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WO2014080868A1 - Milieu de travail pour cycle de rankine, et système à cycle de rankine - Google Patents

Milieu de travail pour cycle de rankine, et système à cycle de rankine Download PDF

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Publication number
WO2014080868A1
WO2014080868A1 PCT/JP2013/081065 JP2013081065W WO2014080868A1 WO 2014080868 A1 WO2014080868 A1 WO 2014080868A1 JP 2013081065 W JP2013081065 W JP 2013081065W WO 2014080868 A1 WO2014080868 A1 WO 2014080868A1
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working medium
rankine cycle
mass
cfo
hcfo
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English (en)
Japanese (ja)
Inventor
正人 福島
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AGC Inc
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Asahi Glass Co Ltd
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Publication of WO2014080868A1 publication Critical patent/WO2014080868A1/fr
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00Heat-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
    • C09K5/02Materials undergoing a change of physical state when used
    • C09K5/04Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041Materials 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
    • C09K5/044Materials 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
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F01MACHINES OR ENGINES IN GENERAL; ENGINE PLANTS IN GENERAL; STEAM ENGINES
    • F01KSTEAM ENGINE PLANTS; STEAM ACCUMULATORS; ENGINE PLANTS NOT OTHERWISE PROVIDED FOR; ENGINES USING SPECIAL WORKING FLUIDS OR CYCLES
    • F01K25/00Plants or engines characterised by use of special working fluids, not otherwise provided for; Plants operating in closed cycles and not otherwise provided for
    • F01K25/08Plants or engines characterised by use of special working fluids, not otherwise provided for; Plants operating in closed cycles and not otherwise provided for using special vapours
    • F01K25/10Plants or engines characterised by use of special working fluids, not otherwise provided for; Plants operating in closed cycles and not otherwise provided for using special vapours the vapours being cold, e.g. ammonia, carbon dioxide, ether
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/30Energy from the sea, e.g. using wave energy or salinity gradient

Definitions

  • Fluorocarbons such as trichlorotrifluoroethane (CFC-113) and dichlorotetrafluoroethane (CFC-114); ammonia and the like are known.
  • CFC-11 and CFC-113 are used as working media for waste heat recovery power generation by Rankine cycle
  • HCFC-22, propane, and ammonia are used for geothermal power generation as working media used for ocean temperature difference power generation.
  • Isobutane or the like is used as the working medium.
  • Ammonia and hydrocarbons are limited in commercial use due to safety problems such as toxicity, flammability, and corrosivity, and inferior energy efficiency.
  • many of the fluorocarbons have attracted attention as Rankine cycle working media because of their advantages such as low toxicity, non-flammability, chemical stability, and easy availability of various fluorocarbons with different standard boiling points. Yes.
  • perfluorocarbon (hereinafter referred to as “PFC”) in which all hydrogen atoms of hydrocarbons are substituted with fluorine atoms
  • PFC hydrofluorocarbon
  • HFC does not contain chlorine atoms, so there is no impact on the ozone layer, but it has been pointed out that it has an impact on global warming and is regulated as a warming compound that should suppress emissions into the atmosphere.
  • 1,1,1,2-tetrafluoroethane (HFC-134a) used as a refrigerant for automobile air conditioning equipment has a large global warming potential of 1430 (100-year value).
  • HFC-152a 1,1-difluoroethane
  • HFC-152a 1,1-difluoroethane
  • 124 100-year value
  • carbon dioxide has many problems to be solved, such as an extremely high equipment pressure compared to HFC-134a.
  • HFC-152a has a combustion range and has a problem of ensuring safety.
  • 1233zd 1-chloro-3,3,3-trifluoropropene
  • the present invention has been made in view of the above circumstances, has a low flammability, has little influence on the ozone layer, has little influence on global warming, and has excellent cycle performance (efficiency and ability).
  • a Rankine cycle working medium that provides a cycle system, and a Rankine cycle system in which safety is ensured and cycle performance (efficiency and capacity) is excellent.
  • this invention provides the working-medium composition for Rankine cycles containing the said working medium for Rankine cycles.
  • the Rankine cycle working medium is also referred to as a working medium.
