JP2001262171A - Fluorine-based dilution solvent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a dilution solvent not exerting a bad influence on the global environment with respect to the disruption of ozone layer, global warming, etc. SOLUTION: This dilution solvent comprising (pentafluorohexyloxy)methane and/or tridecafluorohexane as an active ingredient is used as a dilution solvent for various kinds of organic chemical substance such as a lubricant, a coating, a mold-releasing agent, a water repellent and oil repellent agent, a moisture- proof coating agent, a waterproof agent, a polishing agent, an antistatic agent, an oil, a grease, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to (perfluorohexyloxy) methane and / or (perfluorohexyloxy) methane useful as a diluting solvent for various organic chemicals such as lubricants, paints, mold release agents, water / oil repellents, oils and greases. The present invention relates to a diluting solvent comprising tridecafluorohexane.

[0002]

2. Description of the Related Art Conventionally, as diluting solvents for various organic chemical substances, trichlorotrifluoroethane (hereinafter referred to as R113) and dichloropentafluoropropane (hereinafter referred to as R225) which are excellent in nonflammability, chemical and thermal stability. And perfluorocarbons such as perfluorohexane (hereinafter referred to as PFC) and the like have been widely used.

[0003]

However, R113 and R
225 has an ozone depletion potential, and PFC has an adverse effect on the global environment, such as a very high global warming potential. Production of chlorofluorocarbons such as R113 has already been banned, and hydrochlorofluorocarbons such as R225 are to be abolished in 2020 in advanced countries. Furthermore, PFC is a regulated substance under the Kyoto Protocol to prevent global warming. An object of the present invention is to provide a diluting solvent having the same performance as those of R113, R225 and PFC, and having no adverse effect on the global environment.

[0004]

As a result of intensive studies, the present inventor has found that a fluorine-based solvent (hereinafter referred to as fluorine-based solvent A) selected from the group consisting of (perfluorohexyloxy) methane and tridecafluorohexane is effective. It has been found that a solvent contained as a component can be used as a diluting solvent. That is, the present invention provides a diluting solvent for diluting an organic chemical substance, comprising at least one kind of fluorine-based solvent A selected from the group consisting of (perfluorohexyloxy) methane and tridecafluorohexane. I will provide a.

[0005] (Perfluorohexyloxy) methane in the present invention means a compound represented by the molecular formula C ₆ F ₁₃ OCH ₃ , and a compound represented by the descriptive formula CF ₃ (CF ₂ ) ₅ OCH ₃ is preferable. Further, the tridecafluorohexane in the present invention means a compound represented by a molecular formula C ₆ F ₁₃ H, and among them, 1,1,1,2,2,3,
3,4,4,5,5,6,6-tridecafluorohexane CF ₃ (CF ₂ ) ₅ H is preferred. C ₆ F ₁₃ OCH ₃ and C ₆
Any one of F ₁₃ H may be used, or a mixture thereof may be used. In addition, C ₆ F ₁₃ OCH ₃ and C ₆ F ₁₃
H may be used alone or in a mixture of two or more.

[0006] The diluting solvent containing the fluorinated solvent A of the present invention as an active ingredient can contain other various components according to various purposes. For example, an organic solvent other than the above (hereinafter, referred to as organic solvent B) can be further contained in order to increase the dissolving power or adjust the volatilization rate.

Preferred examples of the organic solvent B include:
Selected from the group consisting of hydrocarbons, alcohols, ketones, halogenated hydrocarbons (excluding tridecafluorohexane), ethers (excluding (perfluorohexyloxy) methane) and esters At least one of them. The ratio of the organic solvent B to the total of the organic solvent B and the fluorinated solvent A is 40% or less (based on mass; the same applies hereinafter), preferably 20% or less, particularly preferably 10% or less. . When an azeotropic composition is present in the diluting solvent of the present invention, it is preferable to use the azeotropic composition.

As the hydrocarbons, chain or cyclic saturated or unsaturated hydrocarbons having 5 to 15 carbon atoms are preferable.
-Pentane, 2-methylbutane, n-hexane, 2-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane, n-heptane, 2-methylhexane, 3-
Methylhexane, 2,4-dimethylpentane, n-octane, 2-methylheptane, 3-methylheptane, 4-
Methylheptane, 2,2-dimethylhexane, 2,5-
Dimethylhexane, 3,3-dimethylhexane, 2-methyl-3-ethylpentane, 3-methyl-3-ethylpentane, 2,3,3-trimethylpentane, 2,3,4
-Trimethylpentane, 2,2,3-trimethylpentane, 2-methylheptane, 2,2,4-trimethylpentane, n-nonane, 2,2,5-trimethylhexane,
n-decane, n-dodecane, 1-pentene, 2-pentene, 1-hexene, 1-octene, 1-nonene, 1-decene, cyclopentane, methylcyclopentane, cyclohexane, methylcyclohexane, ethylcyclohexane, bicyclohexane, Cyclohexene, α-pinene,
Examples thereof include dipentene, decalin, tetralin, and amylnaphthalene. More preferred are n-pentane, cyclopentane, n-hexane, cyclohexane, n-heptane and the like.

