Pesticide composition

Abstract

Provided is an agrochemical composition comprising a compound given by formula (I), an organic solvent having a water solubility at 25°C of not more than 10 mass%, a surfactant, and water. The agrochemical composition contains an aqueous phase and particles of an oil phase dispersed in the aqueous phase, and the oil phase contains the organic solvent and the formula (I) compound dissolved or suspended in the organic solvent. The volume median diameter of the particles is 10-11 µm.

Description

Technical Field

[0001] The present invention relates to a pesticidal composition.

Background Art

[0002] As a pesticidal active compound, a compound represented by the following formula (I), which is an active ingredient of a herbicide, is known (see, for example, US Patent No. 6,537,948 (Patent Document 1)).

Chemical Formula

Prior Art Documents

Patent Documents

[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 pesticidal composition containing a compound represented by formula (I), in which the change in physical properties over time is suppressed.

Means for Solving the Problems

[0005] The present invention provides the following pesticidal composition. [1] A pesticidal composition containing a compound represented by formula (I), an organic solvent having a water solubility of 10% by mass or less at 25°C, a surfactant, and water, containing an aqueous phase and particles of an oil phase dispersed in the aqueous phase, the oil phase containing the organic solvent and the compound represented by formula (I) dissolved or suspended in the organic solvent,

Chemical Formula

[0006] A liquid pesticide composition containing a compound represented by formula (I) can be provided, wherein the change in physical properties over time is suppressed. [Modes for carrying out the invention]

[0007] The pesticide composition according to the present invention (hereinafter also simply referred to as "pesticide composition") contains a compound represented by formula (I) (hereinafter also referred to as "compound (I)"), an organic solvent having a water solubility of 10% by mass or less at 25°C, a surfactant, and water. The pesticide composition is an oil-in-water emulsion containing an aqueous phase and particles of an oil phase dispersed in the aqueous phase. The oil phase contains an organic solvent and compound (I) dissolved or suspended in the organic solvent. The following provides a detailed explanation of the components contained in or that may be contained in the pesticide composition.

[0008] [1] Pesticide-active compounds The pesticide composition contains compound (I) as the pesticide active compound. In the pesticide composition, compound (I) is contained in the oil phase and is dissolved or suspended in the organic solvent that constitutes the oil phase.

[0009] The pesticide composition may contain one or more pesticide-active compounds other than compound (I). In this case, the pesticide-active compounds other than compound (I) may be dissolved or suspended in the organic solvent constituting the oil phase, or dissolved or suspended in the aqueous phase. The pesticide composition may contain only compound (I) as the pesticide-active compound.

[0010] Other pesticide active compounds besides compound (I) are not particularly limited and include insecticidal active ingredients, fungicidal active ingredients, and herbicidal active ingredients. The pesticide composition may contain one or more pesticide active ingredients selected from the group consisting of insecticidal active ingredients, fungicidal active ingredients, and herbicidal active ingredients, as pesticide active compounds other than compound (I). Each of the insecticidal active ingredient, fungicidal active ingredient, and herbicidal active ingredient may contain one or more components.

[0011] When the total amount of pesticide-active compounds contained in the pesticide composition is taken as 100% by mass, the content of compound (I) in all pesticide-active compounds contained in the pesticide composition may be, for example, 0.01% by mass or more and 100% by mass or less. Such content may be, for example, 3% by mass or more and 100% by mass or less, 5% by mass or more and 100% by mass or less, 10% by mass or more and 100% by mass or less, 20% by mass or more and 100% by mass or less, 30% by mass or more and 100% by mass or less, or 40% by mass or more and 100% by mass or less.

[0012] When the total amount of the pesticide composition is 100% by mass, the content of compound (I) in the pesticide composition is preferably 0.01% by mass or more and 25% by mass or less, more preferably 0.05% by mass or more and 20% by mass or less, even more preferably 0.1% by mass or more and 15% by mass or less, and still more preferably 0.2% by mass or more and 10% by mass or less, from the viewpoint of moderately increasing the content while improving the stability of the emulsion of the pesticide composition (the property of being able to continuously maintain a stable emulsified state).

