Solvent composition, solvent, aerosol composition, cleaning agent, method for cleaning article, coating film formation composition, production method for coating film–coated article, dewatering agent, rinsing agent, and lubricant solution

Abstract

One embodiment of the present disclosure is a solvent composition that includes a compound represented by the following general formula. R1 is CHF2 or CF2Cl, R2, R3, and R4 are each independently selected from among fluorine and chlorine, and, when R1 is CHF2, at least two of R2, R3, and R4 are fluorine. At least one of R2, R3, and R4 may be different from at least one of the other two. At least one of R2, R3, and R4 may be different from at least one of the other two.

Description

Solvent composition, solvent, aerosol composition, cleaning agent, method for cleaning an article, composition for forming a coating film, method for manufacturing an article with a coating film, draining agent, rinse agent, and lubricant solution

[0001] One embodiment of the present disclosure relates to a solvent compound. More specifically, one embodiment of the present disclosure relates to a fluorine-containing propene solvent compound.

[0002] Fluorine-containing propenes have a short life in the atmosphere and a small global warming potential, and therefore their use as functional materials such as solvents, blowing agents, and refrigerants has been proposed in Patent Document 1. Among the fluorine-containing propenes, cis-1-chloro-3,3,3-trifluoropropene (1233zd(Z)) having a trifluoromethyl group has been used as a solvent (Patent Documents 2, 3, and 4). Other fluorine-containing propenes have groups having a difluoromethyl moiety (e.g., CF ２ Cl, CHF ２ It has been proposed to use 2,3-dichloro-3,3-difluoropropene (1232xf), 1,3-dichloro-2,3,3-trifluoropropene (1223yd), and 1-chloro-2,3,3-trifluoro-1-propene (1233yd) as solvents (Patent Documents 5, 6, and 7).

[0003] Patent Publication No. 2006-512426 International Publication No. 2017 / 057669 International Publication No. 2019 / 031416 International Publication No. 2017 / 104738 Japanese Patent Application Laid-Open No. 02-221389 Japanese Patent Application Laid-Open No. 2020-041085 International Publication No. 2021 / 153681

[0004] Among fluorine-containing propenes, 1233zd(Z) is used as a solvent, and among other fluorine-containing propenes, 1232xf, 1223yd, and 1233yd, which have a group containing a difluoromethyl moiety, have been proposed for use as solvents. However, global situations such as the increasing severity of natural disasters and conflicts between countries have become more difficult to predict than before, and there is always a need for new fluorine-containing propene solvents. In view of the above, the present disclosure aims to provide a new solvent for fluorine-containing propene.

[0005] One embodiment of the present disclosure is a solvent composition comprising a compound represented by the following general formula:

[0006]

[0007] R １ is CHF ２ or CF ２ Cl, and R ２ , R ３ , and R ４ are each independently selected from fluorine and chlorine; R １ is CHF ２ When R 2 , R 3 , R 4 At least two of these are fluorine.

[0008] One embodiment of the present disclosure is a solvent comprising the compound described above.

[0009] The compound or a composition containing the compound can be used as a solvent.

[0010] Hereinafter, embodiments of the present disclosure will be described. However, the embodiments of the present disclosure should not be construed as being limited to the following embodiments and examples.

[0011] 1. Structure of the Compound A compound according to one embodiment of the present disclosure (hereinafter also simply referred to as the present compound) is represented by the following general formula:

[0012]

[0013] Here, R １ is CHF ２ or CF ２ Cl, and R ２ , R ３ , and R ４ are each independently selected from fluorine and chlorine; R １ is CHF ２ When R 2 , R 3 , R 4 At least two of the groups are fluorine. As shown in the examples, it has been confirmed that this compound can be used as a solvent. This compound does not need to have any hydrogen atoms.

[0014] Note that, although geometric isomers exist for 1213xb (1,2,3-trichloro-1,3,3-trifluoropropene) and 1214yb (1,3-dichloro-1,2,3,3-tetrafluoropropene) contained in this compound, these compounds may be cis or trans isomers, or may be a mixture of cis and trans isomers. In the case of a mixture of cis and trans isomers, the ratio of the two is also arbitrary, and for example, the molar ratio (cis / trans isomer) is selected from the range of more than 0 and less than 1.

[0015] 2. Synthesis (Production) Method The synthesis method of the present compound is not particularly limited. As an example, the present compound can be synthesized by utilizing an elimination reaction according to the following scheme. １ and L ２ are the leaving components, for example, one is hydrogen and the other is a halogen (chlorine, bromine, or fluorine).

