Composition, cleaning method, coating film-forming composition, aerosol composition, and heat transfer medium

Abstract

To provide a composition that exerts little effect on resin materials when in contact and exhibits superior solubility for lubricating oils.SOLUTION: The composition of the present invention comprises monochlorotrifluoropropene and (1,1,2,3,3,3-hexafluoropropyl)methyl ether, wherein the content of monochlorotrifluoropropene is 25-80 mass% based on the total mass of monochlorotrifluoropropene and (1,1,2,3,3,3-hexafluoropropyl)methyl ether.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a composition, a cleaning method, a coating-forming composition, an aerosol composition, and a heat transfer medium. [Background technology]

[0002] Hydrochlorofluorocarbons (hereinafter referred to as HCFCs), which are non-flammable, low-toxicity, and stable, have traditionally been used as cleaning solvents for cleaning oil stains, flux, dust, etc., as water removal solvents, dry cleaning solvents, reaction solvents, dilution solvents for lubricants, etc. However, due to concerns about the adverse effects of HCFCs on the ozone layer, the production of HCFCs was completely phased out in developed countries in 2020. Perfluorocarbons (hereinafter referred to as PFCs) and hydrofluorocarbons (hereinafter referred to as HFCs) are known as solvents that do not adversely affect the ozone layer. However, because of their high global warming potential, HFCs and PFCs are subject to regulation under the Kyoto Protocol.

[0003] Under these circumstances, hydrochlorofluoroolefins (hereinafter also referred to as HCFOs) have been proposed as new solvents to replace HFC and PFC solvents, and Patent Document 1 discloses a composition containing monochlorotrifluoropropenes such as 1-chloro-2,3,3-trifluoropropene and 1-chloro-3,3,3-trifluoropropene. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Special Publication No. 2013-504658 Summary of the Invention [Problem to be solved by the invention]

[0005] The present inventors have discovered that while the composition consisting solely of monochlorotrifluoropropene described in Patent Document 1 has excellent lubricating oil removal properties, it may have a problem in that it may adversely affect resin materials when it comes into contact with them.

[0006] In view of the above problems, an object of the present invention is to provide a composition that has little effect on resin materials when it comes into contact with the resin materials and has excellent solubility for lubricating oils. Another object of the present invention is to provide a coating film-forming composition, an aerosol composition, and a heat transfer medium according to the above composition. [Means for solving the problem]

[0007] As a result of intensive research into the above-mentioned problems, the present inventors have found that a composition containing monochlorotrifluoropropene and (1,1,2,3,3,3-hexafluoropropyl) methyl ether in a predetermined ratio has little effect on the above-mentioned resin material and has excellent solubility of lubricating oil, thereby arriving at the present invention.

[0008] That is, the inventors have found that the above problems can be solved by the following configuration. [1] A composition comprising monochlorotrifluoropropene and (1,1,2,3,3,3-hexafluoropropyl) methyl ether, A composition in which the content of the monochlorotrifluoropropene is 25 to 80% by mass based on the total mass of the monochlorotrifluoropropene and the (1,1,2,3,3,3-hexafluoropropyl)methyl ether. [2] The composition according to [1], wherein the monochlorotrifluoropropene is selected from the group consisting of 1-chloro-2,3,3-trifluoropropene and 1-chloro-3,3,3-trifluoropropene. [3] The composition according to [1] or [2], wherein the monochlorotrifluoropropene is 1-chloro-2,3,3-trifluoropropene. [4] The composition according to any one of [1] to [3], wherein the content of the monochlorotrifluoropropene is 30 to 75 mass% based on the total mass of the monochlorotrifluoropropene and the (1,1,2,3,3,3-hexafluoropropyl)methyl ether. [5] The composition according to any one of [1] to [4], which is used for cleaning. [6] A cleaning method comprising contacting an article with the composition according to any one of [1] to [4] to remove dirt adhering to the surface of the article. [7] The cleaning method according to [6], wherein at least a part of the material of the surface of the article that comes into contact with the composition is a resin material. [8] A coating-forming composition comprising a nonvolatile organic compound and the composition according to any one of [1] to [4]. [9] An aerosol composition comprising the composition according to any one of [1] to [4].

