Solid agricultural chemical preparation

Abstract

The present invention is a solid agrochemical formulation containing the compound represented in formula (I) below, a surfactant, and a solid carrier, the moisture content of the solid agrochemical formulation being 0.3-5.0 mass%, inclusive.

Description

Technical Field

[0001] The present invention relates to solid agricultural chemical formulations.

Background Art

[0002] As an agricultural chemical active ingredient, a compound represented by the following formula (I) which is an active ingredient of a herbicide (hereinafter sometimes referred to as "compound (I)") is known (for example, refer to JP-A-2002-363170 (Patent Document 1), JP-A-2002-155061 (Patent Document 2), WO 2003 / 014109 (Patent Document 3)).

Chemical Formula

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Patent Document 3

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present invention is to provide a solid agricultural chemical formulation that can suppress the decomposition of compound (I) and has good dispersibility in water when mixed with water.

Means for Solving the Problems

[0005] As a result of investigations to find a composition containing the compound represented by the above formula (I), in which the decomposition thereof is suppressed and the dispersibility upon mixing with water is good, the inventors have found that by setting the value of the water content within a specific range, the decomposition of the compound represented by the above formula (I) in the composition is suppressed and the dispersibility upon mixing with water becomes good. That is, the present invention provides the following solid agrochemical composition. [1] A solid agrochemical composition containing a compound represented by the following formula (I), a surfactant, and a solid carrier, and having a water content of 0.3% by weight or more and 5.0% by weight or less. [Chemical formula] [2] The solid agrochemical composition according to [1], wherein the surfactant contains an anionic surfactant. [3] The solid agrochemical composition according to [1] or [2], wherein the shape of the solid agrochemical composition is granular. [Advantages of the Invention]

[0006] According to the present invention, it is possible to provide a solid agrochemical formulation that can suppress the decomposition of compound (I) and has good dispersibility in water when mixed with water. [Embodiments for Carrying Out the Invention]

[0007] The solid agrochemical composition according to the present invention (hereinafter sometimes referred to as "the composition of the present invention") contains compound (I), a surfactant, and a solid carrier, and has a water content of 0.3% by weight or more and 5.0% by weight or less.

[0008] The composition of the present invention can be used as wettable powders or water dispersible granules that rapidly disperse when introduced into water.

[0009] The composition of the present invention contains compound (I). Compound (I) is a known compound and has excellent herbicidal efficacy. Compound (I) can be synthesized, for example, by the methods described in Patent Documents 1 to 3. [Chemical formula]

[0010] Compound (I) is solid at a temperature of 25°C. Compound (I) in the composition of the present invention may exist in a solid state or in a state dissolved in an organic solvent in the composition of the present invention.

[0011] When compound (I) exists in a state dissolved in an organic solvent in the composition of the present invention, examples of the organic solvent used include the following organic solvents. Esters such as methyl caprylate, methyl laurate, methyl myristate, methyl salicylate, methyl palmitate, methyl oleate, ethyl acetate, ethyl palmitate, octyl acetate, benzyl acetate, dimethyl phthalate, diethyl phthalate, methyl benzoate, ethyl benzoate, butyl benzoate, dimethyl 2-methylglutarate, dimethyl 2-ethylsuccinate, dimethyl adipate, dioctyl succinate, diisobutyl adipate, didecyl adipate, tributyl acetylcitrate, tert-butyl acetoacetate, allyl acetoacetate, and 2-ethylhexyl lactate, butyl propionate; Ethers such as dimethyl isosorbide; Ketones such as 2-heptanone; Amides such as N,N-dimethyloctanamide, N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, N,N-dimethyloctadecanamide, N,N-dimethyl-9-decenamide, and fatty acid dimethylamide; Aromatic hydrocarbons such as alkylbenzenes such as toluene, xylene, ethylbenzene, octadecylbenzene, dialkylbenzene, and trialkylbenzene, alkylnaphthalenes such as methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene, and tridecylnaphthalene, phenylxylylethane, 1-phenyl-1-ethylphenylethane, butylbiphenyl, and mixtures thereof.

