Liquid pesticide composition

A liquid agrochemical composition with specific solvent and surfactant ratios stabilizes hydrophobic pesticide active ingredients, addressing storage and emulsion stability issues, ensuring effective use in agricultural applications.

JP7617850B2Active Publication Date: 2025-01-20SUMITOMO CHEM CO LTD
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Patent Information

Application Number
JP2021562510
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2019-12-05
Filing Date
2020-11-02
Publication Date
2025-01-20
Estimated Expiration
2040-11-02

AI Technical Summary

Technical Problem

Existing liquid agrochemical compositions struggle with poor storage stability at low temperatures and emulsion stability when mixed with water, particularly for agrochemical active ingredients with low water solubility and high melting points.

Method used

A liquid agricultural chemical composition comprising a hydrophobic pesticide active ingredient with water solubility of 15 mass ppm or less and a melting point of 10°C or more, combined with specific solvents (ε-caprolactone and a second solvent with 1% water solubility at 25°C) and surfactants, within defined content ratios, to enhance stability.

Benefits of technology

The composition achieves good storage stability at low temperatures and emulsion stability when mixed with water, maintaining the integrity of the agrochemical active ingredients.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided is a liquid agrochemical composition containing (a) 3-10 mass% of an active agrochemical component having a melting point of at least 10°C and a water solubility of at most 15 mass ppm at 25°C, (b) 3.6-60 mass% of a first solvent that is ε-caprolactone, (c) 19.5-85 mass% of a second solvent having a water solubility of at most 1 mass% at 25°C, and (d) 1-30 mass% of a surfactant. The total contained amount of the active agrochemical component, the first solvent, the second solvent, and the surfactant is at least 60 mass%. The contained amount of the first solvent is 1.2-15.0 mass times of the contained amount of the active agrochemical component. The contained amount of the second solvent is 6.5-25.0 mass times of the contained amount of the active agrochemical component.
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Description

[Technical field]

[0001] The present invention relates to a liquid pesticide composition. [Background technology]

[0002] International Publication No. 2014 / 119519 (Patent Document 1) describes an emulsifiable composition for pesticides that contains a specific pesticide active ingredient, a polar solvent, a non-polar solvent, and a surfactant. U.S. Patent Application Publication No. 2002 / 0042440 (Patent Document 2) describes an emulsifiable composition for insect control that contains a specific pesticide active ingredient, a weakly polar solvent, an emulsifier, and any additional solvent. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2014 / 119519 [Patent Document 2] US Patent Application Publication No. 2002 / 0042440 Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide a liquid pesticide composition containing a pesticide active ingredient having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher, which has good storage stability at low temperatures and good emulsion stability when mixed with water. [Means for solving the problem]

[0005] The present invention provides the following liquid pesticide composition. [1] (a) A pesticide active ingredient having a water solubility of 15 ppm by mass or less at 25°C and a melting point of 10°C or higher, containing 3% by mass or more and 10% by mass or less; (b) 3.6% by mass or more and 60% by mass or less of a first solvent which is ε-caprolactone; (c) a second solvent having a water solubility of 1% by mass or less at 25° C., the second solvent being 19.5% by mass or more and 85% by mass or less; and (d) surfactant, 1% by mass or more and 30% by mass or less Contains The total content of the pesticide active ingredient, the first solvent, the second solvent, and the surfactant is 60% by mass or more; The content of the first solvent is 1.2 times by mass or more and 15.0 times by mass or less of the content of the pesticide active ingredient, The liquid pesticide composition has a content of the second solvent of 6.5 to 25.0 times by mass the content of the pesticide active ingredient. [2] The liquid pesticide composition according to [1], wherein the pesticide active ingredient has a water solubility of 0.1 ppm by mass or more and 10 ppm by mass or less at 25°C and a melting point of 30°C or more and 300°C or less. [3] The liquid pesticide composition according to [1] or [2], wherein the pesticide active ingredient has a partition coefficient (logP) between 1-octanol and water at 25°C of 2.5 or more and 5.0 or less, preferably 3.0 or more and 4.5 or less. [4] The liquid pesticide composition according to any one of [1] to [3], wherein the content of the pesticide active ingredient is from 4% by mass to 10% by mass. [5] The liquid pesticide composition according to any one of [1] to [4], wherein the content of the first solvent is from 5% by mass to 40% by mass, preferably from 10% by mass to 30% by mass. [6] The liquid pesticide composition according to any one of [1] to [5], wherein the content of the second solvent is from 40% by mass to 80% by mass, preferably from 50% by mass to 75% by mass. [7] The liquid pesticide composition according to any one of [1] to [6], wherein the content of the surfactant is from 5% by mass to 20% by mass. [8] The liquid pesticide composition according to any one of [1] to [7], wherein the content of the first solvent is 1.3 to 6.0 times, by mass, and preferably 1.3 to 3.3 times, by mass, the content of the pesticide active ingredient. [9] The liquid pesticide composition according to any one of [1] to [8], wherein the content of the second solvent is 7.0 to 13.0 times, preferably 7.0 to 9.0 times, by mass, the content of the pesticide active ingredient.

[10] The liquid pesticide composition according to any one of [1] to [9], wherein the second solvent contains an aromatic hydrocarbon.

[11] The liquid pesticide composition according to

[10] , wherein the aromatic hydrocarbon comprises at least one selected from the group consisting of alkylbenzenes and alkylnaphthalenes.

[12] The liquid pesticide composition according to any one of [1] to

[11] , wherein the pesticide active ingredient is one or more selected from the group consisting of mefentrifluconazole, pyraclostrobin, pydiflumetofen, pyridaclomethyl, and ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate. Effect of the Invention

[0006] It is possible to provide a liquid pesticide composition containing a pesticide active ingredient having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher, which has good storage stability at low temperatures and good emulsion stability when mixed with water. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0007] The liquid pesticide composition according to the present invention (hereinafter also simply referred to as "liquid pesticide composition") has (a) a pesticide active ingredient having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher (hereinafter also referred to as a "hydrophobic pesticide active ingredient"); (b) a first solvent which is ε-caprolactone; (c) a second solvent having a water solubility of 1% by mass or less at 25°C; and (d) Surfactants Contains:

[0008] In this specification, "liquid" means that it shows fluidity at 25°C. The liquid pesticide composition is preferably a liquid in which at least the pesticide active ingredient among the components contained therein is completely or almost completely dissolved in the solvent. The liquid pesticide composition is more preferably a liquid in which at least the pesticide active ingredient and the surfactant among the components contained therein are completely or almost completely dissolved in the solvent. The liquid pesticide composition is even more preferably a liquid in which all of the components contained therein are completely or almost completely dissolved in the solvent. The liquid pesticide composition can be suitably used as a liquid pesticide formulation called an emulsifiable concentrate (EC) in the pesticide field. Hereinafter, the components that the liquid pesticide composition according to the present invention contains or may contain will be described in detail.