[0016]

[0017] The reaction may be carried out by treating the raw materials with a base in a solvent such as water, an alcoholic solvent such as ethanol or isopropyl alcohol, an ether solvent such as tetrahydrofuran or dioxane, an amide solvent such as N,N-dimethylformamide or N,N-dimethylacetamide, a sulfoxide solvent such as dimethyl sulfoxide, or an aromatic solvent such as toluene or xylene. Examples of the base include alkali metal hydroxides such as sodium hydroxide or potassium hydroxide, alkali metal carbonates such as potassium carbonate or sodium carbonate, alkali metal alkoxides such as sodium methoxide or potassium ethoxide, and alkali metal carboxylates such as potassium acetate or sodium acetate. The base may be added directly to the solvent or as an aqueous or alcoholic solution. If the reaction system separates into two phases, the reaction may be carried out in the presence of a phase transfer catalyst such as tetramethylammonium chloride or tetrabutylammonium hydroxide.

[0018] 3. Additives The present compound or solvent composition can be used for cleaning, draining, film formation, rinsing, and other applications, and is particularly suitable as a solvent. In these applications, one or more of the present compounds may be used. Alternatively, one or more of the present compounds may be used alone, or a solvent composition containing one or more of the present compounds and additives may be used. When used as a solvent composition, the proportion of at least one of the compounds represented by the general formula above may be, for example, 80% by mass or more but less than 100% by mass per 100 parts by mass of the solvent composition. Examples of additives include lubricants, stabilizers, flame retardants, surfactants, metal passivators, organic solvents, and propellant gases.

[0019] Examples of lubricants that can be used include mineral oils (paraffinic oils or naphthenic oils), alkylbenzenes such as n-octylbenzene, n-nonylbenzene, and n-decylbenzene, poly(α-olefins) such as 2-methyl-1-phenylheptane, 2-methyl-1-phenyloctane, and 2-methyl-1-phenylnonane, esters or polyol esters exemplified by aromatic esters and carbonates such as benzoic acid, phthalic acid, and isophthalic acid, polyalkylene glycols such as polyethylene oxide, polypropylene oxide, and polybutylene oxide, and polyvinyl ethers such as polymethyl vinyl ether, polyethyl vinyl ether, and poly-n-propyl vinyl ether.

[0020] The addition of a stabilizer can improve the thermal stability, oxidation resistance, etc. of a solvent containing the present compound. Examples of such stabilizers include aliphatic nitro compounds such as nitromethane and nitroethane, aromatic nitro compounds such as nitrobenzene and o-, m-, or p-dinitrobenzene, epoxy compounds such as ethylene oxide, 1,2-butylene oxide, diepoxybutane, and vinylcyclohexene dioxide, phenols such as phenol and 2,6-di-t-butyl-p-cresol, o-cresol, and m-cresol, imidazoles such as 1-methylimidazole, 1-n-butylimidazole, 1,2-dimethylimidazole, and 1,2,5-trimethylimidazole, aliphatic amines such as pentylamine, hexylamine, and diisopropylamine, aromatic amines such as aniline, N,N-dimethylaniline, and diphenylamine, and hydrocarbons such as α-methylstyrene, p-isopropenyltoluene, and isoprene.

[0021] The addition of a flame retardant can reduce the flammability of the solvent containing the compound, thereby improving safety. Examples of such flame retardants include phosphate esters, halogenated aromatic compounds, fluorinated iodocarbons, and fluorinated bromocarbons.

[0022] The addition of a surfactant can improve the cleaning power, interfacial action, etc. Such surfactants may be nonionic surfactants, cationic surfactants, or anionic surfactants.

[0023] The addition of a metal passivator can prevent corrosion of metals that may be contained on the surface of an article that the compound may come into contact with. Examples of metal passivators include corrosion inhibitors and metal deactivators.