[0012] The content of compound (I) in the composition of the present invention is usually 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, and may be 0.3% by weight or more, may be 0.5% by weight or more, or may be 1.0% by weight or more. The content of compound (I) in the composition of the present invention is usually 80% by weight or less, preferably 70% by weight or less, more preferably 60% by weight or less, and may be 50% by weight or less, may be 40% by weight or less, or may be 30% by weight or less.

[0013] The composition of the present invention contains one or more surfactants. Examples of the surfactant include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof. Preferred surfactants are anionic surfactants and / or nonionic surfactants.

[0014] Preferred anionic surfactants are sulfonates, sulfate esters, phosphate esters, carboxylates, and mixtures thereof. Examples of sulfonates include naphthalene sulfonates and salts of their formaldehyde condensates, alkylbenzene sulfonates, alkylnaphthalene sulfonates, alkyldiphenyl ether disulfonates, α-olefin sulfonates, lignin sulfonates, polyoxyethylene alkylphenyl ether sulfonates, and dialkyl sulfosuccinates. Examples of sulfate esters include alkyl sulfate esters, polyoxyethylene alkyl ether sulfate esters, and polyoxyethylene alkylphenyl ether sulfate esters. Examples of phosphate esters include polyoxyethylene alkylaryl ether phosphate esters and polyoxyethylene tristyrylphenyl ether phosphate esters. Examples of carboxylates include fatty acid salts and polycarboxylates.

[0015] Preferred nonionic surfactants include polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene distyrylphenyl ethers, polyoxyethylene tristyrylphenyl ethers, polyoxyethylene castor oil, sucrose fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, glycerin fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene alkylamines, alkyl alkanolamides, polyoxyethylene polyoxypropylene block copolymers, and alkyl polyglycosides.

[0016] Preferred cationic surfactants include alkylamine salts and quaternary ammonium salts. Preferred amphoteric surfactants include alkyl betaines.

[0017] The content of the surfactant in the composition of the present invention is usually 1% by weight or more, preferably 3% by weight or more, and may be 5% by weight or more. The content of the surfactant in the composition of the present invention is usually 30% by weight or less, preferably 20% by weight or less, more preferably 15% by weight or less, and may be 10% by weight or less. When the composition of the present invention contains two or more surfactants, the content refers to the total content thereof.

[0018] The composition of the present invention contains one or more solid carriers. The solid carrier may be a water-insoluble solid carrier or a water-soluble solid carrier. The water-soluble solid carrier herein refers to a solid carrier having a water solubility of 1 g / L or more at 20°C, and the water-insoluble solid carrier refers to a solid carrier having a water solubility of less than 1 g / L at 20°C. Examples of the water-insoluble solid carrier include mineral fine powders such as diatomaceous earth, mica, talc, clay, bentonite, dolomite, acid clay, pyrophyllite, calcite, calcium carbonate, calcium silicate, calcium sulfate, magnesium sulfate, magnesium oxide, etc., organic fine powders such as crystalline cellulose, walnut shell powder, etc. Examples of the water-soluble solid carrier include saccharides such as glucose, sucrose, fructose, lactose, etc., water-soluble polymer powders such as methyl cellulose, sodium carboxymethyl cellulose, propylene glycol alginate, etc., water-soluble organic fine powders such as urea, etc., inorganic salt fine powders such as salts such as ammonium sulfate, etc.

[0019] The content of the solid carrier in the composition of the present invention is usually 5% by weight or more, preferably 10% by weight or more, more preferably 20% by weight or more, and may be 50% by weight or more, or 70% by weight or more. The content of the solid carrier in the composition of the present invention is usually 95% by weight or less, preferably 90% by weight or less, and may be 80% by weight or less, 60% by weight or less, or 50% by weight or less. When the composition of the present invention contains two or more solid carriers, the content thereof refers to the total content.

