Liquid pesticide composition

Abstract

Provided is a liquid agrochemical composition capable of achieving a high emulsion stability when mixed with water.　This liquid agrochemical composition comprises: (a) a compound represented by formula (I); and (b) one or more organic solvents selected from the group consisting of butyl propionate, a benzoic acid ester, dimethyl isosorbide, 2-heptanone, benzyl acetate and butylbiphenyl.

Description

[Technical Field]

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

[0002] In the specification of U.S. Patent No. 6,537,948 (Patent Document 1), a compound represented by the following formula (I) (hereinafter sometimes referred to as "compound (I)"), which is an active ingredient of a herbicide, is known as an active ingredient in pesticides. [ka] [Prior art documents] [Patent documents]

[0003] [Patent Document 1] U.S. Patent No. 6,537,948 Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide a liquid pesticide composition containing compound (I), which has good emulsion stability when mixed with water. [Means for solving the problem]

[0005] The present invention provides the following liquid pesticide composition. [1] (a) a compound represented by the following formula (I), and (b) A liquid pesticide composition containing one or more organic solvents selected from the group consisting of butyl propionate, benzoic acid esters, dimethyl isosorbide, 2-heptanone, benzyl acetate, and butylbiphenyl. [ka] [2] The liquid pesticide composition according to [1], which contains a surfactant. [3] The liquid pesticide composition according to [1] or [2], which contains one or more surfactants selected from the group consisting of ionic surfactants and nonionic surfactants. [Effects of the Invention]

[0006] According to the present invention, it is possible to provide a liquid pesticide composition containing compound (I), which has good emulsion stability when mixed with water. DETAILED DESCRIPTION OF THE INVENTION

[0007] The liquid pesticide composition according to the present invention (hereinafter also simply referred to as "liquid pesticide composition") is (a) Compound (I), and (b) Contains one or more organic solvents selected from the group consisting of butyl propionate, benzoic acid esters, dimethyl isosorbide, 2-heptanone, benzyl acetate, and butylbiphenyl.

[0008] The liquid pesticide composition can be suitably used as a liquid pesticide formulation called an emulsifiable concentrate (EC) in the pesticide field. When the liquid pesticide composition is an emulsifiable concentrate (EC), it further contains a surfactant, and is preferably a liquid in which all of the components contained therein are completely or almost completely dissolved in an organic solvent. The liquid pesticide composition can be suitably used as a liquid pesticide formulation known in the pesticide field as an emulsion oil in water (EW). When the liquid pesticide composition is an emulsion oil in water (EW), it further contains a surfactant, water, and contains an aqueous phase and particles of an oil phase dispersed in the aqueous phase. The components that the liquid pesticide composition according to the present invention contains or can contain will be described in detail below.

[0009] (a) Compound (I) The liquid pesticide composition contains Compound (I) as a pesticide active ingredient. Compound (I) is a known compound and can be produced by known methods, such as the method described in U.S. Pat. No. 6,537,948.

[0010] When the total amount of the liquid pesticide composition is taken as 100% by mass, the content of Compound (I) in the liquid pesticide composition is generally 0.01% by mass to 30% by mass, preferably 0.1% by mass to 25% by mass, more preferably 0.5% by mass to 20% by mass, even more preferably 1% by mass to 15% by mass, and even more preferably 2% by mass to 10% by mass. Other preferred ranges of the content are, for example, 3% by mass to 15% by mass, 3% by mass to 10% by mass, 3.5% by mass to 10% by mass, 5% by mass to 15% by mass, or 5% by mass to 10% by mass. Adjusting the content of compound (I) within the above range is suitable for appropriately increasing the content of compound (I) in the liquid pesticide composition while improving the stability of the emulsion of the liquid pesticide composition.

[0011] (b) Organic solvent The liquid pesticide composition contains at least one solvent (hereinafter also referred to as "organic solvent A") selected from the group consisting of butyl propionate, benzoic acid esters, dimethyl isosorbide, 2-heptanone, benzyl acetate, and butylbiphenyl (hereinafter also referred to as "Group A"). By containing organic solvent A, a liquid pesticide composition having good emulsion stability when mixed with water can be obtained. Suitable benzoic acid esters are methyl benzoate, ethyl benzoate, butyl benzoate, and benzyl benzoate.