  • the working medium for Rankine cycle of the present invention may further contain CFO other than HCFO-1224yd and CFO-1214ya (hereinafter referred to as “other CFO”).
  • the proportion of other CFO in the total is preferably 40% by mass or less.
  • the Rankine cycle working medium of the present invention may further contain a hydrocarbon. In that case, the proportion of hydrocarbons in 100% by mass of the Rankine cycle working medium is preferably 40% by mass or less.
  • the Rankine cycle working medium of the present invention may further contain HFC. In this case, the proportion of HFC in 100% by mass of the Rankine cycle working medium is preferably 40% by mass or less.
  • the working medium of the present invention may include one of HCFO-1224yd and CFO-1214ya, or may include both. When both are included, there is no limitation in particular in the mixture ratio of both. Both can provide a Rankine cycle system with excellent cycle performance (efficiency and capacity) at any blending ratio.
  • the working medium of the present invention contains one of HCFO-1224yd and CFO-1214ya
  • the proportion of HCFO-1224yd or CFO-1214ya in 100% by mass of the working medium of the present invention is preferably 60% by mass or more, and 70% by mass. The above is more preferable, 80% by mass or more is further preferable, and 100% by mass is particularly preferable.
  • the total proportion of HCFO-1224yd and CFO-1214ya in 100% by weight of the working medium of the present invention is preferably 60% by weight or more. 70 mass% or more is more preferable, 80 mass% or more is further more preferable, and 100 mass% is especially preferable.
  • HCFO-1224yd has E form and Z form, both of which have similar physical properties and almost the same boiling point. Therefore, as the HCFO-1224yd, the E isomer and the Z isomer may be used alone, or HCFO-1224yd containing both in an appropriate ratio may be used.
  • the ratio of the total number of fluorine atoms and chlorine atoms to the total number of hydrogen atoms, fluorine atoms and chlorine atoms is preferably 0.5 to 1.0, and 0 More preferably, it is 7 to 1.0. If the total (N F + Cl ) or the ratio (N F + Cl / N H + F + Cl ) is equal to or higher than the lower limit value, the combustibility is more easily suppressed. Further, the ratio of the number of fluorine atoms to the number of chlorine atoms (N F / N Cl ) is preferably 0.1 to 0.8, and more preferably 0.5 to 0.8.
  • Another CFO may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the proportion of the other CFO in 100% by mass of the Rankine cycle working medium of the present invention is preferably 1 to 40% by mass, and more preferably 5 to 20% by mass.
  • HFO is a compound in which a part of hydrogen atoms of an unsaturated chain hydrocarbon containing one or more carbon-carbon double bonds in its molecule is replaced with a fluorine atom and does not contain a chlorine atom.
  • HFO is a component that improves the cycle performance (capacity) of the Rankine cycle system.
  • HFO which has little influence on the ozone layer and has little influence on global warming is preferable. Further, it is preferable that the HFO has only one carbon-carbon double bond.
  • the carbon number is preferably 2 to 4 because it has a boiling point suitable for a working medium.
  • HFO may be used individually by 1 type and may be used in combination of 2 or more type.
  • the proportion of HFO in 100% by mass of the working medium of the present invention is preferably 1 to 40% by mass, and more preferably 5 to 20% by mass.
  • the proportion of the other working medium in 100% by mass of the working medium of the present invention may be in a range that does not significantly reduce the effect of the present invention, preferably 30% by mass or less, more preferably 20% by mass or less, and 15% by mass. % Or less is particularly preferable.
  • the working medium for Rankine cycle of the present invention can be further used as a working medium-containing composition containing components other than the working medium.
  • components other than the working medium include known additives such as lubricants, stabilizers, leak detection substances, and desiccants.
  • dibasic acid ester examples include dibasic acids having 5 to 10 carbon atoms (glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, etc.) and 1 carbon atom having a linear or branched alkyl group.
  • Esters with ⁇ 15 monohydric alcohols methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, etc. are preferred.
  • ditridecyl glutarate di (2-ethylhexyl) adipate, diisodecyl adipate, ditridecyl adipate, di (3-ethylhexyl) sebacate and the like.
  • the polyol carbonate oil is an ester of carbonic acid and polyol.
