Non-flammable liquid compositions and their uses

Abstract

This invention provides a more preferred non-flammable liquid composition for industrial and environmental applications, which reduces fluorine compounds compared to conventionally known non-flammable liquid compositions. The liquid composition is characterized by comprising a flammable liquid and a fluoroiodinane represented by the following general formula (1), wherein the total amount of the flammable liquid and the fluoroiodinane is 95-100% by weight of the total amount of the liquid composition. (In the formula, X independently represents H or F, and n represents an integer from 0 to 5.)

Description

TECHNICAL FIELD

[0001] The present application relates to a non-flammable liquid composition which can be used for a wide range of purposes such as disinfectant, cleaning solvent, dilution coating solvent, and the like. BACKGROUND

[0002] Generally, organic solvents used in industry or households have a low flash point, and thus there is a risk of causing a fire during transportation, use, or storage.

[0003] In order to safely transport, use, or store such organic solvents, a non-flammable organic solvent composition having no flash point has been proposed (Patent Literature 1).

[0004] PRIOR ART DOCUMENTS

[0005] PATENT LITERATURE

[0006] Patent Literature 1: Japanese Patent Application Publication No. 2020-29533 SUMMARY

[0007] PROBLEMS TO BE SOLVED BY THE INVENTION

[0008] In Patent Literature 1, a composition in which a fluorine compound is added in order to achieve non-flammability of an organic solvent is proposed, but a large amount of the fluorine compound is required for non-flammability. The fluorine compound has a high value of ozone depletion coefficient (ODP) and global warming coefficient (GWP), and thus from the viewpoint of environmental protection, a method in which non-flammability can be achieved with a smaller amount of addition is desired.

[0009] TECHNICAL METHOD FOR SOLVING THE PROBLEMS

[0010] The present inventors and others have repeatedly conducted intensive research in order to solve the previous technical problems, and as a result, it has been found that by adding a fluoroiodoalkane represented by the general formula described below, flammable liquid can be rendered non-flammable with a smaller amount of addition than in the case of the prior art known technology, thereby completing the present application.

[0011] That is, the present application includes the following [1] to

[16] . [1]

[0013] A liquid composition characterized by comprising a flammable liquid and the following general formula (1)

[0014] [Chemical Formula 1]

[0015]

[0016] (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.)

[0017] The liquid composition of the represented fluoroiodoalkane, the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100% by weight of the total amount of the liquid composition. [2]

[0019] The liquid composition according to the above [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]

[0021] The liquid composition according to the above [1] or [2], wherein the flammable liquid is a flammable liquid containing at least one selected from the group consisting of an alcohol compound which can be halogenated, a hydrocarbon compound which can be halogenated, an ether compound which can be halogenated, an epoxy compound which can be halogenated, an amine compound which can be halogenated, and an aromatic compound which can be halogenated. [4]

[0023] The liquid composition according to the above [1] or [2], wherein the flammable liquid is a flammable liquid containing at least one selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, 70 vol% ethanol aqueous 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-epoxybutane, 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-piperidinyl methacrylate. [5]

[0025] The liquid composition according to any one of the above [1] to [4], wherein the proportion of the fluoroiodoalkane in the total amount of the flammable liquid and the fluoroiodoalkane is 0.1 to 50% by weight. [6]

[0027] The liquid composition according to any one of the above [1] to [5], wherein the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane and trifluoromethylbenzene. [7]

[0029] The liquid composition according to any one of the above [1] to [6], wherein the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane. [8]

[0031] The liquid composition according to any one of [1] to [6], wherein the flammable liquid is at least one flammable liquid selected from the group consisting of 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate. [9]

[0033] The liquid composition according to any one of [6] to [8], wherein the content of the 1-bromo-2-methylpropane is 70 to 95% by weight of the total amount of the liquid composition.

[10]

[0035] The liquid composition according to any one of [6] to [8], wherein the content of the trifluoromethylbenzene is 1 to 10% by weight of the total amount of the liquid composition.

[11]

[0037] 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.

[12]

[0039] The liquid composition according to [8], wherein the content of the 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate is 0.1 to 2% by weight of the total amount of the liquid composition.

[13]

[0041] The liquid composition according to any one of [1] to

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

[14]

[0043] A method for nonflammabilizing a flammable liquid, characterized by mixing a fluoroiodoalkane represented by the following general formula (1)

[0044] [Chemical 2]

[0045]

[0046] (in the formula, each X independently represents H or F, and n represents an integer of 0 to 5.)

[0047] The fluoroiodoalkane represented by the above formula is mixed in a flammable liquid, and the flammable liquid is changed to a nonflammable liquid.

[15]

[0049] A cleaning method characterized by bringing the liquid composition according to any one of [1] to

[13] into contact with an article to be cleaned to which an oily component is attached, and washing the oily component from the article to be cleaned.

[0050] A sterilizing and disinfecting agent comprising the liquid composition described in any one of [1] to

[13] above.

[0051] Effects of the Invention

[0052] The present application can provide a non-flammable liquid composition which is superior in stability and solubility to the conventionally known non-flammable liquid compositions, and can reduce the amount of non-flammable agent to be added, and thus is preferable in industry and environment.

[0053] Further, the present application can suppress the ozone destruction coefficient (ODP) and the global warming coefficient (GWP) to be lower than the conventionally known non-flammable liquid compositions, and can solve the technical problems in environmental protection. DETAILED DESCRIPTION

[0054] Hereinafter, the present application will be specifically described.

[0055] The present application relates to a liquid composition comprising a flammable liquid and a fluoroiodoalkane represented by the following general formula (1)

[0056] [Chemical Formula 3]

[0057]

[0058] (In the formula, each X independently represents H or F, and n represents an integer of 0 to 5.)

[0059] The liquid composition of the fluoroiodoalkane represented by the above formula, characterized in that the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100% by weight of the total amount of the liquid composition.

[0060] The fluoroiodoalkane represented by the above general formula (1) is not particularly limited, and 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, 1H,1H-tridecafluoro-1-iodoheptane, and the like. Among them, from the aspect of obtaining a high non-flammable effect, 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 preferable, 1,1,1-trifluoro-2-iodoethane, 1,1,1-trifluoro-3-iodopropane, or 1,1,1-trifluoro-4-iodobutane is more preferable, and 1,1,1-trifluoro-3-iodopropane is further preferable.

