Pulverizable agrochemical composition

Abstract

To provide an agrochemical composition in which an agrochemical active ingredient exhibits good grindability in wet milling.SOLUTION: The agrochemical composition comprises: an agrochemical active ingredient; (A) an alkyl naphthalenesulfonic acid or a neutralization salt thereof; (B) a polyoxyethylene alkyl ether; and (C) at least one selected from the group consisting of polyoxyalkylene arylphenyl ether-based surfactants and salts of alkyl naphthalenesulfonic acid-formalin condensates.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to millable pesticide compositions. [Background technology]

[0002] Traditionally, a wide variety of pesticides have been used in agriculture, classified into several formulations based on their properties. Typical formulations include dusts, granules, wettable powders, water-dispersible granules (dry flowable), aqueous suspensions (flowable), emulsifiable concentrates, emulsions (EW), microcapsules, and fumigants. Among these, aqueous suspensions are formulations in which fine particles of pesticide active ingredients with low water solubility are dispersed in an aqueous dispersion medium. Aqueous suspensions are particularly superior in terms of safety and the environment, as they do not create dust during use, are easy to measure, and do not pose a risk to workers inhaling vaporized organic solvents. These advantages have led to their becoming one of the main formulations of pesticides in recent years.

[0003] Generally, the pesticide active ingredients used in aqueous suspensions have low water solubility and exist mostly in solid form in the formulation. Therefore, if the particle size of the pesticide active ingredient is large, the biological activity of the formulation often decreases, and it is therefore desirable to maintain the particle size of the pesticide active ingredient small. However, depending on the type of pesticide active ingredient, it may be difficult to grind the solid particles to the desired particle size, or the pesticide active ingredient may aggregate during grinding or storage of the aqueous suspension, and various other factors may cause the particle size of the pesticide active ingredient to be larger than the desired particle size. For this reason, typical aqueous suspensions contain surfactants as grinding aids to improve the grindability of the pesticide active ingredient, and dispersants to prevent aggregation of the pesticide active ingredient.

[0004] For example, Patent Document 1 discloses a composition containing an agricultural chemical active ingredient, a polyoxypropylene-polyoxyethylene copolymer, a sodium salt of a naphthalenesulfonic acid formaldehyde condensate, an antifoaming agent, and water as such an aqueous suspension. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] U.S. Patent Publication No. 2001 / 0051175 Summary of the Invention [Problem to be solved by the invention]

[0006] However, depending on the type of surfactant used in the aqueous suspension, there are cases where the particle size of the pesticidal active ingredient cannot be made sufficiently small, or where the pesticidal active ingredient aggregates while incorporating air and water during the grinding process, resulting in a creamy consistency that makes grinding difficult. Therefore, an object of the present disclosure is to provide a pesticide composition in which the pesticidal active ingredient has good grindability in wet grinding. [Means for solving the problem]

[0007] The technology of the present disclosure takes the following measures to solve the above problems. [1] A pesticide composition comprising a pesticide active ingredient, (A) an alkylnaphthalenesulfonic acid or a neutralized salt thereof, (B) a polyoxyethylene alkyl ether, and (C) at least one selected from the group consisting of a polyoxyalkylene arylphenyl ether surfactant and a salt of an alkylnaphthalenesulfonic acid-formaldehyde condensate. [2] The pesticide composition according to [1], wherein the (A) alkylnaphthalenesulfonic acid or its neutralized salt is a sodium salt of alkylnaphthalenesulfonic acid. [3] The pesticide composition according to [1], wherein the polyoxyalkylene aryl phenyl ether surfactant is a polyoxyalkylene aryl phenyl ether phosphate ester, a polyoxyalkylene aryl phenyl ether sulfate ester, or a salt thereof. [4] The pesticide composition according to [1], wherein the salt of the alkylnaphthalenesulfonic acid-formalin condensate is an alkali metal salt of an alkylnaphthalenesulfonic acid-formalin condensate, an alkaline earth metal salt of an alkylnaphthalenesulfonic acid-formalin condensate, an ammonium salt of an alkylnaphthalenesulfonic acid-formalin condensate, or an amine salt of an alkylnaphthalenesulfonic acid-formalin condensate. [5] The pesticide composition according to [1], wherein the pesticidal active ingredient is at least one selected from the group consisting of cyclopirimorate, pyrazolate, broflanilide, penthiopyrad, simeconazole, flupirimine, flusulfamide, tolprocarb, quinofumelin, tebufloquine, flometoquin, milbemectin, and probenazole.