  • examples of the polyol include the same diol as described above and the same polyol as described above.
  • the polyol carbonate oil may be a ring-opening polymer of cyclic alkylene carbonate.
  • the ether lubricant examples include polyvinyl ether oil and polyoxyalkylene lubricant.
  • polyvinyl ether oil those obtained by polymerizing vinyl ether monomers such as alkyl vinyl ether, those obtained by copolymerizing vinyl ether monomers and hydrocarbon monomers having olefinic double bonds, and polyvinyl ether,
  • alkylene glycols or polyalkylene glycols, or copolymers thereof with monoethers There are alkylene glycols or polyalkylene glycols, or copolymers thereof with monoethers.
  • a vinyl ether monomer may be used individually by 1 type, and may be used in combination of 2 or more type.
  • hydrocarbon monomers having an olefinic double bond examples include ethylene, propylene, various butenes, various pentenes, various hexenes, various heptenes, various octenes, diisobutylene, triisobutylene, styrene, ⁇ -methylstyrene, various alkyl-substituted styrenes, etc. Is mentioned.
  • the hydrocarbon monomer which has an olefinic double bond may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the polyvinyl ether copolymer may be either a block or a random copolymer. A polyvinyl ether may be used individually by 1 type, and may be used in combination of 2 or more type.
  • polyoxyalkylene-based lubricating oil examples include polyoxyalkylene monool, polyoxyalkylene polyol, polyoxyalkylene monool and alkyl etherified product of polyoxyalkylene polyol, polyoxyalkylene monool and esterified product of polyoxyalkylene polyol, and the like. Can be mentioned. Polyoxyalkylene monools and polyoxyalkylene polyols are used to open a C 2-4 alkylene oxide (ethylene oxide, propylene oxide, etc.) in an initiator such as water or a hydroxyl group-containing compound in the presence of a catalyst such as an alkali hydroxide. Examples thereof include those obtained by a method of addition polymerization.
  • the oxyalkylene units in the polyalkylene chain may be the same in one molecule, or two or more oxyalkylene units may be included. It is preferable that at least an oxypropylene unit is contained in one molecule.
  • the initiator include water, monohydric alcohols such as methanol and butanol, and polyhydric alcohols such as ethylene glycol, propylene glycol, pentaerythritol, and glycerol.
  • the polyoxyalkylene-based lubricating oil is preferably an alkyl etherified product or an esterified product of polyoxyalkylene monool or polyoxyalkylene polyol.
  • the polyoxyalkylene polyol is preferably polyoxyalkylene glycol.
  • an alkyl etherified product of polyoxyalkylene glycol in which the terminal hydroxyl group of polyoxyalkylene glycol is capped with an alkyl group such as a methyl group, called polyglycol oil is preferable.
  • fluorine-based lubricating oils include compounds in which hydrogen atoms of synthetic oils (mineral oils, poly ⁇ -olefins, alkylbenzenes, alkylnaphthalenes, etc. described later) are substituted with fluorine atoms, perfluoropolyether oils, fluorinated silicone oils, and the like. .
  • a lubricating oil fraction obtained by subjecting crude oil to atmospheric distillation or vacuum distillation is refined (solvent removal, solvent extraction, hydrocracking, solvent dewaxing, catalytic dewaxing, hydrorefining, hydrorefining, And paraffinic mineral oils, naphthenic mineral oils, etc., which are refined by appropriately combining white clay treatment and the like.
  • hydrocarbon synthetic oil examples include poly ⁇ -olefin, alkylbenzene, alkylnaphthalene and the like.
  • a lubricating oil may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the stabilizer used in the working medium-containing composition is a component that improves the stability of the working medium against heat and oxidation.
  • the stabilizer include an oxidation resistance improver, a heat resistance improver, and a metal deactivator. Can be mentioned.
  • oxidation resistance improver and heat resistance improver examples include N, N′-diphenylphenylenediamine, p-octyldiphenylamine, p, p′-dioctyldiphenylamine, N-phenyl-1-naphthylamine, and N-phenyl-2-naphthylamine.
  • the oxidation resistance improver and the heat resistance improver may be used alone or in combination of two or more.