[0020] The composition of the present invention may contain other formulation adjuvants as necessary. Examples of other formulation adjuvants include binders, antifoaming agents, coloring agents, fragrances, etc. However, the composition of the present invention contains the compound (I), surfactant and solid carrier in total in an amount of 70% by weight or more, or 75% by weight or more.

[0021] Examples of the binder include sodium alginate, polyvinyl alcohol, gum arabic, dextrin, starch, etc. The content of the binder in the composition of the present invention is usually 0.1% by weight or more and 5% by weight or less.

[0022] Examples of the defoaming agent include silicone-based defoaming agents. The content of the defoaming agent in the composition of the present invention is usually 0.01% by weight or more and 1% by weight or less.

[0023] The composition of the present invention may further contain one or more other herbicidal active compounds other than the compound (I).

[0024] Examples of the other herbicidal active compounds other than the compound (I) include the following. 2,3,6-TBA (2,3,6-trichlorobenzoic acid), 2,3,6-TBA dimethylammonium, 2,3,6-TBA lithium salt, 2,3,6-TBA potassium salt, 2,3,6-TBA sodium salt, 2,4-D (2,4-dichlorophenoxyacetic acid), 2,4-D choline salt, 2,4-D biproamine, 2,4-D doboxyl, 2,4-D 2-ethylhexyl, 2,4-D 3-butoxypropyl, 2,4-D ammonium, 2,4-D butotyl, 2,4-D butyl, 2,4-D diethylammonium, 2,4-D dimethylammonium, 2,4-D diolamine salt, 2,4-D dodecylammonium, 2,4-D ethyl, 2,4-D heptylammonium, 2,4-D isobutyl, 2,4-D isooctyl, 2,4-D isopropyl, 2,4-D isopropylammonium, 2,4-D lithium salt, 2,4-D meptyl, 2,4-D methyl, 2,4-D octyl, 2,4-D pentyl, 2,4-D propyl, 2,4-D sodium salt, 2,4-D tefuryl2,4-D tetradecylammonium, 2,4-D triethylammonium, 2,4-D tris(2-hydroxypropyl)ammonium, 2,4-D trolamine salt, 2,4-DB (2,4-dichlorophenoxybutyric acid), 2,4-DB choline salt, 2,4-DB biproamine, 2,4-DB butyl, 2,4-DB dimethylammonium, 2,4-DB isooctyl, 2,4-DB potassium salt, 2,4-DB sodium salt, acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, ACN (2-amino-3-chloronaphthalene-1,4-dione), alachlor, allidochlor, alloxydim, ametryn, amicarbazone, amidosulfuron, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, aminopyralid, aminopyralid choline salt, aminopyralid-potassium, aminopyralid-tripromine, amiprophos-methyl,Amitrole, Anilofos, Asulam, Atrazine, Azafenidin, Azimsulfuron, Beflubutamid, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulfuron, Bensulfuron-methyl, Bensulide, Bentazon, Benthiocarb, Benzfendizone, Benzobicyclon, Benzofenap, Benzthiazuron, Bialaphos, Bicyclopyrone, Bifenox, Bispyribac, Bispyribac-sodium, Bixlozone, Bromacil, Bromobutide, Bromofenoxim, Bromoxynil, Bromoxynil-octanoate, Butachlor, Butafenacil, Butamifos, Butralin, Butroxydim, Butylate, Cafenstrole, Carbetamide, Carfentrazone, Carfentrazone-ethyl, Chlomethoxyfen, Chloramben, Chloridazon, Chlorimuron, Chlorimuron-ethyl,chlorobromuron, chlorotoluron, chloroxuron, chlorpropham, chlorsulfuron, chlorthal-dimethyl, chlorthiamid, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomeprop, clopyralid, clopyralid choline salt, clopyralid-methyl, clopyralid-olamine, clopyralid-potassium, clopyralid-tris(2-hydroxypropyl)ammonium, cloransulam, cloransulam-methyl, cumyluron, cyanazine, cyclopyranil, cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, daimuron, dalapon, dazomet, desmedipham, desmetryn, di-allate, dicamba, dicamba