[0008] In this specification, the numerical ranges indicated by "XX to △△" include the upper and lower limits. In other words, "XX to △△" means "greater than or equal to XX and less than or equal to △△." [Effects of the Invention]

[0009] According to the technology of the present disclosure, it is possible to provide an agrochemical composition in which the agrochemical active ingredient has good grindability in wet grinding. DETAILED DESCRIPTION OF THE INVENTION

[0010] <Pesticide composition> The pesticide composition of the present disclosure contains a pesticidal active ingredient, (A) an alkylnaphthalenesulfonic acid or a neutralized salt thereof, (B) a polyoxyethylene alkyl ether, and (C) at least one selected from the group consisting of a polyoxyalkylene arylphenyl ether surfactant and a salt of an alkylnaphthalenesulfonic acid-formaldehyde condensate. The pesticide composition is preferably an aqueous suspension pesticide composition containing water.

[0011] <Pesticide active ingredient> Any pesticide active ingredient can be used as long as it has low water solubility and exists mostly in solid form in water. One pesticide active ingredient may be used alone, or two or more pesticide active ingredients may be used in combination. Pesticide active ingredients can be classified into, for example, insecticides, fungicides, herbicides, etc.

[0012] Specific examples of insecticides 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, bufencarb, and porphyromycin. Carb, 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-methyl, Profeno phos, 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, GABA-activated chloride ion channel blockers such as chlordane, endosulfan, lindane, dienochlor, aldrin, camphechlor, and chlordecone, phenylpyrazoles (e.g., ethiprole, fipronil, acetoprole, pyrafluprole, pyriprole, and nicofluprole), and sodium channel modulators such as pyrethroids (e.g., acrinathrin, allethrin [(1R)-isomer], bifenthrin, bioallethrin, and 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, Ethofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, Tau-Fluvalinate, Halfenprox, Imiprothrin, Metothrin, Metofluthrin, Epsilon-Metofluthrin, Permethrin, Phenothrin [(1R)-trans-Isomer], Epsilon-Metofluthrin, Epsilon-Momfluorothrin, Permethrin, Phenothrin [(1R)-trans-Isomer], Epsilon-Momfluorothrin ... 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, cycloxaprid,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, and methyl bromide, methyl iodide, ethylene dibromide, bis(2-chloroethyl) ether, and 1-bromo-2-chloropropane, which act as nonspecific inhibitors. Chlorethane, 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, clofentezine, diflovidazin, which act on chordotonal organ TRPV channels. diafenthiuron, azocyclotine, cyhexatin, fenbutatin oxide, "c-12.5" propargite, "c-12.6" tetradifon, 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 monobenzophenone, which act as chitin biosynthesis inhibitors. Sultap, 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 the molting hormone receptor, amitraz which acts on the octopamine receptor, hydramethylnon and acequinocyl which act on mitochondrial electron transport chain complex III,Fluacrypyrim, bifenazate, fenazaquin, fenpyroximate, pyridaben, pyrimidifen, tebufenpyrad, tolfenpyrad, and rotenone, which act on mitochondrial electron transport chain complex I; indoxacarb and metaflumizone, which act on voltage-dependent sodium channels; spirodiclofen, spiromesifen, spirotetramat, and spiropydione, which act as acetyl-CoA carboxylase inhibitors; aluminum phosphide, calcium phosphide, hydrogen phosphide, zinc phosphide, calcium cyanide, sodium cyanide, potassium cyanide, and hydrogen cyanide, which act as mitochondrial electron transport chain complex IV inhibitors; cyenopyrafen, cyflumetofen, and piflubumid, which act as ryanodine receptor modulators; and diamides (e.g., chlorantraniliprole, cyantraniliprole, and fluvenzia), which act as ryanodine receptor modulators. flonicamide, which acts on chordotonal organs; metadiamides (e.g., broflanilide, ciproflanilide, etc.) which act on GABAergic chloride ion channels; isoxazolines (e.g., fluxametamide, sarolaner, lotilaner, isociclaceram, afoxolaner, fluralanilamide, fluranilide, etc.) which act on GABAergic chloride ion channels; Nel, etc.), acinonapir, which acts on calcium-activated potassium channels, flometoquin, which acts on mitochondrial electron transport chain complex III inhibitor-Qi site energy metabolism, or azadirachtin, benzoximate, phenisobromorate, quinomethionate, dicofol, pyridalyl, bromopropylate, dicyclanil, karanjin, mercuric chloride, methyl isothiocyanate, pentachlorophenol, phosphine, piperonyl, which have unknown effects. Butoxide, Sulcofuron salt (Sulcofuron-sodium), Aramite, Azotoate, Barium polysulfide, 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, oxibendazole, fenbendazole, 1,3-dichloropropene, acrylonitrile, carbon disulfide, cymiazole, calcium polysulfide, cytokinin, 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, fluhexafon, fluensulfone, TPIC, DD, peroxocarbonate, MB-599, DCIP, ENT-8184, Bayer 22408, Bayer 32394, BAI-1602, BAI-1603, S-1587, chloroprallethrin, benzpyrimoxane, polynactin complex, sabadilla, nemadectin, etc.

