Insecticide composition and methods for controlling harmful organisms.

Abstract

The insecticidal composition of the present invention comprises (1) a diamide-based, insecticidally active ingredient, (2) a solvent having a relative permittivity (εr) of 5 or greater and a transition energy (ET(30)) of 38 kcal / mol or greater, (3) a nonionic surfactant, and (4) a non-polar solvent, the amount of which is less than 30 wt% of the whole composition.

Description

Insecticide composition and method for controlling pests

[0001] The present invention relates to an insecticidal composition containing a diamide-based insecticidal active ingredient and exhibiting good pest control effects, and to a method for controlling pests.

[0002] Diamide insecticidal components are effective in controlling harmful insects of the Lepidoptera (butterflies and moths), Hemiptera (true bugs), Diptera (flies), and Coleoptera (beetles), and are known as excellent insecticidal components that exhibit high selectivity between these insects and non-target organisms, including mammals and natural enemy insects (Patent Document 1).

[0003] Furthermore, pesticide compositions are broadly classified into dosage forms such as powders, granules, wettable powders, granular wettable powders, water-soluble powders, granular water-soluble powders, emulsions, liquids, oils, flowables, emulsion formulations, fine granules, tablets, and jumbo formulations. Of these dosage forms, emulsions are the oldest type of formulation and basically consist of pesticide active ingredients, organic solvents, and surfactants. Emulsions can be easily manufactured by simply mixing and dissolving the raw materials, and they have various advantages such as excellent pest control effects and low cost, making them one of the formulations that are still widely used today.

[0004] Emulsions must be used or stored in cold climates, and solvents that adequately dissolve the pesticide active ingredient are required to prevent separation of oily substances or sedimentation of solids when stored at low temperatures. Conventionally, nonpolar solvents such as aromatic hydrocarbons (xylene, etc.) have been commonly used, but the pesticide active ingredients that can be dissolved are limited to those with low polarity. Furthermore, aromatic hydrocarbons have problems such as inhalation toxicity, fire hazard, and concerns about air pollution.

[0005] On the other hand, most diamide insecticidal active ingredients are practically insoluble in nonpolar solvents. While they dissolve relatively well in highly polar solvents, when a formulation dissolved in such a solvent is diluted with water, the solvent dissolves in the water (or water dissolves in the solvent) in the diluted solution, reducing the solubility of the active ingredient, causing crystals to precipitate, and often resulting in a decrease in the pest control effect.

[0006] For example, Patent Document 1 describes an emulsion using the diamide insecticidal components brofranilide, dimethyl sulfoxide, sorbol, and xylene, but it does not describe the pest control effect.

[0007] Patent Document 2 discloses a pesticide emulsion composition that exhibits excellent emulsification even when the pesticide active ingredient has low solubility in water and xylene, and that is substantially free of aromatic hydrocarbon organic solvents and phenyl ether surfactants. However, the polar solvent used in this patent document is limited to N-alkylpyrrolidones such as N-methyl-2-pyrrolidone, and there is no description of its pest control effect.

[0008] Japanese Patent Publication No. 2011-157294, Japanese Patent Publication No. 2010-001268

[0009] The problem that this invention aims to solve is to provide an insecticidal composition containing a diamide-based insecticidal active ingredient that exhibits excellent pest control effects.

[0010] As a result of diligent research, the inventors have found that by dissolving an insecticidal active ingredient in a solvent having a specific range of dielectric constant and transition energy, and combining it with a nonionic surfactant, an insecticidal composition can be obtained that has improved pest control effects and also exhibits excellent emulsification properties and storage stability when diluted with water.

[0011] In other words, the present invention is as follows [1] to [9]: [1] (1) a diamide-based insecticidal active ingredient and (2) relative dielectric constant (ε ｒ ) is 5 or more, and the transition energy (E Ｔ (30) A solvent having a dielectric constant of 38 kcal / mol or more, (3) a nonionic surfactant, and (4) a nonpolar solvent contained in an amount of less than 30% by weight of the whole composition. [2] (2) Relative dielectric constant of the solvent (ε ｒ ) is 5 or more and 78 or less, and the transition energy (E Ｔ(30) The composition according to [1] wherein the amount is 38 kcal / mol or more and 52 kcal / mol or less. [3] The composition according to [1] or [2] wherein (1) the diamide insecticide is brofuranilide. [4] (2) The composition according to any one of [1] to [3], wherein the solvent is one or more selected from the group consisting of 1,3-dimethyl-2-imidazolidinone, N,N'-dimethylpropylene urea, N-methylpyrrolidone, N,N-dimethylformamide, dimethyl sulfoxide, 3-methoxy-N,N-dimethylpropanamide, N-butylpyrrolidone, cyclohexanone, 3-butoxy-N,N-dimethylpropanamide, 5-(dimethylamino)-2-methyl-5-oxopentanoate methyl, N,N-dimethyloctanamide, dimethyl lactate, N,N-dimethyldecanamide, γ-butyrolactone, 3-methyl-2-oxazodone, ethylene glycol monomethyl ether, and benzyl alcohol. [5] (3) The composition according to any one of [1] to [4], wherein the nonionic surfactant is a phenyl ether-based surfactant. [6] The composition according to [5], wherein the phenyl ether surfactant is a formalin condensate of polyoxyalkylene (mono, di, or tri)styrylphenyl ether. [7] The composition according to any one of [1] to [6], wherein (1) the content of the diamide insecticidal active ingredient is 0.1 to 30% by weight of the whole composition. [8] The composition according to any one of [1] to [7], characterized in that the composition is liquid. [9] A method for controlling harmful organisms, comprising applying the insecticidal composition according to any one of [1] to [8] to plants, soil, or water surfaces.