[0009] (a) Hydrophobic pesticide active ingredient The liquid pesticide composition contains one or more hydrophobic pesticide active ingredients. Examples of hydrophobic pesticide active ingredients include insecticidal active ingredients having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher (hereinafter also referred to as "hydrophobic insecticidal active ingredients"), fungicidal active ingredients having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher (hereinafter also referred to as "hydrophobic fungicidal active ingredients"), and herbicidal active ingredients having a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or higher (hereinafter also referred to as "hydrophobic herbicidal active ingredients").

[0010] Examples of hydrophobic insecticidal active ingredients are given below. Abamectin, acrinathrin, alpha-cypermethrin, bifenthrin, buprofezin, chlorantraniliprole, chlorpyrifos, chlorpyrifos-methyl, chromafenozide, cyantraniliprole, cypermethrin, deltamethrin, diflubenzuron, esfenvalerate, etofenprox, etoxazole, pheno Fenoxycarb, flubendiamide, gamma-cyhalothrin, indoxacarb, lambda-cyhalothrin, lufenuron, methoxyfenozide, oxazosulfyl, pirimiphos-methyl, pyridaben, pyriproxyfen, spirodiclofen, spiromesifen, tebufenozide, teflubenzuron, tefluthrin, and triflumuron.

[0011] Examples of hydrophobic bactericidal active ingredients are given below. Ametoctradin, amisulbrom, azoxystrobin, benthivalicarb-isopropyl, benzovindiflupyr, bixafen, Bordeaux mixture, boscalid, bupirimate, captan, chlorothalonil, copper oxychloride, copper(II) sulfate sulfate, cyazofamid, cyflufenamid, cyprodinil, difenoconazole, dimoxystrobin, dithianon, epoxiconazole, famoxadone, fenbuconazole, fenpicoxamid, florylpicoxamid, fludioxonil, fluindapyr, fluopicolide, fluoxastrobin n), fluquinconazole, flutolanil, fluxapyroxad, folpet, folpel, ipconazole, isofetamide, isoflecithin, kresoxim-methyl, mancozeb, mandipropamid, mefentrifluconazole, mepanipyrim, metiram, metrafenone, methyltetraprole,Oxathiapiprolin, pencycuron, penflufen, penthiopyrad, picoxystrobin, proquinazid, pydiflumetofen, pyraclostrobin, pyrapropoyne, pyridaclomethyl, pyriophenone, quinoxyfen, sedaxane, sulfur, tolclofos-methyl, trifloxystrobin, triflumizole, triticonazole, ziram, zoxamide.

[0012] Examples of hydrophobic herbicidal active ingredients are given below. Aclonifen, amidosulfuron, beflubutamid, benfluralin, bifenox, desmedipham, diflufenican, flumioxazin, flurtamone, halosulfuron-methyl, isoxaben, isoxaflutole, lenacil, mesosulfuron-methyl, oryzalin ... Oxadiazon, oxyfluorfen, pendimethalin, penoxsulam, phenmedipham, picolinafen, propaquizafop, propyzamide, pyraflufen-ethyl, pyridate, terbuthylazine, tralkoxydim, tri-allate, triflusulfuron-methyl, ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate.

[0013] The liquid pesticide composition may contain one or more hydrophobic pesticide active ingredients selected from the group consisting of hydrophobic insecticidal active ingredients, hydrophobic fungicidal active ingredients, and hydrophobic herbicidal active ingredients. Each of the hydrophobic insecticidal active ingredients, hydrophobic fungicidal active ingredients, and hydrophobic herbicidal active ingredients may contain one or more ingredients. The liquid pesticide composition preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of hydrophobic insecticidal active ingredients, hydrophobic fungicidal active ingredients and hydrophobic herbicidal active ingredients, other than methyltetraprole.

[0014] The liquid pesticide composition more preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of hydrophobic fungicidal active ingredients and hydrophobic herbicidal active ingredients. Each of the hydrophobic fungicidal active ingredients and the hydrophobic herbicidal active ingredients may contain one or more ingredients. The liquid pesticide composition further preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of hydrophobic fungicidal active ingredients and hydrophobic herbicidal active ingredients, other than methyltetraprole.

[0015] The liquid pesticide composition further preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of DMI fungicides such as mefentrifluconazole, QoI fungicides such as azoxystrobin and pyraclostrobin, SDHI fungicides such as bixafen, benzovindiflupyr, fluxapyroxad, isoflucipram and pydiflumetofen, β-tubulin polymerization inhibitor fungicides such as pyridaclomethyl, and protoporphyrinogen oxidase (PPO) inhibitor herbicides such as ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate. The classification of these fungicides is described in the classification based on the mechanism of action of FRAC, and the classification of herbicides is described in the classification based on the mechanism of action of HRAC. The hydrophobic fungicidal active ingredient and the hydrophobic herbicidal active ingredient may each contain one or more ingredients. The liquid pesticide composition particularly preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of DMI fungicides, QoI fungicides, SDHI fungicides, β-tubulin polymerization inhibitor fungicides, and protoporphyrinogen oxidase (PPO) inhibitor herbicides, other than methyltetraprole.

[0016] In one embodiment, the liquid pesticide composition contains one or more hydrophobic pesticide active ingredients selected from the group consisting of mefentrifluconazole, azoxystrobin, pyraclostrobin, bixafen, benzovindiflupyr, fluxapyroxad, isoflucipram, pydiflumetofen, fenpicoxamide, florylpicoxamide, chlorothalonil, forper, mancozeb, cyprodinil, pyridaclomethyl, ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate, aclonifen, amidosulfuron, beflubutamid, and benfluralin.