[0013] [2] Organic solvents The pesticide composition contains an organic solvent capable of dissolving compound (I) and having a water solubility of 10% by mass or less at 25°C. Hereinafter, this organic solvent will also be referred to as "organic solvent A". If the pesticide composition contains pesticide-active compounds other than compound (I), organic solvent A may dissolve these pesticide-active compounds. The pesticide composition may contain one or more types of organic solvent A.

[0014] The water solubility of organic solvent A at 25°C may be, for example, 8% by mass or less, 5% by mass or less, 3% by mass or less, or even 1% by mass or less. It is preferable that the pesticide composition contains organic solvent A having a water solubility within this range because the stability of the emulsion of the pesticide composition and the emulsion stability during dilution are improved. The water solubility of organic solvent A at 25°C is usually 0% by mass or more, and may be 10

[0017] % by mass or more.

[0015] In this specification, the water solubility at 25°C refers to the solubility in water at a temperature of 25°C and a pH of 7. When the water solubility at 25°C is, for example, 10% by mass, it means that the solubility in 1 g of water at a temperature of 25°C and a pH of 7 is 1×10 -1 g.

[0016] As the water solubility of the organic solvent, the values described in the database (Solubility Database) of the International Union of Pure and Applied Chemistry (IUPAC) or the National Institute of Standards and Technology (NIST) of the United States can be adopted. When not described in the database, the water solubility of the organic solvent can be measured by using high performance liquid chromatography to quantify the saturated dissolution amount in water at a temperature of 25°C and a pH of 7.

[0017] Examples of organic solvent A contained in the pesticide composition include alcohols such as butanol, amyl alcohol, hexanol, heptanol, octanol, 2-ethylhexanol, cyclohexanol, and benzyl alcohol; Esters such as acetic acid esters (e.g., ethyl acetate, butyl acetate, isoamyl acetate, isobornyl acetate, hexyl acetate, heptyl acetate, octyl acetate, benzyl acetate), carbonic acid 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), phthalic acid esters (e.g., dimethyl phthalate, diethyl phthalate), benzoic acid esters (e.g., methyl benzoate, ethyl benzoate), succinic acid esters (e.g., dioctyl succinate), acetoacetic acid esters (e.g., tert-butyl acetoacetate, allyl acetoacetate); Ethers such as propylene glycol phenyl ether; Ketones such as cyclohexanone, 2-heptanone, isophorone, mesityloxide, methyl isoamyl ketone, methyl isobutyl ketone, methyl cyclohexanone, acetophenone; Amides such as fatty acid dimethylamides (e.g., N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, N,N-dimethyloctadecanamide), alkyl pyrrolidones (e.g., N-octyl-pyrrolidone, N-dodecyl-pyrrolidone, N-decyl-pyrrolidone); Lactones such as γ-octalactone, δ-octalactone; Amines such as n-octylamine, oleylamine, laurylamine; Aliphatic hydrocarbons such as decane, tridecane, tetradecane, hexadecane, octadecane, normal paraffin, isoparaffin, cycloparaffin, 1-undecene and 1-henicosene; 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.

[0018] As organic solvent A, a commercially available solvent may be used. Examples of commercially available products include, all by trade name: Agnique AMD810 (a mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD10 (N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD12 (N,N-dimethyldecanamide, manufactured by BASF), Rhodiasolv ADMA810 (a mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Solvay Nikka), Rhodiasolv ADMA-10 (N,N-dimethyldecanamide, manufactured by Solvay Nikka), 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-dimethyldodecaneamide, manufactured by Stepan), Hallcomid M-18 (N,N-dimethyloctadecaneamide, 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 (a mixture of 2-methylglutarate dimethyl, 2-ethylsuccinate dimethyl and adipate dimethyl, manufactured by Solvay), PURASOLV EHL (L-2-ethylhexyl lactate, 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 Examples include PPh (propylene glycol phenyl ether, manufactured by Dow Chemical), Nisseki Hysol SAS-296 (a mixture of 1-phenyl-1-xylylethane and 1-phenyl-1-ethylphenylethane, manufactured by JX Nippon Oil & Energy), Solvesso 100 (primarily C9-C10 dialkyl and trialkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Solvesso 150 (primarily C10-C11 alkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Solvesso 150ND (primarily C10-C11 alkylbenzenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Solvesso 200 (primarily C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), Solvesso 200ND (primarily C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil Chemical), etc.