[10] A heat transfer medium for a heat cycle system, comprising the composition according to any one of [1] to [4]. [Effects of the Invention]

[0009] According to the present invention, it is possible to provide a composition that has little effect on a resin material when it comes into contact with the resin material and has excellent solubility for a lubricating oil. Furthermore, a coating-forming composition, an aerosol composition, and a heat transfer medium according to the above composition can also be provided. DETAILED DESCRIPTION OF THE INVENTION

[0010] The terms used in the present invention have the following meanings. A numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits.

[0011] Compounds having a double bond (e.g., 1-chloro-2,3,3-trifluoropropene) exist as geometric isomers, Z and E isomers, depending on the position of the substituent on the double bond. Unless otherwise specified, when a compound name or abbreviation is used in this specification, it refers to at least one selected from the group consisting of the Z and E isomers, and more specifically, it refers to the Z or E isomer, or a mixture of the Z and E isomers in any ratio. Furthermore, the (E) attached to the name or abbreviation of a compound having geometric isomers indicates the E isomer, and the (Z) attached to the name or abbreviation indicates the Z isomer.

[0012] [Composition] The composition of the present invention (hereinafter also referred to simply as "the composition") contains monochlorotrifluoropropene (hereinafter also referred to as HCFO-1233) and (1,1,2,3,3,3-hexafluoropropyl) methyl ether (hereinafter also referred to as HFE-356mec), and the content of HCFO-1233 is 25 to 80 mass% based on the total mass of HCFO-1233 and HFE-356mec. The composition of the present invention has little effect on resin materials when it comes into contact with them and has excellent solubility of lubricating oil. Although the details of the reason for this are unclear, it is presumed that by including HCFO-1233, which has excellent solubility of lubricating oil but may have an effect on resin materials when it comes into contact with them, and HFE-356mec, which has little effect on resin materials and has little adverse effect on the cleanability of HCFO-1233, in a predetermined ratio, it is possible to suppress the effect on resin materials while maintaining solubility of lubricating oil.

[0013] Examples of HCFO-1233 include the following compounds: 1-chloro-2,3,3-trifluoropropene (HCFO-1233yd) 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) 1-chloro-1,3,3-trifluoropropene (HCFO-1233zb) 2-chloro-1,3,3-trifluoropropene (HCFO-1233xe) 2-chloro-1,1,3-trifluoropropene (HCFO-1233xc) 3-chloro-1,2,3-trifluoropropene (HCFO-1233ye) 3-chloro-1,1,2-trifluoropropene (HCFO-1233yc) 3-chloro-2,2,3-trifluoropropene (HCFO-1233xf) 3-chloro-2,3,3-trifluoropropene (HCFO-1233yf) 3-chloro-1,3,3-trifluoropropene (HCFO-1233ze) 1-chloro-1,2,3-trifluoropropene (HCFO-1233yb) 3-chloro-1,1,3-trifluoropropene (HCFO-1233zc) Of these, HCFO-1233yd or HCFO-1233zd is preferred.

[0014] HCFO-1233 has excellent solubility in lubricating oils, including synthetic oils such as silicone-based lubricating oils and fluorine-based lubricating oils, as well as mineral oils, vegetable oils, and processing oils.It also has excellent cleaning properties for lubricating oils, mold release agents, and dust removal.

[0015] HCFO-1233zd can be produced by dehydrofluorinating 3-chloro-1,1,1,3-tetrafluoropropane in the presence of a catalyst, as described in JP-A-2009-263365, or by dechlorinating dichlorotrifluoropropane. HCFO-1233yd can be produced by a method of dehydrofluorinating 3-chloro-1,1,2,2-tetrafluoropropane in the presence of a base, as described in, for example, WO 2017 / 018412. These methods typically yield the E-isomer, the Z-isomer, and a mixture thereof, which can be separated by a purification step such as distillation. Commercially available HCFO-1233 products include, for example, the following: "AMOLEA (registered trademark) AS-300" (manufactured by AGC, HCFO-1233yd), "CELEFIN (registered trademark) 1233Z" (manufactured by Central Glass Co., Ltd., HCFO-1233zd(Z)), "SOLSTICE (registered trademark) zd" (manufactured by Honeywell, HCFO-1233zd(E)), "Forane (registered trademark) FBA 1233zd" (manufactured by Arkema, HCFO-1233zd(E))

[0016] HCFO-1233 is preferably capable of forming an azeotrope with HFE-356mec, and specifically, the boiling point at 1 atmospheric pressure is preferably 10 to 70°C, more preferably 30 to 60°C.