[0017] In the above embodiment, the liquid pesticide composition preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of mefentrifluconazole, azoxystrobin, pyraclostrobin, bixafen, benzovindiflupyr, fluxapyroxad, isoflucipram, pydiflumetofen, fenpicoxamide, florylpicoxamide, chlorothalonil, forper, mancozeb, cyprodinil, pyridaclomethyl and ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate. In the above-mentioned embodiment, the liquid pesticide composition more preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of mefentrifluconazole, pyraclostrobin, benzovindiflupyr, fluxapyroxad, isoflucipram, pydiflumetofen, fenpicoxamide, florylpicoxamide, pyridaclomethyl and ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate. In the above embodiment, the liquid pesticide composition further preferably contains one or more hydrophobic pesticide active ingredients selected from the group consisting of mefentrifluconazole, pyraclostrobin, pydiflumetofen, pyridaclomethyl and ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate.

[0018] The water solubility of the hydrophobic pesticide active ingredient at 25° C. is 15 ppm by mass or less, for example, 13 ppm by mass or less, or even 10 ppm by mass or less. The water solubility of the hydrophobic pesticide active ingredient at 25° C. is usually 0.001 ppm by mass or more, and may be 0.01 ppm by mass or more. The water solubility of the hydrophobic pesticide active ingredient at 25° C. is preferably 0.01 to 13 ppm by mass, more preferably 0.1 to 10 ppm by mass, and even more preferably 0.5 to 5 ppm by mass.

[0019] In this specification, the water solubility at 25° C. refers to the solubility in water having a temperature of 25° C. and a pH of 7. For example, a water solubility of 15 ppm by mass at 25° C. means that the solubility in 1 g of water having a temperature of 25° C. and a pH of 7 is 15×10 -6 This means that the value is g. The water solubility of a hydrophobic pesticide active ingredient can be determined from literature values. If no literature values ​​are available, the water solubility of a hydrophobic pesticide active ingredient can be measured by quantifying the amount of saturation solubility in water at a temperature of 25° C. and a pH of 7 using high performance liquid chromatography.

[0020] The melting point of the hydrophobic pesticide active ingredient is 10° C. or higher, and may be, for example, 20° C. or higher, or may be 30° C. or higher. The melting point of the hydrophobic pesticide active ingredient is usually 300° C. or lower, and may be 180° C. or lower. The melting point of the hydrophobic pesticide active ingredient is preferably 20°C or higher and 300°C or lower, more preferably 30°C or higher and 180°C or lower. The melting point of the hydrophobic pesticide active ingredient may be a literature value. If there is no literature value, the melting point of the hydrophobic pesticide active ingredient may be measured by heating a sample filled in a capillary tube and measuring the melting point as the temperature at which the sample melts in the capillary tube and no solid is observed.

[0021] The hydrophobic pesticide active ingredient contained in the liquid pesticide composition has a water solubility of 15 mass ppm or less at 25°C and a melting point of 10°C or more, preferably a water solubility of 0.01 to 13 mass ppm at 25°C and a melting point of 20 to 300°C, more preferably a water solubility of 0.1 to 10 mass ppm at 25°C and a melting point of 30 to 180°C, and even more preferably a water solubility of 0.5 to 5 mass ppm at 25°C and a melting point of 30 to 180°C. According to the present invention, even when the above-mentioned pesticide active ingredient that is poorly water-soluble and has a relatively high melting point is used, it is possible to provide a liquid pesticide composition that has good storage stability at low temperatures and good emulsion stability when mixed with water.

[0022] The hydrophobic pesticide active ingredient has a partition coefficient (logP) between 1-octanol and water at 25° C. of usually 2.3 to 5.3, preferably 2.5 to 5.0, and more preferably 3.0 to 4.5. A hydrophobic pesticide active ingredient having a partition coefficient within this range is suitable as a pesticide active ingredient to be formulated into an emulsifiable concentrate. For logP, a literature value can be used. If no literature value exists, logP can be measured by high performance liquid chromatography according to OECD Test Guideline 117.

[0023] When the total amount of the liquid pesticide composition is 100% by mass, the content of the hydrophobic pesticide active ingredient in the liquid pesticide composition is usually 3% by mass to 10% by mass, preferably 4% by mass to 10% by mass, more preferably 5% by mass to 10% by mass, and even more preferably 5% by mass to 8% by mass. Other preferred ranges of the content are, for example, 3% by mass to 8% by mass, 4% by mass to 8% by mass, 3% by mass to 9% by mass, 4% by mass to 9% by mass, or 5% by mass to 9% by mass. Adjusting the content of the hydrophobic pesticide active ingredient within the above range is advantageous in terms of appropriately increasing the content of the hydrophobic pesticide active ingredient in the liquid pesticide composition while improving the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water.

[0024] When the liquid pesticide composition contains two or more hydrophobic pesticide active ingredients, the content of the hydrophobic pesticide active ingredients is the total content of the two or more hydrophobic pesticide active ingredients. The same applies to other components that the liquid pesticide composition contains or may contain, which will be described later, and when the liquid pesticide composition contains two or more, the content of the components is the total content of the components, unless otherwise specified.

[0025] (b) First Solvent The liquid pesticide composition contains a first solvent which is ε-caprolactone. When the total amount of the liquid pesticide composition is 100% by mass, the content of the first solvent in the liquid pesticide composition is usually 3.6% by mass to 60% by mass, preferably 5% by mass to 60% by mass, more preferably 5% by mass to 40% by mass, even more preferably 10% by mass to 40% by mass, and particularly preferably 10% by mass to 30% by mass. Other preferred ranges of the content are, for example, 3.6% by mass to 50% by mass, 3.6% by mass to 40% by mass, 3.6% by mass to 30% by mass, 5% by mass to 50% by mass, 5% by mass to 30% by mass, 6% by mass to 60% by mass, 6% by mass to 50% by mass, 6% by mass to 40% by mass, or 6% by mass to 30% by mass.

