143a.
  • HFC-143a has a boiling point of -53°C and is not only close in boiling point to HFO-1132(E), but also formed an azeotropic or azeotrope-like composition with HFO-1132(E). .. Therefore, it is difficult to separate it from HFO-1132(E) by ordinary distillation.
  • azeotropically distilling a composition containing HFO-1132(E) and HFC-143a it is possible to effectively separate HFC-143a from HFO-1132(E). It
  • Azeotropic distillation is a method in which the composition separated by the distillation column is one or more azeotropic compositions or azeotrope-like compositions, and the distillation column is operated under conditions capable of separating the same. .. Azeotropic distillation is a method made possible by utilizing the properties of azeotropic or azeotrope-like compositions.
  • Azeotropic distillation is not only when the starting composition consists of only two or more components that form an azeotropic or azeotrope-like composition, or when the starting composition forms an azeotropic or azeotrope-like composition. It can also occur when additional components are included in addition to two or more components. In the latter case, azeotropic distillation may be carried out after adding to the starting composition components which form an azeotropic or azeotrope-like composition with one or more of the starting composition components. By utilizing the azeotropic distillation in this way, the target substance can be easily separated.
  • the target product is separated by performing azeotropic distillation by utilizing the fact that the composition region in which azeotrope or azeotrope changes changes depending on the temperature.
  • Example 1 shows the calculation results of the vapor-liquid equilibrium of the composition consisting of HFO-1132(E) and HFC-143a only.
  • Example 2 shows the results of the refrigeration cycle calculation for the composition consisting of HFO-1132(E) and HFC-143a only. The calculation conditions are as follows.
  • FIG. 1 shows an example of a process for separating HFO-1132(E) and HFC-143. This process is an example of a distillation separation process that utilizes the properties of an azeotropic composition containing HFO-1132(E) and HFC-143a.
  • the operating pressure is 0.2 MPa and the top temperature is -38°C.
  • the number of stages of the distillation column is 50 and the number of feed stages is 35.
  • An azeotropic HFC-143a/HFO-1132(E) composition flows out from the top, and HFO-1132(E) having a reduced HFC-143a concentration flows out from the bottom.

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  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
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PCT/JP2020/004919 2019-02-07 2020-02-07 トランス－１，２－ジフルオロエチレン（ＨＦＯ－１１３２（Ｅ））と１，１，１－トリフルオロエタン（ＨＦＣ－１４３ａ）とを含む組成物、並びにＨＦＯ－１１３２（Ｅ）とＨＦＣ－１４３ａとを含む組成物から、ＨＦＯ－１１３２（Ｅ）及びＨＦＣ－１４３ａを分離する方法 Ceased WO2020162617A1 (ja)

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EP20752309.3A EP3922921A4 (en) 2019-02-07 2020-02-07 TRANS-1,2-DIFLUOROETHYLENE (HFO-1132(E)) AND 1,1,1-TRIFLUOROETHANE (HFC-143A) COMPOSITION AND METHODS OF SEPARATION OF HFO-1132(E) AND HFC-143A FROM A COMPOSITION WITH HFO -1132(E) AND HFC-143A
KR1020257007431A KR20250040742A (ko) 2019-02-07 2020-02-07 트랜스-1,2-디플루오로에틸렌(HFO-1132(E))과 1,1,1-트리플루오로에탄(HFC-143a)을 포함하는 조성물, 그리고 HFO-1132(E)와 HFC-143a를 포함하는 조성물로부터, HFO-1132(E) 및 HFC-143a를 분리하는 방법
CN202080013305.XA CN113423999A (zh) 2019-02-07 2020-02-07 包含反式-1,2-二氟乙烯(HFO-1132(E))和1,1,1-三氟乙烷(HFC-143a)的组合物、以及从包含HFO-1132(E)和HFC-143a的组合物中分离HFO-1132(E)以及HFC-143a的方法
KR1020217028501A KR102780367B1 (ko) 2019-02-07 2020-02-07 트랜스-1,2-디플루오로에틸렌(HFO-1132(E))과 1,1,1-트리플루오로에탄(HFC-143a)을 포함하는 조성물, 그리고 HFO-1132(E)와 HFC-143a를 포함하는 조성물로부터, HFO-1132(E) 및 HFC-143a를 분리하는 방법
US17/394,907 US20210363396A1 (en) 2019-02-07 2021-08-05 Composition containing trans-1,2-difluoroethylene (hfo-1132(e)) and 1,1,1-trifluoroethane (hfc-143a) and method for separating hfo-1132(e) and hfc-143a from composition containing hfo-1132(e) and hfc-143a

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JP2020128531A (ja) 2020-08-27
CN113423999A (zh) 2021-09-21
JP7171635B2 (ja) 2022-11-15
JP7587143B2 (ja) 2024-11-20
KR20250040742A (ko) 2025-03-24
EP3922921A1 (en) 2021-12-15
KR20210116670A (ko) 2021-09-27

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