[0019] Organic solvent A preferably contains one or more selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons, ketones, esters, ethers, amides, amines, and alcohols, and more preferably contains aromatic hydrocarbons, from the viewpoint of solubility of compound (I) and stability of the emulsion of the pesticide composition and emulsification stability during dilution. The aromatic hydrocarbon preferably contains one or more selected from the group consisting of alkylbenzenes (e.g., toluene, xylene, ethylbenzene, octadecylbenzene, dialkylbenzene, and trialkylbenzene), alkylnaphthalenes (e.g., methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene, and tridecylnaphthalene), phenylxylethane, and 1-phenyl-1-ethylphenylethane, more preferably contains one or more selected from the group consisting of alkylbenzenes and alkylnaphthalenes, and even more preferably contains one or more selected from the group consisting of C9-C12 alkylbenzenes and C10-C15 alkylnaphthalenes. Organic solvent A may consist of aromatic hydrocarbons.

[0020] When the total amount of the pesticide composition is considered to be 100% by mass, the content of organic solvent A in the pesticide composition is preferably 0.1% by mass or more and 45% by mass or less, more preferably 0.5% by mass or more and 40% by mass or less, even more preferably 1% by mass or more and 35% by mass or less, and still more preferably 3% by mass or more and 30% by mass or less. It is preferable for the pesticide composition to contain organic solvent A within this range while moderately increasing the content of compound (I) and improving the stability of the emulsion of the pesticide composition, the emulsification stability during dilution, and the miscibility with the tank mix partner. The tank mix partner is, for example, an adjuvant described later, and can be mixed with the pesticide composition by the method described later.

[0021] The content of organic solvent A is usually 2 to 35 times the mass of the content of the pesticide active compound (compound (I)), preferably 2.5 to 30 times, more preferably 3 to 25 times, even more preferably 4 to 20 times, and particularly preferably 5 to 15 times. Adjusting the ratio (mass ratio) of the content of organic solvent A to the content of the pesticide active compound (compound (I)) within this range is preferable from the viewpoint of moderately increasing the content of compound (I) while improving the stability of the pesticide composition emulsion, the emulsification stability during dilution, and the miscibility with tank mix partners.

[0022] When a pesticide composition contains two or more organic solvents A, the content of organic solvents A as described above is the total content of those two or more organic solvents A. The same applies to other components that the pesticide composition contains or may contain; if two or more such components are contained, the content of those components is the total content unless otherwise specified.

[0023] The pesticide composition may contain organic solvents other than organic solvent A. However, from the viewpoint of improving the stability of the emulsion of the pesticide composition, it is preferable that the organic solvent contained in the pesticide composition is organic solvent A.

[0024] [3] Surfactants The pesticide composition contains one or more surfactants. Examples of surfactants include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. The pesticide composition may contain one or more surfactants selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.

[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, 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; Sucrose fatty acid esters (e.g., sucrose stearate diester); Polyvinyl alcohol; Sorbitan fatty acid esters (e.g., sorbitan laurate, sorbitan stearate, sorbitan oleate, sorbitan trioleate); Polyoxyalkylene sorbitan fatty acid esters (e.g., polyoxyethylene sorbitan laurate, polyoxyethylene sorbitan stearate, polyoxyethylene sorbitan oleate, polyoxyethylene sorbitan trioleate); 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] Examples of anionic surfactants include, Sulfonates such as 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), other lignin sulfonates, alkylphenol sulfonates and their derivatives, naphthalene sulfonate-formaldehyde condensates and their derivatives, benzimidazole sulfonic acid derivatives, etc.; 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, polyoxyethylene distyrylphenyl ether sulfates, and other sulfate esters; 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.

[0027] 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; Benzethonium chloride; Polyalkylvinylpyridinium salt These are some examples.

