Wood preservation treatment liquid and method for producing wood with wood preservation agent

Abstract

A wood preservation treatment liquid contains an organic solvent containing 1-chloro-2,3,3,3-tetrafluoropropene and a wood preservation agent.

Description

Technical Field

[0001] The present disclosure relates to a wood preservation treatment liquid and a method for producing wood with a wood preservation agent. Background Art

[0002] Wood is a material used in various fields, but it suffers from the disadvantages of decay and deterioration due to fungal corrosion and insect attack, resulting in reduced strength. Therefore, various wood preservation treatment solutions have been developed to prevent degradation caused by fungi and insects, as well as methods for producing wood-preservative-treated wood using these solutions.

[0003] Japanese Patent Application Laid-Open No. 2021-66174 discloses a chemical treatment agent composition comprising an active ingredient for modifying a wood material and an organic solvent containing hydrofluoroolefins for dissolving the active ingredient. Summary of the Invention

[0004] Problems to be solved by the invention

[0005] One of the properties required of a wood preservation treatment liquid is wood permeability. High wood permeability of the wood preservation treatment liquid can increase the amount of the wood preservation agent introduced into the wood, further suppressing wood deterioration.

[0006] The present inventors have found that further improvement is required by studying the permeability of wood using hydrofluoroolefins (eg, 1-chloro-3,3,3-trifluoro-1-propene) specifically disclosed in Japanese Patent Application Laid-Open No. 2021-66174.

[0007] In view of the above-mentioned actual situation, the present disclosure sets as an object to provide a wood preservation treatment liquid having excellent permeability to wood.

[0008] Furthermore, the present disclosure aims to provide a method for producing wood with a wood preservative agent.

[0009] Solutions for solving problems

[0010] The present inventors have discovered that the above-mentioned problems can be solved by the following configuration.

[0011] (1) A wood preservation treatment liquid comprising: an organic solvent containing 1-chloro-2,3,3,3-tetrafluoropropene and a wood preservation agent.

[0012] (2) The wood preservation treatment liquid according to (1), wherein the content of 1-chloro-2,3,3,3-tetrafluoropropene is 50% by mass or more relative to the total mass of the organic solvent.

[0013] (3) The wood preservation treatment liquid according to (1) or (2), wherein the content of the organic solvent is 70 to 99.998% by mass relative to the total mass of the wood preservation treatment liquid.

[0014] (4) The wood preservation treatment liquid according to any one of (1) to (3), wherein

[0015] 1-chloro-2,3,3,3-tetrafluoropropene includes the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene and the E-isomer of 1-chloro-2,3,3,3-tetrafluoropropene.

[0016] The content of the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene is 50% by mass or more based on the total amount of the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene and the E-isomer of 1-chloro-2,3,3,3-tetrafluoropropene.

[0017] (5) The wood preservation treatment liquid according to any one of (1) to (4), wherein the wood preservation agent is at least one selected from ammonium-based wood preservation agents, triazole-based wood preservation agents, neonicotinoid-based wood preservation agents, phenylpyrazole-based wood preservation agents, phenylpyrrole-based wood preservation agents, benzoylphenylurea-based wood preservation agents, o-formylaminobenzamide-based wood preservation agents, strobilurin-based wood preservation agents, pyrethroid-based wood preservation agents, and a copper or zinc salt of a fatty acid and a fatty acid having an aromatic ring.

[0018] (6) The wood preservation treatment liquid according to any one of (1) to (4), wherein the wood preservation agent is at least one selected from the group consisting of triazole wood preservation agents, neonicotinoid wood preservation agents, pyrethroid wood preservation agents, and copper or zinc salts of fatty acids and fatty acids having aromatic rings.

[0019] (7) The wood preservation treatment liquid according to any one of (1) to (4), wherein the wood preservation agent is at least one selected from (2RS, 3RS; 2RS, 3SR)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, 1-[(6-chloro-3-pyridyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine, 2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether, zinc naphthenate, and copper naphthenate.

