Liquid pesticide composition

Abstract

Provided is a liquid agrochemical composition that has excellent storage stability at low temperatures.　This liquid agrochemical composition contains (a) a compound represented by formula (I), (b) a solvent having an aqueous solubility of 10 mass% or less at 25°C, (c) a surfactant, and (d) 0.04-3.30 mass% of water.

Description

Technical Field

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

Background Art

[0002] U.S. Patent No. 6,537,948 (Patent Document 1) describes a compound represented by formula (I) as an active ingredient of a herbicide

Chemical Formula

Prior Art Document

Patent Document

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present invention is to provide a liquid pesticide composition containing a compound represented by (I), which has good storage stability at low temperatures.

Means for Solving the Problems

[0005] The present invention provides a liquid pesticide composition shown below. [1] (a) A compound represented by formula (I),

Chemical Formula

[0006] According to the present invention, it is possible to provide a liquid pesticide composition containing a compound represented by formula (I) in which the occurrence of precipitation and precipitates during storage in low-temperature environments is suppressed, and the liquid pesticide composition has good storage stability. [Modes for carrying out the invention]

[0007] The liquid pesticide composition according to the present invention (hereinafter also simply referred to as "liquid pesticide composition") is (a) Compound represented by formula (I) [ka] (Hereafter, this will also be referred to as "Compound (I).") (b) A solvent having a water solubility of 10% by mass or less at 25°C. (c) Surfactants, and (d) Contains 0.04% by mass or more and 3.30% by mass or less of water.

[0008] In this specification, "liquid" means fluid at 25°C. A liquid pesticide composition is preferably a liquid in which at least the pesticide active ingredient among its components is completely or almost completely dissolved in the solvent. A liquid pesticide composition is more preferably a liquid in which at least the pesticide active ingredient, surfactant, and water among its components are completely or almost completely dissolved in the solvent. A liquid pesticide composition is even more preferably a liquid in which all of its components are completely or almost completely dissolved in the solvent.

[0009] According to the present invention, a liquid pesticide composition having good storage stability at low temperatures can be provided. Examples of the temperature conditions for storage at low temperatures include storage in an environment at 0°C or lower, storage in an environment at -10°C or lower, storage in an environment at -20°C or lower, and the like. Examples of the storage period at low temperatures include storage for 1 day or longer, storage for 1 week or longer, storage for 1 month or longer, storage for 1 year or longer, storage for 2 years or longer, and the like. Hereinafter, the components that the liquid pesticide composition according to the present invention contains or may contain will be described in detail.

[0010] (a) Compound (I) The liquid pesticide composition contains compound (I) as an active ingredient for pesticides. Compound (I) is a known compound and is represented by the following formula (I). Compound (I) can be produced by a known method such as the method described in US Patent No. 6537948.

Chemical formula

[0011] When the total amount of the liquid pesticide composition is 100% by mass, the content of compound (I) in the liquid pesticide composition is generally 0.1% by mass or more and 50% by mass or less, preferably 0.5% by mass or more and 40% by mass or less, more preferably 1% by mass or more and 30% by mass or less, still more preferably 2% by mass or more and 25% by mass or less, and even more preferably 3% by mass or more and 20% by mass or less. Other preferred ranges of the content are, for example, 3% by mass or more and 12% by mass or less, 3% by mass or more and 10% by mass or less, 4% by mass or more and 15% by mass or less, 4% by mass or more and 12% by mass or less, or 5% by mass or more and 10% by mass or less.

[0012] (b) Solvent The liquid pesticide composition contains one or more solvents having a water solubility of 10% by mass or less at 25°C (hereinafter, also referred to as "hydrophobic solvents").