[0024] By adding an organic solvent, it is possible to appropriately adjust the properties of the present compound and control the dissolving power, cleaning power, boiling point, etc. The organic solvent is not particularly limited, and known organic solvents can be used. For example, alcohol solvents such as methanol, ethanol, n-propyl alcohol, isopropyl alcohol, etc.; aliphatic hydrocarbon solvents such as hexane, isopentane, n-heptane, cyclohexane, etc.; aromatic hydrocarbon solvents such as toluene and xylene, chlorine-based (chlorocarbon) solvents such as methylene chloride, trichloroethane, trichloroethylene, E-1,2-dichloroethylene, etc.; hydrochlorofluorocarbons such as dichlorofluoroethane, dichlorodifluoroethane, dichlorotrifluoroethane, etc.; fluoropropane, difluoropropane, trifluoropropane, etc. hydrohaloolefins such as 1-chloro-2,3,3-trifluoro-1-propene and 1,2-dichloro-3,3,3-trifluoropropene; hydrofluoroethers such as hexafluoropropyl methyl ether and nonafluorobutyl methyl ether; hydrofluoroketones such as 3,3,4,4-tetrafluoro-2-butanone and 1,1,1,2,2-pentafluoro-3-pentanone; and perfluoroketones such as 1,1,1,2,2,4,5,5,5-nonafluoro-4-(trifluoromethyl)-3-pentanone.

[0025] A mixture of the present compound and a propellant gas can be used to prepare an aerosol composition containing the present compound. Liquefied gas or compressed gas can be used as the propellant gas. Examples of such gases include LPG (liquefied petroleum gas), DME (dimethyl ether), carbon dioxide, fluorine-based gases, nitrogen gas, and compressed air.

[0026] As described above, the present compound or a solvent composition containing the present compound can be particularly suitably used as a solvent. The present compound or the solvent composition may contain water to the extent that its function as a solvent is not impaired.

[0027] (1) Solvent / Film-Forming Applications For example, the present compound and solvent composition have excellent properties as a solvent or dispersant for non-volatile components such as silicone, polytetrafluoroethylene powder (PTFE powder), and fluorine-based grease, and can be used as a non-flammable solvent capable of dissolving or dispersing various silicones in any ratio. The present compound or solvent composition can be used as a solvent, dispersant, or composition for forming a coating film of a non-volatile component to coat the surface of an article. The material of the article surface is not limited, and may be, for example, metal, resin, ceramic, or glass. In particular, a film-forming material containing the present compound as a solvent can be suitably used to coat the needle tube of a syringe needle, the spring or spring portion of a dispenser (a device for dispensing a fixed amount of liquid), and the like.

[0028] The silicone is also not limited, and can be straight silicone oil such as methyl silicone oil, methylphenyl silicone oil, methyl hydrogen silicone oil, or modified silicone oil such as reactive silicone oil having a component derived from straight silicone oil, non-reactive silicone oil, etc. Also, amino-modified, diamino-modified, epoxy-modified, carboxy-modified, carbinol-modified, methacryl-modified, mercapto-modified, phenol-modified, hydroxy-modified, heterofunctional group-modified reactive silicone. Alternatively, non-reactive silicone such as polyether-modified, methylstyryl-modified, alkyl-modified, fatty acid ester-modified, hydrophilic special-modified, fatty acid-containing, fluorine-modified, etc. can be used.

[0029] The proportion of nonvolatile components in a solution containing the present compound or solvent composition and nonvolatile components may be 0.1% by mass or more and 20% by mass or less, and preferably 0.5% by mass or more and 10% by mass or less.

[0030] (2) Cleaning Applications As shown in the examples, the present compound or a solvent composition containing the present compound can be suitably used as a cleaning agent for removing dirt such as foreign matter, oils and fats, grease, wax, flux, and ink from items to be cleaned, such as precision machine parts, electronic materials (printed circuit boards, liquid crystal displays, magnetic recording components, semiconductor materials, etc.), resin-processed parts, optical lenses, and clothing. Because the present solvent composition has appropriate fluidity and solubility, dirt (particles, etc.) can be removed by washing it away, dissolving it, or dispersing it. Furthermore, cleaning various vehicles and transportation means, such as automobiles, motorcycles, bicycles, construction machinery, agricultural machinery, aircraft, railway vehicles, and ships (particularly, cleaning the brakes of these vehicles) requires a step of wetting and rinsing away the dirt. The present compound or solvent composition has an appropriate boiling point and can wet and rinse away the dirt, making it suitable for such cleaning (particularly for use as a brake cleaner). The cleaning method is not particularly limited, but includes methods such as contacting the present compound or solvent composition with the article to be cleaned to wash away the dirt, wiping with a rag, spray cleaning, etc., and these may be used in combination. One particularly preferred embodiment is to place the present compound or solvent composition in an ultrasonic cleaner and then perform ultrasonic cleaning while the article to be cleaned is brought into contact with the present compound or solvent composition. Another preferred embodiment is spray cleaning, for example, a method in which the present compound or solvent composition is mixed with a propellant gas to form an aerosol and then sprayed onto various articles to be cleaned.