[0028] Examples of amphoteric surfactants include N-laurylalanine, N,N,N-trimethylaminopropionic acid, N,N,N-trihydroxyethylaminopropionic acid, N-hexyl-N,N-dimethylaminoacetic acid, betaine, alkyl betaine (e.g., 1-(2-carboxyethyl)pyrimidinium betaine), imidazoline, taurine, alkyltaurine, and lecithin.

[0029] A commercially available surfactant may be used as the surfactant. Examples of commercially available nonionic surfactants include, for example, Selvol 523 (polyvinyl alcohol, manufactured by Sekisui Speciality Chemicals), 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), and 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), 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), SolpolT26 (Polyoxyethylene alkylaryl ether, manufactured by Toho Chemical Industry Co., Ltd.), Alkamuls OR / 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 Co., Ltd.), 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 Co., Ltd.), 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.).

[0030] 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 distyrylphenyl ether sulfate, manufactured by Solvay).

[0031] From the viewpoint of improving the stability of the pesticide composition emulsion, the emulsification stability during dilution, and the miscibility with tank mix partners, when the total amount of the pesticide composition is 100% by mass, the surfactant content in the liquid pesticide composition is preferably 0.5% by mass or more and 30% by mass or less, more preferably 0.7% by mass or more and 25% by mass or less, even more preferably 0.8% by mass or more and 20% by mass or less, still even more preferably 1% by mass or more and 15% by mass or less, and particularly preferably 1.5% by mass or more and 15% by mass or less. The surfactant content is preferably 0.05 to 30 times the mass of the pesticide active compound, more preferably 0.07 to 25 times, even more preferably 0.1 to 20 times, and particularly preferably 0.1 to 15 times.

[0032] [4] Water The pesticide composition contains water. Examples of water include deionized water, tap water, and groundwater. The water constitutes the aqueous phase of the pesticide composition.

[0033] When the total amount of the pesticide composition is considered to be 100% by mass, the water content in the pesticide composition is preferably 30% by mass or more and 95% by mass or less, more preferably 35% by mass or more and 93% by mass or less, even more preferably 40% by mass or more and 90% by mass or less, and still more preferably 45% by mass or more and 87% by mass or less. The presence of water within this range in the pesticide composition is preferable from the viewpoint of improving the stability of the emulsion of the pesticide composition, the emulsification stability during dilution, and the miscibility with tank mix partners.

[0034] [5] Other ingredients The pesticide composition may contain formulation aids. Examples of other formulation aids include thickeners, defoamers, antifreezes, and preservatives.

[0035] Examples of thickening agents include polysaccharides such as xanthan gum, clay, and silicates. When the total amount of the pesticide composition is 100% by mass, the content of the thickening agent in the pesticide composition is usually 0.00% by mass or more, may be 0.05% by mass or more, and is usually 5% by mass or less, may be 3% by mass or less.

[0036] Examples of defoaming agents include silicone-based defoaming agents. When the total amount of the pesticide composition is 100% by mass, the content of the defoaming agent in the pesticide composition is usually 0.01% by mass or more, may be 0.05% by mass or more, and is usually 1% by mass or less, may be 0.5% by mass or less.

[0037] Examples of antifreeze agents include ethylene glycol, propylene glycol, urea, and glycerin. When the total amount of the pesticide composition is 100% by mass, the content of the antifreeze agent in the pesticide composition is usually 1% by mass or more, may be 2% by mass or more, and is usually 10% by mass or less, may be 8% by mass or less.

[0038] Examples of preservatives include isothiazolinone-based preservatives. When the total amount of the pesticide composition is considered to be 100% by mass, the amount of preservative in the pesticide composition is usually 0.05% by mass or more, may be 0.1% by mass or more, and is usually 0.5% by mass or less, may be 0.3% by mass or less.

[0039] [6] Volume median diameter of oil phase particles The pesticide composition is an oil-in-water emulsion containing an aqueous phase and oil phase particles dispersed in the aqueous phase. The pesticide composition has an oil phase particle median diameter of 0.10 μm to 11 μm, preferably 0.11 μm to 10 μm, more preferably 0.12 μm to 9.5 μm, and even more preferably 0.15 μm to 9 μm. By having the oil phase particle median diameter within this range, it is possible to provide a pesticide composition in which changes in physical properties over time are suppressed. Immediately after preparation, the oil phase particle median diameter of the pesticide composition is within the above range.