[0026] The content of the first solvent is usually 1.2 to 15.0 times the content of the hydrophobic pesticide active ingredient, preferably 1.2 to 9.0 times, more preferably 1.2 to 8.0 times, even more preferably 1.3 to 6.0 times, and particularly preferably 1.3 to 3.3 times. Other preferred ranges of the ratio (mass ratio) of the content of the first solvent to the content of the hydrophobic pesticide active ingredient are, for example, 1.2 to 6.0 times, 1.2 to 3.3 times, 1.3 to 10.0 times, 1.3 to 9.0 times, or 1.3 to 8.0 times.

[0027] Adjusting the content of the first solvent in the liquid pesticide composition and the ratio (mass ratio) of the content of the first solvent to the content of the hydrophobic pesticide active ingredient within the above ranges is suitable for improving the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water, on the premise that 1) the contents of the hydrophobic pesticide active ingredient, the second solvent, and the surfactant in the liquid pesticide composition, 2) the total content of the hydrophobic pesticide active ingredient, the first solvent, the second solvent, and the surfactant, and 3) the ratio (mass ratio) of the content of the second solvent to the content of the hydrophobic pesticide active ingredient are each adjusted within a specific range.

[0028] (c) Second Solvent The liquid pesticide composition contains one or more second solvents. The second solvent is a solvent having a water solubility of 1% by mass or less at 25°C.

[0029] The second solvent may be, for example, Alcohols such as octanol and polypropylene glycol; Esters such as methyl caprylate, methyl laurate, methyl myristate, methyl salicylate, methyl palmitate, methyl oleate, ethyl acetate, ethyl palmitate, octyl acetate, benzyl acetate, dimethyl phthalate, diethyl phthalate, methyl benzoate, ethyl benzoate, dimethyl 2-methylglutarate, dimethyl 2-ethylsuccinate, dimethyl adipate, dioctyl succinate, didecyl adipate, tert-butyl acetoacetate, allyl acetoacetate, and 2-ethylhexyl lactate; Ethers such as propylene glycol phenyl ether; Ketones such as acetophenone; Amides such as N,N-dimethyloctane amide, N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, N,N-dimethyloctadecanamide, N,N-dimethyl-9-decene amide, and fatty acid dimethylamides; Lactams such as N-octyl-caprolactam, N-decyl-caprolactam, N-dodecyl-caprolactam, N-octyl-pyrrolidone, N-decyl-pyrrolidone, N-dodecyl-pyrrolidone, N-octyl-valerolactam, N-decyl-valerolactam and N-dodecyl-valerolactam; Imidazolidinone; Cyclic urea derivatives; Cyclic carbonates; Aliphatic hydrocarbons such as decane, tridecane, tetradecane, hexadecane, octadecane, normal paraffins, isoparaffins, cycloparaffins, 1-undecene, and 1-heneicosene; aromatic hydrocarbons such as toluene, xylene, ethylbenzene, octadecylbenzene, alkylbenzenes such as dialkylbenzenes and trialkylbenzenes, alkylnaphthalenes such as methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene, and phenylxylylethane and 1-phenyl-1-ethylphenylethane, and mixtures thereof; Fatty acids such as oleic acid, capric acid and enanthic acid; Animal and vegetable oils such as olive oil, soybean oil, rapeseed oil, castor oil, linseed oil, cottonseed oil, palm oil, avocado oil and shark liver oil; Machine oil and other mineral oils etc.

[0030] As the second solvent, a commercially available solvent may be used. Commercially available products of the second solvent include, for example, Agnique AMD810 (a mixture of N,N-dimethyloctaneamide and N,N-dimethyldecaneamide, manufactured by BASF), Agnique AMD10 (N,N-dimethyldecaneamide, manufactured by BASF), Agnique AMD12 (N,N-dimethyldodecanamide, manufactured by BASF), Rhodiasolv ADMA810 (a mixture of N,N-dimethyloctaneamide and N,N-dimethyldecaneamide, manufactured by Solvay Nicca), Rhodiasolv ADMA-10 (N,N-dimethyldecaneamide, manufactured by Solvay Nicca), Hallcomid M-8-10 (a mixture of N,N-dimethyloctaneamide and N,N-dimethyldecaneamide, manufactured by Stepan), Hallcomid M-10 (N,N-dimethyldecaneamide, manufactured by Stepan), Hallcomid M-12 (N,N-dimethyldodecanamide, manufactured by Stepan), Hallcomid M-18 (N,N-dimethyloctadecanamide, manufactured by Stepan), Hallcomid 1025 (N,N-Dimethyl-9-decenamide, manufactured by Stepan), Genagen 4166 (fatty acid dimethylamide, manufactured by Clariant), Genagen 4296 (fatty acid dimethylamide, manufactured by Clariant), Rhodiasolv Iris (mixture of dimethyl 2-methylglutarate, dimethyl 2-ethylsuccinate and dimethyl adipate, manufactured by Solvay), PURASOLV EHL (2-ethylhexyl L-lactate, manufactured by Corbion Purac), AGSOLEX 8 (N-octyl-pyrrolidone, manufactured by Ashland), AGSOLEX 12 (N-dodecyl-pyrrolidone, manufactured by Ashland), Stepan C-25 (methyl caprylate, manufactured by Stepan), Stepan C-42 (mixture of methyl laurate and methyl myristate, manufactured by Stepan), Stepan C-65 (mixture of methyl palmitate and methyl oleate, manufactured by Stepan), Dowanol Examples include PPh (propylene glycol phenyl ether, manufactured by Dow Chemical), Nippon Oil Hisol SAS-296 (a mixture of 1-phenyl-1-xylylethane and 1-phenyl-1-ethylphenylethane, manufactured by JX Nippon Oil & Energy), Solvesso 100 (aromatic hydrocarbons mainly consisting of C9-C10 dialkyl and trialkylbenzenes, manufactured by Exxon Mobil Chemical), Solvesso 150 (aromatic hydrocarbons mainly consisting of C10-C11 alkylbenzenes, manufactured by Exxon Mobil Chemical), Solvesso 150ND (aromatic hydrocarbons mainly consisting of C10-C11 alkylbenzenes, manufactured by Exxon Mobil Chemical), Solvesso 200 (aromatic hydrocarbons mainly consisting of C10-C13 alkylnaphthalenes, manufactured by Exxon Mobil Chemical), and Solvesso 200ND (aromatic hydrocarbons mainly consisting of C10-C13 alkylnaphthalenes, manufactured by Exxon Mobil Chemical).

