Stabilized pest control composition

The combination of a pest control component with N-butyl-2-pyrrolidone and a nonionic surfactant with an HLB of 10 to 14.5 addresses the issues of crystal precipitation and emulsion stability in high-concentration pest control compositions, ensuring effective storage and application performance.

WO2025206310A1PCT designated stage Publication Date: 2025-10-02MITSUI CHEM CROP & LIFE SOLUTIONS INC
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Patent Information

Application Number
PCT/JP2025/012785
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-03-29
Filing Date
2025-03-28
Publication Date
2025-10-02

AI Technical Summary

Technical Problem

Conventional pest control compositions with high concentrations of pest control components suffer from poor storage stability at room temperature, leading to crystal precipitation and inadequate self-emulsifying properties when diluted with water.

Method used

A pest control composition comprising a pest control component, an amide solvent with an alkyl chain of 1 to 4 carbon atoms bonded to a nitrogen atom, and a nonionic surfactant with an aryl ether structure, specifically using N-butyl-2-pyrrolidone and a nonionic surfactant with an HLB of 10 to 14.5, enhances crystal precipitation inhibition and emulsion stability.

Benefits of technology

The composition effectively inhibits crystal precipitation at room temperature and ensures excellent self-emulsifying properties and emulsion stability when diluted with water, improving storage stability and application efficacy.

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Abstract

The present invention relates to a pest control composition containing (1) a pest control component, (2) an amide solvent in which a C1-4 alkyl chain is bonded to a nitrogen atom constituting an amide bond, and (3) an aryl-ether-containing non-ionic surfactant (excluding a formalin condensate).
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Description

Stabilized pest control composition

[0001] The present invention relates to a pest control composition that has a high content of a pest control ingredient and / or has excellent self-emulsifying properties and emulsion stability when diluted with water.

[0002] Emulsifiable concentrates are commonly known as compositions having pesticidal effects. Conventionally, emulsions contain a solvent that dissolves a pesticidal component and a surfactant that emulsifies the solvent when diluted with water, and are used by diluting with water. Therefore, emulsions are required to have high solubility of the pesticidal component during low-temperature storage, self-emulsification ability when diluted with water, and / or excellent emulsion stability.

[0003] Patent Document 1 discloses an insecticidal composition containing a pesticide active ingredient, a solvent having a relative dielectric constant (εr) of 5 or more and a transition energy (ET(30)) of 38 kcal / mol or more, a nonpolar solvent, and a nonionic surfactant. Patent Document 1 lists N-methyl-2-pyrrolidone and N-butyl-2-pyrrolidone as examples of the solvent having a relative dielectric constant (εr) of 5 or more and a transition energy (ET(30)) of 38 kcal / mol or more.

[0004] Japanese Patent Application Laid-Open No. 2020-83756

[0005] However, in the prior art disclosed in Patent Document 1, when a pest control component is contained at a high concentration, the composition itself does not have good storage stability at or below room temperature, i.e., the suppression of crystal precipitation at or below room temperature cannot be guaranteed, and there is room for improvement. The problem to be solved by the present invention is to obtain a pest control composition that has good suppression of crystal precipitation when stored at or below room temperature even when a pest control component is contained at a high concentration, and / or has good self-emulsifying properties and emulsion stability when diluted with water.

[0006] The present inventors have conducted extensive research to solve the above problems and have found that by combining certain specific components, it is possible to obtain a pest control composition that has excellent crystal precipitation inhibition properties when stored at or below room temperature, and / or excellent self-emulsifying properties and emulsion stability when diluted with water, and have thus completed the present invention.

[0007] That is, the present invention is as follows. [1] A pest control composition comprising: (1) a pest control component; (2) an amide solvent in which an alkyl chain having 1 to 4 carbon atoms is bonded to a nitrogen atom constituting an amide bond; and (3) a nonionic surfactant having an aryl ether (excluding formalin condensates). [2] The pest control composition according to [1], wherein the amide solvent is an amide solvent having a cyclic structure. [3] The pest control composition according to [1] or [2], wherein the amide solvent is one or more selected from the group consisting of N,N-dialkylformamide, N,N-dialkylacetamide, and N-alkyllactam, or an N-alkylpyrrolidone. [4] The pest control composition according to any of [1] to [3], wherein the amide solvent is at least one selected from N-butyl-2-pyrrolidone and N-methyl-2-pyrrolidone. [5] The pest control composition according to any one of [1] to [4], wherein the amide solvent is N-butyl-2-pyrrolidone. [6] The pest control composition according to any one of [1] to [5], wherein the HLB of the nonionic surfactant having an aryl ether is 10 to 14.5. The pest control composition according to any one of [1] to [5], wherein the nonionic surfactant having an aryl ether is one or more selected from the group consisting of polyoxyalkylene polystyrylphenyl ether, polyoxyalkylene tristyrylphenyl ether, polyoxyalkylenedistyrylphenyl ether, polyoxyalkylenedistyrylphenyl ether, polyoxyalkylene styrylphenyl ether, polyoxyalkylene allylphenyl ether, polyoxyalkylene distyrenated phenyl ether, and polyoxyalkylene styrenated phenyl ether, preferably wherein the HLB of the nonionic surfactant having an aryl ether is 10 to 14.5. [7] The pest control composition according to any one of [1] to [6], wherein the pest control component is at least one selected from insecticides, fungicides, and herbicides.[8] The pest control composition according to any one of [1] to [7], wherein the pest control component is at least one selected from the group consisting of insecticides and fungicides, wherein the insecticide is at least one selected from pyrethroids, neonicotinoids, phenylpyrazoles, diamides, metadiamides, and isoxazolines, and the fungicide is at least one selected from azoles and halogenated fungicides. [9] The pest control composition according to any one of [1] to [8], wherein the pest control component is at least one selected from etofenprox, dinotefuran, flupirimine, nicofluprole, chlorantraniliprole, cyantraniliprole, tetratraniliprole, flubendiamide, cyclaniliprole, piperfuranilide, ciprofuranilide, brofuranilide, fluxamethamide, isoflualanum, and isocyclaceram.

[10] The pest control composition according to any one of [1] to [9], wherein the pest control ingredient is at least one selected from nicofluprole, ciprofuranilide, brofuranilide, fluxametamide, and isocyclaceram.

[11] The pest control composition according to any one of [1] to

[10] , wherein the pest control ingredient is ciprofuranilide or brofuranilide.

[12] The pest control composition according to any one of [1] to

[11] , wherein the pest control ingredient is brofuranilide.

[0008] According to the present invention, it is possible to provide a pest control composition that is excellent in inhibiting crystal precipitation when stored at room temperature or below, and / or has excellent self-emulsifying properties and emulsion stability when diluted with water.

[0009] Hereinafter, an embodiment of the present invention will be described, but the present invention is not limited to the following embodiment and can be practiced in various modified forms within the scope of the gist thereof.

[0010] For example, "1 to 10" means "1 or more" to "10 or less" unless otherwise specified. Also, "room temperature" means "25°C" unless otherwise specified.

[0011] <Pest Control Composition> The pest control composition of this embodiment is a pest control composition comprising: (1) a pest control component; (2) an amide solvent in which an alkyl chain having 1 to 4 carbon atoms is bonded to a nitrogen atom constituting an amide bond; and (3) a nonionic surfactant having an aryl ether (excluding formalin condensates). The pest control composition of this embodiment (hereinafter simply referred to as the "composition") is excellent in inhibiting crystal precipitation of the pest control component in the composition of this embodiment when stored at room temperature or below. Furthermore, the composition of this embodiment is excellent in self-emulsifying properties and emulsion stability when diluted with water. Each component contained in the pest control composition of this embodiment will be described below.