[0012] The present invention provides an insecticidal composition with excellent pest control effects by dissolving a diamide-based insecticidal active ingredient in a solvent having a specific dielectric constant and transition energy as the main solvent, and a nonpolar solvent used as needed, and combining it with a nonionic surfactant. Furthermore, this composition has excellent storage stability and emulsification stability, and since it does not contain a nonpolar solvent such as aromatic hydrocarbons (xylene, etc.) as the main solvent, there are fewer concerns regarding inhalation toxicity, fire hazard, and air pollution.

[0013] Next, we will explain the various terms used in this specification.

[0014] In the present invention, (1) diamide insecticidal active ingredients include, for example, flubendiamide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole, broflanilide, cyhalodiamide, tetrachlorantraniliprole, etc. Among them, broflanilide is particularly preferred. As the (1) diamide insecticidal active ingredient, at least one selected from these can be used.

[0015] The insecticidal active ingredient used in the present invention may be (1) the diamide insecticidal active ingredient alone, or can also be used in combination with other insecticidal active ingredients or bactericidal active ingredients. When the insecticidal composition of the present invention contains a bactericidal active ingredient, it can also exert an effect on diseases.

[0016] Other insecticidal active ingredients include, for example, phosphocarb, alanicarb, butocarboxym, butoxycarb, thiodicarb, thiophanox, aldicarb, benziocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, ethiofencarb, phenobucarb, formethaneate, furathiocarb, isoprocarb, methiocarb, methomyl, oxamyl, pyrimicarb, propoxul, trimetacarb, XMC, alixicarb, aldoxycarb, bufencarb, butacarb, carbanolate, metolcarb, xylui Lucarb, phenothiocarb, xylcarb, bendiocarb, acephate, azamethiphos, azinphos-methyl, azinphos-ethyl, ethone, kazusaphos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, diclofenthion, dichlorvos, diclotophos, dimethoate, dimethylvinphos, disulfone, O-ethyl O-(4-nitrophenyl)phenylphosphonothioate, ethion, etoprophos, famf Phenamifos, Fenitrothion, Fenthion, Fosthiazate, Heptenofos, Isofenphos-methyl, Isocarbophos, Isoxathion, Malathion, Mecarbam, Metamidophos, Methidathion, Mevinphos, Monoclotophos, Nared, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Fenthoate, Phorate, Fosalon, Fosmet, Phosphamidone, Foxim, Pyrimifos-methyl, Profenofos, Propetamphos, Prothiophos, Pyridafenthion, Quinalphos, Sulfotep, Tebupyrimphos, Temephos, Terbuphos, Thiometon, Triazophos, Trichlorfon, Bamidthione, Chlorthione, Bromufenvinphos, Bromophos, Bromophos-ethyl, Butathiophos, Carbophenothion, Chlorphoxime, Sulprophos, Diamidaphos, Tetrachlorvinphos, Propaphos, Mesulfenphos, Dioxabenzophos, Etrimophos, Oxideprophos, Formothion, Fensulfothion, Isazofos, Imisiaphos, Isamidophos, Thionadin, Phosthiethane, Chlordane, Endosulfan, Lindane, Dienochlor,Ethiprole, fipronil, acetoprole, acrinatrin, allethrin [(1R)-isomer], bifenthrin, bioallethrin (bioallethrin S-cyclopentenyl isomer), biorethmetrin, 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, flus Trinate, Flumethrin, Tau-Fluvalinate, Halfenprox, Imiprothrin, Metotrin, Metofluthrin, Epsilon-Metofluthrin, Monfluorothrin, Epsilon-Monfluorothrin, Permethrin, Phenothrin [(1R)-Trans-Isomer], Prallethrin, Resmethrin, Cadetrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-Isomer], Tralomethrin, Transfluthrin, ZXI89 