[0020] (8) The wood preservation treatment liquid according to any one of (1) to (7), wherein the content of the wood preservation agent is 0.002 to 30% by mass relative to the total mass of the wood preservation treatment liquid.

[0021] (9) The wood preservation treatment liquid according to any one of (1) to (8), wherein the wood preservation treatment liquid contains substantially no water, or the water content is 10% by mass or less relative to the total mass of the wood preservation treatment liquid.

[0022] (10) The wood preservation treatment liquid according to any one of (1) to (9), wherein when the ratio of the wood mass after treatment / the wood mass before treatment is measured based on the following permeability test, the ratio at 0.05 MPaG and the ratio at 0.10 MPaG in the pressure-resistant container are both 3.0 or more.

[0023] (Permeability test)

[0024] A cedar wood chip measuring 15 mm thick, 15 mm wide, and 50 mm long was placed in a glass tube. An amount of wood preservation treatment liquid sufficient to immerse the entire wood chip was injected into the glass tube. The glass tube was then placed in a sealed pressure container. The container was then pressurized with compressed air to a pressure of 0.05 MPaG or 0.10 MPaG. The container was allowed to stand for 30 minutes at 25°C. The wood chip was then removed from the container after standing. The ratio of the weight of the wood chip immediately after removal (i.e., the weight of the wood after treatment) to the weight of the wood chip before the permeability test (i.e., the weight of the wood before treatment) was calculated, respectively, when the pressure in the container was 0.05 MPaG or 0.10 MPaG.

[0025] (11) A method for producing wood with a wood preservative, comprising bringing the wood preservative treatment solution according to any one of (1) to (10) into contact with wood, volatilizing the organic solvent, and producing the wood with a wood preservative.

[0026] Effects of the Invention

[0027] According to one embodiment of the present disclosure, a wood preservation treatment liquid having excellent permeability to wood can be provided.

[0028] Furthermore, according to one embodiment of the present disclosure, a method for producing wood with a wood preservative agent can be provided. DETAILED DESCRIPTION

[0029] Hereinafter, one embodiment of the present disclosure will be described in detail.

[0030] In addition, in this specification, the numerical range expressed with "to" means the range which includes the numerical value described before and after "to" as a lower limit and an upper limit.

[0031] In this specification, the abbreviation of the compound is marked in the brackets after the compound name, and its abbreviation is used instead of the compound name as needed. In addition, the name of the compound having geometric isomers and its abbreviation are marked with (E) to represent the E body (trans body), and (Z) to represent the Z body (cis body). In the name and abbreviation of the compound, if the E body and Z body are not clearly marked, the name and abbreviation refer to a general term including the E body, the Z body, and a mixture of the E body and the Z body.

[0032] A key feature of the wood preservation treatment solution disclosed herein is its use of 1-chloro-2,3,3,3-tetrafluoropropene (CF₃-CF═CHCl, HCFO-1224yd, hereinafter referred to as 1224yd). Studies by the present inventors have shown that 1224yd has high permeability to wood, demonstrating the high permeability of the wood preservation treatment solution disclosed herein.

[0033] The wood preservation treatment liquid disclosed herein contains 1224 yd of an organic solvent and a wood preservation agent.

[0034] Hereinafter, each component will be described in detail.

[0035] (Organic Solvent)

[0036] The organic solvent contained 1224 yd.

[0037] 1224yd may be the Z isomer (cis isomer) or the E isomer (trans isomer) of 1224yd. The wood preservation treatment liquid of the present disclosure may contain only the Z isomer of 1224yd, only the E isomer of 1224yd, or both the Z and E isomers of 1224yd.

[0038] Among them, the organic solvent preferably contains at least 1224 yd of Z-isomer due to its higher volatility.

[0039] In order to maintain the superior volatility of the Z form, the content of the 1224yd Z form relative to the total amount of the 1224yd Z form and the 1224y E form is preferably 50% by mass or more, more preferably 70% by mass or more. The upper limit is 100% by mass or less.

[0040] The content of 1224yd in the organic solvent is preferably 50% by mass or more, more preferably 70% by mass or more, and even more preferably 90% by mass or more relative to the total mass of the organic solvent. The upper limit of the content of 1224yd in the organic solvent is 100% by mass or less.