[0012] [(1) Pest Control Component] The pest control component may be of any type, as long as it is effective in controlling pests. Examples of pest control components include, but are not limited to, insecticides, fungicides, and herbicides, and multiple types of these can be combined. When multiple pest control components are combined, multiple components of each insecticide, fungicide, herbicide, etc. may be combined, or two or more types may be combined. The pest control component is not particularly limited, but preferably contains 1 to 3 types, more preferably 1 to 2 types, and even more preferably 1 type. Furthermore, the physical properties of the pest control component are not particularly limited, but include, for example, powder, solid, or liquid. In this embodiment, it is preferable to contain at least one selected from fungicides, insecticides, and herbicides, more preferably at least one selected from fungicides and insecticides, and even more preferably an insecticide.

[0013] The herbicide is not particularly limited, and examples thereof include butroxydim, profoxydim, clethodim, tepraloxydim, tralkoxydim, sethoxydim, cycloxydim, propaquizafop, quizalofop, haloxyfop, fluazifop butyl, fluazifop-P-butyl, cyhalofop butyl, clodinafop propargyl, diclofop methyl, fenoxaprop-P-ethyl, and pinoxaden, which exhibit acetyl CoA carboxylase inhibitory activity; and amidosulfuron, azimsulfuron, and trifloxidis, which exhibit acetolactate synthase inhibitory activity. sulfuron, bensulfuron methyl, cyclosulfamuron, flupyrsulfuron methyl, forumsulfuron, chlorimuron ethyl, ethametsulfuron methyl, halosulfuron methyl, nicosulfuron, chlorsulfuron, ethoxysulfuron, imazosulfuron, oxasulfuron, pyrazosulfuron ethyl, tritosulfuron, cinosulfuron, flazasulfuron, iodosulfuron methyl, primisulfuron methyl, rimsulfuron, thifensulfuron methyl, mesosulfuron methyl, metsulfuron methyl, prosulfuron, triasulfuron triflusulfuron methyl, sulfosulfuron, tribenuron methyl, trifloxysulfuron, flucarbazone, propoxycarbazone, bispyribac, pyribenzoxim, pyrithiobac, pyriftalid, pyriminobac-methyl, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, imazapic, imazapyr, imazamethabenz-methyl, imazaquin, imazamox, imazethapyr, desmedipham, phenmedipham, bromacil, lenacil, terbacil, metabenzyl, and tetracycline, which inhibit photosynthesis. Antiazuron, hexazinone, metamitron, metribuzin, ametryn, atrazine, dimethametryn, cyanazine, prometryn, simazine, simetryn, amicarbazone, chloridazon, chlorotoluron, fluometuron, isoproturon, isouron, diuron, linuron, tebuthiuron, carbutilate, propanil, ioxynil, bromoxynil, bentazon, pyridate, paraquat and diquat, which have photosystem I electron conversion activity, acifluofen, bifenox, and fomesafen, which have protoporphyrinogen oxidase inhibitory activity,Lactofen, oxyfluorfen, carfentrazone ethyl, sulfentrazone, oxadiargyl, oxadiazon, butafenacil, saflufenacil, pyraflufen ethyl, cinidon ethyl, flumiclorac pentyl, flumioxazin, thiafenacil, trifludimoxazin, picolinafen (which exhibits bleaching properties), fluridone, norflurazon, diflufenican, beflubutamid, flurochloridone, flurtamone, pyrazolate, pyrazoxyfen, benzofenap, topramezone, pyrasulfotole, tolu Pyralate, mesotrione, sulcotrione, benzobicyclon, tefuryltrione, tembotrione, bicyclopyrone, fenquinotrion, lancotrione, isoxaflutole, clomazone, glyphosate, which exhibits 5-enolpyruvylshikimate-3-phosphate synthase inhibitory activity, glufosinate, bialaphos, which exhibits glutamine synthase inhibitory activity, asulam, which exhibits dihydropteroate synthase inhibitory activity, benfluralin, ethalfluralin, pendimethalin, butralin, oryzalin, and trifluralin, which exhibit microtubule polymerization inhibitory activity. , dithiopyr, thiazopyr, acetochlor, butachlor, alachlor, dimethachlor, dimethenamid, propachlor, thenylchlor, metazachlor, metolachlor, S-metolachlor, pretilachlor, petoxamide, benthiocarb, butyrate, esprocarb, molinate, dimepiperate, orbencarb, prosulfocarb, triallate, pyroxasulfone, fenoxasulfone, ipfencarbazone, dichlobenil, indaziflam, which inhibits cellulose synthesis, and toxin, which exhibits indoleacetic acid-like activity. Examples include riclopyr, clopyralid, fluroxypyr, picloram, quinclorac, quinmerac, clomeprop, MCPA, MCPB, 2,4-DB, dicamba, benazolin, aminocyclopyrachlor, halauxifenmethyl, florpyrauxifenbenzyl, diflufenzopyr, which exhibits auxin transport inhibitory activity, naptalam, aclonifen, which exhibits solanesyl diphosphate synthase inhibitory activity, cyclopirimorate, which exhibits homogentisic acid solanesyltransferase inhibitory activity, or napropamide or tetrapion.

[0014] The herbicide is not particularly limited, but from the viewpoint of more effectively and reliably exerting the effects of the present invention, for example, benzobicyclon, tefuryltrione, tembotrione, sulcotrione, mesotrione, fenckiontrione, becyclopyrone, topramezone, tolpyralate, pyrazoxyfen, pyrazolate, pyrasulfotole, benzofenap, and isoxaflutole, which exhibit 4-hydroxyphenylpyruvate dioxygenase inhibitory activity, are preferred, benzobicyclon, tefuryltrione, mesotrione, fenckiontrione, and pyrazolate are more preferred, and pyrazolate is even more preferred.