01, Biopermethrin, Flamethrin, Profluthrin, Flubrocitrinate, Dimefluthrin, DDT, Methoxychlor, Phenothrin, Fluvalinate, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Nicotine Sulfate, Sulfoxaflor, Flupyradiflon, Triflumezopyrim, Spinosad, Spinetoram, Abamectin, Emamectin Benzoate, Lepimectin, Milbemectin, Hydroprene, Quinoprene, Methoprene, phenoxycarb, pyriproxyfen, methyl bromide, chloropicrin, cryolite, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium metaborate, tartaric acid, dazomet, metam, sodium carbam, pymetrozine, pyrifluquinazon, clofentezine, diflovidazine, hexythiazox, etoxazole, diafenthiurone, azocyclotin, cyhexatine, fenbutane oxide, propargit, tetradiphon, chlorfenapyr, DNOC,Binapacril, sulfuramide, bensultap, cartap hydrochloride, thiocyclam, monosultap, bistriflurone, chlorfluazurone, diflubenzuron, flucycloxurone, flufenoxurone, hexaflumurone, lufenuron, novaron, nobiflumulone, teflubenzuron, triflumulone, buprofezin, cyromazine, chromafenozide, halofenozide, methoxyfenozide, tebufenozide, amitraz, hydramethylnon, acequinosyl, fluacrypyrim, bifenazate, phenazaquine, fenpyroximate, pyridaben, pyrimidifen, tebufenpyrad, tolfenpyrad, rotenone Indoxacarb, metaflumizone, spirodiclofen, spiromesifen, spirotetramate, aluminum phosphide, calcium phosphide, hydrogen phosphide, zinc phosphide, calcium cyanide, sodium cyanide, potassium cyanide, cyenopyrafen, cyflumetofen, piflubmid, flonicamide, azadirachtin, benzoximate, phenisobromolate, quinomethionate, dicofol, pyridaryl, bromopropylate, triazamate, dicyclanil, dinovtone, dinocap, hydrogen cyanide, methyl iodide, calandin, mercury chloride, methyl isothiocyanate, pentachlorophenol, phosphine, piperonil Butoxide, Polynactin complex, Sabadilla, Sulcoflon salt (Sulcoflon-sodium), Tribuphos, Aldrin, Amidithione, Amidothioate, Aminocarb, Amiton, Aramite, Atidathion, Azothoate, Polysulfidobarium, Bencrothiaz, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohexa-2-enone, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol, Butonate, Butopyronoxyl, 2-(2-butoxyethoxy)ethyl Thiocyanates, campechlor, chlorbenside, chlordecone, chlordimeform, chlorphenetol, chlorfensone, fluazuron, metaldehyde, bialaphos, levamisole hydrochloride, amidoflumet, pyrafluprole, pyriprole, tralopiril, flupyrazophos, diofenolan, chlorbenzilate, flufenzin, benzomate, flufenelim, albendazole, oxybendazole, fenbendazole,Metam sodium, 1,3-dichloropropene, flomethoquine, dichloromesothiaz, ethylene dibromide, acrylonitrile, bis(2-chloroethyl) ether, 1-bromo-2-chloroethane, 3-bromo-1-chloropropa-1-ene, bromocyclene, carbon disulfide, carbon tetrachloride, nemadectin, simiasol, calcium Polysulfide, cytokinin, 2-(octylthio)ethanol, potassium oleate, sodium oleate, machine oil, tar oil, anabasine, morantel tartrate, pyrethrum (pyrethrin), rapeseed oil, soy lecithin, starch, hydroxypropyl starch, fatty acid glycerides, propylene glycol monofatty acid esters, diatomaceous earth, afoxolaner, fluazanidridin, aphidopiropene, thioxazafen, fluhexaphon, fluralaner, fluxamethamide, sarolaner, rotilaner, cycloxapride, fluensulfone, TPIC, D-D, peroxocarbonate, MB-599, bis(2,3,3,3-tetrachloropropyl) ether, DCIP, ENT-8184, Bayer 22408, Bayer Examples include 32394, BAI-1602, BAI-1603, S-1587, chloroprarethrin, benzpyrimoxane, acinonapyr, spiropidione, flupyrimine, and ticlopyrazoflor. At least one other insecticidal active ingredient selected from these may be used.