[0031] Examples of dirt adhering to the article to be cleaned include machine oil, rust preventative oil, mineral oil, and silicone oil.

[0032] Examples of working oils include plastic processing oils, cutting / grinding oils, etc. Plastic processing oils have the role of reducing friction between the material and the tool during plastic processing, and specific examples thereof include PG-3246 manufactured by Nippon Kosaku Oil Co., Ltd., PG-3740 manufactured by Nippon Kosaku Oil Co., Ltd., and CF-879 manufactured by Nippon Kosaku Oil Co., Ltd. Cutting / grinding oils have the role of improving the lubrication between the tool and the processing agent during cutting and reducing friction therebetween, and specific examples thereof include C-4115 manufactured by Nippon Kosaku Oil Co., Ltd.

[0033] Anti-rust oils have the role of protecting materials from rust and corrosion, and examples thereof include P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0034] Mineral oils play a role in reducing friction when machinery is in operation, and examples include compressor oil manufactured by Sumitomo Lubricants Co., Ltd.

[0035] Examples of silicone oil include the above-mentioned straight silicone oil, reactive silicone oil, and modified silicone oil.

[0036] (3) Draining and Rinsing Uses The present compound or solvent composition can be used as a draining agent. Articles used in various industrial fields, such as automobiles, machinery, precision instruments, electricity, electronics, and optics, are sometimes cleaned with water, such as pure water, or with aqueous cleaners, semi-aqueous cleaners obtained by blending aqueous cleaners with water-soluble solvents, alcohol-based cleaners, glycol ether-based cleaners, and hydrocarbon cleaners obtained by blending hydrocarbons with surfactants, during their manufacturing processes. When aqueous or semi-aqueous cleaners are used, water remains on the articles after cleaning. Therefore, a draining step is generally performed after the cleaning process to remove water using a draining agent. The present compound or solvent composition can be suitably used as a draining agent for such a draining step. The draining agent may further contain an aerosol composition. It is also suitable for the present compound or solvent composition to further contain an alcohol as a solvent. Similarly, the present compound or solvent composition can be suitably used as a rinse agent to remove high-boiling-point cleaners adhering to articles after a cleaning process with the high-boiling-point cleaner. High-boiling detergents refer to detergents with a boiling point of approximately 100°C or higher. Specific examples include aromatic hydrocarbon detergents, glycol ether detergents, halogenated detergents, petroleum-based detergents, and aprotic detergents. Examples of aromatic hydrocarbon detergents include T-SOL (registered trademark) 100FLUID and T-SOL (registered trademark) 150FLUID. Examples of glycol ether detergents include diethylene glycol methyl ether, triethylene glycol methyl ether, diethylene glycol methyl ether, triethylene glycol methyl ether, ethylene glycol n-propyl ether, ethylene glycol n-butyl ether, diethylene glycol n-butyl ether, triethylene glycol n-butyl ether, ethylene glycol hexyl ether, diethylene glycol hexyl ether, ethylene glycol n-butyl ether acetate, diethylene glycol n-butyl ether acetate, and ethylene glycol phenyl ether. Examples of halogenated detergents include perclene and dichlorobenzene. Examples of petroleum-based detergents include benzine.Aprotic cleaning agents include, for example, 1,3-dimethyl-2-imidazolidinone, N-methyl-2-pyrrolidone, dimethyl sulfoxide, N,N-dimethylformamide, propylene carbonate, etc. The rinse agent may further include an aerosol composition.

[0037] The method for removing water is not particularly limited, and any conventionally known method can be used, for example, a method in which the article to be removed is brought into contact with the compound or a solvent composition of the present invention and then dried.

[0038] In this example, the results of an evaluation of whether compounds according to one embodiment of the present disclosure can be used as various solvents are described. Here, the following structural formulas, 1213xb(Z), 1213xb(E), 1214xc (2,3-dichloro-1,1,3,3-tetrafluoropropene), 1224xc (2-chloro-1,1,3,3-tetrafluoropropene), 1214yb(Z) (cis-1,3-dichloro-1,2,3,3-tetrafluoropropene), and 1214yb(E) (trans-1,3-dichloro-1,2,3,3-tetrafluoropropene), were evaluated for their usability as solvents. For comparison, 1233ze (3-chloro-1,3,3-trifluoropropene), a hydrochlorofluoroolefin solvent, was also evaluated in the same manner.

