WO2023032585A1 - 洗浄用エアゾール組成物及びパーツクリーナ - Google Patents

洗浄用エアゾール組成物及びパーツクリーナ Download PDF

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Publication number
WO2023032585A1
WO2023032585A1 PCT/JP2022/029960 JP2022029960W WO2023032585A1 WO 2023032585 A1 WO2023032585 A1 WO 2023032585A1 JP 2022029960 W JP2022029960 W JP 2022029960W WO 2023032585 A1 WO2023032585 A1 WO 2023032585A1
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Prior art keywords
mass
less
gas
hcfo
aerosol composition
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PCT/JP2022/029960
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English (en)
French (fr)
Japanese (ja)
Inventor
夏奈子 長舩
健太郎 熊本
章裕 黒崎
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セントラル硝子株式会社
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Priority to JP2023545385A priority Critical patent/JPWO2023032585A1/ja
Publication of WO2023032585A1 publication Critical patent/WO2023032585A1/ja

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D83/00—Containers or packages with special means for dispensing contents
    • B65D83/14—Containers for dispensing liquid or semi-liquid contents by internal gaseous pressure, i.e. aerosol containers comprising propellant
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/30—Materials not provided for elsewhere for aerosols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/08—Liquid soap, e.g. for dispensers; capsuled
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/24—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/28—Organic compounds containing halogen
    • C11D7/30—Halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents

Definitions

  • One embodiment of the present invention relates to a cleaning aerosol composition.
  • one embodiment of the present invention is directed to a non-flammable parts cleaner.
  • Hydrochlorofluoroolefins exhibit less global warming than hydrochlorofluorocarbons (HCFC compounds) such as 1,3-dichloro-1,1,2,2,2-pentafluoropropane (225ca). It is a compound that is friendly to the global environment and has a global warming potential (GWP). For this reason, HCFO compounds are being used as substitutes for HCFC compounds in various applications.
  • HCFC compounds hydrochlorofluorocarbons
  • GWP global warming potential
  • a parts cleaner is an aerosol composition containing an HCFC compound as a cleaning component. Since the jetted aerosol composition is discharged into the atmosphere, it is difficult to recover the discharged HCFC compound recovery. Therefore, there is an urgent need to replace cleaning components with low GWP HCFO compounds.
  • parts cleaners are sometimes used to periodically remove oil adhering to rotating bodies such as brake discs and brake drums, as well as oil adhering to suspensions and wheels, in friction brake devices such as vehicles. , may be required to be non-combustible. However, if the injection gas contained in the parts cleaner is limited to a nonflammable gas, it may not be possible to stably inject the cleaning component.
  • An object of one embodiment of the present invention is to provide a cleaning aerosol composition capable of stably injecting cleaning components.
  • Another object of one embodiment of the present invention is to provide a nonflammable parts cleaner capable of stably injecting cleaning components.
  • One embodiment of the present invention provides a cleaning aerosol composition comprising a fluorine-based cleaning agent, a first propellant gas, and a second propellant gas having a higher molecular weight and a lower partial pressure than the first propellant gas. do.
  • the first injection gas is one selected from the group consisting of liquefied petroleum gas, dimethyl ether, E-1,3,3,3-tetrafluoropropene, carbon dioxide gas, nitrogen gas, nitrous oxide gas, and compressed air. or more.
  • the second injection gas may be trifluoroiodomethane.
  • the first injection gas is one or more selected from the group consisting of carbon dioxide gas, nitrogen gas, nitrous oxide gas, and E-1,3,3,3-tetrafluoropropene, and the second injection gas may be trifluoroiodomethane.
  • the fluorine-based detergent includes cis-1-chloro-3,3,3-trifluoropropene (HFO-1233zd(Z)), cis-1-chloro-2,3,3-trifluoro-1-propene ( HCFO-1233yd(Z)), 1,3-dichloro-2,3,3-trifluoropropene (HCFO-1223yd), and 1-chloro-2,3,3,4,4,5,5-heptafluoro -1-pentene (HCFO-1437dycc).
  • the second injection gas may have a pressure ratio of 30% or less with respect to the total pressure of the first injection gas and the second injection gas.
  • An embodiment of the present invention provides a parts cleaner comprising the cleaning aerosol composition and a spray can containing the cleaning aerosol composition.
  • the pressure of the cleaning aerosol composition in the spray can may be 0.8 MPa or less.
  • a cleaning aerosol composition capable of stably injecting cleaning components.