[0015] The insecticide is not particularly limited, but examples thereof include acetylcholinesterase inhibitors such as phosphocarb, alanycarb, butocarboxim, butoxycarboxim, thiodicarb, thiofanox, aldicarb, bendiocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, trimethacarb, XMC, alixicarb, aldoxycarb, and buf Encarb, butacarb, carbanolate, metolcarb, xylylcarb, fenothiocarb, xylylcarb, bendiocarb, triazamate, aminocarb, metam sodium, acephate, azamethiphos, azinphos-methyl, azinphos-ethyl, ethephon, cadusafos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, diclofenthion, dichlorvos, dicrotophos, dimethoate, dimethylvinphos, Disulfoton, O-ethyl O-4-nitrophenyl phenylphosphonothioate, ethion, ethoprophos, famfur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, isofenphos-methyl, isocarbophos, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methionine ru, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, thiometon, triazophos, trichlorfon, vamidothion, chlorthion, bromfenvinphos, bromophos, bromophos-ethyl, butathiophos, carbophenothion, chlorphoxim, sulprofos, diamidaphos, tetrachlorvinphos, propafos, mesulfenphos, dioxabenzophos, etrimphos, oxydeprofos, formothion, fensulfothion, isazophos,Imicyaphos, isamidophos, thionazine, fostietan, tribufos, amidithione, amidothioate, amiton, atidathion, butonate, flupyrazophos, chlordane, endosulfan, lindane, dienochlor, aldrin, camphechlor, chlordecone, phenylpyrazoles (e.g., ethiprole, fipronil, acetoprole, pyrafluprole, pyriprole, nicofluprole, etc.) which exhibit GABA-gated chloride ion channel blocker activity, pyrethroids (e.g., acrinathrin, allethrin [(1R)-isomer], bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl Isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, ceta-cypermethrin, zeda-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, empenthrin [(EZ)-(1R)-isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, methotrin, metofluthrin, epsilon-metofluthrin, monfluorothrin, epsilon-monfluorothrin, permethrin, fenothrin [(1R)-trans-isomer] trans-isomer], prallethrin, resmethrin, kadethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer], tralomethrin, transfluthrin, ZXI8901, biopermethrin, furamethrin, profluthrin, flubrocythrinate, dimefluthrin, fenothrin, fluvalinate, pyrethrum (pyrethrin), DDT, methoxychlor, etc.), neonicotinoids that act on nicotinic acetylcholine receptors (e.g., acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, nicotine, nicotine sulfate, anabasine, sulfoxaflor, flupyradifurone, triflumezopyrim, dichloromezothiazol,cycloxapride, flupirimine, etc.), spinosad and spinetoram, which act as nicotinic acetylcholine receptor allosteric modulators; abamectin, emamectin benzoate, lepimectin, and milbemectin, which act as glutamate-activated chloride channel allosteric modulators; hydroprene, kinoprene, methoprene, fenoxycarb, and pyriproxyfen, which act as juvenile hormone analogs; methyl bromide, methyl iodide, ethylene dibromide, bis(2-chloroethyl)ether, and 1, which act as nonspecific inhibitors. -Bromo-2-chloroethane, bromocyclen, carbon tetrachloride, bis(2,3,3,3-tetrachloropropyl) ether, 3-bromo-1-chloroprop-1-ene, chloropicrin, cryolite, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium metaborate, tartar emetic, morantel tartrate, dazomet, metam, sodium carbamate, pymetrozine, pyrifluquinazone, cyclopyrazoflor, afidopyropen, etoxazole, clofentezil, which acts on chitin synthase. difenthiuron, azocyclotine, cyhexatin, fenbutatin oxide, "c-12.5" propargite, "c-12.6" tetradifon, which act as mitochondrial ATP synthase inhibitors; binapacryl, dinobuton, chlorfenapyr, DNOC, sulfluramide, tralopyril, dinocap, which act as oxidative phosphorylation uncouplers that disrupt the proton gradient; bensultap, cartap hydrochloride, thiocyclam, which act on nicotinic acetylcholine receptors; and chitin biosynthesis inhibitors. monosultap, bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, fluazuron, buprofezin, cyromazine, which acts as a molting inhibitor; chromafenozide, halofenozide, methoxyfenozide, tebufenozide, which act on molting hormone receptors; amitraz, which acts on octopamine receptors; hydramethylnon, which acts on mitochondrial electron transport chain complex III;Acequinocyl, fluacrypyrim, bifenazate, fenazaquin, fenpiroximate, pyridaben, pyrimidifen, tebufenpyrad, tolfenpyrad, rotenone, which act on mitochondrial electron transport chain complex I, indoxacarb, metaflumizone, which act on voltage-dependent sodium channels, spirodiclofen, spiromesifen, spirotetramat, spiropidione, which act as acetyl CoA carboxylase inhibitors, aluminum phosphide, calcium phosphide, hydrogen phosphide, zinc phosphide, calcium cyanide, sodium cyanide, potassium cyanide, hydrogen cyanide, which act as mitochondrial electron transport chain complex IV inhibitors, cyenopyrafen, cyflumetofen, piflubumid, which act as mitochondrial electron transport chain complex II inhibitors, diamides (e.g., chlorantraniliprole, cyantraniliprole, flubendiamide, cyclaniliproxane), which act as ryanodine receptor modulators, tetrachlorantraniliprole, cyhalodiamide, tetrachlorantraniliprole, etc.), flonicamide which acts on chordotonal organs, metadiamides which act on GABA-activated chloride ion channels (e.g., brofuranilide, ciprofuranilide, piperfuranilide, trioxyfuranilide, etc.), isoxazolines which act on GABA-activated chloride ion channels (e.g., fluxametamide, sarolaner, lotilaner, isociclaceram, afoxolaner, fluralanil, nel, isoflualanum, etc.), acinonapir, which has an effect on calcium-activated potassium channels, flometoquin, which is a mitochondrial electron transport chain complex III inhibitor and has an effect on Qi site energy metabolism, or azadirachtin, which has an unknown effect, benzoximate, phenisobromorate, quinomethionate, dicofol, pyridalyl, bromopropylate, dicyclanil, karanjin, mercuric chloride, methyl isothiocyanate, pentachlorophenol, phosphine, piperonyl butoxide, sulcofuron salt (sulcofuron sodium), alamite, azotoate, polysulphide barium, benclothiaz, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol, butopyronoxyl,2-(2-butoxyethoxy)ethyl thiocyanate, chlorbeneside, chlordimeform, chlorphenetole, chlorfenson, metaldehyde, levamisole hydrochloride, amidoflumet, diofenolan, chlorbenzilate, flufenzin, benzomate, flufenerim, albendazole, ocibendazole, fenbendazole, 1,3-dichloropropene, acrylonitrile, carbon disulfide, cymiazole, calcium Examples of suitable surfactants include polysulfides, cytokinins, 2-(octylthio)ethanol, potassium oleate, sodium oleate, soybean lecithin, starch, hydroxypropyl starch, fatty acid glycerides, propylene glycol mono-fatty acid esters, diatomaceous earth, fluazaindolizine, thioxazaphen, fluhexaphone, fluensulfone, TPIC, D-D, peroxocarbonate, MB-599, DCIP, ENT-8184, Bayer 22408, Bayer 32394, BAI-1602, BAI-1603, S-1587, chloroprallethrin, benzpyrimoxane, polynactin complex, sabadilla, and nemadectin.

[0016] The insecticide is not particularly limited, but from the viewpoint of more effectively and reliably exhibiting the effects of the present invention, examples thereof include chlordane, endosulfan, lindane, dienochlor, aldrin, camphechlor, chlordecone, phenylpyrazoles (e.g., ethiprole, fipronil, acetoprole, pyrafluprole, pyriprole, nicofluprole, etc.), pyrethroids (e.g., acrinathrin, allethrin [(1R)-isomer], bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, ceta-cypermethrin, zeda-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, empenthrin [(EZ)-(1R)-isomer], esfenba Relate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, methotrin, metofluthrin, epsilon-metofluthrin, momfluorothrin, epsilon-momfluorothrin, permethrin, fenothrin [(1R)-trans-isomer], prallethrin, resmethrin, kadethrin, silaflu ofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer], tralomethrin, transfluthrin, ZXI8901, biopermethrin, furamethrin, profluthrin, flubrocythrinate, dimefluthrin, fenothrin, fluvalinate, pyrethrum (pyrethrin), DDT, methoxychlor, etc.), neonicotinoids (e.g., acetamiprid, clothia diamides (e.g., chlorantraniliprole, cyantraniliprole, flubendiamide, cyclaniliprole, tetratraniliprole, cyhalodiamide,Preferred are phenylpyrazoles, pyrethroids, neonicotinoids, diamides, metadiamides (e.g., tetrachlorantraniliprole, etc.), metadiamides (e.g., brofuranilide, ciprofuranilide, piperfuranilide, trioxyfuranilide, etc.), and isoxazolines (e.g., fluxametamide, sarolaner, lotilaner, isocyclaceram, afoxolaner, fluralaner, isoflualanum, etc.), more preferred are phenylpyrazoles, pyrethroids, neonicotinoids, diamides, metadiamides, and isoxazolines, and more preferred are etofenprox, dinotefuran, fluquat More preferred are rupirimine, nicofluprole, chlorantraniliprole, cyantraniliprole, tetratraniliprole, flubendiamide, cyclaniliprole, ciprofuranilide, piperfuranilide, brofuranilide, trioxyfuranilide, fluxamethamide, isoflualanum and isocyclaceram, even more preferred are nicofluprole, ciprofuranilide, brofuranilide, fluxamethamide and isocyclaceram, with brofuranilide and ciprofuranilide being especially preferred.