choline saltdicamba-biproamine, dicamba-trolamine, 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, dichlorprop-P-biproamine, dichlorprop-P-etexyl, dichlorprop-P-dimethylammonium, dichlorprop-potassium, dichlorprop-sodium, diclofop, diclofop-methyldiclosulam, difenoxuron, difenzoquat, difenzoquat metilsulfate, diflufenican, diflufenzopyr, diflufenzopyr-sodium, 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, etobenzanid, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fenoxasulfone, fenquinotrione, fentrazamide, fenuron, flamprop-Mflazasulfuron, florasulam, florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron, fluoroglycofen-ethyl, flupoxam, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, flurenol, fluridone, flurochloridone, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, glufosinateGlufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate choline salt, glyphosate-isopropylammonium, glyphosate-biproamine, glyphosate-ammonium salt (glyphosat, e-ammonium), glyphosate-diammonium, glyphosate-potassium, glyphosate-sodium, glyphosate-trimesium, halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-etotyl, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-etotyl, haloxyfop-P-methyl, hexazinone, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, 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, 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, mecoprop-ethadyl, mecoprop-isoctyl, mecoprop-methyl, mecoprop-potassium, mecoprop-sodium, mecoprop-trolamine, mecoprop-P, mecoprop-P choline salt, mecoprop-P 2-ethylhexyl, mecoprop-P-dimethylammonium, mecoprop-P-isobutyl, mecoprop-P-potassium, Mefenacet, Mesosulfuron, Mesosulfuron-methyl, Mesotrione, Metam, Metamifop, Metamitron, Metazachlor, Metazosulfuron, Methabenzthiazuron, Methiozolin, Methyldymron, Metobromuron, Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron, Metsulfuron-methyl, Molinate, Monolinuron, Naproanilide, Napropamide, Napropamide-MNaptalam, Neburon, Nicosulfuron, Norflurazon, Oleic Acid, Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paraquat, Paraquat-dichloride, Pebulate, Pelargonic Acid, Pendimethalin, Penoxsulam, Pentanochlor, Pentoxazone, Pethoxamid, Phenisopham, Phenmedipham, Picloram, Picolinafen, Pinoxaden, Piperophos, Pretilachlor, Primisulfuron, Primisulfuron-methyl, Prodiamine, Profluazol, Profoxydim, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-sodium, Propyrisulfuron, Propyzamideprosulfocarb, prosulfuron, pyraclonil, pyraflufen-ethyl, pyrasulfotole, pyrazolynate, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribenzoxim, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, 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, thenylchlor, thiazopyr, thidiazimin, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, tiafenacil, tiocarbazil, tolpyralate, topramezone, tralkoxydim, triafamone, tri-allate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr, triclopyr-butotyl, triclopyr-ethyl, triclopyr-triethylammonium, tridiphaneTrietazine, 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)pyridine-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, 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-ol, N, 5-Chloro-2-{3-chloro-2-[5-(difluoromethyl)isoxazol-3-yl]phenoxy}pyrimidine.

