Solid pesticide formulations
A solid pesticide formulation with a compound, organic solvent, surfactant, and carrier addresses dispersibility issues, ensuring effective water dispersibility and application.
Patent Information
- Application Number
- JP2022566917
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2020-12-01
- Filing Date
- 2021-11-30
- Publication Date
- 2025-09-01
- Estimated Expiration
- 2041-11-30
AI Technical Summary
Existing solid pesticide formulations face challenges in achieving good dispersibility in water, which is crucial for effective application.
A solid pesticide composition comprising a compound represented by formula (I), an organic solvent, a surfactant, and a solid carrier, where the solvent dissolves 1 g or more of the compound at 0°C and the surfactant dissolves 1 g or more at 25°C, with specific content ranges for each component to enhance dispersibility.
The composition achieves good dispersibility in water, allowing for rapid disintegration and dispersion when mixed with water, enhancing application efficacy.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a solid pesticide formulation. [Background technology]
[0002] A known method for applying a pesticide formulation involves dissolving, emulsifying, or dispersing the pesticide formulation in water to prepare a spray liquid, and then spraying the spray liquid on plants or their growing environment. Solid pesticide formulations applied by this method, such as water-dispersible granules and wettable powders, are required to have good dispersibility when mixed with water.
[0003] Compounds represented by the following formula (I), which are active ingredients in herbicides, are known as pesticide active ingredients (see, for example, U.S. Pat. No. 6,537,948 (Patent Document 1) and WO 2003 / 014109 (Patent Document 2)). [ka] [Prior art documents] [Patent documents]
[0004] [Patent Document 1] U.S. Patent No. 6,537,948 [Patent Document 2] International Publication No. 2003 / 014109 [Patent Document 3] Japanese Patent Application Laid-Open No. 2004-35476 Summary of the Invention [Problem to be solved by the invention]
[0005] An object of the present invention is to provide a solid pesticide formulation that has good dispersibility in water when mixed with water. [Means for solving the problem]
[0006] The present invention provides the following solid pesticide composition. [1] A composition comprising a compound represented by the following formula (I), an organic solvent, a surfactant, and a solid carrier: The organic solvent is a solvent capable of dissolving 1 g or more of a compound represented by the following formula (I) per 100 g of the organic solvent at a temperature of 0°C, The solid pesticide composition, wherein the surfactant dissolves in an amount of 1 g or more in 100 g of the organic solvent at a temperature of 25°C. [ka] [2] The content of the compound represented by formula (I) is 0.01% by weight or more and 15% by weight or less, The content of the organic solvent is 1% by weight or more and 40% by weight or less, The solid pesticide composition according to [1], wherein the content of the surfactant is 1% by weight or more and 20% by weight or less. [3] The solid pesticide composition according to [1] or [2], wherein the compound represented by formula (I) is dissolved in the organic solvent. [4] The solid pesticide composition according to any one of [1] to [3], wherein the organic solvent comprises one or more solvents selected from the following group (A): Group (A): A group consisting of butyl benzoate, benzyl acetate, dimethyl 2-methylglutarate, tributyl acetylcitrate, diisobutyl adipate, aromatic hydrocarbons, and N,N-dimethyl fatty acid amides. [5] The solid pesticide composition according to any one of [1] to [4], wherein the solid carrier comprises one or more carriers selected from the following group (B): Group (B): A group consisting of diatomaceous earth, mica, talc, clay, calcium carbonate, bentonite, amorphous silica, crystalline cellulose and lactose. [Effects of the Invention]
[0007] According to the present invention, it is possible to provide a solid pesticide formulation that has good dispersibility in water when mixed with water. DETAILED DESCRIPTION OF THE INVENTION
[0008] The solid pesticide composition according to the present invention (hereinafter sometimes referred to as "the composition of the present invention") contains a compound represented by the following formula (I) (hereinafter sometimes referred to as "compound (I)"), an organic solvent, a surfactant, and a solid carrier. The organic solvent is a solvent that can dissolve 1 g or more of compound (I) per 100 g of the organic solvent at a temperature of 0°C (hereinafter sometimes referred to as "the organic solvent"). The surfactant is capable of dissolving 1 g or more per 100 g of the organic solvent at a temperature of 25°C (hereinafter sometimes referred to as "the surfactant").