[0017] The fungicide is not particularly limited, but examples thereof include benalaxyl, benalaxyl M, chiralaxyl, oxadixyl, furalaxyl, metalaxyl, metalaxyl M, or mefenoxam, ofurase, bupirimate, dimethirimol, ethirimol, hymexazole, octhilinone, and oxolinic acid, which act on nucleic acid synthesis metabolism; benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate methyl, diethofencarb, zoxamide, ethaboxam, and pensylcarb, which act on cytoskeleton and motor proteins; Clon, fluopicolide, fenamacryl, metrafenone, pyriophenone, diflumetrim, benodanil, benzovindiflupyr, bixafen, boscalid, carboxin, fenfuram, fluopyram, flutolanil, fluxapyroxad, furametpyr, isofetamide, isopyrazam, mepronil, oxycarboxin, penthiopyrad, penflufen, pydiflumetofen, sedaxane, thifluzamide, pyraziflumid, inpirfluxam, fluindapyr, isoflucipram, azoxystrobin, cumoxyst Robin, dimoxystrobin, enoxastrobin, famoxadone, fenamidone, phenaminestrobin, flufenoxystrobin, fluoxastrobin, kresoxim-methyl, mandestrobin, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyroxystrobin, pyribencarb, triclopyricarb, trifloxystrobin, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, acetic acid Triphenyltin, triphenyltin chloride, triphenyltin hydroxide, silthiofam, ametoctrazine, cyprodinil, mepanipyrim, pyrimethanil, blasticidin S, kasugamycin, streptomycin, oxytetracycline, which have effects on amino acids and protein biosynthesis, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, dimethaclon, iprodione, procymidone, vinclozolin, which have effects on signal transduction, edifenphos, which has effects on lipid biosynthesis or the structure or function of transport cell membranes,Iprobenfos, pyrazophos, isoprothiolane, biphenyl, chloroneb, dicloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, prothiocarb, oxathiapiproline, azoles that act on sterol biosynthesis in cell membranes (e.g., azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole M, epoxiconazole, etaconazole, fenarimol, fenbuconazole, fluquinconazole, quinconazole, Flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole, myclobutanil, nuarimol, oxpoconazole, oxpoconazole fumarate, pefurazoate, penconazole, prochloraz, propiconazole, prothioconazole, pyrifenox, pyrisoxazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triflumizole, triforine, triticonazole, mefentrifluconazole, ipfentrifluconazole azole, F-69 (2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-(trimethylsilyl)propan-2-ol), aldimorph, dodemorph, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, etc.), polyoxins that affect cell wall biosynthesis, dimethomorph, flumorph, pyrimorph, benthiavalicarb, benthiavalicarb isopropyl, iprovalicarb, mandi propamid, valifenalate, fthalide, pyroquilon, tricyclazole, fenoxanil, carpropamid, diclocymet, tolprocarb, which act on melanin synthesis in the cell wall; acibenzolar-S-methyl, probenazole, tiadinil, isotianil, laminarin, fosetyl, phosphorous acid, sodium salt of phosphorous acid, ammonium salt of phosphorous acid, potassium salt of phosphorous acid, diclobenthiazox, extract from cotyledons of lupin seedlings (BLAD), which acts as a biological control agent; mancozeb, which exhibits multisite contact activity;Mancozeb, basic copper chloride, cupric hydroxide, basic copper sulfate, organic copper compounds, dodecylbenzenesulfonic acid bisethylenediamine copper complex salt [II], halogenated compounds (e.g., iodopropynyl butylcarbamate (IPBC), Sunplus, diiodomethyl-p-tolylsulfone (DMTS)), maneb, metiram, propineb, thiuram, zineb, ziram, ferbam, captan, captafol, folpet, fluorofolpet, guazatine, iminoctadine, iminoctadine albesilate, iminoctadine triacetate , sulfur, fluorimide, chlorothalonil, dichlofluanid, tolylfluanid, anilazine, dithianon, quinomethionate, carbamates (e.g., metasulfocarb, etc.), or validamycins exhibiting unknown action, dipimethitron, tecloftalam, triazoxide, flusulfamide, diclomedine, cyflufenamid, dodine, flutianil, tebufloquine, picarbutrazox, cymoxanil, quinofumelin, NC-241, NF-180, S-2190, S-2367, aminopyrifen, etc.

[0018] The fungicide is not particularly limited, but from the viewpoint of more effectively and reliably exhibiting the effects of the present invention, for example, azole fungicides (e.g., azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole M, epoxiconazole, etaconazole, fenarimol, fenbuconazole, fluquinconazole, quinconazole, flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole, microfungal fungicides, etc.) may be used. Butanil, Nuarimol, Oxpoconazole, Oxpoconazole fumarate, Pefurazoate, Penconazole, Prochloraz, Propiconazole, Prothioconazole, Pyrifenox, Pyrisoxazole, Simeconazole, Tebuconazole, Tetraconazole, Triadimefon, Triadimenol, Triflumizole, Triforine, Triticonazole, Mefentrifluconazole, Ipfentrifluconazole, F-69 (2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazole-1- (yl)-3-(trimethylsilyl)propan-2-ol), aldimorph, dodemorph, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, etc.), mancozeb, mancozeb, basic copper chloride, cupric hydroxide, basic copper sulfate, organic copper compounds, dodecylbenzenesulfonic acid bisethylenediamine copper complex salt [II], halogenated compounds (e.g., iodopropynyl butylcarbamate (IPBC), Sunplus, diiodopropyl methyl ...

[0043] Preferred are methyl-p-tolylsulfone (DMTS), maneb, metiram, propineb, thiuram, zineb, ziram, ferbam, captan, captafol, folpet, fluorofolpet, guazatine, iminoctadine, iminoctadine albesilate, iminoctadine triacetate, sulfur, fluorimide, chlorothalonil, dichlofluanid, tolylfluanid, anilazine, dithianon, quinomethionate, and carbamates (e.g., metasulfocarb, etc.), and more preferred are azoles and halogen-based compounds.

[0019] The content of the pest control component is not particularly limited as long as it is an amount that allows formulation. For example, from the viewpoint of manufacturability or the physical properties of the composition, it is typically 0.1 to 40% by mass, preferably 1 to 35% by mass, more preferably 10 to 30% by mass, even more preferably 15 to 30% by mass, and even more preferably 18 to 25% by mass, relative to 100% by mass of the composition of this embodiment. When the content of the pest control component is 40% by mass or less, crystallization inhibition tends to be further improved, and when it is 0.1% by mass or more, the pest control effect tends to be further improved. The content of the pest control component in the composition may be determined from the charge ratio during the production of the composition, or may be determined by an external standard method, an internal standard method, or the like using an analytical instrument such as HPLC.

[0020] [(2) Amide Solvents in Which an Alkyl Chain Having 1 to 4 Carbon Atoms is Binding to a Nitrogen Atom Constituting an Amide Bond] An amide solvent is a solvent in which an alkyl chain having 1 to 4 carbon atoms is bound to a nitrogen atom constituting an amide bond. The amide solvent is not particularly limited, but, for example, an amide solvent having a cyclic structure is preferred, and an amide solvent having a 5-membered ring structure is more preferred. Examples of the alkyl chain having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. Although not particularly limited, a butyl group or a methyl group is preferred. Known amide solvents can be used as the amide solvent. The amide solvent is not particularly limited, but, from the viewpoint of more effectively and reliably achieving the effects of the present invention, N,N-dialkylformamide, N,N-dialkylacetami-BrH, and N-alkyllactam are preferred, and N-alkyllactam is more preferred. The N-alkyl lactam is not particularly limited, but N-alkyl-2-pyrrolidone is preferred, and N-methyl-2-pyrrolidone and N-butyl-2-pyrrolidone are more preferred. The amide solvent may be used alone or in combination. When two or more amide solvents are used, N-butyl-2-pyrrolidone is preferably used. The content of the amide solvent is not particularly limited as long as it is an amount that allows formulation. However, from the viewpoint of more effectively and reliably achieving the effects of the present invention, it is typically 30 to 80% by mass, preferably 40 to 70% by mass, and more preferably 50 to 70% by mass, relative to 100% by mass of the composition of the present embodiment. The content of the amide solvent in the composition may be determined from the charge ratio during production of the composition, or may be determined by an external standard method, an internal standard method, or the like using an analytical instrument such as GC.

