Non-flammable liquid composition

A liquid composition with a flammable liquid and fluoroiodoalkane addresses the fire risk and environmental concerns of organic solvents by rendering them non-flammable with reduced fluoro compound use, enhancing stability and solubility while minimizing ODP and GWP.

JP7803136B2Active Publication Date: 2026-01-21TOSOH CORP
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Patent Information

Application Number
JP2022007448
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-01-25
Filing Date
2022-01-20
Publication Date
2026-01-21
Estimated Expiration
2042-01-20

AI Technical Summary

Technical Problem

Existing organic solvents used in industrial and household applications have low flash points, posing a fire risk during transportation, use, and storage, and existing non-flammable solvent compositions require high amounts of fluoro compounds with high ozone depletion potential (ODP) and global warming potential (GWP).

Method used

A liquid composition comprising a flammable liquid and a fluoroiodoalkane represented by a specific formula, with a total amount of 95 to 100% of the composition, effectively renders the solvent non-flammable with a reduced amount of fluoro compound addition.

Benefits of technology

The composition achieves stability and solubility superior to conventional non-flammable liquids, reducing ODP and GWP, making it environmentally preferable and safer for industrial use.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an incombustible liquid composition which has a reduced usage of fluoro compounds and thus is industrially and environmentally suitable in comparison with conventionally known incombustible liquid compositions.SOLUTION: A liquid composition is used which comprises: a flammable liquid and a fluoroiodoalkane represented by the following general formula (1) (where, Xs each independently represent H or F and n represents an integer of 0 to 5). A total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100 mass% of a total amount of the liquid composition.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a non-flammable liquid composition that can be used in a wide range of applications, such as disinfectants, cleaning solvents, and dilution coating solvents. [Background technology]

[0002] Organic solvents commonly used for industrial and household purposes have low flash points, which means they can pose a risk of causing a fire during transportation, use, and storage.

[0003] In order to safely transport, use, and store such organic solvents, a non-flammable organic solvent composition that does not have a flash point has been proposed (Patent Document 1). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2020-29533 Summary of the Invention [Problem to be solved by the invention]

[0005] Patent Document 1 proposes a composition to which a fluoro compound is added to make an organic solvent non-flammable, but this requires the addition of a large amount of the fluoro compound. Because the fluoro compound has a high ozone depletion potential (ODP) and global warming potential (GWP), from the perspective of environmental conservation, a method for making the organic solvent non-flammable with a smaller amount of the fluoro compound has been desired. [Means for solving the problem]

[0006] As a result of extensive research to solve the above-mentioned problems, the inventors have discovered that by adding a fluoroiodoalkane represented by the general formula described below, a flammable liquid can be made non-flammable with a smaller amount of addition than in conventional known techniques, and have thus completed the present invention.

[0007] The gist of the present invention is as follows.

[0008] [1] Flammable liquid and the following general formula (1)

[0009] [ka]

[0010] (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.) A liquid composition comprising a fluoroiodoalkane represented by the following formula: wherein the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100 mass % of the total amount of the liquid composition.

[0011] [2] The liquid composition according to [1] above, wherein the fluoroiodoalkane represented by the general formula (1) is 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, or 1,1,1-trifluoro-4-iodobutane.

[0012] [3] The liquid composition according to [1] or [2] above, wherein the flammable liquid is at least one selected from the group consisting of optionally halogenated alcohol compounds, optionally halogenated hydrocarbon compounds, optionally halogenated ether compounds, optionally halogenated epoxy compounds, optionally halogenated amine compounds, and optionally halogenated aromatic compounds.

[0013] [4] The liquid composition according to [1] or [2] above, wherein the flammable liquid is at least one selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, a 70 vol% aqueous ethanol solution, 1-bromopropane, 1-bromo-2-methylpropane, 2-chloroethyl methyl ether, dichloromethyl methyl ether, toluene, 2-bromo-2-butene, 2-bromopentane, 2,3-dibromopropene, 1,2-dichloroethylene, decane, cyclohexane, 1,2-butylene oxide, 1,2-epoxypentane, 1,2-epoxycyclopentane, trifluoromethylbenzene, 1,2-epoxy-4-vinylcyclohexane, 2,2,6,6-tetramethylpiperidine, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

[0014] [5] The liquid composition according to any one of [1] to [4] above, wherein the proportion of the fluoroiodoalkane in the total amount of the flammable liquid and the fluoroiodoalkane is 0.1 to 50 mass %.

[0015] [6] The liquid composition according to any one of [1] to [5], wherein the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane and trifluoromethylbenzene.

[0016] [7] The liquid composition according to any one of [1] to [6], wherein the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane.

[0017] [8] The liquid composition according to any one of [1] to [6], wherein the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

[0018] [9] The liquid composition according to any one of [5] to [8], wherein the content of the 1-bromo-2-methylpropane is 70 to 95 wt % of the total amount of the liquid composition.

[0019]

[10] The liquid composition according to any one of [5] to [8], wherein the content of the trifluoromethylbenzene is 1 to 10% by weight of the total amount of the liquid composition.

[0020]

[11] The liquid composition according to [7] or [8], wherein the content of the 1,2-epoxycyclopentane is 0.5 to 5% by weight of the total amount of the liquid composition.

[0021]

[12] The liquid composition according to [8], wherein the content of the 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate is 0.1 to 2% by weight of the total amount of the liquid composition.

[0022]

[13] The liquid composition according to any one of [1] to

[12] , wherein the content of the fluoroiodoalkane is 2 to 15 wt % of the total amount of the liquid composition.

[0023]

[14] The following general formula (1)

[0024] [ka]

[0025] (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.) A method for making a flammable liquid non-flammable, comprising mixing a fluoroiodoalkane represented by the following formula with the flammable liquid to convert the flammable liquid into a non-flammable liquid.

[0026]

[15] A cleaning method comprising contacting an article to be cleaned having oily components attached thereto with the liquid composition according to any one of [1] to

[13] above, and washing the oily components off the article to be cleaned.

[0027]

[16] A bactericidal disinfectant comprising the liquid composition according to any one of [1] to

[13] above. [Effects of the Invention]

[0028] The present invention provides a nonflammable liquid composition that is superior in stability and solubility to conventionally known nonflammable liquid compositions, and can reduce the amount of fire retardant added, making it possible to provide an industrially and environmentally preferable nonflammable liquid composition.