[0009] The composition of the present invention contains compound (I). Compound (I) is a known compound and has excellent herbicidal activity. Compound (I) can be synthesized by the methods described in Patent Documents 1 and 2, for example. [ka]
[0010] Compound (I) is a solid at a temperature of 25° C. Compound (I) in the composition of the present invention may exist in a solid state, but is preferably present in a dissolved state in the organic solvent.
[0011] The content of Compound (I) in the composition of the present invention is preferably 0.01% by weight or more, more preferably 0.03% by weight or more, and may be 0.05% by weight or more, 0.1% by weight or more, or 0.5% by weight or more. The content of Compound (I) in the composition of the present invention is preferably 30% by weight or less, or may be 20% by weight or less, more preferably 15% by weight or less, or may be 10% by weight or less, 5% by weight or less, 3% by weight or less, or may be 2.5% by weight or less.
[0012] The composition of the present invention contains one or more of the present organic solvents. Examples of the present organic solvents include: Esters such as methyl salicylate, methyl oleate, ethyl acetate, octyl acetate, benzyl acetate, methyl benzoate, ethyl benzoate, butyl benzoate, dimethyl 2-methylglutarate, diisobutyl adipate, didecyl adipate, tributyl acetylcitrate, allyl acetoacetate and 2-ethylhexyl lactate, and butyl propionate; ethers such as dimethyl isosorbide; Ketones such as 2-heptanone; alcohols such as methanol; Amides such as N,N-dimethyloctanamide, N,N-dimethyldecanamide, N,N-dimethyl-9-decenamide, and fatty acid dimethylamides; aromatic hydrocarbons such as toluene, xylene, ethylbenzene, alkylbenzenes such as dialkylbenzenes and trialkylbenzenes, alkylnaphthalenes such as methylnaphthalene, 1-phenyl-1-ethylphenylethane, butylbiphenyl, and mixtures thereof; etc.
[0013] The amount of Compound (I) that can be dissolved in 100 g of this organic solvent at a temperature of 0°C is 1 g or more, and the solvent is preferably capable of dissolving Compound (I) in an amount of 3 g or more, and may be 5 g or more, or may be 10 g or more. Furthermore, this organic solvent has a vapor pressure of 1.0 x 10 at a temperature of 20°C. -2 The vapor pressure of this organic solvent at a temperature of 20°C is preferably 1.0 x 10 -3 mmHg or less, 1.0×10 -4 mmHg or less or 1.0 x 10 -5The viscosity is not more than mmHg. Among the above-mentioned examples of the present organic solvent, one or more solvents selected from group (A) consisting of butyl benzoate, benzyl acetate, dimethyl 2-methylglutarate, aromatic hydrocarbons, acetyl tributyl citrate, diisobutyl adipate, and N,N-dimethyl fatty acid amides are preferred, and one or more solvents selected from the group consisting of acetyl tributyl citrate, diisobutyl adipate, and N,N-dimethyl fatty acid amides are more preferred. By using a solvent selected from the above-mentioned group (A) as the present organic solvent, good dispersibility in water is likely to be obtained when the composition of the present invention is mixed with water.
[0014] The content of the present organic solvent in the composition of the present invention is preferably 0.1% by weight or more, more preferably 1% by weight or more, and may be 5% by weight or more, or even 10% by weight or more. The content of the present organic solvent in the composition of the present invention is preferably 60% by weight or less, and may be 50% by weight or less, more preferably 40% by weight or less, or may be 30% by weight or less. When the composition of the present invention contains two or more types of the present organic solvent, the content of the present organic solvent refers to the total content thereof.