[0041] The organic solvent only needs to contain 1224yd, and may or may not contain other solvents.

[0042] In addition, as an organic solvent, a solvent which can disperse|distribute or dissolve the wood preservation agent is preferable.

[0043] When the organic solvent contains other organic solvents besides 1224yd, the content of the other organic solvent is preferably less than 50% by mass, more preferably 30% by mass or less, and even more preferably 10% by mass or less, relative to the total mass of the organic solvent. The lower limit of the content of other organic solvents besides 1224yd in the organic solvent is 0% by mass.

[0044] The other organic solvents may be used alone or in combination of two or more.

[0045] Examples of other organic solvents include hydrocarbons, alcohols, ketones, ethers (excluding hydrofluoroethers), esters, nitrogen-containing organic solvents, and halogenated hydrocarbons (excluding 1224yd).

[0046] The hydrocarbons are preferably chain or cyclic saturated or unsaturated hydrocarbons having 5 to 8 carbon atoms. Specific examples thereof include n-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, cyclopentane, methylcyclopentane, cyclohexane, methylcyclohexane, ethylcyclohexane, and cyclohexene. Among them, n-pentane, cyclopentane, n-hexane, cyclohexane, and n-heptane are more preferred.

[0047] The hydrocarbons may be hydrocarbons having carbon numbers of 9 or more, such as mineral oil, kerosene, and petroleum ether. Alternatively, the hydrocarbons may be aromatic hydrocarbons such as toluene and xylene.

[0048] Alcohols are preferably linear or cyclic saturated or unsaturated alcohols having 1 to 6 carbon atoms. Specific examples include methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, isobutanol, tert-butanol, 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, allyl alcohol, propargyl alcohol, benzyl alcohol, and cyclohexanol. Among these, methanol, ethanol, and isopropanol are more preferred.

[0049] Ketones are preferably linear or cyclic saturated or unsaturated ketones having 3 to 6 carbon atoms, and specific examples thereof include acetone, methyl ethyl ketone, 2-pentanone, 3-pentanone, 2-hexanone, methyl isobutyl ketone, and cyclohexanone. Among them, acetone and methyl ethyl ketone are more preferred.

[0050] Ethers are preferably linear or cyclic saturated or unsaturated ethers having 2 to 6 carbon atoms. Specific examples include diethyl ether, dipropyl ether, diisopropyl ether, dimethoxymethane, ethyl vinyl ether, butyl vinyl ether, dioxane, furan, methylfuran, and tetrahydrofuran. Among them, diethyl ether, diisopropyl ether, dimethoxymethane, dioxane, and tetrahydrofuran are more preferred.

[0051] Esters are preferably linear or cyclic saturated or unsaturated esters having 2 to 8 carbon atoms. Specific examples 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, sec-butyl acetate, pentyl acetate, methoxybutyl acetate, sec-hexyl acetate, 2-ethylbutyl 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, γ-butyrolactone, diethyl oxalate, diethyl malonate, dimethyl maleate, diethyl maleate, and dimethyl tartaric acid. Among these, methyl acetate and ethyl acetate are more preferred.

[0052] Specific examples of the nitrogen-containing organic solvent include N-methyl-2-pyrrolidone, N-methylpyrrole, dimethylformamide, dimethyl sulfoxide, pyrrole, N-methylpyrrole, N-methylmorpholine, pyridine, and N-methylpyridine.