[0029] Furthermore, the present invention can reduce the ozone depletion potential (ODP) and global warming potential (GWP) compared to conventionally known non-flammable liquid compositions, thereby resolving environmental conservation issues. DETAILED DESCRIPTION OF THE INVENTION

[0030] The present invention will be specifically described below.

[0031] The present invention relates to a compound comprising a flammable liquid and a compound represented by the following general formula (1):

[0032] [ka]

[0033] (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.) The present invention relates to a liquid composition comprising a fluoroiodoalkane represented by the following formula: wherein the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100% by mass of the total amount of the liquid composition.

[0034] The fluoroiodoalkane represented by the general formula (1) is not particularly limited, but examples thereof include 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, 1,1,1,2-tetrafluoro-3-iodopropane, 1,1,1,2,2-pentafluoro-3-iodopropane, 1,1,1-trifluoro-4-iodobutane, 1,1,1,2-tetrafluoro-4-iodobutane, 1,1,1,2,2-pentafluoro-4-iodobutane, and 1H,1H-tridecafluoro-1-iodoheptane. Among these, 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, 1,1,1-trifluoro-4-iodobutane, or 1,1,1,2,2-pentafluoro-3-iodopropane is preferred in terms of obtaining a high flame retardant effect, 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, or 1,1,1-trifluoro-4-iodobutane is more preferred, and 1,1,1-trifluoro-3-iodopropane is more preferred.

[0035] Regarding the fluoroiodoalkane, the specific fluoroiodoalkanes mentioned above can be used alone, or two or more specific fluoroiodoalkanes can be combined to form a composition.

[0036] In the present invention, flammable liquids refer to articles listed in the column for articles in Section 4 of Appendix 1 of the Fire Service Act of Japan that have the properties of a flammable liquid (liquids with a flash point that falls under Class 4 of hazardous materials), and include special flammable materials, alcohols, Class 1 petroleum products, Class 2 petroleum products, Class 3 petroleum products, Class 4 petroleum products, and animal and vegetable oils.

[0037] The special flammable substances mentioned above are those with a flash point of -20°C or lower and a boiling point of 40°C or lower at 1 atmosphere, or those with a flash point of less than 100°C and an ignition point of 100°C or lower. Specific examples include diethyl ether, carbon disulfide, collodion, acetaldehyde, propylene oxide, and pentane.

[0038] The alcohols mentioned above are saturated monohydric alcohols having 1 to 3 carbon atoms, and specific examples thereof include methyl alcohol, ether alcohol, and isopropyl alcohol.

[0039] The first petroleum products mentioned above refer to those with a flash point of less than 21°C at 1 atmosphere (however, this does not include special flammable materials and the above-mentioned alcohols), and specific examples thereof include acetone, gasoline, petroleum benzine, ligroin, dioxane, benzene, toluene, petroleum ether, hexane, tetrahydrofuran, isopropyl ether, acrylonitrile, ethylamine, ethyl acetate, and methyl ethyl ketone.

[0040] The second petroleum products mentioned above refer to those with a flash point of 21°C or higher but lower than 70°C at 1 atmosphere (but excluding the above-mentioned alcohols), and specific examples include kerosene, light oil, chlorobenzene, ethylbenzene, styrene, xylene, ethyl cellosolve, formic acid, acetic acid, turpentine oil, and camphor oil.

[0041] The third petroleum products mentioned above refer to those with a flash point of 70°C or higher but lower than 200°C at 1 atmosphere (but excluding the above-mentioned alcohols), and specific examples include heavy oil, creosote oil, glycerin, aniline, nitrobenzene, ethanolamine, ethylene glycol, and cresol.

[0042] The fourth petroleum product is one having a flash point of 200°C or higher at 1 atmosphere, and specific examples thereof include gear oil, cylinder oil, lubricating oil, turbine oil, machine oil, and motor oil.

[0043] The animal and vegetable oils refer to oils derived from animals and plants, and specific examples thereof include coconut oil, olive oil, castor oil, peanut oil, rapeseed oil, sesame oil, and cottonseed oil.

[0044] In the present invention, such flammable liquids are not particularly limited, but examples thereof include optionally halogenated alcohol compounds, optionally halogenated hydrocarbon compounds, optionally halogenated ether compounds, optionally halogenated ketone compounds, optionally halogenated ester compounds, optionally halogenated epoxy compounds, optionally halogenated amine compounds, and optionally halogenated aromatic compounds.

[0045] In addition, the flammable liquid is preferably the above-mentioned alcohols, first petroleum class, second petroleum class, or third petroleum class, because of the great advantage of being non-flammable, and more preferably the above-mentioned first petroleum class, second petroleum class, or third petroleum class, and more preferably a flammable liquid consisting of at least one selected from the group consisting of optionally halogenated alcohol compounds, optionally halogenated hydrocarbon compounds, optionally halogenated ether compounds, optionally halogenated epoxy compounds, optionally halogenated amine compounds, and optionally halogenated aromatic compounds (a mixture of two or more flammable liquids can also be referred to as a flammable liquid composition).

[0046] The optionally halogenated alcohol compound is not particularly limited, but examples thereof include methanol (alcohols), ethanol (alcohols), 70 vol% aqueous ethanol solution (alcohols), 1-propanol (alcohols), 2-propanol (alcohols), 2,2,2-trifluoroethanol (secondary petroleum products), 1-butanol (secondary petroleum products), and 2-butanol (secondary petroleum products).