[0015] Of the total content of the organic solvent in the composition of the present invention, the content of the solvent selected from the above group (A) is preferably 60% by weight or more, more preferably 70% by weight or more, may be 80% by weight or more, may be 90% by weight or more, or may be 100% by weight.
[0016] The composition of the present invention contains one or more of the present surfactants. The use of the present surfactants makes it easier to obtain good dispersibility in water when the composition of the present invention is mixed with water.
[0017] The surfactants include nonionic surfactants, anionic surfactants, and mixtures thereof.
[0018] Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene distyrylphenyl ethers, polyoxyethylene tristyrylphenyl ethers, and other polyoxyalkylene styrylphenyl ethers, polyoxyethylene castor oil and other polyoxyalkylene vegetable oils, 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. Examples of anionic surfactants include metal alkylbenzenesulfonates.
[0019] Preferred surfactants include polyoxyalkylene vegetable oils, polyoxyalkylene styryl phenyl ethers, polyoxyethylene polyoxypropylene block copolymers, etc. Of these, polyoxyethylene castor oil, polyoxyethylene tristyryl phenyl ether, and polyoxyethylene polyoxypropylene block copolymers are more preferred.
[0020] The content of the present surfactant in the composition of the present invention is preferably 0.1% by weight or more, more preferably 1% by weight or more, and may be 3% by weight or more, 5% by weight or more, or even 10% by weight or more. The content of the present surfactant in the composition of the present invention is preferably 50% by weight or less, and may be 40% by weight or less, more preferably 20% by weight or less, or may be 15% by weight or less. When the composition of the present invention contains two or more types of the present surfactant, the content of the present surfactant refers to the total content thereof.
[0021] By dissolving the surfactant in the organic solvent, the composition of the present invention tends to have good dispersibility in water when mixed with water.
[0022] The composition of the present invention contains one or more solid carriers. The solid carrier may be either a water-insoluble or a water-soluble solid carrier. In this specification, a water-soluble solid carrier refers to a solid carrier having a water solubility of 1 g / L or more at 20°C, while a water-insoluble solid carrier refers to a solid carrier having a water solubility of less than 1 g / L at 20°C. Examples of water-insoluble solid carriers include fine mineral powders such as diatomaceous earth, mica, talc, clay, bentonite, dolomite, acid clay, pyrophyllite, calcite, calcium carbonate, amorphous silica, calcium silicate, calcium sulfate, magnesium sulfate, and magnesium oxide, and fine organic powders such as crystalline cellulose and walnut shell powder. Examples of water-soluble solid carriers include sugars such as glucose, sucrose, fructose, and lactose; water-soluble polymer powders such as methylcellulose, sodium carboxymethylcellulose, and propylene glycol alginate; water-soluble organic fine powders such as urea; and fine inorganic salt powders such as ammonium sulfate.
[0023] The solid carrier is preferably one or more carriers selected from the group (B) consisting of diatomaceous earth, mica, talc, clay, calcium carbonate, bentonite, amorphous silica, crystalline cellulose, and lactose, and more preferably one or more carriers selected from the group consisting of diatomaceous earth, mica, talc, clay, and crystalline cellulose.
[0024] By using a carrier selected from the above group (B) as the solid carrier, good dispersibility in water is likely to be obtained when the composition of the present invention is mixed with water.
[0025] 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. 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 85% by weight or less, or may be 80% by weight or less. When the composition of the present invention contains two or more solid carriers, the content of the solid carrier refers to the total content thereof.
[0026] Of the solid carriers contained in the composition of the present invention, the content of carriers selected from Group (B) is preferably 45% by weight or more, more preferably 50% by weight or more, and may be 70% by weight or more, 80% by weight or more, or 100% by weight, or may be 90% by weight or less, 80% by weight or less, or 70% by weight or less.