[0053] Examples of the halogenated hydrocarbons (excluding 1224yd) include dichloromethane, trichloroethylene, tetrachloroethylene, 1,2-dichloroethylene (either cis-isomer or trans-isomer or both), 1-chloro-2,3,3-trifluoro-1-propene (either E-isomer or Z-isomer or both), 1-chloro-3,3,3-trifluoro-1-propene (either E-isomer or Z-isomer or both), 1,1,1,4,4,4-hexafluoro-2-butene (either cis-isomer or trans-isomer or both), 1,1,2,2-tetrafluoroethyl-2-propene (either 1,1,2,2-tetrafluoroethyl-2-propene). , 2,2-trifluoroethoxyethane, one or both of 1,1,1,2,2,3,3,4,4-nonafluoro-methoxybutane and 2-trifluoromethyl-1,1,1,2,3,3-nonafluoro-methoxypropane, 1,1,1,2,2,3,3,4,4-nonafluoro-ethoxybutane, 2-trifluoromethyl-1,1,1,2,3,3-nonafluoro-ethoxypropane, 1,1,1,2,3,4,4,5,5,5-decafluoro-3-methoxy-2-(trifluoromethyl)pentane, and isomers of perfluoroheptene ether.

[0054] The content of the organic solvent is preferably 70 to 99.998% by mass, more preferably 80 to 99.99% by mass, based on the total mass of the wood preservation treatment liquid.

[0055] (Wood preservation agent)

[0056] The wood preservative can be any conventional wood preservative, and can be used as a fungicide / insecticide for removing wood-corroding fungi and insects such as termites, an antiseptic, an antitermite, or a mildew preventer.

[0057] The wood preservative agent is mixed with the organic solvent containing 1224 yd and injected into the wood. Thereafter, the organic solvent is volatilized and remains in the wood.

[0058] 1224yd exhibits excellent solubility in the aforementioned wood preservation agents due to its presence of halogen atoms, particularly chlorine atoms, in its molecule. It is believed that 1224yd also has an unsaturated bond (carbon-carbon double bond), which contributes to its polarity within the molecule.

[0059] Therefore, among wood preservatives, it is believed that wood preservatives such as ammonium-based wood preservatives, triazole-based wood preservatives, neonicotinoid-based wood preservatives, phenylpyrazole-based wood preservatives, phenylpyrrole-based wood preservatives, benzoylphenylurea-based wood preservatives, o-formylaminobenzamide-based wood preservatives, strobilurin-based wood preservatives, pyrethroid-based wood preservatives, and copper or zinc salts of fatty acids and aromatic ring-containing fatty acids have particularly excellent solubility in 1224 yd.

[0060] Specific examples of the ammonium-based wood preservative include didecyldimethylammonium chloride, N,N-didecyl-N-methyl-polyoxyethyl-ammonium propionate, and N-alkylbenzyldimethylammonium chloride.

[0061] Specific examples of triazole wood preservatives include (2RS, 3RS; 2RS, 3SR)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (RS)-1-p-chlorophenyl-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol, and 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole.

[0062] Specific examples of neonicotinoid wood preservation agents include (E)-N1-[(6-chloro-3-pyridyl)methyl]-N2-cyano-N1-methylacetamidine, 1-[(6-chloro-3-pyridyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine, (E)-1-(2-chloro-1,3-thiazol-5-ylmethyl)-3-methyl-2-nitroguanidine, and (EZ)-3-(2-chloro-1,3-thiazol-5-ylmethyl)-5-methyl-1,3,5-oxadiazol-4-methylene (nitro)amine.

[0063] Specific examples of phenylpyrazole-based wood preservatives include 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfonyl]-1H-pyrazole-3-carbonitrile.

[0064] Specific examples of phenylpyrrole-based wood preservatives include 4-(2,2-difluoro-1,3-benzodioxol-4-yl)pyrrole-3-carbonitrile.

[0065] Specific examples of benzoylphenylurea-based wood preservatives include 1-[3,5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl]-3-(2,6-difluorobenzoyl)urea and (RS)-1-[3-chloro-4-(1,1,2-trifluoro-2-trifluoromethoxyethoxy)phenyl]-3-(2,6-difluorobenzoyl)urea.

[0066] Specific examples of o-formylaminobenzamide-based wood preservatives include 3-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide.

[0067] Specific examples of the strobilurin-based wood preservative include methyl {2-[1-(4-chlorophenyl)pyrazol-3-yloxymethyl]phenyl}(methyloxy)carbamate.