[0040] An example of a change in physical properties over time is the change in the median volume diameter of oil phase particles over time. The change in the median volume diameter of oil phase particles over time may be the change in the median volume diameter of oil phase particles over time at low temperatures (e.g., -20°C). According to the present invention, it is possible to suppress the change in the median volume diameter of oil phase particles over time at low temperatures.

[0041] The volume median diameter refers to the particle size at which the cumulative frequency in the particle size distribution reaches 50%. The volume median diameter of oil phase particles can be measured using a particle size analyzer that employs laser diffraction or dynamic light scattering as its measurement principle, by the method described later. In this specification, volume median diameters of 0.4 μm or more are measured by laser diffraction, and values ​​less than 0.4 μm are measured by dynamic light scattering. As a commercially available particle size analyzer that employs laser diffraction as its measurement principle, the Mastersizer 3000 (manufactured by Malvern Panalytical) can be used, and as a particle size analyzer that employs dynamic light scattering as its measurement principle, the Zetasizer nano zsp (manufactured by Malvern Panalytical) can be used.

[0042] The pesticide composition can be prepared by a method that includes the step of mixing a solution of compound (I), which is a pesticide-active compound, and an organic solvent A, with water in the presence of a surfactant to obtain an emulsion. For example, the median diameter of the oil phase particles can be adjusted by adjusting the mixing conditions (stirring speed, etc.) when mixing the solution of compound (I) with water.

[0043] [7] Use of pesticide compositions The pesticide composition can be suitably used as a liquid pesticide formulation known in the field of pesticides as an emulsifier (EW; emulsion oil in water).

[0044] The pesticide composition can control weeds when used on agricultural land such as fields, orchards, pastures, lawns, and forestry areas; on non-agricultural land such as embankment slopes, riverbeds, road shoulders and slopes, railway tracks, parks, grounds, parking lots, airports, industrial facilities such as factories and storage facilities, fallow land, and idle land in urban areas.

[0045] Users typically prepare an emulsion by mixing the pesticide composition with water and then apply the emulsion using a knapsack sprayer, spray tank, spray plane, or irrigation system. The application rate varies depending on weather conditions, timing of application, soil conditions, target crop, target weed, etc., but is usually between 10L and 2000L per hectare, preferably between 50L and 400L. The emulsion is usually prepared by mixing the volume of the emulsion with water at a ratio of 2 to 10,000 times, preferably 10 to 8,000 times, and more preferably 15 to 6,000 times.

[0046] 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 a concentration 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 a concentration 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 above-mentioned spray solution are not particularly limited. [Examples]

[0047] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples.

[0048] The products used in the preparation of the pesticide composition are listed below. [1] Solvesso 200ND: mainly C10-C13 alkylnaphthalenes as aromatic hydrocarbons, manufactured by ExxonMobil. [2] Toximul 8242: Polyoxyethylene castor oil, EO addition number 40, manufactured by Stepan. [3] Selvol 523: Polyvinyl alcohol, manufactured by Sekisui Speciality Chemicals (a 9% by mass aqueous solution of this surfactant was used when preparing the pesticide composition). [4] Propylene glycol: Manufactured by ADEKA Corporation [5] Stepflow 26F: Polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan. [6] Emulsogen TS200: Polyoxyethylene tristyrylphenyl ether, 20 moles of EO added, manufactured by Clariant.

[0049] <Manufacturing Example 1> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) and 4.000 parts by mass of Toximul 8242 in 5.250 parts by mass of Solvesso 200ND. This solution was added to 14.678 parts by mass of water and emulsified in a 50 mL poly cup at 10,000 rpm for 13 minutes using a Polytron homogenizer (KINEMATICA) and shaft (PT-DA3020 / 2) to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, 63.980 parts by mass of water, 1.000 parts by mass of Toximul 8242, and 5.556 parts by mass of Selvol 523 (9% aqueous solution) were mixed and stirred to obtain pesticide composition 1 consisting of the components shown in Table 1. Note that the units of the numerical values ​​for each component shown in Table 1 are in mass percent, with the total amount of the pesticide composition being 100% by mass.