[0025] The water content of the composition of the present invention is 0.3% by weight or more and 5.0% by weight or less. The water content is preferably 0.5% by weight or more, more preferably 0.6% by weight or more, and may be 0.8% by weight or more, 1.0% by weight or more, or 1.2% by weight or more. The water content is preferably 4.9% by weight or less, more preferably 4.7% by weight or less, and may be 4.5% by weight or less, 4.3% by weight or less, 4.1% by weight or less, or 3.9% by weight or less.

[0026] In this specification, the water content of the composition of the present invention is represented by the percentage of the weight of water contained in the composition of the present invention and is measured by an infrared moisture meter (FD-610 type, manufactured by Kett Science Laboratory) using the loss on drying method (heating and drying, mass measurement method). The weight of the sample is about 2 g, the temperature is 105 °C, and the value at the time when the change in the water content of the sample becomes 0.1% or less in 2 minutes is adopted as the water content.

[0027] By setting the water content of the composition of the present invention to 5.0% by weight or less, the decomposition of compound (I) can be suppressed. In this specification, the degree of decomposition of compound (I) is evaluated by the residual ratio of compound (I) under the conditions described in the examples below.

[0028] By setting the water content of the composition of the present invention to 0.3% by weight or more, when the composition of the present invention is mixed with water, good dispersibility in water can be obtained. In this specification, the dispersibility is evaluated by the residue amount in the wet sieving test in which the composition of the present invention is dispersed in water as described in the examples below. Thereby, it is possible to prevent the composition of the present invention from clogging the nozzles of the spraying machine, and compound (I) can be applied appropriately.

[0029] The composition of the present invention can be produced, for example, using compound (I), a surfactant, a solid carrier, and, if necessary, water and formulation adjuvants. Examples of the water used in producing the composition of the present invention include ion-exchanged water, tap water, and groundwater. Examples of the production method when the composition of the present invention is a water-dispersible granule include an extrusion granulation method, a rolling granulation method, a spray granulation method, a fluidized bed granulation method, a stirring granulation method, and a coating granulation method.

[0030] The production method when the composition of the present invention is produced by the extrusion granulation method is exemplified below. Production method 1 is a production method when compound (I) exists in a solid state in the composition of the present invention, and production methods 2 and 3 are production methods when compound (I) exists in a state dissolved in an organic solvent in the composition of the present invention.

[0031] (Production method 1) S1) Compound (I), a surfactant, a solid carrier, and, if necessary, a formulation adjuvant are mixed to obtain a mixed powder. The mixed powder may be pulverized if necessary. S2) Water is added to the obtained mixed powder and kneaded as necessary to obtain a kneaded product. An antifoaming agent and / or a coloring agent, etc. can be dissolved or dispersed in the water as necessary. Also, instead of adding a surfactant in S1), a surfactant may be added to the water. S3) The obtained kneaded product is extruded using a screen having holes of a predetermined diameter to obtain a granulated product. S4) The obtained granulated product is crushed to a predetermined length, dried and sized to obtain the composition of the present invention.

[0032] (Production method 2) S1) Compound (I), an organic solvent, and, if necessary, some surfactants and formulation adjuvants are mixed to obtain a solution of compound (I). S2) A solid carrier, a surfactant, and, if necessary, a formulation adjuvant are mixed to obtain a mixed powder. The mixed powder may be pulverized if necessary. S3) Mix the mixed powder obtained in S2) with the solution obtained in S1) to obtain a mixture. At this time, it is preferable to mix 5 to 30% by weight of the solution with respect to the mixed powder. S4) Optionally add water to the obtained mixture and knead to obtain a kneaded product. Defoaming agents and / or colorants, etc. can be dissolved or dispersed in the water as required. S5) Extrude the obtained kneaded product using a screen having holes of a predetermined diameter to obtain a granulated product. S6) Crush the obtained granulated product to a predetermined length, perform drying and sizing to obtain the composition of the present invention.

[0033] (Production Method 3) S1) Mix compound (I), an organic solvent, and optionally some surfactants and formulation adjuvants to obtain a solution of compound (I). S2) Mix a solid carrier, a surfactant, and optionally formulation adjuvants to obtain a mixed powder. The mixed powder may be crushed as required. S3) Optionally add water to the mixed powder obtained in S2) and knead to obtain a kneaded product. Defoaming agents and / or colorants, etc. can be dissolved or dispersed in the water as required. S4) Extrude the obtained kneaded product using a screen having holes of a predetermined diameter to obtain a granulated product. S5) Crush the obtained granulated product to a predetermined length, perform drying and sizing to obtain a solid composition. S6) Obtain the composition of the present invention by mixing the obtained solid composition with the solution obtained in S1).

