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WO2010002016A1 - Composition réfrigérante comprenant du difluorométhane (hfc32) et du 2,3,3,3-tétrafluoropropène (hfo1234yf) - Google Patents

Composition réfrigérante comprenant du difluorométhane (hfc32) et du 2,3,3,3-tétrafluoropropène (hfo1234yf) Download PDF

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Publication number
WO2010002016A1
WO2010002016A1 PCT/JP2009/062245 JP2009062245W WO2010002016A1 WO 2010002016 A1 WO2010002016 A1 WO 2010002016A1 JP 2009062245 W JP2009062245 W JP 2009062245W WO 2010002016 A1 WO2010002016 A1 WO 2010002016A1
Authority
WO
WIPO (PCT)
Prior art keywords
refrigerant
refrigerant composition
mass
hfc32
hfo1234yf
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.)
Ceased
Application number
PCT/JP2009/062245
Other languages
English (en)
Inventor
Tatsumi Tsuchiya
Katsuki Fujiwara
Masahiro Noguchi
Yasufu Yamada
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.)
Daikin Industries Ltd
Original Assignee
Daikin Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Daikin Industries Ltd filed Critical Daikin Industries Ltd
Publication of WO2010002016A1 publication Critical patent/WO2010002016A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • 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

Definitions

  • the present invention relates to a mixed refrigerant composition containing difluoromethane (HFC32) and 2,3,3,3- tetrafluoropropene (HFO1234yf) for use in refrigeration and air- conditioning systems.
  • HFC32 difluoromethane
  • HFO1234yf 2,3,3,3- tetrafluoropropene
  • 2,3,3,3-Tetrafluoropropene is one such propene (see, for example, Patent Literatures 1 and 2) .
  • 2,3,3,3- tetrafluoropropene has a high boiling point, and therefore fails to retain refrigerating capacity when used in a single component.
  • a low global warming potential is obviously important; however, the energy use efficiency of the device using the refrigerant is equally, or — ? — more important.
  • the former is evaluated as a direct environmental impact, and the latter is as an indirect environmental impact.
  • LCCP Life Cycle Climate Performance
  • LCCP is now widely recognized for use in the comprehensive evaluation of refrigerants. Evaluations including an LCCP evaluation allow for the clear detection of environmental influence, and the appropriate selection of a refrigerant with a low environmental impact.
  • Patent Literature PTL 1 WO2005/105947
  • PTL 2 WO2006/094303
  • NPL 1 "LIFE CYCLE CLIMATE PERFORMANCE OF SOME APPLICATIONS IN JAPAN", HARUO ONISHI, 15 th Annual Earth Technologies Forum and Mobile Air Conditioning Summit, April 13-15, 2004 Conference Proceedings
  • An object of the present invention is to provide a refrigerant, the refrigerant with a low GWP resulting in an excellent effect on direct environmental impact, and with a good energy efficiency when charged into an apparatus resulting in an excellent effect on indirect environmental impact; such excellent effects resulting in low LCCP, allowing production of a refrigerant with a comprehensively lowered environmental impact.
  • the present inventors carried out extensive research in view of the above problems, and found that the problems can be solved by using a refrigerant composition containing 10 to 26 mass% of difluoromethane (HFC32) and 74 to 90 mass% of 2,3,3,3- tetrafluoropropene (HFO1234yf) , and preferably 14 to 22 mass% of HFC32 and 78 to 86 mass% of HFO1234yf, in an apparatus in which the refrigerant is circulated through a compressor to form a refrigeration cycle.
  • HFC32 difluoromethane
  • HFO1234yf 2,3,3,3- tetrafluoropropene
  • the present invention has been accomplished based on the above finding.
  • the present invention provides the following refrigerant composition.
  • Item 1 A refrigerant composition comprising 10 to 26 mass% of difluoromethane (HFC32) and 74 to 90 mass% of 2,3,3,3- tetrafluoropropene (HFO1234yf) .
  • Item 2 The refrigerant composition according to Item 1, comprising 14 to 22 mass% of difluoromethane (HFC32) and 78 to 86 mass% of 2, 3, 3,3-tetrafluoropropene (HFO1234yf) .
  • HFC32 difluoromethane
  • HFO1234yf 2, 3, 3,3-tetrafluoropropene
  • Item 3 The refrigerant composition according to Item 1 or 2, which further comprises a polymerization inhibitor.
  • Item 4 The refrigerant composition according to any one of Items 1 to 3, which further comprises a drying agent.
  • Item 5 The refrigerant composition according to any one of Items 1 to 4, which further comprises a stabilizer.
  • Item 6 A method of operating a refrigerator comprising circulating the refrigerant composition according to any one of Items 1 to 5 through a compressor.
  • Item 7. A method of producing the refrigerant composition according to Item 1, comprising mixing 10 to 26 mass% of difluoromethane (HFC32) with 74 to 90 mass% of 2, 3, 3,3- tetrafluoropropene (HFO1234yf) .
  • Item 8 A refrigerator comprising the refrigerant composition according to any one of Items 1 to 5.
  • the refrigerant composition of the invention has a low global warming potential (GWP) compared to conventionally available refrigerants such as R407C and R410A.
  • GWP global warming potential
  • the refrigerant composition of the invention has no ozone depletion potential (ODP) ; therefore, it does not contribute to ozone layer depletion, even when not completely collected after use.
  • ODP ozone depletion potential
  • the refrigerant composition of the invention is excellent in LCCP evaluation, and its contribution to global warming is as low as, or lower than, that of the conventionally available refrigerants such as R407C or R410A, when used as a refrigerant for a heat pump apparatus .
  • FIG. 1 is a graph showing LCCP in the refrigerant compositions obtained in Examples (see Test Examples 1 to 3) and Comparative Examples .
  • the present inventor conducted extensive research on the relationship between LCCP (Life Cycle Climate Performance) and the mixing ratios of HFC32 and HFO1234yf.