[0050] <Manufacturing Example 2> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) and 2.500 parts by mass of Toximul 8242 in 5.250 parts by mass of Solvesso 200ND. This solution was added to 12.428 parts by mass of water and emulsified in a 50 mL poly cup at 3000 rpm for 10 seconds using a Polytron homogenizer (KINEMATICA) and shaft (PT-DA3020 / 2) to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, 66.230 parts by mass of water, 2.500 parts by mass of Toximul 8242, and 5.556 parts by mass of Selvol 523 (9% aqueous solution) were mixed and stirred to obtain pesticide composition 2 consisting of the components shown in Table 1.

[0051] <Manufacturing Example 3> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) in 5.250 parts by mass of Solvesso 200ND. Meanwhile, an aqueous solution of the surfactant was obtained by dissolving 2.500 parts by mass of Stepflow 26F in 26.428 parts by mass of water. The solution of compound (I) was added to the aqueous solution of the surfactant, and emulsified in a 50 mL poly cup using a Polytron homogenizer (KINEMATICA) with a shaft (PT-DA3020 / 2) at 3000 rpm for 10 seconds and then at 5000 rpm for 1 minute to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, 57.786 parts by mass of water, and 2.500 parts by mass of Stepflow 26F were mixed and stirred to obtain pesticide composition 6 consisting of the components shown in Table 1.

[0052] <Manufacturing Example 4> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) in 5.250 parts by mass of Solvesso 200ND. Meanwhile, an aqueous solution of the surfactant was obtained by dissolving 2.500 parts by mass of Emulsogen TS200 in 26.428 parts by mass of water. The solution of compound (I) was added to the aqueous solution of the surfactant, and emulsified in a 50 mL poly cup using a Polytron homogenizer (KINEMATICA) with a shaft (PT-DA3020 / 2) at 3000 rpm for 10 seconds and then at 5000 rpm for 1 minute to obtain an emulsion. The emulsion, 5.000 parts by mass of Propylene glycol, 57.786 parts by mass of water, and 2.500 parts by mass of Emulsogen TS200 were mixed and stirred to obtain pesticide composition 8 consisting of the components shown in Table 1.

[0053] <Comparative Manufacturing Example 1> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) and 5.000 parts by mass of Toximul 8242 in 5.250 parts by mass of Solvesso 200ND. This solution was added to 16.178 parts by mass of water and emulsified in a 50 mL poly cup at 10,000 rpm for 10 minutes using a Polytron homogenizer (KINEMATICA) and shaft (PT-DA3020 / 2) to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, 62.480 parts by mass of water, and 5.556 parts by mass of Selvol 523 (9% aqueous solution) were mixed and stirred to obtain pesticide composition 3 consisting of the components shown in Table 1.

[0054] <Comparative Manufacturing Example 2> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) and 2.500 parts by mass of Toximul 8242 in 5.250 parts by mass of Solvesso 200ND. An emulsion was obtained by adding this solution to 12.428 parts by mass of water and shaking by hand. The emulsion, 5.000 parts by mass of propylene glycol, 66.230 parts by mass of water, 2.500 parts by mass of Toximul 8242, and 5.556 parts by mass of Selvol 523 (9% aqueous solution) were mixed and stirred to obtain pesticide composition 4 consisting of the components shown in Table 1.

[0055] <Comparative Manufacturing Example 3> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) in 5.250 parts by mass of Solvesso 200ND. Meanwhile, an aqueous solution of the surfactant was obtained by dissolving 5.556 parts by mass of Selvol 523 (9% aqueous solution) in 6.015 parts by mass of water. The solution of compound (I) was added to the aqueous solution of the surfactant and emulsified in a 50 mL poly cup at 3000 rpm for 30 seconds using a Polytron homogenizer (KINEMATICA) and shaft (PT-DA3020 / 2) to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, 72.643 parts by mass of water, and 5.000 parts by mass of Toximul 8242 were mixed and stirred to obtain pesticide composition 5 consisting of the components shown in Table 1.