[0027] The composition of the present invention may contain other formulation adjuvants as needed. Examples of other formulation adjuvants include surfactants other than the above-mentioned present surfactant, binders, antifoaming agents, colorants, fragrances, etc. However, the composition of the present invention generally contains Compound (I), the present organic solvent, the present surfactant, and the solid carrier in a total amount of 70% by weight or more, preferably 75% by weight or more.
[0028] Examples of binders 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.
[0029] The content of the antifoaming agent in the composition of the present invention is usually 0.01% by weight or more and 1% by weight or less.
[0030] The composition of the present invention may further contain one or more other herbicidally active compounds other than Compound (I), a solvent other than the present organic solvent, and / or a surfactant other than the present surfactant.
[0031] Examples of herbicidally active compounds other than 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-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-dichlorophenoxybutyric acid), 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, bensulfuronme 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, butroxy butroxydim, butyrate, 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 (clopyralid-tris(2-hydroxypropyl)ammonium), cloransulam, cloransulam-methyl, cumyluron, cyanazine, cyclopyranyl, cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, daimuron, dalapon, dazomet, desmedipham, desmetryn, di-allate, dicamba, dicamba choline salt,Dicamba 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 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, ethoxysulf ron (ethoxysulfuron), etobenzanide (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, florasulam, florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, fluazolate, flucarbazone rbazone, flucarbazone-sodium, flucetosulfuron, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron (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, glufosinate,Glufosinate ammonium salt (glufosinate-ammonium), glufosinate P (glufosinate-P), glufosinate P ammonium salt (glufosinate-P-ammonium), glufosinate P sodium salt (glufosinate-P-sodium), glyphosate (glyphosate), glyphosate choline salt (glyphosate-isopropylammonium), glyphosate-biproamine (glyphosate-ammonium salt), glyphosate, e-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, halos Halosulfuron-methyl, haloxyfop, haloxyfop-ethotyl, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-etotyl, haloxyfop-P-methyl, hexazinone, imazamethabenz, imazamethabenz Methyl (imazamethabenz-methyl), imazamox, imazamox ammonium salt (imazamox-ammonium), imazapic, imazapic ammonium salt (imazapic-ammonium), imazapyr, imazapyr-isopropylammonium salt (imazapyr-isopropylammonium), imazaquin, imazaquin-ammonium salt (imazaquin-ammonium), imazeta Imazethapyr, imazethapyr ammonium salt, 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, mecoprop ethadyl, mecoprop isoctyl, mecoprop methyl, mecoprop potassium, mecoprop sodium, mecoprop trolamine, 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 uron), methabenzthiazuron, methiozolin, methyldymron, metobromuron, 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 prodiamine, profluazol, propoxydim, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone sodium salt, propyrisulfuron, propyzamide,Prosulfocarb, prosulfuron, pyraclonil, pyraflufen-ethyl, pyrasulfotole, pyrazolynate, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribenzoxim, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan sulfan, 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 A), thenylchlor, thiazopyr, thidiazimine, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiafenacil, thiocarbazil, tolpyralate, topramezone, tralkoxydim koxydim, triafamone, triallate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr, triclopyr-butotyl, triclopyr-ethyl, triclopyr-triethylammonium, tridiphane,Trietazine, trifloxysulfuron, trifloxysulfuron sodium, trifludimoxazin, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, vernalate (v ernolate), 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-o, 5-chloro-2-{3-chloro-2-[5-(difluoromethyl)isoxazol-3-yl]phenoxy}pyrimidine.
[0032] The composition of the present invention is suitable as water-dispersible granules that rapidly disintegrate and disperse when placed in water.
[0033] The composition of the present invention can be produced, for example, using Compound (I), the present organic solvent, the present surfactant, a solid carrier, water, and, if necessary, formulation auxiliary agents. When the composition of the present invention is a water-dispersible granule, production methods include, for example, extrusion granulation, tumbling granulation, spray granulation, fluidized bed granulation, stirring granulation, and coating granulation. The composition of the present invention is preferably a granular product produced by extrusion granulation. Alternatively, the composition of the present invention may be a mixed powder produced using the present organic solvent, the present surfactant, and a solid carrier.