[0047] The optionally halogenated hydrocarbon compound is not particularly limited, but examples thereof include pentane (special flammable substance), hexane (first petroleum product), cyclohexane (first petroleum product), heptane (first petroleum product), octane (first petroleum product), nonane (second petroleum product), decane (second petroleum product), undecane (second petroleum product), or dodecane (third petroleum product), 1,2-dichloroethylene (first petroleum product), 1-bromopropane (first petroleum product), 2-bromopropane (first petroleum product), iodoethane (second petroleum product), 1,2-dichloroethane (first petroleum product), 1-bromo-1-propene (first petroleum product), 2-bromopropene (first petroleum product), 2,3 -dibromopropene (Tertiary petroleum products), 1-chlorobutane (First petroleum products), 2-chlorobutane (First petroleum products), 2-chloro-2-methylpropane (First petroleum products), 1-bromobutane (First petroleum products), 2-bromobutane (Second petroleum products), 1-bromo-1-butene (First petroleum products), 2-bromo-2-butene (First petroleum products), 1-bromo-2-methylpropane (First petroleum products), 1-bromo-2-methylpropene (First petroleum products), 1-bromopentane (Second petroleum products), 2-bromopentane (First petroleum products), chlorocyclopentane (First petroleum products), chlorocyclohexane (Second petroleum products), or 3-chloro-1-butene (First petroleum products). As for the halogenated hydrocarbon compound, one or more of 1-bromo-1-butene (Petroleum Class I), 2-bromo-2-butene (Petroleum Class I), 1-bromo-2-methylpropane (Petroleum Class I), 1-bromo-2-methylpropene (Petroleum Class I), 1-bromopentane (Petroleum Class II), and 2-bromopentane (Petroleum Class I) are preferred because of the significant benefit of being non-flammable.

[0048] The optionally halogenated ether compound is not particularly limited, but examples thereof include diethyl ether (special flammable material), tert-butyl methyl ether (Petroleum No. 1), 2,3-dihydrofuran (Petroleum No. 1), 2,5-dihydrofuran (Petroleum No. 1), 1,3-dioxolane (Petroleum No. 1), 2-methylfuran (Petroleum No. 1), 2-chloroethyl methyl ether (Petroleum No. 1), dichloromethyl methyl ether (Petroleum No. 2), 2-bromoethyl methyl ether (Petroleum No. 2), and tetrahydrofuran (Petroleum No. 1). Among the ethers, 2-chloroethyl methyl ether (Petroleum No. 1), dichloromethyl methyl ether (Petroleum No. 2), and 2-bromoethyl methyl ether (Petroleum No. 2) are preferred because of their significant flame retardancy.

[0049] The optionally halogenated ketone compound is not particularly limited, but examples thereof include dimethyl ketone (Petroleum Company No. 1), methyl ethyl ketone (Petroleum Company No. 1), diethyl ketone (Petroleum Company No. 1), methyl propyl ketone (Petroleum Company No. 1), and methyl isopropyl ketone (Petroleum Company No. 1).

[0050] The optionally halogenated ester compound is not particularly limited, but examples thereof include methyl formate (special flammable material), ethyl formate (first petroleum product), propyl formate (first petroleum product), butyl formate (first petroleum product), methyl acetate (first petroleum product), ethyl acetate (first petroleum product), propyl acetate (first petroleum product), butyl acetate (second petroleum product), methyl propionate (first petroleum product), ethyl propionate (first petroleum product), propyl propionate (second petroleum product), and butyl propionate (second petroleum product).

[0051] The optionally halogenated epoxy compound is not particularly limited, but examples include 1,2-butylene oxide (Petroleum Products I), 1,2-epoxypentane (Petroleum Products I), 1,2-epoxycyclopentane (Petroleum Products I), 3,4-epoxytetrahydrofuran (Petroleum Products II), 1,2-epoxypentane (Petroleum Products I), 1,2-epoxycyclohexane (Petroleum Products II), and 1,2-epoxy-4-vinylcyclohexane (Petroleum Products II). In terms of ease of availability, 1,2-butylene oxide (Petroleum Products I), 1,2-epoxypentane (Petroleum Products I), 1,2-epoxycyclopentane (Petroleum Products I), and 1,2-epoxy-4-vinylcyclohexane (Petroleum Products II) are preferred.

[0052] The optionally halogenated amine compound is not particularly limited, but examples thereof include 2,2,6,6-tetramethylpiperidine and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate is preferred because of its excellent stabilizing effect.

[0053] The optionally halogenated aromatic compound is not particularly limited, but examples thereof include benzene (first petroleum product), toluene (first petroleum product), ethylbenzene (second petroleum product), cumene (second petroleum product), styrene (second petroleum product), anisole (second petroleum product), benzaldehyde (second petroleum product), xylene (second petroleum product), chlorobenzene (second petroleum product), bromobenzene (second petroleum product), fluorobenzene (first petroleum product), o-difluorobenzene (first petroleum product), m-difluorobenzene (first petroleum product), p-difluorobenzene (first petroleum product), or trifluoromethylbenzene (first petroleum product). Of the aromatic hydrocarbons, trifluoromethylbenzene (first petroleum product) is preferred because of its great flame retardancy.

[0054] In the present invention, the flammable liquid is preferably at least one flammable liquid selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, a 70 vol% aqueous ethanol solution, 1-bromopropane, 1-bromo-2-methylpropane, 2-chloroethyl methyl ether, dichloromethyl methyl ether, toluene, 2-bromo-2-butene, 2-bromopentane, 2,3-dibromopropene, 1,2-dichloroethylene, decane, cyclohexane, 1,2-butylene oxide, 1,2-epoxypentane, 1,2-epoxycyclopentane, trifluoromethylbenzene, 1,2-epoxy-4-vinylcyclohexane, 2,2,6,6-tetramethylpiperidine, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate (a mixture of two or more flammable liquids can also be referred to as a flammable liquid composition), in terms of its excellent flammability-reducing effect.

[0055] The liquid composition of the present invention relates to a liquid composition comprising a flammable liquid and a fluoroiodoalkane represented by the above general formula (1), characterized in that the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100 mass% of the total amount of the liquid composition. However, the total amount of the flammable liquid and the fluoroiodoalkane is preferably 97 to 100 mass%, more preferably 99 to 100 mass%, of the total amount of the liquid composition.

[0056] In the liquid composition of the present invention, the content of the flammable liquid is not particularly limited, but is preferably 60 to 99.9% by weight, more preferably 70 to 99.9% by weight, more preferably 80 to 99% by weight, and even more preferably 90 to 99% by weight, with the total amount of the liquid composition being 100% by weight.

[0057] In the liquid composition of the present invention, the content of the fluoroiodoalkane represented by the general formula (1) is not particularly limited, but is preferably 0.1 to 50% by weight, more preferably 0.1 to 40% by weight, more preferably 0.1 to 30% by weight, more preferably 1 to 20% by weight, and more preferably 1 to 10% by weight, with the total amount of the liquid composition being 100% by weight.