[0061] Note that, as the fluoroiodoalkane, the above specific fluoroiodoalkane can be used alone, or two or more specific fluoroiodoalkanes can be combined to form a composition.

[0062] In the present application, the flammable liquid refers to an article disclosed in the article column of the fourth item of the first schedule of the Fire Control Law of Japan and a substance having the property of a flammable liquid (a liquid having a flash point belonging to the fourth class of hazardous articles), including a special flammable article, an alcohol, a first petroleum, a second petroleum, a third petroleum, a fourth petroleum, and a plant and animal oil.

[0063] The special flammable article refers to a substance having a flash point of -20°C or less and a boiling point of 40°C or less at 1 atm, or a substance having a flash point of less than 100°C and a burning point of 100°C or less, and as specific examples, diethyl ether, carbon disulfide, collodion, acetaldehyde, propylene oxide, or pentane, etc. can be given.

[0064] The alcohol refers to a saturated monohydric alcohol having 1 to 3 carbon atoms, and as specific examples, methanol, ethanol, or isopropyl alcohol, etc. can be given.

[0065] The first petroleum refers to a substance having a flash point of less than 21°C at 1 atm (however, the special flammable article and the above alcohol are excluded), and as specific examples, acetone, gasoline, petroleum benzine, ligroin, dioxane, benzene, toluene, petroleum ether, hexane, tetrahydrofuran, isopropyl ether, acrylonitrile, ethylamine, ethyl acetate, or methyl ethyl ketone, etc. can be given.

[0066] The second petroleum refers to a substance having a flash point of 21°C or more and less than 70°C at 1 atm (however, the above alcohol is excluded), and as specific examples, kerosene, light oil, chlorobenzene, ethylbenzene, styrene, xylene, ethyl cellosolve, formic acid, acetic acid, turpentine, or camphor oil, etc. can be given.

[0067] The third petroleum refers to a substance having a flash point of 70°C or more and less than 200°C at 1 atm (however, the above alcohol is excluded), and as specific examples, heavy oil, creosote, glycerol, aniline, nitrobenzene, ethanolamine, ethylene glycol, or cresol, etc. can be given.

[0068] The fourth petroleum refers to a substance having a flash point of 200°C or more at 1 atm, and as specific examples, gear oil, cylinder oil, lubricating oil, turbine oil, engine oil, or motor oil, etc. can be given.

[0069] The animal and plant oils refer to oils derived from animals and plants, and as specific examples, coconut oil, olive oil, castor oil, peanut oil, rapeseed oil, sesame oil, or cottonseed oil, etc. can be given.

[0070] In the present application, as such flammable liquid, there is no particular limitation, and for example, an alcohol compound which can be halogenated, a hydrocarbon compound which can be halogenated, an ether compound which can be halogenated, a ketone compound which can be halogenated, an ester compound which can be halogenated, an epoxy compound which can be halogenated, an amine compound which can be halogenated, or an aromatic compound which can be halogenated, etc. can be given.

[0071] Note that, regarding the flammable liquid, from the aspect of the large advantage of non-flammability, it is preferable that it is the above alcohol, the first petroleum, the second petroleum, or the third petroleum, more preferable that it is the above first petroleum, the second petroleum, or the third petroleum, and more preferable that it is a flammable liquid (a mixture of 2 or more flammable liquids can also be referred to as a flammable liquid composition) containing at least one selected from the group consisting of the above alcohol compound which can be halogenated, the hydrocarbon compound which can be halogenated, the ether compound which can be halogenated, the epoxy compound which can be halogenated, the amine compound which can be halogenated, and the aromatic compound which can be halogenated.

[0072] As the alcohol compound which can be halogenated, there is no particular limitation, and for example, methanol (alcohol), ethanol (alcohol), 70 vol% ethanol aqueous solution (alcohol), 1-propanol (alcohol), 2-propanol (alcohol), 2,2,2-trifluoroethanol (second petroleum), 1-butanol (second petroleum), or 2-butanol (second petroleum), etc. can be given.

[0073] As the hydrocarbon compound which can be halogenated, there are no particular limitations, and examples thereof include pentane (special flammable substance), hexane (first petroleum group), cyclohexane (first petroleum group), heptane (first petroleum group), octane (first petroleum group), nonane (second petroleum group), decane (second petroleum group), undecane (second petroleum group), or dodecane (third petroleum group), 1,2-dichloroethylene (first petroleum group), 1-bromopropane (first petroleum group), 2-bromopropane (first petroleum group), iodoethane (second petroleum group), 1,2-dichloroethane (first petroleum group), 1-bromo-1-propene (first petroleum group), 2-bromopropene (first petroleum group), 2,3-dibromopropene (third petroleum group), 1-chlorobutane (first petroleum group), 2-chlorobutane (first petroleum group), 2-chloro-2-methylpropane (first petroleum group), 1-bromobutane (first petroleum group), 2-bromobutane (second petroleum group), 1-bromo-1-butene (first petroleum group), 2-bromo-2-butene (first petroleum group), 1-bromo-2-methylpropane (first petroleum group), 1-bromo-2-methylpropene (first petroleum group), 1-bromopentane (second petroleum group), 2-bromopentane (first petroleum group), chlorocyclopentane (first petroleum group), chlorocyclohexane (second petroleum group), or 3-chloro-1-butene (first petroleum group), and the like. Of the halogenated hydrocarbon compounds, from the viewpoint of the advantage of non-flammability, any one or more of 1-bromo-1-butene (first petroleum group), 2-bromo-2-butene (first petroleum group), 1-bromo-2-methylpropane (first petroleum group), 1-bromo-2-methylpropene (first petroleum group), 1-bromopentane (second petroleum group), or 2-bromopentane (first petroleum group) is preferable.

[0074] As the ether compound which can be halogenated, there are no particular limitations, and examples thereof include diethyl ether (special flammable substance), tert-butyl methyl ether (first petroleum group), 2,3-dihydrofuran (first petroleum group), 2,5-dihydrofuran (first petroleum group), 1,3-dioxolane (first petroleum group), 2-methylfuran (first petroleum group), 2-chloroethyl methyl ether (first petroleum group), dichloromethyl methyl ether (second petroleum group), 2-bromoethyl methyl ether (second petroleum group), or tetrahydrofuran (first petroleum group), and the like. Of the ethers, from the viewpoint of the advantage of non-flammability, 2-chloroethyl methyl ether (first petroleum group), dichloromethyl methyl ether (second petroleum group), or 2-bromoethyl methyl ether (second petroleum group) is preferable.