[0013] Examples of the hydrophobic solvent include Alcohols such as butanol, amyl alcohol, hexanol, heptanol, octanol, 2-ethylhexanol, cyclohexanol, and benzyl alcohol; Esters such as acetate esters (e.g., ethyl acetate, butyl acetate, isoamyl acetate, isobornyl acetate, hexyl acetate, heptyl acetate, octyl acetate, benzyl acetate), carbonate esters (e.g., diethyl carbonate, dibutyl carbonate), fatty acid esters (e.g., isopropyl myristate, methyl octanoate, methyl oleate, methyl laurate, dimethyl adipate, dibutyl adipate, didecyl adipate, tri-n-butyl citrate, di-n-butyl phthalate, methyl caprylate, methyl laurate, methyl myristate, methyl salicylate, methyl palmitate, methyl oleate, ethyl palmitate), phthalate esters (e.g., dimethyl phthalate, diethyl phthalate), benzoate esters (e.g., methyl benzoate, ethyl benzoate), succinate esters (e.g., dioctyl succinate), acetoacetate esters (e.g., tert-butyl acetoacetate, allyl acetoacetate); ethers such as propylene glycol phenyl ether; Ketones such as cyclohexanone, 2-heptanone, isophorone, mesityl oxide, methylisoamyl ketone, methylisobutyl ketone, methylcyclohexanone, and acetophenone; Amides such as fatty acid dimethylamides (e.g., N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, N,N-dimethyloctadecanamide) and alkylpyrrolidones (e.g., N-octylpyrrolidone, N-dodecylpyrrolidone, N-decylpyrrolidone); Lactones such as γ-octanolactone and δ-octanolactone; Amines such as n-octylamine, oleylamine, and laurylamine; Aliphatic hydrocarbons such as decane, tridecane, tetradecane, hexadecane, octadecane, normal paraffins, isoparaffins, cycloparaffins, 1-undecene, and 1-heneicosene; Aromatic hydrocarbons such as toluene, xylene, alkylbenzenes including ethylbenzene, octadecylbenzene, dialkylbenzene and trialkylbenzene, alkylnaphthalenes including methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene, and phenylxylethane and 1-phenyl-1-ethylphenylethane, and mixtures thereof; Fatty acids such as oleic acid, capric acid, and enanthic acid; Coconut oil, olive oil, soybean oil, rapeseed oil, castor oil, linseed oil, cottonseed oil, palm oil, avocado oil, and animal and vegetable oils such as shark liver oil, sardine oil, and saury oil; Naphtha, petroleum ether, kerosene, diesel fuel, paraffin, olefins, machine oils, and other mineral oils; Silicone oil; These are some examples.

[0014] Commercially available solvents may be used as hydrophobic solvents. Examples of commercially available hydrophobic solvents include, for example, Hallcomid M-8-10 (a mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-10 (N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-12 (N,N-dimethyldodecanamide, manufactured by Stepan), Hallcomid M-18 (N,N-dimethyloctadecanamide, manufactured by Stepan), and Hallcomid 1025 (N,N-dimethyl-9-decenamide (manufactured by Stepan), Rhodiasolv Iris (a mixture of dimethyl 2-methylglutarate, dimethyl 2-ethylsuccinate, and dimethyl adipate, manufactured by Solvay), PURASOLV EHL (2-ethylhexyl L-lactic acid, manufactured by Corbion Purac), AGSOLEX 8 (N-octylpyrrolidone, manufactured by Ashland), AGSOLEX 12 (N-dodecylpyrrolidone, manufactured by Ashland), Stepan C-25 (methyl caprylate, manufactured by Stepan), Stepan C-42 (a mixture of methyl laurate and methyl myristate, manufactured by Stepan), Stepan C-65 (a mixture of methyl palmitate and methyl oleate, manufactured by Stepan), Dowanol PPh (propylene glycol phenyl ether, manufactured by Dow Chemical), Nisseki Hyzole SAS-296 (a mixture of 1-phenyl-1-xylylethane and 1-phenyl-1-ethylphenylethane, manufactured by JX Nippon Oil & Energy), Aromatic 100 Fluid (mainly C9-C10 dialkyl and trialkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Aromatic 150 Fluid (mainly C10-C11 alkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Aromatic 150ND Fluid (mainly C10-C11 alkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Aromatic 200 Fluid (mainly C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Aromatic 200ND Examples include fluids (primarily C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemicals).

[0015] The hydrophobic solvent preferably includes aromatic hydrocarbons, aliphatic hydrocarbons, ketones, esters, ethers, amides, amines, alcohols, and more preferably aromatic hydrocarbons, from the viewpoint of the solubility of compound (I) and the emulsification stability when mixed and diluted with water in the liquid pesticide composition. The aromatic hydrocarbon preferably includes one or more selected from the group consisting of toluene, xylene, alkylbenzenes such as ethylbenzene, octadecylbenzene, dialkylbenzene and trialkylbenzene, alkylnaphthalenes such as methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene, and phenylxylethane and 1-phenyl-1-ethylphenylethane, and mixtures thereof, more preferably one or more selected from the group consisting of alkylbenzenes and alkylnaphthalenes, and more preferably one or more selected from the group consisting of C9-C12 alkylbenzenes and C10-C15 alkylnaphthalenes. The hydrophobic solvent may consist of aromatic hydrocarbons.

[0016] The water solubility of the hydrophobic solvent at 25°C is 10% by mass or less, and may be, for example, 8% by mass or less, 6% by mass or less, 4% by mass or less, 2% by mass or less, or even 1% by mass or less. It is preferable for the liquid pesticide composition to contain a hydrophobic solvent having a water solubility within this range because it facilitates the formation of an emulsion when the liquid pesticide composition is mixed with water. The water solubility of the hydrophobic solvent at 25°C is, for example, 0% by mass or more, and 10 -5 It may be more than a mass percent, and 10 -4 It may be more than a mass percent, and 10 -3 It may be % by mass or more. It is preferable for the liquid pesticide composition to contain a hydrophobic solvent having water solubility within this range in order to improve emulsification stability when mixed with water.