  • metal deactivators examples include imidazole, benzimidazole, 2-mercaptobenzthiazole, 2,5-dimethylcaptothiadiazole, salicylidine-propylenediamine, pyrazole, benzotriazole, toltriazole, 2-methylbenzamidazole, 3,5- Imethylpyrazole, methylenebis-benzotriazole, organic acids or their esters, primary, secondary or tertiary aliphatic amines, amine salts of organic or inorganic acids, heterocyclic nitrogen-containing compounds, alkyl acids Examples thereof include an amine salt of phosphate or a derivative thereof.
  • the content of the stabilizer may be in a range that does not significantly reduce the effect of the present invention, and is usually 5 parts by mass or less and preferably 1 part by mass or less with respect to the working medium-containing composition (100 parts by mass).
  • leak detection substance examples of leak detection substances used in the working medium-containing composition include ultraviolet fluorescent dyes, odorous gases and odor masking agents.
  • the ultraviolet fluorescent dyes are described in U.S. Pat. No. 4,249,412, JP-T-10-502737, JP-T 2007-511645, JP-T 2008-500437, JP-T 2008-531836.
  • known ultraviolet fluorescent dyes examples of the odor masking agent include known fragrances such as those described in JP-T-2008-500337 and JP-T-2008-531836.
  • a solubilizing agent that improves the solubility of the leak detection substance in the Rankine cycle working medium may be used.
  • the solubilizer include those described in JP-T-2007-511645, JP-T-2008-500437, JP-T-2008-531836.
  • the content of the leak detection substance may be in a range that does not significantly reduce the effect of the present invention, and is usually 2 parts by mass or less and 0.5 parts by mass or less with respect to the working medium-containing composition (100 parts by mass). Is preferred.
  • the Rankine cycle system of the present invention is a system using the working medium of the present invention.
  • a Rankine cycle system is a system that heats a working medium, adiabatically expands the working medium that has become steam in a high-temperature and high-pressure state, drives the generator by work generated by the adiabatic expansion, and generates power. is there.
  • As a heat source for heating the working medium geothermal energy, solar heat, medium to high temperature waste heat of about 50 to 200 ° C., and the like can be suitably used.
  • FIG. 1 is a schematic configuration diagram showing an example of the Rankine cycle system of the present invention.
  • Rankine cycle system 10 is driven by an expander 11 that expands high-temperature and high-pressure working medium vapor C into low-temperature and low-pressure working medium vapor D, and work generated by adiabatic expansion of working medium vapor C in expander 11.
  • the working medium vapor D discharged from the generator 12 and the expander 11 is cooled, liquefied to form the working medium A, and the working medium A discharged from the condenser 13 is pressurized to operate at high pressure.
  • the working medium A discharged from the condenser 13 is pressurized by the pump 14 to obtain a high-pressure working medium B.
  • the working medium B discharged from the pump 14 is heated by the fluid F in the evaporator 15 to be a high-temperature and high-pressure working medium vapor C. At this time, the fluid F is cooled to become a fluid F ′ and discharged from the evaporator 15.
  • the Rankine cycle system 10 is a cycle composed of an adiabatic change and an isobaric change, and the state change of the working medium can be expressed as shown in FIG. 2 on a temperature-entropy diagram.
  • the AB′C′D ′ curve is a saturation line.
  • the AB process is a process in which adiabatic compression is performed by the pump 14 so that the working medium A becomes a high-pressure working medium B.
  • the BB′C′C process is a process in which the isobaric heating is performed by the evaporator 15 and the high-pressure working medium B is converted into the high-temperature and high-pressure working medium vapor C.
  • the CD process is a process in which adiabatic expansion is performed by the expander 11 to change the high-temperature and high-pressure working medium vapor C into a low-temperature and low-pressure working medium vapor D to generate work.
  • the DA process is a process in which isobaric cooling is performed by the condenser 13 and the low-temperature and low-pressure working medium vapor D is returned to the working medium A.
  • the state change of the working medium is described on the pressure-enthalpy diagram, it can be expressed as shown in FIG.
  • the water concentration of the working medium in the Rankine cycle system is preferably 100 ppm or less, and more preferably 20 ppm or less.