[0075] As the ketone compound which can be halogenated, there are no particular limitations, and examples thereof include dimethyl ketone (first petroleum group), methyl ethyl ketone (first petroleum group), diethyl ketone (first petroleum group), methyl propyl ketone (first petroleum group), or methyl isopropyl ketone (first petroleum group), and the like.

[0076] As the ester compound which can be halogenated, there are no particular limitations, and examples which can be given include methyl formate (special flammable material), ethyl formate (first petroleum group), propyl formate (first petroleum group), butyl formate (first petroleum group), methyl acetate (first petroleum group), ethyl acetate (first petroleum group), propyl acetate (first petroleum group), butyl acetate (second petroleum group), methyl propionate (first petroleum group), ethyl propionate (first petroleum group), propyl propionate (second petroleum group), butyl propionate (second petroleum group), and the like.

[0077] As the epoxy compound which can be halogenated, there are no particular limitations, and examples which can be given include 1,2-epoxybutane (first petroleum group), 1,2-epoxypentane (first petroleum group), 1,2-epoxycyclopentane (first petroleum group), 3,4-epoxytetrahydrofuran (second petroleum group), 1,2-epoxypentane (first petroleum group), 1,2-epoxycyclohexane (second petroleum group), or 1,2-epoxy-4-vinylcyclohexane (second petroleum group), and from the viewpoint of easy availability, 1,2-epoxybutane (first petroleum group), 1,2-epoxypentane (first petroleum group), 1,2-epoxycyclopentane (first petroleum group), or 1,2-epoxy-4-vinylcyclohexane (second petroleum group) is preferred.

[0078] As the amine compound which can be halogenated, there are no particular limitations, and examples which can be given include 2,2,6,6-tetramethylpiperidine, or 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate, and from the viewpoint of excellent stabilizing effect, 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate is preferred.

[0079] As the aromatic compound which can be halogenated, there are no particular limitations, and examples which can be given include benzene (first petroleum group), toluene (first petroleum group), ethylbenzene (second petroleum group), cumene (second petroleum group), styrene (second petroleum group), anisole (second petroleum group), benzaldehyde (second petroleum group), xylene (second petroleum group), chlorobenzene (second petroleum group), bromobenzene (second petroleum group), fluorobenzene (first petroleum group), o-difluorobenzene (first petroleum group), m-difluorobenzene (first petroleum group), p-difluorobenzene (first petroleum group), or trifluoromethylbenzene (first petroleum group), and the like. Among the aromatic hydrocarbons, from the viewpoint of the advantage of being non-flammable, trifluoromethylbenzene (first petroleum group) is preferred.

[0080] In the present application, as to the flammable liquid, from the viewpoint of excellent flammability reduction effect, a flammable liquid containing at least one selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, 70 vol% ethanol aqueous 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-epoxybutane, 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-piperidinyl methacrylate (a mixture of two or more flammable liquids can also be referred to as a flammable liquid composition) is preferred.

[0081] As to the liquid composition of the present application, a liquid composition characterized by containing a flammable liquid and a fluoroiodoalkane represented by the above general formula (1), the total amount of the flammable liquid and the fluoroiodoalkane being 95 to 100% by mass of the total amount of the liquid composition, the total amount of the flammable liquid and the fluoroiodoalkane being preferably 97 to 100% by mass, more preferably 99 to 100% by mass of the total amount of the liquid composition.

[0082] In the liquid composition of the present application, the content of the flammable liquid is not particularly limited, and is preferably 60 to 99.9% by mass, more preferably 70 to 99.9% by mass, more preferably 80 to 99% by mass, more preferably 90 to 99% by mass, based on 100% by mass of the total amount of the liquid composition.

[0083] In the liquid composition of the present application, the content of the fluoroiodoalkane represented by the above general formula (1) is not particularly limited, and is preferably 0.1 to 50% by mass, more preferably 0.1 to 40% by mass, more preferably 0.1 to 30% by mass, more preferably 1 to 20% by mass, more preferably 1 to 10% by mass, based on 100% by mass of the total amount of the liquid composition.

[0084] The liquid composition of the present application is expected to be used as a non-flammable cleaning agent due to its properties.

[0085] As to the liquid composition of the present application, from the viewpoint of excellent performance as a cleaning agent, the flammable liquid 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, more preferably a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate.

[0086] As for the liquid composition of the present application, the content of the 1-bromo-2-methylpropane is preferably 70 to 95% by weight of the total amount of the liquid composition, more preferably 75 to 92% by weight of the total amount of the liquid composition, and still more preferably 80 to 90% by weight of the total amount of the liquid composition, from the viewpoint of excellent performance as a cleaning agent.

[0087] As for the liquid composition of the present application, the content of the 1-bromo-2-methylpropane is preferably 70 to 95% by weight of the total amount of the liquid composition, more preferably 75 to 92% by weight of the total amount of the liquid composition, and still more preferably 80 to 90% by weight of the total amount of the liquid composition, from the viewpoint of excellent performance as a cleaning agent.

[0088] As for the liquid composition of the present application, the content of the 1-bromo-2-methylpropane is preferably 70 to 95% by weight of the total amount of the liquid composition, more preferably 75 to 92% by weight of the total amount of the liquid composition, and still more preferably 80 to 90% by weight of the total amount of the liquid composition, from the viewpoint of excellent performance as a cleaning agent.

[0089] As for the liquid composition of the present application, the content of the 1-bromo-2-methylpropane is preferably 70 to 95% by weight of the total amount of the liquid composition, more preferably 75 to 92% by weight of the total amount of the liquid composition, and still more preferably 80 to 90% by weight of the total amount of the liquid composition, from the viewpoint of excellent performance as a cleaning agent.

[0090] As for the liquid composition of the present application, the content of the 1-bromo-2-methylpropane is preferably 70 to 95% by weight of the total amount of the liquid composition, more preferably 75 to 92% by weight of the total amount of the liquid composition, and still more preferably 80 to 90% by weight of the total amount of the liquid composition, from the viewpoint of excellent performance as a cleaning agent.