  • the LCCP was evaluated according to the method described in Test Example 1.
  • HFC32/HFO1234yf at a ratio of 10/90 to 26/74 mass%) has a lower environmental impact and achieves excellent effects in LCCP evaluation, while retaining a refrigerating capacity. Further, the refrigerant composition containing 12 to 25 mass% of HFC32 and 75 to 88 mass% of HFO1234yf (the refrigerant composition containing HFC32/HFO1234yf at a ratio of 12/88 to 25/75 mass%) achieves more excellent effects, and the refrigerant composition containing 14 to 22 mass% of HFC32 and 78 to 86 mass% of HFO1234yf (the refrigerant composition containing HFC32/HFO1234yf at a ratio of 14/86 to 22/78 mass%) achieves most excellent effects .
  • composition of the invention has high stability. If necessary, stabilizers may be added to meet the requirement of high stability under severe conditions .
  • stabilizers examples include (i) aliphatic nitro compounds such as nitromethane and nitroethane; aromatic nitro compounds such as nitrobenzene and nitrostyrene; (ii) ethers such as 1,4-dioxane; amines such as 2,2,3,3,3- pentafluoropropylamine and diphenylamine; butylhydroxyxylene, benzotriazole, etc.
  • the stabilizers can be used singly or in a combination of two or more.
  • the amount of stabilizer may vary depending on the type of stabilizer, as long as it does not impair the performance of the composition. In general, the amount of stabilizer is preferably about 0.01 to about 5 parts by weight, and more preferably about 0.05 to about 2 parts by weight, per 100 parts by weight of the mixture of HFC32 and HFO1234yf.
  • composition of the present invention may further contain a polymerization inhibitor.
  • a polymerization inhibitor examples thereof include 4- methoxy-1-naphthol, hydroquinone, hydroquinone methyl ether, dimethyl-t-butyl phenol, 2, 6-di-tert-butyl-p-cresol, benzotriazole, etc.
  • the amount of polymerization inhibitor is preferably about 0.01 to about 5 parts by weight, and more preferably about 0.05 to about 2 parts by weight, per 100 parts by weight of the mixture of HFC32 and HFO1234yf.
  • the composition of the present invention may further contain a drying agent.
  • a refrigeration cycle can be formed by circulating the refrigerant composition of the present invention through a compressor. It is also possible to produce an apparatus for forming a refrigeration cycle in which the refrigerant composition of the present invention is circulated through a compressor.
  • refrigerating systems capable of using the refrigerant composition of the invention include, but are not limited to, car air conditioners, refrigerating units for automatic vending machines, industrial/household air conditioners, gas heat pumps (GHP) /electrical heat pumps (EHP), etc.
  • GFP gas heat pumps
  • EHP electric heat pumps
  • the present refrigerant composition is applicable for industrial or household air conditioners whose downsizing is desired.
  • HFC32 and HFO1234yf were used as refrigerants, and mixed in the following ratio (HFC32/HFO1234yf) : 10.6/89.4 in
  • Example 1 14.3/85.7 in Example 2, 18.0/82.0 in Example 3,
  • Example 4 21.8/78.2 in Example 4, and 25.5/74.5 in Example 5 (figures are expressed in mass%) .
  • [cooling rated] capacity 4kW
  • evaporating temperature of the refrigerant in the evaporator 1O 0 C
  • condensing temperature of the refrigerant in the condenser 45 0 C;
  • the refrigerant pipe used for the operation had a length of 7.5 m.
  • HFC32 and HFO1234yf were used as refrigerants and mixed in the following ratio: 5.0/95.0 in Comparative Example 1, 6.9/93.1 in Comparative Example 2,
  • APF (annual total load) / (annual power consumption)
  • the sum of the cooling/heating capacity required for year (annual total load) is 8,015 kWh when the rated cooling capacity is 4kW.
  • LCCP Direct impact (kg-CO 2 ) + Indirect impact (kg-CO 2 )
  • Direct impact (leakage during charging at a manufacturing plant) + (annual regular leakage) + (annual irregular leakage) + (leakage during servicing) + (leakage during disposal)
  • the direct impact and indirect impact can be obtained by the following formulae.
  • N operation period of the system (year)
  • M amount (kg) charged into the system
  • ⁇ recovery rate during the disposal of the system (recovery amount/charge amount)
  • Fig. 1 shows LCCP in the refrigerant compositions of the present invention, based on the results of Tables 1 to 3.
  • the results reveal that, regarding LCCP, i.e., an index reflecting direct and indirect impacts of carbon dioxide gas, the refrigerant of the present invention has a lower LCCP level than R410A and R407C, which indicates that the refrigerant composition having 10 to 26 mass% (particularly, 14 to 22 mass%) of HFC32 has a low environmental impact.
  • the mixed refrigerant composition of the present invention is effective as a refrigerant composition for refrigeration and air-conditioning systems.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention porte sur un réfrigérant à impact environnemental extrêmement réduit, dont un faible potentiel de réchauffement global conduisant à un excellent effet sur l'impact environnemental direct et, utilisé dans un appareil, un bon rendement énergétique conduisant à un excellent effet sur l'impact environnemental indirect, ainsi qu'un faible indice de performance climatique sur le cycle de vie (LCCP). De façon spécifique, la présente invention porte sur une composition réfrigérante contenant 10 à 26 % en masse de difluorométhane (HFC32) et 74 à 90 % en masse de 2,3,3,3-tétrafluoropropène (HFO1234yf).
PCT/JP2009/062245 2008-07-01 2009-06-30 Composition réfrigérante comprenant du difluorométhane (hfc32) et du 2,3,3,3-tétrafluoropropène (hfo1234yf) Ceased WO2010002016A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US12950108P 2008-07-01 2008-07-01
US61/129,501 2008-07-01
US11289608P 2008-11-10 2008-11-10
US61/112,896 2008-11-10