[0031] The second solvent preferably contains an aromatic hydrocarbon from the viewpoint of the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water. The aromatic hydrocarbon preferably contains one or more selected from the group consisting of alkylbenzenes and alkylnaphthalenes, and more preferably contains one or more selected from the group consisting of C9-C12 alkylbenzenes and C10-C15 alkylnaphthalenes. The second solvent may be composed of an aromatic hydrocarbon.

[0032] From the viewpoint of the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water, it is also preferable that the second solvent contains the aromatic hydrocarbon and an amide. The amide is preferably an N,N-dimethylalkanamide having an alkyl chain length of C6-C18. Examples of the N,N-dimethylalkanamide having an alkyl chain length of C6-C18 include one or more selected from the group consisting of N,N-dimethyloctanamide and N,N-dimethyldecanamide. The second solvent may be composed of an aromatic hydrocarbon and an amide.

[0033] The water solubility of the second solvent at 25°C is 1% by mass or less, and may be, for example, 0.9% by mass or less, or may be 0.8% by mass or less. It is preferable that the liquid pesticide composition contains a second solvent having a water solubility within this range, because it is easy to form an emulsion when the liquid pesticide composition as an emulsifiable concentrate is mixed with water. The water solubility of the second solvent at 25°C is usually 0% by mass or more, and 10% by mass or less. -5 It may be % by mass or more.

[0034] The water solubility of the second solvent may be a value listed in the Solubility Database of the International Union of Pure and Applied Chemistry (IUPAC) or the National Institute of Standards and Technology (NIST). If not listed in the database, the water solubility of the second solvent may be measured by quantifying the amount of saturation solubility in water at a temperature of 25° C. and a pH of 7 using high performance liquid chromatography.

[0035] When the total amount of the liquid pesticide composition is 100% by mass, the content of the second solvent in the liquid pesticide composition is usually 19.5% by mass to 85% by mass, preferably 25% by mass to 85% by mass, more preferably 25% by mass to 80% by mass, even more preferably 30% by mass to 80% by mass, even more preferably 40% by mass to 80% by mass, and particularly preferably 50% by mass to 75% by mass. Other preferred ranges of the content are, for example, 19.5% by mass to 80% by mass, 19.5% by mass to 75% by mass, 25% by mass to 75% by mass, 30% by mass to 85% by mass, 30% by mass to 75% by mass, 40% by mass to 85% by mass, 40% by mass to 75% by mass, 50% by mass to 85% by mass, or 50% by mass to 80% by mass.

[0036] The content of the second solvent is usually 6.5 to 25.0 times the mass of the content of the hydrophobic pesticide active ingredient, preferably 6.5 to 13.0 times, more preferably 6.6 to 13.0 times, even more preferably 6.8 to 13.0 times, even more preferably 7.0 to 13.0 times, and particularly preferably 7.0 to 9.0 times. Other preferred ranges of the ratio (mass ratio) of the content of the first solvent to the content of the hydrophobic pesticide active ingredient are, for example, 6.5 to 20.2 times, 6.5 to 18.2 times, 6.5 to 11.0 times, 6.5 to 9.0 times, 6.6 to 11.0 times, 6.6 to 9.0 times, or 6.8 to 9.0 times.

[0037] Adjusting the content of the second solvent in the liquid pesticide composition and the ratio of the content of the second solvent to the content of the hydrophobic pesticide active ingredient within the above ranges is suitable for improving the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water, on the premise that 1) the contents of the hydrophobic pesticide active ingredient, the first solvent, and the surfactant in the liquid pesticide composition, 2) the total contents of the hydrophobic pesticide active ingredient, the first solvent, the second solvent, and the surfactant, and 3) the ratio of the content of the first solvent to the content of the hydrophobic pesticide active ingredient are each adjusted within a specific range.

[0038] From the viewpoint of the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water, the liquid pesticide composition preferably has the following mass ratio of the content of the first solvent to the content of the hydrophobic pesticide active ingredient (hereinafter also referred to as "first solvent / hydrophobic pesticide active ingredient") and the mass ratio of the content of the second solvent to the content of the hydrophobic pesticide active ingredient (hereinafter also referred to as "second solvent / hydrophobic pesticide active ingredient"): (1) First solvent / hydrophobic pesticide active ingredient: 1.2 or more and 15.0 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 20.2 or less, 6.6 or more and 20.2 or less, 6.6 or more and 18.2 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less, or (2) First solvent / hydrophobic pesticide active ingredient: 1.2 or more and 10.0 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 13.0 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less, or (3) First solvent / hydrophobic pesticide active ingredient: 1.2 or more and 9.0 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 13.0 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less, or (4) First solvent / hydrophobic pesticide active ingredient: 1.2 or more and 8.0 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 13.0 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less, or (5) First solvent / hydrophobic pesticide active ingredient: 1.3 or more and 6.0 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 13.0 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less, or (6) First solvent / hydrophobic pesticide active ingredient: 1.3 or more and 3.3 or less Second solvent / hydrophobic pesticide active ingredient: 6.5 or more and 13.0 or less, 6.6 or more and 13.0 or less, 6.8 or more and 13.0 or less, 7.0 or more and 13.0 or less, 9.0 or more and 13.0 or less, or 7.0 or more and 9.0 or less.

[0039] (d) Surfactants The liquid pesticide composition contains one or more surfactants. Examples of the surfactant include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. The liquid pesticide composition may contain one or more surfactants selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.