  • a nonflammable parts cleaner capable of stably injecting cleaning components.
  • a cleaning aerosol composition according to an embodiment of the present invention and a nonflammable parts cleaner containing the same will be described below.
  • the embodiments of the present invention should not be construed as being limited to the descriptions of the embodiments and examples shown below.
  • the notation "X to Y" in the description of the numerical range means X or more and Y or less, unless otherwise specified.
  • a cleaning aerosol composition according to one embodiment of the present invention includes a fluorine-based cleaning agent, a first propellant gas, and a second propellant gas having a higher molecular weight and a lower partial pressure than the first propellant gas.
  • the cleaning aerosol composition according to one embodiment of the present invention contains, as an essential component of a fluorine-based cleaning agent, for example, cis-1-chloro-3,3,3-trifluoropropene (HFO-1233zd(Z)). , cis-1-chloro-2,3,3-trifluoro-1-propene (HCFO-1233yd(Z)), 1,3-dichloro-2,3,3-trifluoropropene (HCFO-1223yd), and One or more selected from the group consisting of 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene (HCFO-1437dycc).
  • a fluorine-based cleaning agent for example, cis-1-chloro-3,3,3-trifluoropropene (HFO-1233zd(Z)).
  • HCFO-1233yd(Z) cis-1-chloro-2,3,3-trifluoro-1-propene
  • cis-1-chloro-3,3,3-trifluoropropene (HFO-1233zd(Z)) is 39°C and the GWP is less than 1.
  • cis-1-chloro-2,3,3-trifluoro-1-propene (HCFO-1233yd(Z)) has a boiling point of 54° C. and a GWP of less than 1.
  • 1,3-dichloro-2,3,3-trifluoropropene (HCFO-1223yd(Z)) has cis and trans isomers
  • cis-1,3-dichloro-2,3,3- Trifluoropropene (HCFO-1223yd(Z)) has a boiling point of 56° C., a GWP of less than 10
  • trans-1,3-dichloro-2,3,3-trifluoropropene (HCFO-1223yd(E) ) has a boiling point of 60° C. and a GWP of less than 10.
  • 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene (HCFO-1437dycc) has cis and trans isomers
  • cis-1-chloro-2, 3,3,4,4,5,5-heptafluoro-1-pentene (HCFO-1437dycc(Z)) has a boiling point of about 89° C., a small GWP
  • trans-1-chloro-2,3,3 ,4,4,5,5-heptafluoro-1-pentene (HCFO-1437dycc(E)) has a boiling point of about 89° C. and has a small GWP like HCFO-1437dycc(Z).
  • HFO-1233zd(Z), HCFO-1233yd(Z), HCFO-1223yd, and HCFO-1437dycc are excellent fluorine-based cleaners to replace HCFC compounds.
  • the cleaning aerosol composition according to one embodiment of the present invention containing HFO-1233zd(Z), HCFO-1233yd(Z), HCFO-1223yd, or HCFO-1437dycc as a fluorine-based cleaning agent has no load on the global environment.
  • HFO-1233zd(Z), HCFO-1233yd(Z), HCFO-1223yd, and HCFO-1437dycc do not have a flash point, so they can provide a nonflammable cleaning aerosol composition.
  • the cleaning aerosol composition comprises HFO-1233zd(Z), HCFO-1233yd(Z), HCFO-1223yd, or HCFO-1437dycc plus solvents and/or additives that have the desired cleaning ability. agents can be included in the fluorinated cleaner.
  • HFO-1233zd(Z) is contained in an amount of 20% by mass or more relative to the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 30% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 40% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 50% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HFO-1233zd(Z) is contained in an amount of 60% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 70% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 80% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HFO-1233zd(Z) is contained in an amount of 90% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HFO-1233zd(Z) is contained in an amount of 95% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • HFO-1233zd(Z) is contained in an amount of 97% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • HFO-1233zd(Z) is contained in an amount of 98% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HFO-1233zd(Z) is contained in an amount of 99% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • the fluorine-based cleaning agent consists only of HFO-1233zd(Z).
  • the content of HFO-1233zd(Z) is 20% by mass or more and 99% by mass or less, 20% by mass or more and 98% by mass or less, or 20% by mass or more and 97% by mass, based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1233yd(Z) is contained in an amount of 20% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 30% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 40% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 50% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1233yd(Z) is contained in an amount of 60% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 70% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 80% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 90% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • HCFO-1233yd(Z) is contained in an amount of 95% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 97% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 98% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1233yd(Z) is contained in an amount of 99% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, the present fluorine-based cleaning agent consists only of HCFO-1233yd(Z).