[0034] The following is an example of a method for producing the composition of the present invention by extrusion granulation. (Manufacturing method 1) S1) Compound (I), the organic solvent, the surfactant, and, if necessary, formulation auxiliary agents are mixed to obtain a solution of Compound (I). S2) A solid carrier and, if necessary, a formulation auxiliary are mixed to obtain a mixed powder, which may be pulverized if necessary. S3) The mixed powder obtained in S2) is mixed 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) Water is added to the obtained mixture as needed and kneaded to obtain a kneaded product. Antifoaming agents and / or colorants, etc., can be dissolved or dispersed in the water as needed. Also, instead of adding the present surfactant in S1), a portion of the present surfactant may be added to the water. S5) The obtained kneaded product is extruded through a screen with holes of a specified diameter to obtain granules. S6) The obtained granules are crushed to a predetermined length, dried and sized to obtain the composition of the present invention.
[0035] (Manufacturing method 2) S1) Compound (I), the organic solvent, the surfactant, and, if necessary, formulation auxiliary agents are mixed to obtain a solution of Compound (I). S2) A solid carrier and, if necessary, a formulation auxiliary are mixed to obtain a mixed powder, which may be pulverized if necessary. S3) Water is added to the mixed powder obtained in S2) as needed, and the mixture is kneaded to obtain a kneaded product. Antifoaming agents and / or colorants, etc., can be dissolved or dispersed in the water as needed. Alternatively, instead of adding the present surfactant in S1), a portion of the present surfactant may be added to the water. S4) The kneaded mixture is extruded through a screen having holes of a predetermined diameter to obtain granules. S5) The obtained granules are crushed to a predetermined length, dried and sized to obtain a solid composition. S6) The solid composition obtained in step S1 is mixed with the solution obtained in step S1 to obtain the composition of the present invention.
[0036] The following is an example of a production method when the composition of the present invention is a mixed powder produced using the present organic solvent, the present surfactant, and a solid carrier. S1) Compound (I), the organic solvent, the surfactant, and, if necessary, formulation auxiliary agents are mixed to obtain a solution of Compound (I). S2) A solid carrier and, if necessary, a formulation auxiliary are mixed to obtain a mixed powder, which may be pulverized if necessary. S3) The mixed powder obtained in S2) is mixed with the solution obtained in S1) to obtain the composition of the present invention. The composition of the present invention may be in the form of powder or granules. When the composition of the present invention is in the form of granules, the particle size of the composition of the present invention may be such that the proportion of particles that pass through a sieve with a mesh size of 1700 μm but do not pass through a sieve with a mesh size of 300 μm is 95% or more, and the proportion of particles that pass through a sieve with a mesh size of 1400 μm but do not pass through a sieve with a mesh size of 500 μm is 95% or more.
[0037] The composition of the present invention can be used to control weeds in agricultural land such as farmland, orchard, pasture, lawn, and forestry land; and non-agricultural land such as embankment slopes, riverbeds, road shoulders and slopes, railway beds, park green spaces, sports grounds, parking lots, airports, industrial facility sites such as factories and storage facilities, fallow land, and unused urban land.
[0038] The composition of the present invention is usually mixed with water to a desired application concentration to prepare a spray solution. The user applies the spray solution from a knapsack sprayer, spray tank, spray plane, or irrigation system. The application rate varies depending on weather conditions, treatment time, soil conditions, target crops, target weeds, etc., but typically 10 to 2,000 L, preferably 50 to 400 L, of the spray solution is applied per hectare. The spray solution is usually prepared by mixing the composition of the present invention with water in an amount usually 2 to 10,000 times, preferably 10 to 8,000 times, and more preferably 15 to 6,000 times its volume.
[0039] When applying the spray solution, an adjuvant may be mixed in. 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 adjuvants (substituted sulfonates) such as Gramin S, cationic adjuvants (polyoxyethyleneamines) such as Genamin T 200BM, and organic silicone adjuvants such as Silwet L77. Furthermore, drift-reducing agents such as Intact (polyethylene glycol) and volatilization-reducing agents 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. [Example]
[0040] The present invention will be explained in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples.