[0017] HCFO-1233 is preferably selected from the group consisting of HCFO-1233yd and HCFO-1233zd, more preferably selected from the group consisting of HCFO-1233yd(Z), HCFO-1233yd(E), and HCFO-1233zd(Z), and even more preferably selected from the group consisting of HCFO-1233yd(Z) and HCFO-1233yd(E). When HCFO-1233 contains HCFO-1233yd, the mass ratio of HCFO-1233yd(Z) to HCFO-1233yd(E) (HCFO-1233yd(Z) / HCFO-1233yd(E)) is preferably 50 / 50 to 100 / 0, more preferably 80 / 20 to 100 / 0.

[0018] As described above, HCFO-1233 has structural isomers and geometric isomers, and one of these may be used alone or two or more isomers may be used as HCFO-1233. The content of HCFO-1233 is 25 to 80 mass %, preferably 30 to 75 mass %, and more preferably 30 to 50 mass %, based on the total mass of HCFO-1233 and HFE-356mec. The content of HCFO-1233 is preferably from 10 to 80% by mass, more preferably from 10 to 75% by mass, and even more preferably from 10 to 50% by mass, relative to the total mass of the composition.

[0019] HFE-356mec has no flash point, low surface tension and viscosity, evaporates easily even at room temperature, and has little effect on resin materials and metals. Commercially available HFE-356mec products include, for example, the following: "DAISAVE (registered trademark) SS-54" (manufactured by Daikin Industries, Ltd.)

[0020] The total mass of HCFO-1233 and HFE-356mec is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more, relative to the total mass of the composition, with the upper limit being 100% by mass.

[0021] The composition of the present invention may contain components other than HCFO-1233 and HFE-356mec, as long as the effects of the present invention are not impaired. Examples of other components include water, a fluorine-containing solvent different from HCFO-1233 and HFE-356mec, a non-fluorine-based solvent, a stabilizer, and a preservative. Examples of fluorine-containing solvents different from HCFO-1233 and HFE-356mec include 1,1,1,2,2,3,4,5,5,5-decafluoropentane, 1,1,1,2,2,3,3,4,4-nonafluorohexane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexane, (perfluorobutoxy)methane, 1,1,2,2-tetrafluoro-1-(2,2,2-trifluoroethoxy)ethane, and 1,1-dichloro-2,3,3,3-tetrafluoro-1-propene. Examples of the non-fluorinated solvent include hydrocarbon solvents such as n-pentane, cyclopentane, n-hexane, cyclohexane, and n-heptane; alcohol solvents such as methanol, ethanol, and isopropanol; ketone solvents such as acetone and methyl ethyl ketone; ether solvents such as diethyl ether, diisopropyl ether, and tetrahydrofuran; ester solvents such as methyl acetate and ethyl acetate; and chlorocarbons such as methylene chloride, trans-1,2-dichloroethylene, and trichloroethylene. Examples of the stabilizer include methanol, ethanol, isopropanol, 2-propyn-1-ol, 1,2-butylene oxide, tetrahydrofuran, 1,4-dioxane, n-propylamine, diisopropylamine, N-methylmorpholine, N-methylpyrrole, 2-methyl-2-butene, 2-methyl-1-pentene, 2-methyl-2-pentene, 3-ethyl-2-butene, 2,3-dimethyl-2-butene, 2,4,4-trimethyl-1-pentene, 2,4,4-trimethyl-2-pentene, and n-heptane. Examples of the preservative include nitro compounds and triazole compounds. Examples of nitro compounds include nitromethane, nitroethane, 1-nitropropane, 2-nitropropane, and 1-nitroethylene. Examples of triazole compounds include 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(2'-hydroxy-3'-t-butyl-5'-methylphenyl)-5-chlorobenzotriazole, 1,2,3-benzotriazole, and 1-[(N,N-bis-2-ethylhexyl)aminomethyl]benzotriazole, with 1,2,3-benzotriazole being preferred. The content of these other components is preferably 30% by mass or less, more preferably 20% by mass or less, and even more preferably 10% by mass or less, relative to the composition of the present invention. There is no particular lower limit, and it may be 0% by mass.