[0058] Due to its properties, the liquid composition of the present invention is expected to be used as a non-flammable cleaning agent.

[0059] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention is preferably a flammable liquid containing at least 1-bromo-2-methylpropane and trifluoromethylbenzene, more preferably a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane, and even more preferably a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

[0060] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention preferably contains 70 to 95 wt % of the 1-bromo-2-methylpropane based on the total weight of the liquid composition, more preferably 75 to 92 wt % of the total weight of the liquid composition, and even more preferably 80 to 90 wt % of the total weight of the liquid composition.

[0061] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention preferably contains trifluoromethylbenzene in an amount of 1 to 10% by weight, more preferably 2 to 9% by weight, and even more preferably 3 to 8% by weight, of the total amount of the liquid composition.

[0062] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention preferably contains 1,2-epoxycyclopentane in an amount of 0.5 to 5 wt %, more preferably 0.5 to 4 wt %, and even more preferably 1 to 3 wt % of the total weight of the liquid composition.

[0063] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention preferably contains 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate in an amount of 0.1 to 2 wt %, more preferably 0.1 to 1.8 wt %, and even more preferably 0.1 to 1.5 wt % of the total weight of the liquid composition.

[0064] In terms of excellent performance as a cleaning agent, the liquid composition of the present invention preferably contains the fluoroiodoalkane represented by general formula (1) in an amount of 1 to 20% by weight, more preferably 2 to 18% by weight, and even more preferably 5 to 15% by weight, of the total amount of the liquid composition.

[0065] That is, the liquid composition of the present invention preferably contains 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate in terms of excellent performance as a cleaning agent, and preferably contains 1 to 20 wt % of 1,1,1-trifluoro-3-iodopropane, 70 to 95 wt % of 1-bromo-2-methylpropane, 1 to 10 wt % of trifluoromethylbenzene, 0.5 to 5 wt % of 1,2-epoxycyclopentane, and 0.5 to 5 wt % of 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

[0066] The liquid composition of the present invention may also contain a non-flammable liquid as a component other than the flammable liquid and the fluoroiodoalkane represented by general formula (1). Examples of the non-flammable liquid include, but are not limited to, hexadecafluoro(1,3-dimethylcyclohexane), fluorocyclohexane, fluorocyclopentane, 1,1,2,2,3,3,4-heptafluorocyclopentane, methyl 1,1,2,2-tetrafluoroethyl ether, fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether, 2-chloro-1,1,2-trifluoroethyl methyl ether, ethyl 1,1,2,2-tetrafluoroethyl ether, 1,1,2,3,3,3-hexafluoropropyl methyl ether, 1,1,2,2-tetrafluoroethyl 2,2,2-trifluoroethyl ether, and 1-chloro-2,2,2-trifluoroethyl difluoromethyl ether. From the viewpoint of reducing the ODP and GWP, it is desirable to use as few of these non-flammable liquids as possible, and ultimately it is preferable that they not be included in the liquid composition of the present invention.

[0067] The liquid composition of the present invention may contain components other than those described above (for example, components that are solid at room temperature), and is not particularly limited, but may contain, for example, components generally called stabilizers, such as those listed below.

[0068] The stabilizer is not particularly limited, but examples thereof include benzophenone compounds that are solid at room temperature, nitrogen-containing compounds that are solid at room temperature, and phenol compounds that are solid at room temperature.

[0069] The benzophenone compound that is a solid at room temperature is not particularly limited, but examples include 2-hydroxy-4-methylbenzophenone (a solid at room temperature), 2-hydroxy-4-methoxybenzophenone (a solid at room temperature), 2-hydroxy-5-methylbenzophenone (a solid at room temperature), and 2,2'-dihydroxybenzophenone (a solid at room temperature), and 2-hydroxy-4-methylbenzophenone (a solid at room temperature) is preferred in that it improves the storage stability of the liquid composition of the present invention.

[0070] The nitrogen-containing compound that is a solid at room temperature is not particularly limited, but examples thereof include 2,2,6,6-tetramethylpiperidine 1-oxy free radical (a solid at room temperature), 2,2,6,6-tetramethyl-4-piperidyl methacrylate (a solid at room temperature), and 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxy free radical (a solid at room temperature).

[0071] The phenol compound that is a solid at room temperature is not particularly limited, but examples thereof include dibutylhydroxytoluene (a solid at room temperature).

[0072] When the liquid composition of the present invention contains the stabilizer, its content is not particularly limited, but is preferably 0.01 to 20% by weight, more preferably 0.01 to 10% by weight, more preferably 0.01 to 7% by weight, more preferably 0.01 to 3% by weight, and more preferably 0.01 to 1% by weight, with the total amount of the liquid composition being 100% by weight.

[0073] When the liquid composition of the present invention contains a component that is solid at room temperature, such as the stabilizer, the component is usually present in the liquid composition in a dissolved state, since the concentration of the component that is solid at room temperature in the liquid composition is low.

[0074] The stabilizer can suppress changes in composition due to decomposition (thermal decomposition, oxidative decomposition, photodecomposition, or the like) of the flammable liquid composition or the fluoroiodoalkane.

[0075] The method for rendering a flammable liquid non-flammable according to the present invention is achieved by mixing the fluoroiodoalkane with the flammable liquid. As specifically shown in the examples, by adding the fluoroiodoalkane to the flammable liquid, the flammable liquid loses its flash point and becomes a non-flammable liquid.

[0076] The liquid composition of the present invention is characterized by being non-flammable (also referred to as non-flammable), and is expected to be used as a non-flammable liquid by taking advantage of this characteristic. Applications of the liquid composition of the present invention are not particularly limited, but include, for example, a solvent, a cleaning agent, a refrigerant, a foaming agent, a fire extinguisher, or a sterilizing and disinfecting agent.

[0077] For example, the liquid composition of the present invention can be used as a cleaning agent for cleaning stains such as oily components adhering to various articles (articles to be cleaned).

[0078] The cleaning method of the present invention is characterized by contacting the above-mentioned liquid composition with an article to be cleaned, and relates to a method for cleaning and removing deposits adhering to the article to be cleaned.