Publications (1)

Publication Number Publication Date
WO2010002016A1 true WO2010002016A1 (fr) 2010-01-07

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Country Status (2)

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TW (1) TW201014897A (fr)
WO (1) WO2010002016A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011030026A1 (fr) * 2009-09-11 2011-03-17 Arkema France Fluide refrigerant binaire
WO2011084813A1 (fr) * 2009-12-21 2011-07-14 E. I. Du Pont De Nemours And Company Compositions comprenant du tétrafluoropropène et du difluorométhane et utilisations associées
WO2011093521A1 (fr) * 2010-01-27 2011-08-04 Daikin Industries, Ltd. Composition frigorigène comprenant du difluorométhane (hfc32) et du 2,3,3,3-tétrafluoropropène (hfo1234yf)
US9039922B2 (en) 2009-09-11 2015-05-26 Arkema France Low-temperature and average-temperature refrigeration
US20150211773A1 (en) * 2012-09-04 2015-07-30 Daikin Industries, Ltd. Method for filling mixed refrigerant containing 2,3,3,3-tetrafluoropropene
US9540556B2 (en) 2008-11-19 2017-01-10 The Chemours Company Fc, Llc Tetrafluoropropene compositions and uses thereof
US9540555B2 (en) 2012-08-23 2017-01-10 The Chemours Company Fc, Llc Refrigerant mixtures comprising tetrafluoropropenes and difluoromethane and uses thereof
US9599381B2 (en) 2008-10-08 2017-03-21 Arkema France Heat transfer fluid
WO2020222865A1 (fr) * 2018-04-30 2020-11-05 The Chemours Company Fc, Llc Compositions de fluorooléfines stabilisées et leurs procédés de production, de stockage et d'utilisation