[0034] The composition of the present invention may be in powder form or in granular form. When the composition of the present invention is in granular form, the particle size of the composition of the present invention usually has a proportion of particles passing through a sieve with a mesh size of 1700 μm and not passing through a sieve with a mesh size of 300 μm of 95% or more, and a proportion of particles passing through a sieve with a mesh size of 1400 μm and not passing through a sieve with a mesh size of 500 μm of 95% or more may also be acceptable.

[0035] When the composition of the present invention is in powder form, the volume median diameter of the composition of the present invention is usually 1 μm or more, may be 3 μm or more, may be 5 μm or more, may be 10 μm or more, may be 20 μm or more, and is usually 100 μm or less, may be 80 μm or less, may be 50 μm or less, may be 30 μm or less.

[0036] The volume median diameter of the composition of the present invention is a value measured using a laser diffraction particle size distribution analyzer, and is determined by measuring a sample in which the composition of the present invention is dispersed in water. The volume median diameter, also referred to as the Median diameter, is a representative characteristic value representing the particle size distribution in an aggregate of particles. The volume median diameter is obtained by determining the particle diameter of each particle in an aggregate of particles, setting the total volume of the aggregate of particles to 100%, and cumulatively adding the volume of the particles in order from the particles with a small particle diameter until it reaches 50% of the total volume. The particle diameter at this time (cumulative 50% volume particle diameter) is what is meant. As a commercially available laser diffraction particle size distribution analyzer, it can be measured using a Mastersizer 3000 (manufactured by Spectris Co., Ltd.) (the measurement conditions are as follows. Measurement target: spherical, refractive index: 1.52, absorption rate: 0.1, density: 1 (g / cm 3 ), dispersion medium: water (refractive index: 1.33)).

[0037] The moisture content of the composition of the present invention can be adjusted by appropriately adjusting the amount of water added in the step of obtaining a kneaded product and the drying conditions when drying the crushed granulated product.

[0038] The composition of the present invention can control weeds by being used in agricultural cultivated lands such as arable lands, orchards, pastures, lawns, forest lands; industrial facility lands such as the slopes of levees, riverbeds, shoulders and slopes of roads, railway tracks, park green spaces, grounds, parking lots, airports, factories and storage facilities, fallow lands, and non-agricultural cultivated lands such as idle lands in urban areas.

[0039] The composition of the present invention is usually made into a spraying solution by mixing with water so as to reach the desired application concentration. The user applies the spraying solution from a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. The application rate varies depending on weather conditions, treatment time, soil conditions, target crops, target weeds, etc., but usually, a spraying solution of 10 L or more and 2000 L or less, preferably 50 L or more and 400 L or less, is applied per hectare. Further, the spraying solution is prepared by mixing with water usually 2 to 10000 times, preferably 10 to 8000 times, more preferably 15 to 6000 times the volume of the composition of the present invention.

[0040] An adjuvant may be mixed when applying the spraying solution. The type of adjuvant is not particularly limited, but if it is an oil-based adjuvant such as Agri-Dex or MSO (mineral oil such as paraffinic hydrocarbon, naphthenic hydrocarbon, aromatic hydrocarbon, or methylated seed oil obtained by esterifying vegetable oil (soybean oil or rapeseed oil)), it can be 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5% or 6% (volume / volume) in the spraying solution, and if it is a nonionic adjuvant such as Induce (polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid ester, alkylaryl alkoxylate, or alkylaryl polyoxyalkylene glycol), it is desirable to mix 0.05%, 0.1%, 0.25%, or 0.5% (volume / volume) in the spraying solution. In addition, anionic adjuvants such as Gramin S (substituted sulfonate), cationic adjuvants such as Genamin T 200BM (polyoxyethylene amine), and organosilicon-based adjuvants such as Silwet L77 can be mentioned. Furthermore, a drift reducer such as Intact (polyethylene glycol) or a volatility reducer such as Vapex, a VaporGrip Xtra Agent (a mixture of potassium hydroxide and acetic acid) may be mixed. The pH and hardness of the above spraying solution are not particularly limited.