[0022] [Application] The composition of the present invention has little effect on resin materials, has excellent solubility in lubricating oils, and is not likely to adversely affect the global environment, and is preferably used for cleaning applications such as degreasing, pipe cleaning, defluxing, draining, precision cleaning, and dry cleaning and stain removal of clothing. The composition of the present invention can also be used to form a coating film by dissolving lubricants such as silicone-based lubricants and fluorine-based lubricants, rust inhibitors made of mineral oils and synthetic oils, moisture-proof coating agents for water-repellent treatment, and anti-fouling coating agents such as fingerprint inhibitors for anti-fouling treatment, and the like, and applying the composition to the surface of an article to form a coating film. The compositions of the present invention are also suitable as heat transfer media for heating and cooling articles. In addition, the composition of the present invention is also suitable as a solvent used in reactions such as a polymerization solvent and a granulation solvent, and as an extraction solvent.

[0023] <Cleaning applications> The composition of the present invention is suitable for use in cleaning. A cleaning method using the composition of the present invention includes a method in which the composition of the present invention is brought into contact with an article to remove dirt adhering to the article. The above-mentioned articles can be widely used, for example, in electronic components such as capacitors, diodes, and substrates on which these are mounted, medical instruments such as syringe needles and catheters, optical components such as lenses and polarizing plates, automobile parts such as fuel injection needles and drive gears used in automobile engines, drive part parts used in industrial robots, machine parts such as exterior parts, and cemented carbide tools used in machine tools such as cutting tools. Examples of materials for the article include metals, resins, ceramics, etc. In particular, the composition of the present invention has little effect on resin materials, and therefore can be suitably used for cleaning articles in which at least a portion of the surface of the article that comes into contact with the composition of the present invention is made of a resin material. The resin material is not particularly limited and may be polystyrene (PS), polyethersulfone (PES), acrylonitrile-butadiene-styrene copolymer (ABS), polycarbonate (PC), polyester, polyethylene, polypropylene, polytetrafluoroethylene (PTFE), epoxy resin, nylon, polyphenylene sulfide, polyolefin, etc., with PS or PES being preferred, and PES being more preferred. The resin material may also be rubber, fiber, etc.