  • the content of HCFO-1233yd (Z) is 20% by mass or more and 99% by mass or less, 20% by mass or more and 98% by mass or less, or 20% by mass or more and 97% by mass, based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1223yd is contained in an amount of 20% by mass or more relative to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 30% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 40% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 50% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 60% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1223yd is contained in an amount of 70% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 80% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 90% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 95% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1223yd is contained in an amount of 97% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • HCFO-1223yd is contained in an amount of 98% by mass or more with respect to the total amount of the fluorine-based cleaning agent. Alternatively, 99% by mass or more of HCFO-1223yd is contained in the total amount of the fluorine-based cleaning agent. Alternatively, the present fluorine-based cleaning agent consists only of HCFO-1223yd.
  • the content of HCFO-1223yd is 20% by mass or more and 99% by mass or less, 20% by mass or more and 98% by mass or less, 20% by mass or more and 97% by mass or less, based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1223yd may be cis, trans, or a mixture of both. Since the boiling points of HCFO-1223yd(Z) and HCFO-1223yd(E) are close to each other, it may be difficult to completely separate HCFO-1223yd(Z) and HCFO-1223yd(E). be.
  • the content of HCFO-1223yd(Z) and HCFO-1223yd(E) is represented by the mass ratio of HCFO-1223yd(Z)/HCFO-1223yd(E) and is 100/0 to 0/100.
  • HCFO-1437dycc is contained in an amount of 20% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 30% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 40% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 50% by mass or more based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1437dycc is contained in an amount of 60% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 70% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 80% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, HCFO-1437dycc is contained in an amount of 90% by mass or more with respect to the total amount of the fluorine-based cleaning agent.
  • HCFO-1437dycc is contained in an amount of 95% by mass or more based on the total amount of the fluorine-based cleaning agent. Alternatively, 97% by mass or more of HCFO-1437dycc is contained in the total amount of the fluorine-based cleaning agent. Alternatively, 98% by mass or more of HCFO-1437dycc is contained in the total amount of the fluorine-based cleaning agent. Alternatively, 99% by mass or more of HCFO-1437dycc is contained in the total amount of the fluorine-based cleaning agent. Alternatively, the present fluorine-based cleaning agent consists only of HCFO-1437dycc.
  • the content of HCFO-1437dycc is 20% by mass or more and 99% by mass or less, 20% by mass or more and 98% by mass or less, 20% by mass or more and 97% by mass or less, based on the total amount of the fluorine-based cleaning agent.
  • HCFO-1437dycc may be a cis isomer, a trans isomer, or a mixture of both. Since the boiling points of HCFO-1437dycc(Z) and 1437dycc(E) are close to each other, it may be difficult to completely separate 1437dycc(Z) and 1437dycc(E). In one embodiment, the content of HCFO-1437dycc (Z) and HCFO-1437dycc (E) is expressed as a mass ratio of HCFO-1437dycc (Z)/HCFO-1437dycc (E), and is 100/0 to 0/100.
  • the fluorine-based cleaning agent contains trans-1-chloro-2,3,3-trifluoro-1-propene (HCFO-1233yd(E)) in addition to HCFO-1233yd(Z). It's okay.
  • HCFO-1233yd(E) has a boiling point of 49° C. and a GWP of less than one. Since the boiling points of HCFO-1233yd(Z) and HCFO-1233yd(E) are close to each other, it may be difficult to completely separate HCFO-1233yd(E) from HCFO-1233yd(Z). However, since the GWP of HCFO-1233yd(E) is also less than 1, the fluorine-based cleaning agent may contain HCFO-1233yd(E).
  • the fluorine-based cleaning agent may contain 3-chloro-1,1,2,2-tetrafluoropropane (HCFC-244ca) in addition to HCFO-1233yd(Z).
  • the boiling point of HCFC-244ca is 49°C.
  • HCFC-244ca has a higher GWP than HCFO-1233yd(Z)
  • HCFC-244ca may be included during the manufacturing process of HCFO-1233yd(Z). Even if a trace amount of HCFC-244ca is present, the present fluorine-based cleaning agent containing mainly HCFO-1233yd(Z) can be used in the present cleaning aerosol composition.
  • the fluorine-based cleaning agent can contain an organic compound (A) and/or an additive (B).
  • the organic compound (A) contained in the fluorine-based cleaning agent includes hydrocarbons, alcohols, ketones, ethers, esters, chlorocarbons, HFCs, and HFEs. , These may be one type or two or more types.