[0091] That is, as for the liquid composition of the present application, from the viewpoint of excellent performance as a cleaning agent, it is preferably a liquid composition containing 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate, and as for the content thereof, it is preferably a liquid composition containing 1,1,1-trifluoro-3-iodopropane 1 to 20% by weight, 1-bromo-2-methylpropane 70 to 95% by weight, trifluoromethylbenzene 1 to 10% by weight, 1,2-epoxycyclopentane 0.5 to 5% by weight, and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate 0.5 to 5% by weight.

[0092] In addition, as the component other than the flammable liquid and the fluoroiodocarbon represented by the above general formula (1) in the liquid composition of the present application, a non-flammable liquid can be included. As the non-flammable liquid, there is no particular limitation, and for example, hexafluoro(l,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, or 1-chloro-2,2,2-trifluoroethyl difluoromethyl ether, and the like can be given. Note that, as to these non-flammable liquids, from the viewpoint of reducing the ODP and GWP, it is desirable to use as little as possible, and ultimately, it is preferable not to include in the liquid composition of the present application.

[0093] As to the liquid composition of the present application, components other than the above (for example, components that are solid at ordinary temperature) can be included without particular limitation, and for example, components generally referred to as stabilizers can be included.

[0094] As to the stabilizer, there is no particular limitation, and for example, a benzophenone compound that is solid at ordinary temperature, a nitrogen-containing compound that is solid at ordinary temperature, or a phenol compound that is solid at ordinary temperature, and the like can be given.

[0095] As to the benzophenone compound that is solid at ordinary temperature, there is no particular limitation, and for example, 2-hydroxy-4-methylbenzophenone (solid at ordinary temperature), 2-hydroxy-4-methoxybenzophenone (solid at ordinary temperature), 2-hydroxy-5-methylbenzophenone (solid at ordinary temperature), or 2,2'-dihydroxybenzophenone (solid at ordinary temperature), and the like can be given, and from the aspect of improving the storage stability of the liquid composition of the present application, 2-hydroxy-4-methylbenzophenone (solid at ordinary temperature) is preferable.

[0096] As to the nitrogen-containing compound that is solid at ordinary temperature, there is no particular limitation, and for example, 2,2,6,6-tetramethylpiperidine 1-oxyl (solid at ordinary temperature), 2,2,6,6-tetramethyl-4-piperidyl methacrylate (solid at ordinary temperature), or 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxyl (solid at ordinary temperature), and the like can be given.

[0097] As to the phenol compound that is solid at ordinary temperature, there is no particular limitation, and for example, dibutylhydroxytoluene (solid at ordinary temperature), and the like can be given.

[0098] In the case where the liquid composition of the present application contains the stabilizer, the content thereof is not particularly limited, and 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, based on 100% by weight of the total amount of the liquid composition.

[0099] In the case where the liquid composition of the present application contains the stabilizer or the like as a normal-temperature solid component, the normal-temperature solid component is usually present by being dissolved in the liquid composition. This is because the concentration of the normal-temperature solid component in the liquid composition is low.

[0100] The stabilizer can suppress a change in composition caused by decomposition (thermal decomposition, oxidative decomposition, or photodecomposition, or the like) of the flammable liquid composition or the fluoroiodoalkane.

[0101] The method for rendering the flammable liquid non-flammable of the present application is achieved by mixing the fluoroiodoalkane in the flammable liquid. As specifically shown in the examples and the like, by mixing the fluoroiodoalkane in the flammable liquid, the flammable liquid loses the flash point and can become a non-flammable liquid.

[0102] The liquid composition of the present application has the characteristic of being non-flammable (also referred to as non-flammable), and is expected to be used as a non-flammable liquid that exhibits the characteristic thereof. As the use of the liquid composition of the present application, there are no particular limitations, and examples thereof include solvents, cleaning agents, refrigerants, blowing agents, extinguishing agents, or sterilizing and disinfecting agents.

[0103] For example, the liquid composition of the present application can be used as a cleaning agent for cleaning dirt such as oily components adhering to various articles (cleaned articles).

[0104] The cleaning method of the present application relates to a method for cleaning and removing adhering matter adhering to a cleaned article, characterized by bringing the above liquid composition into contact with the cleaned article.

[0105] In the cleaning method of the present application, as the adhering matter to be cleaned and removed, oily components can be mentioned, and as the oily components, there are no particular limitations, and examples thereof include fluxes, cutting oils, quenching oils, rolling oils, lubricating oils, machine oils, press working oils, blanking oils, drawing oils, assembly oils, wire drawing oils (which are collectively referred to as processing oils), release agents, waxes, inks, or oily stains containing dust and the like. The cleaning composition of the present application is excellent in the solubility of oily components such as processing oils, and is thus preferably used for cleaning of adhering matter containing oily components.

[0106] In addition, as the object to be cleaned, there are no particular limitations, and various objects to be cleaned of materials such as metal, plastic, elastomer, glass, ceramic, composite material, natural fiber, synthetic fiber, cloth, or silk, etc. can be given as examples. As more specific examples of the object to be cleaned, there are no particular limitations, and various examples such as a fiber product, a medical instrument, a precision machine, an optical machine, or a component thereof can be given. As specific examples of the fiber product, the medical instrument, the precision machine, the optical machine, or the component thereof, there are no particular limitations, and various examples such as an IC, a capacitor, a printed board, a micro motor, a relay, a bearing, an optical lens, or a glass substrate, etc. can be given.

[0107] In the cleaning method of the present application, as long as the feature of contacting the cleaning composition of the present application with the object to be cleaned is satisfied, there are no particular limitations on other conditions, etc. By this contact, dirt adhering to the surface of the object to be cleaned can be removed.

[0108] As a specific cleaning method based on the contact, there are no particular limitations, and a method such as hand wiping cleaning, immersion cleaning, spray cleaning, immersion boiling cleaning, immersion shaking cleaning, immersion ultrasonic cleaning, steam cleaning, or a combination thereof, etc. can be given. The time, the number of times, the temperature of the cleaning composition of the present application at that time, etc. of the contact in these cleaning methods can be appropriately selected depending on the cleaning method. In addition, the cleaning device can be appropriately selected from publicly known cleaning devices depending on the cleaning method. By such a contact, adhering matter adhering to the object to be cleaned can be cleaned and removed.

[0109] The cleaning method of the present application is not particularly limited, and for example, a cleaning method having a contact step of contacting the object to be cleaned with the cleaning composition in a liquid phase, and a vapor contact step of exposing the object to be cleaned to a vapor generated by evaporating the cleaning composition after the contact step is preferable in improving the cleanliness of the object to be cleaned.