[0017] In this specification, water solubility at 25°C refers to the solubility in water at a temperature of 25°C and a pH of 7. For example, if the water solubility at 25°C is 1% by mass, then the solubility in 1 g of water at a temperature of 25°C and a pH of 7 is 1 × 10⁻¹⁶. -2 This means that it is g.

[0018] For the water solubility of hydrophobic solvents, values ​​listed in the Solubility Database of the International Union of Pure and Applied Chemistry (IUPAC) or the National Institute of Standards and Technology (NIST) can be used. If the solvent is not listed in these databases, the water solubility of a hydrophobic solvent can be measured by quantifying the saturation dissolution amount in water at a temperature of 25°C and a pH of 7 using high-performance liquid chromatography.

[0019] When the total amount of the liquid pesticide composition is considered to be 100% by mass, the content of the hydrophobic solvent in the liquid pesticide composition is preferably 10% by mass or more and 99% by mass or less, more preferably 20% by mass or more and 95% by mass or less, and even more preferably 30% by mass or more and 90% by mass or less.

[0020] The content of the hydrophobic solvent is usually 5 to 50 times the mass of the content of compound (I), preferably 6 to 40 times, more preferably 7 to 30 times, even more preferably 8 to 25 times, even more preferably 9 to 20 times, and particularly preferably 10 to 15 times. Other preferred ranges for the ratio (mass ratio) of the content of the hydrophobic solvent to the content of compound (I) are 6 to 25 times, 6 to 20 times, 6 to 15 times, 8 to 20 times, 8 to 15 times, 10 to 25 times, 10 to 20 times, and 10 to 15 times.

[0021] When a liquid pesticide composition contains two or more hydrophobic solvents, the content of the hydrophobic solvents mentioned above refers to the total content of those two or more hydrophobic solvents. The same applies to other components that the liquid pesticide composition contains or may contain; if it contains two or more components, the content refers to their total content unless otherwise specified.

[0022] Liquid pesticide compositions may contain organic solvents other than hydrophobic solvents. However, from the viewpoint of improving the storage stability of the liquid pesticide composition and the emulsification stability when mixed with water, it is preferable that the organic solvent contained in the pesticide composition is a hydrophobic solvent.

[0023] (c) Surfactants The liquid pesticide composition contains one or more surfactants. Examples of surfactants include ionic surfactants and nonionic surfactants. Examples of ionic surfactants include anionic surfactants, cationic surfactants, and amphoteric surfactants. The surfactant may include, for example, one or more surfactants selected from the group consisting of anionic surfactants and nonionic surfactants. Examples of anionic surfactants include, Alkyl sulfonates (e.g., dodecyl sulfonate), alpha-olefin sulfonates, alkylbenzene sulfonates (e.g., decylbenzene sulfonate, dodecylbenzene sulfonate, tridecylbenzene sulfonate, diphenyl sulfonate), alkylnaphthalene sulfonates (e.g., naphthalene sulfonate, dibutylnaphthalene sulfonate, 2,2'-dinaphthylmethane-6,6'-disulfonate, diisopropylnaphthalene sulfonate, triisopropylnaphthalene sulfonate), dialkyl sulfosuccinates (e.g., sodium di(2-ethylhexyl)sulfosuccinate), N-methyl-N-acyl taurate salts (e.g., oleoylmethyl taurate), and other sulfonates such as lignin sulfonates, alkylphenol sulfonates and their derivatives, naphthalene sulfonate-formaldehyde condensates and their derivatives, and benzimidazole sulfonic acid derivatives; Sulfate esters such as alkyl sulfates (e.g., n-hexyl sulfate, n-heptyl sulfate, lauryl sulfate, lauryl sulfate diethanolate, octadecyl sulfate), polyoxyethylene alkyl ether sulfates (e.g., laureth-3-sulfate), polyoxypropylene alkyl ether sulfates, and polyoxyethylene distyrylphenyl ether sulfates; Fatty acid salts such as octanoate, decanoate, laurate, myristicate, palmitate, stearate, behenate, and oleate, and their derivatives; ether carboxylates such as laureth-3-carboxylate, and their derivatives; N-acyl sarcosine salts such as N-lauroyl sarcosine, and their derivatives; N-acyl glutamate such as N-lauroyl glutamate, and its derivatives; polycarboxylates such as polyacrylates, polyvinyl acetates, and comb-type polymers of polysaltes, and their derivatives; Phosphate ester salts such as alkyl phosphates including lauryl phosphate and their derivatives, polyoxyethylene alkyl ether phosphate and its derivatives, polyoxyethylene alkylphenyl ether phosphate and its derivatives, polyoxypropylene alkyl ether phosphate and its derivatives, and their derivatives. These are some examples. Examples of salts in the above-mentioned sulfonate salts, sulfate ester salts, carboxylate salts, and phosphate ester salts include sodium salts, potassium salts, calcium salts, ammonium salts, isopropylamine salts, and triethanolamine salts. Examples of cationic surfactants include, Alkylamine salts such as monomethylamine salts, dimethylamine salts, trimethylamine salts, and dodecylamine salts; Fatty acid amidoamine salts such as stearamidopropyldimethylamine and behenamidopropyldimethylamine; Polyamine salts such as polyvinylamine and polyethyleneimine; Alkyl quaternary ammonium salts such as lauryltrimethylammonium salt, cetyltrimethylammonium salt, dodecyltrimethylammonium salt, stearylmethylammonium salt, benzylbis(2-chloroethyl)ethylammonium bromide salt, alkyldimethylbenzylammonium salt, alkylpyridinium salt, alkylisoquinolinium salt, and dialkylmorpholinium salt; These are some examples.