  • hydrocarbons used as the organic compound (A) hydrocarbons having 5 or more carbon atoms are preferred.
  • the hydrocarbons may be linear or cyclic, saturated hydrocarbons, or unsaturated hydrocarbons.
  • Specific examples of hydrocarbons include n-pentane, 2-methylbutane, n-hexane, 2-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane, n-heptane, and 2-methylhexane.
  • Alcohols having 1 to 16 carbon atoms are preferable as the alcohols used as the organic compound (A).
  • Alcohols may be linear or cyclic, saturated alcohols, or unsaturated alcohols. Specific examples of alcohols include methanol, ethanol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, isobutyl alcohol, tert-butyl alcohol, 1-pentanol, 2-pentanol, 1-ethyl-1-propanol, 2-methyl-1-butanol, 3-methyl-1-butanol, 3-methyl-2-butanol, neopentyl alcohol, 1-hexanol, 2-methyl-1-pentanol, 4 -methyl-2-pentanol, 2-ethyl-1-butanol, 1-heptanol, 2-heptanol, 3-heptanol, 1-octanol, 2-octanol, 2-ethyl-1-
  • ketones having 3 to 9 carbon atoms are preferable.
  • the ketones may be linear or cyclic, saturated ketones, or unsaturated ketones.
  • Ketones include acetone, methyl ethyl ketone, 2-pentanone, 3-pentanone, 2-hexanone, methyl isobutyl ketone, 2-heptanone, 3-heptanone, 4-heptanone, diisobutyl ketone, mesityl oxide, holone, 2-octanone, Cyclohexanone, methylcyclohexanone, isophorone, 2,4-pentanedione, 2,5-hexanedione, diacetone alcohol, acetophenone, and the like. Among them, acetone and methyl ethyl ketone are preferred.
  • Ethers having 2 to 8 carbon atoms are preferable as the ethers used as the organic compound (A).
  • Ethers may be linear or cyclic, saturated ethers, or unsaturated ethers.
  • Specific examples of ethers include diethyl ether, dipropyl ether, diisopropyl ether, dibutyl ether, ethyl vinyl ether, butyl vinyl ether, anisole, phenetol, methylanisole, furan, methylfuran, and tetrahydrofuran. Among them, diethyl ether, diisopropyl ether, and tetrahydrofuran are preferred.
  • esters having 2 to 19 carbon atoms are preferred.
  • Esters may be linear or cyclic, saturated esters, or unsaturated esters.
  • Specific examples of esters include methyl formate, ethyl formate, propyl formate, butyl formate, isobutyl formate, pentyl formate, methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, and sec-butyl acetate.
  • chlorocarbons used as the organic compound (A) chlorocarbons having 1 to 3 carbon atoms are preferable.
  • the chlorocarbons may be linear or cyclic, saturated chlorocarbons, or unsaturated chlorocarbons.
  • Specific examples of chlorocarbons include methylene chloride, 1,1-dichloroethane, 1,2-dichloroethane, 1,1,2-trichloroethane, 1,1,1,2-tetrachloroethane, 1,1,2 ,2-tetrachloroethane, pentachloroethane, 1,1-dichloroethylene, cis-1,2-dichloroethylene, trans-1,2-dichloroethylene, trichlorethylene, tetrachloroethylene, and 1,2-dichloropropane.
  • methylene chloride, trans-1,2-dichloroethylene, and trichlorethylene are more preferred.
  • HFCs used as the organic compound (A) chain or cyclic HFCs having 4 to 8 carbon atoms are preferred, and HFCs in which the number of fluorine atoms in one molecule is equal to or greater than the number of hydrogen atoms is more preferred.
  • HFCs include 1,1,1,3,3-pentafluorobutane, 1,1,1,2,2,3,4,5,5,5-decafluoropentane, 1, 1,2,2,3,3,4-heptafluorocyclopentane, 1,1,1,2,2,3,3,4,4-nonafluorohexane, 1,1,1,2,2,3 , 3,4,4,5,5,6,6-tridecafluorohexane, and 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro octane and the like.
  • HFEs used as the organic compound (A) include 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356mmz), C 4 F 9 OCH 3 , C 3 F 7 OCH 3 , 1,1,2,2-tetrafluoroethoxy-1-(2,2,2-trifluoro)ethane (HFE-347pc-f) and the like are preferred.
  • the organic compound (A) is more preferably a compound that does not have a flash point.