[0012] The liquid pesticide composition may contain an organic solvent other than organic solvent A (hereinafter also referred to as "organic solvent B"). When the total amount of organic solvents is 100% by mass, from the viewpoint of improving the stability of the emulsion, the content of organic solvent A is preferably 50% by mass or more, more preferably 60% by mass or more, even more preferably 70% by mass or more, and still more preferably 80% by mass or more, and may be 100% by mass or 99% by mass or less.

[0013] The water solubility of organic solvent B at 25°C is preferably 20% by mass or less, and may be, for example, 10% by mass or less, 5% by mass or less, 3% by mass or less, or even 1% by mass or less. The water solubility of organic solvent B at 25°C is usually 0% by mass or more, and 10% by mass or less. -5 It may be % by mass or more.

[0014] In this specification, the water solubility at 25°C refers to the solubility in water at a temperature of 25°C and a pH of 7. For example, a water solubility of 10% by mass at 25°C means that the solubility in 1 g of water at a temperature of 25°C and a pH of 7 is 1 x 10 -1 This means that it is g.

[0015] The water solubility of an organic solvent can be determined from the values ​​listed in the Solubility Database of the International Union of Pure and Applied Chemistry (IUPAC) or the National Institute of Standards and Technology (NIST). If the value is not listed in the database, the water solubility of the organic solvent can be measured by quantifying the saturated solubility in water at 25°C and pH 7 using high performance liquid chromatography.

[0016] Examples of the organic solvent B include: Alcohols such as hexanol, heptanol, octanol, etc.; Esters such as methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl stearate, methyl oleate, methyl linoleate, ethyl acetate, butyl acetate, hexyl acetate, octyl acetate, dimethyl phthalate, diethyl phthalate, diethyl oxalate, dioctyl succinate, methyl salicylate, dimethyl adipate, dibutyl adipate, tert-butyl acetoacetate, and allyl acetoacetate; ethers such as propylene glycol phenyl ether; ketones such as acetophenone; amides such as N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, and N,N-dimethyloctadecanamide; Lactams such as N-octyl-pyrrolidone, N-decyl-pyrrolidone, N-dodecyl-pyrrolidone; aliphatic hydrocarbons such as hexane, octane, decane, tridecane, tetradecane, hexadecane, octadecane, normal paraffins, isoparaffins, cycloparaffins, 1-undecene, and 1-heneicosene; aromatic hydrocarbons such as toluene, xylene, ethylbenzene, alkylnaphthalenes such as methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene, and mixtures thereof; Fatty acids such as caproic acid, caprylic acid, capric acid, oleic acid, linoleic acid and enanthic acid; Animal and vegetable oils such as olive oil, soybean oil, rapeseed oil, castor oil, linseed oil, cottonseed oil, palm oil, avocado oil, coconut oil, and shark liver oil; Machine oil and other mineral oils etc.

[0017] (c) Surfactants The liquid pesticide composition may contain one or more surfactants. Examples of the surfactants include (c1) ionic surfactants and (c2) nonionic surfactants. Examples of the ionic surfactants include anionic surfactants, cationic surfactants, and amphoteric surfactants. Examples of anionic surfactants include: alkyl sulfonates such as dodecyl sulfonate; alpha olefin sulfonates such as tetradecene sulfonates; alkylarylsulfonates such as alkylbenzenesulfonates and alkylnaphthalenesulfonates; Dialkyl sulfosuccinates such as di(2-ethylhexyl) sulfosuccinate; N-acyl-N-methyltaurine salts such as oleoyl methyltaurine salts; alkyl sulfates such as lauryl sulfate; Polyoxyethylene alkyl ether sulfates such as laureth sulfate; polyoxyethylene aryl ether sulfates such as polyoxyethylene distyryl phenyl ether sulfates; alkyl phosphate ester salts such as lauryl phosphate; Polyoxyethylene alkyl ether phosphate ester salts; fatty acid salts such as octanoates, decanoates, laurates, palmitates, and stearates; N-acyl sarcosinates such as oleoyl sarcosinate and stearoyl / myristoyl sarcosinate; N-acyl glutamates such as lauroyl glutamate and cocoyl glutamate; etc. Examples of the salts of the sulfonates, sulfosuccinates, taurines, sulfates, phosphates, fatty acid salts, sarcosines, and glutamates include sodium salts, potassium salts, calcium salts, ammonium salts, isopropylamine salts, and triethanolamine salts. Preferred anionic surfactants include alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, dialkyl sulfosuccinates, and polyoxyethylene aryl ether sulfates. Examples of cationic surfactants include: Alkylamine hydrochlorides such as dodecylamine hydrochloride; alkyl quaternary ammonium salts such as dodecyltrimethylammonium salts, alkyldimethylbenzylammonium salts, alkylpyridinium salts, alkylisoquinolinium salts, and dialkylmorpholinium salts; Benzethonium chloride; Polyalkylvinylpyridinium salts etc. Examples of amphoteric surfactants include N-laurylalanine, N,N,N-trimethylaminopropionic acid, N,N,N-trihydroxyethylaminopropionic acid, N-hexyl-N,N-dimethylaminoacetic acid, 1-(2-carboxyethyl)pyrimidinium betaine, and lecithin.