[0021] [(3) Nonionic Surfactants Having Aryl Ether (excluding Formalin Condensates)] The nonionic surfactant having an aryl ether is a nonionic surfactant having an aryl ether structure in its molecule. From the viewpoint of more effectively and reliably achieving the effects of the present invention, for example, an ether-type nonionic surfactant having an aryl ether is preferred. Examples of ether-type nonionic surfactants having an aryl ether include compounds having an aryl ether structure and a polyoxyalkylene structure in their molecules, such as compounds in which the aryl group is bonded to the polyoxyalkylene group via an oxygen atom. Examples of the aryl group include a phenyl group, a naphthyl group, and a benzyl group, and the aryl group may be modified with a substituent. In this specification, the terms polyoxyalkylene, polyoxyalkylene structure, and polyoxyalkylene group are used to describe similar structures, but the polyoxyalkylene is not particularly limited and includes polyoxyethylene, polyoxypropylene, polyoxyisopropylene, and polyoxytrimethylene. Polyoxyethylene and polyoxyisopropylene are preferred, and polyoxyethylene is more preferred. In nonionic surfactants having aryl ether, the aryl group in the aryl ether structure is not particularly limited, but may be modified with an allyl group, a styryl group, or may be styrenated. The aryl group in the aryl ether structure is not particularly limited, but examples thereof include polystyrylphenyl groups, tristyrylphenyl groups, distyrylphenyl groups, monostyrylphenyl groups (styrylphenyl groups), allylphenyl groups, distyrenated phenyl groups, and styrenated phenyl groups. When the phenyl group is styrenated, the repeating unit may be two or more. The nonionic surfactant having aryl ether may be a compound in which the aryl group and the polyoxyalkylene group are bonded via an oxygen atom, or may be a compound in any combination of the aryl group and the polyoxyalkylene group, but a compound in which the phenyl group and the polyoxyalkylene group are bonded via an oxygen atom is preferred.The nonionic surfactant having a phenyl ether is not particularly limited, and examples thereof include polyoxyalkylene polystyrylphenyl ether, polyoxyalkylene tristyrylphenyl ether, polyoxyalkylene distyrylphenyl ether, polyoxyalkylene distyrylphenyl ether, polyoxyalkylene styrylphenyl ether, polyoxyalkylene allylphenyl ether, polyoxyalkylene distyrylated phenyl ether, and polyoxyalkylene styrenated phenyl ether, with polyoxyethylene polystyrylphenyl ether, polyoxyethylene tristyrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene styrylphenyl ether, polyoxyethylene allylphenyl ether, polyoxypropylene allylphenyl ether, polyoxyisopropylene allylphenyl ether, polyoxyethylene distyrenated phenyl ether, and polyoxyethylene styrenated phenyl ether being preferred. The nonionic surfactant having naphthyl ether is not particularly limited, but examples thereof include polyoxyalkylene naphthyl ether and polyoxyalkylene allyl naphthyl ether, with polyoxyethylene naphthyl ether being more preferred, and polyoxyethylene β-naphthyl ether being preferred. The nonionic surfactant having benzyl ether is not particularly limited, but examples thereof include polyoxyalkylene benzyl ether and polyoxyalkylene allyl benzyl ether, with polyoxyethylene benzyl ether being preferred. In this embodiment, the nonionic surfactant having aryl ether may be used alone or in combination with other surfactants. Furthermore, it is preferable that the nonionic surfactant having aryl ether does not include formalin condensates. Here, formalin condensates refer to compounds obtained by condensing a nonionic surfactant having aryl ether with formalin. Furthermore, the nonionic surfactant having aryl ether may be used alone or in combination with two other surfactants.

[0022] The HLB of the aryl ether-containing nonionic surfactant (excluding formalin condensates) is not particularly limited, but from the viewpoint of more effectively and reliably achieving the effects of the present invention, it is usually 10 to 14.5, preferably 10 to 13, and more preferably 10 to 11. The HLB is a value that represents the degree of affinity of a surfactant for water and oil, and can be determined by the Griffin method.

[0023] The content of the aryl ether-containing nonionic surfactant is not particularly limited, but is typically 5 to 40% by mass, and preferably 10 to 25% by mass, relative to 100% by mass of the composition of this embodiment. By ensuring that the content of the aryl ether-containing nonionic surfactant is within the above range, it is possible to prevent the composition from separating when stored at or below room temperature, or from crystal precipitation when diluted with water and used, thereby preventing loss of homogeneity. Furthermore, it is possible to increase the content of components such as amide-based solvents contained in the composition of this embodiment, thereby suppressing crystal precipitation at or below room temperature. The content of the aryl ether-containing nonionic surfactant in the composition may be determined from the charge ratio during production of the composition, or may be determined by an external standard method, internal standard method, or the like using an analytical instrument such as HPLC.

[0024] [(4) Other Components] The composition of the present embodiment may contain any other components, such as surfactants other than nonionic surfactants having aryl ether (excluding formalin condensates), colorants, solvents / oils, sugars, water-soluble polymers, inorganic salts, UV screening agents, latexes / emulsions, antifoaming agents, pH adjusters, and fragrances.

[0025] The surfactants other than the aryl ether-containing nonionic surfactants (excluding formalin condensates) are not particularly limited, but examples thereof include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.

[0026] The nonionic surfactant is not particularly limited, but examples thereof include ether type, ester type, ester ether type, nitrogen-containing type, etc. In this case, formalin condensation products may be used.

[0027] The ether-type nonionic surfactant is not particularly limited, but examples thereof include polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, formalin condensation product of a nonionic surfactant having an aryl ether, polyoxyethylene polyoxypropylene glycol, etc. The formalin condensation product of a nonionic surfactant having an aryl ether is not particularly limited, but examples thereof include formalin condensation product of polyoxyethylene tristyrylphenyl ether and formalin condensation product of polyoxyethylene polystyrylphenyl ether, etc.

[0028] The ester-type nonionic surfactant is not particularly limited, but examples thereof include glycerin fatty acid partial esters, sorbitan fatty acid esters, pentaerythritol fatty acid esters, propylene glycol mono-fatty acid esters, and sucrose fatty acid esters.

[0029] The ester ether type nonionic surfactant is not particularly limited, but examples thereof include polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyethylene glycol fatty acid esters, polyglycerin fatty acid partial esters, and polyoxyethylene castor oil ethers.

[0030] The nitrogen-containing nonionic surfactant is not particularly limited, but examples thereof include fatty acid diethanolamide, N,N-bis-2-hydroxyalkylamine, polyoxyethylene alkylamine, triethanolamine fatty acid ester, and trialkylamine oxide.

[0031] The anionic surfactant is not particularly limited, but examples thereof include carboxylate type, sulfonate type, sulfate ester type, phosphate ester type, polymerized polymer type, and polycondensation polymer type.

[0032] The carboxylate-type anionic surfactant is not particularly limited, but examples thereof include aliphatic monocarboxylates, N-acyloyl sarcosine salts, N-acyloyl-β-alanine salts, N-acyloyl glutamate salts, and abietic acid salts.

[0033] The sulfonate-type anionic surfactant is not particularly limited, but examples thereof include dialkyl sulfosuccinates, alkane sulfonates, hydroxyalkane sulfonates, linear alkylbenzene sulfonates, alkyl (branched) benzene sulfonates, alkylnaphthalene sulfonates, alkylphenoxypolyoxyethylenepropyl sulfonates, polyoxyethylene alkylphenol sulfonates, naphthalene sulfonate-formaldehyde condensates, sodium N-methyl-N-oleyl taurate, N-alkyl sulfosuccinate monoamide disodium salt, and petroleum sulfonates.

[0034] The sulfate salt type anionic surfactant is not particularly limited, but examples thereof include sulfated castor oil, sulfated oxfoot oil, sulfate salts of fatty acid alkyl esters, alkyl sulfate salts, polyoxyethylene alkyl ether sulfate salts, fatty acid monoglyceride sulfate salts, polyoxyethylene alkyloylamide sulfate salts, polyoxyethylene alkylphenyl ether sulfate salts, and polyoxyethylene styrylphenyl ether sulfate salts.