Examples

[0041] Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, etc., but the present invention is not limited to these examples.

[0042] <Production Example 1> 1.0 part by weight of Compound (I), 5.0 parts by weight of Supragil MNS / 90 (alkylnaphthalenesulfonate, manufactured by Solvay), 15.0 parts by weight of Stepwet DF-95 (sodium lauryl sulfate, manufactured by Stepan), and 79.0 parts by weight of Bentonite Hojo (bentonite, manufactured by Hoejung) were thoroughly mixed and pulverized and mixed using a centrifugal pulverizer (ultra-centrifugal pulverizer ZM200, manufactured by Retsch). Next, an appropriate amount of water was added, and further stirred, and granulated using an extrusion granulator (Multi Gran MG-55-1, manufactured by DALTON) with a screen diameter of 1.0 mmφ. After sizing, it was dried by ventilation at a temperature of 90°C for 20 minutes using a fluidized bed dryer (FD-LAB-1, manufactured by Powrec) to obtain a composition (hereinafter referred to as "this composition 1").

[0043] <Production Example 2> A composition (hereinafter referred to as "this composition 2") was obtained in the same manner as in Production Example 1 except that the ventilation drying conditions after granulation and sizing were set to a temperature of 60°C for 30 minutes.

[0044] <Production Example 3> A composition (hereinafter referred to as "this composition 3") was obtained in the same manner as in Production Example 1 except that the ventilation drying conditions after granulation and sizing were set to a temperature of 60°C for 5 minutes.

[0045] <Production Example 4> A composition (hereinafter referred to as "this composition 4") was obtained in the same manner as in Production Example 1 except that the ventilation drying conditions after granulation and sizing were set to a temperature of 40°C for 10 minutes.

[0046] <Comparative Production Example 1> A composition (hereinafter referred to as "comparative composition 1") was obtained in the same manner as in Production Example 1 except that the ventilation drying conditions after granulation and sizing were set to a temperature of 90°C for 3 hours.

[0047] <Comparative Production Example 2> A composition (hereinafter referred to as "Comparative Composition 2") was obtained in the same manner as in Production Example 1, except that the ventilation drying conditions after granulation and sizing were set at a temperature of 30°C for 1 minute.

[0048] [Measurement of Moisture Content of Composition] The moisture content of each composition was measured using an infrared moisture meter (FD-610 type, manufactured by Kett Scientific Laboratory) by the drying loss method (heating drying and mass measurement method). The weight of the sample was about 2 g, the temperature was 105°C, and the measurement was carried out by an automatic stop method (measurement was terminated when the moisture change amount became 0.1% or less within 2 minutes). The results are shown in Table 1.

[0049] [Test Example 1] Each composition was placed in an aluminum bag, sealed by heat sealing, and then left standing in a constant temperature machine at 60°C for 7 days for storage. The content a and content b of the active ingredient (Compound (I)) contained in each composition after storage were analyzed by high performance liquid chromatography (HPLC), and the residual rate of the active ingredient was evaluated using the following formula (r1). The results are shown in Table 1. Residual rate [%] = (a / b) × 100 (r1) [In formula (r1), a represents the content of Compound (I) in the composition after the above storage, b represents the content of Compound (I) in the composition before the above storage.]

[0050] [Test Example 2] 250 mL of water (hardness: 342 ppm) at 30°C was added to a 250 mL volumetric cylinder with a stopper, and 100 mg of each composition was slowly added from a height of about 5 cm above the water surface. Then, after allowing it to stand for 5 minutes, the operation of tilting the volumetric cylinder 180° in 1 second and returning it to the original position in 1 second was repeated 30 times to obtain a dispersion. Thereafter, the entire amount of the dispersion was passed through a 100 mesh (150 μm) sieve, and using ion-exchanged water, the residue on the sieve was transferred to a glass petri dish. The residue in the glass petri dish was dried in a constant temperature machine at 70°C to completely remove the moisture, and then the weight was measured, and this was taken as the residue amount. The results are shown in Table 1.