  • Compounds without flash points include 1,1,1,2,2,3,4,5,5,5-decafluoropentane, 1,1,1,2,2,3,3,4,4 -HFCs such as nonafluorohexane and 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexane, and 1,1,2,2- Examples include HFEs such as tetrafluoroethoxy-1-(2,2,2-trifluoro)ethane.
  • a compound having a flash point is used as the organic compound (A)
  • it is preferably used within a range not having a flash point as the fluorine-based cleaning agent.
  • the lower limit of the content of the organic compound (A) is 0.01% by mass or more and 0 .1 mass % or more, 1 mass % or more, 3 mass % or more, 5 mass % or more, or 10 mass % or more.
  • the upper limit of the content of the organic compound (A) is 80% by mass or less, 70% by mass or less, 60% by mass or less, 50% by mass or less, 40% by mass or less, 30% by mass or less with respect to the total amount of the fluorine-based cleaning agent. % by mass or less, or 20% by mass or less.
  • the content of the organic compound (A) is 0.01% by mass or more and 80% by mass or less, 0.01% by mass or more and 70% by mass or less, based on the total amount of the fluorine-based cleaning agent.
  • the additive (B) contained in the fluorine-based cleaning agent includes stabilizers, surfactants, flame retardants, metal passivators, corrosion inhibitors, and the like. These additives (B) are preferably selected appropriately according to various uses of the fluorine-based cleaning agent.
  • the composition can be prevented from decomposing even under severe conditions such as heating conditions by including a stabilizer in the fluorine-based cleaning agent.
  • stabilizers include nitro compounds, epoxy compounds, phenols, imidazoles, amines, phosphorus compounds, sulfur compounds, nitrogen-containing alcohol compounds, unsaturated hydrocarbons, and the like. or two or more types.
  • nitro compounds used as stabilizers include aliphatic nitro compounds such as nitromethane, nitroethane, 1-nitropropane and 2-nitropropane, nitrobenzene, o-, m- or p-dinitrobenzene, trinitrobenzene, o-, m- or p-nitrotoluene, o-, m- or p-ethylnitrobenzene, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3 ,5-dimethylnitrobenzene, o-, m- or p-nitroacetophenone, o-, m- or p-nitrophenol, and aromatic nitro compounds such as o-, m- or p-nitroanisole.
  • epoxy compounds used as stabilizers include ethylene oxide, 1,2-butylene oxide, propylene oxide, styrene oxide, cyclohexene oxide, glycidol, epichlorohydrin, glycidyl methacrylate, phenyl glycidyl ether, allyl glycidyl ether, Monoepoxy compounds such as methyl glycidyl ether, butyl glycidyl ether, and 2-ethylhexyl glycidyl ether, diepoxybutane, vinylcyclohexene dioxide, neopentyl glycol diglycidyl ether, ethylene glycol diglycidyl ether, glycerin polyglycidyl ether, and tri Examples include polyepoxy compounds such as methylolpropane triglycidyl ether.
  • Phenols used as stabilizers may have substituents such as alkyl groups, alkenyl groups, alkoxy groups, carboxyl groups, carbonyl groups, and halogens in addition to hydroxyl groups.
  • Specific examples of phenols include 2,6-di-t-butyl-p-cresol, o-cresol, m-cresol, p-cresol, thymol, pt-butylphenol, o-methoxyphenol, m -Methoxyphenol, p-methoxyphenol, eugenol, isoeugenol, butylhydroxyanisole, phenol, xylenol and other monohydric phenols, t-butylcatechol, hydroquinone, methylhydroquinone, t-butylhydroquinone, 2,5-di- t-amylhydroquinone, 2,5-di-t-butylhydroquinone, 2,2'-m
  • imidazoles used as stabilizers imidazoles having a hydrocarbon group having 1 to 18 carbon atoms as a substituent at the N-position are preferred.
  • This hydrocarbon group may be chain or cyclic, and may be a saturated hydrocarbon group or an unsaturated hydrocarbon group.
  • imidazoles include 1-methylimidazole, 1-n-butylimidazole, 1-phenylimidazole, 1-benzylimidazole, 1-( ⁇ -oxyethyl)imidazole, 1-methyl-2-propylimidazole, 1-methyl-2-isobutylimidazole, 1-n-butyl-2-methylimidazole, 1,2-dimethylimidazole, 1,4-dimethylimidazole, 1,5-dimethylimidazole, 1,2,5-trimethylimidazole, 1,4,5-trimethylimidazole, 1-ethyl-2-methylimidazole, 2-mercaptobenzimidazole and the like.