[0079] In the cleaning method of the present invention, the deposits to be cleaned and removed include oily components, and although the oily components are not particularly limited, examples include oily stains containing flux, cutting oil, quenching oil, rolling oil, lubricating oil, machine oil, press processing oil, punching oil, drawing oil, assembly oil, wire drawing oil (collectively referred to as processing oil), release agent, wax, ink, dust, etc., adhering to various articles to be cleaned. The cleaning composition of the present invention has excellent solubility for oily components such as processing oil, and is therefore preferably used to clean deposits containing oily components.

[0080] Furthermore, the article to be cleaned is not particularly limited, but examples thereof include articles made of various materials such as metals, plastics, elastomers, glass, ceramics, composite materials, natural fibers, synthetic fibers, cloth, and textiles. More specific examples of articles to be cleaned are not particularly limited, but include textile products, medical instruments, precision machinery, optical machinery, and parts thereof. Specific examples of textile products, medical instruments, precision machinery, optical machinery, and parts thereof are not particularly limited, but include ICs, capacitors, printed circuit boards, micromotors, relays, bearings, optical lenses, glass substrates, etc.

[0081] In the cleaning method of the present invention, other conditions are not particularly limited as long as the cleaning composition of the present invention is brought into contact with an article to be cleaned. By this contact, dirt adhering to the surface of the article to be cleaned can be removed.

[0082] Specific contact cleaning methods are not particularly limited, and examples thereof include hand wiping, immersion cleaning, spray cleaning, boiling immersion cleaning, oscillating immersion cleaning, ultrasonic immersion cleaning, and steam cleaning, as well as combinations of these. In these cleaning methods, cleaning conditions such as contact time, number of contacts, and the temperature of the cleaning composition of the present invention may be appropriately selected depending on the cleaning method. Furthermore, known cleaning devices may be appropriately selected depending on the cleaning method. By such contact, deposits adhering to the article to be cleaned can be cleaned and removed.

[0083] The cleaning method of the present invention is not particularly limited, but is preferably a cleaning method having, for example, a contact step in which the article to be cleaned is brought into contact with a liquid-phase cleaning composition, and a steam contact step in which the article to be cleaned is exposed to steam generated by evaporating the cleaning composition after the contact step, in that the cleanliness of the article to be cleaned can be increased.

[0084] As described above, the liquid composition of the present invention can be used as a germicidal disinfectant. That is, the germicidal disinfectant of the present invention comprises the liquid composition described above and is widely used in a variety of applications for the purpose of eliminating microorganisms. For example, it can be used for disinfecting outer skin, as a germicidal disinfectant, a medicine for hemorrhoids, athlete's foot, cleansing cotton, for preventing bad breath, acne, and underarm odor, as hand wipes, and as a skin wipe, and for disinfecting implements such as refrigerators, toilet seats, tableware, toys, and homes. Taking advantage of its non-flammable and non-flammable properties, the germicidal disinfectant is expected to be used in areas where the use of conventional flammable germicidal disinfectants has been difficult. [Example]

[0085] The present invention will be described in detail below with reference to examples, but the present invention should not be construed as being limited thereto.

[0086] [Non-flammability evaluation method] The non-flammability of the liquid composition of the present invention was evaluated using MINIFLASH FP VISION manufactured by Grabner in accordance with ASTM D6450.

[0087] [Flash point measurement method] The flash point of the liquid composition of the present invention was measured by tag closed cup and Cleveland open cup flash point measurement according to the method described in JIS K2265.

[0088] [Cleaning performance evaluation method] To evaluate the cleaning properties of the liquid composition of the present invention, the removal rate of processing oil adhering to the object to be cleaned was measured using a small cleaning device F-100M manufactured by Shin-Otsuka Co., Ltd. Commercially available SUS bolts were used as the object to be cleaned, and Sugicut C-168AS manufactured by Sugimura Chemical Industry Co., Ltd. was used as the processing oil, and UV-2600i manufactured by Shimadzu Corporation was used to measure the removal rate.

[0089] The cleaning time was 4 minutes (1 minute of boiling, 1 minute of ultrasonic, 1 minute of steam, and 1 minute of drying), and after cleaning, HC-UV45 manufactured by Tosoh Corporation was added to the items and ultrasonic waves were applied to extract the processing oil remaining on the items. The removal rate of the processing oil was calculated by measuring the UV of the extracted liquid.

[0090] Example 1-1 Compositions were prepared by mixing 2,2,2-trifluoroethanol with an arbitrary amount of 1,1,1-trifluoro-2-iodoethane. Then, using a MINIFLASH FP VISION manufactured by Grabner, the non-flammable compositions were confirmed. As a result, when the total weight of 2,2,2-trifluoroethanol and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 1 wt% or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0091] Example 1-2 In Example 1-1, the same operation as in Example 1-1 was carried out except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and a non-flammable composition was confirmed. As a result, when the total amount of 2,2,2-trifluoroethanol and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0092] Examples 1-3 The same procedure as in Example 1-1 was carried out, except that a 70 vol% aqueous ethanol solution was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. As a result, when the combined weight of the 70 vol% aqueous ethanol solution and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 10 wt% or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0093] Examples 1-4 In Example 1-3, the same operation as in Example 1-3 was carried out except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and non-flammable compositions were confirmed. As a result, when a 70 vol% aqueous ethanol solution and 1,1,1-trifluoro-3-iodopropane were combined to make 100 wt%, all liquid compositions containing 20 wt% or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0094] Examples 1-5 The same procedure as in Example 1-1 was carried out, except that 1-bromo-2-methylpropane was used instead of 2,2,2-trifluoroethanol in Example 1-1, to confirm non-flammable compositions. As a result, when the total amount of 1-bromo-2-methylpropane and 1,1,1-trifluoro-2-iodoethane was 100% by weight, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0095] Examples 1-6 In Example 1-5, the same operation as in Example 1-5 was carried out except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and a non-flammable composition was confirmed. As a result, when the total amount of 1-bromo-2-methylpropane and 1,1,1-trifluoro-3-iodopropane was 100 wt%, all liquid compositions containing 5 wt% or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0096] Examples 1-7 The same procedure as in Example 1-1 was carried out, except that 2-chloroethyl methyl ether was used instead of 2,2,2-trifluoroethanol in Example 1-1, to confirm nonflammable compositions. As a result, when the total amount of 2-chloroethyl methyl ether and 1,1,1-trifluoro-2-iodoethane was 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-2-iodoethane were nonflammable.