[0017] Examples of bactericidal active ingredients include venalaxyl, venalaxyl M or quilaraxyl, oxazixyl, flaraxyl, metalaxyl, metalaxyl M or mephenoxam, ofrace, benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, etaboxam, pencyclon, fluopicolide, phenamacryl, benodanil, benzovindiflupyr, bixafen, boscalide, carboxyne, fenflam, fluopyram, flutolanil, fluxapyroxad, and more. Lamethopyr, isofetamide, isopyrazam, mepronil, oxycarboxyne, penthiopyrad, penflufen, pidflumetofen, sedaxane, tifluzamide, pyraziflumid, azoxystrobin, chemoxystrobin, dimoxystrobin, enoxastrobin, famoxadone, fenamidomone, phenaminestrobin, fluphenoxystrobin, fluoxastrobin, kresoximmethyl, mandestrobin, metminostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxy Strobin, pyribencarb, triclopyricarb, trifloxystrobin, cyazofamide, amisulbrom, binapacril, meptyldinocap, dinocap, fluazinam, ametoctrazine, cyprodinil, mepanipyrim, pyrimethanil, streptomycin, blastosidine S, kasugamycin, oxytetracycline, fenpiclonil, fludioxonil, quinoxyfen, proquinazide, clozolinate, dimethacron, iprodione, procymidone, vinclozolin, edifenfos, iprobenfos, pyrazofos, isopro Thiolane, biphenyl, chloreneb, dichlorane, quintozen, technazen, tolclophosmethyl, etridiazole, iodocarb, propamocarb, prothiocarb, azaconazole, vitertanol, bromconazole, cyproconazole, difenoconazole, diniconazole, diniconazole M, epoxyconazole, etaconazole, phenalimol, fenbuconazole, fluquinconazole, quinconazole, flusilazole, flutriafole, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole,Mycrobutanil, Nuarimol, Oxpoconazole, Oxpoconazole fumarate, Peflazoate, Penconazole, Prochloraz, Propiconazole, Prothioconazole, Pyriphenox, Pyrisoxazole, Simeconazole, F-69, Tebuconazole, Tetraconazole, Triadimephon, Triadimeol, Triflumizole, Triforine, Triticonazole, Mefentrifluconazole, Ipfentrifluconazole, Algimorph, Dodemorph, Fenpropimorph, Tridemorph, Fenpropidine, Piperaline, Spirox Samine, fenhexamide, fenpyrazamine, pyributicarb, naphthifine, terbinafine, polyoxins, dimethomorph, flumorph, pyrimorph, benthiavaricarb, benthiavaricarb isopropyl, iprovalicarb, mandipropamide, valifenarate, fusalide, pyroquilon, tricyclazole, carpropamide, diclocimet, phenoxanil, tolprocarb, acibenzolar S-methyl, probenazole, thiadinil, isothianil, laminarin, mancozeb or manzeb, maneb, methylam, propineb, thiuram Zineb, Ziram, Ferbam, Captan, Captahol, Holpet, Fluorofolpet, Guazatin, Iminoctadine, Iminoctadine albesilate, Iminoctadine triacetate, Basic copper chloride, Cupric hydroxide, Basic copper sulfate, Organic copper compounds, Bisethylenediamine copper complex [II] dodecylbenzenesulfonate, Sulfur, Fluorimide, Chlorthalonil, Diclofluanide, Tollfluanide, Anilazine, Dithianone, Quinomethionate, Extract from cotyledons of Japanese bean seedlings (BLAD), Diclobentiazox, Fenpicoxamide, Dipi Methitrone, Bupyrimate, Dimethylmol, Ethyrimol, Triphenyltin Acetate, Triphenyltin Chloride, Triphenyltin Hydroxide, Oxolinic Acid, Himexazole, Octylinone, Fosetyl, Phosphite, Sodium Phosphite, Ammonium Phosphite, Potassium Phosphite, Tecrophthalam, Triazoxide, Fursulfamide, Diclomazine, Silthiofam, Diflumetrim, Metasulfocarb, Cyflufenaamide, Metraphenone, Pyriophenone, Dozin, Fluthianil, Ferimzon, Oxathiapiproline, Tebufloxin,Examples include picarbutrazox, validamycins, simoxanil, chinomethionat, NC-241, NF-180, S-2190, S-2367, imidacloprid, flupyradifurone, isoflupiprole, aminopyrifen, etc. As the bactericidal active ingredient, at least one selected from these can be used.

[0018] (1) The blending amount of the diamide insecticidal component varies depending on its type, but is usually 0.1 to 30% by weight, preferably 1 to 25% by weight, and more preferably 1 to 20% by weight based on 100% by weight of the insecticidal composition of the present invention.

[0019] (2) The solvent used in the present invention has a relative dielectric constant (ε ｒ ) of 5 or more, and a transition energy (E Ｔ (30)) of preferably 38 kcal / mol or more, and a relative dielectric constant (ε ｒ ) of 5 or more and 78 or less, and a transition energy (E Ｔ (30)) of more preferably 38 kcal / mol or more and 52 kcal / mol or less.

[0020] Solvents that meet these conditions include, for example, 1,3-dimethyl-2-imidazolidinone, N,N'-dimethylpropyleneurea, N-methylpyrrolidone, N-butylpyrrolidone, N,N-dimethylformamide, dimethyl sulfoxide, 3-methoxy-N,N-dimethylpropanamide, cyclohexanone, 3-butoxy-N,N-dimethylpropanamide, methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, N,N-dimethyloctanamide, N,N-dimethyldecanamide, dimethyl lactate amide, γ-butyrolactone, 3-methyl-2-oxazolidone, ethylene glycol monomethyl ether, 2-heptanone, acetophenone, 3-methyl-3-methoxy-1-butanol, alkyl lactate (C2-8), ethanol, 1-propanol, 2-propanol, benzyl alcohol, etc.

[0021] Among these, 1,3-dimethyl-2-imidazolidinone, N,N'-dimethylpropyleneurea, N-methylpyrrolidone, N-butylpyrrolidone, N,N-dimethylformamide, dimethyl sulfoxide, 3-methoxy-N,N-dimethylpropanamide, cyclohexanone, 3-butoxy-N,N-dimethylpropanamide, methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, N,N-dimethyloctanamide, N,N-dimethyldecanamide, dimethyl lactate amide, γ-butyrolactone, 3-methyl-2-oxazolidone, ethylene glycol monomethyl ether, and benzyl alcohol are suitable, and particularly N-butylpyrrolidone, 3-methyl-2-oxazolidone, and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate are preferred. These solvents may be used alone or in combination of two or more.