[0035] The phosphate salt type anionic surfactant is not particularly limited, and examples thereof include alkyl phosphate salts, polyoxyethylene alkyl ether phosphate salts, polyoxyethylene alkylphenyl ether phosphate salts, etc. Examples of polymerized high molecular weight and polycondensation high molecular weight anionic surfactants include partially saponified styrene-maleic anhydride copolymers, partially saponified olefin-maleic anhydride copolymers, and naphthalenesulfonate-formalin condensates.

[0036] The cationic surfactant is not particularly limited, but examples thereof include alkylamines, alkyl quaternary ammonium salts, ethylene oxide adducts of alkylamines, and ethylene oxide adducts of alkyl quaternary ammonium salts.

[0037] The amphoteric surfactant is not particularly limited, but examples thereof include betaine surfactants and amino acid surfactants.

[0038] In this embodiment, from the viewpoint of more effectively and reliably achieving the effects of the present invention, it is also preferable to include a mixture of alkylbenzene sulfonate, a nonionic surfactant having an aryl ether, and polyoxyethylene castor oil ether.

[0039] The content of surfactants other than the aryl ether-containing nonionic surfactant and its formalin condensate in the composition is not particularly limited, but is preferably 8% by mass or less, more preferably 5% by mass or less, and may be 4% by mass or less, 3% by mass or less, 2% by mass or less, 1% by mass or less, 0.5% by mass or less, 0.4% by mass or less, or 0.3% by mass or less, relative to 100% by mass of the composition of the present embodiment. The pesticide composition of the present embodiment may not contain any surfactants other than the aryl ether-containing nonionic surfactant and its formalin condensate.

[0040] Examples of the solvents and oils include solvents and oils other than amide-based solvents, and are not particularly limited to these. Examples include ethanol, isopropanol, 1-butanol, polyethylene glycol, polypropylene glycol, acetic acid, acetic anhydride, acetophenone, methyl oleate, coconut oil, rapeseed oil, soybean oil, castor oil, linseed oil, paraffin oil, kerosene, cyclohexanol, γ-butyrolactone, fatty acid methyl esters, dimethyl sulfoxide, chlorobenzene, chlorotoluene, dichloroaniline, toluene, xylene, alkylbenzene, normal paraffin, dimethyl phthalate, diethyl phthalate, dibutyl phthalate, cyclohexanone, acetonitrile, kerosene, machine oil, and aromatic solvents.

[0041] The content of the solvent other than the amide solvent in the composition is not particularly limited, but is preferably 20% by mass or less, more preferably 10% by mass or less, and may be 5% by mass or less, 4% by mass or less, 3% by mass or less, 2% by mass or less, 1% by mass or less, 0.5% by mass or less, 0.4% by mass or less, or 0.3% by mass or less, relative to 100% by mass of the composition of this embodiment. The pesticide composition of this embodiment may contain no compounds other than the nonionic surfactant having an aryl ether and its formalin condensate.

[0042] The sugars are not particularly limited, but examples thereof include α-hydrated lactose, α-anhydrous lactose, β-anhydrous lactose, diol compounds, glycerin and its derivatives, pentaerythritol, sorbitol, xylitol, sucrose, glucose, and fructose.

[0043] The water-soluble polymers are not particularly limited, but examples thereof include xanthan gum, methyl cellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, hydroxypropylmethyl cellulose, polyvinyl alcohol, starch, dextrin, and polyvinylpyrrolidone.

[0044] The inorganic salts are not particularly limited, but examples thereof include calcium silicate, magnesium carbonate, calcium carbonate, sodium carbonate, sodium hydrogen carbonate, ammonium sulfate, sodium sulfate, magnesium sulfate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium chloride, etc. The ultraviolet screening agent is not particularly limited, but examples thereof include salicylic acid-based ultraviolet screening agents, benzophenone-based ultraviolet screening agents, etc.

[0045] The latexes and emulsions are not particularly limited, but examples thereof include latexes and emulsions of styrene-butadiene copolymer, styrene-acrylic copolymer, methyl methacrylate-butadiene copolymer, ethylene-vinyl acetate copolymer, ethylene-acrylic copolymer, silicone-acrylic copolymer, polyurethane, polyurea, and the like.

[0046] The defoaming agent is not particularly limited, and examples thereof include lower alcohol-based defoaming agents such as methanol, ethanol, isopropanol, propanol, sec-butanol, and butanol; organic polar compound-based defoaming agents such as amyl alcohol, diisobutyl carbitol, tributyl phosphate, oleic acid, tall oil, metal soap, sorbitan laurate monoester, sorbitan laurate triester, polyethylene glycol fatty acid ester, Pluronic (registered trademark) type nonionic surfactant, and acetylene glycol derivatives; and silicone resin-based defoaming agents such as silicone resin, surfactant blends of silicone resin, and inorganic powder blends of silicone resin.

[0047] The pH adjuster is not particularly limited, and examples thereof include inorganic acids such as phosphoric acid; organic acids such as citric acid, phthalic acid, and succinic acid; organic metal salts such as sodium citrate and potassium hydrogen phthalate; inorganic metal salts such as disodium hydrogen phosphate, sodium dihydrogen phosphate, dipotassium hydrogen phosphate, potassium dihydrogen phosphate, sodium carbonate, sodium bicarbonate, potassium carbonate, potassium bicarbonate, and sodium borate; hydroxides such as sodium hydroxide and potassium hydroxide; and organic amines such as triethanolamine.

[0048] The fragrances are not particularly limited, but examples thereof include lavender oil, jasmine oil, rose oil, lemon oil, orange oil, peppermint oil, thyme oil, calamus oil, fennel oil, cedar oil, hiba oil, cypress oil, eucalyptus oil, camphor, peppermint oil, spearmint oil, geraniol, citronellal, eugenol, limonene, mandarin orange oil, spruce, and citronellol.

[0049] The present invention will be explained in more detail below with reference to Examples, Comparative Examples and Test Examples, but the present invention is not limited to these in any way.

[0050] Test Example 1 (Composition Stability Test) 30 g of each of the compositions obtained in Examples 1 to 18 and Comparative Examples 1 to 23 was filled into a 50 mL glass bottle with a lid and sealed. The bottle was then allowed to stand for 30 days at 20 to 25°C, -5°C, and -15°C. The appearance of the composition was then visually observed and evaluated according to the following criteria. The presence of a filtration residue using a 75 μm filter was considered to be crystal precipitation. The results are shown in Table 1. (Criteria) ◯: No crystal precipitation occurred under any temperature condition. △: Crystal precipitation was observed when stored at -5°C and -15°C, but the crystals dissolved and returned to the original homogeneous bulk formulation within a few hours of standing at room temperature. ×: Crystal precipitation was observed under any temperature condition, and the crystals did not dissolve even after long-term standing at room temperature.

[0051] Test Example 2 (Self-Emulsifying Ability Test) Approximately 99.8 mL of standard hard water at 20°C was placed in a 250 mL stoppered measuring cylinder, and 167 μL of each of the compositions obtained in Examples 1 to 18 and Comparative Examples 1 to 23 was sampled with a micropipette and gently poured onto the water surface. It was observed whether the composition emulsified simply by touching the water surface without the need for external force, and the self-emulsifying ability was evaluated according to the following criteria. Note that standard hard water refers to a solution prepared by dissolving 2.74 g of calcium carbonate and 0.276 g of magnesium oxide in as little 2 mol / L hydrochloric acid as possible, heating the solution in a water bath to evaporate it to dryness, dissolving the residue in 100 mL of water, and adding 5 mL of the resulting solution to ion-exchanged water to make a total volume of 2 L. The same applies hereinafter in this Example. (Criteria) ◯: Oil droplets (composition) naturally emulsified as they fell from the water surface. Δ: Fine oil droplets were observed to be dispersed. ×: Oil droplets fell.