[0097] Examples 1-8 The same procedure as in Example 1-7 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-7, to confirm nonflammable compositions. As a result, when the total amount of 2-chloroethyl methyl ether and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-3-iodopropane were nonflammable.

[0098] Examples 1-9 The same procedure as in Example 1-1 was carried out, except that dichloromethyl methyl ether was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. As a result, when the total weight of dichloromethyl methyl ether and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 1,1,1-trifluoro-2-iodoethane at 1 wt% or more were non-flammable.

[0099] Examples 1-10 The same procedure as in Example 1-9 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-9, to confirm nonflammable compositions. As a result, when the total amount of dichloromethyl methyl ether and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane were nonflammable.

[0100] Examples 1-11 In Example 1-1, the same procedure as in Example 1-1 was carried out except that 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and non-flammable compositions were confirmed. When the total amount of 2,2,2-trifluoroethanol and 1,1,1-trifluoro-4-iodobutane was 100% by weight, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-4-iodobutane were non-flammable.

[0101] Examples 1-12 In Example 1-3, the same procedure as in Example 1-3 was carried out except that 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the non-flammable compositions were confirmed. When a 70 vol% aqueous ethanol solution and 1,1,1-trifluoro-4-iodobutane were combined to make 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-4-iodobutane were non-flammable.

[0102] Examples 1-13 The same procedure as in Example 1-5 was carried out, except that 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-5, and non-flammable compositions were confirmed. When the total weight of 1-bromo-2-methylpropane and 1,1,1-trifluoro-4-iodobutane was 100%, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-4-iodobutane were non-flammable.

[0103] Examples 1-14 The same procedure as in Example 1-7 was carried out, except that 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-7, and non-flammable compositions were confirmed. When the total weight of 2-chloroethyl methyl ether and 1,1,1-trifluoro-4-iodobutane was 100%, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-4-iodobutane were non-flammable.

[0104] Examples 1-15 The same procedure as in Example 1-9 was carried out, except that 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-9, and non-flammable compositions were confirmed. When the total amount of dichloromethyl methyl ether and 1,1,1-trifluoro-4-iodobutane was 100% by weight, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-4-iodobutane were non-flammable.

[0105] Examples 1-16 The same procedure as in Example 1-1 was carried out except that toluene was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. When the total weight of toluene and 1,1,1-trifluoro-2-iodoethane was 100%, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0106] Examples 1-17 The same procedure as in Example 1-16 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-16, and non-flammable compositions were confirmed. When the total amount of toluene and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0107] Examples 1-18 The same procedure as in Example 1-1 was carried out except that 2-bromo-2-butene was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. When the total weight of 2-bromo-2-butene and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 10 wt% or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0108] Examples 1-19 In Example 1-18, the same procedure as in Example 1-18 was carried out except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and non-flammable compositions were confirmed. When the total amount of 2-bromo-2-butene and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0109] Examples 1-20 The same procedure as in Example 1-1 was carried out except that 2-bromopentane was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. When the total weight of 2-bromopentane and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 1,1,1-trifluoro-2-iodoethane by weight or more were non-flammable.

[0110] Examples 1-21 The same procedure as in Example 1-20 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-20, and non-flammable compositions were confirmed. When the total amount of toluene and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0111] Examples 1-22 The same procedure as in Example 1-1 was carried out except that 2,3-dibromopropene was used instead of 2,2,2-trifluoroethanol in Example 1-1, and non-flammable compositions were confirmed. When the total weight of 2,3-dibromopropene and 1,1,1-trifluoro-2-iodoethane was 100 wt%, all liquid compositions containing 1 wt% or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0112] Examples 1-23 In Example 1-22, the same procedure as in Example 1-22 was carried out except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and non-flammable compositions were confirmed. When the total weight of 2,3-dibromopropene and 1,1,1-trifluoro-3-iodopropane was 100%, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0113] Examples 1-24 The same procedure as in Example 1-1 was carried out, except that a flammable composition (composition 1) in which 1-bromo-2-methylpropane and 1,2-butylene oxide were mixed in a weight ratio of 9:1 was used instead of 2,2,2-trifluoroethanol in Example 1-1, and a non-flammable composition was confirmed. When the total of composition 1 and 1,1,1-trifluoro-2-iodoethane was 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0114] Examples 1-25 The same procedure as in Example 1-24 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-24, and non-flammable compositions were confirmed. When the total of Composition 1 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 20% ​​by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0115] Examples 1-26 The same procedure as in Example 1-1 was carried out, except that a flammable composition (composition 2) consisting of 1-bromo-2-methylpropane and 1,2-epoxycyclopentane in a weight ratio of 9:1 was used instead of 2,2,2-trifluoroethanol in Example 1-1, and a non-flammable composition was confirmed. When the total of composition 2 and 1,1,1-trifluoro-2-iodoethane was 100% by weight, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0116] Examples 1-27 The same procedure as in Example 1-26 was carried out, except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane in Example 1-26, and non-flammable compositions were confirmed. When the total of Composition 2 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0117] Examples 1-28 In Example 1-1, a flammable composition (composition 3) in which 2,2,2-trifluoroethanol was replaced with 1-bromo-2-methylpropane and trifluoromethylbenzene in a weight ratio of 89:11 was used instead of 2,2,2-trifluoroethanol, and 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane. The same procedure as in Example 1-1 was carried out, and a non-flammable composition was confirmed. When the total amount of composition 3 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0118] Examples 1-29 The same procedure as in Example 1-1 was carried out, except that a flammable composition (composition 4) consisting of 1-bromo-2-methylpropane and 1,2-epoxy-4-vinylcyclohexane in a weight ratio of 9:1 was used instead of 2,2,2-trifluoroethanol in Example 1-1, and a non-flammable composition was confirmed. When the total of composition 4 and 1,1,1-trifluoro-2-iodoethane was 100% by weight, all liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane were non-flammable.