[0018] Examples of nonionic surfactants include: Polyoxyalkylene block copolymers such as polyoxyethylene polyoxypropylene block copolymers; polyoxyalkylene fatty acid esters such as polyoxyethylene fatty acid esters and polyoxyethylene polyoxypropylene fatty acid esters; polyoxyalkylene alkyl ethers such as polyoxyethylene alkyl ethers and polyoxyethylene polyoxypropylene alkyl ethers; polyoxyalkylene polyaryl ethers such as polyoxyethylene tristyrylphenyl ether, polyoxyethylene polyaryl ether, and polyoxyethylene polyoxypropylene polyaryl ether; polyoxyalkylene alkylaryl ethers such as polyoxyethylene alkylaryl ethers and polyoxyethylene polyoxypropylene alkylaryl ethers; Polyoxyalkylene vegetable oils such as polyoxyethylene castor oil and polyoxyethylene polyoxypropylene castor oil; Polyoxyalkylene hydrogenated vegetable oils such as polyoxyethylene hydrogenated castor oil; Copolymers of polyester resins such as alkyd resins and polyethylene glycol; Glycerin fatty acid esters; Sorbitan fatty acid esters such as sorbitan laurate, sorbitan stearate, sorbitan oleate, and sorbitan trioleate; polyoxyalkylene sorbitan fatty acid esters such as polyoxyethylene sorbitan laurate, polyoxyethylene sorbitan stearate, polyoxyethylene sorbitan oleate, and polyoxyethylene sorbitan trioleate; alkoxylated amines such as alkoxylated ethylenediamine; etc. Preferred nonionic surfactants include polyoxyalkylene block copolymers, polyoxyalkylene alkyl ethers, polyoxyalkylene polyaryl ethers, polyoxyalkylene vegetable oils, copolymers of alkyd resins and polyethylene glycol, sorbitan fatty acid esters, and polyoxyalkylene sorbitan fatty acid esters.

[0019] (d) Other ingredients The liquid pesticide composition may contain other ingredients in addition to those described above, if necessary. Examples of other ingredients include agricultural chemical active ingredients other than Compound (I) and formulation auxiliaries.

[0020] When the total amount of pesticidal active ingredients contained in the liquid pesticidal composition is taken as 100% by mass, the content of Compound (I) in all pesticidal active ingredients contained in the liquid pesticidal composition may be, for example, 1% by mass to 100% by mass or 3% by mass to 100% by mass, for example, 5% by mass to 100% by mass, 10% by mass to 100% by mass, 15% by mass to 100% by mass, 20% by mass to 100% by mass, or 30% by mass to 100% by mass.

[0021] The pesticidal active ingredient other than Compound (I) is not particularly limited, and examples thereof include an insecticidal active ingredient, a fungicidal active ingredient, and a herbicidal active ingredient. The liquid pesticide composition may contain, as the pesticidal active ingredient other than Compound (I), one or more pesticidal active ingredients selected from the group consisting of an insecticidal active ingredient, a fungicidal active ingredient, and a herbicidal active ingredient. Each of the insecticidal active ingredient, the fungicidal active ingredient, and the herbicidal active ingredient may contain one or more ingredients.