As the alcohol, a chain or cyclic saturated or unsaturated alcohol having 1 to 16 carbon atoms is preferable, and methanol, ethanol, 1-propanol, 2-
Propanol, n-butyl alcohol, sec-butyl alcohol, isobutyl alcohol, tert-butyl alcohol, 1-pentanol, 2-pentanol, 3
-Pentanol, 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-hexanol, 1-nonanol, 3,5,5-trimethyl-1-hexanol, 1-decanol, 1-undecanol, 1
-Dodecanol, 1-tetradecal, allyl alcohol, propargyl alcohol, benzyl alcohol, cyclohexanol, 1-methylcyclohexanol, 2
-Methylcyclohexanol, 3-methylcyclohexanol, 4-methylcyclohexanol, α-terpineol, 2,6-dimethyl-4-heptanol and the like. More preferably, methanol, ethanol, 2
-Propanol and the like.

As the ketones, chain or cyclic saturated or unsaturated ketones having 3 to 9 carbon atoms are preferred. Specifically, acetone, methyl ethyl ketone, 2-pentanone,
3-pentanone, 2-hexanone, methyl isobutyl ketone, 2-heptanone, 3-heptanone, 4-heptanone, diisobutyl ketone, mesityl oxide, holon,
2-octanone, cyclohexanone, methylcyclohexanone, isophorone, 2,4-pentanedione, 2,5
-Hexanedione, diacetone alcohol, acetophenone and the like. More preferred are acetone, methyl ethyl ketone and the like.

Halogenated hydrocarbons include those having 1 carbon atom.
~ 6 saturated or unsaturated chlorinated or chlorinated fluorinated hydrocarbons are preferred, methylene chloride, 1,1-dichloroethane, 1,2-dichloroethane, 1,1,2-trichloroethane, 1,1,1,1 2-tetrachloroethane, 1,
1,2,2-tetrachloroethane, pentachloroethane, 1,1-dichloroethylene, 1,2-dichloroethylene, trichloroethylene, tetrachloroethylene,
Examples thereof include 1,2-dichloropropane, dichloropentafluoropropane, dichlorofluoroethane, and decafluoropentane. More preferred are methylene chloride, trichloroethylene, tetrachloroethylene and the like.

The ethers are preferably chain or cyclic saturated or unsaturated ethers having 2 to 8 carbon atoms, such as diethyl ether, dipropyl ether, diisopropyl ether, dibutyl ether, ethyl vinyl ether, butyl vinyl ether, anisole, and phenetole. , Methylanisole, dioxane, furan, methylfuran, tetrahydrofuran and the like. More preferred are diethyl ether, diisopropyl ether, dioxane, tetrahydrofuran and the like.

As the esters, preferred are linear or cyclic saturated or unsaturated esters having 2 to 19 carbon atoms, specifically, methyl formate, ethyl formate, propyl formate, butyl formate, isobutyl formate, pentyl formate. , Methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, sec-butyl acetate, pentyl acetate, methoxybutyl acetate, hexyl acetate, acetic acid 2
-Ethyl butyl, 2-ethylhexyl acetate, cyclohexyl acetate, benzyl acetate, methyl propionate, ethyl propionate, butyl propionate, methyl butyrate, ethyl butyrate, butyl butyrate, isobutyl isobutyrate, ethyl 2-hydroxy-2-methylpropionate, Methyl benzoate, ethyl benzoate, propyl benzoate, butyl benzoate, benzyl benzoate, γ-butyrolactone, diethyl oxalate, dibutyl oxalate, dipentyl oxalate, diethyl malonate, dimethyl maleate, diethyl maleate, maleic acid Dibutyl, dibutyl tartrate, tributyl citrate, dibutyl sebacate, dimethyl phthalate,
Examples thereof include diethyl phthalate and dibutyl phthalate.
More preferred are methyl acetate, ethyl acetate and the like.