[0024] Examples of dirt adhering to an article include lubricating oil, processing oil, release agent, sebum, cosmetic pitch and asphalt, flux, oils and fats such as ink, dust, etc. Specific examples of processing oil include cutting oil, quenching oil, rolling oil, machine oil, press processing oil, punching oil, drawing oil, assembly oil, and wire drawing oil. In particular, the composition of the present invention has excellent solubility in lubricating oils and is therefore suitable for use in removing lubricating oils adhering to articles. The lubricating oil may be in any form, such as liquid (oil), semi-solid (grease), or solid. Examples of the lubricating oil include synthetic oils such as fluorine-based lubricating oils, silicone-based lubricating oils, hydrocarbon-based lubricating oils, and ether-based lubricating oils, mineral oils, and vegetable oils. Examples of fluorine-based lubricants include fluorine-based oils, fluorine-based greases, and fluorine-based solid lubricants such as polytetrafluoroethylene resin powder. The fluorine oil is preferably a perfluoropolyether or a low polymer of chlorotrifluoroethylene. Examples of the fluorine oil include those under the product name "Krytox (registered trademark) GPL102" (manufactured by DuPont), and "Daifloil (registered trademark) #1," "Daifloil (registered trademark) #3," "Daifloil (registered trademark) #10," "Daifloil (registered trademark) #20," "Daifloil (registered trademark) #50," "Daifloil (registered trademark) #100," and "Demnum (registered trademark) S-65" (all manufactured by Daikin Industries, Ltd.). The fluorine grease is preferably one that uses a fluorine oil such as perfluoropolyether or an oligomer of chlorotrifluoroethylene as a base oil, and blends it with polytetrafluoroethylene powder and other thickeners. Examples of fluorine grease include "Krytox® Grease 240AC" (manufactured by DuPont), "Daifloil® Grease DG-203," "Demnum® L65," "Demnum® L100," and "Demnum® L200" (all manufactured by Daikin Corporation), "Sumitec® F936" (manufactured by Sumitomo Lubricants Co., Ltd.), and "Molycoat® HP-300," "Molycoat® HP-500," "Molycoat® HP-870," and "Molycoat® 6169" (all manufactured by Dow Corning Toray Co., Ltd.). Silicone-based lubricants include silicone oils and silicone greases. Preferred silicone oils include dimethyl silicone, methyl hydrogen silicone, methyl phenyl silicone, cyclic dimethyl silicone, and modified silicone oils with organic groups introduced into the side chains or terminals. Examples of silicone oils include those under the product names "Shin-Etsu Silicone KF-96," "Shin-Etsu Silicone KF-965," "Shin-Etsu Silicone KF-968," "Shin-Etsu Silicone KF-99," "Shin-Etsu Silicone KF-50," "Shin-Etsu Silicone KF-54," "Shin-Etsu Silicone HIVAC F-4," "Shin-Etsu Silicone HIVAC F-5," "Shin-Etsu Silicone KF-56A," and "Shin-Etsu Silicone KF-995" (all manufactured by Shin-Etsu Chemical Co., Ltd.), and "SH200" (manufactured by Dow Corning Toray Co., Ltd.). Silicone greases are preferably products that use the above-mentioned silicone oil as a base oil and are blended with thickeners such as metal soaps and various additives. Examples of silicone greases include those under the product names "Shin-Etsu Silicone G-30 Series," "Shin-Etsu Silicone G-40 Series," "Shin-Etsu Silicone FG-720 Series," "Shin-Etsu Silicone G-411," "Shin-Etsu Silicone G-501," "Shin-Etsu Silicone G-6500," "Shin-Etsu Silicone G-330," "Shin-Etsu Silicone G-340," "Shin-Etsu Silicone G-350," and "Shin-Etsu Silicone G-630" (all manufactured by Shin-Etsu Chemical Co., Ltd.), "Molycoat® SH33L," "Molycoat® 41," "Molycoat® 44," "Molycoat® 822M," "Molycoat® 111," "Molycoat® High Vacuum Grease," and "Molycoat® Thermal Diffusion Compound" (all manufactured by Dow Corning Toray Co., Ltd.). Lubricating oils containing silicone and fluorine also include fluorosilicone oils, which are modified silicone oils in which the terminals or side chains are substituted with fluoroalkyl groups. Examples of fluorosilicone oils include "Unidyne (registered trademark) TG-5601" (manufactured by Daikin Industries, Ltd.), "Molycoat (registered trademark) 3451" and "Molycoat (registered trademark) 3452" (all manufactured by Toray Dow Corning Co., Ltd.), and "Shin-Etsu Silicone FL-5", "Shin-Etsu Silicone X-22-821", "Shin-Etsu Silicone X-22-822", and "Shin-Etsu Silicone FL-100" (all manufactured by Shin-Etsu Chemical Co., Ltd.).

[0025] The kinematic viscosity of the above lubricating oil at 40°C is 0 to 500 mm 2 / s is preferred, 0 to 50 mm 2 / s is more preferable, 0 to 5 mm 2 / s is more preferred. The kinematic viscosity can be measured, for example, using an Ubbelohde viscometer.

[0026] Specific examples of the cleaning method include hand wiping, immersion cleaning, spray cleaning, immersion vibration cleaning, immersion ultrasonic cleaning, steam cleaning, and combinations of these. For example, spray cleaning may be performed using an aerosol containing the solvent of the present invention and a liquefied gas or compressed gas. In these cleaning methods, cleaning conditions such as contact time and temperature can be appropriately selected depending on the cleaning method. Also, known cleaning equipment can be appropriately selected. The cleaning method of the present invention can be carried out using the method and cleaning apparatus described in, for example, WO 2008 / 149907.

[0027] <Coating-forming composition and method for producing coated article> The composition of the present invention can be used as a solvent for non-volatile organic compounds. A composition containing the composition of the present invention and a nonvolatile organic compound can be used as a coating film-forming composition. Specifically, by applying the coating film-forming composition to the surface of an article and then evaporating the composition of the present invention, a coated article can be produced in which a coating film containing a nonvolatile organic compound is formed on the surface of the article. Examples of the coating film include coating films containing a lubricant, a rust inhibitor, a moisture-proof coating agent, and an antifouling coating agent. The article to which the coating film-forming composition is applied includes the above-mentioned articles to be cleaned, and the preferred embodiments are also the same.