[0022] Examples of herbicidally active ingredients that may be further contained in the liquid pesticide composition in addition to compound (I) include the following. These can also be mixed into the liquid pesticide composition containing compound (I) as the pesticide active ingredient. Herbicides: 2,3,6-TBA (2,3,6-trichlorobenzoic acid), 2,3,6-TBA dimethylammonium, 2,3,6-TBA lithium, 2,3,6-TBA potassium, 2,3,6-TBA sodium, 2,4-D, 2,4-D choline, 2,4-D biproamine, 2,4-D doboxyl, 2,4-D 2-ethylhexyl, 2,4-D 3-Butoxypropyl (2,4-D-3-butoxypropyl), 2,4-D ammonium (2,4-D-ammonium), 2,4-D butotyl (2,4-D-butyl), 2,4-D butyl (2,4-D-butyl), 2,4-D diethylammonium (2,4-D-diethylammonium), 2,4-D dimethylammonium (2,4-D-dimethylammonium), 2,4-D diolamine (2,4-D-diolamine), 2,4-D dodecylammonium (2,4-D-dodecylammonium), 2,4-D ethyl (2,4-D-ethyl), 2,4-D heptylammonium (2,4-D-heptylammonium), 2, 2,4-D-isobutyl, 2,4-D-isooctyl, 2,4-D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-lithium, 2,4-D-meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-sodium, 2,4-D-tefuryl,2,4-D tetradecylammonium, 2,4-D triethylammonium, 2,4-D tris(2-hydroxypropyl)ammonium, 2,4-D trolamine, 2,4-DB, 2,4-DB choline salt), 2,4-DB-biproamine, 2,4-DB-butyl, 2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, ACN (2-amino-3-chlorobenzoate) aphthalene-1,4-dione, alachlor, allidochlor, alloxydim, ametryn, amicarbazone, amidosulfuron, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor potassium salt, aminopyralid, aminopyralid choline salt, aminopyralid potassium salt, aminopyralid-tripromine, amiprophos-methyl, amitrole, anilofos,Asulam, atrazine, azafenidin, azimsulfuron, beflubutamid, benazolin-ethyl, bencarbazone, benfluralin, benfuresate, bensulfuron, bensulfuron-methyl, bensulfuron-methyl, bensulfuron-methyl nsulide, bentazon, benthiocarb, benzfendizone, benzobicyclon, benzofenap, benzthiazuron, bialaphos, bicyclopyrone, bifenox, bispyribac, bispyribac-sodium ium), bixlozone, bromacil, bromobutide, bromofenoxim, bromoxynil, bromoxynil-octanoate, butachlor, butafenacil, butamifos, butralin, butroxydim, butyrate te), cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chloramben, chloridazon, chlorimuron, chlorimuron-ethyl, chlorbromuron,Chlorotoluron, chloroxuron, chlorpropham, chlorsulfuron, chlorthal-dimethyl, chlorthiamid, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomeprop, clopyralid, clopyralid choline salt salt, clopyralid-methyl, clopyralid-olamine salt, clopyralid-potassium salt, clopyralid-tris(2-hydroxypropyl)ammonium, cloransulam, cloransulam-methyl, cumyluron, cyanazine, cyclopyranyl ranil), cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, daimuron, dalapon, dazomet, desmedipham, desmetryn, di-allate, dicamba, dicamba choline salt, dicamba-biproamine,Dicambatrolamine, dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-methyl, dicamba-olamine, dicamba-potassium, dicamba-sodium, dichlobenil, dichlorprop, dichlorprop choline salt), dichlorprop-biproamine, dichlorprop-etexyl, dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-ethylammonium, dichlorprop-isoctyl, dichlorprop-methyl, dichlorprop-P, dichlorprop-P choline salt salt), dichlorprop-P biproamine, dichlorprop-P etexyl, dichlorprop-P dimethylammonium, dichlorprop potassium salt, dichlorprop sodium salt, diclofop, diclofop-methyl, diclosulam, difenoxuron,Difenzoquat, Difenzoquat methylsulfate metilsulfate, diflufenican, diflufenzopyr, diflufenzopyr sodium salt, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, dimepiperate, dinitramine, dinoseb, dinoterb, diphenamid, diquat, diquat-dibromide, DSMA (disodium) methylarsonate, dithiopyr, diuron, DNOC (2-methyl-4,6-dinitrophenol), esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethidimuron, ethofumesate, ethoxyfen-ethyl, ethoxysulfuron, etho benzanilide (etobenzanid), fenoxaprop (fenoxaprop), fenoxaprop-ethyl (fenoxaprop-ethyl), fenoxaprop P (fenoxaprop-P), fenoxaprop P-ethyl (fenoxaprop-P-ethyl), fenoxasulfone (fenoxasulfone), fenquinotrione (fenquinotrione), fentrazamide (fentrazamide), fenuron (fenuron), flamprop-M (flamprop-M), flazasulfuron (flazasulfuron), florasulam (florasulam),florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, fluazolate, flucarbazone, flucarbazone-sodium, fluse Tosulfuron, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron, fluoroglycofen-ethyl, flu Flupoxam, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, flurenol, fluridone, flurochloridone, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl r-meptyl), flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen sodium, foramsulfuron, fosamine, glufosinate, glufosinate ammonium salt, glufosinate-P,Glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate choline salt, glyphosate-isopropylammonium, glyphosate-biproamine, glyphosate-ammonium, Glyphosate