[0040] Examples of nonionic surfactants include: Polyoxyethylene polyoxypropylene block copolymer; polyoxyalkylene fatty acid esters such as polyoxyethylene fatty acid esters and polyoxyethylene polyoxypropylene fatty acid esters; Polyoxyalkylene alkyl ethers such as polyoxyethylene alkyl ethers and polyoxyethylene polyoxypropylene alkyl ethers; polyoxyalkylene polyaryl ethers such as polyoxyethylene tristyrylphenyl ether, polyoxyethylene polyaryl ether, and polyoxyethylene polyoxypropylene polyaryl ether; polyoxyalkylene alkylaryl ethers such as polyoxyethylene alkylaryl ethers and polyoxyethylene polyoxypropylene alkylaryl ethers; Polyoxyalkylene vegetable oils such as polyoxyethylene castor oil and polyoxyethylene polyoxypropylene castor oil; Polyoxyalkylene hydrogenated vegetable oils such as polyoxyethylene hydrogenated castor oil; Glycerol fatty acid esters; Sorbitan fatty acid esters such as sorbitan laurate, sorbitan stearate, sorbitan oleate, and sorbitan trioleate; Polyoxyalkylene sorbitan fatty acid esters such as polyoxyethylene sorbitan laurate, polyoxyethylene sorbitan stearate, polyoxyethylene sorbitan oleate, and polyoxyethylene sorbitan trioleate etc.

[0041] Examples of the anionic surfactant include: Alkylarylsulfonates such as dodecylbenzenesulfonates and alkylnaphthalenesulfonates; Dialkyl sulfosuccinates such as di(2-ethylhexyl) sulfosuccinate; Polyoxyalkylene polyaryl ether sulfates such as polyoxyethylene distyryl phenyl ether sulfates etc. Examples of the salts of the sulfonate and sulfate ester include sodium salts, potassium salts, calcium salts, and ammonium salts.

[0042] Examples of cationic surfactants include: Alkylamine hydrochlorides such as dodecylamine hydrochloride; alkyl quaternary ammonium salts, such as dodecyltrimethylammonium salts, alkyldimethylbenzylammonium salts, alkylpyridinium salts, alkylisoquinolinium salts, and dialkylmorpholinium salts; Benzethonium chloride; Polyalkylvinylpyridinium salts etc.

[0043] Examples of amphoteric surfactants include N-lauryl alanine, N,N,N-trimethylaminopropionic acid, N,N,N-trihydroxyethylaminopropionic acid, N-hexyl-N,N-dimethylaminoacetic acid, 1-(2-carboxyethyl)pyrimidinium betaine, and lecithin.

[0044] As the surfactant, a commercially available surfactant may be used. Examples of commercially available nonionic surfactants include, by trade name, Toximul 8323 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), Atlas G5000 (butyl block copolymer, manufactured by Croda), Atlas G5002L (butyl block copolymer, manufactured by Croda), Antarox B / 848 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Solvay), Pegnol 24-O (polyoxyethylene fatty acid ester, manufactured by Toho Chemical Industry Co., Ltd.), Pegnol 14-S (polyoxyethylene fatty acid ester, manufactured by Toho Chemical Industry Co., Ltd.), Pegnol ST-7 (polyoxyethylene alkyl ether, manufactured by Toho Chemical Industry Co., Ltd.), ATPLUS245 (polyoxyethylene polyoxypropylene alkyl ether, manufactured by Croda), Synperonic AB6 (polyoxyalkylene alkyl ether, HLB: 12, manufactured by Croda), Brij O3 (Polyoxyethylene oleyl ether, HLB:7, manufactured by Croda), Genapol X060 (Polyoxyethylene alkyl ether, manufactured by Clariant), Genapol X150 (Polyoxyethylene alkyl ether, manufactured by Clariant), Emulsogen TS200 (Polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS290 (Polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS540 (Polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS600 (Polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen EL360 (Polyoxyethylene castor oil, manufactured by Clariant), Emulsogen EL400 (Polyoxyethylene castor oil, manufactured by Clariant), Emulsogen EL540 (polyoxyethylene castor oil, manufactured by Clariant), Sorphol T26 (polyoxyethylene alkyl aryl ether, manufactured by Toho Chemical Industry Co., Ltd.), Alkamuls OR / 40 (polyoxyethylene castor oil, manufactured by Solvay), NIKKOL HCO-20 (polyoxyethylene hydrogenated castor oil, manufactured by Nikko Chemicals), GeronolExamples of such surfactants include TE / 250 (a mixture of polyoxyethylene castor oil and polyoxyethylene polyoxypropylene monobutyl ether, manufactured by Solvay), NIKKOL MGU (glycerin fatty acid ester, manufactured by Nikko Chemicals), NIKKOL DGS-80 (glycerin fatty acid ester, manufactured by Nikko Chemicals), Newcol 20 (sorbitan laurate, manufactured by Nippon Nyukazai), and Newcol 25 (polyoxyethylene sorbitan laurate, manufactured by Nippon Nyukazai).

[0045] Examples of commercially available anionic surfactants include Rhodacal 70 (branched dodecylbenzenesulfonic acid calcium salt, manufactured by Solvay), Rhodacal 70 / B (linear dodecylbenzenesulfonic acid calcium salt, manufactured by Solvay), Rhodacal LDS-25 / AP (linear dodecylbenzenesulfonic acid sodium salt, manufactured by Solvay), Calsogen 4814 (dodecylbenzenesulfonic acid calcium salt, manufactured by Clariant), Phenylsulfonat cal (dodecylbenzenesulfonic acid calcium salt, manufactured by Clariant), Geropon CYA / 75 (di(2-ethylhexyl)sulfosuccinic acid sodium salt, manufactured by Solvay), and Soprophor DSS / 7 (polyoxyethylene distyryl phenyl ether sulfate ester ammonium salt, manufactured by Solvay).

[0046] The liquid pesticide composition preferably contains a nonionic surfactant. For example, the liquid pesticide composition preferably contains one or more nonionic surfactants, or contains one or more nonionic surfactants and one or more anionic surfactants. When a combination of one or more nonionic surfactants and one or more anionic surfactants is used, the content ratio thereof is, for example, 1:0.1 to 1:40 (mass ratio). The nonionic surfactant is preferably one or more selected from the group consisting of polyoxyethylene polyoxypropylene block copolymers, polyoxyalkylene alkyl ethers, and polyoxyalkylene vegetable oils. The anionic surfactant is preferably an alkylaryl sulfonate.