  • amines used as stabilizers include pentylamine, hexylamine, diisopropylamine, diisobutylamine, di-n-propylamine, diallylamine, triethylamine, N-methylaniline, pyridine, morpholine, N-methyl morpholine, triallylamine, allylamine, ⁇ -methylbenzylamine, methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, propylamine, isopropylamine, dipropylamine, butylamine, isobutylamine, dibutylamine, tributylamine, dibenzylamine, tribenzylamine, 2-ethylhexylamine, aniline, N,N-dimethylaniline, N,N-diethylaniline, ethylenediamine, propylenediamine, diethylenetriamine, tetraethylenepentamine, benzylamine, diphenylamine
  • phosphorus compounds used as stabilizers include triphenylphosphite, diphenylisodecylphosphite, phenyldiisodecylphosphite, tris(nonylphenyl)phosphite, and tris(2,4-di-t -Butylphenyl)phosphite and the like.
  • sulfur compounds used as stabilizers include didodecyl 3,3′-thiodipropionate, ditetradecyl 3,3′-thiodipropionate, 3-(dodecylthio)propionic acid, and 3,3 and dioctadecyl'-thiodipropionate.
  • nitrogen-containing alcohol compounds used as stabilizers include N-stearyl-N,N',N'-tris(polyoxyethylene)-1,3-diaminopropane, ethylenediamine-N,N'- diethanol, ethylenediamine-N,N,N',N'-tetra-2-propanol, triethylenetetramine-N-2-propanol, xylenediamine-N-2-propanol, alkylolamide, oleic acid triethanolamine ester, laurylamine-N,N-diethanol, stearylamine-N,N-diethanol, oleylamine-N,N-diethanol, bis(2-hydroxyethyl)soyamine, oleic acid dialcoholamide, stearylaminopropylaminoethanol, and 1 , 3-propylenediamine-NC 12-18 -alkyl-N′-ethanol and the like.
  • unsaturated hydrocarbons used as stabilizers include, specifically, alkene compounds such as octene, diene compounds such as isoprene and propadiene, unsaturated hydrocarbon compounds having diene compounds such as terpenes as structural units, and aromatic unsaturated hydrocarbon compounds such as ⁇ -methylstyrene and p-isopropenyltoluene.
  • the fluorine-based cleaning agent contains a surfactant to further improve the detergency, interfacial action, and the like.
  • surfactants include cationic surfactants, nonionic surfactants, anionic surfactants, and amphoteric surfactants. There may be.
  • Examples of preferred cationic surfactants include quaternary ammonium salts such as dodecyldimethylammonium chloride and trimethylammonium chloride.
  • Examples of preferred nonionic surfactants include polyoxyalkylene nonylphenyl ethers, polyoxyalkylene alkyl ethers, fatty acid alkanolamides, glycerin fatty acid esters, sorbitan fatty acid esters, sucrose fatty acid esters, propylene glycol fatty acid esters, and phosphoric acid.
  • Surfactants such as esters of fatty acids are included.
  • Examples of preferred anionic surfactants include alkyl sulfates such as polyoxyethylene alkyl sulfates, carboxylates such as fatty acid salts (soap), ⁇ -olefin sulfonates, and sulfones such as lauryl sulfate. acid salts.
  • Examples of preferred amphoteric surfactants include betaine compounds such as alkylbetaines.
  • the fluorinated cleaning agent may contain a flame retardant to improve combustibility.
  • flame retardants include phosphates, halogenated aromatic compounds, fluorinated iodocarbons, fluorinated bromocarbons, and the like.
  • the additive (B) is 0.0001% by mass or more, 0.001% by mass or more, 0.01% by mass or more, 0.1% by mass or more, relative to the total amount of the fluorine-based cleaning agent, 1% by mass or more, or 3% by mass or more. In one embodiment, the additive (B) is 10% by mass or less, 5% by mass or less, 3% by mass or less, 1% by mass or less, and 0.1% by mass or less with respect to the total amount of the fluorine-based cleaning agent. , 0.01% by mass or less, or 0.001% by mass or less.
  • the content of the additive (B) is 0.0001% by mass or more and 10% by mass or less, 0.0001% by mass or more and 5% by mass or less, relative to the total amount of the fluorine-based cleaning agent.