[0041] <Comparative Manufacturing Example 1> 2.0 parts by weight of Compound (I), 10.0 parts by weight of Sanex P202 (calcium lignosulfonate, manufactured by Nippon Paper Industries Co., Ltd.), 2.0 parts by weight of Sipernat 22S (amorphous silica, manufactured by Evonik Industries AG), 30.0 parts by weight of Bentonite Hodaka (bentonite, manufactured by Hojun Co., Ltd.), and 56.0 parts by weight of ASP-400P (clay, manufactured by BASF Co., Ltd.) were added and ground and mixed using a centrifugal grinder (ultracentrifugal grinder ZM200, manufactured by Retsch Co., Ltd.) to obtain a composition (hereinafter referred to as "Comparative Composition 1").
[0042] <Production Example 1> 2.0 parts by weight of compound (I), 20.0 parts by weight of Hallcomid M8-10 (N,N-dimethyl fatty acid amide, manufactured by Stepan), and 10.0 parts by weight of Emulsogen EL-360 (castor oil ethoxylate, manufactured by Clariant) were mixed and dissolved to obtain solution (1). Next, solution (1) was added to a mixture (1) prepared by mixing 2.0 parts by weight of Sipernat 22S (amorphous silica, manufactured by Evonik Industries AG), 30.0 parts by weight of Bentonite Hodaka (bentonite, manufactured by Hojun), and 36.0 parts by weight of ASP-400P (clay, manufactured by BASF), and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 1").
[0043] <Production Example 2> 1.5 parts by weight of compound (I), 20.0 parts by weight of Hallcomid M8-10 (N,N-dimethyl fatty acid amide, manufactured by Stepan), and 10.0 parts by weight of Emulsogen EL-360 (castor oil ethoxylate, manufactured by Clariant) were mixed and dissolved to obtain solution (2). Next, solution (2) was added to a mixture (2) prepared by mixing 40.0 parts by weight of talc (manufactured by Neolite Kosan) and 28.5 parts by weight of Bentonite Hodaka (bentonite, manufactured by Hojun), and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 2").
[0044] <Production Example 3> 1.5 parts by weight of compound (I), 10.0 parts by weight of Hallcomid M8-10 (N,N-dimethyl fatty acid amide, manufactured by Stepan), and 10.0 parts by weight of Emulsogen EL-360 (castor oil ethoxylate, manufactured by Clariant) were mixed and dissolved to obtain solution (3). Next, solution (3) was added to 78.5 parts by weight of talc (manufactured by Neolite Kosan), and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 3").
[0045] <Production Example 4> A composition (hereinafter referred to as "Composition 4") was obtained in the same manner as in Production Example 2, except that the solution (2) obtained in Production Example 2 was added to 68.5 parts by weight of Bentonite Hodaka (bentonite, manufactured by Hojun).
[0046] <Production Example 5> A composition (hereinafter referred to as "composition 5") was obtained in the same manner as in Production Example 2, except that the solution (2) obtained in Production Example 2 was added to 68.5 parts by weight of Radiolite F (diatomaceous earth, manufactured by Showa Chemical Industry Co., Ltd.).
[0047] <Production Example 6> A composition (hereinafter referred to as "composition 6") was obtained in the same manner as in Production Example 3, except that the solution (3) obtained in Production Example 3 was added to 78.5 parts by weight of ASP-400P (clay, manufactured by BASF).
[0048] <Production Example 7> A composition (hereinafter referred to as "composition 7") was obtained in the same manner as in Production Example 3, except that the solution (3) obtained in Production Example 3 was added to 78.5 parts by weight of SYA-21R (mica, manufactured by Yamaguchi Mica).