The organic chemicals that can be diluted with the diluting solvent of the present invention include lubricants, paints, release agents, water and oil repellents,
Examples include various organic chemical substances such as a moisture-proof coating agent, a waterproofing agent, a polishing agent, an antistatic agent, oil, and grease. Preferably, the organic chemical is a lubricant. In the composition of the present invention, the amount of the organic chemical in the diluting solvent is preferably 0.01 to 50%, more preferably 0.05 to 50%.
It is 30%, and more preferably 0.1 to 20%.

As the substrate on which the composition of the present invention is applied,
Various materials such as a metal substrate, a synthetic resin substrate, a glass substrate, and a ceramic substrate are exemplified. Preferred substrates in the present invention are metal substrates and synthetic resin substrates.

The organic chemical substance such as a lubricant diluted with a diluting solvent according to the present invention can be applied to a predetermined portion of a device in the production of various devices. After application, the diluting solvent is removed by evaporation.

[0017]

[Examples] [Examples 1 to 14] CF ₃ (C
F ₂ ) ₅ OCH ₃ (hereinafter referred to as PFHOM) or CF ₃
A fluorocarbon oil having a perfluoroalkyl group is diluted with (CF ₂ ) ₅ H (hereinafter, referred to as TDFH) or a diluting solvent containing them as an active ingredient (the amount of the fluorocarbon oil is determined by the dilution The diluted composition obtained was applied to the surface of an aluminum-deposited plate obtained by evaporating aluminum onto an iron plate, and the diluted solvent was air-dried to apply a lubricant to the surface of the aluminum-deposited plate. A film was formed. At this time, the drying property of the diluting solvent and the state of the obtained coating film were visually observed.

The state of the coating film was evaluated as follows: ◎: good coating, ；: almost good coating, Δ: partial unevenness observed, ×: considerable unevenness observed It was expressed by The drying properties were evaluated as follows: ◎: immediately dried, ；: dried within 10 minutes, Δ: dried within 1 hour, ×: 1
Did not dry in time, represented by Table 1 shows the results.
The values in parentheses indicate the mixing mass ratio.

[0019]

[Table 1]

Examples 15 to 28 Using a diluting solvent shown in Table 2 below, a silicone oil composed of a polyalkylsiloxane was diluted (the concentration of the silicone oil was 2% in the diluting solvent) to obtain a silicone oil. The diluted composition was applied to the surface of a stainless steel plate, and the diluted solvent was air-dried to form a lubricant coating on the surface of the stainless steel plate. At this time, the drying property of the diluting solvent and the state of the obtained coating film were visually observed.

The state of the coating film was evaluated as follows: ◎: good coating, ；: almost good coating, Δ: partial unevenness observed, ×: considerable unevenness observed It was expressed by The drying properties were evaluated as follows: ◎: immediately dried, ；: dried within 10 minutes, Δ: dried within 1 hour, ×: 1
Did not dry in time, represented by Table 2 shows the results.
The values in parentheses indicate the mixing mass ratio.

[0022]

[Table 2]

[Examples 29 to 34] In a diluting solvent shown in Table 3 below, an acrylic resin and a polycarbonate resin were added at room temperature for 24 hours.
The resin was immersed for a period of time, and then the appearance of the resin taken out was observed for change. The appearance was evaluated as follows: ；: no change, Δ: slight whitening or dissolution was observed, ×: whitening, cracking or dissolution was observed,
It was expressed by. Table 3 shows the results. The values in parentheses indicate the mixing mass ratio.

Example 35 (Comparative Example) Using R225,
The same test as in Example 29 was performed, and changes in the appearance of the resin were observed. Table 3 shows the results.

[0025]

[Table 3]

[0026]

As is clear from the examples, the diluting solvent of the present invention is excellent in diluting property and drying property, and no unevenness of the coating film is observed. In addition, the conventionally used R1
13, R225, has a moderate dissolving power like PFC,
Processing can be performed without adversely affecting composite parts made of metal, plastic, elastomer, and the like.

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Claims (4)

[Claims] 1. A dilution for diluting an organic chemical substance, comprising as an active ingredient at least one fluorine-based solvent selected from the group consisting of (perfluorohexyloxy) methane and tridecafluorohexane. solvent. 2. Hydrocarbons, alcohols, ketones, halogenated hydrocarbons (excluding tridecafluorohexane), ethers (excluding (perfluorohexyloxy) methane) and esters. The diluting solvent according to claim 1, further comprising at least one organic solvent selected from the group consisting of: 3. A composition comprising the diluent solvent according to claim 1 and a lubricant. 4. A method for applying a lubricant, comprising applying the composition according to claim 3 to a substrate and removing a diluting solvent by evaporation.