diammonium salt (glyphosate-diammonium), Glyphosate potassium salt (glyphosate-potassium), glyphosate sodium salt (glyphosate-sodium), glyphosate-trimesium (glyphosate-trimesium), halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, halo Haloxyfop-etotyl, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-etotyl, haloxyfop-P-methyl, hexazinone, imazamethabenz, imazamethabenz-methyl, imazamox, imazamoc Imazapyr, Imazapyr-isopropylammonium, Imazaquin, Imazaquin-ammonium, Imazethapyr, Imazethapyr-ammonium , imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, ioxynil, ioxynil-octanoate,Ipfencarbazone, isoproturon, isouron, isoxaben, isoxachlortole, isoxaflutole, lactofen, lenacil, linuron, maleic hydrazide, MCPA (2-(4-chloro-2-methylphenoxy)acetic acid), MCPA choline salt salt, MCPA-biproamine, MCPA-etexyl, MCPA-butotyl, MCPA-butyl, MCPA-dimethylammonium, MCPA-diolamine, MCPA-ethyl, MCPA-isobutyl, MCPA-isoctyl, MCPA-isopropyl, MCPA-methyl, MCPA-olamine, MCPA-sodium, MCPA-trolamine, MCPB (4-(4-chloro-2-methylphenoxy)butanoic acid), MCPB choline salt), MCPB-biproamine, MCPB-ethyl, MCPB-methyl, MCPB-sodium, mecoprop, mecoprop choline salt, mecoprop-biproamine, mecoprop-2-ethylhexyl, mecoprop-dimethylammonium,Mecoprop diolamine salt (mecoprop-diolamine), mecoprop ethadyl, mecoprop isoctyl, mecoprop methyl, mecoprop potassium salt (mecoprop-potassium), mecoprop sodium salt (mecoprop-sodium), mecoprop trolamine salt (mecoprop-trolamine), mecoprop P (mecoprop-P), mecoprop P choline salt (mecoprop-P) 2-Ethylhexyl (mecoprop-P-2-ethylhexyl), mecoprop-P-dimethylammonium, mecoprop-P-isobutyl, mecoprop-P-potassium, mefenacet, mesosulfuron, mesosulfuron-methyl, mesotrione, metam, metamifop, metamitron, metazachlor, metazosulfuron, methabenzthiazuron zthiazuron, methiozolin, methyldymron, metobromuron, metolachlor, metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinate, monolinuron, naproanilide, napropamide, napropamide-M, naptalam, neburon, nicosulfuron,norflurazon, oleic acid, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefone, oxyfluorfen, paraquat, paraquat-dichloride, pebulate, pelargonic acid acid, pendimethalin, penoxsulam, pentanochlor, pentoxazone, pethoxamid, phenisopham, phenmedipham, picloram, picolinafen, pinoxaden, piperophos, pretilachlor, primisulfuron, primisulfuron-methyl, prodiamine, profluazol ), propoxydim, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone sodium salt, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil,Pyraflufen-ethyl, pyrasulfotole, pyrazolinate, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribenzoxim, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithione Obac sodium salt (pyrithiobac-sodium), pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, saflufenacil, sethoxydim, EPTC (S-ethyl) N,N-dipropylcarbamothioate, siduron, simazine, simetryn, S-metolachlor, MSMA (sodium hydrogen methylarsonate), sulcotrione, sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron, swep,TCA (2,2,2-trichloroacetic acid), TCA ammonium, TCA calcium, TCA ethadyl, TCA magnesium, TCA sodium, tebutam, tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbumeton, terbuthylazine, terbutryn, tetflupyrolimet, thaxtomin A A), thenylchlor, thiazopyr, thidiazimine, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiafenacil, thiocarbazil, tolpyralate, topramezone, tralkoxydim, triafamone ne), triallate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr, triclopyr-butotyl, triclopyr-ethyl, triclopyr-triethylammonium, tridiphane, trietazine, trifloxysulfuron,Trifloxysulfuron sodium, trifludimoxazin, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, vernolate, 4-(4-fluorophenyl)-6-[(2-hydroxy-6-oxo- 1-cyclohexen-1-yl)carbonyl]-2-methyl-1,2,4-triazine-3,5(2H,4H)-dione, 2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylthio)-4-(trifluoromethyl)benzamide, 2-methyl-N-(5-methyl-1,3,4-oxadiazol-2-yl)-3-(methanesulfonyl)-4-(trifluoromethyl)benzamide, 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)piperidin Lysine-2-carboxylic acid, 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylic acid cyanomethyl ester, (2R,4R)-4-({[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4,5-dihydroisoxazol-5-yl]carbonyl}amino)tetrahydrofuran-2-carboxylic acid methyl ester, (2S,4S)-4-({[(5R)-3-(3,5-difluorophenyl)-5-vinyl-4,5-dihydroisoxazol-5-yl]carbonyl}amino)tetrahydrofuran-2-carboxylic acid methyl ester oxazol-5-yl]carbonyl}amino)tetrahydrofuran-2-carboxylic acid methyl ester, 3-[(isopropylsulfonyl)methyl]-N-(5-methyl-1,3,4-oxadiazol-2-yl)-5-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyridine-8-carboxamide, 1-{2-chloro-6-[(5-chloropyrimidin-2-yl)oxy]phenyl}-4,4,4-trifluorobutan-1-one, 5-chloro-2-{3-chloro-2-[5-(diflurane, (Oromethyl)isoxazol-3-yl]phenoxy}pyrimidine.