  • Examples of a method for suppressing the water concentration in the Rankine cycle system include a method using a desiccant (silica gel, activated alumina, zeolite, etc.).
  • the desiccant is preferably brought into contact with a liquid working medium from the viewpoint of dehydration efficiency. For example, it is preferable to place a desiccant at the outlet of the condenser 13 or the inlet of the evaporator 15 to contact the working medium.
  • a zeolitic desiccant is preferable from the viewpoint of the chemical reactivity between the desiccant and the working medium and the moisture absorption capacity of the desiccant.
  • a zeolitic desiccant when a lubricating oil having a higher moisture absorption than conventional mineral-based lubricating oils is used, the compound represented by the following formula (1) is used as a main component from the viewpoint of excellent hygroscopic capacity.
  • Zeolite desiccants are preferred.
  • M is a Group 1 element such as Na or K, or a Group 2 element such as Ca
  • n is a valence of M
  • x and y are values determined by a crystal structure.
  • pore size and fracture strength are particularly important.
  • a desiccant having a pore size larger than the molecular diameter of the working medium is used, the working medium for Rankine cycle is adsorbed in the desiccant, resulting in a chemical reaction between the working medium and the desiccant, and non-condensing Undesirable phenomena such as generation of gas, decrease in the strength of the desiccant, and decrease in adsorption ability will occur. Therefore, it is preferable to use a zeolitic desiccant having a small pore size as the desiccant.
  • a sodium / potassium A type synthetic zeolite having a pore diameter of 3.5 mm or less is preferable.
  • the shape is preferably granular or cylindrical.
  • the zeolitic desiccant can be formed into an arbitrary shape by solidifying powdered zeolite with a binder (such as bentonite). As long as the zeolitic desiccant is mainly used, other desiccants (silica gel, activated alumina, etc.) may be used in combination.
  • the use ratio of the zeolitic desiccant with respect to the working medium is not particularly limited.
  • Non-condensable gas concentration If a non-condensable gas is mixed in the Rankine cycle system, it adversely affects heat transfer in the condenser and the evaporator and an increase in operating pressure. Therefore, it is necessary to suppress the mixing as much as possible.
  • oxygen which is one of non-condensable gases, reacts with the working medium and lubricating oil to promote decomposition.
  • the non-condensable gas concentration is preferably 1.5% by volume or less, particularly preferably 0.5% by volume or less in terms of the volume ratio with respect to the Rankine cycle working medium in the gas phase portion of the working medium.
  • ⁇ Evaluation method> The power generation capacity L and Rankine cycle efficiency ⁇ when various working media are applied to the Rankine cycle system 10 of FIG. 1 were determined by the following formulas (2) and (3).
  • h is enthalpy
  • the subscript represents the state of the Rankine cycle working medium in FIG.
  • h C is the enthalpy of the Rankine cycle working medium vapor C in FIG.
  • the condensation temperature of the Rankine cycle working medium in the condenser 13 is 25 ° C.
  • the evaporation temperature of the Rankine cycle working medium in the evaporator 15 is 60 ° C., 80 ° C., 100 ° C., 120 ° C., 140 ° C. Went as either.
  • the relative capacity is the ratio of the power generation capacity L of the working medium to the power generation capacity L of the HCFO-1224yd determined under the same conditions
  • the relative efficiency is the ratio of the Rankine cycle efficiency ⁇ of the HCFO-1224yd determined under the same conditions. It is the ratio of Rankine cycle efficiency ⁇ of the working medium.
  • HCFO-1224yd (Molar ratio of E and Z forms is 1: 1) ⁇ CFO-1214ya ⁇ HFC-134a
  • FIG. 4 shows the relative capacity of each working medium at each evaporation temperature when the condensation temperature is 25 ° C.
  • FIG. 5 shows the relative capacities of each working medium at each evaporation temperature when the condensation temperature is 50 ° C. From the results of FIG. 4 and FIG. 5, it can be understood that HCFO-1224yd and CFO-1214ya which are working media for Rankine cycle of the present invention have excellent power generation capability over a wide temperature range. In particular, it was found that the evaporation power is higher than that of HFC-134a at an evaporation temperature of 100 ° C. or higher.