[0052] Test Example 3 (Emulsion Stability Test) Approximately 99.8 mL of standard hard water at 20°C was placed in a 250 mL glass-stoppered measuring cylinder, and 167 μL of each of the compositions obtained in Examples 1 to 18 and Comparative Examples 1 to 23 was sampled using a micropipette and gently poured onto the water surface. The cylinder was then stopped and vigorously inverted 30 times per minute. The diluted solution was then allowed to stand in an incubator at 20°C for 2 hours, 5 hours, and 7 hours, after which the state of the diluted solution was visually observed and the emulsion stability was evaluated according to the following criteria. (Criteria) ◯: A uniform emulsion (diluted solution) was maintained. Δ: When the cylinder was slowly tilted, a creamy sediment accumulated at the bottom. This sediment was redispersed by shaking several times. ×: Crystal precipitation was observed.

[0053] <Method for producing pest control composition> The method for producing the pest control composition is not particularly limited as long as it is a method that can produce a pest control composition containing the above-mentioned components. The pest control composition of this embodiment can be obtained by dissolving and mixing components (1) to (3) and, optionally, the other components using a known method. The blending ratio of each component shown in the following examples and comparative examples is expressed as mass % when the resulting pest control composition is taken as 100 mass %. In the following examples and comparative examples, compositions were produced using the blending ratios of each component as shown in the table below.

[0054] Example 1 A composition of Example 1 was obtained by adding 18% by mass of broflanilide (manufactured by Mitsui Chemicals Crop & Life Solutions, Inc.; the same applies hereinafter), 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10, HLB: 10.4, manufactured by SOLVAY, the same applies hereinafter), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP, manufactured by Clariant, the same applies hereinafter), and mixing them until uniform.

[0055] Example 2 A composition of Example 2 was obtained by mixing 18% by mass of broflanilide, 15% by mass of POE allyl phenyl ether (Newcalgen C-120, HLB: 10.9, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67% by mass of N-butyl-2-pyrrolidone until uniform.

[0056] Example 3 18% by mass of broflanilide, 15% by mass of polyoxyethylene (9) tristyrylphenyl ether (Sorpol (registered trademark) T-10, HLB: 10.0, manufactured by Toho Chemical Industry Co., Ltd.), and 67% by mass of N-butyl-2-pyrrolidone were mixed together until uniform, thereby obtaining a composition of Example 3.

[0057] Example 4 18% by mass of broflanilide, 15.0% by mass of POA allylphenyl ether (Newkalgen (registered trademark) CP-50, HLB: 11.1, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed together until uniform, thereby obtaining a composition of Example 4.

[0058] Example 5 18% by mass of broflanilide, 15.0% by mass of POA allylphenyl ether (Newkalgen (registered trademark) CP-80, HLB: 12.2, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed together until uniform, thereby obtaining a composition of Example 5.

[0059] Example 6 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene polystyrylphenyl ether (Takesurf (registered trademark) D-6512, HLB: 14.5, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed together until uniform, thereby obtaining a composition of Example 6.

[0060] Example 7 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene (14) tristyrylphenyl ether (Sorpol (registered trademark) T-15, HLB: 12.0, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed until uniform, thereby obtaining a composition of Example 7.

[0061] Example 8 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene (19) tristyrylphenyl ether (Sorpol (registered trademark) T-20, HLB: 13.3, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed until uniform, thereby obtaining a composition of Example 8.

[0062] Example 9 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene distyrenated phenyl ether (Emulgen (registered trademark) A60, HLB: 12.8, manufactured by Kao Corporation), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed until uniform, thereby obtaining a composition of Example 9.

[0063] Example 10 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene styrenated phenyl ether (Noigen (registered trademark) EA-87, HLB: 10.6, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone were mixed together until uniform, thereby obtaining a composition of Example 10.

[0064] Example 11 A composition of Example 11 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene styrenated phenyl ether (Noigen (registered trademark) EA-137, HLB: 13.0, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0065] Example 12 A composition of Example 12 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene styrenated phenyl ether (Noigen (registered trademark) EA-157, HLB: 14.3, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0066] Comparative Example 1 A composition of Comparative Example 1 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of dioctyl sodium sulfosuccinate (Newkalgen EP-70G, HLB: no HLB value because it is an anionic surfactant, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0067] Comparative Example 2 A composition of Comparative Example 2 was obtained by mixing 18% by mass of broflanilide, 15.0% by mass of sorbitan monooleate (Span 80, HLB: 4.3, manufactured by CRODA) and 67.0% by mass of N-butyl-2-pyrrolidone until uniform.

[0068] Comparative Example 3 A composition of Comparative Example 3 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of sorbitan oleate (Sorbon (registered trademark) S-80, HLB: 4.3, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0069] Comparative Example 4 A composition of Comparative Example 4 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of sorbitan laurate (Sorbon (registered trademark) S-20, HLB: 8.6, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0070] Comparative Example 5 A composition of Comparative Example 5 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of POE (30) castor oil (Sorpol (registered trademark) CA-30, HLB: 11.7, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0071] Comparative Example 6 A composition of Comparative Example 6 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of POE (40) castor oil (Sorpol (registered trademark) CA-40, HLB: 13.1, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0072] Comparative Example 7 A composition of Comparative Example 7 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of POE (42) castor oil (Sorpol (registered trademark) CA-42, HLB: 13.3, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0073] Comparative Example 8 A composition of Comparative Example 8 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyethylene glycol monostearate (Pegnol (registered trademark) 14-S, HLB: 11.5, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0074] Comparative Example 9 A composition of Comparative Example 9 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyethylene glycol monooleate (Pegnol (registered trademark) 14-O, HLB: 11.5, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0075] Comparative Example 10 A composition of Comparative Example 10 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of POE sorbitan palmitate (Sorbon (registered trademark) T-40, HLB: 15.7, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0076] Comparative Example 11 A composition of Comparative Example 11 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of POE alkyl ether (Newcalgen D-1107-S, HLB: 12.1, manufactured by Takemoto Oil & Fat Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0077] Comparative Example 12 A composition of Comparative Example 12 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene distyrylphenyl ether formalin condensate (Sorpol (registered trademark) F-15, HLB: 12.0, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0078] Comparative Example 13 A composition of Comparative Example 13 was obtained by adding 18% by mass of broflanilide, 15.0% by mass of polyoxyethylene distyrylphenyl ether formalin condensate (Sorpol (registered trademark) F-27, HLB: 14.6, manufactured by Toho Chemical Industry Co., Ltd.), and 67.0% by mass of N-butyl-2-pyrrolidone and mixing them until uniform.

[0079] The results of the composition stability, self-emulsifying ability of the diluted solution, and emulsion stability of the diluted solution for each surfactant type in the broflanilide formulation are shown in Table 1.

[0080] Table 1:

[0081] As shown in Table 1, the comparative compositions containing anionic surfactants exhibited crystal precipitation within 30 days of static storage under all temperature conditions. Furthermore, the compositions stored at -5°C and -15°C did not dissolve the precipitated crystals even after static storage at room temperature, demonstrating poor composition stability at room temperature or below. Furthermore, the compositions of Comparative Examples 2 to 11, which were nonionic surfactants but lacked phenol ether, exhibited poor self-emulsifying properties when gently poured onto the surface of water. Furthermore, the compositions of Comparative Examples 12 and 13, which were formalin condensates despite having a phenyl ether, exhibited poor emulsion stability, resulting in the deposition of crystals in the diluted solution. In contrast, the compositions of the Examples exhibited no crystal precipitation after long-term storage at room temperature or below, demonstrating excellent composition stability. Furthermore, when gently poured onto the surface of water, the compositions rapidly emulsified, demonstrating excellent self-emulsifying properties. Furthermore, the compositions of the Examples were gently poured onto the surface of water, capped, and vigorously inverted and mixed 30 times per minute. Even after being left to stand in an incubator at 20°C for more than two hours, the diluted solution maintained a uniform emulsion, demonstrating excellent emulsion stability.

[0082] Example 13 A composition of Example 13 was obtained by mixing 25% by mass of broflanilide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0083] Example 14 A composition of Example 14 was obtained by mixing 25% by mass of broflanilide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-methyl-2-pyrrolidone until uniform.