[0013] Specific examples of fungicides include benalaxyl, benalaxyl M, chiralaxyl, oxadixyl, furalaxyl, metalaxyl, metalaxyl M, mefenoxam, ofurase, bupirimate, dimethirimol, ethirimol, hymexazole, octhilinone, and oxolinic acid, which act on nucleic acid synthesis metabolism; and benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, and fluopico, which act on cytoskeleton and motor proteins. Lid, 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, cumoxystrobin, dimoxyst Robin, enoxastrobin, famoxadone, fenamidone, phenaminestrobin, flufenoxystrobin, fluoxastrobin, kresoxim-methyl, mandestrobin, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyroxystrobin, pyribencarb, triclopiricarb, trifloxystrobin, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, triphenyltin acetate, chloride Triphenyltin, triphenyltin hydroxide, silthiofam, ametoctrazine, cyprodinil, mepanipyrim, pyrimethanil, blasticidin S, kasugamycin, streptomycin, oxytetracycline which have effects on amino acid and protein biosynthesis, quinoxyfen, proquinazide, fenpiclonil, fludioxonil, chlozolinate, dimethaclon, iprodione, procymidone, vinclozolin which have effects on signal transduction, edifenphos and iprobenfos which have effects on the structure or function of lipid biosynthesis or transport cell membranes,Pyrazophos, isoprothiolane, biphenyl, chloroneb, dicloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, prothiocarb, oxathiapiprolin, 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, flu Lutriafol, 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, 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 act on cell wall biosynthesis, dimethomorph, flumorph, pyrimorph, benthiavalicarb, benthiavalicarb isopropyl, iprovalicarb, mandipropamid, valifena acetamide, fthalide, pyroquilon, tricyclazole, fenoxanil, carpropamid, diclocymet, tolprocarb, which have effects on melanin synthesis in cell walls; 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 biopesticide; mancozeb, mancozeb, copper chloride basic, which have multisite contact activity;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, fluoride Examples of such compounds include imide, chlorothalonil, dichlofluanid, tolylfluanid, anilazine, dithianon, quinomethionate, carbamates (e.g., metasulfocarb, etc.), validamycins exhibiting unknown effects, dipimethitron, tecloftalam, triazoxide, flusulfamide, diclomedine, cyflufenamid, dodine, flutianil, tebufloquine, picarbutrazox, cymoxanil, quinofumelin, NC-241, NF-180, S-2190, S-2367, and aminopyrifen.

[0014] Specific examples of herbicides 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, trifloxysulfuron, and benzylsulfuron, which exhibit acetolactate synthase inhibitory activity. sulfuron 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 Furonmethyl, 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, metabentiazuron, which exhibit photosynthetic inhibitory effects. 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, fomesafen, lactofen, which have protoporphyrinogen oxidase inhibitory activity,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, tolpyralate, methanamine, methylparaben ... Sotrione, 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, trifluralin, and dithiopyr, which exhibit microtubule polymerization inhibitory activity. , 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 triclopyr, which exhibits indoleacetic acid-like activity. , clopyralid, fluroxypyr, picloram, quinclorac, quinmerac, clomeprop, MCPA, MCPB, 2,4-DB, dicamba, benazolin, aminocyclopyrachlor, halaxifenmethyl, 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.

[0015] The pesticidal active ingredient is preferably at least one selected from the group consisting of cyclopyrimorate, pyrazolate, broflanilide, penthiopyrad,simeconazole, flupyrimin, flusulfamide, tolprocarb, quinofumelin, tebufloquin, flometoquin, milbemectin, and probenazole.