[0024] As the ionic surfactant, commercially available ionic surfactants may be used. Examples of commercially available anionic surfactants include, but are all trade names, Rhodacal 70 (branched-chain calcium dodecylbenzenesulfonate, manufactured by Solvay), Rhodacal 70 / B (linear calcium dodecylbenzenesulfonate, manufactured by Solvay), Rhodacal LDS-25 / AP (linear sodium dodecylbenzenesulfonate, manufactured by Solvay), Calsogen 4814 (calcium dodecylbenzenesulfonate, manufactured by Clariant), Phenylsulfonat CAL (calcium dodecylbenzenesulfonate, manufactured by Clariant), Geropon CYA / 75 (sodium di(2-ethylhexyl)sulfosuccinate, manufactured by Solvay), and Soprophor DSS / 7 (ammonium polyoxyethylene distylylphenyl ether sulfate, manufactured by Solvay).

[0025] Examples of nonionic surfactants include, Block polymers such as polyoxyethylene polyoxypropylene block copolymers, alkanol and polyethylene oxide and polypropylene oxide block polymers; Synthetic polymers such as vinyl acetate copolymers, polymethacrylic acid, and copolymers of methacrylic acid and methacrylic acid esters; Polyoxyalkylene fatty acid esters such as polyoxyethylene fatty acid esters (e.g., polyoxyethylene stearate), polyoxypropylene fatty acid esters (e.g., polyoxypropylene stearate), and polyoxyethylene polyoxypropylene fatty acid esters; Fatty acid esters of polyols, monoglycerides, phospholipids, etc. Alcohol ethoxylates such as aliphatic alcohol ethoxylates (e.g., tridecyl alcohol ethoxylate, decyl alcohol ethoxylate, isooctyl alcohol ethoxylate, lauryl alcohol ethoxylate, hexadecyl alcohol ethoxylate, stearyl alcohol ethoxylate), alkylphenol ethoxylates (e.g., nonylphenol ethoxylate, tristyrylphenol ethoxylate, tributylphenol ethoxylate, octylphenol ethoxylate), arylalkylphenol ethoxylates, and arylphenol ethoxylates (e.g., monobenzyl biphenyl alcohol ethoxylate); Alcohol proboxylates such as aliphatic alcohol proboxylates, alkylphenol proboxylates, and arylalkylphenol proboxylates: Polyoxyalkylene vegetable oils such as polyoxyethylene castor oil and polyoxyethylene polyoxypropylene castor oil; Polyoxyalkylene hydrogenated vegetable oils such as polyoxyethylene hydrogenated castor oil; Glycerin fatty acid ester; glucose ester; Cellulose ester; Polyvinyl alcohol; Sucrose fatty acid esters (e.g., sucrose stearate diester); 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, and polyoxyethylene polyoxypropylene sorbitan monolaurate; Fatty acid amine esters such as polyoxyethylene fatty acid amine esters and polyoxypropylene fatty acid amine esters; Polyoxyethylene rosin ester; Amides such as fatty acid alkanolamides (e.g., lauric acid diethanolamide), alkoxylated propylene oxide fatty acid glucamide, polyoxyethylene oleamide, polyoxyethylene stearamide, and polyvinylpyrrolidone; Amines such as alkoxylated amines (e.g., polyoxyethylene oleylamine, α,α'-[(9-octadecenylimino)di2,1-ethandyl]bis(ω-hydroxy)poly(oxyethylene)) These are some examples.