[0110] As for the liquid composition of the present application, as described above, it can be used as a sterilizing and disinfecting agent. That is, the sterilizing and disinfecting agent of the present application contains the above liquid composition, and is widely used for various purposes with the purpose of excluding microorganisms. For example, as a disinfectant for the skin, it can be used for sterilizing and disinfecting agents, hemorrhoid agents, tinea agents, cleansing cotton, breath odor prevention, acne prevention, underarm odor prevention, hand wiping, skin wiping, etc. In addition, as a disinfectant for instruments, it can be used for refrigerators, toilet seats, tableware, toys, houses, etc. As for this sterilizing and disinfecting agent, it is expected to be used in fields that have been difficult to use with the conventional flammable sterilizing and disinfecting agents by exerting the advantages of non-flammability and non-inflammability.

[0111] Example

[0112] Hereinafter, the present application will be specifically described by examples. However, the explanation of the present application is not limited by these examples.

[0113] [Non-flammability evaluation method]

[0114] In evaluating the non-flammability of the liquid composition of the present application, MINIFLASH FP VISION manufactured by Grabner was used, and the measurement was performed in accordance with ASTM D6450.

[0115] [Flash point measurement method]

[0116] In measuring the flash point of the liquid composition of the present application, the flash point was measured by performing the Tag closed and Cleveland open flash point measurement in accordance with the method described in JIS K2265.

[0117] [Cleaning property evaluation method]

[0118] In evaluating the cleaning property of the liquid composition of the present application, a small cleaning device F-100M manufactured by Shin-Ohtsuka Corporation was used to measure the removal rate of the processing oil adhered to the cleaned article. A commercially available SUS bolt was used as the cleaned article, and SUGICUT C-168AS manufactured by Shikoku Chemicals Corporation was used as the processing oil, and the removal rate was measured using UV-2600i manufactured by Shimadzu Corporation.

[0119] The cleaning time was 4 minutes (boiling for 1 minute, ultrasonic wave for 1 minute, steam for 1 minute, and drying for 1 minute), and the processing oil remaining in the cleaned article was extracted by adding HC-UV45 manufactured by Toagosei Corporation to the cleaned article after cleaning and applying ultrasonic wave. The removal rate of the processing oil was calculated by measuring the UV of the extract.

[0120] Example 1-1

[0121] A composition in which an arbitrary amount of 1,1,1-trifluoro-2-iodoethane was mixed in 2,2,2-trifluoroethanol was prepared. Then, using MINIFLASH FP VISION manufactured by Grabner, it was confirmed that the composition became non-flammable. As a result, when 2,2,2-trifluoroethanol and 1,1,1-trifluoro-2-iodoethane were combined to be 100% by weight, the liquid composition containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane all showed non-flammability.

[0122] Example 1-2

[0123] In Example 1-1, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 2,2,2-trifluoroethanol and 1,1,1-trifluoro-3-iodopropane were combined to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0124] Example 1-3

[0125] In Example 1-1, 70 vol% of an aqueous ethanol solution was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 70 vol% of an aqueous ethanol solution and 1,1,1-trifluoro-2-iodoethane were combined to be 100% by weight, all of the liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0126] Example 1-4

[0127] In Example 1-3, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-3 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 70 vol% of an aqueous ethanol solution and 1,1,1-trifluoro-3-iodopropane were combined to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0128] Example 1-5

[0129] In Example 1-1, 1-bromo-2-methylpropane was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 1-bromo-2-methylpropane and 1,1,1-trifluoro-2-iodoethane were combined to be 100% by weight, all of the liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0130] Example 1-6

[0131] In Example 1-5, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-5 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 1-bromo-2-methylpropane and 1,1,1-trifluoro-3-iodopropane were combined to be 100% by weight, all of the liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0132] Example 1-7

[0133] In Example 1-1, 2-chloroethyl methyl ether was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 2-chloroethyl methyl ether and 1,1,1-trifluoro-2-iodoethane were combined to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0134] Example 1-8

[0135] In Example 1-7, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-7 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when 2-chloroethyl methyl ether and 1,1,1-trifluoro-3-iodopropane were combined to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0136] Example 1-9

[0137] In Example 1-1, dichloromethyl methyl ether was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when dichloromethyl methyl ether and 1,1,1-trifluoro-2-iodoethane were combined to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0138] Example 1-10

[0139] In Example 1-9, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-9 was conducted except for this, and it was confirmed that the composition became non-flammable. As a result, when dichloromethyl methyl ether and 1,1,1-trifluoro-3-iodopropane were combined to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0140] Example 1-11

[0141] In Example 1-1, 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-1 was conducted except for this, and it was confirmed that the composition became non-flammable. When 2,2,2-trifluoroethanol and 1,1,1-trifluoro-4-iodobutane were combined to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-4-iodobutane showed non-flammability.

[0142] Example 1-12

[0143] In Example 1-3, 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as Example 1-3 was conducted except for this, and it was confirmed that the composition became non-flammable. When 70 vol% of an ethanol aqueous solution was combined with 1,1,1-trifluoro-4-iodobutane to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-4-iodobutane showed non-flammability.

[0144] Example 1-13

[0145] In Example 1-5, 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as Example 1-5 was conducted except for this, and it was confirmed that the composition became non-flammable. When 1-bromo-2-methylpropane was combined with 1,1,1-trifluoro-4-iodobutane to be 100% by weight, all of the liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-4-iodobutane showed non-flammability.

[0146] Example 1-14

[0147] In Example 1-7, 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as Example 1-7 was conducted except for this, and it was confirmed that the composition became non-flammable. When 2-chloroethyl methyl ether was combined with 1,1,1-trifluoro-4-iodobutane to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-4-iodobutane showed non-flammability.

[0148] Example 1-15

[0149] In Example 1-9, 1,1,1-trifluoro-4-iodobutane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as Example 1-9 was conducted except for this, and it was confirmed that the composition became non-flammable. When dichloromethyl methyl ether was combined with 1,1,1-trifluoro-4-iodobutane to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-4-iodobutane showed non-flammability.