  • 0.0001% by mass or more and 3% by mass or less 0.0001% by mass or more and 1% by mass or less, 0.0001% by mass or more and 0.1% by mass or less, 0.0001% by mass or more and 0.01% by mass or less; 0001% by mass or more and 0.001% by mass or less, 0.001% by mass or more and 10% by mass or less, 0.001% by mass or more and 5% by mass or less, 0.001% by mass or more and 3% by mass or less, 0.001% by mass or more 1% by mass or less, 0.001% by mass or more and 0.1% by mass or less, 0.001% by mass or more and 0.01% by mass or less, 0.01% by mass or more and 10% by mass or less, 0.01% by mass or more and 5% by mass % or less
  • the present fluorine-based cleaning agent may contain other components within a range that does not impair the effects of the present cleaning aerosol composition.
  • Other components are not particularly limited, other than the components described above, that is, HFO-1233zd(Z) or HCFO-1233yd(Z), organic compound (A), and additive (B).
  • impurities derived from the components described above may be used. Examples of such impurities include, but are not limited to, raw materials used in the manufacturing process of the above components.
  • the cleaning aerosol composition according to one embodiment of the present invention contains liquefied petroleum gas (eg, propane, butane, isobutane, etc.), dimethyl ether, and E-1,3,3,3-tetrafluoro as the first propellant gas.
  • liquefied petroleum gas eg, propane, butane, isobutane, etc.
  • dimethyl ether e.g., dimethyl ether
  • E-1,3,3,3-tetrafluoro etrafluoro
  • One or more gases selected from propene (HFO-1234ze(E)), carbon dioxide, nitrogen, nitrous oxide, and compressed air may be included.
  • a cleaning aerosol composition according to an embodiment of the present invention may contain trifluoroiodomethane as the second propellant gas.
  • Trifluoroiodomethane has a molecular weight of 195.91, which is larger than that of the first propellant gas. Therefore, in the present cleaning aerosol composition, it is possible to improve the jetting force when jetting the cleaning agent. Moreover, since trifluoroiodomethane is also used as a fire extinguishing agent, it can impart nonflammability to the present cleaning aerosol composition even when the present cleaning agent contains a combustible substance. Furthermore, trifluoroiodomethane has a GWP of 5 or less, and can provide the present cleaning aerosol composition with reduced load on the global environment.
  • the first propellant gas is selected from the group consisting of carbon dioxide gas, nitrogen gas, nitrous oxide gas, and E-1,3,3,3-tetrafluoropropene. and the second propellant gas is preferably trifluoroiodomethane.
  • the second propellant gas may have a pressure ratio of 30% or less, and may have a pressure ratio of 20% or less with respect to the total pressure of the first propellant gas and the second propellant gas. is preferred.
  • the cleaning aerosol composition can be provided as a parts cleaner.
  • the parts cleaner comprises the cleaning aerosol composition and a spray can containing the cleaning aerosol composition.
  • the spray can is not particularly limited, and can be appropriately selected from spray cans generally used for parts cleaners.
  • the pressure of the cleaning aerosol composition in the spray can is 0.8 MPa or less, but is not limited thereto.
  • the cleaning aerosol composition since the cleaning aerosol composition has appropriate fluidity and solubility, it is suitable for washing away or dissolving and removing foreign matter from articles.
  • Materials for this item include metal, resin, rubber, fiber, glass, ceramics, and composite materials thereof.
  • Composite materials include laminates of metal and resin.
  • Specific examples of articles include precision machine parts, electronic materials (printed circuit boards, liquid crystal displays, magnetic recording parts, semiconductor materials, etc.), resin processed parts, optical lenses, textile products, and medical instruments. is not limited to
  • oils and fats such as grease, processing oil, silicone oil, fat, flux, wax, ink, mineral oil, mold release agent containing silicone oil, dirt such as dust, liquid droplets, and water droplets. This is not the case.
  • the present cleaning aerosol composition has an appropriate boiling point and is suitable for such cleaning because it can wet dirt and wash it away.
  • the method for cleaning the article is not particularly limited, but examples include spray cleaning in which the present aerosol composition is sprayed from a spray can to form an aerosol, and is sprayed onto various articles to be cleaned to bring the aerosol composition into contact with the article. be done.
  • This parts cleaner is nonflammable and can stably inject cleaning ingredients.
  • a substance with a low GWP is used as an essential component, it is an excellent parts cleaner that reduces the load on the global environment.
  • Detergent 1 HCFO-1233zd (Z) The above HCFO-1233zd(Z) was used.