[0119] Examples 1-30 The same procedure as in Example 1-2 was carried out, except that a flammable composition (composition 5) consisting of 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane in a weight ratio of 94:5:1 was used instead of 2,2,2-trifluoroethanol in Example 1-2, and a non-flammable composition was confirmed. When the total of composition 5 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0120] Examples 1-31 In Example 1-2, the same procedure as in Example 1-2 was carried out, except that a flammable composition (Composition 6) consisting of 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, and 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxy free radical in a weight ratio of 93:5:1:0.5:0.01 was used instead of 2,2,2-trifluoroethanol, and a non-flammable composition was confirmed. When the total of Composition 6 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 5% or more by weight of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0121] Examples 1-32 The same procedure as in Example 1-2 was carried out, except that a flammable composition (Composition 7) consisting of 1-bromo-2-methylpropane and 1,2-epoxypentane in a weight ratio of 97:3 was used instead of 2,2,2-trifluoroethanol in Example 1-2, and a non-flammable composition was confirmed. When the total of Composition 7 and 1,1,1-trifluoro-3-iodopropane was 100% by weight, all liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane were non-flammable.

[0122] Comparative Example 1-1 Add any amount of Novec to a 70 vol% aqueous ethanol solution. TM A composition was prepared by mixing Novec 7200 (a fluoroether compound represented by C4F9OC2H5, manufactured by 3M). Then, a MINIFLASH FP VISION manufactured by Grabner was used to confirm the composition was non-flammable. As a result, a 70 vol% aqueous ethanol solution and Novec TM When combined with 7200 to make 100% by weight, Novec TM All liquid compositions containing 40% by weight or more of 7200 were non-flammable. Novec is a registered trademark of 3M Company.

[0123] Comparative Example 1-2 In Comparative Example 1-1, the same procedure as in Comparative Example 1-1 was carried out except that toluene was used instead of the 70 vol% aqueous ethanol solution, and the non-flammable composition was confirmed. TM When combined with 7200 to make 100% by weight, Novec TM All liquid compositions containing 60% by weight or more of 7200 were non-flammable.

[0124] Comparative Examples 1-3 The same procedure as in Comparative Example 1-2 was carried out, except that CELEFIN 1233Z (a chlorofluoroalkene compound represented by CFCH=CHCl, manufactured by Central Glass Co., Ltd.) was used instead of Novec 7200 (manufactured by 3M Co.), and a non-flammable composition was confirmed. As a result, when the total amount of toluene and CELEFIN 1233Z was 100 wt%, all liquid compositions containing 40 wt% or more of CELEFIN 1233Z were non-flammable. CELEFIN is a registered trademark of Central Glass Co., Ltd.

[0125] Comparative Examples 1-4 In Comparative Example 1-1, Novec TM The same procedure as in Comparative Example 1-1 was carried out to confirm a nonflammable composition, except that nonafluorobutyl iodide (C4F9I) was used instead of 7200. As a result, when a 70 vol% aqueous ethanol solution and nonafluorobutyl iodide were combined to make 100% by weight, nonafluorobutyl iodide was flammable even when added at 50% by weight.

[0126] Comparative Examples 1-5 In Comparative Example 1-1, Novec TM Instead of 7200, undecafluoropentyl iodide (CF 11 The same procedure as in Comparative Example 1-1 was carried out except that I) was used, and a non-flammable composition was confirmed. As a result, when a 70 vol% aqueous ethanol solution and undecafluoropentyl iodide were combined to make 100% by weight, undecafluoropentyl iodide was flammable even when added at 50% by weight.

[0127] Comparative Examples 1-6 In Comparative Example 1-1, Novec TM Instead of 7200, tridecafluorohexyl iodide (CF 13 The same procedure as in Comparative Example 1-1 was carried out except that I) was used, and a non-flammable composition was confirmed. As a result, when a 70 vol% aqueous ethanol solution and tridecafluorohexyl iodide were combined to make 100% by weight, tridecafluorohexyl iodide was flammable even when added at 50% by weight.

[0128] Comparative Examples 1-7 The same procedure as in Comparative Example 1-4 was carried out except that toluene was used instead of the 70 vol% aqueous ethanol solution in Comparative Example 1-4, and a nonflammable composition was confirmed. As a result, when the total amount of toluene and nonafluorobutyl iodide was 100% by weight, nonafluorobutyl iodide was flammable even when added at 50% by weight.

[0129] Comparative Examples 1-8 The same procedure as in Comparative Example 1-5 was carried out except that toluene was used instead of the 70 vol% aqueous ethanol solution in Comparative Example 1-5, and a non-flammable composition was confirmed. As a result, when the total amount of toluene and undecafluoropentyl iodide was 100 wt%, undecafluoropentyl iodide was flammable even when added at 50 wt%.

[0130] Comparative Examples 1-9 The same procedure as in Comparative Example 1-6 was carried out, except that toluene was used instead of the 70 vol% aqueous ethanol solution in Comparative Example 1-6, and a non-flammable composition was confirmed. As a result, when the 70 vol% aqueous ethanol solution and tridecafluorohexyl iodide were combined to make 100% by weight, tridecafluorohexyl iodide was flammable even when added at 50% by weight.

[0131] The results so far are summarized in Tables 1 and 2.

[0132] [Table 1]

[0133] [Table 2]

[0134] The liquid composition of the present invention exhibits the effect of exhibiting nonflammability by containing the fluoroiodoalkane represented by the above general formula (1), and as shown in Table 1, it has the advantage of exhibiting a high flame retardant effect even at a small content compared to conventionally known flame retardant materials. Therefore, the liquid composition of the present invention exhibits the effect of being able to make a flammable liquid nonflammable while maintaining the original characteristics of the flammable liquid.

[0135] Example 2-1 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-2-iodoethane and 2,2,2-trifluoroethanol in a weight ratio of 1% by weight:99% by weight, and the result was that it was a non-flammable liquid.

[0136] Example 2-2 A flash point measurement was carried out on a liquid composition in which the weight ratio of 1,1,1-trifluoro-2-iodoethane to a 70 vol% aqueous ethanol solution was 10 wt%:90 wt%, and the result was that it was a non-flammable liquid.

[0137] Example 2-3 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-2-iodoethane and 1-bromo-2-methylpropane in a weight ratio of 5% by weight:95% by weight, and the result was that it was a non-flammable liquid.