[0023] In the present invention, preferred herbicidal active ingredients that can be used in combination with the liquid pesticide composition include glyphosate potassium salt, glyphosate dimethylamine salt, glyphosate monoethanolamine salt, glufosinate ammonium salt, glufosinate P ammonium salt, glyphosate isopropylammonium salt, 2,4-D choline salt, 2,4-D dimethylammonium, dicamba diglycolamine salt, dicamba BAPMA salt, dicamba tetrabutylamine salt, dicamba tetrabutylphosphonium salt, pyroxasulfone, flumioxazin, flumiclorac pentyl, clethodim, lactofen, S-metolachlor, metribuzin, flufenacet, nicosulfuron, rimsulfuron, acetochlor, mesotrione, isoxaflutole, chlorimuron ethyl, thifensulfuron methyl, cloransulam methyl, and imazethapyr ammonium salt.

[0024] Examples of formulation auxiliaries include antifoaming agents and thickeners. Examples of antifoaming agents include silicone-based antifoaming agents.

[0025] When the liquid pesticide composition contains an antifoaming agent, the content thereof is usually 0.001% by mass or more and 1% by mass or less, and preferably 0.002% by mass or more and 0.8% by mass or less, when the total amount of the liquid pesticide composition is 100% by mass.

[0026] Examples of the thickener include organic solvent-soluble or organic solvent-dispersible thickeners, such as organoclay, organobentonite, organomontmorillonite, and organically modified castor oil derivatives.

[0027] When the liquid pesticide composition contains a thickener, the content thereof is usually 0.01% by mass or more and 20% by mass or less, when the total amount of the liquid pesticide composition is taken as 100% by mass.

[0028] (e) Preparation and use of liquid pesticide compositions (emulsifiable concentrates) The liquid pesticide composition can be suitably used as a liquid pesticide formulation called an emulsifiable concentrate (EC) in the pesticide field. A preferred embodiment in which the liquid pesticide composition is an emulsifiable concentrate (hereinafter also simply referred to as an "emulsifiable concentrate") will be described. When the total amount of the emulsion is taken as 100% by mass, the total content of Compound (I), the organic solvent, and the surfactant in the emulsion is preferably 60% by mass or more, more preferably 70% by mass or more, and even more preferably 75% by mass or more. The total content may be 100% by mass, 95% by mass or less, 90% by mass or less, or 85% by mass or less.