[0026] As a nonionic surfactant, commercially available nonionic surfactants may be used. Examples of commercially available nonionic surfactants include, for example, all trade names: Stepflow 26F (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), 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), Pegnol 14-S (polyoxyethylene fatty acid ester, manufactured by Toho Chemical Industry), Pegnol ST-7 (polyoxyethylene alkyl ether, manufactured by Toho Chemical Industry), ATPLUS245 (polyoxyethylene polyoxypropylene alkyl ether, manufactured by Croda), and 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 tristyrylphenyl ether, manufactured by Clariant), Emulsogen TS290 (Polyoxyethylene tristyrylphenyl ether, manufactured by Clariant), Emulsogen TS540 (Polyoxyethylene tristyrylphenyl ether, manufactured by Clariant), Emulsogen TS600 (Polyoxyethylene tristyrylphenyl 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), Solpol T26 (Polyoxyethylene alkylaryl ether, manufactured by Toho Chemical Industry), AlkamulsOR / 40 (Polyoxyethylene castor oil, manufactured by Solvay), Toximul 8240 (Polyoxyethylene castor oil, 36 moles of EO added, manufactured by Stepan), Toximul 8241 (Polyoxyethylene castor oil, 30 moles of EO added, manufactured by Stepan), Toximul 8242 (Polyoxyethylene castor oil, 40 moles of EO added, manufactured by Stepan), NIKKOL HCO-20 (Polyoxyethylene hydrogenated castor oil, manufactured by Nikko Chemicals), Geronol TE / 250 (Mixture of polyoxyethylene castor oil and polyoxyethylene polyoxypropylene monobutyl ether, manufactured by Solvay), NIKKOL MGU (Glycerin fatty acid ester, manufactured by Nikko Chemicals), NIKKOL Examples include DGS-80 (glycerin fatty acid ester, manufactured by Nikko Chemicals), Newcol 20 (sorbitan laurate, manufactured by Nippon Emulsifier Co., Ltd.), and Newcol 25 (polyoxyethylene sorbitan laurate, manufactured by Nippon Emulsifier Co., Ltd.).

[0027] When the total amount of the liquid pesticide composition is 100% by mass, the total content of ionic surfactants and nonionic surfactants in the liquid pesticide composition is preferably 1% by mass or more and 30% by mass or less, more preferably 2% by mass or more and 24% by mass or less, more preferably 3% by mass or more and 27% by mass or less, even more preferably 4% by mass or more and 20% by mass or less, even more preferably 5% by mass or more and 18% by mass or less, still even more preferably 6% by mass or more and 16% by mass or less, still even more preferably 7% by mass or more and 14% by mass or less, and particularly preferably 8% by mass or more and 12% by mass or less. The total content of ionic surfactants and nonionic surfactants is preferably 0.3 to 15 times the mass of the content of compound (I), preferably 0.5 to 12 times, more preferably 0.7 to 10 times, more preferably 0.8 to 8 times, and even more preferably 1 to 5 times. In a liquid pesticide composition, it is preferable to contain one or more nonionic surfactants and one or more ionic surfactants, and the content ratio of one or more nonionic surfactants to one or more ionic surfactants is, for example, 1:0.1 to 1:40 (by mass). The content ratio of one or more nonionic surfactants to one or more ionic surfactants is, for example, 1:0.2, 1:0.3, 1:0.4, 1:0.5, 1:0.6, 1:0.7, 1:0.8, 1:0.9, 1:1, 1:1.1, 1:1.2, 1:1.3, 1:1.4, 1:1.5, 1:1.6, 1:1.7, 1:1.8, 1:1.9, 1:2, 1:2.1, 1:2.2, 1:2.3, 1:2.4, 1:2.5, 1:2.6, 1:2.7, 1:2.8, 1:2.9, 1:3, 1:3.5, 1:4, 1:4.5, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, and 1:30 (by mass ratio).

[0028] (d) water The moisture content of the liquid pesticide composition is 0.04% by mass or more and 3.30% by mass or less. The moisture content may be 0.05% by mass or more, 0.06% by mass or more, 0.07% by mass or more, 0.08% by mass or more, 0.09% by mass or more, 0.10% by mass or more, 0.12% by mass or more, 0.14% by mass or more, 0.16% by mass or more, 0.18% by mass or more, or 0.20% by mass or more. The moisture content may be 3.20% by mass or less, 3.10% by mass or less, 3.00% by mass or less, 2.90% by mass or less, 2.80% by mass or less, 2.70% by mass or less, 2.60% by mass or less, 2.50% by mass or less, or 2.40% by mass or less. The water content of the liquid pesticide composition can be measured according to the method described in the examples below.

[0029] By setting the moisture content of the liquid pesticide composition to 0.04% by mass or higher, good storage stability can be achieved by suppressing the occurrence of precipitation and precipitates during storage in low-temperature environments. Similarly, good storage stability at low temperatures can also be achieved by setting the moisture content of the liquid pesticide composition to 3.30% by mass or lower. Furthermore, by setting the moisture content of the liquid pesticide composition to 2.80% by mass or lower, foaming during shaking and mixing can be suppressed. The occurrence of precipitation and precipitates during storage is desirable because it increases the risk of nozzle clogging during dilution and spraying. Foaming during shaking and mixing is also desirable because it makes accurate weighing difficult when using the liquid pesticide composition.