[0039]

[0040] 1. Test Methods and Evaluation Methods (1) Example 1-1 2 g of solvent 1213xb (E / Z = 1 / 1) and 0.5 g of press oil (PG-3246 manufactured by Nippon Kyosaku Oil Co., Ltd.) were mixed in a 10 cc screw vial, the vial was capped and shaken at 25°C, the vial was then removed and allowed to settle at room temperature (25°C) for 5 minutes, and the internal condition was visually evaluated. The solubility was evaluated according to the following criteria: "A (good)" - oil is completely dissolved "B (bad)" - solvent is evaporated and disappears

[0041] (2) Example 1-2 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was changed to PG-3740 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0042] (3) Example 1-3 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was replaced with working oil (CF-879 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0043] (4) Example 1-4 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was replaced with working oil (C-4115 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0044] (5) Example 1-5 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was replaced with rust preventive oil (P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0045] (6) Example 1-6 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was replaced with mineral oil (compressor oil manufactured by Sumitomo Lubricants Co., Ltd.).

[0046] (7) Example 1-7 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was changed to silicone oil (KF-96-100CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0047] (8) Example 1-8 The same tests and evaluations as in Example 1-1 were carried out, except that the press working oil was changed to silicone oil (KF-96-1000CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0048] (9) Example 2-1 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 2 g of 1214xc.

[0049] (10) Example 2-2 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214xc and the press oil was changed to PG-3740 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0050] (11) Example 2-3 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214xc and the press working oil was changed to working oil (CF-879 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0051] (12) Example 2-4 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1214xc and the press oil was changed to press oil (C-4115 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0052] (13) Example 2-5 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1214xc and the press oil was changed to rust preventive oil (P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0053] (14) Example 2-6 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214xc and the press oil was changed to mineral oil (compressor oil manufactured by Sumitomo Lubricants Co., Ltd.).

[0054] (15) Example 2-7 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214xc and the press oil was changed to silicone oil (KF-96-100CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0055] (16) Example 2-8 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214xc and the press oil was changed to silicone oil (KF-96-1000CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0056] (17) Example 3-1 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 2 g of 1224xc.

[0057] (18) Example 3-2 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1224xc and the press oil was changed to PG-3740 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0058] (19) Example 3-3 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1224xc and the press oil was changed to press oil (CF-879 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0059] (20) Example 3-4 The same tests and evaluations as in Example 1-1 were performed except that the solvent was changed to 1224xc and the press oil was changed to press oil (C-4115 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0060] (21) Example 3-5 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1224xc and the press oil was changed to rust preventive oil (P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0061] (22) Example 3-6 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1224xc and the press oil was changed to mineral oil (compressor oil manufactured by Sumitomo Lubricants Co., Ltd.).

[0062] (23) Example 3-7 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1224xc and the press oil was changed to silicone oil (KF-96-100CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0063] (24) Example 3-8 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1224xc and the press oil was changed to silicone oil (KF-96-1000CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0064] (25) Example 4-1 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 2 g of 1214yb (E / Z=4 / 1).

[0065] (26) Example 4-2 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to PG-3740 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0066] (27) Example 4-3 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press working oil was changed to working oil (CF-879 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0067] (28) Example 4-4 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to press oil (C-4115 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0068] (29) Example 4-5 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to rust preventive oil (P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0069] (30) Example 4-6 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to mineral oil (compressor oil manufactured by Sumitomo Lubricants Co., Ltd.).

[0070] (31) Example 4-7 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to silicone oil (KF-96-100CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0071] (32) Example 4-8 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1214yb and the press oil was changed to silicone oil (KF-96-1000CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0072] (33) Comparative Example 1-1 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1233ze.

[0073] (34) Comparative Example 1-2 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1233ze and the press oil was changed to PG-3740 manufactured by Nippon Kyosaku Oil Co., Ltd.

[0074] (35) Comparative Example 1-3 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1233ze and the press oil was changed to press oil (CF-879 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0075] (36) Comparative Example 1-4 The same tests and evaluations as in Example 1-1 were performed except that the solvent was changed to 1233ze and the press working oil was changed to working oil (C-4115 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0076] (37) Comparative Example 1-5 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1233ze and the press oil was changed to rust preventive oil (P-5960 manufactured by Nippon Kyosaku Oil Co., Ltd.).