[0029] When the total weight of the emulsion is taken as 100% by mass, the content of the organic solvent in the emulsion is preferably 10% by mass or more and 90% by mass or less, more preferably 30% by mass or more and 88% by mass or less, and even more preferably 50% by mass or more and 85% by mass or less. The content of the organic solvent is usually 3 to 50 times by mass, preferably 4 to 40 times by mass, and more preferably 5 to 30 times by mass, the content of Compound (I).

[0030] Adjusting the ratio (mass ratio) of the content of the organic solvent to the content of Compound (I) within the above range is suitable for improving emulsion stability when the emulsion is mixed with water.

[0031] When the total weight of the emulsion is taken as 100% by mass, the total content of ionic surfactants and nonionic surfactants in the emulsion is preferably 1% by mass or more and 30% by mass or less, more preferably 2% by mass or more and 28% by mass or less, even more preferably 4% by mass or more and 26% by mass or less, still more preferably 6% by mass or more and 24% by mass or less, and particularly preferably 8% by mass or more and 22% by mass or less. The total content of the ionic surfactant and the nonionic surfactant is preferably 0.1 to 30 times by mass, more preferably 0.5 to 20 times by mass, and even more preferably 1 to 10 times by mass, the content of Compound (I). When the emulsion contains one or more nonionic surfactants and one or more ionic surfactants, the content ratio (mass ratio) of the one or more nonionic surfactants to the one or more ionic surfactants is preferably 1:0.05 to 1:40, more preferably 1:0.1 to 1:30, and even more preferably 1:0.2 to 1:20. The liquid pesticide composition, which is an emulsifiable concentrate, can be produced by a method generally used for producing emulsifiable concentrates, for example, by mixing compound (I), an organic solvent, a surfactant, and other components that are added as needed.

[0032] The liquid pesticide composition as an emulsifiable concentrate is applied to control pests and weeds by a method commonly used for emulsifiable concentrates. Specifically, the emulsifiable concentrate is mixed with water to prepare an emulsion, and the emulsion is applied to plants or the soil in which the plants are grown. The emulsion is prepared by mixing the emulsion with water in an amount generally 2 to 10,000 times, preferably 10 to 8,000 times, more preferably 15 to 6,000 times the volume of the emulsion. An adjuvant may be mixed in when applying the emulsion. The type of adjuvant is not particularly limited, but it is desirable to mix an oil-based adjuvant such as Agri-Dex or MSO (mineral oils such as paraffinic hydrocarbons, naphthenic hydrocarbons, and aromatic hydrocarbons, or methylated seed oils esterified from vegetable oils (soybean oil and rapeseed oil)) in the spray solution at 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5%, or 6% (volume / volume), or a nonionic adjuvant such as Induce (polyoxyalkylene alkyl ethers, polyoxyalkylene fatty acid esters, alkylaryl alkoxylates, or alkylaryl polyoxyalkylene glycols) in the spray solution at 0.05%, 0.1%, 0.25%, or 0.5% (volume / volume). Other examples include anionic agents (substituted sulfonates) such as Gramin S, cationic agents (polyoxyethyleneamines) such as Genamin T 200BM, and organic silicone agents such as Silwet L77. Furthermore, drift reducers such as Intact (polyethylene glycol) and volatilization reducers such as Vapex and VaporGrip Xtra Agent (a mixture of potassium hydroxide and acetic acid) may also be used. The pH and hardness of the spray solution are not particularly limited.

[0033] (f) Preparation and use of liquid pesticide compositions (emulsifiers) The liquid pesticide composition can be suitably used as a liquid pesticide formulation called an emulsion (EW) in the pesticide field. A preferred embodiment in which the liquid pesticide composition is an emulsion (hereinafter simply referred to as "emulsion") will be described. The emulsion contains water. Examples of water include ion-exchanged water, tap water, and groundwater. The water constitutes the aqueous phase of the emulsion.

[0034] When the total amount of the emulsifier is taken as 100% by mass, the water content in the emulsifier is preferably 40% by mass to 95% by mass, more preferably 50% by mass to 93% by mass, even more preferably 60% by mass to 90% by mass, and even more preferably 70% by mass to 87% by mass. It is preferable for the emulsifier to contain water at a content within this range from the viewpoint of improving the stability of the emulsion of the liquid pesticide composition.