[0084] Example 15 A composition of Example 15 was obtained by adding 25% by mass of fluxametamide (manufactured by Wako Pure Chemical Industries, Ltd.; the same applies hereinafter), 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-butyl-2-pyrrolidone (Genagen NBP) and mixing them until uniform.

[0085] Example 16 A composition of Example 16 was obtained by mixing 25% by mass of fluxametamide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-methyl-2-pyrrolidone until uniform.

[0086] Comparative Example 14 A composition of Comparative Example 14 was obtained by adding 25% by mass of broflanilide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-octyl-2-pyrrolidone (Agsolex 8) and mixing them until uniform.

[0087] Comparative Example 15 A composition of Comparative Example 15 was obtained by mixing 25% by mass of broflanilide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-dodecyl-2-pyrrolidone (Agsolex 12) until uniform.

[0088] Comparative Example 16 A composition of Comparative Example 16 was obtained by mixing 25% by mass of fluxametamide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-octyl-2-pyrrolidone (Agsolex 8) until uniform.

[0089] Comparative Example 17 A composition of Comparative Example 17 was obtained by mixing 25% by mass of fluxametamide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 60% by mass of N-dodecyl-2-pyrrolidone (Agsolex 12) until uniform.

[0090] Table 2 shows the results of the composition stability, self-emulsifying ability of the diluted solution, and emulsion stability of the diluted solution for each solvent type of metadiamide-based and isoxazoline-based insecticide formulation.

[0091] Table 2:

[0092] As shown in Table 2, the compositions of Comparative Examples 14 to 17, which are amide-based solvents having an alkyl chain containing 8 or more carbon atoms, exhibited crystal precipitation within 30 days of static storage under any temperature condition. Alternatively, for compositions stored at -5°C and -15°C, the precipitated crystals did not dissolve even after static storage at room temperature, resulting in low composition stability at or below room temperature. Furthermore, the compositions of the Examples exhibited poor self-emulsifying properties when gently poured onto a water surface, and crystals precipitated in the diluted solution, resulting in low emulsion stability. In contrast, the compositions of the Examples exhibited no crystal precipitation after long-term storage at or below room temperature, demonstrating excellent composition stability. Furthermore, when gently poured onto a water surface, they rapidly emulsified, demonstrating excellent self-emulsifying properties. Furthermore, for the Example compositions, the diluted solution was gently poured onto a water surface, capped, and vigorously inverted and mixed 30 times per minute. After being allowed to stand in an incubator at 20°C for 2 hours, the diluted solution maintained a uniform emulsion, demonstrating excellent emulsion stability.

[0093] Example 17 A composition of Example 17 was obtained by mixing 18% by mass of fluxametamide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0094] Example 18 A composition of Example 18 was obtained by mixing 18% by mass of ciprofanilide, 15% by mass of polyoxyethylene tristyrylphenyl ether (SOPROPHOR (registered trademark) TS / 10), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0095] Comparative Example 18 A composition of Comparative Example 18 was obtained by mixing 18% by mass of fluxametamide, 15% by mass of dioctyl sodium sulfosuccinate (Newcalgen EP-70G), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0096] Comparative Example 19 A composition of Comparative Example 19 was obtained by mixing 18% by mass of ciproflanilide, 15% by mass of dioctyl sodium sulfosuccinate (Newcalgen EP-70G), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0097] Comparative Example 20 A composition of Comparative Example 20 was obtained by mixing 18% by mass of fluxametamide, 15% by mass of polyoxyethylene distyrylphenyl ether formalin condensate (Sorpol (registered trademark) F-27), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0098] Comparative Example 21 A composition of Comparative Example 21 was obtained by adding 18% by mass of ciprofanilide, 15% by mass of polyoxyethylene distyrylphenyl ether formalin condensate (Sorpol (registered trademark) F-27), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) and mixing them until uniform.

[0099] Comparative Example 22 A composition of Comparative Example 22 was obtained by mixing 18% by mass of fluxametamide, 15% by mass of sorbitan monooleate (Span 80), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until uniform.

[0100] Comparative Example 23 A composition of Comparative Example 23 was obtained by mixing 18% by mass of ciproflanilide, 15% by mass of sorbitan monooleate (Span 80), and 67% by mass of N-butyl-2-pyrrolidone (Genagen NBP) until homogeneous.

[0101] Table 3 shows the results of composition stability, self-emulsifying ability of diluted solutions, and emulsion stability of diluted solutions for the surfactant types of metadiamide-based and isoxazoline-based formulations.

[0102] Table 3:

[0103] As shown in Table 3, the pest control ingredients in Comparative Examples 1, 18, and 19, which are compositions of anionic surfactants; Comparative Examples 2, 22, and 23, which are compositions of nonionic surfactants but not containing an aryl ether; and Comparative Examples 13, 20, and 21, which are compositions of formalin condensates that are nonionic surfactants and contain an aryl ether, exhibited poor composition stability, self-emulsifying ability, and emulsion stability. In contrast, the examples of compositions of nonionic surfactants containing aryl ethers (excluding formalin condensates) were found to be excellent in composition stability, self-emulsifying ability, and emulsion stability.

Claims

1. A pest control composition comprising: (1) a pest control component; (2) an amide solvent in which an alkyl chain having 1 to 4 carbon atoms is bonded to a nitrogen atom constituting an amide bond; and (3) a nonionic surfactant having an aryl ether (excluding formalin condensates).

2. The pest control composition according to claim 1, wherein the amide solvent is an amide solvent having a cyclic structure.

3. The pest control composition according to claim 1, wherein the amide solvent is an N-alkylpyrrolidone.

4. The pest control composition according to claim 1, wherein the amide solvent is at least one selected from the group consisting of N-butyl-2-pyrrolidone and N-methyl-2-pyrrolidone.

5. The pest control composition according to claim 1, wherein the amide solvent is N-butyl-2-pyrrolidone.

6. The active ingredient control composition according to claim 1, wherein the HLB of the nonionic surfactant having an aryl ether is 10 to 14.

5.

7. The pest control composition according to claim 1, wherein the amide solvent is an amide solvent having a cyclic structure, and the HLB of the nonionic surfactant having an aryl ether is 10 to 14.

5.

8. The pest control composition according to claim 7, wherein the amide solvent is an N-alkylpyrrolidone.

9. The pest control composition according to claim 7, wherein the amide solvent is at least one selected from the group consisting of N-butyl-2-pyrrolidone and N-methyl-2-pyrrolidone.

10. The pest control composition according to claim 7, wherein the amide solvent is N-butyl-2-pyrrolidone.

11. The pest control composition according to any one of claims 1 to 10, wherein the pest control ingredient is at least one selected from the group consisting of insecticides, fungicides, and herbicides.

12. The pest control composition according to any one of claims 1 to 10, wherein the pest control component is at least one selected from the group consisting of insecticides and fungicides, the insecticide is at least one selected from pyrethroids, neonicotinoids, phenylpyrazoles, diamides, metadiamides, and isoxazolines, and the fungicide is at least one selected from azoles and halogen-based fungicidal components.

13. The pest control composition according to any one of claims 1 to 10, wherein the pest control ingredient is at least one selected from etofenprox, dinotefuran, flupirimine, nicofluprole, chlorantraniliprole, cyantraniliprole, tetratraniliprole, flubendiamide, cyclaniliprole, piperfuranilide, ciprofuranilide, brofuranilide, fluxametamide, isoflualanum, and isocyclaceram.

14. The pest control composition according to any one of claims 1 to 10, wherein the pest control ingredient is at least one selected from nicofluprole, ciprofuranilide, brofuranilide, fluxametamide, and isocyclaceram.

15. A pest control composition according to any one of claims 1 to 10, wherein the pest control ingredient is ciprofuranilide or brofuranilide.

16. The pest control composition according to any one of claims 1 to 10, wherein the pest control ingredient is broflanilide.

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