[0049] <Production Example 8> 1.5 parts by weight of compound (I), 5.0 parts by weight of Hallcomid M8-10 (N,N-dimethyl fatty acid amide, manufactured by Stepan), and 10.0 parts by weight of Emulsogen EL-360 (castor oil ethoxylate, manufactured by Clariant) were mixed and dissolved to obtain solution (4). Next, solution (4) was added to 83.5 parts by weight of Nitto Tankal NN#200 (calcium carbonate, manufactured by Nitto Funka Kogyo) and mixed until uniform, to obtain a composition (hereinafter referred to as "Composition 8").
[0050] <Production Example 9> 1.5 parts by weight of compound (I), 20.0 parts by weight of Jeffsol AG-1700 (butyl benzoate, manufactured by Huntsman), and 10.0 parts by weight of Emulsogen TS-200 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant) were mixed and dissolved to obtain solution (5). Next, solution (5) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 9").
[0051] <Production Example 10> 1.5 parts by weight of compound (I), 20.0 parts by weight of Jeffsol AG-1705 (benzyl acetate, manufactured by Huntsman), and 10.0 parts by weight of Emulsogen TS-290 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant) were mixed and dissolved to obtain solution (6). Next, solution (6) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 10").
[0052] <Production Example 11> 1.5 parts by weight of compound (I), 20.0 parts by weight of Rhodiasolv IRIS (dimethyl 2-methylglutarate, manufactured by Solvay), and 10.0 parts by weight of Emulsogen EL-360 (castor oil ethoxylate, manufactured by Clariant) were mixed and dissolved to obtain solution (7). Next, solution (7) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 11").
[0053] <Production Example 12> 1.5 parts by weight of compound (I), 20.0 parts by weight of acetyl tributyl citrate (FUJIFILM Wako Pure Chemical Industries, Ltd.), and 10.0 parts by weight of Emulsogen TS-100 (polyoxyethylene tristyrylphenyl ether, Clariant Co., Ltd.) were mixed and dissolved to obtain solution (8). Next, solution (8) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 12").
[0054] <Production Example 13> 1.5 parts by weight of compound (I), 20.0 parts by weight of Vinycizer 40 (diisobutyl adipate, manufactured by Kao Chemicals), and 10.0 parts by weight of Emulsogen TS-200 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant) were mixed and dissolved to obtain solution (9). Next, solution (9) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 13").
[0055] <Production Example 14> 1.5 parts by weight of compound (I), 20.0 parts by weight of Solvesso 200ND (aromatic hydrocarbon, manufactured by Exxon Mobil), and 10.0 parts by weight of Stepflow 26F (EO / PO block copolymer, manufactured by Stepan) were mixed and dissolved to obtain solution (10). Next, solution (10) was added to mixture (2) obtained by the same procedure as in Production Example 2, and the mixture was mixed until homogeneous to obtain a composition (hereinafter referred to as "composition 14").
[0056] [Test example: Measurement of suspension ratio] 40 mL of 30°C water (hardness: 342 ppm) was added to a 50 mL glass beaker, and 0.5 g of each composition was gently added and stirred to uniformly disperse the mixture. 200 mL of the water was added to a 250 mL measuring cylinder with a stopper, and the dispersion was gently added. 10 mL of the water was used to rinse the inside of the beaker, and the entire amount was transferred to the measuring cylinder. The measuring cylinder was then stoppered, and the cycle of inverting the measuring cylinder 180° in 1 second and then returning it to its original position in 1 second was repeated 30 times. The measuring cylinder was then placed in a thermostatic water bath at 30°C for 30 minutes. After standing, 225 mL of the dispersion was removed by suction from the top of the measuring cylinder. The content of Compound (I) b in the remaining 25 mL of dispersion was analyzed by high-performance liquid chromatography (HPLC), and the suspension ratio was calculated using the following formula (i). The results are shown in Table 1. Suspension rate [%]=[(ab) / a]×111 (i) [In formula (i), a represents the weight of compound (I) placed in the measuring cylinder, b represents the weight of Compound (I) contained in the remaining 25 mL of dispersion.]