[0016] The content of the pesticidal active ingredient in the pesticide composition can be appropriately set according to the physical properties of the pesticidal active ingredient, the application scenario of the pesticide composition, etc. Usually, it is 0.05 to 60 parts by weight, preferably 0.1 to 50 parts by weight, based on 100 parts by weight of the pesticide composition.

[0017] <Component A> (A) Alkyl naphthalene sulfonic acid or its neutral salt means, for example, monoalkyl naphthalene sulfonic acid, polyalkyl naphthalene sulfonic acid, or their neutral salts, etc.

[0018] The structure of the alkyl group of the alkyl naphthalene sulfonic acid and the number of added moles can be arbitrarily selected. The alkyl group may be saturated or unsaturated, and may be linear or branched. Specific examples of (A) alkyl naphthalene sulfonic acid or its neutral salt include monoalkyl naphthalene sulfonic acids such as methyl naphthalene sulfonic acid, ethyl naphthalene sulfonic acid, propyl naphthalene sulfonic acid, isopropyl naphthalene sulfonic acid, butyl naphthalene sulfonic acid or isobutyl naphthalene sulfonic acid, or their neutral salts, and dialkyl naphthalene sulfonic acids such as dimethyl naphthalene sulfonic acid, diethyl naphthalene sulfonic acid, diisopropyl naphthalene sulfonic acid, dibutyl naphthalene sulfonic acid or diisobutyl naphthalene sulfonic acid, or their neutral salts.

[0019] In addition, examples of the neutral salts of alkyl naphthalene sulfonic acid include alkali metal salts such as sodium salt or potassium salt, alkaline earth metal salts such as calcium salt or magnesium salt, ammonium salt, amine salts such as monoethanolamine salt or diethanolamine salt, etc. Among them, the sodium salt is preferred. (A) The alkyl naphthalene sulfonic acid or its neutral salt may be used alone or in combination of two or more.

[0020] The content of (A) alkyl naphthalene sulfonic acid or its neutral salt in the pesticide composition can be appropriately set according to the physical properties of the component, the application scene of the pesticide composition, etc. Usually, it is 0.05 to 20 parts by weight, preferably 0.1 to 15 parts by weight, more preferably 1 to 10 parts by weight, based on 100 parts by weight of the pesticide composition.

[0021] <Component B> (B) Polyoxyethylene alkyl ether is a nonionic compound having a surfactant action. The structure of the alkyl group of (B) polyoxyethylene alkyl ether can be arbitrarily selected. Among them, the number of carbon atoms of the alkyl group is preferably 10 to 22, more preferably 10 to 16, and most preferably 12 to 14. Also, the alkyl group may be either saturated or unsaturated, and may be either straight-chain or branched-chain.

[0022] Specific examples of such (B) polyoxyethylene alkyl ether include, for example, polyoxyethylene lauryl ether, polyoxyethylene myristyl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene isostearyl ether, and polyoxyethylene behenyl ether, etc. (B) Polyoxyethylene alkyl ether may be used alone or in combination of two or more.

[0023] The content of (B) polyoxyethylene alkyl ether in the pesticide composition can be appropriately set according to the physical properties of the component, the application scenarios of the pesticide composition, etc. Usually, it is 0.05 to 10 parts by weight, preferably 0.1 to 5 parts by weight, based on 100 parts by weight of the pesticide composition.

[0024] <Component C> The polyoxyalkylene aryl phenyl ether-based surfactant means a nonionic surfactant or an anionic surfactant having a polyoxyalkylene aryl phenyl ether structure.

[0025] Examples of the nonionic surfactant include polyoxyalkylene aryl phenyl ethers such as polyoxyethylene tristyrylphenyl ether and polyoxyethylene distyrylphenyl ether, and formaldehyde condensates thereof.

[0026] Examples of the anionic surfactant include polyoxyalkylene aryl phenyl ether phosphate ester salts such as polyoxyethylene tristyrylphenyl ether phosphate ester salt and polyoxyethylene styrylphenyl ether phosphate ester salt, and polyoxyalkylene aryl phenyl ether sulfate ester salts such as polyoxyethylene distyrylphenyl ether sulfate ester salt. Examples of the salts of the phosphate ester salt or sulfate ester salt include alkali metal salts such as sodium salt or potassium salt, alkaline earth metal salts such as calcium salt or magnesium salt, ammonium salt, amine salts such as monoethanolamine salt or diethanolamine salt, etc. Among them, the diethanolamine salt is preferred.