[0030] The water contained in the liquid pesticide composition may be, for example, deionized water, tap water, or groundwater added when preparing the liquid pesticide composition, or it may be trace amounts of water contained in each material used to prepare the liquid pesticide composition.

[0031] When the total amount of the liquid pesticide composition is 100% by mass, the total content of compound (I), hydrophobic solvent, surfactant, and water in the liquid pesticide composition is preferably 60% by mass or more, more preferably 70% by mass or more, and even 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.

[0032] (e) Other ingredients The liquid pesticide composition may contain other components as needed. Other components include, for example, pesticide active ingredients other than compound (I), solvents other than hydrophobic solvents, and formulation aids.

[0033] When the total amount of pesticide active ingredients contained in the liquid pesticide composition is taken as 100% by mass, the content of compound (I) in all pesticide active ingredients contained in the liquid pesticide composition may be, for example, 20% by mass or more and 100% by mass or 30% by mass or more and 100% by mass. The content may be, for example, 50% by mass or more and 100% by mass or less, 60% by mass or more and 100% by mass or less, 80% by mass or more and 100% by mass or less, 90% by mass or more and 100% by mass or less, or 95% by mass or more and 100% by mass or less.

[0034] Other active pesticide components besides compound (I) are not particularly limited and include insecticidal components, fungicidal components, herbicidal components, plant growth regulators, and phytotoxicity-reducing components. The liquid pesticide composition may contain one or more active pesticide components selected from the group consisting of insecticidal components, fungicidal components, herbicidal components, plant growth regulators, and phytotoxicity-reducing components, as active pesticide components other than compound (I). Each of the insecticidal components, fungicidal components, herbicidal components, plant growth regulators, and phytotoxicity-reducing components may contain one or more components.

[0035] From the viewpoint of emulsification stability when the liquid pesticide composition is mixed with water, and the chemical stability of compound (I) in the liquid pesticide composition, when the total amount of solvent contained in the liquid pesticide composition is 100% by mass, the total content of hydrophobic solvents in all 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 even more preferably 95% by mass or more, particularly preferably 98% by mass or more, and especially preferably 100% by mass.

[0036] Examples of pharmaceutical additives include antifoaming agents, thickeners, and preservatives.

[0037] Examples of defoaming agents include silicone-based defoaming agents. When a liquid pesticide composition contains an antifoaming agent, its content is usually 0.001% by mass or more and 1% by mass or less, and preferably 0.002% by mass or more and 0.8% by mass or less, when the total amount of the liquid pesticide composition is considered to be 100% by mass.

[0038] Examples of thickeners include those that are soluble in organic solvents or dispersible in organic solvents. Examples of organic solvent-soluble or dispersible thickeners include organic clay, organic bentonite, organic montmorillonite, and organically modified castor oil derivatives. When a liquid pesticide composition contains a thickener, its content is usually 0.01% by mass or more and 5% by mass or less, and preferably 0.05% by mass or more and 3% by mass or less, when the total amount of the liquid pesticide composition is 100% by mass.

[0039] Examples of preservatives include isothiazolinone-based preservatives. When a liquid pesticide composition contains a preservative, its content is usually 0.05% by mass or more and 0.5% by mass or less, and preferably 0.1% by mass or more and 0.3% by mass or less, when the total amount of the liquid pesticide composition is considered to be 100% by mass.

[0040] The liquid pesticide composition of the present invention exhibits excellent herbicidal activity, good emulsification stability when mixed with water (no precipitation or phase separation that could cause uneven application occurs during the period from dilution to application), good miscibility when mixed with other pesticide formulations or adjuvants and other tank mix partners (no precipitates that could cause nozzle blockage), good discharge from containers, and good chemical stability of compound (I) in the liquid pesticide composition when stored in a high-temperature environment.

[0041] (f) Manufacture and use of liquid pesticide compositions Liquid pesticide compositions can be produced, for example, by mixing compound (I), a hydrophobic solvent, a surfactant, and water as needed, along with any additional components, using a stirrer such as a three-way motor, while heating as needed.