  • FIG. 6 shows the relative efficiency of each working medium at each evaporation temperature when the condensation temperature is 25 ° C.
  • FIG. 7 shows the relative efficiency of each working medium at each evaporation temperature when the condensation temperature is 50 ° C. From the results of FIGS. 6 and 7, the HCFO-1224yd and CFO-1214ya, which are working media for Rankine cycle of the present invention, are superior to HFC-134a over a wide evaporation temperature range, particularly when the condensation temperature is 25 ° C. It was found to have efficiency. It can be said that HCFO-1224yd and CFO-1214ya, which are working mediums for Rankine cycle of the present invention, are excellent in both efficiency and capacity.
  • Table 1 shows the relative capacities and relative efficiencies of HCFO-1224yd and CFO-1214ya and their mixed media under the conditions of a condensation temperature of 25 ° C and an evaporation temperature of 120 ° C. Note that “%” in Table 1 is mass% in the working medium. As shown in Table 1, it was found that the mixed medium of HCFO-1224yd and CFO-1214ya is excellent in both efficiency and capacity at an arbitrary blending ratio.
  • the Rankine cycle working medium of the present invention is useful as a working fluid for a power generation system (waste heat recovery power generation or the like). It should be noted that the entire content of the specification, claims, drawings and abstract of Japanese Patent Application No. 2012-254494 filed on November 20, 2012 is cited herein as the disclosure of the specification of the present invention. Is to be incorporated

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Abstract

L'invention concerne un milieu de travail pour cycle de Rankine, qui présente une inflammabilité réduite, a un effet minimal sur la couche d'ozone ainsi que sur le réchauffement planétaire et une excellente efficacité cyclique (rendement et capacité), et permet de former un système à cycle de Rankine ; et un système à cycle de Rankine, qui possède un excellente efficacité cyclique (rendement et capacité), et dans lequel la sécurité est maintenue. Dans la présente invention, un milieu de travail pour cycle de Rankine incluant du 1-chloro-2,3,3,3-tétrafluoropropène et/ou du 1,1-dichloro-2,3,3,3-tétrafluoropropène est utilisé dans un système à cycle de Rankine.
PCT/JP2013/081065 2012-11-20 2013-11-18 Milieu de travail pour cycle de rankine, et système à cycle de rankine Ceased WO2014080868A1 (fr)

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Cited By (14)

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WO2016047298A1 (fr) * 2014-09-26 2016-03-31 ダイキン工業株式会社 Composition d'halogéno-oléfine
WO2016171264A1 (fr) * 2015-04-24 2016-10-27 旭硝子株式会社 Composition à utiliser dans un système de cycle thermique, et système de cycle thermique
WO2016171256A1 (fr) * 2015-04-24 2016-10-27 旭硝子株式会社 Composition à utiliser dans un système de cyclage thermique, et système de cyclage thermique
WO2017146189A1 (fr) * 2016-02-25 2017-08-31 旭硝子株式会社 Procédé de fabrication de 1-chloro-2,3,3,3-tétrafluoropropène
JP2017218508A (ja) * 2016-06-08 2017-12-14 旭硝子株式会社 熱サイクル用作動媒体、熱サイクルシステム用組成物および熱サイクルシステム
WO2018021275A1 (fr) * 2016-07-29 2018-02-01 旭硝子株式会社 Fluide de travail destiné à des cycles thermodynamiques
EP3182034A4 (fr) * 2014-08-12 2018-03-21 Asahi Glass Company, Limited Système à cycle thermique
CN108700343A (zh) * 2016-02-19 2018-10-23 Agc株式会社 热循环系统以及使用了该热循环系统的热循环方法
WO2019022140A1 (fr) * 2017-07-26 2019-01-31 Agc株式会社 Système à cycle thermodynamique et procédé à cycle thermodynamique utilisant ledit système
US10731065B2 (en) 2014-09-26 2020-08-04 Daikin Industries, Ltd. Haloolefin-based composition and use thereof
US20200377775A1 (en) * 2018-02-20 2020-12-03 Phc Holdings Corporation Cold storage device
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CN114656934A (zh) * 2018-07-17 2022-06-24 大金工业株式会社 制冷剂循环装置
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