[0027] The salt of an alkylnaphthalenesulfonic acid formalin condensate means, for example, a formalin condensate of a monoalkylnaphthalenesulfonate or a dialkylnaphthalenesulfonate, and specific examples thereof include formalin condensates of a monoalkylnaphthalenesulfonate such as methylnaphthalenesulfonate, ethylnaphthalenesulfonate, propylnaphthalenesulfonate, isopropylnaphthalenesulfonate, butylnaphthalenesulfonate, or isobutylnaphthalenesulfonate; and formalin condensates of a dialkylnaphthalenesulfonate such as dimethylnaphthalenesulfonate, diethylnaphthalenesulfonate, diisopropylnaphthalenesulfonate, dibutylnaphthalenesulfonate, or diisobutylnaphthalenesulfonate.

[0028] Examples of the salts of alkylnaphthalenesulfonic acid-formalin condensates include alkali metal salts such as sodium salts or potassium salts, alkaline earth metal salts such as calcium salts or magnesium salts, ammonium salts, and amine salts such as monoethanolamine salts or diethanolamine salts.

[0029] The content of component C in the pesticide composition can be set appropriately depending on the physical properties of the component, the application scene of the pesticide composition, etc., but is usually 0.1 to 15 parts by weight, preferably 0.25 to 12.5 parts by weight, and more preferably 0.5 to 10 parts by weight, per 100 parts by weight of the pesticide composition.

[0030] <Adjuvants> The pesticide composition may contain adjuvants such as organic solvents, dispersants, thickeners, pH adjusters, antifreeze agents, antifoaming agents, antifungal agents, salts, antioxidants, and ultraviolet absorbers, within the range that does not impair the effects of the pesticide composition.

[0031] ≪Manufacturing method≫ The pesticide composition can be produced by mixing a pesticide active ingredient, (A) an alkylnaphthalenesulfonic acid or a neutralized salt thereof, (B) a polyoxyethylene alkyl ether, (C) at least one selected from the group consisting of a polyoxyalkylene arylphenyl ether surfactant and a salt of an alkylnaphthalenesulfonic acid formalin condensate, water, and an optional adjuvant, followed by wet-grinding using a sand mill, ball mill, Dyno Mill, Apex Mill, Attritor, or the like. The adjuvant may be added after wet-grinding depending on the intended use. Wet-grinding may be carried out in a single step or in multiple steps, such as coarse grinding, medium grinding, fine grinding, and ultrafine grinding, depending on the physical properties of the pesticide active ingredient and the particle size before and after grinding.

[0032] The pesticide composition of the present disclosure contains at least one selected from the group consisting of (A) alkylnaphthalenesulfonic acid or a neutralized salt thereof, (B) polyoxyethylene alkyl ether, and (C) a polyoxyalkylene arylphenyl ether surfactant and a salt of an alkylnaphthalenesulfonic acid-formaldehyde condensate, thereby achieving excellent grindability of the pesticide active ingredient in wet grinding. [Example]

[0033] The configurations and effects of the present disclosure will be explained below with specific examples and comparative examples. In the following examples and comparative examples, "parts" means "parts by weight." In addition, the content of the pesticide active ingredient in each table represents the amount of the active ingredient in the pesticide raw material used.

[0034] <Example 1-1> Cyclopirimorate technical substance (purity 98.2%) 6.56 parts, pyrazolate technical substance (purity 94.7%) 42.79 parts, Morwet® D-425 Powder (manufactured by Lion Specialty Chemicals, sodium alkylnaphthalenesulfonate formalin condensate) 1.00 parts, VEEGUM® (Vanderbilt A mixture of 0.20 parts of NYK Minerals (aluminum magnesium silicate), 1.50 parts of NYK Minerals (polyoxyethylene styrylphenyl ether phosphate ester diethanolamine salt), 6.70 parts of Agrosurf WG-1000 (Takemoto Oil & Fats (sodium alkylnaphthalene sulfonate)), 0.30 parts of NYKALGEN D-1107-S (Takemoto Oil & Fats (polyoxyethylene alkyl ether)), 0.20 parts of SURFYNOL 104PG50 (Evonik Japan (alkylene diol)), 0.20 parts of AF-128 (10% aqueous solution) (Asahi Chemical Industry (silicone defoamer)), and tap water was added to a total of 100.0 parts. The resulting mixture was coarsely ground using a paint conditioner (Nishiyama Manufacturing Co., Ltd.) and then further ground using a Dynomill (Shinmaru Enterprises Co., Ltd.) to obtain the premix slurry of Example 1-1.