[0068] Specific examples of pyrethroid wood preservatives include (±)-α-cyano-3-phenoxybenzyl (+)-cis, trans-chrysanthemate, 2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether, 4-ethoxyphenyl [3-(4-fluoro-3-phenoxyphenyl)propyl] dimethylsilane, 2-methylbiphenyl-3-ylmethyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclohexane, Propanecarboxylate, (Z)-(S)-2-methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl=(1R)-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, (Z)-(S)-2-methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl=(+)-trans-chrysanthemate, 3-phenoxybenzyl=2-(2,2-dichlorovinyl)-3,3-dimethyl-1-cyclopropanecarboxylate.

[0069] Specific examples of the copper or zinc salt of a fatty acid or a fatty acid having an aromatic ring include zinc naphthenate, copper naphthenate, zinc versatate carboxylate, and zinc versatate carbonate.

[0070] Other agents include zinc oxide, cuprous oxide, copper oxide, copper hydroxide, 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-(trifluoromethyl)pyrrole-3-carbonitrile, (EZ)-2'-[2-(4-cyanophenyl)-1-(α,α,α-trifluoro-m-tolyl)ethylidene]-4-(trifluoromethoxy)hydrazineoxamide, (RS)-1-methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine, 3-iodo-2-propynylbutylcarbamate, 2-phenylphenol, and creosote oil containing coal tar as a main component.

[0071] Among the above-mentioned wood preservatives, from the viewpoints of performance as a wood preservative and dispersibility and solubility with 1224yd, for example, (2RS,3RS; 2RS,3SR)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (e.g., FTS) as a triazole wood preservative is preferred. Inc., Cyproconazole), 1-[(6-chloro-3-pyridyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine as a neonicotinoid wood preservative (for example, Imidacloprid commercially available from Lanxess Co., Ltd.), 2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether as a pyrethroid wood preservative (for example, Etofenprox commercially available from Mitsui Chemicals AGRO Co., Ltd.), zinc naphthenate (for example, products commercially available from Tokyo Chemical Industry Co., Ltd.), and copper naphthenate (for example, products commercially available from Showa Chemical Co., Ltd.).

[0072] The wood preservative agent may be used alone or in combination of two or more.

[0073] The content of the wood preservation agent is preferably 0.002 to 30% by mass, more preferably 0.01 to 20% by mass, based on the total mass of the wood preservation treatment liquid.

[0074] The wood preservation treatment liquid of the present disclosure may contain additives such as a stabilizer and a dispersant in addition to the above-mentioned organic solvent and the wood preservation agent.

[0075] The content of the above additives is preferably 1% by mass or less based on the total mass of the wood preservation treatment liquid.

[0076] The wood preservative agent may contain other components from the viewpoint of handleability for the purpose of adjusting the viscosity or improving the solubility in an organic solvent.

[0077] Specifically, the wood preservation agent may contain a surfactant or water. Examples of the surfactant include nonionic surfactants, anionic surfactants, and cationic surfactants.

[0078] The water content relative to the total mass of the wood preservation treatment liquid is preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, and particularly preferably substantially free of water. A water content within this range suppresses increases in the moisture content of the wood when the wood preservation treatment liquid comes into contact with the wood, thereby suppressing dimensional changes in the wood. It should be noted that "substantially free" means a water content below the detection limit when measured using methods known to those skilled in the art.

[0079] <Penetration of wood preservation treatment fluid>

[0080] Next, the permeability of the wood preservation treatment liquid of the present disclosure into wood will be described.

[0081] When measuring the permeability of the wood preservation treatment solution disclosed herein into wood based on the following permeability test, the ratio of the wood mass after treatment to the wood mass before treatment is preferably 3.0 or greater. In the following permeability test, it is preferred that either the ratio at 0.05 MPaG or the ratio at 0.10 MPaG within a pressure vessel be 3.0 or greater, and more preferably both the ratio at 0.05 MPaG and the ratio at 0.10 MPaG within a pressure vessel be 3.0 or greater. Meeting this ratio allows the production of wood with a wood preservation agent, in which the interior of the wood is fully impregnated with the wood preservation agent.