[0042] Liquid pesticide compositions are applied to control pests, diseases, and weeds. Specifically, a liquid pesticide composition is mixed with water to prepare an emulsion, which is then applied to plants or the soil in which the plants are grown. The emulsion is prepared by mixing the liquid pesticide composition with water in an amount typically 2 to 10,000 times, preferably 10 to 8,000 times, and more preferably 15 to 6,000 times, relative to its volume. Furthermore, when applying the emulsion, an adjuvant may be mixed in. The type of adjuvant is not particularly limited, but if it is an oil-based adjuvant such as Agri-Dex or MSO (mineral oil such as paraffinic hydrocarbons, naphthenic hydrocarbons, aromatic hydrocarbons, or methylated seed oil esterified from vegetable oils (soybean oil or rapeseed oil)), it is desirable to mix it in the spray solution at concentrations of 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5%, or 6% (volume / volume). If it is a nonionic adjuvant such as Induce (polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid ester, alkylaryl alkoxylate, or alkylaryl polyoxyalkylene glycol), it is desirable to mix it in the spray solution at concentrations of 0.05%, 0.1%, 0.25%, or 0.5% (volume / volume). Other examples include anionic compounds such as Gramin S (substituted sulfonates), cationic compounds such as Genamin T 200BM (polyoxyethyleneamines), and organosilicon compounds such as Silwet L77. Furthermore, drift reducing agents such as Intact (polyethylene glycol) may be mixed in. The pH and hardness of the spray solution are not particularly limited. [Examples]

[0043] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0044] <Preparation of liquid pesticide composition> (1) Preparation of the liquid pesticide composition of Production Example 1 The components listed in Table 1 were mixed in the parts by mass listed in Table 1 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 2 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 1. The water content of this composition was 0.05% by mass. The water content was measured by the following measurement method.

[0045] (2) Preparation of the liquid pesticide composition of Production Example 2 The components listed in Table 1 were mixed in the parts by mass listed in Table 1 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 3 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 2. The water content of this composition was 0.07% by mass. The water content was measured by the following measurement method.

[0046] (3) Preparation of the liquid pesticide composition of Production Example 3 The components listed in Table 1 were mixed in the parts by mass listed in Table 1 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 5 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 3. The water content of this composition was 0.08% by mass. The water content was measured by the following measurement method.

[0047] (4) Preparation of the liquid pesticide composition of Production Example 4 The components listed in Table 1 were mixed in the parts by mass listed in Table 1 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 6 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 4. The water content of this composition was 0.09% by mass. The water content was measured by the following measurement method.

[0048] (5) Preparation of the liquid pesticide composition of Production Example 5 The components listed in Table 1 were mixed in the parts by mass listed in Table 1 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 8 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 5. The water content of this composition was 0.11% by mass. The water content was measured by the following measurement method.

[0049] (6) Preparation of the liquid pesticide composition of Production Example 6 The components listed in Table 2 were mixed in the parts by mass listed in Table 2 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 13 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 6. The water content of this composition was 0.16% by mass. The water content was measured by the following measurement method.

[0050] (7) Preparation of the liquid pesticide composition of Production Example 7 The components listed in Table 2 were mixed in the parts by mass listed in Table 2 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 17 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 7. The water content of this composition was 0.20% by mass. The water content was measured by the following measurement method.

[0051] (8) Preparation of the liquid pesticide composition of Production Example 8 The components listed in Table 2 were mixed in the parts by mass listed in Table 2 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 45 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 8. The water content of this composition was 0.48% by mass. The water content was measured by the following measurement method.

[0052] (9) Preparation of the liquid pesticide composition of Production Example 9 The components listed in Table 2 were mixed in the parts by mass listed in Table 2 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 89 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 9. The water content of this composition was 0.92% by mass. The water content was measured by the following measurement method.

[0053] (10) Preparation of the liquid pesticide composition of Production Example 10 The components listed in Table 2 were mixed in the parts by mass listed in Table 2 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 116 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 10. The water content of this composition was 1.19% by mass. The water content was measured by the following measurement method.

[0054] (11) Preparation of the liquid pesticide composition of Production Example 11 The components listed in Table 3 were mixed in the parts by mass listed in Table 3 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 156 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 11. The water content of this composition was 1.60% by mass. The water content was measured by the following measurement method.

[0055] (12) Preparation of the liquid pesticide composition of Production Example 12 The components listed in Table 3 were mixed in the parts by mass listed in Table 3 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 186 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 12. The water content of this composition was 1.90% by mass. The water content was measured by the following measurement method.

[0056] (13) Preparation of the liquid pesticide composition of Production Example 13 The components listed in Table 3 were mixed in the parts by mass listed in Table 3 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 237 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 13. The water content of this composition was 2.40% by mass. The water content was measured by the following measurement method.

[0057] (14) Preparation of the liquid pesticide composition of Production Example 14 The components listed in Table 3 were mixed in the parts by mass listed in Table 3 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 282 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 14. The water content of this composition was 2.85% by mass. The water content was measured by the following measurement method.

[0058] (15) Preparation of the liquid pesticide composition of Production Example 15 The components listed in Table 3 were mixed in the parts by mass listed in Table 3 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 311 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Production Example 15. The water content of this composition was 3.14% by mass. The water content was measured by the following measurement method.