[0138] Examples 2-4 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-3-iodopropane and 2,2,2-trifluoroethanol in a weight ratio of 1% by weight:99% by weight, and the result was that it was a non-flammable liquid.

[0139] Examples 2-5 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-3-iodopropane and 1-bromo-2-methylpropane in a weight ratio of 5% by weight:95% by weight, and the result was that it was a non-flammable liquid.

[0140] Examples 2-6 A liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, and 1,2-epoxycyclopentane in a weight ratio of 10 wt %:87 wt %:3 wt % was subjected to flash point measurement, and the result was that the liquid was non-flammable.

[0141] Examples 2-7 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, and 1,2-epoxycyclopentane in a weight ratio of 5 wt %:94 wt %:1 wt %, and the result was that the liquid was non-flammable.

[0142] Examples 2-8 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-3-iodopropane and 1-bromopentane in a weight ratio of 10% by weight:90% by weight, and the result was that it was a non-flammable liquid.

[0143] Examples 2-9 A liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, and 1,2-epoxy-4-vinylcyclohexane in a weight ratio of 20 wt %:79 wt %:1 wt % was subjected to a flash point measurement, and the result was that the liquid was non-flammable.

[0144] Example 2-10 A liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, and trifluoromethylbenzene in a weight ratio of 5 wt %:85 wt %:10 wt % was subjected to flash point measurement, and the result was that the liquid was non-flammable.

[0145] Example 2-11 A flash point measurement was carried out on a liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, and 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxy free radical in a weight ratio of 4.9 wt%:88.7 wt%:4.9 wt%:1.0 wt%:0.5 wt%:0.005 wt%. The result was a non-flammable liquid.

[0146] Example 3-1 The liquid composition described in Example 2-3 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0147] Example 3-2 The liquid composition described in Examples 2-5 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0148] Example 3-3 The liquid composition described in Examples 2-6 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0149] Examples 3-4 The liquid composition described in Examples 2 to 7 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0150] Examples 3-5 The liquid composition described in Examples 2-9 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0151] Examples 3-6 The liquid composition described in Examples 2-9 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0152] Examples 3-7 The liquid composition described in Example 2-10 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0153] Examples 3-8 The liquid composition described in Example 2-11 was used to evaluate cleaning properties, and the oil removal rate was found to be 99% or more.

[0154] Comparative Example 3-1: A cleaning performance evaluation was carried out using nonafluorobutyl iodide (C4F9I). As a result, the oil removal rate was 10%. Corrosion of the SUS bolts, which were the articles to be cleaned, was also confirmed. No such corrosion occurred in Examples 3-1 to 3-8. [Industrial Applicability]

[0155] Conventionally known flammable solvents, refrigerants, foaming agents, fire extinguishing agents, disinfectants, etc. can be efficiently and easily made non-flammable, and it is possible to provide solvents, refrigerants, foaming agents, fire extinguishing agents, disinfectants, etc. with reduced flammability and fire risk.

Claims

1. A flammable liquid and a compound represented by the following general formula (1) 【Chemistry 1】 (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.) A liquid composition comprising a fluoroiodoalkane represented by the formula: wherein the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100% by mass of the total amount of the liquid composition.

2. 2. The liquid composition according to claim 1, wherein the fluoroiodoalkane represented by the general formula (1) is 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, or 1,1,1-trifluoro-4-iodobutane.

3. 3. The liquid composition according to claim 1 or 2, wherein the flammable liquid is at least one selected from the group consisting of optionally halogenated alcohol compounds, optionally halogenated hydrocarbon compounds, optionally halogenated ether compounds, optionally halogenated epoxy compounds, optionally halogenated amine compounds, and optionally halogenated aromatic compounds.

4. The liquid composition according to claim 1 or 2, wherein the flammable liquid is at least one selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, a 70 vol% aqueous ethanol solution, 1-bromopropane, 1-bromo-2-methylpropane, 2-chloroethyl methyl ether, dichloromethyl methyl ether, toluene, 2-bromo-2-butene, 2-bromopentane, 2,3-dibromopropene, 1,2-dichloroethylene, decane, cyclohexane, 1,2-butylene oxide, 1,2-epoxypentane, 1,2-epoxycyclopentane, trifluoromethylbenzene, 1,2-epoxy-4-vinylcyclohexane, 2,2,6,6-tetramethylpiperidine, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

5. 5. The liquid composition according to claim 1, wherein the proportion of the fluoroiodoalkane in the total amount of the flammable liquid and the fluoroiodoalkane is 0.1 to 50 mass %.

6. 6. The liquid composition according to claim 1, wherein the flammable liquid comprises at least 1-bromo-2-methylpropane and trifluoromethylbenzene.

7. 7. The liquid composition according to claim 1, wherein the flammable liquid comprises at least 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane.

8. 7. The liquid composition according to claim 1, wherein the flammable liquid comprises at least 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.

9. 9. The liquid composition according to claim 5, wherein the content of the 1-bromo-2-methylpropane is 70 to 95% by weight of the total amount of the liquid composition.

10. 9. The liquid composition according to claim 5, wherein the content of said trifluoromethylbenzene is 1 to 10% by weight of the total amount of said liquid composition.

11. 9. The liquid composition according to claim 7, wherein the content of the 1,2-epoxycyclopentane is 0.5 to 5% by weight of the total amount of the liquid composition.

12. 9. The liquid composition according to claim 8, wherein the content of the 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate is 0.1 to 2% by weight of the total amount of the liquid composition.

13. 13. The liquid composition according to claim 1, wherein the content of said fluoroiodoalkane is 2 to 15% by weight of the total amount of said liquid composition.

14. The following general formula (1) 【Chemistry 2】 (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.) A method for making a flammable liquid non-flammable, comprising mixing a fluoroiodoalkane represented by the following formula with the flammable liquid to convert the flammable liquid into a non-flammable liquid.

15. A cleaning method comprising contacting an article to be cleaned having oily components attached thereto with the liquid composition according to any one of claims 1 to 13, and washing the oily components off the article to be cleaned.

16. A bactericidal disinfectant comprising the liquid composition according to any one of claims 1 to 13.

Citation Information

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