[0082] (Permeability test)

[0083] A cedar wood piece measuring 15 mm thick, 15 mm wide, and 50 mm long was placed in a glass tube. A wood preservation treatment solution was then injected into the glass tube in an amount sufficient to completely immerse the wood piece. The glass tube was then sealed and placed in a pressure-resistant container. The container was then pressurized with compressed air to a pressure of 0.05 MPaG or 0.10 MPaG, and allowed to stand at 25°C for 30 minutes. The wood piece was then removed from the container after standing, and the ratio of the wood piece's mass immediately after removal (post-treatment mass) to the wood piece's mass before the permeability test (pre-treatment mass) was calculated, at the respective pressures of 0.05 MPaG and 0.10 MPaG.

[0084] <Method for producing wood with a wood preservative agent>

[0085] Next, the method for producing wood with the wood preservative agent of the present disclosure will be described.

[0086] The method for producing wood with a wood preservative agent disclosed herein comprises contacting the wood preservative treatment solution disclosed herein with wood, volatilizing the organic solvent, and thereby producing the wood with the wood preservative agent. The wood preservative treatment solution disclosed herein is contacted with the wood, thereby allowing the wood preservative treatment solution disclosed herein to penetrate into the wood.

[0087] Methods for bringing the wood preservation treatment liquid of the present disclosure into contact with wood include: applying the wood preservation treatment liquid to the wood surface with a brush; applying the wood preservation treatment liquid to the wood surface by spraying; immersing the wood in the wood preservation treatment liquid; and applying pressure while the wood is immersed in the wood preservation treatment liquid. Of these, applying pressure while the wood is immersed in the wood preservation treatment liquid is preferred.

[0088] The wood preservative in the wood preservation treatment solution is preferably dissolved in the organic solvent containing 1224 yd. Therefore, through the above treatment, the wood preservative, along with the organic solvent containing 1224 yd, adheres to the surface of the wood and then penetrates from near the surface into the wood. The organic solvent is then evaporated and removed from the wood by heating the wood, allowing it to stand at room temperature, or reducing pressure.

[0089] When such an organic solvent is volatilized and removed from the interior of the wood, there is a concern that the organic solvent will dissolve in the water in the wood and reduce the removal performance. In this regard, the 1224 μd Z phase, which has a low solubility in water, is preferred.

[0090] In the above-mentioned method, as a treatment method in which pressure is applied to the wood while the wood is immersed in the wood preservative treatment liquid to allow the wood preservative treatment liquid to penetrate the wood, the method disclosed in Japanese Patent No. 4149422 can be utilized. Even when used in the treatment apparatus described in Japanese Patent No. 4149422, since the 1224yd used in the present disclosure is a volatile liquid with a boiling point of 10 to 30°C at normal pressure, it can be easily recovered by evaporation and condensation.

[0091] In addition, the preservation treatment method for wood shown in Patent Gazette No. 4149422 is usually carried out in a closed system, so sometimes the wood preservation treatment liquid is moved between the wood treatment container and the storage container such as the tank that stores the wood preservation treatment liquid. In this case, in the case of the wood preservation treatment liquid disclosed in the present invention, 1224yd has a vapor pressure higher than atmospheric pressure at room temperature, so it is easy to generate a pressure difference between the containers by controlling the pressure and temperature. For example, when the wood preservation treatment liquid is moved by using the pressure difference between the containers based on pressurization, the pressure during pressurization becomes smaller than when using an organic solvent that does not meet the atmospheric pressure at room temperature. Alternatively, when the wood preservation treatment liquid is moved by heating or cooling either or both of the treatment container and the storage container, the pressure difference between the containers becomes larger than when using an organic solvent that does not meet the atmospheric pressure at room temperature, and the wood preservation treatment liquid can be moved simply by controlling the temperature.

[0092] It should be noted that pressure control and temperature control can be combined.

[0093] This facilitates the movement of the wood preservation treatment liquid by the pressure difference of 1224 yd, thereby reducing the transport energy by the transport pump.