[0022] (2) The blending amount of the solvent varies depending on the type of the insecticidal component, but is usually 20 to 99.8% by weight, preferably 50 to 98% by weight, more preferably 70 to 97% by weight, based on 100% by weight of the insecticidal composition of the present invention.

[0023] In the present invention, the relative dielectric constant (ε r ) is a measure of the ease of polarization of molecules and the ease of orientation of dipoles, and is the ratio ε / ε ０ = ε ｒ . The specific measurement conditions are described below. Test method: Automatic balance bridge method (LCR meter method) Tester: LCR meter HP4284A (manufactured by Agilent Technologies) Electrode: Liquid electrode cell LE-22 type (manufactured by Ando Electric Co., Ltd.) Measurement frequency: 1 MHz Measurement temperature: Ambient temperature (23 ± 2°C)

[0024] In the present invention, the transition energy (E Ｔ(30)) is one of the polarity parameters proposed by Dimlose and Reichardt, and it evaluates the degree of solvent polarity by utilizing the fact that the CT absorption of pyridinium-N-phenoxide betaine shifts to the shorter wavelength side as the solvent polarity increases (negative solvatochromism). The specific measurement conditions are described below. Test equipment: UV-Vis spectrophotometer UV-1800 (Shimadzu Corporation) Dye: Reichardt's dye (SIGMA-ALDRICH) Measurement temperature: Ambient temperature (25±2℃) Measurement method: Various solvents in which the dye is dissolved are measured using a spectrophotometer, and λ max We find λ. max Using the following formula, the transition energy (E) can be calculated. Ｔ (30)) is calculated.

[0025] In the present invention, (3) nonionic surfactants include, for example, polyoxyalkylene (mono or di)alkyl ethers, polyoxyalkylene alkyl (mono or di)phenyl ethers, polyoxyalkylene allylphenyl ethers, polyoxyalkylene (mono, di or tri) styrylphenyl ethers, formalin condensates (formaldehyde condensates) of polyoxyalkylene (mono, di or tri) styrylphenyl ethers, polyoxyethylene polyoxypropylene block copolymers, polyoxyalkylene fatty acid (mono or di) esters, sorbitan fatty acid esters, polyoxyalkylene sorbitan fatty acid esters, castor oil alkylene oxide adducts, acetylene glycols, acetylene alcohols, alkylene oxide adducts of acetylene glycols, ethylene oxide adducts of acetylene alcohols, and alkyl glycosides.

[0026] Among these, nonionic surfactants such as polyoxyethylene (mono or di) alkyl ethers, polyoxyethylene alkyl (mono or di) phenyl ethers, polyoxyalkylene allyl phenyl ethers, polyoxyethylene (mono, di or tri) styryl phenyl ethers, and formalin condensates (formaldehyde condensates) of polyoxyalkylene (mono, di or tri) styryl phenyl ethers are preferred, and among these, phenyl ether-based surfactants are preferred, and formalin condensates (formaldehyde condensates) of polyoxyethylene (mono, di or tri) styryl phenyl ethers are particularly preferred. (3) At least one selected from these can be used as the nonionic surfactant.

[0027] The surfactant used in the present invention may be (3) a nonionic surfactant alone, or it may be used in combination with other surfactants. Other surfactants include anionic surfactants such as alkyl sulfate esters, alkylbenzene sulfonates, lignin sulfonates, alkyl sulfosuccinates, dialkyl sulfosuccinates, naphthalene sulfonates, alkylnaphthalene sulfonates, salts of formalin condensates (formaldehyde condensates) of naphthalene sulfonic acid, salts of formalin condensates (formaldehyde condensates) of alkylnaphthalene sulfonic acid, polyoxyalkylene alkyl ether sulfate or phosphate ester salts, polyoxyalkylene (mono or di)alkylphenyl ether sulfate or phosphate ester salts, polyoxyalkylene (mono, di or tri)styrylphenyl ether sulfate or phosphate ester salts, polycarboxylate salts (e.g., polyacrylates, polymaleates, and copolymers of maleic acid and olefins), and polystyrene sulfonates; cationic surfactants such as alkylamine salts and alkyl quaternary ammonium salts; amphoteric surfactants such as amino acid type and betaine type; silicone-based surfactants; and fluorine-based surfactants.

[0028] (3) The amount of nonionic surfactant to be blended varies depending on the type, but is usually 0.01 to 20% by weight, preferably 0.1 to 10% by weight, and more preferably 1 to 5% by weight, based on 100% by weight of the insecticidal composition of the present invention.

[0029] In the present invention, (4) nonpolar solvent means relative permittivity (ε ｒ ) is a solvent with a value of less than 5. Examples of nonpolar solvents include xylene, alkyl(C9-C13 etc.)benzene, phenylxylethane, dimethylnaphthalene, alkyl(C1, C3 or C12-C14 etc.)naphthalene, alkylbiphenyl, alkyldiphenylalkane, and aromatic hydrocarbons with a boiling point of 150 to 350°C, aliphatic hydrocarbons such as machine oil, normal paraffin, isoparaffin, and naphthene, and mixtures of aromatic and aliphatic hydrocarbons such as kerosene. (4) At least one selected from these can be used as the nonpolar solvent.