[0035] The conditions for the coarse grinding were: rotation speed: 60 Hz, time: 5 minutes, bead type: steel balls, bead filling rate: 80% (700 g). The conditions for the main grinding were: grinding method: batch type, vessel capacity: 150 mL, rotation speed: 2500 rpm, bead type: zirconia beads, bead diameter: 1.0 mm, bead filling rate: 80% (435 g), grinding load: 4 A, cooling water temperature: 2-5°C, and grinding time: 20 minutes. If the mixture became creamy during grinding, the grinding process was stopped at that point.

[0036] <Examples 1-2 to 1-5, Comparative Examples 1-1 to 1-3> Each premix slurry was obtained in the same manner as in Example 1-1, except that the pesticide active ingredient and components A to C were changed to the compositions shown in Table 1 below.

[0037] [Table 1]

[0038] The components listed in Table 1 are as follows: Ingredient A: Agrosurf (registered trademark) WG-1000 (manufactured by Takemoto Oil & Fat, sodium alkylnaphthalenesulfonate) B component: New Calgen D-1107-S (manufactured by Takemoto Oil & Fat, polyoxyethylene alkyl ether) C-1: Newcol (registered trademark) 607-PDE (manufactured by Nippon Nyukazai, polyoxyethylene styrylphenyl ether phosphate ester diethanolamine salt) C-2: Morwet® D-425 Powder (manufactured by Lion Specialty Chemicals, sodium alkylnaphthalenesulfonate formalin condensate) D-1: Cyclopirimorate D-2: Pyrazolate

[0039] In the main grinding step of each Example and Comparative Example, the grindability of the pesticide active ingredient was evaluated by the following method. The results are shown in Table 1.

[0040] <Crushability test> A portion of the mixture was collected at least 5 and 10 minutes after the start of the grinding, and the particle size (D 50 ) was measured and evaluated based on the following evaluation criteria. The measured values ​​(μm) were rounded to the first decimal place. [Evaluation criteria] ◎: 0.5μm or less 〇: 0.6μm or more, 1.6μm or less ×: 1.7μm or more -: Not measured because the premix slurry became creamy

[0041] <Examples 1-6 to 1-16 and Comparative Examples 1-4 to 1-13> Each premix slurry was prepared in the same manner as in Example 1-1, except that the component compositions of Components A to C and the pesticidal active ingredient were changed to those shown in Tables 2 to 4 below, and the rotation speed of the main grinding was set to 3200 rpm in Examples 1-7 to 1-16 and Comparative Examples 1-5 to 1-13. The grindability in the main grinding step was evaluated using the test method described above. When simeconazole was used as the pesticidal active ingredient (Example 1-13, Comparative Example 1-10), the grindability was evaluated according to the following criteria. [Evaluation criteria] ◎: 1.5μm or less 〇: 1.6μm or more, 3.0μm or less ×: 3.1μm or more -: Not measured because the premix slurry became creamy

[0042] [Table 2]

[0043] [Table 3]

[0044] [Table 4]

[0045] The pesticide active ingredients listed in Table 4 are as follows: D-3: Broflanilide D-4: Penthiopyrad D-5: Simeconazole D-6: Flupirimine D-7: Quinofumelin

[0046] As is clear from the results in Tables 1 to 4, superior grindability was confirmed in each Example compared to the corresponding Comparative Example.

[0047] <Example 2-1> A dispersant mixture was prepared by mixing 0.32 parts ammonium sulfate, 18.54 parts Morwet® D-425 Powder, and 81.13 parts tap water. Also, 1.20 parts Kunipia® F (bentonite, manufactured by Kunimine Industries), 0.30 parts RHODOPOL® 23 (xanthan gum, manufactured by Azelis Japan), 2.20 parts VEEGUM® (magnesium aluminum silicate, manufactured by Vanderbilt Minerals), 35.00 parts propylene glycol, and 61.30 parts tap water were mixed to prepare a thickener mixture. 42.40 parts of the premix slurry obtained according to the method of Example 1-1, 24.70 parts of the dispersant mixture, 20.00 parts of the thickener mixture, 0.20 parts of a fungicide (PROXEL GXL(S) (manufactured by Arcsada Japan)), and 12.70 parts of tap water were mixed to obtain the aqueous suspension pesticide composition of Example 2-1.