[0150] Example 1-16

[0151] In Example 1-1, the same operation as that of Example 1-1 was conducted except that toluene was used instead of 2,2,2-trifluoroethanol, and it was confirmed that the composition became non-flammable. When toluene and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0152] Example 1-17

[0153] In Example 1-16, the same operation as that of Example 1-16 was conducted except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and it was confirmed that the composition became non-flammable. When toluene and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, all of the liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0154] Example 1-18

[0155] In Example 1-1, the same operation as that of Example 1-1 was conducted except that 2-bromo-2-butene was used instead of 2,2,2-trifluoroethanol, and it was confirmed that the composition became non-flammable. When 2-bromo-2-butene and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, all of the liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0156] Example 1-19

[0157] In Example 1-18, the same operation as that of Example 1-18 was conducted except that 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and it was confirmed that the composition became non-flammable. When 2-bromo-2-butene and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, all of the liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane showed non-flammability.

[0158] Example 1-20

[0159] In Example 1-1, the same operation as that of Example 1-1 was conducted except that 2-bromopentane was used instead of 2,2,2-trifluoroethanol, and it was confirmed that the composition became non-flammable. When 2-bromopentane and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, all of the liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane showed non-flammability.

[0160] Example 1-21

[0161] In Example 1-20, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and otherwise the same operation as in Example 1-20 was performed, and it was confirmed that the composition became non-flammable. When 2-bromopentane and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0162] Example 1-22

[0163] In Example 1-1, 2,3-dibromopropene was used instead of 2,2,2-trifluoroethanol, and otherwise the same operation as in Example 1-1 was performed, and it was confirmed that the composition became non-flammable. When 2,3-dibromopropene and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane all showed non-flammability.

[0164] Example 1-23

[0165] In Example 1-22, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and otherwise the same operation as in Example 1-22 was performed, and it was confirmed that the composition became non-flammable. When 2,3-dibromopropene and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0166] Example 1-24

[0167] In Example 1-1, a flammable composition (Composition 1) in which the weight ratio of 1-bromo-2-methylpropane to 1,2-epoxybutane was 9:1 was used instead of 2,2,2-trifluoroethanol, and otherwise the same operation as in Example 1-1 was performed, and it was confirmed that the composition became non-flammable. When Composition 1 and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-2-iodoethane all showed non-flammability.

[0168] Example 1-25

[0169] In Example 1-24, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and otherwise the same operation as in Example 1-24 was performed, and it was confirmed that the composition became non-flammable. When Composition 1 and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, liquid compositions containing 20% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0170] Example 1-26

[0171] In Example 1-1, an inflammable composition (Composition 2) having a weight ratio of 1-bromo-2-methylpropane to 1,2-epoxycyclopentane of 9:1 was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was carried out except for this, and it was confirmed that the composition became non-flammable. When Composition 2 and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-2-iodoethane all showed non-flammability.

[0172] Example 1-27

[0173] In Example 1-26, 1,1,1-trifluoro-3-iodopropane was used instead of 1,1,1-trifluoro-2-iodoethane, and the same operation as in Example 1-26 was carried out except for this, and it was confirmed that the composition became non-flammable. When Composition 2 and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0174] Example 1-28

[0175] In Example 1-1, an inflammable composition (Composition 3) having a weight ratio of 1-bromo-2-methylpropane to trifluoromethylbenzene 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, and the same operation as in Example 1-1 was carried out except for this, and it was confirmed that the composition became non-flammable. When Composition 3 and 1,1,1-trifluoro-3-iodopropane were combined so as to be 100% by weight, liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0176] Example 1-29

[0177] In Example 1-1, an inflammable composition (Composition 4) having a weight ratio of 1-bromo-2-methylpropane to 1,2-epoxy-4-vinylcyclohexane of 9:1 was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-1 was carried out except for this, and it was confirmed that the composition became non-flammable. When Composition 4 and 1,1,1-trifluoro-2-iodoethane were combined so as to be 100% by weight, liquid compositions containing 1% by weight or more of 1,1,1-trifluoro-2-iodoethane all showed non-flammability.

[0178] Example 1-30

[0179] In Example 1-2, an inflammable composition (Composition 5) having a weight ratio of 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane of 94:5:1 was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-2 was performed except for this, and it was confirmed that the composition became non-flammable. When Composition 5 was combined with 1,1,1-trifluoro-3-iodopropane so as to be 100% by weight, liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0180] Example 1-31

[0181] In Example 1-2, an inflammable composition (Composition 6) having a weight ratio of 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate, and 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxyl of 93:5:1:0.5:0.01 was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-2 was performed except for this, and it was confirmed that the composition became non-flammable. When Composition 6 was combined with 1,1,1-trifluoro-3-iodopropane so as to be 100% by weight, liquid compositions containing 5% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0182] Example 1-32

[0183] In Example 1-2, an inflammable composition (Composition 7) having a weight ratio of 1-bromo-2-methylpropane and 1,2-epoxypentane of 97:3 was used instead of 2,2,2-trifluoroethanol, and the same operation as in Example 1-2 was performed except for this, and it was confirmed that the composition became non-flammable. When Composition 7 was combined with 1,1,1-trifluoro-3-iodopropane so as to be 100% by weight, liquid compositions containing 10% by weight or more of 1,1,1-trifluoro-3-iodopropane all showed non-flammability.

[0184] Comparative Example 1-1

[0185] An arbitrary amount of Novec 7200 (fluoroether compound represented by C4F9OC2H5 manufactured by 3M Company) was mixed in 70 vol% of an ethanol aqueous solution, and the mixture was stirred for 1 hour. Then, using MINIFLASH FP VISION manufactured by Grabner, it was confirmed that the composition became non-flammable. As a result, when the 70 vol% ethanol aqueous solution and Novec 7200 were combined so as to be 100% by weight, liquid compositions containing 40% by weight or more of Novec 7200 all showed non-flammability. TM 7200 (fluoroether compound represented by C4F9OC2H5 manufactured by 3M Company) was mixed in 70 vol% of an ethanol aqueous solution, and the mixture was stirred for 1 hour. Then, using MINIFLASH FP VISION manufactured by Grabner, it was confirmed that the composition became non-flammable. As a result, when the 70 vol% ethanol aqueous solution and Novec 7200 were combined so as to be 100% by weight, liquid compositions containing 40% by weight or more of Novec 7200 all showed non-flammability. TM 7200 (fluoroether compound represented by C4F9OC2H5 manufactured by 3M Company) was mixed in 70 vol% of an ethanol aqueous solution, and the mixture was stirred for 1 hour. Then, using MINIFLASH FP VISION manufactured by Grabner, it was confirmed that the composition became non-flammable. As a result, when the 70 vol% ethanol aqueous solution and Novec 7200 were combined so as to be 100% by weight, liquid compositions containing 40% by weight or more of Novec 7200 all showed non-flammability. TM 7200 (fluoroether compound represented by C4F9OC2H5 manufactured by 3M Company) was mixed in 70 vol% of an ethanol aqueous solution, and the mixture was stirred for 1 hour. Then, using MINIFLASH FP VISION manufactured by Grabner, it was confirmed that the composition became non-flammable. As a result, when the 70 vol% ethanol aqueous solution and Novec 7200 were combined so as to be 100% by weight, liquid compositions containing 40% by weight or more of Novec 7200 all showed non-flammability.