[0030] The insecticidal composition of the present invention exhibits excellent pest control efficacy, storage stability, and emulsification stability even without the addition of nonpolar solvents (0% by weight), and because it does not contain nonpolar solvents such as aromatic hydrocarbons (xylene, etc.) as the main solvent, there are fewer concerns regarding inhalation toxicity, fire hazard, and air pollution. (4) The amount of nonpolar solvent added varies depending on the type of solvent, but is usually less than 30% by weight, preferably 20% by weight or less, and more preferably 10% by weight or less, based on 100% by weight of the insecticidal composition of the present invention.

[0031] In the insecticidal composition of the present invention, auxiliary agents such as crystallization inhibitors and various stabilizers may be added as needed.

[0032] The insecticidal composition of the present invention comprises (1) a diamide-based insecticidal active ingredient and (2) a dielectric constant (ε ｒ ) is 5 or more, and the transition energy (E Ｔ(30) By including a solvent having a concentration of 38 kcal / mol or higher and (3) a nonionic surfactant, it exhibits excellent pest control effects, excellent storage stability and emulsification stability, and (4) because it contains a nonpolar solvent in a predetermined amount, it further enhances the above effects and reduces concerns about inhalation toxicity, fire hazard and air pollution.

[0033] From the viewpoint of the effects of the present invention, each of the components (1) to (4) can be included in the following amounts based on 100% by weight of the insecticidal composition: (1) a diamide insecticidal active component in an amount of 0.1 to 30% by weight, preferably 1 to 25% by weight, more preferably 1 to 20% by weight; (2) a solvent in an amount of 20 to 99.8% by weight, preferably 50 to 98% by weight, more preferably 70 to 97% by weight; (3) a nonionic surfactant in an amount of 0.01 to 20% by weight, preferably 0.1 to 10% by weight, more preferably 1 to 5% by weight; (4) a nonpolar solvent in an amount of less than 30% by weight, preferably 20% by weight or less, more preferably 10% by weight or less. The above contents can be combined as appropriate.

[0034] Next, a method for producing the insecticidal composition of the present invention will be described. The method for producing the insecticidal composition of the present invention is not particularly limited, but for example, (1) a diamide-based insecticidal active ingredient, (3) a nonionic surfactant, and optionally the aforementioned auxiliary agent, can be added to (2) a solvent, and then stirred to dissolve uniformly to obtain a liquid composition. (4) A nonpolar solvent can also be used together with (2) the solvent. If the dissolution rate is slow and difficult to dissolve, such as with solid raw materials, the dissolution rate can be increased by heating as needed.

[0035] The insecticidal composition of the present invention can control harmful organisms by application to plants, soil, or water surfaces. The insecticidal composition can be applied as is, or it can be diluted with water and applied as a spray solution. The insecticidal composition of the present invention contains predetermined components and exhibits excellent emulsification properties when diluted with water. When applying the insecticidal composition, the amount of active ingredient is usually 10 to 10,000 g per hectare, preferably 25 to 5,000 g per hectare. When the composition is diluted with water and applied, the dilution ratio is usually 5 to 50,000 times, preferably 10 to 20,000 times, and more preferably 15 to 10,000 times.

[0036] Methods of applying the insecticide composition include foliar spraying on plants, spraying on the soil surface, injecting into the soil, drenching the soil, and spraying on water surfaces.

[0037] Examples of plants include, but are not limited to, rice, wheat, barley, corn, grapes, apples, pears, peaches, cherries, persimmons, citrus fruits, soybeans, green beans, strawberries, potatoes, cabbage, lettuce, tomatoes, cucumbers, eggplants, watermelons, sugar beets, spinach, snow peas, pumpkins, sugarcane, tobacco, bell peppers, sweet potatoes, taro, konjac, rapeseed, cotton, sunflowers, tulips, chrysanthemums, and grass.

[0038] Examples of harmful organisms include lepidopteran (butterflies and moths), hemipteran (true bugs), diptera (flies), thrips, and coleopteran (beetles) insects, which are the target pests of diamide-based insecticidal active ingredients. By using other insecticidal active ingredients in combination, it is possible to control these target pests as well as the target pests of the other insecticidal active ingredients mentioned above. Furthermore, by adding fungicidal active ingredients, it is possible to control the diseases that the fungicidal active ingredients target also mentioned above.

[0039] Although embodiments of the present invention have been described above, these are merely examples, and various other configurations can be adopted as long as they do not impair the effects of the present invention.

[0040] The insecticidal compositions of the present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to these.

[0041] [Example 1] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ (30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 96.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 1.

[0042] [Example 2] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and N-butylpyrrolidone (ε ｒ = 23.4 / E Ｔ (30) = 41.3 kcal / mol, Genagen NBP (manufactured by Clariant), 96.5 parts by weight, was stirred and dissolved at room temperature to obtain the insecticidal composition of Example 2.