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WO2005105947A2 (fr) * 2004-04-29 2005-11-10 Honeywell International, Inc. Compositions contenant des olefines substituees par du fluor
WO2006094303A2 (fr) * 2005-03-04 2006-09-08 E.I. Dupont De Nemours And Company Compositions comportant une olefine fluoree
WO2007002625A2 (fr) * 2005-06-24 2007-01-04 Honeywell International Inc. Compositions contenant des olefines a substitution fluor
WO2007126414A2 (fr) * 2006-03-30 2007-11-08 E. I. Du Pont De Nemours And Company Préparations comprenant une fluoroléfine
WO2008027555A2 (fr) * 2006-09-01 2008-03-06 E. I. Du Pont De Nemours And Company Méthode de circulation de fluides de transfert de chaleur sélectionnés dans un cycle à boucle fermée

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005105947A2 (fr) * 2004-04-29 2005-11-10 Honeywell International, Inc. Compositions contenant des olefines substituees par du fluor
WO2006094303A2 (fr) * 2005-03-04 2006-09-08 E.I. Dupont De Nemours And Company Compositions comportant une olefine fluoree
WO2007002625A2 (fr) * 2005-06-24 2007-01-04 Honeywell International Inc. Compositions contenant des olefines a substitution fluor
WO2007126414A2 (fr) * 2006-03-30 2007-11-08 E. I. Du Pont De Nemours And Company Préparations comprenant une fluoroléfine
WO2008027555A2 (fr) * 2006-09-01 2008-03-06 E. I. Du Pont De Nemours And Company Méthode de circulation de fluides de transfert de chaleur sélectionnés dans un cycle à boucle fermée