[0056] <Comparative Manufacturing Example 4> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (98% purity) in 5.250 parts by mass of Solvesso 200ND. Meanwhile, an aqueous solution of the surfactant was obtained by dissolving 5.000 parts by mass of Stepflow 26F in 23.928 parts by mass of water. The solution of compound (I) was added to the aqueous solution of the surfactant and emulsified in a 50 mL poly cup using a Polytron homogenizer (KINEMATICA) with a shaft (PT-DA3020 / 2) at 10,000 rpm for 1 minute, and then using an ultrasonic homogenizer UD-200 (TOMY) with output 5 for 20 minutes to obtain an emulsion. The emulsion, 5.000 parts by mass of propylene glycol, and 60.286 parts by mass of water were mixed and stirred to obtain pesticide composition 7 consisting of the components shown in Table 1.

[0057] <Comparative Manufacturing Example 5> A solution of compound (I) was obtained by dissolving 0.536 parts by mass of compound (I) raw material (purity 98% by mass) in 5.250 parts by mass of Solvesso 200ND. Meanwhile, an aqueous solution of the surfactant was obtained by dissolving 2.500 parts by mass of Emulsogen TS200 in 26.428 parts by mass of water. An emulsion was obtained by adding the solution of compound (I) to the aqueous solution of the surfactant and shaking by hand. The emulsion, 5.000 parts by mass of propylene glycol, 57.786 parts by mass of water, and 2.500 parts by mass of Emulsogen TS200 were mixed and stirred to obtain pesticide composition 9 consisting of the components listed in Table 1.

[0058] [Test example: Change over time in the median diameter of oil phase particles] The median volume diameter D1 of oil phase particles in the pesticide composition was measured immediately after preparation, and the pesticide composition was then stored in a glass container at -20°C. The median volume diameter D2 of oil phase particles was measured 14 days after the start of storage. Median volume diameters D1 and D2 were measured using a Zetasizer nano zsp (Malvern Panalytical) or a Mastersizer 3000 (Malvern Panalytical). The results are shown in Table 1.

[0059] The measurement conditions for the median volume diameters D1 and D2 are as follows: (Mastersizer 3000) ·sample Particle type: Non-spherical Refractive index: 1.52 Absorption rate: 0.1 Density:1 ·Dispersion medium Water, refractive index: 1.33 • Dilution method Dilute with deionized water to a concentration where the scattering intensity falls between 3% and 10%. ·analysis Analysis model: General purpose

[0060] (Zetasizer nano zsp) ·sample Refractive index: 1.52 Absorption rate: 0.1 ·Dispersion medium Water, viscosity: 0.8872 cP, refractive index: 1.33 ·cell Polystyrene DTS0012 • Detection angle Measurement angle 173°Backscatter ·Measurement temperature 25℃ (equilibration time 0 seconds) • Dilution method Dilute with deionized water • Measurement time Execution time: 10 seconds, Number of executions: 10-12 times

[0061] Based on the above measurement results, the rate of change of the median diameter was determined according to the following formula. The results are shown in Table 1. Percentage change of the median diameter (%) = 100 × D² / D1

[0062] [Table 1]

Claims

1. A pesticide composition comprising a compound represented by formula (I), an organic solvent having a water solubility of 10% by mass or less at 25°C, a surfactant, and water, It contains an aqueous phase and oil particles dispersed in the aqueous phase, The oil phase contains the organic solvent and a compound represented by formula (I) dissolved or suspended in the organic solvent. The volume median diameter of the aforementioned particles is 0.10 μm or more and 11 μm or less. The content of the organic solvent is 5 to 15 times the mass of the content of the compound represented by formula (I). A pesticide composition comprising an aromatic hydrocarbon as the organic solvent and a nonionic surfactant as the surfactant. 【Chemistry 1】

2. The pesticide composition according to claim 1, wherein the volume median diameter of the particles is 0.15 μm or more and 9 μm or less.

3. The pesticide composition according to claim 1 or 2, wherein the nonionic surfactant is polyoxyalkylene vegetable oil, polyvinyl alcohol, block polymer, or alcohol ethoxylate.

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