[0094] Furthermore, to recover organic solvents released from wood impregnated with a wood preservation treatment solution, 1224yd, with a boiling point of 15°C, used in this disclosure, readily evaporates from the wood. Therefore, improvements to the recovery system can reduce the amount released into the environment. Furthermore, 1224yd itself has minimal environmental impact, so even if it is released into the environment, the environmental burden can be reduced compared to the release of other organic solvents.

[0095] Example

[0096] Hereinafter, an embodiment of the present disclosure will be described in more detail based on examples, but the present disclosure is not limited to these. Example 1 corresponds to an embodiment, and Example 2 corresponds to a comparative example.

[0097] 1224yd was produced as an isomer mixture of HCFO-1224yd(E) and HCFO-1224yd(Z) according to the method described in International Publication No. 2017 / 110851. This isomer mixture was purified according to the method described in International Publication No. 2017 / 146190 to produce HCFO-1224yd(E) and HCFO-1224yd(Z). The HCFO-1224yd used in the Examples was mixed so that the mass ratio of HCFO-1224yd(Z) / HCFO-1224yd(E) was 99 / 1, resulting in purified HCFO-1224yd with a purity of 99.5%.

[0098] In the following experiments, the purified 1224 yd is referred to as 1224 yd.

[0099] The Z-isomer of 1233zd was synthesized using the method described in JP-A-2013-87066. Specifically, crude 1233zd(Z) containing 3-chloro-1,1,1,3-tetrafluoropropane (HCFC-244fa), 2-chloro-1,1,1,3,3-pentafluoropropane (HCFC-235da), and 1233zd(Z) was mixed with triethylamine and reacted at 150°C for 3 hours to obtain a reaction product containing 1233zd(Z). This reaction product was further purified to obtain purified 1233zd(Z) with a purity of 99.5%. In the following experiments, this purified 1233zd(Z) is referred to as 1233zd(Z).

[0100] As a wood preservative, a zinc naphthenate / mineral spirit solution (Zn: 8%) manufactured by FUJIFILM WakoPure Chemical Corporation was used.

[0101] <Examples 1~2>

[0102] As shown in Table 1, the above-mentioned wood preservation agents were dissolved in various solvents to prepare wood preservation treatment solutions.

[0103] <Permeability test>

[0104] The wood was impregnated with the prepared wood preservative treatment solution using the following method.

[0105] A cedar wood piece measuring 15 mm thick × 15 mm wide × 50 mm long, cut from a 15 mm thick wood board, was placed in a glass tube, and the wood preservation treatment solution of Example 1 or 2 was injected. The tube was then placed in a sealed pressure container, pressurized with compressed air to the pressure shown in Table 1, and allowed to stand for 30 minutes.

[0106] Thereafter, the wood preservation treatment liquid in the pressure-resistant container is transferred to another container and the pressure in the pressure-resistant container is released to atmospheric pressure to obtain wood with the wood preservation agent before drying.

[0107] The permeability of the wood preservation treatment solution was evaluated using the following criteria: the increase or decrease in the mass of the wood immediately after removal from the pressure vessel (post-treatment wood mass) compared to the initial mass before the permeation treatment (pre-treatment wood mass). A greater ratio of post-treatment wood mass / pre-treatment wood mass indicates greater permeation of the wood by the wood preservation treatment solution, indicating a higher permeability of the wood preservation treatment solution into the wood.

[0108] A: The ratio of wood mass after treatment to wood mass before treatment is 3.0 or above

[0109] B: The ratio of wood mass after treatment to wood mass before treatment is 2.5 or more and less than 3.0

[0110] C: The ratio of wood mass after treatment to wood mass before treatment is less than 2.5

[0111] [Table 1]

[0112]

[0113] The results are shown in Table 1. It was confirmed that the wood preservation treatment liquid of the present disclosure has excellent permeability into wood.

[0114] Furthermore, a permeability test was conducted in the same manner as in Example 1 using copper naphthenate instead of zinc naphthenate, and the same results as in Example 1 were obtained.

[0115] Note that, by drying the wood with the wood preservative obtained in the <Permeability Test> before drying to remove the organic solvent, it is possible to produce wood with the wood preservative in which the wood is sufficiently impregnated with the wood preservative.