[0186] Comparative Examples 1-2

[0187] In Comparative Example 1-1, toluene was used instead of the 70 vol% aqueous ethanol solution. All other procedures were performed the same as in Comparative Example 1-1, confirming that it was a non-flammable composition. As a result, when toluene and Novec... TM When 7200 is combined and set at 100% by weight, it contains more than 60% by weight of Novec. TM All liquid compositions of 7200 exhibit non-flammability.

[0188] Comparative Examples 1-3

[0189] In Comparative Examples 1-2, CELEFIN 1233Z (manufactured by Central Glass Co., Ltd., a chlorofluoroolefin compound represented by CF3CH=CHCl) was used instead of Novec 7200 (manufactured by 3M Corporation). Otherwise, the same procedures as in Comparative Examples 1-2 were performed, confirming that the composition was non-flammable. As a result, when the combined toluene and CELEFIN 1233Z were set at 100% by weight, all liquid compositions containing 40% by weight or more of CELEFIN 1233Z exhibited non-flammability. It should be noted that CELEFIN is a registered trademark of Central Glass Co., Ltd.

[0190] Comparative Examples 1-4

[0191] In Comparative Example 1-1, nonafluorobutyl iodide (C4F9I) was used instead of Novec. TM 7200, except for this, the same operation as in Comparative Example 1-1 was performed, confirming that it was a non-flammable component. As a result, when the 70 vol% aqueous ethanol solution was combined with nonafluorobutyl iodine and set at 100 wt%, nonafluorobutyl iodine showed flammability even when 50 wt% was added.

[0192] Comparative Examples 1-5

[0193] In Comparative Example 1-1, undecylfluoropentyl iodine (C5F) was used. 11 I) Replace Novec TM 7200, except for this, the same operation as in Comparative Example 1-1 was performed, confirming that it was a non-flammable composition. As a result, when a 70 vol% aqueous solution of ethanol and undecylfluoropentyl iodine were combined and set at 100 wt%, undecylfluoropentyl iodine showed flammability even when 50 wt% was added.

[0194] Comparative Examples 1-6

[0195] In Comparative Example 1-1, tridecylfluorohexyl iodine (C6F) was used. 13 I) Replace Novec TM7200, except that the same operation as Comparative Example 1-1 was performed, and it was confirmed that the composition became non-flammable. As a result, when 70 vol% of an ethanol aqueous solution and tridecafluorohexyl iodide were combined to be 100% by weight, tridecafluorohexyl iodide showed flammability even if 50% by weight was added.

[0196] Comparative Example 1-7

[0197] In Comparative Example 1-4, toluene was used instead of 70 vol% of an ethanol aqueous solution, and except for that, the same operation as Comparative Example 1-4 was performed, and it was confirmed that the composition became non-flammable. As a result, when toluene and nonafluorobutyl iodide were combined to be 100% by weight, nonafluorobutyl iodide showed flammability even if 50% by weight was added.

[0198] Comparative Example 1-8

[0199] In Comparative Example 1-5, toluene was used instead of 70 vol% of an ethanol aqueous solution, and except for that, the same operation as Comparative Example 1-5 was performed, and it was confirmed that the composition became non-flammable. As a result, when toluene and undecafluoropentyl iodide were combined to be 100% by weight, undecafluoropentyl iodide showed flammability even if 50% by weight was added.

[0200] Comparative Example 1-9

[0201] In Comparative Example 1-6, toluene was used instead of 70 vol% of an ethanol aqueous solution, and except for that, the same operation as Comparative Example 1-6 was performed, and it was confirmed that the composition became non-flammable. As a result, when toluene and tridecafluorohexyl iodide were combined to be 100% by weight, tridecafluorohexyl iodide showed flammability even if 50% by weight was added.

[0202] The results up to this point were summarized in Table 1 and Table 2.

[0203] [Table 1]

[0204]

[0205] [Table 2]

[0206]

[0207] The liquid composition of the present application exerts the effect of showing non-flammability by containing the fluoroiodoalkane represented by the above general formula (1), and as described in Table 1, has the advantage of showing a high non-flammability effect even with a small content, compared with the non-flammable material known in the past. Therefore, the liquid composition of the present application exerts the effect of being able to make a flammable liquid non-flammable while maintaining the original characteristics of the flammable liquid.

[0208] Example 2-1

[0209] A flash point determination of a liquid composition of 1,1,1-trifluoro-2-iodoethane and 2,2,2-trifluoroethanol in a weight ratio of 1 wt% : 99 wt% was performed. The result was a non-flammable liquid.

[0210] Example 2-2

[0211] A flash point determination of a liquid composition of 1,1,1-trifluoro-2-iodoethane and 70 vol% aqueous ethanol in a weight ratio of 10 wt% : 90 wt% was performed. The result was a non-flammable liquid.

[0212] Example 2-3

[0213] A flash point determination of a liquid composition of 1,1,1-trifluoro-2-iodoethane and 1-bromo-2-methylpropane in a weight ratio of 5 wt% : 95 wt% was performed. The result was a non-flammable liquid.

[0214] Example 2-4

[0215] A flash point determination of a liquid composition of 1,1,1-trifluoro-3-iodopropane and 2,2,2-trifluoroethanol in a weight ratio of 1 wt% : 99 wt% was performed. The result was a non-flammable liquid.

[0216] Example 2-5

[0217] A flash point determination of a liquid composition of 1,1,1-trifluoro-3-iodopropane and 1-bromo-2-methylpropane in a weight ratio of 5 wt% : 95 wt% was performed. The result was a non-flammable liquid.