[0028] Examples of methods for applying the coating composition include brush application, spray application, and immersion application. When the article is a tube or syringe needle, the coating composition may be applied to the inner wall by suction. Alternatively, spray application may be carried out in the form of an aerosol containing the composition of the present invention, a nonvolatile organic compound, and a liquefied gas or compressed gas.

[0029] The method for evaporating the composition of the present invention includes, for example, air drying, drying by heating, etc. The drying temperature is preferably 20 to 100°C.

[0030] The nonvolatile organic compound in the present invention refers to an organic compound having a boiling point higher than that of the composition of the present invention, and remaining on the surface even after the solvent has evaporated. Specific examples of the nonvolatile organic compound include lubricants for imparting lubricity to articles, rust inhibitors for imparting rust prevention to metal parts, moisture-proof coating agents for imparting water repellency to articles, and antifouling coating agents such as fingerprint inhibitors for imparting antifouling properties to articles.

[0031] The method for preparing the coating film-forming composition is not particularly limited as long as it is a method that can uniformly dissolve the nonvolatile organic compound in the composition.

[0032] The content of the nonvolatile organic compound is preferably 0.01 to 50 mass %, more preferably 0.05 to 30 mass %, and even more preferably 0.1 to 20 mass %, relative to the total mass of the coating film-forming composition. If the content of the nonvolatile organic compound is within the above range, it is easy to adjust the thickness of the coating film when the coating film-forming composition is applied to an appropriate range.

[0033] <Aerosol Composition> The composition of the present invention can be used as an aerosol composition by mixing it with a propellant. Alternatively, the composition of the present invention can also be used as an aerosol composition containing a propellant and a solute dissolved in the composition of the present invention. Examples of propellants include liquefied gases and compressed gases. Examples of liquefied gases in aerosol compositions include dimethyl ether (DME), liquefied petroleum gas (LPG), propane, butane, isobutane, 1,1-difluoroethane (HFC-152a), 1,1,1,2-tetrafluoroethane (HFC-134a), 2,3,3,3-tetrafluoropropene (HFO-1234yf), and 1,3,3,3-tetrafluoropropene (HFO-1234ze). Examples of compressed gases include nitrogen, carbon dioxide, and nitrous oxide. The solute dissolved in the composition of the present invention may be any solute that can be applied to the surface of a substrate, such as a lubricant, a pigment, or an adhesive. The content of the solute is preferably 0.1 to 10 mass%, more preferably 0.1 to 5 mass%, and even more preferably 0.1 to 1 mass%, relative to 100 mass% in total of the composition of the present invention and the solute.

[0034] <Heat transfer medium> The composition of the present invention has excellent solubility in lubricating oil (refrigerating machine oil) and excellent cycle performance, and therefore can also be suitably used as a heat transfer medium for a heat cycle system. Examples of heat cycle systems include Rankine cycle systems, heat pump cycle systems, refrigeration cycle systems, heat transport systems, and secondary refrigerant cooling systems. Specific examples include refrigeration and freezing equipment, air conditioning equipment, power generation systems, heat transport devices, and secondary cooling machines.

[0035] A refrigeration cycle system will be described below as an example of a heat cycle system. A refrigeration cycle system is a system in which a heat transfer medium cools a load fluid to a lower temperature by removing thermal energy from the load fluid in an evaporator. The refrigeration cycle system is a system consisting of a compressor that compresses the heat transfer medium vapor to produce a high-temperature, high-pressure heat transfer medium vapor, a condenser that cools the compressed heat transfer medium vapor to produce a low-temperature, high-pressure heat transfer medium liquid, an expansion valve that expands the heat transfer medium liquid discharged from the condenser to produce a low-temperature, low-pressure heat transfer medium liquid, an evaporator that heats the heat transfer medium discharged from the expansion valve to produce a high-temperature, low-pressure heat transfer medium vapor, a pump that supplies the load fluid to the evaporator, and a pump that supplies the load fluid to the condenser.