[0035] An emulsion is an oil-in-water emulsion containing an aqueous phase and oil phase particles dispersed in the aqueous phase. The liquid pesticide composition as an emulsion can be produced by a method commonly used for producing emulsions. For example, compound (I), an organic solvent, and a surfactant are mixed to prepare an oil phase. Meanwhile, a pesticidal active compound other than compound (I), formulation adjuvants, and water are added to prepare an aqueous phase. The surfactant may be added to the organic solvent, the water, or both. The oil phase is added to the aqueous phase and emulsified using a stirrer such as a homogenizer. If necessary, the emulsion is mixed with formulation adjuvants such as thickeners, preservatives, and antifoaming agents to obtain the composition of the present invention.

[0036] The liquid pesticide composition as an emulsion is applied to control pests and weeds in the manner generally used for emulsions. As with emulsions, an adjuvant may also be used when applying the emulsion. [Example]

[0037] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0038] <Preparation of emulsion> (1) Preparation of emulsions of Production Examples 1 to 18 and Comparative Production Examples 1 and 2 The ingredients shown in Tables 1 and 2 were mixed in the parts by mass shown in Tables 1 and 2 and stirred until a uniform solution was obtained, to obtain emulsions of Production Examples 1 to 18 and Comparative Production Examples 1 and 2.

[0039] <Emulsion evaluation (emulsion stability when mixed with water)> At room temperature, 99 mL of 30°C CIPAC standard water D (hardness: 342 ppm) was added to a 100 mL measuring cylinder with a stopper, and 1 mL of emulsion was slowly added dropwise from a height of approximately 1 cm above the water surface. The measuring cylinder was then stoppered, and the cylinder was inverted 180° in 1 second and then returned to its original position in 1 second, repeated 10 times. The cylinder was then placed in a thermostatic water bath at 30°C for 72 hours. After the cylinder was left to stand, the condition inside the cylinder was visually observed, and the emulsion stability when mixed with water was evaluated according to the following evaluation criteria. The evaluation results are shown in Tables 1 and 2. A rating of A or B indicates that crystals are unlikely to precipitate or grow, and the emulsion stability when mixed with water is considered good. A: A uniformly diluted solution, and no crystal precipitation is observed. B: Creaming is observed, but no crystal precipitation is observed C: Crystal precipitation is observed

[0040] [Table 1]

[0041] [Table 2]

[0042] The details of the ingredients listed in Tables 1 and 2 are as follows: Emulsogen TS290 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant), Phenylsulfonat CAL (a mixture of 70% calcium dodecylbenzenesulfonic acid and 30% isobutanol, manufactured by Clariant), Atlas G5000 (polyoxyalkylene block copolymer, manufactured by CRODA), Atlox 4914 (copolymer of alkyd resin and polyethylene glycol, manufactured by CRODA), 2-Heptanone (Fujifilm Wako Pure Chemical Industries) Benzyl acetate (trade name: JEFFSOL AG1705, manufactured by Huntsman), Butyl propionate (Fujifilm Wako Pure Chemical Industries, Ltd.), Methyl benzoate (Fujifilm Wako Pure Chemical Industries, Ltd.), Ethyl benzoate (Fujifilm Wako Pure Chemical Industries, Ltd.), Butyl benzoate (trade name: JEFFSOL AG1700, manufactured by Huntsman), Benzyl benzoate (Fujifilm Wako Pure Chemical Industries, Ltd.), Dimethyl isosorbide (Fujifilm Wako Pure Chemical Industries, Ltd.), Butylbiphenyl (4-butylbiphenyl, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) Xylene (Fujifilm Wako Pure Chemical Industries, Ltd.), Cyclohexanone (Fujifilm Wako Pure Chemical Industries, Ltd.).

Claims

1. (a) a compound represented by the following formula (I), and (b) a liquid pesticide composition containing one or more organic solvents selected from the group consisting of butyl propionate, methyl benzoate, ethyl benzoate, butyl benzoate, benzyl benzoate, dimethyl isosorbide, 2-heptanone, benzyl acetate, and butylbiphenyl. 【Chemical 1】

2. The liquid pesticide composition according to claim 1, further comprising a surfactant.

3. 3. The liquid pesticide composition according to claim 1, further comprising one or more surfactants selected from the group consisting of ionic surfactants and nonionic surfactants.

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