[0047] When the total amount of the liquid pesticide composition is 100% by mass, the content of the surfactant in the liquid pesticide composition is usually from 1% by mass to 30% by mass, preferably from 4% by mass to 28% by mass, more preferably from 5% by mass to 25% by mass, even more preferably from 5% by mass to 20% by mass, and particularly preferably from 7% by mass to 20% by mass. The content of the surfactant is usually 0.3 to 10 times by mass, preferably 1 to 10 times by mass, and more preferably 1 to 7 times by mass, the content of the hydrophobic pesticide active ingredient.

[0048] When the total amount of the liquid pesticide composition is 100% by mass, the total content of the hydrophobic pesticide active ingredient, the first solvent, the second solvent, and the surfactant in the liquid pesticide composition is usually 60% by mass or more, preferably 70% by mass or more, and more preferably 75% by mass or more. The total content may be 100% by mass, 95% by mass or less, 90% by mass or less, or 85% by mass or less.

[0049] (e) Other ingredients The liquid pesticide composition may contain other components in addition to those described above, if necessary. Examples of other components include pesticide active ingredients other than the hydrophobic pesticide active ingredient, solvents other than the first solvent and the second solvent, formulation auxiliaries, and the like.

[0050] When the total amount of pesticide active ingredients contained in the liquid pesticide composition is taken as 100% by mass, the content of the hydrophobic pesticide active ingredient in all pesticide active ingredients contained in the liquid pesticide composition may be, for example, 20% by mass to 100% by mass or 30% by mass to 100% by mass. The content is, for example, 50% by mass to 100% by mass, 60% by mass to 100% by mass, 80% by mass to 100% by mass, 90% by mass to 100% by mass, or 95% by mass to 100% by mass.

[0051] From the viewpoint of the storage stability of the liquid pesticide composition at low temperatures and the emulsion stability when mixed with water, when the total amount of the solvents contained in the liquid pesticide composition is taken as 100% by mass, the total content of the first solvent and the second solvent in all the solvents contained in the liquid pesticide composition is preferably 70% by mass or more, more preferably 80% by mass or more, even more preferably 90% by mass or more, still more preferably 95% by mass or more, particularly preferably 98% by mass or more, and particularly preferably 100% by mass.

[0052] The formulation auxiliary includes an antifoaming agent, a thickener, etc. The antifoaming agent includes a silicone-based antifoaming agent, etc.

[0053] As the defoaming agent, a commercially available defoaming agent may be used. Examples of commercially available defoaming agents include, for example, Antifoam C emulsion (silicone-based defoaming agent, manufactured by Toray Dow Corning), Antifoam A compound (silicone-based defoaming agent, manufactured by Toray Dow Corning), TSA730 (silicone-based defoaming agent, manufactured by Momentive Performance Materials Japan), TSA720 (silicone-based defoaming agent, manufactured by Momentive Performance Materials Japan), SAG1572 (silicone-based defoaming agent, manufactured by Momentive Performance Materials Japan), SAG1538 (silicone-based defoaming agent, manufactured by Momentive Performance Materials Japan), KS-538 (silicone-based defoaming agent, manufactured by Shin-Etsu Chemical Co., Ltd.), and BYK-019 (silicone-based defoaming agent, manufactured by BYK-Chemie Japan), all of which are trade names.

[0054] When the liquid pesticide composition contains an antifoaming agent, the content thereof is usually from 0.001% by mass to 1% by mass, and preferably from 0.002% by mass to 0.8% by mass, when the total amount of the liquid pesticide composition is taken as 100% by mass.

[0055] Examples of the thickener include organic solvent-soluble or organic solvent-dispersible thickeners, such as organoclays, organobentonites, organomontmorillonites, and organically modified castor oil derivatives.

[0056] As the thickener, commercially available organic solvent soluble or organic solvent dispersible thickeners may be used. Commercially available organic solvent soluble or organic solvent dispersible thickeners include, for example, BENTONE SD-1 (organic bentonite, manufactured by ELEMENTIS SPECIALTIES), BENTONE SD-2 (organic bentonite, manufactured by ELEMENTIS SPECIALTIES), BENTONE 34 (organic bentonite, manufactured by ELEMENTIS SPECIALTIES), BENTONE 38 (organic bentonite, manufactured by ELEMENTIS SPECIALTIES), THIXATROL ST (organically modified castor oil derivative, manufactured by ELEMENTIS SPECIALTIES), THIXCIN R (castor oil derivative, manufactured by ELEMENTIS SPECIALTIES), THIXATROL 53X (organically modified castor oil derivative, manufactured by ELEMENTIS SPECIALTIES) and the like, all under their trade names.

[0057] When the liquid pesticide composition contains a thickener, the content thereof is usually from 0.01% by mass to 5% by mass, when the total amount of the liquid pesticide composition is taken as 100% by mass.

[0058] (f) Manufacture and use of liquid pesticide compositions The liquid pesticide composition can be suitably used as a liquid pesticide formulation called an emulsifiable concentrate in the pesticide field. The liquid pesticide composition can be produced by a method generally used for producing an emulsifiable concentrate, for example, by mixing a hydrophobic pesticide active ingredient, a first solvent, a second solvent, and a surfactant, as well as ingredients that are added as necessary.

[0059] The liquid pesticide composition is applied to control pests and weeds in a manner commonly used as an emulsifiable concentrate. Specifically, the liquid pesticide composition is mixed with water to prepare an emulsion, and the emulsion is applied to plants or the soil in which the plants are grown. The emulsion is prepared by mixing the emulsion with water in an amount usually 2 to 10,000 times, preferably 10 to 8,000 times, more preferably 15 to 6,000 times, the volume of the emulsion. EXAMPLES

[0060] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0061] <Production Examples 1 to 37: Preparation and Evaluation of Liquid Pesticide Compositions> (1) Preparation of liquid pesticide composition The ingredients shown in Tables 1 to 8 were mixed in the mass ratios (%) shown in Tables 1 to 8 and stirred until a uniform solution was obtained, to obtain liquid pesticide compositions. In Tables 1 to 8, "first solvent / hydrophobic pesticide active ingredient" refers to the mass ratio of the content of the first solvent to the content of the hydrophobic pesticide active ingredient, and "second solvent / hydrophobic pesticide active ingredient" refers to the mass ratio of the content of the second solvent to the content of the hydrophobic pesticide active ingredient.