[0059] (16) Preparation of the liquid pesticide composition of Comparative Production Example 1 The components listed in Table 4 were mixed in the parts by mass listed in Table 4 and stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Comparative Production Example 1. The water content of this composition was 0.03% by mass. The water content was measured by the following measurement method.

[0060] (17) Preparation of the liquid pesticide composition of Comparative Production Example 2 The components listed in Table 4 were mixed in the parts by mass listed in Table 4 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 333 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Comparative Production Example 2. The water content of this composition was 3.36% by mass. The water content was measured by the following measurement method.

[0061] (18) Preparation of the liquid pesticide composition of Comparative Production Example 3 The components listed in Table 4 were mixed in the parts by mass listed in Table 4 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 390 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Comparative Production Example 3. The water content of this composition was 3.93% by mass. The water content was measured by the following measurement method.

[0062] (19) Preparation of the liquid pesticide composition of Comparative Production Example 4 The components listed in Table 4 were mixed in the parts by mass listed in Table 4 and stirred until a homogeneous solution was obtained. 10 mL of this mixture was placed in a 20 mL glass container, 418 mg of water was added, and the mixture was stirred until a homogeneous solution was obtained to obtain the liquid pesticide composition of Comparative Production Example 4. The water content of this composition was 4.21% by mass. The water content was measured by the following measurement method.

[0063] <Method for measuring the moisture content of liquid pesticide compositions> A Karl Fischer moisture meter (MKS-510N, manufactured by Kyoto Electronics Manufacturing Co., Ltd.) was used for volumetric titration, with methanol as the solvent and HYDRANAL Composite 5 (manufactured by Fluka) as the titration reagent to measure the moisture content of each liquid pesticide composition. The sample weights were approximately 2 g for liquid pesticide compositions of Production Examples 1-7 and Comparative Production Example 1, approximately 1 g for liquid pesticide compositions of Production Examples 8-12, and approximately 0.5 g for liquid pesticide compositions of Production Examples 13-15 and Comparative Production Examples 2-4.

[0064] <Evaluation of low-temperature stability of liquid pesticide compositions> Ten mL of each liquid pesticide composition from Production Examples 1-15 and Comparative Production Examples 1-4 was placed in a 20 mL glass container and stored at -20°C. Three days after the start of storage, the presence or absence of precipitates was checked for each. As a result, no precipitates were observed in the liquid pesticide compositions of Production Examples 1-15. On the other hand, precipitates were observed in the liquid pesticide compositions of Comparative Production Examples 1-4.

[0065] <Evaluation of foaming properties of liquid pesticide compositions> Ten mL of each liquid pesticide composition from Production Examples 1-15 and Comparative Production Examples 1-4 was placed in a 20 mL glass container, and the liquid level (mm) of the liquid pesticide composition in the glass container was measured. Then, the glass container was covered, and the container was inverted 180° in 1 second and returned to its original position in 1 second, repeating this process 30 times. The glass container was then left to stand for 1 minute. One minute after the start of standing, the foam height (mm) was measured. The foam volume (%) of the liquid pesticide composition was calculated using the following formula. Foam volume (%) = (Foam height after 1 minute (mm)) / (Liquid level of liquid pesticide composition (mm)) × 100 As a result, no foaming was observed in the liquid pesticide compositions of Production Examples 1-9 and Comparative Production Example 1. Foaming was observed in 10% of the liquid pesticide compositions of Production Examples 10-13. On the other hand, foaming was observed in 25% of the liquid pesticide compositions of Production Examples 14, 15 and Comparative Production Examples 2-4.

[0066] [Table 1]

[0067] [Table 2]

[0068] [Table 3]

[0069] [Table 4]

[0070] The details of the ingredients listed in Table 1 are as follows: Phenylsulfonate CAL (a mixture of 70% calcium dodecylbenzenesulfonate and 30% iso-butanol, manufactured by Clariant), Emulsogen TS290 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant), Aromatic 200ND Fluid (primarily C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical).

Claims

1. (a) Compound represented by formula (I), 【Chemistry 1】 (b) A solvent having a water solubility of 10% by mass or less at 25°C. (c) Surfactants, and (d) Water in an amount of 0.04% by mass or more and 3.30% by mass or less, It contains, A liquid pesticide composition in which the compound, the surfactant, and the water are completely or almost completely dissolved in the solvent.

2. The liquid pesticide composition according to claim 1, wherein the solvent comprises an aromatic hydrocarbon.

3. The liquid pesticide composition according to claim 1 or 2, wherein the surfactant comprises one or more surfactants selected from the group consisting of anionic surfactants and nonionic surfactants.

4. The liquid pesticide composition according to any one of claims 1 to 3, wherein the water content is 0.05% by mass or more and 3.14% by mass or less.

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