[0057] [Table 1]
[0058] [Test Example 2] Weeds (bighead amaranthus, water chestnut, common ragweed, giant ragweed, artemisia, lamb's quarter, broom flower, barnyard grass, and foxtail) were sown in soil-filled plastic pots. On the same day, the soil surface was treated with a mixture of any one of Compositions 1 to 14, Agri-Dex (a mixture of heavy paraffin oil, polyhydric alcohol fatty acid ester, and polyethoxylate derivative, manufactured by Helena Chemical Co., Ltd., 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), or XtendiMAX Herbicide with VaporGrip Technology (dicamba diglycolamine salt, manufactured by Bayer, specific gravity: 1.2), and water. The treatment rates for each formulation were 20 g / ha (compound (I)) for the composition, 1232 g / ha for Agri-Dex, 742 g / ha for Intact, 1858 g / ha for Vapex, a VaporGrip Xtra Agent, and 1931 g / ha for XtendiMAX Herbicide with VaporGrip Technology, with a spray volume of 140 L / ha. The plants were then grown in a greenhouse, and soybeans were sown after 7 days. The weed control efficacy and phytotoxicity to the soybeans were examined after 14 days. Excellent weed control efficacy was confirmed with each formulation.
[0059] [Test Example 3] Weeds (bighead amaranthus, water chestnut, common ragweed, giant ragweed, artemisia, lamb's quarter, broom flower, barnyard grass, and foxtail) were sown in soil-filled plastic pots. On the same day, the soil surface was treated with a mixture of any one of Compositions 1 to 14, Agri-Dex (a mixture of heavy paraffin oil, polyhydric alcohol fatty acid ester, and polyethoxylate derivative, manufactured by Helena Chemical Co., Ltd., 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), or XtendiMAX Herbicide with VaporGrip Technology (dicamba diglycolamine salt, manufactured by Bayer, specific gravity: 1.2), and water. The treatment rates for each formulation were 20 g / ha (compound (I)) for the composition, 1232 g / ha for Agri-Dex, 742 g / ha for Intact, 389 g / ha for Vapex, a VaporGrip Xtra Agent, and 1931 g / ha for XtendiMAX Herbicide with VaporGrip Technology, with a spray volume of 140 L / ha. The plants were then grown in a greenhouse, and soybeans were sown after 7 days. The weed control efficacy and phytotoxicity to the soybeans were examined after 14 days. Excellent weed control efficacy was confirmed with each formulation.
Claims
1. The composition comprises a compound represented by the following formula (I), an organic solvent, a surfactant, and a solid carrier, The organic solvent is The solvent is capable of dissolving 1 g or more of a compound represented by the following formula (I) per 100 g of the organic solvent at a temperature of 0° C., and Contains one or more solvents selected from the following group (A): The solid pesticide composition, wherein the surfactant dissolves in an amount of 1 g or more in 100 g of the organic solvent at a temperature of 25°C. 【Chemical 1】 Group (A): A group consisting of butyl benzoate, benzyl acetate, dimethyl 2-methylglutarate, tributyl acetylcitrate, diisobutyl adipate, aromatic hydrocarbons, and N,N-dimethyl fatty acid amides.
2. The content of the compound represented by formula (I) is 0.01% by weight or more and 15% by weight or less, The content of the organic solvent is 1% by weight or more and 40% by weight or less, 2. The solid pesticide composition according to claim 1, wherein the content of the surfactant is 1% by weight or more and 20% by weight or less.
3. 3. The solid pesticide composition according to claim 1, wherein the compound represented by formula (I) is dissolved in the organic solvent.
4. The solid pesticide composition according to any one of claims 1 to 3, wherein the solid carrier comprises one or more carriers selected from the following group (B): Group (B): A group consisting of diatomaceous earth, mica, talc, clay, calcium carbonate, bentonite, amorphous silica, crystalline cellulose and lactose.
Citation Information
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