[0036] Additionally, the compositions of the present invention can be used as heat transfer media (also called secondary refrigerants) for secondary circulation refrigeration systems. The secondary circulation refrigeration system is a system that includes a primary cooling means for cooling a primary refrigerant composed of ammonia and a hydrocarbon refrigerant, a secondary circulation refrigeration means for circulating the secondary refrigerant for the secondary circulation refrigeration system to cool an object to be cooled, and a heat exchanger for exchanging heat between the primary refrigerant and the secondary refrigerant to cool the secondary refrigerant. The object to be cooled can be cooled by this secondary circulation refrigeration system. [Example]

[0037] The present invention will be described in detail below with reference to examples. Examples 3 to 8 are working examples, and Examples 1, 2 and 9 and 10 are comparative examples. However, the present invention is not limited to these examples.

[0038] A composition was prepared by adding HFE-356mec (manufactured by Tokyo Chemical Industry Co., Ltd.) to AGC Amorea AS-300 (a mixture of 1233 yd(Z) / 1233 yd(E) = 90 / 10 (mass ratio)) in the proportions shown in Table 1.

[0039] [Evaluation of the impact on resin materials] A polyethersulfone (PES) test piece (30 mm x 10 mm x 2 mm) was immersed in the composition. After leaving it at room temperature (25°C) for 5 minutes, the test piece was removed and the effect on the resin material was evaluated based on the change in appearance according to the following criteria. A: No visible change in the appearance of the test piece. B: Slight swelling or devitrification is observed in the test piece, but this does not pose a problem in practical use. C: The test piece dissolves or cracks.

[0040] [Evaluation of lubricant solubility] 9 g of the prepared composition was placed in a heat-resistant glass bottle, and 1 g of Daphne Mag Plus LA5 (manufactured by Idemitsu Kosan Co., Ltd., Daphne LA5, mineral oil) was added as a lubricant to the composition in the heat-resistant glass bottle, which was then heated to 40°C and stirred for 5 minutes. Immediately after stirring the lubricating oil, the solubility of the lubricating oil was evaluated according to the following evaluation criteria. A: Dissolved. B: Slight cloudiness is observed, but this does not pose a problem for practical use. C: Clearly cloudy or separated into two phases.

[0041] [result] The following table shows the composition and evaluation results of each example.

[0042] [Table 1]

[0043] From the evaluation results of Examples 1 to 10, it was confirmed that the composition of the present invention has little effect on the resin material and has excellent solubility of the lubricating oil. In the comparative compositions in which the HCFO-1233 content was more than 80% by mass relative to the total mass of HCFO-1233 and HFE-356mec, the resin material had a large effect, while in the comparative compositions in which the HCFO-1233 content was less than 25% by mass, the solubility of the lubricating oil was poor and the desired performance could not be achieved. A comparison of Examples 3 to 8 confirmed that when the HCFO-1233 content was 30 mass% or more relative to the total mass of HCFO-1233 and HFE-356mec, the solubility of the lubricating oil was superior, and when it was 75 mass% or less, the impact on the material was smaller.

Claims

1. A composition comprising monochlorotrifluoropropene and (1,1,2,3,3,3-hexafluoropropyl)methyl ether, The composition, wherein the content of the monochlorotrifluoropropene is 25 to 80 mass % based on the total mass of the monochlorotrifluoropropene and the (1,1,2,3,3,3-hexafluoropropyl) methyl ether.

2. The composition of claim 1, wherein the monochlorotrifluoropropene is selected from the group consisting of 1-chloro-2,3,3-trifluoropropene and 1-chloro-3,3,3-trifluoropropene.

3. The composition of claim 1, wherein the monochlorotrifluoropropene is 1-chloro-2,3,3-trifluoropropene.

4. 2. The composition according to claim 1, wherein the content of the monochlorotrifluoropropene is 30 to 75% by mass based on the total mass of the monochlorotrifluoropropene and the (1,1,2,3,3,3-hexafluoropropyl)methyl ether.

5. The composition according to any one of claims 1 to 4, which is used for cleaning.

6. A cleaning method comprising contacting the composition according to any one of claims 1 to 4 with an article to remove dirt adhering to the surface of the article.

7. The cleaning method according to claim 6, wherein at least a portion of the material of the surface of the article that comes into contact with the composition is a resin material.

8. A coating-forming composition comprising a nonvolatile organic compound and the composition according to any one of claims 1 to 4.

9. An aerosol composition comprising the composition of any one of claims 1 to 4.

10. A heat transfer medium for a heat cycle system, comprising the composition of any one of claims 1 to 4.

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