[0218] Example 2-6

[0219] A flash point determination of a liquid composition of 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 performed. The result was a non-flammable liquid.

[0220] Example 2-7

[0221] A flash point determination of a liquid composition of 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% was performed. The result was a non-flammable liquid.

[0222] Example 2-8

[0223] A flash point determination of a liquid composition of 1,1,1-trifluoro-3-iodopropane and 1-bromopentane in a weight ratio of 10 wt% : 90 wt% was performed. The result was a non-flammable liquid.

[0224] Example 2-9

[0225] A flash point test was conducted on a liquid composition of 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%. The result was a non-flammable liquid.

[0226] Example 2-10

[0227] A flash point test was conducted on a liquid composition of 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, and trifluoromethylbenzene in a weight ratio of 5 wt% : 85 wt% : 10 wt%. The result was a non-flammable liquid.

[0228] Example 2-11

[0229] A flash point test was conducted on a liquid composition of 1,1,1-trifluoro-3-iodopropane, 1-bromo-2-methylpropane, trifluoromethylbenzene, 1,2-epoxycyclopentane, 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate, and 4-glycidyloxy-2,2,6,6-tetramethylpiperidine 1-oxyl 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.

[0230] Example 3-1

[0231] Using the liquid composition described in Example 2-3, a cleaning property evaluation was conducted. As a result, the oil removal rate was 99% or more.

[0232] Example 3-2

[0233] Using the liquid composition described in Example 2-5, a cleaning property evaluation was conducted. As a result, the oil removal rate was 99% or more.

[0234] Example 3-3

[0235] Using the liquid composition described in Example 2-6, a cleaning property evaluation was conducted. As a result, the oil removal rate was 99% or more.

[0236] Example 3-4

[0237] Using the liquid composition described in Example 2-7, a cleaning property evaluation was conducted. As a result, the oil removal rate was 99% or more.

[0238] Example 3-5

[0239] Using the liquid composition described in Example 2-8, a cleaning property evaluation was conducted. As a result, the oil removal rate was 99% or more.

[0240] Examples 3-6

[0241] The cleaning performance was evaluated using the liquid compositions described in Examples 2-9. The results showed that the oil removal rate was over 99%.

[0242] Examples 3-7

[0243] The cleaning performance was evaluated using the liquid compositions described in Examples 2-10. The results showed that the oil removal rate was over 99%.

[0244] Examples 3-8

[0245] The cleaning performance was evaluated using the liquid compositions described in Examples 2-11. The results showed that the oil removal rate was over 99%.

[0246] A cleaning performance evaluation was performed using Comparative Example 3-1, nonafluorobutyl iodine (C4F9I). The results showed an oil removal rate of 10%. Furthermore, corrosion of SUS-made bolts, which were among the items cleaned, was confirmed.

[0247] This corrosion did not occur in Examples 3-1 to 3-8.

[0248] Although the present invention has been described in detail with reference to specific embodiments, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention.

[0249] It should be noted that the entire contents of the claims, drawings and abstract of Japanese Patent Application No. 2021-009596, filed on January 25, 2021, are incorporated herein as a disclosure of the present invention.

[0250] Industrial availability

[0251] It can effectively and easily render previously known flammable solvents, refrigerants, foaming agents, fire extinguishing agents, or disinfectants non-flammable, and can provide solvents, refrigerants, foaming agents, fire extinguishing agents, or disinfectants with reduced flammability and fire risk.

Claims

1. A liquid composition, characterized in that, A liquid composition containing a flammable liquid and a fluoroiodoalkane represented by the following general formula (1), wherein the total amount of the flammable liquid and the fluoroiodoalkane is 95 to 100% by weight of the total amount of the liquid composition, the content of the fluoroiodoalkane represented by the general formula (1) is 0.1 to 50% by weight based on 100% by weight of the total amount of the liquid composition, ， in the formula (1), X each independently represents H or F, and n represents an integer of 0 to 5.

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. The liquid composition according to claim 1, wherein, the flammable liquid is a flammable liquid containing at least one selected from the group consisting of a halogenated or non-halogenated alcohol compound, a halogenated or non-halogenated hydrocarbon compound, a halogenated or non-halogenated ether compound, a halogenated or non-halogenated epoxy compound, a halogenated or non-halogenated amine compound, and a halogenated or non-halogenated aromatic compound.

4. The liquid composition of claim 1, wherein, the flammable liquid is a flammable liquid containing at least one selected from the group consisting of 2,2,2-trifluoroethanol, ethanol, 70 vol% ethanol aqueous 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-epoxybutane, 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-piperidinyl methacrylate.

5. The liquid composition of claim 1, wherein, the content of the fluoroiodoalkane represented by the general formula (1) is 1 to 20% by weight based on 100% by weight of the total amount of the liquid composition.

6. The liquid composition of claim 1, wherein, the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane and trifluoromethylbenzene.

7. The liquid composition of claim 1, wherein, the flammable liquid is a flammable liquid containing at least 1-bromo-2-methylpropane, trifluoromethylbenzene, and 1,2-epoxycyclopentane.

8. The liquid composition of claim 1, 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-piperidinyl methacrylate.

9. The liquid composition according to any one of claims 6 to 8, wherein, the content of the 1-bromo-2-methylpropane is 70 to 95% by weight of the total amount of the liquid composition.

10. The liquid composition according to any one of claims 6 to 8, wherein, the content of the trifluoromethylbenzene is 1 to 10% by weight of the total amount of the liquid composition.

11. The liquid composition according to claim 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.

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

13. The liquid composition according to any one of claims 1 to 8, wherein, the content of the fluoroiodoalkane is 2 to 15% by weight of the total amount of the liquid composition.

14. A method of rendering a flammable liquid non-flammable, characterized by, A fluoroiodoalkane represented by the following general formula (1) is mixed in a flammable liquid, the fluoroiodoalkane is made to account for 0.1 to 50% by weight in the total amount of the flammable liquid and the fluoroiodoalkane, and the flammable liquid is changed to a non-flammable liquid, ， In formula (1), X each independently represents H or F, and n represents an integer of 0 to 5.

15. A cleaning method characterized by, The liquid composition according to any one of claims 1 to 13 is brought into contact with a washed article to which an oily component is attached, and the oily component is washed off from the washed article.

16. A sterilizing and disinfecting agent comprising the liquid composition according to any one of claims 1 to 13.

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