[0048] <Examples 2-2, 2-4, 2-5, Comparative Examples 2-1, 2-3> Each aqueous suspension pesticide composition was obtained in the same manner as in Example 2-1, except that the premix slurry obtained according to the methods of Examples 1-2 to 1-5 and Comparative Examples 1-1 and 1-3 was used instead of the premix slurry obtained according to the method of Example 1-1.

[0049] <Example 2-3> A dispersant mixture was prepared by mixing and dissolving 0.32 parts of ammonium sulfate, 113.16 parts of Morwet® D-425 Powder, and 86.52 parts of tap water. Also, 1.20 parts of Kunipia® F (bentonite, manufactured by Kunimine Industries), 0.30 parts of RHODOPOL® 23 (xanthan gum, manufactured by Azelis Japan), 2.20 parts of VEEGUM® (magnesium aluminum silicate, manufactured by Vanderbilt Minerals), 35.00 parts of propylene glycol, and 61.30 parts of tap water were mixed and mixed to obtain a thickener mixture. 50.00 parts of the premix slurry obtained according to the method of Example 1-1, 24.70 parts of the dispersant mixture, 20.00 parts of the thickener mixture, 0.20 parts of a fungicide (PROXEL GXL(S) (manufactured by Arcsada Japan)), and 5.10 parts of tap water were mixed to obtain an aqueous suspension pesticide composition of Example 2-3.

[0050] The formulation stability of each aqueous suspension concentrate pesticidal composition was evaluated by the following test. The test results are shown in Table 5 below.

[0051] [Decomposition of pesticide active ingredients] Each aqueous suspension concentrate pesticide composition was sealed in a plastic bottle and stored for 28 days in an incubator at 54° C. The active ingredient content (pyrazolate (D-2)) of the aqueous suspension concentrate pesticide composition before and after storage was quantified by liquid chromatography, and the residual rate of the active ingredient was calculated using the following formula. Formula: Active ingredient residual rate (%) = (active ingredient content after storage) / (active ingredient content before storage) x 100

[0052] [Particle growth rate] The particle size (D 50 After measuring the particle size (D 50 ) was measured again and compared with the particle size before storage to calculate the particle growth rate.

[0053] [Table 5]

[0054] The results in Table 5 show that all Examples showed a high residual rate of the pesticidal active ingredient, indicating that the pesticidal active ingredient was hardly decomposed. Furthermore, the particle growth rate was kept low, and particle re-aggregation was appropriately suppressed. Although test results are not shown in this specification, the aqueous suspension pesticidal compositions prepared using the premix slurries obtained according to the methods of Examples 1-6 to 1-16 also showed excellent formulation stability.

Claims

1. A pesticide composition comprising a pesticide active ingredient, (A) an alkylnaphthalenesulfonic acid or a neutralized salt thereof, (B) a polyoxyethylene alkyl ether, and (C) at least one selected from the group consisting of a polyoxyalkylene arylphenyl ether surfactant and a salt of an alkylnaphthalenesulfonic acid formalin condensate.

2. 2. The pesticide composition according to claim 1, wherein the alkylnaphthalenesulfonic acid or neutralized salt thereof (A) is a sodium salt of alkylnaphthalenesulfonic acid.

3. 2. The pesticide composition according to claim 1, wherein the polyoxyalkylene aryl phenyl ether surfactant is a polyoxyalkylene aryl phenyl ether phosphate ester, a polyoxyalkylene aryl phenyl ether sulfate ester, or a salt thereof.

4. 2. The pesticide composition according to claim 1, wherein the salt of an alkylnaphthalenesulfonic acid-formalin condensate is an alkali metal salt of an alkylnaphthalenesulfonic acid-formalin condensate, an alkaline earth metal salt of an alkylnaphthalenesulfonic acid-formalin condensate, an ammonium salt of an alkylnaphthalenesulfonic acid-formalin condensate, or an amine salt of an alkylnaphthalenesulfonic acid-formalin condensate.

5. 2. The pesticide composition according to claim 1, wherein the pesticidal active ingredient is at least one selected from the group consisting of cyclopirimorate, pyrazolate, broflanilide, penthiopyrad, simeconazole, flupirimine, flusulfamide, tolprocarb, quinofumelin, tebufloquine, flometoquin, milbemectin, and probenazole.

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