  • Detergent 2 HCFO-1233zd isomer mixture Using the above HCFO-1233zd(Z) and HCFO-1233zd(E), the mass ratio represented by HCFO-1233zd(Z)/HCFO-1233zd(E) is 95. /5 to prepare an HCFO-1233zd isomer mixture.
  • Detergent 3 HCFO-1233yd isomer mixture Using the above HCFO-1233yd(Z) and HCFO-1233yd(E), the mass ratio represented by HCFO-1233yd(Z)/HCFO-1233yd(E) is 95. HCFO-1233yd isomer mixture was prepared by adding octene isomer to 0.1% by mass.
  • a spray can containing cleaning agent 1 was filled with the propellant so that the internal pressure was 0.6 MPa.
  • propellants the following propellants 1 to 4 were used (Examples 1 and 2 and Comparative Examples 1 and 2).
  • the propellant 5 was used as the propellant (Comparative Example 5)
  • the internal pressure could not be sufficiently increased, and the propellant 5 was unsuitable as a propellant.
  • Propellant 1 CO 2 /CF 3 I (pressure ratio to total amount of propellant: CO 2 : 80%, CF 3 I: 20%)
  • Propellant 2 N 2 /HCFO-1234ze(E)/CF 3 I (pressure ratio to total amount of propellant: N 2 : 70%, HCFO-1234ze(E): 10%, CF 3 I: 20%)
  • Propellant 3 CO2
  • Propellant 4 N2
  • Propellant 5 CF 3 I
  • Example 3 cleaning agent 1 and propellant 1 and Example 2 (cleaning agent 1 and propellant 2), Comparative Example 1 (cleaning agent 1 and propellant 3) and Comparative Example 2 (cleaning agent 1 and propellant Compared to 4), the brake fluid could be removed from the test piece in a shorter time. Moreover, the solvent composition adhering to the test piece dried immediately.
  • a spray can was filled with the aerosol composition and a cleaning test was conducted in the same manner as in Examples 1 and 2 and Comparative Examples 1 and 2, except that the cleaning agent 2 was used instead of the cleaning agent 1.
  • Examples 3-4 and Comparative Examples 3-4 showed comparable results corresponding to Examples 1-2 and Comparative Examples 1-2.
  • a spray can was filled with the aerosol composition and a cleaning test was conducted in the same manner as in Examples 1 and 2 and Comparative Examples 1 and 2, except that the cleaning agent 3 was used instead of the cleaning agent 1.
  • Examples 5-6 and Comparative Examples 5-6) showed comparable results corresponding to Examples 1-2 and Comparative Examples 1-2.

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Citations (5)

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Publication number Priority date Publication date Assignee Title
JPH08507524A (ja) * 1993-03-05 1996-08-13 イコン コーポレーション Ｃｆｃ及びハロン代替フルオロヨードカーボン混合物
JP2008504374A (ja) * 2004-04-16 2008-02-14 ハネウェル・インターナショナル・インコーポレーテッド テトラフルオロプロペンおよびトリフルオロヨードメタンの共沸混合物様組成物
WO2019208019A1 (ja) * 2018-04-27 2019-10-31 株式会社スリーボンド 洗浄剤組成物、洗浄用エアゾール、汚染部の洗浄方法
JP2020041159A (ja) * 2017-05-31 2020-03-19 神戸合成株式会社 エアゾール洗浄剤組成物
JP2021004354A (ja) * 2019-04-04 2021-01-14 株式会社カネコ化学 溶剤組成物及びそれを含む洗浄用エアゾール組成物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08507524A (ja) * 1993-03-05 1996-08-13 イコン コーポレーション Ｃｆｃ及びハロン代替フルオロヨードカーボン混合物
JP2008504374A (ja) * 2004-04-16 2008-02-14 ハネウェル・インターナショナル・インコーポレーテッド テトラフルオロプロペンおよびトリフルオロヨードメタンの共沸混合物様組成物
JP2008505989A (ja) * 2004-04-16 2008-02-28 ハネウェル・インターナショナル・インコーポレーテッド 共沸混合物様トリフルオロヨードメタン組成物
JP2020041159A (ja) * 2017-05-31 2020-03-19 神戸合成株式会社 エアゾール洗浄剤組成物
WO2019208019A1 (ja) * 2018-04-27 2019-10-31 株式会社スリーボンド 洗浄剤組成物、洗浄用エアゾール、汚染部の洗浄方法
JP2021004354A (ja) * 2019-04-04 2021-01-14 株式会社カネコ化学 溶剤組成物及びそれを含む洗浄用エアゾール組成物

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