[0062] (2) Evaluation of liquid pesticide compositions (2-1) Storage stability at low temperatures In a room temperature environment, 20 mL of the liquid pesticide composition and three crystal grains (crystal size: about 1 mm) of the same hydrophobic pesticide active ingredient as the hydrophobic pesticide active ingredient contained in the liquid pesticide composition were placed in a glass container, and immediately stored at 0°C. After 5 days from the start of storage, the changes in the size and number of crystals were visually observed, and the storage stability of the liquid pesticide composition at low temperatures was evaluated according to the following evaluation criteria. The results are shown in Tables 1 to 8. If the evaluation is A or B, it can be said that crystals are unlikely to precipitate or grow at low temperatures, and it can be evaluated that the storage stability at low temperatures is good. A: The crystal size is smaller than the original size or has dissolved and disappeared. B: No change in crystal size or number C: The number of crystals remains the same, but the size of the crystals is larger than the original size. D: The number of crystals has increased and the size of the crystals is larger than the original size.

[0063] (2-2) Emulsion stability when mixed with water In a room temperature environment, 99 mL of 30°C CIPAC standard water D (hardness: 342 ppm) was added to a 100 mL stoppered graduated cylinder, and 1 mL of the liquid pesticide composition was slowly dropped from a height of about 8 cm above the water surface. The graduated cylinder was stoppered, and the operation of turning the graduated cylinder 180° in 1 second and returning it to its original position in 1 second was repeated 10 times, and then the graduated cylinder was left to stand for 24 hours in a thermostatic water bath at 30°C. After standing, the state inside the graduated cylinder was visually observed, and the emulsion stability when mixed with water was evaluated according to the following evaluation criteria. The results are shown in Tables 1 to 8. If the evaluation is A, B, or C, it can be said that crystals are unlikely to precipitate and grow, and it can be evaluated that the emulsion stability when mixed with water is good. A: No crystal precipitation observed B: Tiny crystals are precipitated, with less than 10 grains C: Tiny crystals are precipitated, with the number of crystals being between 10 and 100. D: Tiny crystals are precipitated, with more than 100 grains. E: Larger crystals are precipitated compared to B to D.

[0064] [Table 1]

[0065] [Table 2]

[0066] [Table 3]

[0067] [Table 4]

[0068] [Table 5]

[0069] [Table 6]

[0070] [Table 7]

[0071] [Table 8]

[0072] Details of the blended components shown in Tables 1 to 8 are as follows. [1] Mefentrifluconazole: Water solubility at 25°C 0.81 mass ppm, melting point 126°C, logP at 25°C 3.4 [2] Pyraclostrobin: Water solubility at 25°C 1.9 ppm by mass, melting point 63.7-65.2°C, log P at 25°C 4.0 [3] Pydiflumetofen: Water solubility at 25°C 1.5 ppm by mass, melting point 112.7°C, logP at 25°C 3.8 [4] Compound A (ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate: Water solubility at 25°C 2.0 ppm by mass, melting point 103.7°C, logP at 25°C 3.5 [5] Pyridaclomethyl: Water solubility at 25°C 0.6 mass ppm, melting point 173.9°C, logP at 25°C 4.1 [6] Solvesso 200ND: Aromatic hydrocarbons, mainly C10-C13 alkylnaphthalenes, manufactured by ExxonMobil Chemical [7] Phenylsulfonat cal: calcium dodecylbenzenesulfonate, manufactured by Clariant [8] Emulsogen EL360: polyoxyethylene castor oil, manufactured by Clariant

Claims

1. (a) 3% by mass or more and 10% by mass or less of a pesticide active ingredient having a water solubility at 25°C of 0.5 ppm by mass or more and 5 ppm by mass or less and a melting point of 30°C or more and 180°C or less (excluding pesticide active ingredients that are inorganic compounds); (b) 3.6% by mass or more and 60% by mass or less of a first solvent which is ε-caprolactone; (c) a second solvent having a water solubility of 1% by mass or less at 25° C., the second solvent being 19.5% by mass or more and 85% by mass or less; and (d) surfactant 1% by mass or more and 30% by mass or less Contains The total content of the pesticide active ingredient, the first solvent, the second solvent, and the surfactant is 60% by mass or more, The content of the first solvent is 1.2 times by mass or more and 15.0 times by mass or less of the content of the pesticide active ingredient, The liquid pesticide composition, wherein the content of the second solvent is 6.5 to 25.0 times by mass the content of the pesticide active ingredient.

2. 2. The liquid pesticide composition according to claim 1, wherein the pesticide active ingredient has a partition coefficient (log P) between 1-octanol and water at 25° C. of 2.5 or more and 5.0 or less.

3. 3. The liquid pesticide composition according to claim 1, wherein the content of the pesticide active ingredient is 4% by mass or more and 10% by mass or less.

4. The liquid pesticide composition according to any one of claims 1 to 3, wherein the content of the first solvent is 5% by mass or more and 40% by mass or less.

5. The liquid pesticide composition according to any one of claims 1 to 4, wherein the content of the second solvent is 40% by mass or more and 80% by mass or less.

6. The liquid pesticide composition according to any one of claims 1 to 5, wherein the content of the surfactant is 5% by mass or more and 20% by mass or less.

7. The liquid pesticide composition according to any one of claims 1 to 6, wherein the content of the first solvent is 1.3 to 6.0 times by mass of the content of the pesticide active ingredient.

8. The liquid pesticide composition according to any one of claims 1 to 7, wherein the content of the second solvent is 7.0 to 13.0 times by mass of the content of the pesticide active ingredient.

9. The liquid pesticide composition according to any one of claims 1 to 8, wherein the second solvent comprises an aromatic hydrocarbon.

10. 10. The liquid pesticide composition according to claim 9, wherein the aromatic hydrocarbon comprises at least one selected from the group consisting of alkylbenzenes and alkylnaphthalenes.

11. The liquid pesticide composition according to any one of claims 1 to 10, wherein the pesticide active ingredient is one or more selected from the group consisting of mefentrifluconazole, pyraclostrobin, pydiflumetofen, pyridaclomethyl, and ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate.

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