[0077] (38) Comparative Example 1-6 The same tests and evaluations as in Example 1-1 were carried out, except that the solvent was changed to 1233ze and the press oil was changed to mineral oil (compressor oil manufactured by Sumitomo Lubricants Co., Ltd.).

[0078] (39) Comparative Example 1-7 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1233ze and the press oil was changed to silicone oil (KF-96-100CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0079] (40) Comparative Example 1-8 The same tests and evaluations as in Example 1-1 were carried out except that the solvent was changed to 1233ze and the press oil was changed to silicone oil (KF-96-1000CS manufactured by Shin-Etsu Chemical Co., Ltd.).

[0080] 2. Results The results are shown in Table 1. As can be seen from Table 1, all compounds can be used as solvents. This suggests that these compounds are compatible with the substrate and can maintain a uniform solution for a certain period of time. Furthermore, among 1213xb, 1214xc, 1224xc, and 1214yb, 1213xb, 1214xc, and 1214yb, it was confirmed that they have particularly high solubility, although the detailed reasons are unclear. The reason for the excellent solubility of 1213xb, 1214xc, and 1214yb is unclear, but one possible reason is that they do not contain hydrogen atoms. These results suggest that this compound is highly compatible with contaminant components attached to the object being cleaned, such as machine oil, rust preventative oil, mineral oil, and silicone oil, and can be expected to remain on the object being cleaned for a period of time sufficient for the solvent to sufficiently dissolve the contaminant components and remove them. We have discovered that compounds that have no hydrogen atoms but a certain number of halogen atoms are surprisingly superior in terms of dissolving power.

[0081]

[0082] The above results suggest that the compound according to one of the embodiments of the present disclosure can be used as a solvent. Therefore, one of the embodiments of the present disclosure provides a new option for hydrochlorofluoroolefin-based or hydrofluoroolefin-based solvents, and can expand the variety of products containing hydrochlorofluoroolefins or hydrofluoroolefins.

[0083] The above-described embodiments of the present disclosure can be combined as appropriate as long as they are not mutually inconsistent. Furthermore, if a person skilled in the art adds, deletes, or modifies the design of components, or adds, omits, or modifies processes based on the embodiments, the combination will also be included in the scope of the present disclosure as long as it includes the gist of the present disclosure.

[0084] Even if there are other effects and advantages different from those brought about by the aspects of each of the above-mentioned embodiments, if they are clear from the description in this specification or can be easily predicted by a person skilled in the art, they are naturally understood to be brought about by the present disclosure.

Claims

1. A compound represented by the following general formula: R １ is CHF ２ or CF ２ Cl, R ２ , R ３ , and R ４ are each independently selected from fluorine and chlorine; R １ is CHF ２ When R 2 , R 3 , R 4 wherein at least two of the above are fluorine.

2. R ２ , R ３ , and R ４ 2. The solvent composition of claim 1, wherein at least one of is different from at least one of the other two.

3. The solvent composition according to claim 1, wherein the compound is selected from the following compounds:

4. A solvent containing the compound according to claim 1 in a proportion of 80% by mass or more and 100% by mass or less.

5. The solvent composition of claim 1, further comprising at least one solvent selected from the group consisting of alcohols, aliphatic hydrocarbons, aromatic hydrocarbons, chlorocarbons, hydrochlorofluorocarbons, hydrofluorocarbons, hydrohaloolefins, hydrofluoroethers, and perfluoroketones.

6. An aerosol composition comprising the solvent composition of claim 1 and a propellant gas.

7. A cleaning agent comprising the solvent composition of claim 1.

8. The cleaning agent of claim 7, further comprising a propellant gas.

9. A method for cleaning an article, comprising the step of contacting the cleaning agent according to claim 7 with the article to be cleaned, the article having soiling thereon.

10. A coating film-forming composition comprising the solvent composition according to claim 1 and a non-volatile component.

11. The film-forming composition according to claim 10, further comprising an aerosol composition.

12. A method for producing a coated article, comprising applying the coating composition according to claim 10 to an article and removing the solvent composition by evaporation.

13. A draining agent comprising the solvent composition of claim 1.

14. The draining agent of claim 13, further comprising alcohol.

15. The draining agent of claim 13, further comprising a propellant gas.

16. A rinse aid comprising the solvent composition of claim 1.

17. The rinse aid of claim 16, further comprising a propellant gas.

18. A lubricant solution comprising the solvent composition of claim 1 and a lubricant.

19. The lubricant solution of claim 18, further comprising a propellant gas.

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