[0043] [Example 3] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and 1,3-dimethyl-2-imidazolidinone (ε ｒ = 37.6 / E Ｔ (30) = 42.5 kcal / mol, DMI (manufactured by Mitsui Chemicals, Inc.) 96.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 3.

[0044] [Example 4] 1.0 part by weight of broflanilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and 3-methyl-2-oxazolidone (ε ｒ = 77.5 / E Ｔ(30) = 46.0 kcal / mol, Texnol MOZ (manufactured by Nippon Emulsifier Co., Ltd.) 96.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 4.

[0045] [Example 5] 1.0 part by weight of broflanilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and N-methylpyrrolidone (ε ｒ = 32.0 / E Ｔ (30) 96.5 parts by weight of 42.2 kcal / mol, NMP, manufactured by Lyondell Japan, was dissolved by stirring at room temperature to obtain the insecticidal composition of Example 5.

[0046] [Example 6] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and 3-methoxy-N,N-dimethylpropanamide (ε ｒ = 19.6 / E Ｔ (30) = 41.7 kcal / mol, KJCMPA-100 (registered trademark), manufactured by KJ Chemicals Co., Ltd. 96.5 parts by weight were stirred and dissolved at room temperature to obtain the insecticidal composition of Example 6.

[0047] [Example 7] 10.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ (30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 87.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 7.

[0048] [Example 8] 10.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and N-butylpyrrolidone (ε ｒ = 23.4 / E Ｔ(30) 87.5 parts by weight of Genegen NBP (manufactured by Clariant), which is 41.3 kcal / mol, was dissolved by stirring at room temperature to obtain the insecticidal composition of Example 8.

[0049] [Example 9] 10.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and 1,3-dimethyl-2-imidazolidinone (ε ｒ = 37.6 / E Ｔ (30) = 42.5 kcal / mol, DMI (manufactured by Mitsui Chemicals, Inc.) 87.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 9.

[0050] [Example 10] 10.0 parts by weight of broflanilide, 2.5 parts by weight of polyoxyalkylene allylphenyl ether (Newcalgen CP-120, manufactured by Takemoto Oil Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ (30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 87.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Example 10.

[0051] [Example 11] 20.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and N-butylpyrrolidone (ε ｒ = 23.4 / E Ｔ (30) = 41.3 kcal / mol, Genagen NBP, manufactured by Clariant, 77.5 parts by weight was dissolved by stirring at room temperature to obtain the insecticidal composition of Example 11.

[0052] [Example 12] 10.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ(30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 86.5 parts by weight, xylene (ε ｒ =2.266~2.374 / E Ｔ (30) = 33.1 kcal / mol (manufactured by Mitsui & Co., Ltd.) 1.0 part by weight was dissolved by stirring at room temperature to obtain the insecticidal composition of Example 12.

[0053] [Comparative Example 1] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and tetrahydrofuran (ε ｒ = 7.5 / E Ｔ (30) = 37.4 kcal / mol, THF, manufactured by Tokyo Chemical Industry Co., Ltd.) 96.5 parts by weight was dissolved by stirring at room temperature to obtain the insecticidal composition of Comparative Example 1.

[0054] [Comparative Example 2] 1.0 part by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and diethyl ether (ε ｒ = 3.0 / E Ｔ (30) = 48.6 kcal / mol (manufactured by Tokyo Chemical Industry Co., Ltd.) 96.5 parts by weight were dissolved by stirring at room temperature to obtain the insecticidal composition of Comparative Example 2.

[0055] [Comparative Example 3] 1.0 part by weight of broflanilide, 2.5 parts by weight of sodium dioctyl sulfosuccinate (New Calgen EP-70G, manufactured by Takemoto Oil Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ (30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 96.5 parts by weight was dissolved by stirring at room temperature to obtain the insecticidal composition of Comparative Example 3.

[0056] [Comparative Example 4] 10.0 parts by weight of brofuranilide, 2.5 parts by weight of formalin condensate of polyoxyethylene (38) distylylphenyl ether (Solpol F-27, manufactured by Toho Chemical Industry Co., Ltd.), and methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate (ε ｒ = 22.2 / E Ｔ(30) = 48.3 kcal / mol, POLARCLEAN, manufactured by Solvay Nikka Co., Ltd.) 57.5 parts by weight, xylene (ε ｒ =2.266~2.374 / E Ｔ (30) = 33.1 kcal / mol (manufactured by Mitsui & Co., Ltd.) 30.0 parts by weight was dissolved by stirring at 60°C to obtain the insecticidal composition of Comparative Example 4.