Cited By (39)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11130893B2 (en) 2008-10-08 2021-09-28 Arkema France Heat transfer fluid
US9599381B2 (en) 2008-10-08 2017-03-21 Arkema France Heat transfer fluid
US10767092B2 (en) 2008-11-19 2020-09-08 The Chemours Company Fc, Llc Tetrafluoropropene compositions and uses thereof
US9540556B2 (en) 2008-11-19 2017-01-10 The Chemours Company Fc, Llc Tetrafluoropropene compositions and uses thereof
US10208236B2 (en) 2008-11-19 2019-02-19 The Chemours Company Fc, Llc Tetrafluoropropene compositions and uses thereof
US10858562B2 (en) 2009-09-11 2020-12-08 Arkema France Binary refrigerating fluid
US10316231B2 (en) 2009-09-11 2019-06-11 Arkema France Low-temperature and average-temperature refrigeration
WO2011030026A1 (fr) * 2009-09-11 2011-03-17 Arkema France Fluide refrigerant binaire
US10125296B2 (en) 2009-09-11 2018-11-13 Arkema France Binary refrigerating fluid
US9884984B2 (en) 2009-09-11 2018-02-06 Arkema France Binary refrigerating fluid
US9039922B2 (en) 2009-09-11 2015-05-26 Arkema France Low-temperature and average-temperature refrigeration
FR2950065A1 (fr) * 2009-09-11 2011-03-18 Arkema France Fluide refrigerant binaire
US9133379B2 (en) 2009-09-11 2015-09-15 Arkema France Binary refrigerating fluid
WO2011084813A1 (fr) * 2009-12-21 2011-07-14 E. I. Du Pont De Nemours And Company Compositions comprenant du tétrafluoropropène et du difluorométhane et utilisations associées
US20120267564A1 (en) * 2009-12-21 2012-10-25 Ei Du Pont De Nemours And Company Compositions comprising tetrafluoropropene and difluoromethane and uses thereof
AU2011211303B2 (en) * 2010-01-27 2014-07-17 Daikin Industries, Ltd. Refrigerant composition comprising difluoromethane (HFC32) and 2,3,3,3-tetrafluoropropene (HFO1234yf)
RU2516524C2 (ru) * 2010-01-27 2014-05-20 Дайкин Индастриз, Лтд. Охлаждающая композиция, включающая дифторметан (hfc32) b 2,3,3,3- тетрафторпропилен (hfo1234yf)
WO2011093521A1 (fr) * 2010-01-27 2011-08-04 Daikin Industries, Ltd. Composition frigorigène comprenant du difluorométhane (hfc32) et du 2,3,3,3-tétrafluoropropène (hfo1234yf)
CN102639668B (zh) * 2010-01-27 2016-02-24 大金工业株式会社 含二氟甲烷（hfc32）和2,3,3,3-四氟丙烯（hfo1234yf）的制冷剂组合物
EP3783083A1 (fr) * 2010-01-27 2021-02-24 Daikin Industries, Ltd. Composition réfrigérante comportant du difluorométhane (hfc32), pentafluoroethane (hfc125), et 2,3,3,3, -tétrafluoropropène (hfo1234yf)
CN102639668A (zh) * 2010-01-27 2012-08-15 大金工业株式会社 含二氟甲烷（hfc32）和2,3,3,3-四氟丙烯（hfo1234yf）的制冷剂组合物
US20170233625A1 (en) * 2010-01-27 2017-08-17 Daikin Industries, Ltd. Refrigerant composition comprising difluoromethane (hfc32) and 2,3,3,3-tetrafluoropropene (hfo1234yf)
US9758709B2 (en) 2010-01-27 2017-09-12 Daikin Industries, Ltd. Refrigerant composition comprising difluoromethane (HFC32) and 2,3,3,3-tetrafluoropropene (HFO1234yf)
KR20150036778A (ko) * 2010-01-27 2015-04-07 다이킨 고교 가부시키가이샤 디플루오로메탄(ｈｆｃ32) 및 2,3,3,3-테트라플루오로프로펜(ｈｆｏ1234ｙｆ)을 포함하는 냉매 조성물
EP3284796A1 (fr) * 2010-01-27 2018-02-21 Daikin Industries, Ltd. Composition réfrigérante comportant du difluorométhane (hfc32), pentafluoroethane (hfc125), et 2,3,3,3, -tétrafluoropropène (hfo1234yf)
JP2015034296A (ja) * 2010-01-27 2015-02-19 ダイキン工業株式会社 ジフルオロメタン（ＨＦＣ３２）と２，３，３，３−テトラフルオロプロペン（ＨＦＯ１２３４ｙｆ）を含む冷媒組成物
CN105567171A (zh) * 2010-01-27 2016-05-11 大金工业株式会社 含二氟甲烷(hfc32)和2,3,3,3-四氟丙烯(hfo1234yf)的制冷剂组合物的使用
CN105567171B (zh) * 2010-01-27 2019-02-26 大金工业株式会社 含二氟甲烷(hfc32)和2,3,3,3-四氟丙烯(hfo1234yf)的制冷剂组合物
KR101966488B1 (ko) 2010-01-27 2019-04-05 다이킨 고교 가부시키가이샤 디플루오로메탄(ｈｆｃ32) 및 2,3,3,3-테트라플루오로프로펜(ｈｆｏ1234ｙｆ)을 포함하는 냉매 조성물
US20130312446A1 (en) * 2010-01-27 2013-11-28 Daikin Industries, Ltd. Refrigerant composition comprising difluoromethane (hfc32) and 2,3,3,3-tetrafluoropropene (hfo1234yf)
US10619082B2 (en) 2010-01-27 2020-04-14 Daikin Industries, Ltd. Refrigerant composition comprising difluoromethane (HFC32) and 2,3,3,3-tetrafluoropropene (HFO1234yf)
JP2013501820A (ja) * 2010-01-27 2013-01-17 ダイキン工業株式会社 ジフルオロメタン（ＨＦＣ３２）と２，３，３，３−テトラフルオロプロペン（ＨＦＯ１２３４ｙｆ）を含む冷媒組成物Ｒｅｆｒｉｇｅｒａｎｔｃｏｍｐｏｓｉｔｉｏｎｃｏｍｐｒｉｓｉｎｇｄｉｆｌｕｏｒｏｍｅｔｈａｎｅ（ＨＦＣ３２）ａｎｄ２，３，３，３−ｔｅｔｒａｆｌｕｏｒｏｐｒｏｐｅｎｅ（ＨＦＯ１２３４ｙｆ）
US9540555B2 (en) 2012-08-23 2017-01-10 The Chemours Company Fc, Llc Refrigerant mixtures comprising tetrafluoropropenes and difluoromethane and uses thereof
US20150211773A1 (en) * 2012-09-04 2015-07-30 Daikin Industries, Ltd. Method for filling mixed refrigerant containing 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
WO2020222865A1 (fr) * 2018-04-30 2020-11-05 The Chemours Company Fc, Llc Compositions de fluorooléfines stabilisées et leurs procédés de production, de stockage et d'utilisation
CN113767158A (zh) * 2018-04-30 2021-12-07 科慕埃弗西有限公司 稳定化的氟烯烃组合物以及用于它们的生产、存储和使用的方法
JP2022531323A (ja) * 2018-04-30 2022-07-06 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 安定化されたフルオロオレフィン組成物、並びにその生成、保管、及び使用方法
US12359107B2 (en) 2018-04-30 2025-07-15 The Chemours Company Fc, Llc Stabilized fluoroolefin refrigerant compositions and methods for their production, storage and usage

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