[0116] The disclosure of Japanese Patent Application No. 2021-097391, filed on June 10, 2021, is incorporated herein by reference in its entirety. All documents, patent applications, and technical standards described in this specification are incorporated herein by reference as if each document, patent application, or technical standard were specifically and individually indicated as being incorporated by reference.

Claims

1. A wood preservation treatment liquid comprising: an organic solvent containing 1-chloro-2,3,3,3-tetrafluoropropene and a wood preservation agent.

2. The wood preservation treatment liquid according to claim 1, wherein The content of the 1-chloro-2,3,3,3-tetrafluoropropene is 50% by mass or more relative to the total mass of the organic solvent.

3. The wood preservation treatment liquid according to claim 1 or 2, wherein The content of the organic solvent is 70 to 99.998% by mass relative to the total mass of the wood preservation treatment liquid.

4. The wood preservation treatment liquid according to claim 1 or 2, wherein The 1-chloro-2,3,3,3-tetrafluoropropene comprises the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene and the E-isomer of 1-chloro-2,3,3,3-tetrafluoropropene. The content of the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene is 50% by mass or more based on the total amount of the Z-isomer of 1-chloro-2,3,3,3-tetrafluoropropene and the E-isomer of 1-chloro-2,3,3,3-tetrafluoropropene.

5. The wood preservation treatment liquid according to claim 1 or 2, wherein The wood preservative is at least one selected from ammonium wood preservatives, triazole wood preservatives, neonicotinoid wood preservatives, phenylpyrazole wood preservatives, phenylpyrrole wood preservatives, benzoylphenylurea wood preservatives, o-formylaminobenzamide wood preservatives, strobilurin wood preservatives, pyrethroid wood preservatives, and copper or zinc salts of fatty acids, zinc naphthenate, and copper naphthenate.

6. The wood preservation treatment liquid according to claim 1 or 2, wherein The wood preservative is at least one selected from triazole wood preservatives, neonicotinoid wood preservatives, pyrethroid wood preservatives, copper or zinc salts of fatty acids, zinc naphthenate, and copper naphthenate.

7. The wood preservation treatment liquid according to claim 1 or 2, wherein The wood preservation agent is at least one selected from (2RS, 3RS; 2RS, 3SR)-2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, 1-[(6-chloro-3-pyridyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine, 2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether, zinc naphthenate, and copper naphthenate.

8. The wood preservation treatment liquid according to claim 1 or 2, wherein The content of the wood preservation agent is 0.002 to 30% by mass relative to the total mass of the wood preservation treatment liquid.

9. The wood preservation treatment liquid according to claim 1 or 2, wherein The wood preservation treatment liquid contains substantially no water, or the water content is 10% by mass or less relative to the total mass of the wood preservation treatment liquid.

10. The wood preservation treatment liquid according to claim 1 or 2, wherein When the ratio of the wood mass after treatment to the wood mass before treatment is measured based on the following permeability test, the ratio at 0.05 MPaG and the ratio at 0.10 MPaG in the pressure container are both 3.0 or more. Permeability test: A cedar wood chip measuring 15 mm thick, 15 mm wide, and 50 mm long was placed in a glass tube. An amount of wood preservation treatment liquid sufficient to immerse the entire wood chip was injected into the glass tube. The glass tube was then placed in a pressure-resistant container and sealed. The container was pressurized with compressed air to a pressure of 0.05 MPaG or 0.10 MPaG. The container was allowed to stand for 30 minutes at 25°C. The wood chip was removed after standing, and the ratio of the mass of the wood chip immediately after removal (i.e., the post-treatment wood mass) to the mass of the wood chip before the permeability test (i.e., the pre-treatment wood mass) was calculated, respectively, when the pressure in the container was 0.05 MPaG or 0.10 MPaG.

11. A method for producing wood with a wood preservative agent, wherein: The wood preservation treatment liquid according to any one of claims 1 to 10 is brought into contact with wood to volatilize the organic solvent, thereby producing the wood with the wood preservation agent.

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