[0057] [Example] 0.5 parts by weight of broflanilide, 5.0 parts by weight of F-69, 5.0 parts by weight of 3-iodo-2-propynyl N-butylcarbamate, benzyl alcohol (ε ｒ = 13.1 / E Ｔ (30) = 50.4 kcal / mol, manufactured by Tokyo Chemical Industry Co., Ltd.) 23.0 parts by weight, Solfit (E Ｔ (30) = 49.0 kcal / mol, manufactured by Kuraray Co., Ltd.) 23.0 parts by weight, dibutyl diglycol (E Ｔ (30) = 36.7 kcal / mol, DBDG, manufactured by Nippon Emulsifier Co., Ltd.) 38.5 parts by weight and a mixture of alkylbenzene sulfonate, polyoxyethylene tristyrylphenyl ether and polyoxyethylene castor oil ether (Sanimal ALN-2, manufactured by Nippon Emulsifier Co., Ltd.) 5.0 parts by weight were stirred and dissolved at 60°C to obtain the insecticidal composition of the reference example.

[0058] To demonstrate the usefulness of the insecticidal composition of the present invention, the following test examples were conducted: Test Example 1 (Pest Control Efficacy Test), Test Example 2 (Emulsification Stability Test), and Test Example 3 (Storage Stability Test).

[0059] [Test Example 1] Efficacy Test for Control of Western Flower Thrips Ten hatched larvae of Western Flower Thrips (susceptible strain) were inoculated onto a Curie Relief Disc (20 mm in diameter), and 7 mL of the insecticide solution was sprayed using a rotary spray tower. The insecticide solution used was prepared by diluting the insecticidal compositions obtained in the Examples and Comparative Examples with water to adjust the concentration of the active ingredient to 0.3 ppm. The investigation was conducted after two days, and the mortality rate was calculated using the following formula. The test was conducted in two sections. Mortality rate (%) = {Number of dead insects / (Number of dead insects + Number of surviving insects)} × 100 The evaluation criteria were: ○: Mortality rate (%) = 80% or higher, ×: Mortality rate (%) = less than 80%. The results are shown in Table 1.

[0060]

[0061] [Test Example 2] Emulsification Stability Test 100 mL of hard water (3 degrees Celsius) was placed in a 100 mL graduated cylinder, and 0.1 mL each of the insecticidal compositions obtained in the examples and comparative examples were added. The graduated cylinder was inverted to emulsify uniformly. After the diluted solution was left to stand at 25°C for 2 hours, its appearance was observed visually and judged according to the following criteria. The evaluation criteria were: ○: Uniform emulsification, ×: Separation by creaming or crystal precipitation. The results are shown in Table 2.

[0062]

[0063] [Test Example 3] Storage Stability Test 50 mL of the insecticidal compositions obtained in the Examples and Comparative Examples, along with a trace amount of brofranilide as a seed crystal, were placed in a 50 mL sample bottle. The compositions were left to stand at -15°C for 72 hours, and then their appearance was observed visually. The evaluation criteria were: ○: No change, ×: Crystal precipitation. The results are shown in Table 3.

[0064]

[0065] The insecticidal composition of the present invention exhibits excellent storage stability, emulsification stability, and pest control efficacy. Furthermore, because it does not contain nonpolar solvents such as aromatic hydrocarbons (xylene, etc.) as its main ingredient, it is useful with minimal concerns regarding inhalation toxicity, fire hazard, and air pollution.

[0066] This application claims priority based on Japanese Patent Application No. 2018-214095, filed on 14 November 2018, and incorporates all of its disclosures herein.

Claims

1. An insecticide composition consisting of (1) an active ingredient of a diamide-based insecticide, (2) a solvent with a relative dielectric constant (epsilon r) of 5 or greater and a denaturation energy (Et(30)) of 38 kcal / mol or greater, (3) a nonionic surfactant, and (4) a nonpolar solvent present in an amount less than 30 percent by weight of the total amount of the composition.

2. A composition under claim 1 in which (2) the solvent has a relative dielectric constant (epsilon r) of 5 to 78 and a denaturation energy (Et(30)) of 38 to 52 kcal / mol.

3. A composition under claim 1 or 2 in which (1) the active ingredient of a diamide-based insecticide is broflanilide. 4.One of the components in claims 1 through 3 where (2) the solvent is one or more of which is selected from the group of 1,3-dimethyl-2-imidazolidinone, N,N'-dimethylpropyleneurea, N-methylpyrrelidone, N,N-dimethylformamide, dimethylsulfoxide, 3-methoxy-N,N-dimethylpropanamide, N-butylpyrrelidone, cyclohexanone, 3-butoxy-N,N-dimethylpropanamide, methyl5-(dimethylamino)-2-methyl-5-oxopentanoate, N,N-dimethyloctanamide, lactic acid dimethylamide, N,N-dimethyldecanamide, (gamma)-butyrolactone, 3-methyl-2-oxazodone, 5. Any one of the components under claims 1 through 4 where (3) the nonionic surfactant is a phenyl ether-based surfactant.

6. Any one of the components under claim 5 where the phenyl ether-based surfactant is formalin condensate of polyoxyalkylene (mono, di or tri) styrylphenyl ether.

7. Any one of the components under claims 1 through 6 where the amount of (1) the active ingredient of a diamide-based insecticide is 0.1 percent to 30 percent by weight relative to the total amount of component 8. One of the components in claims 1 to 7 where the component is in a liquid state.

9. Methods of controlling harmful organisms include: application of one of the insecticide components in claims 1 to 8 to plants, soil or water surfaces;