[0051]

Table 1

[0052] [Test Example 3] Weeds (Polygonum lapathifolium L., Setaria viridis (L.) Beauv., Chenopodium album L., Chenopodium hybridum L., Artemisia princeps Pamp., Brassica rapa L., Lespedeza cuneata (Dum. Cours.) G. Don, Echinochloa crus-galli (L.) Beauv. and Ambrosia artemisiifolia L.) are sown in plastic pots filled with soil. On the same day, any one of Compositions 1 to 4, Agri-Dex (a mixture of heavy paraffin oil, polyhydric alcohol fatty acid ester, and polyethoxylate derivative, manufactured by Helena Chemical Company, specific gravity: 0.88), Intact (a mixture of polyethylene glycol, choline chloride, and guar gum, manufactured by Precision Laboratories, specific gravity: 1.06), Vapex, a VaporGrip Xtra Agent (a mixture of potassium hydroxide and acetic acid, manufactured by Kalo, specific gravity: 1.27), XtendiMAX Herbicide with VaporGrip Technology (dicamba diglycolamine salt, manufactured by Bayer, specific gravity: 1.2), and a mixture of water are treated on the soil surface. The treatment amount for each is such that the composition is 20 g / ha as Compound (I), Agri-Dex is 1232 g / ha, Intact is 742 g / ha, Vapex, a VaporGrip Xtra Agent is 1858 g / ha, XtendiMAX Herbicide with VaporGrip Technology is 1931 g / ha, and the spraying liquid volume is 140 L / ha. Thereafter, it is cultivated in a greenhouse, soybeans are sown 7 days later, and 14 days later, the weed control effect and phytotoxicity to soybeans are investigated. In any case where any of the formulations is used, an excellent weed control effect is confirmed.

[0053] [Test Example 4] Weed seeds (Polygonum lapathifolium L., Setaria viridis (L.) Beauv., Chenopodium album L., Chenopodium hybridum L., Artemisia princeps Pamp., Brassica rapa L., Artemisia selengensis Turcz., Echinochloa crus-galli (L.) Beauv. and Ambrosia artemisiifolia L.) are sown in plastic pots filled with soil. On the same day, a mixture of any one of the present compositions 1 to 4, Agri-Dex (a mixture of heavy paraffin oil, polyhydric alcohol fatty acid ester, and polyethoxylate derivative, manufactured by Helena Chemical Company, specific gravity: 0.88), Intact (a mixture of polyethylene glycol, choline chloride, and guar gum, manufactured by Precision Laboratories, specific gravity: 1.06), Vapex, a VaporGrip Xtra Agent (a mixture of potassium hydroxide and acetic acid, manufactured by Kalo, specific gravity: 1.27), XtendiMAX Herbicide with VaporGrip Technology (dicamba diglycolamine salt, manufactured by Bayer, specific gravity: 1.2), and water is applied to the soil surface. The application rate of each treatment is 20 g / ha of the present composition as compound (I), 1232 g / ha of Agri-Dex, 742 g / ha of Intact, 389 g / ha of Vapex, a VaporGrip Xtra Agent, and 1931 g / ha of XtendiMAX Herbicide with VaporGrip Technology, and the spraying volume is 140 L / ha. Thereafter, the plants are cultivated in a greenhouse, soybean seeds are sown 7 days later, and the weed control effect and phytotoxicity to soybean are investigated 14 days later. Excellent weed control effects are confirmed in all cases of using any of the formulations.

Claims

Claims 1 A solid pesticide composition containing a compound represented by the following formula (I), a surfactant, and a solid carrier, and having a water content of 0.3% by weight or more and 5.0% by weight or less. 【Chemical 1】 Claims 2 The solid pesticide composition according to claim 1, wherein the surfactant contains an anionic surfactant. Claims 3 The solid pesticide composition according to claim 1 or 2, wherein the shape of the solid pesticide composition is granular.

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